Fluorine-containing copolymer and process for its production

Details Fluorine-containing copolymer and process for its production Fluorine-containing copolymer and process for its production

1991-07-22

1994-04-19

Seidleck, James J.

Synthetic resins or natural rubbers -- part of the class 520 ser

Synthetic resins

Polymers from only ethylenic monomers or processes of...

526242, 526249, 526250, 526254, C08F 1220

Patent

active

053046170

DESCRIPTION:

BRIEF SUMMARY
DESCRIPTION

1. Technical Field
The present invention relates to a fluorinecontaining copolymer, a process for its production, and its use.
2. Background Art
The present inventors previously found that copolymers of fluoroolefin, cyclohexyl vinyl ether, alkyl vinyl ether and hydroxyalkyl vinyl ether can be cured by room temperature curing and bake-curing by means of a curing agent such as melamine or a polyvalent isocyanate, and provide a weatherable coating film which is rich in gloss and excellent in solvent resistance as disclosed in Japanese Unexamined Patent Publication Nos. 34107/1982 and 136662/1983. However, as a result of progress of application of the above-mentioned copolymers as a solvent-based coating, problems were found such that 1) when they were applied to a high solid coating which have been highly demanded in recent years, the viscosity was too high and it was difficult to conduct good coating and 2) the sufficient clarity of the coated surface could not be obtained.


DISCLOSURE OF INVENTION

The present invention has been made to solve the above-mentioned problems and provides the following fluorine-containing copolymer.
A fluorine-containing copolymer comprising polymer units represented by the formulas a), b) and c), respectively in amounts of from 40 to 60 mol%, from 25 to 55 mol% and from 5 to 25 mol%, respectively, and having an intrinsic viscosity of from 0.01 to 0.05 d.lambda./g as measured in an uncured state at 30.degree. C. in tetrahydrofuran, the ratio of the weight-average molecular weight and the number-average molecular weight measured by a gel permeation chromatography being not more than 2.0:
a) (CF.sub.2 -- CFX) X is fluorine, chlorine or a perfluoroalkyl or perfluoroalkoxy group having 1 to 3 carbon atoms,
b) ##STR1## R.sup.1 is hydrogen or a methyl group, R.sup.2 is an unsubstituted or fluorine-substituted straight-chain, branched-chain or alicyclic alkyl group having 1 to 12 carbon atoms, and .lambda. is 0 or 1, and
c) ##STR2## R.sup.3 is hydrogen or a methyl group, R.sup.4 is an unsubstituted or fluorine-substituted straight-chain, branched-chain or alicyclic alkyl group having a hydroxyl group.
The present invention is also to provide a process for producing the fluorine-containing copolymer, and a coating composition which is composed of a combination of the fluorine-containing copolymer and a curing agent.
The fluorine-containing copolymer of the present invention is composed of polymer units represented by the formulas a), b) and c):
a) (CF.sub.2 -- CFX) X is fluorine, chlorine or a perfluoroalkyl or perfluoroalkoxy group having 1 to 3 carbon atoms,
b) ##STR3## R.sup.1 is hydrogen or a methyl group, R.sup.2 is an unsubstituted or fluorine-substituted straight-chain, branched-chain or alicyclic alkyl group having 1 to 12 carbon atoms, and .lambda. is 0 or 1, and
c) ##STR4## R.sup.3 is hydrogen or a methyl group, R.sup.4 is an unsubstituted or fluorine-substituted straight-chain, branched-chain or alicyclic alkyl group having a hydroxyl group.
The polymer units can be formed by copolymerizing the monomers represented by the formulas a'), b') and c'), respectively: a') CF.sub.2 =CFX X is the same as defined above,
b') ##STR5## R.sup.1, R.sup.2 and .lambda. are the same as defined above, and
c) ##STR6## R.sup.3 and R.sup.4 are the same as defined above.
As the monomer represented by the formula a'), there may be exemplified tetrafluoroethylene, chlorotrifluoroethylene, hexafluoropropylene, perfluoromethyl vinyl ether, perfluoroethyl vinyl ether and perfluoropropyl vinyl ether. Preferred monomers are tetrafluoroethylene and chlorotrifluoroethylene. As the monomer represented by the formula b'), there may be exemplified an alkyl vinyl ether such as ethyl vinyl ether, n-butyl vinyl ether, ethylisopropenyl ether or n-butylisopropenyl ether, a cycloalkyl vinyl ether such as cyclohexyl vinyl ether, a fluoroalkyl vinyl ether such as 2,2,3,3 tetrafluoropropyl vinyl ether, and a vinyl carboxylate such as vinyl acetate, isopropenyl acetate, n-vinyl butyrate, n-isopropenyl bu

REFERENCES:
patent: 4970331 (1990-11-01), Yoshimura et al.
patent: 5064920 (1991-11-01), Marumoto et al.
Surface Coatings Science and Technology, S. Paul, John Wiley & Sons, 1986, pp. 698-705.

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