JP2003535095A5 - - Google Patents
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- Publication number
- JP2003535095A5 JP2003535095A5 JP2002500878A JP2002500878A JP2003535095A5 JP 2003535095 A5 JP2003535095 A5 JP 2003535095A5 JP 2002500878 A JP2002500878 A JP 2002500878A JP 2002500878 A JP2002500878 A JP 2002500878A JP 2003535095 A5 JP2003535095 A5 JP 2003535095A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- phenyl
- mono
- resin
- ring
- 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
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 54
- 239000011347 resin Substances 0.000 description 16
- 229920005989 resin Polymers 0.000 description 15
- -1 C1-C4Alkyl Chemical class 0.000 description 14
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 12
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 12
- 238000000034 method Methods 0.000 description 12
- KYNSBQPICQTCGU-UHFFFAOYSA-N Benzopyrane Chemical group C1=CC=C2C=CCOC2=C1 KYNSBQPICQTCGU-UHFFFAOYSA-N 0.000 description 10
- 125000005073 adamantyl group Chemical group C12(CC3CC(CC(C1)C3)C2)* 0.000 description 9
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 9
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 9
- 125000002868 norbornyl group Chemical group C12(CCC(CC1)C2)* 0.000 description 9
- 239000000126 substance Substances 0.000 description 9
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 8
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 8
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 8
- 125000003118 aryl group Chemical group 0.000 description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- 150000002431 hydrogen Chemical class 0.000 description 6
- 229910052739 hydrogen Inorganic materials 0.000 description 6
- 239000001257 hydrogen Substances 0.000 description 6
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 6
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 description 5
- 125000004432 carbon atom Chemical group C* 0.000 description 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 5
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 5
- 125000000217 alkyl group Chemical group 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 125000004093 cyano group Chemical group *C#N 0.000 description 4
- 125000003545 alkoxy group Chemical group 0.000 description 3
- 229910052736 halogen Inorganic materials 0.000 description 3
- 150000002367 halogens Chemical class 0.000 description 3
- 125000002346 iodo group Chemical group I* 0.000 description 3
- 125000004309 pyranyl group Chemical group O1C(C=CC=C1)* 0.000 description 3
- 239000001384 succinic acid Substances 0.000 description 3
- 125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 description 3
- RSWGJHLUYNHPMX-UHFFFAOYSA-N 1,4a-dimethyl-7-propan-2-yl-2,3,4,4b,5,6,10,10a-octahydrophenanthrene-1-carboxylic acid Chemical compound C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 description 2
- MKDCJAPHKZPKOU-UHFFFAOYSA-N 1-nitro-2,3-dihydroindole Chemical class C1=CC=C2N([N+](=O)[O-])CCC2=C1 MKDCJAPHKZPKOU-UHFFFAOYSA-N 0.000 description 2
- 0 COC(CC1C2*(C[Rh])=C)CC(*)CC1N(*)C2=C Chemical compound COC(CC1C2*(C[Rh])=C)CC(*)CC1N(*)C2=C 0.000 description 2
- 239000003875 Wang resin Substances 0.000 description 2
