5472-23-1Relevant academic research and scientific papers
Boron trifluoride etherate promoted microwave-assisted synthesis of antimalarial acridones
Kancharla, Papireddy,Dodean, Rozalia A.,Li, Yuexin,Kelly, Jane X.
, p. 42284 - 42293 (2019)
A microwave-assisted, rapid and efficient method using boron trifluoride etherate (BF3.Et2O) for the synthesis of acridones, via an intramolecular acylation of N-phenylanthranilic acid derivatives, has been developed. The reaction proceeds under solvent-free conditions, tolerates a wide range of functional groups, and provides rapid access to a range of acridones in good to excellent yields. Several of the synthesized acridones exhibited potent antimalarial activities against CQ sensitive and multi-drug resistant (MDR) parasites.
Synthesis of xanthones, thioxanthones and Acridones by a metal-free photocatalytic oxidation using visible light and molecular oxygen
Chinchilla, Rafael,Torregrosa-Chinillach, Alejandro
, (2021/06/12)
9H-Xanthenes, 9H-thioxanthenes and 9,10-dihydroacridines can be easily oxidized to the corresponding xanthones, thioxanthones and acridones, respectively, by a simple photo-oxidation procedure carried out using molecular oxygen as oxidant under the irradiation of visible blue light and in the presence of riboflavin tetraacetate as a metal-free photocatalyst. The obtained yields are high or quantitative.
Acridine compound and light-emitting device
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Paragraph 0049-0051, (2021/02/06)
The invention relates to an acridine compound and an application thereof. The structural formula of the acridine compound is shown as a formula (I), wherein Ar is selected from substituted or unsubstituted aryl or substituted or unsubstituted heteroaryl, R1 and R2 are respectively and independently selected from H, substituted or unsubstituted alkyl, substituted or unsubstituted aryl or substituted or unsubstituted heteroaryl, R1 and R2 are respectively and independently selected from H, substituted or unsubstituted alkyl, substituted or unsubstituted aryl or substituted or unsubstituted heteroaryl, and x is selected from oxygen or sulfur. The acridine compound provided by the invention has good electron transport performance and hole transport performance, so that the acridine compound can be used as a material of a hole transport layer and an electron transport layer, due to the fact that the acridine compound has a high triplet state energy level, the acridine compound becomes a good bipolar main body material, the acridine compound is used as the main body material of a light-emitting layer, more exciton energy can be transmitted to a light-emitting body, and the light-emittingefficiency of a light-emitting device is improved.
Acridine compound, polymer, application of acridine compound and polymer, and luminescent device
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Paragraph 0052-0053, (2021/05/19)
The invention relates to an acridine compound, a polymer, application of the acridine compound and a luminescent device. The structural formula of the acridine compound is shown as a formula (I), n1-n4 are respectively and independently selected from 0 or 1, and n1-n4 are not 0 at the same time; and D1-D4 are each independently selected from a substituted or unsubstituted arylene group, or a substituted or unsubstituted heteroarylene group. The acridine compound is constructed by taking an acridine unit connected with a spiral structure as a core, arylene and heteroaryl as arms and a vinyl unit as a tail end. The compound can be dissolved in a conventional solvent at normal temperature; and due to donor electron conjugation of nitrogen atoms in the acridine unit, the electron cloud density of the whole acridine unit is relatively high, so that the acridine unit becomes a good hole transmission unit; the vinyl unit is arranged at the tail end and is crosslinked at high temperature to form a crosslinking layer which is not easy to dissolve by a conventional solvent, so that the crosslinking layer is not easy to dissolve by a solvent of a next functional layer, and the luminous efficiency is favorably improved.
Copper-catalyzed synthesis of N-aryl acridones from 2-amino benzophenones and aryl boronic acids via sequential double oxidative C–N coupling
He, Yang,Xu, Liang,Zhang, Jinli,Wei, Yu
, (2019/12/27)
Pot-economic synthesis of N-aryl acridones was performed with 2-aminobenzophenones and aryl boronic acids as starting materials. Cu-catalyzed chelation-assisted oxidative C–N cross-coupling reactions were well merged with the following intra-molecular oxidative dehydrogenative C–H amination reactions under an air atmosphere. The use of reagent capsules can further resolve the compatibility problem of reagents and simplify the operational process, providing a more straightforward access to the target products.
