# US 11,028,286 B2 · Dual curable silicone compositions

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- Number: US 11,028,286 B2
- Document ID: US11028286B2
- Status: Granted
- Kind: B2
- Application number: 16/620,919
- Filed: 2018-07-24
- Published: 2020-06-25
- Granted: 2021-06-08
- Earliest claimed: 2017-07-31
- Assignees: Dow Silicones Corporation
- Applicants: Dow Silicones Corporation
- Inventors: Junying Liu; Nanguo Liu; Joel McDonald
- Web page: https://patentgrep.com/patent/US11028286B2

## CPC

- C09D 183/06: containing silicon bound to oxygen-containing groups (C09D183/12 takes precedence)
- C08L 83/06: containing silicon bound to oxygen-containing groups (C08L83/12 takes precedence)
- C08G 77/14: containing silicon bound to oxygen-containing groups
- C08L 2205/025: containing two or more polymers of the same hierarchy C08L, and differing only in parameters such as density, comonomer content, molecular weight, structure
- 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)
- C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06)
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS

## Abstract

A dual curable silicone composition, comprising: (a) a silicone resin comprising at least one epoxy group, (b) a silicone polymer comprising at least one epoxy group and at least one hydrolyzable group, (c) a catalytic amount of onium salt photo catalyst, (d) a catalytic amount of condensation catalyst, wherein the composition is curable when exposed to UV radiation, H2O, or UV radiation and H2O.

## Claims

### Claim 1

A dual curable silicone composition, comprising:
(a) a silicone resin comprising at least one epoxy group, wherein the silicon resin is according to formula (I)
[R1R2R3SiO1/2]a[R4R5SiO2/2]b[R6SiO3/2]c[SiO4/2]d, (I)
where each R1-6 is independently hydrocarbyl, H, hydroxyl, alkoxy, or epoxy-containing group and at least one of R1-6 is an epoxy-containing group, and where a+b+c+d=1 and c+d>0,
(b) a silicone polymer comprising at least one epoxy group and at least one hydrolyzable group, wherein the silicon polymer is according to formula (II)
[R7R8R9SiO1/2]e[R10R11SiO2/2]f, (II)
where each R7-11 is independently hydrocarbyl, H, hydroxyl, a hydrolyzable group, or epoxy-containing group and at least one of R7-11 group is hydrolyzable group and at least one of one R7-11 group is an epoxy-containing group and wherein e>0 and f>0,
(c) a catalytic amount of onium salt photo catalyst,
(d) a catalytic amount of condensation catalyst,
wherein the composition is curable when exposed to UV radiation, H2O, or UV radiation and H2O.

### Claim 2 (depends on 1)

The composition according to claim 1, wherein each of the epoxy groups of the silicone resin and the silicone polymer are independently substituted hydrocarbyl having from 1 to 18 carbon atoms, wherein the substitution is an epoxy or epoxy ether group.

### Claim 3 (depends on 1)

A composition according to claim 1, wherein the epoxy group is glycidoxypropyl, glycidyl, hexenyl oxide, hexeneoxyalkyl oxide, [2-(3,4-epoxycyclohexyl)methyl], [2-(3,4-epoxycyclohexyl)ethyl], or [2-(3,4-epoxycyclohexyl)propyl].

### Claim 4 (depends on 1)

The composition according to claim 1, wherein the hydrolyzable group bonded to a silicon atom through a S, O, N, or P, or a halogen atom.

### Claim 5 (depends on 4)

The composition according to claim 4, wherein the hydrolyzable group is C1-8 alkoxy or halogen.

### Claim 6 (depends on 1)

The composition according to claim 1, wherein the onium salt photo catalyst is a halonium photocatalyst.

### Claim 7 (depends on 1)

The composition according to claim 1, wherein the condensation catalyst is a metal complex of tin, titanium, aluminum, zinc, or zirconium.

### Claim 8 (depends on 1)

A method of providing a protective coating to an article, the method comprising:
applying the composition of claim 1 to the article.

### Claim 9 (depends on 8)

The protected article formed by the method of claim 8.

### Claim 10

A method of making a dual curable composition, the method comprising: combining
(a) a silicone resin comprising at least one epoxy group, wherein the silicon resin is according to formula (I)
[R1R2R3SiO1/2]a[R4R5SiO2/2]b[R6SiO3/2]c[SiO4/2]d, (I)
where each R1-6 is independently hydrocarbyl, H, hydroxyl, alkoxy, or epoxy-containing group and at least one of R1-6 is an epoxy-containing group, and where a+b+c+d=1 and c+d>0,
(b) a silicone polymer comprising at least one epoxy group and at least one hydrolyzable group, wherein the silicon polymer is according to formula (II)
[R7R8R9SiO1/2]e[R10R11SiO2/2]f, (II)
where each R7-11 is independently hydrocarbyl, H, hydroxyl, a hydrolyzable group, or epoxy-containing group and at least one of R7-11 group is hydrolyzable group and at least one of one R7-11 group is an epoxy-containing group and wherein e>0 and f>0,
(c) a catalytic amount of onium salt photo catalyst,
(d) a catalytic amount of condensation catalyst,
wherein the composition is curable when exposed to UV light or hydrolysis conditions.
