JPH04308524A - Detergent composition - Google Patents
Detergent compositionInfo
- Publication number
- JPH04308524A JPH04308524A JP7322191A JP7322191A JPH04308524A JP H04308524 A JPH04308524 A JP H04308524A JP 7322191 A JP7322191 A JP 7322191A JP 7322191 A JP7322191 A JP 7322191A JP H04308524 A JPH04308524 A JP H04308524A
- Authority
- JP
- Japan
- Prior art keywords
- group
- chitosan
- chitin
- sugar
- water
- 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.)
- Granted
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 24
- 239000003599 detergent Substances 0.000 title abstract description 10
- 229920002101 Chitin Polymers 0.000 claims abstract description 31
- 235000000346 sugar Nutrition 0.000 claims abstract description 16
- 239000002736 nonionic surfactant Substances 0.000 claims abstract description 10
- 238000004140 cleaning Methods 0.000 claims description 11
- 229920001661 Chitosan Polymers 0.000 abstract description 30
- -1 alkyl saccharide Chemical class 0.000 abstract description 18
- 125000000217 alkyl group Chemical group 0.000 abstract description 10
- 125000003342 alkenyl group Chemical group 0.000 abstract description 8
- 239000004094 surface-active agent Substances 0.000 abstract description 7
- 125000005037 alkyl phenyl group Chemical group 0.000 abstract description 6
- 125000002947 alkylene group Chemical group 0.000 abstract description 5
- 230000007794 irritation Effects 0.000 abstract description 4
- 230000006196 deacetylation Effects 0.000 abstract description 3
- 238000003381 deacetylation reaction Methods 0.000 abstract description 3
- 210000004761 scalp Anatomy 0.000 abstract description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 14
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 13
- 238000000034 method Methods 0.000 description 12
- 239000002453 shampoo Substances 0.000 description 9
- 238000006116 polymerization reaction Methods 0.000 description 7
- 239000000126 substance Substances 0.000 description 6
- 239000003513 alkali Substances 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
- 125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 description 4
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 4
- 238000000354 decomposition reaction Methods 0.000 description 4
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 4
- 238000005187 foaming Methods 0.000 description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 3
- 150000001298 alcohols Chemical class 0.000 description 3
- 150000008051 alkyl sulfates Chemical class 0.000 description 3
- 239000003795 chemical substances by application 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
- 230000000694 effects Effects 0.000 description 3
- MSWZFWKMSRAUBD-IVMDWMLBSA-N glucosamine group Chemical group OC1[C@H](N)[C@@H](O)[C@H](O)[C@H](O1)CO MSWZFWKMSRAUBD-IVMDWMLBSA-N 0.000 description 3
- XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 description 2
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 2
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
- 239000005632 Capric acid (CAS 334-48-5) Substances 0.000 description 2
- 229930091371 Fructose Natural products 0.000 description 2
- 239000005715 Fructose Substances 0.000 description 2
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 description 2
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 239000005639 Lauric acid Substances 0.000 description 2
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical group CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- WQZGKKKJIJFFOK-PHYPRBDBSA-N alpha-D-galactose Chemical compound OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@H]1O WQZGKKKJIJFFOK-PHYPRBDBSA-N 0.000 description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 2
- 239000003945 anionic surfactant Substances 0.000 description 2
- 150000001720 carbohydrates Chemical group 0.000 description 2
- 125000002704 decyl group Chemical group [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])* 0.000 description 2
- 125000003438 dodecyl group Chemical group [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])* 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 229930182830 galactose Natural products 0.000 description 2
- 239000008103 glucose Substances 0.000 description 2
