000117396 001__ 117396
000117396 005__ 20220908120609.0
000117396 0247_ $$2doi$$a10.1039/d1ma00415h
000117396 0248_ $$2sideral$$a127232
000117396 037__ $$aART-2021-127232
000117396 041__ $$aeng
000117396 100__ $$aGámez-Valenzuela S.
000117396 245__ $$aV-shaped pyranylidene/triphenylamine-based chromophores with enhanced photophysical, electrochemical and nonlinear optical properties
000117396 260__ $$c2021
000117396 5060_ $$aAccess copy available to the general public$$fUnrestricted
000117396 5203_ $$aWe report the synthesis and comprehensive study of two chromophores based on 4H-pyranylidene moiety as a part of the p-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. © 2021 The Royal Society of Chemistry.
000117396 536__ $$9info:eu-repo/grantAgreement/ES/DGA/E47-20R$$9info:eu-repo/grantAgreement/ES/ISCIII/RD12-0006-0012$$9info:eu-repo/grantAgreement/ES/MICINN/PID2019-104293GB-I00$$9info:eu-repo/grantAgreement/ES/MICINN/PID2019-104307GB-I00-AEI-10.13039-501100011033$$9info:eu-repo/grantAgreement/ES/MICINN/PID2019-110305GB-I00$$9info:eu-repo/grantAgreement/ES/MICINN/RTI2018-095410-B-I00
000117396 540__ $$9info:eu-repo/semantics/openAccess$$aby-nc$$uhttp://creativecommons.org/licenses/by-nc/3.0/es/
000117396 592__ $$a0.667$$b2021
000117396 594__ $$a2.0$$b2021
000117396 593__ $$aMaterials Science (miscellaneous)$$c2021$$dQ2
000117396 593__ $$aChemistry (miscellaneous)$$c2021$$dQ2
000117396 655_4 $$ainfo:eu-repo/semantics/article$$vinfo:eu-repo/semantics/publishedVersion
000117396 700__ $$aNeusser D.
000117396 700__ $$aBenitez-Martin C.
000117396 700__ $$aNajera F.
000117396 700__ $$aGuadix J.A.
000117396 700__ $$aMoreno-Yruela C.
000117396 700__ $$0(orcid)0000-0001-9814-0834$$aVillacampa B.$$uUniversidad de Zaragoza
000117396 700__ $$aPonce Ortiz R.
000117396 700__ $$aLudwigs S.
000117396 700__ $$aAndreu R.
000117396 700__ $$aRuiz Delgado M.C.
000117396 7102_ $$12003$$2395$$aUniversidad de Zaragoza$$bDpto. Física Materia Condensa.$$cÁrea Física Materia Condensada
000117396 773__ $$g2, 13 (2021), 4255-4263$$pMater. adv.$$tMaterials Advances$$x2633-5409
000117396 8564_ $$s5362964$$uhttps://zaguan.unizar.es/record/117396/files/texto_completo.pdf$$yVersión publicada
000117396 8564_ $$s3345865$$uhttps://zaguan.unizar.es/record/117396/files/texto_completo.jpg?subformat=icon$$xicon$$yVersión publicada
000117396 909CO $$ooai:zaguan.unizar.es:117396$$particulos$$pdriver
000117396 951__ $$a2022-09-08-11:58:34
000117396 980__ $$aARTICLE