Moisture curable silicone hot melt
View Patent ↗The present invention generally relates to a moisture curable composition in the form of a hot melt. The inventive compositions contain hydrolyzable silyl groups connected to a polymer which is capable of crosslinking when exposed to moisture.
1. A composition comprising the structure:
wherein
Z 1 in each occurrence is the same or different and is selected from the group consisting of:
Z 2 in each occurrence is the same or different and is selected from the group consisting of:
R 1 , R 2 , R 3 , and R 5 are in each occurrence the same or different and independently selected from the group consisting of hydrogen and a C 1-12 hydrocarbon radical;
R 4 in each occurrence is the same or different and is independently selected from the group consisting of hydrogen, a C 1-12 hydrocarbon radical or —Y—SiR 5 a (OR 6 ) 3-a ;
R 6 in each occurrence is the same or different and is independently selected from the group consisting of a C 1-12 hydrocarbon radical and an isocyanate;
Q, X, and Y in each occurrence are the same or different and are each independently a C 1-20 hydrocarbon diradical;
m is 1 to about 10;
n is 1 to about 400;
a in each occurrence is the same or different and is 0 or 1.
2. The composition of claim 1 , wherein said R 1 , R 2 , R 3 , R 4 , R 5 , and R 6 independently are an alkyl group.
3. The composition of claim 1 , wherein said R 1 , R 2 , R 3 , R 4 , R 5 , and R 6 independently are an aryl group.
4. The composition of claim 1 , wherein said Q, X and Y independently are an alkylene linkage.
5. The composition of claim 1 , wherein said Q, X and Y independently are an arylene linkage.
6. The composition of claim 1 , further comprising a cure system.
7. The composition of claim 6 , wherein said cure system comprises a moisture cure catalyst.
8. A composition comprising the reaction product of:
(a) a composition of structural formula (I):
wherein R 1 , R 2 and R 3 in each occurrence are the same or different and are independently selected from the group consisting of a hydrogen and a C 1-12 hydrocarbon radical;
Q in each occurrence is the same or different and is a C 1-20 hydrocarbon diradical;
n is 1 to about 400;
(b) a diisocyanate compound having the structural formula (II):
OCN—X—NCO (II)
wherein X is a C 1-20 hydrocarbon diradical; and
(c) a compound having the structural formula (III):
wherein R 4 is selected from the group consisting of hydrogen, a C 1-12 hydrocarbon radical and —Y—SiR 5 a (OR 6 ) 3-a ;
R 5 is a C 1-12 hydrocarbon radical;
R 6 is selected from the group consisting of a C 1-12 hydrocarbon radical and an isocyanato group;
W is selected from the group consisting of NH, O and S;
Y is a C 1-20 hydrocarbon diradical;
a in each occurrence is the same or different and is 0 or 1.
9. The composition of claim 8 , further comprising an additional silane having the structural formula
R 9 —SiR 5 a (OR 10 ) 3-a
wherein R 9 is selected from the group consisting of a hydrocarbon group and an isocyanato group; R 5 is selected from the group consisting of hydrogen and an alkyl group and R 10 is an alkyl group.
10. The composition of claim 9 , wherein R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are each the same or different and are independently selected from the group consisting of an alkyl and aryl group; and
Q and Y are each the same or different and are independently selected from selected from the group consisting of an alkylene and arylene linkage; and
wherein said diisocyanate compound is a member selected from the group consisting of phenyl diisocyanate, toluene diisocyanate, 4,4′-diphenyl diisocyanate, 4,4′-diphenylene methane diisocyanate, dianisidine diisocyanate, 1,5-naphtalene diisocyanate, 4,4′-diphenyl ether diisocyanate, p-phenylene diisocyanate, 4,4′-dicyclo-hexylmethane diisocyanate, 1,3-bis-(isocyanatomethyl)cyclohexane, cyclohexylene diisocyanate, tetrachlorophenylene diisocyanate, 2,6-diethyl-p-phenylenediisocyanate, 3,5-diethyl-4,4′-diisocyanatodiphenyl-methane, isophorone diisocyanate, hexamethylene diisocyanate, and 1,3-bis(cyanatomethyl)cyclohexane.
11. The composition of claim 8 , further comprising a cure system.
12. The composition of claim 11 , wherein said cure system comprises a moisture cure catalyst.
13. A method for making a composition comprising the steps of:
(a) admixing:
(i) a compound having the structural formula (I):
wherein R 1 , R 2 and R 3 in each occurrence are the same or different and is independently selected from the group consisting of a hydrogen and a C 1-12 hydrocarbon radical;
Q in each occurrence is the same or different and is a C 1-20 hydrocarbon diradical;
n is 1 to about 400; with
(ii) a diisocyanate compound having the structural formula (II)
OCN—X—NCO (II)
wherein
X is a C 1-20 hydrocarbon diradical; and
(iii) a compound having the structural formula (III)
wherein R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are each the same or different and are independently selected from the group consisting of an alkyl or aryl group;
Q and Y are each the same or different and are independently selected from the group consisting of an alkylene or arylene linkage; and
a in each occurrence may be the same or different and is 0 or 1; and
(b) heating mixture and permitting the formation of a moisture curable hot melt reactive polymer.
14. The method of claim 13 , wherein R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are each the same or different and are independently selected from the group consisting of an alkyl or aryl group; and
Q and Y are each the same or different and are independently selected from the group consisting of an alkylene or arylene linkage; and
said diisocyanate compound is a member selected from the group consisting of phenyl diisocyanate, toluene diisocyanate, 4,4′-diphenyl diisocyanate, 4,4′-diphenylene methane diisocyanate, dianisidine diisocyanate, 1,5-naphtalene diisocyanate, 4,4′-diphenyl ether diisocyanate, p-phenylene diisocyanate, 4,4′-dicyclo-hexylmethane diisocyanate, 1,3-bis-(isocyanatomethyl)cyclohexane, cyclohexylene diisocyanate, tetrachlorophenylene diisocyanate, 2,6-diethyl-p-phenylenediisocyanate, 3,5-diethyl-4,4′-diisocyanatodiphenyl-methane, isophorone diisocyanate, hexamethylene diisocyanate, and 1,3-bis(cyanatomethyl)cyclohexane.
15. The method of claim 14 , wherein said reaction product of (a) further comprises a cure system.
16. The method of claim 15 , wherein said cure system comprises a moisture cure catalyst.