Push-pull thiophene chromophores for electro-optic applications: from 1D linear to beta-branched structures

Rothe, C ; Neusser, D ; Hoppe, N ; Dirnberger, K ; Vogel, W ; Gamez-Valenzuela, S ; Navarrete, JTL ; Villacampa, Belén (Universidad de Zaragoza) ; Berroth, M ; Delgado, MCR ; Ludwigs, S

Resumen: We report the synthesis and characterization of a novel series of push-pull chromophores bearing 1D linear and beta-branched thiophenes as pi-conjugated spacers between a 2, 2, 4, 7-tetramethyl-1, 2, 3, 4-tetrahydroquinoline electron donor unit and dicyano- and tricyanovinylene electron acceptor groups. The effect of the introduction of beta-thiophenes on the linear and nonlinear (NLO) optical properties as well as electrochemical and thermal data is studied in detail by performing a comparative study between the branched and 1D linear systems. In addition, a parallel DFT computational study is used to evaluate structure-property relationships. The non-linear optical behavior of the molecules both in solution and in solid state as electro-optic (EO) films using a guest-host approach shows very promising performance for electro-optic applications with high molecular first hyperpolarizabilities (mu beta) of 4840 x 10(-48) esu and electro-optic coefficients r(33) reaching 650 pm V-1. One highlight is that the electro-optic films of the beta-branched chromophores are superior in terms of thermal stability in device operation as measured by a transmissive modified reflective Teng-Man method. This work provides guidelines for the design of improved electro-optic materials including beta-branched chromophores which could be useful for practical EO applications, where both enhanced beta and r(33) values together with chemical and thermal stability are necessary.

Idioma: Inglés

DOI: 10.1039/c9cp05640h

Año: 2020

Publicado en: PHYSICAL CHEMISTRY CHEMICAL PHYSICS 22, 4 (2020), 2283-2294
ISSN: 1463-9076

Factor impacto JCR: 3.676 (2020)

Categ. JCR: PHYSICS, ATOMIC, MOLECULAR & CHEMICAL rank: 8 / 37 = 0.216 (2020) - Q1 - T1
Categ. JCR: CHEMISTRY, PHYSICAL rank: 77 / 162 = 0.475 (2020) - Q2 - T2

Factor impacto SCIMAGO: 1.052 - Physics and Astronomy (miscellaneous) (Q1) - Physical and Theoretical Chemistry (Q1)

Financiación: info:eu-repo/grantAgreement/ES/DGA/E14-17R
Financiación: info:eu-repo/grantAgreement/ES/UZ/23427

Tipo y forma: Artículo (PostPrint)

Área (Departamento): Área Física Materia Condensada (Dpto. Física Materia Condensa.)