Compositions for providing abherent coatings

• US 4,321,404 A
• Filed: 05/20/1980
• Issued: 03/23/1982
• Est. Priority Date: 05/20/1980
• Status: Expired due to Term

• Current Assignee: 3M Company
• Original Assignee: 3M Company
• Inventors: Williams, Brian H., Young, Chung-I
• Primary Examiner(s): Breitenstein, G. T.
• Application Number:
  US06/151,644
• Time in Patent Office: 672 Days
• Field of Search: 560/26, 560/115, 560/158, 560/160
• US Class Current: 560/115
• CPC Class Codes: C08F 220/38 Esters containing sulfur
• CPC Class Codes: C08F 291/18 on to irradiated or oxidised macromolecules epoxidised C08F291/10
• CPC Class Codes: C08G 65/007 containing fluorine
• CPC Class Codes: C09J 2433/005 in the release coating
• CPC Class Codes: G03G 7/004 obtained by reactions only involving carbon-to-carbon unsaturated bonds

Abstract

Radiation curable coating compositions for providing solvent-resistant abhesive coatings comprise polyfluorinated acrylates and methacrylates, polyethylenically unsaturated crosslinking agents and a film-forming organic polymer. The compositions can be used after radiation curing to render substrates oil, soil, and water repellent. The cured compositions have particular use as release coatings in image transfer systems wherein a fused xerographic image is transferred from the release coated surface, to another surface due to the particular characteristics of the coatings. Novel poly(fluorooxyalkylene)urethane acrylate compounds are also disclosed.

Claims

1. A novel poly(fluorooxyalkylene)urethane acrylate or methacrylate having the general formula:

space="preserve" listing-type="equation">Z-R.sub.f.sup.2 -Y-A'"'"'

wherein;

R_f² is a divalent poly(fluorooxyalkylene) group having a number average molecular weight of from about 500 to 20,000;

A'"'"' is selected from the group consisting of ##STR31## wherein;

R is selected from the group consisting of hydrogen and methyl, a is an integer having a value of 2 to 6, and R'"'"' is selected from the group consisting of a divalent aliphatic or cycloaliphatic group having 2 to 14 carbon atoms and an aryl group having 6 to 14 carbon atoms;

Y is selected from the group consisting of ##STR32## wherein;

b is 2 to 12, R² is selected from the group consisting of hydrogen, a lower alkyl of about 1 to 4 carbon atoms, and --CH₂ --_c A'"'"', wherein c is 2 to 3, and wherein when R² is --CH₂ --_c A, b is 2 or 3; and

Z is selected from the group consisting of CF₃ O--, CF₃ OCF(CF₃)O--, --Y--A'"'"', and wherein Y and A'"'"' are defined as said Y and said A'"'"' hereinabove.

2. The poly(fluorooxyalkylene)urethane acrylate or methacrylate of claim 1 wherein said R_f² comprises the unit --CF₂ --O--(CF₂ CF₂ O--_m --CF₂ O_n CF₂ -- wherein m and n are whole numbers having values between about 1 and 200 and the ratio m/n is between about 0.2/1 and 5/1.

3. The poly(fluorooxyalkylene)urethane acrylate or methacrylate of claim 2 selected from the group consisting of ##STR33## wherein m/n has an average value of about 0.5, and the number average molecular weight of the compound is about 4690;

##STR34## wherein m/n has an average value of about 0.6 and the number average molecular weight of the compound is about 2310; and

##STR35## wherein m/n has an average value of about 0.5 and the number average molecular weight of the compound is about 5450.