- Synthesis and spectroscopic properties of a hexapyrenylbenzene derivative
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(Chemical Equation Presented) In this paper, we present a synthetic approach to the first hexapyrenylbenzene starting from 4,5,9,10- tetrahydropyrene. Absorption and fluorescence spectroscopic measurements show strong and red-shifted fluorescence both from locally excited pyrene states and from the excitonic manifold of the aggregate.
- Rausch, Dirk,Lambert, Christoph
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- Pyrene-based compound and organic light emitting diode comprising the same
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A pyrene-based compound, and an organic light-emitting diode including the pyrene-based compound are provided.
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Paragraph 0337-0340; 0344-0346
(2020/05/19)
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- A tetrahydropyrene-based organic dye for solar cell application
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A novel tetrahydropyrene-based D-π-A organic dye D2 was designed and synthesized for the first time, featuring 4,5,9,10-tetrahydropyrene as a π conjugation linker to bridge the diphenylamine unit and the thienyl acrylic acid moiety. Its counterpart D1 was prepared for comparison, where biphenyl was used as the linker. Both dyes were characterized by photophysical, electrochemical, and theoretical computational methods. It was found that the introduction of two ethylene groups on the C2, C2′ and C6, C6′ of the biphenyl in D2 can prevent the rotation of the adjacent phenyl rings, and ensure the coplanarity of the bridge. As a result, the maximum absorption peak (λmax) of D2 was 29 nm red shifted as compared with D1. Nanocrystalline TiO2-based dye-sensitized solar cells were fabricated using the dyes as light harvesting sensitizers, and exhibited power conversion efficiencies of 6.75% for D2 and 4.73% for D1 under AM 1.5 conditions. This journal is the Partner Organisations 2014.
- Huang, Jin-Hua,Jiang, Ke-Jian,Yu, Chun-Chun,Li, Shao-Gang,Li, Gang,Yang, Lian-Min,Song, Yan-Lin
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p. 22181 - 22185
(2014/06/23)
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- Diarylpyrenes vs. diaryltetrahydropyrenes: Crystal structures, fluorescence, and upconversion photochemistry
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The synthesis of two series of substituted 2,7-diaryl-4,5,9,10- tetrahydropyrenes (1a-c) and 2,7-diarylpyrenes (2a-c) is reported; the opposing phenyl tips being terminated with tBu (a), OCH3 (b), or F (c) to impart variation in electronic properties. X-ray crystallographic analysis of the six compounds revealed edge-to-face packing predominately due to van der Waals forces in the solid state in all instances. The photophysical properties of these compounds were investigated in solution and in solid state/thin films. Since the 2,7-bis(4-tert-butylphenyl)tetrahydropyrene 1a possesses unity fluorescence quantum efficiency, it was successfully employed as the emitter in a low power upconversion scheme featuring fac-Ir(ppy) 3 [ppy = 2-phenylpyridine] as the photosensitizer.
- El-Ballouli, Ala'A O.,Khnayzer, Rony S.,Khalife, Jihane C.,Fonari, Alexandr,Hallal, Kassem M.,Timofeeva, Tatiana V.,Patra, Digambara,Castellano, Felix N.,Wex, Brigitte,Kaafarani, Bilal R.
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- ARYL AMINE DERIVATIVE AND ORGANIC ELECTROLUMINESCENCE DEVICE USING THE SAME
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Disclosed are a novel aryl amine derivative and an organic electroluminescent device using the same. More specially, the aryl amine derivative is a compound comprising a tetrahydropyrene core, amine groups (-NAr1Ar2 and -NAr3Ar4) each independently substituted at 2 and 7 positions of the tetrahydropyrene, and aromatic ring groups (X1 and X2) each independently substituted or unsubstituted between the tetrahydropyrene core and the amine groups (-NAr1Ar2 and -NAr3Ar4). Further, provided is an organic electroluminescent device comprising (i) an anode, (ii) a cathode, and (iii) one or more organic layers between the anode and the cathode, at least one of the one or more organic layers comprising the aryl amine derivative. Preferably, the organic layer comprising the aryl amine derivative is a hole transport layer.
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Page/Page column 22-23
(2009/07/25)
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- Molecular compasses and gyroscopes. II. Synthesis and characterization of molecular rotors with axially substituted bis[2-(9-triptycyl)ethynyl]arenes
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We have developed a simple convergent procedure for the synthesis of molecular rotors consisting of a central aromatic group coupled with two axially positioned ethynyltriptycenes. Molecular rotors with 1,4-phenylene (1), 1,4′-1,1′-biphenylene (2), 9, 10-anthracenylene (3), and 2,7-pyrenylene (4) groups were prepared by Pd(0)-catalyzed coupling of ethynyl triptycenes with the corresponding dibromoarenes. Although compounds 1-4 were not expected to have free rotation in the solid state, the rotational potentials of 1 and 3 were analyzed by semiempirical methods and the crystal packing of 1 was analyzed to design the structures most likely to yield a functional rotor in the solid state. Semiempirical PM3 calculations predict compounds 1, 2, and 4 to have frictionless internal rotation even at temperatures as low as 25 K, while compound 3 is expected to have a barrier of ca. 4 kcal/mol.
- Godinez, Carlos E.,Zepeda, Gerardo,Garcia-Garibay, Miguel A.
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p. 4701 - 4707
(2007/10/03)
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