JPH0534642B2 - - Google Patents
Info
- Publication number
- JPH0534642B2 JPH0534642B2 JP59155502A JP15550284A JPH0534642B2 JP H0534642 B2 JPH0534642 B2 JP H0534642B2 JP 59155502 A JP59155502 A JP 59155502A JP 15550284 A JP15550284 A JP 15550284A JP H0534642 B2 JPH0534642 B2 JP H0534642B2
- Authority
- JP
- Japan
- Prior art keywords
- fumarate
- plastic lens
- diester
- dicarboxylic acid
- polymerization
- 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.)
- Expired - Fee Related
Links
- 239000004033 plastic Substances 0.000 claims description 14
- 229920003023 plastic Polymers 0.000 claims description 14
- 150000005690 diesters Chemical class 0.000 claims description 10
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 8
- 239000000178 monomer Substances 0.000 claims description 8
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 7
- -1 cyclohexyl phenyl Chemical group 0.000 claims description 6
- 229920000642 polymer Polymers 0.000 claims description 6
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims description 5
- 125000003118 aryl group Chemical group 0.000 claims description 4
- 238000007334 copolymerization reaction Methods 0.000 claims description 4
- WTIFDVLCDRBEJK-VAWYXSNFSA-N diphenyl (e)-but-2-enedioate Chemical compound C=1C=CC=CC=1OC(=O)/C=C/C(=O)OC1=CC=CC=C1 WTIFDVLCDRBEJK-VAWYXSNFSA-N 0.000 claims description 4
- 230000000379 polymerizing effect Effects 0.000 claims description 4
- CPZVJYPXOWWFSW-VAWYXSNFSA-N dibenzyl (e)-but-2-enedioate Chemical compound C=1C=CC=CC=1COC(=O)/C=C/C(=O)OCC1=CC=CC=C1 CPZVJYPXOWWFSW-VAWYXSNFSA-N 0.000 claims description 3
- 150000002148 esters Chemical group 0.000 claims description 3
- QAOSKUKLWLPBLU-MDZDMXLPSA-N bis(2-chlorophenyl) (e)-but-2-enedioate Chemical compound ClC1=CC=CC=C1OC(=O)\C=C\C(=O)OC1=CC=CC=C1Cl QAOSKUKLWLPBLU-MDZDMXLPSA-N 0.000 claims description 2
- IFQDRRWLSXCVTR-BQYQJAHWSA-N CC(C)C1=CC=CC=C1OC(=O)\C=C\C(O)=O Chemical compound CC(C)C1=CC=CC=C1OC(=O)\C=C\C(O)=O IFQDRRWLSXCVTR-BQYQJAHWSA-N 0.000 claims 1
- LKRQOCKTKSEEMX-CMDGGOBGSA-N OC(=O)/C=C/C(=O)OC(C(C)C)C1=CC=CC=C1 Chemical compound OC(=O)/C=C/C(=O)OC(C(C)C)C1=CC=CC=C1 LKRQOCKTKSEEMX-CMDGGOBGSA-N 0.000 claims 1
- IOKVRLROGHEDFO-MDZDMXLPSA-N bis(2-bromophenyl) (e)-but-2-enedioate Chemical compound BrC1=CC=CC=C1OC(=O)\C=C\C(=O)OC1=CC=CC=C1Br IOKVRLROGHEDFO-MDZDMXLPSA-N 0.000 claims 1
- 239000003505 polymerization initiator Substances 0.000 description 10
- 238000006116 polymerization reaction Methods 0.000 description 8
- 238000001723 curing Methods 0.000 description 7
- 239000011521 glass Substances 0.000 description 6
- 238000000465 moulding Methods 0.000 description 6
- 238000000034 method Methods 0.000 description 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
- 239000004342 Benzoyl peroxide Substances 0.000 description 3
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 3
- 235000019400 benzoyl peroxide Nutrition 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
- OQHBIGTXRDOUOP-CMDGGOBGSA-N 1-o-benzyl 4-o-propan-2-yl (e)-but-2-enedioate Chemical compound CC(C)OC(=O)\C=C\C(=O)OCC1=CC=CC=C1 OQHBIGTXRDOUOP-CMDGGOBGSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- ZPOLOEWJWXZUSP-AATRIKPKSA-N bis(prop-2-enyl) (e)-but-2-enedioate Chemical compound C=CCOC(=O)\C=C\C(=O)OCC=C ZPOLOEWJWXZUSP-AATRIKPKSA-N 0.000 description 2