- NERFNHBZJXXFGY-UHFFFAOYSA-N [4-[(4-methylphenyl)methoxy]phenyl]methanol Chemical compound C1=CC(C)=CC=C1COC1=CC=C(CO)C=C1 NERFNHBZJXXFGY-UHFFFAOYSA-N 0.000 description 2
- 239000011324 bead Substances 0.000 description 2
- 125000001246 bromo group Chemical group Br* 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 150000001721 carbon Chemical group 0.000 description 2
- 125000001309 chloro group Chemical group Cl* 0.000 description 2
- 125000001153 fluoro group Chemical group F* 0.000 description 2
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 description 2
- 229920005990 polystyrene resin Polymers 0.000 description 2
- BDNKZNFMNDZQMI-UHFFFAOYSA-N 1,3-diisopropylcarbodiimide Chemical compound CC(C)N=C=NC(C)C BDNKZNFMNDZQMI-UHFFFAOYSA-N 0.000 description 1
- ASOKPJOREAFHNY-UHFFFAOYSA-N 1-Hydroxybenzotriazole Chemical compound C1=CC=C2N(O)N=NC2=C1 ASOKPJOREAFHNY-UHFFFAOYSA-N 0.000 description 1
- WLFGGJFWKXTOGJ-UHFFFAOYSA-N 2,3-dihydroindol-1-amine Chemical compound C1=CC=C2N(N)CCC2=C1 WLFGGJFWKXTOGJ-UHFFFAOYSA-N 0.000 description 1
- FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 description 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 description 1
- 238000007083 alkoxycarbonylation reaction Methods 0.000 description 1
- CODNYICXDISAEA-UHFFFAOYSA-N bromine monochloride Chemical compound BrCl CODNYICXDISAEA-UHFFFAOYSA-N 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- BGRWYRAHAFMIBJ-UHFFFAOYSA-N diisopropylcarbodiimide Natural products CC(C)NC(=O)NC(C)C BGRWYRAHAFMIBJ-UHFFFAOYSA-N 0.000 description 1
- LPAGFVYQRIESJQ-UHFFFAOYSA-N indoline Chemical compound C1=CC=C2NCCC2=C1 LPAGFVYQRIESJQ-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- PSHKMPUSSFXUIA-UHFFFAOYSA-N n,n-dimethylpyridin-2-amine Chemical compound CN(C)C1=CC=CC=N1 PSHKMPUSSFXUIA-UHFFFAOYSA-N 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 125000001792 phenanthrenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3C=CC12)* 0.000 description 1
- SMQUZDBALVYZAC-UHFFFAOYSA-N salicylaldehyde Chemical class OC1=CC=CC=C1C=O SMQUZDBALVYZAC-UHFFFAOYSA-N 0.000 description 1
- RINCXYDBBGOEEQ-UHFFFAOYSA-N succinic anhydride Chemical compound O=C1CCC(=O)O1 RINCXYDBBGOEEQ-UHFFFAOYSA-N 0.000 description 1
- 229940014800 succinic anhydride Drugs 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/585,108 | 2000-05-31 | ||
| US09/585,108 US6521753B1 (en) | 2000-05-31 | 2000-05-31 | Indolinospiropyran compounds and methods for their manufacture |
| PCT/US2001/017018 WO2001092265A2 (en) | 2000-05-31 | 2001-05-24 | Indolinospiropyran compounds and methods for their manufacture |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2003535095A JP2003535095A (ja) | 2003-11-25 |
| JP2003535095A5 true JP2003535095A5 (enExample) | 2011-12-22 |
| JP4885403B2 JP4885403B2 (ja) | 2012-02-29 |
Family
ID=24340075
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2002500878A Expired - Fee Related JP4885403B2 (ja) | 2000-05-31 | 2001-05-24 | インドリノスピロピラン化合物およびそれらの製造方法 |
Country Status (17)
| Country | Link |
|---|---|
| US (2) | US6521753B1 (enExample) |
| EP (1) | EP1299391B1 (enExample) |
| JP (1) | JP4885403B2 (enExample) |
| KR (1) | KR100760963B1 (enExample) |
| CN (1) | CN100475818C (enExample) |
