CH634746A5 - Photopolymerisable mixture - Google Patents

Photopolymerisable mixture Download PDF

Info

Publication number: CH634746A5
Authority: CH; Switzerland
Prior art keywords: mixture according; mixture; monomer; aluminum silicate; diluent
Prior art date: 1976-11-15

Application number

CH1394477A

Other languages

German (de)

English (en)

Inventor

Narayanan Madhavan

Frank Freeman

Rajendar Kumar Singal

Original Assignee

Sybron Corp

Priority date (The priority date 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 date listed.)

1976-11-15

Filing date

1977-11-15

Publication date

1983-02-28

1977-11-15 Application filed by Sybron Corp filed Critical Sybron Corp

1983-02-28 Publication of CH634746A5 publication Critical patent/CH634746A5/de

Links

239000000203 mixture Substances 0.000 title claims description 114
239000000463 material Substances 0.000 claims description 59
239000000178 monomer Substances 0.000 claims description 38
239000011347 resin Substances 0.000 claims description 34
229920005989 resin Polymers 0.000 claims description 34
QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 claims description 32
239000000945 filler Substances 0.000 claims description 28
239000003999 initiator Substances 0.000 claims description 23
-1 diacrylic acid ester Chemical class 0.000 claims description 22
239000003085 diluting agent Substances 0.000 claims description 22
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 claims description 19
LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 claims description 17
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 claims description 16
COHCXWLRUISKOO-UHFFFAOYSA-N [AlH3].[Ba] Chemical compound [AlH3].[Ba] COHCXWLRUISKOO-UHFFFAOYSA-N 0.000 claims description 14
JFBZPFYRPYOZCQ-UHFFFAOYSA-N [Li].[Al] Chemical compound [Li].[Al] JFBZPFYRPYOZCQ-UHFFFAOYSA-N 0.000 claims description 14
150000001412 amines Chemical group 0.000 claims description 14
NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 13
CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 10
DIAIBWNEUYXDNL-UHFFFAOYSA-N n,n-dihexylhexan-1-amine Chemical group CCCCCCN(CCCCCC)CCCCCC DIAIBWNEUYXDNL-UHFFFAOYSA-N 0.000 claims description 10
WURBFLDFSFBTLW-UHFFFAOYSA-N benzil Chemical group C=1C=CC=CC=1C(=O)C(=O)C1=CC=CC=C1 WURBFLDFSFBTLW-UHFFFAOYSA-N 0.000 claims description 8
SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 6
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 6
150000003512 tertiary amines Chemical group 0.000 claims description 6
125000003118 aryl group Chemical group 0.000 claims description 5
XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 claims description 5
150000005208 1,4-dihydroxybenzenes Chemical class 0.000 claims description 4
239000007795 chemical reaction product Substances 0.000 claims description 4
GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 claims description 4
150000004702 methyl esters Chemical class 0.000 claims description 4
UIERETOOQGIECD-UHFFFAOYSA-N Angelic acid Natural products CC=C(C)C(O)=O UIERETOOQGIECD-UHFFFAOYSA-N 0.000 claims description 2
125000001931 aliphatic group Chemical group 0.000 claims description 2
150000005690 diesters Chemical class 0.000 claims description 2
VLKZOEOYAKHREP-UHFFFAOYSA-N hexane Substances CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 2
UIERETOOQGIECD-ONEGZZNKSA-N tiglic acid Chemical compound C\C=C(/C)C(O)=O UIERETOOQGIECD-ONEGZZNKSA-N 0.000 claims description 2
150000005691 triesters Chemical class 0.000 claims description 2
ZZAGLMPBQOKGGT-UHFFFAOYSA-N [4-[4-(4-prop-2-enoyloxybutoxy)benzoyl]oxyphenyl] 4-(4-prop-2-enoyloxybutoxy)benzoate Chemical class C1=CC(OCCCCOC(=O)C=C)=CC=C1C(=O)OC(C=C1)=CC=C1OC(=O)C1=CC=C(OCCCCOC(=O)C=C)C=C1 ZZAGLMPBQOKGGT-UHFFFAOYSA-N 0.000 claims 1
238000006116 polymerization reaction Methods 0.000 description 13
QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 11
238000000034 method Methods 0.000 description 11
NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 11
239000000047 product Substances 0.000 description 10
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 9
229910052753 mercury Inorganic materials 0.000 description 9
RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 8
VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 7
239000012965 benzophenone Substances 0.000 description 7
239000011230 binding agent Substances 0.000 description 7
238000006243 chemical reaction Methods 0.000 description 7
239000004615 ingredient Substances 0.000 description 7
239000003112 inhibitor Substances 0.000 description 7
238000004519 manufacturing process Methods 0.000 description 7
230000005855 radiation Effects 0.000 description 7
ORTFRGDETNIRLI-UHFFFAOYSA-N 1,2-bis(4-benzoylphenyl)ethane-1,2-dione Chemical compound C(C1=CC=CC=C1)(=O)C1=CC=C(C(C(C2=CC=C(C=C2)C(C2=CC=CC=C2)=O)=O)=O)C=C1 ORTFRGDETNIRLI-UHFFFAOYSA-N 0.000 description 6
238000000576 coating method Methods 0.000 description 6
125000005397 methacrylic acid ester group Chemical group 0.000 description 6
229920002799 BoPET Polymers 0.000 description 5
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
239000005041 Mylar™ Substances 0.000 description 5
230000009471 action Effects 0.000 description 5
229960003505 mequinol Drugs 0.000 description 5
SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 4
125000005396 acrylic acid ester group Chemical group 0.000 description 4
150000001875 compounds Chemical class 0.000 description 4
239000007788 liquid Substances 0.000 description 4
230000004048 modification Effects 0.000 description 4
238000012986 modification Methods 0.000 description 4
239000004809 Teflon Substances 0.000 description 3
229920006362 Teflon® Polymers 0.000 description 3
239000012190 activator Substances 0.000 description 3
239000011248 coating agent Substances 0.000 description 3
230000000052 comparative effect Effects 0.000 description 3
150000004985 diamines Chemical class 0.000 description 3
UAOMVDZJSHZZME-UHFFFAOYSA-N diisopropylamine Chemical compound CC(C)NC(C)C UAOMVDZJSHZZME-UHFFFAOYSA-N 0.000 description 3
238000002156 mixing Methods 0.000 description 3
MTHFROHDIWGWFD-UHFFFAOYSA-N n-butyl-n-methylbutan-1-amine Chemical compound CCCCN(C)CCCC MTHFROHDIWGWFD-UHFFFAOYSA-N 0.000 description 3
230000008569 process Effects 0.000 description 3
150000003254 radicals Chemical class 0.000 description 3
238000003860 storage Methods 0.000 description 3
YNANGXWUZWWFKX-UHFFFAOYSA-N 1,2-bis(4-methoxyphenyl)ethane-1,2-dione Chemical compound C1=CC(OC)=CC=C1C(=O)C(=O)C1=CC=C(OC)C=C1 YNANGXWUZWWFKX-UHFFFAOYSA-N 0.000 description 2
VDYWHVQKENANGY-UHFFFAOYSA-N 1,3-Butyleneglycol dimethacrylate Chemical compound CC(=C)C(=O)OC(C)CCOC(=O)C(C)=C VDYWHVQKENANGY-UHFFFAOYSA-N 0.000 description 2
HWSSEYVMGDIFMH-UHFFFAOYSA-N 2-[2-[2-(2-methylprop-2-enoyloxy)ethoxy]ethoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCOCCOC(=O)C(C)=C HWSSEYVMGDIFMH-UHFFFAOYSA-N 0.000 description 2
HCLJOFJIQIJXHS-UHFFFAOYSA-N 2-[2-[2-(2-prop-2-enoyloxyethoxy)ethoxy]ethoxy]ethyl prop-2-enoate Chemical compound C=CC(=O)OCCOCCOCCOCCOC(=O)C=C HCLJOFJIQIJXHS-UHFFFAOYSA-N 0.000 description 2
239000004322 Butylated hydroxytoluene Substances 0.000 description 2
NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 2
QSJXEFYPDANLFS-UHFFFAOYSA-N Diacetyl Chemical group CC(=O)C(C)=O QSJXEFYPDANLFS-UHFFFAOYSA-N 0.000 description 2
CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 2
VZTQQYMRXDUHDO-UHFFFAOYSA-N [2-hydroxy-3-[4-[2-[4-(2-hydroxy-3-prop-2-enoyloxypropoxy)phenyl]propan-2-yl]phenoxy]propyl] prop-2-enoate Chemical compound C=1C=C(OCC(O)COC(=O)C=C)C=CC=1C(C)(C)C1=CC=C(OCC(O)COC(=O)C=C)C=C1 VZTQQYMRXDUHDO-UHFFFAOYSA-N 0.000 description 2
