skip to main content
DOE Patents title logo U.S. Department of Energy
Office of Scientific and Technical Information

Title: Functionalization of Diels-Alder polyphenylene polymers


The present invention relates to functionalized polymers including a poly(phenylene) structure. The structure can include any useful modifications, such as the inclusion of one or more reactive handles having an aryl group. Methods and uses of such structures and polymers are also described herein.

Issue Date:
Research Org.:
Sandia National Lab. (SNL-NM), Albuquerque, NM (United States)
Sponsoring Org.:
OSTI Identifier:
Patent Number(s):
Application Number:
National Technology & Engineering Solutions of Sandia, LLC (Albuquerque, NM)
DOE Contract Number:  
Resource Type:
Resource Relation:
Patent File Date: 2017 Jan 04
Country of Publication:
United States

Citation Formats

Fujimoto, Cy. Functionalization of Diels-Alder polyphenylene polymers. United States: N. p., 2018. Web.
Fujimoto, Cy. Functionalization of Diels-Alder polyphenylene polymers. United States.
Fujimoto, Cy. Tue . "Functionalization of Diels-Alder polyphenylene polymers". United States.
title = {Functionalization of Diels-Alder polyphenylene polymers},
author = {Fujimoto, Cy},
abstractNote = {The present invention relates to functionalized polymers including a poly(phenylene) structure. The structure can include any useful modifications, such as the inclusion of one or more reactive handles having an aryl group. Methods and uses of such structures and polymers are also described herein.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {2018},
month = {8}


Save / Share:

Works referenced in this record:

Branched Polyphenylenes by Repetitive Diels−Alder Cycloaddition
journal, May 2000

  • Shifrina, Zinaida B.; Averina, Marina S.; Rusanov, Alexander L.
  • Macromolecules, Vol. 33, Issue 10, p. 3525-3529
  • DOI: 10.1021/ma991369f

Electrophilic Aromatic Aroylation with CF3‐Bearing Arenecarboxylic Acid Derivatives: Reaction Behavior and Acidic Mediator Dependence
journal, August 2007

  • Akiko, Okamoto; Katsuya, Maeyama; Hideaki, Oike
  • Synthetic Communications, Vol. 37, Issue 16, p. 2701-2715
  • DOI: 10.1080/00397910701465479

Metal Triflimidates: Better than Metal Triflates as Catalysts in Organic Synthesis-The Effect of a Highly Delocalized Counteranion
journal, August 2010

  • Antoniotti, Sylvain; Dalla, Vincent; Duñach, Elisabet
  • Angewandte Chemie International Edition, Vol. 49, Issue 43, p. 7860-7888
  • DOI: 10.1002/anie.200906407

Mecanisme de la C acylation : Etude cinetique du mecanisme de l'acetylation des composes aromatiques catalysee par AlCl3
journal, January 1971

Mécanisme de la C acylation : Étude cinétique du mécanisme de la benzoylation des composés aromatiques catalysee par AlCl3
journal, January 1971

Trifluoromethanesulfonic-Carboxylic Anhydrides, Highly Active Acylating Agents
journal, April 1972

  • Effenberger, Franz; Epple, Gerhard
  • Angewandte Chemie International Edition in English, Vol. 11, Issue 4, p. 299-300
  • DOI: 10.1002/anie.197202991

Catalytic Friedel-Crafts Acylation of Aromatic Compounds
journal, April 1972

  • Effenberger, Franz; Epple, Gerhard
  • Angewandte Chemie International Edition in English, Vol. 11, Issue 4, p. 300-301
  • DOI: 10.1002/anie.197203001

Backbone stability of quaternized polyaromatics for alkaline membrane fuel cells
journal, December 2012

Vanadium redox flow battery efficiency and durability studies of sulfonated Diels Alder poly(phenylene)s
journal, July 2012

Ionomeric Poly(phenylene) Prepared by Diels−Alder Polymerization:  Synthesis and Physical Properties of a Novel Polyelectrolyte
journal, June 2005

  • Fujimoto, Cy H.; Hickner, Michael A.; Cornelius, Christopher J.
  • Macromolecules, Vol. 38, Issue 12, p. 5010-5016
  • DOI: 10.1021/ma0482720

Metal triflates and triflimides as Lewis “superacids”: preparation, synthetic application and affinity tests by mass spectrometry
journal, September 2012

  • Gal, Jean-François; Iacobucci, Claudio; Monfardini, Ilaria
  • Journal of Physical Organic Chemistry, Vol. 26, Issue 2, p. 87-97
  • DOI: 10.1002/poc.3019

Synthesis and Characterization of Poly(phenylene)-Based Anion Exchange Membranes for Alkaline Fuel Cells
journal, November 2009

  • Hibbs, Michael R.; Fujimoto, Cy H.; Cornelius, Christopher J.
  • Macromolecules, Vol. 42, Issue 21, p. 8316-8321
  • DOI: 10.1021/ma901538c

Alkaline stability of poly(phenylene)-based anion exchange membranes with various cations
journal, August 2012

  • Hibbs, Michael R.; Hickner, Michael A.; Coughlin, E. Bryan
  • Journal of Polymer Science Part B: Polymer Physics, Vol. 51, Issue 24, p. 1736-1742
  • DOI: 10.1002/polb.23149

