JPS6013729A - 液晶物質及び液晶組成物 - Google Patents
液晶物質及び液晶組成物Info
- Publication number
- JPS6013729A JPS6013729A JP12176983A JP12176983A JPS6013729A JP S6013729 A JPS6013729 A JP S6013729A JP 12176983 A JP12176983 A JP 12176983A JP 12176983 A JP12176983 A JP 12176983A JP S6013729 A JPS6013729 A JP S6013729A
- Authority
- JP
- Japan
- Prior art keywords
- liquid crystal
- phase
- formula
- compound
- methyl
- 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
- 239000004973 liquid crystal related substance Substances 0.000 title claims abstract description 35
- 239000000203 mixture Substances 0.000 title claims abstract description 24
- 239000000126 substance Substances 0.000 title abstract description 6
- 150000001875 compounds Chemical class 0.000 claims abstract description 43
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 10
- 230000001747 exhibiting effect Effects 0.000 claims abstract description 7
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 6
- 230000003287 optical effect Effects 0.000 claims abstract description 6
- 239000004986 Cholesteric liquid crystals (ChLC) Substances 0.000 claims abstract 2
- 229910052799 carbon Inorganic materials 0.000 claims description 5
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 2
- 125000004429 atom Chemical group 0.000 claims 2
- 230000001186 cumulative effect Effects 0.000 claims 1
- XKVLZBNEPALHIO-UHFFFAOYSA-N 1-bromo-2-methylbutane Chemical compound CCC(C)CBr XKVLZBNEPALHIO-UHFFFAOYSA-N 0.000 abstract description 5
- 239000000463 material Substances 0.000 abstract description 4
- BITISJNFJSUCFR-NRFANRHFSA-N (3s)-3-methyl-1-[4-(4-octoxyphenyl)phenyl]pentan-1-one Chemical group C1=CC(OCCCCCCCC)=CC=C1C1=CC=C(C(=O)C[C@@H](C)CC)C=C1 BITISJNFJSUCFR-NRFANRHFSA-N 0.000 abstract description 3
- 239000007818 Grignard reagent Substances 0.000 abstract description 3
- 150000004795 grignard reagents Chemical class 0.000 abstract description 3
- 230000015572 biosynthetic process Effects 0.000 abstract description 2
- 239000003795 chemical substances by application Substances 0.000 abstract description 2
- 239000012071 phase Substances 0.000 description 53
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 30
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 21
- 238000000034 method Methods 0.000 description 20
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 18
- 235000010290 biphenyl Nutrition 0.000 description 15
- 239000004305 biphenyl Substances 0.000 description 15
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 13
- 239000004990 Smectic liquid crystal Substances 0.000 description 12
- 239000002904 solvent Substances 0.000 description 8
- 230000007704 transition Effects 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 6
- 210000004027 cell Anatomy 0.000 description 6
- 238000001816 cooling Methods 0.000 description 6
- 235000019441 ethanol Nutrition 0.000 description 6
- 230000004044 response Effects 0.000 description 6
- -1 (S)-4-methyl-hexanoyl Chemical group 0.000 description 5
- 239000004988 Nematic liquid crystal Substances 0.000 description 5
- 230000010287 polarization Effects 0.000 description 5
- 238000005406 washing Methods 0.000 description 5
- FGUUSXIOTUKUDN-IBGZPJMESA-N C1(=CC=CC=C1)N1C2=C(NC([C@H](C1)NC=1OC(=NN=1)C1=CC=CC=C1)=O)C=CC=C2 Chemical compound C1(=CC=CC=C1)N1C2=C(NC([C@H](C1)NC=1OC(=NN=1)C1=CC=CC=C1)=O)C=CC=C2 FGUUSXIOTUKUDN-IBGZPJMESA-N 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
