Crosslinkable silane-terminated polymer and sealant composition made with same
View Patent ↗A crosslinkable silane-terminated polymer is provided which includes the reaction product of an isocyanate-terminated prepolymer and a silane possessing a plurality of hydrolysable sites and at least one active hydrogen-containing group which is reactive for isocyanate, the silane upon hydrolysis produces a reduced amount of volatile organic compound compared to that produced by the hydrolysis of a silane possessing an equivalent number of hydrolyzable sites all of which are hydrolyzable alkoxy groups.
1. A crosslinkable silane-terminated polymer which comprises the reaction product of an isocyanate-terminated prepolymer and a silane possessing a plurality of hydrolyzable sites and at least one active hydrogen-containing group which is reactive for isocyanate, the silane upon hydrolysis producing a reduced amount of volatile organic compound compared to that produced by the hydrolysis of a silane possessing an equivalent number of hydrolyzable sites all of which are hydrolyzable alkoxy groups.
2. The crosslinkable silane-terminated polymer of claim 1 wherein the isocyanate-terminated prepolymer is the reaction product of a polyisocyanate and a polyol.
3. The crosslinkable silane-terminated polymer of claim 2 wherein the polyisocyanate is selected from the group consisting of aliphatic, cycloaliphatic, araliphatic and aromatic organic diisocyanate.
4. The crosslinkable silane-terminated polymer of claim 2 wherein the polyol has a molecular weight in the range of 1,000 to 20,000.
5. The crosslinkable silane-terminated polymer of claim 2 wherein the polyol is selected from the group consisting of diols, triols, polyester polyols, polyether polyols, and any combination thereof.
6. The crosslinkable silane-terminated polymer of claim 1 wherein the silane has the general formula:
[Y[-G(-SiX u Z b v Z c w ) s ] r ] n (Formula 1)
wherein each occurrence of G is independently chosen from a set of groups comprising a polyvalent group derived by substitution of one or more hydrogen atoms of an alkyl, alkenyl, aryl or aralkyl group, and a polyvalent group derived by substitution of one or more hydrogen atoms of a heterocarbon, with G containing from about 1 to about 30 carbon atoms; each occurrence of X is independently selected from the group consisting of —Cl, —Br, R 1 O—, R 1 C(═O)O—, R 1 R 2 C═NO—, R 1 R 2 NO— or R 1 R 2 N—, —R 1 , —(OSiR 1 R 2 ) t (OSi R 1 R 2 R 3 ), and —O(R 10 CR 11 ) f OH, wherein each occurrence of R 1 , R 2 , R 3 , R 10 and R 11 is independently R; each occurrence of Z b is independently selected from the group consisting of (—O—) 0.5 , [—O(R 10 CR 11 ) f O—] 0.5 , [—HN(R 10 CR 11 ) f N(H)—] 0.5 , [—OOC(R 10 CR 11 ) f COO—] 0.5 , [—O(R 10 CR 11 ) f N(H)—] 0.5 and [—O(R 10 CR 11 ) f COO—] 0.5 , wherein each occurrence of R 10 and R 11 is independently R; each occurrence of Z c is independently selected from the group consisting of —O(R 10 CR 11 ) f O—, —HN(R 10 CR 11 ) f N(H)—, —OOC(R 10 CR 11 ) f COO—, —O(R 10 CR 11 ) f N(H)— and —O(R 10 CR 11 ) f COO—, wherein each occurrence of R 10 and R 11 is independently R; each occurrence of R is chosen independently from the set of groups comprising hydrogen, straight, cyclic or branched alkyl groups alkenyl groups, aryl groups and aralkyl groups, and molecular components obtained by removal of one or more hydrogen atoms of a heterocarbon, wherein each occurrence of R contains from 1 to about 20 carbon atoms; each occurrence of the subscript f is an integer from 1 to about 15; each occurrence of n is an integer from 1 to about 100, with the proviso that when n is greater than 1, v is greater than 0 and all the valences for Z b have a silicon atom bonded to them; each occurrence of the subscript u is an integer from 0 to about 3; each occurrence of the subscript v is an integer from 0 to about 3; each occurrence of the subscript w is an integer from 0 to about 1, with the proviso that u+v+2w=3; each occurrence of the subscript r is an integer from 1 to about 6; each occurrence of the subscript t is an integer from 0 to about 50; each occurrence of the subscript s is an integer from 1 to about 6; each occurrence of Y is an organofunctional group of valence r; wherein said cross-linkable silane terminated polymer contains at least one occurrence of [—O(R 10 CR 11 ) f O—] 0.5 , [—HN(R 10 CR 11 ) f N(H)—] 0.5 , [—OOC(R 10 CR 11 ) f COO—] 0.5 , [—O(R 10 CR 11 ) f N(H)—] 0.5 , [—O(R 10 CR 11 ) f COO—] 0.5 , or Z c .
