33522-35-9Relevant academic research and scientific papers
Synthesis of highly emissive 1,8-diaryl anthracene derivatives and fabrication of their micro/nanostructures
Agarwal, Neeraj,Patil, Manish,Patil, Mahendra
, p. 98447 - 98455 (2015)
We report a new route for the synthesis of 1,8-diaryl anthracene derivatives (1-6) starting from anthraquinone. The reduction of 1,8-dichoroanthraquinone, followed by aryl-aryl coupling using modified Suzuki-Miyaura reaction conditions, furnished 1,8-diarylanthracene derivatives in a good yield. Detailed photophysical and electrochemical studies show that these anthracene derivatives emit in the blue region with a narrow FWHM and provide high quantum yields (upto 75%). The HOMO and LUMO energy levels of these compounds are in the ranges of -5.62 to 5.71 and 2.68-2.79 eV, respectively. Furthermore, anthracene derivative 5 was used for a surfactant assisted self assembling process to obtain micro/nanostructures. Compound 5 formed microplates in polyvinylpyrrolidone (PVP) and nanowires with an average diameter of ~290 nm in cetyltrimethylammonium bromide (CTAB). The absorption and emission properties of the micro/nanoassemblies of compound 5 showed a red shift of about 12 nm. It was also noticed that the emission intensity of 5 was retained even in the nanoassemblies, and was found to be comparable with that of the solution of 5 in organic solvents. DFT calculations suggest that multiple hydrogen bonding interactions are possible between two interacting monomers of 5. We believe that the possibility of H-bonding interactions in 5 is one of the factors that may aid the formation of micro/nanoassemblies. The blue emitting properties, compatible HOMO and LUMO energy levels, and highly blue emitting micro/nanoassemblies of these compounds make them suitable materials for organic light emitting devices (OLEDs).
Condensed polycyclic aromatic hydrocarbon organic compound Composition, light-emitting device
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Paragraph 0112-0115, (2021/11/03)
The invention relates to a condensed-ring aromatic hydrocarbon organic compound, a composition and a light-emitting device. Wherein A, B, C, D, E, F and G are as defined in the claims. The condensed-ring aromatic hydrocarbon organic compound has a strong
ANTHRACENE DERIVATIVE AND ORGANIC LIGHT EMITTING DEVICE COMPRISING THE SAME
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, (2019/06/04)
The present invention relates to an anthracene derivative, which improves low driving voltage and/or lifetime characteristics in an organic light emitting device, and to an organic light emitting device including the same. The anthracene derivative is rep
Mechanofluorochromic properties of 1,8-diphenylanthracene derivatives
Kusukawa, Takahiro,Kojima, Yusuke,Kannen, Fumihiro
supporting information, p. 1213 - 1216 (2019/09/30)
Several types of 1,8-diphenylanthracene derivatives were synthesized and their photophysical properties in the solid state were determined. A relatively high fluorescence quantum yield (of = >0.83) was observed for the 1,8-di(4-fluorophenyl)ant
ANTHRACENE BASED COMPOUND AND ORGANIC LIGHT EMITTING DEVICE COMPRISING THE SAME
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Paragraph 0371-0373; 0411-0413, (2018/05/24)
The present invention provides an anthracene-based compound and an organic light emitting device comprising same. Compounds of the present invention have a substituent group containing an aryl group at 1 and 8 positions of anthracene, and have a substituent group containing an aryl group or a heterocyclic group at 10 position, so that the luminous efficiency and lifetime of an organic light emitting device can be greatly improved when the compounds are applied to the organic light emitting device.COPYRIGHT KIPO 2018
Unsymmetrically Substituted 1,8-Diarylanthracenes
House, Herbert O.,Hrabie, Joseph A.,VanDerveer, Don
, p. 921 - 929 (2007/10/02)
Unsymmetrically substituted 1,8-diarylanthracenes where the aryl rings are m-tolyl (5), o-tolyl (6), and 2,3-dimethylphenyl (7) have been synthesized; the barriers to aryl ring rotation in these hydrocarbons were found to be 5.3, 10.4, and 16.3 kcal/mol, respectively.Addition of either an acetoxyl (14) or a methyl (15) substituent at C-9 of the dixylylanthracene gave mixtures of cis and trans isomers that also exhibited rotation of an aryl ring within the temperature range 25-120 deg C.X-ray crystal structures for the cis- (14b) and trans- (14a) 9-acetoxydixylylanthracenes demonstrated significant distortion in the geometry of the anthracene ring, permitting rotation of the aryl rings with unexpected ease in solutions at temperatures above 100 deg C.
Reactions of the 1,8-Diphenylanthracene System
House, Herbert O.,Ghali, Nabih I.,Haack, John L.,VanDerveer, Don
, p. 1807 - 1817 (2007/10/02)
An improved synthesis of 1,8-diphenylanthracene (1) is described along with various reactions of this hydrocarbon, including electrophilic substitution reactions, oxidations, and addition of n-BuLi.The molecular geometry of a derivative, 10-bromo-1,8-diphenylanthracene (20), was determined by X-ray crystallography.Of the various routes explored for forming 9-substituted 1,8-diphenylanthracenes, only the addition of certain organometallic reagents to the 9-anthrone 10 was satisfactory.
