Novel Fluorescent Fluorene-Containing Conjugated Polymers: Synthesis, Photophysical Properties, and Application for the Detection of Common Bisphenols

Conjugated polymers (CPs) are widely used for a variety of applications as a result of their high quantum yields, strong extinction coefficients, and good stability to a variety of experimental conditions. In many cases, the use of conjugated polymer nanoparticles (CPNs) provides additional practical advantages. The ability to understand how the structure of the CP affects its photophysical properties has the potential to significantly accelerate research in this area. In this work we examine 3 CPs, including two novel polymer architectures, and evaluate how the structures of the conjugated side chains affect the photophysical properties of the free polymer chains as well as the properties of aggregated CPNs. Both the linker identity and the terminal aromatic rings of the side chains were found to affect the photophysical properties of the CPs, with the terminal groups leading to the most substantial changes in photophysical properties in all of the polymeric forms (well-solubilized in organic solvent and aggregated in nanoparticles).

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Effects of Structural Variation in Conjugated Side Chains on the Photophysics of Conjugated Polymers in Nanoparticles

Jones

Point

Levine

2019

J. Phys. Chem. B

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Synthesis of carbazole-based dendritic conjugated polymer: a dual channel optical probe for the detection of I⁻ and Hg²⁺

Zhang

et al. 2022

Designed Monomers and Polymers

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A new type of carbazole-based blue-emitting dendritic conjugated polymer, poly[(9,9-dioctyl)-2,7-fluorene-co-4,4’,4”-triphenylamine-co-9-(4-(9H-carbazol-9-yl)butyl)-3,6-carbazole](P), was successfully synthesized by Suzuki coupling reaction. Chemical structures of monomers and polymer were verified by FI-IR and 1 HNMR characterizations. We found that polymer showed a special selectivity and high sensitivity for I − . With the addition of I − , the fluorescent polymer solution was obviously quenched. The polymer showed a special detection effect on I − . However, the fluorescent polymer was obviously restored when Hg 2+ was added to the P/I − system due to the large complexation between I − and Hg 2+ . The anti-interference experiments of probe P/I − showed that other background cations have a slight influence on detecting Hg 2+ , and the calculated detection limit of Hg 2+ reached 9.7 × 10 −8 M, which could be a potential application for a two-channel cyclic detection of I − and Hg 2+ . Additionally, it was found that the theoretical values were in agreement with the experimental data.

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Biocatalytic synthesis of planar chiral macrocycles

Gagnon

Godin

Minozzi

et al. 2020

Science

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Macrocycles can restrict the rotation of substituents through steric repulsions, locking in conformations that provide or enhance the activities of pharmaceuticals, agrochemicals, aroma chemicals, and materials. In many cases, the arrangement of substituents in the macrocycle imparts an element of planar chirality. The difficulty in predicting when planar chirality will arise, as well as the limited number of synthetic methods to impart selectivity, have led to planar chirality being regarded as an irritant. We report a strategy for enantio- and atroposelective biocatalytic synthesis of planar chiral macrocycles. The macrocycles can be formed with high enantioselectivity from simple building blocks and are decorated with functionality that allows one to further modify the macrocycles with diverse structural features.

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Novel Fluorescent Fluorene-Containing Conjugated Polymers: Synthesis, Photophysical Properties, and Application for the Detection of Common Bisphenols

Cited by 3 publications

References 31 publications

Effects of Structural Variation in Conjugated Side Chains on the Photophysics of Conjugated Polymers in Nanoparticles

Effects of Structural Variation in Conjugated Side Chains on the Photophysics of Conjugated Polymers in Nanoparticles

Synthesis of carbazole-based dendritic conjugated polymer: a dual channel optical probe for the detection of I⁻ and Hg²⁺

Biocatalytic synthesis of planar chiral macrocycles

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Novel Fluorescent Fluorene-Containing Conjugated Polymers: Synthesis, Photophysical Properties, and Application for the Detection of Common Bisphenols

Cited by 3 publications

References 31 publications

Effects of Structural Variation in Conjugated Side Chains on the Photophysics of Conjugated Polymers in Nanoparticles

Effects of Structural Variation in Conjugated Side Chains on the Photophysics of Conjugated Polymers in Nanoparticles

Synthesis of carbazole-based dendritic conjugated polymer: a dual channel optical probe for the detection of I− and Hg2+

Biocatalytic synthesis of planar chiral macrocycles

Contact Info

Product

Resources

About

Synthesis of carbazole-based dendritic conjugated polymer: a dual channel optical probe for the detection of I⁻ and Hg²⁺