Transport in sulfonated poly(phenylene)s: Proton conductivity, permeability, and the state of water
journal, May 2006

Palladium-Catalyzed Phosphonation of Polyphenylsulfone
journal, February 2003

  • Jakoby, Kai; Peinemann, K. V.; Nunes, Suzana P.
  • Macromolecular Chemistry and Physics, Vol. 204, Issue 1, p. 61-67
  • DOI: 10.1002/macp.200290066

Highly selective catalytic Friedel–Crafts acylation and sulfonylation of activated aromatic compounds using indium metal
journal, August 2006

Resonance Stabilized Perfluorinated Ionomers for Alkaline Membrane Fuel Cells
journal, September 2013

  • Kim, Dae Sik; Fujimoto, Cy H.; Hibbs, Michael R.
  • Macromolecules, Vol. 46, Issue 19, p. 7826-7833
  • DOI: 10.1021/ma401568f

An operationally flexible fuel cell based on quaternary ammonium-biphosphate ion pairs
journal, August 2016

  • Lee, Kwan-Soo; Spendelow, Jacob S.; Choe, Yoong-Kee
  • Nature Energy, Vol. 1, Issue 9, Article No. 16120
  • DOI: 10.1038/nenergy.2016.120

Polymer Electrolyte Membranes Derived from New Sulfone Monomers with Pendent Sulfonic Acid Groups
journal, December 2010

  • Li, Nanwen; Shin, Dong Won; Hwang, Doo Sung
  • Macromolecules, Vol. 43, Issue 23, p. 9810-9820
  • DOI: 10.1021/ma102107a

Synthesis and properties of sulfonated poly(phenylene sulfone)s without ether linkage by Diels–Alder reaction for PEMFC application
journal, February 2014

Factors enabling high mobility of protons and water in perfluorosulfonate membranes under low hydration conditions
journal, February 2014

  • Maalouf, Manale; Sun, Che-Nan; Pyle, Brandon
  • International Journal of Hydrogen Energy, Vol. 39, Issue 6, p. 2795-2800
  • DOI: 10.1016/j.ijhydene.2013.11.006

Anion exchange membranes for alkaline fuel cells: A review
journal, July 2011

  • Merle, Géraldine; Wessling, Matthias; Nijmeijer, Kitty
  • Journal of Membrane Science, Vol. 377, Issue 1-2, p. 1-35
  • DOI: 10.1016/j.memsci.2011.04.043

Stable Elastomeric Anion Exchange Membranes Based on Quaternary Ammonium-Tethered Polystyrene-b-poly(ethylene-co-butylene)-b-polystyrene Triblock Copolymers
journal, September 2015

Aluminum Chloride as a Solid Is Not a Strong Lewis Acid
journal, April 2006

  • Murthy, J. Krishna; Gross, Udo; Rüdiger, Stephan
  • The Journal of Physical Chemistry B, Vol. 110, Issue 16, p. 8314-8319
  • DOI: 10.1021/jp0601419

Secondary Benzylation Using Benzyl Alcohols Catalyzed by Lanthanoid, Scandium, and Hafnium Triflate
journal, November 2003

  • Noji, Masahiro; Ohno, Tomoko; Fuji, Koji
  • The Journal of Organic Chemistry, Vol. 68, Issue 24, p. 9340-9347
  • DOI: 10.1021/jo034255h

Phosphonated and sulfonated polyhphenylsulfone membranes for fuel cell application
journal, November 2006

  • Parcero, Ethel; Herrera, Rafael; Nunes, Suzana P.
  • Journal of Membrane Science, Vol. 285, Issue 1-2, p. 206-213
  • DOI: 10.1016/j.memsci.2005.12.065

Carboxylated and Sulfonated Poly(arylene- co -arylene sulfone)s:  Thermostable Polyelectrolytes for Fuel Cell Applications
journal, September 2002

  • Poppe, D.; Frey, H.; Kreuer, K. D.
  • Macromolecules, Vol. 35, Issue 21, p. 7936-7941
  • DOI: 10.1021/ma012198t

Trifluoromethanesulfonamides and Related Compounds
journal, November 2012

  • Shainyan, Bagrat A.; Tolstikova, Ljudmila L.
  • Chemical Reviews, Vol. 113, Issue 1, p. 699-733
  • DOI: 10.1021/cr300220h

An efficient method for aromatic Friedel–Crafts alkylation, acylation, benzoylation, and sulfonylation reactions
journal, January 2001

Structurally-Defined, Sulfo-Phenylated, Oligophenylenes and Polyphenylenes
journal, September 2015

  • Skalski, Thomas J. G.; Britton, Benjamin; Peckham, Timothy J.
  • Journal of the American Chemical Society, Vol. 137, Issue 38, p. 12223-12226
  • DOI: 10.1021/jacs.5b07865

Evaluation of hydrogen and methanol fuel cell performance of sulfonated diels alder poly(phenylene) membranes
journal, January 2010

  • Stanis, Ronald J.; Yaklin, Melissa A.; Cornelius, Chris J.
  • Journal of Power Sources, Vol. 195, Issue 1, p. 104-110
  • DOI: 10.1016/j.jpowsour.2009.06.082

Evaluation of Diels–Alder poly(phenylene) anion exchange membranes in all-vanadium redox flow batteries
journal, June 2014