# US 11,078,364 B2 · Curable composition and use of same

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- Number: US 11,078,364 B2
- Document ID: US11078364B2
- Status: Granted
- Kind: B2
- Application number: 16/634,243
- Filed: 2018-08-21
- Published: 2021-03-25
- Granted: 2021-08-03
- Earliest claimed: 2017-08-22
- Assignees: Osaka Gas Chemicals Co., Ltd.
- Applicants: Osaka Gas Chemicals Co., Ltd.
- Inventors: Hirokazu Shimano; Kenichi Fukuda
- Web page: https://patentgrep.com/patent/US11078364B2

## CPC

- C08L 83/04: Polysiloxanes
- C09D 5/00: Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced {(electrically insulating plastics, resins or waxes H01B3/30)}; Filling pastes
- B32B 27/00: Layered products comprising {a layer of} synthetic resin {(fibrous or filamentary layer made of a synthetic resin B32B5/02; particulate layer made of a synthetic resin B32B5/16; foamed layer made of a synthetic resin B32B5/18)}
- B32B 27/18: characterised by the use of special additives
- C04B 41/4961: {Polyorganosiloxanes, i.e. polymers with a Si-O-Si-O-chain; "silicones"}
- C08G 77/08: characterised by the catalysts used
- C08G 77/18: to alkoxy or aryloxy groups
- C08K 5/05: Alcohols; Metal alcoholates
- C09D 5/165: {containing hydrolysable groups (C09D5/1643 takes precedence)}
- C09D 7/20: Diluents or solvents
- C09D 7/63: organic
- C09D 183/04: Polysiloxanes
- C09D 183/06: containing silicon bound to oxygen-containing groups (C09D183/12 takes precedence)
- C04B 2111/00482: {Coating or impregnation materials}
- C08K 5/0091: {Complexes with metal-heteroatom-bonds}
- C08K 5/098: Metal salts of carboxylic acids
- C08L 2205/03: containing three or more polymers in a blend
- C08L 2312/00: Crosslinking
- C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06)
- 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)
- B32B: LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- C04B: LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE {(roofing granules E04D7/005)}; CERAMICS (devitrified glass-ceramics C03C10/00); REFRACTORIES; TREATMENT OF NATURAL STONE
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)

## Abstract

A curable composition comprises (A) a first siloxane oligomer being free from a siloxane unit represented by the following formula (I) and containing an alkoxy-group-containing siloxane unit, (B) a second siloxane oligomer containing a siloxane unit represented by the formula (I) and an alkoxy-group-containing siloxane unit, (C) a silicone oil having a kinetic viscosity at 25° C. of not less than 100 mm2/s, (D) at least one curing catalyst selected from the group consisting of a metal alkoxide, a metal chelate compound, and a metal carboxylate, and (E) a solvent containing an organic solvent having a vapor pressure at 20° C. of not less than 1 kPa.

## Claims

### Claim 1

A curable composition comprising:
(A) a first siloxane oligomer being free from a siloxane unit represented by the following formula (I) and containing an alkoxy-group-containing siloxane unit,
(B) a second siloxane oligomer containing a siloxane unit represented by the above formula (I) and an alkoxy-group-containing siloxane unit,
(C) a silicone oil having a kinetic viscosity at 25° C. of not less than 100 mm2/s,
(D) at least one curing catalyst selected from the group consisting of a metal alkoxide, a metal chelate compound, and a metal carboxylate, and
(E) a solvent containing an organic solvent having a vapor pressure at 20° C. of not less than 1 kPa,
wherein a total proportion of the first siloxane oligomer (A) and the second siloxane oligomer (B) in the composition is 20 to 50% by mass,
a mass ratio of the second siloxane oligomer (B) relative to the first siloxane oligomer (A) is 0.15 to 10,
a mass ratio of the solvent (E) is 40 to 300 parts by mass relative to 100 parts by mass of a total of the first siloxane oligomer (A), the second siloxane oligomer (B), and the silicone oil (C), and
when the composition is applied and is allowed to stand at 23° C. for 24 hours to give a cured layer, the composition has a pencil hardness measured in accordance with JIS K5600-5-4(1999) of not less than 2H as the cured layer:
wherein R1 and R2 are the same or different and each represent an alkyl group.

### Claim 2 (depends on 1)

The curable composition according to claim 1, wherein the organic solvent having a vapor pressure at 20° C. of not less than 1 kPa is a C1-4alkanol.

### Claim 3 (depends on 1)

The curable composition according to claim 1, wherein a ratio of the curing catalyst (D) is 1 to 55 parts by mass relative to 100 parts by mass of the total of the first siloxane oligomer (A), the second siloxane oligomer (B), and the silicone oil (C).

### Claim 4 (depends on 1)

The curable composition according to claim 1, which is a room-temperature-curable composition.

### Claim 5 (depends on 1)

The curable composition according to claim 1, which is a coating composition.

### Claim 6 (depends on 1)

The curable composition according to claim 1, which is a composition for preventing adhesion of snow and/or ice to a substrate, a composition for preventing adhesion of oil and/or water scale to a substrate, or a composition for preventing water penetration to a substrate.

### Claim 7 (depends on 1)

A process for producing a cured product, comprising: applying a curable composition recited in claim 1 to a surface of a substrate and curing the composition to form a cured product.

### Claim 8 (depends on 7)

The process according to claim 7, wherein the cured product is in the form of a cured layer.

### Claim 9 (depends on 1)

A method for imparting non-tackiness and water repellency to a substrate, comprising: treating the substrate with a curable composition recited in claim 1 and curing the curable composition.

### Claim 10 (depends on 1)

A method for preventing adhesion of snow and/or ice to a substrate, comprising: applying a curable composition recited in claim 1 to a surface of the substrate and curing the composition to form a cured layer.

### Claim 11 (depends on 10)

The method according to claim 10, wherein the cured layer accelerates sliding of snow and ice.

### Claim 12 (depends on 1)

A method for preventing adhesion of oil and/or water scale to a substrate, comprising: applying a curable composition recited in claim 1 to a surface of the substrate and curing the composition to form a cured layer.

### Claim 13 (depends on 1)

A method for preventing water penetration to a substrate, comprising: applying a curable composition recited in claim 1 to a surface of the substrate and curing the composition to form a cured product.

### Claim 14 (depends on 13)

The method according to claim 13, wherein the substrate is a shaped concrete product.

### Claim 15 (depends on 1)

A composite comprising a substrate and a cured layer coated on a surface of the substrate, the cured layer being formed of a cured product of a curable composition recited in claim 1.