JPH0133091B2 - - Google Patents
Info
- Publication number
- JPH0133091B2 JPH0133091B2 JP11137781A JP11137781A JPH0133091B2 JP H0133091 B2 JPH0133091 B2 JP H0133091B2 JP 11137781 A JP11137781 A JP 11137781A JP 11137781 A JP11137781 A JP 11137781A JP H0133091 B2 JPH0133091 B2 JP H0133091B2
- Authority
- JP
- Japan
- Prior art keywords
- trans
- butylcyclohexyl
- benzene
- liquid crystal
- 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
- 150000001875 compounds Chemical class 0.000 claims description 21
- 125000000217 alkyl group Chemical group 0.000 claims 5
- 125000004432 carbon atom Chemical group C* 0.000 claims 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 18
- 239000004973 liquid crystal related substance Substances 0.000 description 15
- 239000000203 mixture Substances 0.000 description 15
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 239000000243 solution Substances 0.000 description 8
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 7
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
- 238000010992 reflux Methods 0.000 description 5
- -1 4-(trans-4'-n-butylcyclohexyl)-benzamide Chemical compound 0.000 description 4
- 239000004988 Nematic liquid crystal Substances 0.000 description 4
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Substances C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 4
- 239000003518 caustics Substances 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 229910052700 potassium Inorganic materials 0.000 description 4
- 239000011591 potassium Substances 0.000 description 4
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 4
- FBAJLZQXONMOCA-UHFFFAOYSA-N (2,2-dioxo-1,3,2,4-dioxathiazetidin-4-ium-4-ylidene)azanide Chemical compound [N-]=[N+]1OS(=O)(=O)O1 FBAJLZQXONMOCA-UHFFFAOYSA-N 0.000 description 3
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N N-phenyl amine Natural products NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 230000008859 change Effects 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 230000007704 transition Effects 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- PPNWWXMQDCANIA-QAQDUYKDSA-N C(CC)OC1=CC=C(C=C1)[C@@H]1CC[C@H](CC1)CCCC Chemical compound C(CC)OC1=CC=C(C=C1)[C@@H]1CC[C@H](CC1)CCCC PPNWWXMQDCANIA-QAQDUYKDSA-N 0.000 description 2
- JTSARQMEFWLSHO-IYARVYRRSA-N C(CCC)OC1=CC=C(C=C1)[C@@H]1CC[C@H](CC1)CCCC Chemical compound C(CCC)OC1=CC=C(C=C1)[C@@H]1CC[C@H](CC1)CCCC JTSARQMEFWLSHO-IYARVYRRSA-N 0.000 description 2
- PJMBOIZYPWOVBF-WGSAOQKQSA-N C(CCCC)OC1=CC=C(C=C1)[C@@H]1CC[C@H](CC1)CCCC Chemical compound C(CCCC)OC1=CC=C(C=C1)[C@@H]1CC[C@H](CC1)CCCC PJMBOIZYPWOVBF-WGSAOQKQSA-N 0.000 description 2
- ZOBUJRCPXYYOIH-MXVIHJGJSA-N C(CCCCC)OC1=CC=C(C=C1)[C@@H]1CC[C@H](CC1)CCCC Chemical compound C(CCCCC)OC1=CC=C(C=C1)[C@@H]1CC[C@H](CC1)CCCC ZOBUJRCPXYYOIH-MXVIHJGJSA-N 0.000 description 2
- QTBUMYNRHRINGJ-HZCBDIJESA-N C(CCCCCCC)OC1=CC=C(C=C1)[C@@H]1CC[C@H](CC1)CCCC Chemical compound C(CCCCCCC)OC1=CC=C(C=C1)[C@@H]1CC[C@H](CC1)CCCC QTBUMYNRHRINGJ-HZCBDIJESA-N 0.000 description 2
- SANUSGHFKCWLHZ-WKILWMFISA-N CCCOc1ccc(cc1)[C@H]1CC[C@H](CCC)CC1 Chemical compound CCCOc1ccc(cc1)[C@H]1CC[C@H](CCC)CC1 SANUSGHFKCWLHZ-WKILWMFISA-N 0.000 description 2
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 2
- 238000000862 absorption spectrum Methods 0.000 description 2
- JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Substances N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 2
- 229910052794 bromium Inorganic materials 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 230000005684 electric field Effects 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- BSCCSDNZEIHXOK-UHFFFAOYSA-N phenyl carbamate Chemical class NC(=O)OC1=CC=CC=C1 BSCCSDNZEIHXOK-UHFFFAOYSA-N 0.000 description 2
- IOLCXVTUBQKXJR-UHFFFAOYSA-M potassium bromide Chemical compound [K+].[Br-] IOLCXVTUBQKXJR-UHFFFAOYSA-M 0.000 description 2
- 235000011118 potassium hydroxide Nutrition 0.000 description 2
- 230000004044 response Effects 0.000 description 2
- 235000010288 sodium nitrite Nutrition 0.000 description 2
- MPPPKRYCTPRNTB-UHFFFAOYSA-N 1-bromobutane Chemical compound CCCCBr MPPPKRYCTPRNTB-UHFFFAOYSA-N 0.000 description 1
