Fast, reversible optical sensing of NO2 using 5,10,15,20-tetrakis[3,4-bis(2-ethylhexyloxy)phenyl]-21H,23H-porphine assemblies

Dooling, Colin M.; Worsfold, O.; Richardson, T.; Tregonning, Rose; Vysotsky, Myroslav O.; Hunter, Chris; Kato, Keizo; Shinbo, Kazunari; Kaneko, Futao

doi:10.1039/b006342h

Cited by 60 publications

(50 citation statements)

References 9 publications

(15 reference statements)

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“…Porphyrins have been shown to be promising for the creation of sensing devices of a low price and easy use that could be applied to electronic nose technologies. In particular and based on the photophysical properties of porphyrins, their potential use for the construction of optical devices for gas sensing has attracted great attention [ 3 , 4 , 5 , 6 ].…”

Section: Introductionmentioning

confidence: 99%

Free-Base Carboxyphenyl Porphyrin Films Using a TiO2 Columnar Matrix: Characterization and Application as NO2 Sensors

Roales

Pedrosa

Guillén

et al. 2015

Sensors

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The anchoring effect on free-base carboxyphenyl porphyrin films using TiO2 microstructured columns as a host matrix and its influence on NO2 sensing have been studied in this work. Three porphyrins have been used: 5-(4-carboxyphenyl)10,15,20-triphenyl-21H,23H-porphyrin (MCTPP); 5,10,15,20-tetrakis(4-carboxyphenyl)-21H,23H-porphyrin (p-TCPP); and 5,10,15,20-tetrakis(3-carboxyphenyl)-21H,23H-porphyrin (m-TCPP). The analysis of UV-Vis spectra of MCTPP/TiO2, p-TCPP/TiO2 and m-TCPP/TiO2 composite films has revealed that m-TCPP/TiO2 films are the most stable, showing less aggregation than the other porphyrins. IR spectroscopy has shown that m-TCPP is bound to TiO2 through its four carboxylic acid groups, while p-TCPP is anchored by only one or two of these groups. MCTPP can only be bound by one carboxylic acid. Consequently, the binding of p-TCPP and MCTPP to the substrate allows them to form aggregates, whereas the more fixed anchoring of m-TCPP reduces this effect. The exposure of MCTPP/TiO2, p-TCPP/TiO2 and m-TCPP/TiO2 films to NO2 has resulted in important changes in their UV-Vis spectra, revealing good sensing capabilities in all cases. The improved stability of films made with m-TCPP suggests this molecule as the best candidate among our set of porphyrins for the fabrication of NO2 sensors. Moreover, their concentration-dependent responses upon exposure to low concentrations of NO2 confirm the potential of m-TCPP as a NO2 sensor.

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Section: Introductionmentioning

confidence: 99%

Free-Base Carboxyphenyl Porphyrin Films Using a TiO2 Columnar Matrix: Characterization and Application as NO2 Sensors

Roales

Pedrosa

Guillén

et al. 2015

Sensors

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“…Further details regarding this setup can be found elsewhere. 20 We obtained the gaseous VOCs by bubbling dry nitrogen through a bottle containing the desired liquid VOC immersed in a temperature-controlled water bath. The resulting gas was composed by dry nitrogen saturated in each VOC, whose concentration can be calculated through its vapor pressure at the corresponding temperature.…”

Section: Gas Exposurementioning

confidence: 99%

Anchoring effect on (tetra)carboxyphenyl porphyrin/TiO₂composite films for VOC optical detection

