# US 11,078,322 B2 · Non-hot-melt MDI-based polyurethane composition bearing NCO end groups and having a low content of MDI monomer, comprising at least one isocyanate compound of particular molar volume

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- Number: US 11,078,322 B2
- Document ID: US11078322B2
- Status: Granted
- Kind: B2
- Application number: 16/448,575
- Filed: 2019-06-21
- Published: 2019-10-10
- Granted: 2021-08-03
- Earliest claimed: 2014-05-28
- Assignees: Bostik SA
- Applicants: Bostik SA
- Inventors: Federico Sanz
- Web page: https://patentgrep.com/patent/US11078322B2

## CPC

- C08G 18/82: Post-polymerisation treatment
- C08G 18/10: Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
- C08G 18/307: {Atmospheric humidity}
- C08G 18/4812: {Mixtures of polyetherdiols with polyetherpolyols having at least three hydroxy groups}
- C08G 18/4845: {containing oxypropylene or higher oxyalkylene end groups}
- C08G 18/73: acyclic
- C08G 18/755: {and at least one isocyanate or isothiocyanate group linked to a secondary carbon atom of the cycloaliphatic ring, e.g. isophorone diisocyanate}
- C08G 18/758: {containing two or more cycloaliphatic rings}
- C08G 18/7642: {containing at least two isocyanate or isothiocyanate groups linked to the aromatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate groups, e.g. xylylene diisocyanate or homologues substituted on the aromatic ring}
- C08G 18/7671: {containing only one alkylene bisphenyl group}
- C09J 175/08: from polyethers
- C08G 2170/40: Compositions for pressure-sensitive adhesives
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C09J: ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES (preparation of glue or gelatine C09H)

## Abstract

1) Polyurethane composition comprising: a) at least 98% by weight of at least one non-hot-melt polyurethane bearing NCO end groups based on diphenyl methane diisocyanates (MDI), b) a MDI monomer content of less than or equal to 1% by weight, c) at least one particular isocyanate compound with a molar volume of less than or equal to 300 millilitres per mole. 2) Process for preparing a polyurethane composition as defined previously, and an adhesive, mastic and/or surface coating composition formulated from such a polyurethane composition.

## Claims

### Claim 1

A polyurethane composition comprising:
a) at least 98% by weight of at least one non-hot-melt polyurethane bearing NCO end groups based on diphenylmethane diisocyanate (MDI), which polyurethane is not solid at a temperature ranging from 5 to 35° C., and has a MDI content of less than or equal to 1% by weight relative to the weight of the polyurethane composition,
b) at least one isocyanate compound with a molar volume of less than or equal to 300 millilitres per mole (mL/mol), noted compound A, in which the isocyanate group or groups are not linked to a carbon atom of an aromatic hydrocarbon-based ring,
the weight percentages being expressed relative to the total weight of the polyurethane composition.

### Claim 2 (depends on 1)

The composition according claim 1, wherein the non-hot-melt polyurethane(s) bearing NCO end groups based on MDI may be obtained via a polyaddition reaction of a polyisocyanate composition consisting of MDI, and of a composition consisting of polyol(s), at a temperature of less than 95° C., under anhydrous conditions, in amounts of polyisocyanate(s) and of polyol(s) leading to an NCO/OH ratio noted r1 ranging from 1.60 to 1.95.

### Claim 3 (depends on 2)

The composition according to claim 2, wherein the temperature ranges from 70 to 80° C. and the NCO/OH ratio noted r1 ranges from 1.60 to 1.75.

### Claim 4 (depends on 2)

The composition according to claim 2, wherein the composition consisting of polyol(s) is a mixture of polyether diol and polyether triol.

### Claim 5 (depends on 1)

The composition according to claim 1, comprising:
from 10% to 30% by weight of the polyurethane composition,
from 25% to 70% by weight of at least one filler,
from 0.01% to 1% by weight of at least one crosslinking catalyst,
the weight percentages being expressed relative to the total weight of the composition.

### Claim 6

A composition comprising:
a) at least 98% by weight of at least one non-hot-melt polyurethane bearing NCO end groups based on diphenylmethane diisocyanate noted MDI
b) a content of MDI monomer of less than or equal to 1% by weight,
c) at least one isocyanate compound with a molar volume of less than or equal to 300 millilitres per mole noted compound A, which compound is different from MDI and in which the isocyanate group or groups are not linked to a carbon atom of an aromatic hydrocarbon-based ring,
the weight percentages being expressed relative to the total weight of the polyurethane composition.

### Claim 7

A composition comprising:
a) at least 98% by weight of at least one non-hot-melt polyurethane bearing NCO end groups based on diphenylmethane diisocyanate noted MDI
b) a content of MDI monomer of less than or equal to 1% by weight,
c) at least one isocyanate compound with a molar volume of less than or equal to 300 millilitres per mole noted compound A, in which the isocyanate group or groups are not linked to a carbon atom of an aromatic hydrocarbon-based ring, compound A being an aliphatic, acyclic, linear or branched monoisocyanate, benzyl monoisocyanate, cycloaliphatic monoisocyanate, benzyl diisocyanate, cycloaliphatic diisocyanate, or a linear or branched acyclic aliphatic diisocyanate,
the weight percentages being expressed relative to the total weight of the polyurethane composition, said process.

### Claim 8 (depends on 1)

The composition according to claim 1, wherein compound A is XDI, IPDI, HMDI or a mixture thereof.