Silane modified two-component polyurethane coating

1 . A two-component coating composition comprising:

(a) a first component comprising a compound that contains trialkoxysilyl and isocyanate functional groups; and

(b) a second component comprising a polyol and a catalyst.

2 . The composition of claim 1 , wherein the compound that contains trialkoxysilyl and isocyanate functional groups is the reaction product of a polyisocyanate and the reaction product of an N-(-3-trialkoxysilylalkyl)amine and a dialkyl maleate or dialkyl fumarate or dialkyl fumarate.

3 . The composition of claim 2 , wherein the N-(-3-trialkoxysilylalkyl)amine has a structure according to formula (I):

NH 2 —R 1 —Si(—O—R 2 ) 3   (I)

wherein R 1 is selected from C 1 -C 12 linear, branched and cyclic alkylene, arylene, and aralkylene; and R 2 is independently selected from C 1 -C 6 linear, branched, and cyclic alkyl.

4 . The composition of claim 2 , wherein the dialkyl maleate or dialkyl fumarate or dialkyl fumarate has a structure according to formula (II):

R 5 —O—C(O)—CH═CH—C(O)—O—R 4   (II)

wherein R 4 and R 5 are identical or different and represent organic groups which are inert to isocyanate groups at a temperature of 100° C. or less.

5 . The composition of claim 2 , wherein the reaction product is an aspartate mixture comprising:

a polyoxypropylene polyaspartate corresponding to the formula

wherein

x 2 represents the residue obtained by removing the amino groups from a polyoxyalkylene polyamine having a functionality of n,

R 4 and R 5 are identical or different and represent organic groups which are inert to isocyanate groups at a temperature of 100° C. or less,

R 6 and R 7 are identical or different and represent hydrogen or organic groups which are inert towards isocyanate groups at a temperature of 100° C. or less and

n is 2to4.

6 . The composition of claim 5 , wherein each occurrence of R 4 and R 5 are independently selected from C1-C 12 linear, branched, and cyclic alkyl and each occurrence of R 6 and R 7 is independently selected from C 1 -C 4 linear, branched, and cyclic alkyl.

7 . The composition of claim 2 , wherein the dialkyl maleate or dialkyl fumarate or dialkyl fumarate is selected from maleate diesters, mixed maleate esters, fumarate diesters or mixed fumarate esters where the ester group is one or more selected from the group consisting of methyl ethyl, propyl, butyl, amyl and 2-ethylhexyl.

8 . The composition of claim 6 , wherein the dialkyl maleate or dialkyl fumarate or dialkyl fumarate is substituted by methyl in the 2- and/or 3-position.

9 . The composition of claim 7 , wherein the dialkyl maleate or dialkyl fumarate is selected from dimethyl maleate, diethyl maleate and dibutyl maleate.

10 . The composition of claim 2 , wherein the polyisocyanate contains from 2 to 6 isocyanate groups.

11 . The composition of claim 2 , wherein the polyisocyanate has a structure according to formula (III):

OCN—R 8 —NCO   (III)

wherein R 8 is selected from C 2 to C 24 linear, branched, and cyclic alkylene, arylene, and aralkylene, which may optionally contain one or more isocyanate groups.

12 . The composition of claim 1 , wherein the polyol is selected from the group consisting of polyester polyols, (meth)acrylic polyols, polyether polyols, and mixtures thereof.

13 . The composition of claim 1 , further comprising one or more materials selected from the group consisting of leveling agents, wetting agents, flow control agents, antiskinning agents, antifoaming agents, fillers viscosity regulators, plasticizers, pigments, dyes, UV absorbers, thermal stabilizers, antioxidants, and mixtures thereof.

14 . The composition of claim 3 , wherein R 1 is selected from ethylene, propylene, and butylene; and R 2 is selected from ethyl and propyl.

15 . The composition of claim 4 , wherein R 3 is selected from methyl, ethyl and propyl.

16 . The composition of claim 2 , wherein the polyisocyanate is selected from the group consisting of 1,4-tetramethylene diisocyanate, 1,6-hexamethylene diisocyanate, 2,2,4-trimethyl-1,6-hexamethylene diisocyanate, 1,12-dodecamethylene diisocyanate, cyclohexane-1,3- and -1,4-diisocyanate, 1-isocyanato-2-isocyanatomethyl cyclopentane, 1-isocyanato-3-isocyanatomethyl-3,5,5-trimethyl-cyclohexane (isophorone diisocyanate or IPDI), bis-(4-isocyanatocyclohexyl)-methane, 2,4′-dicyclohexyl-methane diisocyanate, 1,3- and 1,4-bis-(isocyanatomethyl)-cyclohexane, bis-(4-isocyanato-3-methyl-cyclohexyl)-methane, α,α,α′,α′-tetramethyl-1,3-diisocyanate, α,α,α′,α′-1,4-xylylene diisocyanate, 1-isocyanato-1-methyl-4(3)-isocyanatomethyl cyclohexane, 2,4-hexahydrotoluylene diisocyanate, 2,6-hexahydrotoluylene diisocyanate, 1,3-phenylene diisocyanate, 1,4-phenylene diisocyanate, 2,4-toluylene diisocyanate, 2,6-toluylene diisocyanate, 2,4-diphenyl-methane diisocyanate, 4,4′-diphenyl-methane diisocyanate, 1,5-diisocyanato naphthalene and mixtures thereof.

17 . A substrate coated with the composition of claim 1 .

18 . A metal substrate coated with the composition of claim 1 .

19 . A method of coating a substrate comprising applying the composition of claim 1 to at least a portion of a surface of the substrate.

20 . A coated substrate prepared according to the method of claim 19 .

21 . The composition of claim 1 , wherein the polyol includes up to 20% by weight of low molecular weight polyhydric alcohols having a molecular weight of from 32 to 500.

22 . The composition of claim 21 , wherein the polyhydric alcohols are selected from the group consisting of ethylene glycol, 1,3-butandiol, 1,4-butandiol, 1,6-hexandiol, glycerine, trimethylolpropane, pentaerythritol and mixtures thereof.

23 . The composition of claim 1 , wherein the catalyst is selected from the group consisting of zinc octoate, tin(II) octoate, dibutyl tin dilaurate; tin octoate, dibutyltin diacetate, dimethyltin dimercaptide, bismuth catalysts, tertiary amine catalysts and mixtures thereof.

24 . The composition of claim 21 , wherein the polyol includes polymeric polyols having a number average molecular weight of from greater than 500 up to 20,000.

25 . The composition of claim 1 , wherein the polyol includes polymeric polyols having a number average molecular weight of from 500 to 20,000.