IP Library › Granted Patent US 7,153,924
Granted Patent B2
US 7,153,924 · App. 10/854,722 · Granted Dec 26, 2006

Organopolysiloxane/polyurea/polyurethane block copolymers

Assignee: Wacker Chemie AG
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Quick Facts
Patent No.
US 7,153,924
App. No.
10/854,722
Granted
Dec 26, 2006
Kind
B2
Abstract

The invention relates to a process for preparing organopolysiloxane/polyurea/polyurethane block copolymers, and also to the use of the organopolysiloxane/polyurea/polyurethane block copolymers prepared by means of the process.

Claims (38)

1. Process for preparing organopolysiloxane/polyurea/polyurethane block copolymers of the formula (1):

comprising polymerizing in a single stage reaction, at least one compound containing an aminosilane structure of the formula (2):

with an organosilicon compound of the formula (3)

(HO)(R 2 SiO) n-1 H  (3)

and at least one diisocyanate of the formula (4)

OCN—Y—NCO  (4),

and optionally one or more chain extenders having isocyanate-blocked hydroxyl groups, amine groups, or hydroxyl groups attached to an alkylene residue D

where

R is a monovalent C 1-20 hydrocarbon radical optionally substituted by one or more of fluorine or chlorine,

X is a C 1-20 alkylene radical in which nonadjacent methylene units are optionally replaced by —O—, or is a C 6-22 arylene radical,

A is an oxygen atom or an amino group —NR′—,

Z is an oxygen atom or an amino group —NR′—,

R′ is hydrogen, a C 1-10 alkyl radical, or a C 6-22 aryl radical,

Y is a divalent C 1-20 hydrocarbon radical optionally substituted by one or more of fluorine or chlorine,

W is hydrogen, a substituted hydrocarbon radical, or a radical R 2 Si—X—NH 2 ,

D is a C 1-700 alkylene radical optionally substituted by one or more of fluorine, chlorine, C 1 –C 6 -alkyl or C 1 –C 6 -alkyl ester in which nonadjacent methylene units of said alkylene radical are optionally replaced by —O—, —COO—, —OCO—, or —OCOO— groups, or is a C 6-22 arylene radical,

B, B′ are, independently, reactive or nonreactive end groups attached covalently to the copolymer,

n is a number from 1 to 4000,

m is a number form 1 to 4000,

a is a number which is at least 1,

b is a number from 0 to 40,

c is a number from 0 to 30, and

d is a number greater than 0.

2. The process of claim 1 , wherein the silanes of the formula (2), the starting materials containing silanol groups, and the polyisocyanate(s) are used in equimolar proportions.

3. The process of claim 1 , wherein the silanes of the formula (2) are linear or cyclic compounds, low molecular weight or polymeric compounds, alkoxysilanes or silazanes.

4. The process of claim 1 , wherein the silanes of the formula (2) are selected from the group consisting of:

H 3 C—O—Si(CH 3 ) 2 —CH 2 —NH 2 , H 3 C—H 2 C—O—Si(CH 3 ) 2 —CH 2 —NH 2 H 3 C—O—Si(CH 3 ) 2 —CH 2 —NH(C 6 H 11 ), H 3 C—H 2 C—O—Si(CH 3 ) 2 —CH 2 —NH(C 6 H 11 ), H 3 C—O—Si(CH 3 ) 2 —(CH 2 ) 3 —NH 2 , H 3 C—H 2 C—O—Si(CH 3 ) 2 —(CH 2 ) 3 —NH 2 , H 3 C—O—Si(CH 3 ) 2 —(CH 2 ) 3 —NH(C 6 H 11 ), H 3 C—H 2 C—O—Si(CH 3 ) 2 —(CH 2 ) 3 —NH(C 6 H 11 ),

5. The process of claim 1 , wherein, if b is at least 1, in a second step up to 95 percent by weight, based on all of the components employed, of chain extenders selected from the group consisting of diamines, isocyanate-blocked hydroxy compounds, dihydroxy compounds or mixtures thereof are additionally employed.

6. The process of claim 5 , wherein at least one chain extender has the formula (6)

HZ-D-ZH

where

D is a C 1-700 alkylene radical optionally substituted by fluorine, chlorine, C 1 –C 6 alkyl or C 1 –C 6 alkyl ester, in which nonadjacent methylene units are optionally replaced by —O—, —COO—, —OCO—, or —OCOO— groups, and

Z is an oxygen atom or an amino group —NR′—.

7. The process of claim 1 , which is carried out with exclusion of moisture and under an inert gas selected from the group consisting of nitrogen, argon, and mixtures thereof.

8. The process of claim 1 , wherein at least one catalyst selected from the group consisting of dialkyl tin compounds and tertiary amines is added.

9. The process of claim 8 , wherein at least one catalyst selected from the group consisting of dibutyl tin dilaurate, dibutyl tin diacetate, N,N-dimethylcyclohexanamine, 2-dimethylaminoethanol, and 4-dimethylaminopyridine is added.

10. The process of claim 1 which is a concerted process wherein at least a portion of each of aminosilane (2), organosilicon compound (3), diisocyanate (4), and optionally chain extender, are simultaneously present, and react to form copolymer (1).

11. The process of claim 10 , wherein aminosilane (2), organosilicon compound (3), and diisocyanate (4) are metered into an extruder, react therein, and copolymer (1) is extruded from said extruder.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 26, 2004
From: KUEPFER, JUERGEN; SCHAEFER, OLIVER
To: WACKER-CHEMIE GMBH
Reel/Frame 015403/0953 →
Priority Claims (1)
DE 103 26 575 · Jun 12, 2003 · national
Continuity (1)
Related Publication 20040254325A1 · Dec 16, 2004