JPS60149564A - ２−（β−置換エチル）−５−置換ピリジン - Google Patents
２−（β−置換エチル）−５−置換ピリジンInfo
- Publication number
- JPS60149564A JPS60149564A JP24045483A JP24045483A JPS60149564A JP S60149564 A JPS60149564 A JP S60149564A JP 24045483 A JP24045483 A JP 24045483A JP 24045483 A JP24045483 A JP 24045483A JP S60149564 A JPS60149564 A JP S60149564A
- Authority
- JP
- Japan
- Prior art keywords
- liquid crystal
- substituted
- formula
- expressed
- ethyl
- 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.)
- Granted
Links
- -1 2-(beta-substituted ethyl)-5-substituted pyridine Chemical class 0.000 title claims abstract description 14
- 239000004973 liquid crystal related substance Substances 0.000 claims abstract description 27
- 239000000203 mixture Substances 0.000 claims abstract description 14
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 4
- 125000003545 alkoxy group Chemical group 0.000 claims abstract 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 abstract description 18
- 239000000463 material Substances 0.000 abstract description 7
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 abstract description 6
- CHKVPAROMQMJNQ-UHFFFAOYSA-M potassium bisulfate Chemical compound [K+].OS([O-])(=O)=O CHKVPAROMQMJNQ-UHFFFAOYSA-M 0.000 abstract description 3
- 229910000343 potassium bisulfate Inorganic materials 0.000 abstract description 3
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 abstract description 3
- 239000003054 catalyst Substances 0.000 abstract description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract description 2
- 239000000126 substance Substances 0.000 abstract description 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 abstract 2
- 125000002529 biphenylenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3C12)* 0.000 abstract 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 abstract 1
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 abstract 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 11
- 239000012071 phase Substances 0.000 description 8
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 238000000034 method Methods 0.000 description 5
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 4
- ZCSHNCUQKCANBX-UHFFFAOYSA-N lithium diisopropylamide Chemical compound [Li+].CC(C)[N-]C(C)C ZCSHNCUQKCANBX-UHFFFAOYSA-N 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Substances C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 3
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 3
- 150000003222 pyridines Chemical class 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 238000010531 catalytic reduction reaction Methods 0.000 description 2
- 210000004027 cell Anatomy 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 230000003287 optical effect Effects 0.000 description 2
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- XXUSEPRYHRDKFV-CTYIDZIISA-N C1C[C@@H](CCC)CC[C@@H]1C1=CC=C(C#N)C=C1 Chemical compound C1C[C@@H](CCC)CC[C@@H]1C1=CC=C(C#N)C=C1 XXUSEPRYHRDKFV-CTYIDZIISA-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
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- 239000004990 Smectic liquid crystal Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 210000002858 crystal cell Anatomy 0.000 description 1
- 125000004802 cyanophenyl group Chemical group 0.000 description 1
- 230000009977 dual effect Effects 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- UKVIEHSSVKSQBA-UHFFFAOYSA-N methane;palladium Chemical compound C.[Pd] UKVIEHSSVKSQBA-UHFFFAOYSA-N 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 150000003613 toluenes Chemical class 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
Landscapes
- Pyridine Compounds (AREA)
- Liquid Crystal Substances (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP24045483A JPS60149564A (ja) | 1983-12-20 | 1983-12-20 | ２−（β−置換エチル）−５−置換ピリジン |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP24045483A JPS60149564A (ja) | 1983-12-20 | 1983-12-20 | ２−（β−置換エチル）−５−置換ピリジン |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS60149564A true JPS60149564A (ja) | 1985-08-07 |
| JPH045021B2 JPH045021B2 (en, 2012) | 1992-01-30 |
Family
ID=17059735
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP24045483A Granted JPS60149564A (ja) | 1983-12-20 | 1983-12-20 | ２−（β−置換エチル）−５−置換ピリジン |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS60149564A (en, 2012) |
