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Keywords = polynorbornene dicarboximide

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20 pages, 2685 KB  
Article
Synthesis and Gas Permeability of Polynorbornene Dicarboximides Bearing Sulfonyl Moieties
by Alejandro Onchi, Lisandra Rubio-Rangel, Arlette A. Santiago, Brian Omar Marín-Méndez, Mar López-González and Joel Vargas
Polymers 2026, 18(1), 62; https://doi.org/10.3390/polym18010062 - 25 Dec 2025
Viewed by 1112
Abstract
This work reports on the synthesis and ring-opening metathesis polymerization (ROMP) of two novel homologous sulfonyl-containing norbornene dicarboximide monomers, specifically, N-4-(trifluoromethylsulfonyl)phenyl-norbornene-5,6-dicarboximide (1a) and N-4-(trifluoromethylsulfonyl)phenyl-7-oxanorbornene-5,6-dicarboximide (1b) using the Grubbs 2nd generation catalyst (I). The polymers are [...] Read more.
This work reports on the synthesis and ring-opening metathesis polymerization (ROMP) of two novel homologous sulfonyl-containing norbornene dicarboximide monomers, specifically, N-4-(trifluoromethylsulfonyl)phenyl-norbornene-5,6-dicarboximide (1a) and N-4-(trifluoromethylsulfonyl)phenyl-7-oxanorbornene-5,6-dicarboximide (1b) using the Grubbs 2nd generation catalyst (I). The polymers are thoroughly characterized by nuclear magnetic resonance (NMR), Fourier transform infrared spectroscopy (FT-IR), thermomechanical analysis (TMA), thermogravimetric analysis (TGA), atomic force microscopy (AFM), and X-ray diffraction (XRD), among other techniques. A comparative study of gas transport in membranes based on these ROMP-prepared polymers is performed and the gases studied are hydrogen, oxygen, nitrogen, carbon dioxide, methane, ethylene and propylene. It is found that the presence of sulfonyl pendant groups in the polymer backbone increases the gas permselectivity in slight detriment of the gas permeability compared to a polynorbornene dicarboximide lacking sulfonyl groups. The membrane of the sulfonyl-containing polymer with an oxygen heteroatom in the cyclopentane ring, 2b, is also found to have one of the largest permselectivity coefficients reported to date for the separation of H2/C3H6 in glassy polynorbornene dicarboximides. Full article
(This article belongs to the Special Issue Advanced Polymeric Membranes: From Fabrication to Application)
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19 pages, 4245 KB  
Article
Synthesis and Characterization of Thiol-Functionalized Polynorbornene Dicarboximides for Heavy Metal Adsorption from Aqueous Solution
by Alejandro Onchi, Carlos Corona-García, Arlette A. Santiago, Mohamed Abatal, Tania E. Soto, Ismeli Alfonso and Joel Vargas
Polymers 2022, 14(12), 2344; https://doi.org/10.3390/polym14122344 - 9 Jun 2022
Cited by 5 | Viewed by 3943
Abstract
The contamination of water resources with heavy metals is a very serious concern that demands prompt and effective attention due to the serious health risks caused by these contaminants. The synthesis and ring-opening metathesis polymerization (ROMP) of norbornene dicarboximides bearing thiol pendant groups, [...] Read more.
The contamination of water resources with heavy metals is a very serious concern that demands prompt and effective attention due to the serious health risks caused by these contaminants. The synthesis and ring-opening metathesis polymerization (ROMP) of norbornene dicarboximides bearing thiol pendant groups, specifically, N-4-thiophenyl-exo-norbornene-5,6-dicarboximide (1a), N-4-(methylthio)phenyl-exo-norbornene-5,6-dicarboximide (1b) and N-4-(trifluoromethylthio)phenyl-exo-norbornene-5,6-dicarboximide (1c), as well as their assessment for the removal of heavy metals from aqueous systems, is addressed in this work. The polymers were characterized by NMR, SEM and TGA, among others. Single and multicomponent aqueous solutions of Pb2+, Cd2+ and Ni2+ were employed to perform both kinetic and isothermal adsorption studies taking into account several experimental parameters, for instance, the initial metal concentration, the contact time and the mass of the polymer. In general, the adsorption kinetic data fit the pseudo-second-order model more efficiently, while the adsorption isotherms fit the Freundlich and Langmuir models. The maximum metal uptakes were 53.7 mg/g for Pb2+, 43.8 mg/g for Cd2+ and 29.1 mg/g for Ni2+ in the SH-bearing polymer 2a, 46.4 mg/g for Pb2+, 32.9 mg/g for Cd2+ and 27.1 mg/g for Ni2+ in the SCH3-bearing polymer 2b and 40.3 mg/g for Pb2+, 35.9 mg/g for Cd2+ and 27.8 mg/g for Ni2+ in the SCF3-bearing polymer 2c, correspondingly. The better performance of polymer 2a for the metal uptake was ascribed to the lower steric hindrance and higher hydrophilicity imparted by –SH groups to the polymer. The results show that these thiol-functionalized polymers are effective adsorbents of heavy metal ions from aqueous media. Full article
(This article belongs to the Special Issue Novel Wastewater Treatment Applications Using Polymeric Materials)
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