JPH06504032A - 1,4―ジ置換2,6―ジフルオロベンゼン化合物、および液晶相 - Google Patents
1,4―ジ置換2,6―ジフルオロベンゼン化合物、および液晶相Info
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- JPH06504032A JPH06504032A JP3500951A JP50095191A JPH06504032A JP H06504032 A JPH06504032 A JP H06504032A JP 3500951 A JP3500951 A JP 3500951A JP 50095191 A JP50095191 A JP 50095191A JP H06504032 A JPH06504032 A JP H06504032A
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- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/26—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
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- C07C17/263—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by condensation reactions
- C07C17/269—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by condensation reactions of only halogenated hydrocarbons
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- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
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Abstract
Description
Claims (5)
- 1.式I ▲数式、化学式、表等があります▼(I)〔式中、Rは、炭素原子1〜15個を 有するアルキル基またはアルケニル基であり、この基は非置換であるか、または 置換基として少なくとも1個のハロゲンを有しており、そしてまた、これらの基 中に存在する1個または2個以上のCH2基は、酸素原子が相互に直接に結合し ないものとして、それぞれ相互に独立して、−O−、−S−、▲数式、化学式、 表等があります▼、▲数式、化学式、表等があります▼、−CO−、−CO−O −、−O−CO−または−O−CO−O−により置き換えられていてもよく、A 1およびA2は、相互に独立してそれぞれ、(a)トランス−1,4−シクロヘ キシレン基(この基中に存在する1個のCH2基または隣接していない2個以上 のCH2基はまた、−O−および(または)−S−により置き換えられていても よい)、 (b)1,4−フェニレン基(この基中に存在する1個または2個のCH基はま た、Nにより置き換えられていてもよい)、または (c)1,4−シクロヘキセニレン、1,4−ビシクロ(2,2,2)オクチレ ン、ピペリジン−1,4−ジイル、ナフタレン−2,6−ジイル、デカヒドロナ フタレン−2,6−ジイルおよび1,2,3,4−テトラヒドロナフタレン−2 ,6−ジイルからなる群から選ばれる基、 であり、 上記基(a)および(b)は、置換基としてCNを有していてもよく、あるいは 置換基として、1個または2個のフッ素を有していてもよく、 Z1およびZ2は、相互に独立してそれぞれ、−CO−O−、−O−CO−、− CH2O−、−OCH2−、−CH2CH2−、−CH=CH−、−C≡C−ま たは単結合であり、 mおよびnは、相互に独立してそれぞれ、0、1、2または3であるが、(m+ n)は、1、2または3であり、そして、 Xは、Rの意味のうちの1つを有するか、あるいはXは、F、Cl、−CF3、 −OCF3−、−OCF2H、−OC2F5、−CNまたは−NCSである、 ただし、分子中に存在する基Z1および基Z2のうちの少なくとも一方は、−C O−O−、−O−CO−、−CH2−O−、−OCH2−、−CH2CH2−、 −CH=CH−または−C≡C−であり、そして(あるいは)分子中に存在する 基A1および基A2のうちの少なくとも一方は、▲数式、化学式、表等がありま す▼または▲数式、化学式、表等があります▼であり、そして(あるいは)▲数 式、化学式、表等があります▼で、XがF、Cl、−CF3、−OCF3、−O CF2H、−OC2F5、−CNまたは−NCSである場合には、nは1または 2である〕で示される、1,4−ジ置換2,6−ジフルオロベンゼン化合物。
- 2.液晶相の成分として、式Iで示される化合物を使用すること。
- 3.少なくとも2種の液晶成分を含有する液晶相であって、式Iで示される化合 物のうちの少なくとも1種を含有することを特徴とする、液晶相。
- 4.請求項3に記載の液晶相を含有することを特徴とする、液晶表示素子。
- 5.誘電体として、請求項3に記載の液晶相を含有することを特徴とする、電気 光学表示体。
Applications Claiming Priority (9)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE3940343 | 1989-12-06 | ||
DE3940343.2 | 1989-12-06 | ||
DE3941881 | 1989-12-19 | ||
DE3941881.2 | 1989-12-19 | ||
DE4000535.6 | 1990-01-10 | ||
DE4000534.8 | 1990-01-10 | ||
DE4000534A DE4000534C2 (de) | 1989-12-19 | 1990-01-10 | 1,4-Disubstituierte 2,6-Difluorbenzolverbindungen und flüssigkristallines Medium |
DE4000535A DE4000535B4 (de) | 1989-12-06 | 1990-01-10 | 1,4-Disubstituierte 2,6-Difluorbenzolverbindungen und flüssigkristallines Medium |
PCT/EP1990/002109 WO1991008184A2 (de) | 1989-12-06 | 1990-12-06 | 1,4-disubstituierte 2,6-difluorbenzolverbindungen und flüssigkristallines medium |
Publications (2)
Publication Number | Publication Date |
---|---|
JPH06504032A true JPH06504032A (ja) | 1994-05-12 |
JP2935746B2 JP2935746B2 (ja) | 1999-08-16 |
Family
ID=27434806
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP3500951A Expired - Lifetime JP2935746B2 (ja) | 1989-12-06 | 1990-12-06 | 1,4―ジ置換2,6―ジフルオロベンゼン化合物、および液晶相 |
Country Status (7)
Country | Link |
---|---|
EP (1) | EP0462237B1 (ja) |
JP (1) | JP2935746B2 (ja) |
AU (1) | AU6900391A (ja) |
BR (1) | BR9007097A (ja) |
CA (1) | CA2046590A1 (ja) |
DE (1) | DE4092096C1 (ja) |
