Dimer fatty acid-polyester diol-based polymer, containing isocyanate groups

Patent metadata

Field	Value
Publication number	US-12331192-B2
Application number	US-202017418502-A
Country	US
Kind code	B2
Filing date	Apr 2, 2020
Priority date	Apr 5, 2019
Publication date	Jun 17, 2025
Grant date	Jun 17, 2025

Abstract

A polyester urethane polymer containing isocyanate groups and being liquid at ambient temperature, obtained by reacting at least one monomeric diisocyanate and dimer fatty acid-based polyester diol having OH-number ranging between 28 and 120 mg KOH/g in NCO/OH ratio of at least 3/1, and by subsequently removing large part of monomeric diisocyanate by means of suitable separation process, wherein polymer has NCO content ranging between 1.5 and 6% by wt. and maximum monomeric diisocyanate content of 0.5% by wt. The polymer permits the production of moisture-curing polyurethane compositions for application in ambient temperatures, having improved properties in terms of open time, adhesion, application and weather resistance, with unchanged good properties of storage stability, curing rate, strength, ductility, elasticity and hazardous material classification. Compositions of this type are particularly suitable for use as elastic adhesives in replacement glass for vehicles.

First claim

The invention claimed is:

1. A room temperature liquid polyester urethane polymer containing isocyanate groups, obtained from the reaction of reactants consisting of at least one monomeric diisocyanate and a dimer fatty acid-based polyester diol having an OH number in the range from 28 to 60 mg KOH/g in an NCO/OH ratio of at least 3/1, followed by removal of a majority of the monomeric diisocyanate by means of a suitable separation method,
wherein the polyester urethane polymer has an NCO content in the range from 1.5% to 6% by weight and a monomeric diisocyanate content of not more than 0.5% by weight.

2. The polyester urethane polymer as claimed in claim 1 , wherein the monomeric diisocyanate is diphenylmethane 4,4′-diisocyanate.

3. The polyester urethane polymer as claimed in claim 1 , wherein the dimer fatty acid-based polyester diol is amorphous.

4. The polyester urethane polymer as claimed in claim 1 , wherein the NCO/OH ratio is in the range from 3/1 to 10/1.

5. The polyester urethane polymer as claimed in claim 1 , wherein it has a viscosity at 20° C. in the range from 100 to 1,000 Pa·s, determined with a cone-plate viscometer having a cone diameter 25 mm, cone angle 1, cone tip-plate distance of 0.5 mm, at a shear rate of 50 s −1 .

6. The use of the polyester urethane polymer as claimed in claim 1 as adhesion promoter in a moisture-curing polyurethane composition.

7. The use as claimed in claim 6 , wherein the polyester urethane polymer is used in an amount in the range from 0.5% to 15% by weight, based on the overall polyurethane composition.

8. A moisture-curing polyurethane composition suitable as elastic adhesive and/or sealant, comprising
at least one polyether urethane polymer containing isocyanate groups, and
the polyester urethane polymer containing isocyanate groups as claimed in claim 1 .

9. The moisture-curing polyurethane composition as claimed in claim 8 , wherein the polyether segments in the polyether urethane polymer consist of at least 80% 1,2-propyleneoxy units.

10. The moisture-curing polyurethane composition as claimed in claim 8 , wherein the polyether urethane polymer has an NCO content in the range from 1% to 5% by weight.

11. The moisture-curing polyurethane composition as claimed in claim 8 , wherein at least one further constituent selected from meltable components, blocked amines, fillers, plasticizers, diisocyanate oligomers, catalysts and stabilizers is present.

12. The moisture-curing polyurethane composition as claimed in claim 8 , wherein it contains
20% to 60% by weight of polyether urethane polymer containing isocyanate groups,
0.5% to 10% by weight of inventive dimer fatty acid-based polyester urethane polymer containing isocyanate groups,
0% to 5% by weight of meltable component,
20% to 60% by weight of fillers,
0% to 35% by weight of plasticizers,
and optionally further constituents.

13. The moisture-curing polyurethane composition as claimed in claim 8 , wherein a total of less than 0.1% by weight of monomeric diisocyanates is present.

14. A method of bonding or sealing, comprising the steps of
(i) applying the polyurethane composition as claimed in claim 8
to a first substrate and contacting the composition with a second substrate within the open time of the composition, or
to a first and to a second substrate and joining the two substrates within the open time of the composition, or
between two substrates,

(ii) curing the composition by contact with moisture.

15. An article obtained from the method as claimed in claim 14 .

16. The polyester urethane polymer as claimed in claim 1 , wherein the OH number of the dimer fatty acid-based polyester diol is in the range from 34 to 60 mg KOH/g.

17. The moisture-curing polyurethane composition as claimed in claim 8 , wherein the composition can be applied and cured at room temperature.

Assignees

• Sika Tech Ag

Inventors

• Reimann Sven
• Kube Nicole
• Schlumpf Michael

Classifications

• C08G2190/00

  Compositions for sealing or packing joints · CPC title

• C08G2170/00

  Compositions for adhesives · CPC title

• C08G18/4841

  containing oxyethylene end groups · CPC title

• C08G18/4238

  derived from dicarboxylic acids and dialcohols · CPC title

• C08G18/10

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