# US 5,710,185 A · Production of molding containing ester and urethane groups, isocyanate semiprepolymers containing ester groups for this purpose and their use

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- Number: US 5,710,185 A
- Document ID: US5710185A
- Status: Granted
- Kind: A
- Application number: 08/705,277
- Filed: 1996-08-29
- Granted: 1998-01-20
- Earliest claimed: 1995-05-26
- Assignees: BASF SE
- Inventors: Otto Volkert; Peter Brandt; Harald Fuchs
- Web page: https://patentgrep.com/patent/US5710185A

## CPC

- C08G 18/664: {with compounds of group C08G18/3203}
- A43B 13/04: Plastics, rubber or vulcanised fibre
- C08G 18/12: using two or more compounds having active hydrogen in the first polymerisation step
- C08G 18/3221: {hydroxylated esters of carboxylic acids other than higher fatty acids}
- C08G 2110/0008: flexible
- C08G 2110/0016: semi-rigid
- C08G 2110/0033: having integral skins
- C08G 2110/0083: prepared using water as the sole blowing agent
- C08G 2390/00: Containers
- C08G 2410/00: Soles
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- A43B: CHARACTERISTIC FEATURES OF FOOTWEAR; PARTS OF FOOTWEAR

## Abstract

A process for producing moldings containing ester and urethane groups and having a cellular core and a compacted surface zone, preferably shoe soles, comprises reacting a) isocyanate semiprepolymers containing ester groups and having an isocyanate content of from 10 to 26% by weight, which in turn are prepared by reacting ai) 4,4'-MDI or mixtures of 4,4'-MDI and modified or unmodified MDI isomers, with aii) difunctional to trifunctional polyester polyols having molecular weights of from 600 to 3000 and aiii) at least one branched-chain dihydroxy compound containing at least one bonded ester unit as bridge and having a molecular weight of up to 500, with b) at least one relatively high molecular weight polyhydroxyl compound and, if desired, c) low molecular weight chain extenders and/or crosslinkers in the presence of d) blowing agents, e) catalysts and, if desired, f) additives in a closed mold with compaction. The isocyanate semiprepolymers containing ester groups which can be used in this process are liquid at room temperature.

## Claims

### Claim 1

An isocyanate semiprepolymer which is liquid at room temperature, contains ester groups and has an isocyanate content of from 10 to 26% by weight, prepared by reacting
ai) diphenylmethane 4,4'-diisocyanate or mixtures of diphenylmethane 4,4'-diisocyanate and modified or unmodified diphenylmethane diisocyanate isomers with
aii) at least one polyester polyol having a functionality of from 2 to 3 and a molecular weight of from 600 to 3000 and
aiii) at least one dihydroxy compound containing at least one bonded ester unit as bridge and bonded lateral alkyl groups and having a molecular weight of up to 500.

### Claim 2 (depends on 1)

An isocyanate semiprepolymer as claimed in claim 1, which is liquid at room temperature and contains ester groups, which is prepared using
ai) diphenylmethane 4,4'-diisocyanate and
aii) neopentyl glycol ester of hydroxypivalic acid.

### Claim 3 (depends on 1)

An isocyanate semiprepolymer as claimed in claim 1, which is liquid at room temperature and contains ester groups, which is prepared by reacting, based on the total weight,
(ai) from 94 to 25% by weight of (ai),
(aii) from 5 to 60% by weight of (aii) and
(aiii) from 1 to 15% by weight of (aiii).

### Claim 4 (depends on 1)

An isocyanate semiprepolymer containing ester groups as claimed in claim 1, which has a viscosity at 45.degree. C. of from 200 to 2500 mPas measured using a rotation viscometer in accordance with DIN 53 018 and is processible in liquid form above 10.degree. C.

### Claim 5

Shoe soles prepared by a process for producing moldings containing ester and urethane groups and having a cellular core and a densified surface zone by reacting
a) isocyanate semiprepolymers containing ester groups with
b) at least one relatively high molecular weight polyhydroxyl compound and, optionally,
c) low molecular weight chain extenders, crosslinkers or mixtures of chain extenders and crosslinkers
in the presence of
d) blowing agents,
e) catalysts
and in the presence or absence of
f) additives,
in a closed mold with compaction, wherein the isocyanate semiprepolymers (a) used are reaction products having an isocyanate content of from 10 to 26 percent by weight prepared from
ai) diphenylmethane 4,4'-diisocyanate or mixtures of diphenylmethane 4,4'-diisocyanate and modified or unmodified diphenylmethane diisocyanate isomers,
aii) at least one polyester polyol having a functionality of from 2 to 3 and a molecular weight of from 600 to 3000 and,
aiii) at least one branched-chain dihydroxy compound containing at least one bonded ester unit as bridge and having a molecular weight of up to 500 .