Design,Synthesis And Application Of Organic Photoelectric Materials Based On Vat Orange 3

Organic semiconductors have great potential for applications in organic field effect transistors(OFETs),organic light-emitting diodes(OLEDs)and organic solar cells(OSCs)because of a variety of categories and flexibility.Vat orange 3 is a cheap and available dye,which possesses a large ? conjugated system and high absorbance.In this thesis,we've synthesized some novel and applied organic molecules,and then investigate their optical and electrical properties.The thesis includes the following parts:1.Small molecule A-Bpin has been synthesized based on vat orange 3 and we investigate its mechanochromic property.From single crystal analysis,we can find there exist weak hydrogen bonds between parallel molecules and these intermolecular interactions enable molecules stack in an analogous J-type aggregate.After PXRD and UV-vis absorption tests of samples before and after grinding,we guess parallel molecules stack in a new mode in which partial overlap of adjacent anthanthrene planes appears through slippage under mechanical grinding.This stacking mode favors excimer formation,and thus the red-shifted fluorescence comes from excimer.2.Small molecule A-DPP has been synthesized based on vat orange 3 and we investigate its photoelectric conversion property.Organic solar cell containing A-DPP as donor and fullerene derivatives or nonfullerene IDIC as an acceptor shows a open circuit voltage(Voc)about 1.0 V but less than 1.0% powder conversion efficiency(PCE).The main reason is that the strong crystallinity of vat orange 3 leads to the formation of donor in bulky aggregates in blended films.Good phase separation can't be attained and high PCE can't be attained either.