Active energy ray-curable composition and lens sheet

• US 6,206,550 B1
• Filed: 02/22/1999
• Issued: 03/27/2001
• Est. Priority Date: 10/18/1994
• Status: Expired due to Fees

• Current Assignee: Mitsubishi Rayon Company Limited (Mitsubishi Chemical Holdings Corporation)
• Original Assignee: Mitsubishi Rayon Company Limited (Mitsubishi Chemical Holdings Corporation)
• Inventors: Hamada, Masao, Konami, Yukichi, Oishi, Noriji, Fukushima, Hiroshi
• Primary Examiner(s): Berman, Susan W.
• Application Number:
  US09/253,695
• Time in Patent Office: 764 Days
• Field of Search: 522/182, 522/180, 430/20, 428/1, 349/61, 349/62, 359/837, 362/326, 362/335, 362/339
• US Class Current: 362/335
• CPC Class Codes: C08F 222/1025 of aromatic dialcohols
• CPC Class Codes: C08F 222/106 Esters of polycondensation macromers
• CPC Class Codes: C08F 228/00 Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a bond to sulfur or by a heterocyclic ring containing sulfur
• CPC Class Codes: C08L 33/14 of esters containing halogen, nitrogen, sulfur, or oxygen atoms in addition to the carboxy oxygen
• CPC Class Codes: C08L 41/00 Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a bond to sulfur or by a heterocyclic ring containing sulfur; Compositions of derivatives of such polymers
• CPC Class Codes: C09D 4/00 Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16
• CPC Class Codes: C09K 2323/03 Viewing layer characterised by chemical composition
• CPC Class Codes: C09K 2323/035 Ester polymer, e.g. polycarbonate, polyacrylate or polyester
• CPC Class Codes: G02B 1/04 made of organic materials, e.g. plastics G02B1/08 takes precedence

Abstract

An active energy ray-curable composition comprising

(A) 20 to 80 parts by weight of a compound represented by the following general formula I:

wherein R¹ represents hydrogen or methyl, X and Y may be the same or different and represent methyl, chlorine, bromine or iodine, and t and u each independently represent an integer of 0-2,

(B) 20 to 80 parts by weight of at least one compound having at least one acryloyl or methacryloyl group in the molecule, or (B-1) 10 to 90 parts by weight of at least one compound having at least two acryloyl or methacryloyl groups in the molecule and (B-2) 1 to 90 parts by weight of at least one monoacrylate or monomethacrylate compound having one acryloyl or methacryloyl group in the molecule, and

(C) 0.01 to 5 parts by weight of an active energy ray-sensitive radical polymerization initiator with respect to 100 parts by weight of the total of components (A) and (B) or components (A), (B-1) and (B-2),

as well as a lens sheet comprising a lens section formed on at least one side of a transparent substrate using the composition useful as a backlight.

Claims

1. A backlight, comprising a lens sheet which comprises a transparent substrate and a lens section having a refractive index of 1.60 or greater, wherein the lens section is formed on the transparent substrate from an active energy ray-curable composition, wherein the active energy ray-curable composition comprises:

(A) 20 to 80 parts by weight of a compound represented by the following general formula I;

wherein R¹ represents hydrogen or methyl, X and Y may be the same or different and represent methyl, chlorine, bromine or iodine, and t and u each independently represent an integer of 0-2,

(B) 20 to 80 parts by weight of at least one compound having at least one acryloyl or methacryloyl group in the molecule, and

(C) 0.01 to 5 parts by weight of an active energy ray-sensitive radical polymerization initiator with respect to 100 parts by weight of the total of said components (A) and (B).

2. The backlight according to claim 1, wherein said lens section has a refractive index of 1.61 or greater.

3. The backlight according to claim 1, wherein said lens sheet comprises a plurality of minute prism rows.

4. The backlight according to claim 3, wherein the vertical angle of each of the prisms in the prism rows is 80-150 degrees.

5. The backlight according to claim 1, wherein the compound constituting said component (A) is bis(4-methacryloylthiophenyl)sulfide.

9. The backlight according to claim 3, wherein the vertical angle of each of the prisms in the prism rows is 80-150 degrees.

