Journal
ORGANIC CHEMISTRY FRONTIERS
Volume 9, Issue 16, Pages 4250-4259Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d2qo00778a
Keywords
-
Categories
Funding
- Spanish Ministerio de Ciencia e Innovacion [PID2020-119992GB-I00, PID2019-106358GB-C21, PID2019-106358GB-C22, PID2019-110441RB-C33, PID2019-104293GB-I00, PRE2020-092646]
- European Research and Development Fund (ERDF)
- Consejo Superior de Investigaciones Cientificas [202080I005]
- Junta de Andalucia/University of Malaga [UMA18-FEDERJA-007]
- Junta de Andalucia/University of Huelva [UHU-202070]
Ask authors/readers for more resources
Conveniently modified polycyclic aromatic hydrocarbon (PAH) fluorophores with red-shifted absorption and emission properties and two-photon absorption have been synthesized. The rigid structure of the dyes inhibits non-radiative deactivation and allows for the observation of fluorescence and excited triplet-state formation. These dyes are ideal bimodal chromophores for fluorescence and photosensitization.
Conveniently modified polycyclic aromatic hydrocarbon (PAH) fluorophores are obtained by a bromination-borylation sequence. The bis-borylated dyes show red-shifted absorption (lambda(abs,max) > 450 nm) and emission (lambda(f,max) > 500 nm; phi(f): 0.3-0.5) properties as compared to the parent PAHs. Their centrosymmetric A-pi-A (A: acceptor) structures led to the observation of two-photon absorption (up to 60 GM) in the near-infrared spectral region (>800 nm). The rigid structure shuts down non-radiative deactivation by limiting rotational or vibrational freedom. Thus, the excited-state pathways originating from the excited singlet state are resumed to fluorescence and excited triplet-state formation. The latter is involved in the energy-transfer sensitization of singlet oxygen (phi(Delta): 0.50-0.66). This bipartition provides the setting for the concomitant observation of fluorescence and photosensitization, making these dyes ideal bimodal chromophores.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available