JPS6330301B2 - - Google Patents

Info

Publication number

JPS6330301B2

JPS6330301B2 JP15791678A JP15791678A JPS6330301B2 JP S6330301 B2 JPS6330301 B2 JP S6330301B2 JP 15791678 A JP15791678 A JP 15791678A JP 15791678 A JP15791678 A JP 15791678A JP S6330301 B2 JPS6330301 B2 JP S6330301B2

Authority

JP

Japan

Prior art keywords

liquid crystal

ester compound

mol

general formula

compound represented

Prior art date

1978-12-18

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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• -1 ester compound Chemical class 0.000 claims description 13
• 150000001875 compounds Chemical class 0.000 claims description 6
• 125000004432 carbon atom Chemical group C* 0.000 claims description 4
• REFDOIWRJDGBHY-UHFFFAOYSA-N 2-bromobenzene-1,4-diol Chemical compound OC1=CC=C(O)C(Br)=C1 REFDOIWRJDGBHY-UHFFFAOYSA-N 0.000 claims description 3
• DOBRDRYODQBAMW-UHFFFAOYSA-N copper(i) cyanide Chemical compound [Cu+].N#[C-] DOBRDRYODQBAMW-UHFFFAOYSA-N 0.000 claims description 2
• 125000000217 alkyl group Chemical group 0.000 claims 3
• 238000004519 manufacturing process Methods 0.000 claims 2
• WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 1
• 125000004093 cyano group Chemical group *C#N 0.000 claims 1
• 239000004973 liquid crystal related substance Substances 0.000 description 20
• 239000007788 liquid Substances 0.000 description 6
• 239000000203 mixture Substances 0.000 description 6
• VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
• FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 6
• 239000013078 crystal Substances 0.000 description 5
• 239000004988 Nematic liquid crystal Substances 0.000 description 4
• 238000000862 absorption spectrum Methods 0.000 description 4
• 238000006243 chemical reaction Methods 0.000 description 4
• 238000000034 method Methods 0.000 description 4
• VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
• 239000012071 phase Substances 0.000 description 3
• OILLFLZJFMNQEL-UHFFFAOYSA-N 3-cyano-4-pentyl-2-phenylbenzoic acid Chemical compound CCCCCC1=CC=C(C(O)=O)C(C=2C=CC=CC=2)=C1C#N OILLFLZJFMNQEL-UHFFFAOYSA-N 0.000 description 2
• VSUKEWPHURLYTK-UHFFFAOYSA-N 4-heptylbenzoic acid Chemical compound CCCCCCCC1=CC=C(C(O)=O)C=C1 VSUKEWPHURLYTK-UHFFFAOYSA-N 0.000 description 2
• WHTFLTOKFXTJGV-UHFFFAOYSA-N 4-heptylbenzoyl chloride Chemical compound CCCCCCCC1=CC=C(C(Cl)=O)C=C1 WHTFLTOKFXTJGV-UHFFFAOYSA-N 0.000 description 2
• FBBRKYLXMNQFQU-UHFFFAOYSA-N 4-pentylbenzoyl chloride Chemical compound CCCCCC1=CC=C(C(Cl)=O)C=C1 FBBRKYLXMNQFQU-UHFFFAOYSA-N 0.000 description 2
• HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
• SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 2
• 239000006185 dispersion Substances 0.000 description 2
• 239000012044 organic layer Substances 0.000 description 2
• 238000010992 reflux Methods 0.000 description 2
• 230000007704 transition Effects 0.000 description 2
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
• CWYNKKGQJYAHQG-UHFFFAOYSA-N 4-pentylbenzoic acid Chemical compound CCCCCC1=CC=C(C(O)=O)C=C1 CWYNKKGQJYAHQG-UHFFFAOYSA-N 0.000 description 1
• 229910021578 Iron(III) chloride Inorganic materials 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
• 239000002253 acid Substances 0.000 description 1
• 239000003513 alkali Substances 0.000 description 1
• 239000007864 aqueous solution Substances 0.000 description 1
• 239000012043 crude product Substances 0.000 description 1
• 238000010586 diagram Methods 0.000 description 1
• 239000000975 dye Substances 0.000 description 1
• 230000000694 effects Effects 0.000 description 1
• 230000005684 electric field Effects 0.000 description 1
• 230000001747 exhibiting effect Effects 0.000 description 1
• 238000000605 extraction Methods 0.000 description 1
• 239000007789 gas Substances 0.000 description 1
• 238000010438 heat treatment Methods 0.000 description 1
• UMFTYCUYCNMERS-UHFFFAOYSA-N heptyl benzoate Chemical compound CCCCCCCOC(=O)C1=CC=CC=C1 UMFTYCUYCNMERS-UHFFFAOYSA-N 0.000 description 1
• 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
• 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
• IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
• RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 1
• 238000005259 measurement Methods 0.000 description 1
• 238000002844 melting Methods 0.000 description 1
• 230000008018 melting Effects 0.000 description 1
• 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
• 230000000704 physical effect Effects 0.000 description 1
• 239000011541 reaction mixture Substances 0.000 description 1
• 239000007790 solid phase Substances 0.000 description 1
• 239000000243 solution Substances 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
• 230000002194 synthesizing effect Effects 0.000 description 1