Synthesis of a highly emissive carboxylated pyrrolidine-fused chlorin for optical sensing of TATP vapours

• Type: Article in International Scientific Journal
• Date: 2021

Authors

Vargas, AP (Author) Other; Almeida, J (Author) Other; Gamez, F (Author) Other; Roales, J (Author) Other; Queiros, C (Author) Other; Maria Rangel (Author) ICBAS; Lopes Costa, T (Author) Other; Silva, AMG (Author) FCUP; Pedrosa, JM (Author) Other

Journal

Title: Dyes and Pigments

Vol. 195

ISSN: 0143-7208

Publisher: Elsevier

Indexing

ISI Web of Knowledge - 4 Citations

Scopus - 6 Citations

Other information

Authenticus ID: P-00V-CT3

DOI: 10.1016/j.dyepig.2021.109721

Abstract (EN): We describe the synthesis and characterization of a new N-methylpyrrolidine-fused meso-tetracarboxyphenyl-chlorin with highly emissive features. The synthetic approach to obtain the fluorescent chlorin involves the microwave-assisted synthesis of meso-tetrakis (4-methoxycarbonylphenyl)porphyrin, followed by a 1,3-dipolar cycloaddition reaction of this porphyrin with azomethine ylide and, finally, ester hydrolysis under basic conditions. The incorporation and anchoring of the chlorin to a nanostructured porous TiO2 matrix is achieved and optimized for its use as a fluorescent sensor. In particular, we found an efficient detection of the explosive triacetone triperoxide (TATP) in the gas phase. The optical response after analyte exposure is selective and fast, with response time t(50) values of less than 10 min under exposure to TATP saturated vapours.

Language: English

Type (Professor's evaluation): Scientific

No. of pages: 8