7. The crosslinkable silane-terminated polymer of claim 6 wherein Y is selected from the group consisting of a univalent organofunctional group, a divalent organofunctional group, a trivalent organofunctional group, a tetravalent organofunctional group and a polyvalent organofunctional group.
8. The crosslinkable silane-terminated polymer of claim 7 wherein the univalent organofunctional group is selected from the group consisting of CH 2 ═CH—, CHR═CH—, CR 2 ═CH—, mercapto, acryloxy, methacryloxy, acetoxy, —O—CH 2 —C 2 H 3 O, —CH 2 —CH 2 —C 6 H 9 O, —C 6 H 9 O, —CR 6 (—O—)CR 4 R 5 , —OH, —NR 4 C(═O)OR 5 , —OC(═O)NR 4 R 5 , —NR 4 C(═O)SR 5 , —SC(═O)NR 4 R 5 , —NR 4 C(═S)OR 5 , —OC(═S)NR 4 R 5 , —NR 4 C(═S)SR 5 , —SC(═S)NR 4 R 5 , maleimide, maleate, substituted maleate, fumarate, substituted fumarate, —CN, citraconimide, —OCN, —N═C═O, —SCN, —N═C═S, —OR 4 , —F, —Cl, —Br; —I, —SR 4 , —S—SR 4 , —S—S—SR 4 , —S—S—S—SR 4 ,—S—S—S—S—SR 4 , —S—S—S—S—S—SR 4 , —S x R 4 , —SC(═S)OR 4 , —SC(═S)SR 4 , —SC(═O)SR 4 , —NR 4 C(═O)NR 5 R 6 , —NR 4 C(═S)NR 5 R 6 , —NR 4 C(═S)NR 5 R 6 , R 4 C(═O)NR 5 —, —C(═O)NR 4 R 5 —, R 4 C(═S)NR 4 —, melamine, cyanurato, —NH 2 , —NHR 4 , —NR 4 R 5 , —NR 4 -L 1 -NR 5 R 6 , —NR 4 -L 1 (-NR 5 R 6 ) 2 , —NR 4 -L 1 -NR 5 -L 2 -NR 6 R 7 , —NR 4 -L 1 (-NR 5 R 6 ) 3 , —NR 4 -L 1 -NR 5 -L 2 -NR 6 -L 3 -NR 7 R 8 and —NR 4 -L 1 -N(-L 2 NR 5 R 6 ) 2 ; the divalent organofunctional group is selected from the group consisting of -(−)C (—O—)CR 4 R 5 , —CR 5 (—O—)CR 4 —, —O(R 10 CR 11 ) f O—, -(−)NC(═O)OR 5 , —OC(═O)NR 4 —, -(−)NC(═O)SR 5 , —SC(═O)NR 4 —, -(−)NC(═S)OR 5 , —OC(═S)NR 4 —, -(−)NC(═S)SR 5 , -SC(═S)NR 4 —, —O—, maleate, substituted maleate, fumarate, substituted fumarate, —S—, —S—S—, —S—S—S—, —S—S—S—S—, —S—S—S—S—S—, —S—S—S—S—S—, —S x —, —SC(═S)O—, —SC(═S)S—, —SC(═O)S—, -(−)NC(═O)NR 4 R 5 , —NR 4 C(═O)NR 5 —, -(−)NC(═S)NR 4 R 5 , —NR 4 C(═S)NR 5 —, R 4 C(═O)N(−)-, —C(═O)NR 4 —, R 4 C(═S)N(−)-, divalent melamine, divalent cyanurato, —NH——NR 4 —, -(−)N-L 1 -NR 4 R 5 , —NR 4 -L 1 -NR 5 —, (−)NR 4 ) 2 -L 1 -NR 5 R 6 , -(−)N-L 1 -NR 5 -L 2 -NR 6 R 7 , —NR 4 -L 1 -N(−)-L 2 -NR 5 R 6 , —NR 4 -L 1 -NR 5 -L 2 -NR 6 —, -(−)N-L 1 -(NR 5 R 6 ) 3 , (—NR 4 ) 2 -L 1 -(NR 5 R 6 ) 2 , -(−)N-L 1 -NR 4 -L 2 -NR 5 -L 3 -NR 6 R 7 , —NR 4 -L 1 -N(−)-L 2 -NR 5 -L 3 -NR 6 R 7 , —NR 4 -L 1 -NR 5 -L 2 -N(−)-L 3 -NR 6 R 7 , —NR 4 -L 1 -NR 5 -L 2 -NR 6 -L 3 -NR 7 —, -(−)N-L 1 -N(-L 2 NR 5 R 6 ) 2 and (—NR 4 L 1 -) 2 N-L 2 NR 5 R 6 ;
