RU2683315C2 - Двухкомпонентный самоклеящийся стоматологический состав, способ его изготовления и применения - Google Patents

Info

Publication number

RU2683315C2

RU2683315C2 RU2017101309A RU2017101309A RU2683315C2 RU 2683315 C2 RU2683315 C2 RU 2683315C2 RU 2017101309 A RU2017101309 A RU 2017101309A RU 2017101309 A RU2017101309 A RU 2017101309A RU 2683315 C2 RU2683315 C2 RU 2683315C2

Authority

RU

Russia

Prior art keywords

component

composition

acid

constituent

polymerizable

Prior art date

2014-07-10

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• 239000000203 mixture Substances 0.000 title claims abstract description 237
• 239000000853 adhesive Substances 0.000 title description 51
• 238000000034 method Methods 0.000 title description 17
• 238000004519 manufacturing process Methods 0.000 title description 2
• 230000008569 process Effects 0.000 title 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 claims abstract description 82
• 239000000945 filler Substances 0.000 claims abstract description 57
• 230000002378 acidificating effect Effects 0.000 claims abstract description 42
• 239000011668 ascorbic acid Substances 0.000 claims abstract description 41
• 229960005070 ascorbic acid Drugs 0.000 claims abstract description 41
• 235000010323 ascorbic acid Nutrition 0.000 claims abstract description 40
• 150000001451 organic peroxides Chemical class 0.000 claims abstract description 31
• 229910052723 transition metal Inorganic materials 0.000 claims abstract description 26
• 150000003624 transition metals Chemical class 0.000 claims abstract description 25
• MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims abstract description 14
• 239000000470 constituent Substances 0.000 claims description 70
• -1 copper carboxylates Chemical class 0.000 claims description 58
• 239000002253 acid Substances 0.000 claims description 50
• 239000012634 fragment Substances 0.000 claims description 43
• 239000003795 chemical substances by application Substances 0.000 claims description 41
• 230000001235 sensitizing effect Effects 0.000 claims description 21
• 125000000217 alkyl group Chemical group 0.000 claims description 20
• 239000007788 liquid Substances 0.000 claims description 20
• 229910052802 copper Inorganic materials 0.000 claims description 17
• 239000010949 copper Substances 0.000 claims description 17
• 239000003638 chemical reducing agent Substances 0.000 claims description 15
• 239000000843 powder Substances 0.000 claims description 12
• UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 claims description 11
• 125000003118 aryl group Chemical group 0.000 claims description 10
• 229910052742 iron Inorganic materials 0.000 claims description 9
• XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 8
• 125000002877 alkyl aryl group Chemical group 0.000 claims description 6
• HNYOPLTXPVRDBG-UHFFFAOYSA-N barbituric acid Chemical compound O=C1CC(=O)NC(=O)N1 HNYOPLTXPVRDBG-UHFFFAOYSA-N 0.000 claims description 6
• DOUHZFSGSXMPIE-UHFFFAOYSA-N hydroxidooxidosulfur(.) Chemical group [O]SO DOUHZFSGSXMPIE-UHFFFAOYSA-N 0.000 claims description 6
• 150000002978 peroxides Chemical class 0.000 claims description 6
• RVBUGGBMJDPOST-UHFFFAOYSA-N 2-thiobarbituric acid Chemical compound O=C1CC(=O)NC(=S)N1 RVBUGGBMJDPOST-UHFFFAOYSA-N 0.000 claims description 5
• 125000000753 cycloalkyl group Chemical group 0.000 claims description 5
• YEOCHZFPBYUXMC-UHFFFAOYSA-L copper benzoate Chemical compound [Cu+2].[O-]C(=O)C1=CC=CC=C1.[O-]C(=O)C1=CC=CC=C1 YEOCHZFPBYUXMC-UHFFFAOYSA-L 0.000 claims description 4
• 229910052725 zinc Inorganic materials 0.000 claims description 4
• OPQARKPSCNTWTJ-UHFFFAOYSA-L copper(ii) acetate Chemical compound [Cu+2].CC([O-])=O.CC([O-])=O OPQARKPSCNTWTJ-UHFFFAOYSA-L 0.000 claims description 3
• ZKXWKVVCCTZOLD-UHFFFAOYSA-N copper;4-hydroxypent-3-en-2-one Chemical compound [Cu].CC(O)=CC(C)=O.CC(O)=CC(C)=O ZKXWKVVCCTZOLD-UHFFFAOYSA-N 0.000 claims description 3
• 229910052804 chromium Inorganic materials 0.000 claims description 2
• 150000001879 copper Chemical class 0.000 claims description 2
• 229940120693 copper naphthenate Drugs 0.000 claims description 2
• ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 claims description 2
• WFVZAFMKEMBBOU-UHFFFAOYSA-N copper;1-phenylpentane-1,3-dione Chemical compound [Cu].CCC(=O)CC(=O)C1=CC=CC=C1.CCC(=O)CC(=O)C1=CC=CC=C1 WFVZAFMKEMBBOU-UHFFFAOYSA-N 0.000 claims description 2
• SEVNKWFHTNVOLD-UHFFFAOYSA-L copper;3-(4-ethylcyclohexyl)propanoate;3-(3-ethylcyclopentyl)propanoate Chemical compound [Cu+2].CCC1CCC(CCC([O-])=O)C1.CCC1CCC(CCC([O-])=O)CC1 SEVNKWFHTNVOLD-UHFFFAOYSA-L 0.000 claims description 2
• 229910052759 nickel Inorganic materials 0.000 claims description 2
• 229910052719 titanium Inorganic materials 0.000 claims description 2
