IP Library Granted Patent US 7,491,787
Granted Patent B2
US 7,491,787 · App. 11/256,055 · Granted Feb 17, 2009

Polyurea and polyurethane compositions for golf equipment

Assignee: Acushnet Company
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Quick Facts
Patent No.
US 7,491,787
App. No.
11/256,055
Granted
Feb 17, 2009
Kind
B2
Abstract

Golf equipment having improved cut and shear resistance that includes a polyurea composition, preferably saturated and/or water resistant, formed of a polyurea prepolymer and a curing agent, wherein the polyurea prepolymer includes an isocyanate and an amine-terminated compound, and wherein the curing agent includes a hydroxy-terminated curing agent, amine-terminated curing agent, or a mixture thereof.

Claims (33)

1. A golf ball comprising:

a core;

a layer disposed about the core to create an inner ball; and

a cover cast onto the inner ball, wherein the cover comprises a polyurea material comprising:

a prepolymer comprising the reaction product of at least one isocyanate and at least one amine-terminated compound, wherein the amine-terminated compound is selected from the group consisting of amine-terminated hydrocarbons, amine-terminated polyethers, amine-terminated polyesters, amine-terminated polycaprolactones, amine-terminated polycarbonates, amine-terminated polyamides, and mixtures thereof; and

at least one amine-terminated curing agent.

2. The golf ball of claim 1 , wherein the amine-terminated compound comprises primary amines, secondary amines, triamines, or combinations thereof.

3. The golf ball of claim 1 , wherein the cover has a thickness of about 0.02 inches to about 0.035 inches.

4. The golf ball of claim 1 , wherein the layer has a first Shore D hardness and the cover has a second Shore D hardness, and wherein the ratio of second Shore D hardness to the first Shore D hardness is about 0.7 or less.

5. The golf ball of claim 1 , wherein the core has a diameter of about 1.55 or greater.

6. The golf ball of claim 1 , wherein the layer comprises at least one thermoplastic or thermoset non-ionomeric material.

7. The golf ball of claim 1 , wherein the inner ball further comprises a moisture barrier layer.

8. The golf ball of claim 1 , wherein the inner ball is surface treated.

9. The golf ball of claim 1 , wherein the amine-terminated curing agent is a secondary diamine curing agent.

10. The golf ball of claim 1 , wherein the composition further comprises at least one density-adjusting filler.

11. The golf ball of claim 1 , wherein the cover has a difference in yellowness index of about 12 or less after 5 days of ultraviolet light exposure.

12. The golf ball of claim 1 , wherein the cover has a difference in b chroma dimension of about 6 or less after 5 days of ultraviolet light exposure.

13. The golf ball of claim 1 , wherein the intermediate layer comprises an ionomeric material.

14. The golf ball of claim 1 , wherein the at least one amine-terminated curing agent is selected from the group consisting of ethylene diamine; hexamethylene diamine; 1-methyl-2,6-cyclohexyl diamine; 2,2,4- and 2,4,4-trimethyl-1,6-hexanediamine; 4,4′-bis-(sec-butylamino)-dicyclohexylmethane; N,N′-diisopropyl-isophorone diamine; 1,4-bis-(sec-butylamino)-cyclohexane; 1,2-bis-(sec-butylamino)-cyclohexane; derivatives of 4,4′-bis-(sec-butylamino)-dicyclohexylmethane; 4,4′-dicyclohexylmethane diamine; 1,4-cyclohexane-bis-(methylamine); 1,3-cyclohexane-bis-(methylamine); diethylene glycol bis-(aminopropyl) ether; 2-methylpentamethylene-diamine; diaminocyclohexane; diethylene triamine; triethylene tetramine; tetraethylene pentamine; propylene diamine; 1,3-diaminopropane; dimethylamino propylamine; diethylamino propylamine; imido-bis-(propylamine); monoethanolamine, diethanolamine; triethanolamine; monoisopropanolamine, diisopropanolamine; isophoronediamine; polyoxypropylene diamine; propylene oxide-based triamine; 3,3′-dimethyl-4,4′-diaminocyclohexylmethane; and mixtures thereof.