- 150000001991 dicarboxylic acids Chemical class 0.000 description 2
- 238000002845 discoloration Methods 0.000 description 2
- 238000013007 heat curing Methods 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 230000003287 optical effect Effects 0.000 description 2
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 2
- 239000004926 polymethyl methacrylate Substances 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- QKUGKZFASYQCGO-SREVYHEPSA-N (z)-4-oxo-4-phenylmethoxybut-2-enoic acid Chemical compound OC(=O)\C=C/C(=O)OCC1=CC=CC=C1 QKUGKZFASYQCGO-SREVYHEPSA-N 0.000 description 1
- ROLAGNYPWIVYTG-UHFFFAOYSA-N 1,2-bis(4-methoxyphenyl)ethanamine;hydrochloride Chemical compound Cl.C1=CC(OC)=CC=C1CC(N)C1=CC=C(OC)C=C1 ROLAGNYPWIVYTG-UHFFFAOYSA-N 0.000 description 1
- SBYMUDUGTIKLCR-UHFFFAOYSA-N 2-chloroethenylbenzene Chemical compound ClC=CC1=CC=CC=C1 SBYMUDUGTIKLCR-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- 239000004641 Diallyl-phthalate Substances 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- ZVQOOHYFBIDMTQ-UHFFFAOYSA-N [methyl(oxido){1-[6-(trifluoromethyl)pyridin-3-yl]ethyl}-lambda(6)-sulfanylidene]cyanamide Chemical compound N#CN=S(C)(=O)C(C)C1=CC=C(C(F)(F)F)N=C1 ZVQOOHYFBIDMTQ-UHFFFAOYSA-N 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- ZPOLOEWJWXZUSP-WAYWQWQTSA-N bis(prop-2-enyl) (z)-but-2-enedioate Chemical compound C=CCOC(=O)\C=C/C(=O)OCC=C ZPOLOEWJWXZUSP-WAYWQWQTSA-N 0.000 description 1
- QUDWYFHPNIMBFC-UHFFFAOYSA-N bis(prop-2-enyl) benzene-1,2-dicarboxylate Chemical compound C=CCOC(=O)C1=CC=CC=C1C(=O)OCC=C QUDWYFHPNIMBFC-UHFFFAOYSA-N 0.000 description 1
- SYFOAKAXGNMQAX-UHFFFAOYSA-N bis(prop-2-enyl) carbonate;2-(2-hydroxyethoxy)ethanol Chemical compound OCCOCCO.C=CCOC(=O)OCC=C SYFOAKAXGNMQAX-UHFFFAOYSA-N 0.000 description 1
- REHPGLORUKBHEM-VAWYXSNFSA-N bis[bromo(phenyl)methyl] (e)-but-2-enedioate Chemical compound C=1C=CC=CC=1C(Br)OC(=O)\C=C\C(=O)OC(Br)C1=CC=CC=C1 REHPGLORUKBHEM-VAWYXSNFSA-N 0.000 description 1
- UPJCTQLDYABBHJ-VAWYXSNFSA-N bis[chloro(phenyl)methyl] (e)-but-2-enedioate Chemical compound C=1C=CC=CC=1C(Cl)OC(=O)\C=C\C(=O)OC(Cl)C1=CC=CC=C1 UPJCTQLDYABBHJ-VAWYXSNFSA-N 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 description 1
- VZCYOOQTPOCHFL-OWOJBTEDSA-L fumarate(2-) Chemical class [O-]C(=O)\C=C\C([O-])=O VZCYOOQTPOCHFL-OWOJBTEDSA-L 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 229910052734 helium Inorganic materials 0.000 description 1
- 239000001307 helium Substances 0.000 description 1
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- 229940049920 malate Drugs 0.000 description 1
- BJEPYKJPYRNKOW-UHFFFAOYSA-N malic acid Chemical compound OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 150000001451 organic peroxides Chemical class 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 229920002776 polycyclohexyl methacrylate Polymers 0.000 description 1
- BWJUFXUULUEGMA-UHFFFAOYSA-N propan-2-yl propan-2-yloxycarbonyloxy carbonate Chemical compound CC(C)OC(=O)OOC(=O)OC(C)C BWJUFXUULUEGMA-UHFFFAOYSA-N 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 238000004904 shortening Methods 0.000 description 1
