JP4394178B2 - 電気光学液晶ディスプレイ - Google Patents
電気光学液晶ディスプレイ Download PDFInfo
- Publication number
- JP4394178B2 JP4394178B2 JP35024697A JP35024697A JP4394178B2 JP 4394178 B2 JP4394178 B2 JP 4394178B2 JP 35024697 A JP35024697 A JP 35024697A JP 35024697 A JP35024697 A JP 35024697A JP 4394178 B2 JP4394178 B2 JP 4394178B2
- Authority
- JP
- Japan
- Prior art keywords
- formula
- liquid crystal
- compound
- group
- medium according
- 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
- 239000004973 liquid crystal related substance Substances 0.000 title claims description 53
- 150000001875 compounds Chemical class 0.000 claims description 96
- -1 piperidine-1,4-diyl Chemical group 0.000 claims description 35
- 229910052731 fluorine Inorganic materials 0.000 claims description 19
- 125000000217 alkyl group Chemical group 0.000 claims description 14
- 125000004432 carbon atom Chemical group C* 0.000 claims description 14
- 125000003342 alkenyl group Chemical group 0.000 claims description 10
- 125000003545 alkoxy group Chemical group 0.000 claims description 10
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 6
- 239000011737 fluorine Substances 0.000 claims description 6
- 230000005684 electric field Effects 0.000 claims description 5
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 claims description 4
- 125000001153 fluoro group Chemical group F* 0.000 claims description 3
- 239000011159 matrix material Substances 0.000 claims description 3
- 125000005407 trans-1,4-cyclohexylene group Chemical group [H]C1([H])C([H])([H])[C@]([H])([*:2])C([H])([H])C([H])([H])[C@@]1([H])[*:1] 0.000 claims description 3
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical group CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 claims description 2
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- 239000000203 mixture Substances 0.000 description 32
- 239000000126 substance Substances 0.000 description 7
- 239000000463 material Substances 0.000 description 5
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 125000004183 alkoxy alkyl group Chemical group 0.000 description 3
- 230000005540 biological transmission Effects 0.000 description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 239000004990 Smectic liquid crystal Substances 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- NZNMSOFKMUBTKW-UHFFFAOYSA-N cyclohexanecarboxylic acid Chemical compound OC(=O)C1CCCCC1 NZNMSOFKMUBTKW-UHFFFAOYSA-N 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 230000003287 optical effect Effects 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- 230000002195 synergetic effect Effects 0.000 description 2
- SJSRFXJWBKOROD-UHFFFAOYSA-N 1,1'-bi(cyclohexyl)-1-carboxylic acid Chemical compound C1CCCCC1C1(C(=O)O)CCCCC1 SJSRFXJWBKOROD-UHFFFAOYSA-N 0.000 description 1
- JYNLTWJPPFIEFR-UHFFFAOYSA-N 1,2-dicyclohexylcyclohexene Chemical compound C1CCCCC1C1=C(C2CCCCC2)CCCC1 JYNLTWJPPFIEFR-UHFFFAOYSA-N 0.000 description 1
- YJTKZCDBKVTVBY-UHFFFAOYSA-N 1,3-Diphenylbenzene Chemical group C1=CC=CC=C1C1=CC=CC(C=2C=CC=CC=2)=C1 YJTKZCDBKVTVBY-UHFFFAOYSA-N 0.000 description 1
- GRZJZRHVJAXMRR-UHFFFAOYSA-N 1-cyclohexyl-2-phenylbenzene Chemical group C1CCCCC1C1=CC=CC=C1C1=CC=CC=C1 GRZJZRHVJAXMRR-UHFFFAOYSA-N 0.000 description 1
- HNEGJTWNOOWEMH-UHFFFAOYSA-N 1-fluoropropane Chemical group [CH2]CCF HNEGJTWNOOWEMH-UHFFFAOYSA-N 0.000 description 1
- 125000005714 2,5- (1,3-dioxanylene) group Chemical group [H]C1([H])OC([H])([*:1])OC([H])([H])C1([H])[*:2] 0.000 description 1
- ZKTFZNPTAJIXMK-UHFFFAOYSA-N 2-cyclohexylbenzoic acid Chemical compound OC(=O)C1=CC=CC=C1C1CCCCC1 ZKTFZNPTAJIXMK-UHFFFAOYSA-N 0.000 description 1
- 125000004777 2-fluoroethyl group Chemical group [H]C([H])(F)C([H])([H])* 0.000 description 1
- WLNDDIWESXCXHM-UHFFFAOYSA-N 2-phenyl-1,4-dioxane Chemical group C1OCCOC1C1=CC=CC=C1 WLNDDIWESXCXHM-UHFFFAOYSA-N 0.000 description 1
