JP2005133057A5 - - Google Patents
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- Publication number
- JP2005133057A5 JP2005133057A5 JP2004052207A JP2004052207A JP2005133057A5 JP 2005133057 A5 JP2005133057 A5 JP 2005133057A5 JP 2004052207 A JP2004052207 A JP 2004052207A JP 2004052207 A JP2004052207 A JP 2004052207A JP 2005133057 A5 JP2005133057 A5 JP 2005133057A5
- Authority
- JP
- Japan
- Prior art keywords
- cyanophenyl
- fluoro
- cyanobiphenyl
- pentyl
- group
- 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
- 239000000203 mixture Substances 0.000 claims description 42
- 125000000217 alkyl group Chemical group 0.000 claims description 24
- 125000004432 carbon atom Chemical group C* 0.000 claims description 24
- 150000001875 compounds Chemical class 0.000 claims description 24
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 15
- 229910052801 chlorine Inorganic materials 0.000 claims description 15
- 239000000460 chlorine Substances 0.000 claims description 15
- 229910052731 fluorine Inorganic materials 0.000 claims description 15
- 239000011737 fluorine Substances 0.000 claims description 15
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 12
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 9
- 238000004873 anchoring Methods 0.000 claims description 9
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
- 125000005843 halogen group Chemical group 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- HHPCNRKYVYWYAU-UHFFFAOYSA-N 4-cyano-4'-pentylbiphenyl Chemical group C1=CC(CCCCC)=CC=C1C1=CC=C(C#N)C=C1 HHPCNRKYVYWYAU-UHFFFAOYSA-N 0.000 claims 12
- ZGOWXOZNUNZPAV-UHFFFAOYSA-N 4-(4-heptylphenyl)benzonitrile Chemical group C1=CC(CCCCCCC)=CC=C1C1=CC=C(C#N)C=C1 ZGOWXOZNUNZPAV-UHFFFAOYSA-N 0.000 claims 11
- CDXMJQJMSJCJLU-UHFFFAOYSA-N (4-cyano-3-fluorophenyl) 4-ethylbenzoate Chemical compound C1=CC(CC)=CC=C1C(=O)OC1=CC=C(C#N)C(F)=C1 CDXMJQJMSJCJLU-UHFFFAOYSA-N 0.000 claims 9
- LUCHFKBTWHPREI-UHFFFAOYSA-N 1-(4-propylcyclohexyl)-4-[4-(4-propylcyclohexyl)phenyl]benzene Chemical group C1CC(CCC)CCC1C1=CC=C(C=2C=CC(=CC=2)C2CCC(CCC)CC2)C=C1 LUCHFKBTWHPREI-UHFFFAOYSA-N 0.000 claims 6
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 claims 6
- DLLIPJSMDJCZRF-UHFFFAOYSA-N 4-(4-ethylphenyl)benzonitrile Chemical group C1=CC(CC)=CC=C1C1=CC=C(C#N)C=C1 DLLIPJSMDJCZRF-UHFFFAOYSA-N 0.000 claims 4
- 239000004988 Nematic liquid crystal Substances 0.000 claims 4
- 125000004310 dioxan-2-yl group Chemical group [H]C1([H])OC([H])([H])C([H])(*)OC1([H])[H] 0.000 claims 4
- ULFIAHFQEURGOU-UHFFFAOYSA-N (4-cyanophenyl) 4-ethylbenzoate Chemical compound C1=CC(CC)=CC=C1C(=O)OC1=CC=C(C#N)C=C1 ULFIAHFQEURGOU-UHFFFAOYSA-N 0.000 claims 3
- HLHNFCMOOSVBOU-UHFFFAOYSA-N 2-fluoro-1-(4-propylcyclohexyl)-4-[4-(4-propylcyclohexyl)phenyl]benzene Chemical group C1CC(CCC)CCC1C1=CC=C(C=2C=C(F)C(C3CCC(CCC)CC3)=CC=2)C=C1 HLHNFCMOOSVBOU-UHFFFAOYSA-N 0.000 claims 3
- XFMPTZWVMVMELB-UHFFFAOYSA-N 4-(4-propylphenyl)benzonitrile Chemical group C1=CC(CCC)=CC=C1C1=CC=C(C#N)C=C1 XFMPTZWVMVMELB-UHFFFAOYSA-N 0.000 claims 3
