# US 12,595,375 B2 · Polysiloxane-based coating composition

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- Number: US 12,595,375 B2
- Document ID: US12595375B2
- Status: Granted
- Kind: B2
- Application number: 18/247,278
- Filed: 2021-09-29
- Published: 2023-12-21
- Granted: 2026-04-07
- Earliest claimed: 2020-09-30
- Assignees: PPG Coatings (Kunshan) Co., Ltd.
- Applicants: PPG Coatings (Kunshan) Co., Ltd.
- Inventors: Langfeng Fan; Jianfei Shi; Ping Jin; Lingyun Sun
- Web page: https://patentgrep.com/patent/US12595375B2

## CPC

- C09D 4/06: {Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond} in combination with a macromolecular compound other than an unsaturated polymer of groups C09D159/00 - C09D187/00
- C09D 5/08: Anti-corrosive paints
- C09D 7/63: organic
- C09D 183/04: Polysiloxanes
- C09D 183/10: Block or graft copolymers containing polysiloxane sequences (obtained by polymerising a compound having a carbon-to-carbon double bond on to a polysiloxane C09D151/08, C09D153/00)
- C08G 77/14: containing silicon bound to oxygen-containing groups
- C08G 77/18: to alkoxy or aryloxy groups
- C08G 77/42: Block-or graft-polymers containing polysiloxane sequences (polymerising aliphatic unsaturated monomers on to a polysiloxane C08F283/12)
- 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

The instant application relates to a polysiloxane-based coating composition, comprising: Polysiloxane of formula I wherein each R1 is independently a hydroxyl group or an alkyl, aryl or alkoxy group having up to 6 carbon atoms, each R2 independently is hydrogen or alkyl or aryl group having up to 6 carbon atoms, and n is selected so that the molecular weight for the polysiloxane is 400 to 10000; a non-aromatic epoxide resin having more than one 1, 2-epoxide group per molecule with an epoxide equivalent weight of 100 to 5000; a multi-functional (meth) acrylate monomer; and a cure system comprising at least one alkoxy functional aminosilane. Furthermore, it also relates to a method of coating surface using said coating composition and the substrate coated therewith.

## Claims

### Claim 1

A polysiloxane-based coating composition, comprising:
a polysiloxane of formula I
wherein each R1 is independently a hydroxyl group or an alkyl, aryl or alkoxy group having up to 6 carbon atoms, each R2 independently is hydrogen or alkyl or aryl group having up to 6 carbon atoms, and n is selected so that the molecular weight for the polysiloxane is 400 to 10000, wherein the polysiloxane of formula I makes up at least 90 wt. % of all polysiloxane components in the coating composition;
a non-aromatic epoxide resin having more than one 1,2-epoxide group per molecule with an epoxide equivalent weight of 100 to 5000;
a multi-functional (meth)acrylate monomer; and
a cure system comprising at least one alkoxy functional aminosilane.

### Claim 2 (depends on 1)

The coating composition according to claim 1, wherein the non-aromatic epoxide resin comprises a non-aromatic hydrogenated epoxy resin.

### Claim 3 (depends on 1)

The coating composition according to claim 1, wherein the multi-functional (meth)acrylate monomer comprises a monomer compound having at least 2, 3 or 4 or more (meth)acrylate groups bonded laterally or terminally to the backbone having a cyclic, linear or branched aliphatic or cycloaliphatic hydrocarbon group, wherein the aliphatic or cycloaliphatic hydrocarbon group comprising C and H atoms and optionally one or more heteroatoms such as O atom.

### Claim 4 (depends on 1)

The coating composition according to claim 1, wherein the multi-functional (meth)acrylate monomer comprises trimethylol propane tri(meth)acrylate, tripropylene glycol tri(meth)acrylate, dipropylene glycol di(meth)acrylate, butylene glycol di(meth)acrylate, cyclohexane dimethanol di(meth)acrylate, hexanediol di(meth)acrylate, glycerol tri(meth)acrylate, pentaerythritol tetra(meth)acrylate, ditrimethylolpropane tri(meth)acrylate, neopentyl glycol di(meth)acrylate, neopentyl glycol propoxylate di(meth)acrylate, ethoxylated trimethylolpropane tri(meth)acrylate, and/or propoxylate glycerol tri(meth)acrylate.

### Claim 5 (depends on 1)

The coating composition according to claim 1, wherein the multi-functional (meth)acrylate monomer comprises hexanediol di(meth)acrylate, cyclohexane dimethanol di(meth)acrylate, and/or trimethylol propane tri(meth)acrylate.

### Claim 6 (depends on 1)

The coating composition according to claim 1, wherein the at least one alkoxy functional aminosilane includes at least one dialkoxy functional aminosilane and/or at least one trialkoxy functional aminosilane.

