JPH0481980B2 - - Google Patents

Info

Publication number

JPH0481980B2

JPH0481980B2 JP59261370A JP26137084A JPH0481980B2 JP H0481980 B2 JPH0481980 B2 JP H0481980B2 JP 59261370 A JP59261370 A JP 59261370A JP 26137084 A JP26137084 A JP 26137084A JP H0481980 B2 JPH0481980 B2 JP H0481980B2

Authority

JP

Japan

Prior art keywords

formula

liquid crystal

acid azide

trans

present

Prior art date

1984-12-11

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

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• 239000004973 liquid crystal related substance Substances 0.000 claims description 26
• 239000000203 mixture Substances 0.000 claims description 13
• 239000002253 acid Substances 0.000 claims description 8
• 150000001540 azides Chemical class 0.000 claims description 8
• 125000003545 alkoxy group Chemical group 0.000 claims description 3
• 125000004849 alkoxymethyl group Chemical group 0.000 claims description 3
• 125000000217 alkyl group Chemical group 0.000 claims description 3
• 125000004432 carbon atom Chemical group C* 0.000 claims description 3
• 150000001875 compounds Chemical class 0.000 description 16
• -1 4-(trans-4 -propylcyclohexyl)benzoic acid azide Chemical compound 0.000 description 13
• 239000012071 phase Substances 0.000 description 6
• PXIPVTKHYLBLMZ-UHFFFAOYSA-N Sodium azide Chemical compound [Na+].[N-]=[N+]=[N-] PXIPVTKHYLBLMZ-UHFFFAOYSA-N 0.000 description 4
• PJHUABJTDFXYRQ-UHFFFAOYSA-N benzoyl azide Chemical compound [N-]=[N+]=NC(=O)C1=CC=CC=C1 PJHUABJTDFXYRQ-UHFFFAOYSA-N 0.000 description 4
• 230000000694 effects Effects 0.000 description 3
• 230000007704 transition Effects 0.000 description 3
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
• CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
• WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
• ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 2
• 238000004519 manufacturing process Methods 0.000 description 2
• 239000000463 material Substances 0.000 description 2
• 239000000243 solution Substances 0.000 description 2
• RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
• FURZYCFZFBYJBT-UHFFFAOYSA-N 4-(4-pentylcyclohexyl)benzonitrile Chemical compound C1CC(CCCCC)CCC1C1=CC=C(C#N)C=C1 FURZYCFZFBYJBT-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
• OEABBNGVFWXEJP-JOCQHMNTSA-N C1C[C@@H](CCC)CC[C@@H]1C1=CC=C(C(Cl)=O)C=C1 Chemical compound C1C[C@@H](CCC)CC[C@@H]1C1=CC=C(C(Cl)=O)C=C1 OEABBNGVFWXEJP-JOCQHMNTSA-N 0.000 description 1
• XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
• NZNMSOFKMUBTKW-UHFFFAOYSA-N Cyclohexanecarboxylic acid Natural products OC(=O)C1CCCCC1 NZNMSOFKMUBTKW-UHFFFAOYSA-N 0.000 description 1
• 239000004988 Nematic liquid crystal Substances 0.000 description 1
• 239000004990 Smectic liquid crystal Substances 0.000 description 1
• 239000008186 active pharmaceutical agent Substances 0.000 description 1
• 150000001412 amines Chemical class 0.000 description 1
• 125000002490 anilino group Chemical class [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
• 239000007864 aqueous solution Substances 0.000 description 1
• 125000005337 azoxy group Chemical group [N+]([O-])(=N*)* 0.000 description 1
• 235000010290 biphenyl Nutrition 0.000 description 1
• 239000004305 biphenyl Substances 0.000 description 1
• 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
• 230000003098 cholesteric effect Effects 0.000 description 1
• 239000013078 crystal Substances 0.000 description 1
• VZFUCHSFHOYXIS-UHFFFAOYSA-N cycloheptane carboxylic acid Natural products OC(=O)C1CCCCCC1 VZFUCHSFHOYXIS-UHFFFAOYSA-N 0.000 description 1
• 125000000113 cyclohexyl group Chemical class [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
• IGARGHRYKHJQSM-UHFFFAOYSA-N cyclohexylbenzene Chemical compound C1CCCCC1C1=CC=CC=C1 IGARGHRYKHJQSM-UHFFFAOYSA-N 0.000 description 1
• 230000003247 decreasing effect Effects 0.000 description 1
• 150000002148 esters Chemical class 0.000 description 1
• 235000019441 ethanol Nutrition 0.000 description 1
• 125000000623 heterocyclic group Chemical group 0.000 description 1
• 239000000543 intermediate Substances 0.000 description 1
• 239000007788 liquid Substances 0.000 description 1
• 239000007791 liquid phase Substances 0.000 description 1
• 238000000034 method Methods 0.000 description 1
• 230000003287 optical effect Effects 0.000 description 1
• 239000003960 organic solvent Substances 0.000 description 1
• 239000000126 substance Substances 0.000 description 1
• YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1