- LSXKDWGTSHCFPP-UHFFFAOYSA-N 1-bromoheptane Chemical compound CCCCCCCBr LSXKDWGTSHCFPP-UHFFFAOYSA-N 0.000 description 1
- MNDIARAMWBIKFW-UHFFFAOYSA-N 1-bromohexane Chemical compound CCCCCCBr MNDIARAMWBIKFW-UHFFFAOYSA-N 0.000 description 1
- VMKOFRJSULQZRM-UHFFFAOYSA-N 1-bromooctane Chemical compound CCCCCCCCBr VMKOFRJSULQZRM-UHFFFAOYSA-N 0.000 description 1
- YZWKKMVJZFACSU-UHFFFAOYSA-N 1-bromopentane Chemical compound CCCCCBr YZWKKMVJZFACSU-UHFFFAOYSA-N 0.000 description 1
- CYNYIHKIEHGYOZ-UHFFFAOYSA-N 1-bromopropane Chemical compound CCCBr CYNYIHKIEHGYOZ-UHFFFAOYSA-N 0.000 description 1
- XXUSEPRYHRDKFV-UHFFFAOYSA-N 4-(4-propylcyclohexyl)benzonitrile Chemical compound C1CC(CCC)CCC1C1=CC=C(C#N)C=C1 XXUSEPRYHRDKFV-UHFFFAOYSA-N 0.000 description 1
- SJXVTMAQPHVBEG-HDJSIYSDSA-N C(CCC)[C@@H]1CC[C@H](CC1)C1=CC=C(C=C1)O Chemical compound C(CCC)[C@@H]1CC[C@H](CC1)C1=CC=C(C=C1)O SJXVTMAQPHVBEG-HDJSIYSDSA-N 0.000 description 1
- VZNOQDBONACMDT-SHTZXODSSA-N C(CCCC)[C@@H]1CC[C@H](CC1)C1=CC=C(N)C=C1 Chemical compound C(CCCC)[C@@H]1CC[C@H](CC1)C1=CC=C(N)C=C1 VZNOQDBONACMDT-SHTZXODSSA-N 0.000 description 1
- AHAZEMSUUYFDMM-JOCQHMNTSA-N C1C[C@@H](CCC)CC[C@@H]1C1=CC=C(O)C=C1 Chemical compound C1C[C@@H](CCC)CC[C@@H]1C1=CC=C(O)C=C1 AHAZEMSUUYFDMM-JOCQHMNTSA-N 0.000 description 1
- YYAVXASAKUOZJJ-KOMQPUFPSA-N C1C[C@@H](CCCC)CC[C@@H]1C1=CC=C(C#N)C=C1 Chemical compound C1C[C@@H](CCCC)CC[C@@H]1C1=CC=C(C#N)C=C1 YYAVXASAKUOZJJ-KOMQPUFPSA-N 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 1
- 239000004986 Cholesteric liquid crystals (ChLC) Substances 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-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
- 239000013543 active substance Substances 0.000 description 1
- 150000001347 alkyl bromides Chemical class 0.000 description 1
- 150000001350 alkyl halides Chemical class 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 150000001448 anilines Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 238000000149 argon plasma sintering Methods 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 150000003936 benzamides Chemical class 0.000 description 1
- KXDAEFPNCMNJSK-UHFFFAOYSA-N benzene carboxamide Natural products NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000006193 diazotization reaction Methods 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000004927 fusion Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000008240 homogeneous mixture Substances 0.000 description 1
- NTOLGSSKLPLTDW-UHFFFAOYSA-N hydrogen sulfate;phenylazanium Chemical compound OS(O)(=O)=O.NC1=CC=CC=C1 NTOLGSSKLPLTDW-UHFFFAOYSA-N 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000004043 responsiveness Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Liquid Crystal Substances (AREA)
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP11137781A JPS5813531A (ja) | 1981-07-16 | 1981-07-16 | 液晶性化合物 |
| GB08235731A GB2108963B (en) | 1981-05-06 | 1982-05-04 | Phenylcyclohexane derivatives |
| PCT/JP1982/000151 WO1982003855A1 (en) | 1981-05-06 | 1982-05-04 | Phenylcyclohexane derivatives |
| CH10083A CH651818A5 (de) | 1981-05-06 | 1982-05-04 | 4-n-alkoxy-(trans-4'-n-alkyl-cyclohexyl)benzole. |
| DE19823243267 DE3243267A1 (de) | 1981-05-06 | 1982-05-04 | Dielelektrisch phenylcyclohexan-materialien |
| HK88787A HK88787A (en) | 1981-05-06 | 1987-11-26 | Nematic liquid crystal compositions |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP11137781A JPS5813531A (ja) | 1981-07-16 | 1981-07-16 | 液晶性化合物 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5813531A JPS5813531A (ja) | 1983-01-26 |
| JPH0133091B2 true JPH0133091B2 (en, 2012) | 1989-07-11 |
Family
ID=14559638
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP11137781A Granted JPS5813531A (ja) | 1981-05-06 | 1981-07-16 | 液晶性化合物 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5813531A (en, 2012) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0721141B2 (ja) * | 1985-07-11 | 1995-03-08 | セイコーエプソン株式会社 | ダイナミック駆動液晶表示装置用液晶組成物 |
| JP2724156B2 (ja) * | 1988-05-27 | 1998-03-09 | 株式会社リコー | 用紙反転装置における用紙位置決め制御方法 |
-
1981
- 1981-07-16 JP JP11137781A patent/JPS5813531A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5813531A (ja) | 1983-01-26 |
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