IP Library Granted Patent US 8,772,409
Granted Patent B2
US 8,772,409 · App. 13/619,593 · Granted Jul 8, 2014

Compositions for sports equipment

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Quick Facts
Patent No.
US 8,772,409
App. No.
13/619,593
Granted
Jul 8, 2014
Kind
B2
Abstract

Compositions comprising the reaction product of: (a) a polyalkenamer; and (b) an organic modifier that includes at least one carbon to carbon unsaturated bond and at least one functional group selected from carboxyl, hydroxyl, amino, epoxy, (meth)acrylate, vinyl, ester, isocyanate, carbonyl, urethane, anhydride, or a metal salt thereof. Also disclosed are golf balls that include (i) a core, (ii) at least one intermediate layer, and (iii) at least one cover layer, wherein at least one of the core, intermediate layer or cover layer includes the polyalkenamer/functionalized organic modifier composition as a majority ingredient.

Claims (52)

1. A composition comprising a reaction product of:

(a) a polyalkenamer; and

(b) an organic modifier that includes a urethane containing unsaturated polymer or is selected from a carboxyl-terminated polybutadiene, an amine-terminated polybutadiene, a hydroxyl-terminated polybutadiene, an isocyanate-terminated polybutadiene, a carboxyl-functionalized polyisoprene, a hydrogenated liquid isoprene rubber functionalized with at least one moiety selected from the group consisting of carboxyl, hydroxyl, amino, epoxy, (meth)acrylate, vinyl, ester, isocyanate, carbonyl, urethane, anhydride or a metal salt thereof; and

(c) a crosslinking agent; and

(d) a co-crosslinking agent comprising an unsaturated fatty acid having from about 3 to about 8 carbon atoms, or a metal salt thereof.

2. The composition of claim 1 , wherein the polyalkenamer is a polyoctenamer.

3. The composition of claim 1 , wherein the organic modifier is a carboxyl-functionalized polybutadiene or carboxyl-functionalized polyisoprene or a metal salt thereof.

4. The composition of claim 1 , wherein the metal salt includes a metal cation selected from Li + , Na + , K + , Zn 2+ , Ca 2+ , Co 2+ , Ni 2+ , Cu 2+ , Pb 2+ , Mg + or a mixture thereof.

5. The composition of claim 1 , wherein the reaction product is prepared via thermal energy, e-beam radiation, gamma-radiation, irradiation, or a combination thereof.

6. The composition of claim 1 wherein the organic modifier is partially hydrogenated.

7. The composition of claim 1 , wherein the crosslinking agent comprises zinc oxide, sulfur, sulfur compounds, organic peroxide, zinc peroxide, azo compounds, magnesium oxide, benzothiazole sulfenamide accelerator, benzothiazyl disulfide, phenolic curing resin, m-phenylene bis-maleimide, thiuram disulfide, dipentamethylene-thiuram hexasulfide, or a mixture thereof.

8. The composition of claim 1 wherein the composition comprises from about 5 to about 70 wt % of polyalkenamer, based on the combined weight of components (a) and (b).

9. A sports equipment article comprising the composition of claim 1 wherein the sports equipment article is selected from a recreation ball, a golf club or component thereof, running shoes, walking shoes, golf shoes, glove, grips, helmet, protective gear, bicycle, ski, and a skate.

10. The composition of claim 1 , wherein the organic modifier is a metal salt of carboxyl-terminated polybutadiene or a metal salt of a carboxyl-functionalized polyisoprene, and wherein the reaction product is a crosslinked ionomer.

11. The composition of claim 1 , wherein the co-crosslinking agent comprises a zinc salt of acrylic acid or a zinc salt of methacrylic acid.

12. A method for making a composition comprising reacting together:

(a) a polyalkenamer; and

(b) an organic modifier that includes a urethane containing unsaturated polymer or is selected from a carboxyl-terminated polybutadiene, an amine-terminated polybutadiene, a hydroxyl-terminated polybutadiene, an isocyanate-terminated polybutadiene, a carboxyl-functionalized polyisoprene, a hydrogenated liquid isoprene rubber functionalized with at least one moiety selected from the group consisting of carboxyl, hydroxyl, amino, epoxy, (meth)acrylate, vinyl, ester, isocyanate, carbonyl, urethane, anhydride or a metal salt thereof; and

(c) a crosslinking agent; and

(d) a co-crosslinking agent comprising an unsaturated fatty acid having from about 3 to about 8 carbon atoms, or a metal salt thereof.

13. The method of claim 12 , wherein the polyalkenamer is a polyoctenamer and the organic modifier is a carboxyl-functionalized polybutadiene or carboxyl-functionalized polyisoprene or a metal salt thereof.

14. The method of claim 12 , wherein the organic modifier is a metal salt of carboxyl-terminated polybutadiene or a metal salt of a carboxyl-functionalized polyisoprene, and wherein the reaction product is a crosslinked ionomer.

15. The method of claim 12 , wherein the organic modifier is a carboxyl-functionalized polybutadiene or a carboxyl-functionalized polyisoprene, and the method comprises mixing the polyalkenamer with the organic modifier and subsequently neutralizing the carboxyl moiety of the organic modifier with a metal cation.

16. A golf ball comprising:

(i) a core;

(ii) and at least one additional layer,

wherein at least one of the core or the at least one additional layer comprises a reaction product of:

(a) a polyalkenamer; and

(b) an organic modifier that includes a urethane containing unsaturated polymer or is selected from a carboxyl-terminated polybutadiene, an amine-terminated polybutadiene, a hydroxyl-terminated polybutadiene, an isocyanate-terminated polybutadiene, a carboxyl-functionalized polyisoprene, a hydrogenated liquid isoprene rubber functionalized with at least one moiety selected from the group consisting of carboxyl, hydroxyl, amino, epoxy, (meth)acrylate, vinyl, ester, isocyanate, carbonyl, urethane, anhydride or a metal salt thereof; and

(c) a crosslinking agent; and

(d) a co-crosslinking agent comprising an unsaturated fatty acid having from about 3 to about 8 carbon atoms, or a metal salt thereof.