the trivalent organofunctional group is selected from the group consisting of -(−)C (—O—)CR 4 —, -(−)NC(═O)O—, -(−)NC(═O)S—, -(−)NC(═S)O—, -(−)NC(═S)S—, -(−) NC(═O)NR 4 —, -(−)NC(═S)NR 4 —, —C(═O)N(−)-, —C(═S)N(−)-, trivalent melamino; trivalent cyanurato, —N(−)-, -(−)N-L 1 -NR 4 —, (—NR 4 ) 3 -L 1 , (—NR 4 ) 2 -L 1 -NR 5 —, -(−)N-L 1 -N(−)-L 2 -NR 3 R 4 , —NR 4 -L 1 -N(−)-L 2 -NR 5 —, -(−)N-L 1 -NR 4 -L 2 -NR 5 —, -(−)N-L 1 -N(−)-L 2 -NR 5 -L 3 -NR 3 R 4 , —NR 4 -L 1 -N(−)-L 2 -N(−)-L 3 -NR 3 R 4 , -(−)N-L 1 -NR 5 -L 2 -N(−)-L 3 -NR 3 R 4 , —NR 4 -L 1 -N(−)-L 2 -NR 3 -L 3 -NR 4 —, -(−)N-L 1 -N(-L 2 NR 3 R 4 )(-L 2 NR 5 —) and (—NR 4 L 1 -) 3 N;
the tetravalent organofunctional group is selected from the group consisting of -(−)C(—O—)C(−)-, -(−)NC(═O)N(−)-, -(−)NC(═S)N(−)-, tetravalent melamino, -(−)N-L 1 -N(−)- ,(—NR 4 ) 4 -L 1 , (—NR 4 ) 2 -L 1 -N(−)-, -(−)N-L 1 -N(−)-L 2 -NR 3 —, -(−) N-L 1 -NR 4 -L 2 (−)-, -(−)N-L 1 -N(−)-L 2 -N(−)-L 3 -NR 4 R 3 , —NR 4 -L 1 -N(−)-L 2 -N(−)-L 3 -NR 3 —, -(−)N-L 1 -NR 4 -L 2 -NR 4 -L 2 -NR 3 -L 3 -N(−)- and -(−)N-L 1 -N(-L 2 NR 3 —) 2 ; and,
the polyvalent organofunctional group is selected from the group consisting of polyvalent hydrocarbon groups, (—NR 3 )(—N—) 2 C 3 N 3 , (—N—) 3 C 3 N 3 , -(−)N-L 1 -N(−)-L 2 -N(−)-, -(−)N-L 1 -N(−)-L 2 -N(−)-L 3 -NR 3 —, -(−)N-L 1 -NR 3 -L 2 -N(−)-L 3 -N(−)-, [-(−)N-L 1 -] 2 N-L 2 NR 3 —, -(−)N-L 1 -N(−)-L 2 -N(−)-L 3 -N(−)- and [-(−)N-L 1 -] 3 ,
wherein each occurrence of L 1 , L 2 , and L 3 is selected independently from the set of structures given above for G; each occurrence of R is independently given by one of the structures listed above for R, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 10 and R 11 is chosen independently from the set of groups comprising hydrogen, straight, cyclic or branched alkyl groups, alkenyl groups, aryl groups and aralkyl groups, and molecular components obtained by removal of one or more hydrogen atoms of a heterocarbon, wherein each occurrence of R, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 10 and R 11 contains from 1 to about 20 carbon atoms, and x is independently an integer from 7 to 10.
