JPH0574582B2 - - Google Patents
Info
- Publication number
- JPH0574582B2 JPH0574582B2 JP60287956A JP28795685A JPH0574582B2 JP H0574582 B2 JPH0574582 B2 JP H0574582B2 JP 60287956 A JP60287956 A JP 60287956A JP 28795685 A JP28795685 A JP 28795685A JP H0574582 B2 JPH0574582 B2 JP H0574582B2
- Authority
- JP
- Japan
- Prior art keywords
- liquid crystal
- water
- methyloctyl
- benzene
- methylhexyl
- 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 - Lifetime
Links
- 150000001875 compounds Chemical class 0.000 claims description 19
- 239000004973 liquid crystal related substance Substances 0.000 claims description 11
- 239000000203 mixture Substances 0.000 claims description 10
- 239000000126 substance Substances 0.000 claims description 8
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 125000004429 atom Chemical group 0.000 claims description 3
- 239000007788 liquid Substances 0.000 claims description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 44
- 238000006243 chemical reaction Methods 0.000 description 24
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 17
- 238000003786 synthesis reaction Methods 0.000 description 12
- 230000015572 biosynthetic process Effects 0.000 description 11
- 239000010410 layer Substances 0.000 description 10
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 9
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 9
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 8
- 239000005262 ferroelectric liquid crystals (FLCs) Substances 0.000 description 8
- 239000010446 mirabilite Substances 0.000 description 8
- RSIJVJUOQBWMIM-UHFFFAOYSA-L sodium sulfate decahydrate Chemical compound O.O.O.O.O.O.O.O.O.O.[Na+].[Na+].[O-]S([O-])(=O)=O RSIJVJUOQBWMIM-UHFFFAOYSA-L 0.000 description 8
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 8
- 238000010992 reflux Methods 0.000 description 7
- 239000002904 solvent Substances 0.000 description 7
- 238000003756 stirring Methods 0.000 description 7
- -1 (s)-p-(methylhexyl)oxybenzoic acid chloride Chemical compound 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
- MXOCXJVNNXUUIR-LBPRGKRZSA-N methyl 4-[(4s)-4-methylhexoxy]benzoate Chemical compound CC[C@H](C)CCCOC1=CC=C(C(=O)OC)C=C1 MXOCXJVNNXUUIR-LBPRGKRZSA-N 0.000 description 4
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 4
- JDCUQPSPITUXGL-UHFFFAOYSA-N 4-(4-octylphenyl)phenol Chemical group C1=CC(CCCCCCCC)=CC=C1C1=CC=C(O)C=C1 JDCUQPSPITUXGL-UHFFFAOYSA-N 0.000 description 3
- KGFBZAWPROFTAQ-ZDUSSCGKSA-N 4-[(6s)-6-methyloctoxy]benzoyl chloride Chemical compound CC[C@H](C)CCCCCOC1=CC=C(C(Cl)=O)C=C1 KGFBZAWPROFTAQ-ZDUSSCGKSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- SQKIPWKIPCIKTQ-UHFFFAOYSA-N [4-(4-octanoylphenyl)phenyl] acetate Chemical group C1=CC(C(=O)CCCCCCC)=CC=C1C1=CC=C(OC(C)=O)C=C1 SQKIPWKIPCIKTQ-UHFFFAOYSA-N 0.000 description 3
- 210000002858 crystal cell Anatomy 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 239000012044 organic layer Substances 0.000 description 3
- 239000002244 precipitate Substances 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- TWDAVWNDGHYAJZ-VIFPVBQESA-N (6s)-1-bromo-6-methyloctane Chemical compound CC[C@H](C)CCCCCBr TWDAVWNDGHYAJZ-VIFPVBQESA-N 0.000 description 2
- OCNBDGOAYAUYOK-UHFFFAOYSA-N 4-(4-methylhexoxy)benzoic acid Chemical compound CCC(C)CCCOC1=CC=C(C(O)=O)C=C1 OCNBDGOAYAUYOK-UHFFFAOYSA-N 0.000 description 2
