CN107936055A - A kind of organic phosphorous acid aluminium and its preparation method and application - Google Patents
A kind of organic phosphorous acid aluminium and its preparation method and application Download PDFInfo
- Publication number
- CN107936055A CN107936055A CN201711175795.XA CN201711175795A CN107936055A CN 107936055 A CN107936055 A CN 107936055A CN 201711175795 A CN201711175795 A CN 201711175795A CN 107936055 A CN107936055 A CN 107936055A
- Authority
- CN
- China
- Prior art keywords
- phosphorous acid
- organic phosphorous
- aluminium
- flame
- retardant
- 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.)
- Pending
Links
- 229910052782 aluminium Inorganic materials 0.000 title claims abstract description 64
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 title claims abstract description 57
- 239000004411 aluminium Substances 0.000 title claims abstract description 49
- 125000005461 organic phosphorous group Chemical group 0.000 title claims abstract description 44
- 238000002360 preparation method Methods 0.000 title claims description 22
- 239000003063 flame retardant Substances 0.000 claims abstract description 49
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 claims abstract description 27
- 239000000463 material Substances 0.000 claims abstract description 22
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 6
- 229910052799 carbon Inorganic materials 0.000 claims abstract description 6
- 125000001183 hydrocarbyl group Chemical group 0.000 claims abstract description 3
- 125000004417 unsaturated alkyl group Chemical group 0.000 claims abstract description 3
- 238000006243 chemical reaction Methods 0.000 claims description 25
- 239000002253 acid Substances 0.000 claims description 17
- 150000001875 compounds Chemical class 0.000 claims description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 10
- 229920000642 polymer Polymers 0.000 claims description 8
- 239000002994 raw material Substances 0.000 claims description 7
- 239000000203 mixture Substances 0.000 claims description 6
- 229920005594 polymer fiber Polymers 0.000 claims description 6
- 229920006254 polymer film Polymers 0.000 claims description 6
- 230000002378 acidificating effect Effects 0.000 claims description 4
- 159000000013 aluminium salts Chemical class 0.000 claims description 4
- 229910000329 aluminium sulfate Inorganic materials 0.000 claims description 4
- OJURWUUOVGOHJZ-UHFFFAOYSA-N methyl 2-[(2-acetyloxyphenyl)methyl-[2-[(2-acetyloxyphenyl)methyl-(2-methoxy-2-oxoethyl)amino]ethyl]amino]acetate Chemical compound C=1C=CC=C(OC(C)=O)C=1CN(CC(=O)OC)CCN(CC(=O)OC)CC1=CC=CC=C1OC(C)=O OJURWUUOVGOHJZ-UHFFFAOYSA-N 0.000 claims description 4
- 238000000465 moulding Methods 0.000 claims description 4
- 239000002245 particle Substances 0.000 claims description 4
- CAAULPUQFIIOTL-UHFFFAOYSA-L methyl phosphate(2-) Chemical group COP([O-])([O-])=O CAAULPUQFIIOTL-UHFFFAOYSA-L 0.000 claims description 3
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 claims description 3
- YHQMSHVVGOSZEW-UHFFFAOYSA-N 1-dimethoxyphosphorylethane Chemical compound CCP(=O)(OC)OC YHQMSHVVGOSZEW-UHFFFAOYSA-N 0.000 claims description 2
- 229910000838 Al alloy Inorganic materials 0.000 claims description 2
- 239000004677 Nylon Substances 0.000 claims description 2
- 150000001399 aluminium compounds Chemical class 0.000 claims description 2
- 239000012736 aqueous medium Substances 0.000 claims description 2
- 239000001913 cellulose Substances 0.000 claims description 2
- 229920002678 cellulose Polymers 0.000 claims description 2
- 239000011248 coating agent Substances 0.000 claims description 2
- 238000000576 coating method Methods 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims description 2
- 229920001778 nylon Polymers 0.000 claims description 2
- 229920000728 polyester Polymers 0.000 claims description 2
- 239000000725 suspension Substances 0.000 claims description 2
- 239000002966 varnish Substances 0.000 claims description 2
- 239000011159 matrix material Substances 0.000 claims 1
- 239000002304 perfume Substances 0.000 claims 1
- 150000002978 peroxides Chemical class 0.000 claims 1
- 150000008301 phosphite esters Chemical class 0.000 claims 1
- 230000000979 retarding effect Effects 0.000 abstract description 5
- 238000013329 compounding Methods 0.000 abstract description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 12
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 11
