CN107531850B - 组合物在漂白牙齿中的用途 - Google Patents
组合物在漂白牙齿中的用途 Download PDFInfo
- Publication number
- CN107531850B CN107531850B CN201680024442.7A CN201680024442A CN107531850B CN 107531850 B CN107531850 B CN 107531850B CN 201680024442 A CN201680024442 A CN 201680024442A CN 107531850 B CN107531850 B CN 107531850B
- Authority
- CN
- China
- Prior art keywords
- vinyl
- weight
- methyl
- comonomer
- group
- 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.)
- Active
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 60
- 238000004061 bleaching Methods 0.000 title claims abstract description 21
- 229920001577 copolymer Polymers 0.000 claims abstract description 74
- -1 peroxide compound Chemical class 0.000 claims abstract description 56
- 239000000178 monomer Substances 0.000 claims description 82
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 44
- 238000000034 method Methods 0.000 claims description 40
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims description 35
- 239000000243 solution Substances 0.000 claims description 22
- XHZPRMZZQOIPDS-UHFFFAOYSA-N 2-Methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid Chemical compound OS(=O)(=O)CC(C)(C)NC(=O)C=C XHZPRMZZQOIPDS-UHFFFAOYSA-N 0.000 claims description 20
- 238000004132 cross linking Methods 0.000 claims description 20
- 229920000536 2-Acrylamido-2-methylpropane sulfonic acid Polymers 0.000 claims description 19
- 238000009472 formulation Methods 0.000 claims description 17
- ZTWTYVWXUKTLCP-UHFFFAOYSA-N vinylphosphonic acid Chemical compound OP(O)(=O)C=C ZTWTYVWXUKTLCP-UHFFFAOYSA-N 0.000 claims description 17
- 239000000606 toothpaste Substances 0.000 claims description 16
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims description 13
- 239000000499 gel Substances 0.000 claims description 10
- 150000002432 hydroperoxides Chemical class 0.000 claims description 10
- 238000001694 spray drying Methods 0.000 claims description 10
- 239000002324 mouth wash Substances 0.000 claims description 9
- 239000000668 oral spray Substances 0.000 claims description 9
- 150000002978 peroxides Chemical class 0.000 claims description 9
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 claims description 9
- GAVHQOUUSHBDAA-UHFFFAOYSA-N 3-butyl-1-ethenylaziridin-2-one Chemical compound CCCCC1N(C=C)C1=O GAVHQOUUSHBDAA-UHFFFAOYSA-N 0.000 claims description 8
- 150000001412 amines Chemical class 0.000 claims description 8
- 150000001298 alcohols Chemical class 0.000 claims description 7
- 238000001035 drying Methods 0.000 claims description 7
- 229920002554 vinyl polymer Polymers 0.000 claims description 7
- LWWJIQWIJBMGKE-UHFFFAOYSA-N 1-ethenyl-4-methylpyrrolidin-2-one Chemical compound CC1CN(C=C)C(=O)C1 LWWJIQWIJBMGKE-UHFFFAOYSA-N 0.000 claims description 6
- HMYBDZFSXBJDGL-UHFFFAOYSA-N 1,3-bis(ethenyl)imidazolidin-2-one Chemical compound C=CN1CCN(C=C)C1=O HMYBDZFSXBJDGL-UHFFFAOYSA-N 0.000 claims description 5
- SBEBZMZHYUEOPQ-UHFFFAOYSA-N 1-ethenyl-3-methylpiperidin-2-one Chemical compound CC1CCCN(C=C)C1=O SBEBZMZHYUEOPQ-UHFFFAOYSA-N 0.000 claims description 5
- UBPXWZDJZFZKGH-UHFFFAOYSA-N 1-ethenyl-3-methylpyrrolidin-2-one Chemical compound CC1CCN(C=C)C1=O UBPXWZDJZFZKGH-UHFFFAOYSA-N 0.000 claims description 5
- FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 claims description 5
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical class C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 claims description 5
- 150000003926 acrylamides Chemical class 0.000 claims description 5
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 5
- 125000000524 functional group Chemical group 0.000 claims description 5
- ZIUHHBKFKCYYJD-UHFFFAOYSA-N n,n'-methylenebisacrylamide Chemical compound C=CC(=O)NCNC(=O)C=C ZIUHHBKFKCYYJD-UHFFFAOYSA-N 0.000 claims description 5
- BCNBMSZKALBQEF-UHFFFAOYSA-N 1,3-dimethylpyrrolidin-2-one Chemical compound CC1CCN(C)C1=O BCNBMSZKALBQEF-UHFFFAOYSA-N 0.000 claims description 4
- JFUWJIKJUNAHEN-UHFFFAOYSA-N 1-ethenyl-3-ethylpyrrolidin-2-one Chemical compound CCC1CCN(C=C)C1=O JFUWJIKJUNAHEN-UHFFFAOYSA-N 0.000 claims description 4
- JBKFPCSZNWLZAS-UHFFFAOYSA-N 1-ethenyl-4-methylpiperidin-2-one Chemical compound CC1CCN(C=C)C(=O)C1 JBKFPCSZNWLZAS-UHFFFAOYSA-N 0.000 claims description 4
- 239000007864 aqueous solution Substances 0.000 claims description 4
- ABLZXFCXXLZCGV-UHFFFAOYSA-N phosphonic acid group Chemical group P(O)(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 claims description 4
- AXSSJSFXWMOTEN-UHFFFAOYSA-N 1,4-dimethylpyrrolidin-2-one Chemical compound CC1CN(C)C(=O)C1 AXSSJSFXWMOTEN-UHFFFAOYSA-N 0.000 claims description 3
- ZOZQTPQWSYVFPY-UHFFFAOYSA-N 1-ethenyl-3,5-dimethylpiperidin-2-one Chemical compound CC1CC(C)C(=O)N(C=C)C1 ZOZQTPQWSYVFPY-UHFFFAOYSA-N 0.000 claims description 3
- CUFXUHMJEIELHB-UHFFFAOYSA-N 1-ethenyl-4,4-dimethylpiperidin-2-one Chemical compound CC1(C)CCN(C=C)C(=O)C1 CUFXUHMJEIELHB-UHFFFAOYSA-N 0.000 claims description 3
- DJABNVJZYFGAJE-UHFFFAOYSA-N 1-ethenyl-5-ethylpyrrolidin-2-one Chemical compound CCC1CCC(=O)N1C=C DJABNVJZYFGAJE-UHFFFAOYSA-N 0.000 claims description 3
- NMRXKEKPFLHTNP-UHFFFAOYSA-N 1-ethenyl-5-methylazepan-2-one Chemical compound CC1CCN(C=C)C(=O)CC1 NMRXKEKPFLHTNP-UHFFFAOYSA-N 0.000 claims description 3
- HQGPZXPTJWUDQR-UHFFFAOYSA-N 1-ethenyl-5-methylpyrrolidin-2-one Chemical compound CC1CCC(=O)N1C=C HQGPZXPTJWUDQR-UHFFFAOYSA-N 0.000 claims description 3
- 239000004615 ingredient Substances 0.000 claims description 3
- 125000000542 sulfonic acid group Chemical group 0.000 claims description 3
- IAUGBVWVWDTCJV-UHFFFAOYSA-N 1-(prop-2-enoylamino)propane-1-sulfonic acid Chemical compound CCC(S(O)(=O)=O)NC(=O)C=C IAUGBVWVWDTCJV-UHFFFAOYSA-N 0.000 claims description 2
- ZFPGARUNNKGOBB-UHFFFAOYSA-N 1-Ethyl-2-pyrrolidinone Chemical compound CCN1CCCC1=O ZFPGARUNNKGOBB-UHFFFAOYSA-N 0.000 claims description 2
- NAGSMIOYEJTYQT-UHFFFAOYSA-N 1-ethenyl-3,3,5-trimethylpyrrolidin-2-one Chemical compound CC1CC(C)(C)C(=O)N1C=C NAGSMIOYEJTYQT-UHFFFAOYSA-N 0.000 claims description 2
- PGHAPVDSVLWQGB-UHFFFAOYSA-N 1-ethenyl-3-ethyl-3,4,5-trimethylpyrrolidin-2-one Chemical compound CCC1(C)C(C)C(C)N(C=C)C1=O PGHAPVDSVLWQGB-UHFFFAOYSA-N 0.000 claims description 2
- NKYXPUKJMFIOLB-UHFFFAOYSA-N 1-ethenyl-3-propylaziridin-2-one Chemical compound CCCC1N(C=C)C1=O NKYXPUKJMFIOLB-UHFFFAOYSA-N 0.000 claims description 2
