IP Library Granted Patent US 7,067,189
Granted Patent B2
US 7,067,189 · App. 10/887,156 · Granted Jun 27, 2006

Adhesion promoters with epoxy-reactive groups

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Quick Facts
Patent No.
US 7,067,189
App. No.
10/887,156
Granted
Jun 27, 2006
Kind
B2
Abstract

An adhesion promoter comprises a polymeric strand with an epoxy-reactive group other than a phenolic hydroxyl group, and a crosslinking group that crosslinks the polymeric strand with a rubber in a crosslinking reaction, wherein the polymeric strand is water soluble in an amount of at least 10 g/l, and more preferably at least 100 g/l. Particularly contemplated adhesion promoters may further comprise styrene-butadiene-vinylpyridine copolymer, and may advantageously be employed as a replacement for resorcinol-formaldehyde latex in the fabrication of a rubber containing tire. Especially contemplated rubber compositions may additionally comprise maleinized polybutadiene to synergistically improve adhesion of the rubber to a polymeric fiber coupled via contemplated adhesion promoters.

Claims (19)

1. A rubber containing product comprising:

a polymeric fiber coated with a compound having a plurality of epoxy groups, wherein the polymeric fiber is coupled to a rubber via an adhesion promoter;

wherein the adhesion promoter comprises a polymeric strand with an epoxy-reactive group other than a phenolic hydroxyl group, and further comprises a crosslinking group that has crosslinked the polymeric strand with the rubber;

wherein the polymeric strand comprises a polybutadiene which is grafted with a maleic anhydride and wherein the maleic anhydride is reacted with a compound selected from the group consisting of a methoxy polyethylene glycol, a monoamine terminated polyoxyalkylene, and a monoalcohol terminated polyoxyalkylene; and

wherein the adhesion promoter is water soluble in an amount of at least 10 g/l.

2. The containing product of claim 1 , wherein the polymeric fiber comprises a polyester fiber, and wherein the polymeric strand includes the crosslinking group comprising a double bond.

3. The rubber containing product of claim 1 further comprising a styrene-butadiene-vinylpyridine terpolymer, wherein at least a portion of the styrene-butadiene-vinylpyridine terpolymer is coupled to the rubber.

4. A rubber containing product comprising:

a polymeric fiber coated with a compound having a plurality of epoxy groups, wherein the polymeric fiber is coupled to a rubber via an adhesion promoter, wherein the polymeric fiber comprises a polyester fiber;

wherein the adhesion promoter comprises a polymeric strand with an epoxy-reactive group other than a phenolic hydroxyl group, further comprising a crosslinking group that has crosslinked the polymeric strand with the rubber, wherein the adhesion promoter is water soluble in an amount of at least 10 g/l; and

wherein the polymeric strand comprises a polybutadiene which is grafted with a maleic anhydride and wherein the maleic anhydride is reacted with a compound selected from the group consisting of a methoxy polyethylene glycol, a monoamine terminated polyoxyalkylene, and a monoalcohol terminated polyoxyalkylene.

5. A method of fabricating a rubber containing product, comprising:

providing a rubber, and a polymeric fiber coated with a compound having a plurality of epoxy groups;

providing an adhesion promoter having a polymeric strand with an epoxy-reactive group other than a phenolic hydroxyl group, and further having a crosslinking group,

wherein the polymeric strand comprises a polybutadiene which is grafted with a maleic anhydride and wherein the maleic anhydride is reacted with a compound selected from the group consisting of a methoxy polyethylene glycol, a monoamine terminated polyoxyalkylene, and a monoalcohol terminated polyoxyalkylene,

and wherein the adhesion promoter is water soluble in an amount of at 10 g/l, and

covalently coupling the rubber with the polymeric fiber via the adhesion promoter, wherein the epoxy-reactive group forms a covalent bond with the epoxy group, and wherein the crosslinking group forms another covalent bond with the rubber.

6. The method of claim 5 further comprising providing a styrene-butadiene-vinylpyridine terpolymer and coupling at least a portion of the styrene-butadiene-vinylpyridine latex to the adhesion promoter.

7. The method of claim 5 further comprising admixing a maleinized polybutadiene with the rubber.

Assignments (8)
RELEASE OF SECURITY INTEREST Recorded Dec 21, 2015
From: WELLS FARGO CAPITAL FINANCE, LLC, SUCCESSOR BY MERGER TO WELLS FARGO CAPITAL FINANCE, INC. (FORMERLY KNOWN AS WELLS FARGO FOOTHILL, INC.), AS ADMINISTRATIVE AGENT
To: DURAFIBER TECHNOLOGIES (DFT), INC. (FORMERLY KNOWN AS PERFORMANCE FIBERS, INC.)
Reel/Frame 037344/0079 →
CONFIRMATION OF PATENT SECURITY INTEREST ASSIGNMENT Recorded Mar 23, 2015
From: PERFORMANCE FIBERS HOLINDGS FINANCE, INC.
To: DFT DURAFIBER TECHNOLOGIES HOLDINGS, INC.
Reel/Frame 035258/0783 →
SECURITY AGREEMENT Recorded Aug 16, 2011
From: PERFORMANCE FIBERS, INC.
To: FSJC VIII, LLC, AS AGENT
Reel/Frame 026760/0182 →
SECURITY AGREEMENT Recorded May 21, 2009
From: PERFORMANCE FIBERS, INC.
To: PERFORMANCE FIBERS HOLDINGS FINANCE, INC.
Reel/Frame 022719/0612 →
RELEASE OF SECURITY INTEREST Recorded Mar 5, 2008
From: GENERAL ELECTRIC CAPITAL CORPORATION
To: PERFORMANCE FIBERS, INC.; PERFORMANCE FIBERS HOLDINGS, INC.; PERFORMANCE FIBERS ENTERPRISES, INC.
Reel/Frame 020599/0191 →
SECURITY AGREEMENT Recorded Mar 5, 2008
From: PERFORMANCE FIBERS, INC.
To: WELLS FARGO FOOTHILL, INC.
Reel/Frame 020599/0290 →
SECURITY INTEREST Recorded Jan 31, 2005
From: PERFORMANCE FIBERS, INC.; PERFORMANCE FIBERS HOLDINGS, INC.; PERFORMANCE FIBERS ENTERPRISES, INC.
To: GENERAL ELECTRIC CAPITAL CORPORATION
Reel/Frame 016195/0354 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 21, 2005
From: HONEYWELL INTERNATIONAL, INC., A CORP. OF DELAWARE
To: PERFORMANCE FIBERS, INC.
Reel/Frame 016164/0705 →