Green-emitting Polyfluorenes Containing Hexylthiophen-dibenzothiophene-S,S-dioxide Unit with Large Two-photon Absorption Cross Section

Hu, Liwen; Li, Liang; Yong, Yang; Guo, Tao; Zhang, Yuhao; Yang, Wei; Cao, Yong

doi:10.1007/s10118-018-2017-y

Cited by 11 publications

(3 citation statements)

References 35 publications

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“…The blue-shift degree of TP fluorescene peaks (PB-4, 475 nm; PB-3, 537 nm; PB-2, 569 nm; PB-1, 587 nm)will decline with increased concentrations of PCBMB-BAPTAVP versus the fluorescene emission peak of BAPTAVP.Φ δ of BAPTAVP was slightly larger than that of coumarin 307 (15 GM) [43], and the fluorescent quantum yield was dramatically smaller than that of coumarin 307 (0.56), which indicates that the fluorescent properties of BAPTAVP were not very ideal. Considering CPs as TP fluorescent materials have a larger molar absorption coefficient, high fluorescence quantum yields, and outstanding TP cross-sections [44,45], we expected that the performance of BAPTAVP could be improved by doping a conjugate polymer with strong fluorescence. We can see that the fluorescence of BAPTAVP was greatly increased by combining PCBMB.…”

Section: Resultsmentioning

confidence: 99%

Enhanced Two-Photon Fluorescence and Fluorescence Imaging of Novel Probe for Calcium Ion by Self-Assembly with Conjugated Polymer

Zhai

Wang

et al. 2019

Polymers

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The calcium ion (Ca2+) isa highly versatile intracellular signal messenger regulating many different cellular functions. It is important to design probes with good fluorescence and two-photon (TP) active cross-sections (Φδ) to explore the concentration distribution of Ca2+. In this manuscript, a novel TP fluorescence calcium probe (BAPTAVP) with positive charges, based on the classical Ca2+ indicator of BAPTA (1,2-bis(2-aminophenoxy)-ethane-N,N,N’,N’-tetra acetic acid), and a conjugated polymer (PCBMB) with negative charges were designed and synthesized. The results from transmission electron microscopy (TEM), atomic force microscopy (AFM), dynamic light scattering (DLS), and the zeta potential (ZP) showed that nanoparticles were obtained by the self-assembly of PCBMB and BAPTAVP. Moreover, the fluorescence properties of BAPTAVP were effectively improved by fluorescence resonance energy transfer (FRET) with PCBMB and attenuating the intramolecular charge transfer (ICT) after the addition of Ca2+. The quantum yield and Φδ of PCBMB-BAPTAVP increased by about four and six times in comparison to those of BAPTAVP, respectively. The TP fluorescence imaging experiments indicated that the PCBMB-BAPTAVP system could effectively detect Ca2+ in living cells with high sensitivity.

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Section: Resultsmentioning

confidence: 99%

Enhanced Two-Photon Fluorescence and Fluorescence Imaging of Novel Probe for Calcium Ion by Self-Assembly with Conjugated Polymer

Zhai

Wang

et al. 2019

Polymers

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“…[1b, 3] Therefore there is an urgent need to develop more ML materials so as to learn about the relationship between the mechanoluminescence phenomena and molecular structure.A san ecessary process in either photoluminescence or electroluminescence for thermally activated delayed fluorescence (TADF) materials and phosphores-cence materials,the intersystem crossing (ISC) has been well investigated. [9] And actually,abromosubstituted fluorene derivative,r eported by Takeuchi et al, displays RTPw ith ap hosphorescence yield of 5.9 %i n solution. Recently,o ur group presented the first report on an unusual mechanophosphorescence luminogen with aggregation-induced emmision (AIE) properties and the successful marriage of ML and ISC.…”

mentioning

confidence: 99%

Bromine‐Substituted Fluorene: Molecular Structure, Br–Br Interactions, Room‐Temperature Phosphorescence, and Tricolor Triboluminescence

