Effects of chemical analytes on zinc tetraphenylporphine thin films studied by vibrational spectroscopy and density functional theory

Knoevenagel condensation has been utilized as an alternative way to synthesize a series of β‐vinyl‐substituted porphyrins and porphyrin dyads with good to excellent yields. The condensation of β‐formyl porphyrins and phenylacetonitriles allows control of the substitution pattern and metal centres in the porphyrin dyads, allowing the use of metallated synthons. While the optical and electronic properties of the resulting porphyrin dyes are perturbed by the presence of the cyano substituent, this does not significantly affect their use. For example, Raman spectroscopy, in agreement with density functional theory (DFT) and time‐dependent DFT (TD‐DFT) calculations, show porphyrin electronic transitions with delocalization of frontier molecular orbital electron density onto the β substituent. A comparison of the photovoltaic performance of a carboxylated cyanostyryl condensation product and the unsubstituted analogue in dye‐sensitized solar cells (DSSCs) was made. Although the devices showed similar efficiency, the device containing the cyano‐substituted dye showed an extended incident photon‐to‐current conversion efficiency (IPCE) due to a slight red‐shift in absorption and an increase in photovoltage as a result of a longer electron lifetime. This minimal change in light‐harvesting performance highlights the potential of this Knoevenagel synthetic methodology for producing light‐harvesting porphyrin dyes.

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Synthesis and Light‐Harvesting Potential of Cyanovinyl β‐Substituted Porphyrins and Dyads

Mitchell

Wagner

Barnsley

et al. 2017

Eur J Org Chem

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Influence of metals and substituent on interaction behaviour of metal phthalocyanines combinations with organic vapors

Ridhi

Saini

Tripathi

2023

J Mater Sci: Mater Electron

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Co-TPP functionalized carbon nanotube composites for detection of nitrobenzene and chlorobenzene vapours

Saxena

Saini²,

Verma

2015

Bull Mater Sci

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We report preparation of nanocomposites by non-covalent functionalization of carbon nanotubes (CNTs) with metal-tetraphenylporphyrins (M-TPP). Fourier transform infrared (FTIR) spectroscopy and transmission electron microscopy (TEM) results suggest formation of nanosized clusters of Co-TPP around the CNTs surface. X-ray diffraction studies indicate electronic charge redistribution and strong interactions among CNTs and Co-TPP on functionalization. The films of the hybrid CNT-M-TPP nanocomposite exhibit change in conductivity on exposure to some chemical vapours. In the present work, the films prepared from the cobalt-TPP functionalized CNTs hybrid composites have been investigated for the detection of chlorobenzene (CB) and nitrobenzene (NB) vapours at room temperature. The films show response time of few seconds on exposure to both the NB and CB vapours while the recovery time for NB is significantly different compared to CB. A distinct and highly reproducible response pattern in the relative changes in resistance, recovery and response times on exposure to the vapours of NB, CB and few other chemicals at room temperature has been exploited to differentiate CB and NB vapours from one another. Keywords. Electrical properties; nanostructure materials; porphyrin functionalized carbon nanotubes; sensor for chlorobenzene and nitrobenzene vapour.

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Effects of chemical analytes on zinc tetraphenylporphine thin films studied by vibrational spectroscopy and density functional theory

Cited by 12 publications

References 68 publications

Synthesis and Light‐Harvesting Potential of Cyanovinyl β‐Substituted Porphyrins and Dyads

Synthesis and Light‐Harvesting Potential of Cyanovinyl β‐Substituted Porphyrins and Dyads

Influence of metals and substituent on interaction behaviour of metal phthalocyanines combinations with organic vapors

Co-TPP functionalized carbon nanotube composites for detection of nitrobenzene and chlorobenzene vapours

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