Preparation of thioether polymers

Patent metadata

Field	Value
Publication number	US-9388281-B2
Application number	US-201514788146-A
Country	US
Kind code	B2
Filing date	Jun 30, 2015
Priority date	May 27, 2014
Publication date	Jul 12, 2016
Grant date	Jul 12, 2016

Abstract

Polythioethers and methods for forming polythioethers are described. These polythioethers can be crosslinked materials. The polythioethers are prepared from thiols and hexahydrotriazines. The thiols may be, for example, dithiols, trithiols, monothiols, or mixtures thereof. The polythioethers are prepared from an efficient and simple synthetic method, and the properties of the prepared polythioethers can be readily tuned. The prepared polythioethers may additionally have improved thermal properties, improved mechanical properties, and enhanced functionality.

First claim

What is claimed is:

1. A polythioether comprising a repeat unit of

wherein A comprises an aromatic group;
wherein B is an alkane group, an aromatic group, an ether group, a thioether group, or a ketone group; and
wherein the polythioether is crosslinked.

2. The polythioether of claim 1 , wherein B comprises an aromatic group.

3. The polythioether of claim 1 , wherein B comprises

and
wherein R is bonded to the 2 or 3 carbon, and wherein R is selected from the group consisting of —H, —OH, —CO 2 H, and —CO 2 R′, and wherein R′ comprises an alkane group.

4. The polythioether of claim 1 , wherein B comprises

wherein R is bonded to the 2 or 3 carbon, and wherein R is selected from the group consisting of:

wherein R′ comprises an alkane group, L comprises an alkane group, and wherein * indicates the location on the R where R bonds to the 2 or 3 carbon.

5. The polythioether of claim 1 , wherein A comprises a substituted aromatic group.

6. The polythioether of claim 1 , wherein A comprises an N,N dimethylaniline group.

7. The polythioether of claim 1 , wherein B comprises —CH 2 CH 2 CH 2 CH 2 CH 2 CH 2 —.

8. The polythioether of claim 7 , wherein the M n of the polythioether is at least about 1000 g/mol.

9. The polythioether of claim 1 , wherein the polythioether is crosslinked by a trithiol.

Assignees

• IBM

Inventors

• Boday Dylan J
• Garcia Jeannette M
• Hedrick James L
• Wojtecki Rudy J

Classifications

• C08G75/02

  Polythioethers · CPC title

• C08G75/04 Primary

  from mercapto compounds or metallic derivatives thereof (C08G75/0204 takes precedence) · CPC title

• C08G75/0268

  using disulfides · CPC title

• C08G75/14

  Polysulfides · CPC title

• C08G75/00

  Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule · CPC title