KR840001615A - 액정 유전체 - Google Patents
액정 유전체 Download PDFInfo
- Publication number
- KR840001615A KR840001615A KR1019820004185A KR820004185A KR840001615A KR 840001615 A KR840001615 A KR 840001615A KR 1019820004185 A KR1019820004185 A KR 1019820004185A KR 820004185 A KR820004185 A KR 820004185A KR 840001615 A KR840001615 A KR 840001615A
- Authority
- KR
- South Korea
- Prior art keywords
- compound
- formula
- liquid crystal
- chlorine
- alkoxy
- Prior art date
Links
- 239000004973 liquid crystal related substance Substances 0.000 title claims 8
- -1 amino compound Chemical class 0.000 claims 7
- 229910052801 chlorine Inorganic materials 0.000 claims 7
- 239000000460 chlorine Substances 0.000 claims 7
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 6
- 125000000217 alkyl group Chemical group 0.000 claims 6
- 150000001875 compounds Chemical class 0.000 claims 6
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 claims 5
- 125000003545 alkoxy group Chemical group 0.000 claims 5
- 238000000297 Sandmeyer reaction Methods 0.000 claims 4
- 125000004432 carbon atom Chemical group C* 0.000 claims 4
- 238000006243 chemical reaction Methods 0.000 claims 4
- 229910052731 fluorine Inorganic materials 0.000 claims 4
- 239000011737 fluorine Substances 0.000 claims 4
- 125000001153 fluoro group Chemical group F* 0.000 claims 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 3
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 3
- 229910052794 bromium Inorganic materials 0.000 claims 3
- 150000002366 halogen compounds Chemical class 0.000 claims 3
- 229910052739 hydrogen Chemical group 0.000 claims 3
- 239000001257 hydrogen Chemical group 0.000 claims 3
- 125000005407 trans-1,4-cyclohexylene group Chemical group [H]C1([H])C([H])([H])[C@]([H])([*:2])C([H])([H])C([H])([H])[C@@]1([H])[*:1] 0.000 claims 3
- 125000004955 1,4-cyclohexylene group Chemical group [H]C1([H])C([H])([H])C([H])([*:1])C([H])([H])C([H])([H])C1([H])[*:2] 0.000 claims 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical group [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 claims 2
- 210000002858 crystal cell Anatomy 0.000 claims 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 2
- 150000002828 nitro derivatives Chemical class 0.000 claims 2
- 125000001424 substituent group Chemical group 0.000 claims 2
- VMQMZMRVKUZKQL-UHFFFAOYSA-N Cu+ Chemical compound [Cu+] VMQMZMRVKUZKQL-UHFFFAOYSA-N 0.000 claims 1
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 claims 1
- 150000001412 amines Chemical class 0.000 claims 1
- ODWXUNBKCRECNW-UHFFFAOYSA-M bromocopper(1+) Chemical compound Br[Cu+] ODWXUNBKCRECNW-UHFFFAOYSA-M 0.000 claims 1
- DOBRDRYODQBAMW-UHFFFAOYSA-N copper(i) cyanide Chemical compound [Cu+].N#[C-] DOBRDRYODQBAMW-UHFFFAOYSA-N 0.000 claims 1
- 125000004093 cyano group Chemical group *C#N 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 238000006396 nitration reaction Methods 0.000 claims 1
- 230000008707 rearrangement Effects 0.000 claims 1
Classifications
-
- 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
-
- 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
- C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
- C09K19/3001—Cyclohexane rings
- C09K19/3003—Compounds containing at least two rings in which the different rings are directly linked (covalent bond)
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
- C07C205/06—Compounds containing nitro groups bound to a carbon skeleton having nitro groups bound to carbon atoms of six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C25/00—Compounds containing at least one halogen atom bound to a six-membered aromatic ring
- C07C25/18—Polycyclic aromatic halogenated hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/02—Ethers
- C07C43/20—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
- C07C43/225—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring containing halogen
-
- 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
- C09K19/12—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings at least two benzene rings directly linked, e.g. biphenyls
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Liquid Crystal Substances (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Organic Insulating Materials (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (4)
- 적어도 2개의 액정 성분을 갖는 액정 유전체에 있어서, 이들 성분중 적어도 하나가 하기 구조식(Ⅰ)의 액정할로겐 화합물인 것을 특징으로 하는 액정 유전체.상기식에서, A는 1, 4-페닐렌 또는 트랜스-1, 4-시클로헥실렌이고, R1는 탄소수 1-12를 갖는 알킬 또는 알콕시 또는 시아노(A가 1, 4-페닐렌일 때)이고, R2는 탄소수 1-12인 알킬 또는 알콕시, 또는 염소 또는 브롬(A가 1,4-시클로헥실렌일 때)이고, X는 불소, 염소 또는 수소이다.단, 치환체 R2및 X중 적어도 하나는 할로겐 원자임.
