Photoinduced energy transfer donor-acceptor systems have received considerable attention due to their electronic and biomedical applications. We report the design and synthesis of the first example of an E-BODIPY-organoboron quinolate donor-acceptor copolymeric system.  Sonagashira polymerization of the BODIPY derivative, 4,4-ethynyl-difluoro-8-nonyl-2,6-diethyl-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene (1)with Bis(4-iodophenyl)boron quinolate (2) yielded the highly fluorescent green emitting copolymer. No significant change in the absorption maximum of S0-S1 transition was observed in the polymer when it was compared with the absorption spectra of monomers 1 and 2. This can be explained by the absence of p-conjugation along the polymer main chain due to the tetrahedral boron hybridization in the BODIPY moiety. Excitation of the organoboron quinolate unit at 264 nm resulted in emission through BODIPY moiety at 525 nm. Emission of the organoboron quinolate unit was completely quenched due to efficient energy transfer from the organoboron quinolate (donor) to the BODIPY (acceptor). Molecular orbital calculations confirmed the feasibility of energy transfer.

Highly efficient energy transfer in a BODIPY-quinolate donor-acceptor polymeric system

245th National Meeting (2013)

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