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 language | English (US) |
|---|---|
| Pages (from-to) | 3300-3309 |
| Number of pages | 10 |
| Journal | Macromolecules |
| Volume | 49 |
| Issue number | 9 |
| DOIs | |
| State | Published - May 10 2016 |
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All Science Journal Classification (ASJC) codes
- Organic Chemistry
- Polymers and Plastics
- Inorganic Chemistry
- Materials Chemistry
Cite this
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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 journal › Article
TY - JOUR
T1 - Functionalization of Poly(2,6-dimethyl-1,4-phenylene oxide)s with Hindered Fluorene Side Chains for Anion Exchange Membranes
AU - Zhu, Liang
AU - Pan, Jing
AU - Christensen, Caroline M.
AU - Lin, Bencai
AU - Hickner, Michael Anthony
PY - 2016/5/10
Y1 - 2016/5/10
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=84969699713&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84969699713&partnerID=8YFLogxK
U2 - 10.1021/acs.macromol.6b00578
DO - 10.1021/acs.macromol.6b00578
M3 - Article
AN - SCOPUS:84969699713
VL - 49
SP - 3300
EP - 3309
JO - Macromolecules
JF - Macromolecules
SN - 0024-9297
IS - 9
ER -