et al. 2018

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Organic tribophosphorescence materials are rarely reported and the introduction of Br atoms mayb eapractical way to design such materials.H ere four bromine-substituted fluorene-based derivatives are presented and BrFlu À CBr, having fluorescence-phosphorescence dual-emission induced not only by UV light but also by mechanical stimulus,manifests the highest phosphorescence efficiency of 4.56 %upon photoirradiation. During the grinding process,t hree different triboluminescent spectra were identified. Upon introduction of am echanical stimulus,t he triboluminescence emission is cyan, whereas after an extended period it changed to blue.After removing the mechanical stimulus,g reen-white phosphorescent emission was observed. Careful research on single-crystal structures and theoretical calculations demonstrate that strong Br···Br interactions are vital to facilitate spin-orbit coupling and promote intersystem crossing, thus generating the unique properties.Mechanoluminescence (ML), including piezoluminescence,t riboluminescence,a nd sonoluminescence,i sl uminescence induced by application of am echanical stimulus to asolid. [1] With potential applications in areas such as lighting sources,p ressure sensors,a nd display devices,m echanoluminescence is still attracting widespread interest despite its longstanding history,w hich can be traced back to the first report by Francis Bacon in 1605. [1,2] However,the number of purely organic ML luminogens remains limited and many organic ML compounds only have UV emission bands,t hus making the exploration of the ML process and achieving practical applications difficult. [1b, 3] Therefore there is an urgent need to develop more ML materials so as to learn about the relationship between the mechanoluminescence phenomena and molecular structure.A san ecessary process in either photoluminescence or electroluminescence for thermally activated delayed fluorescence (TADF) materials and phosphores-cence materials,the intersystem crossing (ISC) has been well investigated. [4] However,the ISC transition upon mechanical stimulus is hardly mentioned. Recently,o ur group presented the first report on an unusual mechanophosphorescence luminogen with aggregation-induced emmision (AIE) properties and the successful marriage of ML and ISC. [5] As ac onsequence,i ti sp ossible to rationally design ML luminogens to increase the ISC efficiency.As am atter of fact, many effective approaches,f or instance,crystallization, enhancing p-p interactions,adopting compact face to face packing, expanding conjugation, and self-assembly in supramolecular frameworks,h ave been introduced to organics with phosphorescence at room temperature to study the problem of the highly forbidden tripletsinglet transitions. [6] Besides,the heavy-atom effect (HAE) is also known to be an impactful method for achieving astrong spin-orbit coupling (SOC) between excited singlet and triplet states and increasing the ISC rate constant. [7] In contrast, intermolecular halogen-bonding interactions,e specially CÀ Br···BrÀCi nter...

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“…Thus,inconsideration of the HAE and Br···Br interaction mentioned above for the possibly enhancing ISC,wedesigned four fluorene derivatives,n amely FluÀCBr, BrFluÀCBr, 2BrFlu À CBr,a nd BrFlu À C ( Figure 1), having simple molecular structures and different numbers of bromine atoms on the fluorene rings and/or on the alkyl chains.Fluorene and its derivatives are often used as building blocks for p-conjugated polymers and oligomers in optoelectronic materials,s ensing, and bioimaging agents,and so forth. [9] And actually,abromosubstituted fluorene derivative,r eported by Takeuchi et al, displays RTPw ith ap hosphorescence yield of 5.9 %i n solution. [10] We found that the BrFlu À CBr crystals demonstrate distinct ML emissions upon grinding and very high phosphorescence quantum yield at room temperature (up to 4.56 %), in contrast to the other three crystals and some other RTPm aterials,l ike naphthalimide and aromatic aldehydes, with simple molecular structures.…”

mentioning

confidence: 99%

Bromine‐Substituted Fluorene: Molecular Structure, Br–Br Interactions, Room‐Temperature Phosphorescence, and Tricolor Triboluminescence

Wang

Gong

et al. 2018

Angewandte Chemie

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Green-emitting Polyfluorenes Containing Hexylthiophen-dibenzothiophene-S,S-dioxide Unit with Large Two-photon Absorption Cross Section

Cited by 11 publications

References 35 publications

Enhanced Two-Photon Fluorescence and Fluorescence Imaging of Novel Probe for Calcium Ion by Self-Assembly with Conjugated Polymer

Enhanced Two-Photon Fluorescence and Fluorescence Imaging of Novel Probe for Calcium Ion by Self-Assembly with Conjugated Polymer

Bromine‐Substituted Fluorene: Molecular Structure, Br–Br Interactions, Room‐Temperature Phosphorescence, and Tricolor Triboluminescence

Bromine‐Substituted Fluorene: Molecular Structure, Br–Br Interactions, Room‐Temperature Phosphorescence, and Tricolor Triboluminescence

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