Synthesis of a new aromatic diacid containing pyridine ring and related polybenzimidazole

Ma, Tao; Li, Yan Feng; Zhang, Shu Jiang; Yang, Feng Chun; Gong, Chenliang; Zhao, Jiu Jiang

doi:10.1016/j.cclet.2010.04.023

Cited by 12 publications

(2 citation statements)

References 4 publications

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“…23 Hence, it is of significance to improve the properties of PA/PBI, such as proton conductivity and PA retention ability, through physical or chemical modifications. In previous literatures, cross-linking, 13,22,24,25 branching, 26 blending, 21,27 inorganic doping, 11,18,28 acid functionalization [29][30][31] and other modifications 5,32 have been reported as practical ways to improve the performance of the PA/PBI membrane.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and characterization of phosphonated polybenzimidazole membranes with improved proton conductivity for high-temperature proton exchange membrane applications

Wang

Chen

et al. 2022

High Performance Polymers

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The study has synthesized a novel dicarboxylic acid monomer with phosphonate group, 2-((diethoxyphosphoryl)methyl)-[1,1′-biphenyl]-4,4′-dicarboxylic acid (PMDA), and then successfully prepared a series of polybenzimidazole polymers containing methyl-phosphonic acid group and ether group (POPBI-x) via the polycondensation between PMDA, 4,4′-oxybis (benzoic acid) (OBBA) and 3,3′-diaminobenzidine (DAB) in polyphosphoric acid (PPA)/phosphorus pentoxide (P2O5). Meanwhile, the smooth membranes were fabricated via the solution-casting method. Results of TGA, the Fenton’s reagent immersing test, and the tensile test showed that the POPBI-x membranes possessed good thermo-oxidative stability and mechanical properties. Moreover, compared to poly[2,2′-(p-oxydiphenylene)-5,5′-benzimidazole] (OPBI), POPBI-x had a significant enhancement in the phosphoric acid doping level, PA retention ability, and proton conductivity after doped with phosphoric acid (PA) because the methyl-phosphonic acid groups on the backbones enriched the hydrogen bonding interactions between the polymer chain and phosphoric acid. Notably, the POPBI-19 exhibited a high phosphoric acid doping level of approximately 11.3 and excellent proton conductivity of approximately 0.0523 S cm−1 at 180°C under anhydrous conditions.

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Section: Introductionmentioning

confidence: 99%

Synthesis and characterization of phosphonated polybenzimidazole membranes with improved proton conductivity for high-temperature proton exchange membrane applications

Wang

Chen

et al. 2022

High Performance Polymers

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“…Yi and coworkers [19][20][21][22][23] and Liaw and coworkers [24][25][26] have successively prepared various PIs with the symmetrical-substituted pyridine structure in the backbone, which exhibited excellent heat resistance, good processability, and considerable mechanical properties. Moreover, many other polymers containing pyridine ring in the backbone, namely, polyamide, 27,28 polyester, 29,30 polybenzimidazole, 31,32 also have been extensively investigated, and all presented excellent comprehensive properties. However, this consideration had been less taken on the aryl propargyl ethers.…”

Section: Introductionmentioning

confidence: 99%

Thermal properties of diacetylene–containing polymer prepared from propargyl-terminated monomer with pyridine

Yang

Jiang

et al. 2016

High Performance Polymers

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A novel diacetylene-containing main chain-type polymer, poly[2,6-bis(4-propargyl-oxy-benzoyl)pyridine] (P 1 ), was synthesized via oxidative coupling reaction with a new propargyl-terminated monomer, 2,6-bis(4-propargyl-oxy-benzoyl)pyridine (M 1 ), which was incorporated a substituted pyridine into the molecular chain of model monomer, 4,4 0 -bis(propargyl-oxy)benzophenone (M 0 ). The structures of the new monomer and the resulting polymer were verified by Fourier transform infrared and proton nuclear magnetic resonance spectroscopies. Differential scanning calorimetry was used to investigate the curing behaviors of M 1 and P 1 . The onset curing temperature of M 1 was 199.0 C, and the exothermic enthalpy of M 1 was 973.4 J g À1 , while the initial curing temperature for polymer P 1 reduced by 48 C and the exothermic enthalpy was almost half. Thermogravimetric analysis (TGA) showed the excellent thermal stabilities of M 1 and its polymer in argon atmosphere (the decomposition temperatures at 5% weight loss were 446 C for M 1 and 370 C for P 1 and their char yields at 800 C exceeded 71%). The above TGA data were superior to that of the model monomer (M 0 ) and its polymer (P 0 ) under the same conditions.

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Investigation of sequence isomer effects in AB-polybenzimidazole polymers

Gulledge

Chen

Benicewicz

2013

J. Polym. Sci. Part A: Polym. Chem.

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In the present work, a unique series of random polybenzimidazole (PBI) copolymers consisting of the recently reported novel isomeric AB‐PBI (i‐AB‐PBI) and the well known AB‐PBI were synthesized. The i‐AB‐PBI incorporates additional linkages (2,2 and 5,5) in the benzimidazole sequence when compared with AB‐PBI. Random copolymers, varying in composition at 10 mol % increments, were synthesized to evaluate the effects of sequence isomerism in the polymer main chain without altering the fundamental chemical composition or functionality of a polymer chain consisting of 2,5‐benzimidazole units. Polymer solutions were prepared in polyphosphoric acid (PPA) and cast into membranes using the sol–gel PPA process. The resulting polymers were found to have high inherent viscosities (>2.0 dL/g) and showed elevated membrane proton conductivities (∼0.2 S/cm) under anhydrous conditions at 180 °C. Fuel cell performance evaluations were conducted, and an average output voltage ranging from 0.5 to 0.60 V at 0.2 A/cm2 was observed for hydrogen/air at an operational temperature of 180 °C without applied backpressure or humidification. Herein, we report for the first time glass transition (Tg) temperatures for AB‐PBI, i‐AB‐PBI, and an anomalous Tg effect for the series of randomized PBIs. © 2013 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2014, 52, 619–628

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Synthesis of a new aromatic diacid containing pyridine ring and related polybenzimidazole

Cited by 12 publications

References 4 publications

Synthesis and characterization of phosphonated polybenzimidazole membranes with improved proton conductivity for high-temperature proton exchange membrane applications

Synthesis and characterization of phosphonated polybenzimidazole membranes with improved proton conductivity for high-temperature proton exchange membrane applications

Thermal properties of diacetylene–containing polymer prepared from propargyl-terminated monomer with pyridine

Investigation of sequence isomer effects in AB-polybenzimidazole polymers

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