We demonstrate organic photovoltaic devices with extremely low synthetic complexity by paring poly(3-hexithiophene) (P3HT) with a novel non-fullerene acceptor (NFA) bis(tri-n-propylsilyl oxide) silicon phthalocyanine ((3PS)2-SiPc). (3PS)2-SiPc possesses a relatively unique...

Silicon phthalocyanines (R 2 -SiPcs) are a family of promising tunable materials for organic electronic applications. We report the chemistry of the synthesis of axially substituted fluorinated SiPcs (tb-Ph) 2 -F x SiPc (where X = 0, 4, 8, or 16) and explore how the degree of fluorination effects optical and electronic properties. A new treatment with boron trichloride was included to obtain Cl 2 -F X SiPcs from F 2 -F X SiPcs, activating the axial position for further functionalization. We observed that as the degree of fluorination increased, so did the electron affinity of the compounds, leading to a drop in frontier orbital levels, as measured by electrochemistry and ultraviolet photoelectron spectroscopy (UPS). The deeper energy levels enabled successful (tb-Ph) 2 -F 4 SiPc and poly [[6,7-difluoro[(2-hexyldecyl)oxy]-[5,8quinoxalinediyl]-2,5-thiophenediyl]] (PTQ10) blends for organic photovoltaics and photodetectors. All four compounds were incorporated in organic thin-film transistors (OTFTs), where the degree of fluorination influenced device operation, changing it from p-type conduction for (tb-Ph) 2 -F 0 SiPc, to ambipolar for (tb-Ph) 2 -F 4 SiPc, and n-type for (tb-Ph) 2 -F 8 SiPc and (tb-Ph) 2 -F 16 SiPc. The OTFT devices made with (tb-Ph) 2 -F 16 SiPc achieved a low average threshold voltage of 7.0 V in N 2 and retained its n-type mobility when exposed to air.

Silicon phthalocyanine (SiPc) derivatives have recently emerged as promising materials for n-type organic thin-film transistors (OTFTs) with the ability to be fabricated either by solid state or solution processes through...

No abstract