- OCNBDGOAYAUYOK-NSHDSACASA-N 4-[(4s)-4-methylhexoxy]benzoic acid Chemical compound CC[C@H](C)CCCOC1=CC=C(C(O)=O)C=C1 OCNBDGOAYAUYOK-NSHDSACASA-N 0.000 description 2
- PGFNVWGMBZSAEW-ZDUSSCGKSA-N 4-[(6s)-6-methyloctoxy]benzoic acid Chemical compound CC[C@H](C)CCCCCOC1=CC=C(C(O)=O)C=C1 PGFNVWGMBZSAEW-ZDUSSCGKSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 238000000862 absorption spectrum Methods 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
- 150000001793 charged compounds Chemical class 0.000 description 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 2
- 230000005621 ferroelectricity Effects 0.000 description 2
- 238000004811 liquid chromatography Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 235000010270 methyl p-hydroxybenzoate Nutrition 0.000 description 2
- 239000004292 methyl p-hydroxybenzoate Substances 0.000 description 2
- LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 2
- 229910000027 potassium carbonate Inorganic materials 0.000 description 2
- 235000011181 potassium carbonates Nutrition 0.000 description 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 2
- 235000011121 sodium hydroxide Nutrition 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- 238000004809 thin layer chromatography Methods 0.000 description 2
- 230000007704 transition Effects 0.000 description 2
- XKVLZBNEPALHIO-YFKPBYRVSA-N (2s)-1-bromo-2-methylbutane Chemical compound CC[C@H](C)CBr XKVLZBNEPALHIO-YFKPBYRVSA-N 0.000 description 1
- NWZSZGALRFJKBT-KNIFDHDWSA-N (2s)-2,6-diaminohexanoic acid;(2s)-2-hydroxybutanedioic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O.NCCCC[C@H](N)C(O)=O NWZSZGALRFJKBT-KNIFDHDWSA-N 0.000 description 1
- MISFQCBPASYYGV-UHFFFAOYSA-N (4-phenylphenyl) acetate Chemical group C1=CC(OC(=O)C)=CC=C1C1=CC=CC=C1 MISFQCBPASYYGV-UHFFFAOYSA-N 0.000 description 1
- QIXNVYCYRYRCAK-ZETCQYMHSA-N (4s)-1-bromo-4-methylhexane Chemical compound CC[C@H](C)CCCBr QIXNVYCYRYRCAK-ZETCQYMHSA-N 0.000 description 1
- ULTHEAFYOOPTTB-UHFFFAOYSA-N 1,4-dibromobutane Chemical compound BrCCCCBr ULTHEAFYOOPTTB-UHFFFAOYSA-N 0.000 description 1
- AKVBCGQVQXPRLD-UHFFFAOYSA-N 2-aminooctanoic acid Chemical compound CCCCCCC(N)C(O)=O AKVBCGQVQXPRLD-UHFFFAOYSA-N 0.000 description 1
- XNVQEEGTDZQSKE-UHFFFAOYSA-N 4-(4-methylhexoxy)benzoyl chloride Chemical compound CCC(C)CCCOC1=CC=C(C(Cl)=O)C=C1 XNVQEEGTDZQSKE-UHFFFAOYSA-N 0.000 description 1
- XNVQEEGTDZQSKE-NSHDSACASA-N 4-[(4s)-4-methylhexoxy]benzoyl chloride Chemical compound CC[C@H](C)CCCOC1=CC=C(C(Cl)=O)C=C1 XNVQEEGTDZQSKE-NSHDSACASA-N 0.000 description 1
- 229920002799 BoPET Polymers 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 229910021591 Copper(I) chloride Inorganic materials 0.000 description 1
- 239000007818 Grignard reagent Substances 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 239000005041 Mylar™ Substances 0.000 description 1
- 239000004988 Nematic liquid crystal Substances 0.000 description 1
- 239000004642 Polyimide Substances 0.000 description 1
- 239000002262 Schiff base Substances 0.000 description 1
- 150000004753 Schiff bases Chemical class 0.000 description 1
- 239000004990 Smectic liquid crystal Substances 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