WO (1) | WO1991008184A2 (ja) |
Cited By (17)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH1072384A (ja) * | 1996-08-28 | 1998-03-17 | Chisso Corp | ラテラルハロゲン置換基を有する4環化合物および液晶組成物 |
WO1998013323A1 (fr) * | 1996-09-25 | 1998-04-02 | Chisso Corporation | Derive de benzene substitue, composition de cristaux liquides, et afficheur a cristaux liquides |
WO1998013322A1 (fr) * | 1996-09-25 | 1998-04-02 | Chisso Corporation | Derive de terphenyle, composition en cristaux liquides, et afficheur a cristaux liquides |
JP2000351762A (ja) * | 1999-05-19 | 2000-12-19 | Agency Of Ind Science & Technol | イソチオシアネートトラン類 |
JP2001500120A (ja) * | 1996-08-21 | 2001-01-09 | チッソ株式会社 | ジフルオロフェニル誘導体、液晶組成物、及び液晶表示素子 |
US6579577B2 (en) | 1996-09-25 | 2003-06-17 | Chisso Corporation | Substituted benzene derivative, liquid crystal composition, and liquid crystal display element |
JP2006249425A (ja) * | 2005-02-25 | 2006-09-21 | Merck Patent Gmbh | 液晶媒体 |
JP2006321804A (ja) * | 1994-08-06 | 2006-11-30 | Merck Patent Gmbh | ベンゼン誘導体および液晶媒体 |
JP2008247890A (ja) * | 2007-03-08 | 2008-10-16 | Chisso Corp | ハロゲン化アルキル基と結合した2,2,2−ビシクロオクタンを有する新規な化合物およびこれを用いた液晶組成物 |
WO2013172162A1 (ja) * | 2012-05-15 | 2013-11-21 | Dic株式会社 | 2-フルオロフェニルオキシメタン構造を持つ化合物 |
US8916718B2 (en) | 2011-05-26 | 2014-12-23 | Dic Corporation | Compound having 2-fluorophenyloxymethane structure |
US9079836B2 (en) | 2011-12-26 | 2015-07-14 | Dic Corporation | Compound having 2-fluorophenyloxymethane structure, a method for preparing the same, a liquid crystal composition and a liquid crystal device |
KR20150132588A (ko) | 2013-10-03 | 2015-11-25 | 디아이씨 가부시끼가이샤 | 2,6-디플루오로페닐에테르 구조를 갖는 액정성 화합물 및 그 액정 조성물 |
US9637466B2 (en) | 2013-07-25 | 2017-05-02 | Dic Corporation | Liquid crystal compound having 2, 6-difluorophenyl ether structure and liquid crystal composition thereof |
US10000700B2 (en) | 2014-07-31 | 2018-06-19 | Dic Corporation | Nematic liquid crystal composition |
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JP3293080B2 (ja) * | 1990-04-13 | 2002-06-17 | 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 ハフトング | 液晶媒体 |
GB2257701A (en) * | 1991-07-04 | 1993-01-20 | Merck Patent Gmbh | 1,4 - disubstituted 2,6 - difluorfobenzene compounds |
US5520846A (en) * | 1991-07-16 | 1996-05-28 | Merck Patent Gesellschaft Mit Beschrankter Haftung | Liquid-crystalline medium |
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DE4220082C2 (de) * | 1992-06-19 | 1994-09-15 | Merck Patent Gmbh | Verfahren zur Kreuzkopplung von Boronsäuren mit Halogenverbindungen |
DE4239169A1 (de) * | 1992-11-21 | 1994-05-26 | Merck Patent Gmbh | Cyclobutan - Benzol - Derivate |
DE4414874A1 (de) * | 1993-05-10 | 1994-11-17 | Merck Patent Gmbh | Benzolderivate und flüssigkristallines Medium |
US6117360A (en) * | 1995-09-11 | 2000-09-12 | Chisso Corporation | Liquid crystal composition and liquid crystal display device |
US6013198A (en) * | 1995-09-11 | 2000-01-11 | Chisso Corporation | Liquid crystalline compound replaced by fluorine containing group, liquid crystal composition, and liquid crystal display device |
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KR100745543B1 (ko) | 2000-08-31 | 2007-08-03 | 다이니뽄 잉끼 가가꾸 고오교오 가부시끼가이샤 | 액정 표시 소자 |
DE10145780B4 (de) | 2001-09-17 | 2012-10-04 | Merck Patent Gmbh | Fluorierte Cyclopenta[a]naphthaline und ihre Verwendung in Flüssigkristallmischungen und Displays |
JP4972889B2 (ja) | 2005-07-22 | 2012-07-11 | Jnc株式会社 | 液晶組成物および液晶表示素子 |
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DE3117152A1 (de) * | 1981-04-30 | 1982-11-18 | Merck Patent Gmbh, 6100 Darmstadt | "fluorhaltige 4,4'-bis-(cyclohexyl)-biphenylderivate, diese enthaltende dielektrika und elektrooptisches anzeigeelement" |
