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KR830003388A - 시클로헥실비페닐을 함유한 절연체와 전기광학 디스플레이 엘리먼트 및 시클로헥실비페닐의 제조공정 - Google Patents

시클로헥실비페닐을 함유한 절연체와 전기광학 디스플레이 엘리먼트 및 시클로헥실비페닐의 제조공정 Download PDF

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KR830003388A
KR830003388A KR1019800002674A KR800002674A KR830003388A KR 830003388 A KR830003388 A KR 830003388A KR 1019800002674 A KR1019800002674 A KR 1019800002674A KR 800002674 A KR800002674 A KR 800002674A KR 830003388 A KR830003388 A KR 830003388A
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KR850000913B1 (ko
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아이덴슁크 루돌프
에르트만 디트리히
크라우세 조아힘
루드비히폴
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감스와 브리기테나 우만
메르크파텐트 게젤샤프트 미트 베슈랭크터 하프퉁
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Publication of KR830003388A publication Critical patent/KR830003388A/ko
Priority to KR1019840004159A priority Critical patent/KR850000469B1/ko
Priority to KR1019840004160A priority patent/KR850000842B1/ko
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    • C07C22/04Cyclic compounds containing halogen atoms bound to an acyclic carbon atom having unsaturation in the rings containing six-membered aromatic rings
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    • C07C37/01Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by replacing functional groups bound to a six-membered aromatic ring by hydroxy groups, e.g. by hydrolysis
    • C07C37/055Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by replacing functional groups bound to a six-membered aromatic ring by hydroxy groups, e.g. by hydrolysis the substituted group being bound to oxygen, e.g. ether group
    • C07C37/0555Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by replacing functional groups bound to a six-membered aromatic ring by hydroxy groups, e.g. by hydrolysis the substituted group being bound to oxygen, e.g. ether group being esterified hydroxy groups
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    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C39/00Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring
    • C07C39/12Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring polycyclic with no unsaturation outside the aromatic rings
    • C07C39/17Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring polycyclic with no unsaturation outside the aromatic rings containing other rings in addition to the six-membered aromatic rings, e.g. cyclohexylphenol
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    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00Ethers; Compounds having groups, groups or groups
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    • C07C43/20Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
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    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00Ethers; Compounds having groups, groups or groups
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    • C07C43/20Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
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    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
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    • C07C49/00Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/76Ketones containing a keto group bound to a six-membered aromatic ring
    • C07C49/782Ketones containing a keto group bound to a six-membered aromatic ring polycyclic
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    • C09K19/00Liquid crystal materials
    • C09K19/04Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
    • C09K19/06Non-steroidal liquid crystal compounds
    • C09K19/08Non-steroidal liquid crystal compounds containing at least two non-condensed rings
    • C09K19/30Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
    • C09K19/3001Cyclohexane rings
    • C09K19/3003Compounds containing at least two rings in which the different rings are directly linked (covalent bond)
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    • C07C2523/38Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of noble metals
    • C07C2523/40Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of noble metals of the platinum group metals
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    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
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    • C07C2601/12Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14The ring being saturated

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Abstract

내용 없음

Description

시클로헥실비페닐을 함유한 절연체와 전기광학 디스플레이 엘리먼트 및 시클로헥실비페닐의 제조공정
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (5)

