Addition polymerizable polyethylenic polymers having pendant acryloyl urethane groups

• US 4,343,919 A
• Filed: 03/10/1980
• Issued: 08/10/1982
• Est. Priority Date: 03/10/1980
• Status: Expired due to Term

• Current Assignee: The Dow Chemical Company (Dow, Inc.)
• Original Assignee: The Dow Chemical Company (Dow, Inc.)
• Inventors: Harris, Robert F., Tefertiller, Nancy B.
• Primary Examiner(s): Wong, Jr., Harry
• Application Number:
  US06/128,422
• Time in Patent Office: 883 Days
• Field of Search: 526/301, 525/278, 204/159.14, 204/159.16, 204/159.18
• US Class Current: 522/90
• CPC Class Codes: C08F 120/36 containing oxygen in addition to the carboxy oxygen , e.g. 2-N-morpholinoethyl (meth)acrylate or 2-isocyanatoethyl (meth)acrylate
• CPC Class Codes: C08F 20/36 containing oxygen in addition to the carboxy oxygen , e.g. 2-N-morpholinoethyl (meth)acrylate or 2-isocyanatoethyl (meth)acrylate
• CPC Class Codes: C08F 290/126 Polymers of unsaturated carboxylic acids or derivatives thereof
• CPC Class Codes: C08F 8/00 Chemical modification by after-treatment graft polymers, block polymers, crosslinking with unsaturated monomers or with polymers C08F251/00 - C08F299/00; of conjugated diene rubbers C08C
• CPC Class Codes: Y10T 428/31591 Next to cellulosic
• CPC Class Codes: Y10T 428/31605 Next to free metal

Abstract

Addition polymerizable polymers having a polyethylenic backbone with pendant acryloyl urethane groups are usefully employed as flooring materials and in other applications utilizing radiation curable or chemically curable materials. Such polymers are advantageously prepared by reacting a polymer of an isocyanatoalkyl ester of an α,β-ethylenically unsaturated carboxylic acid, e.g., 2-isocyanatoethyl methacrylate with an active hydrogen-substituted alkyl ester of acrylic acid, e.g., hydroxyethyl acrylate.

Claims

1. A radiation curable coating formulation comprising

(a) a polymer of 2-isocyanatoethyl methacrylate, the isocyanate moieties of which have been reacted with a hydroxyalkyl acrylate;

and

(b) a photoinitiator sufficient to initiate radiation cure of the formulation upon exposure to actinic radiation.

2. The formulation of claim 1 additionally comprising a polyethylenically unsaturated monomer copolymerizable with said polymer.

3. A method of making a radiation curable coating formulation comprising

(a) addition polymerizing 2-isocyanatoethyl methacrylate to form a polymer;

(b) reacting the polymer with 2-hydroxyethyl acrylate; and

(c) adding to the reacted polymer a photoinitiator sufficient to initiate radiation cure of the formulation upon exposure to actinic radiation.

4. The method of claim 3 further comprising adding to the reacted but uncured polymer a polyethylenically unsaturated monomer copolymerizable with the reacted polymer.

5. The product of claim 3.

6. The product of claim 4.

7. The method of claim 3 wherein butyl acrylate, methyl methacrylate, styrene and/or ethyl acrylate are copolymerized with the 2-isocyanatoethyl methacrylate in step (a).

8. The product of claim 7.