IP Library Granted Patent US 10,066,133
Granted Patent B2
US 10,066,133 · App. 14/564,560 · Granted Sep 4, 2018

Pressure-sensitive adhesive composition

Inventors: Jeong Sik Bae (Daejeon, KR); Sung Soo Yoon (Daejeon, KR); Kee Young Kim (Daejeon, KR)
Assignee: LG Chem, Ltd.
C09J133/066B32B7/12C08K3/10C08K5/0075C08K5/17C09D133/066C09J7/385C09J133/14G02B1/14G02B5/30B32B2307/40B32B2307/50C09J2201/606C09J2203/318C09J2205/102C09J2433/00
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Quick Facts
Patent No.
US 10,066,133
App. No.
14/564,560
Granted
Sep 4, 2018
Kind
B2
Abstract

Provided are a pressure-sensitive adhesive composition, a protective film, an optical device, and a display device. The pressure-sensitive adhesive composition may exhibit excellent storage stability, suitable low speed and high speed peel-off strengths after forming a crosslinking structure, and have an excellent balance between them. Accordingly, the pressure-sensitive adhesive composition may exhibit an excellent protective effect when applied to a protective film, may be easily peeled in a high speed peel-off and thus advantageous for a high speed process, and may exhibit an excellent antistatic characteristic.

Claims (28)

1. A surface protective film comprising:

a surface protective base layer; and

a pressure-sensitive adhesive layer formed on one or both surfaces of the surface protective base layer,

wherein the pressure-sensitive adhesive layer has a ratio (H/L) of a high speed peel-off strength (H) to a low speed peel-off strength (L) of 1 to 25, wherein the low speed peel-off strength (L) is measured at a peeling angle of 180 degrees and a peeling speed of 0.3 m/min with respect to an adherend having a surface energy of 30 mN/m or less and the high speed peel-off strength (H) is measured at a peeling angle of 180 degrees and a peeling speed of 30 m/min with respect to an adherend having a surface energy of 30 mN/m or less,

wherein the pressure-sensitive adhesive layer comprises a pressure-sensitive adhesive composition in a crosslinked state, and the pressure-sensitive adhesive composition comprises:

a polymer comprising a polymerization unit of a monomer of Formula 1, a polymerization unit of a nitrogen-containing monomer, a polymerization unit of a first monomer represented by Formula 2, in which alkylene groups of A and B of Formula 2 have 1 to 3 carbon atoms, and a polymerization unit of a second monomer represented by Formula 2, in which alkylene groups of A and B of Formula 2 have 4 to 8 carbon atoms, in which a ratio (A/B) of a weight (A) of the polymerization unit of the first monomer and a weight (B) of the polymerization unit of the second monomer is more than 1 and not more than 5; and

an ionic compound:

where Q is hydrogen or an alkyl group, U is an alkylene group, Z is hydrogen, an alkyl group, or an aryl group, m is a number of 1 to 20, A and B are each independently an alkylene group, and n is 0.

2. The surface protective film according to claim 1 , wherein the nitrogen-containing monomer is dialkyl (meth)acrylamide.

3. The surface protective film according to claim 1 , wherein the polymer comprises a polymerization units of 0.1 to 6.0 parts by weight of the monomer of Formula 1, 1 to 30 parts by weight of the nitrogen-containing monomer, 0.1 to 15 parts by weight of the first monomer and 0.1 to 5 parts by weight of the second monomer.

4. The surface protective film according to claim 1 , wherein the pressure-sensitive adhesive composition further comprises a compound of Formula 3:

where M 1 to M 5 are each independently R 1 —N, (R 2 )(R 3 )—C, or (R 4 )(R 5 )—C, in which R 1 is a hydrogen atom, an alkyl group, or an alkoxy group, R 2 and R 3 are each independently an alkyl group, R 4 and R 5 are each independently a hydrogen atom or an alkyl group, L is an alkylene group or an alkylidene group, P is an alkyl group or a substituent of Formula 4, at least one of M 2 to M 4 is R 1 —N, and M 1 , M 2 , M 3 , M 4 , or M 5 just adjacent to M 2 , M 3 , or M 4 that is R 1 —N is (R 2 )(R 3 )—C, and

where M 6 to M 10 are each independently R 1 —N, (R 2 )(R 3 )—C, or (R 4 )(R 5 )—C, in which R 1 is a hydrogen atom, an alkyl group, or an alkoxy group, R 2 and R 3 are each independently an alkyl group, and R 4 and R 5 are each independently a hydrogen atom or an alkyl group, at least one of M 7 to M 9 is R 1 —N, and M 6 , M 7 , M 8 , M 9 , or M 10 just adjacent to M 7 , M 8 , or M 9 that is R 1 —N is (R 2 )(R 3 )—C,

wherein in Formulas 3 and 4, the N atom or the C atom in R 1 —N, (R 2 )(R 3 )—C, or (R 4 )(R 5 )—C is present at the position of M 1 to M 10 , and a substituent selected from R 1 to R 5 binds to the N atom or the C atom.

