Method for the production of organopolysiloxane copolymers and use thereof

• US 20060194937A1
• Filed: 03/11/2004
• Published: 08/31/2006
• Est. Priority Date: 03/27/2003
• Status: Abandoned Application

• Current Assignee: Wacker Chemie AG (Dr. Alexander Wacker Familiengesellschaft Mit Beschrã¤Nkter Haftung)
• Original Assignee: Wacker Chemie AG (Dr. Alexander Wacker Familiengesellschaft Mit Beschrã¤Nkter Haftung)
• Inventors: Schäfer, Oliver, Delica, Sabine
• Application Number:
  US10/551,110
• Publication Number:
  US 20060194937A1
• Time in Patent Office: Days
• US Class Current: 528/28
• CPC Class Codes: C08G 77/458 containing polyurethane sequences

Abstract

A method for the solvent-free, continuous production of organopolysiloxane/polyurea/polyurethane block copolymers involves reacting amino-functional siloxanes with polyisocyanates and organic polyhydroxy compounds. The organopolysiloxane/polyurea/polyurethane block copolymers produced by means of the inventive method are useful for numerous purposes, for example as elastomers, caulks, sealants, and films.

Claims

1-14. -14. (canceled)

15. A process for the substantially solvent free production of an organopolysiloxane/polyurea/polyurethane block copolymer (A) comprising units of the formula (1):

—

[[—

NR′

—

X—

SiR₂—

[—

O—

SiR₂—

]_n—

X—

NR′

—

CO—

NH—

Y—

NH—

CO—

]_a—

—

[—

O-D-O—

CO—

NH—

Y—

NH—

CO—

]_b—

[—

NR-D′

-NR—

CO—

NH—

Y—

NH—

CO—

]_b—

—

[—

NR′

—

X—

SiR₂—

[—

O—

SiR₂—

]_n—

X—

NR′

—

CO—

NH—

Y—

NH—

CO—

NH—

Y—

NH—

CO—

]_c]_d—

comprising reacting

an aminoalkylpolydiorganosiloxane of the formula (2);

HR′

N—

X—

[SiR₂O]_nSiR₂—

X—

NR′

H

with diisocyanate of the formula (3);

OCN—

Y—

NCO

bishydroxy compounds of the formula (4);

HO-D-OH

and optionally, small amounts of diamino compounds of the formula (5);

HRN-D′

-NHR,

where

R is a monovalent hydrocarbon radical having 1 to 20 carbon atoms which is unsubstituted or substituted by fluorine or chlorine,

X is an alkylene radical having 1 to 20 carbon atoms, in which nonadjacent methylene units are optionally replaced by —

O—

groups,

R′

is hydrogen or an alkyl radical having 1 to 10 carbon atoms,

Y is a divalent hydrocarbon radical having 1 to 20 carbon atoms which is unsubstituted or substituted by fluorine or chlorine,

D is an alkylene radical having 1 to 700 carbon atoms which is unsubstituted or substituted by fluorine, chlorine, C₁-C₆ alkyl or C₁-C₆ alkyl esters and in which nonadjacent methylene units are optionally replaced by —

O—

, —

COO—

, —

OCO—

or —

OCOO—

groups,

D′

is an alkylene radical having 1 to 700 carbon atoms which is unsubstituted or substituted by fluorine, chlorine, C₁-C₆ alkyl or C₁-C₆ alkyl esters and in which nonadjacent methylene units are optionally replaced by —

O—

, —

COO—

, —

OCO—

or —

OCOO—

groups,

n is a number from 1 to 4000,

a is a number which is at least 1,

b is a number greater than 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.

16. The process of claim 15, wherein R individually is a methyl, ethyl, vinyl or phenyl radical.

17. The process of claim 15, wherein Y is an aralkylene radical or linear or cyclic alkylene radical having 3 to 13 carbon atoms.

18. The process of claim 16, wherein Y is an aralkylene radical or linear or cyclic alkylene radical having 3 to 13 carbon atoms.

19. The process of claim 15, wherein D is an alkylene radical having 2 to 12 carbon atoms.

20. The process of claim 15, wherein D is a polyoxyalkylene radical, having 20 to 700 carbon atoms.

21. The process of claim 15, wherein n is a number from 25 to 400.

22. The process of claim 15, wherein a is ≦

50.

23. The process of claim 15, wherein b is a number from 5 to 50.

24. The process of claim 15, wherein c is ≦

10.

25. The process of claim 15, wherein at least one diisocyanate of the formula (5) is selected from the group consisting of isophorone diisocyanate, hexamethylene 1,6-diisocyanate, tetramethylene 1,4-diisocyanate, methylenedicyclohexyl 4,4′

-diisocyanate, methylenediphenyl 4,4′

-diisocyanate, toluene 2,4-diisocyanate, toluene 2,5-diisocyanate, toluene 2,6-diisocyanate, m-phenylene diisocyanate, p-phenylene diisocyanate, m-xylene diisocyanate, and tetramethyl-m-xylene diisocyanate.

26. The process of claim 15, wherein at least one bishydroxy compound of the formula (4) is selected from the group consisting of polyetherpolyols, polypropylene glycols, polytetramethylenediols, polyesterpolyols, polycaprolactonediols, a,w-OH-terminated polyalkylenes based on polyvinyl acetate, and polyvinyl acetate-ethylene copolymers, polyvinyl chloride copolymers, polyisobutyldiols, and bishydroxyalkylsilicones.

27. The process of claim 15, wherein the reaction takes place with the addition of at least one catalyst selected from the group consisting of dialkyltin compounds, dibutyltin dilaurate, dibutyltin diacetate, amines, N,N-dimethylcyclohexanamine, 2-dimethyl-aminoethanol, and 4-dimethylaminopyridine.

28. The process of claim 15, wherein first the low molecular mass components are mixed together in a reactor and subsequently aminosilicones and the catalyst(s) are metered into the reactor.

29. A constituent in adhesives and sealants, base material for thermoplastic elastomers, additive to polymer blends, coating material or biocompatible material, cable sheaths, hoses, seals, keyboard mats, membranes, membranes with selective gas permeability, antistick coatings, tissue-compatible coatings or flame-retarded coatings, comprising as at least one component thereof, an organopolysiloxane/polyurea/polyurethane block copolymer prepared by the process of claim 15.