IP Library Granted Patent US 10,253,204
Granted Patent B2
US 10,253,204 · App. 15/305,408 · Granted Apr 9, 2019

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

Inventors: Riina Kanbara (Toyohashi, JP); Hiroyuki Satou (Tokyo, JP); Kazuyoshi Odaka (Tokyo, JP)
Assignee: Mitsubishi Chemical Corporation
C09D151/08B05D3/067C08F290/061C08F290/067C08J7/18C09D5/00F21S41/20F21S43/00F21V5/00C08J2369/00C08J2451/08
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Quick Facts
Patent No.
US 10,253,204
App. No.
15/305,408
Granted
Apr 9, 2019
Kind
B2
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.

Claims (20)

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.

Assignments (2)
MERGER Recorded Jun 28, 2017
From: MITSUBISHI RAYON CO., LTD.
To: MITSUBISHI CHEMICAL CORPORATION
Reel/Frame 043027/0929 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 10, 2016
From: KANBARA, RIINA; SATOU, HIROYUKI; ODAKA, KAZUYOSHI
To: MITSUBISHI RAYON CO., LTD.
Reel/Frame 040277/0254 →
Priority Claims (1)
JP 2014-087988 · Apr 22, 2014 · national
Continuity (1)
Related Publication 20170044395A1 · Feb 16, 2017