A class of triphenyl dioxazinimide diploid derivatives and preparation method thereof

Abstract

A class of diploid derivatives of triphenyldioxazinimide and a preparation method thereof belong to the technical field of organic synthesis. The material is a triphenyldioxazinimide derivative with large conjugation and space distortion. It adopts monobrominated triphenyl dioxazinimide, under the catalysis of copper powder, synthesized by C-C single bond coupling method. Triphenyldioxazinimide diploid semiconductor materials have excellent solubility in common organic solvents, strong absorption in the visible light region, high molar extinction coefficient, and good redox characteristics and electron transport properties. Applied in the field of organic optoelectronics.

Description

technical field [0001] The invention relates to a class of triphenyl dioxazine imide diploid derivatives and a preparation method, which belong to the field of organic synthesis. Background technique [0002] The whole molecule of triphenyl dioxazine imide is composed of central triphenyl dioxazine skeleton and two sides of biscarboxyimide. Its advantages are: strong absorption in the visible light region, high molar extinction coefficient, fluorescence quantum yield, good photostability and thermal stability, etc., it is a kind of organic semiconductor material with excellent performance. The 6- and 14-positions of triphenyldioxazinide are affected by the electron withdrawing groups on both sides of the imide, and the reactivity is strong, which is prone to aromatic electrophilic substitution reaction, which can introduce halogen into triphenyldioxazinyl. imines, more complex chemical modifications to the parent. [0003] In 2017, our group designed and synthesized a conj...

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Problems solved by technology

[0003] In 2017, our research group designed and synthesized a conjugated bridged triphenyldioxazinimide diploid structure, but the known triphenyldioxazinimide diploid structures all contain conjugated bridge phases. Connection, does not involve the study of triphenyldioxazinimide diploids directly connected by C-C single bonds. The diploid structure directly connected by C-C single bonds can produce steric torsion to inhibit molecular aggregation, through chemical modification of its structure , is expected to obtain N-type semiconductor materials with excellent photoelectric performance

So far, there are no diploid derivatives of triphenyldioxazine imides directly connected by C-C bonds

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