DOE Patents title logo U.S. Department of Energy
Office of Scientific and Technical Information

Title: Polybenzimidazole compounds

Abstract

A PBI compound includes imidazole nitrogens at least a portion of which are substituted with a moiety containing a carbonyl group, the substituted imidazole nitrogens being bonded to carbon of the carbonyl group. At least 85% of the nitrogens may be substituted. The carbonyl-containing moiety may include RCO--, where R is alkoxy or haloalkyl. The PBI compound may exhibit a first temperature marking an onset of weight loss corresponding to reversion of the substituted PBI that is less than a second temperature marking an onset of decomposition of an otherwise identical PBI compound without the substituted moiety. The PBI compound may be included in separatory media. A substituted PBI synthesis method may include providing a parent PBI in a less than 5 wt % solvent solution. Substituting may use more than 5 equivalents in relation to the imidazole nitrogens to be substituted.

Inventors:
 [1];  [1];  [2];  [3];  [1];  [1];  [1]
  1. Idaho Falls, ID
  2. Shelley, ID
  3. Chubbuck, ID
Issue Date:
Research Org.:
Idaho National Laboratory (INL), Idaho Falls, ID (United States)
Sponsoring Org.:
USDOE
OSTI Identifier:
1032876
Patent Number(s):
8063174
Application Number:
11/933,604
Assignee:
Battelle Energy Alliance, LLC (Idaho Falls, ID)
Patent Classifications (CPCs):
C - CHEMISTRY C08 - ORGANIC MACROMOLECULAR COMPOUNDS C08F - MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
C - CHEMISTRY C08 - ORGANIC MACROMOLECULAR COMPOUNDS C08G - MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
DOE Contract Number:  
AC07-99ID13727; AC07-051D14517
Resource Type:
Patent
Country of Publication:
United States
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY

Citation Formats

Klaehn, John R, Peterson, Eric S, Orme, Christopher J, Jones, Michael G, Wertsching, Alan K, Luther, Thomas A, and Trowbridge, Tammy L. Polybenzimidazole compounds. United States: N. p., 2011. Web.
Klaehn, John R, Peterson, Eric S, Orme, Christopher J, Jones, Michael G, Wertsching, Alan K, Luther, Thomas A, & Trowbridge, Tammy L. Polybenzimidazole compounds. United States.
Klaehn, John R, Peterson, Eric S, Orme, Christopher J, Jones, Michael G, Wertsching, Alan K, Luther, Thomas A, and Trowbridge, Tammy L. Tue . "Polybenzimidazole compounds". United States. https://www.osti.gov/servlets/purl/1032876.
@article{osti_1032876,
title = {Polybenzimidazole compounds},
author = {Klaehn, John R and Peterson, Eric S and Orme, Christopher J and Jones, Michael G and Wertsching, Alan K and Luther, Thomas A and Trowbridge, Tammy L},
abstractNote = {A PBI compound includes imidazole nitrogens at least a portion of which are substituted with a moiety containing a carbonyl group, the substituted imidazole nitrogens being bonded to carbon of the carbonyl group. At least 85% of the nitrogens may be substituted. The carbonyl-containing moiety may include RCO--, where R is alkoxy or haloalkyl. The PBI compound may exhibit a first temperature marking an onset of weight loss corresponding to reversion of the substituted PBI that is less than a second temperature marking an onset of decomposition of an otherwise identical PBI compound without the substituted moiety. The PBI compound may be included in separatory media. A substituted PBI synthesis method may include providing a parent PBI in a less than 5 wt % solvent solution. Substituting may use more than 5 equivalents in relation to the imidazole nitrogens to be substituted.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {Tue Nov 22 00:00:00 EST 2011},
month = {Tue Nov 22 00:00:00 EST 2011}
}

Works referenced in this record:

The solution-diffusion model: a review
journal, November 1995


Conversion of Carbamates to Amidosulfones and Amides. Synthesis of the [ 14 C]-Labeled Antiobesity Agent Ro23-7637.
journal, May 2002


Substituted aliphatic polybenzimidazoles as membrane separator materials
journal, January 1969


Organic Thin Film Transistors from a Soluble Oligothiophene Derivative Containing Thermally Removable Solubilizing Groups [ J. Am. Chem. Soc. 2004 , 126 , 1596−1597].
journal, September 2004


Fibrous weak-base anion exchangers from a polybenzimidazole staple for the extraction of gold cyanide
journal, March 1991


Polybenzimidazoles, new thermally stable polymers
journal, April 1961


Porous Polybenzimidazole Membranes Doped with Phosphoric Acid:  Highly Proton-Conducting Solid Electrolytes
journal, February 2004


Solution-Phase Parallel Synthesis of Carbamates Using Polymer-Bound N -Hydroxysuccinimide
journal, October 2002


Water-soluble polybenzimidazole-based polyelectrolytes
journal, August 1992


Fluorous Boc ( F Boc) Carbamates:  New Amine Protecting Groups for Use in Fluorous Synthesis
journal, June 2001


The Permeability of Different Rubbers to Gases and Its Relation to Diffusivity and Solubility
journal, November 1946


Acid-Doped Polybenzimidazoles: A New Polymer Electrolyte
journal, January 1995


Permeation, diffusion and solution of gases in organic polymers
journal, January 1939


Thermolytic Synthesis of Imprinted Amines in Bulk Silica
journal, July 2003


Structure−Property Relationships for Poly(pyrrolone-imide) Gas Separation Membranes
journal, April 2003


Non-Fluorinated Polymer Materials for Proton Exchange Membrane Fuel Cells
journal, August 2003


Anhydrous Proton-Conducting Polymers
journal, August 2003


Recent advances in the functionalisation of polybenzimidazole and polyetherketone for fuel cell applications
journal, April 2001