Chemical compounds with perfluoroaryl groups that can facilitate post-synthesis functionalization

Patent metadata

Field	Value
Publication number	US-11084897-B2
Application number	US-201715839420-A
Country	US
Kind code	B2
Filing date	Dec 12, 2017
Priority date	Dec 12, 2017
Publication date	Aug 10, 2021
Grant date	Aug 10, 2021

Abstract

Techniques regarding chemical compounds comprising perfluoroaryl groups that can facilitate post-synthesis functionalization are provided. For example, one or more embodiments described herein can comprise a chemical compound. The chemical compound can comprise a molecular backbone. The chemical compound can also comprise a pendent functional group bonded to the molecular backbone. The pendent functional group can comprise a perfluoroaryl group and a methylene group.

First claim

What is claimed is:

1. A chemical compound comprising:
a molecular backbone comprising a plurality of urethane groups; and
a pendent functional group covalently bonded to an amine group of at least one of the plurality of urethane groups via a methylene group, the pendent functional group comprising a perfluoroaryl group.

2. The chemical compound of claim 1 , wherein the molecular backbone further comprises a carbamate group.

3. The chemical compound of claim 1 , wherein the pendent functional group is a perfluorobenzyl group.

4. The chemical compound of claim 2 , wherein the carbamate group is derived from an isocyanate.

5. A polymer comprising:
a molecular backbone comprising a polyurethane structure; and
a pendent functional group covalently bonded to an amino group of the molecular backbone via a methylene group, the pendent functional group comprising a perfluoroaryl group and a methylene group.

6. The polymer of claim 5 , wherein the molecular backbone further comprises a carbamate group.

7. The polymer of claim 5 , wherein the polymer is characterized by a chemical formula:

wherein n is an integer greater than or equal to two and less than or equal to one thousand.

8. The polymer of claim 6 , wherein the pendent functional group is a perfluorobenzyl group.

9. The polymer of claim 8 , wherein the carbamate group is derived from an isocyanate.

10. The polymer of claim 5 , wherein the polymer is characterized by a chemical formula:

wherein n is an integer greater than or equal to two and less than or equal to one thousand, and wherein R 2 comprises one or more functional groups.

11. The polymer of claim 10 , wherein R 2 comprises a functional group selected from the group consisting of: an alkyl structure, an aryl structure, a carboxyl group, a carbonyl group, an amine group, an amide group, an ether group, an ester group, a ketone group, a hydroxyl group, an alkenyl group, an aldehyde group, and an alkene group.

12. The polymer of claim 10 , wherein R 2 comprises undecane.

13. The chemical compound of claim 1 , wherein the pendent functional group comprises the methylene group.

14. The chemical compound of claim 1 , wherein the chemical compound is characterized by a chemical formula:

wherein n is an integer greater than or equal to two and less than or equal to one thousand.

15. The chemical compound of claim 1 , wherein the chemical compound is characterized by a chemical formula:

wherein n is an integer greater than or equal to two and less than or equal to one thousand, and wherein R 2 comprises one or more functional groups.

16. The chemical compound of claim 15 , wherein R 2 comprises a functional group selected from the group consisting of: an alkyl structure, an aryl structure, a carboxyl group, a carbonyl group, an amine group, an amide group, an ether group, an ester group, a ketone group, a hydroxyl group, an alkenyl group, an aldehyde group, and an alkene group.

17. The chemical compound of claim 15 , wherein R 2 comprises undecane.

Assignees

• IBM

Inventors

• Hedrick James L
• Park Nathaniel H
• Jones Gavin

Classifications

• C08G64/165

  containing sulfur · CPC title

• C08G18/329 Primary

  containing aromatic groups · CPC title

• C08G64/42

  Chemical after-treatment · CPC title

• C08G18/2885

  containing halogen atoms · CPC title

• C08J7/12

  Chemical modification · CPC title