KR840006199A - 시클로헥산 유도체의 제조방법 - Google Patents
시클로헥산 유도체의 제조방법 Download PDFInfo
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- KR840006199A KR840006199A KR1019830004004A KR830004004A KR840006199A KR 840006199 A KR840006199 A KR 840006199A KR 1019830004004 A KR1019830004004 A KR 1019830004004A KR 830004004 A KR830004004 A KR 830004004A KR 840006199 A KR840006199 A KR 840006199A
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Abstract
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Claims (13)
- 일반식(Ⅰ)에 대응하지만 수소 원자 대신에 하나 이상의 환원기 및/또는 C-C 결합을 함유한 화합물을 환원제와 처리시키거나, HX(X는 불소, 염소, 브롬 또는 CN)의 화합물을 일반식(Ⅰ)에 대응하지만 라디칼 A대신에 하나 이상의 불소, 염소 또는 브롬원자 및/또는 CN기가 있는 1-시클로헥센-1,4-디일기를 함유한 화합물에 첨가시키거나, 일반식(Ⅰ)의 에스테르 화합물(여기서 R1및/또는 R2는 -O-COR이고/또는 Z1및/또는 Z2는 -CO-O- 또는 -O-CO-이다)을 제조하기 위해 대응하는 카르복시산 또는 이의 작용성 유도체를 대응하는 알콜 또는 이의 반응성 유도체와 반응시키거나, 일반식(Ⅰ)의 디옥산 유도체(여기서, A1및/또는 A2는 1,3-디옥신-2,5-디일)를 제조하기 위해 대응하는 알데히드를 대응하는 디올과 반응시키거나, 일반식(Ⅰ)의 니트릴 화합물(여기서, R1및/또는 R2는 CN 이고/또는 A는 최소한 하나 이상의 CN기로 치환된다)를 제조하기 위해 대응하는 카르복사미드를 탈수 시키거나 대응하는 카르복시 산 할라이드를 술퍼미드와 반응시키거나, 일반식(Ⅰ)의 니트릴 화합물(여기서, A는 1-위치가 CN에 의해 치환되는 1,4-시클로헥실렌기이다)를 제조하기 위해 일반식(Ⅱ)의아세토니트릴을 일반식(Ⅲ)의 화합물과 반응시키거나, 일반식(Ⅰ)의 니트릴 화합물(여기서, A는 1-위치 또는 4-위치가 CN으로 치환되고, 1개 또는 2개의 불소 원자 및/또는 CN기에 의해 또 치환되는 1,4-시클로헥실렌기이고, 또한 Z1및/ 또는 Z2라디칼증 어느 하나는 단일 결합이다)을 제조하기 위해 일반식(Ⅳ)의 니트릴을 일반식(Ⅴ)의 화합물과 반응시키거나, 일반식(Ⅰ)의 에테르 화합물(여기서, R1및/또는 R2는 1개 또는 2개의 CH2기가 산소 원자로 치환되는 알킬기이고/또는 Z1및/또는 Z2는 -OCH2- 또는 CH2O- 기이다)을 제조하기 위해 대응하는 히드록시 화합물을 에테르화 시키거나, CF3기가 함유된 일반식 (Ⅰ)의 화합물을 제조하기 위해 대응하는 카르복시산을 SF4와 반응시키고/또는, 일반식(Ⅰ)의 염소화합물 또는 브롬 화합물(여기서, R1및/또는 R2는 염소 또는 브롬이고/또는 A는 최소한 하나 이상의 염소 또는 브롬 원자에 의해 치환됨)을 시안화물과 반응시키고/또는 일반식(Ⅰ)의 염기를 산으로 처리하여 이의 산 첨가 염으로 전환시키거나, 일반식(Ⅰ)의 화합물을 염기로 처리시켜 산 첨가 염으로 부터 유리시키는 것을 특징으로 하는 일반식(Ⅰ)의 시클로헥산 유도체의 제조방법.
- R1-(A1)m-Z1-A-Z2-(A2)n-R2(Ⅰ)
- R1-(A1)m-Z1-CH2CN (Ⅱ) (X1-CH2-CH2)2-Z2-(A2)n-R2(Ⅲ)
- Q1-A3CN (Ⅳ) Q2-X1(Ⅴ)
- 상기식에서 R1및 R2는 각각 수소, 1-10탄소 원자를 가지며 1개 또는 2개의 CH2기는 산소원자, 플루오로, 염소, 브롬, -O-COR 또는 CN에 의해 치환되는 알킬이고, A1및 A2는 비치환되거나 1-4플루오로 원자에 의해 치환되는 피리미딘 -2,5-디일, 1,4-비시클로(2,2,2)옥틸렌, 피페리딘-1-4-디일, 1,3-디옥산-2,5-디일, 1,4-시클로헥실렌, 1,4-페닐렌기이고, A는 1-위치 및/또는 4-위치가 1-5 탄소 원자를 가지는 알킬, 알콕시, 플루오로화된 알킬 또는 플루오로화된 알콕시, 플루오로, 염소, 브롬 및/또는 CN으로 치환되고, 1개 또는 2개이상으로 플루오로, 염소, 또는 브롬원자 및/또는 CN기가 있는, 1,4-시클로헥실렌기이고, Z1및 Z2는 각각 -CO-O-, -O-CO-, -CH2CH2-, OCH2-, CH2O- 또는 단일 결합하고, R은 1-5탄소 원자를 갖는 알킬기이고, m은 1 또는 2이고, n은 0 또는 1으로, m이 2일때 두기 A1은 서로 동일하거나 혹은 서로 다르고, X1은 염소, 브롬, 요오드, OH 또는 에스테르화된 작용성 OH기이고, Q1은 (a) R1-(A1)m-Z1-이거나 (b) R2-(A2)n-Z2-이고, A3는 비치환되거나 F 및/또는 CN에 의해 단일치환되거나 2치환된 1,4시클로헥실렌이고, Q2는 (a) R2-(A2)n-이거나, (b) R1-(A1)m-이다.