- CRJHKHYPIUPQSX-UHFFFAOYSA-N 1-ethenyl-4,5-dimethylpyrrolidin-2-one Chemical compound CC1CC(=O)N(C=C)C1C CRJHKHYPIUPQSX-UHFFFAOYSA-N 0.000 claims description 2
- SKZQCIFYKYXCTI-UHFFFAOYSA-N 1-ethenyl-4,6-dimethylazepan-2-one Chemical compound CC1CC(C)CC(=O)N(C=C)C1 SKZQCIFYKYXCTI-UHFFFAOYSA-N 0.000 claims description 2
- RYAFIHABDOQVHL-UHFFFAOYSA-N 1-ethenyl-4-methylazepan-2-one Chemical compound CC1CCCN(C=C)C(=O)C1 RYAFIHABDOQVHL-UHFFFAOYSA-N 0.000 claims description 2
- IXUHPUSIYSUGNR-UHFFFAOYSA-N 1-ethenyl-5,5-dimethylpyrrolidin-2-one Chemical compound CC1(C)CCC(=O)N1C=C IXUHPUSIYSUGNR-UHFFFAOYSA-N 0.000 claims description 2
- UUJDYNPZEYGKOF-UHFFFAOYSA-N 1-ethenyl-5-ethyl-5-methylpyrrolidin-2-one Chemical compound CCC1(C)CCC(=O)N1C=C UUJDYNPZEYGKOF-UHFFFAOYSA-N 0.000 claims description 2
- GIQLJJKZKUIRIU-UHFFFAOYSA-N 1-ethenyl-6-ethylpiperidin-2-one Chemical compound CCC1CCCC(=O)N1C=C GIQLJJKZKUIRIU-UHFFFAOYSA-N 0.000 claims description 2
- FFDNCQYZAAVSSF-UHFFFAOYSA-N 1-ethenyl-6-methylpiperidin-2-one Chemical compound CC1CCCC(=O)N1C=C FFDNCQYZAAVSSF-UHFFFAOYSA-N 0.000 claims description 2
- CTUDKTMXNDZXLJ-UHFFFAOYSA-N 1-ethenylazocan-2-one Chemical compound C=CN1CCCCCCC1=O CTUDKTMXNDZXLJ-UHFFFAOYSA-N 0.000 claims description 2
- PBGPBHYPCGDFEZ-UHFFFAOYSA-N 1-ethenylpiperidin-2-one Chemical compound C=CN1CCCCC1=O PBGPBHYPCGDFEZ-UHFFFAOYSA-N 0.000 claims description 2
- VGQZCKSPTZSLBW-UHFFFAOYSA-N C(=C)N1C(CCC(CC1C)C)=O Chemical compound C(=C)N1C(CCC(CC1C)C)=O VGQZCKSPTZSLBW-UHFFFAOYSA-N 0.000 claims description 2
- 238000004108 freeze drying Methods 0.000 claims description 2
- 125000002467 phosphate group Chemical group [H]OP(=O)(O[H])O[*] 0.000 claims description 2
- LXARVVYDFINZEP-UHFFFAOYSA-N 3-ethyl-1,3,4-trimethylpyrrolidin-2-one Chemical compound CCC1(C)C(C)CN(C)C1=O LXARVVYDFINZEP-UHFFFAOYSA-N 0.000 claims 1
- 229910001868 water Inorganic materials 0.000 description 48
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 39
- 229920000642 polymer Polymers 0.000 description 33
- 239000007787 solid Substances 0.000 description 18
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 15
- 239000011541 reaction mixture Substances 0.000 description 13
- 229910052586 apatite Inorganic materials 0.000 description 10
- VSIIXMUUUJUKCM-UHFFFAOYSA-D pentacalcium;fluoride;triphosphate Chemical compound [F-].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O VSIIXMUUUJUKCM-UHFFFAOYSA-D 0.000 description 10
- 239000000047 product Substances 0.000 description 9
- 241000723377 Coffea Species 0.000 description 8
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 8
- 230000002087 whitening effect Effects 0.000 description 8
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 7
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 7
- 235000011114 ammonium hydroxide Nutrition 0.000 description 7
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 7
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 7
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 7
- 239000002131 composite material Substances 0.000 description 6
- 238000001816 cooling Methods 0.000 description 5
- 238000000354 decomposition reaction Methods 0.000 description 5
- 238000002474 experimental method Methods 0.000 description 5
- 239000003999 initiator Substances 0.000 description 5
- 239000012299 nitrogen atmosphere Substances 0.000 description 5
- 238000011282 treatment Methods 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 238000007865 diluting Methods 0.000 description 4
- 229940034610 toothpaste Drugs 0.000 description 4
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 4
- AZUYLZMQTIKGSC-UHFFFAOYSA-N 1-[6-[4-(5-chloro-6-methyl-1H-indazol-4-yl)-5-methyl-3-(1-methylindazol-5-yl)pyrazol-1-yl]-2-azaspiro[3.3]heptan-2-yl]prop-2-en-1-one Chemical compound ClC=1C(=C2C=NNC2=CC=1C)C=1C(=NN(C=1C)C1CC2(CN(C2)C(C=C)=O)C1)C=1C=C2C=NN(C2=CC=1)C AZUYLZMQTIKGSC-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 229910019142 PO4 Inorganic materials 0.000 description 3
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 3
- 241000482268 Zea mays subsp. mays Species 0.000 description 3
- 150000001768 cations Chemical class 0.000 description 3
- 238000007334 copolymerization reaction Methods 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 238000002845 discoloration Methods 0.000 description 3
- 239000004570 mortar (masonry) Substances 0.000 description 3
- 239000010452 phosphate Substances 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 238000010186 staining Methods 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- GGYVTHJIUNGKFZ-UHFFFAOYSA-N 1-methylpiperidin-2-one Chemical compound CN1CCCCC1=O GGYVTHJIUNGKFZ-UHFFFAOYSA-N 0.000 description 2
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- PSZAEHPBBUYICS-UHFFFAOYSA-N 2-methylidenepropanedioic acid Chemical compound OC(=O)C(=C)C(O)=O PSZAEHPBBUYICS-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 229910021591 Copper(I) chloride Inorganic materials 0.000 description 2
- 229910021592 Copper(II) chloride Inorganic materials 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- LXEKPEMOWBOYRF-UHFFFAOYSA-N [2-[(1-azaniumyl-1-imino-2-methylpropan-2-yl)diazenyl]-2-methylpropanimidoyl]azanium;dichloride Chemical compound Cl.Cl.NC(=N)C(C)(C)N=NC(C)(C)C(N)=N LXEKPEMOWBOYRF-UHFFFAOYSA-N 0.000 description 2
- 150000008064 anhydrides Chemical class 0.000 description 2
- 239000007844 bleaching agent Substances 0.000 description 2
- VHRGRCVQAFMJIZ-UHFFFAOYSA-N cadaverine Chemical compound NCCCCCN VHRGRCVQAFMJIZ-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- OXBLHERUFWYNTN-UHFFFAOYSA-M copper(I) chloride Chemical compound [Cu]Cl OXBLHERUFWYNTN-UHFFFAOYSA-M 0.000 description 2
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 210000003298 dental enamel Anatomy 0.000 description 2
- 150000001991 dicarboxylic acids Chemical class 0.000 description 2
- 238000004649 discoloration prevention Methods 0.000 description 2
- 239000001530 fumaric acid Substances 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 229910052588 hydroxylapatite Inorganic materials 0.000 description 2
- 150000003951 lactams Chemical class 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
- 239000011976 maleic acid Substances 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- XYJRXVWERLGGKC-UHFFFAOYSA-D pentacalcium;hydroxide;triphosphate Chemical compound [OH-].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O XYJRXVWERLGGKC-UHFFFAOYSA-D 0.000 description 2
