JP6474719B2 - 硬化性組成物及びその硬化物、光学部材、並びに光学装置 - Google Patents
硬化性組成物及びその硬化物、光学部材、並びに光学装置 Download PDFInfo
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- JP6474719B2 JP6474719B2 JP2015501397A JP2015501397A JP6474719B2 JP 6474719 B2 JP6474719 B2 JP 6474719B2 JP 2015501397 A JP2015501397 A JP 2015501397A JP 2015501397 A JP2015501397 A JP 2015501397A JP 6474719 B2 JP6474719 B2 JP 6474719B2
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- 230000005540 biological transmission Effects 0.000 description 1
- SXXILWLQSQDLDL-UHFFFAOYSA-N bis(8-methylnonyl) phenyl phosphite Chemical compound CC(C)CCCCCCCOP(OCCCCCCCC(C)C)OC1=CC=CC=C1 SXXILWLQSQDLDL-UHFFFAOYSA-N 0.000 description 1
- JRPRCOLKIYRSNH-UHFFFAOYSA-N bis(oxiran-2-ylmethyl) benzene-1,2-dicarboxylate Chemical compound C=1C=CC=C(C(=O)OCC2OC2)C=1C(=O)OCC1CO1 JRPRCOLKIYRSNH-UHFFFAOYSA-N 0.000 description 1
- FQUNFJULCYSSOP-UHFFFAOYSA-N bisoctrizole Chemical compound N1=C2C=CC=CC2=NN1C1=CC(C(C)(C)CC(C)(C)C)=CC(CC=2C(=C(C=C(C=2)C(C)(C)CC(C)(C)C)N2N=C3C=CC=CC3=N2)O)=C1O FQUNFJULCYSSOP-UHFFFAOYSA-N 0.000 description 1
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- 125000001246 bromo group Chemical group Br* 0.000 description 1
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- CZBZUDVBLSSABA-UHFFFAOYSA-N butylated hydroxyanisole Chemical compound COC1=CC=C(O)C(C(C)(C)C)=C1.COC1=CC=C(O)C=C1C(C)(C)C CZBZUDVBLSSABA-UHFFFAOYSA-N 0.000 description 1
- 235000019282 butylated hydroxyanisole Nutrition 0.000 description 1
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- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 1
- PWWSSIYVTQUJQQ-UHFFFAOYSA-N distearyl thiodipropionate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CCSCCC(=O)OCCCCCCCCCCCCCCCCCC PWWSSIYVTQUJQQ-UHFFFAOYSA-N 0.000 description 1
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- 239000003822 epoxy resin Substances 0.000 description 1
- 125000000031 ethylamino group Chemical group [H]C([H])([H])C([H])([H])N([H])[*] 0.000 description 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
- 125000004705 ethylthio group Chemical group C(C)S* 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
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- 239000000945 filler Substances 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 230000020169 heat generation Effects 0.000 description 1
- 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
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- 150000002500 ions Chemical class 0.000 description 1
- 125000002510 isobutoxy group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])O* 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 229910001507 metal halide Inorganic materials 0.000 description 1
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- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 description 1
- 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 description 1
- 125000005186 naphthyloxy group Chemical group C1(=CC=CC2=CC=CC=C12)O* 0.000 description 1
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- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