- 125000003827 glycol group Chemical group 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 2
- 150000007522 mineralic acids Chemical class 0.000 description 2
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 2
- 150000007524 organic acids Chemical class 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 description 1
- OWEGMIWEEQEYGQ-UHFFFAOYSA-N 100676-05-9 Natural products OC1C(O)C(O)C(CO)OC1OCC1C(O)C(O)C(O)C(OC2C(OC(O)C(O)C2O)CO)O1 OWEGMIWEEQEYGQ-UHFFFAOYSA-N 0.000 description 1
- SPSPIUSUWPLVKD-UHFFFAOYSA-N 2,3-dibutyl-6-methylphenol Chemical compound CCCCC1=CC=C(C)C(O)=C1CCCC SPSPIUSUWPLVKD-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- JGNRVJCTVHAAGL-UHFFFAOYSA-N CC1CCCOC(C(CCCC1(O)Cl)(O)Cl)(O)Cl Chemical compound CC1CCCOC(C(CCCC1(O)Cl)(O)Cl)(O)Cl JGNRVJCTVHAAGL-UHFFFAOYSA-N 0.000 description 1
- 239000005635 Caprylic acid (CAS 124-07-2) Substances 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- ZAKOWWREFLAJOT-CEFNRUSXSA-N D-alpha-tocopherylacetate Chemical compound CC(=O)OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C ZAKOWWREFLAJOT-CEFNRUSXSA-N 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 1
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 1
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 1
- 229920001479 Hydroxyethyl methyl cellulose Polymers 0.000 description 1
- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical class OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 description 1
- GUBGYTABKSRVRQ-PICCSMPSSA-N Maltose Natural products O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@@H](CO)OC(O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-PICCSMPSSA-N 0.000 description 1
- XGEGHDBEHXKFPX-UHFFFAOYSA-N N-methylthiourea Natural products CNC(N)=O XGEGHDBEHXKFPX-UHFFFAOYSA-N 0.000 description 1
- IOVCWXUNBOPUCH-UHFFFAOYSA-N Nitrous acid Chemical compound ON=O IOVCWXUNBOPUCH-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 235000021314 Palmitic acid Nutrition 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical compound OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 description 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 235000011054 acetic acid Nutrition 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 238000006136 alcoholysis reaction Methods 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical group 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 1
- 229940121363 anti-inflammatory agent Drugs 0.000 description 1
- 239000002260 anti-inflammatory agent Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- 235000010323 ascorbic acid Nutrition 0.000 description 1
- 239000011668 ascorbic acid Substances 0.000 description 1
- 229960005070 ascorbic acid Drugs 0.000 description 1
- MSWZFWKMSRAUBD-QZABAPFNSA-N beta-D-glucosamine Chemical group N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O MSWZFWKMSRAUBD-QZABAPFNSA-N 0.000 description 1
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 1
- GUBGYTABKSRVRQ-QUYVBRFLSA-N beta-maltose Chemical compound OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O GUBGYTABKSRVRQ-QUYVBRFLSA-N 0.000 description 1
- 235000010354 butylated hydroxytoluene Nutrition 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 239000007810 chemical reaction solvent Substances 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- FOCAUTSVDIKZOP-UHFFFAOYSA-N chloroacetic acid Chemical compound OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 description 1
- 235000015165 citric acid Nutrition 0.000 description 1
- 239000012459 cleaning agent Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- NLEBIOOXCVAHBD-QKMCSOCLSA-N dodecyl beta-D-maltoside Chemical compound O[C@@H]1[C@@H](O)[C@H](OCCCCCCCCCCCC)O[C@H](CO)[C@H]1O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 NLEBIOOXCVAHBD-QKMCSOCLSA-N 0.000 description 1
- 239000002552 dosage form Substances 0.000 description 1
- 235000019441 ethanol Nutrition 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 229930182478 glucoside Natural products 0.000 description 1
- 125000002791 glucosyl group Chemical group C1([C@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 229940074774 glycyrrhizinate Drugs 0.000 description 1