- 125000000864 peroxy group Chemical group O(O*)* 0.000 description 2
- 229920001451 polypropylene glycol Polymers 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 238000003380 quartz crystal microbalance Methods 0.000 description 2
- 210000003296 saliva Anatomy 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- MXYHHRIZRNXYAN-UHFFFAOYSA-N (3z,5z,7z)-1h-azocin-2-one Chemical compound O=C\1N\C=C/C=C\C=C/1 MXYHHRIZRNXYAN-UHFFFAOYSA-N 0.000 description 1
- QGLWBTPVKHMVHM-MDZDMXLPSA-N (e)-octadec-9-en-1-amine Chemical compound CCCCCCCC\C=C\CCCCCCCCN QGLWBTPVKHMVHM-MDZDMXLPSA-N 0.000 description 1
- JWYVGKFDLWWQJX-UHFFFAOYSA-N 1-ethenylazepan-2-one Chemical compound C=CN1CCCCCC1=O JWYVGKFDLWWQJX-UHFFFAOYSA-N 0.000 description 1
- SLPUTJFVMJPMKV-UHFFFAOYSA-N 1-methylpyrrolidin-3-one Chemical compound CN1CCC(=O)C1 SLPUTJFVMJPMKV-UHFFFAOYSA-N 0.000 description 1
- BLOQISMXYPADKL-UHFFFAOYSA-N 1-prop-2-enoyloxypropane-1-sulfonic acid Chemical compound CCC(S(O)(=O)=O)OC(=O)C=C BLOQISMXYPADKL-UHFFFAOYSA-N 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 description 1
- LBLYYCQCTBFVLH-UHFFFAOYSA-N 2-Methylbenzenesulfonic acid Chemical compound CC1=CC=CC=C1S(O)(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-N 0.000 description 1
- XEEYSDHEOQHCDA-UHFFFAOYSA-N 2-methylprop-2-ene-1-sulfonic acid Chemical compound CC(=C)CS(O)(=O)=O XEEYSDHEOQHCDA-UHFFFAOYSA-N 0.000 description 1
- AGBXYHCHUYARJY-UHFFFAOYSA-N 2-phenylethenesulfonic acid Chemical compound OS(=O)(=O)C=CC1=CC=CC=C1 AGBXYHCHUYARJY-UHFFFAOYSA-N 0.000 description 1
- SEILKFZTLVMHRR-UHFFFAOYSA-N 2-phosphonooxyethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOP(O)(O)=O SEILKFZTLVMHRR-UHFFFAOYSA-N 0.000 description 1
- UDXXYUDJOHIIDZ-UHFFFAOYSA-N 2-phosphonooxyethyl prop-2-enoate Chemical compound OP(O)(=O)OCCOC(=O)C=C UDXXYUDJOHIIDZ-UHFFFAOYSA-N 0.000 description 1
- XYIIWMLRCHTNHQ-UHFFFAOYSA-N 3-ethyl-1,3-dimethylpyrrolidin-2-one Chemical compound CCC1(C)CCN(C)C1=O XYIIWMLRCHTNHQ-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- WXWMNQYVHAVSBW-UHFFFAOYSA-N C(C=C)(=O)NCC(CS(=O)(=O)O)CCCCCCCCCC Chemical compound C(C=C)(=O)NCC(CS(=O)(=O)O)CCCCCCCCCC WXWMNQYVHAVSBW-UHFFFAOYSA-N 0.000 description 1
- DQFLMBBKKHGDND-UHFFFAOYSA-N C=CP1CCCC1 Chemical compound C=CP1CCCC1 DQFLMBBKKHGDND-UHFFFAOYSA-N 0.000 description 1
- QTJCTXOMVSIWMH-UHFFFAOYSA-N CC1(C(N(CC1)C=C)=O)CC Chemical compound CC1(C(N(CC1)C=C)=O)CC QTJCTXOMVSIWMH-UHFFFAOYSA-N 0.000 description 1
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 1
- 240000007154 Coffea arabica Species 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical group C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 1
- HNDVDQJCIGZPNO-YFKPBYRVSA-N L-histidine Chemical compound OC(=O)[C@@H](N)CC1=CN=CN1 HNDVDQJCIGZPNO-YFKPBYRVSA-N 0.000 description 1
- KDXKERNSBIXSRK-YFKPBYRVSA-N L-lysine Chemical compound NCCCC[C@H](N)C(O)=O KDXKERNSBIXSRK-YFKPBYRVSA-N 0.000 description 1
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 description 1
- 239000004472 Lysine Substances 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- 125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 239000012790 adhesive layer Substances 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- CBTVGIZVANVGBH-UHFFFAOYSA-N aminomethyl propanol Chemical compound CC(C)(N)CO CBTVGIZVANVGBH-UHFFFAOYSA-N 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 239000013011 aqueous formulation Substances 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- DXZDEAJXVCLRLE-UHFFFAOYSA-N azepin-2-one Chemical compound O=C1C=CC=CC=N1 DXZDEAJXVCLRLE-UHFFFAOYSA-N 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- KJLQJEWLKADPDQ-UHFFFAOYSA-N but-3-enylphosphonic acid Chemical compound OP(O)(=O)CCC=C KJLQJEWLKADPDQ-UHFFFAOYSA-N 0.000 description 1
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000012876 carrier material Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- HNEGQIOMVPPMNR-IHWYPQMZSA-N citraconic acid Chemical compound OC(=O)C(/C)=C\C(O)=O HNEGQIOMVPPMNR-IHWYPQMZSA-N 0.000 description 1
- 229940018557 citraconic acid Drugs 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000004042 decolorization Methods 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 239000000645 desinfectant Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- CCIVGXIOQKPBKL-UHFFFAOYSA-N ethanesulfonic acid Chemical compound CCS(O)(=O)=O CCIVGXIOQKPBKL-UHFFFAOYSA-N 0.000 description 1
- BNKAXGCRDYRABM-UHFFFAOYSA-N ethenyl dihydrogen phosphate Chemical class OP(O)(=O)OC=C BNKAXGCRDYRABM-UHFFFAOYSA-N 0.000 description 1
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical compound CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 description 1
- HNDVDQJCIGZPNO-UHFFFAOYSA-N histidine Natural products OC(=O)C(N)CC1=CN=CN1 HNDVDQJCIGZPNO-UHFFFAOYSA-N 0.000 description 1
- 229920001477 hydrophilic polymer Polymers 0.000 description 1
- 238000012688 inverse emulsion polymerization Methods 0.000 description 1
- 239000010410 layer Substances 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- HNEGQIOMVPPMNR-NSCUHMNNSA-N mesaconic acid Chemical compound OC(=O)C(/C)=C/C(O)=O HNEGQIOMVPPMNR-NSCUHMNNSA-N 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- HNEGQIOMVPPMNR-UHFFFAOYSA-N methylfumaric acid Natural products OC(=O)C(C)=CC(O)=O HNEGQIOMVPPMNR-UHFFFAOYSA-N 0.000 description 1
- KRZCNRGNPAESDC-UHFFFAOYSA-N olaflur Chemical compound CCCCCCCCCCCCCCCCCCN(CCO)CCCN(CCO)CCO KRZCNRGNPAESDC-UHFFFAOYSA-N 0.000 description 1
- 150000001451 organic peroxides Chemical class 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 229940074982 poly(vinylpyrrolidone-co-vinyl-acetate) Drugs 0.000 description 1
- 229920005646 polycarboxylate Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 230000002028 premature Effects 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 230000003449 preventive effect Effects 0.000 description 1
- UIIIBRHUICCMAI-UHFFFAOYSA-N prop-2-ene-1-sulfonic acid Chemical compound OS(=O)(=O)CC=C UIIIBRHUICCMAI-UHFFFAOYSA-N 0.000 description 1
- RZKYDQNMAUSEDZ-UHFFFAOYSA-N prop-2-enylphosphonic acid Chemical compound OP(O)(=O)CC=C RZKYDQNMAUSEDZ-UHFFFAOYSA-N 0.000 description 1
- 238000011321 prophylaxis Methods 0.000 description 1
