JPS6144862B2 - - Google Patents
Info
- Publication number
- JPS6144862B2 JPS6144862B2 JP55077322A JP7732280A JPS6144862B2 JP S6144862 B2 JPS6144862 B2 JP S6144862B2 JP 55077322 A JP55077322 A JP 55077322A JP 7732280 A JP7732280 A JP 7732280A JP S6144862 B2 JPS6144862 B2 JP S6144862B2
- Authority
- JP
- Japan
- Prior art keywords
- trans
- liquid crystal
- cyclohexanecarboxylic acid
- cyanobiphenyl
- alkylcyclohexyl
- 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
- 239000004973 liquid crystal related substance Substances 0.000 claims description 17
- 239000000203 mixture Substances 0.000 claims description 9
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- 150000001875 compounds Chemical class 0.000 description 6
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 6
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- -1 cyanobiphenyl ester Chemical class 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 2
- JXPGQFKJNKWDKP-UHFFFAOYSA-N 4-(4-propylcyclohexyl)cyclohexane-1-carboxylic acid Chemical compound C1CC(CCC)CCC1C1CCC(C(O)=O)CC1 JXPGQFKJNKWDKP-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 238000000921 elemental analysis Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 2
- ZRMIETZFPZGBEB-UHFFFAOYSA-N 4-(4-hydroxyphenyl)benzonitrile Chemical group C1=CC(O)=CC=C1C1=CC=C(C#N)C=C1 ZRMIETZFPZGBEB-UHFFFAOYSA-N 0.000 description 1
- GPGGNNIMKOVSAG-UHFFFAOYSA-N 4-(4-octoxyphenyl)benzonitrile Chemical group C1=CC(OCCCCCCCC)=CC=C1C1=CC=C(C#N)C=C1 GPGGNNIMKOVSAG-UHFFFAOYSA-N 0.000 description 1
- RZCQJZFWJZHMPK-UHFFFAOYSA-N 4-(4-propoxyphenyl)benzonitrile Chemical group C1=CC(OCCC)=CC=C1C1=CC=C(C#N)C=C1 RZCQJZFWJZHMPK-UHFFFAOYSA-N 0.000 description 1
- MTNZGYZWCQZBFV-UHFFFAOYSA-N 4-(4-propylcyclohexyl)cyclohexane-1-carbonyl chloride Chemical compound C1CC(CCC)CCC1C1CCC(C(Cl)=O)CC1 MTNZGYZWCQZBFV-UHFFFAOYSA-N 0.000 description 1
- HHPCNRKYVYWYAU-UHFFFAOYSA-N 4-cyano-4'-pentylbiphenyl Chemical group C1=CC(CCCCC)=CC=C1C1=CC=C(C#N)C=C1 HHPCNRKYVYWYAU-UHFFFAOYSA-N 0.000 description 1
- JXPGQFKJNKWDKP-KTSLABGISA-N C1C[C@@H](CCC)CC[C@@H]1[C@@H]1CC[C@@H](C(O)=O)CC1 Chemical compound C1C[C@@H](CCC)CC[C@@H]1[C@@H]1CC[C@@H](C(O)=O)CC1 JXPGQFKJNKWDKP-KTSLABGISA-N 0.000 description 1
- FURZYCFZFBYJBT-JCNLHEQBSA-N C1C[C@@H](CCCCC)CC[C@@H]1C1=CC=C(C#N)C=C1 Chemical compound C1C[C@@H](CCCCC)CC[C@@H]1C1=CC=C(C#N)C=C1 FURZYCFZFBYJBT-JCNLHEQBSA-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
- 239000007864 aqueous solution Substances 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C61/00—Compounds having carboxyl groups bound to carbon atoms of rings other than six-membered aromatic rings
- C07C61/15—Saturated compounds 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
- C09K19/30—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
- C09K19/3066—Cyclohexane rings in which the rings are linked by a chain containing carbon and oxygen atoms, e.g. esters or ethers
- C09K19/3068—Cyclohexane rings in which the rings are linked by a chain containing carbon and oxygen atoms, e.g. esters or ethers chain containing -COO- or -OCO- groups
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 |
|---|---|---|---|
| JP7732280A JPS574960A (en) | 1980-06-09 | 1980-06-09 | 4'''-cyanobiphenyl trans-4-(trans-4'-alkylcyclohexyl)- cyclohexanecarboxylate |
| US06/278,205 US4387039A (en) | 1980-06-09 | 1981-06-26 | Trans-4-(trans-4'-alkylcyclohexyl)-cyclohexane carboxylic acid 4'"-cyanobiphenyl ester |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP7732280A JPS574960A (en) | 1980-06-09 | 1980-06-09 | 4'''-cyanobiphenyl trans-4-(trans-4'-alkylcyclohexyl)- cyclohexanecarboxylate |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS574960A JPS574960A (en) | 1982-01-11 |
| JPS6144862B2 true JPS6144862B2 (US20030157376A1-20030821-M00001.png) | 1986-10-04 |
Family
ID=13630692
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP7732280A Granted JPS574960A (en) | 1980-06-09 | 1980-06-09 | 4'''-cyanobiphenyl trans-4-(trans-4'-alkylcyclohexyl)- cyclohexanecarboxylate |
Country Status (2)
| Country | Link |
|---|---|
| US (1) | US4387039A (US20030157376A1-20030821-M00001.png) |
| JP (1) | JPS574960A (US20030157376A1-20030821-M00001.png) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2019177018A1 (ja) | 2018-03-13 | 2019-09-19 | 株式会社プラ技研 | フレキシブルチューブの製造装置 |
