Synthesis, Spectral Properties of Zinc Hexadecafluorophthalocyanine (ZnPcF₁₆) and Its Application in Organic Thin Film Transistors

Abstract

A stable n-type semiconductor material, ZnPcF 16 , was synthesized and characterized by infrared (IR), UV-vis and uorescence spectra. ZnPcF 16 showed a monomer characteristic in 1, 2-dichlorobenzene (DCB) while exhibited an aggregation property in tetrahydrofuran (THF) and dimethylformamide (DMF). The ZnPcF 16 /p-6p (ZnPcF 16 on p-6p) organic thin lm transistors (OTFTs) using ZnPcF 16 as an active layer and p-6p as an inducing layer was fabricated by the physical vapor deposition technique. The ZnPcF 16 semiconductor lm was characterized by XRD and SEM. And the results showed that ZnPcF 16 molecules can be oriented after the employment of the p-6p inducing layer. Charge carrier eld-effect mobility (µ) and threshold voltage (V T ) of the ZnPcF 16 /p-6p OTFTs were 1.3 × 10 −2 cm 2 /V s and 22 V, respectively.

Correlation between the Fluorination Degree of Perfluorinated Zinc Phthalocyanines, Their Singlet Oxygen Generation Ability, and Their Photoelectrochemical Response for Phenol Sensing

“…Choosing the appropriate solvent is essential to obtain isolated PS species. Though H 16 PcZn is soluble in dimethyl sulfoxide and toluene, , F 16 PcZn has low solubility in most polar and nonpolar solvents and, when solubilized, its aggregated form is mainly present. , A mixed solvent system, 20:80 vol % EtOH/toluene, was found to be suitable for spectroscopic studies in solution since toluene ensures the solubility of the PS, while the presence of EtOH prevents aggregation by coordination to the Zn ion, , in agreement with the above structural discussion.…”

“…6,7 Tuning the peripheral groups can improve solubility, single-site isolation, photocatalytic reactivity, and even increase resistance to self-oxidation. Replacing peripheral, labile C−H bonds by electron-withdrawing substituents, such as F, in zinc 1,2, 3,4,8,9,10,11,15,16,17,18,22,23,24,25-hexadecafluoro-29H,31H-phthalocyanine (F 16 PcZn), led to an enhanced resistance against self-oxidation and also to poor solubility in solvents due to stacking. 1,7,8 The generation of single-site isolated species was achieved by introducing bulky i-C 3 F 7groups at the periphery of fluorinated Pc rings, as in zinc(II), 1,4,8,11,15,18,22,25-octafluoro-2,3,9,10,16,17,23,24-octakisperfluoroisopropyl-perfluorophthalocyanine (F 64 PcZn) resulting in an improved solubility in organic solvents, photocatalytic efficiency, and chemical and thermal stability.…”

Influence of Fluorosubstitution on the Structure of Zinc Phthalocyanine Thin Films

“…[14] X-ray diffraction patterns for ZnPc and ZnPcF 4 polycrystalline powders obtained in the range from 2.5 to 40° 2θ are shown in Figure 2. The ZnPc powder pattern fully coincides with the calculated one on the basis of the known β-ZnPc structural data [30] (monoclinic P2 1 /a, a=19.274 (5), b=4.8538 (15), c=14.553(4) Å, β=120.48(2)°). The ZnPcF 4 powder pattern is similar to that of CoPcF 4 and PdPcF 4 [6,7] and has single phase composition.…”

“…Thin films of both unsubstituted and substituted metal phthalocyanine (MPc) derivatives are of considerable interest as active layers of chemical sensors [1,2] and field effect transistors. [3][4][5] Introduction of various substituents into the phthalocyanine macrocycle can significantly alter thin films structure and morphology and in its turn leads to the change of their electrical and sensing properties. [6][7][8][9][10][11] Introduction of electron withdrawing fluorine substituents has been shown to change the molecular packing both in single crystals [12][13][14] and in thin films [15] compared to unsubstituted phthalocyanines.…”

Influence of the Fluorination of Iron Phthalocyanine on the Electronic Structure of the Central Metal Atom

“…Because of their unique optical, electronic, and magnetic properties, transition metal phthalocyanines (TMPcs) have been extensively investigated. , A broad variety of applications of metal phthalocyanines are known, among them optoelectronic devices, − in which the electronic structure in thin films is of particular importance. Most recently, magnetic properties came in the focus of interest for future applications in quantum information processing and organic spintronics. − …”