CN1178232A - 聚合物/过氧化氢配合物 - Google Patents
聚合物/过氧化氢配合物 Download PDFInfo
- Publication number
- CN1178232A CN1178232A CN 97119597 CN97119597A CN1178232A CN 1178232 A CN1178232 A CN 1178232A CN 97119597 CN97119597 CN 97119597 CN 97119597 A CN97119597 A CN 97119597A CN 1178232 A CN1178232 A CN 1178232A
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- Prior art keywords
- polymer complexes
- vinyl
- weight
- hydrogen peroxide
- component
- Prior art date
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- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical class OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 title claims abstract description 94
- 229920000642 polymer Polymers 0.000 title claims abstract description 68
- 239000000084 colloidal system Substances 0.000 claims abstract description 20
- 239000000203 mixture Substances 0.000 claims abstract description 15
- 229910052751 metal Inorganic materials 0.000 claims abstract description 14
- 239000002184 metal Substances 0.000 claims abstract description 14
- 239000003999 initiator Substances 0.000 claims abstract description 7
- 238000006243 chemical reaction Methods 0.000 claims abstract description 4
- 239000000126 substance Substances 0.000 claims description 43
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 claims description 27
- 229910052709 silver Inorganic materials 0.000 claims description 23
- 239000004332 silver Substances 0.000 claims description 21
- 239000003795 chemical substances by application Substances 0.000 claims description 19
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical group C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims description 14
- 238000002360 preparation method Methods 0.000 claims description 14
- 229920002554 vinyl polymer Polymers 0.000 claims description 12
- 230000001954 sterilising effect Effects 0.000 claims description 9
- 229920001519 homopolymer Polymers 0.000 claims description 8
- 239000000178 monomer Substances 0.000 claims description 8
- 238000004659 sterilization and disinfection Methods 0.000 claims description 7
- 229910052802 copper Inorganic materials 0.000 claims description 4
- 238000004132 cross linking Methods 0.000 claims description 4
- 230000002070 germicidal effect Effects 0.000 claims description 4
- 239000007788 liquid Substances 0.000 claims description 4
- GGCZERPQGJTIQP-UHFFFAOYSA-N sodium;9,10-dioxoanthracene-2-sulfonic acid Chemical compound [Na+].C1=CC=C2C(=O)C3=CC(S(=O)(=O)O)=CC=C3C(=O)C2=C1 GGCZERPQGJTIQP-UHFFFAOYSA-N 0.000 claims description 4
- 239000003814 drug Substances 0.000 claims description 3
- 229910052763 palladium Inorganic materials 0.000 claims description 3
- 229910052697 platinum Inorganic materials 0.000 claims description 3
- PBGPBHYPCGDFEZ-UHFFFAOYSA-N 1-ethenylpiperidin-2-one Chemical compound C=CN1CCCCC1=O PBGPBHYPCGDFEZ-UHFFFAOYSA-N 0.000 claims description 2
- ZMALNMQOXQXZRO-UHFFFAOYSA-N 4-ethenylmorpholin-3-one Chemical compound C=CN1CCOCC1=O ZMALNMQOXQXZRO-UHFFFAOYSA-N 0.000 claims description 2
- 239000000470 constituent Substances 0.000 claims description 2
- 229910052741 iridium Inorganic materials 0.000 claims description 2
- 239000008194 pharmaceutical composition Substances 0.000 claims description 2
- ZOBQALZBTHCSDX-UHFFFAOYSA-N 3-ethenyl-4H-1,3-oxazol-4-id-2-one Chemical compound C(=C)N1C(OC=[C-]1)=O ZOBQALZBTHCSDX-UHFFFAOYSA-N 0.000 claims 1
- 230000003796 beauty Effects 0.000 claims 1
- 238000007334 copolymerization reaction Methods 0.000 claims 1
- 229920003176 water-insoluble polymer Polymers 0.000 claims 1
- 150000003839 salts Chemical class 0.000 abstract description 4
