KR880003916A - 키랄 에스테르의 제조방법 - Google Patents

키랄 에스테르의 제조방법 Download PDF

Info

Publication number
KR880003916A
KR880003916A KR1019870005374A KR870005374A KR880003916A KR 880003916 A KR880003916 A KR 880003916A KR 1019870005374 A KR1019870005374 A KR 1019870005374A KR 870005374 A KR870005374 A KR 870005374A KR 880003916 A KR880003916 A KR 880003916A
Authority
KR
South Korea
Prior art keywords
liquid crystal
compound
crystal phase
alkyl
general formula
Prior art date
Application number
KR1019870005374A
Other languages
English (en)
Other versions
KR960000076B1 (ko
Inventor
헤프케 게르트
바르 크리스티안
뮐러 잉그리트
올렌도르프 디터
빙겐 라이너
Original Assignee
훽스트 아크티엔게젤샤프트
하인리히 벡커, 베른 하르트 벡크
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Priority claimed from DE19863618213 external-priority patent/DE3618213A1/de
Priority claimed from DE19863630933 external-priority patent/DE3630933A1/de
Priority claimed from DE19873703228 external-priority patent/DE3703228A1/de
Application filed by 훽스트 아크티엔게젤샤프트, 하인리히 벡커, 베른 하르트 벡크 filed Critical 훽스트 아크티엔게젤샤프트
Publication of KR880003916A publication Critical patent/KR880003916A/ko
Application granted granted Critical
Publication of KR960000076B1 publication Critical patent/KR960000076B1/ko

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • 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
    • C07D239/28—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 hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D239/32—One oxygen, sulfur or nitrogen atom
    • C07D239/34—One oxygen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • 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
    • C07D239/28—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 hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D239/32—One oxygen, sulfur or nitrogen atom
    • C07D239/38—One sulfur atom
    • 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
    • C09K19/20—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
    • 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
    • C09K19/20—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
    • C09K19/2007—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 the chain containing -COO- or -OCO- groups
    • C09K19/2021—Compounds containing at least one asymmetric carbon atom
    • 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
    • C09K19/22—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 nitrogen atoms as chain links, e.g. Schiff bases
    • 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
    • C09K19/34—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring
    • C09K19/3441—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having nitrogen as hetero atom
    • C09K19/345—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring having nitrogen as hetero atom the heterocyclic ring being a six-membered aromatic ring containing two nitrogen atoms
    • C09K19/3458—Uncondensed pyrimidines
    • C09K19/3463—Pyrimidine with a carbon chain containing at least one asymmetric carbon atom, i.e. optically active pyrimidines

Abstract

내용 없음

Description

키랄 에스테르의 제조방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (7)

