Abstract
Copolymer networks containing Tröger's base units TBP1-3 were synthesized in very good yields from a Sonogashira cross-coupling reaction of a specially designed diethynyl Tröger's base synthon TB with various tetrabrominated aryl derivatives. Thermogravimetric analysis (TGA) of TBP1-3 discloses high 10% weight loss temperature values reaching up to 443 °C. Nitrogen adsorption measurements of the target copolymers TBP1-3 reveal a strong correlation between porosity and the geometry of the aryl spacer whose inflexible rigid structure (biphenyl, TBP1), contorted configuration (spirobifluorene, TBP2), or fused aromatic structure (pyrene, TBP3) affords Brunauer-Emmett-Teller (BET) surface areas ranging from ~586 m2 g−1 to ~620 m2 g−1. Inspection of the iodine adsorption properties of TBP1-3 reveals their significant uptake of iodine vapors reaching a maximum of 440 wt% for TBP1 whereas TBP2 exhibits a very good removal efficiency of iodine solution in hexane attaining 77% (qe = 192 mg g−1). Furthermore, reusability tests disclose the possibility to regenerate the polymers even after several iodine adsorptions-desorption cycles.
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