Synthesis and characterization of a copper(II) phthalocyanine‐based dye for organic photodetectors

Abstract

Novel copper(II) 4,4 0 ,4 00 ,4 000 -tetra(hexylthienyl)phthalocyanine (CuPc-HT) was synthesized via Stille coupling reaction between 2-trimethylstannyl-5-hexylthiophene and tetra-brominated copper(II) phthalocyanine (CuPc). The incorporation of hexylthiophene to CuPc increased organic solubility, Q-band absorption and p-type characteristics. The bulk heterojunction organic photodetectors (OPDs) were developed by blending CuPc-HT with n-type [6,6]-phenyl-C 71 -butyric acid methyl ester (PC 71 BM). CuPc-HT:PC 71 BM-based devices showed the strong green light detection in the range of 400-600 nm. The measured specific detectivity (D*) was 3.1 Â 10 11 Jones under 530 nm lightemitting diode (LED) light of 0.1 mW/cm 2 at À2 V, which was approximately three times higher than those under 680 nm red LED irradiation. Dynamic characteristics of OPDs were investigated, and the À3 cut-off frequency of CuPc-HT:PC 71 BM devices was extremely high as 0.1 MHz. Notably, the signal response time at À1.0 V was ultrafast to be 9 μs. Even though CuPc-HT:PC 71 BM devices showed insufficient static properties, their dynamic characteristics were comparable with those of state-of-the-art OPDs.

Inducing ring distortions in unsubstituted metallophthalocyanines using axial N-heterocyclic carbenes

“…Phthalocyanines (PcH 2 ) have a diverse coordination chemistry and are used in applications ranging from colourants to electrocatalysts. [1][2][3][4][5][6][7][8] The simplest complexes are those of ringunsubstituted PcH 2 , for which many metal-substituted PcM congeners that span the periodic table are known. However, the extended π system, and the resultant rigid, planar structure of unsubstituted PcM complexes result in a strong tendency for them to aggregate.…”

Synthesis and Characterization of Benzobisoxazole-based Conjugated Polymers for Organic Photodetectors

“…They exhibited a D* value of 1.0 × 10 12 Jones under 530 nm light-emitting diode light of 0.1 mW/cm 2 at -2 V bias. In addition, in the dynamic characteristics of the OPD, they were investigated that the -3 dB cut-off frequency of CuPc-HT:PC 71 BM devices was extremely high at 0.1 MHz, and the signal response time was ultrafast at 9 μs [8] . Kang et al synthesized p-type donor PSBOTz and n-type nonfullerene acceptor (NFA) T2-OEHRH.…”

Recent Advances in Synthetic Routes to Azacycles

“…N -heterocycles, which contain nitrogen atoms, have attracted much attention from scientists because of their unique properties and diverse utilization. N -heterocycles have been employed in many industries, including as dyes, agrochemicals, and materials [ 18 , 19 , 20 , 21 , 22 , 23 , 24 , 25 , 26 , 27 , 28 , 29 ]. In pharmaceuticals, small-molecule drugs contain nitrogen-containing heterocycles and exhibit diverse bioactivities including anti-Alzheimer’s, antivirus, and anticancer behavior [ 30 , 31 , 32 , 33 , 34 , 35 , 36 , 37 , 38 , 39 , 40 , 41 ].…”