- 239000000047 product Substances 0.000 description 11
- 150000003839 salts Chemical class 0.000 description 11
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 7
- 229910019142 PO4 Inorganic materials 0.000 description 6
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 6
- HJJOHHHEKFECQI-UHFFFAOYSA-N aluminum;phosphite Chemical compound [Al+3].[O-]P([O-])[O-] HJJOHHHEKFECQI-UHFFFAOYSA-N 0.000 description 6
- 239000007864 aqueous solution Substances 0.000 description 6
- 238000000354 decomposition reaction Methods 0.000 description 6
- 235000021317 phosphate Nutrition 0.000 description 6
- 229920000877 Melamine resin Polymers 0.000 description 5
- -1 aromatic radical Chemical class 0.000 description 5
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 5
- GATNOFPXSDHULC-UHFFFAOYSA-N ethylphosphonic acid Chemical compound CCP(O)(O)=O GATNOFPXSDHULC-UHFFFAOYSA-N 0.000 description 5
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 5
- 239000010452 phosphate Substances 0.000 description 5
- ACVYVLVWPXVTIT-UHFFFAOYSA-N phosphinic acid Chemical compound O[PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-N 0.000 description 5
- WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 description 4
- 229910021502 aluminium hydroxide Inorganic materials 0.000 description 4
- ILRRQNADMUWWFW-UHFFFAOYSA-K aluminium phosphate Chemical compound O1[Al]2OP1(=O)O2 ILRRQNADMUWWFW-UHFFFAOYSA-K 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 239000011574 phosphorus Substances 0.000 description 4
- 229910052698 phosphorus Inorganic materials 0.000 description 4
- 125000000143 2-carboxyethyl group Chemical group [H]OC(=O)C([H])([H])C([H])([H])* 0.000 description 3
- 229910002703 Al K Inorganic materials 0.000 description 3
- PNEYBMLMFCGWSK-UHFFFAOYSA-N Alumina Chemical compound [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- YTMGLVBZNZLLIF-UHFFFAOYSA-N C(C)P(O)(O)O Chemical compound C(C)P(O)(O)O YTMGLVBZNZLLIF-UHFFFAOYSA-N 0.000 description 3
- AVXBTEZHGRNURI-UHFFFAOYSA-N CN=C(N)S.CN=C(N)S.COP(O)O Chemical compound CN=C(N)S.CN=C(N)S.COP(O)O AVXBTEZHGRNURI-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 3
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 3
- 238000013019 agitation Methods 0.000 description 3
- 238000000921 elemental analysis Methods 0.000 description 3
- 229920006351 engineering plastic Polymers 0.000 description 3
- 239000011152 fibreglass Substances 0.000 description 3
- 238000000227 grinding Methods 0.000 description 3
- TVHALOSDPLTTSR-UHFFFAOYSA-H hexasodium;[oxido-[oxido(phosphonatooxy)phosphoryl]oxyphosphoryl] phosphate Chemical compound [Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[O-]P([O-])(=O)OP([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O TVHALOSDPLTTSR-UHFFFAOYSA-H 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- CGNKSELPNJJTSM-UHFFFAOYSA-N phenylphosphonous acid Chemical compound OP(O)C1=CC=CC=C1 CGNKSELPNJJTSM-UHFFFAOYSA-N 0.000 description 3
- 239000001103 potassium chloride Substances 0.000 description 3
- 235000011164 potassium chloride Nutrition 0.000 description 3
- 159000000000 sodium salts Chemical class 0.000 description 3
- 238000010183 spectrum analysis Methods 0.000 description 3
- GVYATPKTSSTHKN-UHFFFAOYSA-N tert-butyl 3-(benzylamino)-4-hydroxypyrrolidine-1-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CC(O)C1NCC1=CC=CC=C1 GVYATPKTSSTHKN-UHFFFAOYSA-N 0.000 description 3
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 2
- YZEZMSPGIPTEBA-UHFFFAOYSA-N 2-n-(4,6-diamino-1,3,5-triazin-2-yl)-1,3,5-triazine-2,4,6-triamine Chemical compound NC1=NC(N)=NC(NC=2N=C(N)N=C(N)N=2)=N1 YZEZMSPGIPTEBA-UHFFFAOYSA-N 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
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 description 2
- CPLXHLVBOLITMK-UHFFFAOYSA-N Magnesium oxide Chemical compound [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 2
- 229920002302 Nylon 6,6 Polymers 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- POJWUDADGALRAB-UHFFFAOYSA-N allantoin Chemical compound NC(=O)NC1NC(=O)NC1=O POJWUDADGALRAB-UHFFFAOYSA-N 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 239000007859 condensation product Substances 0.000 description 2
- VONWDASPFIQPDY-UHFFFAOYSA-N dimethyl methylphosphonate Chemical compound COP(C)(=O)OC VONWDASPFIQPDY-UHFFFAOYSA-N 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 239000003365 glass fiber Substances 0.000 description 2
