# US 11,898,013 B2 · Process for producing a water-repellent and release coating on a support

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- Number: US 11,898,013 B2
- Document ID: US11898013B2
- Status: Granted
- Kind: B2
- Application number: 16/499,171
- Filed: 2018-03-29
- Published: 2021-04-15
- Granted: 2024-02-13
- Earliest claimed: 2017-03-30
- Assignees: Elkem Silicones France SAS
- Applicants: Elkem Silicones France SAS
- Inventors: Frederic Magd; Frederic Marchal; Yassine Maadadi; Thierry Walter
- Web page: https://patentgrep.com/patent/US11898013B2

## CPC

- C08G 77/12: containing silicon bound to hydrogen
- C08F 2/24: with the aid of emulsifying agents
- C08G 77/20: containing silicon bound to unsaturated aliphatic groups
- C09D 5/022: {Emulsions, e.g. oil in water}
- C08G 77/14: containing silicon bound to oxygen-containing groups
- C09D 183/06: containing silicon bound to oxygen-containing groups (C09D183/12 takes precedence)
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- 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)

## Abstract

The field of the invention is that of the preparation of release and water-repellent coatings on a support, preferably a flexible support, such as a support made of paper or of synthetic polymer film, preferably of the polyolefin, polypropylene, polyethylene or polyester type. The release coatings taken into consideration are more especially those based on silicone elastomer crosslinked after coating on these supports.

## Claims

### Claim 1

A process for producing a water-repellent and release coating on a support S, optionally on a flexible support S comprising paper or of synthetic polymer film, the process comprising:
1) Preparing an aqueous silicone emulsion E1 which can be crosslinked into a silicone elastomer by a polyaddition reaction, comprising:
at least one organopolysiloxane A having, per molecule, at least two unsaturated functional groups of C2-C6 alkenyl type, bonded to the silicon,
at least one organopolysiloxane B having, per molecule, at least three hydrogen atoms bonded to the silicon,
at least one polyaddition catalyst C,
at least one emulsifying agent D,
water,
optionally at least one crosslinking inhibitor F,
optionally at least one pH-fixing agent G chosen so as to maintain the pH of the emulsion E1 between 5 and 9
optionally at least one formulation additive H, and
at least one additive X which is a linear organopolysiloxane comprising siloxyl units (I.1) to (I.3) having the formulae below:
Y
a
⁢
Z
b
1
⁢
SiO
4
-
(
a
+
b
)
2
(
I
⁢
.1
)
Z
3
2
⁢
SiO
1
2
(
I
⁢
.2
)
H
d
⁢
Z
e
3
⁢
SiO
4
-
(
d
+
e
)
2
(
I
⁢
.3
)
and not comprising units of formula (I.4):
Z
2
2
⁢
SiO
2
2
(
I
⁢
.4
)
in which:
a=1 and b=1 or 2;
d=1 and e=1 or 2;
the symbol Y represents a radical comprising a hydrocarbon-based group having from 2 to 20 carbon atoms and an epoxy function, with optionally one or more heteroatoms such as an oxygen atom, and
the symbols Z1, Z2 and Z3, which may be identical or different, represent a monovalent hydrocarbon-based group having from 1 to 30 carbon atoms, with the following conditions:
the additive X comprises, per molecule, at least two siloxyl units (I.1) bearing epoxyfunctional hydrocarbon-based groups, at least three siloxyl units (I.3) bearing hydrosiloxyl groups and a total number N of siloxyl units of between 7 and 30, and
the additive X has a content of siloxyl units (I.1) of greater than or equal to 200 mmol per 100 g of additive X;
2) applying on at least one face of said flexible support S the aqueous silicone emulsion E1, and
3) removing the water and carrying out the crosslinking, optionally by heating to a temperature of between 80° C. and 220° C.

### Claim 2 (depends on 1)

The process according to claim 1, in which, in 1), the aqueous silicone emulsion E1 is prepared by mixing:
a first “pre-emulsion” comprising the organopolysiloxanes A and B, the emulsifying agent D, the crosslinking inhibitor F, water, optionally at least one pH-fixing agent G chosen so as to maintain the pH of the emulsion E1 between 5 and 9 and optionally at least one formulation additive H,
a catalysing second “pre-emulsion” comprising the polyaddition catalyst C, the emulsifying agent D, the organopolysiloxane, water, optionally at least one pH-fixing agent G chosen so as to maintain the pH of the emulsion E1 between 5 and 9 and optionally at least one formulation additive H, and
a third “pre-emulsion” comprising the additive X, the emulsifying agent D, water, optionally at least one pH-fixing agent G chosen so as to maintain the pH of the emulsion E1 between 5 and 9 and optionally at least one formulation additive H.

### Claim 3 (depends on 1)

The process according to claim 1, in which the additive X has a content of siloxyl units (I.1) of greater than or equal to 200 mmol per 100 g of additive X and a content of siloxyl units (I.3) of greater than or equal to 300 mmol per 100 g of additive X.

### Claim 4 (depends on 1)

The process according to claim 1, in which the additive X has a number N1 of siloxyl units (I.1) and a number N3 of siloxy units (I.3) which correspond to the following conditions:
2≤N1≤10 and
3≤N3≤20.

### Claim 5 (depends on 1)

The process according to claim 1, wherein the additive X has a total number N of siloxyl units of between 7 and 25 limits included.

### Claim 6 (depends on 1)

The process according to claim 1, wherein, for the siloxyl unit (I.1) of the additive X, the symbol Y is chosen from the group consisting of the groups (R-1) to (R-6) having the following formulae:

### Claim 7 (depends on 1)

The process according to claim 1, in which the emulsion or the mixture of emulsion E1 comprises at least one organopolysiloxane A comprising:
at least two siloxyl units (I.5) having the formula below:
W
a
⁢
Z
b
⁢
SiO
4
-
(
a
+
b
)
2
(
I
⁢
.5
)
in which:
a=1 or 2, b=0, 1 or 2 and a+b=1, 2 or 3;
W independently represents an alkenyl group, optionally having from 2 to 6 carbon atoms and,
Z independently represents a monovalent hydrocarbon-based group having from 1 to 30 carbon atoms and
at least one siloxyl unit (I.6) having the formula:
Z
a
1
⁢
SiO
4
-
a
2
(
I
⁢
.6
)
in which:
a=0, 1, 2 or 3, and
Z1 independently represents a monovalent hydrocarbon-based group having from 1 to 30 carbon atoms.

### Claim 8 (depends on 1)

The according to claim 1, in which the content of additive X is between 0.1% and 10% by weight relative to the total weight of the emulsion or of the mixture of emulsion E1.

### Claim 9 (depends on 1)

The process according to claim 1, in which the additive X has a dynamic viscosity at 25° C. of between 10 and 700 mPa·s.

### Claim 10 (depends on 1)

The process according to claim 1, in which the emulsifying agent D is chosen from the group consisting of surfactants, protective colloids and mixtures thereof.

### Claim 11 (depends on 1)

An aqueous silicone emulsion E1 which can be crosslinked into a silicone elastomer by the polyaddition reaction as described in the process according to claim 1.