9. The crosslinkable silane-terminated polymer of claim 6 wherein G is selected from the group consisting of diethylene cyclohexane, 1,2,4-triethylene cyclohexane, diethylene benzene, phenylene,—(CH 2 ) m -wherein m is 1 to 12 and CH 2 (CH 2 ) q CH(CH 3 )— wherein q is zero to 17.
10. The crosslinkable silane-terminated polymer of claim 6 wherein each R. R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 10 and R 11 is independently selected from the group consisting of methyl, ethyl, propyl, isopropyl, octenyl, cyclohexyl, butyl, phenyl, benzyl, tolyl, allyl, methoxyethyl, ethoxyethyl, dimethylaminoethyl and cyanoethyl.
11. The crosslinkable silane-terminated polymer of claim 6 wherein R 10 and R 11 are each independently selected from a group consisting of hydrogen, methyl and ethyl.
12. The crosslinkable silane-terminated polymer of claim 6 wherein R 1 and R 2 are independently selected from the group consisting of hydrogen, methyl, ethyl and propyl.
13. The crosslinkable silane-terminated polymer of claim 6 wherein R 3 , R 4 , R 5 , R 6 , R 7 and R 8 are independently selected from the group consisting of phenyl, methyl, butyl, H and ethyl.
14. The crosslinkable silane-terminated polymer of claim 6 wherein X is selected from the group consisting of methoxy, ethoxy, isobutoxy, propoxy, isopropoxy, acetoxy, methoxyethoxy, oximato and monovalent alkoxy groups derived from diols.
15. The crosslinkable silane-terminated polymer of claim 6 wherein v is 0, X is R 1 O— or R 1 C(═O)—, wherein R 1 is an alkyl of C 1 to C 4 or hydrogen, and G is a divalent straight chain alkylene of 2 to 18 carbon atoms.
16. The crosslinkable silane-terminated polymer of claim 1 admixed with a catalyst in an amount sufficient to cure said polymer upon exposure to moisture thereby forming a moisture curable silane-terminated polymer.
17. The cured composition of claim 6 .
18. A moisture-curable sealant composition which comprises the moisture curable silane-terminated polymer claimed in claim 16 in combination with at least one filler.
19. A cured sealant according to claim 18 .
20. An adhesive or coating composition which comprises the crosslinkable silane-terminated polymer of claim 1 .
21. A sealant composition which comprises a silylated polyurethane resin, a catalyst and an adhesion promoting silane, the silane which upon hydrolysis produces a reduced amount of volatile organic compound compared to that produced by the hydrolysis of a silane possessing an equivalent number of hydrolyzable sites all of which are hydrolyzable alkoxy groups.
