RT Journal Article
T1 V-shaped pyranylidene/triphenylamine-based chromophores with enhanced photophysical, electrochemical and nonlinear optical properties
A1 Gámez-Valenzuela, Sergio
A1 Neusser, David
A1 Benitez-Martín, Carlos
A1 Najera, Francisco
A1 Guadix, Juan A.
A1 Moreno-Yruela, Carlos
A1 Villacampa, Belén
A1 Ponce Ortíz, Rocío
A1 Ludwigs, Sabine
A1 Andreu, Raquel
A1 Ruiz Delgado, M. Carmen
K1 Fluorescence
K1 Electrons
K1 Dimerization
K1 Tetrahydrofuran
K1 Chromophore-Assisted Light Inactivation
K1 Chemical oxidation
K1 Fluorescencia
K1 Electrones
K1 Dimerización
K1 4-Butirolactona
K1 Inactivación por luz asistida por cromóforos
K1 Oxidación química
AB We report the synthesis and comprehensive study of two chromophores based on 4H-pyranylidene moiety as a part of the π-conjugated spacer. Triphenylamine (TPA) acts as donor and tricarbonitrile-based electron-accepting groups complete these V-shaped D–A–D architectures (A, acceptor; D, donor). Their electrochemical, photophysical and nonlinear optical properties are analyzed in detail by using a joint experimental and theoretical approach. The two chromophores exhibit near-infrared fluorescence, large Stokes shift, enhanced emission in tetrahydrofuran/water mixtures and good photostability. Additionally, the dimerization of triphenylamine groups to tetraphenylbenzidine (TPB) takes place upon electrochemical and chemical oxidation showing their peculiar electrochemical behavior and film formation capabilities. Interestingly, high molecular first hyperpolarizabilities and two-photon absorption cross-sections were found, highlighting their potential applications in electro-optical devices. Overall, our work demonstrates that these near-infrared (NIR) fluorescent chromophores are versatile materials with a myriad of applications ranging from optoelectronics to biological applications.
PB Royal Society of Chemistry
YR 2021
FD 2021-05-25
LK http://hdl.handle.net/10668/4531
UL http://hdl.handle.net/10668/4531
LA en
NO Gámez-Valenzuela S, Neusser D, Benitez-Martín C, Najera F, Guadix JA, Moreno-Yruela C, et al. V-shaped pyranylidene/triphenylamine-based chromophores with enhanced photophysical, electrochemical and nonlinear optical properties. Material Advances. 2021,2, 4255-4263
DS RISalud
RD Apr 14, 2025