- VQGHOUODWALEFC-UHFFFAOYSA-N 2-phenylpyridine Chemical group C1=CC=CC=C1C1=CC=CC=N1 VQGHOUODWALEFC-UHFFFAOYSA-N 0.000 description 1
- 125000004361 3,4,5-trifluorophenyl group Chemical group [H]C1=C(F)C(F)=C(F)C([H])=C1* 0.000 description 1
- 125000004975 3-butenyl group Chemical group C(CC=C)* 0.000 description 1
- 125000006043 5-hexenyl group Chemical group 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 125000004423 acyloxy group Chemical group 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 125000003302 alkenyloxy group Chemical group 0.000 description 1
- GAUZCKBSTZFWCT-UHFFFAOYSA-N azoxybenzene Chemical class C=1C=CC=CC=1[N+]([O-])=NC1=CC=CC=C1 GAUZCKBSTZFWCT-UHFFFAOYSA-N 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 125000006267 biphenyl group Chemical group 0.000 description 1
- JRXXLCKWQFKACW-UHFFFAOYSA-N biphenylacetylene Chemical class C1=CC=CC=C1C#CC1=CC=CC=C1 JRXXLCKWQFKACW-UHFFFAOYSA-N 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 150000001851 cinnamic acid derivatives Chemical class 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- VZFUCHSFHOYXIS-UHFFFAOYSA-N cycloheptane carboxylic acid Natural products OC(=O)C1CCCCCC1 VZFUCHSFHOYXIS-UHFFFAOYSA-N 0.000 description 1
- 239000002019 doping agent Substances 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 125000003709 fluoroalkyl group Chemical group 0.000 description 1
- 125000004216 fluoromethyl group Chemical group [H]C([H])(F)* 0.000 description 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 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
- 230000001939 inductive effect Effects 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- UVEWQKMPXAHFST-UHFFFAOYSA-N n,1-diphenylmethanimine Chemical class C=1C=CC=CC=1C=NC1=CC=CC=C1 UVEWQKMPXAHFST-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- BOTNYLSAWDQNEX-UHFFFAOYSA-N phenoxymethylbenzene Chemical class C=1C=CC=CC=1COC1=CC=CC=C1 BOTNYLSAWDQNEX-UHFFFAOYSA-N 0.000 description 1
- OPYYWWIJPHKUDZ-UHFFFAOYSA-N phenyl cyclohexanecarboxylate Chemical group C1CCCCC1C(=O)OC1=CC=CC=C1 OPYYWWIJPHKUDZ-UHFFFAOYSA-N 0.000 description 1
- 229910021420 polycrystalline silicon Inorganic materials 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- PJANXHGTPQOBST-UHFFFAOYSA-N stilbene Chemical class C=1C=CC=CC=1C=CC1=CC=CC=C1 PJANXHGTPQOBST-UHFFFAOYSA-N 0.000 description 1
- 230000007704 transition Effects 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
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
- C09K19/3001—Cyclohexane rings
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/42—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/42—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40
- C09K19/44—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40 containing compounds with benzene rings directly linked
Landscapes
- Chemical & Material Sciences (AREA)
- Crystallography & Structural Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Liquid Crystal Substances (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19650372.8 | 1996-12-05 | ||
| DE19650372 | 1996-12-05 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JPH1129771A JPH1129771A (ja) | 1999-02-02 |
| JPH1129771A5 JPH1129771A5 (enExample) | 2005-07-21 |
| JP4394178B2 true JP4394178B2 (ja) | 2010-01-06 |
Family
ID=7813667
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP35024697A Expired - Lifetime JP4394178B2 (ja) | 1996-12-05 | 1997-12-05 | 電気光学液晶ディスプレイ |
Country Status (3)
| Country | Link |
|---|---|
| US (1) | US6045878A (enExample) |
| JP (1) | JP4394178B2 (enExample) |
| DE (1) | DE19748618B4 (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2001019963A (ja) * | 1999-07-08 | 2001-01-23 | Dainippon Ink & Chem Inc | 液晶表示素子 |
Families Citing this family (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19537802A1 (de) * | 1995-10-11 | 1997-04-17 | Merck Patent Gmbh | Elektrooptische Flüssigkristallanzeige |