- 229920002379 silicone rubber Polymers 0.000 description 1
- 239000004945 silicone rubber Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
Landscapes
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP15550284A JPS6134007A (ja) | 1984-07-27 | 1984-07-27 | 光学用樹脂およびその製造方法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP15550284A JPS6134007A (ja) | 1984-07-27 | 1984-07-27 | 光学用樹脂およびその製造方法 |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP10301092A Division JPH05112614A (ja) | 1992-04-22 | 1992-04-22 | 光学材料の製造法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6134007A JPS6134007A (ja) | 1986-02-18 |
| JPH0534642B2 true JPH0534642B2 (fr) | 1993-05-24 |
Family
ID=15607446
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP15550284A Granted JPS6134007A (ja) | 1984-07-27 | 1984-07-27 | 光学用樹脂およびその製造方法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6134007A (fr) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS62235901A (ja) * | 1986-04-07 | 1987-10-16 | Nippon Oil & Fats Co Ltd | 合成樹脂製レンズ用組成物ならびに製造方法 |
| JP2004051851A (ja) * | 2002-07-22 | 2004-02-19 | Nof Corp | 光学材料用単量体組成物及びその硬化物 |
| JP4725046B2 (ja) | 2003-08-20 | 2011-07-13 | 東ソー株式会社 | ディスプレイ用プラスチック基板および表示素子 |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5698210A (en) * | 1979-12-21 | 1981-08-07 | Ici Ltd | Manufacture of polymer particle and coating composition containing said particle |
-
1984
- 1984-07-27 JP JP15550284A patent/JPS6134007A/ja active Granted
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5698210A (en) * | 1979-12-21 | 1981-08-07 | Ici Ltd | Manufacture of polymer particle and coating composition containing said particle |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6134007A (ja) | 1986-02-18 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP2592010B2 (ja) | アリルエステルオリゴマー組成物およびそれを用いた光学材料用有機ガラス | |
| EP0142118B1 (fr) | Mélange monomère pour un matériel réticulé polymère qui est utilisé pour des verres organiques | |
| EP0233299B1 (fr) | Résines optiques et leur procédé de préparation | |
| EP0242618B1 (fr) | Article optique transparent et procédé de fabrication | |
| JPH0534642B2 (fr) | ||
| JPS6128513A (ja) | 光学用樹脂およびその製造法 | |
| JPS6225162B2 (fr) | ||
| JPH0478644B2 (fr) | ||
| JPH05112614A (ja) | 光学材料の製造法 | |
| JPH05132522A (ja) | 光学材料の製造法 | |
| JPH02145610A (ja) | プラスチックレンズ用樹脂 | |
| JPH0644081B2 (ja) | 光学用レンズおよびその製造法 | |
| JPH0128054B2 (fr) | ||
| JPS6343908A (ja) | 光学用樹脂およびその製造法 | |
| JPH0784507B2 (ja) | プラスチツクレンズ用樹脂 | |
| JPH01118802A (ja) | 光学用樹脂 | |
| JPS6343909A (ja) | 光学用樹脂製レンズおよびその製造法 | |
| JPS62222201A (ja) | 光学用樹脂およびその製造法 | |
| JPS62116615A (ja) | 透明樹脂成型体の製造方法 | |
| JPH051116A (ja) | 光学用樹脂 | |
| JPH04296307A (ja) | 光学用樹脂 | |
| JPS60179406A (ja) | 高屈折率レンズ用樹脂 | |
| SU732281A1 (ru) | (Со)полимеры метакриловых эфиров бромированных арилоксизамещенных бензиловых спиртов дл изготовлени органического стекла и способ их получени | |
| JPS61247715A (ja) | プラスチツクレンズ用樹脂 | |
| JPH0370715A (ja) | 耐衝撃性に優れた光学用樹脂 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| LAPS | Cancellation because of no payment of annual fees |