239000002253 acid Substances 0.000 description 2
230000032683 aging Effects 0.000 description 2
QVQLCTNNEUAWMS-UHFFFAOYSA-N barium oxide Chemical compound [Ba]=O QVQLCTNNEUAWMS-UHFFFAOYSA-N 0.000 description 2
WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
235000010354 butylated hydroxytoluene Nutrition 0.000 description 2
150000001728 carbonyl compounds Chemical class 0.000 description 2
150000002148 esters Chemical class 0.000 description 2
SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 2
238000009472 formulation Methods 0.000 description 2
229910052736 halogen Inorganic materials 0.000 description 2
230000006872 improvement Effects 0.000 description 2
DIHKMUNUGQVFES-UHFFFAOYSA-N n,n,n',n'-tetraethylethane-1,2-diamine Chemical compound CCN(CC)CCN(CC)CC DIHKMUNUGQVFES-UHFFFAOYSA-N 0.000 description 2
150000003141 primary amines Chemical class 0.000 description 2
BOQSSGDQNWEFSX-UHFFFAOYSA-N propan-2-yl 2-methylprop-2-enoate Chemical compound CC(C)OC(=O)C(C)=C BOQSSGDQNWEFSX-UHFFFAOYSA-N 0.000 description 2
NHARPDSAXCBDDR-UHFFFAOYSA-N propyl 2-methylprop-2-enoate Chemical compound CCCOC(=O)C(C)=C NHARPDSAXCBDDR-UHFFFAOYSA-N 0.000 description 2
239000000565 sealant Substances 0.000 description 2
PUPZLCDOIYMWBV-UHFFFAOYSA-N (1R)-1,3-butanediol Natural products CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 1
WSWCOQWTEOXDQX-MQQKCMAXSA-M (E,E)-sorbate Chemical group C\C=C\C=C\C([O-])=O WSWCOQWTEOXDQX-MQQKCMAXSA-M 0.000 description 1
JSYPRLVDJYQMAI-ODZAUARKSA-N (z)-but-2-enedioic acid;prop-2-enoic acid Chemical compound OC(=O)C=C.OC(=O)\C=C/C(O)=O JSYPRLVDJYQMAI-ODZAUARKSA-N 0.000 description 1
RXVBJUZEFSAYPW-UHFFFAOYSA-N 1,3-diphenylpropane-1,2,3-trione Chemical compound C=1C=CC=CC=1C(=O)C(=O)C(=O)C1=CC=CC=C1 RXVBJUZEFSAYPW-UHFFFAOYSA-N 0.000 description 1
GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 1
XOJWAAUYNWGQAU-UHFFFAOYSA-N 4-(2-methylprop-2-enoyloxy)butyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCCOC(=O)C(C)=C XOJWAAUYNWGQAU-UHFFFAOYSA-N 0.000 description 1
NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
241000894006 Bacteria Species 0.000 description 1
239000004342 Benzoyl peroxide Substances 0.000 description 1
OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 1
LCFVJGUPQDGYKZ-UHFFFAOYSA-N Bisphenol A diglycidyl ether Chemical class C=1C=C(OCC2OC2)C=CC=1C(C)(C)C(C=C1)=CC=C1OCC1CO1 LCFVJGUPQDGYKZ-UHFFFAOYSA-N 0.000 description 1
239000005977 Ethylene Substances 0.000 description 1
VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical group OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 1
WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 1
XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
206010042496 Sunburn Diseases 0.000 description 1
238000009825 accumulation Methods 0.000 description 1
230000004913 activation Effects 0.000 description 1
239000000654 additive Substances 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
125000003545 alkoxy group Chemical group 0.000 description 1
125000005250 alkyl acrylate group Chemical group 0.000 description 1
125000000217 alkyl group Chemical group 0.000 description 1
125000002947 alkylene group Chemical group 0.000 description 1
RMRFFCXPLWYOOY-UHFFFAOYSA-N allyl radical Chemical compound [CH2]C=C RMRFFCXPLWYOOY-UHFFFAOYSA-N 0.000 description 1
PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
230000008901 benefit Effects 0.000 description 1
235000019400 benzoyl peroxide Nutrition 0.000 description 1
HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 1
229940095259 butylated hydroxytoluene Drugs 0.000 description 1
239000003054 catalyst Substances 0.000 description 1
230000008859 change Effects 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