- AMWRITDGCCNYAT-UHFFFAOYSA-L hydroxy(oxo)manganese;manganese Chemical compound [Mn].O[Mn]=O.O[Mn]=O AMWRITDGCCNYAT-UHFFFAOYSA-L 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- YSRVJVDFHZYRPA-UHFFFAOYSA-N melem Chemical compound NC1=NC(N23)=NC(N)=NC2=NC(N)=NC3=N1 YSRVJVDFHZYRPA-UHFFFAOYSA-N 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- FOVKHTSFPJLUQN-UHFFFAOYSA-N 1-ethoxy-1,3,5-triazinane-2,4,6-trione Chemical class CCON1C(=O)NC(=O)NC1=O FOVKHTSFPJLUQN-UHFFFAOYSA-N 0.000 description 1
- YVCVYCSAAZQOJI-JHQYFNNDSA-N 4'-demethylepipodophyllotoxin Chemical compound COC1=C(O)C(OC)=CC([C@@H]2C3=CC=4OCOC=4C=C3[C@@H](O)[C@@H]3[C@@H]2C(OC3)=O)=C1 YVCVYCSAAZQOJI-JHQYFNNDSA-N 0.000 description 1
- GZVHEAJQGPRDLQ-UHFFFAOYSA-N 6-phenyl-1,3,5-triazine-2,4-diamine Chemical compound NC1=NC(N)=NC(C=2C=CC=CC=2)=N1 GZVHEAJQGPRDLQ-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- POJWUDADGALRAB-PVQJCKRUSA-N Allantoin Natural products NC(=O)N[C@@H]1NC(=O)NC1=O POJWUDADGALRAB-PVQJCKRUSA-N 0.000 description 1
- 239000004114 Ammonium polyphosphate Substances 0.000 description 1
- LPESKBWMHLKTMU-UHFFFAOYSA-N CP(=O)OCCC(O)=O Chemical class CP(=O)OCCC(O)=O LPESKBWMHLKTMU-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- CRDHZEIXDLOKDC-UHFFFAOYSA-N DMBP Natural products N(C1=CC=C(C(=O)C2=CC=C(NC)C=C2)C=C1)(C)C CRDHZEIXDLOKDC-UHFFFAOYSA-N 0.000 description 1
- JVTAAEKCZFNVCJ-UHFFFAOYSA-M Lactate Chemical compound CC(O)C([O-])=O JVTAAEKCZFNVCJ-UHFFFAOYSA-M 0.000 description 1
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 description 1
- 229920000388 Polyphosphate Polymers 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 239000004110 Zinc silicate Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 229960000458 allantoin Drugs 0.000 description 1
- DIZPMCHEQGEION-UHFFFAOYSA-H aluminium sulfate (anhydrous) Chemical compound [Al+3].[Al+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O DIZPMCHEQGEION-UHFFFAOYSA-H 0.000 description 1
- LFVGISIMTYGQHF-UHFFFAOYSA-N ammonium dihydrogen phosphate Chemical compound [NH4+].OP(O)([O-])=O LFVGISIMTYGQHF-UHFFFAOYSA-N 0.000 description 1
- 229910000387 ammonium dihydrogen phosphate Inorganic materials 0.000 description 1
- 235000019826 ammonium polyphosphate Nutrition 0.000 description 1
- 229920001276 ammonium polyphosphate Polymers 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 230000001458 anti-acid effect Effects 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 229940072107 ascorbate Drugs 0.000 description 1
- 235000010323 ascorbic acid Nutrition 0.000 description 1
- 239000011668 ascorbic acid Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- DWSWCPPGLRSPIT-UHFFFAOYSA-N benzo[c][2,1]benzoxaphosphinin-6-ium 6-oxide Chemical compound C1=CC=C2[P+](=O)OC3=CC=CC=C3C2=C1 DWSWCPPGLRSPIT-UHFFFAOYSA-N 0.000 description 1
- RFVHVYKVRGKLNK-UHFFFAOYSA-N bis(4-methoxyphenyl)methanone Chemical compound C1=CC(OC)=CC=C1C(=O)C1=CC=C(OC)C=C1 RFVHVYKVRGKLNK-UHFFFAOYSA-N 0.000 description 1
- 229910001593 boehmite Inorganic materials 0.000 description 1
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 1
- 239000000920 calcium hydroxide Substances 0.000 description 1
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 1
- 229940064002 calcium hypophosphite Drugs 0.000 description 1
- 229910001382 calcium hypophosphite Inorganic materials 0.000 description 1
- BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 description 1
- 239000000292 calcium oxide Substances 0.000 description 1
- ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 235000009508 confectionery Nutrition 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- MNNHAPBLZZVQHP-UHFFFAOYSA-N diammonium hydrogen phosphate Chemical compound [NH4+].[NH4+].OP([O-])([O-])=O MNNHAPBLZZVQHP-UHFFFAOYSA-N 0.000 description 1
- QGBSISYHAICWAH-UHFFFAOYSA-N dicyandiamide Chemical compound NC(N)=NC#N QGBSISYHAICWAH-UHFFFAOYSA-N 0.000 description 1
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 description 1
- ZIWYFFIJXBGVMZ-UHFFFAOYSA-N dioxotin hydrate Chemical compound O.O=[Sn]=O ZIWYFFIJXBGVMZ-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 150000004675 formic acid derivatives Chemical class 0.000 description 1
- 230000004927 fusion Effects 0.000 description 1
- VPVSTMAPERLKKM-UHFFFAOYSA-N glycoluril Chemical compound N1C(=O)NC2NC(=O)NC21 VPVSTMAPERLKKM-UHFFFAOYSA-N 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 235000012907 honey Nutrition 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 238000001027 hydrothermal synthesis Methods 0.000 description 1
