171408-85-8Relevant academic research and scientific papers
9, 9' - Spirobifluorene preparation of
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Paragraph 0049, (2018/04/20)
PROBLEM TO BE SOLVED: To provide a method for industrially advantageously manufacturing 9,9'-spirobifluorenes.SOLUTION: By performing a reaction in the presence of a non-aqueous solvent when an intermediate (9-(2-biphenyl)-9-fluorene alcohols) is ring-closed, 9,9'-spirobifluorenes are obtained even when a large amount of acid is not used as a solvent. In the manufacture of the intermediate, the 9,9'-spirobifluorenes can be more easily manufactured by extracting the intermediate 9-(2-biphenyl)-9-fluorene alcohols obtained by a Grignard reaction between 2-halo biphenyl and 9-fluorenones from a reaction mixture by a water-insoluble solvent instead of a method of isolating the intermediate by a crystallization filtration being a conventional method.
A highly fluorescent water soluble spirobifluorene dye with a large Stokes shift: Synthesis, characterization and bio-applications
Schlüter, Friederike,Riehemann, Kristina,Kehr, Nermin Seda,Quici, Silvio,Daniliuc, Constantin G.,Rizzo, Fabio
supporting information, p. 642 - 645 (2018/02/06)
The first water-soluble spirobifluorene derivative has been synthesized, which exhibits high fluorescence quantum yield and a large Stokes shift (>100 nm). Proteins induce changes in the emission color, allowing to reach the nanomolar detection limit. Cellular uptake and cytotoxicity studies in living cells revealed its biocompatibility, indicating potential application for live cell imaging.
Method for synthesizing 9,9'-spirobifluorene derivative
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Paragraph 0039; 0040, (2019/01/05)
The invention relates to a method for synthesizing a 9,9'-spirobifluorene derivative, and belongs to the field of organic chemical synthesis. The method comprises the following steps: activating a C-Fbond in tetrahydrofuran under inert gas protection through reduction and lithiation reaction of raw materials of 2-fluorobiphenyl and a metal lithium sheet, thus establishing 2-biphenyl lithium; thenenabling the 2-biphenyl lithium to react with a fluorenone derivative, hydrolyzing, drying a solvent by distillation, and carrying out ring closing on solid in acetic acid, thus synthesizing the 9,9'-spirobifluorene derivative. According to the method disclosed by the invention, the 2-fluorobiphenyl in low cost is adopted as a raw material to replace 2-bromobiphenyl commonly adopted by a traditional method, the production cost is low, and reaction conditions are gentle; an applicable substrate range of the method is wide, and a new thought is provided for synthesis of the 9,9'-spirobifluorenederivative.
Synthesis and Exciton Dynamics of Donor-Orthogonal Acceptor Conjugated Polymers: Reducing the Singlet-Triplet Energy Gap
Freeman, David M. E.,Musser, Andrew J.,Frost, Jarvist M.,Stern, Hannah L.,Forster, Alexander K.,Fallon, Kealan J.,Rapidis, Alexandros G.,Cacialli, Franco,McCulloch, Iain,Clarke, Tracey M.,Friend, Richard H.,Bronstein, Hugo
supporting information, p. 11073 - 11080 (2017/08/21)
The presence of energetically low-lying triplet states is a hallmark of organic semiconductors. Even though they present a wealth of interesting photophysical properties, these optically dark states significantly limit optoelectronic device performance. Recent advances in emissive charge-transfer molecules have pioneered routes to reduce the energy gap between triplets and "bright" singlets, allowing thermal population exchange between them and eliminating a significant loss channel in devices. In conjugated polymers, this gap has proved resistant to modification. Here, we introduce a general approach to reduce the singlet-triplet energy gap in fully conjugated polymers, using a donor-orthogonal acceptor motif to spatially separate electron and hole wave functions. This new generation of conjugated polymers allows for a greatly reduced exchange energy, enhancing triplet formation and enabling thermally activated delayed fluorescence. We find that the mechanisms of both processes are driven by excited-state mixing between π-πand charge-transfer states, affording new insight into reverse intersystem crossing.