WBYWAXJHAXSJNI-UHFFFAOYSA-N cinnamic acid group Chemical group C(C=CC1=CC=CC=C1)(=O)O WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 description 1
HNEGQIOMVPPMNR-IHWYPQMZSA-N citraconic acid Chemical group OC(=O)C(/C)=C\C(O)=O HNEGQIOMVPPMNR-IHWYPQMZSA-N 0.000 description 1
239000008199 coating composition Substances 0.000 description 1
230000007423 decrease Effects 0.000 description 1
230000007547 defect Effects 0.000 description 1
208000002925 dental caries Diseases 0.000 description 1
229940043279 diisopropylamine Drugs 0.000 description 1
XXBDWLFCJWSEKW-UHFFFAOYSA-N dimethylbenzylamine Chemical compound CN(C)CC1=CC=CC=C1 XXBDWLFCJWSEKW-UHFFFAOYSA-N 0.000 description 1
238000009826 distribution Methods 0.000 description 1
230000005670 electromagnetic radiation Effects 0.000 description 1
TZMFJUDUGYTVRY-UHFFFAOYSA-N ethyl methyl diketone Natural products CCC(=O)C(C)=O TZMFJUDUGYTVRY-UHFFFAOYSA-N 0.000 description 1
239000000835 fiber Substances 0.000 description 1
229940083124 ganglion-blocking antiadrenergic secondary and tertiary amines Drugs 0.000 description 1
239000011521 glass Substances 0.000 description 1
125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
VOZRXNHHFUQHIL-UHFFFAOYSA-N glycidyl methacrylate Chemical class CC(=C)C(=O)OCC1CO1 VOZRXNHHFUQHIL-UHFFFAOYSA-N 0.000 description 1
150000002334 glycols Chemical class 0.000 description 1
125000005843 halogen group Chemical group 0.000 description 1
125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
239000011256 inorganic filler Substances 0.000 description 1
229910003475 inorganic filler Inorganic materials 0.000 description 1
125000000896 monocarboxylic acid group Chemical group 0.000 description 1
210000000214 mouth Anatomy 0.000 description 1
GYVGXEWAOAAJEU-UHFFFAOYSA-N n,n,4-trimethylaniline Chemical compound CN(C)C1=CC=C(C)C=C1 GYVGXEWAOAAJEU-UHFFFAOYSA-N 0.000 description 1
TXXWBTOATXBWDR-UHFFFAOYSA-N n,n,n',n'-tetramethylhexane-1,6-diamine Chemical compound CN(C)CCCCCCN(C)C TXXWBTOATXBWDR-UHFFFAOYSA-N 0.000 description 1
230000003287 optical effect Effects 0.000 description 1
150000007530 organic bases Chemical class 0.000 description 1
239000002245 particle Substances 0.000 description 1
239000011049 pearl Substances 0.000 description 1
231100000760 phototoxic Toxicity 0.000 description 1
229920001223 polyethylene glycol Polymers 0.000 description 1
239000002861 polymer material Substances 0.000 description 1
239000000843 powder Substances 0.000 description 1
230000002028 premature Effects 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
239000010453 quartz Substances 0.000 description 1
238000007789 sealing Methods 0.000 description 1
150000003335 secondary amines Chemical class 0.000 description 1
150000004756 silanes Chemical class 0.000 description 1
229910052710 silicon Inorganic materials 0.000 description 1
239000010703 silicon Substances 0.000 description 1
VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
239000007787 solid Substances 0.000 description 1
238000010186 staining Methods 0.000 description 1
239000007858 starting material Substances 0.000 description 1
230000002195 synergetic effect Effects 0.000 description 1
UWHCKJMYHZGTIT-UHFFFAOYSA-N tetraethylene glycol Chemical compound OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 1
JLZUZNKTTIRERF-UHFFFAOYSA-N tetraphenylethylene Chemical compound C1=CC=CC=C1C(C=1C=CC=CC=1)=C(C=1C=CC=CC=1)C1=CC=CC=C1 JLZUZNKTTIRERF-UHFFFAOYSA-N 0.000 description 1
229920001187 thermosetting polymer Polymers 0.000 description 1
239000010409 thin film Substances 0.000 description 1
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
229910052721 tungsten Inorganic materials 0.000 description 1
239000010937 tungsten Substances 0.000 description 1
ORGHESHFQPYLAO-UHFFFAOYSA-N vinyl radical Chemical group C=[CH] ORGHESHFQPYLAO-UHFFFAOYSA-N 0.000 description 1

