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EP0227004A1
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Liquid crystalline ethane derivatives, their preparation and the liquid crystal compositions containing same
Assignee: Zaklady Kineskopowe UNITRA POLKOLOR
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Filing: 1986-12-16
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Granted: —
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Expires: 2006-12-16
Abstract
Abstract Liquid crystalline ethane derivatives prepared by the described method in order to form liquid crystalline compositions with known liquid crystalline compounds have a general formula 1 :wherein, when ring A indicates a 1,4-substituted benzene ring, then ring B indicates 1,4-substituted benzene ring or 1,4- trans substituted cyclohexane ring or 1,4-substituted bicyclo [2,2,2] octane ring or 2,5-substituted pyrimidine ring or 2,5- substituted 1,3-dioxane ring, or when ring B indicates a 1,4- substituted benzene ring, then A indicates 1,4-trans substituted cyclohexane ring or 1,4-substituted bicylo [2,2,2] octane ring or 2,5-substituted pyrimidine ring or 2,5-substituted 1,3-dioxane ring, and R indicates a normal alkyl chain C<sub>n</sub>H<sub>2n-1</sub> or a non-branched alkoxyl group C<sub>n</sub>H<sub>2n+1</sub>O or an alkylcarboxylic group C<sub>n</sub>H<sub>2n+1</sub>COO or an alkylcarbobato group C<sub>n</sub>H<sub>2n+1</sub>OCOO or a branched alkyl chain CH<sub>3</sub>-CH<sub>2</sub>-CH/CH<sub>3</sub>/-/ CH<sub>2</sub>/<sub>k</sub> ora vbranched alkoxy group CH<sub>3</sub>-CH<sub>2</sub>-CH/CH<sub>3</sub>/-/CH<sub>2</sub>/<sub>k</sub>-O, n is an integer number and assumes values from 1 to 12, k is an integer number and assumes a values from 1 to 3, and 1 and m assume values 1 or 0.Liquid crystalline compositions containing the compound of formula 1 are characterized by low viscosity and are applied displays.
Inventors
- 👤 Roman Dabrowski
- 👤 Jerzy Dziaduszek
- 👤 Tomasz Szczucinski
- 👤 Witold Drzewinski
- 👤 Zofia Stolarz
- 👤 Józef Zmija
- 👤 Janusz Parka
- 👤 Bozena Sosnowska
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-11-06 08:27
CPC Classifications
C; C09; C09K; C09K19/00; C09K19/04; C09K19/06; C09K19/34; C09K19/3402; C07; C07C; C07C331/00; C07C331/16; C07C331/28; C09K19/08; C09K19/10; C09K19/14; C09K19/30; C09K19/3001; C09K19/3028; C09K19/32; C09K19/321; C07C2601/00; C07C2601/12; C07C2601/14; C09K2019/3422
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
225 words
Liquid crystalline ethane derivatives expressed by the general formula 1: where the rings A and B are different or identical and when ring A indicates 1,4-substituted benzene ring then ring B indicates 1,4- substituted benzene ring or 1,4-trans-substituted cyclohexane ring or 1,4-substituted bicyclo[2,2,2]octane ring or 2,5-substituted pyrimidine ring or 2,5-substituted 1,3-dioxane ring, or when ring D indicates 1,4-substituted benzene ring then ring A indicates 1,4- trans-substituted cyclohexane ring or 1,4-substituted bicylo[2,2,2] octane ring or 2,5-substituted pyrimidine ring or 2,5-substituted 1,3-dioxane ring and R indicates a normal alkyl chain C n H 2n+1 or a non-branched alkoxy group C n H 2n+1 O or an alkylcarboxylic group C n H 2n+1 COO or an alkylcarbonato group C n H 2n+1 OCOO or a branched alkyl chain CH 3 -CH 2 -CH/CH 3 /-/CH 2 / k or a branched alkoxy group CH 3 -CH 2 -CH/CH 3 /-/CH 2 / k -O, where n is an integer number and assumes values from 1 to 12,k is an integer number and assumes values from 1 to 3 and 1 and m assume values 1 or zero, where when 1=0 ring A indicates only the 1,4-substituted benzene, bicyclo/2,2,2 7octane ring, and when 1=0 and m=1, then ring A indicates only the 1,4-substituted benzene ring or 1,4-substituted bicyclo[2,2,2]octane ring or 2,5- substituted pyrimidine ring or 2,5-substituted 1 ,3-dioxane ring.
Claim 2
Dependent Claim
225 words
Liquid crystalline ethane derivatives expressed by the general formula 1: where the rings A and B are different or identical and when ring A indicates 1,4-substituted benzene ring then ring B indicates 1,4- substituted benzene ring or 1,4-trans-substituted cyclohexane ring or 1,4-substituted bicyclo[2,2,2]octane ring or 2,5-substituted pyrimidine ring or 2,5-substituted 1,3-dioxane ring, or when ring D indicates 1,4-substituted benzene ring then ring A indicates 1,4- trans-substituted cyclohexane ring or 1,4-substituted bicylo[2,2,2] octane ring or 2,5-substituted pyrimidine ring or 2,5-substituted 1,3-dioxane ring and R indicates a normal alkyl chain C n H 2n+1 or a non-branched alkoxy group C n H 2n+1 O or an alkylcarboxylic group C n H 2n+1 COO or an alkylcarbonato group C n H 2n+1 OCOO or a branched alkyl chain CH 3 -CH 2 -CH/CH 3 /-/CH 2 / k or a branched alkoxy group CH 3 -CH 2 -CH/CH 3 /-/CH 2 / k -O, where n is an integer number and assumes values from 1 to 12,k is an integer number and assumes values from 1 to 3 and 1 and m assume values 1 or zero, where when 1=0 ring A indicates only the 1,4-substituted benzene, bicyclo/2,2,2 7octane ring, and when 1=0 and m=1, then ring A indicates only the 1,4-substituted benzene ring or 1,4-substituted bicyclo[2,2,2]octane ring or 2,5- substituted pyrimidine ring or 2,5-substituted 1 ,3-dioxane ring.