22. The sealant composition of claim 21 wherein the silane has the general formula:
[Y[-G(-SiX u Z b v Z c w ) s ] r ] n (Formula 1)
wherein each occurrence of G is independently chosen from a set of groups comprising a polyvalent group derived by substitution of one or more hydrogen atoms of an alkyl, alkenyl, aryl or aralkyl group, and a polyvalent group derived by substitution of one or more hydrogen atoms of a heterocarbon, with G containing from about 1 to about 30 carbon atoms; each occurrence of X is independently selected from the group consisting of —Cl, —Br, R 1 O—, R 1 C(═O)O—, R 1 R 2 C═NO—, R 1 R 2 NO— or R 1 R 2 N—, —R 1 , —(OSiR 1 R 2 ) t (OSi R 1 R 2 R 3 ), and —O(R 10 CR 11 ) f OH, wherein each occurrence of R 1 , R 2 , R 3 , R 10 and R 11 is independently R; each occurrence of Z b is independently selected from the group consisting of (—O—) 0.5 , [—O(R 10 CR 11 ) f O—] 0.5 , [—HN(R 10 CR 11 ) f N(H)—] 0.5 , [—OOC(R 10 CR 11 ) f COO—] 0.5 , [—O(R 10 CR 11 ) f N(H)—] 0.5 and [—O(R 10 CR 11 ) f COO—] 0.5 , wherein each occurrence of R 10 and R 11 is independently R; each occurrence of Z c is independently selected from the group consisting of —O(R 10 CR 11 ) f O—, —HN(R 10 CR 11 ) f N(H)—, —OOC(R 10 CR 11 ) f COO—, —O(R 10 CR 11 ) f N(H)— and —O(R 10 CR 11 ) f COO—, wherein each occurrence of R 10 and R 11 is independently R; each occurrence of R is chosen independently from the set of groups comprising hydrogen, straight, cyclic or branched alkyl groups alkenyl groups, aryl groups and aralkyl groups, and molecular components obtained by removal of one or more hydrogen atoms of a heterocarbon, wherein each occurrence of R contains from 1 to about 20 carbon atoms; each occurrence of the subscript f is an integer from 1 to about 15; each occurrence of n is an integer from 1 to about 100, with the proviso that when n is greater than 1, v is greater than 0 and all the valences for Z b have a silicon atom bonded to them; each occurrence of the subscript u is an integer from 0 to about 3; each occurrence of the subscript v is an integer from 0 to about 3; each occurrence of the subscript w is an integer from 0 to about 1, with the proviso that u+v+2w=3; each occurrence of the subscript r is an integer from 1 to about 6; each occurrence of the subscript t is an integer from 0 to about 50; each occurrence of the subscript s is an integer from 1 to about 6; each occurrence of Y is an organofunctional group of valence r; wherein said cross-linkable silane terminated polymer contains at least one occurrence of [—O(R 10 CR 11 ) f O—] 0.5 , [—HN(R 10 CR 11 ) f N(H)—] 0.5 , [—OOC(R 10 CR 11 ) f COO—] 0.5 , [—O(R 10 CR 11 ) f N(H)—] 0.5 , [—O(R 10 CR 11 ) f COO—] 0.5, b or Z C .
23. The sealant composition of claim 22 wherein Y is selected from the group consisting of a univalent organofunctional group, a divalent organofunctional group, a trivalent organofunctional group, a tetravalent organofunctional group and a polyvalent organofunctional group.