Classifications

- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K6/00—Preparations for dentistry
- A61K6/80—Preparations for artificial teeth, for filling teeth or for capping teeth
- A61K6/884—Preparations for artificial teeth, for filling teeth or for capping teeth comprising natural or synthetic resins
- A61K6/887—Compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds

Landscapes

Health & Medical Sciences (AREA)
Oral & Maxillofacial Surgery (AREA)
Plastic & Reconstructive Surgery (AREA)
Epidemiology (AREA)
Life Sciences & Earth Sciences (AREA)
Animal Behavior & Ethology (AREA)
General Health & Medical Sciences (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Dental Preparations (AREA)
Polymerisation Methods In General (AREA)
Macromonomer-Based Addition Polymer (AREA)
Paints Or Removers (AREA)

CH1394477A 1976-11-15 1977-11-15 Photopolymerisable mixture CH634746A5 (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US74202376A	1976-11-15	1976-11-15

Publications (1)

Publication Number	Publication Date
CH634746A5 true CH634746A5 (en)	1983-02-28

Family

ID=24983191

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CH1394477A CH634746A5 (en)	1976-11-15	1977-11-15	Photopolymerisable mixture

Country Status (10)

Country	Link
JP (1)	JPS5362394A (fr)
AU (1)	AU3043977A (fr)
BR (1)	BR7707395A (fr)
CA (1)	CA1117685A (fr)
CH (1)	CH634746A5 (fr)
DE (1)	DE2751057C2 (fr)
FR (1)	FR2370467A1 (fr)
GB (1)	GB1591741A (fr)
IT (1)	IT1091769B (fr)
SE (1)	SE433037B (fr)

