EP0131137B1 - Washing and cleaning agent with a content of acylcyanamide salts - Google Patents
Washing and cleaning agent with a content of acylcyanamide salts Download PDFInfo
- Publication number
- EP0131137B1 EP0131137B1 EP84106288A EP84106288A EP0131137B1 EP 0131137 B1 EP0131137 B1 EP 0131137B1 EP 84106288 A EP84106288 A EP 84106288A EP 84106288 A EP84106288 A EP 84106288A EP 0131137 B1 EP0131137 B1 EP 0131137B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- weight
- acylcyanamide
- salt
- group
- detergent
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 150000003839 salts Chemical class 0.000 title claims abstract description 41
- 239000012459 cleaning agent Substances 0.000 title description 15
- 238000005406 washing Methods 0.000 title description 14
- 239000003599 detergent Substances 0.000 claims abstract description 40
- 239000002736 nonionic surfactant Substances 0.000 claims abstract description 25
- 239000000203 mixture Substances 0.000 claims abstract description 23
- 239000003945 anionic surfactant Substances 0.000 claims abstract description 21
- 229910019142 PO4 Inorganic materials 0.000 claims abstract description 14
- 235000021317 phosphate Nutrition 0.000 claims abstract description 13
- 239000010452 phosphate Substances 0.000 claims abstract description 7
- 150000003013 phosphoric acid derivatives Chemical class 0.000 claims abstract description 7
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims abstract description 6
- 239000004744 fabric Substances 0.000 claims abstract description 5
- -1 alkylbenzene sulfonates Chemical class 0.000 claims description 44
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 15
- 125000004432 carbon atom Chemical group C* 0.000 claims description 14
- 239000007844 bleaching agent Substances 0.000 claims description 10
- 125000000217 alkyl group Chemical group 0.000 claims description 8
- 239000012190 activator Substances 0.000 claims description 7
- 239000011734 sodium Substances 0.000 claims description 7
- 159000000000 sodium salts Chemical class 0.000 claims description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 6
- 239000006260 foam Substances 0.000 claims description 6
- 235000019832 sodium triphosphate Nutrition 0.000 claims description 6
- 239000004615 ingredient Substances 0.000 claims description 5
- 229910052708 sodium Inorganic materials 0.000 claims description 5
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 4
- HWGNBUXHKFFFIH-UHFFFAOYSA-I pentasodium;[oxido(phosphonatooxy)phosphoryl] phosphate Chemical compound [Na+].[Na+].[Na+].[Na+].[Na+].[O-]P([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O HWGNBUXHKFFFIH-UHFFFAOYSA-I 0.000 claims description 4
- 239000011591 potassium Substances 0.000 claims description 4
- 229910052700 potassium Inorganic materials 0.000 claims description 4
- 239000003381 stabilizer Substances 0.000 claims description 4
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 3
- 235000012217 sodium aluminium silicate Nutrition 0.000 claims description 3
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 2
- 150000002978 peroxides Chemical class 0.000 claims description 2
- 229920000151 polyglycol Polymers 0.000 claims description 2
- 239000010695 polyglycol Substances 0.000 claims description 2
- DZCAZXAJPZCSCU-UHFFFAOYSA-K sodium nitrilotriacetate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)CC([O-])=O DZCAZXAJPZCSCU-UHFFFAOYSA-K 0.000 claims description 2
- 239000011343 solid material Substances 0.000 claims description 2
- 150000004996 alkyl benzenes Chemical class 0.000 claims 1
- 229940115440 aluminum sodium silicate Drugs 0.000 claims 1
- 239000000429 sodium aluminium silicate Substances 0.000 claims 1
- 239000004094 surface-active agent Substances 0.000 abstract description 14
- 125000000129 anionic group Chemical group 0.000 abstract description 3
- 239000003795 chemical substances by application Substances 0.000 description 38
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 17
- 150000001875 compounds Chemical class 0.000 description 15
- 239000003760 tallow Substances 0.000 description 15
- 238000004140 cleaning Methods 0.000 description 11
- 150000002191 fatty alcohols Chemical class 0.000 description 11
- 239000000047 product Substances 0.000 description 11
- 230000000694 effects Effects 0.000 description 10
- 239000000126 substance Substances 0.000 description 10
- 239000004753 textile Substances 0.000 description 10
- 239000002253 acid Substances 0.000 description 9
- 235000014113 dietary fatty acids Nutrition 0.000 description 8
- 239000000194 fatty acid Substances 0.000 description 8
- 229930195729 fatty acid Natural products 0.000 description 8
- 239000003112 inhibitor Substances 0.000 description 8
- 229920002472 Starch Polymers 0.000 description 7
- 150000007513 acids Chemical class 0.000 description 7
- 150000004665 fatty acids Chemical class 0.000 description 7
- 238000000034 method Methods 0.000 description 7
- 239000000344 soap Substances 0.000 description 7
- 235000019698 starch Nutrition 0.000 description 7
- 102000004190 Enzymes Human genes 0.000 description 6
- 108090000790 Enzymes Proteins 0.000 description 6
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 6
- 229940088598 enzyme Drugs 0.000 description 6
- 230000008569 process Effects 0.000 description 6
- 239000008107 starch Substances 0.000 description 6
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 5
- 235000013162 Cocos nucifera Nutrition 0.000 description 5
- 244000060011 Cocos nucifera Species 0.000 description 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- DBVJJBKOTRCVKF-UHFFFAOYSA-N Etidronic acid Chemical compound OP(=O)(O)C(O)(C)P(O)(O)=O DBVJJBKOTRCVKF-UHFFFAOYSA-N 0.000 description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 5
- 239000000470 constituent Substances 0.000 description 5
- 229920001296 polysiloxane Polymers 0.000 description 5
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 5
- 239000004435 Oxo alcohol Substances 0.000 description 4
- 230000009471 action Effects 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 229940055577 oleyl alcohol Drugs 0.000 description 4
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 4
- 150000003333 secondary alcohols Chemical class 0.000 description 4
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Chemical compound O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 3
- XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 description 3
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 3
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 3
- 229920002125 Sokalan® Polymers 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 150000001336 alkenes Chemical class 0.000 description 3
- 239000002585 base Substances 0.000 description 3
- 238000004061 bleaching Methods 0.000 description 3
- 239000001768 carboxy methyl cellulose Substances 0.000 description 3
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 3
- 239000001913 cellulose Substances 0.000 description 3
- 229920002678 cellulose Polymers 0.000 description 3
- 235000010980 cellulose Nutrition 0.000 description 3
- 239000000919 ceramic Substances 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 238000007046 ethoxylation reaction Methods 0.000 description 3
- 235000019387 fatty acid methyl ester Nutrition 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 230000002401 inhibitory effect Effects 0.000 description 3
- 229920000609 methyl cellulose Polymers 0.000 description 3
- 235000010981 methylcellulose Nutrition 0.000 description 3
- MGFYIUFZLHCRTH-UHFFFAOYSA-N nitrilotriacetic acid Chemical compound OC(=O)CN(CC(O)=O)CC(O)=O MGFYIUFZLHCRTH-UHFFFAOYSA-N 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- 238000006277 sulfonation reaction Methods 0.000 description 3
- 239000010457 zeolite Substances 0.000 description 3
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 2
- 102000005701 Calcium-Binding Proteins Human genes 0.000 description 2
- 108010045403 Calcium-Binding Proteins Proteins 0.000 description 2
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 229910000503 Na-aluminosilicate Inorganic materials 0.000 description 2
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- BGRWYDHXPHLNKA-UHFFFAOYSA-N Tetraacetylethylenediamine Chemical compound CC(=O)N(C(C)=O)CCN(C(C)=O)C(C)=O BGRWYDHXPHLNKA-UHFFFAOYSA-N 0.000 description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
- 229910021536 Zeolite Inorganic materials 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 150000003857 carboxamides Chemical class 0.000 description 2
- 150000001733 carboxylic acid esters Chemical class 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 229910052681 coesite Inorganic materials 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 229910052906 cristobalite Inorganic materials 0.000 description 2
- 239000000645 desinfectant Substances 0.000 description 2
- JYIMWRSJCRRYNK-UHFFFAOYSA-N dialuminum;disodium;oxygen(2-);silicon(4+);hydrate Chemical compound O.[O-2].[O-2].[O-2].[O-2].[O-2].[O-2].[Na+].[Na+].[Al+3].[Al+3].[Si+4] JYIMWRSJCRRYNK-UHFFFAOYSA-N 0.000 description 2
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- 239000003792 electrolyte Substances 0.000 description 2
- 230000002349 favourable effect Effects 0.000 description 2
- 238000001007 flame atomic emission spectroscopy Methods 0.000 description 2
- 239000004519 grease Substances 0.000 description 2
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 2
- 238000011086 high cleaning Methods 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 230000006872 improvement Effects 0.000 description 2
- 150000002484 inorganic compounds Chemical class 0.000 description 2
- 229910052740 iodine Inorganic materials 0.000 description 2
- 239000011630 iodine Substances 0.000 description 2
- 230000009021 linear effect Effects 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- YDSWCNNOKPMOTP-UHFFFAOYSA-N mellitic acid Chemical compound OC(=O)C1=C(C(O)=O)C(C(O)=O)=C(C(O)=O)C(C(O)=O)=C1C(O)=O YDSWCNNOKPMOTP-UHFFFAOYSA-N 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 239000001923 methylcellulose Substances 0.000 description 2
- 230000003641 microbiacidal effect Effects 0.000 description 2
- 229940124561 microbicide Drugs 0.000 description 2
- 238000006386 neutralization reaction Methods 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 2
- 125000001117 oleyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 230000003287 optical effect Effects 0.000 description 2
- 150000002894 organic compounds Chemical class 0.000 description 2
- 239000002304 perfume Substances 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 239000004584 polyacrylic acid Substances 0.000 description 2
- 229920001451 polypropylene glycol Polymers 0.000 description 2
- 150000003138 primary alcohols Chemical class 0.000 description 2
- 239000001509 sodium citrate Substances 0.000 description 2
- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000001694 spray drying Methods 0.000 description 2
- 229910052682 stishovite Inorganic materials 0.000 description 2
- 150000003470 sulfuric acid monoesters Chemical class 0.000 description 2
- 229910052905 tridymite Inorganic materials 0.000 description 2
- JSPLKZUTYZBBKA-UHFFFAOYSA-N trioxidane Chemical compound OOO JSPLKZUTYZBBKA-UHFFFAOYSA-N 0.000 description 2
- 239000001226 triphosphate Substances 0.000 description 2
- 239000002023 wood Substances 0.000 description 2
- CIOXZGOUEYHNBF-UHFFFAOYSA-N (carboxymethoxy)succinic acid Chemical compound OC(=O)COC(C(O)=O)CC(O)=O CIOXZGOUEYHNBF-UHFFFAOYSA-N 0.000 description 1
- ZMLPKJYZRQZLDA-PHEQNACWSA-N 1-[(e)-2-phenylethenyl]-4-[4-[(e)-2-phenylethenyl]phenyl]benzene Chemical group C=1C=CC=CC=1/C=C/C(C=C1)=CC=C1C(C=C1)=CC=C1\C=C\C1=CC=CC=C1 ZMLPKJYZRQZLDA-PHEQNACWSA-N 0.000 description 1
- LIAHXJHMGBLPHB-UHFFFAOYSA-N 2,3-dihydroxypropyl(oxido)azanium Chemical compound OCC(O)C[NH2+][O-] LIAHXJHMGBLPHB-UHFFFAOYSA-N 0.000 description 1
- JDSQBDGCMUXRBM-UHFFFAOYSA-N 2-[2-(2-butoxypropoxy)propoxy]propan-1-ol Chemical group CCCCOC(C)COC(C)COC(C)CO JDSQBDGCMUXRBM-UHFFFAOYSA-N 0.000 description 1
- ZILZQZGAJNDJIY-UHFFFAOYSA-N 2-chloro-5-[2-[4-[4-[2-(4-chloro-3-sulfophenyl)ethenyl]phenyl]phenyl]ethenyl]benzenesulfonic acid Chemical group C1=C(Cl)C(S(=O)(=O)O)=CC(C=CC=2C=CC(=CC=2)C=2C=CC(C=CC=3C=C(C(Cl)=CC=3)S(O)(=O)=O)=CC=2)=C1 ZILZQZGAJNDJIY-UHFFFAOYSA-N 0.000 description 1
- MVXMNHYVCLMLDD-UHFFFAOYSA-N 4-methoxynaphthalene-1-carbaldehyde Chemical compound C1=CC=C2C(OC)=CC=C(C=O)C2=C1 MVXMNHYVCLMLDD-UHFFFAOYSA-N 0.000 description 1
- YGUMVDWOQQJBGA-UHFFFAOYSA-N 5-[(4-anilino-6-morpholin-4-yl-1,3,5-triazin-2-yl)amino]-2-[2-[4-[(4-anilino-6-morpholin-4-yl-1,3,5-triazin-2-yl)amino]-2-sulfophenyl]ethenyl]benzenesulfonic acid Chemical compound C=1C=C(C=CC=2C(=CC(NC=3N=C(N=C(NC=4C=CC=CC=4)N=3)N3CCOCC3)=CC=2)S(O)(=O)=O)C(S(=O)(=O)O)=CC=1NC(N=C(N=1)N2CCOCC2)=NC=1NC1=CC=CC=C1 YGUMVDWOQQJBGA-UHFFFAOYSA-N 0.000 description 1
- REJHVSOVQBJEBF-OWOJBTEDSA-N 5-azaniumyl-2-[(e)-2-(4-azaniumyl-2-sulfonatophenyl)ethenyl]benzenesulfonate Chemical class OS(=O)(=O)C1=CC(N)=CC=C1\C=C\C1=CC=C(N)C=C1S(O)(=O)=O REJHVSOVQBJEBF-OWOJBTEDSA-N 0.000 description 1
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- 102000013142 Amylases Human genes 0.000 description 1
- 108010065511 Amylases Proteins 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical class NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 description 1
