Compositions comprising beta-ketocarbonyl-functional organosilicon compounds

Patent metadata

Field	Value
Publication number	US-10954343-B2
Application number	US-201616461443-A
Country	US
Kind code	B2
Filing date	Nov 16, 2016
Priority date	Nov 16, 2016
Publication date	Mar 23, 2021
Grant date	Mar 23, 2021

Abstract

Compositions containing β-ketocarbonyl-functional organopolysiloxanes, aminoalkyl-functional organopolysiloxanes, and optionally an organometallic compound provide textiles with high and lasting water repellency.

First claim

The invention claimed is:

1. A composition, comprising:
(1) at least one β-ketocarbonyl-functional organosilicon compound which comprises at least one Si-bonded radical A of the formula
(Si)-L 1 -[X 1 -L 2 -] y X 2   (I)

where
L 1 is a divalent, Si—C-bonded hydrocarbon radical having 1 to 18 carbon atoms,
L 2 is a divalent hydrocarbon radical having 1 to 6 carbon atoms,
X 1 is a radical of the formula —NZ—,
X 2 is a radical of the formula —NH—Z,
Z is a radical of the formula —C(═O)—CHR 3 —C(═O)—CH 2 R 3 ,
R 3 is a monovalent, optionally substituted hydrocarbon radical having at least 12 carbon atoms,
y is 0, 1, 2 or 3, and
(Si)— is the bond to the Si atom,
(2) at least one amino-functional organosilicon compound having at least one Si-bonded radical B of the formula
(Si)—P 1 —[Y 1 —P 2 -] z Y 2   (ii),

where
P 1 and P 2 have the same definition as L 1 and L 2 ,
Y 1 is a radical of the formula —NH— or —NR 4 —,
Y 2 a radical of the formula NH 2 or NHR 4 ,
R 4 is a monovalent hydrocarbon radical having 1 to 18 carbon atoms,
z is 0, 1, 2 or 3 and
(Si)— is the bond to the Si atom,
and optionally
(3) one or more organometallic compounds,
wherein amino-functional organosilicon compound (2) comprises organopolysiloxanes of the formula
B s R 6 3-s SiO(SiR′ 2 O) n (SiR′BO) m SiR 6 3-t B t   (VI),

where
B is a radical of the formula (II),
R 6 is identical or different and is a radical R′ or a radical of the general formula —OR 5 , where
R′ is a monovalent, optionally substituted hydrocarbon atom having 1 to 18 carbon atoms per radical,
R 5 is a hydrogen atom or an alkyl radical having 1 to 8 carbon atoms,
s is 0 or 1,
t is 0 or 1,
n is 0 or an integer from 1 to 2000, and
m is 0 or an integer from 1 to 20,
with the proviso there is on average at least one radical B per molecule.

2. The composition of claim 1 , wherein y is 0 or 1.

3. The composition of claim 1 , wherein β-ketocarbonyl-functional organosilicon compounds (1) comprise organopolysiloxanes of the formula
A g R* 3-g SiO(SiR 2 O) l (SiRAO) k SiR* 3-h A h   (IV),

where
A is a radical of the formula (I),
R* is identical or different and is a radical R or a radical of the formula —OR 1 , where
R is a monovalent, optionally substituted hydrocarbon radical having 1 to 18 carbon atoms per radical,
R 1 is a hydrogen atom or an alkyl radical having 1 to 8 carbon atoms,
g is 0 or 1,
h is 0 or 1,
l is 0 or an integer from 1 to 2000, and
k is 0 or an integer from 1 to 20,
with the proviso that there is on average at least one radical A per molecule.

4. The composition of claim 1 , wherein organometallic compound(s) (3) comprise amines, alkoxides, carboxylic or phosphoric acid salts or chelates of metals selected from the group consisting of Pb, Zn, Zr, Sb, Fe, Cd, Sn, Ti, Ba, Ca, Mn, V, Al, Co, and mixtures thereof.

5. The compositions of claim 1 , wherein the organometallic compound(s) (3) comprise alkoxides or carboxylic acid salts of titanium or zirconium.

6. The composition of claim 1 , wherein the organometallic compound(s) (3) comprise butyl titanate, zirconium octoate or zirconium acetate.

7. The composition of claim 1 , in the form of an aqueous dispersion comprising
(1) at least one β-ketocarbonyl-functional organosilicon compound having at least one Si-bonded radical of the formula (I),
(2) at least one amino-functional organosilicon compound having at least one Si-bonded radical of the formula (VI),
(3) optionally organometallic compounds,
(4) emulsifiers, and
(5) water.

8. The composition of claim 7 , wherein emulsifiers (4) comprise nonionic emulsifiers or mixtures of nonionic and anionic emulsifiers.

9. A method for producing an aqueous dispersions of claim 7 , comprising mixing:
(1) β-ketocarbonyl-functional organosilicon compound(s) having at least one Si-bonded radical of the formula (I),
(2) amino-functional organosilicon compound(s) having at least one Si-bonded radical of the formula (VI),
(3) optionally organometallic compounds,
(4) emulsifiers, and
(5) water.

10. A method for finishing fibrous substrates, comprising applying to the fibrous substrate, at least one composition of claim 1 .

11. The method of claim 10 , wherein the composition is applied to the fibrous substrates and then the fibrous substrates treated are allowed to dry.

12. A method for impregnating fibrous substrates with a composition of claim 1 , comprising applying the composition to the fibrous substrate and then drying the fibrous substrates thusly treated.

Assignees

• Wacker Chemie Ag

Inventors

• Heller Anton
• Brehm Christof

Classifications

• D06M2200/50

  Modified hand or grip properties; Softening compositions · CPC title

• D06M2200/12

  Hydrophobic properties · CPC title

• D06M23/06

  Processes in which the treating agent is dispersed in a gas, e.g. aerosols (aerosol compositions C09K3/30) · CPC title

• D06M15/6436 Primary

  containing amino groups · CPC title

• D06M13/50

  with organometallic compounds; with organic compounds containing boron, silicon, selenium or tellurium atoms · CPC title