US3979320A
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Liquid crystal composition
Assignee: Hodogaya Chemical Co Ltd
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Filing: 1974-09-18
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Granted: 1976-09-07
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Expires: 1994-09-18
Abstract
Abstract A liquid crystal composition having a homogeneous alignment of the liquid crystalline molecules, comprises a liquid crystal material, for example, nematic, smectic and cholesteric liquid crystal substances, an additive effective for forming the homogeneous alignment, said additive consisting of at least one heterocyclic compound having a five or six-membered heterocyclic ring containing therein at least one atomic group selected from the class consisting of the atomic group of the formulae; ##EQU1## wherein X is a hydrogen atom or substituted or unsubstituted phenyl radical, and at least one atomic group of the formula: ##EQU2## Y, wherein Y represents an oxygen or sulfur atom, said heterocyclic compounds being different from indigo, and, if necessary, a supplementary additive effective for enhancing the dynamic scattering property of the liquid crystal material, said supplementary additive consisting of at least one substance selected from the class consisting of A. mixtures of a quinone compound and a compound in which oxo groups of the quinone compound are substituted by hydroxyl groups. B. organic cyclic compounds having either a hydroxyl or amino group, or both, and either a carbonyl or imino group, or both, and C. mixtures of one or more of the organic cyclic compounds as defined in the above Item (b) and at least one compound selected from the group consisting of the quinone and substituted quinone compounds as defined in the above Item (a).
Inventors
- 👤 Minoru Ozutsumi
- 👤 Yoshitake Ohnishi
- 👤 Yoshihide Miyazawa
- 👤 Michihiro Gonda
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 05:09
CPC Classifications
C; C09; C09K; C09K19/00; C09K19/52; C09K19/54; C09K19/56
Claims Analysis
Total Claims: 28
Claim 1
Independent Claim
103 words
A liquid crystal composition capable of spontaneously forming therein a homogeneous alignment of liquid crystalline molecules, which comprises a liquid crystal material and an additive consisting of at least one five- or six-membered heterocyclic compound selected from the group consisting of isatin; 2,5-diketopiperazine; 1-phenyl-2,5-diketopiperazine; 1,4-diphenyl-2,5-diketopiperazine; 3-aminopyrazolone; 1-phenyl-3-aminopyrazolone; creatinine; α-amino -γ-butyrolactam; 5-amino-barbituric acid; 5-phenylbarbituric acid; 5-(σ-aminophenyl) barbituric acid; 4-phenylurazol; 4-(p-hydroxyphenyl) urazol; 4-(p-aminophenyl) urazol; 1-phenylurazole; 4-methylcarbostyril; carbostyril; 4-hydroxycarbostyril; hydantoin; hydantoin imide-(2); hydrouracil; 2,4-tetrahydroquinazoline-dion; 3-methylpyrazolone; 1,2,4-triazole-5-thiol; 1,2,4-triazole-3,5-dithiol; 1-(m-chlorophenyl) barbituric acid; isatoic acid anhydride; 2-hydroxypyridine; 3-amino-1,2,4-triazolo[1,2-d] barbituric acid; 8-hydroxyquinoline; tautomeric isomers of the above mentioned compounds, and mixtures of two or more of the above mentioned compounds.
Claim 2
Dependent Claim
103 words
A liquid crystal composition capable of spontaneously forming therein a homogeneous alignment of liquid crystalline molecules, which comprises a liquid crystal material and an additive consisting of at least one five- or six-membered heterocyclic compound selected from the group consisting of isatin; 2,5-diketopiperazine; 1-phenyl-2,5-diketopiperazine; 1,4-diphenyl-2,5-diketopiperazine; 3-aminopyrazolone; 1-phenyl-3-aminopyrazolone; creatinine; α-amino -γ-butyrolactam; 5-amino-barbituric acid; 5-phenylbarbituric acid; 5-(σ-aminophenyl) barbituric acid; 4-phenylurazol; 4-(p-hydroxyphenyl) urazol; 4-(p-aminophenyl) urazol; 1-phenylurazole; 4-methylcarbostyril; carbostyril; 4-hydroxycarbostyril; hydantoin; hydantoin imide-(2); hydrouracil; 2,4-tetrahydroquinazoline-dion; 3-methylpyrazolone; 1,2,4-triazole-5-thiol; 1,2,4-triazole-3,5-dithiol; 1-(m-chlorophenyl) barbituric acid; isatoic acid anhydride; 2-hydroxypyridine; 3-amino-1,2,4-triazolo[1,2-d] barbituric acid; 8-hydroxyquinoline; tautomeric isomers of the above mentioned compounds, and mixtures of two or more of the above mentioned compounds.
