KR940011413A - 플루오르 치환된 톨란 유도체 - Google Patents
플루오르 치환된 톨란 유도체 Download PDFInfo
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- KR940011413A KR940011413A KR1019930024216A KR930024216A KR940011413A KR 940011413 A KR940011413 A KR 940011413A KR 1019930024216 A KR1019930024216 A KR 1019930024216A KR 930024216 A KR930024216 A KR 930024216A KR 940011413 A KR940011413 A KR 940011413A
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- fluorine
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- 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
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- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C25/00—Compounds containing at least one halogen atom bound to a six-membered aromatic ring
- C07C25/18—Polycyclic aromatic halogenated hydrocarbons
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- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
- C07C17/10—Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms
- C07C17/12—Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms in the ring of aromatic compounds
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C25/00—Compounds containing at least one halogen atom bound to a six-membered aromatic ring
- C07C25/24—Halogenated aromatic hydrocarbons with unsaturated side chains
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/02—Ethers
- C07C43/03—Ethers having all ether-oxygen atoms bound to acyclic carbon atoms
- C07C43/14—Unsaturated ethers
- C07C43/17—Unsaturated ethers containing halogen
- C07C43/174—Unsaturated ethers containing halogen containing six-membered aromatic rings
- C07C43/176—Unsaturated ethers containing halogen containing six-membered aromatic rings having unsaturation outside the aromatic rings
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/02—Ethers
- C07C43/18—Ethers having an ether-oxygen atom bound to a carbon atom of a ring other than a six-membered aromatic ring
- C07C43/192—Ethers having an ether-oxygen atom bound to a carbon atom of a ring other than a six-membered aromatic ring containing halogen
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/02—Ethers
- C07C43/20—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
- C07C43/225—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring containing halogen
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- 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
- C09K19/10—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
- C09K19/14—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings linked by a carbon chain
- C09K19/18—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings linked by a carbon chain the chain containing carbon-to-carbon triple bonds, e.g. tolans
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- 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
- C09K19/10—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
- C09K19/20—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings linked by a chain containing carbon and oxygen atoms as chain links, e.g. esters or ethers
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- 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
- C09K19/3059—Cyclohexane rings in which at least two rings are linked by a carbon chain containing carbon to carbon triple bonds
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- 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
- C09K19/3066—Cyclohexane rings in which the rings are linked by a chain containing carbon and oxygen atoms, e.g. esters or ethers
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Liquid Crystal Substances (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
본 발명은 하기 일반식(Ⅰ)의 화합물, 그의 제조방법, 이러한 화합물을 함유한 액정 혼합물 및 전광목적을 위한 상기 화합물 또는 혼합물의 용도에 관한 것이다.
상기식에서, R은 하나의 CH2그룹이 산소에 의해 치환될 수 있고/있거나 하나 이상의 수소원자가 플루오르원자에 의해 치환될 수 있는 C1내지 C12의 알킬 또는 알콕시, 또는 C2내지 C12의 알케닐 또는 알케닐옥시를 나타내고, 단 2개의 산소원자는 직접 인접하지 않고; Y1및 Y2는 각각 독립적으로 플루오르 또는 수소를 나타내고; Z는 단일 공유결합 -CH2CH2, -OCH2, -CH2O, -(CH2)4-, -O(CH2)3, -(CH2)3, -(CH2)3O-를 나타내거나 또는, 환 A가 포화환을 나타내는 경우 -(CH2)2-CH=CH- 또는 -CH2OCH=CH-의 트랜스형을 나타내고; A는 트랜스-1,4-사이클로헥실렌 또는 경우에 따라서 플루오르-치환된 1,4-페닐렌을 나타내고; X는 C1내지 C6의 알킬 또는 알콕시; C2내지 C6의 알케닐, 알케닐옥시 또는 알콕시알킬; -CH=CH2;트랜스-1,4-사이클로헥실렌상의 -CH=CHCl 또는 -CH=CHF; 또는 1,4-페닐렌상의 플루오르, 염소, CF3, -OCF3또는 -OCHF2를 나타낸다.
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (12)
- 하기 일반식(I)의 화합물:상기식에서, R은 하나의 CH2그룹이 산소에 의해 치환될 수 있고/있거나 하나 이상의 수소원자가 플루오르원자에 의해 치환될 수 있는 C1내지 C12의 알킬 또는 알콕시, 또는 C2내지 C12의 알케닐 또는 알케닐옥시를 나타내고, 단 2개의 산소원자는 직접 인접하지 않고; Y1및 Y2는 각각 독립적으로 플루오르 또는 수소를 나타내고; Z는 단일 공유결합 -CH2CH2, -OCH2, -CH2O, -(CH2)4-, -O(CH2)3,-(CH2)3O-를 나타내거나 또는, 환 A가 포화환을 나타내는 경우 -(CH2)2-CH=CH- 또는 -CH2OCH=CH-의 트랜스형을 나타내고; A는 트랜스-1,4-사이클로헥실렌 또는 경우에 따라서 플루오르-치환된 1,4-페닐렌을 나타내고; Z는 C1내지 C6의 알킬 또는 알콕시; C2내지 C6의 알케닐, 알케닐옥시 또는 알콕시알킬; -CH=CF2;트랜스-1,4-사이클로헥실렌상의 -CH=CHCl 또는 -CH=CHF; 또는 1,4-페닐렌상의 플루오르, 염소, CF3, -OCF3또는 -OCHF2를 나타낸다.