- 230000005588 protonation Effects 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 238000002494 quartz crystal microgravimetry Methods 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000012966 redox initiator Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000010557 suspension polymerization reaction Methods 0.000 description 1
- NLVXSWCKKBEXTG-UHFFFAOYSA-N vinylsulfonic acid Chemical compound OS(=O)(=O)C=C NLVXSWCKKBEXTG-UHFFFAOYSA-N 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/817—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
- A61K8/8182—Copolymers of vinyl-pyrrolidones. Compositions of derivatives of such polymers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/22—Peroxides; Oxygen; Ozone
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/38—Percompounds, e.g. peracids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/817—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/817—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
- A61K8/8176—Homopolymers of N-vinyl-pyrrolidones. Compositions of derivatives of such polymers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q11/00—Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q11/00—Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
- A61Q11/02—Preparations for deodorising, bleaching or disinfecting dentures
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F222/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
- C08F222/02—Acids; Metal salts or ammonium salts thereof, e.g. maleic acid or itaconic acid
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F226/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen
- C08F226/06—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen by a heterocyclic ring containing nitrogen
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F226/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen
- C08F226/06—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen by a heterocyclic ring containing nitrogen
- C08F226/10—N-Vinyl-pyrrolidone
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F230/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal
- C08F230/02—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and containing phosphorus, selenium, tellurium or a metal containing phosphorus
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/14—Peroxides
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L35/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical, and containing at least one other carboxyl radical in the molecule, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L39/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions of derivatives of such polymers
- C08L39/04—Homopolymers or copolymers of monomers containing heterocyclic rings having nitrogen as ring member
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/52—Amides or imides
- C08F220/54—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide
- C08F220/58—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide containing oxygen in addition to the carbonamido oxygen, e.g. N-methylolacrylamide, N-(meth)acryloylmorpholine
- C08F220/585—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide containing oxygen in addition to the carbonamido oxygen, e.g. N-methylolacrylamide, N-(meth)acryloylmorpholine and containing other heteroatoms, e.g. 2-acrylamido-2-methylpropane sulfonic acid [AMPS]
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/20—Oxides; Hydroxides
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Emergency Medicine (AREA)
- Oral & Maxillofacial Surgery (AREA)
- Inorganic Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Cosmetics (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Dermatology (AREA)
Abstract
本发明涉及包含过氧化物化合物和特定的一般性定义的共聚物在漂白牙齿中的用途。
Description
本发明涉及特定的一般性定义的共聚物在稳定过氧化合物以防分解中的用途。本发明还涉及包含过氧化合物和该特定共聚物的组合物在牙齿漂白中的用途。本发明还涉及共聚物的一个具体实施方案,即包含衍生自N-乙烯基吡咯烷酮和至少一种选自由乙烯基膦酸、2-丙烯酰胺基-2-甲基丙烷磺酸和这些单体的组合的组成的组的共聚单体的重复单元的共聚物。
已知过氧化氢(下文还称为H2O2或H2O2)可用作漂白剂,以使釉质增白并因此漂白牙齿,也称为“牙齿增白”。H2O2在室温下在含水配制剂中是不稳定的。因此,包含H2O2的牙膏通常是无水的,从而避免或至少减缓储存期间H2O2的过早分解。例如,已知包含含有脲和H2O2的组合物(也称为脲-H2O2复合物)的牙膏。还存在如下已知的牙膏,其包含含有聚乙烯吡咯烷酮(PVP)和H2O2的组合物。包含聚合物和H2O2的该类组合物通常称为“聚合物和H2O2的复合物”。一般地,PVP-H2O2复合物的稳定性高于脲-H2O2复合物的稳定性。在每种情况下所意指的是防止H2O2分解的稳定性。
聚合物-H2O2复合物在牙科护理和牙齿漂白以外的应用领域中也是已知的。
WO 2011/130370 A1描述了由具有酰胺基团的乙烯基单体和具有酸基团或相应盐的乙烯基单体形成的摩尔质量Mw为500-15000D的共聚物。对聚合物公开的可能应用是油田应用或腐蚀防护。没有描述这些共聚物在H2O2复合物或牙科护理中的使用。
DE 4344131描述了通过流化床干燥而制备聚合物-H2O2复合物。明确提及的聚合物是N-乙烯基己内酰胺和(甲基)丙烯酰胺基丙基-3-磺酸的共聚物以及N-乙烯基吡咯烷酮和甲基丙烯酸的共聚物,其重量比为20:1-1:20。据陈述这些聚合物可用作消毒剂或用作牙科护理的防腐剂。没有明确的公开牙科护理产品还是牙齿可以被消毒或防腐。
WO 01/68045描述了用于牙齿增白的无水粘合剂条,其粘合剂层由过氧化物、过氧化物稳定剂和玻璃状亲水性聚合物组成。所提及的聚合物是聚乙烯基吡咯烷酮和聚(乙烯基吡咯烷酮-共-乙酸乙烯酯)。
US 2012/0058059描述了包含H2O2-PVP复合物作为漂白剂的单相牙膏。PVP组分已经交联。
US 2005/0036956描述了一种牙齿漂白组合物,其除了H2O2-PVP复合物还包含具有提高的牙齿亲和力的化合物。该化合物可以是聚合物。所提及的实例是聚羧酸盐或乙烯基吡咯烷酮-乙酸乙烯酯共聚物。没有提及其他共聚物。
US 2012/0301522描述了用于牙科处理的含水组合物,其包含H2O2和乙烯基内酰胺聚合物的复合物。所提及的聚合物单体是N-乙烯基吡咯烷酮和许多其他内酰胺单体。
US 2008/0145321描述了一种牙科处理组合物,其包含过氧化物如H2O2和乙烯基内酰胺聚合物的复合物。所提及的聚合物单体是许多内酰胺单体,例如N-乙烯基吡咯烷酮(NVP)。所述的其他聚合物是NVP和乙酸乙烯酯或甲基丙烯酸二甲基氨基乙酯的共聚物。
已知用于牙齿漂白的包含PVP-H2O2复合物的牙膏的作用基于PVP-H2O2复合物在口中与唾液接触时的溶解以及H2O2的释放。这不会特别地在其所需作用的位置,即牙齿的表面释放H2O2。因此,期望在牙齿的表面释放H2O2,从而使其特别地在所需的作用位置提供。
因此,本发明的一个目的是借助对牙齿表面具有特别亲和力的那些聚合物来稳定过氧化合物,尤其是H2O2以防分解。
因此,可以使用包含该类聚合物和过氧化合物,尤其是H2O2的相应组合物以用于牙齿漂白。同时,由于聚合物对牙齿表面的特别亲和力,将使过氧化合物,尤其是H2O2在牙齿表面以增强的程度释放,从而特别地在所需的作用位置提供。
该目的通过使用下文定义的共聚物来实现,其构成本发明主题的一部分。
本发明提供了包含衍生自以下单体的重复单元的共聚物在稳定过氧化合物以防分解中的用途:
·至少一种第一单体,其选自由如下组成的组:N-乙烯基吡咯烷酮(N-乙烯基-2-吡咯烷酮)、N-乙烯基-2-哌啶酮、N-乙烯基-3-甲基吡咯烷酮、N-乙烯基-3-甲基哌啶酮、N-乙烯基-3-甲基己内酰胺、N-乙烯基-4-甲基吡咯烷酮、N-乙烯基-4-甲基-2-吡咯烷酮、N-乙烯基-4-甲基哌啶酮、N-乙烯基-4-甲基己内酰胺、N-乙烯基-5-甲基吡咯烷酮、N-乙烯基-5-乙基-2-吡咯烷酮、N-乙烯基-4-甲基哌啶酮、N-乙烯基-3-乙基吡咯烷酮、N-乙烯基-4,5-二甲基吡咯烷酮、N-乙烯基-5,5-二甲基吡咯烷酮、N-乙烯基-3,3,5-三甲基吡咯烷酮、N-乙烯基-5-甲基-5-乙基吡咯烷酮、N-乙烯基-3,4,5-三甲基-3-乙基吡咯烷酮、N-乙烯基-6-甲基-2-哌啶酮、N-乙烯基-6-乙基-2-哌啶酮、N-乙烯基-3,5-二甲基-2-哌啶酮、N-乙烯基-4,4-二甲基-2-哌啶酮、N-乙烯基-2-己内酰胺、N-乙烯基-7-甲基己内酰胺、N-乙烯基-7-乙基己内酰胺、N-乙烯基-3,5-二甲基己内酰胺、N-乙烯基-4,6-二甲基己内酰胺、N-乙烯基-3,5,7-三甲基己内酰胺、N-乙烯基-2-戊内酰胺、N-乙烯基六氢-2-氮杂环庚酮(azepinone)、N-乙烯基八氢-2-氮杂环辛酮(azocinone)、N-乙烯基八氢-2-氮杂环壬酮(azoninone)、N-乙烯基十氢-2-氮杂环癸酮(azecinone)和这些单体的组合,
·至少一种共聚单体,其选自由如下组成的组:包含至少一个磷酸酯基团的单体、包含至少一个膦酸基团的单体、包含至少一个磺酸基团的单体、烯键式不饱和二羧酸、烯键式不饱和二羧酸酐和这些单体的组合,
·任选地至少一种其他可自由基聚合的烯键式不饱和单体,尤其是至少一种具有OH基团或用1-10个氧化乙烯单元乙氧基化的OH基团的其他可自由基聚合的烯键式不饱和单体,尤其是甲基丙烯酸2-羟基乙酯(HEMA),
·和任选地至少一种在分子中具有至少两个可自由基聚合的烯键式不饱和基团的交联共聚单体,
其中该过氧化合物选自由如下组成的组:有机过氧化合物和过氧化氢,尤其是选自由如下组成的组:有机氢过氧化物和过氧化氢,尤其是选自由如下组成的组:氢过氧化叔丁基、氢过氧化枯烯和过氧化氢,尤其是过氧化氢。
在所述用途的一个实施方案中,至少一种第一单体是N-乙烯基吡咯烷酮。
在所述用途的一个实施方案中,至少一种第一单体是N-乙烯基-2-己内酰胺。
