Active energy beam-curable resin composition, resin molding, and method for producing resin molding

Patent metadata

Field	Value
Publication number	US-10253204-B2
Application number	US-201515305408-A
Country	US
Kind code	B2
Filing date	Apr 20, 2015
Priority date	Apr 22, 2014
Publication date	Apr 9, 2019
Grant date	Apr 9, 2019

Abstract

Provided are: a resin composition with which it is possible to form a cured film having excellent weather resistance and wear resistance; and a resin molding having said cured film. An active energy beam-curable resin composition containing a radical polymerizable compound and a photopolymerization initiator (d), wherein said radical polymerizable compound contains 57-90 mass % of (a) caprolactone-modified mono- or poly-penta erythritol poly (meth)acrylate represented by formula (1) and 10-43 mass % of (b) urethane (meth)acrylate synthesized from a polycarbonate polyol having a branched alkyl structure and an average molecular weight falling within the range of 500-1000, a diisocyanate having an alicyclic structure, and a mono (meth)acrylate containing a hydroxyl group. In formula (1), each X independently represents a caprolactone-modified (meth)acryloyl group, a (meth)acryloyloxy group, or a —OH group.

First claim

The invention claimed is:

1. An active energy beam-curable resin composition comprising radical polymerizable compounds and (d) a photopolymerizable initiator,
wherein the radical polymerizable compounds comprising, based on a total amount of 100% by mass of the radical polymerizable compounds,
71% to 90% by mass of (a) a caprolactone-modified mono- or poly-pentaerythritol poly(meth)acrylate represented by the following formula (1); and
10% to 29% by mass of (b) a urethane (meth)acrylate synthesized from a polycarbonate polyol having a branched alkyl structure and having a number average molecular weight in the range of 500 to 1,000, a diisocyanate having an alicyclic structure, and a mono(meth)acrylate containing a hydroxyl group:

wherein in formula (1), “4+2n” units of X each independently represent a (meth)acryloyloxy group modified by caprolactone (CH 2 ═CR—CO(O(CH 2 ) 5 C═O) y —O—), wherein R represents a hydrogen atom or a methyl group, and y represents an integer from 1 to 5; a (meth)acryloyloxy group (CH 2 ═CR—COO—),wherein R represents a hydrogen atom or a methyl group; or a —OH group; at least one X represents a (meth)acryloyloxy group modified by caprolactone, each of at least two X′s represents a (meth)acryloyloxy group, while each of the other X′s represents a —OH group; and n represents an integer from 0 to 4% by mass or less of (c) a radical polymerizable monomer other than (a) and (b), the radical polymerizable monomer (c) being crystallizable at a temperature of 25° C.

2. The active energy beam-curable resin composition according to claim 1 , wherein the active energy beam-curable resin composition further comprises (e) an ultraviolet absorber in an amount of 0.5 to 20 parts by mass relative to a total amount of 100 parts by mass of the radical polymerizable compounds.

3. The active energy beam-curable resin composition according to claim 1 , wherein the active energy beam-curable resin composition further comprises (e) an ultraviolet absorber in an amount of 0.5 to 20 parts by mass relative to a total amount of 100 parts by mass of the radical polymerizable compounds.

4. The active energy beam-curable resin composition according to claim 2 , wherein the (e) ultraviolet absorber has a molecular weight of 500 or more.

5. The active energy beam-curable resin composition according to claim 3 , wherein the (e) ultraviolet absorber has a molecular weight of 500 or more.

6. The active energy beam-curable resin composition according to claim 2 , wherein the (e) ultraviolet absorber is a combination of two or more kinds of ultraviolet absorbers each having a molecular weight of 500 or more.

7. The active energy beam-curable resin composition according to claim 3 , wherein the (e) ultraviolet absorber is a combination of two or more kinds of ultraviolet absorbers each having a molecular weight of 500 or more.

8. The active energy beam-curable resin composition according to claim 1 , wherein the active energy beam-curable resin composition further comprises (f) a hindered amine-based photostabilizer in an amount of 0.1 to 5 parts by mass relative to a total amount of 100 parts by mass of the radical polymerizable compounds.

9. A resin molded article having on a surface of the resin molded article, a cured film obtained by curing the active energy beam-curable resin composition according to claim 1 .

10. A resin molded article having on a surface of the resin molded article, a cured film obtained by curing the active energy beam-curable resin composition according to claim 8 .

11. The resin molded article according to claim 9 , wherein the resin molded article is a headlamp lens for automotive use.

12. The resin molded article according to claim 10 , wherein the resin molded article is a headlamp lens for automotive use.

13. A method for producing the resin molded article according to claim 9 , the method comprising applying the active energy beam-curable resin composition on the surface of the resin molded article, and irradiating the coating film thus obtained with an active energy beam.

14. A method for producing the resin molded article according to claim 11 , the method comprising applying the active energy beam-curable resin composition on the surface of a resin molded article, and irradiating a resultant coating film with an active energy beam.

15. A method for producing the resin molded article according to claim 10 , the method comprising applying the active energy beam-curable resin composition on the surface of a resin molded article, and irradiating a resultant coating film with an active energy beam.

16. A method for producing the resin molded article according to claim 12 , the method comprising applying the active energy beam-curable resin composition on the surface of a resin molded article, and irradiating a resultant coating film with an active energy beam.

Assignees

• Mitsubishi Rayon Co
• Mitsubishi Chem Corp

Inventors

• Kanbara Riina
• Satou Hiroyuki
• Odaka Kazuyoshi

Classifications

• F21S41/285

  Refractors, transparent cover plates, light guides or filters not provided in groups F21S41/24 - F21S41/2805 · CPC title

• F21S41/20

  characterised by refractors, transparent cover plates, light guides or filters · CPC title

• B05D3/067

  Curing or cross-linking the coating · CPC title

• F21V5/00

  Refractors for light sources (characterised by cooling arrangements F21V29/504) · CPC title

• C08J2451/08

  grafted on to macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds · CPC title