Fluorine-containing highly branched polymer and resin composition containing the same

Patent metadata

Field	Value
Publication number	US-10227457-B2
Application number	US-201615161905-A
Country	US
Kind code	B2
Filing date	May 23, 2016
Priority date	May 29, 2009
Publication date	Mar 12, 2019
Grant date	Mar 12, 2019

Abstract

It is an object to provide a compound that can provide a molded article and a coating film excellent not only in solubility in an organic solvent, but also in miscibility with/dispersibility in a matrix resin, causing no aggregation in a matrix resin, excellent in surface modification property, and having high transparency. A fluorine-containing highly branched polymer obtained by polymerizing a monomer A having two or more radical polymerizable double bonds in the molecule thereof with a monomer B having a fluoroalkyl group and at least one radical polymerizable double bond in the molecule thereof in the presence of a polymerization initiator C in a content of 5% by mol or more and 200% by mol or less, based on the total molar amount of the monomer A and the monomer B; and a resin composition comprising the polymer.

First claim

The invention claimed is:

1. A photopolymerizable composition comprising:
a fluorine-containing highly branched polymer (a) obtained by polymerizing a monomer A having two or more radical polymerizable double bonds in the molecule thereof with a monomer B having a fluoroalkyl group and at least one radical polymerizable double bond in the molecule thereof in the presence of a polymerization initiator C in a content of 15% by mol or more and 200% by mol or less, based on a total molar amount of the monomer A and the monomer B, wherein
the monomer A is a divinyl compound or a di(meth)acrylate compound, and
the monomer B is a compound of Formula [1]:

wherein:
R 1 is a hydrogen atom or a methyl group; and
R 2 is a C 2-12 fluoroalkyl group that is optionally substituted with a hydroxy group;

a photopolymerizable compound (b); and
a photopolymerization initiator (c).

2. The photopolymerizable composition according to claim 1 , wherein the photopolymerizable compound (b) is a multifunctional (meth)acrylate compound.

3. The photopolymerizable composition according to claim 2 , wherein the photopolymerizable compound (b) is tricyclodecanedimethanol di(meth)acrylate.

4. The photopolymerizable composition according to claim 1 , wherein the content of the fluorine-containing highly branched polymer (a) is 0.01% by mass to 20% by mass, based on the total mass of the photopolymerizable compound (b).

5. The photopolymerizable composition according to claim 1 , wherein
the monomer A and the monomer B are polymerized with a monomer E having at least one radical polymerizable double bond and no fluoroalkyl group in the molecule thereof in the presence of the polymerization initiator C.

6. The photopolymerizable composition according to claim 1 , wherein the monomer A does not contain a silicon atom.

7. A resin-molded article produced by photopolymerizing the photopolymerizable composition according to claim 1 .

8. The resin-molded article according to claim 7 , wherein
the monomer A and the monomer B are polymerized with a monomer E having at least one radical polymerizable double bond and no fluoroalkyl group in the molecule thereof in the presence of the polymerization initiator C.

9. A resin composition comprising
a fluorine-containing highly branched polymer (a) obtained by polymerizing a monomer A having two or more radical polymerizable double bonds in the molecule thereof with a monomer B having a fluoroalkyl group and at least one radical polymerizable double bond in the molecule thereof in the presence of a polymerization initiator C in a content of 15% by mol or more and 200% by mol or less, based on a total molar amount of the monomer A and the monomer B, wherein
the monomer A is a divinyl compound or a di(meth)acrylate compound, and
the monomer B is a compound of Formula [1]:

wherein:
R 1 is a hydrogen atom or a methyl group; and
R 2 is a C 2-12 fluoroalkyl group that is optionally substituted with a hydroxy group; and

a thermoplastic resin or thermosetting resin (d).

10. The resin composition according to claim 9 , wherein the thermoplastic resin (d) is a poly(methyl methacrylate) resin.

11. The resin composition according to claim 9 , wherein the thermoplastic resin (d) is a poly(lactic acid) resin.

12. The resin composition according to claim 9 , wherein the content of the fluorine-containing highly branched polymer (a) is 0.01% by mass to 20% by mass, based on the total mass of the thermoplastic resin or thermosetting resin (d).

13. The resin composition according to claim 9 , wherein
the monomer A and the monomer B are polymerized with a monomer E having at least one radical polymerizable double bond and no fluoroalkyl group in the molecule thereof in the presence of the polymerization initiator C.

14. A resin-molded article produced from the resin composition according to claim 9 .

15. The resin-molded article according to claim 14 , wherein
the monomer A and the monomer B are polymerized with a monomer E having at least one radical polymerizable double bond and no fluoroalkyl group in the molecule thereof in the presence of the polymerization initiator C.

Assignees

• Nissan Chemical Ind Ltd

Inventors

• Haraguchi Masayuki
• Matsuyama Motonobu
• Ozawa Masaaki
• Miyamoto Misao

Classifications

• C08L2205/03

  containing three or more polymers in a blend · CPC title

• C08F212/36

  Divinylbenzene · CPC title

• C09D4/06

  {Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond} in combination with a macromolecular compound other than an unsaturated polymer of groups C09D159/00 - C09D187/00 · CPC title

• Y10T428/24802

  Discontinuous or differential coating, impregnation or bond [e.g., artwork, printing, retouched photograph, etc.] · CPC title

• C08J2433/16

  Homopolymers or copolymers of esters containing halogen atoms · CPC title