| AT (1) | ATE286056T1 (enExample) |
| AU (2) | AU6661201A (enExample) |
| BR (1) | BR0111398A (enExample) |
| CA (1) | CA2410673C (enExample) |
| DE (1) | DE60108126T2 (enExample) |
| ES (1) | ES2236248T3 (enExample) |
| IL (1) | IL153084A0 (enExample) |
| MX (1) | MXPA02011928A (enExample) |
| MY (2) | MY135395A (enExample) |
| RU (1) | RU2293738C2 (enExample) |
| TW (1) | TWI300412B (enExample) |
| WO (1) | WO2001092265A2 (enExample) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6521753B1 (en) | 2000-05-31 | 2003-02-18 | Johnson & Johnson Vision Care, Inc. | Indolinospiropyran compounds and methods for their manufacture |
| TWI263640B (en) * | 2001-12-19 | 2006-10-11 | Bristol Myers Squibb Co | Fused heterocyclic succinimide compounds and analogs thereof, modulators of nuclear hormone receptor function |
| US20040259975A1 (en) * | 2003-06-18 | 2004-12-23 | Robillard Jean J. | System and method for forming photobleachable ink compositions |
| CN100408590C (zh) * | 2003-08-12 | 2008-08-06 | 上海迪赛诺医药科技开发有限公司 | 螺吡喃和螺噁嗪类光致变色化合物修饰核苷的方法 |
| US7425406B2 (en) | 2004-07-27 | 2008-09-16 | Fujifilm Corporation | Lithographic printing plate precursor and lithographic printing method |
| RU2358977C1 (ru) * | 2008-04-02 | 2009-06-20 | Московская государственная академия тонкой химической технологии им. М.В. Ломоносова Государственное образовательное учреждение высшего профессионального образования | 5-формил-замещенные индолиновые спиробензопираны и способ их получения |
| BR112012023662A2 (pt) | 2010-03-19 | 2016-08-16 | Fujifilm Corp | composição fotossensível à coloração, precursor de chapa de impressão litográfica e método de fabricação de chapa |
| CN103288841B (zh) * | 2013-05-28 | 2015-03-04 | 中国科学技术大学 | 一种螺吡喃取代二乙炔及其制备方法和应用 |
| RU2569898C1 (ru) * | 2014-12-16 | 2015-12-10 | Федеральное государственное бюджетное образовательное учреждение высшего профессионального образования "Пермский государственный национальный исследовательский университет" | Способ получения этил 2-амино-2',5-диоксо-5'-фенил-3-циано-1',2'-дигидро-5h-спиро{индено[1,2-b]пиран-4,3'-пиррол}-4'-карбоксилатов |
| RU2694904C1 (ru) * | 2019-02-20 | 2019-07-18 | Федеральное Государственное Бюджетное Учреждение Науки Институт Биохимической Физики Им. Н.М. Эмануэля Российской Академии Наук (Ибхф Ран) | Фотохромные производные 5'-гидроксиметил-6-нитро-1',3',3'-триметилспиро[2Н-1-бензопиран-2,2'-индолина] |
| US11253816B2 (en) | 2019-05-10 | 2022-02-22 | Saudi Arabian Oil Company | Direct oxidation of hydrogen sulfide in a hydroprocessing recycle gas stream with hydrogen purification |
| CN113046093B (zh) * | 2021-03-24 | 2022-06-07 | 北京大学 | 基于螺吡喃衍生物分子开关的可图案化液晶薄膜及其制备方法和应用 |
| CN113024571B (zh) * | 2021-03-24 | 2022-01-11 | 北京大学 | 具有颜色、荧光和液晶性三重开关效果的螺吡喃衍生物及其制备方法和应用 |
Family Cites Families (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4215010A (en) | 1978-09-08 | 1980-07-29 | American Optical Corporation | Photochromic compounds |
| US4342668A (en) | 1978-09-08 | 1982-08-03 | American Optical Corporation | Photochromic compounds |
| US4556605A (en) | 1982-09-09 | 1985-12-03 | Kabushiki Kaisha Suwa Seikosha | Photochromic coating composition and photochromic synthetic resin ophthalmic lens |
| JPS59202270A (ja) * | 1983-04-28 | 1984-11-16 | Seiko Epson Corp | フオトクロミツクコ−テイング用組成物 |