- 230000000844 anti-bacterial effect Effects 0.000 abstract description 2
- 239000000645 desinfectant Substances 0.000 abstract description 2
- 230000009918 complex formation Effects 0.000 abstract 1
- 239000002537 cosmetic Substances 0.000 abstract 1
- -1 polyethylene Polymers 0.000 description 36
- 239000000243 solution Substances 0.000 description 24
- 238000001035 drying Methods 0.000 description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 16
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 14
- 238000000034 method Methods 0.000 description 13
- 239000000843 powder Substances 0.000 description 12
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 10
- 239000007921 spray Substances 0.000 description 9
- 125000000217 alkyl group Chemical group 0.000 description 8
- 239000007789 gas Substances 0.000 description 8
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 8
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 7
- 239000007864 aqueous solution Substances 0.000 description 7
- 229910052757 nitrogen Inorganic materials 0.000 description 7
- 238000006116 polymerization reaction Methods 0.000 description 7
- SQGYOTSLMSWVJD-UHFFFAOYSA-N silver(1+) nitrate Chemical compound [Ag+].[O-]N(=O)=O SQGYOTSLMSWVJD-UHFFFAOYSA-N 0.000 description 7
- 239000002904 solvent Substances 0.000 description 7
- 238000005507 spraying Methods 0.000 description 7
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 6
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 6
- 239000000499 gel Substances 0.000 description 6
- 229920001983 poloxamer Polymers 0.000 description 6
- OSSNTDFYBPYIEC-UHFFFAOYSA-N 1-ethenylimidazole Chemical compound C=CN1C=CN=C1 OSSNTDFYBPYIEC-UHFFFAOYSA-N 0.000 description 5
- 239000002253 acid Substances 0.000 description 5
- 150000001299 aldehydes Chemical class 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 5
- 238000000354 decomposition reaction Methods 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 150000002978 peroxides Chemical class 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical group C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 4
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 4
- BAPJBEWLBFYGME-UHFFFAOYSA-N acrylic acid methyl ester Natural products COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 4
- 239000013543 active substance Substances 0.000 description 4
- 150000003863 ammonium salts Chemical class 0.000 description 4
- 229910052728 basic metal Inorganic materials 0.000 description 4
- 150000003818 basic metals Chemical class 0.000 description 4
- 229920001577 copolymer Polymers 0.000 description 4
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 4
- 150000002500 ions Chemical class 0.000 description 4
- 239000002674 ointment Substances 0.000 description 4
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 4
- 229910001961 silver nitrate Inorganic materials 0.000 description 4
- 239000003206 sterilizing agent Substances 0.000 description 4
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 3
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 3
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 3
- 229910021607 Silver chloride Inorganic materials 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 229920002125 Sokalan® Polymers 0.000 description 3
- 229920002472 Starch Polymers 0.000 description 3
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 3
- 239000002585 base Substances 0.000 description 3
- 239000001913 cellulose Substances 0.000 description 3
- 229920002678 cellulose Polymers 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