6. A backlight, comprising a lens sheet which comprises a transparent substrate and a lens section having a refractive index of 1.60 or greater, wherein the lens section is formed on the transparent substrate from an active energy ray-curable composition, wherein the active energy ray-curable composition comprises:

(A) 20 to 80 parts by weight of a compound represented by the following general formula I;

wherein R¹ represents hydrogen or methyl, X and Y may be the same or different and represent methyl, chlorine, bromine or iodine, and t and u each independently represent an integer of 0-2,

(B-1) 10 to 90 parts by weight of at least one compound having at least two acryloyl or methacryloyl groups in the molecule,

(B-2) 1 to 90 parts by weight of at least one monoacrylate or monomethacrylate compound having one acryloyl or methacryloyl group in the molecule, and

(C) 0.01 to 5 parts by weight of an active energy ray-sensitive radical polymerization initiator with respect to 100 parts by weight of the total of said components (A), (B-1) and (B-2).

7. The backlight according to claim 6, wherein said lens section has a refractive index of 1.61 or greater.

8. The backlight according to claim 6, wherein said lens sheet comprises a plurality of minute prism rows.

10. The backlight according to claim 6, wherein the compound constituting said component (A) is bis(4-methacryloylthiophenyl)sulfide.

11. The backlight according to claim 6, wherein the compound having at least two acryloyl or methacryloyl groups in the molecule, which constitutes said component (B-1), is selected from compounds represented by the following general formula II:

wherein R² represents hydrogen or methyl, V and W may be the same or different and represent methyl, chlorine, bromine or iodine, p and q each independently represent an integer of 0-2, R³ represents

m and n represent integers of 0-5, and z represents

12. The backlight according to claim 11, wherein the compound having at least two acryloyl or methacryloyl groups in the molecule, which constitutes said component (B-1), is selected from 2,2-bis(4-methacryloyloxyethoxyphenyl)-propane, 2,2-bis(4-acryloyloxyethoxyphenyl)-propane, 2,2-bis(4-methacryloyloxydiethoxyphenyl)-propane, 2,2-bis(4-acryloyloxydiethoxyphenyl)-propane, 2,2-bis(4-methacryloyloxytriethoxyphenyl)-propane, 2,2-bis(4-acryloyloxytriethoxyphenyl)-propane, 2,2-bis(4-methacryloyloxytetraethoxyphenyl)-propane, 2,2-bis(4-acryloyloxytetraethoxyphenyl)-propane, 2,2-bis(4-methacryloyloxypentaethoxyphenyl)-propane and 2,2-bis(4-acryloyloxypentaethoxyphenyl)-propane.

13. The backlight according to claim 6, wherein the monoacrylate or monomethacrylate compound which constitutes said component (B-2) is selected from compounds represented by the following general formulas III, IV, V and VI:

wherein R⁴ represents hydrogen or methyl, G represents methyl, chlorine, bromine or iodine, i represents an integer of 0-5, j represents an integer of 0-4, R⁵ represents

and m and n represent integers of 0-5.

14. The backlight according to claim 13, wherein the monoacrylate or monomethacrylate compound which constitutes said component (B-2) is selected from phenyl methacrylate, phenyl acrylate, benzyl methacrylate, benzyl acrylate, phenoxyethyl methacrylate, phenoxyethyl acrylate, phenoxy-2-methylethyl methacrylate, phenoxyethoxyethyl methacrylate, phenoxyethoxyethyl acrylate, 3-phenoxy-2-hydroxypropyl methacrylate, 3-phenoxy-2-hydroxypropyl acrylate, 2-phenylphenyl methacrylate, 2-phenylphenyl acrylate, 4-phenylphenyl methacrylate, 4-phenylphenyl acrylate, 2-phenylphenoxyethyl methacrylate, 2-phenylphenoxyethyl acrylate, 3-(2-phenylphenyl)-2-hydroxypropyl methacrylate, 3-(2-phenylphenyl)-2-hydroxypropyl acrylate, 2-bromophenoxyethyl methacrylate, 2-bromophenoxyethyl acrylate, 2,4-dibromophenoxyethyl methacrylate, 2,4-dibromophenoxyethyl acrylate, phenylthioethyl methacrylate, phenylthioethyl acrylate, phenylthioethoxy methacrylate, phenylthioethoxy acrylate, phenylthiodiethoxy methacrylate, phenylthiodiethoxy acrylate, 2-phenylphenylthioethyl methacrylate, 2-phenylphenylthioethyl acrylate, 4-chlorophenylthioethyl methacrylate, 4-chlorophenylthioethyl acrylate, benzylthioethyl methacrylate and benzylthioethyl acrylate.

