NO2 detection at room temperature with copper phthalocyanine thin film devices

Newton, Michael I.; Starke, Thomas; Willis, M. R.; McHale, Glen

doi:10.1016/s0925-4005(00)00542-6

Cited by 95 publications

(53 citation statements)

References 13 publications

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“…4 (a), the correlation coefficients are in the range of 0.911-0.965, which indicates bad correlation. Such a deviation from linearity of the Elovich plot for the adsorption of nitrogen dioxide on iron and copper Pc thin film has been reported earlier [40,41]. On the other hand, the fitting of the toluene vapor adsorption data on the nonperiperhally substituted compounds gives correlation coefficients between 0.993 and 0.997 (Fig.…”

Section: Elovich Modelsupporting

confidence: 74%

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

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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).

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Section: Elovich Modelsupporting

confidence: 74%

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

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“…[2][3][4][5][6][7] Such monolayers are promising candidates for novel catalytic [8][9][10][11][12] and gas sensing applications. [13][14][15][16][17][18][19][20][21][22][23][24][25][26] Their function will depend critically on the molecular electronic structure, which for phthalocyanines containing certain transition metals (such as Cr, Mn, Fe, Co) is quite complex with an open shell structure of the d orbitals and a number of energetically close-lying electronic states. These states can easily be modified by, e.g., changes in the structure of the support surface and the addition of molecular functional groups, but also, as pursued here, by the adsorption of further ligands.…”

Section: Introductionmentioning

confidence: 99%

“…The pre-exponential factor was assumed to be 10 13 Hz. Previous experience has shown that water contamination is a potential problem when adsorbing NH 3 on organometallic compounds under ultrahigh vacuum conditions.…”

mentioning

confidence: 99%

Ammonia adsorption on iron phthalocyanine on Au(111): Influence on adsorbate–substrate coupling and molecular spin

Isvoranu

Wang

Ataman

et al. 2011

The Journal of Chemical Physics

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The adsorption of ammonia on Au(111)-supported monolayers of iron phthalocyanine has been investigated by x-ray photoelectron spectroscopy, x-ray absorption spectroscopy, and density functional theory calculations. The ammonia-induced changes of the x-ray photoemission lines show that a dative bond is formed between ammonia and the iron center of the phthalocyanine molecules, and that the local spin on the iron atom is quenched. This is confirmed by density functional theory, which also shows that the bond between the iron center of the metalorganic complex and the Au (111) substrate is weakened upon adsorption of ammonia. The experimental results further show that additional adsorption sites exist for ammonia on the iron phthalocyanine monolayer.

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“…Copper phthalocyanine (CuPc) has been extensively studied because it is a promising material for several applications, such as solar cells [1], organic light-emitting diodes [2], thin-film transistors [3], and gas-sensing devices [4]. In most cases, it is reported that CuPc was used as thin films deposited on metal electrodes by thermal evaporation because of its high chemical and thermal stabilities.…”

Section: Introductionmentioning

confidence: 99%

Tunneling-Current-Induced Light Emission from Copper Phthalocyanine Thin Films

Uemura

Furumoto

Nakano

et al. 2006

e-J. Surf. Sci. Nanotechnol.

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Molecular fluorescence induced by tunneling electrons from a scanning tunneling microscope was investigated for copper phthalocyanine thin films deposited on the highly ordered pyrolytic graphite and the Au(111) substrates. No light emission was observed from the copper phthalocyanine thin films on the highly ordered pyrolytic graphite substrate, on the other hand, the fluorescence of copper phthalocyanine on the Au(111) substrate was observed with plasmon-mediated light emission related to the Au(111) substrate. These results are due to the differences in the charge injection efficiency and surface plasmon resonance mode of two substrates. The obtained fluorescence did not satisfy the quantum cutoff condition, that is, observed photon energy was higher than the energy of injected electrons.

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NO2 detection at room temperature with copper phthalocyanine thin film devices

Cited by 95 publications

References 13 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

Ammonia adsorption on iron phthalocyanine on Au(111): Influence on adsorbate–substrate coupling and molecular spin

Tunneling-Current-Induced Light Emission from Copper Phthalocyanine Thin Films

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