Hydroxysilane and polymer containing silane groups

Patent metadata

Field	Value
Publication number	US-9751900-B2
Application number	US-201414891819-A
Country	US
Kind code	B2
Filing date	May 21, 2014
Priority date	May 22, 2013
Publication date	Sep 5, 2017
Grant date	Sep 5, 2017

Abstract

Special hydroxysilanes, which can be obtained by reacting β-(3,4-epoxycyclohexyl)alkyltrialkoxysilanes with secondary amines, and adducts of the hydroxysilanes in the form of polymers containing silane groups. The hydroxysilanes can be produced having high purity in a simple process and are very stable in storage after production. The polymers containing silane groups that can be obtained by means of the hydroxysilanes have advantageous properties. The polymers enable moisture-curing compositions, which contain no isocyanate groups and which are suitable as elastic adhesives and sealants.

First claim

The invention claimed is:

1. A hydroxysilane of the formula (I)

where
either R′ is a radical of the formula (II) and R″ is hydrogen or R′ is hydrogen and R″ is a radical of the formula (II);

R 1 and R 2 are either each individually an alkyl radical having 1 to 12 carbon atoms and optionally having heteroatoms in the form of ether oxygen, thioether sulfur or tertiary amine nitrogen,

or together are an alkylene radical having 2 to 12 carbon atoms and optionally having heteroatoms in the form of ether oxygen, thioether sulfur or tertiary amine nitrogen;
R 3 is a linear or branched alkylene or cycloalkylene radical having 1 to 20 carbon atoms, optionally having aromatic moieties, and optionally having one or more heteroatoms;
R 4 is an alkyl group having 1 to 8 carbon atoms;
R 5 is an alkyl group having 1 to 10 carbon atoms and optionally having one or more ether oxygen heteroatoms; and
x is 0 or 1 or 2.

2. A hydroxysilane as claimed in claim 1 , wherein R 1 and R 2 are either individually 2-methoxyethyl, 2-ethoxyethyl, 3-methoxypropyl, 3-ethoxypropyl, 2-(2-methoxyethoxy)ethyl, 2-octyloxyethyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, 2-ethylhexyl or N,N-dimethylaminopropyl, or together with inclusion of the nitrogen atom are an optionally substituted pyrrolidine, piperidine, hexamethyleneimine, morpholine, thiomorpholine or 4-methylpiperazine ring.

3. A hydroxysilane as claimed in claim 1 , wherein R 3 is an ethylene radical.

4. A hydroxysilane as claimed in claim 1 , wherein R 5 is a methyl group or an ethyl group.

5. A hydroxysilane as claimed in claim 1 , wherein x is 1 or 0.

6. A process for preparing a hydroxysilane as claimed in claim 1 , which comprises reacting at least one epoxysilane of the formula (III) with at least one amine of the formula (IV)

7. An adduct obtained from the reaction of a hydroxysilane as claimed in claim 1 with at least one compound containing at least one reactive group, selected from the group consisting of isocyanate, epoxide, acryloyl, methacryloyl, anhydride, carboxylic acid, ester, carbonate and cyclocarbonate groups.

8. The adduct as claimed in claim 7 , wherein it is a polymer which has end groups of the formula (VI) and is free of isocyanate groups

9. The adduct as claimed in claim 8 , wherein the polymer has a molecular weight in the range from 1′000 to 30′000 g/mol.

10. The adduct as claimed in claim 8 , wherein the polymer has a majority of polyoxyalkylene units.

11. The adduct as claimed in claim 8 , wherein a majority of the end groups of the formula (VI) are bonded to cycloaliphatic radicals.

12. The adduct as claimed in claim 8 , wherein the polymer has 1 to 4 end groups of the formula (VI).

Assignees

• Sika Tech Ag

Inventors

• Kramer Andreas
• Burckhardt Urs
• Stadelmann Ursula

Classifications

• C08G18/4866

  having a low unsaturation value · CPC title

• C07F7/1872

  Preparation; Treatments not provided for in C07F7/20 · CPC title

• C08G18/10

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

• C07F7/1804

  Compounds having Si-O-C linkages (Si-O-acyl linkages C07F7/1896) · CPC title

• C07F7/0834 Primary

  Compounds having one or more O-Si linkage (for compounds with C-O-Si linkages see C07F7/18) · CPC title