15. A backlight, comprising a lens sheet which comprises a transparent substrate and a lens section having a refractive index of 1.60 or greater, wherein the lens section is formed on the transparent substrate from an active energy ray-curable composition;

wherein the active energy ray-curable composition comprises;

(A) 20 to 80 parts by weight of a compound represented by the following general formula I;

wherein R¹ represents hydrogen or methyl, X and Y may be the same or different and represent methyl, chlorine, bromine or iodine, and t and u each independently represent an integer of 0-2,

(B-1) 10 to 90 parts by weight of at least one compound having at least two acryloyl or methacryloyl groups in the molecule,

(B-2) 1 to 90 parts by weight of at least one monoacrylate or monomethacrylate compound having one acryloyl or methacryloyl group in the molecule, and

(C) 0.01 to 5 parts by weight of an active energy ray-sensitive radical polymerization initiator with respect to 100 parts by weight of the total of said components (A), (B-1) and (B-2); and

wherein the compound having at least two acryloyl or methacryloyl groups in the molecule, which constitutes said component (B-1), is selected from compounds represented by the following general formula II;

wherein R² represents hydrogen or methyl, V and W may be the same or different and represent methyl, chlorine, bromine or iodine, p and q each independently represent an integer of 0-2, R³ represents

m and n represent integers of 0-5, and z represents

16. The backlight according to claim 15, wherein said lens section has a refractive index of 1.61 or greater.

17. The backlight according to claim 15, wherein said lens sheet comprises a plurality of minute prism rows.

18. The backlight according to claim 17, wherein the vertical angle of each of the prisms in the prism rows is 80-150 degrees.

19. The backlight according to claim 15, wherein the compound constituting said component (A) is bis(4-methacryloylthiophenyl)sulfide.

20. A backlight, comprising a lens sheet which comprises a transparent substrate and a lens section having a refractive index of 1.60 or greater, wherein the lens section is formed on the transparent substrate from an active energy ray-curable composition;

wherein the active energy ray-curable composition comprises;

(A) 20 to 80 parts by weight of a compound represented by the following general formula I;

wherein R¹ represents hydrogen or methyl, X and Y may be the same or different and represent methyl, chlorine, bromine or iodine, and t and u each independently represent an integer of 0-2,

(B-1) 10 to 90 parts by weight of at least one compound having at least two acryloyl or methacryloyl groups in the molecule,

(B-2) 1 to 90 parts by weight of at least one monoacrylate or monomethacrylate compound having one acryloyl or methacryloyl group in the molecule, and

(C) 0.01 to 5 parts by weight of an active energy ray-sensitive radical polymerization initiator with respect to 100 parts by weight of the total of said components (A), (B-1) and (B-2); and

wherein the compound having at least two acryloyl or methacryloyl groups in the molecule, which constitutes said component (B-1), is selected from the group consisting of 2,2-bis(4-methacryloyloxyethoxyphenyl)-propane, 2,2-bis(4-acryloyloxyethoxyphenyl)-propane, 2,2-bis(4-methacryloyloxydiethoxyphenyl)-propane, 2,2-bis(4-acryloyloxydiethoxyphenyl)-propane, 2,2-bis(4-methacryloyloxytriethoxyphenyl)-propane, 2,2-bis(4-acryloyloxytriethoxyphenyl)-propane, 2,2-bis(4-methacryloyloxytetraethoxyphenyl)-propane, 2,2-bis(4-acryloyloxytetraethoxyphenyl)-propane, 2,2-bis(4-methacryloyloxypentaethoxyphenyl)-propane and 2,2-bis(4-acryloyloxypentaethoxyphenyl)-propane.

21. The backlight according to claim 20, wherein said lens section has a refractive index of 1.61 or greater.

22. The backlight according to claim 20, wherein said lens sheet comprises a plurality of minute prism rows.

23. The backlight according to claim 22, wherein the vertical angle of each of the prisms in the prism rows is 80-150 degrees.

24. The backlight according to claim 20, wherein the compound constituting said component (A) is bis(4-methacryloylthiophenyl)sulfide.