Influence of peripheral electron-withdrawing substituents on the conductivity of zinc phthalocyanine in the presence of gases. Part 1: reducing gases

Schöllhorn, Bernd; Germain, J.P.; Pauly, Alain; Maleysson, C.; Blanc, Juliette

doi:10.1016/s0040-6090(98)00553-7

Cited by 104 publications

(76 citation statements)

References 24 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…3 indicates that the peripherally substituted compounds exhibited larger sensitivity than non-peripherally substituted film which means that the peripherally substituted compounds exhibited the biggest affinity to the toluene. This is understandable because Germain et al [35] have already observed this type of behavior. The sensing performance of ZnPc and its peripherally substituted derivative hexadecafluorophthalocyanine films against various reducing gases were examined by Germain et al [35].…”

Section: Toluene Sensingmentioning

confidence: 76%

“…This is understandable because Germain et al [35] have already observed this type of behavior. The sensing performance of ZnPc and its peripherally substituted derivative hexadecafluorophthalocyanine films against various reducing gases were examined by Germain et al [35]. It was reported by these workers that the conductivity of the ZnPc film does not change any more in the presence of NH 3 gas, while film of ZnF 16 Pc exhibits high sensitivity to this gas.…”

Section: Toluene Sensingmentioning

confidence: 76%

See 1 more Smart Citation

Toluene vapor sensing characteristics of novel copper(II), indium(III), mono-lutetium(III) and tin(IV) phthalocyanines substituted with 2,6-dimethoxyphenoxy bioactive moieties

Pişkin

Can

Odabaş

et al. 2018

J. Porphyrins Phthalocyanines

View full text Add to dashboard Cite

This study presents the synthesis, characterization and toluene sensing properties of copper(II), indium(III) acetate, mono-lutetium(III) acetate and tin(IV) phthalocyanines substituted with 2,6-dimethoxyphenol bioactive groups at the peripheral and non-peripheral positions. The effects of the substituent's position on the toluene vapor detection capabilities of these compounds were investigated. Adsorption data were analyzed by using first-order and Elovich equations in order to investigate the adsorption kinetics. It was found that the kinetics of the toluene adsorption strongly depends on the position of the substituent groups. Our results showed that the Elovich equation fits the experimental data well for non-peripherally substituted Pc based sensors, while the pseudo first-order model best describes the adsorption data for peripheral substituted Pc based sensors. Some physical, photophysical and photochemical of 2,6-dimethoxyphenoxy substituted metal-free and metallophthalocyanines (indium(III) and zinc(II) Pcs) were investigated by our group [26]. We wondered how copper(II), indium(III), mono-lutetium(III) and tin(IV) Pcs substituted with 2,6-dimethoxyphenoxy bioactive moieties affect the physical, electronic and toluene sensing properties. Hence, highly soluble peripherally and non-peripherally substituted Cu(II), In(III), Lu(III) and Sn(IV) Pcs with 2,6-dimethoxyphenoxy were also synthesized (Scheme 1), and the effects of the position of the substituents and the variety of central metal ions on the their spectroscopic and toluene vapors sensing properties were investigated in this study. KEYWORDS EXPERIMENTAL Materials and Equipment2,6-Dimethoxy-phenoxy substituted phthalonitriles (1 and 2) were obtained by the reaction of 2,6-dimethoxy phenol with 3-nitrophthalonitrile or 4-nitrophthalonitrile through base catalyzed nucleophilic aromatic displacement reaction [26]. All other starting materials and solvents used were obtained commercially. All reactions were carried out under dry nitrogen atmosphere. The novel Pcs (3-10) were successively cleaned by washing with hot acetic acid-water solution by volume 7/3, water, ethanol and acetonitrile in the Soxhlet apparatus. Column chromatography was performed on silica gel 60 for a proper purification of the raw compounds. The purity of the products was tested in each step by thin layer chromotography (Silicagel F-254 coated TLC plate). Melting points of the Pc compounds were found to be higher than 300 °C. IR Spectra and electronic spectra were recorded on a Shimadzu FTIR-8300 (ATR) and a Shimadzu UV-1601 spectrophotometer, respectively. Elemental analyses were performed by the Instrumental Analysis Laboratory of TUBITAK-Ankara. Mass spectra were acquired on a Microflex III MALDI-TOF mass spectrometer (Bruker Daltonics, Germany) equipped with a nitrogen UV-Laser operating at 337 nm in reflectron mode with an average of 50 shots. SynthesisGeneral procedure for the synthesis of metallophth alocyanines (3-10).