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4642199A (en) * | 1984-06-13 | 1987-02-10 | Chisso Corporation | Novel liquid crystal compounds and liquid crystal compositions containing same |
| US4659500A (en) * | 1984-09-11 | 1987-04-21 | Chisso Corporation | Ester derivative having a positive dielectric anisotropy |
| US4659503A (en) * | 1983-12-21 | 1987-04-21 | Merck Patent Gesellschaft Mit Beschrankter Huftung | Pyridylthiophenes |
| US4668426A (en) * | 1984-04-09 | 1987-05-26 | VEB Werk f/u/ r Fernsehelektronik im VEB Kombinat Mikroelektronik | Liquid crystalline substances |
| US4668425A (en) * | 1985-06-05 | 1987-05-26 | Chisso Corporation | Novel liquid crystal compound |
| DE3600052A1 (de) * | 1986-01-03 | 1987-07-09 | Merck Patent Gmbh | Heterocyclische verbindungen |
| US4684220A (en) * | 1984-07-12 | 1987-08-04 | Seiko Epson Kabushiki Kaisha | 2-phenylpyridine derivatives and liquid crystal compositions including same |
| US4698176A (en) * | 1984-01-11 | 1987-10-06 | The Secretary Of State For Defence In Her Britannic Majesty's Government Of The United Kingdom Of Great Britain And Northern Ireland | Heterocyclically substituted ethanes and their use in liquid crystal materials and devices |
| US4715984A (en) * | 1985-01-22 | 1987-12-29 | Merck Patent Gesellschaft Mit Beschrankter Haftung | Liquid-crystalline dihydroazines |
| EP0308794A3 (en) * | 1987-09-19 | 1989-10-11 | Hoechst Aktiengesellschaft | Liquid crystal phenyl pyrimidine ester of cyclohexane-carboxylic acid with a smectic phase, process for its preparation and its use in liquid crystal mixtures |
| EP0264883A3 (en) * | 1986-10-21 | 1990-04-04 | Banyu Pharmaceutical Co., Ltd. | Substituted pyridine derivatives |
-
1983
- 1983-12-20 JP JP24045483A patent/JPS60149564A/ja active Granted
Cited By (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4659503A (en) * | 1983-12-21 | 1987-04-21 | Merck Patent Gesellschaft Mit Beschrankter Huftung | Pyridylthiophenes |
| US4698176A (en) * | 1984-01-11 | 1987-10-06 | The Secretary Of State For Defence In Her Britannic Majesty's Government Of The United Kingdom Of Great Britain And Northern Ireland | Heterocyclically substituted ethanes and their use in liquid crystal materials and devices |
| US4668426A (en) * | 1984-04-09 | 1987-05-26 | VEB Werk f/u/ r Fernsehelektronik im VEB Kombinat Mikroelektronik | Liquid crystalline substances |
| US4642199A (en) * | 1984-06-13 | 1987-02-10 | Chisso Corporation | Novel liquid crystal compounds and liquid crystal compositions containing same |
| US4879060A (en) * | 1984-07-12 | 1989-11-07 | Seiko Epson Kabushiki Kaisha | 2-phenylpyridine derivatives and liquid crystal compositions including same |
| US4684220A (en) * | 1984-07-12 | 1987-08-04 | Seiko Epson Kabushiki Kaisha | 2-phenylpyridine derivatives and liquid crystal compositions including same |
| US4659500A (en) * | 1984-09-11 | 1987-04-21 | Chisso Corporation | Ester derivative having a positive dielectric anisotropy |
| US4715984A (en) * | 1985-01-22 | 1987-12-29 | Merck Patent Gesellschaft Mit Beschrankter Haftung | Liquid-crystalline dihydroazines |
| US4668425A (en) * | 1985-06-05 | 1987-05-26 | Chisso Corporation | Novel liquid crystal compound |
| DE3600052A1 (de) * | 1986-01-03 | 1987-07-09 | Merck Patent Gmbh | Heterocyclische verbindungen |
| WO1987004158A2 (en) | 1986-01-03 | 1987-07-16 | MERCK Patent Gesellschaft mit beschränkter Haftung | Heterocyclic compounds as components of liquid crystal phases |
| WO1987004158A3 (fr) * | 1986-01-03 | 1987-10-22 | Merck Patent Gmbh | Composes heterocycliques utilises comme composants de phases de cristaux liquides |
| US4913837A (en) * | 1986-01-03 | 1990-04-03 | Merck Patent Gesellschaft Mit Beschrankter Haftung | Heterocyclic compounds |
| EP0473208A3 (en) * | 1986-01-03 | 1992-04-15 | Merck Patent Gesellschaft Mit Beschraenkter Haftung | Liquid crystal compounds containing a pyrazine or pyridine ring |
| EP0264883A3 (en) * | 1986-10-21 | 1990-04-04 | Banyu Pharmaceutical Co., Ltd. | Substituted pyridine derivatives |
| EP0308794A3 (en) * | 1987-09-19 | 1989-10-11 | Hoechst Aktiengesellschaft | Liquid crystal phenyl pyrimidine ester of cyclohexane-carboxylic acid with a smectic phase, process for its preparation and its use in liquid crystal mixtures |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH045021B2 (en, 2012) | 1992-01-30 |
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