- 제1항에 있어서, Z가 단일 공유결합, -CH2CH2-, -OCH2- 또는 -CH2O-인 화합물.
- 제1항 또는 제2항에 있어서, 하기 일반식(Ⅰ-1), (Ⅰ-2) 또는 (Ⅰ-3)의 화합물 :상기식에서, R은 하나의 CH2그룹이 산소에 의해 치환될 수 있는 C1내지 C6의 직쇄 알킬 또는 알콕시, 또는 C2내지 C6의 알케닐 또는 알케닐옥시를 나타내고, 단 2개의 산소원자는 직접 인접하지 않고; Y1및 Y2는 각각 독립적으로 플루오르 또는 수소를 나타내고; X는 C1내지 C3의 알킬 또는 알콕시, C2내지 C3의 알케닐 또는 알케닐옥시, -CH=CF2, -CH=CHCl 또는 -CH=CHF이고; X1은 플루오르, 염소, -OCF3, -OCHF2, -CH=CF2또는 C1내지 C3의 알킬 또는 알콕시, C2내지 C3의 알케닐 또는 알케닐옥시이고; y는 0,1 또는 2이고; 페닐환는 비치환되거나이다.
- 제1항 내지 제3항중 어느 한 항에 있어서, 치환체 Y1및 T2중 하나가 수소이고, 나머지 하나가 수소 또는 플루오르인 화합물.
- 제4항에 있어서, 치환체 Y1및 Y2모두가 수소인 화합물.
- 제1항 내지 제5항중 어느 한 항에 있어서, X가 C1내지 C3의 알킬이고, X1이 플루오르, 염소 또는 C1내지 C3의 알킬인 화합물.
- 제1항 내지 제5항중 어느 한 항에 있어서, X가 C1내지 C3의 알킬 또는 C2내지 C3의 알케닐, -CH=CF2, -CH=CHCl 또는 -CH=CHF인 화합물.
- 적어도 하나의 성분이 제1항에 정의된 일반식(Ⅰ)의 화합물인, 적어도 2개의 성분을 함유하는 액정 혼합물.
- 제8항에 있어서, 제1항에서 정의된 일반식(Ⅰ) 화합물의 함량이 3 내지 40중량%인 액정 혼합물.
- 제8항 또는 제9항에 있어서, 제1항에서 정의된 일반식(Ⅰ) 화합물의 함량이 5 내지 30중량%인 액정 혼합물.
- 전광 목적을 위한 제1항에 정의된 일반식(Ⅰ) 화합물의 용도.
- 전광 목적을 위한 제8항 내지 제10항중 어느 한 항에 따른 액정 혼합물의 용도.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH352092 | 1992-11-16 | ||
CH3520/92 | 1992-11-16 |
Publications (2)
Publication Number | Publication Date |
---|---|
KR940011413A true KR940011413A (ko) | 1994-06-21 |
KR100273604B1 KR100273604B1 (ko) | 2000-12-15 |
Family
ID=4257776
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019930024216A KR100273604B1 (ko) | 1992-11-16 | 1993-11-15 | 플루오르 치환된 톨란 유도체 |
Country Status (6)
Country | Link |
---|---|
US (1) | US5582767A (ko) |
EP (1) | EP0598354B1 (ko) |
JP (2) | JP3617849B2 (ko) |
KR (1) | KR100273604B1 (ko) |
DE (1) | DE59306104D1 (ko) |
HK (1) | HK1003221A1 (ko) |
Families Citing this family (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR0184869B1 (ko) * | 1989-12-06 | 1999-05-15 | 위르겐 호이만 | 1,4-이치환된 2,6-디플루오로벤젠 화합물 및 액정 매질 |
TW347412B (en) * | 1994-10-05 | 1998-12-11 | Sumitomo Kagaku Kk | Liquid crystal compositions and a liquid crystal element containing the same |
EP0930286B1 (en) | 1996-08-20 | 2005-01-12 | Chisso Corporation | Liquid-crystal alkenyltolan derivative, liquid-crystal composition, and liquid-crystal display element |
DE19926044A1 (de) * | 1998-06-18 | 1999-12-23 | Merck Patent Gmbh | Tolan-Derivate und flüssigkristallines Medium |
US6416826B1 (en) * | 1998-08-18 | 2002-07-09 | Minolta Co., Ltd. | Liquid crystal display element |
DE10027066A1 (de) * | 1999-06-30 | 2001-01-11 | Merck Patent Gmbh | TN- und STN-Flüssigkristallanzeigen |
DE60009086D1 (de) * | 1999-08-11 | 2004-04-22 | Merck Patent Gmbh | Flüssigkristallines medium |
KR100694936B1 (ko) * | 2000-07-20 | 2007-03-14 | 메르크 파텐트 게엠베하 | 중합성 메소제닉 톨란 |
DE10047091A1 (de) * | 2000-09-21 | 2002-04-11 | Merck Patent Gmbh | Flüssigkristalline Mischungen |
US6692796B2 (en) * | 2001-01-19 | 2004-02-17 | MERCK Patent Gesellschaft mit beschränkter Haftung | Liquid crystalline medium and liquid crystal display |
DE10223912A1 (de) | 2001-06-28 | 2003-01-16 | Merck Patent Gmbh | TN- und STN-Flüssigkristallanzeigen |
CN102634347B (zh) * | 2012-03-20 | 2014-04-16 | 江苏和成显示科技股份有限公司 | 具有大的光学各向异性的液晶组合物及液晶显示元件 |