### Claim 7 (depends on 6)

The coating composition according to claim 6, wherein the trialkoxy functional aminosilane comprises aminopropyl trimethoxy silane, aminopropyl triethoxy silane, aminopropyl tripropoxy silane, aminoneohexyl trimethoxy silane, N-β-aminoethy1-y-aminopropyl trimethoxy silane, N-β-aminoethy1-y-aminopropyl triethoxy silane, N-phenylaminopropyl trimethoxy silane, trimethoxysilyl propyl diethylenetriamine, 3-(3-aminophenoxy) propyl trimethoxy silane, aminoethyl aminomethyl phenyl trimethoxysilane, 2-aminoethyl-3-aminopropyl-tri-2-ethylhexyloxy silane, N-aminohexylaminopropyl trimethoxy silane, and/or 3-aminopropyl tris(methoxyethoxy)silane.

### Claim 8 (depends on 1)

The coating composition according to claim 1, wherein the cure system comprises at least 80 wt %, of alkoxy functional aminosilane.

### Claim 9 (depends on 1)

The coating composition according to claim 1, wherein the coating composition comprises 12-65 wt % of the polysiloxane of formula I, 8-30 wt % of the non-aromatic epoxide resin, 1-12 wt % of the multi-functional (meth)acrylate monomer, and 5-40 wt % of the cure system, based on the total weight of the coating composition.

### Claim 10 (depends on 1)

The coating composition according to claim 1, wherein the coating composition comprises 2-8 wt % of multi-functional (meth)acrylate monomer, based on the total weight of the coating composition.

### Claim 11 (depends on 1)

The coating composition according to claim 1, wherein the coating composition further contains no more than 15 wt % of a curing accelerator and/or no more than 15 wt % of a flexible epoxy resin based on the glycidyl ether of castor oil having an epoxide equivalent weight of 200 to 1000, based on the total weight of the coating composition.

### Claim 12 (depends on 1)

The coating composition according to claim 1, wherein the coating composition is substantially free or completely free of epoxy-(meth)acrylate and/or urethane (meth)acrylate.

### Claim 13 (depends on 1)

The coating composition of claim 1, wherein the polysiloxane of formula I makes up 95 wt. % to 100 wt. % of all polysiloxane components in the coating composition.

### Claim 14 (depends on 1)

The coating composition of claim 1, wherein the multi-functional (meth)acrylate monomer is not a urethane (meth)acrylate and wherein the multi-functional (meth)acrylate monomer is included at 1-12 wt. % based on total weight of the coating composition.

### Claim 15

A polysiloxane-based coating composition, comprising:
a polysiloxane of formula I
wherein each R1 is independently a hydroxyl group or an alkyl, aryl or alkoxy group having up to 6 carbon atoms, each R2 independently is hydrogen or alkyl or aryl group having up to 6 carbon atoms, and n is selected so that the molecular weight for the polysiloxane is 400 to 10000;
a non-aromatic epoxide resin comprising more than one 1,2-epoxide group per molecule with an epoxide equivalent weight of 100 to 5000;
a multi-functional (meth)acrylate monomer, wherein the multi-functional (meth)acrylate monomer is not a urethane (meth)acrylate and wherein the multi-functional (meth)acrylate monomer is included at 1-12 wt. % based on total weight of the coating composition; and
a cure system comprising at least one alkoxy functional aminosilane.

### Claim 16

A multi-part polysiloxane-based coating composition, comprising:
a binder part A comprising a polysiloxane of formula I
wherein each R1 is independently a hydroxyl group or an alkyl, aryl or alkoxy group having up to 6 carbon atoms, each R2 independently is hydrogen or alkyl or aryl group having up to 6 carbon atoms, and n is selected so that the molecular weight for the polysiloxane is 400 to 10000, wherein the polysiloxane of formula I makes up at least 90 wt. % of all polysiloxane components in the coating composition;
a non-aromatic epoxide resin having more than one 1,2-epoxide group per molecule with an epoxide equivalent weight of 100 to 5000; and
a multi-functional (meth)acrylate monomer, and
a part B comprising a cure system comprising at least one alkoxy functional aminosilane.

### Claim 17 (depends on 16)

The multi-part coating composition according to claim 16, wherein the ratio of binder part A to part B is such that a ratio of an amino equivalent to the sum of epoxy equivalent plus double-bond equivalent in the multi-functional (meth)acrylate monomer is 0.7:1.0 to 1.3:1.0.

### Claim 18 (depends on 1)

A coated substrate comprising at least one surface coated at least in part with the polysiloxane-based coating composition according to claim 1.

### Claim 19 (depends on 18)

The coated substrate according to claim 18, wherein the substrate comprises wood, plastics, concrete, glass, or metal.

### Claim 20 (depends on 1)

A method for protecting a surface of a substrate comprising:
applying the polysiloxane-based coating composition of claim 1 to a surface of a substrate.
