JP2012507571A5 - - Google Patents
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- JP2012507571A5 JP2012507571A5 JP2011535068A JP2011535068A JP2012507571A5 JP 2012507571 A5 JP2012507571 A5 JP 2012507571A5 JP 2011535068 A JP2011535068 A JP 2011535068A JP 2011535068 A JP2011535068 A JP 2011535068A JP 2012507571 A5 JP2012507571 A5 JP 2012507571A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- phenyl
- substituted
- optionally
- halogen
- 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
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 117
- 229910052736 halogen Inorganic materials 0.000 claims description 75
- 150000002367 halogens Chemical class 0.000 claims description 73
- 229910052760 oxygen Inorganic materials 0.000 claims description 38
- -1 C 1 -C 20 - alkyl Chemical group 0.000 claims description 34
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 29
- 229910052739 hydrogen Inorganic materials 0.000 claims description 28
- 239000001257 hydrogen Substances 0.000 claims description 28
- 239000000203 mixture Substances 0.000 claims description 25
- 125000001624 naphthyl group Chemical group 0.000 claims description 24
- 229910052717 sulfur Inorganic materials 0.000 claims description 24
- 125000000217 alkyl group Chemical group 0.000 claims description 18
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims description 14
- 125000004432 carbon atom Chemical group C* 0.000 claims description 14
- 125000001424 substituent group Chemical group 0.000 claims description 14
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims description 12
- SNOOUWRIMMFWNE-UHFFFAOYSA-M sodium;6-[(3,4,5-trimethoxybenzoyl)amino]hexanoate Chemical compound [Na+].COC1=CC(C(=O)NCCCCCC([O-])=O)=CC(OC)=C1OC SNOOUWRIMMFWNE-UHFFFAOYSA-M 0.000 claims description 12
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims description 10
- 125000006710 (C2-C12) alkenyl group Chemical group 0.000 claims description 9
- 150000001875 compounds Chemical class 0.000 claims description 9
- 125000006832 (C1-C10) alkylene group Chemical group 0.000 claims description 8
- 229910052799 carbon Inorganic materials 0.000 claims description 7
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 7
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims description 6
- 125000004957 naphthylene group Chemical group 0.000 claims description 6
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 6
- 125000006678 phenoxycarbonyl group Chemical group 0.000 claims description 6
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 5
- 229920006395 saturated elastomer Polymers 0.000 claims description 5
- 125000004642 (C1-C12) alkoxy group Chemical group 0.000 claims description 4
- 125000006729 (C2-C5) alkenyl group Chemical group 0.000 claims description 4
- 125000003545 alkoxy group Chemical group 0.000 claims description 4
- 125000000332 coumarinyl group Chemical group O1C(=O)C(=CC2=CC=CC=C12)* 0.000 claims description 4
- 125000004956 cyclohexylene group Chemical group 0.000 claims description 4
- 125000003356 phenylsulfanyl group Chemical group [*]SC1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 4
- MDDUHVRJJAFRAU-YZNNVMRBSA-N tert-butyl-[(1r,3s,5z)-3-[tert-butyl(dimethyl)silyl]oxy-5-(2-diphenylphosphorylethylidene)-4-methylidenecyclohexyl]oxy-dimethylsilane Chemical compound C1[C@@H](O[Si](C)(C)C(C)(C)C)C[C@H](O[Si](C)(C)C(C)(C)C)C(=C)\C1=C/CP(=O)(C=1C=CC=CC=1)C1=CC=CC=C1 MDDUHVRJJAFRAU-YZNNVMRBSA-N 0.000 claims description 4