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- 125000003518 norbornenyl group Chemical group C12(C=CC(CC1)C2)* 0.000 description 1
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- FZCZZWSFIAHGAD-UHFFFAOYSA-N octadecyl 3-[3-tert-butyl-4-[[2-tert-butyl-6-methyl-4-(3-octadecoxy-3-oxopropyl)phenoxy]-hydroxyphosphanyl]oxy-5-methylphenyl]propanoate Chemical compound CC(C)(C)C1=CC(CCC(=O)OCCCCCCCCCCCCCCCCCC)=CC(C)=C1OP(O)OC1=C(C)C=C(CCC(=O)OCCCCCCCCCCCCCCCCCC)C=C1C(C)(C)C FZCZZWSFIAHGAD-UHFFFAOYSA-N 0.000 description 1
- CSWFWSPPZMEYAY-UHFFFAOYSA-N octadecyl dihydrogen phosphite Chemical compound CCCCCCCCCCCCCCCCCCOP(O)O CSWFWSPPZMEYAY-UHFFFAOYSA-N 0.000 description 1
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- 230000005693 optoelectronics Effects 0.000 description 1
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- 125000004043 oxo group Chemical group O=* 0.000 description 1
- 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- 125000006678 phenoxycarbonyl group Chemical group 0.000 description 1
- 125000003356 phenylsulfanyl group Chemical group [*]SC1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 1
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 1
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- 239000005060 rubber Substances 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- SCPYDCQAZCOKTP-UHFFFAOYSA-N silanol Chemical compound [SiH3]O SCPYDCQAZCOKTP-UHFFFAOYSA-N 0.000 description 1
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- 239000010959 steel Substances 0.000 description 1
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- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- LVEOKSIILWWVEO-UHFFFAOYSA-N tetradecyl 3-(3-oxo-3-tetradecoxypropyl)sulfanylpropanoate Chemical compound CCCCCCCCCCCCCCOC(=O)CCSCCC(=O)OCCCCCCCCCCCCCC LVEOKSIILWWVEO-UHFFFAOYSA-N 0.000 description 1
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- NLSXASIDNWDYMI-UHFFFAOYSA-N triphenylsilanol Chemical compound C=1C=CC=CC=1[Si](C=1C=CC=CC=1)(O)C1=CC=CC=C1 NLSXASIDNWDYMI-UHFFFAOYSA-N 0.000 description 1
- WGKLOLBTFWFKOD-UHFFFAOYSA-N tris(2-nonylphenyl) phosphite Chemical compound CCCCCCCCCC1=CC=CC=C1OP(OC=1C(=CC=CC=1)CCCCCCCCC)OC1=CC=CC=C1CCCCCCCCC WGKLOLBTFWFKOD-UHFFFAOYSA-N 0.000 description 1
- 229910052724 xenon Inorganic materials 0.000 description 1
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/20—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the epoxy compounds used
- C08G59/22—Di-epoxy compounds
- C08G59/226—Mixtures of di-epoxy compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/02—Polycondensates containing more than one epoxy group per molecule
- C08G59/027—Polycondensates containing more than one epoxy group per molecule obtained by epoxidation of unsaturated precursor, e.g. polymer or monomer
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Epoxy Resins (AREA)
- Physics & Mathematics (AREA)
- Optical Filters (AREA)
- Polarising Elements (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
