49610-35-7Relevant articles and documents
Highly efficient blue light-emitting diodes using new fluorescent host materials based on naphthalenes
Park, Jeong Keun,Lee, Kum Hee,Park, Jung Sun,Seo, Ji Hoon,Kim, Young Kwan,Yoon, Seung Soo
, p. 55 - 64 (2010)
The naphthalene-based blue materials 4,4′-(Dinaphthalen-2-yl)-1, 1′-binaphthyl (DNBN) and 1,4-(Dinaphthalen-2-yl)-naphthalene (DNN) were designed and synthesized for OLEDs. A device (non-doped) employing DNN as the emitter exhibited a maximum luminance, luminous efficiency, and external quantum efficiency of 1120cd/m2, 1.40cd/A, and 3.83%, respectively. Moreover, its CIE coordinates (0.152, 0.069) are very close to the NTSC blue standard of (0.14, 0.08). In order to improve EL efficiencies, these materials were used as the blue host materials for the blue dopants PFVtPh and PCVtPh. A device 1b (PFVtPh-doped) showed high EL efficiencies of 5.24cd/A, 2.75lm/W, and 3.82% at 20mA/cm2. Copyright Taylor & Francis Group, LLC.
Biphenalenylidene: Isolation and Characterization of the Reactive Intermediate on the Decomposition Pathway of Phenalenyl Radical
Uchida, Kazuyuki,Ito, Soichi,Nakano, Masayoshi,Abe, Manabu,Kubo, Takashi
, p. 2399 - 2410 (2016)
First isolation and characterization of biphenalenylidenes, which have long been unidentified reactive intermediates on the decomposition pathway of phenalenyl radical, were accomplished. Photoinduced electrocyclic ring-opening reaction of anti-dihydroperopyrene resulted in a successful conversion to E-biphenalenylidene, which enabled a detailed investigation of the electronic structure of E-biphenalenylidene by means of spectroscopic techniques. A stereoisomer, Z-biphenalenylidene, was also observed by suppressing a facile E-Z isomerization to E-biphenalenylidene in a rigid matrix. Furthermore, Z-biphenalenylidene demonstrated a thermal ring-closure in conrotatory process, which is not conforming to the Woodward-Hoffmann rule. These unusual reactivities of biphenalenylidene are ascribed to the ground states destabilized by its singlet biradical character, which was fully supported by theoretical calculations. The presence of E-biphenalenylidene on the decomposition pathway of phenalenyl was confirmed experimentally, leading to the full understanding of the decomposition mechanism of phenalenyl.
Facile three-step synthesis and photophysical properties of [8]-, [9]-, and [12]cyclo-1,4-naphthalene nanorings: Via platinum-mediated reductive elimination
Jia, Hongxing,Gao, Yuyue,Huang, Qiang,Cui, Shengsheng,Du, Pingwu
, p. 988 - 991 (2018)
Herein we report a facile three-step synthesis of [8]-, [9]-, and [12]cyclo-1,4-naphthalene nanorings as the conjugated segments of carbon nanotubes. The nanorings were created via a platinum-mediated assembly of 1,4-naphthalene-based units and subsequent reductive elimination in the presence of triphenylphosphine. This present platinum-mediated approach is attractive because of its simple three-step process to produce the targeted nanorings in a high overall yield. In addition, their photophysical properties were studied using UV-vis spectroscopy and photoluminescence (PL) spectroscopy, which further revealed their unique size-dependent properties.
Access to Functionalized Pyrenes, Peropyrenes, Terropyrenes, and Quarterropyrenes via Reductive Aromatization
Werner, Simon,Vollgraff, Tobias,Sundermeyer, J?rg
supporting information, p. 13631 - 13635 (2021/05/06)
Herein we report a versatile concept for the synthesis of fourfold functionalized, soluble pyrenes, peropyrenes, terropyrenes, and quarterropyrenes. They were obtained by a modular stepwise approach towards the rylene scaffold via Suzuki–Miyaura cross coupling, oxidative cyclodehydrogenation in the presence of caesium hydroxide under air, and finally zinc-mediated reductive silylation. The silylated reaction products were characterized by X-ray crystallography. The first example of a synthesized and crystallized quarterropyrene is presented and its oxidation reaction investigated. The functionalized ropyrenes were systematically characterized by means of UV/Vis–NIR and photoluminescence spectroscopy showing a bathochromic shift of 80 nm per naphthalene unit and a nearly linear increase of the extinction coefficients. Cyclic voltammograms and DFT calculations identify them as electron-rich dyes and show a narrowing of the electrochemically determined HOMO–LUMO gap and lower oxidation potentials for the higher homologues.
Tailoring the pore geometry and chemistry in microporous metal-organic frameworks for high methane storage working capacity
Chen, Banglin,Cui, Yuanjing,Li, Bin,Pei, Jiyan,Qian, Guodong,Shao, Kai,Wang, Jia-Xin,Yang, Yu,Yildirim, Taner,Zhou, Wei
supporting information, p. 11402 - 11405 (2019/09/30)
We realized that tailoring the pore size/geometry and chemistry, by virtue of alkynyl or naphthalene replacing phenyl within a series of isomorphic MOFs, can optimize methane storage working capacities, affording an exceptionally high working capacity of
