67665-44-5Relevant articles and documents
Synthesis, characterization, and optical properties of 2-amino-4-aryl-6-(9, 9′-spirobifluoren-2-yl)pyrimidines
Shi, Yingbo,Liu, Qiancai,Tang, Jie
, p. 907 - 916 (2011)
A series of 2-amino-4-aryl-6-(9,9′-spirobifluoren-2-yl)pyrimidines have been synthesized by the reaction of guanidine and chalcones under basic conditions. The physical and optical properties indicated that these compounds generally show good blue light e
HETEROATOMIC-BASED HOLE-TRANSPORT MATERIALS
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Paragraph 0013, (2021/04/30)
Heteroatomic hole transport materials are provided. The hole transport materials include a non-carbon core: two, four, or eight aromatic groups covalently bound to the non-carbon core; a. terminal substituted diphenylamine end unit on each aromatic group: and optionally aromatic linker groups linking the aromatic groups and the substituted diphenylamine end units. In some embodiments the non-carbon core is non-carbon central atom such as Si, Ge, B?, P+Sn or Pb. In other embodiments, the non-carbon core is a cubic silsesquioxane. Also provided are methods for making these materials. The materials are particularly useful as hole transport materials in perovskite solar cells.
Synthesis of Conjugated Copolymer Containing Spirobifluorene Skeleton by Acyclic Diene Metathesis Polymerization for Polymer Light-Emitting Diode Applications
Park, Seongwook,Jeong, Soyeong,Kang, Changmuk,Hong, Sukwon
supporting information, p. 929 - 933 (2021/05/07)
Grubbs-type, Hoveyda-type, cyclic alkyl amino carbene (CAAC)-based ruthenium olefin metathesis catalysts were used for the acyclic diene metathesis (ADMET) polymerization of 2,7-divinyl-9,9-di-n-octylfluorene (DVF). Additionally, various ratios of DVF and 2,2′,7,7′-tetravinyl-9,9′-spirobifluorene (TVSF) were subjected to ADMET polymerization to obtain polymers P1–P7. Polymers P1–P4 were analyzed with gel permeation chromatography, UV–vis spectroscopy, and photoluminescence spectroscopy. As the TVSF ratio increases, polymers exhibit lower solubility but a narrower band in the photoluminescence spectrum. Polymer light-emitting diode (PLED) devices were fabricated with polymers P1, P2, and P3. The performances of the PLED devices indicated that polymers including more spirobifluorene blocks showed better turn-on voltage, brightness, current efficiency, and power efficiency.
Method for synthesizing 9,9'-spirobifluorene derivative
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Paragraph 0033; 0034, (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.
9, 9' - Spirobifluorene preparation of
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Paragraph 0047, (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.
Bigger and Brighter Fluorenes: Facile π-Expansion, Brilliant Emission and Sensing of Nitroaromatics
Ramakrishna, Jagarapu,Venkatakrishnan, Parthasarathy
supporting information, p. 181 - 189 (2017/02/05)
π-Expanded butterfly-like 2D fluorenes and 3D spirobifluorenes 1–5 were synthesized via a DDQ-mediated oxidative cyclization strategy with a high regioselectivity. Through structural modification via π-expansion, it was possible to achieve near-ultraviolet absorption, bright-blue emission, very high near-unity fluorescence quantum yields in solution as well as in film states, and deep-lying HOMO energy levels with excellent thermal stabilities. Furthermore, these electron-rich compounds displayed a notable behavior towards sensing of nitroaromatic explosives, such as picric acid, up to a detection limit of 0.2 ppb.
Facile synthesis of a hole transporting material with a silafluorene core for efficient mesoscopic CH3NH3PbI3 perovskite solar cells
Krishna, Anurag,Sabba, Dharani,Yin, Jun,Bruno, Annalisa,Antila, Liisa J.,Soci, Cesare,Mhaisalkar, Subodh,Grimsdale, Andrew C.
, p. 8750 - 8754 (2016/06/14)
A novel electron-rich small-molecule, 4,4′-(5,5-dihexyl-5H-dibenzo[b,d]silole-3,7-diyl)bis(N,N-bis(4-methoxyphenyl)aniline) (S101), containing silafluorene as the core with arylamine side groups, has been synthesized via a short efficient route. When S101 was incorporated into a CH3NH3PbI3 perovskite solar cell as a hole transporting material (HTM), a short circuit photocurrent density (Jsc) of 18.9 mA cm-2, an open circuit voltage (Voc) of 0.92 V, and a fill factor (FF) of 0.65 contributing to an overall power conversion efficiency (PCE) of ～11% which is comparable to the PCE obtained using the current state-of-the-art HTM 2,2′,7,7′-tetrakis(N,N′-di-p-methoxyphenylamine)-9,9′-spirobifluorene (spiro-OMeTAD) (η = 12.3%) were obtained. S101 is thus a promising HTM with the potential to replace the expensive spiro-OMeTAD due to its comparable performance and much simpler and less expensive synthesis route.
Novel compounds for organic electroluminescent device
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Paragraph 0074; 0076; 0077-0079, (2017/07/23)
Provided is a compound which is represented by chemical formula 1, and is used to manufacture an organic electroluminescent device. According to the present invention, the compound has high hole mobility, high thermal stability, a high band gap energy, a
Self-assembly of metallosupramolecular rhombi from chiral concave 9,9'-spirobifluorene-derived bis(pyridine) ligands
Hovorka, Rainer,Hytteballe, Sophie,Piehler, Torsten,Meyer-Eppler, Georg,Topic, Filip,Rissanen, Kari,Engeser, Marianne,Luetzen, Arne
, p. 432 - 441 (2014/03/21)
Two new 9,9'-spirobifluorene-based bis(4-pyridines) were synthesised in enantiopure and one also in racemic form. These ligands act as concave templates and form metallosupramolecular [(dppp)2M2L2] rhombi with cis-protected [(dppp)Pd]2+ and [(dppp)Pt]2+ ions. The self-assembly process of the racemic ligand preferably occurs in a narcissistic self-recognising manner. Hence, a mixture of all three possible stereoisomers [(dppp)2M2{(R)-L}2](OTf)4, [(dppp)2M2{(S)-L}2](OTf)4, and [(dppp)2M2{(R)-L}{(S)- L}](OTf)4 was obtained in an approximate 1.5:1.5:1 ratio which corresponds to an amplification of the homochiral assemblies by a factor of approximately three as evidenced by NMR spectroscopy and mass spectrometry. The racemic homochiral assemblies could also be characterised by single crystal X-ray diffraction.
Highly efficient synthesis of polysubstituted fluorene via iron-catalyzed intramolecular Friedel-Crafts alkylation of biaryl alcohols
Sarkar, Soumen,Maiti, Sukhendu,Bera, Krishnendu,Jalal, Swapnadeep,Jana, Umasish
, p. 5544 - 5547 (2012/11/07)
An efficient and mild Fe(III)-catalyzed intramolecular Friedel-Crafts alkylation of biaryl methanol derivatives has been developed to achieve the substituted fluorene derivatives. The present reaction provides an excellent alternative to published methods