• 229910052720 vanadium Inorganic materials 0.000 claims description 2
• 229910052748 manganese Inorganic materials 0.000 claims 1
• 239000000126 substance Substances 0.000 abstract description 23
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• 239000003814 drug Substances 0.000 abstract 1
• 230000000694 effects Effects 0.000 abstract 1
• NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 92
• 238000005530 etching Methods 0.000 description 36
• 230000001070 adhesive effect Effects 0.000 description 32
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• 239000002245 particle Substances 0.000 description 23
• 150000001875 compounds Chemical class 0.000 description 22
• 150000003839 salts Chemical class 0.000 description 22
• 238000002156 mixing Methods 0.000 description 21
• VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 20
• 239000003999 initiator Substances 0.000 description 20
• 239000006072 paste Substances 0.000 description 19
• 239000000178 monomer Substances 0.000 description 18
• 239000012966 redox initiator Substances 0.000 description 16
• 239000005548 dental material Substances 0.000 description 15
• RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 14
• 239000000654 additive Substances 0.000 description 13
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• 238000009472 formulation Methods 0.000 description 13
• XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 13
• 150000001252 acrylic acid derivatives Chemical class 0.000 description 11
• 239000004568 cement Substances 0.000 description 11
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• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
• 229910001868 water Inorganic materials 0.000 description 11
• 238000006243 chemical reaction Methods 0.000 description 10
• 239000003479 dental cement Substances 0.000 description 10
• 239000000975 dye Substances 0.000 description 9
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• 238000006116 polymerization reaction Methods 0.000 description 9
• 238000003860 storage Methods 0.000 description 9
• IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 8
• 150000002148 esters Chemical class 0.000 description 8
• 230000007246 mechanism Effects 0.000 description 8
• 229920000193 polymethacrylate Polymers 0.000 description 8
• 239000000047 product Substances 0.000 description 8
• KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 7
• XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical class I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 7
• 239000002904 solvent Substances 0.000 description 7
• PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
• 229910019142 PO4 Inorganic materials 0.000 description 6
• NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical group OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 6
• QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Substances CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
• 229910052794 bromium Inorganic materials 0.000 description 6
• 125000004432 carbon atom Chemical group C* 0.000 description 6
• 229910052801 chlorine Inorganic materials 0.000 description 6
• MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 6
• 125000000524 functional group Chemical group 0.000 description 6
• 150000004820 halides Chemical class 0.000 description 6
• NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 6
• 239000010452 phosphate Substances 0.000 description 6
• JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 5
• LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
• NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 5
• 239000002585 base Substances 0.000 description 5
• 238000011049 filling Methods 0.000 description 5
• 239000011521 glass Substances 0.000 description 5
• 229910003439 heavy metal oxide Inorganic materials 0.000 description 5
• 150000002576 ketones Chemical class 0.000 description 5
• 238000005259 measurement Methods 0.000 description 5
• 229910052751 metal Inorganic materials 0.000 description 5
• 239000002184 metal Substances 0.000 description 5
• 229910001512 metal fluoride Inorganic materials 0.000 description 5
• 239000000377 silicon dioxide Substances 0.000 description 5
• 150000003512 tertiary amines Chemical class 0.000 description 5
• 238000012360 testing method Methods 0.000 description 5
• IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
• OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
• QSJXEFYPDANLFS-UHFFFAOYSA-N Diacetyl Chemical group CC(=O)C(C)=O QSJXEFYPDANLFS-UHFFFAOYSA-N 0.000 description 4
• RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
• CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 4
• AMFGWXWBFGVCKG-UHFFFAOYSA-N Panavia opaque Chemical compound C1=CC(OCC(O)COC(=O)C(=C)C)=CC=C1C(C)(C)C1=CC=C(OCC(O)COC(=O)C(C)=C)C=C1 AMFGWXWBFGVCKG-UHFFFAOYSA-N 0.000 description 4
