Linear and nonlinear optical spectroscopy of fluoroalkylated BODIPY dyes

CAPES - COORDENAÇÃO DE APERFEIÇOAMENTO DE PESSOAL DE NÍVEL SUPERIORCNPQ - CONSELHO NACIONAL DE DESENVOLVIMENTO CIENTÍFICO E TECNOLÓGICOFAPESP - FUNDAÇÃO DE AMPARO À PESQUISA DO ESTADO DE SÃO PAULOA series of fluoroalkyl-labeled BODIPY dyes have been synthesized with different substituents on the 2- and 6-positions and investigated in terms of their spectroscopic properties. The dyes were decorated with aryl, alkenyl, and alkynyl substituents, respectively. Those substituents are able to expend the dyes' delocalized pi-electron system to different extents. Detailed linear and nonlinear optical spectroscopy methods as well as quantum-chemical calculations have been employed to verify the influence of those different substituents on the electronic distribution and, ultimately, on the molecules' optical properties. From the nonlinear optical measurements, we find that the substituents highly influence the excited-state absorption properties, which could be tuned in wavelength by similar to 100 nm and in magnitude by over 1 order of magnitude, reaching peak values close to 10(-15) cm(2) for one of the alkynyl-containing dyes.A series of fluoroalkyl-labeled BODIPY dyes have been synthesized with different substituents on the 2- and 6-positions and investigated in terms of their spectroscopic properties. The dyes were decorated with aryl, alkenyl, and alkynyl substituents, respectively. Those substituents are able to expend the dyes' delocalized pi-electron system to different extents. Detailed linear and nonlinear optical spectroscopy methods as well as quantum-chemical calculations have been employed to verify the influence of those different substituents on the electronic distribution and, ultimately, on the molecules' optical properties. From the nonlinear optical measurements, we find that the substituents highly influence the excited-state absorption properties, which could be tuned in wavelength by similar to 100 nm and in magnitude by over 1 order of magnitude, reaching peak values close to 10(-15) cm(2) for one of the alkynyl-containing dyes.120845384545CAPES - COORDENAÇÃO DE APERFEIÇOAMENTO DE PESSOAL DE NÍVEL SUPERIORCNPQ - CONSELHO NACIONAL DE DESENVOLVIMENTO CIENTÍFICO E TECNOLÓGICOFAPESP - FUNDAÇÃO DE AMPARO À PESQUISA DO ESTADO DE SÃO PAULOCAPES - COORDENAÇÃO DE APERFEIÇOAMENTO DE PESSOAL DE NÍVEL SUPERIORCNPQ - CONSELHO NACIONAL DE DESENVOLVIMENTO CIENTÍFICO E TECNOLÓGICOFAPESP - FUNDAÇÃO DE AMPARO À PESQUISA DO ESTADO DE SÃO PAULOSem informaçãoSem informação2013/16911-2The Chemical Industry Fund (fellowship to D.K.K.), the Karlsruhe School of Optics & Photonics (fellowship to D.K.K. and A.H.), the Carl Zeiss Foundation (fellowship to A.H.), and the Karlsruhe House of Young Scientists (KHYS, fellowship abroad A.H.) are acknowledged. We acknowledge support from the Deutsche Forschungsgemeinschaft through GRK 2165 and SFB 1176 (project A4 of S.B. and project Q4 of A.B.). J.A.C. and J.A.P.F acknowledge CAPES and CNPQ–Brazilian Funding Agencies for their scholarship, and L.A.P. acknowledges funding from the Sao Paulo State Funding Agency (FAPESP) under the grant 2013/16911-2