- RZXLPPRPEOUENN-UHFFFAOYSA-N Chlorfenson Chemical compound C1=CC(Cl)=CC=C1OS(=O)(=O)C1=CC=C(Cl)C=C1 RZXLPPRPEOUENN-UHFFFAOYSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical class [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
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- 239000004367 Lipase Substances 0.000 description 1
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- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
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- KKCBUQHMOMHUOY-UHFFFAOYSA-N Na2O Inorganic materials [O-2].[Na+].[Na+] KKCBUQHMOMHUOY-UHFFFAOYSA-N 0.000 description 1
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- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 1
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- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 239000004365 Protease Substances 0.000 description 1
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- 239000004115 Sodium Silicate Substances 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- 239000004902 Softening Agent Substances 0.000 description 1
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- UAOKXEHOENRFMP-ZJIFWQFVSA-N [(2r,3r,4s,5r)-2,3,4,5-tetraacetyloxy-6-oxohexyl] acetate Chemical compound CC(=O)OC[C@@H](OC(C)=O)[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](OC(C)=O)C=O UAOKXEHOENRFMP-ZJIFWQFVSA-N 0.000 description 1
- OOSVJRVPVSKPHD-UHFFFAOYSA-L [Na+].[Na+].[Na+].[Na+].[Na+].[O-]P([O-])=O Chemical compound [Na+].[Na+].[Na+].[Na+].[Na+].[O-]P([O-])=O OOSVJRVPVSKPHD-UHFFFAOYSA-L 0.000 description 1
- YKTSYUJCYHOUJP-UHFFFAOYSA-N [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] Chemical compound [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] YKTSYUJCYHOUJP-UHFFFAOYSA-N 0.000 description 1
- 238000005903 acid hydrolysis reaction Methods 0.000 description 1
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- 239000013543 active substance Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 150000007824 aliphatic compounds Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910052910 alkali metal silicate Inorganic materials 0.000 description 1
- 238000005904 alkaline hydrolysis reaction Methods 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- DNEHKUCSURWDGO-UHFFFAOYSA-N aluminum sodium Chemical compound [Na].[Al] DNEHKUCSURWDGO-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 235000019418 amylase Nutrition 0.000 description 1
- 229940025131 amylases Drugs 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 229940053200 antiepileptics fatty acid derivative Drugs 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 230000033228 biological regulation Effects 0.000 description 1
- 229910021538 borax Inorganic materials 0.000 description 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
- 239000004327 boric acid Substances 0.000 description 1
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical class OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 229960000541 cetyl alcohol Drugs 0.000 description 1
- 235000019864 coconut oil Nutrition 0.000 description 1
- 239000003240 coconut oil Substances 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 239000008139 complexing agent Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 229910052593 corundum Inorganic materials 0.000 description 1
- 238000013016 damping Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000000586 desensitisation Methods 0.000 description 1
- ZPWVASYFFYYZEW-UHFFFAOYSA-L dipotassium hydrogen phosphate Chemical compound [K+].[K+].OP([O-])([O-])=O ZPWVASYFFYYZEW-UHFFFAOYSA-L 0.000 description 1
- 235000019797 dipotassium phosphate Nutrition 0.000 description 1
- 229910000396 dipotassium phosphate Inorganic materials 0.000 description 1
- JZBWUTVDIDNCMW-UHFFFAOYSA-L dipotassium;oxido sulfate Chemical compound [K+].[K+].[O-]OS([O-])(=O)=O JZBWUTVDIDNCMW-UHFFFAOYSA-L 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- LVZAVNQYRZXWLS-UHFFFAOYSA-N dodecaaluminum dodecasodium oxygen(2-) silicon(4+) heptacosahydrate Chemical compound O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.O.[O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[O--].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[Si+4].[Si+4].[Si+4].[Si+4].[Si+4].[Si+4].[Si+4].[Si+4].[Si+4].[Si+4].[Si+4].[Si+4] LVZAVNQYRZXWLS-UHFFFAOYSA-N 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 125000004494 ethyl ester group Chemical group 0.000 description 1
- 229940071106 ethylenediaminetetraacetate Drugs 0.000 description 1
- 229960004585 etidronic acid Drugs 0.000 description 1
- 238000012851 eutrophication Methods 0.000 description 1
- 235000019197 fats Nutrition 0.000 description 1
- 239000002657 fibrous material Substances 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 125000003827 glycol group Chemical group 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 238000005469 granulation Methods 0.000 description 1
- 230000003179 granulation Effects 0.000 description 1
- 229910001385 heavy metal Inorganic materials 0.000 description 1
- 238000000265 homogenisation Methods 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 239000003752 hydrotrope Substances 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 229920000831 ionic polymer Polymers 0.000 description 1
- 235000019421 lipase Nutrition 0.000 description 1
- 150000004668 long chain fatty acids Chemical class 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- HCWCAKKEBCNQJP-UHFFFAOYSA-N magnesium orthosilicate Chemical compound [Mg+2].[Mg+2].[O-][Si]([O-])([O-])[O-] HCWCAKKEBCNQJP-UHFFFAOYSA-N 0.000 description 1
- 239000000391 magnesium silicate Substances 0.000 description 1
- 235000019792 magnesium silicate Nutrition 0.000 description 1
- 229910052919 magnesium silicate Inorganic materials 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000002855 microbicide agent Substances 0.000 description 1
- 239000004200 microcrystalline wax Substances 0.000 description 1
- 235000019808 microcrystalline wax Nutrition 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 150000005673 monoalkenes Chemical class 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 235000011837 pasties Nutrition 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920001444 polymaleic acid Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 230000008092 positive effect Effects 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000002028 premature Effects 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000029219 regulation of pH Effects 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 235000002639 sodium chloride Nutrition 0.000 description 1
- 229960001922 sodium perborate Drugs 0.000 description 1
- 239000012418 sodium perborate tetrahydrate Substances 0.000 description 1
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 1
- 229910052911 sodium silicate Inorganic materials 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 235000010339 sodium tetraborate Nutrition 0.000 description 1
- IBDSNZLUHYKHQP-UHFFFAOYSA-N sodium;3-oxidodioxaborirane;tetrahydrate Chemical compound O.O.O.O.[Na+].[O-]B1OO1 IBDSNZLUHYKHQP-UHFFFAOYSA-N 0.000 description 1
- MBEGFNBBAVRKLK-UHFFFAOYSA-N sodium;iminomethylideneazanide Chemical compound [Na+].[NH-]C#N MBEGFNBBAVRKLK-UHFFFAOYSA-N 0.000 description 1
- YKLJGMBLPUQQOI-UHFFFAOYSA-M sodium;oxidooxy(oxo)borane Chemical compound [Na+].[O-]OB=O YKLJGMBLPUQQOI-UHFFFAOYSA-M 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 150000003462 sulfoxides Chemical class 0.000 description 1
- 238000009988 textile finishing Methods 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- BSVBQGMMJUBVOD-UHFFFAOYSA-N trisodium borate Chemical compound [Na+].[Na+].[Na+].[O-]B([O-])[O-] BSVBQGMMJUBVOD-UHFFFAOYSA-N 0.000 description 1
- HRXKRNGNAMMEHJ-UHFFFAOYSA-K trisodium citrate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O HRXKRNGNAMMEHJ-UHFFFAOYSA-K 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 229910001845 yogo sapphire Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/38—Cationic compounds
- C11D1/50—Derivatives of urea, thiourea, cyanamide, guanidine or urethanes
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/37—Mixtures of compounds all of which are anionic
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/83—Mixtures of non-ionic with anionic compounds
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/04—Carboxylic acids or salts thereof
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/14—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
- C11D1/143—Sulfonic acid esters
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/14—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
- C11D1/146—Sulfuric acid esters
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/22—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aromatic compounds
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/28—Sulfonation products derived from fatty acids or their derivatives, e.g. esters, amides
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/29—Sulfates of polyoxyalkylene ethers
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/72—Ethers of polyoxyalkylene glycols
Definitions
- the present invention has also made it a point to further develop the modern washing and cleaning agents and to adapt them better to today's and foreseeable future requirements.
- the primary goals are to enable the use of renewable raw materials and those from local sources to a greater extent than before by changing the surfactant base, to facilitate the production of the agents and at the same time to improve the application properties, in particular the cleaning ability and the dirt-carrying capacity of the fleet , as well as when used on fabrics to reduce incrustation and improve the grip of the washed fabrics.
- an acylcyanamide salt with the general formula in which Me is sodium or potassium and R is an alkyl or alkenyl radical having 9-23 carbon atoms, which can be substituted by hydroxyl or alkoxyl groups, is used as the anionic surfactant.
- this surfactant is much more similar to soaps than the synthetic anionic surfactants of the sulfonate or sulfate type which have been used almost exclusively for over 20 years. The suitability of the acylcyanamides for modern washing and cleaning agents was therefore not to be expected.
- the present invention relates to a washing and cleaning agent for solid materials, in particular for textiles, which contains at least one synthetic anionic surfactant and at least one builder, also called builder, from the group of condensed phosphates and phosphate substitutes and, if appropriate, a nonionic surfactant and in which the Part or all of the anionic surfactants consists of an acylcyanamide salt of the formula defined above.
- EP-A 24676 which describes a process for textile finishing, also includes the acylcyanamide salts of formula 1 in a very broad formula, but makes no reference to the surfactant properties of the compounds or to detergents.
- the acylcyanamide grouping serves as a reactive group for fixing active substances to fibrous materials.
- EP-A 8475 which describes a bleaching process and bleaching agent with cyanamines as activators
- the acylcyanamide salts of the present invention are also included in a broad formula.
- the cyanamines are used there with the aim of activating peroxide bleaching agents in order to increase the oxidizing power of the agents; no indication of surfactant properties is given.
- acylcyanamide salts according to the invention can be obtained from carboxylic acid derivatives and cyanamide with subsequent neutralization by means of suitable bases [see German Patent 708428 or A.E. Kretov and A.P. Momsenko, J. org. Chem. (USSR) 1, 1765 (1965)].
- the preparation is simpler by reacting salts of cyanamide with carboxylic acid esters, as described in EP-A 84836. This process can also be advantageous for the further use of the acylcyanamide salts in the production of detergents and cleaning agents, since it supplies the salts in anhydrous form.
- Acyl cyanamide salts have the advantage that they can be produced from renewable raw materials, here fatty acid derivatives, and from cyanamide, which is easily accessible from calcium cyanamide.
- these surfactants When using these surfactants, the detergent manufacturers' dependence on petroleum-based raw materials is reduced, which is noticeable, for example, with the most important anionic surfactant, alkylbenzenesulfonate.
- acyl cyanamide salts are readily biodegradable and toxicologically safe.
- the sodium salts of acylcyanamides have particularly favorable properties with regard to the aims of this invention, in particular those in which the radical R in the formula is an essentially unsubstituted alkyl or alkenyl radical having 11-17 carbon atoms.
- Such salts can be easily prepared industrially from monosodium cyanamide and the methyl esters of natural fatty acid mixtures, such as tallow fatty acid methyl ester and palm kernel fatty acid methyl ester.
- the agents according to the invention can be used in numerous fields of technology and the household for a wide variety of cleaning tasks.
- fields of application are the cleaning of devices, apparatus, pipelines and vessels made of wood, plastic, metal, ceramic, glass etc. in industry or in commercial companies, the cleaning of furniture, walls, floors, objects made of ceramic, glass , Metal, wood, plastic, the cleaning of polished or painted surfaces in the household etc.
- a particularly important area of application is the washing of all types of textiles in industry, in commercial laundries and in the household.