- 239000010949 copper Substances 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 239000000428 dust Substances 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N ethyl acetate Substances CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 239000003595 mist Substances 0.000 description 3
- 230000007935 neutral effect Effects 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 3
- 239000001294 propane Substances 0.000 description 3
- 230000002829 reductive effect Effects 0.000 description 3
- HKZLPVFGJNLROG-UHFFFAOYSA-M silver monochloride Chemical compound [Cl-].[Ag+] HKZLPVFGJNLROG-UHFFFAOYSA-M 0.000 description 3
- 239000008107 starch Substances 0.000 description 3
- 235000019698 starch Nutrition 0.000 description 3
- PMBXCGGQNSVESQ-UHFFFAOYSA-N 1-Hexanethiol Chemical compound CCCCCCS PMBXCGGQNSVESQ-UHFFFAOYSA-N 0.000 description 2
- HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical compound C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 description 2
- KUDUQBURMYMBIJ-UHFFFAOYSA-N 2-prop-2-enoyloxyethyl prop-2-enoate Chemical compound C=CC(=O)OCCOC(=O)C=C KUDUQBURMYMBIJ-UHFFFAOYSA-N 0.000 description 2
- KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-vinylpyridine Chemical compound C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 description 2
- IJFXRHURBJZNAO-UHFFFAOYSA-N 3-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=CC(O)=C1 IJFXRHURBJZNAO-UHFFFAOYSA-N 0.000 description 2
- FJKROLUGYXJWQN-UHFFFAOYSA-N 4-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-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
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical class CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 2
- NBBJYMSMWIIQGU-UHFFFAOYSA-N Propionic aldehyde Chemical compound CCC=O NBBJYMSMWIIQGU-UHFFFAOYSA-N 0.000 description 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 2
- LCTONWCANYUPML-UHFFFAOYSA-N Pyruvic acid Chemical compound CC(=O)C(O)=O LCTONWCANYUPML-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 2
- 239000004141 Sodium laurylsulphate Substances 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- DOOTYTYQINUNNV-UHFFFAOYSA-N Triethyl citrate Chemical class CCOC(=O)CC(O)(C(=O)OCC)CC(=O)OCC DOOTYTYQINUNNV-UHFFFAOYSA-N 0.000 description 2
- 241000482268 Zea mays subsp. mays Species 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000004140 cleaning Methods 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 238000007906 compression Methods 0.000 description 2
- 230000006835 compression Effects 0.000 description 2
- 230000008021 deposition Effects 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- FJKIXWOMBXYWOQ-UHFFFAOYSA-N ethenoxyethane Chemical compound CCOC=C FJKIXWOMBXYWOQ-UHFFFAOYSA-N 0.000 description 2
- 238000007046 ethoxylation reaction Methods 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 239000006260 foam Substances 0.000 description 2
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 2
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 2
- 229910052737 gold Inorganic materials 0.000 description 2
- 239000010931 gold Substances 0.000 description 2
- 125000005843 halogen group Chemical group 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- LVHBHZANLOWSRM-UHFFFAOYSA-N itaconic acid Chemical compound OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 239000011505 plaster Substances 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- 150000003254 radicals Chemical class 0.000 description 2
- 229910052703 rhodium Inorganic materials 0.000 description 2
- 239000010948 rhodium Substances 0.000 description 2
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 2
