KR880011121A - Sc 또는 sc＊ 상을 갖는 액정 5- 페닐피리미딘 유도체 및 이의 제조방법 - Google Patents

Sc 또는 sc＊ 상을 갖는 액정 5- 페닐피리미딘 유도체 및 이의 제조방법 Download PDF

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KR880011121A
KR880011121A KR1019880003092A KR880003092A KR880011121A KR 880011121 A KR880011121 A KR 880011121A KR 1019880003092 A KR1019880003092 A KR 1019880003092A KR 880003092 A KR880003092 A KR 880003092A KR 880011121 A KR880011121 A KR 880011121A
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pyrimidine
phenyl
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methyloctyloxy
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뮐러 잉그리드
뒤발 한스-롤프
에쉐르 클라우스
헴머링 볼프강
올렌도르프 디터
빙겐 라이너
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하인리히 벡커
훽스트 아크티엔게젤샤프트
베른하르트 벡크
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    • 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
    • C09K19/34—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
    • 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
    • C09K19/3469—Pyrimidine with a specific end-group other than alkyl, alkoxy or -C*-

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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)
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Abstract

내용 없음

Description

SC 또는 SC*상을 갖는 액정 5-페닐피리미딘 유도체 및 이의 제조방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (6)

  1. 일반식 (Ⅰ)의 5-페닐피리미딘 유도체.
    상기식에서 R1및 R2는 동일하거나 상이한, 비대칭 탄소원자를 갖거나 갖지 않는 탄소수 K 내지 16의 직쇄 또는 측쇄 알킬 또는 알케닐 그룹 (여기서 하나 또는 그 이상의 비-인접-CH2-그룹은 -O-및/또는 -S에 의해 치환될 수 있다)을 나타내고, -A 및 -B는 각각또는을 나타내며, 여기서 각각의 경우에 라디칼 R1및 R2는 -A 및 -B의 페닐렌 부분에 위치하고, m 및 n은 0 또는 1을 나타내지만 m과 n이 동시에 1은 아니며, 단, a) m=n=0인 경우, K는 8이고, R2에서 페닐 핵에 인접한 -CH2- 그룹은 -O-에 의해 치환되고 ; b) m=1 및 n=0 인 경우, K는 2이며, c)m=0 및 n=1인 경우, K는 2이고 R2에서 페닐 핵에 인접한 -CH2그룹은 -O-에 의해 치환된다.
  2. 제1항에 있어서, (S)-2-헥실티오-5-[4-(6-메틸옥틸옥시)페닐]-피리미딘, (S)-2-헵틸티오-5-[4-(6-메틸옥틸옥시)페닐]-피리미딘, (S)-2-옥틸티오-5-[4-(6-메틸옥틸옥시)페닐]-피리미딘, (R,S)-2-옥틸티오-5-[4-(4-메틸헥실옥시)페닐]-피 리미딘, (S)-2-노닐티오-5-[4-(6-메틸옥틸옥시)페닐]-피리미딘, (S)-2-데실티오-5-[4-6-메틸옥틸옥시)페닐]-피리미딘, (S)-2-운데실티오-5-[4-(6-메틸옥틸옥시) 페닐]-피리미딘, (S)-2-도데실티오-5-[4-(6-메틸옥틸옥시)페닐]-피리미딘, (S)-2옥틸티오-5-[4-(7-메틸노닐옥시)페닐]-피라미딘, (S)-2-옥틸티오-5-[4-(8-메틸데실옥시옥)페닐]-피리미딘, (S)-2-(6-메틸억틸티오)-5-(4-옥틸옥시페닐)-피리미딘, (S) (S)-2-(6-메틸옥티오)-5-[4-(6-메틸옥틸옥)-페닐]피리미딘, 2-헵틸티오-5-(4-헵틸옥시페닐)피리미딘, 2-헵틸티오-5-{4-옥틸옥시페닐)피리미딘, 2-옥틸티오-5-(4-옥틸옥시페닐)피리미딘, 2-옥틸티오-5-(4-노닐옥시페닐)피리미딘, 2-노닐티오-5-(4-옥틸옥시페닐)피리미딘, 2-노닐티오-5-(4-노닐옥시페닐)피리미딘, 2-노닐티오-5-(4-데실옥시페닐)피리미딘, 2-데실티오-5-4(4-헵틸옥시페닐)피리미딘, 2-데실티오-5-(4-옥틸옥시페닐)피리미딘, 2-데실티오-5-(4-노닐옥시페닐)피리미딘, 2-데실티오-5-(4-데실옥시페닐)피리미딘, 2-데실티오-5-(4-운데실옥시페닐)피리미딘, 2-데실티오-5-(4-도데실옥시페닐)피리미딘, 2-운데실티오-5-(4-옥틸옥시페닐)피리미딘, 2-은데실티오-5-(4-노닐옥시페닐)피리미딘, 2-운데실티오-5-(4-데실옥시페닐)피리미딘, 2-운데실티오-5-(4-운데실옥시페닐)피리미딘, 2-운데실티오-5-(4-도데실옥시페닐)피리미딘, 2-도데실티오-5-(4-도데실옥시페닐)피리미딘, 2-옥틸옥시-5-(4-옥틸옥시페닐)피리미딘, 2-노닐옥시-5-[4-(3,6-디옥사도데실옥시)페닐]피리미딘, 2-노닐옥시-5-(4-10-운데센-1-일)옥시페닐]피리미딘, (S)-2-(4-데시옥시벤질옥시)-5-[4-(6-메틸옥틸옥시)페닐]피리미딘, (S)-옥틸옥시-5-[4-(4-데실옥시페닐)메틸옥시페닐]피리미딘, (S)-운데실티오-5-[4-(10-운데센-1-일)옥시페닐)-피리미딘, (S)-2-옥틸-5-[4-(6-메틸옥틸옥시)페닐]피리미딘, (S)-2-(6-메틸옥틸)-5-4(4-옥틸옥시페닐)피리미딘, 또는 (S)-2-(8-데텔데실)-5-(4-옥틸옥시페닐)피리미딘인 5-페닐피리미딘 유도체.
