IP Library Granted Patent US 6,903,144
Granted Patent B2
US 6,903,144 · App. 10/258,923 · Granted Jun 7, 2005

Non-aqueous solvent-free process for making UV curable adhesive and sealants from expodized monohydroxylated diene polymers

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Quick Facts
Patent No.
US 6,903,144
App. No.
10/258,923
Granted
Jun 7, 2005
Kind
B2
Abstract

This invention is a process for making UV curable adhesives, sealants, coatings, ink, flexible printing plates, laminating adhesives, fibers, gaskets, and related compositions, films, and thin parts, wherein an epoxidized monohydroxylated polydiene polymer comprised of at least two different diene monomers wherein at least one is a diene monomer which yields unsaturation suitable for epoxidation is used as the binder for the composition. The preferred epoxidized monohydroxylated polymers are block copolymers of isoprene and butadiene wherein a hydroxyl group is attached at one end of the polymer molecule. These polymers may be hydrogenated or unhydrogenated. The process involves mixing the above polymer or the polymer with one or more other formulating ingredients together with and insoluble photoinitiator which is preferably selected from the group consisting of triaryl sulfonium salts. The mixture is then subjected to mixing conditions in a high speed mixer, preferably a high speed disk disperser, at a blade tip speed of from 200 to 2000 cm/sec at a temperature from 25 to 130° C., preferably from 40 to 100° C. This process is highly suited for making stable cationic photoinitiator concentrations that can be added to adhesive, coating, or sealant formulations to effect rapid UV cure.

Claims (12)

1. A process, which does not utilize a non-aqueous solvent, for producing a ultraviolet curable adhesive, coating, or sealant composition comprising a monohydroxylated epoxidized polydiene block copolymer comprised of at least, two different diene monomers wherein at least one is a diene monomer which yields unsaturation suitable for epoxidation and wherein the polymer contains from 0.5 to 4.0 milliequivalents of epoxy per gram of polymer, and, optionally, other formulating ingredients, said process comprising mixing the epoxidized polymer and optional formulating ingredients with a photoinitiator which is insoluble in the polymer in a high speed mixer under mixing conditions of a blade tip speed of from 200 to 2000 centimeters per second at a temperature from 25 to 130° C.

2. The process of claim 1 wherein the blade tip speed is from 300 to 1500 cm/sec.

3. The process of claim 1 wherein the blade tip speed is from 800 to 1200 cm/sec.

4. The process of claim 1 wherein the temperature is from 40 to 100° C.

5. The process of claim 4 wherein the temperature is from 50 to 80° C.

6. The process of claim 1 wherein the polymer is a diblock polymer of isoprene and butadiene wherein the isoprene block contains most of the epoxidation and the hydroxyl group is on the end of the butadiene block.

7. The process of claim 6 wherein the polymer has a number average molecular weight of 2500 to 14,000.

8. The process of claim 7 wherein the polymer has a number average molecular weight of 3000 to 7000.

9. The process of claim 7 wherein the polymer has from 1 to 3 milliequivalents of epoxy per gram of polymer.

10. The process of claim 9 wherein the polymer has a number average molecular weight of 5400 to 6600 and from 1.4 to 2.0 milliequivalents of epoxy per gram of polymer.

11. The process of claim 1 wherein the insoluble photoinitiator is a triaryl sulfonium salt.

12. The process of claim 1 wherein the mixing equipment is comprised of a high speed disk disperser.

Assignments (9)
CORRECTIVE ASSIGNMENT TO CORRECT THE PATENT NO. 8837224 TO PATENT NO. 7737224 PREVIOUSLY RECORDED AT REEL: 037448 FRAME: 0453. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Jun 11, 2022
From: KRATON POLYMERS U.S. LLC; ARIZONA CHEMICAL COMPANY, LLC
To: BANK OF AMERICA, N.A.
Reel/Frame 060344/0919 →
RELEASE OF SECURITY INTEREST Recorded Mar 16, 2022
From: BANK OF AMERICA, N.A.
To: KRATON POLYMERS U.S. LLC; KRATON CHEMICAL, LLC F/K/A ARIZONA CHEMICAL COMPANY, LLC; KRATON POLYMERS LLC; KRATON CORPORATION; KRATON CHEMICAL B.V.
Reel/Frame 059910/0017 →
RELEASE OF SECURITY INTEREST Recorded Mar 15, 2022
From: CREDIT SUISSE AG, CAYMAN ISLANDS BRANCH, AS COLLATERAL AGENT
To: KRATON POLYMERS U.S. LLC
Reel/Frame 059366/0611 →
SECURITY INTEREST Recorded Apr 16, 2020
From: KRATON POLYMERS U.S. LLC; KRATON CHEMICAL, LLC F/K/A ARIZONA CHEMICAL COMPANY, LLC; KRATON POLYMERS LLC; KRATON CORPORATION
To: BANK OF AMERICA, N.A.
Reel/Frame 053020/0101 →
PATENT SECURITY AGREEMENT Recorded Jan 7, 2016
From: KRATON POLYMERS U.S. LLC
To: CREDIT SUISSE AG, CAYMAN ISLANDS BRANCH, AS COLLATERAL AGENT
Reel/Frame 037457/0843 →
CORRECTIVE ASSIGNMENT TO CORRECT THE PATENT NUMBER 8837224 TO PATENT NUMBER 7737224 PREVIOUSLY RECORDED AT REEL: 037448 FRAME: 0453. ASSIGNOR(S) HEREBY CONFIRMS THE SECURITY INTEREST. Recorded Jan 6, 2016
From: KRATON POLYMERS U.S. LLC; ARIZONA CHEMICAL COMPANY, LLC
To: BANK OF AMERICA, N.A.
Reel/Frame 037448/0453 →
CORRECTIVE ASSIGNMENT TO CORRECT THE INCORRECT PATENT NUMBER 7720798 AND REPLACE WITH PATENT NUMBER 7220798 PREVIOUSLY RECORDED ON REEL 025845 FRAME 0795. ASSIGNOR(S) HEREBY CONFIRMS THE RELEASE BY SECURED PARTY. Recorded Dec 16, 2015
From: USB AG, STAMFORD BRANCH
To: KRATON POLYMERS U.S. LLC
Reel/Frame 037312/0070 →
RELEASE OF SECURITY INTEREST Recorded Feb 24, 2011
From: UBS AG, STAMFORD BRANCH
To: KRATON POLYMERS U.S. LLC
Reel/Frame 025845/0795 →
SECURITY INTEREST Recorded Jan 2, 2004
From: KRATON POLYMERS U.S. LLC
To: UBS AG, STAMFORD BRANCH
Reel/Frame 014242/0281 →