IP Library Granted Patent US 10,640,688
Granted Patent B2
US 10,640,688 · App. 15/486,150 · Granted May 5, 2020

Adhesive composition, protective film for a polarizing plate, polarizing plate, and liquid crystal display

Inventors: Se Ra Kim (Daejeon, KR); Kee Young Kim (Daejeon, KR); In Cheon Han (Seoul, KR)
Assignee: LG Chem, Ltd.
C09J133/08B32B7/12C08G18/6254C08G18/8029C09D133/066C09J133/14G02B1/14G02F1/133528B32B2255/26B32B2307/42B32B2457/202C08F220/1804C09J2201/606G02F2202/28Y10T428/10Y10T428/1059Y10T428/1077Y10T428/2848Y10T428/2891
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Quick Facts
Patent No.
US 10,640,688
App. No.
15/486,150
Granted
May 5, 2020
Kind
B2
Abstract

The present invention relates to a pressure-sensitive adhesive composition, a protective film for polarizers, which includes a cured product of the pressure-sensitive adhesive composition, a polarizer, and a liquid crystal display (LCD). In the present invention, a pressure-sensitive adhesive showing excellent endurance reliability in high-temperature and/or high-humidity conditions and having superior physical properties such as cuttability, re-peeling property, and workability can be provided. In particular, it is possible to provide the pressure-sensitive adhesive composition which can prevent light leakage that may occur in an LCD, even when being applied to a film having a low stress optical coefficient.

Claims (33)

1. A polarizer comprising:

a polarizing film or polarizing element; and

a protective film attached to a side or both sides of the polarizing film or polarizing element,

wherein the protective film comprises:

a base film on the polarizing film or polarizing element, and

a pressure sensitive adhesive layer in direct contact with a side of the base film opposite to the polarizing film or polarizing element,

wherein the base film is a cycloolefine polymer film or an acrylic film,

wherein a stress optical coefficient of the base film is 6 brewster or less and wherein the pressure sensitive adhesive layer is a cured product of a pressure-sensitive adhesive composition satisfying a condition of General Formula 1 given below and wherein the pressure-sensitive adhesive composition comprises a base resin comprising an aromatic ring-containing monomer or the pressure-sensitive adhesive composition comprises a compound having a positive stress optical coefficient:

Δ X≤ 2 nm,  [General Formula 1]

wherein ΔX represents an absolute value of a phase retardation (R in ) in a surface-direction, the phase retardation being measured by an equation, R in ={(n x −n y )×d}, when a sheet-shaped pressure-sensitive adhesive that has a width of 10 mm and a length of 20 mm and that is prepared by using the pressure-sensitive adhesive composition is elongated by 500 μm in a longitudinal direction at 23° C., wherein n x represents a refractive index along a horizontal axis in a surface of the sheet-shaped pressure-sensitive adhesive, n y represents a refractive index along a vertical axis in the surface of the sheet-shaped pressure-sensitive adhesive, and d represents a thickness of the sheet-shaped pressure-sensitive adhesive.

2. The polarizer of claim 1 , wherein the protective film includes only one base film.

3. The polarizer of claim 1 , wherein the stress optical coefficient of the base film is 3 brewster or less.

4. The polarizer of claim 1 , wherein the ΔX of the General Formula 1 is 1.5 nm or less.

5. The polarizer of claim 1 , wherein the ΔX of the General Formula 1 is 1 nm or less.

6. The polarizer of claim 1 , wherein the compound having the positive stress optical coefficient is expressed by Formula 3 or Formula 4:

where B represents a single bond, —CH═N—, —N═N—, —N═N(O)—, —COO—, —CH 2 O—, —C(R 7 ) 2 —CO—, —COO—CH 2 —, —CH═CH—, —C≡C—, —S—, —SO 2 —, -φ(R 7 )—, —CH═N-φ(R 7 )—N═CH—, —CH═CH-φ(R 7 )—N═CH—, —CH═CH-φ(R 7 )—CH═CH—, —CH═CH-φ(R 7 )-φ(R 8 )—CH═CH—, —CH═N-φ(R 7 )(R 8 )—N═CH—, —CH═N-φ(R 7 )-φ(R 8 )—CH═CH—, —N═N-φ(R 7 )—N═CH—, —C(═O)—O-φ(R 7 )—C(CH 3 ) 2 —, a naphthalene core, or an anthracene core, X, Y, R 7 , and R 8 represent independently hydrogen, halogen, cyano, amino, hydroxy, alkyl, alkoxy, aryl, dialkylamine, and cumyl, a represents an integer of 0 to 3, and b represents an integer of 1 to 3 when a is 0, and an integer of 0 to 3 when a is an integer of 1 to 3:

wherein

is

is

is

is

Z is C—W or N;

Q 1 to Q 16 and W are independently hydrogen, halogen, cyano, perfluoroalkyl, perfluoroalkyloxy, —R 9 , —OR 9 , —NHR 9 , —N(R 9 ) 2 , —C(═O)R 9 , —SR 9 , —SO 2 R 9 , —C(═O)NR 9 , —NR 9 C(═O)R 9 , —C(═O)OR 9 , —OC(═O)R 9 , or —OC(═O)OR 9 ;

R 9 is hydrogen, alkyl, alkenyl, alkynyl, or —(R 10 O) q R 11 , R 10 is alkylene, R 11 is alkyl, and q is an integer of 1 to 5;

l, m, n, and o are independently an integer of 0 to 2, and l+m+n+o is an integer greater than 2;

E and F are independently hydrogen, halogen, cyano, —R 9 , —OR 9 , —NHR 9 , —N(R 9 ) 2 , —NCO, —NCS, —C(═O)R 9 , or Si(R 90 ) 3 ; and

G 1 , G 2 , and G 3 , are independently a single bond, —O—, —R 10 O—, —NR 10 —, —S—, —SO—, —SO 2 —, alkylene, alkenylene, alkynylene, or —U-T-V—, U and T are independently a single bond, —S—, —NR 10 —, —O(CH 2 ) p —, carbonyl or —O—, V is a single bond, —O—, carbonyl, —NR 10 —, —S—, —(CH 2 ) p —, —O(CH 2 ) p —, or —(CH 2 ) p O—, and p is an integer of 0 to 5.

7. The polarizer according to claim 1 , wherein the base resin has a weight average molecular weight of 500,000 or more.

8. The polarizer of claim 7 , wherein the base resin is a polymer of a monomer mixture comprising a (meth)acrylic acid ester monomer; and a crosslinking monomer.

9. The polarizer of claim 1 , wherein the base resin is a polymer of a monomer mixture and wherein the monomer mixture comprises a (meth)acrylic acid ester monomer; a crosslinking monomer and a compound expressed by Formula 2 given below:

where R 6 represents hydrogen or alkyl, A represents an alkylene, n represents an integer of 0 to 3, Q represents a single bond, —O—, —S—, or an alkylene, and P represents a substituted or unsubstituted aromatic group.

10. The polarizer of claim 9 , wherein the pressure-sensitive adhesive composition further comprises a crosslinking agent crosslinking the base resin and wherein the crosslinking agent consists of one or more selected from a group consisting of an isocyanate compound, an epoxy compound, an aziridine compound, and a metal chelate compound.

11. A liquid crystal display comprising a liquid crystal panel and the polarizer of claim 1 , wherein the pressure-sensitive adhesive layer is attached on the liquid crystal panel.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 30, 2023
From: SHANJIN OPTOELECTRONICS (SUZHOU) CO., LTD.
To: SHANJIN OPTOELECTRONICS (NANJING) CO., LTD.
Reel/Frame 065393/0902 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 20, 2021
From: LG CHEM LTD.
To: SHANJIN OPTOELECTRONICS (SUZHOU) CO., LTD.
Reel/Frame 056316/0076 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 12, 2017
From: KIM, SE RA; KIM, KEE YOUNG; HAN, IN CHEON
To: LG CHEM, LTD.
Reel/Frame 041987/0537 →
Priority Claims (1)
KR 10-2008-0063689 · Jul 1, 2008 · national
Continuity (2)
Continuation 13001778
Related Publication 20170247585A1 · Aug 31, 2017