Novel spyrobifluorene type organic compounds and an organic electroluminescent device comprising the same
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Paragraph 0119; 0120; 0121; 0122, (2016/10/31)
The present invention provides a novel compound represented by the following Chemical Formula 1 and an organic electroluminescent device comprising the same.COPYRIGHT KIPO 2015
LUMINESCENT COMPOUNDS AND ELECTROLUMINESCENT DEVICE USING THE SAME
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Page/Page column 32, (2011/04/14)
The present invention relates to organic electroluminescent compounds and organic electroluminescent devices employing the same. More specifically, the invention relates to organic electroluminescent compounds containing an anthracenyl group or an aryl group having an anthracenyl substituent m the aryl ring of fluorene or indenofluorene, as a blue electroluminescent material in an organic electroluminescent layer. The electroluminescent compounds according to the invention exhibit high luminous efficiency and excellent life property, so that an OLED device having very good operation lifetime can be prepared therefrom.
Sterically encumbered fluorene-based poly(arylene ether)s containing spiro-annulated substituents on the main chain
Huang, Wen Y.,Huang
, p. 10355 - 10365 (2011/09/13)
Two novel fluorene-based bisphenol monomers containing spiro-annulated substituents on the middle biphenylene moiety have been synthesized in this study. Through reacting with four 2-trifluoromethyl-activated bisfluoro monomers, two monomers were converted into a series of fluorene-based poly(arylene ether)s by nucleophilic displacement of the fluorine atoms on the terminal benzene ring of bisfluoro monomers. The obtained polymers exhibit weight-average molecular weight up to 2.41 × 105 g/mol in GPC. Thermal analysis studies indicated that these polymers did not show melting endotherms but did show ultrahigh Tg values up to 356 °C in DSC and outstanding thermal stability up to 643 °C for 5% weight loss in TGA under nitrogen atmosphere. The polymers are soluble in a wide range of organic solvents, THF, CHCl3, NMP, DMAc, DMF, toluene, etc., and are insoluble in DMSO and acetone at room temperature. Transparent and flexible films were easily prepared by solution casting from chloroform solution of each of the polymers.
Fluorene-carbazole dendrimers: Synthesis, thermal, photophysical and electroluminescent device properties
Usluer, Ozlem,Demic, Serafettin,Egbe, Daniel A. M.,Birckner, Eckhard,Tozlu, Cem,Pivrikas, Almantas,Ramil, Alberto Montaigne,Sariciftci, Niyazi Serdar
scheme or table, p. 4152 - 4161 (2011/10/12)
Novel hole-transporting dendrimeric molecules containing dioctylfluorene, spirobi(fluorene) and spiro(cylododecane-fluorene) as the core unit and different numbers of carbazole and thiophene moieties as the peripheral groups are synthesized. All the dendrimers are characterized by 1H NMR, 13C NMR, FTIR, UV-vis, PL spectroscopy, and MALDI-TOF. They are thermally stable with high glass transition and decomposition temperatures and exhibit chemically reversible redox processes. They are used as the hole-transporting layer (HTL) material for multilayer organic light emitting diodes (OLEDs) with a low turn-on voltage of around 2.5 V and a bright green emission with a maximum luminance of around 25400 cd m-2.
Novel hole transporting material and solid electrolyte to be applied in a photovoltaic device
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Page/Page column 6-7, (2008/06/13)
Disclosed herein is a material, and a solid electrolyte and a photovoltaic device using the same. When the material is used as a hole transporting layer material of the photovoltaic device, the reduction of an electrolytic layer resulting from leakage or volatilization of an electrolytic solution is prevented, thus the battery characteristics, long-term stability, and reliability of the photovoltaic device are improved.
SPIROFLUORENE DERIVATIVE, MATERIAL FOR LIGHT-EMITTING ELEMENT, LIGHT-EMITTING ELEMENT, LIGHT-EMITTING DEVICE, AND ELECTRONIC DEVICE
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Page/Page column 101, (2008/06/13)
It is an object of the present invention to provide a material having a high Tg and a wide energy gap. The present invention provides a spirofluorene derivative represented by General Formula 1. (In the formula, R1 is any one of hydrogen, an alkyl group having 1 to 4 carbon atoms, or a group represented by General Formula 2. Each of R2 and R3 is either hydrogen or an alkyl group having 1 to 4 carbon atoms and may be identical or different. R4 is an aryl group having 6 to 15 carbon atoms. Each of R5 and R6 is any one of hydrogen, an alkyl group having 1 to 4 carbon atoms, or an aryl group having 6 to 15 carbon atoms and may be identical or different.)
