Polyurethane material with a high temperature resistance

Patent metadata

Field	Value
Publication number	US-12338313-B2
Application number	US-201716327727-A
Country	US
Kind code	B2
Filing date	Aug 21, 2017
Priority date	Aug 25, 2016
Publication date	Jun 24, 2025
Grant date	Jun 24, 2025

Abstract

Described herein is a process for preparing a polyurethane-type fiber composite material, said process including (a) di- and/or polyisocyanates, (b) compounds having isocyanate-reactive hydrogen atoms, (c) compounds including at least one carbon-carbon double bond, (d) optionally a catalyst to hasten a urethane reaction, (e) optionally a free-radical initiator, and (f) optionally further auxiliary and added-substance materials, being mixed into a reaction mixture—with concomitant wetting of a fiber material—and cured. Also described herein is a polyurethane-type fiber composite material obtainable by a process described herein and also to a method of using the polyurethane-type fiber composite material as a structural component part.

First claim

We claim:

1. A process for preparing a polyurethane material, said process consisting of forming a reaction mixture consisting of:
a) di- and/or polyisocyanates,
b) compounds having isocyanate-reactive hydrogen atoms,
c) compounds comprising at least one terminal carbon-carbon double bond,
d) optionally a catalyst to hasten a urethane reaction,
e) optionally a free-radical initiator, and
f) optionally further auxiliary and added-substance materials,
curing the reaction mixture to obtain the polyurethane material, and
optionally free-radical polymerizing the compounds (c) comprising at least one terminal carbon-carbon double bond,
wherein:
the compounds (b) having isocyanate-reactive hydrogen atoms contain on average not less than 1.5 isocyanate-reactive hydrogen groups per molecule,
a double bond density of the compounds (c) is not less than 21% and the compounds (c) have no isocyanate-reactive groups, wherein the double bond density is calculated by dividing a molecular mass of the at least one terminal carbon-carbon double bond (as determined by a molecular formula —CH═CH 2 ) by a total molecular mass of the compounds (c),
a double bond functionality of the compounds (c) is greater than 1, and
an equivalence ratio between isocyanate groups of the di- and/or polyisocyanates (a) and the isocyanate-reactive hydrogen atoms of the compounds (b) is in the range from 0.8 to 2.

2. The process according to claim 1 wherein the compounds (b) having isocyanate-reactive hydrogen atoms comprise polymeric compounds having isocyanate-reactive hydrogen atoms and optionally chain extenders and/or crosslinking agents, wherein the polymeric compounds having isocyanate-reactive hydrogen atoms have a molecular weight of 300 g/mol or above and the chain extenders and crosslinking agents have a molecular weight of less than 300 g/mol.

3. The process according to claim 2 wherein the polymeric compounds having isocyanate-reactive hydrogen atoms have an average hydrogen functionality of 2 to 4 and a proportion of secondary OH groups of not less than 50% based on the total number of OH groups.

4. The process according to claim 1 wherein the compounds (b) having isocyanate-reactive hydrogen atoms comprise at least one hydroxyl-functional compound having hydrophobic groups.

5. The process according to claim 1 wherein said di- or polyisocyanates (a) comprise 2,4′-MDI, 4,4′-MDI, polymeric MDI or mixtures of two or more thereof.

6. The process according to claim 1 wherein a proportion of the compounds (c) comprising at least one terminal carbon-carbon double bond is in the range from 10 to 70 wt %, based on a combined weight of components (a) to (f).

7. The process according to claim 1 wherein the compounds (c) comprising at least one terminal carbon-carbon double bond are free-radically polymerized during a polyurethane reaction of components (a) and (b).

8. The process according to claim 1 wherein the free-radical polymerization of the compounds (c) comprising at least one terminal carbon-carbon double bond is initiated via free-radical initiator, irradiation with high-energy radiation or thermally at temperatures above 150° C.

9. The process according to claim 1 , wherein the di- or polyisocyanates (a) are polymeric MDI and the compounds (c) are trimethylolpropane triacrylate or dipropylene glycol diacrylate.

10. A polyurethane material obtained by the process according to claim 9 .

11. A structural component part comprising the polyurethane material according to claim 10 .

12. An adhesive comprising the polyurethane material according to claim 10 .

Assignees

• Basf Se

Inventors

• Meyer Andre
• Emge Andreas

Classifications

• C09J175/16

  having terminal carbon-to-carbon unsaturated bonds · CPC title

• C08K7/02

  Fibres or whiskers · CPC title

• C08K5/0025

  Crosslinking or vulcanising agents; including accelerators · CPC title

• C08G18/24

  of tin · CPC title

• C08G18/227

  of antimony, bismuth or arsenic · CPC title