| SU1127271A1 (ru) * | 1983-08-05 | 1995-10-10 | Институт Тонкой Органической Химии Им.А.Л.Мнджояна | Гидрохлорид 6,7- диметокси- 4,4 -спиротетрагидропиран-n- (3-фенил-2-пропенил) -1,2,3, 4-тетрагидроизохинолина, обладающий центральным м-холинолитическим действием |
| US4637698A (en) | 1983-11-04 | 1987-01-20 | Ppg Industries, Inc. | Photochromic compound and articles containing the same |
| JPS61228402A (ja) * | 1985-03-29 | 1986-10-11 | ピーピージー インダストリーズ インコーポレーテツド | ホトクロミツクプラスチツク物品およびその製造法 |
| AU554441B2 (en) * | 1985-03-29 | 1986-08-21 | Ppg Industries Ohio, Inc. | Photochromic plastic lenses |
| GB8611837D0 (en) | 1986-05-15 | 1986-06-25 | Plessey Co Plc | Photochromic spiropyran compounds |
| US4816584A (en) | 1986-11-12 | 1989-03-28 | Ppg Industries, Inc. | Photochromic spiro(indoline)benzoxazines |
| US4931221A (en) | 1988-12-30 | 1990-06-05 | Ppg Industries, Inc. | Photochromic spiropyran compounds |
| US5066818A (en) * | 1990-03-07 | 1991-11-19 | Ppg Industries, Inc. | Photochromic naphthopyran compounds |
| AU638815B2 (en) | 1990-03-29 | 1993-07-08 | Tokuyama Soda Kabushiki Kaisha | Photochromic compound, composition and use thereof |
| GB9306587D0 (en) | 1993-03-30 | 1993-05-26 | Pilkington Plc | Photochromic compounds |
| US5645768A (en) | 1993-06-28 | 1997-07-08 | Optische Werke G. Rodenstock | Photochromic compounds |
| JP2975519B2 (ja) * | 1993-12-10 | 1999-11-10 | 大日精化工業株式会社 | 新規フォトクロミック化合物 |
| US6521753B1 (en) | 2000-05-31 | 2003-02-18 | Johnson & Johnson Vision Care, Inc. | Indolinospiropyran compounds and methods for their manufacture |
-
2000
- 2000-05-31 US US09/585,108 patent/US6521753B1/en not_active Expired - Fee Related
-
2001
- 2001-05-24 ES ES01944175T patent/ES2236248T3/es not_active Expired - Lifetime
- 2001-05-24 AU AU6661201A patent/AU6661201A/xx active Pending
- 2001-05-24 WO PCT/US2001/017018 patent/WO2001092265A2/en not_active Ceased
- 2001-05-24 CA CA002410673A patent/CA2410673C/en not_active Expired - Fee Related
- 2001-05-24 AU AU2001266612A patent/AU2001266612B2/en not_active Ceased
- 2001-05-24 KR KR1020027016312A patent/KR100760963B1/ko not_active Expired - Fee Related
- 2001-05-24 AT AT01944175T patent/ATE286056T1/de not_active IP Right Cessation
- 2001-05-24 EP EP01944175A patent/EP1299391B1/en not_active Expired - Lifetime
- 2001-05-24 IL IL15308401A patent/IL153084A0/xx not_active IP Right Cessation
- 2001-05-24 BR BR0111398-4A patent/BR0111398A/pt not_active IP Right Cessation
- 2001-05-24 RU RU2002132259/04A patent/RU2293738C2/ru not_active IP Right Cessation
- 2001-05-24 MX MXPA02011928A patent/MXPA02011928A/es not_active Application Discontinuation
- 2001-05-24 DE DE60108126T patent/DE60108126T2/de not_active Expired - Fee Related
- 2001-05-24 CN CNB01813470XA patent/CN100475818C/zh not_active Expired - Fee Related
- 2001-05-24 JP JP2002500878A patent/JP4885403B2/ja not_active Expired - Fee Related
- 2001-05-29 MY MYPI20040648A patent/MY135395A/en unknown
- 2001-05-29 MY MYPI20012551A patent/MY118670A/en unknown
- 2001-05-31 TW TW090113116A patent/TWI300412B/zh not_active IP Right Cessation
-
2002
- 2002-01-28 US US10/058,994 patent/US6803471B2/en not_active Expired - Fee Related
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