JPS60163865A - ２−置換エチル−５−置換ピリジン - Google Patents
２−置換エチル−５−置換ピリジンInfo
- Publication number
- JPS60163865A JPS60163865A JP1808584A JP1808584A JPS60163865A JP S60163865 A JPS60163865 A JP S60163865A JP 1808584 A JP1808584 A JP 1808584A JP 1808584 A JP1808584 A JP 1808584A JP S60163865 A JPS60163865 A JP S60163865A
- Authority
- JP
- Japan
- Prior art keywords
- liquid crystal
- formula
- substituted
- compound
- 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-substituted-ethyl-5-substituted-pyridine Chemical class 0.000 title claims abstract description 23
- 239000004973 liquid crystal related substance Substances 0.000 claims abstract description 34
- 239000000203 mixture Substances 0.000 claims abstract description 18
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 4
- 125000003545 alkoxy group Chemical group 0.000 claims abstract 2
- 229910052801 chlorine Inorganic materials 0.000 claims abstract 2
- 229910052731 fluorine Inorganic materials 0.000 claims abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 1
- 239000000460 chlorine Substances 0.000 claims 1
- 239000011737 fluorine Substances 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 abstract description 20
- 239000000463 material Substances 0.000 abstract description 8
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 abstract description 6
- 238000010531 catalytic reduction reaction Methods 0.000 abstract description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract description 3
- 125000005843 halogen group Chemical group 0.000 abstract description 3
- 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
- 239000000126 substance Substances 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
- 229910052736 halogen Inorganic materials 0.000 abstract description 2
- ZCSHNCUQKCANBX-UHFFFAOYSA-N lithium diisopropylamide Chemical compound [Li+].CC(C)[N-]C(C)C ZCSHNCUQKCANBX-UHFFFAOYSA-N 0.000 abstract 2
- 125000002529 biphenylenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3C12)* 0.000 abstract 1
- 125000004956 cyclohexylene group Chemical group 0.000 abstract 1
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 abstract 1
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 abstract 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 19
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 6
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 238000002844 melting Methods 0.000 description 5
- 230000008018 melting Effects 0.000 description 5
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- 210000004027 cell Anatomy 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 239000004990 Smectic liquid crystal Substances 0.000 description 3
- UKVIEHSSVKSQBA-UHFFFAOYSA-N methane;palladium Chemical compound C.[Pd] UKVIEHSSVKSQBA-UHFFFAOYSA-N 0.000 description 3
- 230000007935 neutral effect Effects 0.000 description 3
- 230000003287 optical effect Effects 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- UOQXIWFBQSVDPP-UHFFFAOYSA-N 4-fluorobenzaldehyde Chemical compound FC1=CC=C(C=O)C=C1 UOQXIWFBQSVDPP-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 210000002858 crystal cell Anatomy 0.000 description 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 2
- 229910052744 lithium Inorganic materials 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 150000003613 toluenes Chemical class 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- ZVMXCNFUJPLQFT-UHFFFAOYSA-N 4-(4-fluorophenyl)benzaldehyde Chemical compound C1=CC(F)=CC=C1C1=CC=C(C=O)C=C1 ZVMXCNFUJPLQFT-UHFFFAOYSA-N 0.000 description 1
- WZWIQYMTQZCSKI-UHFFFAOYSA-N 4-cyanobenzaldehyde Chemical compound O=CC1=CC=C(C#N)C=C1 WZWIQYMTQZCSKI-UHFFFAOYSA-N 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 125000004802 cyanophenyl group Chemical group 0.000 description 1
- IGARGHRYKHJQSM-UHFFFAOYSA-N cyclohexylbenzene Chemical compound C1CCCCC1C1=CC=CC=C1 IGARGHRYKHJQSM-UHFFFAOYSA-N 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Substances C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
Landscapes
- Liquid Crystal (AREA)
- Pyridine Compounds (AREA)
- Liquid Crystal Substances (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1808584A JPS60163865A (ja) | 1984-02-03 | 1984-02-03 | ２−置換エチル−５−置換ピリジン |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1808584A JPS60163865A (ja) | 1984-02-03 | 1984-02-03 | ２−置換エチル−５−置換ピリジン |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS60163865A true JPS60163865A (ja) | 1985-08-26 |
| JPH055830B2 JPH055830B2 (enrdf_load_stackoverflow) | 1993-01-25 |
Family
ID=11961804
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP1808584A Granted JPS60163865A (ja) | 1984-02-03 | 1984-02-03 | ２−置換エチル−５−置換ピリジン |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS60163865A (enrdf_load_stackoverflow) |
Cited By (5)
| 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 |
| 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 |
| EP0264883A3 (en) * | 1986-10-21 | 1990-04-04 | Banyu Pharmaceutical Co., Ltd. | Substituted pyridine derivatives |
-
1984
- 1984-02-03 JP JP1808584A patent/JPS60163865A/ja active Granted
Cited By (8)
| 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 |
| 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 |
| 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 |
| EP0264883A3 (en) * | 1986-10-21 | 1990-04-04 | Banyu Pharmaceutical Co., Ltd. | Substituted pyridine derivatives |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH055830B2 (enrdf_load_stackoverflow) | 1993-01-25 |
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