- 239000012266 salt solution Substances 0.000 description 2
- 229920002545 silicone oil Polymers 0.000 description 2
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 2
- 230000006641 stabilisation Effects 0.000 description 2
- 238000011105 stabilization Methods 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 239000008399 tap water Substances 0.000 description 2
- 235000020679 tap water Nutrition 0.000 description 2
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 2
- 229940034610 toothpaste Drugs 0.000 description 2
- 239000000606 toothpaste Substances 0.000 description 2
- 235000013769 triethyl citrate Nutrition 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- DGVVWUTYPXICAM-UHFFFAOYSA-N β‐Mercaptoethanol Chemical compound OCCS DGVVWUTYPXICAM-UHFFFAOYSA-N 0.000 description 2
- JHPBZFOKBAGZBL-UHFFFAOYSA-N (3-hydroxy-2,2,4-trimethylpentyl) 2-methylprop-2-enoate Chemical compound CC(C)C(O)C(C)(C)COC(=O)C(C)=C JHPBZFOKBAGZBL-UHFFFAOYSA-N 0.000 description 1
- NNNLYDWXTKOQQX-UHFFFAOYSA-N 1,1-di(prop-2-enoyloxy)propyl prop-2-enoate Chemical compound C=CC(=O)OC(CC)(OC(=O)C=C)OC(=O)C=C NNNLYDWXTKOQQX-UHFFFAOYSA-N 0.000 description 1
- LUJRIRBQVSBUCP-UHFFFAOYSA-N 1,3-bis(ethenyl)imidazol-2-one Chemical compound C=CN1C=CN(C=C)C1=O LUJRIRBQVSBUCP-UHFFFAOYSA-N 0.000 description 1
- ZXSQEZNORDWBGZ-UHFFFAOYSA-N 1,3-dihydropyrrolo[2,3-b]pyridin-2-one Chemical compound C1=CN=C2NC(=O)CC2=C1 ZXSQEZNORDWBGZ-UHFFFAOYSA-N 0.000 description 1
- OZCMOJQQLBXBKI-UHFFFAOYSA-N 1-ethenoxy-2-methylpropane Chemical compound CC(C)COC=C OZCMOJQQLBXBKI-UHFFFAOYSA-N 0.000 description 1
- UZKWTJUDCOPSNM-UHFFFAOYSA-N 1-ethenoxybutane Chemical compound CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 description 1
- OVGRCEFMXPHEBL-UHFFFAOYSA-N 1-ethenoxypropane Chemical compound CCCOC=C OVGRCEFMXPHEBL-UHFFFAOYSA-N 0.000 description 1
- HFCLUHMYABQVOG-UHFFFAOYSA-N 1-ethenyl-2-ethylimidazole Chemical group CCC1=NC=CN1C=C HFCLUHMYABQVOG-UHFFFAOYSA-N 0.000 description 1
- HAWZITGJTUAVQW-UHFFFAOYSA-N 1-ethenyl-2-phenylimidazole Chemical compound C=CN1C=CN=C1C1=CC=CC=C1 HAWZITGJTUAVQW-UHFFFAOYSA-N 0.000 description 1
- RZRNAYUHWVFMIP-KTKRTIGZSA-N 1-oleoylglycerol Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(O)CO RZRNAYUHWVFMIP-KTKRTIGZSA-N 0.000 description 1
- VOBUAPTXJKMNCT-UHFFFAOYSA-N 1-prop-2-enoyloxyhexyl prop-2-enoate Chemical compound CCCCCC(OC(=O)C=C)OC(=O)C=C VOBUAPTXJKMNCT-UHFFFAOYSA-N 0.000 description 1
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2,2'-azo-bis-isobutyronitrile Substances N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 1
- UIAFKZKHHVMJGS-UHFFFAOYSA-N 2,4-dihydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1O UIAFKZKHHVMJGS-UHFFFAOYSA-N 0.000 description 1
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 1
- LIZVXGBYTGTTTI-UHFFFAOYSA-N 2-[(4-methylphenyl)sulfonylamino]-2-phenylacetic acid Chemical compound C1=CC(C)=CC=C1S(=O)(=O)NC(C(O)=O)C1=CC=CC=C1 LIZVXGBYTGTTTI-UHFFFAOYSA-N 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N 2-butenoic acid Chemical compound CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- PGYJSURPYAAOMM-UHFFFAOYSA-N 2-ethenoxy-2-methylpropane Chemical compound CC(C)(C)OC=C PGYJSURPYAAOMM-UHFFFAOYSA-N 0.000 description 1
- LZDXRPVSAKWYDH-UHFFFAOYSA-N 2-ethyl-2-(prop-2-enoxymethyl)propane-1,3-diol Chemical compound CCC(CO)(CO)COCC=C LZDXRPVSAKWYDH-UHFFFAOYSA-N 0.000 description 1
- XRXANEMIFVRKLN-UHFFFAOYSA-N 2-hydroperoxy-2-methylbutane Chemical compound CCC(C)(C)OO XRXANEMIFVRKLN-UHFFFAOYSA-N 0.000 description 1
- JKRDADVRIYVCCY-UHFFFAOYSA-N 2-hydroxyoctanoic acid Chemical compound CCCCCCC(O)C(O)=O JKRDADVRIYVCCY-UHFFFAOYSA-N 0.000 description 1