- IJKLNWDDXMHCFX-UHFFFAOYSA-N [4-(4-cyanophenyl)phenyl] 4-pentylbenzoate Chemical compound C1=CC(CCCCC)=CC=C1C(=O)OC1=CC=C(C=2C=CC(=CC=2)C#N)C=C1 IJKLNWDDXMHCFX-UHFFFAOYSA-N 0.000 claims 3
- QOUBQGAGYOVSAO-UHFFFAOYSA-N (4-cyanophenyl) 4-(4-butylcyclohexyl)benzoate Chemical compound C1CC(CCCC)CCC1C1=CC=C(C(=O)OC=2C=CC(=CC=2)C#N)C=C1 QOUBQGAGYOVSAO-UHFFFAOYSA-N 0.000 claims 2
- XQRFASOUJIKXRE-UHFFFAOYSA-N (4-cyanophenyl) 4-butylbenzoate Chemical compound C1=CC(CCCC)=CC=C1C(=O)OC1=CC=C(C#N)C=C1 XQRFASOUJIKXRE-UHFFFAOYSA-N 0.000 claims 2
- GDHXJNRAJRCGMX-UHFFFAOYSA-N 2-fluorobenzonitrile Chemical compound FC1=CC=CC=C1C#N GDHXJNRAJRCGMX-UHFFFAOYSA-N 0.000 claims 2
- PJPLBHHDTUICNN-UHFFFAOYSA-N 4-(4-butylphenyl)benzonitrile Chemical group C1=CC(CCCC)=CC=C1C1=CC=C(C#N)C=C1 PJPLBHHDTUICNN-UHFFFAOYSA-N 0.000 claims 2
- PBMCTXQDYLSLTP-UHFFFAOYSA-N 4-(4-pentylphenyl)-3-phenylbenzonitrile Chemical group C1=CC(CCCCC)=CC=C1C1=CC=C(C#N)C=C1C1=CC=CC=C1 PBMCTXQDYLSLTP-UHFFFAOYSA-N 0.000 claims 2
- 239000005209 4-Butyl-4'-cyanobiphenyl Substances 0.000 claims 2
- 125000001931 aliphatic group Chemical group 0.000 claims 2
- 230000015556 catabolic process Effects 0.000 claims 2
- 239000013078 crystal Substances 0.000 claims 2
- 125000004122 cyclic group Chemical group 0.000 claims 2
- 239000007788 liquid Substances 0.000 claims 2
- 239000004973 liquid crystal related substance Substances 0.000 claims 2
- 230000000704 physical effect Effects 0.000 claims 2
- 230000007704 transition Effects 0.000 claims 2
- OOACYHPBBJELLX-UHFFFAOYSA-N (4-cyanophenyl) 4-(4-propylcyclohexyl)benzoate Chemical group C1CC(CCC)CCC1C1=CC=C(C(=O)OC=2C=CC(=CC=2)C#N)C=C1 OOACYHPBBJELLX-UHFFFAOYSA-N 0.000 claims 1
- LRWYNCNGLGBMSP-UHFFFAOYSA-N (4-pentylphenyl) 4-pentylcyclohexane-1-carboxylate Chemical compound C1CC(CCCCC)CCC1C(=O)OC1=CC=C(CCCCC)C=C1 LRWYNCNGLGBMSP-UHFFFAOYSA-N 0.000 claims 1
- AVJMEYREKKWFSQ-UHFFFAOYSA-N 1-(1-propylcyclohexyl)-4-[4-(1-propylcyclohexyl)phenyl]benzene Chemical group C=1C=C(C=2C=CC(=CC=2)C2(CCC)CCCCC2)C=CC=1C1(CCC)CCCCC1 AVJMEYREKKWFSQ-UHFFFAOYSA-N 0.000 claims 1
- PJBOOKMLDPERRS-UHFFFAOYSA-N 1-(4-pentylcyclohexyl)-4-[4-(4-propylcyclohexyl)phenyl]benzene Chemical group C1CC(CCCCC)CCC1C1=CC=C(C=2C=CC(=CC=2)C2CCC(CCC)CC2)C=C1 PJBOOKMLDPERRS-UHFFFAOYSA-N 0.000 claims 1
- RKFYQLOMLRGDOD-UHFFFAOYSA-N 2-cyclohexyl-1-(4-pentylphenyl)-3-(4-propylcyclohexyl)benzene Chemical group C(CC)C1CCC(CC1)C=1C(=C(C=CC=1)C1=CC=C(C=C1)CCCCC)C1CCCCC1 RKFYQLOMLRGDOD-UHFFFAOYSA-N 0.000 claims 1
- -1 4-hexyl Chemical group 0.000 claims 1
- 239000000758 substrate Substances 0.000 claims 1
- 0 *C1CCC(*c2ccc(*c3cc(*)c(*)c(*)c3)cc2)CC1 Chemical compound *C1CCC(*c2ccc(*c3cc(*)c(*)c(*)c3)cc2)CC1 0.000 description 7
- 239000000126 substance Substances 0.000 description 4
- 239000000463 material Substances 0.000 description 3
- 125000003636 chemical group Chemical group 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0302332 | 2003-02-26 | ||
