Curable organopolysiloxane compositions
Addition-crosslinkable silicone compositions having high adhesion, rapid curing, and reduced odor and extractables contain a silylated citric acid.
1. A crosslinkable silicone composition crosslinkable by addition of Si-bound hydrogen onto aliphatic carbon-carbon multiple bonds, comprising silylated citric acid.
2. The crosslinkable composition of claim 1 wherein the silylated citric acid is of the formula
A-OC(COOA)(CH 2 COOA) 2 (III),
where A is H or SiR 3 , with the proviso that at least one A is SiR 3 where R is a hydrocarbyl radical of 1 to 10 carbon atoms.
3. The crosslinkable composition of claim 1 , wherein at least one silylated citric acid is selected from the group consisting of trimethylsilylcitric acid, bistrimethylsilylcitric acid, tristrimethylsilylcitric acid, and tetrakistrimethylsilylcitric acid.
4. The crosslinkable composition of claim 1 , comprising:
(A) an organosilicon compound having at least one SiC-bound radical with aliphatic carbon-carbon multiple bonds, and
(B) an organosilicon compound having at least one Si-bound hydrogen atom, or in lieu of or in addition to (A) and (B),
(C) an organosilicon compound having at least one SiC-bound radical with aliphatic carbon-carbon multiple bonds and at least one Si-bound hydrogen atom,
(D) a catalyst that promotes the addition of Si-bound hydrogen onto aliphatic carbon-carbon multiple bonds, and
(E) a silylated citric acid of the formula (III)
A-OC(COOA)(CH 2 COOA) 2 (III),
where A is H or SiR 3 , with the proviso that at least one A is SiR 3 where R is a hydrocarbyl radical of 1 to 10 carbon atoms.
5. The crosslinkable composition of claim 4 , wherein at least one organosilicon compound (A) is a siloxane comprising at least one unit of the formula
R a R 1 b SiO (4-a-b)/2 (II)
where
R each individually is a radical free of aliphatic carbon-carbon multiple bonds,
R 1 is a univalent, optionally substituted, SiC-bound hydrocarbyl radical with aliphatic carbon-carbon multiple bonding,
a is 0, 1, 2 or 3, and
b is 0, 1 or 2,
with the proviso that the sum total of a+b is not more than 3 and there are at least 2 R 1 radicals per molecule.
6. The crosslinkable composition of claim 1 , consisting of
(A) at least one organosilicon compound comprising a unit of the formula (II),
R a R 1 b SiO (4-a-b)/2 (II)
where
R each individually is a radical free of aliphatic carbon-carbon multiple bonds,
R 1 is a univalent, optionally substituted, SiC-bound hydrocarbyl radical with aliphatic carbon-carbon multiple bonding,
a is 0, 1, 2 or 3, and
b is 0, 1 or 2,
with the proviso that the sum total of a+b is not more than 3 and there are at least 2 R 1 radicals per molecule.
(B) an organopolysiloxane having at least one Si-bound hydrogen atom,
(D) a catalyst that promotes the addition of Si-bound hydrogen onto aliphatic multiple bonding,
(E) at least one silylated citric acid of formula (III),
A-OC(COOA)(CH 2 COOA) 2 (III),
where A is H or SiR 3 , with the proviso that at least one A is SiR 3 , where R is a hydrocarbyl radical of 1 to 10 carbon atoms,
(F) optionally, one or more inhibitors,
(G) optionally, one or more fillers,
(H) optionally, one or more adhesion promoters, and
(I) optionally, further materials other than components (A) to (H) selected from the group consisting of solvents, pigments, dyes, plasticizers, organic polymers, heat stabilizers, and fragrances.
7. A shaped article obtained by crosslinking a crosslinkable composition of claim 1 .
8. A shaped article obtained by crosslinking a crosslinkable composition of claim 5 .
9. A shaped article obtained by crosslinking a crosslinkable composition of claim 6 .
10. A process for coating a textile fabric, comprising: applying a crosslinkable composition of claim 1 to the textile fabric and crosslinking the composition.
11. A process for coating a textile fabric, comprising: applying a crosslinkable composition of claim 5 to the textile fabric and crosslinking the composition.
12. A process for coating a textile fabric, comprising: applying a crosslinkable composition of claim 6 to the textile fabric and crosslinking the composition.