- FAHBNUUHRFUEAI-UHFFFAOYSA-M hydroxidooxidoaluminium Chemical compound O[Al]=O FAHBNUUHRFUEAI-UHFFFAOYSA-M 0.000 description 1
- 150000002484 inorganic compounds Chemical class 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 1
- 239000000347 magnesium hydroxide Substances 0.000 description 1
- 229910001862 magnesium hydroxide Inorganic materials 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- IPJKJLXEVHOKSE-UHFFFAOYSA-L manganese dihydroxide Chemical compound [OH-].[OH-].[Mn+2] IPJKJLXEVHOKSE-UHFFFAOYSA-L 0.000 description 1
- ZQKXQUJXLSSJCH-UHFFFAOYSA-N melamine cyanurate Chemical compound NC1=NC(N)=NC(N)=N1.O=C1NC(=O)NC(=O)N1 ZQKXQUJXLSSJCH-UHFFFAOYSA-N 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- 235000019837 monoammonium phosphate Nutrition 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- RZTDESRVPFKCBH-UHFFFAOYSA-N p-Tol-Tol-p Natural products C1=CC(C)=CC=C1C1=CC=C(C)C=C1 RZTDESRVPFKCBH-UHFFFAOYSA-N 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- ACVYVLVWPXVTIT-UHFFFAOYSA-M phosphinate Chemical compound [O-][PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-M 0.000 description 1
- XZTOTRSSGPPNTB-UHFFFAOYSA-N phosphono dihydrogen phosphate;1,3,5-triazine-2,4,6-triamine Chemical class NC1=NC(N)=NC(N)=N1.OP(O)(=O)OP(O)(O)=O XZTOTRSSGPPNTB-UHFFFAOYSA-N 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000001205 polyphosphate Substances 0.000 description 1
- 235000011176 polyphosphates Nutrition 0.000 description 1
- 229920000137 polyphosphoric acid Polymers 0.000 description 1
- 238000012805 post-processing Methods 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- MWNQXXOSWHCCOZ-UHFFFAOYSA-L sodium;oxido carbonate Chemical compound [Na+].[O-]OC([O-])=O MWNQXXOSWHCCOZ-UHFFFAOYSA-L 0.000 description 1
- 239000011343 solid material Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000012747 synergistic agent Substances 0.000 description 1
- CNALVHVMBXLLIY-IUCAKERBSA-N tert-butyl n-[(3s,5s)-5-methylpiperidin-3-yl]carbamate Chemical compound C[C@@H]1CNC[C@@H](NC(=O)OC(C)(C)C)C1 CNALVHVMBXLLIY-IUCAKERBSA-N 0.000 description 1
- XOLBLPGZBRYERU-UHFFFAOYSA-N tin dioxide Chemical compound O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 description 1
- 229910001887 tin oxide Inorganic materials 0.000 description 1
- NCPXQVVMIXIKTN-UHFFFAOYSA-N trisodium;phosphite Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])[O-] NCPXQVVMIXIKTN-UHFFFAOYSA-N 0.000 description 1
- BIKXLKXABVUSMH-UHFFFAOYSA-N trizinc;diborate Chemical compound [Zn+2].[Zn+2].[Zn+2].[O-]B([O-])[O-].[O-]B([O-])[O-] BIKXLKXABVUSMH-UHFFFAOYSA-N 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- UGZADUVQMDAIAO-UHFFFAOYSA-L zinc hydroxide Chemical compound [OH-].[OH-].[Zn+2] UGZADUVQMDAIAO-UHFFFAOYSA-L 0.000 description 1
- 229910021511 zinc hydroxide Inorganic materials 0.000 description 1
- 229940007718 zinc hydroxide Drugs 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- XSMMCTCMFDWXIX-UHFFFAOYSA-N zinc silicate Chemical compound [Zn+2].[O-][Si]([O-])=O XSMMCTCMFDWXIX-UHFFFAOYSA-N 0.000 description 1
- 235000019352 zinc silicate Nutrition 0.000 description 1
- BNEMLSQAJOPTGK-UHFFFAOYSA-N zinc;dioxido(oxo)tin Chemical compound [Zn+2].[O-][Sn]([O-])=O BNEMLSQAJOPTGK-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
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- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
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- C07F9/4808—Phosphonous acids [RP(OH)2] including [RHP(=O)(OH)]; Thiophosphonous acids including [RP(SH)2], [RHP(=S)(SH)]; Derivatives thereof the acid moiety containing a substituent or structure which is considered as characteristic
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Abstract
The invention discloses a kind of organic phosphorous acid aluminium, and structural formula such as following formula (I) is shown, in formula, R is selected from the straight chain fatty saturated hydrocarbyl that carbon number is 1~6, carbon number is 1~6 straight chain fatty unsaturated alkyl or aromatic radical.The invention discloses a kind of new organic phosphorous acid aluminium, has excellent heat endurance, can be used as fire retarding synergist, with flame-retardant system of the fire retardant compounding as high molecular material.
