A highly selective polybenzimidazole‐4,4′‐(hexafluoroisopropylidene)bis(benzoic acid) membrane for high‐temperature hydrogen separation

Choi, Sun Hee; Kim, Da Hye; Kim, Do Young; Han, Jun; Yoon, Chang Won; Ham, Hyung Chul; Kim, Jin Ho; Kim, Hyoung Juhn; Nam, Suk Woo; Lim, Tae Hoon; Han, Jonghee

doi:10.1002/app.42371

Cited by 16 publications

(18 citation statements)

References 35 publications

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“…The polymer obtained at 180°C exhibited all characteristic absorption bands previously described for this polymer. 24,28 –30 The N–H stretching vibrations of the benzimidazole ring were observed in the range of 2800–3500 cm −1 , the bands at 1620 cm −1 and 1400–1550 cm −1 are due to C=N and C=C vibrations, respectively; additional absorptions between 1115 and 1260 cm −1 correspond to the C–F stretching vibrations. The spectra of CF 3 PBI formed at 180°C in short (10 min; B in Figure 4) and longer (45 min; C in Figure 4) reaction times were practically identical and very similar to that of the sample obtained at 140°C after 2 h of the reaction.…”

Section: Resultsmentioning

confidence: 99%

“…The spectrum showed all the typical signals of CF 3 PBI polymer: δ (ppm) 13.22 (1H), 8.39–8.36 (2H), 8.09 (3H), 7.83 (4H), and 7.64–7.62 (5,6H). 29,30…”

Section: Resultsmentioning

confidence: 99%

“…24 The FTIR spectrum of CF 3 PBI prepared under MW is given in Figure 8; it exhibited all typical bands of this polymer as reported earlier. 30…”

Section: Resultsmentioning

confidence: 99%

“…The spectrum showed all the typical signals of CF 3 PBI polymer: (ppm) 13.22 (1H), 8.39-8.36 (2H), 8.09 (3H), 7.83 (4H), and 7.64-7.62 (5,6H). 29,30 Thus, the direct polycondensation between TAB and HFA monomers in ER at 180 C leads to the formation of readily soluble polymers of good molecular weights in only 45 min, which means an approximately tenfold decrease in the reaction time compared to that of the polycondensation at a standard 140 C. It should be noted that we could not visibly detect any feature of decomposition; the polymerization solution even after 1 h at 180 C had the same color as those kept at 140 C.…”

Section: Opbi and Cf 3 Pbi Prepared Under Chmentioning

confidence: 99%

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Eaton’s reagent in polybenzimidazole synthesis

Olvera‐Mancilla

Palacios‐Alquisira

Alexandrova

2017

High Performance Polymers

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The polycondensations of 3,3′-diaminobenzidine with two acids, 4,4′-oxybis(benzoic acid) and hexafluoroisopropylidene bis(benzoic acid), were conducted in Eaton’s reagent at the unusually high temperature of 180°C and under microwave irradiation at 90°C. Both protocols resulted in soluble polybenzimidazoles, OPBI and CF3PBI, of high molecular weights in very short reaction times. The synthesized polybenzimidazoles exhibited high thermostability and excellent mechanical properties. The influence of the reaction conditions on the polymer structure and molecular weights was studied. The “microwave effect” was demonstrated by comparison of the polycondensations conducted under microwave irradiation and conventional heating.

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Section: Resultsmentioning

confidence: 99%

“…The spectrum showed all the typical signals of CF 3 PBI polymer: δ (ppm) 13.22 (1H), 8.39–8.36 (2H), 8.09 (3H), 7.83 (4H), and 7.64–7.62 (5,6H). 29,30…”

Section: Resultsmentioning

confidence: 99%

“…24 The FTIR spectrum of CF 3 PBI prepared under MW is given in Figure 8; it exhibited all typical bands of this polymer as reported earlier. 30…”

Section: Resultsmentioning

confidence: 99%

Section: Opbi and Cf 3 Pbi Prepared Under Chmentioning

confidence: 99%

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Eaton’s reagent in polybenzimidazole synthesis

