A Novel Azo-Linked Polymer Bearing Trifluoromethyl Groups for I 2 Capture

• Published in: Macromolecular rapid communications. 2023-05, Vol.44 (10), p.e2200982
• Main Authors: Li, Long, Sun, Ze-Bang, Yang, Ai-Ai, Zhang, Xiao-Sa, Zhu, Xiao-Yu, Li, Wen-Ze, Liu, Yu, Luan, Jian
• Format: Article
• Language: English
• Subjects: Ethanol; Hydrocarbons, Fluorinated - chemistry; Iodine; Polymers; Solvents
• ISSN: 1022-1336; 1521-3927
• DOI: 10.1002/marc.202200982

In this work, a novel three nitro-group-bearing monomer 3,6-dinitro-9-(2-trifluoromethyl-4-nitrophenyl)-carbazole (Car-3NO -CF ) via a CN coupling reaction between 3,6-dinitro-9H-carbazole (Car-2NO ) and 2-chloro-5-nitrobenzotrifluoride is synthesized, and obtained single crystal and single crystal analysis data for this compound. The crystal system of Car-3NO -CF is monoclinic and it has a P 21/c space group. This new monomer (Car-3NO -CF ) is also utilized to synthesize a novel azo-linked polymer (Azo-Car-CF ). The trifluoromethyl group has polar CF bonds, and thus it is an effective functional group for the capture of iodine. Azo-Car-CF has great thermal stability with a mass loss of only 10% at 414 °C, as well as good chemical stability as is demonstrated by its low solubility in common organic solvents such as tetrahydrofuran (THF), acetone, methanol, ethanol, and N,N-dimethylformamide (DMF). The specific surface area of Azo-Car-CF can reach as high as 335 m  g . Azo-Car-CF exhibits an excellent capacity for iodine adsorption and can reach up to 1198 mg g in cyclohexane solution, and its adsorption capacity for iodine vapor can get to 2100 mg g . In addition, ethanol can be used to trigger the release of the captured iodine to be easily released from Azo-Car-CF .