# US 8,541,535 B2 · Thermoplastic polyurethane containing silane groups

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- Number: US 8,541,535 B2
- Document ID: US8541535B2
- Status: Granted
- Kind: B2
- Application number: 12/659,629
- Filed: 2010-03-15
- Published: 2010-08-19
- Granted: 2013-09-24
- Earliest claimed: 2003-07-25
- Assignees: BASF SE
- Applicants: Oliver Steffen Henze; Sabine Peters; Johann-Diedrich Brand; Christa Hackl; Markus Kraemer; Klaus Hilmer
- Inventors: Oliver Steffen Henze; Sabine Peters; Johann-Diedrich Brand; Christa Hackl; Markus Kraemer; Klaus Hilmer
- Web page: https://patentgrep.com/patent/US8541535B2

## CPC

- C08G 18/0895: {Manufacture of polymers by continuous processes (C08G18/0838 takes precedence)}
- C08G 18/718: {containing silicon}
- C08G 18/837: {by silicon containing compounds}
- Y10T 428/139: Open-ended, self-supporting conduit, cylinder, or tube-type article
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- Y10T: TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION

## Abstract

The invention relates to a thermoplastic polyurethane comprising the following structural unit: R2—CO—NH—R—Si(R1)3-x(OR1)x where: R is an aliphatic, araliphatic, or aromatic organic radical having from 1 to 20 hydrocarbon atoms, R1 is an alkyl radical or aryl radical having from 1 to 10 carbon atoms, R2 is —NR3—CO—R4 or —O—R5—O—, R3 is a section of the polymer chain of the thermoplastic polyurethane, in particular a radical which derives from the diisocyanate used to prepare the thermoplastic polyurethane, R4 is a section of the polymer chain of the thermoplastic polyurethane, in particular a radical which derives from the following compounds used to prepare the thermoplastic polyurethane: compounds (b) reactive toward isocyanates, or from the chain extender (c), R5 is an alkylene radical having from 2 to 8 carbon atoms, preferably from 3 to 6 carbon atoms, and x is 1, 2 or 3.

## Claims

### Claim 1

A process for preparing a silane-modified thermoplastic polyurethane, comprising
reacting an isocyanate component and a component reactive toward isocyanates capable of forming a polyurethane therewith, wherein said isocyanate component comprises an aromatic isocyanate having no silane group and a silane which has only one isocyanate group.

### Claim 2 (depends on 1)

The process according to claim 1, wherein the silane is at least one silane selected from the group consisting of γ-isocyanatopropyltrimethoxysilane, isocyanatomethyltrimethoxysilane, γ-isocyanatopropyltriethoxysilane, and isocyanatomethyltriethoxysilane.

### Claim 3 (depends on 1)

The process according to claim 1, wherein the silane-modified thermoplastic polyurethane is spun to give fibers, or is extruded to give hoses, and then the thermoplastic polyurethane is crosslinked by way of the silane groups with moisture.

### Claim 4 (depends on 3)

The process according to claim 3, wherein crosslinking is carried out with a catalyst which comprises a catalyst selected from the group consisting of Lewis acids, Lewis bases, Brönsted bases, and Brönsted acids.

### Claim 5 (depends on 1)

The process according to claim 1, wherein the silane has the following structure:
OCN—R—Si(R1)3-x(OR1)x
R is an aliphatic, araliphatic, or aromatic organic radical, having from 1 to 20 hydrocarbon atoms,
R1 is an alkyl radical having from 1 to 10 carbon atoms,
x is 1, 2 or 3, wherein each R1 may be the same or different.

### Claim 6 (depends on 5)

The process according to claim 5, wherein R has from 2 to 10 carbon atoms, R1 has 1 to 6 carbon atoms, and x is 2 or 3.

### Claim 7 (depends on 6)

The process according to claim 6, wherein R1 is methyl and/or ethyl, and x is 3.

### Claim 8 (depends on 3)

The process according to claim 3, wherein the silane-modified thermoplastic polyurethane is spun to give fibers, which fibers have a heat distortion temperature of above 140° C., measured with 0.04 mN-dtex pre-tension, heating rate of 10 k/min, test range from −100 to 250° C.

### Claim 9 (depends on 3)

The process according to claim 3, wherein the silane-modified thermoplastic polyurethane is spun to give fibers, which fibers have a heat distortion temperature of above 160° C., measured with 0.04 mN-dtex pre-tension, heating rate of 10 k/min, test range from −100 to 250° C.

### Claim 10 (depends on 3)

The process according to claim 3, wherein the silane-modified thermoplastic polyurethane is spun to give fibers, which fibers have a heat distortion temperature of above 170° C., measured with 0.04 mN-dtex pre-tension, heating rate of 10 k/min, test range from −100 to 250° C.

### Claim 11 (depends on 3)

The process according to claim 3, wherein the silane-modified thermoplastic polyurethane is spun to give fibers, which fibers have a heat distortion temperature of from 171 to 260° C., measured with 0.04 mN-dtex pre-tension, heating rate of 10 k/min, test range from −100 to 250° C.

### Claim 12 (depends on 1)

The process according to claim 1, wherein the aromatic isocyanate having no silane group is diphenylmethane 4,4′-diisocyanate.