Donor/acceptor vinyl monomers and their polymers: Synthesis, photochemical and photophysical behavior

Zhang, Xin; Li, Zi‐Chen; Li, Kai-Bo; Lin, Song; Du, Fu‐Sheng; Li, Fu‐Mian

doi:10.1016/j.progpolymsci.2006.08.009

Cited by 58 publications

(18 citation statements)

References 261 publications

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“…The structure of BCzPCz was characterized by IR, 1 H NMR and fluorescence spectra. To correlate the polarity influence of the solvent on absorption maximum and fluorescence emission wavelengths, the polarity parameters used well expressed local interactions between solute and solvent, E T (30) (defined by Reichardt) and Δ f following the Lippert‐Matage equation , indicating that the emission wavelength of the compound was red‐shifted and that Stokes shifts increased with increases in solvent polarity. In addition, the fluorescence quantum yield of the compound was obtained.…”

Section: Introductionmentioning

confidence: 99%

Photophysical processes of an intramolecular charge transfer fluorescent dye with carbazole units

et al. 2012

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A carbazole-based compound with intramolecular charge transfer (ICT) characteristics, 3,6-bis-((N-ethylcarbazole-3-)-propene-1-keto)-N-ethylcarbazole (BCzPCz) was synthesized by N-alkylation, acetylation and aldol condensation. BCzPCz was further confirmed by IR and (1)H NMR. The central N-ethylcarbazole was connected with two N-ethylcarbazole units through the propenone group in BCzPCz. N-ethylcarbazole and carbonyl groups were electron donors (D) and acceptors (A), respectively. The UV-vis absorption and fluorescence characteristics of BCzPCz were also investigated in different solvents. Solvatochromism was attributed to ICT complex formation in singlet excited state. Magnitude of the change in the dipole moment was 24.78 D according to Lippert-Mataga equation. Fluorescence of BCzPCz was significantly affected by pH and was quenched in acidic medium. Fluorescence quantum yield of BCzPCz was 0.516 in ethanol. Experimental results showed its potential use as a fluorescence probe and as two-photon absorption material.

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Section: Introductionmentioning

confidence: 99%

Photophysical processes of an intramolecular charge transfer fluorescent dye with carbazole units

et al. 2012

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“…In detail, by introducing the charge transfer (CT) interaction [30,31] between π-electron-rich AN [32,33] and π-electron-poor NDI [34,35] into the polymer film, we here demonstrate an example of surface dual-pattern with reversible topography and 3D fluorescence fabricated through the one-step light direct-writing approach, via tailoring a gradient in the mechanical properties and fluorescence color simultaneously in the photo-cross-linking film (Scheme 1). Both modulus and fluorescence of film are spatially regulated through photodimerization of AN [36][37][38], which are controlled in-plane by a photomask, and become gradient in the vertical direction due to the filtering effect of light.…”

Section: Introductionmentioning

confidence: 99%

Light-Written Reversible 3D Fluorescence and Topography Dual-Pattern with Memory and Self-Healing Abilities

et al. 2019

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To achieve the dynamical dual-pattern with multiplex information of complex topography and 3D fluorescence is challenging yet promising for wide applications ranging from visual bioassays, memory, smart devices to smart display. Here, we develop a convenient, reliable, and versatile method to realize the well-ordered dual-pattern with reversible topography and 3D fluorescence via a light direct-writing approach based on the wrinkle mechanism. By introducing the charge transfer (CT) interaction between π-electron-rich anthracene (AN) and π-electron-poor naphthalene diimide (NDI) into the polymer system, both modulus and fluorescence of the polymer films can be spatially regulated through the photodimerization of AN, which is controlled in-plane by photomasks, and becomes gradient in the vertical direction due to the filter effect of light. Therefore, the exposed sample displays a well-ordered complex pattern with the same topography as the applied photomask and 3D gradient change of fluorescence from red to green laterally across the layers simultaneously. The spatial cross-linking and CT interaction of the gradient layer can be controlled independently, which not only provides the reliability and reversibility of the topographical and fluorescence dual-pattern but also endows the possibility for tailoring the pattern with memory and self-healing. These characters of the dual-pattern with reversible topography and 3D fluorescence declare the clear applications in smart multiplex displays, memory, anticounterfeiting, visual detections, and so on.

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“…Numerous efforts have been devoted to exploring novel polymers having two distinct electronic functionalities, e.g., donor and acceptor chromophores, for a wide range of optoelectronic applications, such as organic light-emitting devices, photovoltaics, and organic field-effect transistors [1,2,3,4,5,6,7,8,9,10]. Most reported polymers are π-conjugated polymers, where an electron donor and an electron acceptor are linked through conjugated bonds in the main chain.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Optoelectronic Properties of Block and Random Copolymers Containing Pendant Carbazole and (Di)phenylanthracene

Abiko

Kosai

et al. 2018

Polymers

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Synthesis of novel block and random copolymers, containing a carbazole unit and (di)phenylanthracene moiety in the side chains, has been described in this paper. Block and random copolymers composed of 4-bromophenyl vinyl sulfide (BPVS) and N -vinylcarbazole (NVC) were initially prepared by reversible addition-fragmentation chain transfer (RAFT) polymerization. Then, anthracene-based groups were introduced on the bromophenyl unit in the carbazole-containing copolymers by Pd-catalyzed coupling to yield functional copolymers with additional (di)phenylanthracene units. The resulting copolymers, having two distinct electronic functionalities, exhibited characteristic fluorescence resonance energy transfer, as confirmed by UV-vis and fluorescence spectra.

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Donor/acceptor vinyl monomers and their polymers: Synthesis, photochemical and photophysical behavior

Cited by 58 publications

References 261 publications

Photophysical processes of an intramolecular charge transfer fluorescent dye with carbazole units

Photophysical processes of an intramolecular charge transfer fluorescent dye with carbazole units

Light-Written Reversible 3D Fluorescence and Topography Dual-Pattern with Memory and Self-Healing Abilities

Synthesis and Optoelectronic Properties of Block and Random Copolymers Containing Pendant Carbazole and (Di)phenylanthracene

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