- RCEJCSULJQNRQQ-UHFFFAOYSA-N 2-methylbutanenitrile Chemical compound CCC(C)C#N RCEJCSULJQNRQQ-UHFFFAOYSA-N 0.000 description 1
- SDQVYUNYDAWYIK-UHFFFAOYSA-N 2-oxobut-3-enal Chemical compound C=CC(=O)C=O SDQVYUNYDAWYIK-UHFFFAOYSA-N 0.000 description 1
- QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical compound OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 description 1
- LOJHHQNEBFCTQK-UHFFFAOYSA-N 2-phenoxypropan-1-ol Chemical compound OCC(C)OC1=CC=CC=C1 LOJHHQNEBFCTQK-UHFFFAOYSA-N 0.000 description 1
- FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 description 1
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Abstract
聚合物配合物,包括过氧化氢、适于与过氧化氢形成配合物的聚合物和至少一种金属胶体和/或金属盐,其制备如所述,并用于杀菌组合物、消毒剂体系、美发组合物和作为化学反应的自由基引发剂。
Description
本发明涉及聚合物配合物,其中包括过氧化氢,适合与过氧化氢形成配合物的聚合物,和至少一种金属胶体和/或金属盐。
过氧化氢有许多商业上和工业上的用途,如作氧化剂和漂白剂、消毒剂、除臭剂,还可作为化学工艺过程如聚合作用的自由基引发剂(见Rmpp Chemie-Lexikon,9.Edition“过氧化氢(Wasserstoffperoxid)”和其中引证的文献)。它正变得越来越重要,尤其作为消毒剂,因为它对环境比卤代消毒剂更适宜。
然而,过氧化氢暴露在热或光或在杂质如灰尘、各种金属盐和碱性物质存在下会有显著的分解。虽然对许多应用来讲分解是适宜的,但是由于过氧化氢含量降低,其储存期限和有效性是有限的。
除了由传统的稳定剂如硅酸盐、磷酸盐、凝胶、糊精和配位剂起到稳定作用,关于由金属胶体溶液尤其是银胶体对过氧化氢的稳定作用已有过描述(DE-A 3 620 609,EP-B 596 908)。
过氧化氢也可以以与聚合物优选聚乙烯基吡咯烷酮形成配合物的形式得到稳定。在例如US-A 3376110,US-A 3480557,US-A5077047,US-A 5108 742,WO-A 91/07184和WO-A 92/17158中描述了这种类型的配合物。通常这些配合物是易于贮运的稳定粉末,可被加入到大量的配方组份中。过氧化氢向周围介质释放的速率取决于过氧化氢和聚合载体的结合强度。相比之下,过氧化氢显示其化学作用的速率取决于存在于介质中的分解催化剂(灰尘粒子、碱性杂质、微量金属)。
进一步了解到,聚乙烯基吡咯烷酮作为保护聚合物被用于金属胶体溶液,例如铜、银(Hirai等,大分子化学(Makromol.Chem.)RapidCommun.5(1984)381),钯、金、铑或铂的胶体溶液。Esumi等人描述了在乙烯醇和N-乙烯基吡咯烷酮(应用聚合物科学杂志(J.Appl.Polym.Sci.)44(1992)1003)或聚乙烯基吡咯烷酮均聚物(Hirai等,大分子科学化学杂志(J.Macromol.Sci.Chem.)A13(1979)633)存在下,胶体银溶液的制备。Wang等人也描述了双金属胶体,尤其用作催化剂(聚合物简报(Polymer Bulletin),25(1991)139)。
进一步了解到银盐形式的银离子是毒理学上可接受的带有宽作用范围的消毒剂。因此,用Credé′s方法(眼淋病的预防),当婴儿刚刚出生后,将1%浓度硝酸银溶液加入到婴儿结膜液袋中。
本发明的目的不仅要控制过氧化氢从这些配合物中的释放,还要控制其分解。还期望配合物有一个宽的作用范围。
我们发现这一目的由聚合物和过氧化氢结合,一种金属胶体或金属盐又和聚合物结合来实现。
因此本发明涉及聚合物配合物,其中包括:
a)过氧化氢,
b)适合与过氧化氢形成配合物的一种聚合物,
c)至少一种金属胶体和/或金属盐,
其中组分a)和b)形成配合物。
本发明进一步涉及生产这些聚合物配合物的方法。
C1-Cn烷基在下文意指有1到n个碳原子的直链、支链或环烷基。例如甲基、乙基、正丙基、异丙基、正丁基、2-丁基、异丁基、叔丁基、正己基、2-己基、2-乙基己基或正癸基、环戊基或环己基。C1-Cn亚烷基指的是直链或支链亚烷基单元,如亚甲基,1,2-亚乙基、亚乙基、1,1-、1,2-、1,3-、2,2-亚丙基、1,1-、1,2-、1,3-、1,4-、2,2-、2,3-亚丁基。芳基是未取代的或被1到3个C1-C4烷基或卤原子取代的苯基或萘基。
组分b)优选一或多种N-乙烯基内酰胺的均聚物或共聚物。优选的N-乙烯基内酰胺是N-乙烯基吡咯烷酮、N-乙烯基哌啶酮、N-乙烯基己内酰胺、N-乙烯基-3-吗啉酮、N-乙烯基-4-噁唑烷和它们的混合物。尤其适宜的共聚单体是N-乙烯基杂环,如乙烯基吡啶或乙烯基咪唑,其可带一或多个C1-C4烷基或苯基。可提到的例子是:N-乙烯基咪唑和2-甲基-1-乙烯基咪唑、4-甲基-1-乙烯基咪唑、5-甲基-1-乙烯基咪唑、2-乙基-1-乙烯基咪唑、2-丙基-1-乙烯基咪唑、2-异丙基-1-乙烯基咪唑、2-苯基-1-乙烯基咪唑、2-乙烯基吡啶、4-乙烯基吡啶和2-甲基-5-乙烯基吡啶。此外可使用C1-C8烷基乙烯基醚,如甲基乙烯基醚、乙基乙烯基醚、正丙基乙烯基醚、异丙基乙烯基醚、正丁基乙烯基醚、异丁基乙烯基醚、叔丁基乙烯基醚、2-乙基己基乙烯基醚、C1-C10烷基或C6-C10芳基羧酸乙烯基酯,如乙酸乙烯酯、丙酸乙烯酯、丁酸乙烯酯、己酸乙烯酯、2-乙基己酸乙烯酯、癸酸乙烯酯、月桂酸乙烯酯、硬脂酸乙烯酯或苯甲酸乙烯酯。适合的还有丙烯酸或甲基丙烯酸与C1-C12链烷醇,优选C1-C4链烷醇的酯。其中的例子是(甲基)丙烯酸甲酯、(甲基)丙烯酸乙酯、(甲基)丙烯酸正丁酯。还可能的共聚单体是共轭的C4-C8二烯类,如丁二烯或异戊二烯,乙烯基芳族化合物如苯乙烯、α-甲基苯乙烯或乙烯基甲苯和阳离子改性的乙烯基单体。后者的例子是带有下式氨基醇的单烯属不饱和的C3-C5羧酸酯,
其中R是C2-C5亚烷基,R1、R2、R3各自独立地是H、CH3、C2H5、C3H7,X是阴离子。还适合的是由下式胺衍生的这些羧酸的酰胺,
通式(II)中的取代基和X与通式(I)中的有相同的含义。适合的羧酸的例子是丙烯酸、甲基丙烯酸、巴豆酸、马来酸(酐)、富马酸和衣康酸。适合的阳离子改性的乙烯基单体还有N-乙烯基咪唑和1-乙烯基-2-甲基咪唑的盐或季铵化产物。
适用于本发明聚合物配合物的聚合物含有上述N-乙烯基内酰胺的量为多于20%重量,优选30~99%,尤其是35~80%,共聚单体含量直到80%重量,优选1~70%,尤其是20~65%,每种情况重量份数基于聚合物计。
这些聚合物还可包括交联单体,含量直到20%重量,优选直到5%,尤其是0.1~3%,每种情况均以聚合物为基计。通常合适的交联剂是在分子中有至少两个非共轭的烯属双键的化合物。其实例是N,N′-亚甲基双丙烯酰胺,聚二丙烯酸乙二醇酯和聚二(甲基丙烯酸)乙二醇酯、三丙烯酸三羟甲基丙烷酯、三(甲基丙烯酸)三羟甲基丙烷酯、二丙烯酸乙二醇酯、二丙烯酸丙二醇酯、二丙烯酸丁二醇酯、二丙烯酸己二醇酯、二(甲基丙烯酸)己二醇酯、环氧乙烷和环氧丙烷嵌段共聚物的二丙烯酸酯和二(甲基丙烯酸酯),用丙烯酸或甲基丙烯酸酯化两次或三次的多元醇如丙三醇或季戊四醇,三烯丙基胺,四烯丙基乙二胺、三羟甲基丙烷二烯丙基醚、季戊四醇三烯丙基醚、N,N′-二乙烯基亚乙基脲和/或N,N′-二乙烯基亚丙基脲。适合的还有二乙烯基芳香族化合物,如二乙烯基苯,以及二环戊二烯、(甲基)丙烯酸乙烯酯、乙烯基降冰片烯、(甲基)丙烯酸三环癸烯酯。