- LPLVUJXQOOQHMX-QWBHMCJMSA-N glycyrrhizinic acid Chemical compound O([C@@H]1[C@@H](O)[C@H](O)[C@H](O[C@@H]1O[C@@H]1C([C@H]2[C@]([C@@H]3[C@@]([C@@]4(CC[C@@]5(C)CC[C@@](C)(C[C@H]5C4=CC3=O)C(O)=O)C)(C)CC2)(C)CC1)(C)C)C(O)=O)[C@@H]1O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]1O LPLVUJXQOOQHMX-QWBHMCJMSA-N 0.000 description 1
- 229940093915 gynecological organic acid Drugs 0.000 description 1
- 230000003741 hair volume Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000003906 humectant Substances 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- 230000000774 hypoallergenic effect Effects 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- PYIDGJJWBIBVIA-UYTYNIKBSA-N lauryl glucoside Chemical compound CCCCCCCCCCCCO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O PYIDGJJWBIBVIA-UYTYNIKBSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000002075 main ingredient Substances 0.000 description 1
- 239000001630 malic acid Substances 0.000 description 1
- 235000011090 malic acid Nutrition 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229940098779 methanesulfonic acid Drugs 0.000 description 1
- 239000004292 methyl p-hydroxybenzoate Substances 0.000 description 1
- 235000010270 methyl p-hydroxybenzoate Nutrition 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 229960002216 methylparaben Drugs 0.000 description 1
- 230000000813 microbial effect Effects 0.000 description 1
- 125000001421 myristyl 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])[H] 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 229960002446 octanoic acid Drugs 0.000 description 1
- HEGSGKPQLMEBJL-RKQHYHRCSA-N octyl beta-D-glucopyranoside Chemical compound CCCCCCCCO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O HEGSGKPQLMEBJL-RKQHYHRCSA-N 0.000 description 1
- 125000002347 octyl 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])[H] 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 150000002482 oligosaccharides Polymers 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- AIIAHNREQDTRFI-UHFFFAOYSA-N oxiran-2-ylmethanesulfonic acid Chemical compound OS(=O)(=O)CC1CO1 AIIAHNREQDTRFI-UHFFFAOYSA-N 0.000 description 1
- 125000006353 oxyethylene group Chemical group 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 235000018102 proteins Nutrition 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 238000007142 ring opening reaction Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 125000004079 stearyl 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])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- DLYUQMMRRRQYAE-UHFFFAOYSA-N tetraphosphorus decaoxide Chemical compound O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 description 1
- 229940042585 tocopherol acetate Drugs 0.000 description 1
- 239000004034 viscosity adjusting agent Substances 0.000 description 1
- 239000013585 weight reducing agent Substances 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Landscapes
- Cosmetics (AREA)
Abstract
Description
【発明の詳細な説明】
【0001】
【産業上の利用分野】本発明は洗浄剤組成物、更に詳し
くは皮膚に対する刺激性が低く、かつ頭皮や毛髪の洗浄
に用いた場合に毛髪に良好なハリ、コシ及びボリューム
感を与える洗浄剤組成物に関する。
【0002】
【従来の技術及び発明が解決しようとする課題】従来、
シャンプー、ボディーシャンプー等の洗浄剤組成物にお
いては、合成アニオン系界面活性剤が広く用いられてい
る。しかしながら、これらアニオン系界面活性剤は、洗
浄力等に優れるものの、皮膚に対する刺激性が強いとい
う欠点があった。
【0003】一方、非イオン性界面活性剤は低刺激性で
あるため、洗浄剤組成物に使用されている。しかし、起
泡力が劣るため、シャンプー等のように泡が重視される
洗浄剤においては、主成分として多量に使用されること
はなく、他の界面活性剤と併用されるため、非イオン性
界面活性剤の低刺激性が損なわれてしまうという問題が
あった。
【0004】そこで、非イオン性界面活性剤のうち、ア
ルキルポリサッカライドの如き糖系非イオン性界面活性
剤が低刺激性かつ高起泡性であることが知られているた
め、各種の洗浄剤組成物に用いられていた。
【0005】一方、柔かい髪や損傷毛はハリ、コシやボ
リュームがないため、スタイリングしづらいという問題
を有する。そこで従来これらの欠点を克服する目的でキ
トサン誘導体や加水分解蛋白質などを配合したシャンプ
ーが知られているが、未だ充分満足のいく効果が得られ
るものは存しなかった。
【0006】従って、皮膚に対する刺激性がなく、かつ
毛髪にハリ、コシ及びボリューム感を付与することがで
きる洗浄剤組成物の開発が望まれていた。
【0007】
【課題を解決するための手段】かかる実情において、本
発明者らは鋭意研究を行った結果、糖系非イオン性界面
活性剤と水溶性キチン誘導体を組合わせて用いれば、上
記課題を解決することができることを見出し、本発明を
完成した。
【0008】すなわち、本発明は次の成分(A)及び(
B)
(A)糖系非イオン性界面活性剤
(B)水溶性キチン誘導体
を含有する洗浄剤組成物を提供するものである。
【0009】本発明で用いられる(A)成分の糖系非イ
オン性界面活性剤としては、通常の洗浄剤に使用可能な
ものであれば特に制限されないが、例えば次のものが挙
げられる。
【0010】(A−1)次の一般式(1)R1 −O−
(R2 O)m−Gn (1)(式中、R
1 は炭素数6〜18の直鎖または分岐鎖のアルキル、
アルケニル又はアルキルフェニル基を、R2 は炭素数
2〜4のアルキレン基を、Gは炭素数5〜6の還元糖を
示し、mは0〜10の数を、nは1〜10の数を示す)
で表されるアルキルサッカライド系界面活性剤。
【0011】(1)式中、R1 は炭素数6〜18の直
鎖又は分岐鎖のアルキル、アルケニル又はアルキルフェ
ニル基であるが、特に炭素数9〜14の直鎖又は分岐鎖
のアルキル基(デシル基、ラウリル基、ミリスチル基等