24. The sealant composition of claim 23 wherein the univalent organofunctional group is selected from the group consisting of CH 2 ═CH—, CHR═CH—, CR 2 ═CH—, mercapto, acryloxy, methacryloxy, acetoxy, —O—CH 2 —C 2 H 3 O, —CH 2 —CH 2 —C 6 H 9 O, —C 6 H 9 O, —CR 6 (—O—)CR 4 R 5 , —OH, —NR 4 C(═O)OR 5 , —OC(═O)NR 4 R 5 , —NR 4 C(═O)SR 5 , —SC(═O)NR 4 R 5 , —NR 4 C(═S)OR 5 , —OC(═S)NR 4 R 5 , —NR 4 C(═S)SR 5 , —SC(═S)NR 4 R 5 , maleimide, maleate, substituted maleate, fumarate, substituted fumarate, —CN, citraconimide, —OCN, —N═C═O, —SCN, —N═C═S, —OR 4 , —F, —Cl, —Br; —I, —SR 4 , —S—SR 4 , —S—S—SR 4 , —S—S—S—SR 4 , —S—S—S—S—SR 4 , —S—S—S—S—S—SR 4 , —S x R 4 , —SC(═S)OR 4 , —SC(═S)SR 4 , —SC(═O)SR 4 , —NR 4 C(═O)NR 5 R 6 , —NR 4 C(═S)NR 5 R 6 , R 4 C(═O)NR 5 —, —C(═O)NR 4 R 5 —, R 4 C(═S)NR 4 —, melamine, cyanurato, —NH 2 , —NHR 4 , —NR 4 R 5 , —NR 4 -L 1 -NR 5 R 6 , —NR 4 -L 1 (-NR 5 R 6 ) 2 , —NR 4 -L 1 -NR 5 -L 2 -NR 6 R 7 , —NR 4 -L 1 (-NR 5 R 6 ) 3 , —NR 4 -L 1 -NR 5 -L 2 -NR 6 -L 3 -NR 7 R 8 and —NR 4 -L 1 -N(-L 2 NR 5 R 6 ) 2 ; the divalent organofunctional group is selected from the group consisting of -(−)C (—O—)CR 4 R 5 , —CR 5 (—O—)CR 4 —, —O(R 10 CR 11 ) f O—, -(−) NC(═O)OR 5 , —OC(═O)NR 4 —, -(−) NC(═O)SR 5 , —SC(═O)NR 4 —, -(−)NC(═S)OR 5 , —OC(═S)NR 4 —, -(−)NC(═S)SR 5 , —SC(═S)NR 4 —, —O—, maleate, substituted maleate, fumarate, substituted fumarate, —S—, —S—S—, —S—S—S—, —S—S—S—S—, —S—S—S—S—S—, —S—S—S—S—S—S—, —S x —, —SC(═S)O—, —SC(═S)S—, —SC(═O)S—, -(−)NC(═O)NR 4 R 5 , —NR 4 C(═O)NR 5 —, -(−)NC(═S)NR 4 R 5 , —NR 4 C(═S)NR 5 —, R 4 C(═O)N(−)-, —C(═O)NR 4 —, R 4 C(═S)N(−)-, divalent melamine, divalent cyanurato, —NH—, —NR 4 —, -(−)N-L 1 -NR 4 R 5 , —NR 4 -L 1 -NR 5 —, (−)NR 4 ) 2 -L 1 -NR 5 R 6 , -(−)N-L 1 -NR 5 -L 2 -NR 6 R 7 , —NR 4 -L 1 -N(−)-L 2 -NR 5 R 6 , —NR 4 -L 1 -NR 5 -L 2 -NR 6 —, -(−)N-L 1 -(N 5 R 6 ) 3 , (—NR 4 ) 2 -L 1 - (NR 5 R 6 ) 2 )-(−)N-L 1 -NR 4 -L 2 -NR 5 -L 3 -NR 6 R 7 , —NR 4 -L 1 -N(−)-L 2 -NR 5 -L 3 -NR 6 R 7 , —NR 4 -L 1 -NR 5 -L 2 -N(−)-L 3 -NR 6 R 7 , —NR 4 -L 1 -NR 5 -L 2 -NR 6 -L 3 -NR 7 —, -(−)N-L 1 -N(-L 2 NR 5 R 6 ) 2 and (—NR 4 L 1 -) 2 N-L 2 NR 5 R 6 ;
the trivalent organofunctional group is selected from the group consisting of -(−)C (—O—)CR 4 —, -(−)NC(═O)O—, -(−)NC(═O)S—, -(−)NC(═S)O—, -(−)NC(═S)S—, -(−) NC(═O)NR 4 —, -(−)NC(═S)NR 4 —, —C(═O)N(−)-, —C(═S)N(−)-, trivalent melamino; trivalent cyanurato, —N(−)-, -(−)N-L 1 -NR 4 —, (—NR 4 ) 3 -L 1 , (—NR 4 ) 2 -L 1 -NR 5 —, -(−)N-L 1 -N(−)-L 2 -NR 3 R 4 , —NR 4 -L 1 -N(−)-L 2 -NR 5 —, -(−)N-L 1 -NR 4 -L 2 -NR 5 —, -(−)N-L 1 -N(−)-L 2 -NR 5 -L 3 -NR 3 R 4 , —NR 4 -L 1 -N(−)-L 2 -N(−)-L 3 -NR 3 R 4 , -(−)N-L 1 -NR 5 -L 2 -N(−)-L 3 -NR 3 R 4 , —NR 4 -L 1 -N(−)-L 2 -NR 3 -L 3 -NR 4 —, -(−)N-L 1 -N(-L 2 NR 3 R 4 )(-L 2 NR 5 —) and (—NR 4 L 1 -) 3 N;
the tetravalent organofunctional group is selected from the group consisting of -(−)C(—O—)C(−)-, -(−)NC(═O)N(−)-, -(−)NC(═S)N(−)-, tetravalent melamino, -(−)N-L 1 -N(−)-, (−NR 4 ) 4 -L 1 , (—NR 4 ) 2 -L 1 -N(−)-, -(−)N-L 1 -N(−)-L 2 -NR 3 —, -(−)N-L 1 -NR 4 -L 2 (−)-, -(−)N-L 1 -N(−)-L 2 -N(−)-L 3 -NR 4 R 3 , —NR 4 -L 1 -N(−)-L 2 -N(−)-L 3 -NR 3 —, -(−)N-L 1 -NR 4 -L 2 -NR 3 -L 3 -N(−)- and -(−)N-L 1 -N(-L 2 NR 3 —) 2 ; and,