在所述用途的一个实施方案中,至少一种共聚单体选自由如下组成的组:马来酸、马来酸酐、富马酸、乙烯基膦酸、2-丙烯酰胺基-2-甲基丙烷磺酸、丙烯酰胺基丙烷磺酸和这些单体的组合。
在所述用途的一个实施方案中,至少一种共聚单体选自由如下组成的组:乙烯基膦酸、2-丙烯酰胺基-2-甲基丙烷磺酸和这些单体的组合。
在所述用途的一个实施方案中,至少一种交联共聚单体选自由如下组成的组:N,N'-二乙烯基亚乙基脲、N,N'-二乙烯基亚丙基脲、N,N'-二乙烯基咪唑烷-2-酮、N-乙烯基-2-亚乙基吡咯烷酮、N-乙烯基-3-亚乙基吡咯烷酮、亚甲基双丙烯酰胺、烯丙基醚、乙烯基醚、(甲基)丙烯酸酯、具有多于两个官能团的醇或胺的(甲基)丙烯酰胺(其中醇优选选自由如下组成的组:乙二醇、二乙二醇、丁二醇、己二醇、三羟甲基丙烷、季戊四醇、聚乙二醇、聚丙二醇和所述醇的烷氧基化衍生物)和这些单体的组合。
在所述用途的一个实施方案中,共聚物基于共聚物的重复单元的总质量包含
·70-99.5重量%,优选80-99重量%,优选85-98重量%的衍生自至少一种第一单体的重复单元,
·0.5-30重量%,优选1-20重量%,优选2-15重量%的衍生自至少一种共聚单体的重复单元,
·0-20重量%,优选0-10重量%,优选0-5重量%,优选0-2重量%,尤其是0重量%的衍生自至少一种其他可自由基聚合的烯键式不饱和单体的重复单元,
·0-10重量%,优选0-2重量%,优选0-1重量%的衍生自至少一种交联共聚单体的重复单元,
·其中衍生自至少一种第一单体和至少一种共聚单体和至少一种其他可自由基聚合的烯键式不饱和单体和至少一种交联共聚单体的重复单元的重量比例的总和为100重量%。
在所述用途的一个实施方案中,
·至少一种第一单体是N-乙烯基吡咯烷酮,
·并且至少一种共聚单体选自由如下组成的组:乙烯基膦酸、2-丙烯酰胺基-2-甲基丙烷磺酸和这些单体的组合,
·并且共聚物基于共聚物中的重复单元的总质量包含70-99.5重量%,优选80-99重量%,优选85-98重量%的衍生自N-乙烯基吡咯烷酮的重复单元,和0.5-30重量%,优选1-20重量%,优选2-15重量%的衍生自至少一种共聚单体的重复单元,其中衍生自至少一种第一单体和至少一种共聚单体的重复单元的重量比例的总和为100重量%。
在所述用途的一个实施方案中,
·至少一种第一单体是N-乙烯基-2-己内酰胺,
·并且至少一种共聚单体选自由如下组成的组:乙烯基膦酸、2-丙烯酰胺基-2-甲基丙烷磺酸和这些单体的组合,
·并且共聚物基于共聚物中的重复单元的总质量包含70-99.5重量%,优选80-99重量%,优选85-98重量%的衍生自N-乙烯基吡咯烷酮的重复单元,和0.5-30重量%,优选1-20重量%,优选2-15重量%的衍生自至少一种共聚单体的重复单元,其中衍生自至少一种第一单体和至少一种共聚单体的重复单元的重量比例的总和为100重量%。
本发明进一步提供包含过氧化合物(其中该过氧化合物选自由如下组成的组:有机过氧化物化合物和过氧化氢,尤其是选自由如下组成的组:有机氢过氧化物和过氧化氢,尤其是选自由如下组成的组:氢过氧化叔丁基,氢过氧化枯烯和过氧化氢,尤其是过氧化氢)和如描述本发明主题和具体实施方案的任何上述段落中所定义的共聚物的组合物在牙齿漂白中的用途,其中该组合物优选可通过喷雾干燥获得,并且其中该组合物每100g共聚物包含优选1-32g,尤其是3-30g,尤其是8-28g过氧化合物。
在所述用途的一个实施方案中,组合物存在于选自由如下组成的组的配制剂中:牙膏、漱口剂、牙齿漂白用凝胶和口腔喷雾剂,其中组合物优选以使得该配制剂包含0.01-5重量%,尤其是0.1-4重量%,尤其是0.3-3重量%的过氧化合物的量存在于配制剂中。
在所述用途的一个实施方案中,配制剂包含用于这些配制剂的其他已知的助剂和成分。如果配制剂是牙膏,则其优选基本上是无水的。“基本上无水”是指小于8重量%,尤其是小于5重量%,尤其是小于3重量%的水。牙膏可特别包含聚氧化乙烯或聚氧化乙烯-聚氧化丙烯共聚物作为载体材料。
配制剂可以包含如US 2012/0058059中所公开的那些助剂和成分。
本发明还提供一种共聚物,其包含衍生自以下单体的重复单元:第一单体,其为N-乙烯基吡咯烷酮;至少一种共聚单体,其选自由如下组成的组:乙烯基膦酸、2-丙烯酰胺基-2-甲基丙烷磺酸和这些单体的组合;任选地至少一种其他可自由基聚合的烯键式不饱和单体;以及任选地至少一种在分子中具有至少两个可自由基聚合的烯键式不饱和基团的交联共聚单体。
在共聚物的一个实施方案中,至少一种交联共聚单体选自由如下组成的组:N,N'-二乙烯基亚乙基脲、N,N'-二乙烯基亚丙基脲、N,N'-二乙烯基咪唑烷-2-酮、N-乙烯基-2-亚乙基吡咯烷酮、N-乙烯基-3-亚乙基吡咯烷酮、亚甲基双丙烯酰胺、烯丙基醚、乙烯基醚、(甲基)丙烯酸酯、具有多于两个官能团的醇或胺的(甲基)丙烯酰胺以及这些单体的组合。
在共聚物的一个实施方案中,该共聚物基于共聚物的重复单元的总质量包含
·70-99.5重量%的衍生自至少一种第一单体的重复单元,
·0.5-30重量%的衍生自至少一种共聚单体的重复单元,
·0-20重量%的衍生自至少一种其他可自由基聚合的烯键式不饱和单体的重复单元,
·0-10重量%的衍生自至少一种交联共聚单体的重复单元,
·其中衍生自至少一种第一单体和至少一种共聚单体和至少一种其他可自由基聚合的烯键式不饱和单体和至少一种交联共聚单体的重复单元的重量比例的总和为100重量%。
在共聚物的一个实施方案中,共聚物基于共聚物中的重复单元的总质量包含
·70-99.5重量%的衍生自N-乙烯基吡咯烷酮的重复单元,和
·0.5-30重量%的衍生自至少一种共聚单体的重复单元,
·其中衍生自至少一种第一单体和至少一种共聚单体的重复单元的重量比例的总和为100重量%。
本发明还提供一种包含过氧化合物(其中该过氧化合物选自由如下组成的组:有机过氧化物化合物和过氧化氢,尤其是选自由如下组成的组:有机氢过氧化物和过氧化氢,尤其是选自由如下组成的组:氢过氧化叔丁基、氢过氧化枯烯和过氧化氢,尤其是过氧化氢)以及如前述段落中所定义的共聚物的组合物,其中该组合物优选可通过喷雾干燥获得,并且其中该组合物每100g共聚物包含优选1-32g,尤其是3-30g,尤其是8-28g过氧化合物。
本发明还提供一种包含该组合物的选自由如下组成的组的配制剂:牙膏、漱口剂、牙齿漂白用凝胶和口腔喷雾剂。
本发明还提供了一种漂白牙齿的方法,其包括使牙齿与包含过氧化合物和共聚物的组合物(所述组合物可以存在于如本文所公开的本发明配制剂中)接触,其中过氧化合物和共聚物均为如本文中根据本发明所公开的那些。
本发明共聚物和本发明用途的共聚物在水(唾液)中以一定程度溶解。它对牙齿具有良好亲和力(参见本文的实施例部分中的QCM测量)。这意指使过氧化合物,尤其是H2O2在牙齿处以增强的程度释放,这导致增强的牙齿增白。
包含至少一个膦酸基团的单体的实例是式RO-P(=O)(OH)2的链烷醇磷酸酯,其中R是烷基,优选具有1-30个碳原子。
包含至少一个膦酸基团的单体的实例是乙烯基膦酸、单乙烯基磷酸酯、烯丙基膦酸、单烯丙基磷酸酯、3-丁烯基膦酸、单-3-丁烯基磷酸酯、单(4-乙烯基氧基丁基)磷酸酯、丙烯酸膦酰氧基乙酯、甲基丙烯酸膦酰氧基乙酯、单(2-羟基-3-乙烯基氧基丙基)磷酸酯、单(1-膦酰氧基甲基-2-乙烯基氧基乙基)磷酸酯、单(3-烯丙基氧基-2-羟基丙基)磷酸酯、单-2-(烯丙基氧基-1-膦酰氧基甲基乙基)磷酸酯、2-羟基-4-乙烯基氧基甲基-1,3,2-二氧杂磷杂环戊烷、2-羟基-4-烯丙基氧基甲基-1,3,2-二氧杂磷杂环戊烷和(甲基)丙烯酸羟乙酯或羟丙酯与(聚)磷酸的酯。
包含至少一个磺酸基团的单体的实例是烯丙基磺酸、甲代烯丙基磺酸、苯乙烯磺酸、甲苯磺酸、乙烯基磺酸、烯丙基氧基苯磺酸或2-丙烯酰胺基-2-甲基丙烷磺酸、2-((甲基)丙烯酰基)乙基磺酸、2-丙烯酰胺基甲基十二烷基磺酸和3-(甲基)丙烯酰氧基丙烷磺酸。
烯键式不饱和二羧酸的实例是衣康酸、马来酸、中康酸、柠康酸、富马酸和亚甲基丙二酸。
烯键式不饱和二羧酸酐的实例是衣康酸、马来酸、中康酸、柠康酸、富马酸和亚甲基丙二酸。
共聚单体的重复单元(在它们包含酸基团时)可以在本发明共聚物中呈游离酸基团形式,或者它们可以与一种或多种不同阳离子一起呈脱质子化形式。阳离子可以例如是碱金属阳离子或铵离子。其他合适的阳离子通过碱(例如氨,有机胺如氨基甲基丙醇、三乙醇胺、乙醇胺,疏水改性胺如N-(N,N-双(羟基乙基)氨基丙基)-N-羟基乙基十八烷基胺或9-十八碳烯基胺,或天然存在的胺如赖氨酸、组氨酸或尸胺)的质子化而形成。
本发明共聚物优选是水溶性的。“水溶性”是指本发明共聚物在20℃下在水中的溶解度至少为45重量%。
本发明共聚物通常具有10-120,优选16-60,更优选20-45的K值。K值根据H.Fikentscher,Cellulose-Chemie 13,第48-64页和第71-94页(1932)(在5重量%的盐水溶液中,在22℃,pH7下为1%)测量。K值是聚合物的平均摩尔质量的量度。K值越高,平均摩尔质量越高。
在K值太小的情况下,在本发明共聚物中存在许多可氧化的端基,这是不利的。在K值太高的情况下,在本发明共聚物的喷雾干燥中可能会产生困难。
本发明共聚物的制备
本发明共聚物可以通过自由基共聚获得。使用的自由基引发剂可以是标准偶氮、过氧化物和氧化还原引发剂。优选使用H2O2/铜引发剂或2,2'-偶氮二(2-脒基丙烷)二盐酸盐。共聚中的反应温度通常为30-100℃。
共聚物的制备可以通过在水中,在醇如乙醇或异丙醇中,或在水/醇混合物中的溶液聚合的方法进行。优选在水中进行共聚。固体含量通常为5-75重量%,优选25-45重量%。
本发明的任选交联共聚物可以通过各种方法,例如通过凝胶聚合的方法,优选在含水介质中,或通过反相乳液或悬浮聚合的方法,或通过在两相含水混合物中水包水聚合的方法制备。制备本发明共聚物的另一种方法是单体在作为溶剂的水中的米花状聚合。米花状聚合物是交联的和水不溶性的。可使它们以研磨颗粒配制。
根据本发明包含过氧化合物(尤其是H2O2)和共聚物的组合物(也称为“共聚物-过
氧化物复合物”)的制备
使用的过氧化物(也称为“过氧化合物”)可以是有机过氧化物或H2O2。优选使用氢过氧化物,例如氢过氧化叔丁基或氢过氧化枯烯,或者H2O2。非常特别优选使用H2O2。
过氧化物优选作为浓度为10-70重量%,优选30-50重量%的水溶液使用。
过氧化物基于共聚物-H2O2复合物,优选以1-40重量%,更优选2-30重量%,最优选5-25重量%的量使用。
优选将本发明共聚物的水溶液与过氧化物混合并使所得溶液经受合适的干燥方法,例如辊干燥、流化床干燥、冷冻干燥或喷雾干燥。溶液可以在干燥方法之前或期间混合。
优选通过共聚物-H2O2溶液的喷雾干燥通过如EP 0 714 919 A2的权利要求书中所述的方法而制备复合物。
根据DE 19455380 A1的方法,水不溶性聚合物-过氧化物复合物可以与含水悬浮液中的H2O2混合,滤出,然后通过各种方法,例如在桨式干燥器中干燥。
米花状聚合物的H2O2复合物优选通过流化床法制备。这涉及用H2O2溶液喷雾聚合物并将其在限定的空气流中干燥。进料空气的温度通常为25-80℃,输出空气的温度为25-70℃。更详细的描述可以尤其从DE 4344131A1的第3页第47行开始找到。借助该方法,可以获得水含量小于5重量%的自由流动的粉末。
用途
本发明共聚物-过氧化物复合物优选用于牙科处理产品,尤其是牙膏中。本发明共聚物-过氧化物复合物也用于选自由如下组成的组的牙科处理组合物中:漱口剂、牙齿漂白用凝胶和口腔喷雾。最优选地,这些牙科处理产品基本上是无水的。“基本上无水”是指小于8重量%,尤其是小于5重量%,尤其是小于3重量%的水。大量的水降低了共聚物-过氧化物复合物的稳定性。
实施例
下文中使用以下简写和名称:
VP:N-乙烯基吡咯烷酮
VCap:N-乙烯基-2-己内酰胺
AMPS:2-丙烯酰胺基-2-甲基丙烷磺酸
VPA:乙烯基膦酸
Wako V 50:2,2'-偶氮双(2-甲基丙脒)二盐酸盐(聚合引发剂)
K值:根据Fikentscher的K值
%是指重量%,除非另有说明。
实施例1a:VP-AMPS共聚物(质量比为90:10),半间歇模式
容量为2.5升的烧瓶装有搅拌器、冷却单元、内部温度计和计量装置。向后者加入920g去离子水(DM水)、0.55g氨溶液(25%)和256g N-乙烯基吡咯烷酮(VP),并在氮气气氛下加热至内部温度75℃。将引发剂体系(在138g DM水中的27g H2O2(浓度为30%)和0.12g0.09%氯化铜(II)溶液(CuCl2溶液))通过单独的储存容器在8h内计量加入反应混合物中。加入引发剂开始,在4h内将464g VP、80g 2-丙烯酰胺基-2-甲基丙烷磺酸(AMPS)、30.85g氢氧化钠(NaOH)和56g DM水的混合物连续计量加入。在加入所有共反应物之后,将反应混合物在内部温度75℃下再保持2h,然后冷却至室温。
反应产物的固体含量为43%。在5重量%盐水溶液中对0.01g/cm3聚合物溶液(该聚合物溶液由稀释所得反应混合物而得到)的分析得到33的K值。
实施例1b:VP-AMPS共聚物(质量比为90:10),K值66
容量为2.5升的烧瓶装有搅拌器、冷却单元、内部温度计和计量装置。向后者加入920g DM水、0.55g氨溶液(25%)和256g VP,并在氮气气氛下加热至内部温度85℃。将9gWako V 50引发剂与157g混合并在5.5h内加入反应混合物中。同时,在4h的时间内,连续计量加入464g VP、80g AMPS、30.85g NaOH和56g DM水的混合物。相同时刻开始,通过其他进料容器,在6.5h内向反应混合物中加入另外的72g 25%的氨溶液。在加料完成后,将内部温度在85℃下再保持2h。
由此制备的产物是粘稠的,固体含量为44%,K值为66(根据在5重量%盐水溶液中对0.01g/cm3聚合物溶液(该聚合物溶液由稀释所得反应混合物而得到)的分析)。
实施例1c:VP-AMPS共聚物(质量比为90:10),间歇模式
容量为2.5升的烧瓶装有搅拌器、冷却单元、内部温度计和计量装置。向后者加入808g DM水、1.18g氨溶液(25%)以及379.27g VP和84.2gAMPS,并在氮气气氛下加热至内部温度85℃。在达到目标温度之前,从三个不同的烧瓶中,在2h内向反应混合物加入8.77gH2O2(30%)、1.05g DM水和0.08g CuCl2的混合物以及1.71g氨溶液(25%)。随后,将内部温度在85℃下再保持恒定2h。
由此制备的产物的固体含量为33%,K值为31(根据在5重量%的盐水溶液中对0.01g/cm3聚合物溶液(该聚合物溶液由稀释所得反应混合物而得到)的分析)。
实施例2:VP-AMPS共聚物(质量比为95:5)
类似于实施例1a,在初始加料中使用276g N-乙烯基吡咯烷酮和单体混合物中的484g VP以及40g AMPS。将单体混合物在4h内计量加入反应混合物中。获得具有95重量%的VP和5重量%的AMPS的共聚物。所获得的产物的固体含量为42%,并且在5重量%的盐水溶液中的稀释至0.01g/cm3的聚合物溶液的分析得到38的K值。