- IPNPIHIZVLFAFP-UHFFFAOYSA-N phosphorus tribromide Chemical compound BrP(Br)Br IPNPIHIZVLFAFP-UHFFFAOYSA-N 0.000 description 4
- 230000008569 process Effects 0.000 description 4
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 4
- QPRQEDXDYOZYLA-UHFFFAOYSA-N 2-methyl-1-butanol Substances CCC(C)CO QPRQEDXDYOZYLA-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
- 230000000694 effects Effects 0.000 description 3
- 238000000921 elemental analysis Methods 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 230000007935 neutral effect Effects 0.000 description 3
- 230000002269 spontaneous effect Effects 0.000 description 3
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 239000004372 Polyvinyl alcohol Substances 0.000 description 2
- 150000001347 alkyl bromides Chemical class 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 239000005262 ferroelectric liquid crystals (FLCs) Substances 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- IKDUDTNKRLTJSI-UHFFFAOYSA-N hydrazine hydrate Chemical compound O.NN IKDUDTNKRLTJSI-UHFFFAOYSA-N 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 239000012044 organic layer Substances 0.000 description 2
- 229920002451 polyvinyl alcohol Polymers 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- RPYRSNIATPHZFH-ZDUSSCGKSA-N (2s)-1-[4-(4-methoxyphenyl)phenyl]-2-methylbutan-1-one Chemical group C1=CC(C(=O)[C@@H](C)CC)=CC=C1C1=CC=C(OC)C=C1 RPYRSNIATPHZFH-ZDUSSCGKSA-N 0.000 description 1
- DJZROPYVMMQUEU-YTTGMZPUSA-N (4s)-4-methyl-1-[4-(4-octadecoxyphenyl)phenyl]hexan-1-one Chemical group C1=CC(OCCCCCCCCCCCCCCCCCC)=CC=C1C1=CC=C(C(=O)CC[C@@H](C)CC)C=C1 DJZROPYVMMQUEU-YTTGMZPUSA-N 0.000 description 1
- DIVCBWJKVSFZKJ-LURJTMIESA-N (4s)-4-methylhexanoic acid Chemical compound CC[C@H](C)CCC(O)=O DIVCBWJKVSFZKJ-LURJTMIESA-N 0.000 description 1
- OPDXMFKSUMRLCL-HKBQPEDESA-N 1-[(2s)-2-methylbutyl]-4-(4-octadecoxyphenyl)benzene Chemical group C1=CC(OCCCCCCCCCCCCCCCCCC)=CC=C1C1=CC=C(C[C@@H](C)CC)C=C1 OPDXMFKSUMRLCL-HKBQPEDESA-N 0.000 description 1
- DFBUHGLQPGWYRZ-QFIPXVFZSA-N 1-[(3s)-3-methylpentyl]-4-(4-octoxyphenyl)benzene Chemical group C1=CC(OCCCCCCCC)=CC=C1C1=CC=C(CC[C@@H](C)CC)C=C1 DFBUHGLQPGWYRZ-QFIPXVFZSA-N 0.000 description 1
- VMKOFRJSULQZRM-UHFFFAOYSA-N 1-bromooctane Chemical compound CCCCCCCCBr VMKOFRJSULQZRM-UHFFFAOYSA-N 0.000 description 1
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 1
- XRPVXVRWIDOORM-UHFFFAOYSA-N 2-methylbutanoyl chloride Chemical compound CCC(C)C(Cl)=O XRPVXVRWIDOORM-UHFFFAOYSA-N 0.000 description 1
- WLAMNBDJUVNPJU-UHFFFAOYSA-N 2-methylbutyric acid Chemical compound CCC(C)C(O)=O WLAMNBDJUVNPJU-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- IFZGKXNJJCRCKH-ZDUSSCGKSA-N 4-[4-[(2s)-2-methylbutoxy]phenyl]phenol Chemical group C1=CC(OC[C@@H](C)CC)=CC=C1C1=CC=C(O)C=C1 IFZGKXNJJCRCKH-ZDUSSCGKSA-N 0.000 description 1
- HHPCNRKYVYWYAU-UHFFFAOYSA-N 4-cyano-4'-pentylbiphenyl Chemical group C1=CC(CCCCC)=CC=C1C1=CC=C(C#N)C=C1 HHPCNRKYVYWYAU-UHFFFAOYSA-N 0.000 description 1
- DIVCBWJKVSFZKJ-UHFFFAOYSA-N 4-methylhexanoic acid Natural products CCC(C)CCC(O)=O DIVCBWJKVSFZKJ-UHFFFAOYSA-N 0.000 description 1
- 241001270131 Agaricus moelleri Species 0.000 description 1
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 1
- 238000005644 Wolff-Kishner reduction reaction Methods 0.000 description 1
