10387-13-0Relevant articles and documents
Synthesis, characterization and DFT study of new anthracene-based semiconducting polyethers for OLED application
Mahmoudi, Chaima,Chouk, Rihab,Baatout, Khouloud,Jaballah, Nejmeddine Smida,Khalfaoui, Mohamed,Majdoub, Mustapha
, (2021/12/08)
New soluble semiconducting anthracene-based polyethers (An-BPS and An-TDP) were synthetized via the Williamson polycondensation of 9,10-dichloromethylanthracene with 4,4′-thiodiphenol (TDP) and bisphenol S (BPS), respectively. The polymers were investigated by density functional theory (DFT): the structural and optoelectronic properties, frontier molecular orbitals (HOMO/LUMO), as well as the infrared, absorption and fluorescence spectra were discussed. The polyethers structures were confirmed by NMR and FTIR spectroscopies, revealing good agreements between experimental and theoretical results. Quasi-identical absorption and blue emission properties were obtained for both polymers in dilute solutions, with a higher fluorescence efficiency for An-BPS. The cyclic voltammetry analysis of these electrochemically active materials showed a higher electron affinity for An-BPS and a lower ionization potential for An-TDP. The DFT calculations showed that the HOMO/LUMO frontier energy distributions are confined on the anthracene moiety in An-BPS. However in An-TDP, the LUMO distribution is localized on anthracene group, while the HOMO is on the TDP unit. The electric behavior of organic light-emitting diodes (OLEDs) based on these macromolecular structures has been investigated via numerical simulation using Silvaco TECAD software. Good electrical properties are estimated, with a low turn on voltages of 3.1 V and 2.9 V for An-TDP and An-BPS, respectively. However, An-BPS showed improved current conductivity, which makes it a good candidate for OLEDs.
Kinetic Stabilization of Blue-Emissive Anthracenes: Phenylene Bridging Works Best
Nathusius, Marvin,Sleeman, Daniel,Pan, Junyou,Rominger, Frank,Freudenberg, Jan,Bunz, Uwe H. F.,Müllen, Klaus
supporting information, p. 16606 - 16610 (2021/10/16)
In attempts at kinetically stabilizing blue-emissive anthracenes, a series of 9,10-diaryl substituted derivatives were tested for their photochemical and photooxidative persistence. A major breakthrough in light fastness comes from a new bis-meta-terpheny
Discrete Platinum(II) Metallacycles with Inner- and Outer-Modified 9,10-Distyrylanthracene: Design, Self-Assembly, and Luminescence Properties
Li, Meng,Pan, Guocui,Shi, Junjuan,Tian, Wenjing,Tong, Hui,Wang, Ming,Xu, Bin,Yu, Hao
supporting information, (2022/03/27)
To completely unravel the relationship between structures and luminescence properties of inner- and outer-modified metallacycles, two rhombic metallacycles S1 and S2 with 9,10-distyrylanthracene (DSA) were constructed herein via the design of DSA moieties on the inside or outside of metallacycles. Similar building blocks of the two metallacycles led to the same emission wavelengths in a dilute solution. In contrast, their fluorescence emissions in the aggregation and solid states were significantly different and revealed interesting emission behaviors from structures with inner- and outer-modified design. Finally, based on their luminescence properties, a tunable solid-state fluorescence emissive material was easily obtained by the mixing of two supramolecules in different ratios. This unique design suggested that the modified position of fluorophores exerts a key impact on the adjustment of luminescence from a dilute solution to the aggregated state and will be of great significance for the development of luminescent materials based on supramolecules.
Design, synthesis and imaging of a novel mitochondrial fluorescent nanoprobe based on distyreneanthracene-substituted triphenylphosphonium salt
Zhang, Yan,Jiang, Rui,Jiang, Hongbo,Xia, Qinglian,Wang, Yuting,Xiong, Lulu,Xiang zhou,Hu, Lianzhe,Qi, Wenjing
, (2021/11/16)
Targeting and monitoring the dynamics of mitochondria are of great significance because mitochondria are involved in a variety of physiological and pathological processes. For achieving this purpose, highly sensitive, photostable, tolerance and specific fluorescent probe is necessary. To obtain a superior mitochondrial fluorescent probe, (4-distyreneanthracenoxybutyl) bis(triphenylphosphonium) bromide (DSA-TPP) with aggregation-induced emission (AIE) characteristic was designed and synthesized for mitochondrial targeting. DSA-TPP dots with high fluorescence quantum yield (Φ = 17.9) and small particle size (8 nm) can be easily prepared by self-assembly formation. DSA-TPP dots had the ability of lightning mitochondria in living cells with high brightness, superior photostability and strong tolerance to cell environment change.