  3. 구조식 (Ⅶ)의 트리메틴 염을 염기의 존재하에서 일반식 (Ⅱ)의 아미디늄염 또는 일반식 (Ⅳ)의 S-알킬 이소티오우레아 염자 반응시켜 일반식 (X) 또는 (Ⅷ)의 화합물을 수득하고 일반식 (X) 또는 (Vlll)의 화합물 중의 유리 OH 그룹 부위에서 알킬페닐 에테르 부분 구조를 형성시킴으로써 일반식 (Ⅰ)의 화합물을 생성시킴을 특징으로 하여, 일반식 (Ⅰ)의 화합물을 제조하는 방법.
    상기식에서, R1및 R2는 동일하거나 상이한, 비대칭 탄소 원자를 갖거나 갖지 않는 탄소수 K 내지 16의 직쇄 또는 측쇄 알킬 또는 알케닐 그룹(여기에서 하나 또는 그 이상의 비-인접 -CH2-그룹은 -O- 및/또는 -S-에 의해 치환될 수 있다)을 나타내고, -A 및 -B는 각각또는을 나타내며, 여기서 각각의 경우에 라디칼 R1및 R2는 -A 및 -B의 페닐렌 부분에 위치하고, m 및 n은 0 또는 1을 나타내지만 m과 n이 동시에 1은 아니며, 단 a) m=n=0인 경우, K는 8이고, R2에서 페닐 핵에 인접한 -CH2- 그룹은 -O-에 의해 치환되고 , b) m=1 및 n=0인 경우, K는 2이며, c) m=0 및 n=1인 경우, K는 2이고 R2에서 페닐 핵은 인접한 -CH2그룹은 -O-에 의해 치환되며, R3는 R1및 R2의 정의를 가지며 여기에서 K=2이고, 5원자에 인접한 -CH2그룹은 -O- 또는 -S-에 의해 치환되지 않을 수 있다.
  4. 일반식 (Ⅷ)의 5-(4-히드록시페닐)-2-알킬티오피리미딘을 적합한 형태의 R2부분 구조를 갖는 화합물과 반응시킴을 특징으로 하여, R1이 알킬티오 부분 구조를 갖는 제1항에 따르는 일반식 (Ⅰ)의 화합물을 제조하는 방법.
    상기식에서, R3는 제3항에서 정의한 바와 같다.
  5. 일반식 (Ⅷ)의 5-(4-히드록시페닐)-2-알킬티오피리미딘을 일반식 (Ⅸ)의 5-(4-히드록시페닐)-2-알킬 술포닐피리미딘으로 전환시키고, 일반식 (Ⅸ)의 하합물을 적합한 형태의 R1부분 구조를 갖는 화합물, 바람직하게는 알칼리 금속 알코올레이트와 반응시켜 일반식 (X)의 화합물로 전환시킨 다음, 일반식 (X)의 화합물을 최종적으로, 적합한 형태의 R2부분 구조를 갖는 화합물과 반응시킴을 특징으로 하여, R1이 알킬옥시부분 구조를 갖는 제1항에 따르는 일반식 (Ⅰ)의 화합물을 제조하는 방법.
    상기식에서, R1및 R3는 제3항에서 정의한 바와 같다.
  6. 제4항 또는 5항에 따르는, R1이 알킬옥시 부분 구조 또는 알킬티오 부분 구조를 갖는 제1항에 따르는 일반식 (Ⅰ)의 화합물을 제조하기 위한 출발물질로서의, 일반식 (Ⅷ)의 5-(4-히드록시페닐)-2-알킬티오피리미딘의 용도.
    상기식에서 R3는 제3항에서 정의한 바와 같다.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019880003092A 1987-03-24 1988-03-23 Sc 또는 SC*상을 갖는 액정 5-페닐피리미딘 유도체 및 이의 제조방법 KR960012176B1 (ko)

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DEP3709618.4 1987-03-24
DE19873709618 DE3709618A1 (de) 1987-03-24 1987-03-24 Neue fluessigkristalline 5-phenylpyrimidin-derivate mit s(pfeil abwaerts)c(pfeil abwaerts)-oder s(pfeil abwaerts)c(pfeil abwaerts) -phase und verfahren zu ihrer herstellung

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KR960012176B1 KR960012176B1 (ko) 1996-09-16

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DE (2) DE3709618A1 (ko)
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JPS63258460A (ja) 1988-10-25
DE3709618A1 (de) 1988-10-06
US4906752A (en) 1990-03-06
EP0295370A1 (de) 1988-12-21
EP0295370B1 (de) 1993-08-11
JP2787572B2 (ja) 1998-08-20
NO881282D0 (no) 1988-03-23
KR960012176B1 (ko) 1996-09-16
NO881282L (no) 1988-09-26
DE3883090D1 (de) 1993-09-16
ATE92921T1 (de) 1993-08-15

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