15. A golf ball comprising:

a core;

an intermediate layer having a hardness of about 60 Shore D or greater; and

a cover formed of a polyurea material comprising a prepolymer formed from the reaction product of at least one isocyanate and at least one amine-terminated compound and an amine-terminated curing agent, wherein the cover has a hardness of about 30 Shore D to about Shore 60 Shore D, and

wherein the amine-terminated compound is selected from the group consisting of amine-terminated hydrocarbons, amine-terminated polvethers, amine-terminated polyesters, amine-terminated polycaprolactones, amine-terminated polycarbonates, amine-terminated polyamides, and mixtures thereof.

16. The golf ball of claim 15 , wherein the ratio of the cover hardness to the intermediate layer hardness is about 0.7 or less.

17. The golf ball of claim 15 , wherein the cover has a thickness of about 0.2 inches to about 0.035 inches.

18. The golf ball of claim 15 , wherein the intermediate layer comprises an ionomeric material.

19. The golf ball of claim 15 , wherein the intermediate layer comprises a thermoset non-ionomeric material, a thermoplastic non-ionomeric material, or mixtures thereof.

20. The golf ball of claim 15 , wherein the amine-terminated curing agent is a secondary diamine curing agent.

21. The golf ball of claim 15 , wherein the at least one amine-terminated curing agent is selected from the group consisting of ethylene diamine; hexamethylene diamine; 1-methyl-2,6-cyclohexyl diamine; 2,2,4- and 2,4,4-trimethyl-1,6-hexanediamine; 4,4′-bis-(sec-butylamino)-dicyclohexylmethane; N,N′-diisopropyl-isophorone diamine; 1,4-bis-(sec-butylamino)-cyclohexane; 1,2-bis-(sec-butylamino)-cyclohexane; derivatives of 4,4′-bis-(sec-butylamino)-dicyclohexylmethane; 4,4′-dicyclohexylmethane diamine; 1,4-cyclohexane-bis-(methylamine); 1,3-cyclohexane-bis-(methylamine); diethylene glycol bis-(aminopropyl) ether; 2-methylpentamethylene-diamine; diaminocyclohexane; diethylene triamine; triethylene tetramine; tetraethylene pentamine; propylene diamine; 1,3-diaminopropane; dimethylamino propylamine; diethylamino propylamine; imido-bis-(propylamine); monoethanolamine, diethanolamine; triethanolamine; monoisopropanolamine, diisopropanolamine; isophoronediamine; polyoxypropylene diamine; propylene oxide-based triamine; 3,3′-dimethyl-4,4′-diaminocyclohexylmethane; and mixtures thereof.

22. The golf ball of claim 15 , wherein the cover has a difference in yellowness index of about 12 or less after 5 days of ultraviolet light exposure.

23. The golf ball of claim 15 , wherein the cover has a difference in b chroma dimension of about 6 or less after 5 days of ultraviolet light exposure.

24. The golf ball of claim 15 , wherein the composition further comprises at least one density-adjusting filler.

Assignments (5)
ASSIGNMENT OF SECURITY INTEREST IN PATENTS (ASSIGNS 039506-0030) Recorded Aug 3, 2022
From: WELLS FARGO BANK, NATIONAL ASSOCIATION, AS RESIGNING ADMINISTRATIVE AGENT
To: JPMORGAN CHASE BANK, N.A., AS SUCCESSOR ADMINISTRATIVE AGENT
Reel/Frame 061521/0414 →
RELEASE OF SECURITY INTEREST IN PATENTS PREVIOUSLY RECORDED AT REEL/FRAME (027331/0627) Recorded Sep 7, 2016
From: KOREA DEVELOPMENT BANK, NEW YORK BRANCH
To: ACUSHNET COMPANY
Reel/Frame 039938/0857 →
SECURITY INTEREST Recorded Jul 28, 2016
From: ACUSHNET COMPANY
To: WELLS FARGO BANK, NATIONAL ASSOCIATION, AS ADMINISTRATIVE AGENT
Reel/Frame 039506/0030 →
SECURITY AGREEMENT Recorded Dec 6, 2011
From: ACUSHNET COMPANY
To: KOREA DEVELOPMENT BANK, NEW YORK BRANCH
Reel/Frame 027331/0627 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 24, 2005
From: WU, SHENSHEN; BULPETT, DAVID A.; RAJAGOPALAN, MURALI
To: ACUSHNET COMPANY
Reel/Frame 017146/0390 →
Continuity (3)
Continuation In Part 1006663700 · Feb 6, 2002
Continuation 0945370100 · Dec 3, 1999
Related Publication 20060036056A1 · Feb 16, 2006