- Suitable synthetic anionic surfactants which can be present in the agents according to the invention in addition to the acylcyanamide salts are, in particular, those of the sulfonate and sulfate type.
- the surfactants of the sulfonate type are primarily the alkylbenzenesulfonates with C 9-15 -alkyl groups and the esters of a-sulfofatty acids, for example the a-sulfonated methyl or ethyl esters of hydrogenated coconut, palm kernel or tallow fatty acids.
- alkanesulfonates which are obtainable from C 12 -C 18 -alkanes by sulfochlorination or sulfoxidation and subsequent hydrolysis or neutralization or by bisulfite addition to olefins
- olefinsulfonates which are mixtures of alkene and hydroxyalkanesulfonates and disulfonates as obtained for example from monoolefins with a terminal or internal double bond by sulfonation with gaseous sulfur trioxide and subsequent alkaline or acidic hydrolysis of the sulfonation products.
- Particularly suitable surfactants of the sulfate type are the sulfuric acid monoesters of primary alcohols of natural and synthetic origin, ie of fatty alcohols such as e.g. Coconut fatty alcohols, tallow fatty alcohols, oleyl alcohol, or the C lo -C 2O oxo alcohols, and those of secondary alcohols of this chain length.
- the sulfuric acid monoesters of the aliphatic primary alcohols ethoxylated with 1-6 mol ethylene oxide or ethoxylated secondary alcohols or alkylphenols are suitable.
- Sulfated fatty acid alkanolamides and sulfated fatty acid monoglycerides are also suitable.
- anionic surfactants are preferably used in the form of the salts, in particular in the form of the sodium salts, but also as potassium or ammonium salts or as soluble salts of organic bases, such as mono-, di- or triethanolamine.
- Agents according to the invention which have 1-30% by weight, preferably 3-15% by weight, of acyl cyanamide salt and 1-30% by weight, preferably 3-15% by weight of synthetic anionic surfactant from the group of alkylbenzenesulfonates and ester sulfonates have particularly favorable performance properties , Alcohol sulfates and mixtures thereof in addition to other common constituents of washing and cleaning agents.
- Suitable nonionic surfactants for the agents according to the invention are addition products of 1-40, preferably 2-20, moles of ethylene oxide with 1 mole of an aliphatic compound having essentially 10-20 carbon atoms from the group of alcohols, alkylphenols, carboxylic acids and carboxamides.
- non-or not fully water-soluble polyglycol ethers with 2-7 ethylene glycol ether residues in the molecule are also of interest, in particular if they are used together with water-soluble nonionic or anionic surfactants. Because of their good biodegradability, the ethoxylation products of primary aliphatic alkanols and alkenols are of particular practical interest.
- EO ethylene oxide
- tallow fatty alcohol 5-EO oleyl / cetyl alcohol 5-EO (iodine number 30-50 )
- Tallow fatty alcohol 7-EO synthetic C 12 -C 16 fatty alcohol 6-EO, C 11 -C 15 oxalcohol 3-EO, C 14 / C
- Exemplary representatives of the nonionic surfactants with an average degree of ethoxylation of 8-20, in particular 9-15 are the compounds coconut fatty alcohol-12-EO, synthetic C 12 / C 14 fatty alcohol-9-EO, oleyl / cetyl alcohol-10 -EO, tallow fat.
- -Alcohol-14-EO C 11 -C 15 -oxoalcohol-13-EO, C 15 -C 'B -oxoalcohol-15-EO, iC 15 -C 17 -alkanediol-9-EO, C 14 / C 15 -oxalcohol-11-EO, sec.-C 11 -C 1s -alcohol-9-EO.
- non-ionic surfactants which can be used are the water-soluble adducts of ethylene oxide with 20-250 ethylene glycol ether groups and 10-100 propylene glycol ether groups with polypropylene glycol, alkylenediamine-poly-propylene glycol and with alkylpolypropylene glycols with 1-10 carbon atoms in the alkyl chain, in which the polypropylene glycol chain acts as a hydrophobic radical .
- Nonionic surfactants of the amine oxide or sulfoxide type can also be used, for example the compounds N-cocoalkyl-N, N-dimethylamine oxide, N-hexadecyl-N, N-bis- (2,3-dihydroxypropylamine oxide, N-tallow alkyl-N, N-dihydroxyethylamine oxide.
- acyl cyanamide salts in combination with nonionic surfactants, an unusually good cleaning effect is achieved with agents which contain 1-30% by weight, preferably 3-15% by weight, acyl cyanamide salt with 1-30% by weight, preferably 2-15% by weight. %, nonionic surfactant from the group of alcohol ethoxylates and alkylphenol ethoxylates in addition to other common constituents of detergents and cleaning agents.
- acylcyanamide salts are present in combination with nonionic surfactants of the alcohol ethoxylate type have a very particularly high cleaning power against grease and pigment soiling.
- This combination of surfactants contains acyl cyanamide salts and nonionic surfactants of the formula in which R represents an n-alkyl or n-alkenyl radical having 12-18 carbon atoms and n is an average value with a size of 4-15, in a weight ratio of 1: 4 to 4: 1, preferably 2: 3 to 4: 1, and it is contained in the agents at 2-50% by weight, in particular 5-30% by weight.
- compositions contain 1-30% by weight, preferably 3-15% by weight, of acylcyanamide of the formula I, 1-30% by weight, preferably 3-15% by weight, of synthetic anionic surfactant, in particular from the group of alkylbenzenesulfonates, Ester sulfonates, alcohol sulfates and mixtures thereof and 1-30% by weight, preferably 2-15% by weight 96 nonionic surfactant, in particular from the group of alcohol ethoxylates, alkylphenol ethoxylates and mixtures thereof.
- the agents according to the invention contain, in addition to the surfactants, so-called builders, also called builders, whose task is to increase the cleaning action of the surfactants and to eliminate the negative effects of water hardness.
- condensed phosphates especially pentasodium triphosphate, have had an excellent position among the framework substances.
- These phosphates have excellent performance properties and can be present in the agents as the only framework substances. In these agents, however, they can also be replaced in whole or in part by phosphate substitutes, especially if the pollution of the waste water with the phosphates, which leads to the eutrophication of standing waters, is thereby reduced or avoided.
- Inorganic and organic compounds which have a builder effect at least partially equivalent to sodium tripolyphosphate are suitable as phosphate substitutes.
- the suitable water-soluble inorganic compounds are essentially the alkali carbonates and alkali silicates.
- Useful water-soluble organic compounds can be found in the compound classes of the hydroxycarboxylic acids, aminocarboxylic acids, polycarboxylic acids, carboxyalkyl ethers, the polymeric polycarboxylic acids and the substituted and unsubstituted alkanedi- and polyphosphonic acids.
- Typical examples of these classes of compounds are citric acid, nitrilotriacetic acid, mellitic acid, carboxymethyloxysuccinic acid, polyacrylic acid, polymethacrylic acid, poly-a-hydroxyacrylic acid, polymaleic acid and the corresponding copolymers and hydroxyethane diphosphonic acid. These compounds are mostly used in the form of their water-soluble salts.
- Zeolite NaA is mainly used on a large scale as a substitute for sodium tripolyphosphate in low-phosphate and phosphate-free detergents.
- the framework substance in the agents according to the invention is preferably selected from the group sodium triphosphate, sodium aluminum silicate, sodium nitrilotriacetate, sodium alkane polyphosphonate and mixtures thereof.
- the builder component is generally present in the detergent according to the invention in an amount of 3 to 70% by weight, preferably in an amount of 20 to 50% by weight; individual builder substances, for example the alkane polyphosphonates, can also be used in much smaller amounts, i.e. present in amounts of 0.1 to 3% by weight.
- the detergents and cleaning agents according to the invention show a surprisingly high dirt-carrying capacity as a further special property.
- graying values can be achieved, for example, in textile washing, which are otherwise only observed in the presence of special graying inhibitors, which are generally high molecular weight polyionic compounds. This means that the use of graying inhibitors can be dispensed with entirely, thus considerably simplifying the detergent formulation.
- the agents can also contain additional graying inhibitors and then achieve a higher dirt-carrying capacity in the liquor than conventional agents.
- water-soluble colloids are suitable, such as, for example, the water-soluble salts of polymeric carboxylic acids, glue, gelatin, salts of ether carboxylic acids or ether sulfonic acids of starch or cellulose or salts of acidic sulfuric acid esters of cellulose or starch.
- Water-soluble polyamides containing acidic groups are also suitable for this purpose.
- Carboxymethylated cellulose or starch in the form of its sodium salts, methyl celluloses and polymers and copolymers of (meth) acrylic acid and maleic acid are preferred.
- Soluble starch preparations and starch products other than those mentioned above can also be used, e.g. degraded starch, aldehyde starches, etc.
- polyvinylpyrrolidone-type coloring inhibitors are useful.
- Another surprising property of the detergents according to the invention is that they give the washed cotton textiles a significantly softer feel than conventional modern detergents. This can go so far that the incorporation of special softening agents, so-called finish substances, into the detergents, as is occasionally done today, and also a subsequent finish in the rinsing bath can be dispensed with. This effect is particularly evident in detergents in which the proportion of acylcyanamides is above 6% by weight, in particular above 12% by weight.
- Bleaching agents can be contained in the washing and cleaning agents according to the invention in order to remove certain plant stains.
- Known peroxide-type bleaching agents such as sodium perborate, sodium carbonate perhydrate, potassium peroxomonosulfate and organic percarboxylic acids are particularly suitable. These bleaches can be present alone or can also be used in conjunction with known stabilizers, such as magnesium silicate, sodium ethylenediaminetetraacetate or sodium salts of polyphosphonic acids, which have the task of preventing the premature decomposition of the per compounds by heavy metal salts and the damage to the tissues.
- bleach activators can be used together with the bleaching agents.
- anhydrides, carboxamides and carboxylic acid esters are particularly suitable as activators, which have an acylating effect on H 2 O 2 in the wash liquor and thus increase the bleaching power of the liquor.
- suitable activators are phthalic anhydride, tetraacetylethylenediamine, tetraacetylglycoluril and pentaacetylglucose.
- the amount of activators in the agents is not more than 1, in particular 0.1-1 equivalent, based on the amount of per-compound present.
- the per compounds themselves are present in amounts of up to 40% by weight, preferably 1-30% by weight, the stabilizers containing 0.01-5% by weight.
- washing and cleaning agents according to the invention can also contain other customary additives, in particular foam-regulating agents, enzymes, perfume oils, electrolytes, microbicidal agents and optical brighteners.
- foam-inhibiting additives soaps with 20-24 carbon atoms, long-chain alkyl melamines, low-foam nonionic surfactants, paraffinic hydrocarbons, microcrystalline waxes and silicone defoamers.
- Foam-damping soaps and silicone compounds are particularly important, here again the polysiloxanes activated by finely divided Si0 2 .
- enzymes which can be used to enhance the cleaning action such as proteases, lipases and amylases, can be present as enzymes. Enzymes with an optimum activity in a pH range, as is achieved when the agents are used, and those enzymes which retain their action even at elevated temperatures are preferred.
- Electrolytes can be contained in the agents for increasing the ionic strength in the application solutions, for pH regulation, as carriers or envelopes, for the desensitization of per compounds or even only as fillers.
- These are preferably salts of sodium and potassium, for example sodium borate, sodium sulfate and potassium hydrogen phosphate, but can weak acids such as boric acid or bases such as ammonia can also be used.
- Microbicides can be components of such agents, which should also have a disinfectant effect when used.
- Typical bactericides and fungicides come into consideration as microbicides if they are compatible with the other components of the agents.
- Optical brighteners are used in the agents according to the invention when it is a question of using these agents to increase the whiteness of the treated objects optically as well. Numerous compounds have been described in the literature as being useful for this purpose.
- the derivatives of diaminostilbenedisulfonic acid or its salts are particularly suitable for textile detergents, for example 4,4'-bis (2-anilino-4-morpholino-1,3,5-triazin-6-yl-amino) -stilbene-2, 2'-disulfonic acid, and brighteners of the substituted 4,4'-distyrylbiphenyl type, for example 4,4'-bis (4-chloro-3-sulfostyryl) biphenyl.
- the agents according to the invention can be produced using the methods customary for conventional washing and cleaning agents.
- solid agents can be assembled simply by mixing the powdery or granular individual components. Products with better flow behavior, which also have less dust, can be obtained by granulation or spray drying.
- the preparation of the agents is very simplified by the use of the acylcyanamide salts in anhydrous form, in which they can be easily produced technically.
- the good temperature stability of the acycyanamide salts has a positive effect in the spray drying process.
- the production of pasty and liquid agents is also possible using conventional methods. In general, both pre-dissolved and solid components are used, which are optionally mixed and homogenized with further solvent, usually water.
- the homogenization process can be accelerated, which is already greatly facilitated by the good solubility of the acylcyanamide salts.