- 125000004641 (C1-C12) haloalkyl group Chemical group 0.000 claims description 3
- YBFHILNBYXCJKD-UHFFFAOYSA-N 1-(6-methylpyridin-3-yl)-2-(4-methylsulfonylphenyl)ethanone Chemical compound C1=NC(C)=CC=C1C(=O)CC1=CC=C(S(C)(=O)=O)C=C1 YBFHILNBYXCJKD-UHFFFAOYSA-N 0.000 claims description 3
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 3
- 125000001072 heteroaryl group Chemical group 0.000 claims description 3
- NLGDWWCZQDIASO-UHFFFAOYSA-N 2-hydroxy-1-(7-oxabicyclo[4.1.0]hepta-1,3,5-trien-2-yl)-2-phenylethanone Chemical compound OC(C(=O)c1cccc2Oc12)c1ccccc1 NLGDWWCZQDIASO-UHFFFAOYSA-N 0.000 claims description 2
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 claims description 2
- 125000003860 C1-C20 alkoxy group Chemical group 0.000 claims description 2
- 125000003358 C2-C20 alkenyl group Chemical group 0.000 claims description 2
- VWBYXJRDIQCSLW-UHFFFAOYSA-N O=[P](c1ccccc1)c1ccccc1 Chemical group O=[P](c1ccccc1)c1ccccc1 VWBYXJRDIQCSLW-UHFFFAOYSA-N 0.000 claims description 2
- 150000001252 acrylic acid derivatives Chemical class 0.000 claims description 2
- 125000004414 alkyl thio group Chemical group 0.000 claims description 2
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 claims description 2
- 239000007795 chemical reaction product Substances 0.000 claims description 2
- 125000000392 cycloalkenyl group Chemical group 0.000 claims description 2
- KOMDZQSPRDYARS-UHFFFAOYSA-N cyclopenta-1,3-diene titanium Chemical compound [Ti].C1C=CC=C1.C1C=CC=C1 KOMDZQSPRDYARS-UHFFFAOYSA-N 0.000 claims description 2
- 125000001188 haloalkyl group Chemical group 0.000 claims description 2
- UUEVFMOUBSLVJW-UHFFFAOYSA-N oxo-[[1-[2-[2-[2-[4-(oxoazaniumylmethylidene)pyridin-1-yl]ethoxy]ethoxy]ethyl]pyridin-4-ylidene]methyl]azanium;dibromide Chemical compound [Br-].[Br-].C1=CC(=C[NH+]=O)C=CN1CCOCCOCCN1C=CC(=C[NH+]=O)C=C1 UUEVFMOUBSLVJW-UHFFFAOYSA-N 0.000 claims description 2
- FAQJJMHZNSSFSM-UHFFFAOYSA-N phenylglyoxylic acid Chemical compound OC(=O)C(=O)C1=CC=CC=C1 FAQJJMHZNSSFSM-UHFFFAOYSA-N 0.000 claims description 2
- 229920000647 polyepoxide Polymers 0.000 claims description 2
- 238000006467 substitution reaction Methods 0.000 claims description 2
- 239000000463 material Substances 0.000 claims 14
- 238000007639 printing Methods 0.000 claims 5
- 239000000654 additive Substances 0.000 claims 4
- 239000000976 ink Substances 0.000 claims 4
- 238000000034 method Methods 0.000 claims 4
- 239000003973 paint Substances 0.000 claims 4
- 229920002120 photoresistant polymer Polymers 0.000 claims 4
- 239000011248 coating agent Substances 0.000 claims 3
- 238000000576 coating method Methods 0.000 claims 3
- 239000000758 substrate Substances 0.000 claims 3
- 239000004820 Pressure-sensitive adhesive Substances 0.000 claims 2
- 230000000996 additive effect Effects 0.000 claims 2
- 239000000853 adhesive Substances 0.000 claims 2
- 230000001070 adhesive effect Effects 0.000 claims 2
- 239000003086 colorant Substances 0.000 claims 2
- 238000010276 construction Methods 0.000 claims 2
- 238000013500 data storage Methods 0.000 claims 2
- 238000004042 decolorization Methods 0.000 claims 2
- 239000002270 dispersing agent Substances 0.000 claims 2
- 230000005670 electromagnetic radiation Effects 0.000 claims 2
- 238000010894 electron beam technology Methods 0.000 claims 2
- 238000009713 electroplating Methods 0.000 claims 2
- 238000005530 etching Methods 0.000 claims 2
- 239000000835 fiber Substances 0.000 claims 2