  1. R1이 1-12개 탄소원자의 알킬그룹이며, R2는 1-12개 탄소원자의 임의적으로 과불소화되어진 알킬,알콕시 또는 알카노일옥시 그룹인 아래구조식(1)의 시클로헥실비페닐들:
  2. 하기와 같은 공정특성을 지닌 R1은 1-12개 탄소원자의 알킬그룹이며 R2는 1-12개 탄소원자의 알킬, 알콕시 또는 알카노일옥시 그룹인 아래의 알킬, 알콕시 또는 알카노일옥시 그룹인 아래구조식 (1)의 시클로헥실비페닐들의 제조공정:
    (가) R2가 알킬그룹인 구조식 (1)의 호합물제조의 경우에, R3가 수소 (H) 또는 1-11개탄소원자의 알킬이며 R1은 위에서 언급한대로 구조식 (2)의 화합물에서,
    카르보닐그룹은 메틸그룹으로 환원되고, 또는
    (나) R2가 알콕시그룹인 구조식 (1)의 화합물을 제조하기 위하여, 구조식 (2)의 화합물을 R1이 위에서 언급한 대로인 구조식 (3)의 페놀로산화제로 처리시키고, 전화시키며,
    만일 적절하다면, 계속 가수분해시키고, 이 페놀은 0-알킬화제와 반응되어지며, 또한,
    (다) R2가 퍼풀루오로알킬그룹인 구조식 (1)의 화합물을 제조하기 위하여, 4-(4-알킬시클로헥실)-비페닐은 루이스산의 존재하에서 퍼풀루오로카르복실산과 반응되어지며 따라서 얻어진 플루오로알킬 케톤에서 카르보닐그룹은 사불화황과 반응하므로서 아불화메틸렌그룹으로 전화되어지고 , 또는
    (라) R2가 퍼플루오로알콕시 그룹인 구조식 (1)의 화합물을 제조하기 위하여, 구조식 (3)의 페놀을 퍼플루오로카르복실산 유도체와 반응하므로서 에스테르화되어지며 이 결과의 퍼플루오로카르복실산페닐 에스테르 유도체에서의 에스테르-카르보닐그룹은 사불화황과 반응하므로서 이 불화메틸렌그룹으로 전화되어지고, 또는
    (마) R2가 임의적으로 과불화되어진 알카노일옥시그룹인 구조식 (1)의 화합물을 제조하기 위하여, 구조식 (3)의 페놀을 그 자체으 전형적인 방법으로 임의적으로 과불화되어진 알칸카르복실산 또는 그 같은 산유도체와 반응 시켜서 에스테르화시킴.
  3. 액정 절연체로서, R1이 1-12개 탄소원자의 알킬그룹이며 R2는 1-12개 탄소원자의 임의로 과불화되어진 알킬, 알콕시 또는 알카노일옥시 그룹인 아래구조식(1)이 시클로헥실비페닐들의 사용법.
  4. R1이 1-12개 탄소원자의 알킬그룹이며 R2는 1-12개 탄소원자의 임의적으로 과불화되어진 알킬, 알콕시 또는 알카노일그룹인 아래구조식(1)의 시클로헥실비페닐을 최소한 한가지 함유한데에 특징이 있는 액정절연체.
  5. 청구범위 4에 따르는 액정절연체를 함유한데에 특징이 있는, 액정절연체에 근거한 전기광학적디스플레이엘리먼트.
    * 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019800002674A 1979-07-06 1980-07-05 시클로헥실비페닐을 함유한 액정조성물 KR850000913B1 (ko)

Priority Applications (2)

Application Number Priority Date Filing Date Title
KR1019840004159A KR850000469B1 (ko) 1979-07-06 1984-07-14 시클로 헥실비페닐의 제조 방법
KR1019840004160A KR850000842B1 (ko) 1979-07-06 1984-07-14 시클로헥실 비페닐의 제조방법

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DEP2927277.3 1979-07-06
DE19792927277 DE2927277A1 (de) 1979-07-06 1979-07-06 Cyclohexylbiphenyle, verfahren zu ihrer herstellung, diese enthaltende dielektrika und elektrooptisches anzeigeelement

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KR1019840004159A Division KR850000469B1 (ko) 1979-07-06 1984-07-14 시클로 헥실비페닐의 제조 방법
KR1019840004160A Division KR850000842B1 (ko) 1979-07-06 1984-07-14 시클로헥실 비페닐의 제조방법

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KR830003388A true KR830003388A (ko) 1983-06-20
KR850000913B1 KR850000913B1 (ko) 1985-06-27

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Application Number Title Priority Date Filing Date
KR1019800002674A KR850000913B1 (ko) 1979-07-06 1980-07-05 시클로헥실비페닐을 함유한 액정조성물
KR1019840004159A KR850000469B1 (ko) 1979-07-06 1984-07-14 시클로 헥실비페닐의 제조 방법
KR1019840004160A KR850000842B1 (ko) 1979-07-06 1984-07-14 시클로헥실 비페닐의 제조방법

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KR1019840004159A KR850000469B1 (ko) 1979-07-06 1984-07-14 시클로 헥실비페닐의 제조 방법
KR1019840004160A KR850000842B1 (ko) 1979-07-06 1984-07-14 시클로헥실 비페닐의 제조방법

Country Status (11)

Country Link
US (1) US4330426A (ko)
EP (1) EP0022183B1 (ko)
JP (1) JPS6034928B2 (ko)
KR (3) KR850000913B1 (ko)
AT (1) ATE1233T1 (ko)
CA (1) CA1153774A (ko)
DD (1) DD153211A5 (ko)
DE (2) DE2927277A1 (ko)
HK (1) HK46782A (ko)
SG (1) SG57382G (ko)
SU (1) SU1056907A3 (ko)