Crystallographic and spectroscopic analysis of 9,10-bis-alkyl imidazolium anthracene hexatungstate supramolecular complexes
Annapareddy, Gayatri,Mubeena, Shaik,N, Meghana,Sarma, Monima
, (2021/06/28)
This article describes the ionic and supramolecular association of bis-dialkyl imidazolium anthracene dications with hexametalate cluster anions. In the relevant compounds, the length of the alkyl chain was varied to observe its effect on the crystal packing. Despite the endothermicity in the crystals due to structural incompatibility between planar anthracene and spherical polyoxometalate ion, packing stability is attained by coulombic interaction together with the supramolecular interactions between the components. The nature of supramolecular interactions depends on the number of carbon atoms in the alkyl chain in the organic counterparts of the crystals which ultimately modifies the packing pattern.
A cationic on-off fluorescent sensor with AIE properties for heparin and protamine detection
Zhou, Yingxi,Jiang, Hongbo,Wang, Yuting,Zhao, Song,Hu, Lianzhe,Zhang, Yan
supporting information, p. 16537 - 16542 (2021/09/28)
In this research, a distyryl-anthracene derivative (DSAI) with two quaternary ammonium groups was synthesized. It emitted strong yellow-green fluorescence after aggregating with heparin through electrostatic attraction. In the presence of protamine, the fluorescence of DSAI remarkably quenched because of the greater affinity between heparin and protamine. Based on the change of fluorescence signal, a highly sensitive and selective method is successfully constructed to detect heparin and protamine. The DSAI sensor toward heparin showed a broad linear range (0.1 to 1.1 μg mL?1) and a low detection limit (down to 5.64 ng mL?1). The linear detection for protamine was in a wide range (0.1 to 1.7 μg mL?1) with the detection limit of 5.20 ng mL?1. Moreover, DSAI was successfully applied to detect heparin and protamine in complicated goat serum samples with satisfactory results. This simple and ultrasensitive biosensor has potential applications in diagnostics, therapeutics and biological research.
METHOD FOR THE SYNTHESIS OF 9,10-BIS(CHLOROMETHYL)ANTHRACENE
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Paragraph 0041-0063, (2020/01/24)
The invention relates to a method for the synthesis of 9,10-bis(chloromethyl)anthracene, comprising the mixing of the reagents, anthracene and 1,3,5-trioxane, a phase transfer catalyst selected from the group comprising quarternary ammonium salt and crown ether with hydrochloric acid and acetic acid.
2D arrays of organic qubit candidates embedded into a pillared-paddlewheel metal-organic framework
Forbes, Malcolm D. E.,Garcia-Garibay, Miguel A.,Jellen, Marcus J.,Ayodele, Mayokun J.,Cantu, Annabelle
supporting information, p. 18513 - 18521 (2020/11/27)
The creation of ordered arrays of qubits that can be interfaced from the macroscopic world is an essential challenge for the development of quantum information science (QIS) currently being explored by chemists and physicists. Recently, porous metal?organic frameworks (MOFs) have arisen as a promising solution to this challenge as they allow for atomic-level spatial control of the molecular subunits that comprise their structures. To date, no organic qubit candidates have been installed in MOFs despite their structural variability and promise for creating systems with adjustable properties. With this in mind, we report the development of a pillared-paddlewheel-type MOF structure that contains 4,7-bis(2-(4-pyridyl)-ethynyl) isoindoline N-oxide and 1,4-bis(2-(4-pyridyl)-ethynyl)-benzene pillars that connect 2D sheets of 9,10-dicarboxytriptycene struts and Zn2(CO2)4 secondary binding units. The design allows for the formation of ordered arrays of reorienting isoindoline nitroxide spin centers with variable concentrations through the use of mixed crystals containing the secondary 1,4-phenylene pillar. While solvent removal causes decomposition of the MOF, magnetometry measurements of the MOF containing only N-oxide pillars demonstrated magnetic interactions with changes in magnetic moment as a function of temperature between 150 and 5 K. Variable-temperature electron paramagnetic resonance (EPR) experiments show that the nitroxides couple to one another at distances as long as 2 nm, but act independently at distances of 10 nm or more. We also use a specially designed resonance microwave cavity to measure the face-dependent EPR spectra of the crystal, demonstrating that it has anisotropic interactions with impingent electromagnetic radiation.
AIE fluorescent probe for heparin detection and pH response, synthesis method and application
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Paragraph 0048-0049, (2020/04/17)
Relating to the field of organic luminescent materials, the invention particularly discloses an AIE fluorescent probe for heparin detection and pH response, a synthesis method and application. The fluorescent probe with AIE properties is BDA-4COOH, the fl
Selective Binding of Dopamine and Epinephrine in Water by Molecularly Imprinted Fluorescent Receptors
Duan, Likun,Zhao, Yan
supporting information, p. 1035 - 1038 (2020/03/23)
Catecholamines play important roles in biology but their structural similarity makes it challenging to construct synthetic receptors with selective binding. A combination of covalent and noncovalent binding groups in the hydrophobic core of water-soluble
