IP Library Granted Patent US 10,889,736
Granted Patent B2
US 10,889,736 · App. 15/122,051 · Granted Jan 12, 2021

Low VOC polymers with release properties

Inventor: Joel E. Goldstein (Cleveland, OH)
Assignee: OMNOVA Solutions Inc.
C09J7/401B32B7/12B32B37/26C08F220/36C08G18/2825C08G18/6715C08G18/71C08G18/815C08G18/8116C08G18/8175C09D133/14C09J7/201C09J7/22B32B2037/268B32B2405/00C08F2220/346C09J2301/40C09J2301/414C09J2433/005
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Quick Facts
Patent No.
US 10,889,736
App. No.
15/122,051
Granted
Jan 12, 2021
Kind
B2
Abstract

A polymer that can be used as a release coating or a release agent in an LAB, either of which can be provided in VOC-free form and which exhibits excellent release even after aging under high humidity, includes mer that contain pendent groups that include carbamate functionalities.

Claims (29)

1. A release polymer comprising at least 67 mole percent mer units that comprise a pendent group that comprises at least two (thio)carbonyl moieties, the C atom of at least one of said (thio)carbonyl moieties being bonded to two additional heteroatoms, one of said additional heteroatoms being a nitrogen atom and the other being selected from O, S and N, said release polymer exhibiting less than 0.5 parts per million volatile organic chemicals when subjected to standard analytical testing procedures for such chemicals.

2. The release polymer of claim 1 wherein said pendent group is defined by the formula

where

X is an O or S atom,

E is X or NR′ where R′ is H or a C 1 -C 6 alkyl group,

R 2 is a lower alkyl, aryl, alkaryl or aralkyl group, optionally containing a heteroatom, with the proviso that no active hydrogen atoms are present,

Z is a divalent (thio)carbonyl-containing group that further comprises two additional heteroatoms bonded to the C atom of the (thio)carbonyl moiety, one of said additional heteroatoms being a nitrogen atom and the other being selected from O, S and N, and

R 3 is a long chain alkyl group or a larger moiety that includes a long chain alkyl group.

3. The release polymer of claim 2 wherein said pendent group is defined by either of

4. The release polymer of claim 1 wherein said polymer comprises at least 75 mole percent mer units that comprise said pendent group.

5. The release polymer of claim 1 wherein said polymer comprises at least 95 mole percent mer units that comprise said pendent group.

6. The release polymer of claim 1 further comprising at least one of (meth)acrylate mer and mer resulting from incorporation of one or more (meth)acrylate derivatives.

7. An article comprising a surface bearing an adhesive layer and a surface bearing a release layer comprising the release polymer of claim 1 , said release layer contacting said adhesive layer.

8. The article of claim 7 wherein said adhesive layer and said release layer are on opposing primary surfaces of a substrate.

9. The release polymer of claim 1 wherein said pendent group is defined by the formula

where

X is an O or S atom,

E is X or NR' where R' is H or a C 1 -C 6 alkyl group,

R 3 is a long chain alkyl group or a larger functionality that includes a long chain alkyl group,

R 4 is the radical of a hydrocarbon compound having two iso(thio)cyanate groups of differing reactivities,

R 6 is an optional linking group, and

n is 0 or 1.

10. The release polymer of claim 9 wherein n is 1 and R 6 is a —R 2 XC(X)— group where R 2 is a lower alkyl, aryl, alkaryl or aralkyl group, optionally containing a heteroatom, with the proviso that R 2 is free of active hydrogen atoms.

11. A process for producing a release layer for an adhesive-containing article, said process comprising applying to a substrate a composition that comprises the release polymer of claim 1 , said composition comprising less than 0.5 ppm volatile organic chemicals.

12. The process of claim 11 wherein said composition consists essentially of said release polymer.

13. The process of claim 11 wherein said composition comprises less than 0.25 ppm volatile organic chemicals.

14. The process of claim 11 wherein said composition comprises less than 0.1 ppm volatile organic chemicals.

15. The process of claim 11 wherein said composition comprises less than 0.05 ppm volatile organic chemicals.

16. The process of claim 11 wherein said composition is applied to a primary surface of a substrate, the other primary surface of said substrate bearing an adhesive layer.

Assignments (5)
CHANGE OF NAME Recorded Jul 11, 2024
From: OMNOVA SOLUTIONS INC.
To: SYNTHOMER INC.
Reel/Frame 068275/0288 →
RELEASE OF SECURITY INTEREST Recorded Apr 1, 2020
From: DEUTSCHE BANK AG NEW YORK BRANCH
To: OMNOVA SOLUTIONS INC.
Reel/Frame 052286/0911 →
RELEASE OF SECURITY INTEREST IN INTELLECTUAL PROPERTY COLLATERAL Recorded Apr 1, 2020
From: JPMORGAN CHASE BANK, N.A.
To: OMNOVA SOLUTIONS INC.
Reel/Frame 052286/0971 →
SECURITY INTEREST Recorded Dec 2, 2016
From: OMNOVA SOLUTIONS INC.
To: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 040493/0601 →
SECURITY AGREEMENT Recorded Nov 17, 2016
From: OMNOVA SOLUTIONS INC.
To: DEUTSCHE BANK AG NEW YORK BRANCH, AS COLLATERAL AGENT
Reel/Frame 040634/0631 →
Continuity (3)
Provisional Application 61972370 · Mar 30, 2014
Provisional Application 62047548 · Sep 8, 2014
Related Publication 20170015873A1 · Jan 19, 2017
Cited By (1)
US 12,286,570