JPH0255409B2 - - Google Patents
Info
- Publication number
- JPH0255409B2 JPH0255409B2 JP60000715A JP71585A JPH0255409B2 JP H0255409 B2 JPH0255409 B2 JP H0255409B2 JP 60000715 A JP60000715 A JP 60000715A JP 71585 A JP71585 A JP 71585A JP H0255409 B2 JPH0255409 B2 JP H0255409B2
- Authority
- JP
- Japan
- Prior art keywords
- trans
- point
- liquid crystal
- compound
- compounds
- Prior art date
- Legal status (The legal status 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 status listed.)
- Expired
Links
- 150000001875 compounds Chemical class 0.000 claims description 28
- 239000004973 liquid crystal related substance Substances 0.000 claims description 25
- 239000000203 mixture Substances 0.000 claims description 11
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 claims description 7
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- 239000012071 phase Substances 0.000 description 13
- QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 description 12
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- 230000007704 transition Effects 0.000 description 8
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 6
- 229910052799 carbon Inorganic materials 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 239000004988 Nematic liquid crystal Substances 0.000 description 3
- 239000004990 Smectic liquid crystal Substances 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 2
- 238000001953 recrystallisation Methods 0.000 description 2
- NWZSZGALRFJKBT-KNIFDHDWSA-N (2s)-2,6-diaminohexanoic acid;(2s)-2-hydroxybutanedioic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O.NCCCC[C@H](N)C(O)=O NWZSZGALRFJKBT-KNIFDHDWSA-N 0.000 description 1
- YJTKZCDBKVTVBY-UHFFFAOYSA-N 1,3-Diphenylbenzene Chemical class C1=CC=CC=C1C1=CC=CC(C=2C=CC=CC=2)=C1 YJTKZCDBKVTVBY-UHFFFAOYSA-N 0.000 description 1
- NSGMZTNTQKRAFA-UHFFFAOYSA-N 4-(4-heptylcyclohexyl)benzonitrile Chemical compound C1CC(CCCCCCC)CCC1C1=CC=C(C#N)C=C1 NSGMZTNTQKRAFA-UHFFFAOYSA-N 0.000 description 1
- FURZYCFZFBYJBT-UHFFFAOYSA-N 4-(4-pentylcyclohexyl)benzonitrile Chemical compound C1CC(CCCCC)CCC1C1=CC=C(C#N)C=C1 FURZYCFZFBYJBT-UHFFFAOYSA-N 0.000 description 1
- XXUSEPRYHRDKFV-UHFFFAOYSA-N 4-(4-propylcyclohexyl)benzonitrile Chemical compound C1CC(CCC)CCC1C1=CC=C(C#N)C=C1 XXUSEPRYHRDKFV-UHFFFAOYSA-N 0.000 description 1
- GZMMUVKMQPSLLS-YSXIEMCBSA-N C1C[C@@H](CCC)CC[C@@H]1[C@@H]1CC[C@@H](C=2C=CC=CC=2)CC1 Chemical compound C1C[C@@H](CCC)CC[C@@H]1[C@@H]1CC[C@@H](C=2C=CC=CC=2)CC1 GZMMUVKMQPSLLS-YSXIEMCBSA-N 0.000 description 1
- LWAPZSAZOVPOIO-MGCOHNPYSA-N CCC[C@H]1CC[C@H](CC(Cl)=O)CC1 Chemical compound CCC[C@H]1CC[C@H](CC(Cl)=O)CC1 LWAPZSAZOVPOIO-MGCOHNPYSA-N 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- 239000008186 active pharmaceutical agent Substances 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- -1 biphenyl-based Chemical class 0.000 description 1
- 230000003098 cholesteric effect Effects 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- IGARGHRYKHJQSM-UHFFFAOYSA-N cyclohexylbenzene Chemical compound C1CCCCC1C1=CC=CC=C1 IGARGHRYKHJQSM-UHFFFAOYSA-N 0.000 description 1
- 239000012769 display material Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- IKDUDTNKRLTJSI-UHFFFAOYSA-N hydrazine monohydrate Substances O.NN IKDUDTNKRLTJSI-UHFFFAOYSA-N 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- LIDDQKAMUXHIQD-UHFFFAOYSA-N phenyl 2-benzoyloxybenzoate Chemical class C=1C=CC=CC=1C(=O)OC1=CC=CC=C1C(=O)OC1=CC=CC=C1 LIDDQKAMUXHIQD-UHFFFAOYSA-N 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- 238000005406 washing Methods 0.000 description 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
- 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
- C09K19/3028—Cyclohexane rings in which at least two rings are linked by a carbon chain containing carbon to carbon single bonds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C13/00—Cyclic hydrocarbons containing rings other than, or in addition to, six-membered aromatic rings
- C07C13/28—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Liquid Crystal Substances (AREA)
