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Molecules 2014, 19(2), 2261-2285; doi:10.3390/molecules19022261

On Tuning the Fluorescence Emission of Porphyrin Free Bases Bonded to the Pore Walls of Organo-Modified Silica

1
Departamento de Química, Universidad Autónoma Metropolitana-Iztapalapa, Av. San Rafael Atlixco 186, Vicentina, D. F. 09340, Mexico
2
Departamento de Física, Universidad Autónoma Metropolitana-Iztapalapa, Av. San Rafael Atlixco 186, Vicentina, D. F. 09340, Mexico
3
Centro de Investigación en Ingeniería y Ciencias Aplicadas, UAEM, Av. Universidad 1001, Col. Chamilpa, C.P. 62209, Cuernavaca Mor., Mexico
*
Author to whom correspondence should be addressed.
Received: 24 December 2013 / Revised: 29 January 2014 / Accepted: 7 February 2014 / Published: 21 February 2014
(This article belongs to the Special Issue Macrocyclic Chemistry)
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Abstract

A sol-gel methodology has been duly developed in order to perform a controlled covalent coupling of tetrapyrrole macrocycles (e.g., porphyrins, phthalocyanines, naphthalocyanines, chlorophyll, etc.) to the pores of metal oxide networks. The resulting absorption and emission spectra intensities in the UV-VIS-NIR range have been found to depend on the polarity existing inside the pores of the network; in turn, this polarization can be tuned through the attachment of organic substituents to the tetrapyrrrole macrocycles before bonding them to the pore network. The paper shows clear evidence of the real possibility of maximizing fluorescence emissions from metal-free bases of substituted tetraphenylporphyrins, especially when these molecules are bonded to the walls of functionalized silica surfaces via the attachment of alkyl or aryl groups arising from the addition of organo-modified alkoxides.
Keywords: porphyrin; fluorescence; tetrapyrrole macrocycles; xerogel; sol-gel porphyrin; fluorescence; tetrapyrrole macrocycles; xerogel; sol-gel
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This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

Quiroz-Segoviano, R.I.Y.; Serratos, I.N.; Rojas-González, F.; Tello-Solís, S.R.; Sosa-Fonseca, R.; Medina-Juárez, O.; Menchaca-Campos, C.; García-Sánchez, M.A. On Tuning the Fluorescence Emission of Porphyrin Free Bases Bonded to the Pore Walls of Organo-Modified Silica. Molecules 2014, 19, 2261-2285.

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