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Push–Pull Amino Succinimidyl Ester Thiophene‐Based Fluorescent Dyes: Synthesis and Optical Characterization
Author(s) -
Sotgiu Giovanna,
Galeotti Matteo,
Samorí Cristian,
Bongini Alessandro,
Mazzanti Andrea
Publication year - 2011
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201100142
Subject(s) - thiophene , chromophore , fluorescence , conjugated system , photochemistry , polymer , absorption (acoustics) , chemistry , red shift , combinatorial chemistry , materials science , polymer chemistry , organic chemistry , optics , physics , quantum mechanics , galaxy , composite material
The design and synthesis of new fluorescent dyes with emission range at 490–650 nm are described. Their structural and electronic properties have been characterized by both experimental techniques and quantum‐chemical calculations. The chromophores are donor–π‐bridge–acceptor push–pull compounds with a π bridge of phenyl and thiophene rings and their combination. Compared with previous thiophene fluorophores, these dyes show significant redshift in the absorption and emission spectra and offer compact, red‐emitting fluorophores. The dyes have amino succinimidyl active ester and can be readily conjugated to proteins, polymers and other amino‐group‐containing materials.