Claim 3
Dependent Claim
47 words
A liquid crystal composition as claimed in claim 1, wherein said liquid crystal material contains at least one substance selected from the group consisting of nematic liquid crystal substances, smectic liquid crystal substances, cholesteric liquid crystal substances and mixtures of two or more of the above-mentioned substances.
Claim 4
Dependent Claim
90 words
A liquid crystal composition as claimed in claim 2, wherein said nematic liquid crystal substance is selected from the group consisting of p-alkoxybenzylidene-p'-n-alkylanilines in which the alkoxyl radical in the alkoxybenzylidene group has 1 to 4 carbon atoms and the n-alkyl group in the alkylaniline group has 1 - 12 carbon atoms: p-alkoxybenzylidene -p'-aminobenzonitriles in which the alkoxyl radical in the alkoxybenzylidene group has 1 to 8 carbon atoms: alkyl-p-azoxybenzoate wherein the alkyl radical has 1 to 4 carbon atoms, and; mixtures of two or more of the above compounds.
Claim 5
Dependent Claim
26 words
A liquid crystal composition as claimed in claim 3, wherein said p-alkoxybenzylidene-p'-n-alkylaniline is selected from the group consisting of p-methoxybenzylidene-p'-n-butylaniline, p-ethoxybenzylidene-p'-n-butylaniline, p-propoxybenzylidene-p'-n-octylaniline, p-methoxybenzylidene-p'-n-hexylaniline and p-methoxybenzylidene- p'-n-octylaniline.
Claim 6
Dependent Claim
23 words
A liquid crystal composition as claimed in claim 3, wherein said p-alkoxybenzylidene-p'-aminobenzonitrile is selected from the group consisting of p-butoxybenzylidene-p'-aminobenzonitrile, p-hexyloxybenzylidene-p'-aminobenzonitrile and p-octyloxybenzylidene-p'-aminobenzonitrile.
Claim 7
Dependent Claim
14 words
A liquid crystal composition as claimed in claim 3, wherein said alkyl-p-azoxybenzoate is ethyl-p-azoxybenzoate.
Claim 8
Dependent Claim
36 words
A liquid crystal composition as claimed in claim 2, wherein said cholesteric liquid crystal substance is selected from the group consisting of cholesteryl halides, cholesteryl esters of organic acids and mixtures of two or more thereof.
Claim 9
Dependent Claim
20 words
A liquid crystal composition as claimed in claim 7, wherein said cholesteryl halide is either cholesteryl chloride or cholesteryl bromide.
Claim 10
Dependent Claim
27 words
A liquid crystal composition as claimed in claim 7, wherein said cholesteryl ester is selected from the group consisting of cholesteryl nonanoate, cholesteryl benzoate and cholesteryl oleate.
Claim 11
Dependent Claim
31 words
A liquid crystal composition as claimed in claim 1, wherein said heterocyclic compound is present in an amount of 0.01 to 3.0% based on the weight of the liquid crystal material.
Claim 12
Dependent Claim
139 words
The liquid crystal composition as claimed in claim 1, which further contains a reversible or oxidation-reduction system in the form of a supplementary additive consisting of at least one substance selected from the class consisting of a. mixtures of at least one quinone compound and at least one quinone compound wherein oxo groups of the quinone compound are substituted by hydroxyl groups; b. organic cyclic compounds having at least one radical selected from the group consisting of hydroxyl and amino radicals and at least one radical selected from the group consisting of carbonyl and imino radicals, and; c. mixtures of at least one organic cyclic compound as defined in the above Item (b) and at least one compound selected from the group consisting of the quinone compounds and the substituted quinone compounds as defined in the above Item (a).
Claim 13
Dependent Claim
31 words
A liquid crystal composition as claimed in claim 11, wherein said supplementary additive is present in an amount of 0.01 to 3.0% based on the weight of said liquid crystalline substance.
Claim 14
Dependent Claim
44 words
A liquid crystal composition as claimed in claim 11, wherein said quinone compound is selected from the group consisting of benzoquinone, naphthoquinone, diphenoquinone, stilbenequinone, anthraquinone, phenanthrenequinone, benzoanthraquinone, benzophenanthrenequinone, functional derivatives of the above-mentioned compounds and mixtures of two or more of the above-mentioned compounds.
