# US 8,541,514 B2 · Branched polyglycols and branched polyether functional organopolysiloxanes and coatings containing same

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- Number: US 8,541,514 B2
- Document ID: US8541514B2
- Status: Granted
- Kind: B2
- Application number: 12/158,352
- Filed: 2006-12-22
- Published: 2010-09-16
- Granted: 2013-09-24
- Earliest claimed: 2005-12-22
- Applicants: Michael Salvatore Ferritto; Frances Marie Fournier; Michael Allen Stanga; Gerald Lawrence Witucki; Pierre T. Varineau; Robert H. Whitmarsh
- Inventors: Michael Salvatore Ferritto; Frances Marie Fournier; Michael Allen Stanga; Gerald Lawrence Witucki; Pierre T. Varineau; Robert H. Whitmarsh
- Web page: https://patentgrep.com/patent/US8541514B2

## CPC

- C09D 163/00: Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins
- C08G 77/46: containing polyether sequences
- C09D 183/12: containing polyether sequences
- C09D: COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR (cosmetics A61K; processes for applying liquids or other fluent materials to surfaces, in general, B05D; staining wood B27K5/02; glazes or vitreous enamels C03C; natural resins, French polish, drying-oils, driers, turpentine, per se, C09F; polishing compositions other than French polish, ski waxes C09G; adhesives or use of materials as adhesives C09J; materials for sealing or packing joints or covers C09K3/10; materials for stopping leaks C09K3/12; processes for the electrolytic or electrophoretic production of coatings C25D)
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS

## Abstract

Branched polyglycols and branched polyether functional organopolysiloxanes are disclosed as is a process for making branched polyether functional organopolysiloxanes by reacting an organohydrogensiloxane and a branched polyglycol having an unsaturated group via a hydrosilylation reaction, as well as coating compositions containing branched polyether functional organopolysiloxanes and a binder are disclosed. Coatings resulting from these compositions were more hydrophilic and had improved dirt release properties as compared to coatings containing similar, but un-branched, polyether functional organopolysiloxanes.

## Claims

### Claim 1

A non-fluorinated branched polyether functional organopolysiloxane comprising a combination of quarternary siloxy units and at least one siloxy unit of the formula RiR1SiO[3-i]/2
wherein
R is a monovalent hydrocarbon group,
R1 is a branched polyether group, having the formula A-[(B)n(C)x(D)y(E)z], where:
A is CH2═CH—CH2—O— attached to the polysiloxane via a hydrosilylation reaction,
B is a branching agent derived from glycidol with n from 1 to 20,
C, D, and E are each an ethylene oxide group and x, y, and z are independently from 0 to 50 with the proviso that at least one of x, y or z is 1 to 50, and
i is zero to 2;
wherein the polymer structure of the branched polyether functional organopolysiloxane is either random or block wherein the organopolysiloxane has the average formula:
(R2R1SiO0.5)(SiO2)w(R2R1SiO0.5),
(R2R1SiO0.5)(SiO2)w(R2SiO)x(R2R1SiO0.5),
(R3SiO0.5)(R2SiO)x(R1RSiO)y(SiO2)w(R3SiO0.5),
where R is a monovalent hydrocarbon,
R1 is a branched polyether group, and
w>0, X≧0 and y≧1.

### Claim 2

A process for preparing a branched polyether functional organopolysiloxane comprising reacting;
i) an organohydrogenpolysiloxane comprising a combination of guarternary siloxy groups and at least one mono-, di-, or tri-siloxy group containing Si—H, and
ii) a branched polyglycol having an unsaturated group, via a hydrosilylation reaction;
wherein the branched polyglycol having an unsaturated group has the formula:
A-[(B)n(C)x(D)y(E)z],
where,
A is CH2═CH—CH2—O—,
B is a branching agent derived from glycidol with n from 1 to 20,
C, D, and E are each an ethylene oxide group, and x, y, and z are independently from 0 to 50 with the proviso that at least one of x, y or z is 1 to 50,
wherein the polymer structure is either random or block wherein the organopolysiloxane has the average formula:
(R2HSiO0.5)(SiO2)w(R2HSiO0.5),
(R2HSiO0.5)(SiO2)w(R2SiO)x(R2HSiO0.5),
(R3SiO0.5)(R2SiO)x(RHSiO)y(SiO2)w(R3SiO0.5),
where R is a monovalent hydrocarbon, and
w>0, x≧0, and y≧1.

### Claim 3 (depends on 2)

A product prepared by the process of claim 2.

### Claim 4

A coating composition comprising:
a) a non-fluorinated branched polyether functional organopolysiloxane comprising a combination of quarternary siloxy units and at least one siloxy unit of the formula RiR1SiO[3-i]/2
wherein i is zero to 2
R is a monovalent hydrocarbon group,
R1 is a branched polyether group, having the formula:
A-[(B)n(C)x(D)y(E)z],
where,
A is CH2═CH—CH2—O— attached to the polysiloxane via a hydrosilylation reaction,
B is a branching agent derived from glycidol with n from 1 to 20, and
C, D, and E are each an ethylene oxide group, and x, y, and z are independently from 0 to 50 with the proviso that at least one of x, y or z is 1 to 50;
wherein the polymer structure is either random or block; and
b) a binder wherein the organopolysiloxane has the average formula:
(R2R1SiO0.5)(SiO2)w(R2R1SiO0.5),
(R2R1SiO0.5)(SiO2)w(R2SiO)x(R2R1SiO0.5),
(R3SiO0.5)(R2SiO)x(R1RSiO)y(SiO2)w(R3SiO0.5),
where R is a monovalent hydrocarbon,
R1 is a branched polyether group, and
w>0, x≧0, and y≧1.