- 239000007789 gas Substances 0.000 claims 2
- 238000003384 imaging method Methods 0.000 claims 2
- 239000007788 liquid Substances 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 239000003094 microcapsule Substances 0.000 claims 2
- 238000004377 microelectronic Methods 0.000 claims 2
- 230000003287 optical effect Effects 0.000 claims 2
- 239000000049 pigment Substances 0.000 claims 2
- 238000007747 plating Methods 0.000 claims 2
- 239000000843 powder Substances 0.000 claims 2
- 239000000047 product Substances 0.000 claims 2
- 238000007650 screen-printing Methods 0.000 claims 2
- 229910000679 solder Inorganic materials 0.000 claims 2
- 125000006850 spacer group Chemical group 0.000 claims 2
- 239000002966 varnish Substances 0.000 claims 2
- 150000008065 acid anhydrides Chemical class 0.000 claims 1
- 125000003342 alkenyl group Chemical group 0.000 claims 1
- 239000012965 benzophenone Substances 0.000 claims 1
- 125000000609 carbazolyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3NC12)* 0.000 claims 1
- 125000004122 cyclic group Chemical group 0.000 claims 1
- 239000003822 epoxy resin Substances 0.000 claims 1
- 230000001678 irradiating effect Effects 0.000 claims 1
- 150000002762 monocarboxylic acid derivatives Chemical class 0.000 claims 1
- 238000007645 offset printing Methods 0.000 claims 1
- 150000007519 polyprotic acids Polymers 0.000 claims 1
- 229920005989 resin Polymers 0.000 claims 1
- 239000011347 resin Substances 0.000 claims 1
- 239000008247 solid mixture Substances 0.000 claims 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical group C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 6
- 0 *C1CCCC1 Chemical compound *C1CCCC1 0.000 description 3
- 239000004305 biphenyl Chemical group 0.000 description 3
- 235000010290 biphenyl Nutrition 0.000 description 3
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 230000005855 radiation Effects 0.000 description 2
- 125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 description 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 125000004973 1-butenyl group Chemical group C(=CCC)* 0.000 description 1
- 125000004066 1-hydroxyethyl group Chemical group [H]OC([H])([*])C([H])([H])[H] 0.000 description 1
- 125000004974 2-butenyl group Chemical group C(C=CC)* 0.000 description 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
- 125000004975 3-butenyl group Chemical group C(CC=C)* 0.000 description 1
- QOXOZONBQWIKDA-UHFFFAOYSA-N 3-hydroxypropyl Chemical group [CH2]CCO QOXOZONBQWIKDA-UHFFFAOYSA-N 0.000 description 1
- SXIFAEWFOJETOA-UHFFFAOYSA-N 4-hydroxy-butyl Chemical group [CH2]CCCO SXIFAEWFOJETOA-UHFFFAOYSA-N 0.000 description 1
- 125000006043 5-hexenyl group Chemical group 0.000 description 1
- MZKLDUAZUBZNNN-UHFFFAOYSA-N CC(C)(C)[NH+](C1=[I]C1)[O-] Chemical compound CC(C)(C)[NH+](C1=[I]C1)[O-] MZKLDUAZUBZNNN-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 229920006243 acrylic copolymer Polymers 0.000 description 1
- 125000005336 allyloxy group Chemical group 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 125000004218 chloromethyl group Chemical group [H]C([H])(Cl)* 0.000 description 1
- 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 1
- 125000003700 epoxy group Chemical group 0.000 description 1
- UHESRSKEBRADOO-UHFFFAOYSA-N ethyl carbamate;prop-2-enoic acid Chemical compound OC(=O)C=C.CCOC(N)=O UHESRSKEBRADOO-UHFFFAOYSA-N 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 125000003107 substituted aryl group Chemical group 0.000 description 1