在优选的具体实施形式中,应用的是水溶聚合物。“水溶”这里指本发明所用聚合物在20℃、100克水中有至少0.5克的溶解度,优选至少2克,特别是至少5克。此种情况优选的共聚单体是乙酸乙烯酯、丙酸乙烯酯、丙烯酸甲酯、丙烯酸乙酯、丙烯酸正丙酯、丙烯酸正丁酯、甲基丙烯酸甲酯、甲基丙烯酸乙酯、丙烯腈、甲基丙烯腈和乙烯基咪唑。适合的有N-乙烯基内酰胺与另一种的共聚物。特别优选的是N-乙烯基吡咯烷酮和N-乙烯基己内酰胺,N-乙烯基吡咯烷酮和乙酸乙烯酯的共聚物,及N-乙烯基吡咯烷酮的均聚物。这些水溶性均聚物和共聚物的Fikentscher K值(见纤维素化学(Cellulose-Chemie)13(1932)48-64和71-94)范围是从10到110,优选20到100。
基于N-乙烯基内酰胺的水溶性聚合物的制备例如描述在DE-A22 18 935或早期申请P196 09 864.5中。更好地是在水或醇溶剂,如水、甲醇、乙醇、异丙醇或它们的混合物中由自由基溶液聚合制备。
特别适合的自由基聚合引发剂是那些在水溶液中适合自由基聚合的引发剂。特别适合的是脂肪族的或环脂族偶氮化合物,如2,2′-偶氮双异丁腈,2,2′-偶氮双(2-甲基丁腈),2,2′-偶氮双(2,4-二甲基戊腈),1,1′-偶氮双(1-环己烷腈),(2-氨基甲酰基偶氮)异丁腈,4,4′-偶氮双(4-氰基戊酸)和它的碱金属和铵盐,2,2′-偶氮双异丁酸二甲基酯,2,2′-偶氮双[2-(2-咪唑啉-2-基)丙烷],2,2′-偶氮双(2-脒丙烷)和所述后两种化合物的酸加合盐。适合作引发剂的还有过氧化氢,与合适的还原剂结合的氢过氧化物,以及过氧化盐。适合的氢过氧化物的例子是叔丁基氢过氧化物,叔戊基氢过氧化物,氢过氧化枯烯和氢过氧化蒎烷,每一种都和例如羟基甲烷亚磺酸的盐、二价铁盐或抗坏血酸相结合。适合的过氧化盐,尤其应为过氧化硫酸氢碱金属盐。所用引发剂的量范围为基于单体的0.02mol%到15mol%,优选0.05mol%到3mol%。
一般在中性pH值,范围从5~9条件下完成聚合反应。如果需要,可通过加入碱如氨或酸如盐酸或缓冲体系来调节或保持PH值。如果需要低分子量,反应也可以在控制聚合物分子量的化合物存在下进行。其实例是醛类如甲醛、乙醛、丙醛或烯丙基化合物如烯丙醇。也可能用包含有机键合结构形式的硫的调节剂。例如是丁硫醇、正己硫醇、正十二烷硫醇,水溶性化合物如亚硫酸氢盐、焦亚硫酸盐、巯基乙酸乙酯、半胱氨酸、2-巯基乙醇、巯基乙酸、3-巯基丙酸、硫甘油、硫二甘醇、硫脲或二甲亚砜。
最终的聚合物溶液通常固体含量范围在3到70%重量,优选30~60%。它们被用于本发明方法的形式是由聚合反应产生的形式,不需要进一步分离或处理,或通过沉淀或除去溶剂分离成干燥物质。
另一种优选的具体实施形式是应用不溶聚合物。这种类型的聚合物是在上述交联剂之一存在下由单体聚合得到的。但是聚合物也能接着由物理作用如辐射,或通过与可和存在于聚合物中的官能团反应的双或多官能团化合物进行化学反应而交联。然后聚合物变为不溶。这种类型的方法熟练工人很熟知并且文献中有记载。不溶聚合物特别优选的具体形式包括端聚物(Rmpp,Chemie-Lexikon,9 th Edition,″PopcornPolymerisate”及所引证的文献)。端聚物的制备例如描述在EP-A88964和EP-A 438713中。通常它们由单体的本体、溶液或沉淀聚合而制备,优选有少量交联剂存在(占单体重量的0.1~4%)。
本发明的聚合物配合物包含的金属组分c),优选是铜、银、金、铑、铱、钯或铂的金属盐或金属胶体。特别优选铜或银胶体,尤其特别优选银胶体。适合的银盐例如硝酸银、乙酸银、乳酸银、磷酸银、氯化银、溴化银、氢氧化银、碳酸银、氧化银、高碘酸银和氯化钠/氯化银配合物(Na[AgCl2])。例如通过用还原剂处理合适银盐的水溶液得到银胶体,还原剂如氢、抗坏血酸、核糖、葡萄糖、肼、醛或醇(见Rmpp,Chemie-Lexikon,9th Edition″Kolloide″)。本发明配合物包含过氧化氢的量优选是最终聚合物配合物重量的0.5~40%,特别优选5-23%,更特别优选6~15%。一般聚合物含量为55~99.5%重量,优选74~95%重量,特别优选83~94%重量。一般聚合物配合物中金属含量为0.001~5%重量,优选0.005~3%重量,特别优选0.01~2%重量。
本发明聚合物配合物根据所用聚合物性质和金属组分可用各种方法制备。当应用可溶聚合物时,喷雾干燥或喷雾造粒证明是适合的。这优先要求聚合物水溶液和过氧化氢溶液以及金属盐溶液或金属胶体分散体一起,用多元喷嘴喷雾干燥或造粒。溶液也可预先被混合。也可以用被金属盐或胶体稳定的过氧化氢溶液。另一种变化是,在聚合物存在下,金属胶体被所述还原剂中的一种从水溶液中沉积下来。文献中对在乙烯基吡咯烷酮聚合物存在下金属胶体的沉积已有报道,见上文。最终的分散体和过氧化氢溶液一起被喷雾干燥。在这种情况下也可能预先将溶液混合。通过在适合的溶剂优选水醇类或水溶剂中溶解聚合物制备聚合物溶液。由聚合作用产生的溶液也可直接应用。在本发明的方法中,以水溶液的形式应用过氧化氢的量为20~70%重量,优选30~60%。
熟练工人对喷雾干燥或喷雾造粒的方法很熟知。在此情况下也可允许在惯常设计的喷雾塔中制得固态聚合物配合物。所用干燥气体为惰性气体如氮,其和液滴一起逆流流经干燥塔,或优选顺流。通常塔入口处气体温度为60℃~180℃,优选100~160℃,塔出口处温度为40~100℃,优选60~90℃。通常压力范围从0.6~1.5巴,干燥优选在大气压力下进行。最终固体可以惯常方式从气体流中除去,如通过旋风分离器。结果产生自由流动粉,其残留溶剂含量低于最终聚合物配合物重量的7.5%。最终粉体的粒径一般从10~150μm,在喷雾造粒情况下可得到不超过450μm的粒径。
本发明配合物的另一种实施形式包括,在流化床中将N-乙烯基内酰胺聚合物的不溶态与金属盐溶液或金属胶体以及过氧化氢反应。同样地,金属组分可与过氧化氢溶液预先混合。
另一实施形式中,本发明配合物有一壳状结构。在适合的设备如涂层盘或流化床造粒器中,通过依次向固态载体中放入上述组分或其组合体可得到这种壳状结构。熟练工人一般也熟知这些方法。此固态载体包括无机氧化物,如二氧化钛、氧化铝、二氧化硅、硅酸盐、铝硅酸盐,有机载体材料如纤维素、淀粉、不溶聚合物,优选适于和过氧化氢形成配合物的那些,尤其基于聚乙烯基内酰胺的那些。最后提到的载体也可在本发明配合物制备中被用作组分b)。
在所述对于聚合物配合物粉末的条件下,在上述设备之一中,依所要求结构必须的次序,通过将组分a)和c)带或不带b)的溶液或悬浮液喷涂到载体上制得带有层状结构的本发明的聚合物配合物。如果适当这一方法可以重复进行,直到建立起所需的组分相对浓度。组分通过多元喷嘴同时或也可依一定次序被喷涂。
如果过氧化氢和金属的释放依赖于PH值,那么可将配合物与在特定PH值下溶解或膨胀的聚合物成泡剂(foam former)一起涂层。通过对这些成膜剂的合适选择,可以在酸性和碱性介质下进行释放。在带有壳状结构的配合物情况下,这种类型的成膜剂也可分成各个相互独立的层,以便活性物质,如在中性PH值下从第一层释放,在仅高于或低于一个特定PH值下从中间层释放。适合的聚合物成膜剂在医学技术中众所周知。其实例是羟丙基纤维素、羟丙基甲基纤维素、乙烯基吡咯烷酮/乙酸乙烯酯共聚物、乙酸邻苯二甲酸纤维素、邻苯二甲酸羟丙基甲基纤维素、紫胶、丙烯酸或甲基丙烯酸与(甲基)丙烯酸酯的共聚物,如丙烯酸乙酯和甲基丙烯酸的共聚物(如KollicoatMAE 30D或Eudragits)或二甲胺基甲基丙烯酸和中性甲基丙烯酸酯的共聚物。
本发明壳状配合物的优选实施形式有以下结构:-芯:聚合物b)和组分a);壳:聚合物b)和组分c);-芯:聚合物b)和组分a);壳1:聚合物成膜剂(见上文),壳2:聚合物b)和组分c);-芯:聚合物b)和组分c);壳1:聚合物成膜剂(见上文),壳2:聚合物b)和组分a)。
也可能是这样的壳状结构,其包含组分b)和组分a)和/或组分c)作为芯,聚合物成膜剂作为壳体。
在本发明聚合物配合物的制备中,无论作为聚合物粉末或作为壳状微粒,可以存在简化本发明聚合物配合物加工或加宽它们作用范围的另外组分。例如,在本发明配合物制备中可加入随后存留于配合物中的表面活性剂。在和细菌接触时,这些可增大有效的过氧化氢/金属/聚合物杀菌剂体系的作用,并作为增溶剂或湿润剂。合适的表面活性剂可以是阳离子、阴离子和非离子的。例如十二烷基硫酸钠、十二烷基三甲基溴化铵、二甲基烷基苄基氯化铵、多乙氧基醚脂肪酸酯和乙氧基化单、二和三烷基酚(EO度:3~50,烷基:C4~C9),乙氧基化脂肪醇(EO度:3~50,烷基:C8~C36),和硫酸烷基酯(烷基:C8~C12)的碱金属和铵盐、乙氧基化链烷醇(EO度:4~30,烷基:C12~C18)和乙氧基烷基苯酚(EO度:3~50,烷基:C4~C9)的硫酸单酯的碱金属和铵盐、烷基磺酸(烷基:C12~C18)和烷基芳基磺酸(烷基:C9~C18)的碱金属和铵盐。优选的乳化剂是十二烷基硫酸钠和多乙氧基醚脂肪酸酯。