- water-miscible organic solvents such as ethanol or isopropanol
- hydrotropes such as NaCl or triethanolamine
- the agent according to Example 3 contains 6.2% by weight of tetraacetylethylene diamine, a bleach activator, and 2.0% by weight of Sokalan® CP5, a partially neutralized modified poly acrylic acid, remarkable.
- the agent according to Example 6 contains 1.1% by weight of the hexasodium salt of ethylenediaminetetrakismethylenephosphonic acid as a further builder component; on average according to Example 7, 2.2% Dobanol® 45-7, an adduct of C 14/15 oxo alcohol and 7 mol ethylene oxide and 2.5% by weight aminotrismethylene phosphonic acid pentasodium salt are contained as nonionic surfactant.
- the agent according to Example 12 contains 0.8% sodium citrate as a further builder component.
- Liquid detergent especially for textiles.
- a further nonionic surfactant it contains 17.0% by weight of an addition product of 7 mol of ethylene oxide to a mixture of secondary alcohols with 12-14 C atoms and 3.0% by weight of ethylenediaminetetraacetate as calcium complexing agent.
- the soap used here is the potassium salts of tallow fatty acids.
- Germ-inhibiting cleaner in concentrated form, which contains 2.6% by weight sodium citrate and 14.5% by weight a mixture of chlorinated and non-chlorinated phenols as disinfectant in addition to the surfactants.
- Aqueous-alcoholic, almost salt-free agent for cleaning hard surfaces, especially glass and ceramics contains 8.0% by weight of ethanol.
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Abstract
Description
Die Entwicklung der modernen Textilwaschmittel, deren Anfänge in den dreissiger Jahren lagen, hatte bis 1960 zu einer fast vollständigen Abkehr von den früheren üblichen Waschmitteln auf Basis Seife, Soda und Silikat geführt. An ihre Stelle traten Produkte, die gekennzeichnet waren durch einen Gehalt an a) synthetischen anionischen und nichtionischen Tensiden, b) sogenannten Gerüstsubstanzen (Builders), insbesondere Pentanatriumtriphosphat, und c) Vergrauungsinhibitoren, im allgemeinen Carboxymethylcellulose, die das Schmutztragevermögen verbesserten. Seife wurde nur noch in geringem Masse als Schaumregulator zugesetzt. Mit diesen modernen Waschmitteln wurde ohne Abfall der Primärwaschwirkung eine gegenüber den alten Mitteln deutliche Verbesserung des Sekundärwaschverhaltens erreicht, die sich insbesondere in einer Verringerung der Inkrustationen auf den Geweben bemerkbar machte.The development of modern textile detergents, which began in the 1930s, had led to an almost complete departure from the previous conventional detergents based on soap, soda and silicate. They were replaced by products which were characterized by a) synthetic anionic and nonionic surfactants, b) so-called builders, especially pentasodium triphosphate, and c) graying inhibitors, generally carboxymethyl cellulose, which improved the dirt-carrying capacity. Soap was added only to a small extent as a foam regulator. With these modern detergents, a significant improvement in the secondary washing behavior compared to the old detergents was achieved without a decrease in the primary washing action, which was particularly noticeable in a reduction in the incrustations on the fabrics.
Trotz des mit diesen Mitteln erreichten hohen Standes der Textilbehandlung war und ist man ständig bemüht, die Mittel in ihrer Qualität weiter zu verbessern und sie veränderten äusseren Gegebenheiten anzupassen. Ähnliche Bestrebungen beobachtet man auf dem gesamten Gebiet der Wasch- und Reinigungsmittel. Beispiele solcher Verbesserungen sind der Übergang von schwer biologisch abbaubaren zu schnell abbaubaren Tensiden und der Ersatz der löslichen Builder-Phosphate durch unlösliche Natrium-Aluminiumsilikate vom Type Zeolith A.Despite the high level of textile treatment achieved with these agents, efforts have always been made to further improve the quality of the agents and to adapt them to changing external conditions. Similar efforts can be observed in the entire field of detergents and cleaning agents. Examples of such improvements are the transition from poorly biodegradable to rapidly degradable surfactants and the replacement of soluble builder phosphates with insoluble sodium aluminum silicates of the zeolite A type.
Auch die vorliegende Erfindung hat sich zur Augabe gemacht, die modernen Wasch- und Reinigungsmittel weiter zu entwickeln und sie den heutigen und absehbaren zukünftigen Erfordernissen besser anzupassen. Die vordringlichen Ziele sind dabei, durch Veränderung der Tensidbasis die Verwendung von nachwachsenden Rohstoffen und solchen aus einheimischen Quellen in stärkerem Masse als bisher zu ermöglichen, die Herstellung der Mittel zu erleichtern und gleichzeitig die anwendungstechnischen Eigenschaften, insbesondere das Reinigungsvermögen und das Schmutztragevermögen der Flotte zu verbessern, sowie bei Anwendung an Geweben die Inkrustationsbildung zu reduzieren und den Griff der gewaschenen Gewebe zu verbessern.The present invention has also made it a point to further develop the modern washing and cleaning agents and to adapt them better to today's and foreseeable future requirements. The primary goals are to enable the use of renewable raw materials and those from local sources to a greater extent than before by changing the surfactant base, to facilitate the production of the agents and at the same time to improve the application properties, in particular the cleaning ability and the dirt-carrying capacity of the fleet , as well as when used on fabrics to reduce incrustation and improve the grip of the washed fabrics.
Es wurde nun gefunden, dass man diese Ziele überraschenderweise erreichen kann, wenn man in modernen Wasch- und Reinigungsmitteln ein Acylcyanamidsalz mit der allgemeinen Formel in der Me Natrium oder Kalium bedeutet und R einen Alkyl- oder Alkenylrest mit 9-23 C-Atomen darstellt, der durch Hydroxyl- oder Alkoxylgruppen substituiert sein kann, als anionisches Tensid verwendet. Dies ist um so überraschender, als von der chemischen Struktur und den chemischphysikalischen Eigenschaften her dieses Tensid sehr viel stärker den Seifen ähnelt als den seit über 20 Jahren nahezu ausschliesslich verwendeten synthetischen Aniontensiden vom Sulfonat-oder Sulfattyp. Die Eignung der Acylcyanamide für moderne Wasch- und Reinigungsmittel war daher nicht zu erwarten.It has now been found that these goals can surprisingly be achieved if, in modern washing and cleaning agents, an acylcyanamide salt with the general formula in which Me is sodium or potassium and R is an alkyl or alkenyl radical having 9-23 carbon atoms, which can be substituted by hydroxyl or alkoxyl groups, is used as the anionic surfactant. This is all the more surprising since, from the chemical structure and the chemical-physical properties, this surfactant is much more similar to soaps than the synthetic anionic surfactants of the sulfonate or sulfate type which have been used almost exclusively for over 20 years. The suitability of the acylcyanamides for modern washing and cleaning agents was therefore not to be expected.
Gegenstand der vorliegenden Erfindung ist ein Wasch- und Reinigungsmittel für feste Werkstoffe, insbesondere für Textilien, das wenigestens ein synthetisches anionisches Tensid und wenigstens eine Gerüstsubstanz, auch Builder genannt, aus der Gruppe kondensierte Phosphate und Phosphataustauschstoffe sowie gegebenenfalls ein nichtionisches Tensid enthält und in dem der Anteil der anionischen Tenside ganz oder teilweise aus einem Acylcyanamidsalz der oben definierten Formel besteht.The present invention relates to a washing and cleaning agent for solid materials, in particular for textiles, which contains at least one synthetic anionic surfactant and at least one builder, also called builder, from the group of condensed phosphates and phosphate substitutes and, if appropriate, a nonionic surfactant and in which the Part or all of the anionic surfactants consists of an acylcyanamide salt of the formula defined above.
Acylcyanamidsalze sind als Verbindungen nicht neu; die ersten Homologen wurden 1878 von O. Mertens beschrieben [J. prakt. Chemie (2) 17, 4]. Auch auf die seifenähnlichen Eigenschaften der höheren Homologen, die sie für Netz- und Dispergiermittel geeignet machen, ist bereits 1935 in der englischen Patentschrift 428 091 hingewiesen worden.Acylcyanamide salts are not new as compounds; the first homologues were described by O. Mertens in 1878 [J. practical chemistry (2) 17, 4]. The soap-like properties of the higher homologues, which make them suitable for wetting and dispersing agents, were also mentioned in the English patent specification 428 091 in 1935.
Dagegen sind keine Veröffentlichungen bekannt geworden, aus denen die ungewöhnlich guten Effekte dieser Verbindungen in modernen Waschmitteln abgeleitet werden könnten. Die EP-A 24676, die ein Verfahren zur Textilveredelung beschreibt, umfasst zwar in einer sehr breiten Formel auch die Acylcyanamidsalze der Formel 1, nimmt aber keinen Bezug auf die Tensideigenschaften der Verbindungen oder auf Waschmittel. Die Acylcyanamidgruppierung dient im dort genannten Verfahren als reaktive Gruppe zur Fixierung von Wirkstoffen auf faserigen Materialien.On the other hand, no publications are known from which the unusually good effects of these compounds in modern detergents could be derived. EP-A 24676, which describes a process for textile finishing, also includes the acylcyanamide salts of formula 1 in a very broad formula, but makes no reference to the surfactant properties of the compounds or to detergents. In the process mentioned there, the acylcyanamide grouping serves as a reactive group for fixing active substances to fibrous materials.
Auch in der EP-A 8475, die ein Bleichverfahren und Bleichmittel mit Cyanaminen als Aktivatoren beschreibt, werden die Acylcyanamidsalze der vorliegenden Erfindung in einer weiten Formel mit erfasst. Die Cyanamine werden dort mit dem Ziel eingesetzt, Peroxidbleichmittel zu aktivieren, um auf diese Weise die Oxidationskraft der Mittel zu erhöhen; ein Hinweis auf Tensideigenschaften wird nicht gegeben.Also in EP-A 8475, which describes a bleaching process and bleaching agent with cyanamines as activators, the acylcyanamide salts of the present invention are also included in a broad formula. The cyanamines are used there with the aim of activating peroxide bleaching agents in order to increase the oxidizing power of the agents; no indication of surfactant properties is given.
Die erfindungsgemässen Acylcyanamidsalze können aus Carbonsäurederivaten und Cyanamid mit nachfolgender Neutralisation durch geeignete Basen [siehe Deutsche Patentschrift 708428 oder A.E. Kretov und A.P. Momsenko, J. org. Chem. (USSR) 1, 1765 (1965)] gewonnen werden.The acylcyanamide salts according to the invention can be obtained from carboxylic acid derivatives and cyanamide with subsequent neutralization by means of suitable bases [see German Patent 708428 or A.E. Kretov and A.P. Momsenko, J. org. Chem. (USSR) 1, 1765 (1965)].
Einfacher ist die Herstellung durch Umsetzung von Salzen des Cyanamids mit Carbonsäureestern, wie sie in der EP-A 84836 beschrieben wird. Dieses Verfahren kann auch für die Weiterverwendung der Acylcyanamidsalze in der Herstellung von Wasch- und Reinigungsmitteln von Vorteil sein, da es die Salze in wasserfreier Form liefert.The preparation is simpler by reacting salts of cyanamide with carboxylic acid esters, as described in EP-A 84836. This process can also be advantageous for the further use of the acylcyanamide salts in the production of detergents and cleaning agents, since it supplies the salts in anhydrous form.
Neben der leichten Herstellbarkeit besitzen die
Besonders günstige Eigenschaften im Hinblick auf die Ziele dieser Erfindung besitzen die Natriumsalze der Acylcyanamide, insbesondere diejenigen, bei denen der Rest R in Formel einen im wesentlichen unsubstituierten Alkyl- oder Alkenylrest mit 11-17 C-Atomen darstellt. Solche Salze können technisch leicht aus Mononatriumcyanamid und den Methylestern von natürlichen Fettsäuregemischen, wie Talgfettsäuremethylester und Palmkernfettsäuremethylester hergestellt werden.The sodium salts of acylcyanamides have particularly favorable properties with regard to the aims of this invention, in particular those in which the radical R in the formula is an essentially unsubstituted alkyl or alkenyl radical having 11-17 carbon atoms. Such salts can be easily prepared industrially from monosodium cyanamide and the methyl esters of natural fatty acid mixtures, such as tallow fatty acid methyl ester and palm kernel fatty acid methyl ester.
