Reactive fluorine-containing highly branched polymer and curable composition containing the same

Patent metadata

Field	Value
Publication number	US-9546298-B2
Application number	US-201214360464-A
Country	US
Kind code	B2
Filing date	Nov 26, 2012
Priority date	Nov 25, 2011
Publication date	Jan 17, 2017
Grant date	Jan 17, 2017

Abstract

A material for a surface modifying agent with which the problems of insufficient durability as abrasion and chemical resistances of surface modification effect in polyurethane surface modification by the prior surface modifying agent are resolved, and is immobilized in a matrix resin firmly and improved in durability. A reactive fluorine-containing highly branched polymer obtained by: polymerizing monomer A having in a molecule two or more radically polymerizable double bonds, monomer B having in a molecule a fluoroalkyl group and at least one radically polymerizable double bond, and monomer C having in a molecule an alcoholic hydroxy group and minimum, one radically polymerizable double bond, in presence of a polymerization initiator D in an amount of 5 % to 200 % by mole with respect to the number of moles of the monomer A; a curable composition containing the reactive fluorine-containing highly branched polymer; and a cured film obtained from the composition.

First claim

The invention claimed is:

1. A reactive fluorine-containing highly branched polymer obtained by:
polymerizing a monomer A having in a molecule two or more radically polymerizable double bonds, a monomer B having in a molecule a fluoroalkyl group and at least one radically polymerizable double bond optionally substituted with a hydroxy group, in an amount of 5% to 300% by mole with respect to the number of moles of the monomer A, and a monomer C having in a molecule an alcoholic hydroxy group and at least one radically polymerizable double bond, in an amount of 5% to 300% by mole with respect to the number of moles of the monomer A, in a presence of a polymerization initiator D, in an amount of 5% to 200% by mole with respect to the number of moles of the monomer A.

2. The reactive fluorine-containing highly branched polymer according to claim 1 , wherein
the monomer C is a compound having at least either a vinyl group or a (meth)acryl group.

3. The reactive fluorine-containing highly branched polymer according to claim 2 , wherein
the monomer C is a compound of Formula:

(where R 1 is a hydrogen atom or a methyl group; and R 2 is a C 1-30 aliphatic group substituted with at least one hydroxy group).

4. The reactive fluorine-containing highly branched polymer according to claim 3 , wherein
R 2 is a C 1-30 aliphatic group in which a hydroxy group is bound to a primary carbon atom in Formula [1].

5. The reactive fluorine-containing highly branched polymer according to claim 4 , wherein
the monomer C is 4-hydroxybutyl (meth)acrylate.

6. The reactive fluorine-containing highly branched polymer according to claim 1 , wherein
the monomer B is a compound having at least either a vinyl group or a (meth)acryl group.

7. The reactive fluorine-containing highly branched polymer according to claim 6 , wherein
the monomer B is a compound of Formula [2]:

(where R 3 is a hydrogen atom or a methyl group; and R 4 is a C 2-12 fluoroalkyl group optionally substituted with a hydroxy group).

8. The reactive fluorine-containing highly branched polymer according to claim 7 , wherein
the monomer B is a compound of Formula [3]:

(where R 3 is the same meaning as the definition in Formula [2]; X is a hydrogen atom or a fluorine atom; m is 1 or 2; and n is an integer of 0 to 5).

9. The reactive fluorine-containing highly branched polymer according to claim 1 , wherein
the monomer A is a compound wherein (1) at least one of the radically polymerizable double bonds is in the form of a vinyl group, (2) at least one of the radically polymerizable double bonds is in the form of a (meth)acryl group, or (3) at least two of the radically polymerizable double bonds are in the form of a vinyl group and a (meth)acryl group.

10. The reactive fluorine-containing highly branched polymer according to claim 9 , wherein
the monomer A is a divinyl compound or a di(meth)acrylate compound.

11. The reactive fluorine-containing highly branched polymer according to claim 10 , wherein
the monomer A is divinyl benzene or ethylene glycol di(meth)acrylate.

12. The reactive fluorine-containing highly branched polymer according to claim 1 , wherein
the polymerization initiator D is an azo-based polymerization initiator.

13. The reactive fluorine-containing highly branched polymer according to claim 12 , wherein
the polymerization initiator D is dimethyl 2,2′-azobisisobutyrate or 2,2′-azobis(2-methylbutyronitrile).

14. A varnish comprising:
the reactive fluorine-containing highly branched polymer as claimed in claim 1 .

15. A thin film formed of the reactive fluorine-containing highly branched polymer as claimed in claim 1 .

Assignees

• Nissan Chemical Ind Ltd

Inventors

• Tamura Hiroyasu
• Haraguchi Masayuki
• Ozawa Masaaki

Classifications

• C08F220/24

  containing perhaloalkyl radicals · CPC title

• C08G18/4063

  Mixtures of compounds of group C08G18/62 with other macromolecular compounds · CPC title

• C08G18/6229

  Polymers of hydroxy groups containing esters of acrylic or methacrylic acid with aliphatic polyalcohols · CPC title

• C09D201/005

  Dendritic macromolecules · CPC title

• C09D133/16 Primary

  Homopolymers or copolymers of esters containing halogen atoms · CPC title