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Cinnamate-containing photopolymer for orientation film of liquid crystal display (LCD) and method of forming the orientation film using the photopolymer

Assignee: Samsung SDI Co Ltd
•
Filing: 1997-10-16
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Granted: 1999-12-07
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Expires: 2017-10-16
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Abstract

Abstract The present invention provides novel photopolymers for use in liquid crystal display. The photopolymers are cinnamate-containing photopolymers wherein a mesogen, preferably containing a benzene ring, is introduced between a polyvinyl main chain and a cinnamate group, and also wherein the cinnamate group can be substituted with a cyanide group, an alkyl group, a halogen atom or a fluorocarbonyl group. The cinnamate-containing photopolymers have improved stability and photoelectric properties, and improved pre-tilt angle. The photopolymers can be used to form an orientation film for an LCD in a non-rubbing process, and can be used alone or with a cross linking agent.

Inventors

  • 👤 Jae Geun Park
  • 👤 Do Yun Kim
  • 👤 Hwan Jae Choi
  • 👤 Joo Young Kim

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 14:05
CPC Classifications
C; C09; C09K; C09K19/00; C09K19/52; C09K19/54; C09K19/56; C08; C08F; C08F12/00; C08F12/02; C08F12/32; G; G02; G02F; G02F1/00; G02F1/01; G02F1/13; G02F1/133; G02F1/1333; G02F1/1337; G02F1/133711; G02F1/13378; G02F1/133788

