IP Library Granted Patent US 8,883,057
Granted Patent B2
US 8,883,057 · App. 10/861,439 · Granted Nov 11, 2014

Non-ionomeric silane crosslinked polyolefin golf ball layers

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Quick Facts
Patent No.
US 8,883,057
App. No.
10/861,439
Granted
Nov 11, 2014
Kind
B2
Abstract

The present invention relates to golf balls, and in particular, to golf balls having at least one portion formed from at least one non-ionomeric, silane-crosslinked polyolefin materials that are formed in the presence of moisture or water during golf ball construction. The present invention also relates to methods of forming golf balls having at least one portion formed from at least one non-ionomeric, silane-crosslinked polyolefin materials that are formed in the presence of moisture or water.

Claims (32)

1. A method of forming a golf ball comprising the steps of:

forming a silane-grafted polyolefin by copolymerizing at least one silane with at least one polyolefin in the presence of a grafting initiator;

crosslinking the silane-grafted polyolefin in the presence of moisture to form a crosslinked silane-grafted polyolefin;

forming a golf ball component consisting essentially of the crosslinked silane-grafted polyolefin; and

forming a golf ball cover disposed on the golf ball component.

2. The method of claim 1 , wherein the at least one silane has a formula of:

wherein X is a hydrolysable group, and n is 0-24; wherein R′ is a vinyl group is represented by the formula:

wherein R 1 , R 2 , and R 3 are each independently selected from the group consisting of a substituted or unsubstituted linear or branched C 1 -C 8 alkyl group, a substituted or unsubstituted C 6 -C 12 aromatic group and a halo group; and wherein the substituted linear or branched C 1 -C 8 alkyl group and the substituted C 6 -C 12 aromatic group is substituted with at least one C 1 -C 6 alkyl group, halo group, amine, CN, C 1 -C 6 alkoxy group, or trihalomethane group.

3. The method of claim 2 , wherein X is selected from the group consisting of alkoxy, acyloxy, halogen, amino, hydrogen, ketoximate group, amido group, aminooxy, mercapto, and alkenyloxy.

4. The method of claim 1 , wherein the at least one grafting initiator is selected from the group consisting of di-tert-amyl peroxide, di(2-tert-butyl-peroxyisopropyl)benzene peroxide or α,α-bis(tert-butylperoxy)diisopropylbenzene, 1,1-bis(tert-butylperoxy)-3,3,5-trimethylcyclohexane or 1,1-di(tert-butylperoxy) 3,3,5-trimethyl cyclohexane, dicumyl peroxide, di-tert-butyl peroxide, 2,5-di-(tert-butylperoxy)-2,5-dimethyl hexane, n-butyl-4,4-bis(tert-butyl-peroxy)valerate, lauryl peroxide, benzoyl peroxide, tert-butyl hydroperoxide, and a mixture thereof, wherein the grafting initiator is present from about 0.1 weight percent to about 15 weight percent of the silane; and wherein the at least one polyolefin is selected from the group consisting of low-density polyethylene, high-density polyethylene, linear low-density polyethylene, ultra high molecular weight polyethylene, metallocene polyethylene, a metallocene-catalyzed polyolefin, and mixtures thereof.

5. The method of claim 1 , wherein the golf ball component is a core layer or an intermediate layer.

6. The method of claim 1 , wherein the step of crosslinking further comprises exposing the silane-grafted polyolefin to a crosslinking catalyst, wherein the crosslinking catalyst comprises a tin catalyst or a platinum catalyst, and wherein the crosslinking catalyst is present in an amount from about 0.1 weight percent to about 15 weight percent of the reaction mixture.

7. The method of claim 1 , wherein the moisture is from about 30% to 100% relative humidity and at a temperature between about 20° C. to about 100° C. for a time sufficient to substantially complete crosslinking of the reaction mixture.

8. The method of claim 7 , wherein the relative humidity is between about 50% to about 80% and the time is between about 30 minutes to about 24 hours.

9. The method of claim 1 , further comprising the step of injection molding or compression molding the silane-grafted polyolefin prior to the step of crosslinking.