Claim 15
Dependent Claim
46 words
A liquid crystal composition as claimed in claim 11, wherein said substituted quinone compound is selected from the group consisting of hydroquinone, naphthohydroquinone, diphenohydroquinone, stilbenehydroquinone, hydroanthraquinone, hydrophenanthrenequinone, hydrobenzanthraquinone and hydrobenzphenanthrenequinone, functional derivatives of the above-mentioned compounds, and mixtures of two or more of the above-mentioned compounds.
Claim 16
Dependent Claim
35 words
A liquid crystal composition as claimed in claim 11, wherein said mixture of said quinone compound and said substituted quinone compound contains at least one complex of said quinone compound and said substituted quinone compound.
Claim 17
Dependent Claim
14 words
A liquid crystal composition as claimed in claim 15, wherein said complex is quinhydrone.
Claim 18
Dependent Claim
63 words
A liquid crystal composition as claimed in claim 11, wherein said organic cyclic compound is selected from the group consisting of hydroxycyclopentenones, hydroxycyclohexenones, hydroxybicycloheptanones, hydroxyindanones, hydroxynaphthoquinones, hydroxybenzophenones, hydroxydinaphthoquinones, hydroxydiphenoquinones, benzoin, hydroxyacetophenones, hydroxyanthrones, hydroxyanthraquinones, hydroxyphenanthrenequinones, hydroxyfluorenequinones, hydroxynaphthacenquinones, hydroxybenzanthrones, fuchsones, aminocyclohexeneimines, aminobicyclopheptanones, aminonaphthoquinones, naphthoquinoneimines, benzoquinoneimines, aminobenzoquinoneimines, aminonaphthoquinoneimines, aminobenzophenones, aminoanthrones, aminoanthraquinones, aminohydroxyanthraquinones, aminophenanthrenequinones, aminofluorenones, aminonaphthacenquinones, aminobenzanthrones, aminofuchsones, naphthapyridone, anthrapyridone, aminoanthrapyridones, aridone, phenazine, phenothiazine, phenooxazine and carbazole.
Claim 19
Dependent Claim
27 words
A liquid crystal composition as claimed in claim 17, wherein said hydroxyanthraquinone is either 1,5-dihydroxyanthraquinone -- (9, 10) or 5, 8, 9, 10 -tetrahydroxyanthraquinone -- (9, 10).
Claim 20
Dependent Claim
17 words
A liquid crystal composition as claimed in claim 17, wherein said aminoanthraquinone is 1,5-diaminoanthraquinone -- (9, 10).
Claim 21
Dependent Claim
17 words
A liquid crystal composition as claimed in claim 17, wherein said aminohydroxyanthraquinone is 5,8-diamino-1,4-dihydroxyanthraquinone -- (9, 10).
Claim 22
Dependent Claim
14 words
A liquid crystal composition as claimed in claim 17, wherein said aminofluorenone is 1-aminofluorenone.
Claim 23
Dependent Claim
17 words
A liquid crystal composition as claimed in claim 17, wherein said aminocyclohexeneimine is 3-amino-1,1-dimethylcyclohexene -- (3) -one-imine-(5).
Claim 24
Dependent Claim
14 words
A liquid crystal composition as claimed in claim 17, wherein said aminoanthrapyridone is 6-aminoanthrapyridone.
Claim 25
Dependent Claim
19 words
A liquid crystal composition as claimed in claim 17, wherein said aminobenzoquinoneimine is 6-amino-2-methylbenzoquinone- (1) -- imine -- (4).
Claim 26
Dependent Claim
20 words
A liquid crystal composition as claimed in claim 17, wherein said aminonaphthoquinoneimine is 2.5-diaminonaphthoquinone -- (1) -- imine -- (4).
Claim 27
Dependent Claim
53 words
A liquid crystal composition as claimed in claim 11, wherein said quinone compound and the substituted quinone compound in said mixture of the item (a) are present in a ratio by mole of 1 : 1 of the oxo groups in said quinone compound to the hydroxyl groups in said substituted quinone compound.
Claim 28
Dependent Claim
85 words
A liquid crystal composition as claimed in claim 11, wherein said organic cyclic compound and said quinone compound, said substituted quinone compound or a mixture thereof in said mixture of the item (c) are present in a ratio by mole of 9 : 1 to 1 : 9 of a sum of said radicals in said organic cyclic compound as specified in the item (b) to said oxo groups in said quinone compound, said hydroxyl groups in said substituted quinone compound or a sum thereof.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1979-09-07 | 1980-03-08 | 1980-09-07 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-09-07 | 1984-03-08 | 1984-09-07 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-09-07 | 1988-03-08 | 1988-09-07 | $7700.00 | Window Closed / Lapsed |