Description
Technical field
The present invention relates to the technical field of fire retardant, and in particular to a kind of organic phosphorous acid aluminium and preparation method thereof and should
With.
Background technology
Aluminium phosphite is a kind of inorganic compound, chemical formula Al2(HPO3)3, structural formula is：
The compound has relatively low water solubility, and higher heat decomposition temperature, can cooperate with diethyl hypo-aluminum orthophosphate, tool
There are preferable anti-flammability and heat endurance, and resistance to migration precipitation, in more engineering plastics applied to fiberglass reinforced.But due to Asia
Aluminum phosphate belongs to inorganic matter, it is slightly poor with the compatibility of the high molecular material with organic attribute, can reduce the mechanical property of material
Energy.
In order to improve the compatibility with high molecular material, there is research to be directed to preparing organophosphor aluminium compound, such as publication number
A kind of organic aluminum phosphate fire retardant is disclosed in Chinese patent literature for 102086401 A of CN, is formed as C6H18O9P3Al, point
Subformula is as follows：
Though the organic aluminum phosphate fire retardant has preferable compatibility with high molecular material, since there are ester group, its point
It is relatively low to solve temperature, is not suitable for needing the application of the engineering plastics of high temperature process.
At present, solids in order to obtain, the preparation of aluminium phosphite is mostly by hydro-thermal method, passes through prolonged high temperature and pressure
Lower reactive crystallization and prepare, and also need to react added with machine template, the preparation method efficiency is low.
And the organic aluminum phosphate fire retardant is also disclosed that in the Chinese patent literature of 102086401 A of Publication No. CN
Preparation method, concretely comprise the following steps：
1) aqueous solution of A, dimethyl methyl phosphonate and equimolar alkali react 1~10h under 1~100 degree Celsius of room temperature,
The sodium salt of methyl methylphosphonic acid or the aqueous solution of sylvite is made；
Or B, the aqueous solution of MMP and equimolar alkali reacted at room temperature into 1~10h, the sodium salt of methyl methylphosphonic acid is made
Or the aqueous solution of sylvite；
2) sodium salt of methyl methylphosphonic acid or the aqueous solution of sylvite that are prepared by step (1) are added drop-wise to aluminum sulfate aqueous solution
In, strong stirring, reacts 7~144h in room temperature~200 degree Celsius；Then, reaction mixture is cooled to room temperature, filter, wash,
Target product is obtained after drying.
The above-mentioned method for preparing organophosphor aluminium is prepared as gel, and non-solid, and low production efficiency.Therefore,
Urgently develop a kind of preparation method of organic phosphorous acid aluminium.
The content of the invention
The invention discloses a kind of new organic phosphorous acid aluminium, has excellent heat endurance, can be used as fire-retardant synergistic
Agent, with flame-retardant system of the fire retardant compounding as high molecular material.
Concrete technical scheme is：
A kind of organic phosphorous acid aluminium, shown in structural formula such as following formula (I)：
In formula, R be selected from carbon number be 1~6 straight chain fatty saturated hydrocarbyl, carbon number be 1~6 straight chain fatty unsaturated alkyl
Or aromatic radical.
In order to improve the compatibility with high molecular material, and there is similar molecular structure with aluminium phosphite, the present invention carries
A kind of organic phosphorous acid aluminium with above-mentioned molecular structure, the difference of the molecular structure of the compound and inorganic aluminium phosphite are gone out
It is that phosphorus hydrogen bond is substituted by phosphorus alkyl bond.
Fire retarding synergist, it is necessary to itself do not possess flame retardant activity, but the efficiency of fire retardant can be greatly improved.In general, resistance
Synergist is fired together with fire retardant and other polymeric additives by mediating and extruding and treating the mixed with polymers of flame retardant treatment.
The process carries out at high temperature, and the polymer exists and can be with notable in the short time in molten form at such a temperature
More than 320 DEG C.Fire retarding synergist must be resistant to the temperature without decomposing.Surprisingly, it has been found that the present invention's is organic phosphorous
Sour aluminium has the heat endurance of higher than inorganic aluminium phosphite.
Further preferably, the R is selected from methyl or ethyl.The molecular weight of R group is smaller, and phosphorus content is higher, to fire-retardant
It is more favourable.
The invention discloses the preparation method of the organic phosphorous acid aluminium, step are as follows：
(1) using organic phosphite as raw material, organic phosphorous acid is obtained after hydrolyzed under acidic conditions；
(2) organic phosphorous acid prepared by step (1) is mixed with aluminum contained compound, under acid condition, aqueous medium, 0~
After 300 DEG C of reactions, then post-treated obtain the organic phosphorous acid aluminium.
