Method for the prevention of mist formation in a device comprising rolls during the coating of flexible media with a crosslinkable liquid silicone composition

1. A method of minimizing mist formation during the coating of flexible media, the method comprising the following steps I) and II):

I) preparing a liquid silicone composition X that is a precursor of silicone coating(s), the liquid silicone composition X comprising:

at least one organopolysiloxane A crosslinkable by polyaddition, by dehydrocondensation, by polycondensation, cationically or radically,

optionally at least one crosslinking organosilicon compound B,

optionally at least one catalyst or photoinitiator C, the nature of which is chosen according to the type of reaction envisaged for said organopolysiloxane A,

optionally at least one adhesion-modulating system K, and

optionally at least one crosslinking inhibitor D; and

II) coating said liquid silicone composition X onto a flexible medium by means of a roll coating device,

wherein in step I) an anti-misting additive E is added to said liquid silicone composition X and wherein the anti-misting additive E is obtained by reacting, at a temperature of from 10° C. to 100° C., at least one compound F and at least one chemical compound comprising at least one primary or secondary amine function, wherein:

each compound F is an organic compound comprising at least one alkene or alkyne function of which at least one of the substituents is an acid function, and the organic compound comprises at least one acid function and at least one alkene or alkyne function of which at least one of the substituents is an electro-attractive group.

2. The method according to claim 1 ,

wherein the anti-misting additive E is obtained by reacting, at a temperature of from 10° C. to 100° C., at least one compound F and at least one organopolysiloxane O, wherein:

each compound F is an organic compound comprising at least one alkene or alkyne function of which at least one of the substituents is an acid function, and the organic compound comprises at least one acid function and at least one alkene or alkyne function of which at least one of the substituents is an electro-attractive group; and

each organopolysiloxane O is an organopolysiloxane comprising siloxy units (I.1) and (I.2) of the following formulae:

Y

a

⁢

Z

b

1

⁢

SiO

4

-

(

a

+

b

)

2

;

(

I

⁢

.1

)

Z

c

2

⁢

SiO

4

-

c

2

(

I

⁢

.2

)

wherein:

a=1 or 2, b=0, 1 or 2 and a+b=1, 2 or 3;

c=1, 2 or 3;

each Y independently represents a functional group of formula (I.3):

-E 1 -(NH-G) h (NH 2 ) i   (I.3)

wherein:

h=0 or 1;

i=0 or 1;

h+i=1 or 2;

E 1 represents a divalent aliphatic, cycloaliphatic or aromatic hydrocarbon radical containing from 1 to 30 carbon atoms;

G, when present, represents an aliphatic hydrocarbon radical containing from 1 to 10 carbon atoms, which is monovalent when i=0 or divalent when i=1; and

the symbols Z 1 and Z 2 , which are identical or different, represent a monovalent hydrocarbon radical having from 1 to 30 carbon atoms and optionally containing one or more unsaturated bonds and/or one or more fluorine atoms, a hydroxyl group, or a radical —OR 1 wherein R 1 represents a linear, cyclic or branched C 1 -C 10 hydrocarbon radical,

each organopolysiloxane O comprising, per molecule, at least one siloxy unit (I.1) carrying at least one functional group of formula (I.3).

3. The method according to claim 1 , wherein each compound F is an organic compound comprising at least one carbon-carbon double bond and at least one carboxylic acid function.

4. The method according to claim 1 , wherein each compound F is a compound of formula (II)

wherein:

R 2 , R 3 and R 4 , which are identical or different, represent a hydrogen atom, a COOH group, or a C 1 to C 6 alkyl group; and

R 5 represents a hydrogen atom, an alkyl group comprising at least one COOH group, or an aryl group comprising at least one COOH group.

5. The method according to claim 1 , wherein each compound F is selected from the group consisting of acrylic acid, methacrylic acid, itaconic acid, crotonic acid, 2-carboxyethyl acrylate, 3-carboxypropyl acrylate, maleic acid, fumaric acid, 2-(acryloyloxy)acetic acid, 2-(acryloyloxy)propanoic acid, 3-(acryloyloxy)propanoic acid, 2-(acryloyloxy)-2-phenylacetic acid, 4-(acryloyloxy)butanoic acid, 2-(acryloyloxy)-2-methylpropanoic acid, 5-(acryloyloxy)pentanoic acid, (E)-but-2-enoic acid, (Z)-prop-1-ene-1,2,3-tricarboxylic acid, cinnamic acid, sorbic acid, 2-hexenoic acid, 2-pentenoic acid, 2,4-pentadienoic acid, ethenesulfonic acid, vinylphosphonic acid, (1-phenylvinyl)phosphonic acid, 3-(vinylsulfonyl)propanoic acid, 2-(vinylsulfonyl)acetic acid, 2-(vinylsulfonyl)succinic acid, acetylenedicarboxylic acid and propiolic acid.