)が起泡性等の洗浄特性の面で好ましい。また、アルキ
レンオキシドの平均重合度mは0〜10の数を示すが、
起泡性等の洗浄特性の観点から0〜3が好ましく、特に
0が好ましい。また、親水基であるサッカライド部分〔
(1)式中、G〕は炭素数5〜6の還元糖を基本単位と
するが、この還元糖としては、グルコース、ガラクトー
ス、フラクトースが好ましい。サッカライドの平均重合
度S〔(1)式中、n〕は、1〜10であるが、n=1
〜4であるものが80%以上であることが好ましい。特
に、平均重合度Sが低いもの、すなわち1〜1.4 の
ものが好ましい。また平均重合度Sと基R1 の両者が
化合物(1)の特性に与える影響を考慮すれば、R1
が炭素数8〜11であるとき、Sは1〜1.4 が、ま
たR1 が炭素数12〜14であるとき、Sは1.5
〜4.0 が好ましい。尚、平均糖重合度Sはプロトン
NMR 法により測定したものである。上述のアルキル
サッカライド系界面活性剤は、例えばKoenigs−
Knorr 法により、オクチルグルコシド、ノニルグ
ルコシド、デシルマルトシド、ドデシルマルトジト、ポ
リオキシエチレン(3EO)ドデシルグルコシド等のβ
−アルキルサッカライドや、グルコース、ガラクトース
、マルトース、フラクトース等の還元糖及び天然の高級
アルコール及びオキソ法等で合成される高級アルコール
、ポリオキシエチレン付加型高級アルコールより合成(
USP 3219656, USP 3839318,
USP 4223129)するか、ショ糖と高級アル
コールの加熱アルコリシス反応によりアルキルフラクシ
ド等として得ることができる。
【0012】(A−2)次の一般式(2)【0013】
【化1】
【0014】〔式中、R3 は炭素数5〜17の直鎖又
は分岐鎖のアルキル、アルケニル又はアルキルフェニル
基を示し、R4 は水素原子、炭素数1〜18の直鎖若
しくは分岐鎖のアルキル若しくはアルケニル基、【00
15】
【化2】
【0016】(式中、R5 は水素原子又はメチル基を
示し、pは0〜10の数を示す)、−CH2 −CH2
−OH、−CH2 −CH(OH)−CH3 又は−
CH2 −CH2 −CH2 −OHを示し、Xは炭素
数4〜30の糖残基からなるポリヒドロキシアルキル基
を示す〕で表される糖アミド系界面活性剤。
【0017】(2)式中、R3 は炭素数5〜17の直
鎖又は分岐鎖のアルキル、アルケニル又はアルキルフェ
ニル基を示すが、就中、R3 −CO−がカプリン酸、
カプリル酸、ラウリン酸、ミリスチン酸、パルミチン酸
、ステアリン酸、イソステアリン酸、オレイン酸から誘
導されるものが好ましく、特にカプリン酸、ラウリン酸
から誘導されるものが好ましい。R4 の具体例として
は、例えば水素、メチル基、エチル基、n−プロピル基
、イソプロピル基、n−ブチル基、t−ブチル基、n−
ヘキシル基、オクチル基、2−エチルヘキシル基、デシ
ル基、ドデシル基、ステアリル基、イソステアリル基、
又は重合度2〜10のポリエチレングリコール基、ポリ
プロピレングリコール基、又は、2−ヒドロキシエチル
基、2−ヒドロキシプロピル基、3−ヒドロキシプロピ
ル基等が挙げられるが、就中、水素原子、メチル基、エ
チル基、2−ヒドロキシエチル基、2−ヒドロキシプロ
ピル基、3−ヒドロキシプロピル基が好ましい。Xは炭
素数4〜30の糖残基からなるポリヒドロキシアルキル
基を示すが、モノ−、ジ−又はオリゴサッカライド基と
グリコシド結合している炭素数4〜7のポリヒドロキシ
アルキル基であってもよい。この具体例としては、1−
デオキシエリスリチル基、1−デオキシアラビチル基、
1−デオキシキシリチル基、1−デオキシソルビチル基
、2−デオキシソルビット−2−イル基、1−デオキシ
マンニチル基、2−デオキシマンニット−2−イル基、
1−デオキシガラクチル基、1−デオキシ−4−グルコ
シド−ソルビチル基、1−デオキシ−4−ガラクトシド
−ソルビチル基、2−デオキシ−4−グルコシド−ソル
ビット−2−イル基、2−デオキシ−4−グルコシド−
マンニット−2−イル基、1−デオキシ−4−マルトグ
ルコシド−ソルビチル基、1 −デオキシ−4−オリゴ
グルコシド−ソルビチル基、1−デオキシ−4−ポリグ
ルコシド−ソルビチル基等が挙げられ、就中、1−デオ
キシソルビチル基、1−デオキシ−4−グルコシド−ソ
ルビチル基が好ましい。
【0018】本発明に用いる(A)成分の糖系非イオン
性界面活性剤は本発明組成物中に0.1 〜95重量%
(以下、単に%で示す)配合することが好ましく、特に
5〜20%配合することが好ましい。0.1 %より配
合量が少ないと洗浄力が劣り、95%を超えて配合して
も洗浄力の向上はみられない。
【0019】また、本発明に用いられる(B)成分のキ
チン誘導体としては、例えば次のものが挙げられる。
(1)キチンまたはキトサンを分解して低分子化したキ
チンまたはキトサンの水溶性オリゴマー(但し、グルコ
サミン単位の重合度が1より大きいもの)。このような
オリゴマーは、通常の低分子化法により得ることができ
、たとえば亜硝酸分解法、ギ酸分解法、塩素分解法(特
願昭59−43282号公報)、酵素あるいは微生物分
解法などにより得ることができる。
【0020】(2)脱アセチル化度40〜60%の水溶
液キトサン。たとえば、特開昭53−47479号公報
に示された方法により、脱アセチル化度を制御すること
により得られる。
【0021】(3)キトサンの有機酸または無機酸の塩
で、有機酸の具体例としては、酢酸、リンゴ酸、クエン
酸、アスコルビン酸等が挙げられ、また、無機酸として
は、塩酸、硫酸のリン酸等が例示される。
【0022】(4)キチンまたはキトサンに親水基を導
入して水溶性とした誘導体。この具体例としては以下の
ものが挙げられる。
a)ポリオキシアルキレンキチン又はポリオキシアルキ
レンキトサン
【0023】
【化3】
【0024】〔式中、aは1を超える数を示し、R6
及びR7 は水素原子、−COCH3 、又は−(EO
)p1−(PO)q1−(BO)r1−Hを、R8 は
水素原子又は−(EO)p2−(PO)q2−(BO)
r2−Hを、R9 は水素原子又は−(EO)p3−(
PO)q3−(BO)r3−Hを示す(ここでp1 ,
p2 ,p3 ,q1 ,q2 ,q3 ,r1 ,
r2 及びr3 はそれぞれ0〜5の数を示す。但し、
p1 +q1 +r1 ≠0、p2 +q2 +r2
≠0、p3 +q3 +r3 ≠0である。また、EO
はオキシエチレン鎖を、POはオキシプロピレン鎖、B
Oはオキシブチレン鎖を示す)又、EOとPOとBOと
の結合の順序は問わず、たとえば、まず、D−グルコサ
ミン骨格にPOが付加し、ついでEOが付加していても
よく、EO、PO及びBOがランダムに付加していても
よい。更に、結合している個々のD−グルコサミン骨格
でR6 ,R7 ,R8 ,R9 ,p1 ,p2 ,
p3 ,q1 ,q2 ,q3 ,r1 ,r2 及び
r3 はそれぞれ同一でも異なってもよい〕【0025
】b)カルボキシメチルキチン又はカルボキシメチルキ
トサン
【0026】
【化4】
【0027】〔式中、bは1を超える数を示し、R10
は水素原子又は−COCH3 を、R11及びR12は
水素原子、−CH2 COOH、−CH2 COOM(
Mはアルカリ金属原子を示す)又は−CH2 COON
H4 + を示す。但し、R11及びR12が共に水素
原子となることはない。また、結合している個々のD−
グルコサミン骨格で、R10、R11及びR12はそれ
ぞれ同一でも異なっていてもよい〕
【0028】c)リン酸化キチン又はリン酸化キトサン
【0029】
【化5】
【0030】d)硫酸化キチン又は硫酸化キトサン【0
031】
【化6】
【0032】e)ジヒドロキシプロピルキチン又はジヒ
ドロキシプロピルキトサン
【0033】
【化7】
【0034】〔式中、fは1を超える数を示し、R21
は水素原子、−COCH3 又は−CH2 −CH(O
H)−CH2 OHを、R22及びR23はそれぞれ水
素原子又は−CH2 −CH(OH)−CH2 OHを
示す。但し、R22及びR23が共に水素原子となるこ
とはない〕【0035】f)N−2−ヒドロキシプロピ
ルスルホン酸キトサン
【0036】
【化8】
【0037】このような(B)成分の水溶性キチン誘導
体は例えば以下の公知の製造方法にしたがって製造する
ことができる。
【0038】ポリオキシアルキレンキチン又はポリオキ
シアルキレンキトサンは、アルカリキチンあるいはキト
サンに、クロルヒドロキシエチレン、クロルヒドロキシ
プロピレン、クロルヒドロキシブチレン、エチレンオキ
サイド、プロピレンオキサイド、又はブチレンオキサイ
ドを常温・常圧下や50〜60℃で1〜5kg/cm2
Gの加圧下に反応させる方法又はキチンあるいはキトサ
ンを特定の有機溶剤と水の混合反応溶媒中において、ア
ルカリ存在下、アルキレンオキシドと反応させる方法(
特公昭64−5601号公報)等によって得られる。
【0039】カルボキシメチルキチン又はカルボキシメ
チルキトサンは、アルカリキチンまたはキトサンにモノ
クロル酢酸を常温・常圧下に反応させることにより得ら
れる。
【0040】リン酸化キチン又はリン酸化キトサンは、
メタンスルホン酸中に溶解ないし懸濁させたキチンまた
はキトサンに、五酸化二リンを冷却下に反応させること
により得られる。この方法は、たとえば日本化学会第4
8秋季年会講演予稿集II,570頁(西則ら)に記載
されている。
【0041】硫酸化キチン又は硫酸化キトサンは、ピリ
ジン中で活性化したキチン又はキトサンにSO3 −ピ
リジン錯塩を反応させることにより得られる〔参考文献
:M.L.Volfrom et al.,The S
ulfonation of Chitosan,J.
