Compositions for use in golf balls
View Patent ↗A golf ball having a core and at least one layer disposed about the core is disclosed. The at least one layer is formed from a composition having multiple reactive and/or non-reactive ingredients. At least one of these ingredients is a sterically hindered polyamine, preferably formed from an active hydrogen functional compound and an amine/acid ortho- or meta-substituted cyclic compound.
1. A golf ball comprising:
a core, the core having a diameter; and
at least one layer disposed about the core, the layer having a thickness, wherein the layer is formed from a polyurea composition, wherein the polyurea is formed by reacting a polyurea prepolymer with an amine curative, and wherein the polyurea prepolymer is formed by reacting a polyisocyanate with a sterically hindered polyamine having one of the following structures:
where —(R 8 ) x NHR 2 and —(R 7 ) y CO— are ortho- or meta-substituents on the cyclic rings; A is the same or different moieties chosen from O, S, and NR; R is hydrogen or organic moieties having 1 to 20 carbon atoms; R 1 is a divalent or polyvalent organic moieties having at least one carbon or silicon atom; R 2 is hydrogen or organic moieties having 1 to 20 carbon atoms; R 3 to R 6 are independently chosen from hydrogen, halides, nitro, and organic moieties having 1 to 20 carbon atoms; R 7 is an organic moiety having at least one C, O, N, S, or Si atom; R 8 is a divalent organic moiety having one carbon atom connecting —NHR 2 to the cyclic ring; m is greater than 1; and x, y, and z are independently 0 or 1.
2. The golf ball of claim 1 , wherein the diameter is 1 inch or greater, and the thickness is 0.005 inches to 0.1 inches.
3. The golf ball of claim 1 , wherein the core is a solid core having a compression of 40 to 100 or a coefficient of restitution of 0.7 or greater, and the layer has a flexural modulus of 1,000 psi to 100,000 psi or a Shore D hardness of 90 or less.
4. The golf ball of claim 1 , wherein the golf ball has a coefficient of restitution of 0.7 or greater.
5. The golf ball of claim 1 , wherein A is O.
6. The golf ball of claim 1 , wherein at least one of x and y is 0.
7. The golf ball of claim 1 , wherein R 1 has one or more heteroatoms.
8. The golf ball of claim 1 , wherein R 1 is a divalent alkylene.
9. The golf ball of claim 1 , wherein the golf ball further comprises:
an intermediate layer disposed between the at least one layer and the core; or
an outer cover layer disposed about the at least one layer.
10. A golf ball comprising:
a core, the core having a diameter; and
at least one layer disposed about the core, the layer having a thickness, wherein the layer is formed from a polyurea composition, wherein the polyurea is formed by reacting a polyurea prepolymer with an amine curative, and wherein the polyurea prepolymer is formed by reacting a polyisocyanate with a sterically hindered polyamine formed from:
a first compound being an active hydrogen functional compound, and
a second compound chosen from cyclic compounds having ortho- or meta- positioned (organo)amine and (organo)acid substitutions, esters thereof, and substituted or unsubstituted oxazine diones.
11. The golf ball of claim 10 , wherein the active hydrogen functional compound is chosen from alkanediols, alkanetriols, polyalkanediols, dihydroxy telechelics, and trihydroxy telechelics.
12. The golf ball of claim 10 , wherein the active hydrogen functional compound is chosen from ethylene glycol, 1-phenyl-1,2-ethanediol, 1,2-propanediol, 1,3-propanediol, 2-methyl-1,3-propanediol, 1,3-butanediol, 1,4-butanediol, 2,3-butanediol, 2-methyl-1,4-butanediol, 1,1,4,4-tetraphenyl-1,4-butanediol, 2,2,4,4-tetramethyl-1,3-cyclobutanediol, 1,5-pentanediol, 2,4-pentanediol, 2-methyl-2,4-pentanediol, 1,6-hexanediol, 2,5-hexanediol, 1,7-heptanediol, 1,8-octanediol, 1,12-dodecanediol, 2-n-butyl-2-ethyl-1,3-propanediol, 3-chloro-1,2-proanediol, 1,4-cyclohexanediol, 2,5-dimethyl-2,5-hexanediol, 2,2-dimethyl-1,3-propanediol, 2,2-diphenyl-1,3-propanediol, 2-ethyl-1,3-hexanediol, 2-ethyl-2-methyl-1,3-propanediol, hydroquinone di(β-hydroxyethyl)ether, hydroquinone di(β-hydroxypropyl)ether, resorcinol di(β-hydroxyethyl)ether, resorcinol di(β-hydroxypropyl)ether, 2,2-bis(4-hydroxyphenol)propane.
13. The golf ball of claim 10 , wherein the second compound has one of the following structures:
where —(R 8 ) x NHR 2 and —(R 7 ) y CO— are ortho- or meta-substituents on the cyclic rings; R 2 is hydrogen or organic moieties having 1 to 20 carbon atoms; R 3 to R 6 are independently chosen from hydrogen, halides, nitro, and organic moieties having 1 to 20 carbon atoms; R 7 is an organic moiety having at least one C, O, N, S, or Si atom; R 8 is a divalent organic moiety having one carbon atom connecting —NHR 2 to the cyclic ring; R 9 is chosen from hydrogen and organic moieties having 1 to 20 carbon atoms, optionally further having one or more heteroatoms; and x, y, and z are independently 0 or 1.
14. The golf ball of claim 10 , wherein the second compound has one of the following structures:
where R is chosen from hydrogen and organic moieties having 1 to 20 carbon atoms; Z 1 to Z 4 are independently chosen from hydrogen, halides, nitro groups, and organic moieties having 1 to 20 carbon atoms, each optionally having one or more heteroatoms.
15. The golf ball of claim 10 , wherein the diameter is 1 inch or greater, and the thickness is 0.005 inches to 0.1 inches.
16. The golf ball of claim 10 , wherein the core is a solid core having a compression of 40 to 100 or a coefficient of restitution of 0.7 or greater, and the layer has a flexural modulus of 1,000 psi to 100,000 psi or a Shore D hardness of 90 or less.
17. The golf ball of claim 10 , wherein the golf ball has a coefficient of restitution of 0.7 or greater.
18. The golf ball of claim 10 , wherein the golf ball further comprises:
an intermediate layer disposed between the at least one layer and the core; or
an outer cover layer disposed about the at least one layer.