Radiation-curable coatings containing reactive pigment dispersants

• US 4,754,056 A
• Filed: 12/05/1986
• Issued: 06/28/1988
• Est. Priority Date: 04/05/1985
• Status: Expired due to Fees

• Current Assignee: DSM B.V.
• Original Assignee: DeSoto, Inc. (Overstock.com Incorporated)
• Inventors: Murray, Kevin P., Ansel, Robert E.
• Primary Examiner(s): NOT, DEFINED
• Application Number:
  US06/938,452
• Time in Patent Office: 571 Days
• Field of Search: 525/330.5, 525/386, 526/304, 526/305, 526/307, 560/171, 562/571
• US Class Current: 560/171
• CPC Class Codes: C08F 220/00 Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
• CPC Class Codes: C08G 18/833 by nitrogen containing compounds by azo compounds C08G18/85
• CPC Class Codes: C09D 4/00 Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16
• CPC Class Codes: G11B 5/7026 Radiation curable polymers

Abstract

Liquid coating compositions adapted to be cured by exposure to ionizing radiation are disclosed in which a liquid vehicle of coating viscosity having an ethylenically unsaturated portion comprising one or more polyethylenically unsaturated materials adapted to cure on radiation exposure, pigment dispersed in the vehicle, and an acrylate-functional radiation-curable dispersant having free carboxyl group for wetting the pigment and assisting in the stable dispersion of the pigment in the vehicle. This dispersant is an acrylate-functional carboxylic acid amide carrying free carboxyl groups, especially an adduct of a polyacrylate and a stoichiometric deficiency of a primary amine to provide a secondary amine having acrylate functionality, the secondary amine functionality being reacted with a polycarboxylic acid anhydride to form amide groups therewith.

Claims

1. A carboxyl-functional amide having acrylate functionality which is an adduct of a polyacrylate and a stoichiometric deficiency of a primary amine having a molecular weight of about 50 to about 8,000 to provide a secondary amine having acrylate functionality, the formation of said secondary amine being carried out at a temperature which leaves the secondary amino hydrogen atoms largely unreacted, said secondary amino hydrogen atoms being reacted with a polycarboxylic acid anhydride to form amide groups therewith, thereby providing carboxyl groups.

2. A carboxyl-functional amide as recited in claim 1 in which about one molar proportion of primary amine is adducted with said polyacrylate to form one molar proportion of secondary amine which is reacted with one molar proportion of polycarboxylic acid anhydride.

3. A carboxyl-functional amide as recited in claim 2 in which said amine is a polyoxypropylene monoprimary amine, and said anhydride is maleic anhydride.

4. A carboxyl-functional amide as recited in claim 3 in which said polyacrylate is pentaerythritol triacrylate.

5. A carboxyl-functional amide as recited in claim 1 in which said adduct is formed at a temperature in the range of 50°

C. to 70°

C.