Families Citing this family (73)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2918775A1 (de) * 1979-05-10 1980-11-20 Merck Patent Gmbh Diketone, verfahren zu ihrer herstellung und ihre verwendung als komponenten fluessigkristalliner dielektrika
DE3006666A1 (de) * 1980-02-22 1981-09-17 Merck Patent Gmbh, 6100 Darmstadt Phenylcyclohexenderivate, verfahren zu ihrer herstellung, diese enthaltende fluessigkristalline dielektrika und elektrooptisches anzeieelement
DE3022818C2 (de) * 1980-06-19 1986-11-27 Merck Patent Gmbh, 6100 Darmstadt Flüssigkristall-Anzeigeelement
DE3023989A1 (de) * 1980-06-26 1982-01-21 Merck Patent Gmbh, 6100 Darmstadt Fluessigkristallines dielektrikum
US4405488A (en) * 1980-10-09 1983-09-20 Chisso Corporation Liquid-crystalline halogenobenzene derivatives
DE3040632A1 (de) * 1980-10-29 1982-05-27 Merck Patent Gmbh, 6100 Darmstadt Cyclohexylphenylderivate, diese enthaltende dielektrika und elektrooptisches anzeigeelement
DE3042391A1 (de) * 1980-11-10 1982-06-16 Merck Patent Gmbh, 6100 Darmstadt Fluorhaltige cyclohexylbiphenylderivate, diese enthaltende dielektrika und elektrooptisches anzeigeelement
DE3201721A1 (de) * 1981-01-30 1982-08-19 F. Hoffmann-La Roche & Co. AG, 4002 Basel Disubstituierte aethane
EP0060646B1 (en) * 1981-03-13 1985-10-09 The Secretary of State for Defence in Her Britannic Majesty's Government of the United Kingdom of Great Britain and Liquid crystal compositions
US4422951A (en) * 1981-04-02 1983-12-27 Chisso Corporation Liquid crystal benzene derivatives
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"
JPS588780A (ja) * 1981-07-08 1983-01-18 Hitachi Ltd 液晶組成物
JPS588778A (ja) * 1981-07-08 1983-01-18 Hitachi Ltd 液晶組成物
US4583826A (en) * 1981-10-14 1986-04-22 Hoffmann-La Roche Inc. Phenylethanes
JPS5896673A (ja) * 1981-12-04 1983-06-08 Seiko Epson Corp 液晶組成物
JPS58118884A (ja) * 1982-01-08 1983-07-15 Toshiba Corp 液晶表示素子
US4477369A (en) * 1982-01-22 1984-10-16 Chisso Corporation New high temperature liquid-crystalline substances consisting of 4 or 5 six-member-rings and liquid-crystalline compositions containing same
DE3206269A1 (de) * 1982-02-20 1983-09-01 Merck Patent Gmbh, 6100 Darmstadt Bicyclohexylderivate
DE3208089A1 (de) * 1982-03-06 1983-09-08 Merck Patent Gmbh, 6100 Darmstadt Halogenbiphenylderivate
DE3211601A1 (de) * 1982-03-30 1983-10-06 Merck Patent Gmbh Hydroterphenyle
EP0090671B1 (en) * 1982-03-31 1985-06-19 Chisso Corporation Carbocylic esters having liquid-crystal properties at high temperatures
JPS58191782A (ja) * 1982-04-30 1983-11-09 Sharp Corp 液晶組成物
JPS58219137A (ja) * 1982-06-12 1983-12-20 Chisso Corp 4−(トランス−4−アルキルオキシメチルシクロヘキシル)−4′−(トランス−4−アルキルシクロヘキシル)ビフエニル類
JPS58225179A (ja) * 1982-06-21 1983-12-27 Sharp Corp 液晶組成物
DE3370818D1 (en) * 1982-07-16 1987-05-14 Chisso Corp High temperature liquid crystal substances having four rings and liquid crystal compositions containing the same
JPS5936634A (ja) * 1982-08-23 1984-02-28 Kanto Kagaku Kk 液晶化合物
JPS5939876A (ja) * 1982-08-26 1984-03-05 Chisso Corp ピリミジン誘導体
EP0107759B1 (de) * 1982-08-26 1992-12-16 MERCK PATENT GmbH Cyclohexanderivate und ihre Verwendung als Komponenten Flüssigkristalliner-Dielektrika
GB2134110B (en) * 1983-01-26 1987-01-14 Secr Defence Liquid crystal 1-fluorophenyl-2-cyclohexyl-ethanes
JPS59161348A (ja) * 1983-03-02 1984-09-12 Chisso Corp シアノテルシクロヘキサン誘導体
JPS6055078A (ja) * 1983-08-30 1985-03-29 シャープ株式会社 液晶組成物
JPS59221376A (ja) * 1983-05-31 1984-12-12 Sharp Corp 液晶組成物
GB8319849D0 (en) * 1983-07-22 1983-08-24 Secr Defence Compounds containing fluorobiphenyl group
DE3332690A1 (de) * 1983-09-10 1985-03-28 Merck Patent Gmbh, 6100 Darmstadt Fluessigkristallmischung und neue anisotrope verbindungen fuer diese
US5252252A (en) * 1983-09-10 1993-10-12 Merck Patent Gesellschaft Mit Beschraenkter Haftung Anisotropic compounds and liquid crystal mixtures
DE3332692A1 (de) * 1983-09-10 1985-03-28 Merck Patent Gmbh, 6100 Darmstadt Anisotrope verbindungen und fluessigkristallmischungen
DE3566901D1 (en) * 1984-04-07 1989-01-26 Merck Patent Gmbh Liquid crystal phase
