Design,Synthesis And Properties Of Perylene Diimide Radical ? Polymers Substituted By Amine Fluorine

In recent years,the application research of organic conjugated molecular free radicals has attracted more and more attention.The photoelectric and magnetic properties shown by its unique electronic structure are considered to be one of the main forces of the new generation of flexible electronic materials.Perylene diimide anion free gene has attracted much attention due to its reducibility,strong near infrared absorption and high photothermal conversion efficiency in the reduction of aryl halides and near infrared photothermal agents.Moreover,perylene diimide with large?conjugated structure is easier to prepare free radical aggregates to stabilize free radicals.In this paper,pentafluorophenyl with strong electron-withdrawing properties was selected as a substitute group to modify the amine site of perylene diimide as the precursor for the next synthesis of perylene diimide radical?polymer.Perylene imide anionic free radical?dimer(?-[TFPDI]₂^2-)and?polymer(?-[TFPDI]_2n^2n-)were prepared in the mixed solution of DMF and ETOH.The related chemical structures were further determined by NMR,FT-IR,MS and other test methods,and their basic properties were studied by UV-Vis and TG.?-[TFPDI]₂^2-exhibits antimagnetism and its characteristic absorption peak is in the range of 500nm-600nm,while?-[TFPDI]_2n^2n-exhibits paramagnetism and its characteristic absorption peak is in the range of 500nm-800nm.Secondly,we found that?-[TFPDI]₂^2-would form hydrogen bonds with DMF molecules in DMF solution and dissociate.The dissociation of?-[TFPDI]₂^2-and?-[TFPDI]_2n^2n-was studied by using organic amines and inorganic bases commonly used in the laboratory.The results showed that in a stronger alkaline solution,alkyl primary amines were more likely to form hydrogen bonds with?-[TFPDI]₂^2-and?-[TFPDI]_2n^2n-to dissociate,and the new free radicals generated by dissociation would form new polymers under the action of solvents.In addition,the preliminary exploration of BFPDI in the detection of alkali was carried out.With the addition of organic amines and inorganic bases,perylene diimide molecules were transformed into corresponding perylene diimide anion radicals,and the type and content of organic amines and alkali have different degrees of response speed,which provides a certain research basis for the application of fluoroperylene diimide in sensors.