实施例3:VP-VPA共聚物(质量比为90:10)
容量为2.5升的烧瓶装有搅拌器、冷却单元、内部温度计和计量装置。向后者加入950g DM水、74g NaOH和50g乙烯基膦酸(VPA)。在氮气气氛下,将反应混合物加热至85℃。在8h内将450g VP以及25g Wako V 50和237.5g DM水的混合物计量加入反应混合物中。随后,使内部温度在85℃下再保持恒定2h。
以这种方式获得固体含量为28%,K值为36(在5重量%的盐水溶液中的0.01g/cm3聚合物溶液)的粘稠淡黄色溶液。
实施例4:VP-VPA共聚物(质量比为95:5)
反应类似于实施例3进行,不同之处在于初始加料中的VPA含量降至25g,NaOH含量降至25g。待计量加入的VP量增至430g;内部温度在85℃下保持恒定。最后,将产物冷却至室温。
所得产物的固体含量为31%,并且在5重量%的盐水溶液中对0.01g/cm3的聚合物溶液进行分析得到50的K值。
实施例5:来自实施例1a的聚合物的喷雾干燥
将1641g包含90重量%的VP和10重量%的AMPS(根据实施例1a)的40重量%的共聚物水溶液与412g的50重量%的H2O2溶液和300g的水混合。将所得混合物喷雾干燥。喷雾干燥期间氮气的进料温度为162-164℃,出口温度保持在75-78℃。产量为746g/h。以这种方式获得自由流动的聚合物。
实施例6:来自实施例3的聚合物的喷雾干燥
将1001g包含90重量%的VP和10重量%的VPA(根据实施例3)的30重量%的共聚物水溶液与174g的50重量%的H2O2溶液和202g的水混合。将所得混合物喷雾干燥。喷雾干燥期间氮气的进料温度为155-160℃,出口温度保持在68-70℃。产量为910g/h。以这种方式获得自由流动的聚合物。
牙齿亲和力的研究
借助于石英晶体微量天平(QCM)来表征经喷雾干燥的聚合物的牙齿亲和力。使用的传感器是涂覆有纳米晶体羟基磷灰石(QSX 327HA,制造商:BioLin Scientific AB,Stockholm)的石英晶体。在每次实验之前,首先在36℃下以50mL/分钟的速率使水通过晶体,并测量其共振频率。随后,在相同条件下使水中的待测聚合物溶液(浓度:50ppm)(调节至pH为7.0)通过传感器。聚合物的吸附表现为共振频率随时间而降低。Sauerbrey方程可用于将测得的频率变化转化为实际吸附的质量或层厚度。
这些实施例显示了本发明聚合物对牙齿表面的亲和力。
其他实施例
实施例7:VCap-AMPS共聚物(质量比为90/10)
容量为2.5升的烧瓶装有搅拌器、冷却单元、内部温度计和计量装置。向后者加入729g DM水、0.32g氨溶液(25%)以及360g VCap和80g AMPS,并在氮气气氛下加热至内部温度85℃。在达到目标温度之前,从三个不同的烧瓶中,在2h的时间内向反应混合物中加入27.72g H2O2(15%)、12.4gDM水和0.08g CuCl2溶液的混合物以及14.4g氨溶液(2.5%)。随后,将内部温度在85℃下再保持恒定2h。
由此制备的产物的固体含量为29%,K值为16(根据在5重量%的盐水溶液中对0.01g/cm3聚合物溶液(该聚合物溶液由稀释所得反应混合物而得到)的分析)。
随后将VCap-AMPS共聚物溶液与50重量%的H2O2溶液1:1混合并引入陪替式培养皿中。将该溶液在45℃下在真空箱中干燥12h。以这种方式可以获得透明的VCap-AMPS共聚物-H2O2复合膜。
实施例8:已染色的磷灰石粉末的防脱色和增白
为了显示共聚物-H2O2复合物的增白性能和脱色预防能力,进行了以下实验:
1.对照实验:用咖啡染色磷灰石
2.对脱色的预防性能
3.在脱色磷灰石上的增白性能
所用化学品
·根据实施例5的经喷雾干燥的PVP-AMPS共聚物-H2O2复合物
·咖啡:来自Penny Markt GmbH的Content Gold Instant Kaffee100%阿拉比卡
·磷灰石:来自Sigma Aldrich的羟基磷灰石,CAS:1306-06-5
脱色实验程序:
对于1:将10g磷灰石与30mL咖啡(2重量%)在37℃下搅拌15min,然后离心。
然后将固体用30mL DM水洗涤并离心。
然后进行以下洗涤步骤两次:将固体与30mL DM水在37℃下搅拌15min,然后离心出来。
最后,将固体在真空箱中在45℃下干燥12h,然后用研钵和研杵粉碎。
对于2:将10g PVP-AMPS共聚物-H2O2复合物溶解在30g水中并与10g磷灰石混合。将该混合物搅拌15min,然后离心。
随后,将固体与30mL咖啡(2重量%)在37℃下搅拌15min并离心。
后处理类似于1:
将固体用30mL DM水洗涤并离心。
然后进行以下洗涤步骤两次:将固体与30mL DM水在37℃下搅拌15min,然后离心出来。
最后,将固体在真空箱中在45℃下干燥12h,然后用研钵和研杵粉碎。
对于3:磷灰石的脱色类似于1:
将10g磷灰石与30mL咖啡(2重量%)在37℃下搅拌15min,然后离心。
然后将固体用30mL DM水洗涤并离心。
然后进行以下洗涤步骤两次:将固体与30mL DM水在37℃下搅拌15min,然后离心出来。
将染色的磷灰石与10g聚合物(PVP-AMPS共聚物-H2O2复合物)在30g DM水中在37℃下搅拌15min,然后离心。
最后,将固体在真空箱中在45℃下干燥12h,然后用研钵和研杵粉碎。
观察1、2和3:
所有三个样品都是褐色的。样品1(对照实验,用咖啡染色)比样品2(在用咖啡染色之前用共聚物-H2O2复合物预防性处理)更深。样品2又比样品3(用咖啡染色后用共聚物-H2O2复合物处理)更深。这些实施例显示了共聚物-H2O2复合物对于针对不想要的脱色的预防措施和在现有脱色情况下的增白的功效。磷灰石与釉质非常相似。因此,可以假设在牙齿中也可以实现相应的增白效果。
Claims (29)
1.一种漂白牙齿的方法,包括使牙齿与包含如下的组合物接触:
过氧化合物,其中所述过氧化合物选自由如下组成的组:有机过氧化合物和过氧化氢,和包含衍生自以下单体的重复单元的共聚物:
至少一种第一单体,其选自由如下组成的组:N-乙烯基吡咯烷酮(N-乙烯基-2-吡咯烷酮)、N-乙烯基-2-哌啶酮、N-乙烯基-3-甲基吡咯烷酮、N-乙烯基-3-甲基哌啶酮、N-乙烯基-3-甲基己内酰胺、N-乙烯基-4-甲基吡咯烷酮、N-乙烯基-4-甲基-2-吡咯烷酮、N-乙烯基-4-甲基己内酰胺、N-乙烯基-5-甲基吡咯烷酮、N-乙烯基-5-乙基-2-吡咯烷酮、N-乙烯基-4-甲基哌啶酮、N-乙烯基-3-乙基吡咯烷酮、N-乙烯基-4,5-二甲基吡咯烷酮、N-乙烯基-5,5-二甲基吡咯烷酮、N-乙烯基-3,3,5-三甲基吡咯烷酮、N-乙烯基-5-甲基-5-乙基吡咯烷酮、N-乙烯基-3,4,5-三甲基-3-乙基吡咯烷酮、N-乙烯基-6-甲基-2-哌啶酮、N-乙烯基-6-乙基-2-哌啶酮、N-乙烯基-3,5-二甲基-2-哌啶酮、N-乙烯基-4,4-二甲基-2-哌啶酮、N-乙烯基-2-己内酰胺、N-乙烯基-7-甲基己内酰胺、N-乙烯基-7-乙基己内酰胺、N-乙烯基-3,5-二甲基己内酰胺、N-乙烯基-4,6-二甲基己内酰胺、N-乙烯基-3,5,7-三甲基己内酰胺、N-乙烯基-2-戊内酰胺、N-乙烯基六氢-2-氮杂环庚酮、N-乙烯基八氢-2-氮杂环辛酮、N-乙烯基八氢-2-氮杂环壬酮、N-乙烯基十氢-2-氮杂环癸酮和这些单体的组合,
至少一种共聚单体,其选自由如下组成的组:包含至少一个磷酸酯基团的单体、包含至少一个膦酸基团的单体、包含至少一个磺酸基团的单体和这些单体的组合,
任选地至少一种其他可自由基聚合的烯键式不饱和单体,
和任选地至少一种在分子中具有至少两个可自由基聚合的烯键式不饱和基团的交联共聚单体,以及
其中所述组合物通过将所述共聚物的水溶液与过氧化物混合并使所得溶液经受辊干燥、流化床干燥、冷冻干燥或喷雾干燥而制备。
2.根据权利要求1的方法,其中所述至少一种第一单体为N-乙烯基吡咯烷酮。
3.根据权利要求1的方法,其中所述至少一种第一单体为N-乙烯基-2-己内酰胺。
4.根据权利要求1-3中任一项的方法,其中所述至少一种共聚单体选自由如下组成的组:乙烯基膦酸、2-丙烯酰胺基-2-甲基丙烷磺酸、丙烯酰胺基丙烷磺酸和这些单体的组合。
5.根据权利要求1-3中任一项的方法,其中所述至少一种共聚单体选自由如下组成的组:乙烯基膦酸、2-丙烯酰胺基-2-甲基丙烷磺酸和这些单体的组合。
6.根据权利要求1-3中任一项的方法,其中所述至少一种交联共聚单体选自由如下组成的组:N,N'-二乙烯基亚乙基脲、N,N'-二乙烯基亚丙基脲、N,N'-二乙烯基咪唑烷-2-酮、N-乙烯基-2-亚乙基吡咯烷酮、N-乙烯基-3-亚乙基吡咯烷酮、亚甲基双丙烯酰胺、烯丙基醚、乙烯基醚、(甲基)丙烯酸酯、具有多于两个官能团的醇或胺的(甲基)丙烯酰胺和这些单体的组合。
7.根据权利要求4的方法,其中所述至少一种交联共聚单体选自由如下组成的组:N,N'-二乙烯基亚乙基脲、N,N'-二乙烯基亚丙基脲、N,N'-二乙烯基咪唑烷-2-酮、N-乙烯基-2-亚乙基吡咯烷酮、N-乙烯基-3-亚乙基吡咯烷酮、亚甲基双丙烯酰胺、烯丙基醚、乙烯基醚、(甲基)丙烯酸酯、具有多于两个官能团的醇或胺的(甲基)丙烯酰胺和这些单体的组合。
8.根据权利要求5的方法,其中所述至少一种交联共聚单体选自由如下组成的组:N,N'-二乙烯基亚乙基脲、N,N'-二乙烯基亚丙基脲、N,N'-二乙烯基咪唑烷-2-酮、N-乙烯基-2-亚乙基吡咯烷酮、N-乙烯基-3-亚乙基吡咯烷酮、亚甲基双丙烯酰胺、烯丙基醚、乙烯基醚、(甲基)丙烯酸酯、具有多于两个官能团的醇或胺的(甲基)丙烯酰胺和这些单体的组合。
9.根据权利要求1-3中任一项的方法,其中所述共聚物基于共聚物中的重复单元的总质量包含
70-99.5重量%的衍生自至少一种第一单体的重复单元,
0.5-30重量%的衍生自至少一种共聚单体的重复单元,
0-20重量%的衍生自至少一种其他可自由基聚合的烯键式不饱和单体的重复单元,
0-10重量%的衍生自至少一种交联共聚单体的重复单元,
其中衍生自所述至少一种第一单体和所述至少一种共聚单体和所述至少一种其他可自由基聚合的烯键式不饱和单体和所述至少一种交联共聚单体的重复单元的重量比例的总和为100重量%。
10.根据权利要求4的方法,其中所述共聚物基于共聚物中的重复单元的总质量包含
70-99.5重量%的衍生自至少一种第一单体的重复单元,
0.5-30重量%的衍生自至少一种共聚单体的重复单元,
0-20重量%的衍生自至少一种其他可自由基聚合的烯键式不饱和单体的重复单元,
0-10重量%的衍生自至少一种交联共聚单体的重复单元,
其中衍生自所述至少一种第一单体和所述至少一种共聚单体和所述至少一种其他可自由基聚合的烯键式不饱和单体和所述至少一种交联共聚单体的重复单元的重量比例的总和为100重量%。
11.根据权利要求5的方法,其中所述共聚物基于共聚物中的重复单元的总质量包含
70-99.5重量%的衍生自至少一种第一单体的重复单元,
0.5-30重量%的衍生自至少一种共聚单体的重复单元,
0-20重量%的衍生自至少一种其他可自由基聚合的烯键式不饱和单体的重复单元,
0-10重量%的衍生自至少一种交联共聚单体的重复单元,
其中衍生自所述至少一种第一单体和所述至少一种共聚单体和所述至少一种其他可自由基聚合的烯键式不饱和单体和所述至少一种交联共聚单体的重复单元的重量比例的总和为100重量%。
12.根据权利要求6的方法,其中所述共聚物基于共聚物中的重复单元的总质量包含
70-99.5重量%的衍生自至少一种第一单体的重复单元,
0.5-30重量%的衍生自至少一种共聚单体的重复单元,
0-20重量%的衍生自至少一种其他可自由基聚合的烯键式不饱和单体的重复单元,
0-10重量%的衍生自至少一种交联共聚单体的重复单元,
其中衍生自所述至少一种第一单体和所述至少一种共聚单体和所述至少一种其他可自由基聚合的烯键式不饱和单体和所述至少一种交联共聚单体的重复单元的重量比例的总和为100重量%。
13.根据权利要求1的方法,
其中所述至少一种第一单体为N-乙烯基吡咯烷酮,
并且其中所述至少一种共聚单体选自由如下组成的组:乙烯基膦酸、2-丙烯酰胺基-2-甲基丙烷磺酸和这些单体的组合,
并且其中所述共聚物基于共聚物中的重复单元的总质量包含
70-99.5重量%的衍生自N-乙烯基吡咯烷酮的重复单元,和
0.5-30重量%的衍生自至少一种共聚单体的重复单元,
其中衍生自所述至少一种第一单体和所述至少一种共聚单体的重复单元的重量比例的总和为100重量%。
14.根据权利要求1的方法,
其中所述至少一种第一单体为N-乙烯基-2-己内酰胺,
并且其中所述至少一种共聚单体选自由如下组成的组:乙烯基膦酸、2-丙烯酰胺基-2-甲基丙烷磺酸和这些单体的组合,
并且其中所述共聚物基于共聚物中的重复单元的总质量包含
70-99.5重量%的衍生自N-乙烯基吡咯烷酮的重复单元,和
0.5-30重量%的衍生自至少一种共聚单体的重复单元,
其中衍生自所述至少一种第一单体和所述至少一种共聚单体的重复单元的重量比例的总和为100重量%。
15.根据权利要求1-3中任一项的方法,其中所述过氧化合物选自由如下组成的组:有机氢过氧化物和过氧化氢。
16.根据权利要求4的方法,其中所述过氧化合物选自由如下组成的组:有机氢过氧化物和过氧化氢。
17.根据权利要求5的方法,其中所述过氧化合物选自由如下组成的组:有机氢过氧化物和过氧化氢。
18.根据权利要求6的方法,其中所述过氧化合物选自由如下组成的组:有机氢过氧化物和过氧化氢。
19.根据权利要求9的方法,其中所述过氧化合物选自由如下组成的组:有机氢过氧化物和过氧化氢。
20.根据权利要求10-14中任一项的方法,其中所述过氧化合物选自由如下组成的组:有机氢过氧化物和过氧化氢。
21.根据权利要求1-3中任一项的方法,其中所述组合物存在于选自由如下组成的组的配制剂中:牙膏、漱口剂、牙齿漂白用凝胶和口腔喷雾剂。
22.根据权利要求4的方法,其中所述组合物存在于选自由如下组成的组的配制剂中:牙膏、漱口剂、牙齿漂白用凝胶和口腔喷雾剂。
23.根据权利要求6的方法,其中所述组合物存在于选自由如下组成的组的配制剂中:牙膏、漱口剂、牙齿漂白用凝胶和口腔喷雾剂。
24.根据权利要求9的方法,其中所述组合物存在于选自由如下组成的组的配制剂中:牙膏、漱口剂、牙齿漂白用凝胶和口腔喷雾剂。
25.根据权利要求10-14中任一项的方法,其中所述组合物存在于选自由如下组成的组的配制剂中:牙膏、漱口剂、牙齿漂白用凝胶和口腔喷雾剂。
26.根据权利要求15的方法,其中所述组合物存在于选自由如下组成的组的配制剂中:牙膏、漱口剂、牙齿漂白用凝胶和口腔喷雾剂。
27.根据权利要求21的方法,其中所述配制剂包含用于这些配制剂的其他已知的助剂和成分。