10. A method of forming a golf ball comprising the steps of:

forming a silane-grafted polyolefin by copolymerizing at least one silane with at least one polyolefin in the presence of a grafting initiator;

molding the silane-grafted polyolefin into an intermediate component;

exposing the intermediate component to a crosslinking catalyst and moisture to form an inner component consisting essentially of a silane-crosslinked polyolefin; and

forming a cover disposed about the inner component.

11. The method of claim 1 , wherein the step of forming a silane-grafted polyolefin further comprises contacting a metallocene-catalyzed polyolefin with the grafting initiator.

12. The method of claim 1 , further comprising the steps of molding the silane-grafted polyolefin into an intermediate component; exposing the intermediate component to moisture to form an inner component consisting essentially of a silane-crosslinked polyolefin; and forming a golf ball cover disposed about the inner component.

13. The method of claim 10 , wherein the grafting initiator is selected from the group consisting of di-tert-amyl peroxide, di(2-tert-butyl-peroxyisopropyl)benzene peroxide or α,α-bis(tert-butylperoxy)diisopropylbenzene, 1,1-bis(tert-butylperoxy)-3,3,5-trimethylcyclohexane or 1,1-di(tert-butylperoxy) 3,3,5-trimethyl cyclohexane, dicumyl peroxide, di-tert-butyl peroxide, 2,5-di-(tert-butylperoxy)-2,5-dimethyl hexane, n-butyl-4,4-bis(tert-butyl-peroxy)valerate, lauryl peroxide, benzoyl peroxide, tert-butyl hydroperoxide, and a mixture thereof, wherein the grafting initiator is present from about 0.1 weight percent to about 15 weight percent of the silane; and wherein the at least one polyolefin is selected from the group consisting of low-density polyethylene, high-density polyethylene, linear low-density polyethylene, ultra high molecular weight polyethylene, metallocene polyethylene, a metallocene-catalyzed polyolefin, and mixtures thereof.

14. The method of claim 10 , wherein the step of molding comprises compression molding the silane-grafted polyolefin into a cup.

15. The method of claim 10 , wherein the step of molding comprises injection molding the silane-grafted polyolefin.

16. The method of claim 10 , wherein the silane-grafted polyolefin comprises a monomer of a metallocene-catalyzed polyolefin.

17. The method of claim 10 , wherein the crosslinking catalyst comprises a tin catalyst or a platinum catalyst, and wherein the crosslinking catalyst is present in an amount from about 0.1 weight percent to about 15 weight percent of the reaction mixture.

18. The method of claim 10 , wherein the at least one silane has a formula of:

wherein X is a hydrolysable group, and n is 0-24; wherein R′ is a vinyl group is represented by the formula:

wherein R 1 , R 2 , and R 3 are each independently selected from the group consisting of a substituted or unsubstituted linear or branched C 1 -C 8 alkyl group, a substituted or unsubstituted C 6 -C 12 aromatic group and a halo group; and wherein the substituted linear or branched C 1 -C 8 alkyl group and the substituted C 6 -C 12 aromatic group is substituted with at least one C 1 -C 6 alkyl group, halo group, amine, CN, C 1 -C 6 alkoxy group, or trihalomethane group.

19. The method of claim 18 , wherein X is selected from the group consisting of alkoxy, acyloxy, halogen, amino, hydrogen, ketoximate group, amido group, aminooxy, mercapto, and alkenyloxy.

20. The method of claim 10 , wherein the moisture is from about 30% to 100% relative humidity and at a temperature between about 20° C. to about 100° C. for a time sufficient to substantially complete crosslinking of the silane-grafted polyolefin.

Assignments (6)
SECURITY INTEREST Recorded Aug 3, 2022
From: ACUSHNET COMPANY
To: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 061099/0236 →
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 (027322/0641) Recorded Sep 7, 2016
From: KOREA DEVELOPMENT BANK, NEW YORK BRANCH
To: ACUSHNET COMPANY
Reel/Frame 039937/0955 →
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 5, 2011
From: ACUSHNET COMPANY
To: KOREA DEVELOPMENT BANK, NEW YORK BRANCH
Reel/Frame 027322/0641 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 7, 2004
From: HOGGE, MATTHEW F.; LUTZ, MITCHELL E.
To: ACUSHNET COMPANY
Reel/Frame 015443/0961 →