, can be by forming acid condition after acidic materials are mixed with water in step (1), the acidic materials include
Phosphoric acid etc..
Preferably, the organic phosphite is selected from methyl-phosphoric acid dimethyl ester, ethyl phosphonic acid dimethyl ester, phosphenylic acid
Dimethyl ester；The hydrolysis carries out at 150~180 DEG C.
Preferably, in step (2), the aluminum contained compound is selected from metallic aluminium, aluminium alloy, the oxide of aluminium, aluminium
Peroxide, the hydroxide of aluminium or aluminium salt；The aluminium salt is aluminium salt of the vapour pressure than the anion of organic phosphorous acid higher,
Carbonate, percarbonate, formates, acetate, propionate, stearate, lactate, ascorbate, oxalic acid including aluminium
At least one of salt.
Preferably, the organic phosphorous acid and the molar ratio of aluminum contained compound are 3:2；The organic phosphorous acid with
The molar ratio of water is 1:2.
In step (2), the reaction temperature is more preferably 50~170 DEG C, the reaction time be preferably 1min~
100h, reaction pressure are preferably 10Pa~10MPa.
Preferably, in step (2), the post processing is specially：
Suspension after reaction is filtered, washed and dried, then is crushed to certain particle diameter.
The core of this preparation process is the reaction of organic phosphorous acid and aluminum contained compound, which can be in reaction under high pressure
In kettle, or carried out in kneader.
Exemplified by reacting and be carried out in kneader：
The ability input of the kneader is preferably 0.083~10KW/m3, more preferably 0.33~1.65KW/m3；
Reaction process can be preset aluminum contained compound and metered organic phosphorous acid or metered at the same time
Aluminum contained compound and organic phosphorous acid, further preferably using the latter.
Product prepared by reaction can solidify, it is preferred to use multistage operator scheme：In reactor (kneader, mixing
Device, rotating cylinder) in carry out pre-reaction formed solid material, grinding (such as grinding machine, kneader, have grinding inside components rotating cylinder)
Follow-up temperature adjustment is carried out in the reactor.Whole reaction can be implemented in the device of heating.
Reaction raw materials organic phosphorous acid and aluminum contained compound are mixed with the metered reaction for starting reaction of default ratio
In thing, preferably, the weight ratio for the reaction mixture and new material for starting reaction is 1:100 to 80:20, preferably 30:70 to
70:30。
The organic phosphorous acid aluminium prepared through the above method, particle diameter are 0.1~1000 μm, in water solubility for 0.01~
10g/L, heap density are 80~800g/L, and residual moisture is 0.1~5%.
The invention also discloses the application of the organic phosphorous acid aluminium, as fire retardant or fire retarding synergist, it is used for,
Including：
Varnish or foamed coating it is fire-retardant；
Timber or containing cellulose product it is fire-retardant；
It is used to prepare flame-retardant polymer moulding material, flame-retardant polymer films, flame-retardant polymer fiber.
Preferably, the flame-retardant polymer moulding material, flame-retardant polymer films, flame-retardant polymer fiber, gross weight
In terms of 100%, raw material composition includes：
Further preferably, the flame-retardant polymer moulding material, flame-retardant polymer films, flame-retardant polymer fiber, gross weight
In terms of 100%, raw material composition includes amount：
The flame-retardant system includes：
Organic phosphorous acid aluminium 0.1~50%；
Fire retardant 50~99.9%.
The fire retardant is selected from dialkyl hypophosphorous acid and/or its salt；The condensation product and/or melamine of melamine
With the reaction product of phosphoric acid and/or the reaction product of the condensation product of melamine and polyphosphoric acid or its mixture；Nitrogenous phosphoric acid
Salt；Benzoguanamine, three (ethoxy) isocyanuric acid esters, allantoin, glycoluril, melamine, melamine cyanurate, dicyandiamide
And/or guanidine；Magnesia, calcium oxide, aluminium oxide, zinc oxide, manganese oxide, tin oxide, aluminium hydroxide, boehmite, two hydrotalcites, water
Bovite, magnesium hydroxide, calcium hydroxide, zinc hydroxide, tin oxide hydrate, manganous hydroxide, zinc borate, zinc silicate and/
Or zinc stannate；
Or：Melam, melem, sweet grand, two melamine pyrophosphates, melamine polyphosphate, melam Quadrafos, honey are grand
Quadrafos and/or melem Quadrafos and/or their mixing polysalt and/or for ammonium hydrogen phosphate, ammonium dihydrogen phosphate and/or
Ammonium polyphosphate；
Or：Hypo-aluminum orthophosphate, zinc hypophosphite, calcium hypophosphite, sodium phosphite, single phenyl hypophosphorous acid and its salt, dialkyl group time phosphorus
Acid and its salt and mixture, 2- carboxyethyl alkyl hypophosphorous acid and its salt of monoalkyl hypophosphorous acid and its salt, 2- carboxyethyl methylphosphinates time
Phosphoric acid and its salt, 2- carboxyethyl aryl hypophosphorous acid and its salt, 2- carboxyethyl phenyls hypophosphorous acid and its salt, DOPO and its salt and to benzene
Adduct or one on quinone be antiacid and its salt.
