IP Library Granted Patent US 9,085,712
Granted Patent B2
US 9,085,712 · App. 13/826,187 · Granted Jul 21, 2015

Fast cure aspartate polysiloxane hybrid coating

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Quick Facts
Patent No.
US 9,085,712
App. No.
13/826,187
Granted
Jul 21, 2015
Kind
B2
Abstract

The present invention provides a hybrid two component coating composition comprising as component I, (A) an N-alkoxysilylalkyl-aspartic acid ester, (B) a polysiloxane having a molecular weight in the range of from about 400 to 10,000, and optionally (C) at least one hydrolyzable silane; and as component II, (D) a polyisocyanate having an average NCO functionality of 2.5 to 5.5 and an isocyanate content, based on solids, of 9 to 50 wt % and containing aliphatic polyisocyanates; and (E) a catalyst. Methods of making and applying the hybrid coating composition are also provided.

Claims (12)

1. A hybrid coating composition containing:

(I) a first Component comprising a polysiloxane having a molecular weight in the range of from about 400 to 10,000; a solvent; and optionally at least one hydrolyzable silane; and

(II) a second Component comprising a prepolymer formed by the reaction of an N-alkoxysilylalkyl-aspartic acid ester and a polyisocyanate having an average NCO functionality of 2.0 to 5.5 and an isocyanate content, based on solids, of 2 to 50 wt. % and containing aliphatic polyisocyanates; and a catalyst, wherein the polysiloxane corresponds to the formula:

wherein R 1 and R 6 are each independently selected from the group comprising hydroxyl, alkyl, aryl and alkoxy radicals having up to six carbon atoms, and each R 2 is independently selected from the group comprising hydrogen, alkyl and aryl radicals having up to six carbons, and n is selected so that the molecular weight for the polysiloxane is in the range of from about 400 to 10,000.

2. The hybrid coating composition of claim 1 , wherein the N-alkoxysilylalkyl-aspartic acid ester is selected from the group comprising N-(3-Trimethoxysilylpropyl)-aspartic acid dimethyl ester, N-(3-Trimethoxysilylpropyl)-aspartic acid diethyl ester, N-(3-Trimethoxysilylpropyl)-aspartic acid di-n-butyl ester, N-(3-Triethoxysilylpropyl)-aspartic acid dimethyl ester, N-(3-Triethoxysilylpropyl)-aspartic acid diethyl ester, and N-(3-Triethoxysilylpropyl)-aspartic acid di-n-butyl ester.

3. The hybrid coating composition of claim 1 , 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, 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-toluytene diisocyanate, 2,6-toluylene diisocyanate, 2,4-diphenyl-methane diisocyanate, 4,4′-diphenyl-methane diisocyanate, 1,5-diisocyanato naphthalene and mixtures thereof.

4. The hybrid coating composition of claim 1 , wherein at least 0.9 amine equivalents of the N-alkoxysilylalkyl-aspartic acid ester are present for each NCO equivalent of polyisocyanate.

5. The hybrid coating composition of claim 1 , wherein the catalyst is 1,5-Diazobicyclo[4.3.0]non-5-en or dibutyltin dilaurate.

6. The hybrid coating composition of claim 1 , further comprising in Component (I) one or more materials selected from the group consisting of leveling agents, wetting agents, moisture scavengers, flow control agents, anti-skinning agents, antifoaming agents, fillers, adhesion promoters, viscosity regulators, plasticizers, pigments, dyes, UV absorbers, thermal stabilizers, antioxidants, and mixtures thereof.

7. The hybrid coating composition of claim 1 , wherein the polysiloxane corresponds to formula (II)

wherein R 1 and R 6 are each independently selected from the group comprising alkyl, aryl and alkoxy radicals having up to six carbon atoms, and each R 2 is independently selected from the group comprising alkyl and aryl radicals having up to six carbons, and n is selected so that the molecular weight for the polysiloxane is in the range of from about 400 to 10,000.

8. The hybrid coating composition of claim 7 , wherein R 1 and R 2 are methyl and R 6 is phenyl.

Assignments (2)
CHANGE OF NAME Recorded Oct 16, 2015
From: BAYER MATERIALSCIENCE LLC
To: COVESTRO LLC
Reel/Frame 036876/0585 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 14, 2013
From: OLSON, AHREN
To: BAYER MATERIALSCIENCE LLC
Reel/Frame 029998/0804 →