US4659499A (en) * 1984-12-31 1987-04-21 Crystaloid Electronics Company Liquid crystal materials
JPS61197563A (ja) * 1985-02-27 1986-09-01 Chisso Corp トリフルオロメチルフエニル基をもつピリミジン誘導体
JPS61233635A (ja) * 1985-03-22 1986-10-17 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 ビシクロオクタン誘導体
JPS6267049A (ja) * 1985-09-20 1987-03-26 Dainippon Ink & Chem Inc 新規ネマチツク液晶化合物
DE3703145A1 (de) * 1986-03-14 1988-08-18 Merck Patent Gmbh Verfahren zur herstellung von tertiaeren alkoholen mit metallorganischen verbindungen
DE3614778A1 (de) * 1986-05-02 1987-11-05 Merck Patent Gmbh Smektische fluessigkristalline phasen
US4886619A (en) * 1986-06-30 1989-12-12 Minnesota Mining And Manufacturing Company Fluorine-containing chiral smectic liquid crystals
US5254747A (en) * 1986-06-30 1993-10-19 Minnesota Mining And Manufacturing Company Fluorine-containing chiral smectic liquid crystals
JPH07116102B2 (ja) * 1986-09-02 1995-12-13 帝国化学産業株式会社 アルキルシクロヘキシルビフエニル誘導体
US4879061A (en) * 1986-09-29 1989-11-07 Crystaloid Electronics Co. Liquid crystalline materials and method of making same
DE3714043A1 (de) * 1987-04-28 1988-11-17 Merck Patent Gmbh Elektrooptisches fluessigkristallanzeigeelement
CA1336441C (en) * 1987-12-28 1995-07-25 Manabu Uchida Liquid crystal composition
GB2229438B (en) * 1989-03-18 1993-06-16 Merck Patent Gmbh Difluoromethylene compounds and liquid crystalline-media containing such compounds
GB8909766D0 (en) * 1989-04-28 1989-06-14 Merck Patent Gmbh Mesogenic compounds with a trifluoroalkyl terminal group
DE3928783C2 (de) * 1989-05-26 1999-01-14 Merck Patent Gmbh Trifluortoluolverbindungen und flüssigkristallines Medium
US5292454A (en) * 1989-05-26 1994-03-08 Merck Patent Gesellschaft Mit Beschrankter Haftung Trifluorotoluene compounds, and a liquid crystalline medium
JPH04500682A (ja) * 1989-05-26 1992-02-06 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 ハフトング トリフルオロトルエン化合物類および液晶媒体
GB8912339D0 (en) * 1989-05-30 1989-07-12 Merck Patent Gmbh Fluorinated biphenyl derivatives
WO1991010716A1 (en) * 1990-01-10 1991-07-25 MERCK Patent Gesellschaft mit beschränkter Haftung Matrix liquid crystal display
DE4217248B4 (de) * 1991-06-05 2005-06-16 Merck Patent Gmbh Vinylverbindungen
CH683522A5 (de) * 1992-03-13 1994-03-31 Hoffmann La Roche Verfahren zur Herstellung von Diarylen.
GB2272704B (en) * 1992-11-18 1996-04-24 Merck Patent Gmbh Liquid-crystalline mixture
US5458806A (en) * 1993-01-22 1995-10-17 Merck Patent Gesellschaft Mit Beschrankter Haftung Fluoromethyl ketones and liquid-crystalline media
JP2605249B2 (ja) * 1993-07-23 1997-04-30 大日本インキ化学工業株式会社 液晶組成物及び液晶表示装置
JP3579728B2 (ja) 1994-06-23 2004-10-20 チッソ株式会社 液晶組成物および液晶表示素子
US5702637A (en) * 1995-04-19 1997-12-30 Minnesota Mining And Manufacturing Company Liquid crystal compounds having a chiral fluorinated terminal portion
US5658491A (en) * 1995-10-12 1997-08-19 Minnesota Mining And Manufacturing Company Process for controlling cone tilt angle in mixtures of smectic liquid crystal compounds
DE19651885B4 (de) * 1996-12-13 2010-09-23 Merck Patent Gmbh Flüssigkristallines Medium und seine Verwendung in einer elektrooptischen Flüssigkristallanzeige
US5855812A (en) * 1997-04-11 1999-01-05 Minnesota Mining And Manufacturing Company Compounds and process for controlling cone tilt angle in mixtures of smectic liquid crystal compounds
US6309561B1 (en) 1997-12-24 2001-10-30 3M Innovative Properties Company Liquid crystal compounds having a chiral fluorinated terminal portion
JP4721536B2 (ja) * 2001-03-01 2011-07-13 株式会社Adeka フルオロカルボン酸フェニルエステル化合物
KR100971340B1 (ko) * 2002-12-24 2010-07-20 가부시키가이샤 아데카 퍼플루오로아릴옥시 화합물 및 이 화합물을 함유한 액정조성물
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
WO2015016093A1 (en) 2013-07-30 2015-02-05 Semiconductor Energy Laboratory Co., Ltd. Organic compound, liquid crystal composition, liquid crystal element, and liquid crystal display device
KR102116943B1 (ko) * 2013-09-12 2020-06-01 삼성디스플레이 주식회사 액정 표시 장치
CN109456736A (zh) * 2018-10-19 2019-03-12 江苏中能化学科技股份有限公司 一种高温合成型导热油

