100622-34-2Relevant articles and documents
Synthesis and electroluminescence properties of new dual-core derivatives
Lee, Hayoon,Lee, Sunmi,Jung, Hyocheol,Kang, Seokwoo,Park, Jongwook
, p. 2166 - 2170 (2018)
New blue emitting materials based on dual core concept, TP-AF-TP and TP-HAF-TP were synthesized through boronylation and Suzuki coupling reactions. In the thin film state, TP-AF-TP and TP-HAF-TP exhibited maximum PL values at 445 and 440 nm, respectively. A non-doped OLED device based on TP-AF-TP and TP-HAF-TP showed current efficiency of 3.16 and 2.67 cd/A, respectively. TP-AF-TP exhibited a higher EL efficiency than that of TP-HAF-TP.
Electronic decoupling in ground and excited states of asymmetric biaryls
Baumgarten, Martin,Gherghel, Lileta,Friedrich, Jan,Jurczok, Martin,Rettig, Wolfgang
, p. 1130 - 1140 (2000)
New asymmetric biaryls have been synthesized in order to clarify the conditions necessary for charge-transfer transitions in photoexcited neutral compounds and biradical formation in doubly charged ground-state species. A parallel behavior for both types of approaches is observed and explained with a simple coupling model allowing prediction of the intermoiety coupling strength. It is shown that for weakly coupled biaryls the monoions are connected with charge localization and the dications and dianions form thermally excited biradicals while the fluorescence data indicate biradicaloid excited states connected with partial charge separation. More strongly coupled biaryls, on the other hand, result in diamagnetic species for the doubly charged ground-state ions, and a charge-transfer contribution in the fluorescence spectra of the neutral compound is absent.
Efficient syntheses of C8-aryl adducts of adenine and guanine formed by reaction of radical cation metabolites of carcinogenic polycyclic aromatic hydrocarbons with DNA
Dai, Qing,Xu, Daiwang,Lim, Keunpoong,Harvey, Ronald G.
, p. 4856 - 4863 (2007)
(Chemical Equation Presented) The synthesis of the C8-aryl adducts of adenine and guanine formed by reaction of the radical cation metabolites of carcinogenic polycyclic aromatic hydrocarbons (PAHs), such as benzo[a]pyrene (BP) and dibenzo[def,p]chrysene (DBC), with DNA is reported. The synthetic approach involves in the key step direct reaction of a PAH aldehyde with a di- or triamine precursor of a purine. The method is operationally simple, affords good yields of adducts, and is broad in its scope. The C 8-aryl adducts of adenine and guanine derived from BP (6-BP-8-Ade and 6-BP-8-Gua) and DBC (10-DBC-8-Ade and 10-DBC-8-Gua) were synthesized in good yields by this method. Analogous C8-aryl adenine and guanine derivatives of other PAHs (anthracene, benz[a]anthracene, and chrysene) were also readily prepared via this approach. This method of synthesis is superior to the only method mat is currently available. It entails direct reaction of short-lived PAH radical cations (generated electrochemically or chemically) with 2′-deoxyribonucleosides or the corresponding purine bases. It provides the adducts in low yields accompanied by complex mixtures of secondary products. An alternative synthesis that involves Pd-catalyzed Suzuki-Miyaura coupling of arylboronic acids with 8-bromopurine nucleosides was also investigated. Although the C8-purine adducts of PAHs, such as naphthalene, phenanthrene, pyrene, and chrysene, could be prepared by this method, analogous adducts of carcinogenic PAHs and other structurally related PAHs, e.g., anthracene, benz[a]anthracene, benzo[a]pyrene, and dibenzo[def,p]chrysene, could not be obtained. This difference was shown to be a consequence of the facility of competing hydrolytic deboronation of the corresponding arylboronic acids.
Complementary Lock-and-Key Ligand Binding of a Triplet Transmitter to a Nanocrystal Photosensitizer
Li, Xin,Fast, Alexander,Huang, Zhiyuan,Fishman, Dmitry A.,Tang, Ming Lee
, p. 5598 - 5602 (2017)
Owing to the difficulty in comprehensively characterizing nanocrystal (NC) surfaces, clear guidance for ligand design is lacking. In this work, a series of bidentate bis(pyridine) anthracene isomers (2,3-PyAn, 3,3-PyAn, 2,2-PyAn) that differ in their binding geometries were designed to find the best complementary fit to the NC surface. The efficiency of triplet energy transfer (TET) from the CdSe NC donor to a diphenylanthracene (DPA) acceptor mediated by these isomers was used as a proxy for the efficacy of orbital overlap and therefore ligand binding. 2,3-PyAn, with an intramolecular N–N distance of 8.2 ?, provided the best match to the surface of CdSe NCs. When serving as a transmitter for photon upconversion, 2,3-PyAn yielded the highest upconversion quantum yield (QY) of 12.1±1.3 %, followed by 3,3-PyAn and 2,2-PyAn. The TET quantum efficiencies determined by ultrafast transient absorption measurements showed the same trend.