show abstract

Section: Toluene Sensingmentioning

confidence: 76%

Section: Toluene Sensingmentioning

confidence: 76%

Toluene vapor sensing characteristics of novel copper(II), indium(III), mono-lutetium(III) and tin(IV) phthalocyanines substituted with 2,6-dimethoxyphenoxy bioactive moieties

Pişkin

Can

Odabaş

et al. 2018

J. Porphyrins Phthalocyanines

View full text Add to dashboard Cite

show abstract

“…It is well known that 25 in the metallo-phthalocyanine complexes the oxidation state of the phthalocyanine ring is Pc(-2), and that the redox processes in the case of zinc(II) phathalocyanines take place in the aromatic phthalocyanine ring [37]. The electrochemical behaviour of different peripherally substituted Zn(II) phthalocyanines has been studied in solution, either in dimethylformamide (DMF) [14,16,38,39] or in dried benzonitrile [40]. In some of these studies, the half-wave redox potentials have been determined and the phthalocyanine ring couples involved in each reduction and oxidation processes have been assigned using spectroelectrochemical techniques.…”

Section: Langmuir-blodgett Filmsmentioning

confidence: 99%

“…Thus, only a few works have focused in thin films of ZnPc [7,8,[14][15][16][17][18]; Schunemann et al [7], Peisert et al [8] 5 and Schöllhorn et al [14,15] investigated films obtained by vapour deposition, Ozoemena et al…”

Section: Introductionmentioning

confidence: 99%

Characterization of Langmuir and Langmuir–Blodgett films of an octasubstituted zinc phthalocyanine

et al. 2014

View full text Add to dashboard Cite

show abstract

“…In particular, zinc phthalocyanines (ZnPc) have received some attention [26] and recent investigations target applications in photodynamic therapy [27][28][29] or as promising materials for organic solar cells [25]. These applications usually require a thin film deposited on a solid substrate.…”

Section: Introductionmentioning

confidence: 99%

Phase separation in mixed monolayers of arachidic acid and a phthalocyanine of zinc

Torrent‐Burgués

2012

Colloids and Surfaces A: Physicochemical and Engineering Aspect

View full text Add to dashboard Cite

Mixed Langmuir and Langmuir-Blodgett films of dissimilar components, arachidic acid and a phthalocyanine of zinc, have been investigated. These compounds form mixed films with phase separation, with domains at the sub-micro scale which are detected by AFM in LB films but not observed by BAM. These domains present different contrast in the surface potential images obtained with SP-AFM and in the friction images. The analysis of the isotherms and of the AFM images, at several compositions, reveals that the components are immiscible. The difference in height between the arachidic acid and the phthalocyanine of zinc phases is in accordance with the heights of the molecules, and points to the presence of a monolayer in the zinc phthalocyanine phase. AFM has revealed as a necessary technique to elucidate the miscibility in mixed films at the nanometric scale. UV-Vis spectroscopy shows changes in the spectra bands of LB films in respect to those in solution, due to the organization of the molecules in the LB film.

show abstract

Influence of peripheral electron-withdrawing substituents on the conductivity of zinc phthalocyanine in the presence of gases. Part 1: reducing gases

Cited by 104 publications

References 24 publications

Toluene vapor sensing characteristics of novel copper(II), indium(III), mono-lutetium(III) and tin(IV) phthalocyanines substituted with 2,6-dimethoxyphenoxy bioactive moieties

Toluene vapor sensing characteristics of novel copper(II), indium(III), mono-lutetium(III) and tin(IV) phthalocyanines substituted with 2,6-dimethoxyphenoxy bioactive moieties

Characterization of Langmuir and Langmuir–Blodgett films of an octasubstituted zinc phthalocyanine

Phase separation in mixed monolayers of arachidic acid and a phthalocyanine of zinc

Contact Info

Product

Resources

About