| FR0302332A FR2851568B1 (fr) | 2003-02-26 | 2003-02-26 | Melanges cristaux liquides nematiques pour dispositifs d'affichage bistables |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2005133057A JP2005133057A (ja) | 2005-05-26 |
| JP2005133057A5 true JP2005133057A5 (enExample) | 2012-07-19 |
| JP5089851B2 JP5089851B2 (ja) | 2012-12-05 |
Family
ID=32799593
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2004052207A Expired - Fee Related JP5089851B2 (ja) | 2003-02-26 | 2004-02-26 | バイステイブル表示装置用ネマチック液晶混合物 |
Country Status (10)
| Country | Link |
|---|---|
| US (2) | US7115307B2 (enExample) |
| EP (1) | EP1599562B9 (enExample) |
| JP (1) | JP5089851B2 (enExample) |
| KR (1) | KR101109895B1 (enExample) |
| CN (1) | CN100365096C (enExample) |
| AT (1) | ATE362502T1 (enExample) |
| DE (1) | DE602004006495T2 (enExample) |
| FR (1) | FR2851568B1 (enExample) |
| TW (1) | TWI333973B (enExample) |
| WO (1) | WO2004077390A2 (enExample) |
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN100469856C (zh) * | 2002-12-11 | 2009-03-18 | 默克专利股份有限公司 | 用于双稳态液晶器件中的液晶组合物 |
| FR2851568B1 (fr) * | 2003-02-26 | 2007-05-25 | Nemoptic | Melanges cristaux liquides nematiques pour dispositifs d'affichage bistables |
| JP2005321610A (ja) * | 2004-05-10 | 2005-11-17 | Alps Electric Co Ltd | 反射型双安定ネマティック液晶表示装置 |
| US7586559B2 (en) * | 2005-03-29 | 2009-09-08 | Sharp Kabushiki Kaisha | Display unit |
| JP4633113B2 (ja) * | 2005-03-29 | 2011-02-16 | シャープ株式会社 | 表示装置 |
| KR101703465B1 (ko) * | 2006-06-23 | 2017-02-06 | 메르크 파텐트 게엠베하 | 메소제닉 화합물, 액정 매질 및 액정 디스플레이 |
| JP5386363B2 (ja) * | 2007-05-17 | 2014-01-15 | Ｄｉｃ株式会社 | ネマチック液晶組成物及びバイステイブルネマチック液晶表示素子 |
| US8361343B2 (en) * | 2007-05-17 | 2013-01-29 | Dic Corporation | Nematic liquid crystal composition and bistable nematic liqud crystal display |
| ITCS20070032A1 (it) * | 2007-06-29 | 2008-12-30 | Univ Calabria | Drogaggio biassiale di nematici calamitici per display bistabili o multistabili |
| CN101407718B (zh) * | 2007-10-12 | 2012-06-06 | 北京八亿时空液晶科技股份有限公司 | 一种向列型液晶组合物 |
| EP2068195B1 (fr) | 2007-12-06 | 2010-04-14 | Nemoptic | Procédé de fabrication d'une cellule d'affichage bistable a cristal liquide |
| US8310415B2 (en) * | 2008-09-30 | 2012-11-13 | Animas Corporation | Medical devices using bistable displays |
| US8462310B2 (en) | 2008-10-14 | 2013-06-11 | Hewlett-Packard Development Company, L.P. | Bistable liquid crystal element |
| TWI456031B (zh) | 2010-12-23 | 2014-10-11 | Ind Tech Res Inst | 液晶化合物、液晶組合物及包括該化合物或組合物之液晶顯示器及光電裝置 |
| CN103391921B (zh) * | 2011-01-31 | 2015-04-22 | 株式会社半导体能源研究所 | 液晶性化合物、液晶组合物、液晶元件以及液晶显示装置 |
| KR101965167B1 (ko) * | 2012-05-21 | 2019-04-03 | 엘지디스플레이 주식회사 | 액정표시장치 |
| JP7073249B2 (ja) * | 2015-07-16 | 2022-05-23 | メルク パテント ゲゼルシャフト ミット ベシュレンクテル ハフツング | 光の透過を制御するためのデバイス |
| CN106701105B (zh) * | 2015-11-16 | 2020-01-17 | 北京大学 | 一种低临界转换频率的双频驱动液晶混合物 |
| CN106398715A (zh) * | 2016-08-31 | 2017-02-15 | 中节能万润股份有限公司 | 一种高温液晶组合物、高温聚合物分散液晶组合物及高温聚合物分散液晶膜 |
| CN110452710B (zh) * | 2018-05-08 | 2021-04-09 | 北京八亿时空液晶科技股份有限公司 | 一种液晶组合物及其应用 |
| CN113296310A (zh) * | 2020-02-24 | 2021-08-24 | 广东普加福光电科技有限公司 | 一种量子点光转换层及其制备方法 |