2-Aminobenzaldehyde, a common precursor to acridines and acridones endowed with bioactivities
Bentabed-Ababsa, Ghenia,Dorcet, Vincent,Erb, William,Mongin, Florence,Mongin, Olivier,Picot, Laurent,Roisnel, Thierry,Thiéry, Valérie,Zeghada, Sarah
, (2020/08/19)
By starting from a common substrate, 2-aminobenzaldehyde, both acridines and acridones were prepared. The former were generated in high yields by copper-catalyzed N-arylation followed by acid-mediated cyclization while the latter were obtained by double copper-catalyzed N-arylation followed by cyclization under the same reaction conditions. Moreover, acridine was subjected to deprotometalation by recourse to a lithium-zinc base and converted to the corresponding 4-iodo derivative, which was involved in copper-catalyzed couplings with pyrrolidinone and pyrazole. Finally, addition of pyrazole, indole and carbazole onto the 9 position of bare acridine was improved. While moderate biological activity was noticed in melanoma cells growth inhibition, the newly prepared compounds feature interesting photophysical properties which were evaluated in a preliminary study.
Spiro organic electroluminescent material and application thereof
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Paragraph 0043; 0045; 0048; 0049, (2020/07/13)
The invention relates to a novel organic compound. The novel organic compound has a structure represented by a formula (1), wherein Z1-Z16 each independently represent a nitrogen atom or CR1, R1 is independently selected from one of hydrogen, a C1-C12 alkyl group, a C1-C12 alkoxyl group, halogen, a cyano group, a nitro group, a hydroxyl group, a silane group, an amino group, a C6-C30 aryl amino group, a C3-C30 heteroaryl amino group, a C6-C30 aryl group and a C3-C30 heteroaryl group; L1 and L2 are each independently selected from one of a single bond, a C6-C30 arylene group, and a C3-C30 heteroarylene group; and Ar1 and Ar2 are independently selected from one of C1-C12 alkyl, C6-C30 aryl and C2-C30 heteroaryl. When the provided compound is used as a luminescent layer material in an OLED device, the compound has an excellent device performance and high stability. The invention also discloses an organic electroluminescent device adopting the compound with the general formula.
Heterocyclic compounds and organic light-emitting diode including the same
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Paragraph 0299-0305, (2021/01/29)
The present invention relates to a new heterocyclic compound, and an organic electroluminescent device including the same as a light emitting material, specifically a heterocyclic compound denoted by chemical formula 1, and an organic electroluminescent device having excellent luminance properties including driving voltage and luminance efficiency.
Organic compound with acridine-derived triarylamine structure and application of organic compound
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Paragraph 0038-0042, (2020/06/20)
The invention belongs to the technical field of organic photoelectric materials, and particularly relates to an organic compound with an acridine-derived triarylamine structure and application of theorganic compound. The compound provided by the invention has the acridine-derived triarylamine structure, and because the triarylamine structure has very high hole migration efficiency, the evaporation temperature of the compound is obviously reduced; besides, the compound provided by the invention can maintain good thermodynamic stability while the evaporation temperature is reduced, and the compound provided by the invention is suitable for being used as a hole transport layer in an OLED device. The preparation process of the compound is simple and feasible, raw materials are easy to obtain,and the compound is suitable for mass production.
Mechanochromism, Twisted/Folded Structure Determination, and Derivatization of (N-Phenylfluorenylidene)acridane
Matsuo, Yutaka,Wang, Ya,Ueno, Hiroshi,Nakagawa, Takafumi,Okada, Hiroshi
supporting information, p. 8762 - 8767 (2019/05/29)
(N-Phenylfluorenylidene)acridane (Ph-FA) compounds with electron-withdrawing and -donating substituents (H, MeO, Ph, NO2, Br, F) at the para position of the phenyl group were successfully synthesized by Barton–Kellogg reactions of N-aryl thioacridones and diazofluorene. By using the substituent on the nitrogen atom to alter the electronic properties, both the folded and twisted conformers of p-NO2-C6H4-FA could be crystallographically characterized, which enabled the charge transfer from the electron-donating acridane moiety to the electron-accepting fluorenylidene moiety to be understood. Ground-state mechanochromism, thermochromism, vapochromism, and proton-induced chromism were demonstrated between the folded and twisted conformations of the conformers. Protonation and chemical oxidation of Ph-FA gave two stable acridinium compounds, namely, the fluorenylacridinium and acridinium radical cations. The present study will contribute to the development of functional dyes and organic semiconductors.