5. The surface protective film according to claim 4 , wherein, in Formula 3, R 1 is a hydrogen atom, an alkyl group having 1 to 8 carbon atoms, or an alkoxy group having 4 to 16 carbon atoms, R 2 and R 3 are each independently an alkyl group having 1 to 12 carbon atoms, and L is an alkylene group having 4 to 12 carbon atoms or an alkylidene group having 2 to 10 carbon atoms.

6. The surface protective film according to claim 4 , wherein the compound of Formula 3 is bis(1,2,2,6,6-pentamethyl-4-piperidyl)sebacate, methyl 1,2,2,6,6-pentamethyl-4-piperidyl sebacate, propanedioic acid 2-[[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl]methyl]-2-butyl-1,3-bis(1,2,2,6,6-pentamethyl-4-piperidinyl) ester, bis(2,2,6,6-tetramethyl-4-piperidyl)sebacate, or bis-(1-octyloxy-2,2,6,6-tetramethyl-4-piperidinyl)sebacate.

7. The surface protective film according to claim 4 , wherein the compound of Formula 3 is comprised in the pressure-sensitive adhesive composition at 0.01 to 10 parts by weight relative to 100 parts by weight of the polymer.

8. The surface protective film according to claim 1 , wherein the pressure-sensitive adhesive composition further comprises an aliphatic isocyanate crosslinking agent.

9. The surface protective film according to claim 8 , wherein the crosslinking agent is comprised in the pressure-sensitive adhesive composition at 0.01 to 10 parts by weight relative to 100 parts by weight of the polymer.

10. The surface protective film according to claim 8 , wherein the crosslinking agent comprises at least one selected from the group consisting of an aliphatic cyclic isocyanate compound and an aliphatic non-cyclic isocyanate compound.

11. The surface protective film according to claim 10 , wherein the aliphatic cyclic isocyanate compound is an isocyanate compound selected from isophorone diisocyanate, methylene dicyclohexyl diisocyanate, and cyclohexane diisocyanate, a dimer or trimer of the isocyanate compound, or a reaction product of the isocyanate compound with a polyol.

12. The surface protective film according to claim 10 , wherein the aliphatic non-cyclic isocyanate compound is an alkylene diisocyanate compound having 1 to 20 carbon atoms; a dimer or trimer of an isocyanate compound; or a reaction product of the isocyanate compound and a polyol.

13. The surface protective film according to claim 1 , wherein the low speed peel-off strength (L) is 1 to 40 gf/25 mm.

14. The surface protective film according to claim 1 , wherein the high speed peel-off strength (H) is 10 to 300 gf/25 mm.

15. The surface protective film of claim 1 , wherein the surface protective film is detachably attached on a surface to be protected.

16. An optical device in which the surface protective film of claim 1 is adhered to a surface thereof to be peeled.

17. The optical device according to claim 16 , wherein the surface to which the protective film is adhered has a surface energy of 30 mN/m or less.

18. A display device, comprising the optical device of claim 16 .

Assignments (4)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 24, 2025
From: LG CHEM, LTD.
To: XINMEI FONTANA HOLDING (HONG KONG) LIMITED
Reel/Frame 070608/0517 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 23, 2025
From: LG CHEM, LTD
To: XINMEI FONTANA HOLDING (HONG KONG) LIMITED
Reel/Frame 070609/0245 →
ADDRESS CHANGE Recorded Nov 19, 2024
From: LG CHEM, LTD.
To: LG CHEM, LTD.
Reel/Frame 069389/0332 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 15, 2014
From: BAE, JEONG SIK; YOON, SUNG SOO; KIM, KEE YOUNG
To: LG CHEM, LTD.
Reel/Frame 034508/0578 →
Priority Claims (3)
KR 10-2013-0070504 · Jun 19, 2013 · national
KR 10-2013-0070512 · Jun 19, 2013 · national
KR 10-2013-0158649 · Dec 18, 2013 · national
Continuity (1)
Related Publication 20160376480A1 · Dec 29, 2016