| WO2020262480A1 (ja) | 2019-06-26 | 2020-12-30 | 株式会社プラ技研 | フレキシブルチューブの製造装置 |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3221462A1 (de) * | 1981-06-18 | 1983-01-05 | F. Hoffmann-La Roche & Co AG, 4002 Basel | Fluessigkristallines gemisch |
| JPS58140045A (ja) * | 1982-02-15 | 1983-08-19 | Kanto Kagaku Kk | 液晶化合物，液晶組成物並びに液晶表示素子 |
| DE3206269A1 (de) * | 1982-02-20 | 1983-09-01 | Merck Patent Gmbh, 6100 Darmstadt | Bicyclohexylderivate |
| DE3211601A1 (de) * | 1982-03-30 | 1983-10-06 | Merck Patent Gmbh | Hydroterphenyle |
| US4502974A (en) * | 1982-03-31 | 1985-03-05 | Chisso Corporation | High temperature liquid-crystalline ester compounds |
| 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 |
| 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 |
| GB2132612B (en) * | 1982-10-30 | 1986-01-22 | Dainippon Ink & Chemicals | Nematic liquid crystalline cyclohexyl esters |
| DE3466878D1 (en) * | 1983-11-02 | 1987-11-26 | Hoffmann La Roche | Liquid crystals: derivatives of cyclohexylbenzene and cyclohexylbiphenyl |
| US4759870A (en) * | 1984-08-14 | 1988-07-26 | Casio Computer Co., Ltd. | Liquid crystal composition |
| US4740328A (en) * | 1986-02-14 | 1988-04-26 | Casio Computer Co., Ltd. | Liquid crystal composition |
| CN109824543B (zh) * | 2017-11-23 | 2022-02-22 | 江苏和成显示科技有限公司 | 一种化合物及其液晶组合物和应用 |
Family Cites Families (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4013582A (en) * | 1976-06-17 | 1977-03-22 | Rca Corporation | Liquid crystal compounds and electro-optic devices incorporating them |
| US4113647A (en) * | 1976-08-13 | 1978-09-12 | The Secretary Of State For Defence In Her Britannic Majesty's Government Of The United Kingdom Of Great Britain And Northern Ireland | Liquid crystalline materials |
| US4029595A (en) * | 1976-09-17 | 1977-06-14 | Rca Corporation | Novel liquid crystal compounds and electro-optic devices incorporating them |
| JPS5421978A (en) * | 1977-07-19 | 1979-02-19 | Canon Inc | Liquid crystal composition |
| US4253740A (en) * | 1977-09-12 | 1981-03-03 | The Secretary Of State For Defence In Her Britannic Majesty's Government Of The United Kingdom Of Great Britain And Northern Ireland | Liquid crystal materials and devices containing them |
| GB2009219B (en) * | 1977-11-02 | 1982-04-28 | Secr Defence | Liquid ctystal material mixtures and devices incorporating such mixtures |
| DE2800553A1 (de) * | 1978-01-07 | 1979-07-12 | Merck Patent Gmbh | Cyclohexanderivate |
| JPS5499785A (en) * | 1978-01-24 | 1979-08-06 | Asahi Glass Co Ltd | Liquid crystal composition |
| DE2832112C2 (de) * | 1978-07-21 | 1985-06-05 | Merck Patent Gmbh, 6100 Darmstadt | Flüssigkristallines Dielektrikum |
| US4261652A (en) * | 1978-08-04 | 1981-04-14 | The Secretary Of State For Defence In Her Britannic Majesty's Government Of The United Kingdom Of Great Britain And Northern Ireland | Liquid crystal compounds and materials and devices containing them |
| GB2031010B (en) * | 1978-09-13 | 1983-02-09 | Secr Defence | Liquid crystal materials |
| US4228030A (en) * | 1979-02-28 | 1980-10-14 | General Electric Company | Liquid crystal compositions |
| DE2967129D1 (en) * | 1979-05-28 | 1984-08-30 | Merck Patent Gmbh | Liquid-crystal compositions |
| DE2933611A1 (de) * | 1979-07-18 | 1981-02-12 | Bbc Brown Boveri & Cie | Cyclohexylcyclohexanoate |
| DE2933563A1 (de) * | 1979-07-18 | 1981-02-05 | Bbc Brown Boveri & Cie | Anisotrope verbindungen mit negativer dk-anisotropie |
| DE2964269D1 (en) * | 1979-07-20 | 1983-01-20 | Merck Patent Gmbh | Anisotropic carboxylic-acid-4-cyclohexylphenyl esters and mixtures of liquid crystals containing them |
| JPS5721359A (en) * | 1980-07-15 | 1982-02-04 | Chisso Corp | 4'''-cyano-4"-biphenylyl 4-(trans-4'-alkylcyclohexyl)benzoate |
-
1980
- 1980-06-09 JP JP7732280A patent/JPS574960A/ja active Granted
-
1981
- 1981-06-26 US US06/278,205 patent/US4387039A/en not_active Expired - Lifetime
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2019177018A1 (ja) | 2018-03-13 | 2019-09-19 | 株式会社プラ技研 | フレキシブルチューブの製造装置 |
| KR20190108586A (ko) | 2018-03-13 | 2019-09-24 | 가부시키가이샤 프라 기켄 | 플렉시블 튜브의 제조 장치 |
| US11597132B2 (en) | 2018-03-13 | 2023-03-07 | Pla Giken Co., Ltd. | Flexible tube production apparatus |
| WO2020262480A1 (ja) | 2019-06-26 | 2020-12-30 | 株式会社プラ技研 | フレキシブルチューブの製造装置 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS574960A (en) | 1982-01-11 |
| US4387039A (en) | 1983-06-07 |