Die erfindungsgemässen Mittel lassen sich auf zahlreichen Gebieten der Technik und des Haushaltes für die verschiedensten Reinigungsaufgaben einsetzen. Beispiele für derartige Anwendungsgebiete sind die Reinigung von Geräten, Apparaturen, Rohrleitungen und Gefässen aus Holz, Kunststoff, Metall, Keramik, Glas usw. in der Industrie oder in gewerblichen Betrieben, das Reinigen von Möbeln, Wänden, Fussböden, von Gegenständen aus Keramik, Glas, Metall, Holz, Kunststoff, das Reinigen von polierten oder lakkierten Flächen im Haushalt usw. Ein besonders wichtiges Anwendungsgebiet ist das Waschen von Textilien aller Art in der Industrie, in gewerblichen Wäschereien und im Haushalt.The agents according to the invention can be used in numerous fields of technology and the household for a wide variety of cleaning tasks. Examples of such fields of application are the cleaning of devices, apparatus, pipelines and vessels made of wood, plastic, metal, ceramic, glass etc. in industry or in commercial companies, the cleaning of furniture, walls, floors, objects made of ceramic, glass , Metal, wood, plastic, the cleaning of polished or painted surfaces in the household etc. A particularly important area of application is the washing of all types of textiles in industry, in commercial laundries and in the household.
Als synthetische Aniontenside, die in den erfindungsgemässen Mitteln neben den Acylcyanamidsalzen vorliegen können, eignen sich insbesondere solche vom Typ der Sulfonate und Sulfate.Suitable synthetic anionic surfactants which can be present in the agents according to the invention in addition to the acylcyanamide salts are, in particular, those of the sulfonate and sulfate type.
Bei den Tensiden vom Sulfonattyp handelt es sich in erster Linie um die Alkylbenzolsulfonate mit C9-15-Alkylgruppen und die Ester von a-Sulfofettsäuren, z.B. die a-sulfonierten Methyl- oder Ethylester der hydrierten Kokos-, Palmkern- oder Talgfettsäuren. Weitere brauchbare Tenside vom Sulfonattyp sind die Alkansulfonate, die aus C12-C18-Alkanen durch Sulfochlorierung oder Sulfoxidation und anschliessende Hydrolyse bzw. Neutralisation oder durch Bisulfitaddition an Olefine erhältlich sind, sowie die Olefinsulfonate, das sind Gemische aus Alken- und Hydroxyalkansulfonaten sowie Disulfonaten, wie man sie beispielsweise aus Monoolefinen mit end- oder innenständiger Doppelbindung durch Sulfonieren mit gasförmigem Schwefeltrioxid und anschliessender alkalischer oder saurer Hydrolyse der Sulfonierungsprodukte erhält.The surfactants of the sulfonate type are primarily the alkylbenzenesulfonates with C 9-15 -alkyl groups and the esters of a-sulfofatty acids, for example the a-sulfonated methyl or ethyl esters of hydrogenated coconut, palm kernel or tallow fatty acids. Other useful surfactants of the sulfonate type are the alkanesulfonates which are obtainable from C 12 -C 18 -alkanes by sulfochlorination or sulfoxidation and subsequent hydrolysis or neutralization or by bisulfite addition to olefins, and the olefinsulfonates, which are mixtures of alkene and hydroxyalkanesulfonates and disulfonates as obtained for example from monoolefins with a terminal or internal double bond by sulfonation with gaseous sulfur trioxide and subsequent alkaline or acidic hydrolysis of the sulfonation products.
Besonders geeignete Tenside vom Sulfattyp sind die Schwefelsäuremonoester von primären Alkoholen natürlichen und synthetischen Ursprungs, d.h. von Fettalkoholen, wie z .B. Kokosfettalkoholen, Talgfettalkoholen, Oleylalkohol, oder den Clo-C2O-Oxoalkoholen, und solche von sekundären Alkoholen dieser Kettenlängen. Daneben kommen die Schwefelsäuremonoester der mit 1-6 Mol Ethylenoxid ethoxylierten aliphatischen primären Alkohole bzw. ethoxylierten sekundären Alkohole bzw. Alkylphenole in Betracht. Ferner eignen sich sulfatierte Fettsäurealkanolamide und sulfatierte Fettsäuremonoglyceride.Particularly suitable surfactants of the sulfate type are the sulfuric acid monoesters of primary alcohols of natural and synthetic origin, ie of fatty alcohols such as e.g. Coconut fatty alcohols, tallow fatty alcohols, oleyl alcohol, or the C lo -C 2O oxo alcohols, and those of secondary alcohols of this chain length. In addition, the sulfuric acid monoesters of the aliphatic primary alcohols ethoxylated with 1-6 mol ethylene oxide or ethoxylated secondary alcohols or alkylphenols are suitable. Sulfated fatty acid alkanolamides and sulfated fatty acid monoglycerides are also suitable.
Alle diese anionischen Tenside werden bevorzugt in Form der Salze eingesetzt, insbesondere in Form der Natriumsalze, aber auch als Kalium-oder Ammoniumsalze oder als lösliche Salze organischer Basen, wie Mono-, Di- oderTriethanolamin.All of these anionic surfactants are preferably used in the form of the salts, in particular in the form of the sodium salts, but also as potassium or ammonium salts or as soluble salts of organic bases, such as mono-, di- or triethanolamine.
Besonders günstige anwendungstechnische Eigenschaften weisen solche erfindungsgemässe Mittel auf, die 1-30 Gew.%, vorzugsweise 3-15 Gew.% Acylcyanamidsalz und 1-30 Gew.%, vorzugsweise 3-15 Gew.% synthetisches anionisches Tensid aus der Gruppe Alkylbenzolsulfonate, Estersulfonate, Alkoholsulfate und deren Mischungen neben anderen üblichen Bestandteilen von Wasch- und Reinigungsmitteln enthalten.Agents according to the invention which have 1-30% by weight, preferably 3-15% by weight, of acyl cyanamide salt and 1-30% by weight, preferably 3-15% by weight of synthetic anionic surfactant from the group of alkylbenzenesulfonates and ester sulfonates have particularly favorable performance properties , Alcohol sulfates and mixtures thereof in addition to other common constituents of washing and cleaning agents.
Als nichtionische Tenside eignen sich für die erfindungsgemässen Mittel Anlagerungsprodukte von 1-40, vorzugsweise 2-20 Mol Ethylenoxid an 1 Mol einer aliphatischen Verbindung mit im wesentlichen 10-20 Kohlenstoffatomen aus der Gruppe der Alkohole, Alkylphenole, Carbonsäuren und Carbonsäureamide. Besonders wichtig sind die Anlagerungsprodukte von 8-20 Mol Ethylenoxid an primäre Alkohole, wie zum Beispiel Kokos- oder Talgfettalkohole, an Oleylalkohol, an Oxoalkohole der entsprechenden Kettenlängen, oder an entsprechende sekundäre Alkohole, sowie an Mono- oder Dialkylphenole mit 6-14 C-Atomen in den Alkylresten. Neben diesen wasserlöslichen Nonionics sind aber auch nicht bzw. nicht vollständig wasserlösliche Polyglykolether mit 2-7 Ethylenglykoletherresten im Molekül von Interesse, insbesondere, wenn sie zusammen mit wasserlöslichen nichtionischen oder anionischen Tensiden eingesetzt werden. Von besonderem praktischem Interesse sind wegen ihrer guten biologischen Abbaubarkeit vor allem die Ethoxylierungsprodukte von primären aliphatischen Alkanolen und Alkenolen.Suitable nonionic surfactants for the agents according to the invention are addition products of 1-40, preferably 2-20, moles of ethylene oxide with 1 mole of an aliphatic compound having essentially 10-20 carbon atoms from the group of alcohols, alkylphenols, carboxylic acids and carboxamides. The addition products of 8-20 moles of ethylene oxide with primary alcohols, such as coconut oil or tallow fatty alcohols, with oleyl alcohol, with oxo alcohols of the corresponding chain lengths, or with corresponding secondary alcohols, and with mono- or dialkylphenols with 6-14 C- Atoms in the alkyl radicals. In addition to these water-soluble nonionics, non-or not fully water-soluble polyglycol ethers with 2-7 ethylene glycol ether residues in the molecule are also of interest, in particular if they are used together with water-soluble nonionic or anionic surfactants. Because of their good biodegradability, the ethoxylation products of primary aliphatic alkanols and alkenols are of particular practical interest.
Typische Vertreter für die erfindungsgemäss verwendbaren nichtionischen Tenside mit einem mittleren Ethoxylierungsgrad von 2-7 sind beispielsweise die Verbindungen Kokosfettalkohol-3-EO (EO = Ethylenoxid), Talgfettalkohol-5-EO, Oleyl-/Cetylalkohol-5-EO (Jodzahl 30-50), Talgfettalkohol-7-EO, synth.-C12-C16-Fettalkohol-6-EO, C11-C15-Oxalkohol-3-EO, C14/C15-Oxoalkohol-7-EO, i-C15-C17-Alkandiol-5-EO (i = innenständig); sek.-C11-C15-Alkohol-4-EO.Typical representatives of the nonionic surfactants which can be used according to the invention and have an average degree of ethoxylation of 2-7 are, for example, the compounds coconut fatty alcohol 3-EO (EO = ethylene oxide), tallow fatty alcohol 5-EO, oleyl / cetyl alcohol 5-EO (iodine number 30-50 ), Tallow fatty alcohol 7-EO, synthetic C 12 -C 16 fatty alcohol 6-EO, C 11 -C 15 oxalcohol 3-EO, C 14 / C 15 oxo alcohol 7-EO, iC 15 - C 17 alkanediol-5-EO (i = internal); sec-C 11 -C 15 alcohol-4-EO.
Beispielhafte Vertreter für die nichtionischen Tenside mit einem mittleren Ethoxylierungsgrad von 8-20, insbesondere 9-15, sind die Verbindungen Kokosfettalkohol-12-EO, synth.-C12/C14-Fettalkohol-9-EO,Oleyl-/Cetylalkohol-10-EO,Talgfett- .alkohol-14-EO, C11-C15-Oxoalkohol-13-EO,C15-C'B-Oxoalkohol-15-EO, i-C15-C17-Alkandiol-9-EO, C14/C15-Oxalkohol-11-EO, sek.-C11-C1s-Alkohol-9-EO.Exemplary representatives of the nonionic surfactants with an average degree of ethoxylation of 8-20, in particular 9-15, are the compounds coconut fatty alcohol-12-EO, synthetic C 12 / C 14 fatty alcohol-9-EO, oleyl / cetyl alcohol-10 -EO, tallow fat. -Alcohol-14-EO, C 11 -C 15 -oxoalcohol-13-EO, C 15 -C 'B -oxoalcohol-15-EO, iC 15 -C 17 -alkanediol-9-EO, C 14 / C 15 -oxalcohol-11-EO, sec.-C 11 -C 1s -alcohol-9-EO.
Ferner sind als nichtionische Tenside die wasserlöslichen, 20-250 Ethylenglykolethergruppen und 10-100 Propylenglykolethergruppen enthaltenden Anlagerungsprodukte von Ethylenoxid an Polypropylenglykol, Alkylendiamin-poly-propylenglykol und an Alkylpolypropylenglykole mit 1-10 Kohlenstoffatomen in der Alkylkette brauchbar, in denen die Polypropylenglykolkette als hydrophober Rest fungiert.Furthermore, the non-ionic surfactants which can be used are the water-soluble adducts of ethylene oxide with 20-250 ethylene glycol ether groups and 10-100 propylene glycol ether groups with polypropylene glycol, alkylenediamine-poly-propylene glycol and with alkylpolypropylene glycols with 1-10 carbon atoms in the alkyl chain, in which the polypropylene glycol chain acts as a hydrophobic radical .
Auch nichtionische Tenside vom Typ der Aminoxide oder Sulfoxide sind verwendbar, beispielsweise die Verbindungen N-Kokosalkyl-N,N-di- methylaminoxid, N-Hexadecyl-N,N-bis- (2,3-dihydroxypropylaminoxid, N-Talgalkyl-N,N-dihy- droxyethylaminoxid.Nonionic surfactants of the amine oxide or sulfoxide type can also be used, for example the compounds N-cocoalkyl-N, N-dimethylamine oxide, N-hexadecyl-N, N-bis- (2,3-dihydroxypropylamine oxide, N-tallow alkyl-N, N-dihydroxyethylamine oxide.
Beim Einsatz von Acylcyanamidsalzen im Zusammenspiel mit nichtionischen Tensiden wird eine ungewöhnlich gute Reinigungswirkung mit solchen Mitteln erreicht, die 1-30 Gew.%, vorzugsweise 3-15 Gew.%, Acylcyanamidsalz mit 1-30 Gew.%, vorzugsweise 2-15 Gew.%, nichtionisches Tensid aus der Gruppe Alkoholethoxylate und Alkylphenolethoxylate neben anderen üblichen Bestandteilen von Wasch- und Reinigungsmitteln enthalten.When using acyl cyanamide salts in combination with nonionic surfactants, an unusually good cleaning effect is achieved with agents which contain 1-30% by weight, preferably 3-15% by weight, acyl cyanamide salt with 1-30% by weight, preferably 2-15% by weight. %, nonionic surfactant from the group of alcohol ethoxylates and alkylphenol ethoxylates in addition to other common constituents of detergents and cleaning agents.