- 제1항에 있어서, 구조식(Ⅰ) 화합물 중 적어도 하나를 5-40중량% 함유하는 것을 특징으로 하는 액정 유전체.
- 액정셀을 기초로 한 전기광학 표시소자에 있어서, 액정셀이 제1항에 따른 유전체를 함유하는 것을 특징으로 하는 전기광학 표시소자.
- a) A가 트랜스-1, 4-시클로헥실렌이고, R1이 알킬 또는 알콕시이고, R2가 염소 또는 브롬이고 X가 수소인 구조식(Ⅰ) 화합물을 제조하기 위합 하기 구조식(Ⅱ)의 아닐린유도체를 디아조화한 후, 샌드 메이어 반응조건하에서 염화구리(Ⅰ) 또는 브롬화 구리(Ⅰ)과 반응하거나, 또는 b) R1이 알킬 또는 알콕시이고, X가 불소 또는 염소이며 A 및 R2가 상기와 같은 구조식(Ⅰ)의 화합물을 제조하기 위해 하기 구조식(Ⅲ)의 화합물을 니트로화하고, 그 결과 형성된 하기 구조식(Ⅳ)의 니트로화합물을 하기 구조식(Ⅴ)의 아미노화합물로 환원한 다음, 그 아미노 화합물을 디아조화한 후 샌드메이어 반응 조건하에서의 염화구리 (Ⅰ) 또는 쉬만-발쯔 반응조건하에서의 테트라플루오보레이트와 반응하거나, 또는 c) A가 1, 4-페닐렌이고, R1이 CN이고, X가 불소 또는 염소이고, R2가 상기와 같은 구조식(Ⅰ)의 화합물을 제조하기 위해 하기 구조식(Ⅵ)의 화합물을 니트로화한 후 형성된 하기 구조식(Ⅶ)의 니트로 화합물을 하기 구조식(Ⅷ)의 아미노화합물로 환원한 다음, 상기 아미노 화합물을 디아조화한 후 샌드메이어 반응조건하에서의 염화구리(Ⅰ) 또는 쉬만 발쯔 반응 조건하에서의 테트라플루오보레이트와 반응하여 하기 구조식(Ⅸ)의 할로겐 화합물을 얻은 다음, 히드록실아민과 반응하여 베크만 재배열에 의해 얻어진 하기 구조식(Ⅹ)의 아민을 디아조화 한 후 샌드메이어 반응 조건하에서 시안화구리(Ⅰ)과 반응하는 것을 특징으로 하는 하기 구조식(Ⅰ)의 액정 할로겐 화합물을 제조하는 방법.상기식에서, A환은 1, 4-페닐렌 또는 트랜스-1, 4-시클로헥실렌이고, R1은 탄소수 1-12인 알킬 또는 알콕시 또는 CN(A가 1, 4-페닐렌일 때)이고, R2는 탄소수 1-12인 알킬 또는 알콕시 염소 또는 브롬(A가 1, 4-시클로헥실렌 일 때)이고, X는 불소, 염소 또는 수소이다. 단, 치환체 R2중 적어도 하나 또는 X가 수소원자임.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19813136624 DE3136624A1 (de) | 1981-09-15 | 1981-09-15 | Fluessigkristalline halogenverbindungen, verfahren zu ihrer herstellung, diese enthaltende dielektrika und elektrooptisches anzeigeelement |
DE31366244 | 1981-09-15 |
Publications (1)
Publication Number | Publication Date |
---|---|
KR840001615A true KR840001615A (ko) | 1984-05-16 |
Family
ID=6141731
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019820004185A KR840001615A (ko) | 1981-09-15 | 1982-09-15 | 액정 유전체 |
Country Status (10)
Country | Link |
---|---|
US (1) | US4490305A (ko) |
EP (1) | EP0074608B1 (ko) |
JP (1) | JPS58126823A (ko) |
KR (1) | KR840001615A (ko) |
AT (1) | ATE14140T1 (ko) |
CA (1) | CA1179689A (ko) |
DD (1) | DD204101A5 (ko) |
DE (2) | DE3136624A1 (ko) |
GB (1) | GB2107310B (ko) |
HK (1) | HK29286A (ko) |
Families Citing this family (42)
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DE2967129D1 (en) * | 1979-05-28 | 1984-08-30 | Merck Patent Gmbh | Liquid-crystal compositions |
DE3042391A1 (de) * | 1980-11-10 | 1982-06-16 | Merck Patent Gmbh, 6100 Darmstadt | Fluorhaltige cyclohexylbiphenylderivate, diese enthaltende dielektrika und elektrooptisches anzeigeelement |
EP0084194B1 (de) * | 1982-01-14 | 1986-04-30 | MERCK PATENT GmbH | Flüssigkristallmischungen |
DE3208089A1 (de) * | 1982-03-06 | 1983-09-08 | Merck Patent Gmbh, 6100 Darmstadt | Halogenbiphenylderivate |
DE3209178A1 (de) * | 1982-03-13 | 1983-09-15 | Merck Patent Gmbh, 6100 Darmstadt | Polyhalogenaromaten |
US4548731A (en) * | 1982-05-17 | 1985-10-22 | Chisso Corporation | 2,4-Difluorobenzene derivatives |
US4577931A (en) * | 1982-05-26 | 1986-03-25 | Epson Corporation | Liquid crystal composition |
JPS596274A (ja) * | 1982-07-05 | 1984-01-13 | Seiko Epson Corp | 液晶組成物 |
JPS5942329A (ja) * | 1982-09-03 | 1984-03-08 | Chisso Corp | 3−フルオロフエニルシクロヘキサン誘導体 |
