US 7,842,773 B2Granted

Process for the preparation of organosilicon compounds having urethane groups

AssigneeWacker Chemie AG

InventorChristian Herzig

Life of this patent

Estimating the term…

Loading patent…

Abstract

Organosilicon compounds containing urethane groups are prepared by reacting aminofunctional organosilicon compounds containing at least one siloxane unit AR a ⁢ SiO 3 - a 2 ( I ) per molecule and at least two siloxane units of the formula XR b ⁢ SiO 3 - b 2 ( II ) in which R are monovalent, optionally substituted C1-18 hydrocarbon radicals, A is a radical —R1(—NR2—R1)z—NR2—H (III), where R1 is a divalent C1-18 organic radical, R2 is a hydrogen atom or C1-18 hydrocarbon radical, X is a group capable of condensation, a is 0 or 1, b is 1 or 2, z is 0 or an integer from 1 to 10, are reacted with organic carbonates (2) containing a group of the formula —O—C(═O)O— (IV), and, in a second stage, the first stage reaction products are optionally condensed with silanes (3) bearing groups capable of condensation, to give higher molecular weight organosilicon compounds containing urethane groups.

Claims20

Dependent claims

A process for the preparation of organosilicon compounds containing urethane groups, comprising reacting in a 1st stage, aminofunctional organosilicon compounds (1) which contain at least one siloxane unit of the formula

AR
a
⁢
SiO
3
-
a
2
(
I
)
per molecule and at least two siloxane units of the formula
XR
b
⁢
SiO
3
-
b
2
(
II
)
per molecule, in which
R are identical or different and are monovalent, optionally substituted hydrocarbon radicals having 1 to 18 carbon atoms,
A is a radical of the formula
—R1(—NR2—R1)z—NR2—H (III),
in which
R1 is a divalent organic radical having 1 to 18 carbon atoms,
R2 is a hydrogen atom or a hydrocarbon radical having 1 to 18 carbon atoms,
X is a group capable of condensation,
a is 0 or 1,
b is 1 or 2,
z is 0 or an integer from 1 to 10;
with organic carbonates (2) which contain a group of the general formula
—O—C(═O)O— (IV)
and,
in a 2nd stage,
condensing the reaction products of (1) and (2) which are obtained in the 1st stage and have groups capable of condensation,
with silanes (3) which have groups capable of condensation, wherein silanes (3) are α-silanes of the formula
WReSi(OR4)3-e (VIII),
in which W is a monovalent radical of the formula —CH2—Y,
Y is a monofunctional radical selected from the group consisting of the halogens, monosubstituted O and S atoms, and substituted N and P atoms,
R4 is an alkyl radical having 1 to 8 carbon atoms per radical, and
e is 0 or 1,
to give higher molecular weight organosilicon compounds containing urethane groups.

43 more elements

An organosilicon compound (4) which contains urethane groups and contains on average at least five siloxane units of the formula

BR
a
⁢
SiO
3
-
a
2
,
(
IX
)
and on average at least one siloxane unit of the formula
WR
e
⁢
SiO
3
-
e
2
,
(
XI
)
in which
B is a radical of the general formula
—R1(—NR7—R1)z—NR2—C(═O)—O—R3—OH (X),
R are identical or different and are monovalent, optionally substituted hydrocarbon radicals having 1 to 18 carbon atoms,
R1 is a divalent organic radical having 1 to 18 carbon atoms,
R2 is a hydrogen atom or a hydrocarbon radical having 1 to 18 carbon atoms,
R3 is a divalent hydrocarbon radical having 1 to 12 carbon atoms, optionally substituted by one or more hydroxyl groups,
R7 is R2 or a radical of the formula —C(═O)—O—R3—OH,
W is a monovalent radical of the formula —CH2—Y,
Y is a monofunctional radical selected from the group consisting of the halogens, monosubstituted O and S atoms, and substituted N and P atoms,
a is 0 or 1,
z is 0 or an integer from 1 to 10, and
e is 0 or 1.

35 more elements

Dependencies are inferred from the claim text.