Method for preparing novel organic field effect transistor material

Abstract

The present invention relates to a method for preparing a novel organic field effect transistor material of a pyrrolo[3,2-b]pyrrole fused ring compound. The method includes the main steps of: 1) producing 6,12-dichloro diazocine from a diazocine compound under the action of phosphorus pentachloride; and 2) producing the target pyrrolo[3,2-b]pyrrole fused ring compound through reductive coupling of 6,12-dichloro diazocine under the action of a zinc powder and acid. The invention is characterized in that: 1) compared with the conventional synthetic strategy by a C-N bond to build a key reaction, the synthetic route takes the C-C bond built reduction coupling reaction as a key step, and the mehtod is simple, efficient and wide in universality; 2) reaction raw materials and reagents are cheap and easily available, reaction operation is simple and easy for amplification and for industrial production; 3) the remaining pyrrolo[3,2-b]pyrrole fused ring compounds obtained by the invention are firstly synthesized except for DBPP which has been reported, and the method can provide a variety of novel organic semiconductor materials with potential application values.

Description

[0001] technical field [0002] The invention relates to a novel organic field effect transistor material pyrrolo[3,2- b ] The preparation method of pyrrole condensed ring compound. [0003] Background technique [0004] Among various organic semiconductor materials, linear acene molecules and oligothiophenes are the two most studied types. (See Anthony, J. E. Chem. Rev. 2006, 106 , 5028-5048. Murphy, A. R.; Fréchet, J. M. J. Chem. Rev. 2007, 107 , 1066-1096.) For example, the linear acene molecule pentacene, the field effect mobility can reach 5.5 cm 2 ?V -1 ?s -1 , which has become a benchmark for evaluating the properties of other materials in the field of organic electronics. However, pentacene and other acene molecules with more benzene rings are less stable in air due to their higher HOMO (Highest Occupied Molecular Orbital) energy level, and are prone to photodegradation and Diels-Al De reaction, and difficult to dissolve in common organic solvents, these ...

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Problems solved by technology

[0008] The object of the present invention is to provide a kind of novel organic field effect transistor material pyrrolo[3,2- b ] The preparation method of pyrrole fused ring compound, in order to solve the problems such as the existing synthetic method is loaded down with trivial details and general applicability etc.

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