Silica-based organogels via hexahydrotriazine-based reactions

Patent metadata

Field	Value
Publication number	US-10975217-B2
Application number	US-201916239011-A
Country	US
Kind code	B2
Filing date	Jan 3, 2019
Priority date	Apr 7, 2017
Publication date	Apr 13, 2021
Grant date	Apr 13, 2021

Abstract

Silica-based organogels, including aerogels, incorporating hexahydrotriazine and/or hemiaminal species are described. These organo-silica gel materials can have applications as insulating materials. In a particular example, an aerogel includes silica groups and a hexahydrotriazine moiety with at least one nitrogen atom that is covalently linked to a silica group. Methods of making such silica-based organogels are also described.

First claim

What is claimed is:

1. A method, comprising:
forming a reaction mixture including an aniline silane material, a formaldehyde, and a solvent;
forming a silica-based organogel from the reaction mixture; and
drying the silica-based organogel.

2. The method of claim 1 , further comprising adding an alkoxide of silicon to the reaction mixture.

3. The method of claim 2 , wherein the alkoxide of silicon is tetraethyl orthosilicate.

4. The method of claim 1 , wherein the aniline silane material is 4-[2-(triethoxysilyl)ethyl] aniline.

5. The method of claim 1 , wherein drying the silica-based organogel includes forming an aerogel that has:
a plurality of silica groups; and
a hexahydrotriazine group having at least one nitrogen atom of the hexahydrotriazine group covalently linked to at least one silica group in the plurality of silica groups.

6. The method of claim 2 , wherein the aniline silane material is 4-[2-(triethoxysilyl)ethyl] aniline.

7. The method of claim 2 , wherein drying the silica-based organogel includes forming an aerogel that has:
a plurality of silica groups; and
a hexahydrotriazine group having at least one nitrogen atom of the hexahydrotriazine group covalently linked to at least one silica group in the plurality of silica groups.

8. The method of claim 4 , further comprising adding an alkoxide of silicone to the reaction mixture wherein the alkoxide of silicon is tetraethyl orthosilicate.

9. The method of claim 4 , wherein drying the silica-based organogel includes forming an aerogel that has:
a plurality of silica groups; and
a hexahydrotriazine group having at least one nitrogen atom of the hexahydrotriazine group covalently linked to at least one silica group in the plurality of silica groups.

Assignees

• IBM

Inventors

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

Classifications

• C08J2201/05

  Elimination by evaporation or heat degradation of a liquid phase · CPC title

• C08J2383/08

  containing silicon bound to organic groups containing atoms other than carbon, hydrogen, and oxygen · CPC title

• C08J2205/026

  Aerogel, i.e. a supercritically dried gel · CPC title

• C08L101/00

  Compositions of unspecified macromolecular compounds · CPC title

• C08G2110/0091

  Aerogels; Xerogels · CPC title