2,1,3-苯并噻二唑类溴化物的合成及其性质研究

The Synthesis and Properties Research of Bromide Based on 2,1,3-benzothiadiazole

2,1,3-苯并噻二唑(BT)由苯环和噻唑环构成,具有较强大的共面性、吸电子能力、较好的空气稳定性和高载流子迁移率,可作为受体材料。另外,噻吩基为含有S原子的五元环结构,也具有强的供电子能力,两者通常被作为受体单元广泛应用于有机合成中。本文以2,1,3-苯并噻二唑为基体,引入噻吩基团以及溴原子进行改性,合成了4,7-双(2-溴-5-噻吩基)-2,1,3-苯并噻二唑。通过IR、NMR、MS来表征其分子结构和UV-Vis、PL研究其光谱性质。通过实验数据,发现引入溴原子后,产物的UV-Vis光谱产生相应的红移,其薄膜的UV-Vis光谱覆盖至700nm,且其荧光发射发生猝灭,表明了产物具有优良的光吸收性能。

2,1,3-benzothiadiazole （BT） is composed of benzene ring and thiazole ring, with a powerful coplanar property, electronic absorption ability, good stability and high carrier mobility, can be used as receptor material. Moreover, the thiophene ring is containing S atom, also has the good electron-donating ability. Both of them are usually used as acceptor units in organic synthesis. Based on 2,1,3-benzothiadiazole, thiophenes and bromine were introduced in order to modify the properties of resulting compound, and get 4,7-bis（5-bromothiophen-2-yl）-2,1,3 -benzothiadiazole as final product. IR, NMR and the mass spectrum were utilized to characterize the molecular structure, then UV-Vis and PL were utilized to study the spectroscopic properties. We found that after the introduction of bromine atoms, the UV-Vis spectra red-shifts and covers up to 700 nm in thin film absorption, meanwhile the PL emission was quenched, indicating good UV-Vis absorption ability.