Claims Analysis

Total Claims: 15
Claim 1
Independent Claim 92 words
A cinnamate-containing photopolymer for orientation films of a liquid crystal display, having the formula: ##STR10## wherein R 1 , is selected from the group consisting of: ##STR11## and --(CH 2 ) m --; R 2 is selected from the group consisting of: ##STR12## wherein X is selected from group consisting of --F, --CN, --C m F 2m+1 , and --C m H 2m+ 1 wherein m is an integer of 1 to 6; and R 3 is H or CH 3 ; and n is an integer representing the degree of polymerization.
Claim 2
Dependent Claim 92 words
A cinnamate-containing photopolymer for orientation films of a liquid crystal display, having the formula: ##STR10## wherein R 1 , is selected from the group consisting of: ##STR11## and --(CH 2 ) m --; R 2 is selected from the group consisting of: ##STR12## wherein X is selected from group consisting of --F, --CN, --C m F 2m+1 , and --C m H 2m+ 1 wherein m is an integer of 1 to 6; and R 3 is H or CH 3 ; and n is an integer representing the degree of polymerization.
Claim 3
Dependent Claim 98 words
A composition for an orientation film of a liquid crystal display, which comprises: (1) about 95 to 99.9% by weight of a cinnamate-containing photopolymer of claim 1, and (2) about 0.1 to 5% by weight of a cross-linking agent of the formula: ##STR13## wherein X is --F, --CN, --C m F 2m+1 or --C m H 2m+1 , wherein m is an integer of 1 to 6, and R 4 is selected from the group consisting of: ##STR14## --(CH 2 ) m -- and --(CH 2 O) m -- wherein m is an integer of 1 to 10.
Claim 4
Dependent Claim 26 words
A method of forming an orientation film of a liquid crystal display, which comprises applying the photopolymer composition of claim 2 to a TN mode display.
Claim 5
Dependent Claim 26 words
A method of forming an orientation film of a liquid crystal display, which comprises applying the photopolymer composition of claim 2 to a IPS mode display.
Claim 6
Dependent Claim 26 words
A method of forming an orientation film of a liquid crystal display, which comprises applying the photopolymer composition of claim 2 to a VA mode display.
Claim 7
Dependent Claim 96 words
A method of forming an orientation film of a liquid crystal display comprising: preparing a solution of cinnamate-containing photopolymer composition according to claim 2 in an organic solvent, having a concentration of from about 0.5 to about 2.0% by weight and a viscosity of from about 30 to about 50 cps; coating said solution on an ITO glass electrode to form an orientation film having a thickness of from about 500 to about 1,000 Å; drying said orientation film at about 140° C. for about 30 minutes; and exposing said orientation film to polarized ultraviolet light.
Claim 8
Dependent Claim 28 words
A method according to claim 6 wherein said organic solvent is selected from the group consisting of chlorobenzene, N-methylpyrrolidone, dimethylsulfoxide, dimethylformamide, toluene, chloroform, γ-butyrolactone, 2-methoxy ethanol and tetrahydrofuran.
Claim 9
Dependent Claim 25 words
A method of forming an orientation film of a liquid crystal display, which comprises applying the photopolymer of claim 1 to a TN mode display.
Claim 10
Dependent Claim 25 words
A method of forming an orientation film of a liquid crystal display, which comprises applying the photopolymer of claim 1 to a IPS mode display.
Claim 11
Dependent Claim 25 words
A method of forming an orientation film of a liquid crystal display, which comprises applying the photopolymer of claim 1 to a VA mode display.
Claim 12
Dependent Claim 93 words
A method of forming an orientation film of a liquid crystal display comprising: preparing a solution of cinnamate-containing photopolymer according to claim 1 in an organic solvent, having a concentration of from about 0.5 to about 2.0% by weight and a viscosity of from about 30 to 50 cps; coating said solution on an ITO electrode to form an orientation film having a thickness of from about 500 to about 1,000 Å; drying said orientation film at about 140° C. for about 30 minutes; and exposing said orientation film to polarized ultraviolet light.
Claim 13
Dependent Claim 28 words
A method according to claim 11 wherein said organic solvent is selected from the group consisting of chlorobenzene, N-methylpyrrolidone, dimethylsulfoxide, dimethylformamide, toluene, chloroform, γ-butyrolactone, 2-methoxy ethanol and tetrahydrofuran.
Claim 14
Dependent Claim 158 words
A composition for an orientation film of a liquid crystal display, which comprises: (1) about 95 to 99.9% by weight of a cinnamate-containing photopolymer for orientation films of a liquid crystal display having the formula: ##STR15## wherein R is a group having 1 to 3 benzene rings, X is selected from the group consisting of --CN, alkyl groups of C 1 -C 6 , halogen atoms, and --C m F 2m+1 wherein m is an integer of 1 to 6, and n is the degree of polymerization; and (2) about 0.1 to 5% by weight of a cross-linking agent of the formula: ##STR16## wherein X is --F, --CN, --C m F 2m+1 or --C m H 2m+1 , wherein m is an integer of 1 to 6, and R 4 is selected from the group consisting of: ##STR17## --(CH 2 ) m -- and --(CH 2 O) m --, wherein m is an integer of 1 to 10.
Claim 15
Dependent Claim 158 words
A composition for an orientation film of a liquid crystal display, which comprises: (1) about 95 to 99.9% by weight of a cinnamate-containing photopolymer for orientation films of a liquid crystal display having the formula: ##STR15## wherein R is a group having 1 to 3 benzene rings, X is selected from the group consisting of --CN, alkyl groups of C 1 -C 6 , halogen atoms, and --C m F 2m+1 wherein m is an integer of 1 to 6, and n is the degree of polymerization; and (2) about 0.1 to 5% by weight of a cross-linking agent of the formula: ##STR16## wherein X is --F, --CN, --C m F 2m+1 or --C m H 2m+1 , wherein m is an integer of 1 to 6, and R 4 is selected from the group consisting of: ##STR17## --(CH 2 ) m -- and --(CH 2 O) m --, wherein m is an integer of 1 to 10.

References Cited (Backward Citations)

US3882084A Cited
JPS6392609A Cited
US5290824A Cited
US5539074A Cited
US5464669A Cited
US5705096A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 2002-12-06 2003-06-07 2003-12-07 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 2006-12-06 2007-06-07 2007-12-07 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2010-12-06 2011-06-07 2011-12-07 $7700.00 Window Closed / Lapsed

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