DE3209178A1 (de) * | 1982-03-13 | 1983-09-15 | Merck Patent Gmbh, 6100 Darmstadt | Polyhalogenaromaten |
GB2134110B (en) * | 1983-01-26 | 1987-01-14 | Secr Defence | Liquid crystal 1-fluorophenyl-2-cyclohexyl-ethanes |
JPH0730007B2 (ja) * | 1985-07-23 | 1995-04-05 | 旭硝子株式会社 | ジフルオロシアノ化合物及びそれを含有する液晶組成物 |
JPH0830054B2 (ja) * | 1987-03-06 | 1996-03-27 | セイミケミカル株式会社 | ジフルオロシアノフエニルシクロヘキサン系化合物及びそれを含有する液晶組成物 |
DE3879468T2 (de) * | 1987-09-09 | 1993-06-24 | Merck Patent Gmbh | Fluorierte oligophenyle und ihre verwendung in fluessigkristallinen materialien. |
JPH0684339B2 (ja) * | 1987-11-16 | 1994-10-26 | チッソ株式会社 | シクロヘキサン誘導体 |
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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 |
DE4027315A1 (de) * | 1989-08-30 | 1991-03-07 | Merck Patent Gmbh | Halogenierte benzolderivate und fluessigkristallines medium |
JP2957697B2 (ja) * | 1989-09-05 | 1999-10-06 | 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 | ジフルオロベンゾニトリル化合物および液晶相 |
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- 1990-12-06 BR BR909007097A patent/BR9007097A/pt not_active Application Discontinuation
- 1990-12-06 CA CA002046590A patent/CA2046590A1/en not_active Abandoned
- 1990-12-06 WO PCT/EP1990/002109 patent/WO1991008184A2/de active IP Right Grant
- 1990-12-06 AU AU69003/91A patent/AU6900391A/en not_active Abandoned
- 1990-12-06 EP EP91900202A patent/EP0462237B1/de not_active Expired - Lifetime
- 1990-12-06 JP JP3500951A patent/JP2935746B2/ja not_active Expired - Lifetime
- 1990-12-06 DE DE4092096A patent/DE4092096C1/de not_active Expired - Lifetime
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JP4550024B2 (ja) * | 1994-08-06 | 2010-09-22 | 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 | ベンゼン誘導体および液晶媒体 |
JP2001500120A (ja) * | 1996-08-21 | 2001-01-09 | チッソ株式会社 | ジフルオロフェニル誘導体、液晶組成物、及び液晶表示素子 |
JPH1072384A (ja) * | 1996-08-28 | 1998-03-17 | Chisso Corp | ラテラルハロゲン置換基を有する4環化合物および液晶組成物 |
WO1998013323A1 (fr) * | 1996-09-25 | 1998-04-02 | Chisso Corporation | Derive de benzene substitue, composition de cristaux liquides, et afficheur a cristaux liquides |
WO1998013322A1 (fr) * | 1996-09-25 | 1998-04-02 | Chisso Corporation | Derive de terphenyle, composition en cristaux liquides, et afficheur a cristaux liquides |
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JP2000351762A (ja) * | 1999-05-19 | 2000-12-19 | Agency Of Ind Science & Technol | イソチオシアネートトラン類 |
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WO2013172162A1 (ja) * | 2012-05-15 | 2013-11-21 | Dic株式会社 | 2-フルオロフェニルオキシメタン構造を持つ化合物 |
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KR20150132588A (ko) | 2013-10-03 | 2015-11-25 | 디아이씨 가부시끼가이샤 | 2,6-디플루오로페닐에테르 구조를 갖는 액정성 화합물 및 그 액정 조성물 |
US9573923B2 (en) | 2013-10-03 | 2017-02-21 | Dic Corporation | Liquid crystal compound having 2, 6-difluorophenylether structure, and liquid crystal composition containing the same |
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US10253258B2 (en) | 2014-07-31 | 2019-04-09 | Dic Corporation | Nematic liquid crystal composition |
Also Published As
Publication number | Publication date |
---|---|
EP0462237A1 (de) | 1991-12-27 |
CA2046590A1 (en) | 1991-06-07 |
WO1991008184A3 (de) | 1992-09-17 |
AU6900391A (en) | 1991-06-26 |
WO1991008184A2 (de) | 1991-06-13 |
DE4092096C1 (de) | 2001-03-15 |
BR9007097A (pt) | 1992-02-18 |
JP2935746B2 (ja) | 1999-08-16 |
EP0462237B1 (de) | 1997-03-12 |
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