一种二酮吡咯并吡咯半导体的合成、表征及在有机薄膜晶体管中的应用

Synthesis and characterization of a pyrrolopyrroledione semiconductor and application in organic thin film transistor

将4-癸基十六烷基引入到3,6-二-(呋喃-2-基)吡咯并[3,4-c]吡咯-1,4(2H,5H)-二酮(DBF)后,与5,5忆-双(三甲基锡烷基)噻吩通过Stille 耦合方法合成给体-受体共聚物PDBFBT-26.通过热重分析)TGA)、差示扫描量热仪(DSC)、紫外-可见(UV-vis)吸收光谱尧循环伏安(CV)分析、X-射线衍射(XRD—)和原子力显微镜(AFM)表征PDBFBT-26 材料的性能、结构和形貌.结果表明:PDBFBT-26 溶解性良好,热稳定性好;4-癸基十六烷基侧链能有效提高聚合物半导体的光电性能,聚合物的光学带隙为1.36 eV,最高占据分子轨道能级(EHOMO)为-5.29 eV,最低未占据分子轨道能级(ELUMO)为-3.93 eV,聚合物链沿边沿取向形成层状晶体结构袁层间距(d-spacing)为2.40 nm,聚合物链之间的π-π堆积距离为0.414 nm.基于PDBFBT-26 聚合物的有机薄膜晶体管(OTFT)器件性能表现良好,空穴迁移率达到1.16 cm2/(V·s).

4-decyl-1-hexadecyl is introduced into 3,6-Di(furan-2-yl)pyrrolo[3,4-c]pyrrole-1, 4(2H,5H)- dione(DBF) and then Stille coupled with 5,5忆-bis(trimethylstannyl) bithiophene to obtain a donor-acceptor (D-A) polymer semiconductor PDBFBT-26. The property, structure and morphology of PDBFBT-26 are characterized by thermogravimetric analysis(TGA), differential scanning calorimetry (DSC), ultraviolet-visible spectrum (UVvis), cyclic voltammetry (CV), X-ray diffraction (XRD) and atomic force microscopy (AFM). The results show that the semiconductor PDBFBT-26 shows good solubility and good thermal stability.The 4-decyl-1-hexadecyl side chain can effectively improve the optoelectronic properties of PDBFBT-26.The optical band gap is 1.36 eV, the energy level of the highest occupied molecular orbital (EHOMO) and the lowest unoccupied molecular orbital (ELUMO) are -5.29 eV and -3.93 eV, respectively. The polymer chains are likely packed in a lamellar crystalline structure with an edge-on orientation, and the d-spacing and π-πstacking distance are 2.40 nm and0.414nm, respectively. The organic thin film transistor devices based on PDBFBT-26 polymer perform well with a hole mobility up to1.16 cm2/(V.s).