IP Library Granted Patent US 8,809,483
Granted Patent B1
US 8,809,483 · App. 13/627,098 · Granted Aug 19, 2014

Functionalization of poly(phenylene) by the attachment of sidechains

Inventor: Michael R. Hibbs (Albuquerque, NM)
Assignee: Sandia Corporation
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Quick Facts
Patent No.
US 8,809,483
App. No.
13/627,098
Granted
Aug 19, 2014
Kind
B1
Abstract

A composition and an anion exchange membranes including a composition and a method of forming a composition including a compound including a poly(phenylene) backbone represented by the following formula: wherein each of R 1 , R 2 and R 3 may be the same or different and is H or an unsubstituted or inertly-substituted aromatic moiety; wherein each of Ar 1 and Ar 2 may be the same or different and is an unsubstituted or inertly-substituted aromatic moiety; wherein each of R 6 , R 7 , R 8 , R 9 , R 10 and R 11 is H or a monovalent hydrocarbon group including two to 18 carbon atoms, with the proviso that each R 6 , R 7 , R 8 , R 9 , R 10 and R 11 cannot be H; and wherein each of Y 6 , Y 7 , Y 8 , Y 9 , Y 10 and Y 11 may be the same or different and is H or a functional group.

Claims (19)

1. A composition comprising:

a compound comprising a poly(phenylene) backbone represented by the following formula:

wherein each of R 1 , R 2 and R 3 may be the same or different and is H or an unsubstituted or inertly-substituted aromatic moiety;

wherein each of Ar 1 and Ar 2 may be the same or different and is an unsubstituted or inertly-substituted aromatic moiety;

wherein each of R 6 , R 7 , R 8 , R 9 , R 10 and R 11 is H or a monovalent hydrocarbon group comprising two to 18 carbon atoms, with the proviso that each R 6 , R 7 , R 8 , R 9 , R 10 and R 11 cannot be H;

wherein each of Y 6 , Y 7 , Y 8 , Y 9 , Y 10 and Y 11 may be the same or different and is H or a functional group; and

wherein the monovalent hydrocarbon group comprises an acyl group and the side chain is attached to the at least one of the plurality of rings through the acyl group.

2. The composition of claim 1 , wherein the monovalent hydrocarbon group comprises an alkyl group comprising two to 18 carbon atoms.

3. The composition of claim 1 , wherein the functional group comprises a nitrogen containing base.

4. The composition of claim 3 , wherein the functional group comprises a nitrogen containing resonant stabilized cation group.

5. An apparatus comprising an anion exchange membrane comprising a compound comprising a poly(phenylene) backbone represented by the following formula:

wherein each of R 1 , R 2 and R 3 may be the same or different and is H or an unsubstituted or inertly-substituted aromatic moiety;

wherein each of Ar 1 and Ar 2 may be the same or different and is an unsubstituted or inertly-substituted aromatic moiety;

wherein each of R 6 , R 7 , R 8 , R 9 , R 10 and R 11 is H or a monovalent hydrocarbon group comprising two to 18 carbon atoms, with the proviso that each R 6 , R 7 , R 8 , R 9 , R 10 and R 11 cannot be H;

wherein each of Y 6 , Y 7 , Y 8 , Y 9 , Y 10 and Y 11 may be the same or different and is H or a functional group; and

wherein the monovalent hydrocarbon group comprises an acyl group and the side chain is attached to the at least one of the plurality of rings through the acyl group.

6. The apparatus of claim 5 , wherein the monovalent hydrocarbon group comprises an alkyl group comprising two to 18 carbon atoms.

7. The apparatus of claim 5 , wherein the functional group comprises a nitrogen containing base.

8. The apparatus of claim 7 , wherein the functional group comprises a nitrogen containing resonant stabilized cation group.

Assignments (3)
CHANGE OF NAME Recorded May 22, 2018
From: SANDIA CORPORATION
To: NATIONAL TECHNOLOGY & ENGINEERING SOLUTIONS OF SANDIA, LLC
Reel/Frame 046207/0342 →
CONFIRMATORY LICENSE Recorded Sep 30, 2014
From: SANDIA CORPORATION
To: U.S. DEPARTMENT OF ENERGY
Reel/Frame 033850/0221 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 26, 2012
From: HIBBS, MICHAEL R.
To: SANDIA CORPORATION
Reel/Frame 029028/0173 →