| KR100462959B1 (ko) * | 1995-08-01 | 2004-12-24 | 메르크 파텐트 게엠베하 | 액정 매질 |
| DE19709890A1 (de) * | 1997-03-11 | 1998-09-17 | Merck Patent Gmbh | Flüssigkristallines Medium |
| DE19733199A1 (de) | 1997-08-01 | 1999-02-04 | Merck Patent Gmbh | Nematische Flüssigkristallzusammensetzung |
| JP4989815B2 (ja) * | 1998-09-12 | 2012-08-01 | 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 | 液晶媒体およびこれを含有する液晶ディスプレイ |
| JP2000109842A (ja) * | 1998-10-07 | 2000-04-18 | Chisso Corp | 液晶媒体および電気光学液晶ディスプレイ |
| DE10002462B4 (de) * | 1999-02-11 | 2010-04-15 | Merck Patent Gmbh | Flüssigkristallines Medium und seine Verwendung |
| KR100679790B1 (ko) * | 1999-02-17 | 2007-02-07 | 메르크 파텐트 게젤샤프트 미트 베쉬랭크터 하프퉁 | 활성 매트릭스 적용을 위한 네마틱 액정 조성물 및 반사성 액정 디스플레이 |
| JP4701466B2 (ja) * | 1999-07-15 | 2011-06-15 | Ｄｉｃ株式会社 | ネマチック液晶組成物及びこれを用いた液晶表示装置 |
| TW588106B (en) * | 2000-04-17 | 2004-05-21 | Merck Patent Gmbh | Liquid-crystalline medium having a low threshold voltage |
| DE10135680A1 (de) * | 2000-08-11 | 2002-02-21 | Merck Patent Gmbh | Flüssigkristallines Medium und Flüssigkristallanzeige |
| WO2002044304A1 (en) * | 2000-11-29 | 2002-06-06 | Merck Patent Gmbh | Electro-optical liquid crystal display and liquid crystalline medium |
| DE10125707B4 (de) * | 2001-05-25 | 2010-07-29 | Merck Patent Gmbh | Flüssigkristalline Mischungen und ihre Verwendung |
| JP4655620B2 (ja) * | 2004-08-25 | 2011-03-23 | チッソ株式会社 | 液晶組成物および液晶表示素子 |
| WO2006061966A1 (ja) | 2004-12-10 | 2006-06-15 | Adeka Corporation | 液晶組成物 |
| JP4776279B2 (ja) | 2005-06-09 | 2011-09-21 | 株式会社Ａｄｅｋａ | 新規化合物及び液晶組成物 |
| JP2008144167A (ja) * | 2006-12-05 | 2008-06-26 | Merck Patent Gmbh | 液晶媒体および液晶ディスプレイ |
| TWI461513B (zh) * | 2009-11-17 | 2014-11-21 | Jnc Corp | 液晶組成物及液晶顯示元件 |
| US10544365B2 (en) | 2013-08-30 | 2020-01-28 | Dic Corporation | Nematic liquid crystal composition |
| CN106459767B (zh) | 2014-07-31 | 2019-04-19 | Dic株式会社 | 向列型液晶组合物 |
| US10000700B2 (en) | 2014-07-31 | 2018-06-19 | Dic Corporation | Nematic liquid crystal composition |
| CN109722258B (zh) * | 2017-10-27 | 2020-09-29 | 北京八亿时空液晶科技股份有限公司 | 一种含有戊烯基化合物的液晶组合物及其应用 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0122389B1 (de) * | 1983-03-16 | 1987-08-05 | F. HOFFMANN-LA ROCHE & CO. Aktiengesellschaft | Flüssigkristallkomponenten mit einer Alkenylseitenkette |
| US5536442A (en) * | 1987-09-25 | 1996-07-16 | Merck Patent Gesellschaft Mit Beschrankter Haftung | Fluorinated liquid crystal compounds and liquid crystal medium containing same |
| JP2696557B2 (ja) * | 1989-03-07 | 1998-01-14 | チッソ株式会社 | トリフルオロベンゼン誘導体 |
| DE4027840A1 (de) * | 1989-09-06 | 1991-03-07 | Merck Patent Gmbh | Fluorbenzolderivate und fluessigkristallines medium |
| US5576867A (en) * | 1990-01-09 | 1996-11-19 | Merck Patent Gesellschaft Mit Beschrankter Haftung | Liquid crystal switching elements having a parallel electric field and βo which is not 0° or 90° |
| EP1061404A1 (en) * | 1992-09-18 | 2000-12-20 | Hitachi, Ltd. | A liquid crystal display device |
| EP0807153B1 (de) * | 1995-02-03 | 2001-03-28 | MERCK PATENT GmbH | Elektrooptische flüssigkristallanzeige |
| DE19528106A1 (de) * | 1995-02-03 | 1996-08-08 | Merck Patent Gmbh | Elektrooptische Flüssigkristallanzeige |
| DE19611096B4 (de) * | 1996-03-21 | 2005-09-08 | Merck Patent Gmbh | Flüssigkristallines Medium und seine Verwendung |
-
1997
- 1997-11-04 DE DE19748618A patent/DE19748618B4/de not_active Expired - Fee Related
- 1997-12-04 US US08/984,860 patent/US6045878A/en not_active Expired - Lifetime
- 1997-12-05 JP JP35024697A patent/JP4394178B2/ja not_active Expired - Lifetime
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2001019963A (ja) * | 1999-07-08 | 2001-01-23 | Dainippon Ink & Chem Inc | 液晶表示素子 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH1129771A (ja) | 1999-02-02 |
| DE19748618A1 (de) | 1998-06-10 |
| US6045878A (en) | 2000-04-04 |
| DE19748618B4 (de) | 2009-12-03 |
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