- WETWJCDKMRHUPV-UHFFFAOYSA-N acetyl chloride Chemical compound CC(Cl)=O WETWJCDKMRHUPV-UHFFFAOYSA-N 0.000 description 1
- 239000012346 acetyl chloride Substances 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 239000001000 anthraquinone dye Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 101150071577 chi2 gene Proteins 0.000 description 1
- 230000003098 cholesteric effect Effects 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 238000005401 electroluminescence Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000005621 ferroelectricity Effects 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N hydrochloric acid Substances Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 239000010410 layer Substances 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 230000003446 memory effect Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 239000012286 potassium permanganate Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000006722 reduction reaction Methods 0.000 description 1
- KKCBUQHMOMHUOY-UHFFFAOYSA-N sodium oxide Chemical compound [O-2].[Na+].[Na+] KKCBUQHMOMHUOY-UHFFFAOYSA-N 0.000 description 1
- 229910001948 sodium oxide Inorganic materials 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002195 soluble material Substances 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- UAXOELSVPTZZQG-UHFFFAOYSA-N tiglic acid Natural products CC(C)=C(C)C(O)=O UAXOELSVPTZZQG-UHFFFAOYSA-N 0.000 description 1
- ZULTYUIALNTCSA-UHFFFAOYSA-N zinc hydride Chemical compound [ZnH2] ZULTYUIALNTCSA-UHFFFAOYSA-N 0.000 description 1
- 229910000051 zinc hydride Inorganic materials 0.000 description 1
Landscapes
- Liquid Crystal Substances (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP12176983A JPS6013729A (ja) | 1983-07-05 | 1983-07-05 | 液晶物質及び液晶組成物 |
| US06/613,974 US4614609A (en) | 1983-06-14 | 1984-05-24 | Liquid crystalline biphenyl derivatives and mixtures thereof |
| EP84303748A EP0131373B1 (en) | 1983-06-14 | 1984-06-04 | Liquid crystalline biphenyl derivatives and mixtures thereof |
| DE8484303748T DE3461827D1 (en) | 1983-06-14 | 1984-06-04 | Liquid crystalline biphenyl derivatives and mixtures thereof |
| US06/853,851 US4676925A (en) | 1983-06-14 | 1986-04-21 | Liquid crystalline biphenyl derivatives and mixtures thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP12176983A JPS6013729A (ja) | 1983-07-05 | 1983-07-05 | 液晶物質及び液晶組成物 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6013729A true JPS6013729A (ja) | 1985-01-24 |
| JPS6366300B2 JPS6366300B2 (enrdf_load_stackoverflow) | 1988-12-20 |
Family
ID=14819426
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP12176983A Granted JPS6013729A (ja) | 1983-06-14 | 1983-07-05 | 液晶物質及び液晶組成物 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6013729A (enrdf_load_stackoverflow) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5397504A (en) * | 1987-05-29 | 1995-03-14 | Kanto Kagaku Kabushiki Kaisha | Biphenyl compound |
-
1983
- 1983-07-05 JP JP12176983A patent/JPS6013729A/ja active Granted
Non-Patent Citations (1)
| Title |
|---|
| JOURNAL INST CHEMICAL=1982 * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5397504A (en) * | 1987-05-29 | 1995-03-14 | Kanto Kagaku Kabushiki Kaisha | Biphenyl compound |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6366300B2 (enrdf_load_stackoverflow) | 1988-12-20 |
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