• 241000183024 Populus tremula Species 0.000 description 4
• BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 4
• MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 description 4
• 150000007513 acids Chemical class 0.000 description 4
• 230000000996 additive effect Effects 0.000 description 4
• 238000005452 bending Methods 0.000 description 4
• 235000019400 benzoyl peroxide Nutrition 0.000 description 4
• 239000007767 bonding agent Substances 0.000 description 4
• 229930006711 bornane-2,3-dione Natural products 0.000 description 4
• 150000001732 carboxylic acid derivatives Chemical group 0.000 description 4
• 239000003054 catalyst Substances 0.000 description 4
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• 150000002430 hydrocarbons Chemical class 0.000 description 4
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• 239000004615 ingredient Substances 0.000 description 4
• 239000007800 oxidant agent Substances 0.000 description 4
• 229910052760 oxygen Inorganic materials 0.000 description 4
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• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 4
• 229920000728 polyester Polymers 0.000 description 4
• 229920001223 polyethylene glycol Polymers 0.000 description 4
• 238000012545 processing Methods 0.000 description 4
• 229910000077 silane Inorganic materials 0.000 description 4
• 229910052712 strontium Inorganic materials 0.000 description 4
• CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 4
• VNQXSTWCDUXYEZ-UHFFFAOYSA-N 1,7,7-trimethylbicyclo[2.2.1]heptane-2,3-dione Chemical compound C1CC2(C)C(=O)C(=O)C1C2(C)C VNQXSTWCDUXYEZ-UHFFFAOYSA-N 0.000 description 3
• ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
• UEKHZPDUBLCUHN-UHFFFAOYSA-N 2-[[3,5,5-trimethyl-6-[2-(2-methylprop-2-enoyloxy)ethoxycarbonylamino]hexyl]carbamoyloxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOC(=O)NCCC(C)CC(C)(C)CNC(=O)OCCOC(=O)C(C)=C UEKHZPDUBLCUHN-UHFFFAOYSA-N 0.000 description 3
• VVBLNCFGVYUYGU-UHFFFAOYSA-N 4,4'-Bis(dimethylamino)benzophenone Chemical compound C1=CC(N(C)C)=CC=C1C(=O)C1=CC=C(N(C)C)C=C1 VVBLNCFGVYUYGU-UHFFFAOYSA-N 0.000 description 3
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• FZUGPQWGEGAKET-UHFFFAOYSA-N parbenate Chemical compound CCOC(=O)C1=CC=C(N(C)C)C=C1 FZUGPQWGEGAKET-UHFFFAOYSA-N 0.000 description 3
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• KHDBMTLGTSGEEG-UHFFFAOYSA-M sodium;2-methylbenzenesulfinate Chemical compound [Na+].CC1=CC=CC=C1S([O-])=O KHDBMTLGTSGEEG-UHFFFAOYSA-M 0.000 description 3
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• YWWVWXASSLXJHU-AATRIKPKSA-N (9E)-tetradecenoic acid Chemical compound CCCC\C=C\CCCCCCCC(O)=O YWWVWXASSLXJHU-AATRIKPKSA-N 0.000 description 2
• 125000004400 (C1-C12) alkyl group Chemical group 0.000 description 2
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• DMWVYCCGCQPJEA-UHFFFAOYSA-N 2,5-bis(tert-butylperoxy)-2,5-dimethylhexane Chemical compound CC(C)(C)OOC(C)(C)CCC(C)(C)OOC(C)(C)C DMWVYCCGCQPJEA-UHFFFAOYSA-N 0.000 description 2
• IBDVWXAVKPRHCU-UHFFFAOYSA-N 2-(2-methylprop-2-enoyloxy)ethyl 3-oxobutanoate Chemical compound CC(=O)CC(=O)OCCOC(=O)C(C)=C IBDVWXAVKPRHCU-UHFFFAOYSA-N 0.000 description 2
• 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 2
• 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 2
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• 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 2
• XDLMVUHYZWKMMD-UHFFFAOYSA-N 3-trimethoxysilylpropyl 2-methylprop-2-enoate Chemical compound CO[Si](OC)(OC)CCCOC(=O)C(C)=C XDLMVUHYZWKMMD-UHFFFAOYSA-N 0.000 description 2
• NPFYZDNDJHZQKY-UHFFFAOYSA-N 4-Hydroxybenzophenone Chemical compound C1=CC(O)=CC=C1C(=O)C1=CC=CC=C1 NPFYZDNDJHZQKY-UHFFFAOYSA-N 0.000 description 2
• CDSULTPOCMWJCM-UHFFFAOYSA-N 4h-chromene-2,3-dione Chemical class C1=CC=C2OC(=O)C(=O)CC2=C1 CDSULTPOCMWJCM-UHFFFAOYSA-N 0.000 description 2
• 125000004070 6 membered heterocyclic group Chemical group 0.000 description 2
• KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 2
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• 239000004342 Benzoyl peroxide Substances 0.000 description 2
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• 239000005749 Copper compound Substances 0.000 description 2
• XYZZKVRWGOWVGO-UHFFFAOYSA-N Glycerol-phosphate Chemical compound OP(O)(O)=O.OCC(O)CO XYZZKVRWGOWVGO-UHFFFAOYSA-N 0.000 description 2
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• QAQJMLQRFWZOBN-LAUBAEHRSA-N L-ascorbyl-6-palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](O)[C@H]1OC(=O)C(O)=C1O QAQJMLQRFWZOBN-LAUBAEHRSA-N 0.000 description 2
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• ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 2
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