JPH0352488B2 - - Google Patents
Info
- Publication number
- JPH0352488B2 JPH0352488B2 JP57047813A JP4781382A JPH0352488B2 JP H0352488 B2 JPH0352488 B2 JP H0352488B2 JP 57047813 A JP57047813 A JP 57047813A JP 4781382 A JP4781382 A JP 4781382A JP H0352488 B2 JPH0352488 B2 JP H0352488B2
- Authority
- JP
- Japan
- Prior art keywords
- resin
- lens
- lenses
- compound
- component
- 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 - Lifetime
Links
- 229920005989 resin Polymers 0.000 claims description 19
- 239000011347 resin Substances 0.000 claims description 19
- 239000004033 plastic Substances 0.000 claims description 16
- 229920003023 plastic Polymers 0.000 claims description 16
- 150000001875 compounds Chemical class 0.000 claims description 8
- 239000012948 isocyanate Substances 0.000 claims description 7
- -1 isocyanate compound Chemical class 0.000 claims description 7
- 238000004519 manufacturing process Methods 0.000 claims description 7
- CHUGKEQJSLOLHL-UHFFFAOYSA-N 2,2-Bis(bromomethyl)propane-1,3-diol Chemical compound OCC(CO)(CBr)CBr CHUGKEQJSLOLHL-UHFFFAOYSA-N 0.000 claims description 4
- CMQUQOHNANGDOR-UHFFFAOYSA-N 2,3-dibromo-4-(2,4-dibromo-5-hydroxyphenyl)phenol Chemical compound BrC1=C(Br)C(O)=CC=C1C1=CC(O)=C(Br)C=C1Br CMQUQOHNANGDOR-UHFFFAOYSA-N 0.000 claims description 4
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 4
- VEORPZCZECFIRK-UHFFFAOYSA-N 3,3',5,5'-tetrabromobisphenol A Chemical compound C=1C(Br)=C(O)C(Br)=CC=1C(C)(C)C1=CC(Br)=C(O)C(Br)=C1 VEORPZCZECFIRK-UHFFFAOYSA-N 0.000 claims description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
- 230000000379 polymerizing effect Effects 0.000 claims description 2
- 238000000034 method Methods 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 7
- 239000011521 glass Substances 0.000 description 6
- 238000010438 heat treatment Methods 0.000 description 5
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 4
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 4
- 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 4
- 238000000465 moulding Methods 0.000 description 4
- 238000006116 polymerization reaction Methods 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 238000005452 bending Methods 0.000 description 3
- 238000001746 injection moulding Methods 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- 230000003287 optical effect Effects 0.000 description 3
- XFCMNSHQOZQILR-UHFFFAOYSA-N 2-[2-(2-methylprop-2-enoyloxy)ethoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCOC(=O)C(C)=C XFCMNSHQOZQILR-UHFFFAOYSA-N 0.000 description 2
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 2
- 239000005058 Isophorone diisocyanate Substances 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- SHZIWNPUGXLXDT-UHFFFAOYSA-N ethyl hexanoate Chemical compound CCCCCC(=O)OCC SHZIWNPUGXLXDT-UHFFFAOYSA-N 0.000 description 2
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 2
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000003505 polymerization initiator Substances 0.000 description 2
- 239000004814 polyurethane Substances 0.000 description 2
- 229920002635 polyurethane Polymers 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- QXRRAZIZHCWBQY-UHFFFAOYSA-N 1,1-bis(isocyanatomethyl)cyclohexane Chemical compound O=C=NCC1(CN=C=O)CCCCC1 QXRRAZIZHCWBQY-UHFFFAOYSA-N 0.000 description 1
- FKTHNVSLHLHISI-UHFFFAOYSA-N 1,2-bis(isocyanatomethyl)benzene Chemical compound O=C=NCC1=CC=CC=C1CN=C=O FKTHNVSLHLHISI-UHFFFAOYSA-N 0.000 description 1
- PAOHAQSLJSMLAT-UHFFFAOYSA-N 1-butylperoxybutane Chemical compound CCCCOOCCCC PAOHAQSLJSMLAT-UHFFFAOYSA-N 0.000 description 1
- KFZVDXQVSQAJHC-UHFFFAOYSA-N 2,2,4,8,10,10-hexamethylundecane Chemical compound CC(C)(C)CC(C)CCCC(C)CC(C)(C)C KFZVDXQVSQAJHC-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- LTHJXDSHSVNJKG-UHFFFAOYSA-N 2-[2-[2-[2-(2-methylprop-2-enoyloxy)ethoxy]ethoxy]ethoxy]ethyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCOCCOCCOCCOC(=O)C(C)=C LTHJXDSHSVNJKG-UHFFFAOYSA-N 0.000 description 1
- NNWNNQTUZYVQRK-UHFFFAOYSA-N 5-bromo-1h-pyrrolo[2,3-c]pyridine-2-carboxylic acid Chemical compound BrC1=NC=C2NC(C(=O)O)=CC2=C1 NNWNNQTUZYVQRK-UHFFFAOYSA-N 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- 229920000178 Acrylic resin Polymers 0.000 description 1
- 229920002574 CR-39 Polymers 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- 239000004641 Diallyl-phthalate Substances 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
- 238000005299 abrasion Methods 0.000 description 1
