Functionalization of Poly(2,6-dimethyl-1,4-phenylene oxide)s with Hindered Fluorene Side Chains for Anion Exchange Membranes

Liang Zhu, Jing Pan, Caroline M. Christensen, Bencai Lin, Michael Anthony Hickner

Research output: Contribution to journalArticle

62 Citations (Scopus)

Abstract

Functionalization of poly(2,6-dimethyl-1,4-phenylene oxide)s (PPO) was achieved by grafting hindered fluorene-based side chains to PPO via the Suzuki-Miyaura coupling reaction using an appropriate catalyst/ligand system. Using the resulting functionalized PPO, anion-conductive copolymers, PPO with fluorene side chains with pendant alkyltrimethylammonium groups, were synthesized via the Menshutkin reaction. The quaternized copolymers yielded ductile, transparent membranes which were soluble in dimethylformamide, dimethyl sulfoxide, and methanol at room temperature. The fluorene side chain containing membranes showed considerably higher hydroxide ion conductivities, up to 176 mS/cm at 80 °C, compared to that of typical anion exchange membranes based on the benzyltrimethylammonium motif. The results of titration and hydroxide ion conductivity measurements demonstrated excellent chemical stability of the fluorene side chain containing anion exchange membranes (AEMs), even after 1000 h immersion in 1 M NaOH at 80 °C. The results of this study suggest a new and scalable route for the functionalization of PPO and preparation of AEMs for practical alkaline fuel cell applications.

Original languageEnglish (US)
Pages (from-to)3300-3309
Number of pages10
JournalMacromolecules
Volume49
Issue number9
DOIs
StatePublished - May 10 2016

Fingerprint

Polyphenylene oxides
Anions
Ion exchange
Negative ions
Membranes
Oxides
Copolymers
Alkaline fuel cells
Dimethylformamide
Dimethyl sulfoxide
Chemical stability
Ions
Dimethyl Sulfoxide
Titration
Methanol
Ligands
fluorene
poly(2,6-dimethyl-1,4-phenylene oxide)
Catalysts

All Science Journal Classification (ASJC) codes

  • Organic Chemistry
  • Polymers and Plastics
  • Inorganic Chemistry
  • Materials Chemistry

Cite this

Zhu, Liang ; Pan, Jing ; Christensen, Caroline M. ; Lin, Bencai ; Hickner, Michael Anthony. / Functionalization of Poly(2,6-dimethyl-1,4-phenylene oxide)s with Hindered Fluorene Side Chains for Anion Exchange Membranes. In: Macromolecules. 2016 ; Vol. 49, No. 9. pp. 3300-3309.
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Functionalization of Poly(2,6-dimethyl-1,4-phenylene oxide)s with Hindered Fluorene Side Chains for Anion Exchange Membranes. / Zhu, Liang; Pan, Jing; Christensen, Caroline M.; Lin, Bencai; Hickner, Michael Anthony.

In: Macromolecules, Vol. 49, No. 9, 10.05.2016, p. 3300-3309.

Research output: Contribution to journalArticle

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AU - Hickner, Michael Anthony

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