28320-31-2Relevant articles and documents
On-surface polymerization on a semiconducting oxide: Aryl halide coupling controlled by surface hydroxyl groups on rutile TiO2(011)
Kolmer, Marek,Zuzak, Rafal,Ahmad Zebari, Amir A.,Godlewski, Szymon,Prauzner-Bechcicki, Jakub S.,Piskorz, Witold,Zasada, Filip,Sojka, Zbigniew,Bléger, David,Hecht, Stefan,Szymonski, Marek
, p. 11276 - 11279 (2015)
Based on scanning tunneling microscopy experiments, we show that the covalent coupling of aryl halide monomers on the rutile TiO2(011)-(2 × 1) surface is controlled by the density of surface hydroxyl groups. The efficiency of the polymerization reaction depends on the level of surface hydroxylation, but the presence of hydroxyl groups is also essential for the reaction to occur.
Highly efficient electron-transporting phenanthroline derivatives for electroluminescent devices
Xiao, Lixin,Lan, Hsinglin,Kido, Junji
, p. 802 - 803 (2007)
A series of phenanthroline derivatives containing quinoxaline moieties were synthesized, and their electron-transporting properties were investigated by using N,N′-di(1-naphthyl)-N,N′-diphenyl-(1,1′-biphenyl)-4, 4′-diamine (α-NPD) and tris(8-hydroxyquinolato)aluminum (Alq 3) as the hole-transporting material and the emitting layer, respectively. Higher external quantum efficiency for the phenanthroline derivative than Alq3 in the electroluminescent devices at a luminance of 100cd/m2 was obtained. Copyright
Interrupted carbonyl-olefin metathesis via oxygen atom transfer
Ludwig, Jacob R.,Watson, Rebecca B.,Nasrallah, Daniel J.,Gianino, Joseph B.,Zimmerman, Paul M.,Wiscons, Ren A.,Schindler, Corinna S.
, p. 1363 - 1369 (2018)
Some of the simplest and most powerful carbon-carbon bond forming strategies take advantage of readily accessible ubiquitous motifs: carbonyls and olefins. Here we report a fundamentally distinct mode of reactivity between carbonyls and olefins that differs from established acid-catalyzed carbonyl-ene, Prins, and carbonyl-olefin metathesis reaction paths. A range of epsilon, zeta-unsaturated ketones undergo Br?nsted acid-catalyzed intramolecular cyclization to provide tetrahydrofluorene products via the formation of two new carbon-carbon bonds. Theoretical calculations and accompanying mechanistic studies suggest that this carbocyclization reaction proceeds through the intermediacy of a transient oxetane formed by oxygen atom transfer. The complex polycyclic frameworks in this product class appear as common substructures in organic materials, bioactive natural products, and recently developed pharmaceuticals.
Rational Design of Push–Pull Fluorene Dyes: Synthesis and Structure–Photophysics Relationship
Shaya, Janah,Fontaine-Vive, Fabien,Michel, Beno?t Y.,Burger, Alain
, p. 10627 - 10637 (2016)
Our work surveyed experimental and theoretical investigations to construct highly emissive D–π–A (D=donor, A=acceptor) fluorenes. The synthetic routes were optimised to be concise and gram-scalable. The molecular design was first rationalised by varying the electron-withdrawing group from an aldehyde, ketotriazole or succinyl to methylenemalonitrile or benzothiadiazole. The electron-donating group was next varied from aliphatic or aromatic amines to saturated cyclic amines ranging from aziridine to azepane. Spectroscopic studies correlated with TD-DFT calculations provided the optimised structures. The selected push–pull dyes exhibited visible absorptions, significant brightness, important solvatofluorochromism, mega-Stokes shifts (>250 nm) and dramatic shifts in emission to the near-infrared. The current library includes the comprehensive characterization of 16 prospective dyes for fluorescence applications. Among them, several fluorene derivatives bearing different conjugation anchors were tested for coupling and demonstrated to preserve the photophysical responses once further bound.
Phosphorescence quenching by conjugated polymers
Sudhakar, Madhusoodhanan,Djurovich, Peter I.,Hogen-Esch, Thieo E.,Thompson, Mark E.