6. The method according to claim 2 , wherein each organopolysiloxane O is an organopolysiloxane comprising siloxy units (I.1) and (I.2) of the following formulae:

Y

a

⁢

Z

b

1

⁢

SiO

4

-

(

a

+

b

)

2

;

(

I

⁢

.1

)

Z

c

2

⁢

SiO

4

-

c

2

(

I

⁢

.2

)

wherein:

a=1 or 2, b=0, 1 or 2 and a+b=2 or 3; and

c=2 or 3.

7. The method according to claim 1 , wherein said liquid silicone composition X comprises:

at least one radically crosslinkable organopolysiloxane A1;

at least one radical photoinitiator C1; and

optionally at least one adhesion-modulating system K.

8. A liquid silicone composition X that is a precursor of silicone coating(s), the liquid silicone composition X comprising:

at least one organopolysiloxane A crosslinkable by polyaddition, by dehydrocondensation, by polycondensation, cationically or radically,

at least one anti-misting additive E,

optionally at least one crosslinking organosilicon compound B,

optionally at least one catalyst or photoinitiator C, the nature of which is chosen according to the type of reaction envisaged for said organopolysiloxane A,

optionally at least one adhesion-modulating system K, and

optionally at least one crosslinking inhibitor D,

wherein the anti-misting additive E is obtained by reacting, at a temperature of from 10° C. to 100° C., at least one compound F and at least one chemical compound comprising at least one primary or secondary amine function, wherein:

each compound F is an organic compound comprising at least one alkene or alkyne function of which at least one of the substituents is an acid function, and the organic compound comprises at least one acid function and at least one alkene or alkyne function of which at least one of the substituents is an electro-attractive group.

9. The liquid silicone composition X according to claim 8 , wherein said silicone composition X comprises:

at least one radically crosslinkable organopolysiloxane A1,

optionally at least one radical photoinitiator C1, and

optionally at least one adhesion-modulating system K.

10. A silicone coating exhibiting minimized misting, wherein the coating is formed with an anti-misting additive E in an amount effective to reduce mist formation when the coating is applied to a surface of a flexible medium, and wherein the coating is formed using a liquid silicone composition X that is a precursor of the silicone coating the liquid silicone composition X comprising:

at least one organopolysiloxane A crosslinkable by polyaddition, dehydrocondensation, by polycondensation, canonically or radically,

the anti-misting additive E,

optionally at least one crosslinking organosilicon compound B,

optionally at least one catalyst or photoinitiator C, the nature of which is chosen according to the type of reaction envisaged for said organopolysiloxane A,

optionally at least one adhesion-modulating system K, and

optionally at least one crosslinking inhibitor D;

wherein the anti-misting additive E is obtained by reacting, at a temperature of from 10° C. to 100° C., at least one compound F and at least one chemical compound comprising at least one primary or secondary amine function, wherein:

each compound F is an organic compound comprising at least one alkene or alkyne function of which at least one of the substituents is an acid function, and the organic compound comprises at least one acid function and at least one alkene or alkyne function of which at least one of the substituents is an electro-attractive group.

11. The method according to claim 2 , wherein E1 is aliphatic and contains 1 to 10 carbon atoms.

12. The method according to claim 2 , wherein Z 1 and Z 2 represent a monovalent hydrocarbon group selected from the group consisting of alkyl groups having from 1 to 8 carbon atoms, alkenyl groups having from 2 to 6 carbon atoms and aryl groups having from 6 to 12 carbon atoms optionally containing one or more fluorine atoms, a hydroxyl group, or a radical —OR 1 wherein R 1 represents a linear, cyclic or branched C 1 -C 10 hydrocarbon radical.

13. The method according to claim 12 , wherein Z 1 and Z 2 are selected from the group consisting of methyl, ethyl, propyl, 3,3,3-trifluoropropyl, vinyl, hydroxyl, methoxyl, xylyl, tolyl and phenyl group.

14. The method according to claim 4 , wherein R 2 , R 3 and R 4 are identical or different and represent a C 1 to C 3 alkyl group.

15. The method according to claim 14 , wherein R 2 , R 3 and R 4 are methyl.