CN108822869B (zh) * | 2018-08-17 | 2022-10-25 | 西安近代化学研究所 | 一种含氯液晶化合物及其组合物以及包含其的高频组件 |
Family Cites Families (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3711306A1 (de) * | 1987-04-03 | 1988-10-20 | Merck Patent Gmbh | Tolanderivate und verwendung von carbonitrilen in fluessigkristallinen phasen fuer anzeigeelemente basierend auf dem ecb-effekt |
DE3710069A1 (de) * | 1987-03-27 | 1988-10-06 | Merck Patent Gmbh | Ethinderivate |
JP2764293B2 (ja) * | 1987-04-03 | 1998-06-11 | メルク・パテント・ゲゼルシヤフト・ミツト・ベシユレンクテル・ハフツング | トラン化合物 |
US5250216A (en) * | 1988-05-31 | 1993-10-05 | Chisso Corporation | 1-(4-alkylphenylethynyl)-4-(alkylphenylethynyl)-benzene |
JP2526282B2 (ja) * | 1989-01-06 | 1996-08-21 | チッソ株式会社 | 大きな屈折率異方性を有する新規な液晶化合物 |
US5207944A (en) * | 1989-04-17 | 1993-05-04 | Chisso Corporation | Liquid crystal composition and liquid crystal display element |
JPH03168783A (ja) * | 1989-11-29 | 1991-07-22 | Seiko Epson Corp | 余剰現像液除去装置 |
DE4000535B4 (de) * | 1989-12-06 | 2005-11-03 | Merck Patent Gmbh | 1,4-Disubstituierte 2,6-Difluorbenzolverbindungen und flüssigkristallines Medium |
GB2240544B (en) * | 1990-01-29 | 1993-08-18 | Merck Patent Gmbh | Liquid crystalline fluorinated chloro tolans |
DE4111990B4 (de) * | 1990-04-19 | 2005-06-02 | Merck Patent Gmbh | Di- und Trifluortolane |
DE4105742C2 (de) * | 1991-02-23 | 2001-08-09 | Merck Patent Gmbh | 2,6 Difluortolane und deren Verwendung als Komponenten flüssigkristalliner Medien |
EP0543244B1 (de) * | 1991-11-19 | 1997-08-20 | MERCK PATENT GmbH | Fluorsubstituierte Tolane und sie enthaltende flüssigkristalline Gemische |
JP3494225B2 (ja) * | 1992-07-28 | 2004-02-09 | チッソ株式会社 | トラン誘導体及びそれを含有する液晶組成物及びそれを用いた液晶表示素子 |
EP0593997B1 (de) * | 1992-10-23 | 1997-04-09 | MERCK PATENT GmbH | Fluorsubstituierte Phenyl-Cyclohexylacetylene und sie enthaltende flüssigkristalline Gemische |
US5422035A (en) * | 1993-05-10 | 1995-06-06 | Merck Patent Gesellschaft Mit Beschrankter Haftung | Benzene derivatives, and liquid-crystalline medium |
-
1993
- 1993-11-08 US US08/148,720 patent/US5582767A/en not_active Expired - Lifetime
- 1993-11-12 DE DE59306104T patent/DE59306104D1/de not_active Expired - Lifetime
- 1993-11-12 EP EP93118336A patent/EP0598354B1/de not_active Expired - Lifetime
- 1993-11-15 JP JP28473493A patent/JP3617849B2/ja not_active Expired - Lifetime
- 1993-11-15 KR KR1019930024216A patent/KR100273604B1/ko not_active IP Right Cessation
-
1998
- 1998-03-19 HK HK98102318A patent/HK1003221A1/xx not_active IP Right Cessation
-
2003
- 2003-11-20 JP JP2003390248A patent/JP2004123755A/ja active Pending
Also Published As
Publication number | Publication date |
---|---|
EP0598354B1 (de) | 1997-04-09 |
JP2004123755A (ja) | 2004-04-22 |
US5582767A (en) | 1996-12-10 |
HK1003221A1 (en) | 1998-10-16 |
JPH06192143A (ja) | 1994-07-12 |
EP0598354A1 (de) | 1994-05-25 |
KR100273604B1 (ko) | 2000-12-15 |
JP3617849B2 (ja) | 2005-02-09 |
DE59306104D1 (de) | 1997-05-15 |
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