et al. 2014

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The optical gas sensing properties of Zn-(II) -5,10,15,20-tetra(3-carboxyphenyl)porphyrin (m-ZnTCPP) and Zn-(II)-5,10,15,20-tetra(4-carboxyphenyl)porphyrin (p-ZnTCPP) bound to microcolumnar TiO 2 thin films have been compared and explained in terms of their different molecular structure and anchoring to the titania surface. This different binding has been confirmed by specular reflectance FTIR revealing that m-ZnTCPP is bound by its four carboxylic groups in contrast to p-ZnTCPP where two or three of these groups remain unanchored. As a consequence, the Soret band of the para derivative is blue shifted with respect to the solution, indicating H aggregation, while m-ZnTCPP remained in its monomeric form due to the planar anchoring by the four COOH groups to the titania matrix that would avoid porphyrin aggregation. The sensing performance of the two systems has been assessed by analyzing the spectral changes in their UV-visible spectra under exposure to six volatile organic compounds. Although the highly porous and non-dispersive TiO 2 matrix allow good sensing ability in both cases, the response of the m-ZnTCPP/TiO 2 composite has been found to be more intense and faster than that of p-ZnTCPP.Moreover, the use of identification patterns also indicates that the meta derivative achieves a more selective recognition of the selected analytes. This improvement in the sensing capabilities of m-ZnTCPP has been attributed to the absence of aggregation between adjacent macrocycles.

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“…The solvents for polymerization were purified according to the standard methods. Dipyrromethane,42 3,4‐bis(2‐ethylhexyloxy)benzal‐dehyde,43 4‐bromo‐2,6‐diisopropylaniline,44 1,7‐dibromoperylene‐3,4,9,10‐tetracarboxylic acid dianhydride,45, 46 and N,N ′‐bis[(2,6‐diisopropyl)phenyl]‐1,7‐dibromoperylene‐3,4,9,10‐tetracarboxdiimid47 ( SPe ) were synthesized according to the procedures in the literature.…”

Section: Methodsmentioning

confidence: 99%

Construction of diads and triads copolymer systems containing perylene, porphyrin, and/or fullerene blocks

Wang

Huang

et al. 2006

J. Polym. Sci. A Polym. Chem.

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A series of conjugated copolymers containing perylene, porphyrin, and/or fullerene units on the main chain have been synthesized. The structures and photophysical properties of polymers were characterized by FTIR, NMR, UV-vis, and fluorescence spectroscopy, gel permeation chromatography, and cyclic voltammetry. The photoinduced charge transfer properties of the films were also measured by a three-electrode cell technique. A rapid, steady, and reproducible cathodic photocurrent response for each polymer was produced when the film was irradiated by a white light. The SEM and TEM images displayed the aggregation superstructures of the polymers. In chloroform, polySPeZnP 2 F could form a large quantity of spherical nanoparticles.

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Fast, reversible optical sensing of NO2 using 5,10,15,20-tetrakis[3,4-bis(2-ethylhexyloxy)phenyl]-21H,23H-porphine assemblies

Cited by 60 publications

References 9 publications

Free-Base Carboxyphenyl Porphyrin Films Using a TiO2 Columnar Matrix: Characterization and Application as NO2 Sensors

Free-Base Carboxyphenyl Porphyrin Films Using a TiO2 Columnar Matrix: Characterization and Application as NO2 Sensors

Anchoring effect on (tetra)carboxyphenyl porphyrin/TiO₂composite films for VOC optical detection

Construction of diads and triads copolymer systems containing perylene, porphyrin, and/or fullerene blocks

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Fast, reversible optical sensing of NO2 using 5,10,15,20-tetrakis[3,4-bis(2-ethylhexyloxy)phenyl]-21H,23H-porphine assemblies

Cited by 60 publications

References 9 publications

Free-Base Carboxyphenyl Porphyrin Films Using a TiO2 Columnar Matrix: Characterization and Application as NO2 Sensors

Free-Base Carboxyphenyl Porphyrin Films Using a TiO2 Columnar Matrix: Characterization and Application as NO2 Sensors

Anchoring effect on (tetra)carboxyphenyl porphyrin/TiO2composite films for VOC optical detection

Construction of diads and triads copolymer systems containing perylene, porphyrin, and/or fullerene blocks

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Anchoring effect on (tetra)carboxyphenyl porphyrin/TiO₂composite films for VOC optical detection