Further preferably, the organic phosphorous acid aluminium is compounded with diethyl hypo-aluminum orthophosphate, applied to fiberglass reinforced engineering
In plastics, including various nylon and polyester base material.
When in organic phosphorous acid aluminium and diethyl hypo-aluminum orthophosphate compounding flame retardant application fiberglass reinforced engineering plastics, it is necessary to
It is scattered by the high-temperature fusion of double screw extruder, mixing.
Compared with prior art, the invention has the advantages that：
It is good with the compatibility of high molecular material the present invention provides a kind of new organic phosphorous acid aluminium, and with excellent
Heat endurance, initial decomposition temperature be not less than 340 DEG C；Fire retarding synergist can be used as, is used as macromolecule material with fire retardant compounding
The flame-retardant system of material.
Embodiment
Embodiment 1
(1) preparation of methyl acid phosphate
600g methyl-phosphoric acid dimethyl esters (DMMP), 120g phosphoric acid, 280g water hydrolyzed at 165 DEG C -175 DEG C 5 it is small when, obtain
The methyl acid phosphate of 474g concentration 98%.
(2) preparation of methylisothiouronium methylphosphite aluminium
252g aluminium hydroxides are preset in kneader.474g methyl acid phosphates are added batch-wise thereto under agitation
(98%).Reaction automatically begins to while heat release and subsequent reactions is carried out at 150 DEG C.The reaction was continued at 150 DEG C
2.5h。
After tested, product includes methylisothiouronium methylphosphite aluminium and the unreacted methyl acid phosphate of 0.25wt%.Yield is 98.8%,
340 DEG C of the initial decomposition temperature of product.
Energy spectrum analysis is carried out to product, the results are shown in Table 1 for elemental analysis.
Table 1
| Element | Wt% |
| C K | 11.2 |
| O K | 43.7 |
| Al K | 16.9 |
| P K | 28.2 |
Each element content and theoretical amount are very close to showing that prepared compound is methylisothiouronium methylphosphite calorize in table 1
Compound.
Embodiment 2
(1) preparation of ethyl phosphonic acid
675g ethyl phosphonic acids dimethyl ester (DMEP), 135g phosphoric acid, 315g water hydrolyzed at 165 DEG C -175 DEG C 5 it is small when, obtain
The ethyl phosphonic acid of 533g concentration 98%.
(2) preparation of ethyl phosphorous acid aluminium
252g aluminium hydroxides are preset in kneader.533g ethyl phosphonic acids are added batch-wise thereto under agitation
(98%).Reaction automatically begins to while heat release and subsequent reactions is carried out at 150 DEG C.The reaction was continued at 150 DEG C
2.5h。
After tested, product includes ethyl phosphorous acid aluminium and the unreacted ethyl phosphonic acid of 0.27wt%.Yield is 98.1%,
342 DEG C of the initial decomposition temperature of product.
Energy spectrum analysis is carried out to product, the results are shown in Table 2 for elemental analysis.
Table 2
| Element | Wt% |
| C K | 19.4 |
| O K | 39.8 |
| Al K | 15.2 |
| P K | 25.6 |
Each element content and theoretical amount are very close to showing that prepared compound is ethyl phosphorous acid calorize in table 2
Compound.
Embodiment 3
(1) preparation of phosphenylic acid
932g phosphenylic acids dimethyl ester (DMBP), 186g phosphoric acid, 435g water hydrolyzed at 165 DEG C -175 DEG C 5 it is small when, obtain
The phosphenylic acid of 737g concentration 98%.
(2) preparation of phenylphosphonous acid aluminium
252g aluminium hydroxides are preset in kneader.737g phosphenylic acids are added batch-wise thereto under agitation
(98%).Reaction automatically begins to while heat release and subsequent reactions is carried out at 150 DEG C.The reaction was continued at 150 DEG C
2.5h。
After tested, product includes phenylphosphonous acid aluminium and the unreacted phosphenylic acid of 0.3wt%.Yield is 98.0%, production
345 DEG C of the initial decomposition temperature of thing.
Energy spectrum analysis is carried out to product, the results are shown in Table 3 for elemental analysis.
Table 3
| Element | Wt% |
| C K | 42.0 |
| O K | 28.8 |
| Al K | 10.2 |
| P K | 19.0 |
Each element content and theoretical amount are very close to showing that prepared compound is phenylphosphonous acid calorize in table 3
Compound.
Comparative example
Inorganic aluminium phosphite, 320 DEG C of initial decomposition temperature.
