Diels-alder crosslinked polyurethanes

Patent metadata

Field	Value
Publication number	US-2026092145-A1
Application number	US-202519341046-A
Country	US
Kind code	A1
Filing date	Sep 26, 2025
Priority date	Sep 27, 2024
Publication date	Apr 2, 2026
Grant date	—

Abstract

A polymer and a method of making the polymer from the below maleimide monomer having maleimidyl groups and the below furan monomer having furyl groups. The value n is a positive integer. The monomers are combined to form a composition, and at least one of the maleimidyl groups is reacted with at least one of the furyl groups to form a polymer comprising at least one crosslinking group show below. The polymer can be heated to remove the crosslinks.

First claim

What is claimed is:

1 . A polymer made by a method comprising:
providing a maleimide monomer comprising maleimidyl groups and having the formula:

providing a furan monomer comprising furyl groups and having the formula:

wherein n is a positive integer;

combining the maleimide monomer with the furan monomer to form a composition; and
reacting at least one of the maleimidyl groups with at least one of the furyl groups to form a polymer comprising at least one crosslinking group having the formula:

2 . The polymer of claim 1 , wherein n is at least 8.

3 . The polymer of claim 1 , wherein the furan monomer comprises two or more of the furan monomers having different values of n.

4 . The polymer of claim 1 , wherein the molar ratio of the maleimidyl groups to the furyl groups in the composition is from 1.0:1 to 1.2:1.

5 . A method comprising:
heating the polymer of claim 1 to convert at least one of the crosslinking groups to the maleimidyl group and the furyl group.

6 . A method comprising:
providing a maleimide monomer comprising maleimidyl groups and having the formula:

providing a furan monomer comprising furyl groups and having the formula:

wherein n is a positive integer;

combining the maleimide monomer with the furan monomer to form a composition; and
reacting at least one of the maleimidyl groups with at least one of the furyl groups to form a polymer comprising at least one crosslinking group having the formula:

7 . The method of claim 6 , wherein n is at least 8.

8 . The method of claim 6 , wherein the furan monomer comprises two or more of the furan monomers having different values of n.

9 . The method of claim 6 , wherein the molar ratio of maleimidyl groups to furyl groups in the composition is from 1.0:1 to 1.2:1.

10 . A maleimide monomer comprising maleimidyl groups and having the formula:

11 . A composition comprising:
the maleimide monomer of claim 10 ; and a furan monomer comprising furyl groups and having the formula:

wherein n is a positive integer.

12 . The composition of claim 11 , wherein n is at least 8.

13 . The composition of claim 11 , wherein the furan monomer comprises two or more of the furan monomers having different values of n.

14 . The composition of claim 11 , wherein the molar ratio of the maleimidyl groups to the furyl groups in the composition is from 1.0:1 to 1.2:1.

Assignees

• Us Gov Sec Navy

Inventors

• Weise Nickolaus
• Giles Spencer
• Rasley Brian
• Lundin Jeffrey

Classifications

• C08J3/247

  Heating methods · CPC title

• C08J2379/04

  Polycondensates having nitrogen-containing heterocyclic rings in the main chain; Polyhydrazides; Polyamide acids or similar polyimide precursors · CPC title

• C08G2261/3228

  containing nitrogen and oxygen as heteroatoms · CPC title

• C08G73/0611 Primary

  with only one nitrogen atom in the ring, e.g. polypyrroles (polysuccinimides C08G73/1092) · CPC title