KR970007492A - 광 가교결합성 광학 활성 화합물 - Google Patents

광 가교결합성 광학 활성 화합물 Download PDF

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KR970007492A
KR970007492A KR1019960030808A KR19960030808A KR970007492A KR 970007492 A KR970007492 A KR 970007492A KR 1019960030808 A KR1019960030808 A KR 1019960030808A KR 19960030808 A KR19960030808 A KR 19960030808A KR 970007492 A KR970007492 A KR 970007492A
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스티븐 켈리
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클라우스너 프리돌린, 보러 롤란드
롤리크 아게
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    • C09K19/00—Liquid crystal materials
    • C09K19/52—Liquid crystal materials characterised by components which are not liquid crystals, e.g. additives with special physical aspect: solvents, solid particles
    • C09K19/58—Dopants or charge transfer agents
    • C09K19/586—Optically active dopants; chiral dopants
    • C09K19/588—Heterocyclic compounds
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    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/52—Esters of acyclic unsaturated carboxylic acids having the esterified carboxyl group bound to an acyclic carbon atom
    • C07C69/533—Monocarboxylic acid esters having only one carbon-to-carbon double bond
    • C07C69/54—Acrylic acid esters; Methacrylic acid esters
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    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/76—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
    • C07C69/84—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring of monocyclic hydroxy carboxylic acids, the hydroxy groups and the carboxyl groups of which are bound to carbon atoms of a six-membered aromatic ring
    • C07C69/92—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring of monocyclic hydroxy carboxylic acids, the hydroxy groups and the carboxyl groups of which are bound to carbon atoms of a six-membered aromatic ring with etherified hydroxyl groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
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    • C07C69/76—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
    • C07C69/94—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring of polycyclic hydroxy carboxylic acids, the hydroxy groups and the carboxyl groups of which are bound to carbon atoms of six-membered aromatic rings
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    • 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
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    • 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
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    • C09K19/00—Liquid crystal materials
    • C09K19/52—Liquid crystal materials characterised by components which are not liquid crystals, e.g. additives with special physical aspect: solvents, solid particles
    • C09K19/58—Dopants or charge transfer agents
    • C09K19/586—Optically active dopants; chiral dopants

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  • Crystallography & Structural Chemistry (AREA)
  • Engineering & Computer Science (AREA)
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  • General Physics & Mathematics (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
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Abstract

본 발명은 하기 일반식(Ⅰ)의 광 가교결합성 액정 화합물, 상기 화합물을 함유하는 액정 혼합물 및 이들을 가교결합된 상태로 광학 소자에 사용하는 용도에 관한 것이다:
상기 식에서, A1및 A2는 각각 가교결합성 메조상 형성(mesogenic) 잔기이고, A3는 (R,R)- 또는 (S,S)-트란스-1,2-사이클로헥실-디일이다.

Description

광 가교결합성 광학 활성 화합물
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (10)

