JPS6134007A - 光学用樹脂およびその製造方法 - Google Patents
光学用樹脂およびその製造方法Info
- Publication number
- JPS6134007A JPS6134007A JP15550284A JP15550284A JPS6134007A JP S6134007 A JPS6134007 A JP S6134007A JP 15550284 A JP15550284 A JP 15550284A JP 15550284 A JP15550284 A JP 15550284A JP S6134007 A JPS6134007 A JP S6134007A
- Authority
- JP
- Japan
- Prior art keywords
- fumarate
- optical resin
- diester
- dicarboxylic acid
- phenyl
- 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.)
- Granted
Links
- 239000011347 resin Substances 0.000 title claims abstract description 18
- 229920005989 resin Polymers 0.000 title claims abstract description 18
- 230000003287 optical effect Effects 0.000 title claims abstract description 16
- 238000004519 manufacturing process Methods 0.000 title claims description 3
- 150000005690 diesters Chemical class 0.000 claims abstract description 13
- 239000000178 monomer Substances 0.000 claims abstract description 11
- 239000003505 polymerization initiator Substances 0.000 claims abstract description 11
- -1 azo compound Chemical class 0.000 claims abstract description 6
- 125000003118 aryl group Chemical group 0.000 claims abstract description 5
- 150000002148 esters Chemical group 0.000 claims abstract description 5
- 239000000203 mixture Substances 0.000 claims abstract description 5
- 230000000379 polymerizing effect Effects 0.000 claims abstract description 5
- 238000010438 heat treatment Methods 0.000 claims abstract description 3
- 150000001451 organic peroxides Chemical class 0.000 claims abstract description 3
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 8
- 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 5
- 238000007334 copolymerization reaction Methods 0.000 claims description 4
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims description 3
- 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
- 239000002994 raw material Substances 0.000 claims description 3
- 239000000126 substance Substances 0.000 claims description 3
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 3
- QTCDSHIMPGRRFP-ZHACJKMWSA-N OC(=O)\C=C\C(=O)OC1=CC=CC=C1C1CCCCC1 Chemical compound OC(=O)\C=C\C(=O)OC1=CC=CC=C1C1CCCCC1 QTCDSHIMPGRRFP-ZHACJKMWSA-N 0.000 claims description 2
- 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
- 239000004342 Benzoyl peroxide Substances 0.000 abstract description 4
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 abstract description 4
- 235000019400 benzoyl peroxide Nutrition 0.000 abstract description 4
- 239000004033 plastic Substances 0.000 abstract description 4
- 229920003023 plastic Polymers 0.000 abstract description 4
- 239000013307 optical fiber Substances 0.000 abstract description 2
- MLVSWIXRZNPEKF-OWOJBTEDSA-N bis(oxiran-2-ylmethyl) (e)-but-2-enedioate Chemical compound C1OC1COC(=O)/C=C/C(=O)OCC1CO1 MLVSWIXRZNPEKF-OWOJBTEDSA-N 0.000 abstract 1
- 238000006116 polymerization reaction Methods 0.000 description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- 239000011521 glass Substances 0.000 description 6
- 238000000465 moulding Methods 0.000 description 5
- 238000001723 curing Methods 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- BEQKKZICTDFVMG-UHFFFAOYSA-N 1,2,3,4,6-pentaoxepane-5,7-dione Chemical compound O=C1OOOOC(=O)O1 BEQKKZICTDFVMG-UHFFFAOYSA-N 0.000 description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- 150000001991 dicarboxylic acids Chemical class 0.000 description 3
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 3
- 239000000463 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
- YKTNISGZEGZHIS-UHFFFAOYSA-N 2-$l^{1}-oxidanyloxy-2-methylpropane Chemical group CC(C)(C)O[O] YKTNISGZEGZHIS-UHFFFAOYSA-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 group O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-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
- 230000000052 comparative effect Effects 0.000 description 2
- 238000013007 heat curing Methods 0.000 description 2
- 229940049920 malate Drugs 0.000 description 2
- BJEPYKJPYRNKOW-UHFFFAOYSA-N malic acid Chemical compound OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 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
- 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
- QWUWMCYKGHVNAV-UHFFFAOYSA-N 1,2-dihydrostilbene Chemical group C=1C=CC=CC=1CCC1=CC=CC=C1 QWUWMCYKGHVNAV-UHFFFAOYSA-N 0.000 description 1
- NVZWEEGUWXZOKI-UHFFFAOYSA-N 1-ethenyl-2-methylbenzene Chemical compound CC1=CC=CC=C1C=C NVZWEEGUWXZOKI-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- VYJSFGVWWBBFBE-UHFFFAOYSA-N 6-chlorohexyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCCCCCl VYJSFGVWWBBFBE-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical class OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- UKTHNVCPLDHEGO-VAWYXSNFSA-N C=1C=CC=CC=1C(OC(=O)/C=C/C(=O)O)C1CCCCC1 Chemical compound C=1C=CC=CC=1C(OC(=O)/C=C/C(=O)O)C1CCCCC1 UKTHNVCPLDHEGO-VAWYXSNFSA-N 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
- 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
- 125000005396 acrylic acid ester 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
- 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
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 description 1
- 239000001307 helium Chemical group 0.000 description 1
- 229910052734 helium Inorganic materials 0.000 description 1
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical group [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- 150000002688 maleic acid derivatives Chemical class 0.000 description 1
- 125000005397 methacrylic acid ester group Chemical group 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 238000012856 packing Methods 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
- 229920002379 silicone rubber Polymers 0.000 description 1
- 239000004945 silicone rubber Substances 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 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 true JPS6134007A (ja) | 1986-02-18 |
| JPH0534642B2 JPH0534642B2 (enrdf_load_stackoverflow) | 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 (enrdf_load_stackoverflow) |
Cited By (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 |
| WO2004010169A1 (ja) * | 2002-07-22 | 2004-01-29 | Nof Corporation | 光学材料用組成物、光学材料、その製造法及びレンズ |
| US7160587B2 (en) | 2003-08-20 | 2007-01-09 | Tosoh Corporation | Plastic substrate for display and display element |
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 |
Cited By (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 |
| WO2004010169A1 (ja) * | 2002-07-22 | 2004-01-29 | Nof Corporation | 光学材料用組成物、光学材料、その製造法及びレンズ |
| US7160587B2 (en) | 2003-08-20 | 2007-01-09 | Tosoh Corporation | Plastic substrate for display and display element |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0534642B2 (enrdf_load_stackoverflow) | 1993-05-24 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| LAPS | Cancellation because of no payment of annual fees |