Am.Chem.Soc.,81,1764−1766
(1959) 〕。
【0042】ジヒドロキシプロピルキチン又はジヒドロ
キシプロピルキトサンは、高温下でアルカリキチン又は
キトサンにエピクロルヒドリンを開環・付加させること
により得られる。
【0043】N−2−ヒドロキシプロピルスルホン酸キ
トサンは、アルカリ触媒下でキトサンにグリシジルスル
ホン酸を高温・加圧下で付加させることにより得られる
。
【0044】本発明の洗浄剤組成物においては、上述の
水溶性キチン誘導体のうち、特にポリオキシアルキレン
キチン又はポリオキシアルキレンキトサンが好ましく、
これらのうちキチン及びキトサンのグルコサミン骨格当
たりアルキレンオキシド平均付加モル数3.0 以上の
ものがハリ、コシ感、ボリューム感等の観点からより好
ましく、特に平均付加モル数4.0 以上のものが好ま
しい。また(B)成分の水溶性キチン誘導体は本発明組
成物中に0.001 〜10%配合することが好ましい
。0.001%より配合量が少ないと毛髪のハリ、コシ
及びボリューム感が得られず、10%を超えて配合する
と、毛髪がごわつく等感触のうえから好ましくない。
【0045】本発明の洗浄組成物には、上記必須成分の
他に洗浄剤組成物に通常使用されている成分、例えば、
アルキルサルフェート、ポリオキシエチレンアルキルサ
ルフェート、α−オレフィンアルキルサルフェート、ス
ルホコハク酸ハーフアルキルエステル、アシル化グルタ
ミン酸、モノアルキルリン酸、石ケン等の界面活性剤;
水;グリセリン、プロピレングリコール等の保湿剤;カ
チオン化セルロース等のコンディショニング剤;エタノ
ール、ヒドロキシエチルセルロース、メチルセルロース
等の粘度調整剤;メチルパラベン、尿素等の防腐剤;グ
リチルリチン酸カリウム等の消炎剤;オキシベンゾン等
の紫外線吸収剤;ジブチルヒドロキシトルエン、酢酸ト
コフェロール等の抗酸化剤;パール化剤;香料;色素な
どを本発明の効果をそこなわない範囲で配合することが
出来る。
【0046】本発明洗浄剤組成物は必要により、アルカ
ル性又は酸性薬剤を用いpHを調整することができ、こ
れによりpH2〜10、特に4〜8とすることが好まし
い。
【0047】また、本発明洗浄剤組成物の剤型は固型状
、粉末状、クリーム状、液状等通常用いられる剤型とす
ることができる。
【0048】
【実施例】次に実施例を挙げて本発明を更に詳細に説明
するが、本発明はこれらに限定されるものではない。
【0049】実施例1
下記表1に示す組成のシャンプー組成物を調製し、それ
ぞれを用いて洗髪し、乾燥した後の髪のハリ、コシ感及
び髪のボリューム感について、下記方法により評価を行
った。その結果を表1に示す。
【0050】〔評価方法〕健常な日本人女性の毛髪20
g(15cm)にシャンプーを塗布し、1分間泡立てた
後、すすぎ、ドライヤーで乾燥した後の髪のハリ、コシ
感、ボリューム感について、下記基準により専門パネラ
ー10名によって評価した。
髪のハリ、コシ感
◎: ハリ、コシ感がある。
○: ハリ、コシ感がややある。
△: ハリ、コシ感をほとんど感じない。
×: ハリ、コシ感を感じない。
髪のボリューム感
◎: ボリューム感がある。
○: ボリューム感がややある。
△: ボリューム感をほとんど感じない。
×: ボリューム感を感じない。
【0051】
【表1】
【0052】実施例2〜3
次に示すシャンプー組成物を製造した。これらは、いず
れも乾燥後の毛髪に対して良好なハリ、コシ及びボリュ
ーム感を与えるものであった。
【0053】
【0054】
【発明の効果】本発明の洗浄剤組成物は皮膚に対する刺
激性が低く、また頭皮や毛髪の洗浄に用いた場合に毛髪
に対して良好なハリ、コシ及びボリューム感を与えるた
め毛髪のスタイリング性に優れ、シャンプー等として極
めて有用なものである。Detailed Description of the Invention [0001] [Industrial Application Field] The present invention provides a detergent composition, more specifically a detergent composition which has low irritation to the skin and which is good for the hair when used for washing the scalp and hair. This invention relates to a detergent composition that gives firmness, firmness, and a sense of volume. [Prior art and problems to be solved by the invention] Conventionally,
Synthetic anionic surfactants are widely used in detergent compositions such as shampoos and body shampoos. However, although these anionic surfactants have excellent cleaning power, they have the drawback of being highly irritating to the skin. On the other hand, nonionic surfactants are used in detergent compositions because they are hypoallergenic. However, because of its poor foaming power, it is not used in large amounts as the main ingredient in detergents such as shampoos where foam is important, and is used in combination with other surfactants, so it is non-ionic. There was a problem that the hypoallergenicity of the surfactant was impaired. [0004] Among nonionic surfactants, sugar-based nonionic surfactants such as alkyl polysaccharides are known to have low irritation and high foaming properties, so they are used in various cleaning agents. It was used in compositions. On the other hand, soft hair or damaged hair has the problem of being difficult to style because it lacks firmness, body, and volume. In order to overcome these drawbacks, shampoos containing chitosan derivatives, hydrolyzed proteins, etc. have been known, but none have yet been able to provide sufficiently satisfactory effects. [0006]Therefore, it has been desired to develop a cleansing composition that is not irritating to the skin and can impart firmness, body and volume to hair. [Means for Solving the Problems] Under these circumstances, the present inventors conducted intensive research and found that the above problems can be solved by using a combination of a sugar-based nonionic surfactant and a water-soluble chitin derivative. The present invention was completed based on the discovery that the problem can be solved. That is, the present invention comprises the following components (A) and (
B) A cleaning composition containing (A) a sugar-based nonionic surfactant (B) a water-soluble chitin derivative is provided. The sugar-based nonionic surfactant (A) used in the present invention is not particularly limited as long as it can be used in ordinary detergents, but examples include the following. (A-1) The following general formula (1) R1 -O-
(R2O)m-Gn (1) (wherein, R
1 is a straight chain or branched alkyl having 6 to 18 carbon atoms,
R2 represents an alkenyl or alkylphenyl group, R2 represents an alkylene group having 2 to 4 carbon atoms, G represents a reducing sugar having 5 to 6 carbon atoms, m represents a number from 0 to 10, and n represents a number from 1 to 10. )