  1. 하기 일반식(Ⅰ)의 화합물:
    상기 식에서, A1및 A2는 각각 가교결합성 메조상 형성(mesogenic) 잔기이고, A3는 (R,R)- 또는 (S,S)-트란스-1,2-사이클로헥실-디일이다.
  2. 제1항에 있어서 상기 메조상 형성 잔기 A1및 A2가 하기 일반식(Ⅱ)의 잔기인 화합물:
    상기 식에서, 고리 C 및 D는 각각 독립적으로 피리딘-2,5-디일, 피리미딘-2,5-디일, 트란스-1,4-사이클로헥실렌, 트란스-1,3-디옥산-2,5-디일 또는 할로겐, 메틸 및/또는 시아노로 임의로 치환된 1,4-페닐렌이고: Z1은 -(CH2)m-, -CO-, -(CH2)mCO- 또는 -(CH2)mOOC-이고; Z2는 단일결합, -CH2CH2-, -CH2O-, -OCH2-, -COO-, -OOC-, -(CH2)4-, -O(CH2)3-, 또는 -(CH2)3O이고; Z3는 -(CY2)m-, -O(CY2)m-, -(CY2)mO-, -(CY2)mCOO-, -(CY2)mOOC-, -(Si[(CH3)2]O)m-, -OCH2(Si[(CH3)2]OmSi[(CH3)2]-CH|2O- 또는 -NHCH2(Si[(CH3)2]O)mSi[(CH3)2]CH|2NH-이고; Y는 수소 또는 불소이고; n은 0, 1 또는 2이고; m은 1 내지 16의 정수이고; R1은 CH2=CH-, CH2=CH-COO-, CH2=C(CH3)-COO-, CH2=C(Cl)-COO-, CH2=C(Ph)-COO-, CH2=CH-COO-Ph-, CH2=CH-CO-NH-, CH2=C(CH3)-CONH-, CH2=C(Cl)-CONH-, CH2=C(Ph)-CONH-, CH2=C(COOR')-CH2-COO-, CH2-CH-O-, CH2=CH-OOC-, Ph-CH=CH-, CH3-C(=NR´)-, 시스, 트란스 HOO-CR´=CR´-COO-,또는의 구조를 갖는 가교결합성 그룹이고; Ph는 페닐이고; R´은 저급 알킬이고; R˝은 메틸, 메톡시, 시아노 또는 할로겐이나, 단 R1-Z3는 -O-O- 또는 -N-O- 그룹을 함유하지 않는다.
  3. 제1항 또는 제2항에 있어서, 상기 메조상 형성 잔기 A1및 A2가 하기 일반식(Ⅱ)의 잔기인 화합물:
    상기 식에서, 고리 C 및 D는 각각 독립적으로 피리딘-2,5-디일, 피리미딘-2,5-디일, 트란스-1,4-사이클로헥실렌, 트란스-1,3-디옥산-2,5-디일 또는 할로겐, 메틸 및/또는 시아노로 임의로 치환된 1,4-페닐렌이고: Z1은 -CH2-, -CO-, -(CH2)3- 또는 -(CH2)2CO-이고; Z2는 단일결합, -CH2CH2-, -CH2O-, -OCH2-, -COO-, -OOC-, -(CH2)4-, -O(CH2)3-, 또는 -(CH2)3O이고; Z3는 -(CY2)m-, -O(CY2)m-, -O(CY2)mO-, -(CY2)mCOO-, -(CY2)mOOC-, -(Si[(CH3)2]O)|m-, -OCH2(Si[(CH3)2]O)mSi[(CH3)2]-CH2O- 또는 -NHCH2(Si[(CH3)2]O)mSi[(CH3)2]CH2NH-이고; Y는 수소 또는 불소이고; n은 0 또는 1이고; m은 1 내지 16의 정수이고; R1은 CH2=CH-, CH2=CH-COO-, CH2=C(CH|3)-COO-, CH2=C(Cl)-COO-, CH2=C(Ph)-COO-, CH2=CH-COO-Ph-, CH2=CH-CO-NH-, CH2=C(CH3)-CONH-, CH2=C(Cl)-CONH-, CH2=C(Ph)-CONH-, CH2=C(COOR´)-CH2-COO-, CH2=CH-O-, CH2=CH-OOC-, Ph-CH=CH-, CH3-C(=NR´)-, 시스, 트란스 HOO-CR´=CR´-COO-,또는의 구조를 갖는 가교결합성 그룹이고; Ph는 페닐이고; R´은 저급 알킬이고; R˝은 메틸, 메톡시, 시아노 또는 할로겐이나, 단 R1-Z3는 -O-O- 또는 -N-O- 그룹을 함유하지 않는다.
  4. 제2항 또는 제3항에 있어서, 상기 메조상 형성 잔기 A1및 A2가 동일인 화합물.
  5. 제1항 내지 제4항 중 어느 한 항에 있어서, 상기 잔기 A1및 A2가 하기 일반식(Ⅱ-a)의 잔기인 화합물:
    상기 식에서, 고리 C1및 D1는 각각 독립적으로 피리딘-2,5-디일, 피리미딘-2,5-디일, 트란스-1,4-사이클로 헥실렌 또는 불소로 임의로 치환된 1,4-페닐렌이고: Z11은 -CH2- 또는 -CO-이고; Z21는 단일결합, -CH2O-, -COO- 또는 -OOC-이고; Z31은 -(CH2)m-, -(CH2)mO, -(CH2)mCOO- 또는 -(CH2)mOOC-이고, m´은 3 내지 12의 정수이고; R11은 CH2=CH-COO-, CH2=C(CH3)-COO-, CH2=CH-O- 또는이다.
  6. 제5항에 있어서, 하기 일반식(Ⅰ-A) 내지 (Ⅰ-E)의 화합물 및 이들 화합물의 거울상 이성질체인 화합물:
    상기 식에서, Z11은 -CO-이고; Z21는 단일결합 또는 -COO-, 특히 -COO-이고; m′은 3 내지 12의 정수이다.
  7. 2개 이상의 성분으로 이루어지고, 상기 성분중 하나 이상의 성분이 제1항에서 정의된 일반식(Ⅰ)의 광학활성 화합물인 가교결합성 액정 혼합물.
  8. 제7항에 있어서, 하나 이상의 일반식(Ⅰ)의 화합물외에 일반식(Ⅲ) 내지 (X)의 화합물 그룹으로부터 선택된 하나 이상의 화합물을 함유하는 가교결합성 액정 혼합물:
    상기 식에서, X는 수소, 불소, 염소, 브롬 또는 메틸이고; m′은 3 내지 12의 정수이고; t는 2 내지 12의 정수이고; Z는 -OCH2- 또는 -OOC-이고; A는 1,4-페닐렌는 2- 또는 3-플루오로-1,4-페닐렌이고; S는 -(CH2)m-, -(CH2)mO- 또는 -(CH2)m-이고; R은 CH2=CH-COO-, CH2=C(CH3)-COO-, CH2=CH-O- 또는이다.
  9. 제1항 내지 제6항 중 어느 한 항에 따른 화합물을 가교결합된 상태로 광학 소자에 사용하는 용도.
  10. 제7항 또는 제8항에 따른 가교결합성 액정 혼합물을 가교결합된 상태로 광학 소자에 사용하는 용도.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019960030808A 1995-07-28 1996-07-27 광가교결합성광학활성화합물 KR100391861B1 (ko)