GB2134110B (en) * | 1983-01-26 | 1987-01-14 | Secr Defence | Liquid crystal 1-fluorophenyl-2-cyclohexyl-ethanes |
US4536321A (en) * | 1983-02-18 | 1985-08-20 | Chisso Corporation | Fluorobenzene derivatives and liquid crystal compositions containing the same |
DE3315295A1 (de) * | 1983-04-27 | 1984-10-31 | Merck Patent Gmbh, 6100 Darmstadt | Fluorhaltige pyrimidinderivate |
DD215563A1 (de) * | 1983-04-29 | 1984-11-14 | Univ Halle Wittenberg | Kristallin - fluessige gemische fuer den guest-host-effekt |
DE3317597A1 (de) * | 1983-05-14 | 1984-11-15 | Merck Patent Gmbh, 6100 Darmstadt | Bicyclohexylethane |
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 |
GB8324642D0 (en) * | 1983-09-14 | 1983-10-19 | Univ Manchester | Liquid crystal storage device |
DE3405914A1 (de) * | 1984-02-18 | 1985-08-22 | Merck Patent Gmbh, 6100 Darmstadt | Fluessigkristalline verbindungen |
JPS61207347A (ja) * | 1985-03-12 | 1986-09-13 | Chisso Corp | シクロヘキサン誘導体 |
JPH0825957B2 (ja) * | 1985-03-12 | 1996-03-13 | チッソ株式会社 | ジフルオロ芳香族化合物 |
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DE3530126A1 (de) * | 1985-08-23 | 1987-02-26 | Merck Patent Gmbh | Bicyclooctanderivate |
FR2595094B1 (fr) * | 1986-02-28 | 1988-08-12 | Commissariat Energie Atomique | Difluoro-2,2' alcoxy-4 hydroxy-4' biphenyles et leurs derives, leur procede de fabrication et leur utilisation dans des dispositifs d'affichage a cristaux liquides |
JPH0735352B2 (ja) * | 1986-04-25 | 1995-04-19 | チッソ株式会社 | 3−置換ビフエニル化合物 |
US4879061A (en) * | 1986-09-29 | 1989-11-07 | Crystaloid Electronics Co. | Liquid crystalline materials and method of making same |
DE3886692T2 (de) * | 1987-05-29 | 1994-07-28 | Kanto Kagaku | Biphenylverbindung. |
US5397504A (en) * | 1987-05-29 | 1995-03-14 | Kanto Kagaku Kabushiki Kaisha | Biphenyl compound |
JPH01272537A (ja) * | 1988-04-21 | 1989-10-31 | Chisso Corp | シクロヘキサン誘導体 |
GB8813024D0 (en) * | 1988-06-02 | 1988-07-06 | Merck Patent Gmbh | Fluorinated biphenyldiole derivatives |
US6004479A (en) | 1988-07-13 | 1999-12-21 | Merck Kgaa | Matrix liquid crystal display |
JPH04500216A (ja) * | 1989-05-30 | 1992-01-16 | 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 | フルオロクロロベンゼン誘導体類 |
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JPH04506361A (ja) * | 1990-04-04 | 1992-11-05 | 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 | フェニルシクロヘキサン化合物、および液晶相 |
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DE59104951D1 (de) * | 1990-04-13 | 1995-04-20 | Merck Patent Gmbh | Flüssigkristallines medium. |
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JP4074719B2 (ja) * | 1999-01-08 | 2008-04-09 | 大日本印刷株式会社 | 情報記録媒体 |
GR1004324B (el) | 2000-11-29 | 2003-09-05 | Calino Α.Ε. | Μεθοδος και μηχανη συναρμολογησης στρωματων απο λωριδες εγκλωβισμενων ελατηριων |
JP4835021B2 (ja) * | 2004-04-09 | 2011-12-14 | Jnc株式会社 | 液晶組成物および液晶表示素子 |
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CA1106406A (en) * | 1977-11-21 | 1981-08-04 | Takashi Inukai | Liquid crystal compounds |
