Kotnik Tomaž, Menart Svit, Adam Žan, Bitenc Jan, Ciber Luka, Grošelj Uroš, Petek Nejc, Štefane Bogdan, Svete Jurij, Genorio Boštjan
University of Ljubljana, Faculty of Chemistry and Chemical Technology, Večna pot 113, 1000 Ljubljana, Slovenia.
National Institute of Chemistry, Hajdrihova 19, 1000 Ljubljana, Slovenia.
Polymers (Basel). 2024 Sep 24;16(19):2700. doi: 10.3390/polym16192700.
In the search for novel polymeric molecules that could be used as electroactive materials, seven novel polyenaminones were prepared in high yields by the transaminative polymerization of resorcinol-derived bis-enaminones with - and -phenylenediamine and with 2,5-diaminohydroquinone. The obtained polymers show very low solubility in organic solvents and absorb UV light and visible light at wavelengths below 500 nm. All the obtained polymeric products were tested for redox activity in a Li battery setup. The 2,5-diaminohydroquinone-derived compound showed the best redox activity, with a maximum capacity of 86 mAh/g and relatively good capacity retention, thus confirming the hydroquinone group as the primary redox-active group. Other potential redox-active groups, such as resorcinol and conjugated carbonyls, showed limited activity, while variations in the phenylene groups and the substitution of phenolic groups in the resorcinol residue did not impact the electrochemical activity of the polymers. Their electrochemical properties, together with their previously established chemical recyclability, make polyenaminones promising scaffolds for the development of materials for sustainable energy storage applications.
在寻找可作为电活性材料的新型聚合物分子的过程中，通过间苯二酚衍生的双烯胺酮与对苯二胺和2,5 - 二氨基对苯二酚的转氨聚合反应，以高产率制备了七种新型聚烯胺酮。所得聚合物在有机溶剂中的溶解度非常低，并在波长低于500 nm的紫外光和可见光区域有吸收。所有得到的聚合物产品都在锂电池装置中测试了氧化还原活性。2,5 - 二氨基对苯二酚衍生的化合物表现出最佳的氧化还原活性，最大容量为86 mAh/g，且容量保持率相对较好，从而证实对苯二酚基团是主要的氧化还原活性基团。其他潜在的氧化还原活性基团，如间苯二酚和共轭羰基，活性有限，而亚苯基的变化以及间苯二酚残基中酚羟基的取代对聚合物的电化学活性没有影响。它们的电化学性质，连同其先前确立的化学可回收性，使得聚烯胺酮成为开发可持续储能应用材料的有前景的支架材料。