- 150000003568 thioethers Chemical class 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
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP08168145.4 | 2008-11-03 | ||
| EP08168145 | 2008-11-03 | ||
| PCT/EP2009/063963 WO2010060702A1 (en) | 2008-11-03 | 2009-10-23 | Photoinitiator mixtures |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2012507571A JP2012507571A (ja) | 2012-03-29 |
| JP2012507571A5 true JP2012507571A5 (https=) | 2012-12-06 |
| JP5623416B2 JP5623416B2 (ja) | 2014-11-12 |
Family
ID=40512891
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2011535068A Expired - Fee Related JP5623416B2 (ja) | 2008-11-03 | 2009-10-23 | 光開始剤混合物 |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US8507726B2 (https=) |
| EP (1) | EP2342237B1 (https=) |
| JP (1) | JP5623416B2 (https=) |
| KR (1) | KR101648996B1 (https=) |
| CN (1) | CN102203136B (https=) |
| TW (1) | TWI453184B (https=) |
| WO (1) | WO2010060702A1 (https=) |
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|---|---|---|---|---|
| US8507725B2 (en) * | 2008-06-06 | 2013-08-13 | Basf Se | Oxime ester photoinitiators |
| CN102471150B (zh) * | 2010-06-30 | 2014-05-07 | 帝斯曼知识产权资产管理有限公司 | D1492液体双酰基氧化膦光引发剂及其在可辐射固化组合物中的用途 |
| US9051397B2 (en) | 2010-10-05 | 2015-06-09 | Basf Se | Oxime ester |
| JP5677036B2 (ja) * | 2010-11-08 | 2015-02-25 | キヤノン株式会社 | 有機発光素子 |
| JP5821401B2 (ja) * | 2011-08-19 | 2015-11-24 | 大日本印刷株式会社 | 光インプリント用感光性樹脂組成物、硬化物、レジスト基板及び半導体装置の製造方法 |
| US9365515B2 (en) | 2011-12-07 | 2016-06-14 | Basf Se | Oxime ester photoinitiators |
| US8878169B2 (en) * | 2012-02-07 | 2014-11-04 | Polyera Corporation | Photocurable polymeric materials and related electronic devices |
| JP6174674B2 (ja) | 2012-03-22 | 2017-08-02 | スリーエム イノベイティブ プロパティズ カンパニー | ポリメチルメタクリレート系ハードコート組成物及びコーティングされた物品 |
| US9050820B2 (en) | 2012-12-29 | 2015-06-09 | Atasheh Soleimani-Gorgani | Three-dimensional ink-jet printing by home and office ink-jet printer |
| KR102095542B1 (ko) * | 2013-02-15 | 2020-03-31 | 도레이첨단소재 주식회사 | 전사특성이 우수한 레이저광 열전사용 도너필름 및 그의 제조방법 |
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| ATE458010T1 (de) * | 2005-12-20 | 2010-03-15 | Basf Se | Oximester-photoinitiatoren |
| CN102702073B (zh) | 2007-05-11 | 2015-06-10 | 巴斯夫欧洲公司 | 肟酯光引发剂 |
| JP5535065B2 (ja) | 2007-05-11 | 2014-07-02 | ビーエーエスエフ ソシエタス・ヨーロピア | オキシムエステル光重合開始剤 |
| CN101679394B (zh) | 2007-05-11 | 2013-10-16 | 巴斯夫欧洲公司 | 肟酯光引发剂 |
| CN101679063A (zh) | 2007-05-24 | 2010-03-24 | 巴斯夫欧洲公司 | 疏水蛋白在固体结晶中作为添加剂的用途 |
| JP2010539125A (ja) | 2007-09-13 | 2010-12-16 | ビーエーエスエフ ソシエタス・ヨーロピア | 浸透増強剤としてのハイドロフォビンポリペプチドの使用 |
| CN102112497B (zh) | 2008-06-06 | 2013-04-10 | 巴斯夫欧洲公司 | 光引发剂混合物 |
| US8507725B2 (en) * | 2008-06-06 | 2013-08-13 | Basf Se | Oxime ester photoinitiators |
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-
2009
- 2009-10-23 EP EP09737002.7A patent/EP2342237B1/en not_active Not-in-force
- 2009-10-23 KR KR1020117012660A patent/KR101648996B1/ko not_active Expired - Fee Related
- 2009-10-23 WO PCT/EP2009/063963 patent/WO2010060702A1/en not_active Ceased
- 2009-10-23 CN CN2009801436477A patent/CN102203136B/zh not_active Expired - Fee Related
- 2009-10-23 US US13/127,068 patent/US8507726B2/en not_active Expired - Fee Related
- 2009-10-23 JP JP2011535068A patent/JP5623416B2/ja not_active Expired - Fee Related
- 2009-11-02 TW TW098137142A patent/TWI453184B/zh not_active IP Right Cessation
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