Family Cites Families (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3517069A (en) * 1968-05-13 1970-06-23 American Cyanamid Co Processes for preparing 4-(lower alkoxy)-4'-trifluoro-methylbiphenyls
US4011173A (en) * 1972-08-03 1977-03-08 Merck Patent Gesellschaft Mit Beschrankter Haftung Modified nematic mixtures with positive dielectric anisotropy
US3960752A (en) * 1972-10-24 1976-06-01 Eastman Kodak Company Liquid crystal compositions
DE2548360C2 (de) * 1975-10-29 1983-12-08 Merck Patent Gmbh, 6100 Darmstadt Flüssigkristalline Materialien mit verminderter Viskosität
US4180475A (en) * 1976-02-26 1979-12-25 Hoffmann La Roche Liquid crystal mixtures
DE2636684C3 (de) * 1976-08-14 1980-06-19 Merck Patent Gmbh, 6100 Darmstadt Phenylcyclohexanderivate und ihre Verwendung in flüssigkristallinen Dielektrika
DE2701591C3 (de) * 1977-01-15 1979-12-20 Merck Patent Gmbh, 6100 Darmstadt Hexahydroterphenylderivate und deren Verwendung in flüssigkristallinen Dielektrika
DE2702598C2 (de) * 1977-01-22 1984-10-25 Merck Patent Gmbh, 6100 Darmstadt Cyclohexylcyclohexane und diese enthaltende Dielektrika
US4198130A (en) * 1977-06-03 1980-04-15 Hoffmann-La Roche Inc. Liquid crystal mixtures
JPS5478380A (en) * 1977-12-06 1979-06-22 Asahi Glass Co Ltd Liquid crystal composition
DE2802588A1 (de) * 1977-12-23 1979-06-28 Bbc Brown Boveri & Cie Fluessigkristallmischung
DE2800553A1 (de) * 1978-01-07 1979-07-12 Merck Patent Gmbh Cyclohexanderivate
AT364000B (de) * 1978-01-30 1981-09-10 Bbc Brown Boveri & Cie Fluessigkristallsubstanz
GB2031010B (en) * 1978-09-13 1983-02-09 Secr Defence Liquid crystal materials

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EP0022183A2 (de) 1981-01-14
EP0022183B1 (de) 1982-06-23
DE2927277A1 (de) 1981-01-08
JPS5612322A (en) 1981-02-06
US4330426A (en) 1982-05-18
JPS6034928B2 (ja) 1985-08-12
SU1056907A3 (ru) 1983-11-23
KR850000913B1 (ko) 1985-06-27
KR850000842B1 (ko) 1985-06-17
CA1153774A (en) 1983-09-13
DE3060585D1 (en) 1982-08-12
SG57382G (en) 1985-02-01
EP0022183A3 (en) 1981-01-21
KR850001448A (ko) 1985-03-18
KR850001447A (ko) 1985-03-18
DD153211A5 (de) 1981-12-30
HK46782A (en) 1982-11-19
ATE1233T1 (de) 1982-07-15
KR850000469B1 (ko) 1985-04-08

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