IP Library Granted Patent US 7,468,412
Granted Patent B2
US 7,468,412 · App. 11/163,104 · Granted Dec 23, 2008

Method and composition for the suppression of bloom in peroxide crosslinked polymeric articles

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Quick Facts
Patent No.
US 7,468,412
App. No.
11/163,104
Granted
Dec 23, 2008
Kind
B2
Abstract

The present invention provides a method for the suppression of bloom in polymeric articles that are crosslinked using α,α′-bis(tert-butylperoxy) diisopropylbenzene, polymeric compositions comprising α,α′-bis(tert-butylperoxy) diisopropylbenzene that are non-blooming, agents for crosslinking polymers, and crosslinked polymeric articles formed in accordance with the method of the invention. Agents for crosslinking a polymeric composition according to the invention include a mixture of α,α′-bis(tert-butylperoxy) diisopropylbenzene and a nonionic compound having a hydrophobic group bonded to a polyethylene glycol chain via an ether linkage, wherein the hydrophobic group includes about 12 or more carbon atoms at least 8 of which are in the form of an alkyl chain, and wherein the polyethylene glycol chain includes about 20 or more ethylene oxide units.

Claims (29)

1. A polymeric composition comprising a mixture of:

a cross-linkable polymer;

α,α′-bis(tert-butylperoxy) diisopropylbenzene; and

a nonionic compound having a hydrophobic group bonded to a polyethylene glycol chain via an ether linkage, wherein the hydrophobic group includes about 12 or more carbon atoms at least 8 of which are in the form of an alkyl chain, and wherein the polyethylene glycol chain includes about 20 or more ethylene oxide units.

2. The polymeric composition according to claim 1 wherein the weight ratio of the α,α′-bis(tert-butylperoxy) diisopropylbenzene to the nonionic compound is from about 0.1:1 to about 10:1.

3. The polymeric composition according to claim 1 wherein the weight ratio of the α,α′-bis(tert-butylperoxy) diisopropylbenzene to the nonionic compound is from about 0.5:1 to about 2:1.

4. The polymeric composition according to claim 1 wherein the nonionic compound is a polyoxyethylene stearyl ether.

5. The polymeric composition according to claim 4 wherein the polyethylene glycol chain includes from about 50 to about 150 ethylene oxide units.

6. The polymeric composition according to claim 4 wherein the polyethylene glycol chain includes about 100 ethylene oxide units.

7. The polymeric composition according to claim 1 wherein the nonionic compound is a polyoxyethylene dinonylphenyl ether.

8. The polymeric composition according to claim 7 wherein the polyethylene glycol chain includes from about 100 to about 200 ethylene oxide units.

9. The polymeric composition according to claim 7 wherein the polyethylene glycol chain includes about 150 ethylene oxide units.

10. A method of suppressing the formation of bloom on a surface of a crosslinked polymeric article, the method comprising:

providing a polymeric composition comprising a mixture of:

a cross-linkable polymer;

α,α′-bis(tert-butylperoxy) diisopropylbenzene; and

a nonionic compound having a hydrophobic group bonded to a polyethylene glycol chain via an ether linkage, wherein the hydrophobic group includes about 12 or more carbon atoms at least 8 of which are in the form of an alkyl chain, and wherein the polyethylene glycol chain includes about 20 or more ethylene oxide units; and

heating the polymeric composition at a temperature sufficient to decompose the α,α′-bis(tert-butylperoxy) diisopropylbenzene to form free radicals that crosslink the polymeric composition.

11. The method according to claim 10 wherein the weight ratio of the α,α′-bis(tert-butylperoxy) diisopropylbenzene to the nonionic compound is from about 0.1:1 to about 10:1.

12. The method according to claim 10 wherein the weight ratio of the α,α′-bis(tert-butylperoxy) diisopropylbenzene to the nonionic compound is from about 0.5:1 to about 2:1.

13. The method according to claim 10 wherein the nonionic compound is a polyoxyethylene stearyl ether.

14. The method according to claim 13 wherein the polyethylene glycol chain includes from about 50 to about 150 ethylene oxide units.

15. The method according to claim 13 wherein the polyethylene glycol chain includes about 100 ethylene oxide units.

16. The method according to claim 10 wherein the nonionic compound is a polyoxyethylene dinonylphenyl ether.

17. The method according to claim 16 wherein the polyethylene glycol chain includes from about 100 to about 200 ethylene oxide units.

18. The method according to claim 16 wherein the polyethylene glycol chain includes about 150 ethylene oxide units.

19. The method according to claim 10 , wherein the polymeric article comprises at least one polymer selected from the group consisting of low-density polyethylene, high-density polyethylene, ethylene-propylene copolymer, ethylene-propylene terpolymer rubber, natural rubber, butadiene-styrene rubber, polybutadiene, polyisoprene, polychloroprene, sulfochlorinated polyethylene, chlorinated polyethylene and silicone rubber.

20. A crosslinked polymeric article formed according to the method of claim 10 .

21. An agent for crosslinking polymers comprising α,α′-bis(tert-butylperoxy) diisopropylbenzene and a nonionic compound having a hydrophobic group bonded to a polyethylene glycol chain via an ether linkage, wherein the hydrophobic group includes about 12 or more carbon atoms at least 8 of which are in the form of an alkyl chain, and wherein the polyethylene glycol chain includes about 20 or more ethylene oxide units.

Assignments (9)
RELEASE OF SECURITY INTEREST Recorded Aug 20, 2019
From: WELLS FARGO BANK, NATIONAL ASSOCIATION
To: GEO SPECIALTY CHEMICALS, INC.
Reel/Frame 050102/0181 →
RELEASE OF SECURITY INTEREST Recorded Oct 19, 2017
From: WELLS FARGO BANK, NATIONAL ASSOCIATION
To: GEO SPECIALTY CHEMICALS, INC.
Reel/Frame 043905/0673 →
NOTICE OF GRANT OF SECURITY INTEREST IN PATENTS Recorded Apr 8, 2009
From: GEO SPECIALTY CHEMICALS, INC.
To: WELLS FARGO BANK, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 022521/0554 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 2, 2009
From: GEO SPECIALTY CHEMICALS, INC.
To: ARKEMA INC.
Reel/Frame 022494/0009 →
SECURITY AGREEMENT Recorded Feb 19, 2009
From: GEO SPECIALTY CHEMICALS, INC.
To: THE CIT GROUP/BUSINESS CREDIT, INC.
Reel/Frame 022277/0316 →
NOTICE OF RELEASE OF SECURITY INTEREST IN PATENTS Recorded Feb 19, 2009
From: WELLS FARGO BANK NATIONAL ASSOCIATION
To: GEO SPECIALTY CHEMICALS, INC.
Reel/Frame 022277/0265 →
RELEASE OF SECURITY INTEREST Recorded Feb 19, 2009
From: THE CIT GROUP/BUSINESS CREDIT, INC.
To: GEO SPECIALTY CHEMICALS, INC.
Reel/Frame 022277/0287 →
SECURITY AGREEMENT Recorded Mar 17, 2006
From: GEO SPECIALTY CHEMICALS, INC.
To: WELLS FARGO BANK, NATIONAL ASSOCIATION
Reel/Frame 017314/0492 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 24, 2005
From: DLUZNESKI, PETER R.
To: GEO SPECIALTY CHEMICALS, INC.
Reel/Frame 016931/0179 →