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE2850918A1 (de) *	1978-11-24	1980-06-04	Bayer Ag	Roentgenopake dentalwerkstoffe auf basis von organischen kunststoffen in pastoeser form
JPS56120610A (en) *	1980-02-27	1981-09-22	Kuraray Co Ltd	Photopolymerizable dental material
EP0047097B1 (fr) *	1980-08-29	1986-05-14	Dentsply International, Inc.	Compositions dentaires pouvant être durcies par la lumière visible
IL65159A0 (en) *	1981-03-04	1982-05-31	Ici Plc	Polymerisable dental compositions
USRE35264E (en) *	1981-05-04	1996-06-04	Dentsply Research & Development Corp.	Dental adhesive system
US4388069A (en) *	1982-04-15	1983-06-14	Blendax-Werke R. Schneider Gmbh & Co.	Dental restorative material
DE3403040A1 (de) *	1984-01-30	1985-08-08	Blendax-Werke R. Schneider Gmbh & Co, 6500 Mainz	Dentales fuellungsmaterial
CA1292338C (fr) *	1985-01-29	1991-11-19	Dentsply International Inc.	Compositions non toxiques de composes organiques et de composes de celles-ci avec l'hydroxyde de calcium
DE3536076A1 (de) *	1985-10-09	1987-04-09	Muehlbauer Ernst Kg	Polymerisierbare zementmischungen
JPS6286003A (ja) *	1985-10-11	1987-04-20	Tokuyama Soda Co Ltd	光重合用の複合組成物
JPH02191207A (ja) *	1989-01-18	1990-07-27	Sogo Shika Iryo Kenkyusho:Kk	歯科矯正用接着剤
WO1996003163A1 (fr) *	1994-07-25	1996-02-08	Advanced Cardiovascular Systems, Inc.	Materiau polyester composite dote d'une surface glissante
WO2003015720A1 (fr)	2001-08-15	2003-02-27	3M Innovative Properties Company	Structures autoportantes durcissables et procedes
US20050040551A1 (en)	2003-08-19	2005-02-24	Biegler Robert M.	Hardenable dental article and method of manufacturing the same

Family Cites Families (14)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
NL64199C (fr) *	1940-10-05
US2335133A (en) *	1942-05-30	1943-11-23	Du Pont	Tooth reconstruction
GB1113723A (en) *	1964-05-21	1968-05-15	Minnesota Mining & Mfg	Dental filling material
US3759807A (en) *	1969-01-28	1973-09-18	Union Carbide Corp	Photopolymerization process using combination of organic carbonyls and amines
US3911581A (en) *	1970-02-17	1975-10-14	Owens Illinois Inc	Tooth filling and facing composition comprising a radiopaque glass and method of using the same
US3709866A (en) *	1970-06-01	1973-01-09	Dentsply Int Inc	Photopolymerizable dental products
GB1408265A (en) *	1971-10-18	1975-10-01	Ici Ltd	Photopolymerisable composition
GB1428672A (en) *	1972-04-25	1976-03-17	Amalgamated Dental Co Ltd	Polymerizable compositions suitable for dental use
JPS4974235A (fr) *	1972-11-16	1974-07-17
GB1465897A (en) *	1973-04-24	1977-03-02	Ici Ltd	Dental compositions
AR205444A1 (es) *	1973-04-24	1976-05-07	Ici Ltd	Composicion para relleno dental
JPS50116539A (fr) *	1974-02-13	1975-09-11
GB1498421A (en) *	1974-05-21	1978-01-18	Ici Ltd	Dental compositions
DE2506650A1 (de) *	1975-02-17	1976-08-26	Nath Guenther	Photopolymerisierbare substanz

1977
- 1977-10-14 CA CA000288773A patent/CA1117685A/fr not_active Expired
- 1977-10-18 SE SE7711708A patent/SE433037B/sv not_active IP Right Cessation
- 1977-10-24 GB GB44077/77A patent/GB1591741A/en not_active Expired
- 1977-11-03 BR BR7707395A patent/BR7707395A/pt unknown
- 1977-11-07 IT IT51722/77A patent/IT1091769B/it active
- 1977-11-08 FR FR7733591A patent/FR2370467A1/fr active Granted
- 1977-11-08 AU AU30439/77A patent/AU3043977A/en active Pending
- 1977-11-15 JP JP13636177A patent/JPS5362394A/ja active Granted
- 1977-11-15 DE DE2751057A patent/DE2751057C2/de not_active Expired - Lifetime
- 1977-11-15 CH CH1394477A patent/CH634746A5/de not_active IP Right Cessation