28.根据权利要求15的方法,其中所述过氧化合物选自由如下组成的组:氢过氧化叔丁基、氢过氧化枯烯和过氧化氢。
29.根据权利要求1的方法,其中所述过氧化合物是过氧化氢。
Applications Claiming Priority (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP15165458.9 | 2015-04-28 | ||
EP15165458 | 2015-04-28 | ||
EP15165457.1 | 2015-04-28 | ||
EP15165457 | 2015-04-28 | ||
PCT/EP2016/058510 WO2016173871A1 (de) | 2015-04-28 | 2016-04-18 | Verwendung einer zusammensetzung zum bleichen von zähnen |
Publications (2)
Publication Number | Publication Date |
---|---|
CN107531850A CN107531850A (zh) | 2018-01-02 |
CN107531850B true CN107531850B (zh) | 2022-01-11 |
Family
ID=55794969
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN201680024442.7A Active CN107531850B (zh) | 2015-04-28 | 2016-04-18 | 组合物在漂白牙齿中的用途 |
CN201680024399.4A Pending CN107567327A (zh) | 2015-04-28 | 2016-04-18 | 用于稳定过氧化物化合物的聚合物 |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN201680024399.4A Pending CN107567327A (zh) | 2015-04-28 | 2016-04-18 | 用于稳定过氧化物化合物的聚合物 |
Country Status (10)
Country | Link |
---|---|
US (2) | US20180093113A1 (zh) |
EP (2) | EP3288532B1 (zh) |
JP (2) | JP6814160B6 (zh) |
KR (2) | KR20170140204A (zh) |
CN (2) | CN107531850B (zh) |
BR (2) | BR112017021946B1 (zh) |
ES (1) | ES2890130T3 (zh) |
PL (1) | PL3288532T3 (zh) |
RU (2) | RU2706428C2 (zh) |
WO (2) | WO2016173869A1 (zh) |
Families Citing this family (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2016173869A1 (de) * | 2015-04-28 | 2016-11-03 | Basf Se | Polymere zur stabilisierung peroxidischer verbindungen |
ES2718061T3 (es) | 2015-06-17 | 2019-06-27 | Clariant Int Ltd | Polímeros solubles en agua o hinchables en agua como agentes de reducción de la pérdida de agua en pastas crudas de cemento |
WO2018108611A1 (en) | 2016-12-12 | 2018-06-21 | Clariant International Ltd | Use of bio-based polymer in a cosmetic, dermatological or pharmaceutical composition |
BR112019011780B1 (pt) | 2016-12-12 | 2023-03-07 | Clariant International Ltd | Polímero compreendendo carbono de material biológico, seu processo de obtenção e seu uso |
US11401362B2 (en) | 2016-12-15 | 2022-08-02 | Clariant International Ltd | Water-soluble and/or water-swellable hybrid polymer |
WO2018108664A1 (en) | 2016-12-15 | 2018-06-21 | Clariant International Ltd | Water-soluble and/or water-swellable hybrid polymer |
EP3554644A1 (en) | 2016-12-15 | 2019-10-23 | Clariant International Ltd | Water-soluble and/or water-swellable hybrid polymer |
WO2018108667A1 (en) | 2016-12-15 | 2018-06-21 | Clariant International Ltd | Water-soluble and/or water-swellable hybrid polymer |
US11141364B2 (en) * | 2017-11-30 | 2021-10-12 | Colgate-Palmolive Company | Oral care compositions |
US20190175487A1 (en) * | 2017-12-07 | 2019-06-13 | Johnson & Johnson Consumer Inc. | Oral Care Compositions |
WO2019117885A1 (en) * | 2017-12-13 | 2019-06-20 | Colgate-Palmolive Company | Oral care compositions and methods for increasing stability of the same |
CN108329426B (zh) * | 2018-02-08 | 2020-11-17 | 博爱新开源医疗科技集团股份有限公司 | 一种n-乙烯基吡咯烷酮和n-乙烯基己内酰胺的无规共聚物溶液及其制备方法 |
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 |
JP7365631B2 (ja) * | 2019-09-02 | 2023-10-20 | 国立大学法人福井大学 | ホスホン酸又はホスホン酸エステル構造を有するコア-シェル型高分子微粒子、粒子分散液、成形体及び前記微粒子の製造方法 |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3376110A (en) * | 1967-01-30 | 1968-04-02 | Gen Aniline & Film Corp | Solid stabilized hydrogen peroxide compositions |
US3480557A (en) * | 1967-01-30 | 1969-11-25 | Gaf Corp | Solid stabilized hydrogen peroxide compositions |
CN1168384A (zh) * | 1996-03-19 | 1997-12-24 | 巴斯福股份公司 | 包含过氧羧基的聚合物的制备方法 |
Family Cites Families (32)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1945538A1 (de) | 1969-09-09 | 1971-03-11 | Ludwig Wittrock | Vorrichtung zur Verarbeitung von Thermoplast-Kunststoff-Rohstoffen zu Halbzeugen oder Fertigartikeln unter Verwendung des Einschneckenprinzips |
BE755806A (fr) | 1969-09-09 | 1971-03-08 | Knapsack Ag | Procede de preparation de l'acroleine |
JPS52114480A (en) * | 1976-03-22 | 1977-09-26 | Toagosei Chem Ind Co Ltd | Aqueous solution of polymer containing aluminum |
US5260391A (en) * | 1987-03-23 | 1993-11-09 | Michael Stephens | Tetrapolymerization product of 2-acrylamido-2-methyl propane sulfonic acid/associated salts, n-vinyl pyrrolidone, acrylamide, and acrylic acid/associated salts |
DE4344131A1 (de) | 1993-12-23 | 1995-06-29 | Basf Ag | Verfahren zur Herstellung von Wasserstoffperoxid-, C^1^- bis C^4^-Monopercarbonsäure- und C^4^- bis C^1^^8^-Dipercarbonsäure-Komplexen im Wirbelschichtverfahren |
DE4421936A1 (de) * | 1994-06-23 | 1996-01-04 | Basf Ag | Verfahren zur Herstellung von in Wasser klar löslichen, restmonomerenarmen Copolymerisaten aus N-Vinylpyrrolidon und Vinylacetat |
DE4442900A1 (de) | 1994-12-02 | 1996-06-05 | Basf Ag | Verfahren zur Herstellung von pulverförmigen Wasserstoffperoxid-Polymer-Komplexen |
DE19640365A1 (de) * | 1996-09-30 | 1998-04-02 | Basf Ag | Polymer-Wasserstoffperoxid-Komplexe |
US20060171907A1 (en) * | 1996-11-21 | 2006-08-03 | The Procter & Gamble Company | Oral care compositions providing enhanced whitening and stain prevention |
US8652446B2 (en) * | 2000-03-17 | 2014-02-18 | Lg Household & Healthcare Ltd. | Apparatus and method for whitening teeth |
ATE421894T1 (de) | 2000-03-17 | 2009-02-15 | Lg Household & Health Care Ltd | Pflaster zum weissen der zähne |
DE10045314A1 (de) | 2000-09-12 | 2002-03-21 | Basf Ag | Verwendung von Vinylphosphonsäureeinheiten enthaltenden Copolymerisaten in Wasch- und Reinigungsmitteln |
FR2818543B1 (fr) | 2000-12-22 | 2005-09-02 | Oreal | Composition oxydante pour le traitement des matieres keratiniques a base de polymeres amphiphiles d'au moins un monomere a insaturation ethylenique a groupement sulfonique et comportant une partie hydrophobe |
US6682722B2 (en) * | 2001-09-19 | 2004-01-27 | The Procter & Gamble Company | Oral compositions providing enhanced overall cleaning |
US20040242770A1 (en) * | 2003-04-16 | 2004-12-02 | Feldstein Mikhail M. | Covalent and non-covalent crosslinking of hydrophilic polymers and adhesive compositions prepared therewith |
US20050036956A1 (en) | 2003-08-15 | 2005-02-17 | Lin Fei | Non-aqueous liquid tooth whitening composition |
US8815215B2 (en) | 2003-08-15 | 2014-08-26 | Colgate-Palmolive Company | Hydrophobic tooth whitening system and methods of use |
DE10343900A1 (de) | 2003-09-19 | 2005-04-21 | Basf Ag | Verwendung von N-Vinyllactam enthaltenden Copolymeren zur Herstellung von funktionalisierten Membranen |