DE2962136D1 (en) * | 1978-07-27 | 1982-03-25 | Ugine Kuhlmann | Dielectric liquids, manufacturing process and uses |
JPS5528904A (en) * | 1978-08-18 | 1980-02-29 | Mitsubishi Petrochem Co Ltd | Preparation of biphenyl derivative |
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DE2939782A1 (de) * | 1979-09-07 | 1981-04-02 | BBC AG Brown, Boveri & Cie., Baden, Aargau | Aromatische verbindungen mit negativer dk-anisotropie |
DE2948836A1 (de) * | 1979-12-05 | 1981-06-11 | Merck Patent Gmbh, 6100 Darmstadt | Partiell hydrierte oligo-1,4-phenylene, diese enthaltende dielektrika und elektrooptisches anzeigeelement |
CH645876A5 (de) * | 1980-01-25 | 1984-10-31 | Chisso Corp | Halogenierte esterderivate mit positiver anisotropie und diese verbindungen enthaltende fluessigkristallmischungen. |
JPS56150030A (en) * | 1980-04-23 | 1981-11-20 | Chisso Corp | 4'-alkyl-4-fluorobiphenyl |
US4370486A (en) * | 1980-09-02 | 1983-01-25 | Bayer Aktiengesellschaft | Biphenyl compounds, a process for their preparation and their use as intermediate products for optical brighteners, dyestuffs, plastics and medicaments |
US4405488A (en) * | 1980-10-09 | 1983-09-20 | Chisso Corporation | Liquid-crystalline halogenobenzene derivatives |
DE3042391A1 (de) * | 1980-11-10 | 1982-06-16 | Merck Patent Gmbh, 6100 Darmstadt | Fluorhaltige cyclohexylbiphenylderivate, diese enthaltende dielektrika und elektrooptisches anzeigeelement |
JPS5879938A (ja) * | 1981-11-06 | 1983-05-13 | Asahi Glass Co Ltd | 4−(トランス−4′−アルキルシクロヘキシル)−クロロベンゼン |
DE3205766A1 (de) * | 1982-02-18 | 1983-08-25 | Merck Patent Gmbh, 6100 Darmstadt | Benzonitrile |
-
1981
- 1981-09-15 DE DE19813136624 patent/DE3136624A1/de not_active Withdrawn
-
1982
- 1982-09-08 AT AT82108238T patent/ATE14140T1/de not_active IP Right Cessation
- 1982-09-08 EP EP82108238A patent/EP0074608B1/de not_active Expired
- 1982-09-08 DE DE8282108238T patent/DE3264563D1/de not_active Expired
- 1982-09-13 DD DD82243202A patent/DD204101A5/de unknown
- 1982-09-13 CA CA000411267A patent/CA1179689A/en not_active Expired
- 1982-09-13 GB GB08226051A patent/GB2107310B/en not_active Expired
- 1982-09-14 JP JP57158988A patent/JPS58126823A/ja active Pending
- 1982-09-15 KR KR1019820004185A patent/KR840001615A/ko unknown
- 1982-09-15 US US06/418,360 patent/US4490305A/en not_active Expired - Lifetime
-
1986
- 1986-04-24 HK HK292/86A patent/HK29286A/xx unknown
Also Published As
Publication number | Publication date |
---|---|
EP0074608A2 (de) | 1983-03-23 |
GB2107310A (en) | 1983-04-27 |
EP0074608A3 (en) | 1983-07-27 |
ATE14140T1 (de) | 1985-07-15 |
CA1179689A (en) | 1984-12-18 |
DE3136624A1 (de) | 1983-03-31 |
GB2107310B (en) | 1985-09-11 |
DD204101A5 (de) | 1983-11-16 |
HK29286A (en) | 1986-05-02 |
DE3264563D1 (en) | 1985-08-08 |
EP0074608B1 (de) | 1985-07-03 |
JPS58126823A (ja) | 1983-07-28 |
US4490305A (en) | 1984-12-25 |
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