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Assessing electronic properties of desymmetrized heterocyclic patterns: towards tuning small molecules for photovoltaic applications

Published online by Cambridge University Press:  27 November 2020

Oscar González-Antonio ,
Rebeca Yépez ,
María Magdalena Vázquez-Alvarado ,
Blas Flores-Pérez ,
Norberto Farfán ,
Carlos Amador-Bedolla ,
Margarita Romero-Ávila  and
Rosa Santillan
Oscar González-Antonio
Affiliation:
Facultad de Química, Departamento de Química Orgánica. Universidad Nacional Autónoma de México. Ciudad Universitaria, 04510 Ciudad de México, México.
Rebeca Yépez
Affiliation:
Departamento de Química. Centro de Investigación y de Estudios Avanzados del IPN, CINVESTAV. Apdo. Postal 14-740, 07000 Ciudad de México, México.
María Magdalena Vázquez-Alvarado
Affiliation:
Facultad de Química, Departamento de Química Orgánica. Universidad Nacional Autónoma de México. Ciudad Universitaria, 04510 Ciudad de México, México.
Blas Flores-Pérez
Affiliation:
Facultad de Química, Departamento de Química Orgánica. Universidad Nacional Autónoma de México. Ciudad Universitaria, 04510 Ciudad de México, México.
Norberto Farfán*
Affiliation:
Facultad de Química, Departamento de Química Orgánica. Universidad Nacional Autónoma de México. Ciudad Universitaria, 04510 Ciudad de México, México.
Carlos Amador-Bedolla
Affiliation:
Facultad de Química, Departamento de Física y Química Teórica. Universidad Nacional Autónoma de México. Ciudad Universitaria, 04510 Ciudad de México, México
Margarita Romero-Ávila*
Affiliation:
Facultad de Química, Departamento de Química Orgánica. Universidad Nacional Autónoma de México. Ciudad Universitaria, 04510 Ciudad de México, México.
Rosa Santillan*
Affiliation:
Facultad de Química, Departamento de Química Orgánica. Universidad Nacional Autónoma de México. Ciudad Universitaria, 04510 Ciudad de México, México.
*
*corresponding authors: [email protected]; [email protected]; [email protected]
*corresponding authors: [email protected]; [email protected]; [email protected]
*corresponding authors: [email protected]; [email protected]; [email protected]
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Abstract

A series of highly attainable desymmetrized heterocyclic compounds with Donor-Acceptor-Donor-Acceptor-X (D-A-D-X) architectures were synthesized. The structures, where X corresponds to a heteroaromatic portion (pyridine, ferrocene, thiadiazolopyridine), were designed through computational analysis. Molecular geometries for all compounds were studied and parameters of charge transfer were computed in order to analyse the behaviour in each architecture. Spectroscopic properties (maximum absorption wavelengths, extinction coefficients and HOMO-LUMO gaps) were predicted and measured experimentally. UV-Vis absorption profiles and values of HOMO-LUMO optical gaps (in the vicinity of 2.0 eV), together with the computational results, are properties that position the obtained systems, as potential candidates for developing efficient photovoltaic materials based on synthetically accessible small organic molecules.

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Articles
Information
MRS Advances , Volume 5 , Issue 61: International Materials Research Congress XXIX , 2020 , pp. 3171 - 3184
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Copyright
Copyright © The Author(s), 2020, published on behalf of Materials Research Society by Cambridge University Press

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