US20050063921A1 (en) * | 2003-09-19 | 2005-03-24 | Unilever Home & Personal Care Usa, Division Of Conopco, Inc. | Oral composition |
DE102004035515A1 (de) * | 2004-07-22 | 2006-02-16 | Clariant Gmbh | Thermostabiles, wasserlösliches, bei hohen Temperaturen vernetzbares Polymer |
US20060045854A1 (en) * | 2004-08-27 | 2006-03-02 | Lynette Zaidel | Oral care composition with cross-linked polymer peroxide |
DE102004050239A1 (de) * | 2004-10-15 | 2005-05-12 | Clariant Gmbh | Kosmetische, pharmazeutische und dermatologische Mittel |
US20070071695A1 (en) | 2005-09-27 | 2007-03-29 | Colgate-Palmolive Company | Single phase whitening dentifrice |
CA2632187C (en) * | 2005-11-09 | 2017-06-27 | Klox Technologies Inc. | Teeth whitening compositions and methods |
FR2907001B1 (fr) | 2006-10-12 | 2012-12-14 | Seppic Sa | Agent de decoloration ; procede pour sa preparation et utilisation pour decolorer les cheveux et blanchir les dents |
WO2011053877A2 (en) | 2009-10-30 | 2011-05-05 | Discus Dental, Llc | Highly stable oxidizing compositions |
US9493598B2 (en) * | 2010-04-14 | 2016-11-15 | Isp Investments Llc | Polymers having acid and amide moieties, and uses thereof |
BR112013001916A2 (pt) * | 2010-07-27 | 2016-05-24 | Clariant Finance Bvi Ltd | composições que compreendem peróxido de hidrogênio ou substâncias doadoras de peróxidos de hidrogênio |
EP2598436B1 (de) * | 2010-07-27 | 2014-09-24 | Clariant Finance (BVI) Limited | Verwendung von hydroxypyridonen oder deren salzen zur stabilisierung von wasserstoffperoxid oder wasserstoffperoxid freisetzenden substanzen |
CN103402584B (zh) * | 2011-03-11 | 2016-02-24 | 荷兰联合利华有限公司 | 口腔护理组合物 |
US20120301522A1 (en) | 2011-05-19 | 2012-11-29 | Isp Investments Inc. | Peroxide-stabilized abrasive tooth whitening compositions, process for preparing and method of use |
WO2016173869A1 (de) * | 2015-04-28 | 2016-11-03 | Basf Se | Polymere zur stabilisierung peroxidischer verbindungen |
-
2016
- 2016-04-18 WO PCT/EP2016/058499 patent/WO2016173869A1/de active Application Filing
- 2016-04-18 JP JP2017556246A patent/JP6814160B6/ja active Active
- 2016-04-18 EP EP16717360.8A patent/EP3288532B1/de active Active
- 2016-04-18 KR KR1020177030345A patent/KR20170140204A/ko active IP Right Grant
- 2016-04-18 BR BR112017021946-8A patent/BR112017021946B1/pt active IP Right Grant
- 2016-04-18 BR BR112017022089-0A patent/BR112017022089A2/pt not_active Application Discontinuation
- 2016-04-18 EP EP16719333.3A patent/EP3288533B1/de active Active
- 2016-04-18 RU RU2017141174A patent/RU2706428C2/ru active
- 2016-04-18 ES ES16717360T patent/ES2890130T3/es active Active
- 2016-04-18 KR KR1020177030666A patent/KR20170137789A/ko not_active Application Discontinuation
- 2016-04-18 PL PL16717360T patent/PL3288532T3/pl unknown
- 2016-04-18 JP JP2017556221A patent/JP6847856B2/ja active Active
- 2016-04-18 US US15/566,740 patent/US20180093113A1/en not_active Abandoned
- 2016-04-18 US US15/566,745 patent/US10154953B2/en active Active
- 2016-04-18 CN CN201680024442.7A patent/CN107531850B/zh active Active
- 2016-04-18 RU RU2017141175A patent/RU2713735C2/ru active
- 2016-04-18 WO PCT/EP2016/058510 patent/WO2016173871A1/de active Application Filing
- 2016-04-18 CN CN201680024399.4A patent/CN107567327A/zh active Pending
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3376110A (en) * | 1967-01-30 | 1968-04-02 | Gen Aniline & Film Corp | Solid stabilized hydrogen peroxide compositions |
US3480557A (en) * | 1967-01-30 | 1969-11-25 | Gaf Corp | Solid stabilized hydrogen peroxide compositions |
CN1168384A (zh) * | 1996-03-19 | 1997-12-24 | 巴斯福股份公司 | 包含过氧羧基的聚合物的制备方法 |
Also Published As
Publication number | Publication date |
---|---|
CN107531850A (zh) | 2018-01-02 |
RU2706428C2 (ru) | 2019-11-19 |
RU2017141174A (ru) | 2019-05-28 |
CN107567327A (zh) | 2018-01-09 |
JP6814160B2 (ja) | 2021-01-13 |
JP6814160B6 (ja) | 2021-02-10 |
BR112017021946A2 (pt) | 2018-07-10 |
ES2890130T3 (es) | 2022-01-17 |
RU2017141175A3 (zh) | 2019-05-29 |
WO2016173869A1 (de) | 2016-11-03 |
RU2017141174A3 (zh) | 2019-07-17 |
BR112017022089A2 (pt) | 2018-07-03 |
US20180125773A1 (en) | 2018-05-10 |
EP3288533B1 (de) | 2020-08-19 |
US10154953B2 (en) | 2018-12-18 |
US20180093113A1 (en) | 2018-04-05 |
RU2017141175A (ru) | 2019-05-28 |
JP6847856B2 (ja) | 2021-03-24 |
EP3288532A1 (de) | 2018-03-07 |
JP2018515467A (ja) | 2018-06-14 |
EP3288532B1 (de) | 2021-06-23 |
KR20170140204A (ko) | 2017-12-20 |
WO2016173871A1 (de) | 2016-11-03 |
PL3288532T3 (pl) | 2021-12-13 |
JP2018517016A (ja) | 2018-06-28 |
EP3288533A1 (de) | 2018-03-07 |
KR20170137789A (ko) | 2017-12-13 |
RU2713735C2 (ru) | 2020-02-07 |
BR112017021946B1 (pt) | 2021-10-05 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN107531850B (zh) | 组合物在漂白牙齿中的用途 | |
JP3272359B2 (ja) | 洗剤添加剤および該洗剤添加剤を含有する洗剤 | |
AU676841B2 (en) | Easy to disperse polycarboxylic acid thickeners | |
CA1241490A (en) | Continuous preparation of copolymers of monoethylenically unsaturated mono- and dicarboxylic acids | |
EP0969024B1 (en) | Detergent builder, production process therefor, and poly(meth)acrylic acid (or salt) polymer and use thereof | |
CA2131313A1 (en) | Process for producing copolymers from monoethylenically unsaturated monomers containing acid groups and from n-vinyl lactames | |
JP3399874B2 (ja) | 洗剤ビルダー、その製造方法、及びポリ(メタ)アクリル酸(塩)系重合体ならびにその用途 | |
CA2161576A1 (en) | Soluble copolymers for hair cosmetics | |
US7109155B2 (en) | Liquid bleaching composition components comprising amphiphilic polymers | |
EP1935908A1 (en) | Dye transfer inhibitor and detergent composition for laundering | |
JP3980496B2 (ja) | (メタ)アクリル酸系水溶性重合体の製造方法並びに用途 | |
EP3763786A1 (en) | (meth)acrylic acid copolymer-containing composition and method for producing (meth)acrylic acid copolymer | |
JP2007532734A (ja) | K値≧120を有するポリビニルラクタムの水中水型分散液を製造するための方法 | |
JP2012207068A (ja) | 新規重合体およびその製造方法 | |
JP2006169520A (ja) | 水不溶性ポリマーの水性二次分散液を製造する方法 | |
JP2022141381A (ja) | カルボン酸系重合体 | |
JP5982145B2 (ja) | ポリカルボン酸系重合体組成物およびその製造方法 | |
JPWO2011118728A1 (ja) | 新規共重合体およびその製造方法 | |
WO2015040168A1 (en) | Novel polymers from urocanic acid (4-imidazolacrylic acid) |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PB01 | Publication | ||
PB01 | Publication | ||
SE01 | Entry into force of request for substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
GR01 | Patent grant | ||
GR01 | Patent grant |