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US4494825A Expired / Lapsed US ⏱️ 0.0 years remaining

Fill port seal with first and second photosensitizers

Assignee: Hitachi Ltd
•
Filing: 1982-03-03
•
Granted: 1985-01-22
•
Expires: 2002-03-03
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Abstract

Abstract A liquid crystal display device, wherein a fill port for inserting a liquid crystal composition thereinto is sealed by using a photo-setting resin composition comprising an acrylic or methacrylic type resin as a major resin component and two or more photosensitizers different in quality, is excellent in reliability and the sealed portion of the fill port can sufficiently and uniformly be cured both in surface and inner portions by irradiation of light in a short time.

Inventors

  • 👤 Ken Sasaki
  • 👤 Shigeru Matsuyama
  • 👤 Masaharu Koyama
  • 👤 Kazuyoshi Ichihara

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-03 02:00
CPC Classifications
G; G02; G02F; G02F1/00; G02F1/01; G02F1/13; G02F1/133; G02F1/1333; G02F1/1341

Claims Analysis

Total Claims: 13
Claim 1
Independent Claim 245 words
A liquid crystal display device comprising a pair of substrates which are placed in parallel and at least one of which is transparent, the peripheries of said substrates being sealed by a sealant to form an inner cavity with a fill port, said inner cavity being filled with a liquid crystal composition, the inner surfaces of said substrates facing each other having electrodes and orientation controlling films thereon, and said fill port being sealed by using a photo-setting resin composition comprising an acrylic or methacrylic type resin as a major resin component and two or more photosensitizers different in quality, wherein the photosensitizers different in quality are comprised of at least one first photosensitizer which can reduce the curing time of the resin composition greatly and at least one second photosensitizer which can reduce the curing time of the resin composition not so greatly as the first photosensitizer, and wherein the at least one first photosensitizer is selected from the group consisting of β-naphthalene sulfochloride, 1-butylnaphthalene-sulfonic acid-2-chloride, 1,4-dibutylnaphthalene sulfonic acid-2-chloride, p,p-ditolyl disulfide, β,β-dinaphthalene disulfide, decyl chloride, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, benzoin n-butyl ether, benzoin sec-butyl ether, benzoin isobutyl ether, di-tert-butyl peroxide, 2-methylanthraquinone, 1,5-dinitroanthraquinone, and anthraquinone, and the at least one second photosensitizer is selected from the group consisting of benzene-sulfochloride, diphenyl disulfide, tetramethylthiuram disulfide, bis(2-benzthiazyl) disulfide, dibenzyl ketone, Michler's ketone, phenyl acetone, benzophenone, 4-methoxy benzophenone, acetophenone, acetylacetone, benzoin phenyl acetate, benzoin tert-butyl ether, furoin, furoin methyl ether and tert-butyl perbenzoate.
Claim 2
Dependent Claim 245 words
A liquid crystal display device comprising a pair of substrates which are placed in parallel and at least one of which is transparent, the peripheries of said substrates being sealed by a sealant to form an inner cavity with a fill port, said inner cavity being filled with a liquid crystal composition, the inner surfaces of said substrates facing each other having electrodes and orientation controlling films thereon, and said fill port being sealed by using a photo-setting resin composition comprising an acrylic or methacrylic type resin as a major resin component and two or more photosensitizers different in quality, wherein the photosensitizers different in quality are comprised of at least one first photosensitizer which can reduce the curing time of the resin composition greatly and at least one second photosensitizer which can reduce the curing time of the resin composition not so greatly as the first photosensitizer, and wherein the at least one first photosensitizer is selected from the group consisting of β-naphthalene sulfochloride, 1-butylnaphthalene-sulfonic acid-2-chloride, 1,4-dibutylnaphthalene sulfonic acid-2-chloride, p,p-ditolyl disulfide, β,β-dinaphthalene disulfide, decyl chloride, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, benzoin n-butyl ether, benzoin sec-butyl ether, benzoin isobutyl ether, di-tert-butyl peroxide, 2-methylanthraquinone, 1,5-dinitroanthraquinone, and anthraquinone, and the at least one second photosensitizer is selected from the group consisting of benzene-sulfochloride, diphenyl disulfide, tetramethylthiuram disulfide, bis(2-benzthiazyl) disulfide, dibenzyl ketone, Michler's ketone, phenyl acetone, benzophenone, 4-methoxy benzophenone, acetophenone, acetylacetone, benzoin phenyl acetate, benzoin tert-butyl ether, furoin, furoin methyl ether and tert-butyl perbenzoate.
Claim 3
Dependent Claim 34 words
A liquid crystal display device according to claim 1, wherein the photosensitizers as a whole are used in an amount of 1 to 10% by weight based on the weight of the resin component.
Claim 4
Dependent Claim 25 words
A liquid crystal display device according to claim 1, wherein the photosensitizers are a combination of a hydrogen withdrawing type and a radical generating type.
Claim 5
Dependent Claim 185 words
