| dc.description.abstract | Generally, when preparing multifunctional π-conjugated materials, most of them are usually prepared using the traditional multi-step name reaction, which is the main method. However, this method has complicated synthesis steps, uses organometallic reagents that are harmful to the environment, and is expensive. Therefore, our research team introduced the concept of green chemistry and tried to use a new type of step-saving synthesis approach to prepare a series of building blocks for π-conjugated organic optoelectronic materials.
In many references, most teams have introduced methoxy, ester, aldehyde, etc. as directing groups at the C3 position of thiophene, but only a few have used halogens as directing groups. Therefore, our team believes that if halogen can be used as a directing group to prepare building blocks for π-conjugated organic optoelectronic materials, its subsequent application can be extended to carry out different functionalization reactions. In this study, 3-bromothiophene and aryl iodide were used as raw materials to synthesize π-conjugated units common in organic optoelectronic materials by palladium-catalyzed direct C-H arylations.
In this study, we discovered that by using 3-bromothiophene as a reactant and under mild reaction conditions, we were able to obtain the arylation product at the C2 position of the thiophene with high selectivity and isolated yields of up to 90 %. Some of the research results also showed that the reaction could occur even under the conditions of pure water without any organic solvent, and the yield was moderate. Furthermore, the reaction exhibited highly regioselective and chemoselective properties.
In addition, we applied the above methodology to the synthesis of novel organic π-conjugated small molecules: MLC01 and MLC02, which were fabricated into hole-transporting layer in perovskite solar cells, with power conversion efficiency of 17.0 % and 11.8 %, respectively. | en_US |