An alkyl saccharide surfactant represented by In the formula (1), R1 is a straight-chain or branched alkyl, alkenyl or alkylphenyl group having 6 to 18 carbon atoms, particularly a straight-chain or branched alkyl group having 9 to 14 carbon atoms ( (decyl group, lauryl group, myristyl group, etc.) are preferred in terms of cleaning properties such as foaming properties. In addition, the average degree of polymerization m of alkylene oxide is a number from 0 to 10,
From the viewpoint of cleaning properties such as foaming properties, the number is preferably 0 to 3, and particularly preferably 0. In addition, the saccharide moiety, which is a hydrophilic group [
In the formula (1), G] has a reducing sugar having 5 to 6 carbon atoms as a basic unit, and the reducing sugar is preferably glucose, galactose, or fructose. The average degree of polymerization S [in formula (1), n] of the saccharide is 1 to 10, but n = 1
-4 is preferably 80% or more. Particularly preferred are those having a low average degree of polymerization S, ie, from 1 to 1.4. Furthermore, if we consider the influence that both the average degree of polymerization S and the group R1 have on the properties of compound (1), R1
When R1 has 8 to 11 carbon atoms, S is 1 to 1.4, and when R1 has 12 to 14 carbon atoms, S is 1.5.
~4.0 is preferred. The average degree of sugar polymerization S was measured by proton NMR method. The above-mentioned alkyl saccharide surfactants are, for example, Koenigs-
β of octyl glucoside, nonyl glucoside, decyl maltoside, dodecyl maltoside, polyoxyethylene (3EO) dodecyl glucoside etc.
-Synthesized from alkyl saccharides, reducing sugars such as glucose, galactose, maltose, fructose, natural higher alcohols, higher alcohols synthesized by the oxo method, etc., and polyoxyethylene-added higher alcohols (
USP 3219656, USP 3839318,
USP 4223129), or can be obtained as an alkyl fracside etc. by heating alcoholysis reaction of sucrose and higher alcohol. (A-2) The following general formula (2) [Formula 1] [In the formula, R3 is a straight chain or branched alkyl, alkenyl or alkylphenyl group having 5 to 17 carbon atoms] and R4 is a hydrogen atom, a linear or branched alkyl or alkenyl group having 1 to 18 carbon atoms, 00
15] [0016] (wherein R5 represents a hydrogen atom or a methyl group, and p represents a number from 0 to 10), -CH2 -CH2
-OH, -CH2 -CH(OH)-CH3 or -
CH2-CH2-CH2-OH, and X represents a polyhydroxyalkyl group consisting of a sugar residue having 4 to 30 carbon atoms. In the formula (2), R3 represents a linear or branched alkyl, alkenyl or alkylphenyl group having 5 to 17 carbon atoms, and in particular, R3 -CO- is capric acid,
Those derived from caprylic acid, lauric acid, myristic acid, palmitic acid, stearic acid, isostearic acid, and oleic acid are preferred, and those derived from capric acid and lauric acid are particularly preferred. Specific examples of R4 include hydrogen, methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, t-butyl group, n-
hexyl group, octyl group, 2-ethylhexyl group, decyl group, dodecyl group, stearyl group, isostearyl group,
or a polyethylene glycol group with a degree of polymerization of 2 to 10, a polypropylene glycol group, or a 2-hydroxyethyl group, a 2-hydroxypropyl group, a 3-hydroxypropyl group, among others, a hydrogen atom, a methyl group, an ethyl group, etc. A 2-hydroxyethyl group, a 2-hydroxypropyl group, and a 3-hydroxypropyl group are preferred. Although X represents a polyhydroxyalkyl group consisting of a sugar residue having 4 to 30 carbon atoms, it may also be a polyhydroxyalkyl group having 4 to 7 carbon atoms that is glycosidic bonded to a mono-, di-, or oligosaccharide group. good. A specific example of this is 1-
Deoxyerythrityl group, 1-deoxyarabityl group,
1-deoxyxyrityl group, 1-deoxysorbityl group, 2-deoxysorbit-2-yl group, 1-deoxymannityl group, 2-deoxymannit-2-yl group,
1-deoxygalactyl group, 1-deoxy-4-glucoside-sorbityl group, 1-deoxy-4-galactoside-sorbityl group, 2-deoxy-4-glucoside-sorbityl group, 2-deoxy-4- Glucoside
Examples include mannit-2-yl group, 1-deoxy-4-maltoglucoside-sorbityl group, 1-deoxy-4-oligoglucoside-sorbityl group, and 1-deoxy-4-polyglucoside-sorbityl group, among others. , 1-deoxysorbityl group, and 1-deoxy-4-glucoside-sorbityl group are preferred. The sugar-based nonionic surfactant (A) used in the present invention is contained in the composition of the present invention in an amount of 0.1 to 95% by weight.