Application examples 1
Using the nylon66 fiber of 50wt%, the glass of 30wt%, methyl acid phosphate aluminium prepared by the embodiment 1 of 3.8wt% and
16.2wt% diethyl hypo-aluminum orthophosphate (LFR8003, Jiangsu Li Side new materials Co., Ltd), is made according to existing preparation method
Flame-retardant Glass Fiber Reinforced Pa 66, and sample preparation test fire resistance, material is fire-retardant to reach UL94V0 (1.6mm).
Application examples 2
Using the PBT of 50wt%, the glass of 30wt%, methyl acid phosphate aluminium prepared by the embodiment 1 of 3.8wt% and
16.2wt% diethyl hypo-aluminum orthophosphate (LFR8003, Jiangsu Li Side new materials Co., Ltd), is made according to the regulae generales
Flame-proof glass fibre strengthens PBT, and sample preparation test fire resistance, and material is fire-retardant to reach UL94 V0 (1.6mm).
Claims (10)
1. a kind of organic phosphorous acid aluminium, it is characterised in that shown in structural formula such as following formula (I)：
In formula, R is selected from the straight chain fatty saturated hydrocarbyl that carbon number is 1~6, carbon number is 1~6 straight chain fatty unsaturated alkyl or virtue
Perfume base.
2. organic phosphorous acid aluminium according to claim 1, it is characterised in that the organic phosphorous acid aluminium, particle diameter 0.1
~1000 μm, solubility is 0.01~10g/L in water, and heap density is 80~800g/L, and residual moisture is 0.1~5%.
3. a kind of preparation method of organic phosphorous acid aluminium according to claims 1 to 2, it is characterised in that step is as follows：
(1) using organic phosphite as raw material, organic phosphorous acid is obtained after hydrolyzed under acidic conditions；
(2) organic phosphorous acid prepared by step (1) is mixed with aluminum contained compound, under acid condition, aqueous medium, 0~300 DEG C
After reaction, then post-treated obtain the organic phosphorous acid aluminium.
4. the preparation method of organic phosphorous acid aluminium according to claim 3, it is characterised in that in step (1), described has
Machine phosphite ester is selected from methyl-phosphoric acid dimethyl ester, ethyl phosphonic acid dimethyl ester or phosphenylic acid dimethyl ester.
5. the preparation method of organic phosphorous acid aluminium according to claim 3, it is characterised in that in step (2), described contains
Aluminium compound is selected from metallic aluminium, aluminium alloy, the oxide of aluminium, the peroxide of aluminium, the hydroxide of aluminium or aluminium salt；
The organic phosphorous acid and the molar ratio of aluminum contained compound are 3:2；
The organic phosphorous acid and the molar ratio of water are 1:2.
6. the preparation method of organic phosphorous acid aluminium according to claim 3, it is characterised in that in step (2), after described
Processing is specially：
Suspension after reaction is filtered, washed and dried, then is crushed to certain particle diameter.
7. a kind of application of organic phosphorous acid aluminium according to claim 1 or 2, it is characterised in that as fire retardant or resistance
Synergist is fired, is used for,
Including：
Varnish or foamed coating it is fire-retardant；
Timber or containing cellulose product it is fire-retardant；
Prepare flame-retardant polymer moulding material, flame-retardant polymer films or flame-retardant polymer fiber.
8. the application of organic phosphorous acid aluminium according to claim 7, it is characterised in that the flame-retardant polymer mold member
Material, flame-retardant polymer films, flame-retardant polymer fiber, in terms of 100%, raw material composition includes gross weight：
9. the application of organic phosphorous acid aluminium according to claim 7, it is characterised in that the flame-retardant polymer mold member
Material, flame-retardant polymer films, flame-retardant polymer fiber, in terms of 100%, raw material composition includes gross weight：
The flame-retardant system includes：
Organic phosphorous acid aluminium 0.1~50%；
Fire retardant 50~99.9%.
10. the application of organic phosphorous acid aluminium according to claim 8 or claim 9, it is characterised in that the polymeric matrix choosing
From nylon or polyester.
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| CN112093786A (en) * | 2020-10-12 | 2020-12-18 | 江苏利思德新材料有限公司 | Poly/monophosphite diphosphite hydrogen salt compound and preparation and application thereof |
| CN113308023A (en) * | 2021-06-22 | 2021-08-27 | 四川省蜀爱新材料有限公司 | High-dispersion and organic-affinity aluminum phosphite flame retardant and preparation method thereof |
| CN114573868A (en) * | 2022-03-18 | 2022-06-03 | 江苏利思德新材料有限公司 | Aluminum phosphite-alkyl aluminum phosphite composite salt and preparation method and application thereof |
| CN114573868B (en) * | 2022-03-18 | 2023-02-03 | 江苏利思德新材料有限公司 | Aluminum phosphite-alkyl aluminum phosphite composite salt and preparation method and application thereof |
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