- 238000012644 addition polymerization Methods 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- 125000003118 aryl group Chemical group 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
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 1
- FNIZHERHPIHUAH-UHFFFAOYSA-N dicyclohexyldiazene;nitric acid Chemical compound O[N+]([O-])=O.C1CCCCC1N=NC1CCCCC1 FNIZHERHPIHUAH-UHFFFAOYSA-N 0.000 description 1
- 239000012456 homogeneous solution Substances 0.000 description 1
- 150000002440 hydroxy compounds Chemical class 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000000113 methacrylic resin Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- YCWSUKQGVSGXJO-NTUHNPAUSA-N nifuroxazide Chemical group C1=CC(O)=CC=C1C(=O)N\N=C\C1=CC=C([N+]([O-])=O)O1 YCWSUKQGVSGXJO-NTUHNPAUSA-N 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 238000005498 polishing Methods 0.000 description 1
- 229920005668 polycarbonate resin Polymers 0.000 description 1
- 239000004431 polycarbonate resin Substances 0.000 description 1
- 239000005056 polyisocyanate Substances 0.000 description 1
- 229920001228 polyisocyanate Polymers 0.000 description 1
- 229920005990 polystyrene resin Polymers 0.000 description 1
- RGBXDEHYFWDBKD-UHFFFAOYSA-N propan-2-yl propan-2-yloxy carbonate Chemical compound CC(C)OOC(=O)OC(C)C RGBXDEHYFWDBKD-UHFFFAOYSA-N 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 229920002803 thermoplastic polyurethane Polymers 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Landscapes
- Polyurethanes Or Polyureas (AREA)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP57047813A JPS58164615A (ja) | 1982-03-25 | 1982-03-25 | プラスチックレンズ用樹脂の製造方法 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP57047813A JPS58164615A (ja) | 1982-03-25 | 1982-03-25 | プラスチックレンズ用樹脂の製造方法 |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS58164615A JPS58164615A (ja) | 1983-09-29 |
JPH0352488B2 true JPH0352488B2 (de) | 1991-08-12 |
Family
ID=12785799
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP57047813A Granted JPS58164615A (ja) | 1982-03-25 | 1982-03-25 | プラスチックレンズ用樹脂の製造方法 |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS58164615A (de) |
Families Citing this family (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CA1328527C (en) * | 1986-03-01 | 1994-04-12 | Katsuyoshi Sasagawa | High-refractivity plastic lens resin |
JPS63291916A (ja) * | 1987-05-26 | 1988-11-29 | Toray Ind Inc | 光学基材用樹脂 |
US5191055A (en) * | 1988-12-22 | 1993-03-02 | Mitsui Toatsu Chemicals, Inc. | Mercapto compound, a high refractive index resin and lens and a process for preparing them |
JPH05212732A (ja) * | 1992-02-06 | 1993-08-24 | Seiko Epson Corp | ポリウレタンレンズの製造方法 |
JP3279358B2 (ja) * | 1992-10-14 | 2002-04-30 | 三菱瓦斯化学株式会社 | 高屈折率レンズ用組成物 |
JPH06211960A (ja) * | 1993-01-14 | 1994-08-02 | Daiso Co Ltd | 重合性組成物およびそれより得られる高屈折率プラスチックレンズ |
US5608115A (en) | 1994-01-26 | 1997-03-04 | Mitsui Toatsu Chemicals, Inc. | Polythiol useful for preparing sulfur-containing urethane-based resin and process for producing the same |
AU755212B2 (en) | 2000-10-26 | 2002-12-05 | Hoya Corporation | Optical product, asymmetric disulfide compound used therefore and method for producing the asymmetric disulfide compound |
JP4076760B2 (ja) | 2001-11-28 | 2008-04-16 | Hoya株式会社 | エピスルフィド化合物およびその製造方法 |
JP2003160581A (ja) | 2001-11-28 | 2003-06-03 | Hoya Corp | チオール化合物およびその製造方法 |
JP2003238562A (ja) | 2002-02-07 | 2003-08-27 | Hoya Corp | 環状ジスルフィド化合物およびその製造方法 |
CN108084385B (zh) * | 2017-12-28 | 2020-11-03 | 山东益丰生化环保股份有限公司 | 一种超高韧性防蓝光的树脂镜片及其制备方法 |
KR102656776B1 (ko) | 2018-02-22 | 2024-04-11 | 김순자 | 광학재료용 모노머와 이를 포함하는 광학재료용 중합성 조성물 및 그 제조방법 |
CN112574384A (zh) * | 2019-09-27 | 2021-03-30 | 万华化学集团股份有限公司 | 一种热塑性聚氨酯弹性体材料及其制备方法和应用 |
WO2024203730A1 (ja) * | 2023-03-31 | 2024-10-03 | ホヤ レンズ タイランド リミテッド | ポリチオール、光学材料用重合性組成物、光学材料およびそれらの製造方法 |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS50119896A (de) * | 1974-03-07 | 1975-09-19 | ||
JPS58127914A (ja) * | 1982-01-18 | 1983-07-30 | ミネソタ・マイニング・アンド・マニユフアクチユアリング・コンパニ− | 有機重合体を含む眼科装置および前記装置に用いられる重合性組成物 |
-
1982
- 1982-03-25 JP JP57047813A patent/JPS58164615A/ja active Granted
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS50119896A (de) * | 1974-03-07 | 1975-09-19 | ||
JPS58127914A (ja) * | 1982-01-18 | 1983-07-30 | ミネソタ・マイニング・アンド・マニユフアクチユアリング・コンパニ− | 有機重合体を含む眼科装置および前記装置に用いられる重合性組成物 |
Also Published As
Publication number | Publication date |
---|---|
JPS58164615A (ja) | 1983-09-29 |
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