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CH222095 1995-07-28
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EP96107333 1996-05-09
EP96107333.5 1996-05-09

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JP (1) JP4002630B2 (ko)
KR (1) KR100391861B1 (ko)
CN (1) CN1065559C (ko)
DE (1) DE59605841D1 (ko)
HK (1) HK1011347A1 (ko)
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GB9522361D0 (en) * 1995-11-01 1996-01-03 Secr Defence Liquid crystal polymers
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GB9817272D0 (en) * 1998-08-07 1998-10-07 Rolic Ag Liquid crystalline compounds
GB9930557D0 (en) * 1999-12-23 2000-02-16 Rolic Ag Optically active materials
JP4904622B2 (ja) * 2000-01-21 2012-03-28 Ｄｉｃ株式会社 液晶相を示す重合性組成物及びこれを用いた光学異方体
US7199167B2 (en) * 2001-06-29 2007-04-03 University Of Hull Light emitting polymer
US6867243B2 (en) * 2001-06-29 2005-03-15 University Of Hull Light emitting polymer
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EP2272937A1 (en) 2009-07-09 2011-01-12 Rolic AG Ester group containing compounds for optical or electro optical devices
TWI490316B (zh) 2009-07-09 2015-07-01 Rolic Ag 用於光學或光電元件之含酯基液晶
US8822628B2 (en) 2012-09-24 2014-09-02 Ticona Llc Crosslinkable liquid crystalline polymer
US8853342B2 (en) 2012-09-24 2014-10-07 Ticona Llc Crosslinkable liquid crystalline polymer
WO2014047015A1 (en) 2012-09-24 2014-03-27 Ticona Llc Crosslinkable aromatic polyester
JP5747942B2 (ja) * 2013-05-09 2015-07-15 Dic株式会社 重合性液晶化合物、該化合物を含有する重合性液晶組成物及びその重合体
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US5700393A (en) 1997-12-23
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HK1011347A1 (en) 1999-07-09
CN1153175A (zh) 1997-07-02
JP4002630B2 (ja) 2007-11-07
CN1065559C (zh) 2001-05-09
KR100391861B1 (ko) 2004-06-12
DE59605841D1 (de) 2000-10-12

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