A sealing medium for sealing a fill port for inserting a liquid crystal composition into a liquid crystal display device which comprises an acrylic or methacrylic type resin as a major resin component and two or more photosensitizers different in quality, wherein the photosensitizers different in quality are composed of at least one first photosensitizer which can reduce the curing time of the resin component and at least one second photosensitizer which can reduce the curing time of the resin component not so greatly as the first photosensitizer, and wherein the at least one first photosensitizer is selected from the group consisting of β-naphthalene sulfochloride, 1-butylnaphthalene-sulfonic acid-2-chloride, 1,4-dibutylnaphthalene sulfonic acid-2-chloride, p,p-ditolyl disulfide, β,β-dinaphthalene disulfide, decyl chloride, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, benzoin n-butyl ether, benzoin sec-butyl ether, benzoin isobutyl ether, di-tert-butyl peroxide, 2-methylanthraquinone, 1,5-dinitroanthraquinone, and anthraquinone, and the at least one second photosensitizer is selected from the group consisting of benzene-sulfochloride, diphenyl disulfide, tetramethylthiuram disulfide, bis(2-benzthiazyl) disulfide, dibenzyl ketone, Michler's ketone, phenyl acetone, benzophenone, 4-methoxy benzophenone, acetophenone, acetylacetone, benzoin phenyl acetate, benzoin tert-butyl ether, furoin, furoin methyl ether and tert-butyl perbenzoate.
Claim 6
Dependent Claim 185 words
A sealing medium for sealing a fill port for inserting a liquid crystal composition into a liquid crystal display device which comprises an acrylic or methacrylic type resin as a major resin component and two or more photosensitizers different in quality, wherein the photosensitizers different in quality are composed of at least one first photosensitizer which can reduce the curing time of the resin component and at least one second photosensitizer which can reduce the curing time of the resin component not so greatly as the first photosensitizer, and wherein the at least one first photosensitizer is selected from the group consisting of β-naphthalene sulfochloride, 1-butylnaphthalene-sulfonic acid-2-chloride, 1,4-dibutylnaphthalene sulfonic acid-2-chloride, p,p-ditolyl disulfide, β,β-dinaphthalene disulfide, decyl chloride, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, benzoin n-butyl ether, benzoin sec-butyl ether, benzoin isobutyl ether, di-tert-butyl peroxide, 2-methylanthraquinone, 1,5-dinitroanthraquinone, and anthraquinone, and the at least one second photosensitizer is selected from the group consisting of benzene-sulfochloride, diphenyl disulfide, tetramethylthiuram disulfide, bis(2-benzthiazyl) disulfide, dibenzyl ketone, Michler's ketone, phenyl acetone, benzophenone, 4-methoxy benzophenone, acetophenone, acetylacetone, benzoin phenyl acetate, benzoin tert-butyl ether, furoin, furoin methyl ether and tert-butyl perbenzoate.
Claim 7
Dependent Claim 33 words
A sealing medium according to claim 4, wherein the weight ratio of said at least one first photosensitizer to said at least one second photosensitizer is in the range of 1/9 to 9/1.
Claim 8
Dependent Claim 17 words
A sealing medium according to claim 4, wherein the photosensitizers are a combination of 2-methylanthraquinone and benzophenone.
Claim 9
Dependent Claim 29 words
A sealing medium according to claim 4, wherein the photosensitizers are used in an amount of 1 to 10% by weight based on the weight of the resin component.
Claim 10
Dependent Claim 23 words
A sealing medium according to claim 4, wherein the photosensitizers are a combination of a hydrogen withdrawing type and a radical generating type.
Claim 11
Dependent Claim 18 words
A sealing medium according to claim 4, wherein the resin has a molecular weight of at least 10,000.
Claim 12
Dependent Claim 159 words
A liquid crystal display device comprising a pair of substrates which are placed in parallel and at least one of which is transparent, the peripheries of said substrates being sealed by a sealant to form an inner cavity with a fill port, said inner cavity being filled with a liquid crystal composition, the inner surfaces of said substrates facing each other having electrodes and orientation controlling films thereon, and said fill port being sealed by using a photo-setting resin composition comprising an acrylic or methacrylic type resin as a major resin component and two or more photosensitizers different in quality, wherein the photosensitizers different in quality are comprised of at least one first photosensitizer which can reduce the curing time of the resin composition greatly and at least one second photosensitizer which can reduce the curing time of the resin composition not so greatly as the first photosensitizer, and wherein the photosensitizers are a combination of 2-methylanthraquinone and benzophenone.
Claim 13
Dependent Claim 159 words
A liquid crystal display device comprising a pair of substrates which are placed in parallel and at least one of which is transparent, the peripheries of said substrates being sealed by a sealant to form an inner cavity with a fill port, said inner cavity being filled with a liquid crystal composition, the inner surfaces of said substrates facing each other having electrodes and orientation controlling films thereon, and said fill port being sealed by using a photo-setting resin composition comprising an acrylic or methacrylic type resin as a major resin component and two or more photosensitizers different in quality, wherein the photosensitizers different in quality are comprised of at least one first photosensitizer which can reduce the curing time of the resin composition greatly and at least one second photosensitizer which can reduce the curing time of the resin composition not so greatly as the first photosensitizer, and wherein the photosensitizers are a combination of 2-methylanthraquinone and benzophenone.

References Cited (Backward Citations)

US3840448A Cited
US4113592A Cited
JPS54153651A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1988-01-22 1988-07-23 1989-01-22 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1992-01-22 1992-07-23 1993-01-22 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1996-01-22 1996-07-23 1997-01-22 $7700.00 Window Closed / Lapsed

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