JPS6239136B2 - - Google Patents
Info
- Publication number
- JPS6239136B2 JPS6239136B2 JP4968981A JP4968981A JPS6239136B2 JP S6239136 B2 JPS6239136 B2 JP S6239136B2 JP 4968981 A JP4968981 A JP 4968981A JP 4968981 A JP4968981 A JP 4968981A JP S6239136 B2 JPS6239136 B2 JP S6239136B2
- Authority
- JP
- Japan
- Prior art keywords
- trans
- liquid crystal
- carbon atoms
- substituted
- alkyl group
- 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 20
- 239000000203 mixture Substances 0.000 claims description 12
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- HHNHBFLGXIUXCM-GFCCVEGCSA-N cyclohexylbenzene Chemical compound [CH]1CCCC[C@@H]1C1=CC=CC=C1 HHNHBFLGXIUXCM-GFCCVEGCSA-N 0.000 claims description 6
- 125000003545 alkoxy group Chemical group 0.000 claims description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 18
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 10
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
- 150000001875 compounds Chemical class 0.000 description 7
- 239000000463 material Substances 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 3
- CHKVPAROMQMJNQ-UHFFFAOYSA-M potassium bisulfate Chemical compound [K+].OS([O-])(=O)=O CHKVPAROMQMJNQ-UHFFFAOYSA-M 0.000 description 3
- 229910000343 potassium bisulfate Inorganic materials 0.000 description 3
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 229910000564 Raney nickel Inorganic materials 0.000 description 2
- NPXOKRUENSOPAO-UHFFFAOYSA-N Raney nickel Chemical compound [Al].[Ni] NPXOKRUENSOPAO-UHFFFAOYSA-N 0.000 description 2
- WGLPBDUCMAPZCE-UHFFFAOYSA-N Trioxochromium Chemical compound O=[Cr](=O)=O WGLPBDUCMAPZCE-UHFFFAOYSA-N 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 239000011777 magnesium Substances 0.000 description 2
- 229910052749 magnesium Inorganic materials 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 238000001953 recrystallisation Methods 0.000 description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- DYLIWHYUXAJDOJ-OWOJBTEDSA-N (e)-4-(6-aminopurin-9-yl)but-2-en-1-ol Chemical compound NC1=NC=NC2=C1N=CN2C\C=C\CO DYLIWHYUXAJDOJ-OWOJBTEDSA-N 0.000 description 1
- -1 4-substituted phenylmagnesium bromide Chemical class 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- 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
- VOEZZIYXTINFMJ-UTCHBHPLSA-N C1C[C@@H](CCC)CC[C@@H]1C1CCC(O)(C=2C=CC(OC)=CC=2)CC1 Chemical compound C1C[C@@H](CCC)CC[C@@H]1C1CCC(O)(C=2C=CC(OC)=CC=2)CC1 VOEZZIYXTINFMJ-UTCHBHPLSA-N 0.000 description 1
- YGBCZZWUEAKAFO-UBBSCCEASA-N C1C[C@@H](CCC)CC[C@@H]1[C@@H]1CC[C@@H](C=2C=CC(OC)=CC=2)CC1 Chemical compound C1C[C@@H](CCC)CC[C@@H]1[C@@H]1CC[C@@H](C=2C=CC(OC)=CC=2)CC1 YGBCZZWUEAKAFO-UBBSCCEASA-N 0.000 description 1
- PKDMCWVCMBAMBA-KBQPQWKXSA-N COC1=CC=C(C=C1)[C@@H]1CC[C@H](CC1)[C@@H]1CC[C@H](CC1)CCCCCC Chemical compound COC1=CC=C(C=C1)[C@@H]1CC[C@H](CC1)[C@@H]1CC[C@H](CC1)CCCCCC PKDMCWVCMBAMBA-KBQPQWKXSA-N 0.000 description 1
- XCNQSMOOHQLJID-UHFFFAOYSA-N C[O-].[Mg+]c1ccccc1 Chemical compound C[O-].[Mg+]c1ccccc1 XCNQSMOOHQLJID-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 239000004988 Nematic liquid crystal Substances 0.000 description 1
- 239000004990 Smectic liquid crystal Substances 0.000 description 1
- 239000008186 active pharmaceutical agent Substances 0.000 description 1
- 150000004768 bromobenzenes Chemical class 0.000 description 1
- 238000010531 catalytic reduction reaction Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- QARVLSVVCXYDNA-UHFFFAOYSA-N phenyl bromide Natural products BrC1=CC=CC=C1 QARVLSVVCXYDNA-UHFFFAOYSA-N 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 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