  1. 일반식(Ⅲ) 또는 (Ⅲ')의 메조겐성 화합물을 일반식(Ⅳ) 화합물과 반응시킴을 특징으로 하는 일반식(Ⅰ)의 키랄 에스테르의 제조방법.
    상기식에서
    MO는 메조겐성 하이드록실 화합물 MOH에서 H를 제거한 후의 분자 라디칼로서, 일반식 R2-(A1)n1-(B-)n2(A2)n3-0(Ⅱ)로 표시되며, 여기에서 R2는 직쇄 또는 측쇄(C1-C12)알킬 또는 알케닐(이때 인접하지 않은 CH2그룹 하나 또는 둘은 O 및/또는 S원자에 의해 치환될 수 있다)이거나, 또는 n1이 1인 경우에는 또한 F,Cl,Br 또는 CN이고, A1,A2는 각기 독립적으로 1,4-페닐렌, 피리미딘-2,5-디일,1,4-사이클로헥실렌, 1,3-디옥산-2,5-디일, 1,3-디티안-2,5-디일 또는 1,4-바이사이클로(2,2,2) 옥틸렌이며, 이때, 이들 그룹들은 F,Cl,Br,CN 및/또는 (C1-C12)알킬 (여기에서 인접하지 않은 CH2그룹 하나 또는 둘을 O 및/또는 S원자에 의해 임의로 치환된다)에 의해 적어도 일치환될 수 있고, B는 CO-O, O-CO, CH2-CH2, OCH2, CH2O, CH=N, N=CH, N=N, N(O)=N이며, n 1, n 2 및 n 3는 각기 독립적으로 0,1 또는 2이고 단, n 1 및 n 3 는 동시에 0이 아니고, Y는 F,Cl,Br,CN 또는 CF3이며, Me는 알칼리 또는 알칼리 토금속을 나타내며, m은 1 또는 2이고, X는 OH 또는 할로겐, 바람직하게는 염소이며, R1은 측쇄(C3-C9)알킬, 벤질 또는 페닐이고, 단 수득된 생성물에서 R1이 측쇄(C3-C7)알킬, 벤질 또는 페닐이고, Y가 F,Cl 또는 Br이며 R2가 (C,1-C11) 알콕시이고, A1, A2가 페닐이며, n 1, n 3가 1이고 n 2가 0인 화합물은 제외한다.
  2. 제1항에 있어서, R2가 직쇄 또는 측쇄 (C4-C10) 알킬 또는 알케닐이고 이때, CH2그룹은 O 또는 S원자에 의해 치환될 수 있으며, A1및 A2는 각기 독립적으로 비치환된 1.4-페닐렌, 1.4-사이클로헥실렌 또는 피리미딘-2.5-디일이고, B는 CO-O, O-CO, CH2O 또는 CH=N이며, n 1 은 1 또는 2이고, n 2 는 0 또는 1이며 n 3 는 1 또는 2이고, Y는 Cl 또는 CF3이며 R1은 측쇄(C3-C6)알킬인 일반식(Ⅰ)의 화합물을 제조하는 방법.
  3. 제1항 또는 2항에 있어서, 일반식(Ⅰ)의 라디칼 R1이 키랄 중심을 추가로 갖는 방법.
  4. 키랄 화합물 적어도 하나와 함께 일반식(Ⅰ)의 키랄 화합물 적어도 하나를 함유하는 꼬여질 수 있는 액정상.
  5. 제4항에서 청구한 액정상을 함유하는 액정 표시장치성분.
  6. 경사진 스멕틱 액정상을 강유전성 액정상으로 전환시키기 위한 일반식(Ⅰ)의 키랄 화합물의 용도.
  7. 일반식(Ⅰ) 화합물 적어도 하나가 액정상에 첨가된 키랄 화합물 적어도 하나를 첨가함으로써 경사진 스멕틱 액정상을 강유전성 액정상으로 전환시키는 방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019870005374A 1986-05-30 1987-05-29 키랄성 에스테르의 제조방법 KR960000076B1 (ko)

Applications Claiming Priority (9)

Application Number Priority Date Filing Date Title
DE19863618213 DE3618213A1 (de) 1986-05-30 1986-05-30 Chirale ester aus (alpha)-substituierten carbonsaeuren und mesogenen hydroxylverbindungen und ihre verwendung als dotierstoff in fluessigkristall-phasen
DE?36P18213.3? 1986-05-30
DEP3618213.3 1986-05-30
DEP3630933.8 1986-09-11
DE19863630933 DE3630933A1 (de) 1986-09-11 1986-09-11 Chirale ester aus (alpha)-substituierten carbonsaeuren und mesogenen phenolen und ihre verwendung als dotierstoff in fluessigkristall-phasen
DE?36P30933.8? 1986-09-11
DE?37P03228.3? 1987-02-04
DE19873703228 DE3703228A1 (de) 1987-02-04 1987-02-04 Chirale ester aus (alpha)-substituierten carbonsaeuren und mesogenen hydroxylverbindungen und ihre verwendung als dotierstoff in fluessigkristall-phasen
DEP3703228.3 1987-02-04

Publications (2)