Olvera‐Mancilla

Palacios‐Alquisira

Alexandrova

2017

High Performance Polymers

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“…22 The absorptions at 1207 cm −1 and 1139 cm −1 are attributable to C–F stretching vibration of PA-1 and CPAs. 38,39 In addition, the peaks at 3297 cm −1 and 1671 cm −1 of PAs and CPAs can be respectively ascribed to N–H and C=O stretching vibrations of amide groups 36 , which confirms the successful synthesis of PAs and CPAs.…”

Section: Resultsmentioning

confidence: 63%

Aromatic polyamides and copolyamides containing fluorene group

Zhu¹,

Yang²,

He³

et al. 2017

High Performance Polymers

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A series of new aromatic polyamides (PAs) and copolyamides (CPAs) containing fluorene group have been synthesized through polycondensation reaction. The chemical structure was confirmed by Fourier transform infrared and proton nuclear magnetic resonance (1H NMR). PAs and CPAs exhibited the higher thermal stability ( Td15 > 378°C in nitrogen), the higher glass transition temperature ( Tg > 345°C), and excellent solubility in polar solvent. Gas transport properties of the PA and CPA membranes were investigated using different single gases (hydrogen (H2), carbon dioxide (CO2), oxygen (O2), methane (CH4), and nitrogen (N2)). We discussed the effect of chemical structure and operating temperature on gas transport properties. The results show that PA-1 containing a hexafluoroisopropylidene moiety exhibited the highest gas permeability ( PH2 = 12.71 Barrer, PCO2 = 12.26 Barrer, and PO2 = 2.62 Barrer) and reasonably good selectivity ( α(H2/N2) = 27.63, α(CO2/N2) = 26.65, and α(O2/N2) = 5.70) at 25°C and 1 atm. For all the membranes, gas permeability gradually increased with the increase in operating temperature, while the selectivity gradually decreased. These gas permeation results were well correlated with fractional free volume, interchain d-spacing ( dsp), and intermolecular interaction.

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Hydrogen separation using polybenzimidazole membrane with palladium nanoparticles stabilized by polyvinylpyrrolidone

Suhaimi

Leo

Ahmad

2021

Intl J of Energy Research

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An innovation in hydrogen (H 2 ) selective membrane holds the substantial key of H 2 economy. Polymers are the most practical and economical material for membrane fabrication, but their application in H 2 separation is always constrained within the selectivity-permeability "trade-off" boundary. The expensive palladium (Pd) thin films offer higher selectivity by facilitating the dissociation, diffusion and re-association of H 2 gas. This work reports on the incorporation of Pd nanoparticles into polybenzimidazole (PBI) membranes to surpass the mentioned limitations. Pd nanoparticles were synthesized and stabilized in the inversed microemulsion of polyvinylpyrrolidone (PVP) prior to blending. The X-ray diffraction and energy dispersive X-ray results proved the presence of Pd nanoparticles blended into PBI membrane with dense structure. The agglomerated and the stabilized Pd nanoparticles PBI matrix behaved very differently in H 2 adsorption at the rising temperature as shown in temperatureprogrammed reduction results. The ideal H 2 /CO 2 selectivity of PBI membrane with 1 wt% of Pd nanoparticles was improved by 49% compared to the PBI membrane at 150 C. This membrane surpassed the upper bound Robeson plot at 300 C (ideal H 2 /CO 2 selectivity of 83.57; H 2 permeability of 151.73 Barrer) and the H 2 permeation could be correlated with Van't Hoff-Arrhenius equation.

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A highly selective polybenzimidazole‐4,4′‐(hexafluoroisopropylidene)bis(benzoic acid) membrane for high‐temperature hydrogen separation

Cited by 16 publications

References 35 publications

Eaton’s reagent in polybenzimidazole synthesis

Eaton’s reagent in polybenzimidazole synthesis

Aromatic polyamides and copolyamides containing fluorene group

Hydrogen separation using polybenzimidazole membrane with palladium nanoparticles stabilized by polyvinylpyrrolidone

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