Aryl Radical Geometry Determines Nanographene Formation on Au(111)
Jacobse, Peter H.,van den Hoogenband, Adri,Moret, Marc-Etienne,Klein Gebbink, Robertus J. M.,Swart, Ingmar
, p. 13052 - 13055 (2016)
The Ullmann coupling has been used extensively as a synthetic tool for the formation of C?C bonds on surfaces. Thus far, most syntheses made use of aryl bromides or aryl iodides. We investigated the applicability of an aryl chloride in the bottom-up assembly of graphene nanoribbons. Specifically, the reactions of 10,10′-dichloro-9,9′-bianthryl (DCBA) on Au(111) were studied. Using atomic resolution non-contact AFM, the structure of various coupling products and intermediates were resolved, allowing us to reveal the important role of the geometry of the intermediate aryl radicals in the formation mechanism. For the aryl chloride, cyclodehydrogenation occurs before dehalogenation and polymerization. Due to their geometry, the planar bisanthene radicals display a different coupling behavior compared to the staggered bianthryl radicals formed when aryl bromides are used. This results in oligo- and polybisanthenes with predominantly fluoranthene-type connections.
Excimer formation promoted by steric hindrance in dual core chromophore for organic light-emitting diodes emitters
Lee, Jaehyun,Kim, Beomjin,Park, Jongwook
, p. 8854 - 8857 (2016)
A new dual core derivative of 1-(3,5-dipyrid-3-yl-phenyl)-6-(10-(3,5-dipyrid-3-yl-phenyl)-anthracen-9-yl)-pyrene (3P-AP-3P) was synthesized by introducing pyridine groups. 1-[1,1';3',1"]Terphenyl-5'-yl-6-(10-[1,1';3',1"]terphenyl-5'-yl-anthracen-9-yl)-pyrene (TP-AP-TP) was used to compare with 3P-AP-3P. Unlike TP-AP-TP, 3P-AP-3P exhibited an excimer emission at 602 nm by introducing pyridine groups despite its highly twisted core. Two materials were used as emitting layer (EML) in OLED devices: ITO/2-TNATA (60 nm)/NPB (15 nm)/the synthesized materials (35 nm)/Alq3 (20 nm)/LiF (1 nm)/Al (200 nm). The 3P-AP-3P device exhibited EL maximum values at 463 nm and 601 nm.
Supramolecular structures and spontaneous resolution: The case of ortho-substituted phenylboronic acids
Filthaus, Matthias,Oppel, Iris M.,Bettinger, Holger F.
, p. 1201 - 1207 (2008)
The solid state structures of a number of ortho-substituted arylboronic acids, ortho-bromophenyl, ortho-phenylphenyl, pentamethylphenyl, and 10-bromo-9-anthryl, were determined by X-ray diffraction techniques. All boronic acids investigated form dimers in the solid state, but the interconnection of dimers to ribbons differs from that of the parent phenylboronic acid. Pentamethylphenylboronic acid only uses one hydrogen bond but an additional OH-π interaction for connection of dimers, while all others investigated employ two hydrogen bonds for interconnection of dimers to ribbons. 10-Bromo-9-anthrylboronic acid is found to undergo spontaneous resolution of its enantiomers to a racemic conglomerate upon crystallization. The Royal Society of Chemistry.
Synthesis and luminescent property of Poly(9-(3-vinyl-phenyl)-anthracene)
Lee, Sunmi,Shin, Hwangyu,Park, Beom-Soo Michael,Lee, Jaehyun,Park, Jongwook
, p. 5438 - 5441 (2015)
Polymer light-emitting diodes (PLEDs) have attracted much attention from academia and industry field because of their various applications such as large area flat-panel displays and lightings. In this paper, we suggest new blue emitting polymer based on a
New Emitting Materials Based on HTL Moiety with High Hole Mobility for OLEDs
Kang, Hyeonmi,Lee, Hayoon,Shin, Hwangyu,Kang, Seokwoo,Kim, Beomjin,Park, Jongwook
, p. 47 - 54 (2015)
New green emitting compounds based on tris(N-methylindolo)benzene (NMT), anthracene and pyrene were synthesized. NMT-An and NMT-Py were used as an emitting layer in OLED device to examine emitting property. OLED device containing NMT-An emitting layer and conventional hole transporting layer (HTL) of NPB was found to exhibit better characteristics compared to NMT-Py. And that device showed maximum EL emission at 502 nm and 550 nm, CIE coordinates (0.38, 0.48), and a luminance efficiency of 2.06 cd/A. Also when NMT and NMT-An were used as a HTL instead of NPB, the device including NMT-An emitter showed 2.67 cd/A and 2.29 cd/A in luminance efficiency.
Electrode comprising organic semiconductor material, method for manufacturing electrode, and supercapacitor comprising electrode
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Page/Page column 10; 11, (2019/06/10)
The present invention relates to: an electrode comprising a current collector and a film located on the current collector, wherein the film comprises an organic semiconductor material and one selected from a carbon material, a metal oxide and a conductive polymer; a method for manufacturing the electrode; and a supercapacitor comprising the electrode.