It is preferable to mix (hereinafter simply expressed in %), particularly preferably 5 to 20%. If the amount is less than 0.1%, the detergency will be poor, and if it is more than 95%, no improvement in detergency will be observed. [0019] Examples of the chitin derivatives used as component (B) in the present invention include the following. (1) A water-soluble oligomer of chitin or chitosan obtained by decomposing chitin or chitosan into a low molecular weight product (provided that the degree of polymerization of glucosamine units is greater than 1). Such oligomers can be obtained by ordinary molecular weight reduction methods, such as nitrous acid decomposition method, formic acid decomposition method, chlorine decomposition method (Japanese Patent Application No. 59-43282), enzyme or microbial decomposition method, etc. be able to. (2) Aqueous chitosan with a degree of deacetylation of 40 to 60%. For example, it can be obtained by controlling the degree of deacetylation by the method disclosed in JP-A-53-47479. (3) A salt of an organic or inorganic acid of chitosan. Specific examples of organic acids include acetic acid, malic acid, citric acid, ascorbic acid, etc., and examples of inorganic acids include hydrochloric acid and sulfuric acid. Examples include phosphoric acid and the like. (4) A derivative made by introducing a hydrophilic group into chitin or chitosan to make it water-soluble. Specific examples of this include the following. a) Polyoxyalkylene chitin or polyoxyalkylene chitosan [Formula 3] [In the formula, a represents a number exceeding 1, R6
and R7 is a hydrogen atom, -COCH3, or -(EO
)p1-(PO)q1-(BO)r1-H, R8 is a hydrogen atom or -(EO)p2-(PO)q2-(BO)
r2-H, R9 is a hydrogen atom or -(EO)p3-(
PO)q3-(BO)r3-H (where p1,
p2 , p3 , q1 , q2 , q3 , r1 ,
r2 and r3 each represent a number from 0 to 5. however,
p1 +q1 +r1 ≠0, p2 +q2 +r2
≠0, p3 +q3 +r3 ≠0. Also, E.O.
is an oxyethylene chain, PO is an oxypropylene chain, B
(O represents an oxybutylene chain) Furthermore, the bonding order of EO, PO, and BO does not matter; for example, PO may be added to the D-glucosamine skeleton first, and then EO may be added; PO and BO may be added randomly. Furthermore, R6, R7, R8, R9, p1, p2,
p3, q1, q2, q3, r1, r2 and r3 may be the same or different, respectively]0025
b) Carboxymethyl chitin or carboxymethyl chitosan [Chemical formula 4] [In the formula, b represents a number exceeding 1, R10
is a hydrogen atom or -COCH3, R11 and R12 are hydrogen atoms, -CH2 COOH, -CH2 COOM(
M represents an alkali metal atom) or -CH2 COON
Indicates H4 +. However, R11 and R12 are never both hydrogen atoms. In addition, each bonded D-
In the glucosamine skeleton, R10, R11 and R12 may be the same or different, respectively.] c) Phosphorylated chitin or phosphorylated chitosan [Chemical formula 5] d) Sulfated chitin or sulfated chitosan 0
[Chemical formula 6] [0032] e) Dihydroxypropyl chitin or dihydroxypropyl chitosan [Chemical formula 7] [In the formula, f represents a number exceeding 1, R21
is a hydrogen atom, -COCH3 or -CH2 -CH(O
R22 and R23 each represent a hydrogen atom or -CH2-CH(OH)-CH2OH. However, both R22 and R23 do not become hydrogen atoms] [0035] f) N-2-hydroxypropylsulfonic acid chitosan [Chemical formula 8] [0037] Such water-soluble chitin as component (B) The derivative can be produced, for example, according to the following known production method. Polyoxyalkylene chitin or polyoxyalkylene chitosan is prepared by adding chlorohydroxyethylene, chlorohydroxypropylene, chlorohydroxybutylene, ethylene oxide, propylene oxide, or butylene oxide to alkali chitin or chitosan at room temperature and pressure or at a temperature of 50 to 60%. 1~5kg/cm2 at °C
A method of reacting G under pressure or a method of reacting chitin or chitosan with an alkylene oxide in the presence of an alkali in a mixed reaction solvent of a specific organic solvent and water (
(Japanese Patent Publication No. 64-5601). Carboxymethyl chitin or carboxymethyl chitosan can be obtained by reacting alkali chitin or chitosan with monochloroacetic acid at room temperature and pressure. [0040] Phosphorylated chitin or phosphorylated chitosan is
It is obtained by reacting chitin or chitosan dissolved or suspended in methanesulfonic acid with diphosphorus pentoxide under cooling. This method is used, for example, in the Chemical Society of Japan 4th edition.
It is described in the 8th Autumn Annual Conference Proceedings II, page 570 (Nishinori et al.). Sulfated chitin or sulfated chitosan can be obtained by reacting chitin or chitosan activated in pyridine with an SO3-pyridine complex [Reference: M. L. Volfrom et al. , The S
Ulfnation of Chitosan, J.
Am. Chem. Soc. , 81, 1764-1766
(1959)]. Dihydroxypropyl chitin or dihydroxypropyl chitosan can be obtained by ring-opening and adding epichlorohydrin to alkali chitin or chitosan at high temperatures. N-2-hydroxypropylsulfonic acid chitosan can be obtained by adding glycidyl sulfonic acid to chitosan under an alkali catalyst at high temperature and pressure. In the cleaning composition of the present invention, among the above-mentioned water-soluble chitin derivatives, polyoxyalkylene chitin or polyoxyalkylene chitosan is particularly preferred.
