Design,Synthesis,and Photovoltaic Application Of Phthalocyanine Tetraimides And Subphthalocyanine Triimides Electron Acceptors

As an excellent organic semiconductor material,subphthalocyanine(SubPc)and phthalocyanine(Pc)exhibit superior properties such as high molar extinction coefficient and high stability.However,the points that poor solubility,hard to be modified,and high low-lying lowest unoccupied molecular orbital energy levels limit their development in organic solar cells field.In this work,a series of SubPc and Pc acceptors were designed and synthesized,and used in the bulk-heterojunction organic solar cells(BHJOSCs).This work contains two sections as the following.1.Design,synthesis,and photovoltaic application of organic semiconductors based on subphthalocyanine triimides.In this section,nine subphthalocyanine triimides(SubPcTI)with different substituents at imide sites or B atoms were designed and synthesized from commercial o-xylene.These compounds have low-lying lowest unoccupied molecular orbital energy levels(-3.91～-3.98 eV),strong absorption in the range of 450～650 nm,and adjustable solubility,which were expected to be excellent electron acceptors.Non-fullerene bulk heterojunction organic solar cells device based on acceptor 8c showed power conversion efficiency of 4.92%.2.Design,synthesis,and photovoltaic application of organic semiconductors based on phthalocyanine Tetraimides.Soluble phthalocyanine tetraimides(PcTIs)with hydrophobic side chains were designed and synthesized via three routes from commercial o-xylene.Their absorption,fluorescence,electrochemistry,stability,charge mobility,and geometries were investigated.These planar conjugation compounds which can be excellent,solution processable acceptors show strong absorption in 550-850 nm,deep lowest unoccupied molecular orbitals of-3.92 to-3.98 eV,decomposing temperature higher than 400℃,and highest electron mobility of 4.88 × 10-4 cm2 V-1 s-1(SCLC).Bulk heterojunction solar cells based on acceptor CuPcTI-C11 reached power conversion efficiency of 1.17%which is the highest value among phthalocyanine derivatives.