Family Cites Families (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5695979A (en) * | 1979-12-28 | 1981-08-03 | Chisso Corp | Nematic liquid crystal composition for display device |
| GB2067586B (en) * | 1979-12-28 | 1984-10-10 | Chisso Corp | Nematic liquid crystal compositions for display apparatus |
| DE3500897A1 (de) * | 1985-01-12 | 1986-07-17 | Merck Patent Gmbh, 6100 Darmstadt | Fluessigkristalline phase |
| USRE37270E1 (en) * | 1986-09-08 | 2001-07-10 | Merck Patent Gesellschaft | Liquid crystal phase |
| DE3906038A1 (de) * | 1988-03-10 | 1989-09-21 | Merck Patent Gmbh | Benzonitrile |
| FR2657699B1 (fr) * | 1990-01-30 | 1992-05-15 | Centre Nat Rech Scient | Dispositif optique bistable a cristaux liquides et commande electrochirale. |
| EP0464648B1 (de) * | 1990-07-06 | 1995-12-06 | F. Hoffmann-La Roche Ag | 4-Cyano-3-fluorophenylester |
| GB2250748A (en) * | 1990-12-13 | 1992-06-17 | Secr Defence | Liquid crystal mixtures |
| EP0492222B1 (en) * | 1990-12-20 | 1996-11-13 | MERCK PATENT GmbH | Liquid crystal display device |
| FR2741165B1 (fr) * | 1995-11-10 | 1998-01-30 | Ist Naz Fisica Della Materia | Dispositif d'affichage bistable a base de cristaux liquides nematiques autorisant des teintes de gris |
| DE10053896A1 (de) * | 1999-11-16 | 2001-05-17 | Merck Patent Gmbh | Esterverbindungen und deren Verwendung in flüssigkristallinen Medien |
| DE10111572B4 (de) * | 2000-03-23 | 2009-11-12 | Merck Patent Gmbh | Flüssigkristallines Medium und seine Verwendung |
| JP2002012868A (ja) * | 2000-05-08 | 2002-01-15 | Merck Patent Gmbh | 液晶媒体 |
| US6815017B2 (en) * | 2000-08-04 | 2004-11-09 | Merck Patent Gmbh | Electrooptical liquid crystal display |
| EP1298184B1 (en) * | 2001-09-28 | 2006-11-22 | MERCK PATENT GmbH | Liquid crystalline medium and liquid crystal display |
| CN100469856C (zh) * | 2002-12-11 | 2009-03-18 | 默克专利股份有限公司 | 用于双稳态液晶器件中的液晶组合物 |
| FR2851568B1 (fr) * | 2003-02-26 | 2007-05-25 | Nemoptic | Melanges cristaux liquides nematiques pour dispositifs d'affichage bistables |
-
2003
- 2003-02-26 FR FR0302332A patent/FR2851568B1/fr not_active Expired - Fee Related
-
2004
- 2004-02-25 US US10/788,193 patent/US7115307B2/en not_active Expired - Fee Related
- 2004-02-26 KR KR1020057016000A patent/KR101109895B1/ko not_active Expired - Fee Related
- 2004-02-26 CN CNB2004800053925A patent/CN100365096C/zh not_active Expired - Fee Related
- 2004-02-26 JP JP2004052207A patent/JP5089851B2/ja not_active Expired - Fee Related
- 2004-02-26 AT AT04714813T patent/ATE362502T1/de not_active IP Right Cessation
- 2004-02-26 EP EP04714813A patent/EP1599562B9/fr not_active Expired - Lifetime
- 2004-02-26 TW TW093104857A patent/TWI333973B/zh not_active IP Right Cessation
- 2004-02-26 DE DE602004006495T patent/DE602004006495T2/de not_active Expired - Lifetime
- 2004-02-26 WO PCT/FR2004/000435 patent/WO2004077390A2/fr not_active Ceased
-
2006
- 2006-04-03 US US11/397,506 patent/US7335405B2/en not_active Expired - Fee Related
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