the polyvalent organofunctional group is selected from the group consisting of polyvalent hydrocarbon groups, (—NR 3 )(—N—) 2 C 3 N 3 , (—N—) 3 C 3 N 3 , -(−)N-L 1 -N(−)-L 2 -N(−)-, -(−)N-L 1 -N(−)-L 2 -N(−)-L 3 -NR 3 —, -(−)N-L 1 -NR 3 -L 2 -N(−)-L 3 -N(−)-, [-(−)N-L 1 -] 2 N-L 2 NR 3 —, -(−)N-L 1 -N(−)-L 2 -N(−)-L 3 -N(−)- and [-(−)N-L 1 -] 3 ,
wherein each occurrence of L 1 , L 2 , and L 3 is selected independently from the set of structures given above for G; each occurrence of R is independently given by one of the structures listed above for R , R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 10 and R 11 is chosen independently from the set of groups comprising hydrogen, straight, cyclic or branched alkyl groups, alkenyl groups, aryl groups and aralkyl groups, and molecular components obtained by removal of one or more hydrogen atoms of a heterocarbon, wherein each occurrence of R, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 10 and R 11 contains from 1 to about 20 carbon atoms, and x is independently an integer from 7 to 10.
25. The sealant composition of claim 22 wherein G is selected from the group consisting of diethylene cyclohexane, 1,2,4-triethylene cyclohexane, diethylene benzene, phenylene, —(CH 2 ) m — wherein m is 1 to 12 and CH 2 (CH 2 ) q CH(CH 3 )— wherein q is zero to 17.
26. The sealant composition of claim 22 wherein each R, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 10 and R 11 is independently selected from the group consisting of methyl, ethyl, propyl, isopropyl, octenyl, cyclohexyl, butyl, phenyl, benzyl, tolyl, allyl, methoxyethyl, ethoxyethyl, dimethylaminoethyl and cyanoethyl.
27. The sealant composition of claim 22 wherein R 10 and R 11 are each independently selected from a group consisting of hydrogen, methyl and ethyl.
28. The sealant composition of claim 22 wherein R 1 and R 2 are independently selected from the group consisting of hydrogen, methyl, ethyl and propyl.
29. The sealant composition of claim 22 wherein R 3 , R 4 , R 5 , R 6 , R 7 and R 8 are independently selected from the group consisting of phenyl, methyl, butyl, hydrogen and ethyl.
30. The sealant composition of claim 22 wherein X is selected from the group consisting of methoxy, ethoxy, isobutoxy, propoxy, isopropoxy, acetoxy, methoxyethoxy, oximato and monovalent alkoxy groups derived from diols.
31. The sealant composition of claim 22 wherein v is 0, X is R 1 O— or R 1 C(═O)—, wherein R 1 is an alkyl of C 1 to C 4 or hydrogen, and G is a divalent straight chain alkylene of 2 to 18 carbon atoms.
32. The sealant composition of claim 21 wherein the silane adhesion promoter is present in the range of about 0.25 to about 5 weight percent of the sealant composition.
33. The sealant composition of claim 21 wherein the catalyst in an amount sufficient to cure said composition upon exposure to moisture.
34. The sealant composition of claim 33 wherein the catalyst is a metal catalyst selected from the group consisting of tin or titanium compounds.
35. A cured sealant according to claim 33 .
36. The sealant composition of claim 21 which further comprises one or more ingredients selected from the group consisting of thixotropic agent, plasticizer, stabilizer, pigment and filler.