Low-modulus silylated polyurethanes

Patent metadata

Field	Value
Publication number	US-10370570-B2
Application number	US-201514741758-A
Country	US
Kind code	B2
Filing date	Jun 17, 2015
Priority date	Dec 17, 2012
Publication date	Aug 6, 2019
Grant date	Aug 6, 2019

Abstract

A method for producing a silylated polyurethane that comprises the following steps: (1) reacting at least one polyether polyol having a number average molecular weight of at least 2,000 g/mol with at least one polyisocyanate in the presence of at least one solvent; (2) reacting the reaction product of step (1) with at least one silane of formula (I) A-R—SiXYZ (I), where A means —NH2 or —NHB, wherein B stands for a branched or linear alkyl radical with 1-12 C atoms, possibly having functional groups, a cyclic alkyl radical having 5-8 C atoms, or an aryl radical, R is a divalent hydrocarbon radical having 1-12 C atoms, and X, Y, Z are substituents on the Si atom and are independently of each other C1-C8 alkyl, C1-C8 alkoxy or C1-C8 acyloxy groups, wherein at least one of radicals X, Y, Z is a C1-C8 alkoxy or C1-C8 acyloxy group, in the presence of at least one solvent. Further disclosed is a silylated polyurethane that can be produced by the method, a curable composition based thereon, and the use of such a composition as an adhesive, sealant and/or coating material.

First claim

The invention claimed is:

1. Method for producing a silylated polyurethane, comprising the following steps:
(1) mixing at least one polyether polyol having a number average molecular weight of 10,000 to 16,000 g/mol with at least one polyisocyanate and at least one solvent;
(2) reacting the at least one polyether polyol having a number average molecular weight of 10,000 to 16,000 g/mol with the at least one polyisocyanate in the presence of the at least one solvent to form a reaction product, wherein the solvent includes an aromatic compound comprising a C 10 -C 20 alkyl group;
(3) reacting the reaction product from step (2) with at least one silane of formula (I)
A-R—SiXYZ  (I),

wherein A means —NH 2 or —NHB, where B stands for a branched or linear alkyl radical which contains 1-12 C atoms and optionally functional groups, or stands for a cyclic alkyl radical containing 5-8 C atoms, or an aryl radical, and
R is a divalent hydrocarbon radical containing 1-12 C atoms, and
X, Y, Z are substituents on the Si atom and independently stand for C 1 -C 8 alkyl, C 1 -C 8 alkoxy, or C 1 -C 8 acyloxy groups, at least one of the radicals X, Y, Z standing for a C 1 -C 8 alkoxy or C 1 -C 8 acyloxy group,
in the presence of at least one solvent, wherein the solvent includes an aromatic compound comprising a C 10 -C 20 alkyl group.

2. Method according to claim 1 , wherein the solvent is a C 10 -C 20 alkyl-substituted benzene.

3. Method according to claim 1 , wherein R in formula (I) is a methylene, ethylene, or n-propylene group.

4. A curable composition consisting of the following components in the corresponding weight fractions:
10-40% by weight of silylated polyurethane produced by
(1) reacting at least one polyether polyol having a number average molecular weight of at least 2,000 g/mol with at least one polyisocyanate in the presence of at least one solvent, wherein the solvent includes an aromatic compound comprising a C 10 -C 20 alkyl group;
(2) reacting the reaction product from step (1) with at least one silane of formula (I)
A-R—SiXYZ  (I),

wherein A means —NH 2 or —NHB, where B stands for a branched or linear alkyl radical which contains 1-12 C atoms and optionally functional groups, or stands for a cyclic alkyl radical containing 5-8 C atoms, or an aryl radical, and
R is a divalent hydrocarbon radical containing 1-12 C atoms, and
X, Y, Z are substituents on the Si atom and independently stand for C 1 -C 8 alkyl, C 1 -C 8 alkoxy, or C 1 -C 8 acyloxy groups, at least two of the radicals X, Y, Z standing for a C 1 -C 8 alkoxy or C 1 -C 8 acyloxy group, in the presence of at least one solvent, wherein the solvent includes an aromatic compound comprising a C 10 -C 20 alkyl group;

10-30% by weight solvent
10-80% by weight filler
0.01-1% by weight curing catalyst
0-10% by weight auxiliary substances

where the weight fractions add up to 100% by weight, and are based on the total weight of the curable composition.

5. A curable composition according to claim 4 , wherein the polyether polyol has a number average molecular weight of 7,000 g/mol to 16,000 g/mol.

6. A curable composition according to claim 4 , wherein the filler is calcium carbonate.

7. The curable composition of claim 4 being an adhesive, sealant, and/or coating.

Assignees

• Henkel Ag & Co Kgaa

Inventors

• Zander Lars
• Loth Helmut
• Burmeister Marc Pascal
• Tenhaef Rolf
• Klein Johann
• Damke Jan-Erik

Classifications

• C08G18/0852 Primary

  the solvents being organic · CPC title

• C08G18/10

  Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step · CPC title

• C08J3/24

  Crosslinking, e.g. vulcanising, of macromolecules (mechanical aspects B29C35/00; crosslinking agents C08K) · CPC title

• C09K3/1021

  Polyurethanes or derivatives thereof · CPC title

• C09J175/08 Primary

  from polyethers · CPC title