, p. 7796 - 7797 (2003)
Energy transfer between phosphors and conjugated polymers was investigated using a fluorene trimer (F3) as a model conjugated material. The phosphors studied were bis-cyclometalated iridium complexes (FP, PPY, BT, PQ, and BTP), with triplet energies of 2.6, 2.4, 2.2, 2.1, and 2.0 eV, respectively (based on phosphorescence spectra). Stern-Volmer analysis of luminescent quenching shows that energy transfer from either FP or PPY to F3 is an exothermic process with Stern-Volmer quenching constants (kqSV) of near 109 M-1 s-1 while energy transfer from BT, PQ, and BTP is endothermic (kqSV = 107-106 M-1 s-1). On the the basis of above results, the triplet energy of F3 is estimated to be less than 2.3 eV (530 nm). This study suggests that conjugated polymers, which typically have lower T1 energies than F3, should also quench phosphorescent emission in thin films and organic light-emitting diodes (OLEDs) incorporating these and related phosphorescent dopants. Copyright
Synthesis, characterization and third-order non-linear optical properties of novel fluorene monomers and their cross-conjugated polymers
Ramos-Ortíz,Maldonado,Hernández,Zolotukhin,Fomine,Fr?hlich,Scherf,Galbrecht,Preis,Salmon,Cárdenas,Chávez
, p. 2351 - 2359 (2010)
We designed and synthesized two novel fluorene monomers of D-A-D (donor-acceptor-donor) type (M1 and M2), and their two corresponding polymers (PM1 and PM2) and a copolymer (CPM). These high molecular weight, film-forming polymers were obtained from metal-free, superacid-catalyzed reactions of the monomers with N-phenylisatin. The cubic NLO response (χ(3)) for these new compounds, in solid thin films, was measured through the use of third-harmonic generation (THG) Maker-Fringes technique at IR wavelengths given values of the order of 10-12 esu from which, the corresponding second hyperpolarizabilities (γ) were estimated to be of the order of 10-33 esu for monomers and 10-31 esu for polymers. Second hyperpolarizabilities have also been estimated theoretically at B3LYP/6-31G(d) level of theory in gas phase and related with the electronic structure of the synthesized molecules.
Fluorene derivative with AIE characteristic, preparation method and application
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Paragraph 0015, (2021/09/04)
The invention discloses a fluorene derivative with AIE characteristic. The structural formula of the derivative is shown in the specification. In the formula, R =- CHO, -COOH, -Br, -I, -NO2, -NH2, -OCH3, -CH3, -CN, -NHCOCH3, -CF3 or -CCl3. The fluorene derivative can be used as a fluorescent probe for identifying small biological molecules, has efficient specific identification on tryptophan (the detection limit is 1.15 [mu]M), and can also be used for detecting small molecular substances such as explosives, anions, metal cations (including rare earth metals) and the like.
Spirooxazine photochromic compound and preparation method thereof
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Paragraph 0016, (2020/06/17)
The invention discloses a spirooxazine photochromic compound and a preparation method thereof, and belongs to the technical field of organic functional materials. The molecular structure is disclosedin the invention, whereinR1 and R2 are hydrogen, C1-C6 alkyl (CH2, m = 1, 2, 3, 4, 5, 6), and benzyl; R3and R4 are hydrogen, halogen, C1-C6 alkyl (CH2, m = 1, 2, 3, 4, 5, 6). Accordingto the invention, a photothermal stable fluorene phenol structure is introduced; different groups are used for substitution; the advantages of a novel photochromic material with spirooxazine are provided; the light response speed is high; meanwhile, color fading is rapid, moreover, the photo-thermal stability is good, an open-loop state and a closed-loop state can stably exist for a long time; guidance is provided for solving the problem that the ring-opening state ofspirooxazine photochromic compounds is unstable; the photochromic compound with various color changes from colorless to red, yellow, green, blue or purple is realized, the color variety of color change is richer, the market diversification requirements are finally met, the synthesis raw materials are cheap and easily available, and the synthesis process is easy to realize industrialization.
Indeno[1,2-b]carbazole as Methoxy-Free Donor Group: Constructing Efficient and Stable Hole-Transporting Materials for Perovskite Solar Cells
Wang, Jialin,Zhang, Heng,Wu, Bingxue,Wang, Zhihui,Sun, Zhe,Xue, Song,Wu, Yongzhen,Hagfeldt, Anders,Liang, Mao
supporting information, p. 15721 - 15725 (2019/10/28)
With perovskite-based solar cells (PSCs) now reaching efficiencies of greater than 20 %, the stability of PSC devices has become a critical challenge for commercialization. However, most efficient hole-transporting materials (HTMs) thus far still rely on the state-of-the-art methoxy triphenylamine (MOTPA) donor unit in which methoxy groups usually reduce the device stability. Herein, a carbazole-fluorene hybrid has been employed as a methoxy-free donor to construct organic HTMs. The indeno[1,2-b]carbazole group not only inherits the characteristics of carbazole and fluorene, but also exhibits additional advantages arising from the bulky planar structure. Consequently, M129, endowed with indeno[1,2-b]carbazole simultaneously exhibits a promising efficiency of over 20 % and superior long-term stability. The hybrid strategy toward the methoxy-free donor opens a new avenue for developing efficient and stable HTMs.
Fused cyclic compound and organoelectroluminescent device comprising the compound
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Paragraph 0060-0066, (2018/10/24)
The present invention refers to novel fused ring compound and including organic light emitting diode relates to search, the present invention according to fused ring compounds including organic electroluminescent device which has a low driving voltage 1 by disclosed. (by machine translation)