- 하기 일반식(Ⅰ)의 화합물로 구성된 전기-광학 표시 소자의 액정 유전체
- R1-(A1)m-Z1-A-R2-(A2)n-R2(Ⅰ)
- 상기식에서 R1및 R2는 각각 수소, 1-10탄소 원자를 가지며 1개 또는 2개의 CH2기는 산소원자, 플루오로, 염소, 브롬, CN 또는 -O-COR에 의해 치환되는 알킬이고, A1및 A2는 비치환되거나 1-4플루오로 원자에 의해 치환되는 피리미딘 -2,5-디일, 1,4-비시클로(2,2,2)옥틸렌, 피페리딘-1-4-디일, 1,3-디옥신-2,5-디일, 1,4-시클로헥실렌, 1,4-페닐렌기이고, A는 1-위치 및/또는 4-위치가 1-5 탄소 원자를 가지는 알킬, 알콕시, 플루오로화된 알킬 또는 플루오로화된 알콕시, 플루오로, 염소, 브롬 및/또는 CN으로 치환되고, 1개 또는 2개이상으로 플루오로, 염소, 또는 브롬원자 및/또는 CN기가 있는, 1,4-시클로헥실렌기이고, Z1및 Z2는 각가 -CO-O-, -O-CO-, -CH2CH2-, OCH2-, CH2O- 또는 단일 결합하고, R 은 1-5탄소 원자를 갖는 알킬기이고, m은 1 또는 2이고, n은 0 또는 1으로, m이 2일때 두기 A1은 서로 동일하거나 혹은 서로 다름.
- 성분중의 최소한 성분이 하기 일반식(Ⅰ)의 화합물인 것을 특징으로 하는 최소한 2개이상의 액정 성분을 함유하는 전기-광학적 표시 소자의 액정 유전체.
- R1-(A1)m-Z1-A-R2-(A2)n-R2(Ⅰ)
- R1및 R2는 각각 수소, 1-10탄소 원자를 가지며 1개 또는 2개의 CH2기는 산소원자, 플루오로, 염소, 브롬, CN 또는 -O-COR에 의해 치환되는 알킬이고, A1및 A2는 비치환되거나 1-4플루오로 원자에 의해 치환되는 피리미딘 -2,5-디일, 1,4-비시클로(2,2,2)옥틸렌, 피페리딘-1-4-디일, 1,3-디옥산-2,5-디일, 1,4-시클로헥실렌, 1,4-페닐렌기이고, A는 1-위치 및/또는 4-위치가 1-5 탄소 원자를 가지는 알킬, 알콕시, 플루오로화된 알킬 또는 플루오로화된 알콕시, 플루오로, 염소, 브롬 및/또는 CN으로 치환되고, 1개 또는 2개이상으로 플루오로, 염소, 또는 브롬원자 및/또는 CN기가 있는, 1,4-시클로헥실렌기이고, Z1및 Z2는 각가 -CO-O-, -O-CO-, -CH2CH2-, OCH2-, CH2O- 또는 단일 결합하고, R 은 1-5탄소 원자를 갖는 알킬기이고, m은 1 또는 2이고, n은 0 또는 1으로, m이 2일때 두기 A1은 서로 동일하거나 혹은 서로 다르고.
- 제3항에 있어서, 상기 유전체를 함유하는 것을 특징으로 하는 전기-광학적 표시소자.
- ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
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DE3231707.7 | 1982-08-26 | ||
DE19823231707 DE3231707A1 (de) | 1982-08-26 | 1982-08-26 | Cyclohexanderivate |
DEP3231707.7 | 1982-08-26 | ||
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KR840006199A true KR840006199A (ko) | 1984-11-22 |
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KR1019830004004A KR910006762B1 (ko) | 1982-08-26 | 1983-08-26 | 시클로헥산 유도체의 제조 방법 |
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US (2) | US4510069A (ko) |
EP (1) | EP0107759B1 (ko) |
KR (1) | KR910006762B1 (ko) |
DD (1) | DD220323A5 (ko) |
DE (1) | DE3382646D1 (ko) |
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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 |
CH645664A5 (de) * | 1980-12-16 | 1984-10-15 | Merck Patent Gmbh | Fluessigkristallmischung. |
DE3100142A1 (de) * | 1981-01-07 | 1982-08-12 | Merck Patent Gmbh, 6100 Darmstadt | Cyclohexylcarbonitrilderivate, diese enthaltende dielektrika und elektrooptisches anzeigeelement |
JPS57118526A (en) * | 1981-01-14 | 1982-07-23 | Dainippon Ink & Chem Inc | Dicyclohexylethane derivative |
EP0056501B1 (de) * | 1981-01-19 | 1984-05-02 | MERCK PATENT GmbH | Flüssigkristallmischung |
DE3201721A1 (de) * | 1981-01-30 | 1982-08-19 | F. Hoffmann-La Roche & Co. AG, 4002 Basel | Disubstituierte aethane |
DE3268468D1 (en) * | 1981-02-13 | 1986-02-27 | Secr Defence Brit | Liquid crystal compounds exhibiting a small dielectric anisotropy and liquid crystal materials and devices incorporating such compounds |
US4422951A (en) * | 1981-04-02 | 1983-12-27 | Chisso Corporation | Liquid crystal benzene derivatives |
US4406814A (en) * | 1981-04-10 | 1983-09-27 | Eaton Corporation | Liquid crystalline materials and optical displays utilizing same |
DE3223637C2 (de) * | 1981-07-09 | 1983-09-01 | Chisso Corp., Osaka | Cyano-mono- oder -diphenylbicyclohexanderivate sowie deren Verwendung in Flüssigkristallzusammensetzungen |
DD207308A3 (de) * | 1981-08-18 | 1984-02-22 | Dietrich Demus | Anwendung neuer kristallin-fluessiger nematischer substanzen |
US4455443A (en) * | 1981-09-10 | 1984-06-19 | Dainippon Inc. | Nematic halogen Compound |
US4583826A (en) * | 1981-10-14 | 1986-04-22 | Hoffmann-La Roche Inc. | Phenylethanes |
DE3151367A1 (de) * | 1981-12-24 | 1983-07-07 | Merck Patent Gmbh, 6100 Darmstadt | Acetonitrile, verfahren zu ihrer herstellung, diese enthaltende dielektrika und elektrooptisches anzeigeelement |
EP0084194B1 (de) * | 1982-01-14 | 1986-04-30 | MERCK PATENT GmbH | Flüssigkristallmischungen |
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 |
DE3207114A1 (de) * | 1982-02-27 | 1983-09-08 | Merck Patent Gmbh, 6100 Darmstadt | 1,3-dioxane |
DE3209178A1 (de) * | 1982-03-13 | 1983-09-15 | Merck Patent Gmbh, 6100 Darmstadt | Polyhalogenaromaten |
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 |
DE3220155A1 (de) * | 1982-05-28 | 1983-12-01 | Merck Patent Gmbh, 6100 Darmstadt | Piperidinderivate |
US4393258A (en) * | 1982-06-10 | 1983-07-12 | Dainippon Mk & Chemicals Inc. | 1-Cyclohexyl-2-cyclohexylphenylethane derivatives |
DE3382646D1 (de) * | 1982-08-26 | 1993-01-28 | Merck Patent Gmbh | Cyclohexanderivate und ihre verwendung als komponenten fluessigkristalliner-dielektrika. |
US4550981A (en) * | 1982-09-30 | 1985-11-05 | Hoffmann-La Roche Inc. | Liquid crystalline esters and mixtures |
EP0172360B1 (de) * | 1984-06-29 | 1988-11-09 | F. HOFFMANN-LA ROCHE & CO. Aktiengesellschaft | Cyclohexancarbonitrile und deren Verwendung als Komponenten für flüssigkristalline Gemische |
US4659499A (en) * | 1984-12-31 | 1987-04-21 | Crystaloid Electronics Company | Liquid crystal materials |
-
1983
- 1983-08-08 DE DE8383107798T patent/DE3382646D1/de not_active Expired - Lifetime
- 1983-08-08 EP EP83107798A patent/EP0107759B1/de not_active Expired - Lifetime
- 1983-08-24 DD DD83254191A patent/DD220323A5/de not_active IP Right Cessation
- 1983-08-26 US US06/526,927 patent/US4510069A/en not_active Expired - Lifetime
- 1983-08-26 KR KR1019830004004A patent/KR910006762B1/ko not_active IP Right Cessation
-
1990
- 1990-08-24 US US07/572,313 patent/US5108652A/en not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
US4510069A (en) | 1985-04-09 |
EP0107759A3 (en) | 1987-09-30 |
EP0107759B1 (de) | 1992-12-16 |
DE3382646D1 (de) | 1993-01-28 |
EP0107759A2 (de) | 1984-05-09 |
US5108652A (en) | 1992-04-28 |
KR910006762B1 (ko) | 1991-09-02 |
DD220323A5 (de) | 1985-03-27 |
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