Preparation of Organic Zn-Phthalocyanine-Based Semiconducting Materials and Their Optical and Electrochemical Characterization

Abstract

In order to increase the species of organic semiconductors, new Zn-phthalocyanines-based organic materials were synthesized and characterized. The new compounds have been characterized by 1 H and 13 C using NMR, FTIR, and UV-Vis. The absorption, fluorescence, and electrochemical properties were also studied. Green photoluminescence was observed in dilute solutions. In solid thin films, - * interactions influenced the optical properties, and redshifted photoluminescence spectra were obtained; red emissions for ZnPAL (647 nm) and ZnPTr (655 nm) were found. By cyclic voltammetry, the electrochemical band gap was estimated to be 1.94 and 1.17 eV for ZnPAl and ZnPTr, respectively. Single-layer diode devices of an indium tin oxide/Znphthalocyanine/aluminum configuration were fabricated and showed relatively low turn-on voltages (3.3 V for ZnPAl and 3 V for ZnPTr).

New Development of Membrane Base Optoelectronic Devices

“…The permeation of the water molecules into the device structure induces degradation of both the electrodes and the semiconductor itself. Metallophthalocyanines (MPcs), as organic semiconductors, have shown outstanding electronic and optical properties for optoelectronic materials, which is a consequence of their electronic delocalization [ 1 , 2 , 3 , 4 , 5 , 6 ]. These properties include, as well, photosensitivity, flexible structural modification and strong absorbance in the 600–800 nm region [ 4 , 7 , 8 ].…”

“…These properties include, as well, photosensitivity, flexible structural modification and strong absorbance in the 600–800 nm region [ 4 , 7 , 8 ]. Also, it is known that the bandgap energy between HOMO (Highest Occupied Molecular) and LUMO (Lowest Unoccupied Molecular Orbital) can be tuned for these materials, as well as for photoluminescence (PL) and light absorption [ 5 , 6 , 9 ]. MPcs, formed by certain type of substituents or functional groups in their structure, present great chemical stability and are insoluble in most solvents [ 10 ], but not in water [ 10 , 11 , 12 ].…”

Sulfanyl Porphyrazines with Morpholinylethyl Periphery—Synthesis, Electrochemistry, and Photocatalytic Studies after Deposition on Titanium(IV) Oxide P25 Nanoparticles

“…For all these values (eV), the calculations of the first oxidation and the first reduction were adjusted to the ferrocene’s energy level at −4.8 eV. The value of 4.8 eV refers to a standard electrode potential for normal hydrogen electrode (NHE) at −4.6 eV on the zero vacuum level scale, and a value of 0.2 eV versus NHE for the potential of ferrocene standard [ 59 , 60 ]. The calculated electrochemical energy gap was slightly higher for magnesium(II) porphyrazine 4 than for zinc(II) complex 5 ( Figure 4 and Table 2 ).…”

Optoelectronic Properties of New Synthesized Phtalocyanine

“…4-nitrophtalimide 1 was prepared by nitration of phtalimide using nitric acid and sulfuric acid in presence of an ice bath as described before by Hajri.A [8].…”