JPS6215052B2 - - Google Patents
Info
- Publication number
- JPS6215052B2 JPS6215052B2 JP4839582A JP4839582A JPS6215052B2 JP S6215052 B2 JPS6215052 B2 JP S6215052B2 JP 4839582 A JP4839582 A JP 4839582A JP 4839582 A JP4839582 A JP 4839582A JP S6215052 B2 JPS6215052 B2 JP S6215052B2
- Authority
- JP
- Japan
- Prior art keywords
- trans
- liquid crystal
- compound
- water
- type
- 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 16
- 239000000203 mixture Substances 0.000 claims description 11
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 24
- 150000001875 compounds Chemical class 0.000 description 20
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 8
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 8
- 239000013078 crystal Substances 0.000 description 6
- 239000004988 Nematic liquid crystal Substances 0.000 description 5
- 235000019441 ethanol Nutrition 0.000 description 5
- 239000010410 layer Substances 0.000 description 5
- 238000002844 melting Methods 0.000 description 5
- 230000008018 melting Effects 0.000 description 5
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 239000004990 Smectic liquid crystal Substances 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
- -1 lithium aluminum hydride Chemical compound 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 239000012044 organic layer Substances 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- XYKCCZSKCZRZST-UHFFFAOYSA-N 4-(4-butylcyclohexyl)cyclohexane-1-carboxylic acid Chemical compound C1CC(CCCC)CCC1C1CCC(C(O)=O)CC1 XYKCCZSKCZRZST-UHFFFAOYSA-N 0.000 description 1
- 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 1
- YYROPELSRYBVMQ-UHFFFAOYSA-N 4-toluenesulfonyl chloride Chemical compound CC1=CC=C(S(Cl)(=O)=O)C=C1 YYROPELSRYBVMQ-UHFFFAOYSA-N 0.000 description 1
- NWHAWRQJZXUDLX-OPMHRUBESA-N C(CCCCC)[C@@H]1CC[C@H](CC1)[C@@H]1CC[C@H](CC1)C(=O)O Chemical compound C(CCCCC)[C@@H]1CC[C@H](CC1)[C@@H]1CC[C@H](CC1)C(=O)O NWHAWRQJZXUDLX-OPMHRUBESA-N 0.000 description 1
- FLJRBFMGAYFGNF-VVPTUSLJSA-N C(CCCCCC)[C@@H]1CC[C@H](CC1)[C@@H]1CC[C@H](CC1)C(=O)O Chemical compound C(CCCCCC)[C@@H]1CC[C@H](CC1)[C@@H]1CC[C@H](CC1)C(=O)O FLJRBFMGAYFGNF-VVPTUSLJSA-N 0.000 description 1
- VRPANQODGRNWRV-GARHLSDISA-N CCCCC[C@H]1CC[C@@H](CC1)[C@H]1CC[C@@H](CC1)C(O)=O Chemical compound CCCCC[C@H]1CC[C@@H](CC1)[C@H]1CC[C@@H](CC1)C(O)=O VRPANQODGRNWRV-GARHLSDISA-N 0.000 description 1
- OQIHEFMTIUJJET-HDRKRICHSA-N CC[C@H]1CC[C@@H](CC1)[C@H]1CC[C@@H](CC1)C(O)=O Chemical compound CC[C@H]1CC[C@@H](CC1)[C@H]1CC[C@@H](CC1)C(O)=O OQIHEFMTIUJJET-HDRKRICHSA-N 0.000 description 1
- 239000008186 active pharmaceutical agent Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 239000012769 display material Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 239000012280 lithium aluminium hydride Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- WRMRXNHPYUXUHJ-UHFFFAOYSA-N methyl 4-(4-propylcyclohexyl)cyclohexane-1-carboxylate Chemical compound C1CC(CCC)CCC1C1CCC(C(=O)OC)CC1 WRMRXNHPYUXUHJ-UHFFFAOYSA-N 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- FWFGVMYFCODZRD-UHFFFAOYSA-N oxidanium;hydrogen sulfate Chemical compound O.OS(O)(=O)=O FWFGVMYFCODZRD-UHFFFAOYSA-N 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- JBJWASZNUJCEKT-UHFFFAOYSA-M sodium;hydroxide;hydrate Chemical compound O.[OH-].[Na+] JBJWASZNUJCEKT-UHFFFAOYSA-M 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Liquid Crystal Substances (AREA)
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP4839582A JPS58167535A (ja) | 1982-03-26 | 1982-03-26 | 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 |
| EP83301440A EP0090548B1 (en) | 1982-03-26 | 1983-03-15 | Liquid-crystalline compounds |
| US06/475,529 US4507222A (en) | 1982-03-26 | 1983-03-15 | Liquid-crystalline compounds |
| DE8383301440T DE3374415D1 (en) | 1982-03-26 | 1983-03-15 | Liquid-crystalline compounds |
| US06/688,618 US4704228A (en) | 1982-03-26 | 1985-01-03 | Liquid-crystalline compounds |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP4839582A JPS58167535A (ja) | 1982-03-26 | 1982-03-26 | 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 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS58167535A JPS58167535A (ja) | 1983-10-03 |
| JPS6215052B2 true JPS6215052B2 (enrdf_load_stackoverflow) | 1987-04-06 |
Family
ID=12802104
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP4839582A Granted JPS58167535A (ja) | 1982-03-26 | 1982-03-26 | 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 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS58167535A (enrdf_load_stackoverflow) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1995020021A1 (fr) * | 1994-01-25 | 1995-07-27 | Chisso Corporation | Compose a base de cristaux liquides et composition a base de cristaux liquides le contenant |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3211601A1 (de) * | 1982-03-30 | 1983-10-06 | Merck Patent Gmbh | Hydroterphenyle |
| DE3321373A1 (de) * | 1983-06-14 | 1984-12-20 | Merck Patent Gmbh, 6100 Darmstadt | Bicyclohexyle |
| JP2660702B2 (ja) * | 1987-12-14 | 1997-10-08 | チッソ株式会社 | 液晶組成物 |
| JP2011051932A (ja) * | 2009-09-02 | 2011-03-17 | Mitsubishi Gas Chemical Co Inc | ビシクロヘキサン構造を有するアルコールおよびその製造方法 |
-
1982
- 1982-03-26 JP JP4839582A patent/JPS58167535A/ja active Granted
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1995020021A1 (fr) * | 1994-01-25 | 1995-07-27 | Chisso Corporation | Compose a base de cristaux liquides et composition a base de cristaux liquides le contenant |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS58167535A (ja) | 1983-10-03 |