Curable coating compositions, methods, and articles

Patent metadata

Field	Value
Publication number	US-2022010169-A1
Application number	US-201917295305-A
Country	US
Kind code	A1
Filing date	Nov 18, 2019
Priority date	Nov 26, 2018
Publication date	Jan 13, 2022
Grant date	—

Abstract

A curable composition including: at least one polyorganosiloxane including at least one hydrosilyl moiety (in certain embodiments, two different polyorganosiloxanes); at least one silane including hydrolyzable functionality; and at least one base selected from an amidine, a guanidine, a phosphazene, a proazaphosphatrane, and a combination thereof; a method of coating such curable composition; and an article having a substrate surface with a coating formed from such method.

First claim

1 . A curable composition comprising:
at least one polyorganosiloxane comprising at least one hydrosilyl moiety; at least one silane comprising hydrolyzable functionality; at least one base selected from an amidine, a guanidine, a phosphazene, a proazaphosphatrane, and a combination thereof; and at least one non-halogenated organic solvent having a boiling point of at least 160° C.

2 . (canceled)

3 . The composition of claim 1 , wherein the organic non-halogenated organic solvent is an aprotic solvent selected from isoparaffins, aromatic fluids, dearomatized fluids, non-dearomatized fluids, paraffins, glycol ethers or esters, esters, ketones, amides, cyclosiloxanes, monoterpenes, and combinations thereof.

4 . The composition of claim 3 comprising at least 1 wt-% and
up to 99 wt-% of at least one non-halogenated organic solvent having a boiling point of at least 160° C., based on the total weight of the composition.

5 . The composition of claim 1 wherein the polyorganosiloxane comprises a cyclic polymethyl(hydro)siloxane, an acyclic polymethyl(hydro)siloxane, a copolymer comprising methyl(hydro)siloxane units and dimethylsiloxane units, or a combination thereof.

6 . The composition of claim 1 wherein the polyorganosiloxane comprises at least two hydrosilyl moieties.

7 . The composition of claim 1 comprising at least two different polyorganosiloxanes, each comprising a different hydrosilyl equivalency.

8 . The composition of claim 1 , wherein the silane is a compound of the following Formula (IIIa):
R 1 n [Si(X) 4-n ] m wherein:
m is 1 to 6;
n is 1 or 2; and
each R 1 is independently selected from an alkyl, alkylene, aryl, arylene, alkarylene, alkaryl, aralkylene, aralkyl, which may include a straight chain, branched, and/or cyclic group, having 1 to 18 carbon atoms, optionally containing one or more catenated heteroatoms selected from O, N, S, P, Si, and Cl, and optionally containing one or more functional groups selected from an amino, epoxy, thiol, (meth)acrylate, vinyl, allyl, isocyanate, thiocyanate, ureido, and chloro; and
each X is independently a hydrolyzable functional group selected from OR 2 (wherein R 2 is H or a (C1-C18)alkyl), or NR 3 R 4 (wherein each R 3 and R 4 is independently H or a (C1-C18)alkyl or (C1-C18)alkylene).

9 . The composition of claim 8 , wherein m is 1 or 2, n is 1, and R 1 of Formula (IIIa) includes one or more functional groups selected from an amino, epoxy, thiol, (meth)acrylate, vinyl, allyl, isocyanate, thiocyanate, ureido, and chloro.

10 . The composition of claim 1 , wherein the base is selected from
an amidine compound represented by the following Formula (IV):

a guanidine compound represented by the following Formula (V):

a phosphazene compound represented by the following Formula (VI):

a proazaphosphatrane compound represented by the following Formula (VII):

and a combination thereof;
wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , and R 7 are each independently selected from hydrogen, monovalent organic groups, monovalent heteroorganic groups, and combinations thereof; and
wherein any two or more of R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , and R 7 of said amidine, guanidine, and/or phosphazene compounds optionally can be bonded together to form a ring structure.

11 . The composition of claim 1 comprising at least 1 wt-% and up to 99 wt-% of at least one polyorganosiloxane comprising at least one hydrosilyl moiety, based on the total weight of the composition.

12 . The composition of claim 1 comprising at least 0.1 wt-% and up to 10 wt-% of at least one silane comprising at least one hydrolyzable group, based on the total weight of the composition.

13 . The composition of claim 1 comprising at least 0.01 wt-% and up to 5 wt-% of at least one base, based on the total weight of the composition.

14 . A method comprising:
providing a curable composition of claim 1 ; providing a substrate having a surface; applying the curable composition to at least a portion of the surface of the substrate; and allowing or inducing the curable composition to at least partially cure to form a coating.

15 . An article comprising a substrate having a surface and an at least partially cured coating prepared by the coating method of claim 14 disposed thereon.

Assignees

• 3M Innovative Properties Co

Inventors

• Nietfeld Jon P
• Buckanin Richard S
• Nercissiantz Ara Z
• Amb Chad M
• Mcman Steven J
• Ansell Kevin R

Classifications

• C09D183/04 Primary

  Polysiloxanes · CPC title

• C08G77/12

  containing silicon bound to hydrogen · CPC title

• C09D7/63

  organic · CPC title

• C09D7/20

  Diluents or solvents · CPC title

• C08K5/3495

  condensed with carbocyclic rings · CPC title