- C09K19/3003—Compounds containing at least two rings in which the different rings are directly linked (covalent bond)
- C09K2019/301—Cy-Cy-Ph
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Liquid Crystal Substances (AREA)
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP4968981A JPS57165328A (en) | 1981-04-02 | 1981-04-02 | 4-substituted-(trans-4'-(trans-4"-alkylcylohexyl) cyclohexyl)benzene |
| US06/358,794 US4422951A (en) | 1981-04-02 | 1982-03-16 | Liquid crystal benzene derivatives |
| DE8282301631T DE3260570D1 (en) | 1981-04-02 | 1982-03-29 | Liquid crystal benzene derivatives |
| EP82301631A EP0062470B1 (en) | 1981-04-02 | 1982-03-29 | Liquid crystal benzene derivatives |
| HK440/89A HK44089A (en) | 1981-04-02 | 1989-05-25 | Liquid crystal benzene derivatives |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP4968981A JPS57165328A (en) | 1981-04-02 | 1981-04-02 | 4-substituted-(trans-4'-(trans-4"-alkylcylohexyl) cyclohexyl)benzene |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS57165328A JPS57165328A (en) | 1982-10-12 |
| JPS6239136B2 true JPS6239136B2 (en, 2012) | 1987-08-21 |
Family
ID=12838147
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP4968981A Granted JPS57165328A (en) | 1981-04-02 | 1981-04-02 | 4-substituted-(trans-4'-(trans-4"-alkylcylohexyl) cyclohexyl)benzene |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS57165328A (en, 2012) |
Families Citing this family (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3211601A1 (de) * | 1982-03-30 | 1983-10-06 | Merck Patent Gmbh | Hydroterphenyle |
| JPH0730321B2 (ja) * | 1986-05-07 | 1995-04-05 | 株式会社日立製作所 | 液晶表示素子 |
| JP2660702B2 (ja) * | 1987-12-14 | 1997-10-08 | チッソ株式会社 | 液晶組成物 |
| JP3579728B2 (ja) | 1994-06-23 | 2004-10-20 | チッソ株式会社 | 液晶組成物および液晶表示素子 |
| TW368516B (en) * | 1995-06-05 | 1999-09-01 | Chisso Corp | Alkenylcyclohexane derivatives and liquid crystal composition |
| EP2366756B1 (en) | 2004-10-04 | 2014-10-22 | JNC Corporation | Liquid Crystal Composition and Liquid Crystal Display Element |
| DE602006005584D1 (de) | 2005-11-16 | 2009-04-23 | Chisso Corp | Flüssigkristallzusammensetzung und Flüssigkristallanzeigevorrichtung |
| US7767279B2 (en) | 2007-03-22 | 2010-08-03 | Chisso Petrochemical Corporation | Liquid crystal composition and liquid crystal display device |
| US8206610B2 (en) | 2008-08-04 | 2012-06-26 | Jnc Corporation | Liquid crystal composition and liquid crystal display device |
| US8496850B2 (en) | 2008-09-01 | 2013-07-30 | Jnc Corporation | Liquid crystal composition and liquid crystal display device |
| JP5564833B2 (ja) | 2009-05-27 | 2014-08-06 | Ｊｎｃ株式会社 | 液晶組成物および液晶表示素子 |
| TWI472598B (zh) | 2009-09-24 | 2015-02-11 | Jnc Corp | 液晶組成物以及液晶顯示元件 |
| TWI475099B (zh) | 2009-09-30 | 2015-03-01 | Jnc Corp | 液晶組成物及液晶顯示元件 |
| TWI461513B (zh) | 2009-11-17 | 2014-11-21 | Jnc Corp | 液晶組成物及液晶顯示元件 |
| JP6334171B2 (ja) | 2011-12-14 | 2018-05-30 | Jnc株式会社 | 液晶組成物および液晶表示素子 |
| CN104066815B (zh) | 2012-02-03 | 2017-03-08 | 捷恩智株式会社 | 液晶组合物与其用途以及液晶显示组件 |
| TWI550072B (zh) | 2012-04-02 | 2016-09-21 | 捷恩智股份有限公司 | 液晶組成物與其用途、及液晶顯示元件 |
| CN104302733B (zh) | 2012-05-23 | 2016-09-21 | 捷恩智株式会社 | 液晶组合物与其用途、及液晶显示组件与其制造方法 |
| TWI609069B (zh) | 2012-09-24 | 2017-12-21 | 捷恩智股份有限公司 | 液晶顯示元件、以及液晶組成物及其用途 |
| TWI544063B (zh) | 2012-12-04 | 2016-08-01 | 捷恩智股份有限公司 | 液晶組成物及其用途、液晶顯示元件 |
| JP6561873B2 (ja) | 2016-02-24 | 2019-08-21 | Jnc株式会社 | ジフルオロシクロヘキサン環を有する化合物、液晶組成物、および液晶表示素子 |
| JP2019127547A (ja) | 2018-01-25 | 2019-08-01 | Jnc株式会社 | 液晶組成物、液晶素子、および液晶組成物の液晶素子における使用 |
-
1981
- 1981-04-02 JP JP4968981A patent/JPS57165328A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS57165328A (en) | 1982-10-12 |
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