TY - JOUR
T1 - Energy-efficient hydrogen separation by AB-type ladder-polymer molecular sieves
AU - Ghanem, Bader
AU - Swaidan, Raja
AU - Ma, Xiaohua
AU - Litwiller, Eric
AU - Pinnau, Ingo
N1 - KAUST Repository Item: Exported on 2020-10-01
Acknowledgements: This research was supported by King Abdullah University of Science and Technology baseline funding for Ingo Pinnau.
PY - 2014/7/19
Y1 - 2014/7/19
N2 - The synthesis, microstructures, and exceptional gas transport properties of two new soluble ladder polymers, polymers of intrinsic microporosity (TPIM-1 and TPIM-2) containing triptycene moieties substituted with branched isopropyl and linear propyl chains at the 9,10-bridgeheads were reported. The precursor A-B monomers were modified with an o -difluoride functionality for enhanced activation for nucleophilic aromatic substitution. In a Schlenk tube, a mixture of the A-B monomer, 18-crown-6, anhydrous DMF and anhydrous potassium carbonate was stirred at 155 °C under nitrogen atmosphere for 20 min followed by the addition of toluene. The reaction was continued for another 45 min and more toluene was added. After another 45 min the reaction mixture was cooled to room temperature and poured into methanol. Slow evaporation of filtered, dilute 3-5 wt% chloroform solutions from a leveled glass plate yielded isotropic polymer films. Dry membranes were soaked in methanol for 24 h, air-dried, and then heated at 120°C for 24 h under high vacuum to remove any traces of residual solvent. TPIM-1 exhibits simultaneous boosts in permeability and selectivity, which highlights the significant potential of an isopropyl-substituted triptycene moiety as a contortion center for ladder PIMs.
AB - The synthesis, microstructures, and exceptional gas transport properties of two new soluble ladder polymers, polymers of intrinsic microporosity (TPIM-1 and TPIM-2) containing triptycene moieties substituted with branched isopropyl and linear propyl chains at the 9,10-bridgeheads were reported. The precursor A-B monomers were modified with an o -difluoride functionality for enhanced activation for nucleophilic aromatic substitution. In a Schlenk tube, a mixture of the A-B monomer, 18-crown-6, anhydrous DMF and anhydrous potassium carbonate was stirred at 155 °C under nitrogen atmosphere for 20 min followed by the addition of toluene. The reaction was continued for another 45 min and more toluene was added. After another 45 min the reaction mixture was cooled to room temperature and poured into methanol. Slow evaporation of filtered, dilute 3-5 wt% chloroform solutions from a leveled glass plate yielded isotropic polymer films. Dry membranes were soaked in methanol for 24 h, air-dried, and then heated at 120°C for 24 h under high vacuum to remove any traces of residual solvent. TPIM-1 exhibits simultaneous boosts in permeability and selectivity, which highlights the significant potential of an isopropyl-substituted triptycene moiety as a contortion center for ladder PIMs.
UR - http://hdl.handle.net/10754/563633
UR - http://doi.wiley.com/10.1002/adma.201401328
UR - http://www.scopus.com/inward/record.url?scp=84915789461&partnerID=8YFLogxK
U2 - 10.1002/adma.201401328
DO - 10.1002/adma.201401328
M3 - Article
C2 - 25043652
SN - 0935-9648
VL - 26
SP - 6696
EP - 6700
JO - Advanced Materials
JF - Advanced Materials
IS - 39
ER -