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP60000715A JPS61158937A (ja) | 1985-01-07 | 1985-01-07 | 高温用新規液晶化合物 |
| US06/816,740 US4684478A (en) | 1985-01-07 | 1986-01-06 | Novel liquid crystal compound for high temperatures |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP60000715A JPS61158937A (ja) | 1985-01-07 | 1985-01-07 | 高温用新規液晶化合物 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS61158937A JPS61158937A (ja) | 1986-07-18 |
| JPH0255409B2 true JPH0255409B2 (enExample) | 1990-11-27 |
Family
ID=11481454
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP60000715A Granted JPS61158937A (ja) | 1985-01-07 | 1985-01-07 | 高温用新規液晶化合物 |
Country Status (2)
| Country | Link |
|---|---|
| US (1) | US4684478A (enExample) |
| JP (1) | JPS61158937A (enExample) |
Family Cites Families (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 |
| 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 |
| JPS6033411B2 (ja) * | 1981-03-06 | 1985-08-02 | 大日本インキ化学工業株式会社 | １−シクロヘキシル−２−シクロヘキシルフエニルエタン誘導体 |
| JPS588023A (ja) * | 1981-07-09 | 1983-01-18 | Dainippon Ink & Chem Inc | １，２−ジ−（シクロヘキシルフエニル）エタン誘導体 |
| JPS5933565B2 (ja) * | 1981-07-09 | 1984-08-16 | 大日本インキ化学工業株式会社 | １−シクロヘキシル−２−シクロヘキシルビフエニルエタン誘導体 |
| DE3211601A1 (de) * | 1982-03-30 | 1983-10-06 | Merck Patent Gmbh | Hydroterphenyle |
| US4393258A (en) * | 1982-06-10 | 1983-07-12 | Dainippon Mk & Chemicals Inc. | 1-Cyclohexyl-2-cyclohexylphenylethane derivatives |
| US4472592A (en) * | 1982-07-09 | 1984-09-18 | Dainippon Ink And Chemicals, Inc. | Nematic liquid crystalline compounds |
| DE3364938D1 (en) * | 1982-07-28 | 1986-09-04 | Hoffmann La Roche | Tetra- and pentacyclic monoesters |
| JPS5939835A (ja) * | 1982-08-27 | 1984-03-05 | Asahi Glass Co Ltd | １−（トランス−４−アルキルシクロヘキシル）−２−｛トランス−４′−（ｐ−置換フエニル）シクロヘキシル｝エタン |
| JPS59110630A (ja) * | 1982-12-17 | 1984-06-26 | Dainippon Ink & Chem Inc | １−シクロヘキシル−２−シクロヘキシルビフエニルエタン誘導体 |
| GB2134110B (en) * | 1983-01-26 | 1987-01-14 | Secr Defence | Liquid crystal 1-fluorophenyl-2-cyclohexyl-ethanes |
| DE3317597A1 (de) * | 1983-05-14 | 1984-11-15 | Merck Patent Gmbh, 6100 Darmstadt | Bicyclohexylethane |
| DE3410734A1 (de) * | 1984-03-23 | 1985-10-03 | Merck Patent Gmbh, 6100 Darmstadt | Nematische verbindungen |
| DE3468860D1 (en) * | 1983-08-04 | 1988-02-25 | Merck Patent Gmbh | Nematic compounds |
| DE3401320A1 (de) * | 1984-01-17 | 1985-07-25 | Merck Patent Gmbh, 6100 Darmstadt | Ethanderivate |
| US4583326A (en) * | 1984-03-15 | 1986-04-22 | Amada Company, Limited | Abrading machine for abrading a welded seam in an elongated workpiece |
| DE3410733A1 (de) * | 1984-03-23 | 1985-10-03 | Merck Patent Gmbh, 6100 Darmstadt | Cyclohexanderivate |
-
1985
- 1985-01-07 JP JP60000715A patent/JPS61158937A/ja active Granted
-
1986
- 1986-01-06 US US06/816,740 patent/US4684478A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| US4684478A (en) | 1987-08-04 |
| JPS61158937A (ja) | 1986-07-18 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JPS5933565B2 (ja) | １−シクロヘキシル−２−シクロヘキシルビフエニルエタン誘導体 | |
| JPH0253415B2 (enExample) | ||
| US4908152A (en) | Cyclohexane derivative | |
| US4816179A (en) | Dihalogeno-aromatic compound | |
| JPS63310838A (ja) | トラン型新規液晶化合物 | |
| JPS6033411B2 (ja) | １−シクロヘキシル−２−シクロヘキシルフエニルエタン誘導体 | |
| JPH0255409B2 (enExample) | ||
| JPS59141527A (ja) | 部分還元されたナフタリン誘導体 | |
| JPS59110631A (ja) | １，４−ジ−（シクロヘキシルエチル）ビフエニル誘導体 | |
| JPS58167535A (ja) | トランス，トランス−４−アルキル−４′−アルキルオキシメチルビシクロヘキサン類 | |
| JPS5933566B2 (ja) | １，４−ジ−（シクロヘキシルエチル）ビフエニル誘導体 | |
| JPH0669987B2 (ja) | 正の誘電異方性の大きい安息香酸誘導体 | |
| JPH0320378B2 (enExample) | ||
| JPS60237048A (ja) | エステル化合物 | |
| JP2500687B2 (ja) | ビシクロヘキシルトラン誘導体 | |
| JPS59110630A (ja) | １−シクロヘキシル−２−シクロヘキシルビフエニルエタン誘導体 | |
| JPS63152334A (ja) | トラン型新規液晶化合物 | |
| JPH0339051B2 (enExample) | ||
| JP2881994B2 (ja) | シクロヘキシルシクロヘキサン誘導体 | |
| JPS62286943A (ja) | ４′−置換ビフエニルクロチルエ−テル誘導体 | |
| JP3005097B2 (ja) | １−ジヒドロフェニル−３，５−ジフロロベンゼン誘導体 | |
| JPS60204780A (ja) | ４−（トランス−５−アルキル−１，３−ジオキサ−２−イル）安息香酸誘導体 | |
| JPH062696B2 (ja) | トラン型新規液晶化合物 | |
| JPH037653B2 (enExample) | ||
| JPH0350734B2 (enExample) |