Publication Number Publication Date
KR880003916A true KR880003916A (ko) 1988-06-01
KR960000076B1 KR960000076B1 (ko) 1996-01-03

Family

ID=27194437

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1019870005374A KR960000076B1 (ko) 1986-05-30 1987-05-29 키랄성 에스테르의 제조방법

Country Status (7)

Country Link
US (1) US4855429A (ko)
EP (1) EP0248335B1 (ko)
KR (1) KR960000076B1 (ko)
CA (1) CA1288092C (ko)
DE (1) DE3765842D1 (ko)
ES (1) ES2019077B3 (ko)
NO (1) NO170801C (ko)

Families Citing this family (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3515373A1 (de) * 1985-04-27 1986-11-06 Merck Patent Gmbh, 6100 Darmstadt Stickstoffhaltige heterocyclen
DE3627964C2 (de) * 1985-08-26 2000-11-02 Samsung Electronic Devices Ferroelektrische kristallin-flüssige Derivate verzweigter acyclischer chiraler alpha-Chlorcarbonsäuren, Verfahren zu ihrer Herstellung und ihre Verwendung in Gemischen für schnell schaltende Displays in der Optoelektronik
DE3533333A1 (de) * 1985-09-18 1987-03-26 Merck Patent Gmbh Smektische fluessigkristalline phasen
CA1341038C (en) * 1986-03-10 2000-06-27 Masanao Kamei Fluoroalkaned derivative
JP2508125B2 (ja) * 1986-09-09 1996-06-19 味の素株式会社 フェニルピリミジン化合物及びこれを含有してなる液晶組成物
US5328639A (en) * 1986-11-10 1994-07-12 Canon Kabushiki Kaisha Fluoroalkane derivative, its composition and liquid crystal device using the same
EP0268198B1 (de) * 1986-11-20 1993-09-01 F. Hoffmann-La Roche Ag Ferroelektrische Flüssigkristalle
EP0269963B1 (de) * 1986-11-28 1995-02-22 F. Hoffmann-La Roche Ag Ferroelektrische Flüssigkristalle
JPS63165344A (ja) * 1986-12-26 1988-07-08 Chisso Corp 光学活性−２−メチルブチレ−ト類およびその利用物
DD257638A1 (de) * 1987-02-19 1988-06-22 Univ Halle Wittenberg Ferroelektrische fluessigkristalle
DE3852422T2 (de) * 1987-04-27 1995-05-04 Chisso Corp Optisch aktive 2-Biphenylpyrimidinderivate und diese enthaltende Flüssigkristallmischungen.
JPH01106870A (ja) * 1987-10-20 1989-04-24 Chisso Corp ２，５−ジフェニルピリミジン誘導体、液晶組成物および電気光学素子
JP2566807B2 (ja) * 1987-11-11 1996-12-25 キヤノン株式会社 光学活性物質、その製造方法およびそれを含む液晶組成物
JP2610467B2 (ja) * 1987-11-12 1997-05-14 キヤノン株式会社 液晶性化合物、それを含有する液晶組成物およびそれを使用した液晶素子
US5244597A (en) * 1988-05-26 1993-09-14 Hoffmann-La Roche Inc. Liquid crystalline mixtures having a chiral tilted smectic phase
DE3909356A1 (de) * 1989-03-22 1990-09-27 Hoechst Ag Fluessigkristalline, insbesondere ferroelektrische fluessigkristalline mischungen
US5128061A (en) * 1990-08-14 1992-07-07 Optical Shields, Inc. Phenyl-pyrimidine liquid crystal materials

