Radical curable adhesive composition, and polarizing plate and optical member comprising same
US-10228491-B2 · Mar 12, 2019 · US
US10585212B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-10585212-B2 |
| Application number | US-201515507871-A |
| Country | US |
| Kind code | B2 |
| Filing date | Sep 25, 2015 |
| Priority date | Sep 30, 2014 |
| Publication date | Mar 10, 2020 |
| Grant date | Mar 10, 2020 |
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The present invention relates to a polarizing plate including: a polarizer and a protective layer formed on at least one surface of the polarizer, in which the protective layer is a cured product of a radical curable composition including: (A) a first compound represented by [Formula 1]; (B) a second compound represented by Formula B; and (C) a radical initiator, and an image display device including the same.
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The invention claimed is: 1. A polarizing plate comprising: a polarizer; and a protective layer formed on at least one surface of the polarizer, wherein the protective layer is a cured product of a radical curable composition comprising: (A) a first compound represented by the following Formula 1; (B) a second compound represented by the following Formula B; and (C) a radical initiator, wherein in Formula 1: R 1 is an ester group; or an ether group, R 2 is a C1 to C10 alkyl group having at least one hydroxy group (—OH); or a C4 to C10 cycloalkyl group having at least one hydroxy group (—OH), and R 3 is hydrogen; or a C1 to C10 alkyl group, wherein in Formula B: R 101 's are the same as or different from each other, and are each independently hydrogen; or a C1 to C10 alkyl group, L 1 is a C1 to C10 alkylene group; —O—; —N(H)—; —C(═O)—; or —C(═O)O—, n is 2 or 3, when n is 2, L 2 is —N(H)C(═O)N(H)—; or —N(H)C(═O)-L 3 -C(═O)N(H)—, when n is 3, L 2 is a trivalent C1 to C10 alkyl group which is unsubstituted or substituted with a hydroxy group, and at least one of L 1 is —N(H)—, L 3 is a direct bond; a C1 to C10 alkylene group; —O—; —N(H)—; —C(═O)—; or —C(═O)O—, m is an integer of 1 to 10, and when m and n are each 2 or more, two or more structures in the parenthesis are the same as or different from each other. 2. The polarizing plate of claim 1 , wherein the first compound is one or more selected from the group consisting of compounds represented by the following Formula 2 to Formula 9: 3. The polarizing plate of claim 1 , wherein the second compound is represented by any one of the following Formula 16 to Formula 37: 4. The polarizing plate of claim 1 , wherein the radical curable composition comprises 40 to 85 parts by weight of the first compound, 5 to 50 parts by weight of the second compound, and 0.1 to 10 parts by weight of the radical initiator, based on 100 parts by weight of the radical curable composition. 5. The polarizing plate of claim 1 , wherein the radical curable composition further comprises an acrylic monomer comprising an amine group as a third compound. 6. The polarizing plate of claim 5 , wherein the third compound is one or more selected from the group consisting of N,N-dimethyl acrylamide, acryloyl morpholine, N-isopropyl acrylamide, N,N-diethyl acrylate, N,N-dimethylamino propylacrylamide, and 1,2,2,6,6-pentamethyl-4-piperidinyl methacrylate. 7. The polarizing plate of claim 5 , wherein a content of the third compound is 5 to 20 parts by weight based on 100 parts by weight of the radical curable composition. 8. The polarizing plate of claim 1 , wherein the radical curable composition has a glass transition temperature of 60° C. or more after UV curing. 9. The polarizing plate of claim 1 , wherein the radical curable composition has a storage modulus of 1,000 MPa to 5,000 MPa, which is measured by a dynamic mechanical analysis (DMA) method at 25° C. after curing. 10. The polarizing plate of claim 1 , wherein the first protective layer has a thickness of 0.1 μm to 20 μm. 11. The polarizing plate of claim 1 , wherein a second protective film is attached through an adhesive layer to a surface opposite to the surface of the polarizer on which the first protective layer is formed. 12. The polarizing plate of claim 1 , further comprising: an adhesion layer provided on an upper portion of the first protective layer. 13. The polarizing plate of claim 1 , wherein the polarizer is a polyvinyl alcohol-based film in which iodine or a dichroic dye is adsorbed and oriented. 14. An image display device comprising the polarizing plate of claim 1 . 15. A polarizing plate comprising: a polarizer; and a protective layer formed on at least one surface of the polarizer, wherein the protective layer is a cured product of a radical curable composition comprising: (A) a first compound represented by the following Formula 1; (B) a second compound obtained by reacting an aziridine compound with (meth)acrylic acid or a (meth)acrylate having a hydroxy group; and (C) a radical initiator, wherein in Formula 1: R 1 is an ester group; or an ether group, R 2 is a C1 to C10 alkyl group having at least one hydroxy group (—OH); or a C4 to C10 cycloalkyl group having at least one hydroxy group (—OH), and R 3 is hydrogen; or a C1 to C10 alkyl group. 16. The polarizing plate of claim 15 , wherein the aziridine compound is selected from the group consisting of compounds represented by the following Formula 10 to Formula 12: wherein In Formula 10, R 4 to R 9 are each independently a hydrogen atom; or a C 1 to 12 alkyl group, R 10 is a hydrogen atom; or a substituted or unsubstituted C 1 to 5 alkyl group, and X is a C 1 to 5 alkylene group, wherein in Formula 11, R 11 is a hydrogen atom; or a methyl group, and R 12 to R 15 are each independently a hydrogen atom; or a C 1 to 12 alkyl group, wherein in Formula 12, R 16 is a hydrogen atom; or a methyl group, R 17 and R 18 are each independently a hydrogen atom; or a C 1 to 12 alkyl group, D is a C 2 to 5 alkylene group; or an alkylene glycol having a repeating unit of 2 to 100, and E is a substituted or unsubstituted C 4 to 20 alkylene group; or a C 6 to 20 arylene group. 17. The polarizing plate of claim 15 , wherein the (meth)acrylate having a hydroxy group is represented by the following Formula 13: wherein in Formula 13, R 19 is a hydrogen group; or a methyl group, and R 20 is a C1 to C10 alkyl group having at least one hydroxy group (—OH); or a C4 to C10 cycloalkyl group having at least one hydroxy group (—OH).
of esters containing halogen, nitrogen, sulfur or oxygen atoms in addition to the carboxy oxygen · CPC title
Polarisers · CPC title
Esters of organic acids {, i.e. acylates} · CPC title
including organic materials, e.g. polymeric layers · CPC title
Protective coatings, e.g. hard coatings · CPC title
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