JPS6213948B2 - - Google Patents

Info

Publication number

JPS6213948B2

JPS6213948B2 JP7202780A JP7202780A JPS6213948B2 JP S6213948 B2 JPS6213948 B2 JP S6213948B2 JP 7202780 A JP7202780 A JP 7202780A JP 7202780 A JP7202780 A JP 7202780A JP S6213948 B2 JPS6213948 B2 JP S6213948B2

Authority

JP

Japan

Prior art keywords

liquid crystal

formula

compound

dielectric anisotropy

mixture

Prior art date

1980-05-29

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

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• 150000001875 compounds Chemical class 0.000 claims description 39
• 125000000217 alkyl group Chemical group 0.000 claims description 5
• 125000004432 carbon atom Chemical group C* 0.000 claims description 3
• 239000004973 liquid crystal related substance Substances 0.000 description 29
• 239000000203 mixture Substances 0.000 description 24
• RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 7
• 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
• 238000003756 stirring Methods 0.000 description 6
• ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 5
• 238000010586 diagram Methods 0.000 description 5
• 230000000694 effects Effects 0.000 description 5
• 239000000243 solution Substances 0.000 description 5
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
• VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
• 238000010521 absorption reaction Methods 0.000 description 4
• 239000012954 diazonium Substances 0.000 description 4
• 150000001989 diazonium salts Chemical class 0.000 description 4
• 238000001816 cooling Methods 0.000 description 3
• 210000002858 crystal cell Anatomy 0.000 description 3
• ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical class C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 3
• 238000000034 method Methods 0.000 description 3
• 238000002156 mixing Methods 0.000 description 3
• WQONPSCCEXUXTQ-UHFFFAOYSA-N 1,2-dibromobenzene Chemical compound BrC1=CC=CC=C1Br WQONPSCCEXUXTQ-UHFFFAOYSA-N 0.000 description 2
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
• SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 2
• VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
• 238000006243 chemical reaction Methods 0.000 description 2
• DOBRDRYODQBAMW-UHFFFAOYSA-N copper(i) cyanide Chemical compound [Cu+].N#[C-] DOBRDRYODQBAMW-UHFFFAOYSA-N 0.000 description 2
• 238000010438 heat treatment Methods 0.000 description 2
• 239000012044 organic layer Substances 0.000 description 2
• 239000011541 reaction mixture Substances 0.000 description 2
• 238000010992 reflux Methods 0.000 description 2
• 239000000741 silica gel Substances 0.000 description 2
• 229910002027 silica gel Inorganic materials 0.000 description 2
• 235000011121 sodium hydroxide Nutrition 0.000 description 2
• LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
• WCJUJMPIFZMWOZ-UHFFFAOYSA-N 1-pentyl-4-phenylcyclohexa-2,4-diene-1-carbonitrile Chemical group C1=CC(CCCCC)(C#N)CC=C1C1=CC=CC=C1 WCJUJMPIFZMWOZ-UHFFFAOYSA-N 0.000 description 1
• HEEYEMXAVGXWSJ-UHFFFAOYSA-N 4-(4-pentylphenyl)benzene-1,2-dicarbonitrile Chemical group C1=CC(CCCCC)=CC=C1C1=CC=C(C#N)C(C#N)=C1 HEEYEMXAVGXWSJ-UHFFFAOYSA-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
• WGENWPANMZLPIH-UHFFFAOYSA-N 4-decylaniline Chemical compound CCCCCCCCCCC1=CC=C(N)C=C1 WGENWPANMZLPIH-UHFFFAOYSA-N 0.000 description 1
• -1 4-n-butylaniline 4-n-pentylaniline 4-n-hexylaniline 4-n-heptylaniline 4-n-octylaniline Chemical compound 0.000 description 1
• 229910021578 Iron(III) chloride Inorganic materials 0.000 description 1
• 101100386054 Saccharomyces cerevisiae (strain ATCC 204508 / S288c) CYS3 gene Proteins 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
• 239000003513 alkali Substances 0.000 description 1
• 125000003545 alkoxy group Chemical group 0.000 description 1
• 150000001448 anilines Chemical class 0.000 description 1
• 239000007864 aqueous solution Substances 0.000 description 1
• 238000009835 boiling Methods 0.000 description 1
• 238000007796 conventional method Methods 0.000 description 1
• 150000002170 ethers Chemical class 0.000 description 1
• 238000000605 extraction Methods 0.000 description 1
• 239000011521 glass Substances 0.000 description 1
• 230000007062 hydrolysis Effects 0.000 description 1
• 238000006460 hydrolysis reaction Methods 0.000 description 1
• RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 1
• 238000004519 manufacturing process Methods 0.000 description 1
• 238000004949 mass spectrometry Methods 0.000 description 1
• 239000000463 material Substances 0.000 description 1
• 150000002894 organic compounds Chemical class 0.000 description 1
• 235000010288 sodium nitrite Nutrition 0.000 description 1
• 239000002904 solvent Substances 0.000 description 1
• 230000003068 static effect Effects 0.000 description 1
• 101150035983 str1 gene Proteins 0.000 description 1
• 238000005406 washing Methods 0.000 description 1