用于增大本发明聚合物配合物作用范围的合适物质的例子是醛类和α-羟基羧酸。醛类如戊二醛和乙二醛。优选的α-羟基羧酸是药物上适宜局部给药的那些。例如乙醇酸、乳酸、羟基辛酸、苹果酸、丙酮酸和柠檬酸。适宜的还有羟基芳基羧酸,如水杨酸、3-羟基苯甲酸、4-羟基苯甲酸、2,4-二羟基苯甲酸、3,4-二羟基苯甲酸和3,5-二羟基苯甲酸。所述化合物在配合物中大概同样地与聚合物键合(见D.Horn et al.,药物科学杂志(J.Pharm.Sci.),71(1982)1021-1026)。
本发明配合物在室温下为固体,因此可稳定很长时间而没有过氧化氢的损失。过氧化氢、聚合载体和稳定的金属盐或胶体按照本发明应用形式的组合体将导致过氧化氢的缓慢释放和可控分解。在本发明配合物的杀菌作用方面,它们的优点超过卤化杀菌剂,如众所周知的碘/聚乙烯基吡咯烷酮配合物,它们是无色和无味的。而且卤素配合物刺激皮肤。和单纯的聚合物/过氧化氢配合物相比,它们的作用范围增大了,因为金属胶体和它们的离子也有宽范围的杀菌性质。
本发明配合物的杀菌作用准许有很多种用途。由于本发明配合物通常包括药学上可接受的原料,且对用于药物配方中的大多数组分来说它们是惰性的,因此在药物组合物中对它们的配方很少有限制。配方中所用组分是常规药学或美容载体和适合于所要求配方的辅助剂。能被应用的配方组分的例子是醇类,如乙醇、丙醇、异丙醇、苯氧基乙醇、1-苯氧基和2-苯氧基丙醇,多元醇类如丙二醇、乙二醇、丙三醇、或聚乙二醇,硅氧烷,脂肪酸的酯或甘油酯,如肉豆蔻异丙基酯、蜡酸三十烷基酯、棕榈酸十六烷基酯,棕榈酸、硬脂酸、亚油酸、亚麻酸或油酸的甘油酯,磷脂如脑磷脂或卵磷脂、淀粉、改性淀粉或碳氢化合物如凡士林或烷属烃。配方可进一步包含本身具有药学活性的组分,如所述的醛类和α-羟基羧酸类,或对于它们的制备必需的试剂,如所述表面活性剂。
本发明组合物主要是局部使用。本发明配合物能够配制成散粉、软膏、乳剂或凝胶,用于人体伤口处理或兽药或用于处理细菌引起的皮肤感染,如寻常痤疮。本发明配合物还适合调制成漱口药、牙膏或牙粉。其他局部配方是抗菌唇药膏、耳药水和阴道栓剂。本发明配合物也能配制成用于瘘处理体腔冲洗的溶液。当应用可溶配合物时,它们可和用于膏药的粘合剂一起被转变为薄膜。用此方法制得的膏药有贮藏杀菌作用。由于本发明聚合物配合物有杀菌和除臭的双重作用,所以它们也适合配制成身体护理组合物。由于本发明配合物以固体形式存在,用惯常方法把它们配成医疗用途没有困难。除了考虑和本发明配合物相容性之外,一般对配方组分没有限制。
本发明配合物可被制成乳剂、软膏或凝胶形式的化妆品,如用于头发的染色或脱色化妆品,和用于脱毛。也可用于洗发剂中,如用于治疗头屑,用于肥皂或喷粉中。
本发明配合物的另一用途在于对液体杀菌。因此本发明配合物的水不溶形式适于作为过滤器衬套用于对饮用水或饮料杀菌。也可用于游泳池的过滤体系。
本发明配合物的第三个用途是对物品的灭菌整理。因为聚合物配合物的溶解性可通过对共聚单体适当选择来取得,本发明聚合物配合物可被加入到各种各样的材料中,例如加入到涂料组合物、浸渍溶液或粘合剂分散体中。也可对光滑表面和纺织品或无纺布或乱纤维织物,或压缩的浆状材料进行灭菌处理。例如液体容器的衬里,如在饮用水体系中或在化学处理厕所盛尿容器中。也可应用本发明配合物对海绵皂、毛巾、服装、床用织物、网织品和其他幕帘进行灭菌处理。在医疗部门的一个可能用途是用本发明配合物对外科用手套、面罩、棉塞、垫或拭子进行整理。衬套整理,尤其对成人失禁或长期保键,手巾、运动鞋、浴室小地毯、头或颈靠的整理也是可能的。
本发明配合物还适合用在空气调节体系的过滤器中。本发明配合物与吸附剂和干燥剂结合可被用于玩赏物保键,如作为床上用品或放在支承架上的材料。
本发明配合物也可用作清洁剂和/或杀菌剂的组分。例如一方面家用清洁剂或杀菌剂,尤其用于医疗实践和医院,另一方面用于假牙清洁或洁齿齿架拉手的洗涤用组合物或平片体,或用于对接触透镜消毒的溶液。
本发明配合物的一个工业用途是作为自由基引发剂的作用,如用于聚合烯属不饱和聚合物。
下面的实施例是用来说明本发明,而不是限定它。实施例:聚合物/过氧化氢配合物的制备(实施例1~5)所用组分:-过氧化氢:用0.082%重量的胶体银稳定的50%浓度水溶液;Hungerbach GmbH,Morsdorf的商业产品。-聚乙烯基吡咯烷酮K30:由H.Fikentscher,纤维素化学(Cellulose-Chemie)13(1932)48,71的方法测定的K值为30;BASF的商品。-交联的聚乙烯基吡咯烷酮:Crospovidone,BASFAG的商品。-聚乙烯基己内酰胺:K值30-乙烯基咪唑/乙烯基吡咯烷酮共聚物(VI/VP=9∶1)
由下面方法制备:
9份N-乙烯基咪唑(VI),1份N-乙烯基吡咯烷酮(VP),0.3份N,N′-二乙烯基咪唑酮,100份水和0.1份氢氧化钠溶液(5%浓度)的混合物加入到带有搅拌器和回流冷凝器的设备中,和加入基于VI和/或VP的0.1份低溶胀性的交联聚合物,在氮气流中加热到70℃。在此温度下聚合进行6小时。沉淀聚合物用吸管过滤出来,用水充分洗涤并在60℃干燥。得到白色粒状产物,产率为96.5%。-丙烯酸乙酯/甲基丙烯酸共聚物(EA/MAA=1/1):
BASF AG的Kollicoat MAE30D。
分析
本发明聚合物配合物中的过氧化氢含量由高锰酸钾滴定法测定。
本发明聚合物配合物中的金属含量由原子吸收光谱测定。聚合物配合物中水含量由Karl-Fischer滴定法测定。
均聚物/过氧化氢/银配合物(实施例1~3)
实施例1(由喷雾干燥制备)
500克聚乙烯基吡咯烷酮K30、153克过氧化氢(用0.126克胶体银稳定的50%浓度水溶液)和1347克水的溶液在1.5巴压力下用两元喷嘴喷雾至干燥塔(D 900mm;H 1400mm)中。在1巴下且塔入口温度为160℃、塔出口温度为70℃,用氮气进行干燥。在旋流器中从气体流中除去所得粉末。最终粉末中过氧化物含量为12.9%重量,银含量为0.019%重量,水含量为3%重量。
实施例2(由喷雾干燥制备)
150克聚乙烯基吡咯烷酮和5.6克硝酸银溶解于500ml乙醇中并回流60分钟。接着加入60克25%浓度的过氧化氢水溶液。最终溶液如实施例1进行喷雾干燥。最终粉末中过氧化物含量为8%重量,银含量为1.9%重量,溶剂含量1%重量。
实施例3(由流化床干燥制备)
由流化床干燥制备是在一个底部被一多层孔板(板上放置一筛(筛格尺寸10~500μm))封闭和顶端被每隔15秒由压缩空气自由吹气的四个过滤袋封闭的造粒筒中进行。在筛板上方28cm处有一个正对筛板的两元喷嘴。过氧化氢/银溶液由压缩泵以每1000克聚合物每分钟2.5~100克溶液的速率计量加入。所用聚合物的量为100~4000克。气体流量由出口空气阀门控制,为120m3/h~150m3/h。氮气用作操作气体。入口气温范围为25~80℃,出口气温范围为25~70℃。
250克聚乙烯基己内酰胺加入到流化床中,气体流量为120m3/h,在50℃将153克包含0.126克胶体银的50%(重量)的过氧化氢水溶液以10克/分的速率喷雾。然后在气流中在50℃(150m3/h;20分)条件下完成干燥。最终粉末的过氧化物含量为23%重量,银含量为0.035%重量,水含量为1%重量。
壳状聚合物/过氧化氢/银配合物(实施例4~7)
实施例4(VI/VP/过氧化氢/银配合物)
如实施例3,200克不溶VI/VP聚合物加入到流化床成粒器中,用20%浓度过氧化氢溶液以每份25ml用4个时段接着再以每份50ml用3个时段(每种情况20ml/min)在60℃喷雾。在每个喷雾时段间在气体流中干燥5分钟。银含量为0.16%重量的250ml含水银胶体悬浮液以同样的方式喷雾到所得的聚合物/过氧化氢配合物上。最终的配合物中过氧化物含量为16.8%重量,银含量为0.196%重量,水含量为3.7%重量。
实施例5(含有成膜剂的聚合物/过氧化氢/银配合物)
如实施例4,100克交联聚乙烯基吡咯烷酮首先与200ml 15%浓度过氧化氢溶液喷雾。所得聚合物/过氧化氢配合物分成4份,与15克Kollicoat MAE30D、2克柠檬酸三乙酯、0.1克胶体银在100ml水中的溶液喷雾并如实施例3进行干燥。所得配合物中过氧化物含量为18%重量,银含量0.06%重量,水含量2%重量。在PH5.5时银和过氧化氢释放出来。
实施例6