Also Published As

Publication number	Publication date
FR2370467B1 (fr)	1983-02-04
JPH025723B2 (fr)	1990-02-05
DE2751057C2 (de)	1993-07-29
BR7707395A (pt)	1978-06-20
SE433037B (sv)	1984-05-07
FR2370467A1 (fr)	1978-06-09
IT1091769B (it)	1985-07-06
DE2751057A1 (de)	1978-05-24
SE7711708L (sv)	1978-05-16
AU3043977A (en)	1979-05-17
JPS5362394A (en)	1978-06-03
GB1591741A (en)	1981-06-24
CA1117685A (fr)	1982-02-02

Legal Events

Date	Code	Title	Description
1990-03-15	PUE	Assignment	Owner name: SYBRON TRANSITION CORP. TRANSFER- KERR MANUFACTURI
1995-07-31	PL	Patent ceased
2024-10-31	PL	Patent ceased

Publication	Publication Date	Title
DE2816823C2 (de)	1982-04-29	Verwendung von Diacrylsäure- oder Dimethacrylsäureester zur Herstellung von polymerisierbaren Dentalmassen
DE3709881C2 (fr)	1992-06-25
EP0045494B1 (fr)	1983-12-14	Compositions photopolymérisables utilisables en odontologie
EP0011735B1 (fr)	1983-08-24	Produits dentaires opaques aux rayons X basés sur des composés organiques synthétiques sous forme de pâte
EP0235826B1 (fr)	1990-04-25	Esters de l'acide (méth)acrylique et leur utilisation pour la préparation de masses dentaires
DE60115194T2 (de)	2006-08-10	Photohärtbares material für zahnreparaturen
DE69214287T2 (de)	1997-04-24	Universeller medizinischer und dental-zement auf wasserbasis
EP0754675B1 (fr)	2001-03-21	Matériaux dentaires à base de cristaux liquides monomères
EP0043825B1 (fr)	1984-03-21	Procede pour la preparation de protheses dentaires par photopolymerisation d'une masse plastique
EP0270915B1 (fr)	1992-07-15	Compositions polymérisables, leur procédé de préparation et leur utilisation comme matériaux dentaires
EP0002831B1 (fr)	1980-09-03	Produit opaque photopolymérisable pour plombages dentaires
DE2432013A1 (de)	1976-01-22	Zementmasse
DE2126419A1 (de)	1971-12-16	Photopolymerisierbare Dental produkte
DE3135113A1 (de)	1983-03-24	Photopolymerisierbare massen, deren verwendung fuer zahnaerztliche zwecke, sowie verfahren zur herstellung von zahnersatzteilen, zahnfuellungen und ueberzuegen
EP2987480A1 (fr)	2016-02-24	Composite dentaire durcissant à la lumière présentant une opacité croissante
EP3090722B1 (fr)	2019-01-09	Matériau dentaire durcissable par polymérisation avec réaction de transfert
EP0091990A2 (fr)	1983-10-26	Matériau pour la restauration des dents
EP0026398B1 (fr)	1983-05-25	Matériaux dentaires basés sur des résines organiques sous forme de pâte
DE2751057C2 (de)	1993-07-29	Verwendung von photopolymerisierbaren Massen für Dental-Überzugsmassen oder Dental-Wiederherstellungsmassen
DE2800584A1 (de)	1978-08-17	Mittel zur instandsetzung von zaehnen und verfahren zu dessen anwendung
DE2438411A1 (de)	1976-02-19	1,3-bis- eckige klammer auf 2,3-di(methacryloxy)-propoxy eckige klammer zu -benzol, verfahren zu dessen herstellung und diese verbindung enthaltende zementmassen
DE19613607B4 (de)	2005-06-02	Klebstoff für Dentalharz-Verbundmaterialien
EP4484436A1 (fr)	2025-01-01	Matériaux polymérisables par radicaux pour la fabrication de corps moulés dentaires à faible décoloration
DE3135115A1 (de)	1983-03-24	Photopolymerisationsverfahren und hierfuer geeignete photoaktivatoren
EP0485659A1 (fr)	1992-05-20	Procédé et composition pour la préparation de préformes pour l'art dentaire