Synthesis And Application Of 2,5-Dibromo-N-N-Octyl-3,4-Thiophene Dicarboximide

Organic polymer solar cell has attracted a large amount of attention from scientific and industry community because of its advantage such as low cost,e asy processing film and extensive sources of raw materials for a long time. In recent years,as the environmental problem getting worse,it is more meaning ful to study environmental organic polymer solar cell. However, compared with inorganic solar cell, the photoelectric conversion efficiency(PCE) of organic solar cell is still very low, So it is the main direction to look for organic phot ovoltaic materials with excellent performance.In this paper, the operating principle and development situation of polyme r solar cells were introduced,at the same time, we have also designed and o ptimized the synthesis method of monomers. At last, D-A conjugated polymer was synthesized. The specific research content are as follows:1. With thiophene as the raw material, tetrabromothiophene, 3,4-dibromothiophene, 3,4-dicyanothiophene, 3,4-thiophenedicarboxylicacid, N-n-Octyl-3,4- t hiop-hene-dicarboximide, 2,5-Dibromo-N-n-octyl-3,4-thiophenedicarboximide we re synthesized and then the synthetic routes was optimized.2. With 3-hexyl thiophene and 2,5-Dibromo-N-n-octyl-3,4-thiophenedicarbo ximide as the raw material, 2,5-bis[4-hexyl-thiophen-2-yl]-N-n-Octyl-3,4-thiophe nedicarboximide were synthesized and Poly(2,5-bis[4-hexyl-thiophen-2-yl]-N-nOctyl-3,4-thiophene- dicarboximide) was prepared by oxidative polymerization with Fe Cl3.3. 3-hexyl thiophene and 2,5-bis[4-hexyl-thiophen-2-yl]-N-n-Octyl-3,4- thio phenedicarboximide were copolymerized by chemical oxidation polymerization.All of the monomers above were confirmed by IR, 1H-NMR, 13C-NMR, and melting point detection. For polymers,we have investigated UV-visible ab sorption spectroscopy(UV) and fluorescence spectroscopy(FL) to characterize th eir optical properties, differential thermal curve(DSC) and thermogravimetric c urve(TG) to characterize their thermal properties, cyclic voltammetry to chara cterize their electrochemical properties, and Liquid chromatograph to characteri ze their molecular weight. Finally, by calculating all these data, we obtained t he optical band gap, degree of polymerization, decomposition temperature, elec trochemical bandgap and HOMO/LUMO orbital energy of the polymers.