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| JP2018213673A Active JP6700369B2 (ja) | 2013-02-19 | 2018-11-14 | 硬化性組成物及びその硬化物、光学部材、並びに光学装置 |
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| KR102131193B1 (ko) * | 2013-02-19 | 2020-07-07 | 주식회사 다이셀 | 웨이퍼 레벨 렌즈용 경화성 조성물, 웨이퍼 레벨 렌즈의 제조 방법 및 웨이퍼 레벨 렌즈, 및 광학 장치 |
| JP6653990B2 (ja) * | 2014-10-27 | 2020-02-26 | 三星エスディアイ株式会社ＳＡＭＳＵＮＧ ＳＤＩ Ｃｏ．， ＬＴＤ． | 偏光板及びこれを備える画像表示装置 |
| CN107949594B (zh) * | 2015-08-27 | 2020-03-24 | 东丽株式会社 | 环氧树脂组合物及由其制造的纤维增强复合材料 |
| JP6935260B2 (ja) * | 2017-07-31 | 2021-09-15 | 東京応化工業株式会社 | 硬化性組成物、硬化膜、表示パネル又はｏｌｅｄ照明、並びに硬化物の製造方法 |
| KR102293898B1 (ko) | 2019-09-16 | 2021-08-26 | 주식회사 트리엘 | 신규한 트리아진 유도체 및 이를 포함하는 열경화성 또는 감광성 조성물 |
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| JP2004163490A (ja) * | 2002-11-11 | 2004-06-10 | Nippon Sheet Glass Co Ltd | 光学素子及びその製造方法 |
| JP2004204228A (ja) * | 2002-12-13 | 2004-07-22 | Daicel Chem Ind Ltd | 硬化性エポキシ樹脂組成物および硬化物 |
| JP3973611B2 (ja) * | 2003-08-25 | 2007-09-12 | ダイセル化学工業株式会社 | 熱硬化型エポキシ樹脂組成物および透明材料 |
| JP4723272B2 (ja) * | 2004-04-02 | 2011-07-13 | 大阪瓦斯株式会社 | 光重合性樹脂組成物およびその硬化物 |
| JP5354868B2 (ja) * | 2006-07-06 | 2013-11-27 | 株式会社ダイセル | 脂環式ジエポキシ化合物の製造方法、エポキシ樹脂組成物の製造方法、及び硬化物の製造方法 |
| JP5078289B2 (ja) * | 2006-06-23 | 2012-11-21 | 株式会社日本触媒 | 樹脂組成物及びその製造方法 |
| JP5226223B2 (ja) * | 2007-01-31 | 2013-07-03 | 株式会社ダイセル | 透明封止材料及び透明封止物 |
| JP5289713B2 (ja) * | 2007-02-01 | 2013-09-11 | 株式会社ダイセル | 硬化性樹脂組成物及びその硬化物 |
| JP5248790B2 (ja) * | 2007-03-02 | 2013-07-31 | 株式会社ダイセル | 繊維強化複合材料用エポキシ樹脂組成物及び繊維強化複合材料 |
| WO2008143003A1 (ja) * | 2007-05-24 | 2008-11-27 | Sumitomo Bakelite Co., Ltd. | 透明複合シート |
| CN101809055B (zh) * | 2007-09-27 | 2013-10-23 | 株式会社日本触媒 | 成型体用固化性树脂组合物、成型体及其制造方法 |
| JP2009084310A (ja) * | 2007-09-27 | 2009-04-23 | Nippon Shokubai Co Ltd | 熱・光硬化性樹脂組成物、光学材料及び光学部材 |
| JP5443772B2 (ja) * | 2009-01-21 | 2014-03-19 | パナソニック株式会社 | 複合光学素子用樹脂組成物および複合光学素子 |
| WO2010128568A1 (ja) * | 2009-05-07 | 2010-11-11 | 旭化成株式会社 | 硬化性樹脂及び複合材料 |
| JP5229165B2 (ja) * | 2009-09-02 | 2013-07-03 | 住友ベークライト株式会社 | エポキシ樹脂組成物、透明複合シートおよび表示素子用基板 |
| JP5486891B2 (ja) * | 2009-10-08 | 2014-05-07 | 三菱レイヨン株式会社 | 連鎖硬化性樹脂組成物および繊維強化複合材料 |
| JP2011132416A (ja) * | 2009-12-25 | 2011-07-07 | Nagase Chemtex Corp | 熱硬化性樹脂組成物及び有機無機複合樹脂 |
| JP5812993B2 (ja) * | 2010-08-12 | 2015-11-17 | 株式会社ダイセル | 低透湿性樹脂組成物及びその硬化物 |
| JP5665445B2 (ja) * | 2010-09-13 | 2015-02-04 | キヤノン株式会社 | 有機無機複合組成物および光学素子 |
| JP2012209453A (ja) * | 2011-03-30 | 2012-10-25 | Sumitomo Bakelite Co Ltd | 液状樹脂組成物、半導体パッケージ、および半導体パッケージの製造方法 |
| JP2013091710A (ja) * | 2011-10-25 | 2013-05-16 | Sumitomo Bakelite Co Ltd | 透明樹脂複合体、透明複合シートおよび表示素子用透明基板 |
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| JP6700369B2 (ja) | 2020-05-27 |
| CN104981496B (zh) | 2019-06-14 |
| JPWO2014129343A1 (ja) | 2017-02-02 |
| KR101839196B1 (ko) | 2018-03-15 |
| WO2014129343A1 (ja) | 2014-08-28 |
| JP2019052315A (ja) | 2019-04-04 |
| TW201439191A (zh) | 2014-10-16 |
| KR20150118162A (ko) | 2015-10-21 |
| TWI652302B (zh) | 2019-03-01 |
| CN104981496A (zh) | 2015-10-14 |
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