17. A golf ball comprising:

(i) a core;

(ii) at least one intermediate layer; and

(iii) at least one cover layer,

wherein at least one of the core, the at least one intermediate layer or cover layer comprises a reaction product of:

(a) a polyalkenamer; and

(b) an organic modifier that includes a urethane containing unsaturated polymer or is selected from a carboxyl-terminated polybutadiene, an amine-terminated polybutadiene, a hydroxyl-terminated polybutadiene, an isocyanate-terminated polybutadiene, a carboxyl-functionalized polyisoprene, a hydrogenated liquid isoprene rubber functionalized with at least one moiety selected from the group consisting of carboxyl, hydroxyl, amino, epoxy, (meth)acrylate, vinyl, ester, isocyanate, carbonyl, urethane, anhydride or a metal salt thereof; and

(c) a crosslinking agent; and

(d) a co-crosslinking agent comprising an unsaturated fatty acid having from about 3 to about 8 carbon atoms, or a metal salt thereof.

18. The golf ball of claim 17 , wherein the reaction product is a majority ingredient in the respective core, intermediate layer or cover layer.

19. A golf ball comprising:

(i) a core;

(ii) at least one intermediate layer; and

(iii) at least one cover layer,

wherein at least one of the core, the at least one intermediate layer, or the at least one cover layer comprises a reaction product of:

(a) a polyalkenamer;

(b) an organic modifier selected from a carboxyl-terminated polybutadiene, an amine-terminated polybutadiene, a hydroxyl-terminated polybutadiene, an isocyanate-terminated polybutadiene, a carboxyl-functionalized polyisoprene, a hydrogenated liquid isoprene rubber functionalized with at least one moiety selected from the group consisting of carboxyl, hydroxyl, amino, epoxy, (meth)acrylate, vinyl, ester, isocyanate, carbonyl, urethane, anhydride, or a metal salt thereof;

(c) a crosslinking agent; and

(d) a co-crosslinking agent.

20. The golf ball of claim 19 , wherein the co-crosslinking agent comprises an unsaturated fatty acid having from about 3 to about 8 carbon atoms, or a metal salt thereof.

21. The golf ball of claim 20 , wherein the co-crosslinking agent comprises a zinc salt of acrylic acid or a zinc salt of methacrylic acid.

Assignments (12)
RELEASE OF SECURITY INTEREST IN PATENTS Recorded Feb 8, 2022
From: KOOKMIN BANK
To: TAYLOR MADE GOLF COMPANY, INC.
Reel/Frame 058983/0516 →
RELEASE OF SECURITY INTEREST IN PATENTS Recorded Feb 8, 2022
From: KOOKMIN BANK
To: TAYLOR MADE GOLF COMPANY, INC.
Reel/Frame 058978/0211 →
NOTICE OF GRANT OF SECURITY INTEREST IN PATENTS Recorded Feb 7, 2022
From: TAYLOR MADE GOLF COMPANY, INC.
To: BANK OF AMERICA, N.A., AS COLLATERAL AGENT
Reel/Frame 058962/0415 →
NOTICE OF GRANT OF SECURITY INTEREST IN PATENTS Recorded Feb 7, 2022
From: TAYLOR MADE GOLF COMPANY, INC.
To: JPMORGAN CHASE BANK, N.A., AS COLLATERAL AGENT
Reel/Frame 058963/0671 →
NOTICE OF GRANT OF SECURITY INTEREST IN PATENTS Recorded Aug 24, 2021
From: TAYLOR MADE GOLF COMPANY, INC.
To: KOOKMIN BANK, AS COLLATERAL AGENT
Reel/Frame 057293/0207 →
NOTICE OF GRANT OF SECURITY INTEREST IN PATENTS Recorded Aug 24, 2021
From: TAYLOR MADE GOLF COMPANY, INC.
To: KOOKMIN BANK, AS SECURITY AGENT
Reel/Frame 057300/0058 →
RELEASE OF SECURITY INTEREST Recorded Aug 4, 2021
From: PNC BANK, NATIONAL ASSOCIATION
To: TAYLOR MADE GOLF COMPANY, INC.
Reel/Frame 057085/0314 →
RELEASE OF SECURITY INTEREST Recorded Aug 4, 2021
From: KPS CAPITAL FINANCE MANAGEMENT, LLC
To: TAYLOR MADE GOLF COMPANY, INC.
Reel/Frame 057085/0262 →
RELEASE OF SECURITY INTEREST Recorded Aug 4, 2021
From: ADIDAS NORTH AMERICA, INC.
To: TAYLOR MADE GOLF COMPANY, INC.
Reel/Frame 057453/0167 →
SECURITY INTEREST Recorded Oct 13, 2017
From: TAYLOR MADE GOLF COMPANY, INC.
To: PNC BANK, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 044206/0712 →
SECURITY INTEREST Recorded Oct 13, 2017
From: TAYLOR MADE GOLF COMPANY, INC.
To: ADIDAS NORTH AMERICA, INC., AS COLLATERAL AGENT
Reel/Frame 044206/0765 →
SECURITY INTEREST Recorded Oct 13, 2017
From: TAYLOR MADE GOLF COMPANY, INC.
To: KPS CAPITAL FINANCE MANAGEMENT, LLC, AS COLLATERAL AGENT
Reel/Frame 044207/0745 →