Synthetic resins or natural rubbers -- part of the class 520 ser – Synthetic resins – Processes of preparing a desired or intentional composition...
Patent
1997-02-25
1999-03-09
Michl, Paul R.
Synthetic resins or natural rubbers -- part of the class 520 ser
Synthetic resins
Processes of preparing a desired or intentional composition...
526241, C08F 2006
Patent
active
058801731
DESCRIPTION:
BRIEF SUMMARY
BACKGROUND ART
This invention relates to a hydrolyzable, metal-containing resin for use as a vehicle resin of antifouling paints as well as antifouling paint compositions containing said resin.
Antifouling paints containing as a vehicle resin a trialkyltin-containing polymer are known. These resins are advantageous in controlling the release of antifouling agent to a minimum level sufficient to maintain desired antifouling effect at a constant level for a long period of time. In application, the vehicle resin consisting of a trialkyltin-containing polymer is hydrolyzed by the action of weakly alkaline sea water to release the trialkyltin, and at the same time the resin becomes water-soluble so that the paint film is consumed and smoothed. This contributes to the reduction of the frictional resistance of ships against water and, therefore, to the reduction of fuel cost.
The vehicle resins of this type of paints, known as "self-polishing paints", typically consist of copolymers of trialkyltin (meth)acrylate with other comonomers free from carboxyl group. However, strong concern about the toxic effect of trialkyltin on the ecological system has led to a demand for a new vehicle resin which may replace the trialkyltin-containing polymers in the formulation of self-polyshing antifouling paints.
JP-A-62101653, JP-A-62057646, JP-A-63128008 and JP-A-63128084 disclose a metal-containing resin in which a metal atom is ionically combined with an acid pendant group of the resin and further with a monobasic organic acid, and methods of production of such resins. This type of resins may also be hydrolyzed gradually in the sea water to release antifouling metal ions and become soluble by themselves so as to achieve self-polishing effects.
The metal-containing resins are produced by copolymerizing an unsaturated organic acid monomer with a neutral monomer to prepare an acid group-containing resin (hereinafter referred to as "substrate resin"), and then combining the metal and monobasic organic acid. However, the effects of neutral monomers present in the substrate resin on the film performance of antifouling paint formulations containing metallized substrate resins and antifouling pigments have not been investigated well until now. This is because the dissolution rate of films, for example, has long been believed to be affected mainly by the acid number of the subsrate resin but not with the nature of neutral monomers significantly.
DISCLOSURE OF THE INVENTION
We have found that a substrate resin containing certain types of neutral monomers may exhibit, when compared with the corresponding substrate resin not containing such a neutral monomer, enhanced film performance including anti-cracking, adhesive, self-polishing and other properties after metallizing and formulating into an antifouling paint with an antifouling pigment.
The present invention provides a hydrolyzable, metal-containing resin comprising a polymer having in the molecule thereof a plurality of pendant acid groups bound ionically to a metal atom and a monobasic organic acid also bound to the same metal atom as said pendant acid group. It also provides an antifouling paint composition comprising said metal-containing resin and an antifouling pigment and/or antifouling agent. The metal-containing resin according to the present invention is comprised of, in its free acid (substrate resin) form, a copolymer consisting essentially of of a (meth)acrylic acid ester having as the ester residue a branched alkyl of four or more carbon atoms having at least one branch on a carbon atom at second to fourth positions from the distal end of the principal chain, a (meth)acrylic acid ester having as the ester residue a cycloalkyl residue having six or more carbon atoms, a polyalkylene glycol mono(meth)acrylate, a polyoxyalkylene glycol monoalkyl ether mono(meth)acrylate, and an adduct of 2-hydroxyethyl (meth)acrylate with caprolactone; corresponding to an acid number of the resin from 25 to 350 mg KOH/g as solid; and
PREFERRED EMBODIMENTS
The hydrolyzable, metal-con
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Higo Kiyoaki
Kitakuni Jyoji
Matsuda Masayuki
Uchida Chiharu
Michl Paul R.
Nippon Paint Co. Ltd.
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