Ein ganz besonders hohes Reinigungsvermögen gegenüber Fett- und Pigmentanschmutzungen weisen solche Mittel auf, in denen die Acylcyanamidsalze in Kombination mit nichtionischen Tensiden vom Typ der Alkoholethoxylate vorliegen.Agents in which the acylcyanamide salts are present in combination with nonionic surfactants of the alcohol ethoxylate type have a very particularly high cleaning power against grease and pigment soiling.
Diese Tensidkombination enthält Acylcyanamidsalze und nichtionische Tenside der Formel
Dieses besondere Reinigungsvermögen gegenüber Fett- und Pigmentanschmutzungen ist von besonderer Bedeutung, da diese Anschmutzungstypen den überwiegenden Teil der Anschmutzungen auf waschbaren Textilien darstellen und sie auch mit den heute zur Verfügung stehenden Waschmitteln nicht in allen Fällen ausreichend entfernt werden können.This special cleaning ability against grease and pigment soiling is of particular importance, since these types of soiling represent the majority of the soiling on washable textiles and they cannot be sufficiently removed in all cases even with the detergents available today.
Erfindungsgemässe Mittel, in denen neben dem Acylcyanamidsalz sowohl synthetisches anionisches als auch nichtionisches Tensid vorliegen, besitzen eine sehr breite Wirksamkeit, d.h. sie entfernen zahlreiche Anschmutzungen der unterschiedlichsten Art in zufriedenstellender Weise. Solche Mittel enthalten neben anderen, üblichen Waschmittelbestandteilen 1-30 Gew.%, vorzugsweise 3-15 Gew.% Acylcyanamid der Formel I, 1-30 Gew.%, vorzugsweise 3-15 Gew.% synthetisches Aniontensid, insbesondere aus der Gruppe Alkylbenzolsulfonate, Estersulfonate, Alkoholsulfate und deren Mischungen und 1-30 Gew.%, vorzugsweise 2-15 Gew.96 nichtionisches Tensid, insbesondere aus der Gruppe Alkoholethoxylate, Alkylphenolethoxylate und deren Mischungen.Agents according to the invention in which both synthetic anionic and nonionic surfactant are present in addition to the acylcyanamide salt have a very broad activity, i.e. they remove numerous types of soiling in a satisfactory manner. In addition to other conventional detergent components, such compositions contain 1-30% by weight, preferably 3-15% by weight, of acylcyanamide of the formula I, 1-30% by weight, preferably 3-15% by weight, of synthetic anionic surfactant, in particular from the group of alkylbenzenesulfonates, Ester sulfonates, alcohol sulfates and mixtures thereof and 1-30% by weight, preferably 2-15% by weight 96 nonionic surfactant, in particular from the group of alcohol ethoxylates, alkylphenol ethoxylates and mixtures thereof.
Die erfindungsgemässen Mittel enthalten als moderne Wasch- und Reinigungsmittel neben den Tensiden sogenannte Gerüstsubstanzen, auch als Builders bezeichnet, deren Aufgabe es ist, die Reinigungswirkung der Tenside zu verstärken und die negativen Einflüsse der Wasserhärte auszuschalten.As modern washing and cleaning agents, the agents according to the invention contain, in addition to the surfactants, so-called builders, also called builders, whose task is to increase the cleaning action of the surfactants and to eliminate the negative effects of water hardness.
Unter den Gerüstsubstanzen kam bisher den kondensierten Phosphaten, insbesondere dem Pentanatriumtriphosphat eine hervorragende Stellung zu. Diese Phosphate besitzen ausgezeichnete anwendungstechnische Eigenschaften und können in den Mitteln als alleinige Gerüstsubstanzen vorliegen. Sie können in diesen Mitteln aber auch ganz oder teilweise durch Phosphataustauschstoffe ersetzt sein, vor allem dann, wenn dadurch die Belastung der Abwässer mit den Phosphaten, die zu einer Eutrophierung stehender Gewässer führt, verringert oder vermieden wird.So far, condensed phosphates, especially pentasodium triphosphate, have had an excellent position among the framework substances. These phosphates have excellent performance properties and can be present in the agents as the only framework substances. In these agents, however, they can also be replaced in whole or in part by phosphate substitutes, especially if the pollution of the waste water with the phosphates, which leads to the eutrophication of standing waters, is thereby reduced or avoided.
Als Phosphataustauschstoffe kommen anorganische und organische Verbindungen, die eine dem Natriumtripolyphosphat zumindest teilweise äquivalente Builder-Wirkung besitzen, in Betracht. Bei den geeigneten wasserlöslichen anorganischen Verbindungen handelt es sich im wesentlichen um die Alkalicarbonate und Alkalisilikate. Brauchbare wasserlösliche organische Verbindungen finden sich in den Verbindungsklassen der Hydroxycarbonsäuren, Aminocarbonsäuren, Polycarbonsäuren, Carboxyalkylether, der polymeren Polycarbonsäuren sowie der substituierten und unsubstituierten Alkandi- und -polyphosphonsäuren. Typische Beispiele dieser Verbindungsklassen sind Citronensäure, Nitrilotriessigsäure, Mellithsäure, Carboxymethyloxybernsteinsäure, Polyacrylsäure, Polymethacrylsäure, Poly-a-hydroxyacrylsäure, Polymaleinsäure und die entsprechenden Copolymerisate und Hydroxyethandiphosphonsäure. Diese Verbindungen werden meist in Form ihrer wasserlöslichen Salze eingesetzt.Inorganic and organic compounds which have a builder effect at least partially equivalent to sodium tripolyphosphate are suitable as phosphate substitutes. The suitable water-soluble inorganic compounds are essentially the alkali carbonates and alkali silicates. Useful water-soluble organic compounds can be found in the compound classes of the hydroxycarboxylic acids, aminocarboxylic acids, polycarboxylic acids, carboxyalkyl ethers, the polymeric polycarboxylic acids and the substituted and unsubstituted alkanedi- and polyphosphonic acids. Typical examples of these classes of compounds are citric acid, nitrilotriacetic acid, mellitic acid, carboxymethyloxysuccinic acid, polyacrylic acid, polymethacrylic acid, poly-a-hydroxyacrylic acid, polymaleic acid and the corresponding copolymers and hydroxyethane diphosphonic acid. These compounds are mostly used in the form of their water-soluble salts.
Besondere praktische Bedeutung erlangten in den letzten Jahren die in der deutschen Offenlegungsschrift 2412837 zum ersten Mal als Phosphatsubstitute für Wasch- und Reinigungsmittel beschriebenen feinteiligen, kationenaustauschenden, kristallinen Natriumalumosilikate, die der Zusammensetzung
In grossem Masstab wird vor allem der Zeolith NaA als Ersatz für Natriumtripolyphosphat in phosphatarmen und phosphatfreien Waschmitteln eingesetzt.Zeolite NaA is mainly used on a large scale as a substitute for sodium tripolyphosphate in low-phosphate and phosphate-free detergents.
Vorzugsweise wird die Gerüstsubstanz in den erfindungsgemässen Mitteln aus der Gruppe Natriumtriphosphat, Natriumaluminiumsilikat, Natriumnitrilotriacetat, Natriumalkanpolyphosphonat und deren Mischungen ausgewählt.The framework substance in the agents according to the invention is preferably selected from the group sodium triphosphate, sodium aluminum silicate, sodium nitrilotriacetate, sodium alkane polyphosphonate and mixtures thereof.
In dem erfindungsgemässen Waschmittel ist die Builder-Komponente im allgemeinen in einer Menge von 3 bis 70 Gew.%, vorzugsweise in einer Menge von 20 bis 50 Gew.%, enthalten; einzelne Builder-Substanzen, beispielsweise die Alkanpolyphosphonate, können auch in wesentlich geringeren Mengen, d.h. in Mengen von 0,1 bis 3 Gew.% vorliegen.The builder component is generally present in the detergent according to the invention in an amount of 3 to 70% by weight, preferably in an amount of 20 to 50% by weight; individual builder substances, for example the alkane polyphosphonates, can also be used in much smaller amounts, i.e. present in amounts of 0.1 to 3% by weight.
Die erfindungsgemässen Wasch- und Reinigungsmittel zeigen in der Anwendung neben dem bereits erwähnten hohen Reinigungsvermögen als weitere besondere Eigenschaft ein überraschend hohes Schmutztragevermögen. Mit diesen Mitteln lassen sich beispielsweise in der Textilwäsche so niedrige Vergrauungswerte erreichen, wie sie sonst nur in Gegenwart spezieller Vergrauungsinhibitoren, das sind im allgemeinen hochmolekulare polyionische Verbindungen, beobachtet werden. Dies führt dazu, dass auf den Einsatz von Vergrauungsinhibitoren ganz verzichtet werden kann und so eine wesentliche Vereinfachung der Waschmittelrezeptur erreicht wird. Die Mittel können aber durchaus auch zusätzlich Vergrauungsinhibitoren enthalten und erreichen dann in der Flotte ein höheres Schmutztragevermögen als herkömmliche Mittel.The detergents and cleaning agents according to the invention, in addition to the already mentioned high cleaning power, show a surprisingly high dirt-carrying capacity as a further special property. With these agents, graying values can be achieved, for example, in textile washing, which are otherwise only observed in the presence of special graying inhibitors, which are generally high molecular weight polyionic compounds. This means that the use of graying inhibitors can be dispensed with entirely, thus considerably simplifying the detergent formulation. However, the agents can also contain additional graying inhibitors and then achieve a higher dirt-carrying capacity in the liquor than conventional agents.
Als Vergrauungsinhibitoren sind wasserlösliche Kolloide meist organischer Natur geeignet, wie beispielsweise die wasserlöslichen Salze polymerer Carbonsäuren, Leim, Gelatine, Salze von Ethercarbonsäuren oder Ethersulfonsäuren der Stärke oder der Cellulose oder Salze von sauren Schwefelsäureestern der Cellulose oder der Stärke. Auch wasserlösliche, saure Gruppen enthaltende Polyamide sind für diesen Zweck geeignet. Bevorzugt sind carboxymethylierte Cellulose oder Stärke in Form ihrer Natriumsalze, Methylcellulosen sowie Polymere und Copolymere aus (Meth)acrylsäure und Maleinsäure. Weiterhin lassen sich lösliche Stärkepräparate und andere als die obengenannten Stärkeprodukte verwenden, wie z.B. abgebaute Stärke, Aldehydstärken usw. Auch Umfärbeinhibitoren vom Typ des Polyvinylpyrrolidons sind brauchbar.As graying inhibitors, water-soluble colloids, usually of an organic nature, are suitable, such as, for example, the water-soluble salts of polymeric carboxylic acids, glue, gelatin, salts of ether carboxylic acids or ether sulfonic acids of starch or cellulose or salts of acidic sulfuric acid esters of cellulose or starch. Water-soluble polyamides containing acidic groups are also suitable for this purpose. Carboxymethylated cellulose or starch in the form of its sodium salts, methyl celluloses and polymers and copolymers of (meth) acrylic acid and maleic acid are preferred. Soluble starch preparations and starch products other than those mentioned above can also be used, e.g. degraded starch, aldehyde starches, etc. Also polyvinylpyrrolidone-type coloring inhibitors are useful.
Als eine weitere überraschende Eigenschaft der erfindungsgemässen Waschmittel ist zu werten, dass sie den gewaschenen Baumwolltextilien einen deutlich weicheren Griff verleihen als herkömmliche moderne Mittel. Dies kann soweit gehen, dass auf die Einarbeitung spezieller weichmachender Wirkstoffe, sogenannter Avivagesubstanzen, in die Waschmittel, wie sie heute gelegentlich vorgenommen wird, und auch auf eine nachträgliche Avivage im Spülbad verzichtet werden kann. Besonders deutlich zeigt sich dieser Effekt bei solchen Waschmitteln, in denen der Anteil der Acylcyanamide über 6 Gew.%, insbesondere über 12 Gew.% liegt.Another surprising property of the detergents according to the invention is that they give the washed cotton textiles a significantly softer feel than conventional modern detergents. This can go so far that the incorporation of special softening agents, so-called finish substances, into the detergents, as is occasionally done today, and also a subsequent finish in the rinsing bath can be dispensed with. This effect is particularly evident in detergents in which the proportion of acylcyanamides is above 6% by weight, in particular above 12% by weight.