Claim 3
Dependent Claim
28 words
Liquid crystalline ethane derivatives as claimed in claim 1 where 1=0 and m=0 expressed by general formula 1a: wherein ring A indicates only the 1,4-substituted bicyclo[2,2,2] octaue ring.
Claim 4
Dependent Claim
73 words
Liquid crystalline ethane derivatives as claimed in claim 1 where 1=0 and m=1 expressed by general formula 1b: wherein , when ring A indicates 1,4-substituted benzene ring then ring B indicates 1,4-substituted benzene ring or 1,4-substituted bicyclo[2,2,2]octane ring or 1,4-trans-substituted cyclohexane ring or 2,5-substituted pyrimidines ring or 2,5-substituted 1,3-dioxane ring and when ring B indicates 1,4-substituted benzene ring then ring A indicates 1,4-substituted bicyclo[2,2,2]octane ring or 2,5-substituted pyrimidine ring or 2,5-substituied 1,3-dioxane ring.
Claim 5
Dependent Claim
66 words
Liquid crystalline ethane derivatives as claimed in claim 1 where 1=1 and m=0 expressed by general formula 1c: where in when ring A indicates 1,4-substituted benzene ring then ring B indicates 1,4-substituted benzene ring or 1,4-trans-substituted cyclohexane ring or 1,4-substituted bicyclo[2,2,2]octane ring or 2,5-substituted pyrimidine ring or 2,5-substituted 1,3-dioxane ring and when ring B indicates 1,4-trans-substituted cyclohexane riug or 1,4-substituted bicyclo[2,2,2]octane ring or 2,5-substituted 1,3-dioxano ring.
Claim 6
Dependent Claim
127 words
Method of preparation of liquid crystalline ethane derivatives expressed by formula 1 as defined in claim 1 specific in that compound of general formula 2 : where all the notations are the same as in formula 1, is treated by thiophosgene in an organic solvent preferably chloroform in the presence of a basic compound preferably sodium bicarbonate or calcium carbonate or carbon disulphide in an organic solvent, preferably ether in the presence of dicyclobexylcarbodiimide or by carbon disulphide in a solvent, in the presence of a tertiary amine, and the obtained trialkylammonium dithiocarbamate salt is separated from the solution and then dissolved in an organic solvent preferably chloroform and then treated by an acid chloride preferably ethyl chloroformate in the presence of a tertiary amine preferably triethylamine.
Claim 7
Dependent Claim
46 words
Liquid crystalline compositions being a mixture of at least two liquid crystalline components and of optically active compounds and/ or dyes specific in that at least one liquid crystalline compound belongs to the group of compounds in claim 1 in a quantity above 2% by weight.
Claim 8
Dependent Claim
27 words
Compositions as claimed in claim 6 specific in that they include at least one liquid crystalline compound of foruula 1 in a quantity of 5-40% by weight.
Claim 9
Dependent Claim
67 words
Compositions as claimed in claim 6 and 7 specific in that beside at least one liquid crystalline compound from the group of compounds in claim 1 they include at least one compound of the known liquid crystalline compounds with the isothiocyanato group expressed by formulae I-VII, where B indicates a normal or a branched alkyl chain containing from 3 to 10 carbon atoms in the alkyl chain.
Claim 10
Dependent Claim
26 words
Compositions claimed as in claim 8 specific in that the known liquid crysatalline compounds are 4-/trans-4'-n-alkylcyclohexyl/-1-iso- thiocyanatobenzenes especially in the form of 4-/trans-4'-n-propylcyclohexyl/-1-isothiocyanatobenzene and/or 4-/trans-4'-n-hexylcyclohe- xyl/-1-isothiocyanatobenzene.
Claim 11
Dependent Claim
21 words
Compositions claimed as in claim b or 9 specific in that the known liquid crystalline compounds are 4-/trans-4'-n-alkylcyclohexyl/ -1-isothiocyanatobenzenes and/or 4-alkyl-4'-isothiocyanatobiphenyls,
Claim 12
Dependent Claim
57 words
Compositions claimed as in claim 6 or 7 specific in that besides at least one liquid crystalline compound from the group of compounds in claim 1 they include at least one from the known liquid crystalline compounds expressed by formulae VIII-XXIV, where R indicates the ) alkyl group and X 1 the alkyl, cyano or alkoxy group.
Claim 13
Dependent Claim
38 words
12, Compositions claimed in claim 6 or 7 specific in that besides at least one liquid crystalline compound from the group of compounds from claim 1 they include simultaneously at least one compound from claim 8 and 11.
Claim 14
Dependent Claim
22 words
In the liquid crystalline cell containing a liquid crystalline mixture improvement specific in that the composition includes a compound from claim 1.
References Cited (Backward Citations)
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