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS60218358A (ja) * 1984-04-13 1985-11-01 Ajinomoto Co Inc 液晶
DE3683062D1 (de) * 1985-02-08 1992-02-06 Ajinomoto Kk Auf polyphenyl basierende esterverbindungen und sie enthaltende fluessigkristalline zusammensetzungen.
DE3515373A1 (de) * 1985-04-27 1986-11-06 Merck Patent Gmbh, 6100 Darmstadt Stickstoffhaltige heterocyclen
DD240386B1 (de) * 1985-08-26 1989-01-18 Univ Halle Wittenberg Verfahren zur herstellung von verzweigten acyclischen alpha-chlorcarbonsaeuren
DE3689329T2 (de) * 1985-12-04 1994-07-07 Ajinomoto Kk Verbindungen auf der Basis der Phenylpyrimidine und sie enthaltende flüssigkristalline Zusammensetzungen.
DE3750419D1 (de) * 1986-02-17 1994-09-29 Merck Patent Gmbh Optisch aktive verbindungen.

Also Published As

Publication number Publication date
EP0248335A2 (de) 1987-12-09
CA1288092C (en) 1991-08-27
EP0248335A3 (en) 1989-05-10
ES2019077B3 (es) 1991-06-01
US4855429A (en) 1989-08-08
EP0248335B1 (de) 1990-10-31
NO872266D0 (no) 1987-05-29
NO170801B (no) 1992-08-31
KR960000076B1 (ko) 1996-01-03
NO170801C (no) 1992-12-09
DE3765842D1 (de) 1990-12-06
NO872266L (no) 1987-12-01

Similar Documents

Publication Publication Date Title
KR880003916A (ko) 키랄 에스테르의 제조방법
KR900003180A (ko) 오가노실릴알킬 또는 오가노실릴알케닐 화합물, 이들의 제조방법 및 액정 혼합물의 용도
KR900700572A (ko) 스메틱 액정매체
KR907001958A (ko) 디플루오로메틸 화합물
BR9006906A (pt) Derivados de fluorbenzeno e meio cristalino liquido
KR960006548B1 (ko) 액정 에스테르 및 이의 제조방법
KR890701555A (ko) 아릴-황 펜타플루오라이드
KR960701848A (ko) 액정 조성물에 사용되는 신규한 화합물(Novel compounds for use in liquidgorystal compositions)
KR960006075B1 (ko) 액정 조성물
KR900701961A (ko) 강유전성 액정 중합체, 이의 제조방법 및 전기광학 부품 중 이의 용도
KR900018046A (ko) 사이클로프로필알킬 또는 사이클로프로필알케닐 화합물, 이들의 제조방법 및 액정 혼합물에서의 용도
KR940005587A (ko) 액정 혼합물에 사용하기 위한 6원 환 함유 메타 치환된 방향족 화합물
EP0377516A3 (en) Liquid crystal compounds having high optical anisotropy
KR930010017A (ko) 액정 혼합물에서 사용하기 위한 화합물
US4826620A (en) Chiral phenolic esters of mesogenic carboxylic acids and their use as admixture in liquid crystal phases
KR880012731A (ko) 액정혼합물중의 도프로서 광학적으로 활성인 1,3-디옥솔란-4-카복실레이트의 용도
KR920702849A (ko) 부분적으로 플루오르화된 화합물
KR920701195A (ko) 페닐디옥산
KR910015559A (ko) 키랄 디옥솔란
EP0250961A3 (en) Chiral esters of alpha-substituted phenylalkylic acids and mesogeneous hydroxyl compounds, and their use as dopants in liquid-crystal phases
KR900702400A (ko) 일렉트로클리닉 효과에 의거한 표시소자
KR890006790A (ko) 2,5-디페닐 피리미딘 화합물 및 액정 조성물
KR870700087A (ko) 액 정 상
KR890700121A (ko) 키랄 또는 아키랄 링 화합물
KR920701379A (ko) 액정 매질

Legal Events

Date Code Title Description
A201 Request for examination
E902 Notification of reason for refusal
G160 Decision to publish patent application
E701 Decision to grant or registration of patent right
GRNT Written decision to grant
FPAY Annual fee payment

Payment date: 19981222

Year of fee payment: 4

LAPS Lapse due to unpaid annual fee