Zur Entfernung gewisser pflanzlicher Anschmutzungen können Bleichmittel in den erfindungsgemässen Wasch- und Reinigungsmitteln enthalten sein. Besonders geeignet sind bekannte Bleichmittel vom Peroxidtyp, wie Natriumperborat, Natriumcarbonat-Perhydrat, Kaliumperoxomonosulfat und organische Percarbonsäuren. Diese Bleichmittel können allein vorliegen oder auch in Verbindung mit bekannten Stabilisatoren, wie Magnesiumsilikat, Natriumethylendiamintetraacetat oder Natriumsalzen von Polyphosphonsäuren verwendet werden, die die Aufgabe haben, den vorzeitigen Zerfall der Perverbindungen durch Schwermetallsalze und die Schädigung der Gewebe zu verhindern.Bleaching agents can be contained in the washing and cleaning agents according to the invention in order to remove certain plant stains. Known peroxide-type bleaching agents such as sodium perborate, sodium carbonate perhydrate, potassium peroxomonosulfate and organic percarboxylic acids are particularly suitable. These bleaches can be present alone or can also be used in conjunction with known stabilizers, such as magnesium silicate, sodium ethylenediaminetetraacetate or sodium salts of polyphosphonic acids, which have the task of preventing the premature decomposition of the per compounds by heavy metal salts and the damage to the tissues.
Zusätzlich können Bleichaktivatoren zusammen mit den Bleichmitteln eingesetzt werden. Von den zahlreichen Vorschlägen in der Literatur, kommen als Aktivatoren insbesondere Anhydride, Carbonsäureamide und Carbonsäureester in Betracht, die gegenüber H202 in der Waschflotte acylierend wirken und auf diese Weise die Bleichkraft der Flotte verstärken. Beispiele für geeignete Aktivatoren sind Phthalsäureanhydrid, Tetraacetylethylendiamin, Tetraacetylglykoluril und Pentaacetylglucose.In addition, bleach activators can be used together with the bleaching agents. Of the numerous proposals in the literature, anhydrides, carboxamides and carboxylic acid esters are particularly suitable as activators, which have an acylating effect on H 2 O 2 in the wash liquor and thus increase the bleaching power of the liquor. Examples of suitable activators are phthalic anhydride, tetraacetylethylenediamine, tetraacetylglycoluril and pentaacetylglucose.
Die Menge an Aktivatoren beträgt in den Mitteln nicht mehr als 1, insbesondere 0,1-1 Äquivalent, bezogen auf die anwesende Menge an Perverbindung. Die Perverbindungen selbst sind in Mengen bis zu 40 Gew.%, vorzugsweise zu 1-30 Gew.%, die Stabilisatoren zu 0,01-5 Gew.% enthalten.The amount of activators in the agents is not more than 1, in particular 0.1-1 equivalent, based on the amount of per-compound present. The per compounds themselves are present in amounts of up to 40% by weight, preferably 1-30% by weight, the stabilizers containing 0.01-5% by weight.
Neben den bereits erwähnten Bestandteilen können die erfindungsgemässen Wasch- und Reinigungsmittel noch weitere, übliche Zusätze enthalten, insbesondere schaumregulierende Mittel, Enzyme, Parfümöle, Elektrolyte, mikrobizide Mittel und optische Aufheller.In addition to the constituents already mentioned, the washing and cleaning agents according to the invention can also contain other customary additives, in particular foam-regulating agents, enzymes, perfume oils, electrolytes, microbicidal agents and optical brighteners.
Als schauminhibierende Zusätze kommen beispielsweise folgende Stoffe in Betracht: Seifen mit 20-24 C-Atomen, langkettige Alkylmelamine, schaumarme nichtionische Tenside, ParaffinKohlenwasserstoffe, mikrokristalline Wachse und Silikonentschäumer. Besondere Bedeutung besitzen schaumdämpfende Seifen und Silikonverbindungen, hier wiederum die durch feinverteiltes Si02 aktivierten Polysiloxane.The following substances are considered as foam-inhibiting additives: soaps with 20-24 carbon atoms, long-chain alkyl melamines, low-foam nonionic surfactants, paraffinic hydrocarbons, microcrystalline waxes and silicone defoamers. Foam-damping soaps and silicone compounds are particularly important, here again the polysiloxanes activated by finely divided Si0 2 .
Für eine wirksame Schaumregulierung reichen 20 Gew.% Zusatz stets aus, verzugsweise werden 0,05-10 Gew.% verwendet.For effective foam regulation, 20% by weight of additive is always sufficient; 0.05-10% by weight are preferably used.
Als Enzyme können alle zur Verstärkung der Reinigungswirkung brauchbaren Enzyme in den Mitteln der Erfindung enthalten sein, wie Proteasen, Lipasen und Amylasen. Bevorzugt sind Enzyme mit Wirkungsoptimum in einen pH-Bereich, wie er bei Anwendung der Mittel erreicht wird, und solche Enzyme, die ihre Wirkung auch bei erhöhten Temperaturen beibehalten.All enzymes which can be used to enhance the cleaning action, such as proteases, lipases and amylases, can be present as enzymes. Enzymes with an optimum activity in a pH range, as is achieved when the agents are used, and those enzymes which retain their action even at elevated temperatures are preferred.
Elektrolyte können in den Mitteln zur Erhöhung der Ionenstärke in den Anwendungslösungen, zur pH-Regulierung, als Träger- oder Hüllstoffe, zur Phlegmatisierung von Perverbindungen oder auch nur als Füllstoffe enthalten sein. Es handelt sich dabei vorzugsweise um Salze des Natriums und Kaliums, z.B. Natriumborat, Natriumsulfat und Kaliumhydrogenphosphat, doch können auch schwache Säuren, wie z.B. Borsäure, oder Basen, wie Ammoniak, verwendet werden.Electrolytes can be contained in the agents for increasing the ionic strength in the application solutions, for pH regulation, as carriers or envelopes, for the desensitization of per compounds or even only as fillers. These are preferably salts of sodium and potassium, for example sodium borate, sodium sulfate and potassium hydrogen phosphate, but can weak acids such as boric acid or bases such as ammonia can also be used.
Mikrobizide können Bestandteile solcher Mittel sein, die bei ihrer Anwendung zusätzlich eine desinfizierende Wirkung entfalten sollen. Als Mikrobizide kommen übliche Bakterizide und Fungizide in Betracht, sofern sie mit den sonstigen Bestandteilen der Mittel verträglich sind.Microbicides can be components of such agents, which should also have a disinfectant effect when used. Typical bactericides and fungicides come into consideration as microbicides if they are compatible with the other components of the agents.
Optische Aufheller werden in den erfindungsgemässen Mitteln eingesetzt, wenn es darum geht, mit diesen Mitteln den Weissgrad der behandelten Gegenstände auch auf optischem Wege zu erhöhen. Zahlreiche Verbindungen sind in der Literatur als zu diesem Zweck brauchbar beschrieben worden. Für Textilwaschmittel eignen sich insbesondere die Derivate der Diaminostilbendisulfonsäure bzw. ihrer Salze, beispielsweise 4,4'-Bis-(2-anilino-4-morpholino-1,3,5-triazin-6-yl-amino)-stilben-2,2'-disulfonsäure, und Aufheller vom Typ des substituierten 4,4'-Distyrylbiphenyls, beispielsweise 4,4'-Bis-(4-chlor-3-sulfostyryl)-biphenyl.Optical brighteners are used in the agents according to the invention when it is a question of using these agents to increase the whiteness of the treated objects optically as well. Numerous compounds have been described in the literature as being useful for this purpose. The derivatives of diaminostilbenedisulfonic acid or its salts are particularly suitable for textile detergents, for example 4,4'-bis (2-anilino-4-morpholino-1,3,5-triazin-6-yl-amino) -stilbene-2, 2'-disulfonic acid, and brighteners of the substituted 4,4'-distyrylbiphenyl type, for example 4,4'-bis (4-chloro-3-sulfostyryl) biphenyl.
Die Herstellung der erfindungsgemässen Mittel kann mit den bei herkömmlichen Wasch- und Reinigungsmitteln üblichen Verfahren erfolgen. Feste Mittel lassen sich im einfachsten Falle allein durch Mischen der pulvrigen oder körnigen Einzelbestandteile konfektionieren. Produkte mit besserem Rieselverhalten, die zudem weniger Staubanteile aufweisen, erhält man durch Granulation oder durch Sprühtrocknung. In allen Fällen wird die Konfektionierung der Mittel durch den Einsatz der Acylcyanamidsalze in wasserfreier Form, in der diese technisch leicht hergestellt werden können, sehr vereinfacht. Beim Sprühtrockenverfahren wirkt sich ausserdem die gute Temperaturstabilität der Acycyanamidsalze positiv aus. Auch die Herstellung pastöser und flüssiger Mittel ist mit üblichen Verfahren möglich. Im allgemeinen geht man sowohl von vorgelösten als auch von festen Bestandteilen aus, die gegebenenfalls mit weiterem Lösungsmittel, in der Regel Wasser, vermischt und homogenisiert werden. Durch Anwendung von Wärme und mechanischer Energie lässt sich der Homogenisiervorgang beschleunigen, der durch die gute Löslichkeit der Acylcyanamidsalze bereits sehr erleichtert wird. Für die Auflösung anderer organischer Bestandteile kann der Zusatz wassermischbarer organischer Lösungsmittel, wie Ethanol oder Isopropanol und für die Einstellung bestimmter Viskositäten der Zusatz von Hydrotropen, wie NaCI oder Triethanolamin, zweckmässig sein.The agents according to the invention can be produced using the methods customary for conventional washing and cleaning agents. In the simplest case, solid agents can be assembled simply by mixing the powdery or granular individual components. Products with better flow behavior, which also have less dust, can be obtained by granulation or spray drying. In all cases, the preparation of the agents is very simplified by the use of the acylcyanamide salts in anhydrous form, in which they can be easily produced technically. In addition, the good temperature stability of the acycyanamide salts has a positive effect in the spray drying process. The production of pasty and liquid agents is also possible using conventional methods. In general, both pre-dissolved and solid components are used, which are optionally mixed and homogenized with further solvent, usually water. By applying heat and mechanical energy, the homogenization process can be accelerated, which is already greatly facilitated by the good solubility of the acylcyanamide salts. The addition of water-miscible organic solvents, such as ethanol or isopropanol, and the addition of hydrotropes, such as NaCl or triethanolamine, can be useful for dissolving other organic constituents.
Die folgenden Beispiele beschreiben Zusammensetzungen mehrerer erfindungsgemässer Mittel, wobei aus Platzgründen auf die Auflistung einiger nicht erfindungswesentlicher Bestandteile, wie Parfüm, Enzyme, Stabilisatoren, Na2S04 und Wasser, verzichtet wurde. Sofern nicht anders angegeben, liegen ionische Bestandteile, wie Aniontenside und Salze, in Form der Natriumsalze vor. Die in der tabellarischen Darstellung verwendeten Bezeichnungen und Abkürzungen haben folgende Bedeutung:
- AMS-K, AMS-T, AMS-St: Acylcyanamid-Natriumsalze nach Formel auf Basis von Kokosfettsäure, Talgfettsäure bzw. raffinierter, hydrierter Talgfettsäure. Das Maximum in der Kettenlängenverteilung des Alkyl- bzw. Alkenylrestes R in Formel I liegt bei C11, C17 bzw. C15/17.
- ABS: Im wesentlichen lineares Alkylbenzolsulfonat mit im wesentlichen 11-13 C-Atomen in der Alkylkette
- TSE: Aus hydriertem Talgfettsäuremethylester mit S03 hergestelltes Sulfonat (Estersulfonat)
- FAS: Monoalkylsulfat aus hydriertem Fettalkohol mit einem Maximum der Kettenlängenverteilung bei C16/18 (Fettalkoholsulfat)
- SAS: Salz einer aus Paraffinen mit 12-16 C-Atomen mittels Sulfoxiodation gewonnenen Sulfonsäure (Alkansulfonat)
- FAES: Monoalkylsulfat aus dem Anlagerungsprodukt von 3 Mol Ethylenoxid an hydriertem Talgfettalkohol (Fettalkoholethersulfat)
- SOS: Olefinsulfonat, das aus einem Gemisch von im wesentlichen geradkettigen Olefinen mit 15-18 C-Atomen durch Sulfonieren mit S03 und Hydrolyse hergestellt wurde
- TA 5: Additionsprodukt aus hydriertem Talgalkohol und 5 Mol Ethylenoxid
- TA 10: Additionsprodukt aus einem technischen Oleylalkohol der Jodzahl 45 und 10 Mol Ethylenoxid
- TA 14: Additionsprodukt aus hydriertem Talgalkohol und 14 Mol Ethylenoxid
- NP 9,5: Additionsprodukt aus Nonylphenol und 9,5 Mol Ethylenoxid
- SASILO: NatriumaluminiumsilikatvomTypZeolith A mit der Zusammensetzung 1,07 Na2O·1,00 Al2O3·1,90 SiO2·H2O, mit einem Calciumbindevermögen von 160 mg CaO pro Gramm wasserfreie Substanz. Die Zahlenwerte in den Beispielen beziehen sich ebenfalls auf die wasserfreie Substanz.
