TY - JOUR
T1 - Meta-Dimethoxy-Substituted Difluoroboron Dibenzoylmethane Poly(Lactic Acid) Nanoparticles for Luminescence Anisotropy
AU - Zhuang, Meng
AU - Perkins, Anna
AU - DeRosa, Christopher A.
AU - Butler, Tristan
AU - Demas, James N.
AU - Fraser, Cassandra L.
N1 - Publisher Copyright:
© 2018 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
PY - 2018/11
Y1 - 2018/11
N2 - Difluoroboron β-diketonates derivatives are dyes with tunable fluorescence and room temperature phosphorescence when embedded in a rigid matrix such as poly(lactic acid) (PLA). Both fluorescence and phosphorescence are present in solid-state PLA, enabling a variety of applications such as bio-imaging and oxygen sensing. Here, a meta-dimethoxy-substituted difluoroboron dibenzoylmethane [BF2dbm(m-OMe)2OH] is prepared, and two PLA polymers [BF2dbm(m-OMe)2PLA] with different dye loadings are produced. Optical properties are studied in solution, and the emissions are environment sensitive. This is supported by density functional theory (DFT) calculations where intramolecular charge transfer is present and related to solvatochromism. Nanoparticles are fabricated with solvents of varied polarities via nanoprecipitation. Dynamic light scattering indicates dimethylformamide generates the smallest nanoparticles and tetrahydrofuran the largest. Luminescence polarization establishes that the absorbing and emitting dipoles are single axis and collinear. Förster resonance energy transfer within the nanoparticles is important and depends strongly on dye loadings.
AB - Difluoroboron β-diketonates derivatives are dyes with tunable fluorescence and room temperature phosphorescence when embedded in a rigid matrix such as poly(lactic acid) (PLA). Both fluorescence and phosphorescence are present in solid-state PLA, enabling a variety of applications such as bio-imaging and oxygen sensing. Here, a meta-dimethoxy-substituted difluoroboron dibenzoylmethane [BF2dbm(m-OMe)2OH] is prepared, and two PLA polymers [BF2dbm(m-OMe)2PLA] with different dye loadings are produced. Optical properties are studied in solution, and the emissions are environment sensitive. This is supported by density functional theory (DFT) calculations where intramolecular charge transfer is present and related to solvatochromism. Nanoparticles are fabricated with solvents of varied polarities via nanoprecipitation. Dynamic light scattering indicates dimethylformamide generates the smallest nanoparticles and tetrahydrofuran the largest. Luminescence polarization establishes that the absorbing and emitting dipoles are single axis and collinear. Förster resonance energy transfer within the nanoparticles is important and depends strongly on dye loadings.
KW - difluoroboron β-diketonate
KW - luminescence
KW - polarization anisotropy
KW - poly(lactic acid) nanoparticles
KW - solvatochromism
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U2 - 10.1002/macp.201800240
DO - 10.1002/macp.201800240
M3 - Article
AN - SCOPUS:85052791283
SN - 1022-1352
VL - 219
JO - Macromolecular Chemistry and Physics
JF - Macromolecular Chemistry and Physics
IS - 22
M1 - 1800240
ER -