Among these, those with an average number of added moles of alkylene oxide per glucosamine skeleton of chitin and chitosan of 3.0 or more are more preferable from the viewpoint of firmness, firmness, volume, etc., and those with an average number of added moles of 4.0 or more are particularly preferable. . The water-soluble chitin derivative as component (B) is preferably blended in an amount of 0.001 to 10% in the composition of the present invention. If the amount is less than 0.001%, the firmness, body and volume of the hair will not be obtained, and if it is more than 10%, the hair will feel stiff and undesirable. [0045] In addition to the above-mentioned essential ingredients, the cleaning composition of the present invention contains ingredients commonly used in cleaning compositions, such as:
Surfactants such as alkyl sulfate, polyoxyethylene alkyl sulfate, α-olefin alkyl sulfate, sulfosuccinic acid half alkyl ester, acylated glutamic acid, monoalkyl phosphoric acid, soap;
Water; Humectants such as glycerin and propylene glycol; Conditioning agents such as cationized cellulose; Viscosity modifiers such as ethanol, hydroxyethyl cellulose, and methyl cellulose; Preservatives such as methyl paraben and urea; Anti-inflammatory agents such as potassium glycyrrhizinate; Ultraviolet absorbers; antioxidants such as dibutylhydroxytoluene and tocopherol acetate; pearlizing agents; perfumes; pigments, etc. can be incorporated within the range that does not impair the effects of the present invention. [0046] The pH of the cleaning composition of the present invention can be adjusted using an alkaline or acidic agent if necessary, and the pH is preferably 2 to 10, particularly 4 to 8. The detergent composition of the present invention can be in any commonly used dosage form, such as solid, powder, cream, or liquid. EXAMPLES Next, the present invention will be explained in more detail with reference to Examples, but the present invention is not limited thereto. Example 1 Shampoo compositions having the compositions shown in Table 1 below were prepared, and after washing and drying each shampoo composition, the firmness, stiffness, and volume of the hair were evaluated using the following methods. Ta. The results are shown in Table 1. [Evaluation method] Hair of a healthy Japanese woman 20
Shampoo was applied to hair (15 cm), lathered for 1 minute, rinsed, and dried with a hair dryer. Ten expert panelists evaluated the firmness, stiffness, and volume of the hair according to the following criteria. Hair has firmness and elasticity ◎: Hair has firmness and elasticity. ○: Slightly firm and firm feeling. △: Almost no sense of firmness or stiffness. ×: No feeling of firmness or stiffness. Hair volume ◎: Hair has a voluminous feel. ○: There is a slight sense of volume. △: Almost no sense of volume. ×: No sense of volume. [0051] [Table 1] [0052] Examples 2 to 3 The following shampoo compositions were manufactured. All of these gave good elasticity, body, and volume to the hair after drying. [0053] Effects of the Invention: The cleaning composition of the present invention has low irritation to the skin, and when used for cleaning the scalp and hair, gives the hair good firmness, firmness, and volume. It has excellent hair styling properties and is extremely useful as shampoo, etc.
Claims (1)
非イオン性界面活性剤 (B)水溶性キチン誘導体 を含有する洗浄剤組成物。1. A cleaning composition comprising the following components (A) and (B) (A) a sugar-based nonionic surfactant (B) a water-soluble chitin derivative.
Priority Applications (1)
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JP7322191A JP2604649B2 (en) | 1991-04-05 | 1991-04-05 | Detergent composition |
Applications Claiming Priority (1)
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JP7322191A JP2604649B2 (en) | 1991-04-05 | 1991-04-05 | Detergent composition |
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JPH04308524A true JPH04308524A (en) | 1992-10-30 |
JP2604649B2 JP2604649B2 (en) | 1997-04-30 |
Family
ID=13511898
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JP7322191A Expired - Fee Related JP2604649B2 (en) | 1991-04-05 | 1991-04-05 | Detergent composition |
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Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1997002012A1 (en) * | 1995-07-03 | 1997-01-23 | Henkel Kommanditgesellschaft Auf Aktien | Skin-care agents containing nonionic surfactants and cationic biopolymers |
EP0776656A1 (en) * | 1995-11-11 | 1997-06-04 | Henkel Kommanditgesellschaft auf Aktien | Cosmetic and/or pharmaceutical emulsions |
EP0776657A3 (en) * | 1995-11-11 | 1997-07-30 | Henkel Kgaa | Cosmetic and/or pharmaceutical emulsions |
JPH11124324A (en) * | 1997-10-17 | 1999-05-11 | Tosco Co Ltd | Cosmetics for atopic dermatitis |
WO2001072270A1 (en) * | 2000-03-24 | 2001-10-04 | Cognis Deutschland Gmbh & Co.Kg | Hair dyes containing cationic biopolymers |
EP1384404A1 (en) * | 2002-07-23 | 2004-01-28 | The Procter & Gamble Company | Hair care compositions |
-
1991
- 1991-04-05 JP JP7322191A patent/JP2604649B2/en not_active Expired - Fee Related
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1997002012A1 (en) * | 1995-07-03 | 1997-01-23 | Henkel Kommanditgesellschaft Auf Aktien | Skin-care agents containing nonionic surfactants and cationic biopolymers |
EP0776656A1 (en) * | 1995-11-11 | 1997-06-04 | Henkel Kommanditgesellschaft auf Aktien | Cosmetic and/or pharmaceutical emulsions |
EP0776657A3 (en) * | 1995-11-11 | 1997-07-30 | Henkel Kgaa | Cosmetic and/or pharmaceutical emulsions |
JPH11124324A (en) * | 1997-10-17 | 1999-05-11 | Tosco Co Ltd | Cosmetics for atopic dermatitis |
WO2001072270A1 (en) * | 2000-03-24 | 2001-10-04 | Cognis Deutschland Gmbh & Co.Kg | Hair dyes containing cationic biopolymers |
EP1384404A1 (en) * | 2002-07-23 | 2004-01-28 | The Procter & Gamble Company | Hair care compositions |
WO2004008863A1 (en) * | 2002-07-23 | 2004-01-29 | The Procter & Gamble Company | Hair care compositions |
Also Published As
Publication number | Publication date |
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JP2604649B2 (en) | 1997-04-30 |
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