- 150000001555 benzenes Chemical class 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 210000004027 cell Anatomy 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- OXBLHERUFWYNTN-UHFFFAOYSA-M copper(I) chloride Chemical compound [Cu]Cl OXBLHERUFWYNTN-UHFFFAOYSA-M 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- SMBQBQBNOXIFSF-UHFFFAOYSA-N dilithium Chemical compound [Li][Li] SMBQBQBNOXIFSF-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 150000004795 grignard reagents Chemical class 0.000 description 1
- IKDUDTNKRLTJSI-UHFFFAOYSA-N hydrazine monohydrate Substances O.NN IKDUDTNKRLTJSI-UHFFFAOYSA-N 0.000 description 1
- 239000012280 lithium aluminium hydride Substances 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000004949 mass spectrometry Methods 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 230000010287 polarization Effects 0.000 description 1
- 229920001721 polyimide Polymers 0.000 description 1
- 229920006254 polymer film Polymers 0.000 description 1
- 235000011118 potassium hydroxide Nutrition 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 238000010183 spectrum analysis Methods 0.000 description 1
- 230000002269 spontaneous effect Effects 0.000 description 1
Landscapes
- Liquid Crystal Substances (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP60287956A JPS62148452A (ja) | 1985-12-23 | 1985-12-23 | 新規な液晶性物質及び液晶組成物 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP60287956A JPS62148452A (ja) | 1985-12-23 | 1985-12-23 | 新規な液晶性物質及び液晶組成物 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS62148452A JPS62148452A (ja) | 1987-07-02 |
| JPH0574582B2 true JPH0574582B2 (enrdf_load_stackoverflow) | 1993-10-18 |
Family
ID=17723918
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP60287956A Granted JPS62148452A (ja) | 1985-12-23 | 1985-12-23 | 新規な液晶性物質及び液晶組成物 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS62148452A (enrdf_load_stackoverflow) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2598670B2 (ja) * | 1988-04-01 | 1997-04-09 | 旭電化工業株式会社 | 光学活性アリールエステル化合物 |
-
1985
- 1985-12-23 JP JP60287956A patent/JPS62148452A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS62148452A (ja) | 1987-07-02 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JPS6388156A (ja) | 新規な４−シクロヘキシル安息香酸化合物 | |
| JP3702426B2 (ja) | トリフルオロメチルベンゼン誘導体および液晶組成物 | |
| JPH0784411B2 (ja) | 光学活性−２−メチル−１，３−プロパンジオ−ル誘導体 | |
| JPH0651657B2 (ja) | フルオロアルカン誘導体、それを含む液晶組成物および液晶素子 | |
| JP3414732B2 (ja) | ナフチル有機化合物 | |
| JPH062751B2 (ja) | ２−（トランス−４−アルキルシクロヘキシル）−５−アルコキシピリミジン | |
| JPH0764829B2 (ja) | 液晶化合物 | |
| EP0423926B1 (en) | Difluorobenzonitrile derivatives | |
| JPH0574582B2 (enrdf_load_stackoverflow) | ||
| JPH01230548A (ja) | フルオロアルキル系化合物及び液晶組成物 | |
| JPH072687B2 (ja) | トラン化合物及び液晶組成物 | |
| JPH0733355B2 (ja) | ビフエニルカルボン酸エステル誘導体および液晶組成物 | |
| JPS58126839A (ja) | ４−（トランス−４′−アルキルシクロヘキシル）安息香酸２，４−ジハロゲノフエニルエステル | |
| JPS63183983A (ja) | 液晶材料およびこれを用いた液晶素子 | |
| JPH0717579B2 (ja) | 光学活性化合物および液晶組成物と光学活性化合物合成用中間体 | |
| JP2822083B2 (ja) | アルキンオキシフエニルビシクロヘキサン類化合物 | |
| JPH0784416B2 (ja) | 新規な液晶性化合物及び液晶組成物 | |
| JPS63130565A (ja) | ビフエニルカルボン酸エステル誘導体 | |
| JP2822079B2 (ja) | シクロプロパン誘導体 | |
| JP2976236B2 (ja) | ピリダジン系液晶化合物 | |
| JP2887693B2 (ja) | 小員環化合物 | |
| JP2534547B2 (ja) | 液晶性化合物及びそれを含有する液晶組成物 | |
| JPH0774182B2 (ja) | ビフエニルカルボン酸誘導体 | |
| JPS60199879A (ja) | 二置換ピリミジン類 | |
| JPH01245089A (ja) | 液晶材料 |