- NTA: Trinatriumsalz der Nitrilotriessigsäure
- HEDP: Dinatriumsalz der 1-Hydroxyethan-1,1- diphosphonsäure
- Silikat: Natriumsilikat der Zusammensetzung NaZOx3,3 Si02
- Perborat: Technisches Natriumperborat-Tetrahydrat mit 10,1 Gew.% Aktivsauerstoff
- Seife: Gemisch von Salzen langkettiger Fettsäuren mit 16-22 C-Atomen
- SiE: Schauminhibitor auf Basis von aerosilgebundenem Polysiloxan.
- CMC: Vergrauungsinhibitor auf Basis Carboxymethylcellulose und Methylcellulose
- AMS-K, AMS-T, AMS-St: Acylcyanamide sodium salts according to the formula based on coconut fatty acid, tallow fatty acid or refined, hydrogenated tallow fatty acid. The maximum in the chain length distribution of the alkyl or alkenyl radical R in formula I is C 11 , C 17 or C 15/17 .
- ABS: Essentially linear alkylbenzenesulfonate with essentially 11-13 carbon atoms in the alkyl chain
- TSE: Sulfonate (ester sulfonate) made from hydrogenated tallow fatty acid methyl ester with S0 3
- FAS: Monoalkyl sulfate from hydrogenated fatty alcohol with a maximum chain length distribution at C 16/18 (fatty alcohol sulfate)
- SAS: Salt of a sulfonic acid (alkanesulfonate) obtained from paraffins with 12-16 C atoms by sulfoxiodation
- FAES: Monoalkyl sulfate from the adduct of 3 moles of ethylene oxide with hydrogenated tallow fatty alcohol (fatty alcohol ether sulfate)
- SOS: olefin sulfonate, which was prepared from a mixture of essentially straight-chain olefins with 15-18 C atoms by sulfonation with SO 3 and hydrolysis
- TA 5: addition product of hydrogenated tallow alcohol and 5 moles of ethylene oxide
- TA 10: addition product from a technical oleyl alcohol with an iodine number of 45 and 10 moles of ethylene oxide
- TA 14: Addition product from hydrogenated tallow alcohol and 14 moles of ethylene oxide
- NP 9.5: addition product of nonylphenol and 9.5 mol ethylene oxide
- SASIL O : Zeolite A sodium aluminum silicate with the composition 1.07 Na 2 O · 1.00 Al 2 O 3 · 1.90 SiO 2 · H 2 O, with a calcium binding capacity of 160 mg CaO per gram of anhydrous substance. The numerical values in the examples also relate to the anhydrous substance.
- NTA: trisodium salt of nitrilotriacetic acid
- HEDP: disodium salt of 1-hydroxyethane-1,1-diphosphonic acid
- Silicate: sodium silicate with the composition NaZOx3.3 Si0 2
- Perborate: Technical sodium perborate tetrahydrate with 10.1% by weight active oxygen
- Soap: Mixture of salts of long-chain fatty acids with 16-22 carbon atoms
- SiE: foam inhibitor based on aerosil-bound polysiloxane.
- CMC: graying inhibitor based on carboxymethyl cellulose and methyl cellulose
Hier handelt es sich um Textil-Vollwaschmittel, die Bleichmittel enthalten und für einen weiten Temperaturbereich bis hinauf zur Kochwäsche geeignet sind.These are heavy duty textile detergents that contain bleach and are suitable for a wide temperature range up to the boil.
Über die in Tabelle 1 aufgeführten Bestandteile hinaus ist bei dem Mittel nach Beispiel 3 ein Gehalt von 6,2 Gew.% Tetraacetylethylendiamin, einem Bleichaktivator, und 2,0 Gew.% Sokalan® CP5, einer teilneutralisierten modifizierten Polyacrylsäure, bemerkenswert. Das Mittel nach Beispiel 6 enthält als weitere Builderkomponente 1,1 Gew.-% des Hexanatriumsalzes der Ethylendiamintetrakismethylenphosphonsäure; im Mittel nach Beispiel 7 sind als nichtionisches Tensid 2,2% Dobanol® 45 - 7, ein Addukt aus C14/15-Oxoalkohol und 7 Mol Ethylenoxid und als weiterer Builderbestandteil2,5 Gew.%Aminotrismethy- lenphosphonsäurepentanatriumsalz enthalten.In addition to the ingredients listed in Table 1, the agent according to Example 3 contains 6.2% by weight of tetraacetylethylene diamine, a bleach activator, and 2.0% by weight of Sokalan® CP5, a partially neutralized modified poly acrylic acid, remarkable. The agent according to Example 6 contains 1.1% by weight of the hexasodium salt of ethylenediaminetetrakismethylenephosphonic acid as a further builder component; on average according to Example 7, 2.2% Dobanol® 45-7, an adduct of C 14/15 oxo alcohol and 7 mol ethylene oxide and 2.5% by weight aminotrismethylene phosphonic acid pentasodium salt are contained as nonionic surfactant.
Beide Mittel stellen Feinwaschmittel dar.Both agents are mild detergents.
Es handelt sich um bleichfreie GrobwaschmittelIt is a bleach-free heavy-duty detergent
Diese Vollwaschmittel weisen kein Bleichmittel auf und eignen sich für den mittleren und unteren Temperaturbereich. Das Mittel nach Beispiel 12 enthält 0,8% Natriumcitrat als weiteren Builderbestandteil.These heavy-duty detergents have no bleach and are suitable for the medium and low temperature range. The agent according to Example 12 contains 0.8% sodium citrate as a further builder component.
Einweich- und VorwaschmittelSoaking and prewash
Pastenförmiges WäschevorbehandlungsmittelPaste-like laundry pretreatment agent
Flüssiges Detachurmittel insbesondere für Textilien. Es enthält als weiteres nichtionisches Tensid 17,0 Gew.% eines Additionsproduktes aus 7 Mol Ethylenoxid an ein Gemisch sekundärer Alkohole mit 12-14 C-Atomen und als Calciumkomplexiermittel 3,0 Gew.% Ethylendiamintetraacetat.Liquid detergent, especially for textiles. As a further nonionic surfactant, it contains 17.0% by weight of an addition product of 7 mol of ethylene oxide to a mixture of secondary alcohols with 12-14 C atoms and 3.0% by weight of ethylenediaminetetraacetate as calcium complexing agent.
Reinigerpaste zur Anwendung im Haushalt an harten Oberflächen. Bei der hier verwendeten Seife handelt es sich um die Kaliumsalze der Talgfettsäuren.Cleaning paste for household use on hard surfaces. The soap used here is the potassium salts of tallow fatty acids.
Keimhemmender Reiniger in konzentrierter Form, der neben den Tensiden 2,6 Gew.% Natriumcitrat und zu 14,5 Gew.% ein Gemisch aus chlorierten und nichtchlorierten Phenolen als Desinfektionsmittel enthält.Germ-inhibiting cleaner in concentrated form, which contains 2.6% by weight sodium citrate and 14.5% by weight a mixture of chlorinated and non-chlorinated phenols as disinfectant in addition to the surfactants.
Konzentrierter technischer Reiniger mit Korrosionsschutzwirkung.Concentrated technical cleaner with anti-corrosion effect.
Wässrig-alkoholisches, nahezu salzfreies Mittel zur Reinigung von harten Oberflächen, insbesondere Glas und Keramik. Die Lösung enthält 8,0 Gew.% Ethanol.Aqueous-alcoholic, almost salt-free agent for cleaning hard surfaces, especially glass and ceramics. The solution contains 8.0% by weight of ethanol.
Bleichendes und keimhemmendes Scheuermittel mit einem Gehalt von 1,8 Gew.% Magnesiummonoperphthalat und 88,5% Quarzmehl.Bleaching and germ-inhibiting abrasive containing 1.8% by weight magnesium monoperphthalate and 88.5% quartz powder.
Claims (9)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT84106288T ATE32522T1 (en) | 1983-06-09 | 1984-06-01 | DETERGENT AND CLEANING PRODUCTS CONTAINING ACYLCYANAMIDE SALTS. |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19833320726 DE3320726A1 (en) | 1983-06-09 | 1983-06-09 | DETERGENT AND CLEANING AGENT CONTAINING ACYLCYANAMIDE SALTS |
| DE3320726 | 1983-06-09 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP0131137A1 EP0131137A1 (en) | 1985-01-16 |
| EP0131137B1 true EP0131137B1 (en) | 1988-02-17 |
Family
ID=6200964
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP84106288A Expired EP0131137B1 (en) | 1983-06-09 | 1984-06-01 | Washing and cleaning agent with a content of acylcyanamide salts |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US4547306A (en) |
| EP (1) | EP0131137B1 (en) |
| JP (1) | JPS606793A (en) |
| AT (1) | ATE32522T1 (en) |
| DE (2) | DE3320726A1 (en) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3413292A1 (en) * | 1984-04-09 | 1985-10-17 | Henkel KGaA, 4000 Düsseldorf | TEXTILE DETERGENT FOR COLORED TEXTILES |
| GB9109929D0 (en) * | 1991-05-08 | 1991-07-03 | Interox Chemicals Ltd | Thickened compositions |
| FR2693127B1 (en) * | 1992-07-01 | 1994-08-26 | Coatex Sas | Stable aqueous suspensions of zeolites, processes for obtaining them and their uses. |
| BR9507401A (en) * | 1994-04-22 | 1997-10-07 | Procter & Gamble | Granular detergent compositions containing amylase |
| US6008316A (en) * | 1998-09-03 | 1999-12-28 | National Starch And Chemical Investment Holding Corporation | Functionalized polyamines |
| DE10004677A1 (en) * | 2000-02-03 | 2001-08-09 | Cognis Deutschland Gmbh | Surfactant mixture used in detergent and rinse agents, comprises anionic surfactants and plant-based fatty alcohol ethoxylate of specific iodine number and conjugate content |
| DE10063762A1 (en) * | 2000-12-21 | 2002-06-27 | Cognis Deutschland Gmbh | Nonionic surfactants |
| US6730650B1 (en) | 2002-07-09 | 2004-05-04 | The Dial Corporation | Heavy-duty liquid detergent composition comprising anionic surfactants |
| US7846888B2 (en) * | 2006-02-07 | 2010-12-07 | Battelle Energy Alliance, Llc | Long lasting decontamination foam |
| US9499772B2 (en) | 2013-03-13 | 2016-11-22 | Battelle Energy Alliance, Llc | Methods of decontaminating surfaces and related compositions |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB428091A (en) * | 1932-12-14 | 1935-05-07 | Heinz Hunsdiecker | Improvements in or relating to the treatment of textile materials and the preparation of dispersions |
| DE708428C (en) * | 1932-12-15 | 1941-07-21 | Boehme Fettchemie Ges M B H | Process for the preparation of alkali salts of monoacylcyanamides |
| JPS5124569B2 (en) * | 1973-09-05 | 1976-07-24 | ||
| SE424740B (en) * | 1976-07-28 | 1982-08-09 | Stora Kopparbergs Bergslags Ab | MANUFACTURING THE RAJAR BY MELT REDUCTION |
| DE3031636A1 (en) * | 1980-08-22 | 1982-04-08 | Henkel KGaA, 4000 Düsseldorf | Alkali acyl cyanamide salt soln. - used as corrosion-protective agent in aq. metal-processing fluid or metal-cleansing soln. |
| FR2503746A1 (en) * | 1981-04-09 | 1982-10-15 | Air Liquide | ACTIVE BINDERING COMPOSITION USING PEROXIDE PRODUCTS |
| DE3202213A1 (en) * | 1982-01-25 | 1983-08-04 | Henkel KGaA, 4000 Düsseldorf | METHOD FOR PRODUCING THE ALKALINE METAL SALTS OF ACYLCYANAMIDES |
-
1983
- 1983-06-09 DE DE19833320726 patent/DE3320726A1/en not_active Withdrawn
-
1984
- 1984-06-01 AT AT84106288T patent/ATE32522T1/en not_active IP Right Cessation
- 1984-06-01 DE DE8484106288T patent/DE3469364D1/en not_active Expired
- 1984-06-01 EP EP84106288A patent/EP0131137B1/en not_active Expired
- 1984-06-05 JP JP59114009A patent/JPS606793A/en active Pending
- 1984-06-08 US US06/618,608 patent/US4547306A/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| DE3320726A1 (en) | 1984-12-13 |
| EP0131137A1 (en) | 1985-01-16 |
| ATE32522T1 (en) | 1988-03-15 |
| JPS606793A (en) | 1985-01-14 |
| US4547306A (en) | 1985-10-15 |
| DE3469364D1 (en) | 1988-03-24 |
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