如实施例4,100克交联聚乙烯基吡咯烷酮首先与200ml 15%浓度过氧化氢溶液喷雾。所得聚合物/过氧化氢配合物分成4份,与15克Kollicoat MAE30D、2克柠檬酸三乙酯的溶液进行喷雾。接下来将100ml水中有0.1克胶体银的溶液喷上,并如实施例3进行干燥。
实施例7
步骤同实施例6,但用0.1%重量的硝酸银溶液替代银胶体。最终配合物中银含量为0.04%重量。
本发明聚合物配合物的配方(实施例8~12)所用组分:-聚丙烯酸:CarbopolC981,由BF Goodrich Chemical生产-环氧乙烷/环氧丙烷嵌段共聚物(EO/PO=70/30)Mn=9840~146000;LutrolF127,由BASF生产-聚乙二醇:Mn=400;BASF的LutrolE400-聚乙二醇:Mn=4000;BASF的LutrolE4000-硅油:密度p(25℃)=0.95克/cm3,粘度(25℃)=2.5mm2/s,Dow Corning Fluid 344(Dow-Corning的环状四(二甲基)硅氧烷),-基于玉米淀粉的二淀粉磷酸酯:玉米P04 look(干燥物料中P含量:<0.1%重量;由Hauser KG提供)
实施例8(配成牙膏)
实施例1中制得的10克配合物溶解于78克水中,和2克Carbopol以及10克1,2-丙二醇在真空均化器中加工得到无气泡的凝胶。
实施例9(用于皮肤杀菌的凝胶)
由实施例1得到的10克配合物、75克水、5克1,2-丙二醇和20克LutrolF127在低于10℃、用实施例6所述方法加工得到凝胶。
实施例10(配成药膏)
由实施例1得到的20克配合物溶解于50克LutrolE400和5克水的混合物中,并加热到55~60℃。接着在此温度下,搅拌加入25克LutrolE4000,将混合物搅拌冷却。
实施例11(配成洁口浓缩液)
25克由实施例1得到的配合物溶解于1克1,2-丙二醇、9克乙醇和65克水的混合物中。
实施例12(配成喷雾粉)
2.5克由实施例1得到的配合物被微粉化,并和1克硅油(见上文)及2.5克玉米淀粉二磷酸酯一起输送到压力容器中。然后加入5克戊烷和2.2克丙烷/丁烷。
Claims (15)
1.一种聚合物配合物,作为必需组分包括
a)过氧化氢,
b)适于和过氧化氢形成配合物的聚合物,
c)至少一种金属胶体或金属盐。
2.根据权利要求1所要求的聚合物配合物,其中组分b)是基于N-乙烯基内酰胺的聚合物。
3.根据权利要求2所要求的聚合物配合物,其中组分b)含有为
20~100%重量的至少一种N-乙烯基内酰胺,
0~80%重量的至少一种可共聚的单烯属不饱和单体和
0~20%重量的至少一种交联单体。
4.根据权利要求2或3所要求的聚合物配合物,其中N-乙烯基内酰胺选自N-乙烯基吡咯烷酮、N-乙烯基哌啶酮、N-乙烯基己内酰胺、N-乙烯基-3-吗啉酮、N-乙烯基-4-噁唑烷酮。
5.根据上述任-项所要求的聚合物配合物,其中聚合物组分b)是K值范围为10~110的N-乙烯基吡咯烷酮或N-乙烯基己内酰胺的均聚物或共聚物。
6.根据上述任一项所要求的聚合物配合物,其中金属选自Cu、Ag、Au、Rh、Ir、Pd、Pt。
7.根据上述任一项所要求的聚合物配合物,其中组分c)是银胶体或银盐。
8.根据上述任一项所要求的聚合物配合物,带有壳状结构,配合物位于芯上。
9.根据权利要求8所要求的聚合物配合物,其中芯是适于和过氧化氢形成配合物的交联的水不溶聚合物。
10.根据权利要求8或9所要求的聚合物配合物,带有多壳结构其中芯由聚合物b)及组分a)和/或c)组成,壳体由聚合物b)及组分a)和/或c)或由聚合物成膜剂组成。
11.根据上述任一项所要求的聚合物配合物,包括:
组分a),含量为0.5~40%重量,
组分b),含量为55~99.5%重量,
组分c),含量为0.001~5%重量,
每种情况均基于聚合物配合物总重量。
12.根据权利要求1-11中任一项的聚合物配合物的制备方法,包括组分a)、b)和c)相互接触,或如果适当可施加到芯上。
13.根据权利要求1~11中任一项的聚合物配合物的用途,用于制造具有杀菌作用的药品,用于制品和制剂的灭菌整理,用于含水液体的杀菌,用于美发组合物或作为化学反应的自由基引发剂。
14.包含来自权利要求1-11中任一项的至少一种聚合物配合物的组合物。
15.根据权利要求14所要求的组合物,为美容或药物组合物的形式或为用于对含水液体和制品杀菌的组合物形式。
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Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1114417C (zh) * | 1999-09-29 | 2003-07-16 | 董志建 | 治疗真菌病的药剂 |
CN100414037C (zh) * | 2004-04-08 | 2008-08-27 | 罗姆和哈斯公司 | 具有抗菌整理层的纤维基材以及其使用和生产方法 |
CN1891869B (zh) * | 2005-07-07 | 2011-05-11 | 罗门哈斯公司 | 包含抗菌组合物的纤维 |
CN102459747A (zh) * | 2009-06-08 | 2012-05-16 | 奎克-麦德技术公司 | 包含过氧化物的抗菌纺织物 |
WO2017049453A1 (en) * | 2015-09-22 | 2017-03-30 | Rohm And Haas Company | Polymer emulsion and antimicrobial coating composition comprising the same |
CN109355952A (zh) * | 2018-09-26 | 2019-02-19 | 绍兴市东方时代印染有限公司 | 一种棉布的染色工艺 |
CN113995686A (zh) * | 2021-12-20 | 2022-02-01 | 北京立仁堂医药科技开发有限公司 | 一种具备美白功能的口腔护理组合物 |
-
1997
- 1997-09-29 CN CN 97119597 patent/CN1178232A/zh active Pending
Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN1114417C (zh) * | 1999-09-29 | 2003-07-16 | 董志建 | 治疗真菌病的药剂 |
CN100414037C (zh) * | 2004-04-08 | 2008-08-27 | 罗姆和哈斯公司 | 具有抗菌整理层的纤维基材以及其使用和生产方法 |
CN1891869B (zh) * | 2005-07-07 | 2011-05-11 | 罗门哈斯公司 | 包含抗菌组合物的纤维 |
CN102459747A (zh) * | 2009-06-08 | 2012-05-16 | 奎克-麦德技术公司 | 包含过氧化物的抗菌纺织物 |
US8926999B2 (en) | 2009-06-08 | 2015-01-06 | Quick-Med Technologies, Inc. | Antimicrobial textiles comprising peroxide |
CN102459747B (zh) * | 2009-06-08 | 2015-09-30 | 奎克-麦德技术公司 | 包含过氧化物的抗菌纺织物 |
WO2017049453A1 (en) * | 2015-09-22 | 2017-03-30 | Rohm And Haas Company | Polymer emulsion and antimicrobial coating composition comprising the same |
CN109355952A (zh) * | 2018-09-26 | 2019-02-19 | 绍兴市东方时代印染有限公司 | 一种棉布的染色工艺 |
CN113995686A (zh) * | 2021-12-20 | 2022-02-01 | 北京立仁堂医药科技开发有限公司 | 一种具备美白功能的口腔护理组合物 |
CN113995686B (zh) * | 2021-12-20 | 2022-09-23 | 北京立仁堂医药科技开发有限公司 | 一种具备美白功能的口腔护理组合物 |
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