205877-26-5Relevant articles and documents
Star-shaped D-π-A molecules containing a 2,4,6-tri(thiophen-2-yl)-1,3,5- triazine unit: Synthesis and two-photon absorption properties
Zou, Li,Liu, Zijun,Yan, Xiaobing,Liu, Yan,Fu, Yang,Liu, Jun,Huang, Zhenli,Chen, Xingguo,Qin, Jingui
, p. 5587 - 5593 (2009)
A series of new star-shaped donor-π-acceptor (D-π-A) mole-cules containing the 2,4,6-tri(thiophen-2-yl)-1,3,5-triazine unit were synthesized and characterized. The 1,3,5-triazine group, as a strong electron-accepting center, is connected to three electron
Synthesis and characterization of electron donor-acceptor platinum(II) complexes composed of N, N -diphenylpyridineamine and triphenylamine ligands
Dai, Zhi,Metta-Magana, Alejandro J.,Nunez, Jose E.
, p. 7188 - 7196 (2014)
The synthesis and electronic properties of a series of platinum(II) complexes composed of electron-donor and electron-acceptor components as potential photovoltaic materials is reported. The complexes are composed of triphenylamines (TPA) and pyridine-derivatized TPAs as the electron-donating components, and alkynyl derivatives of 2,1,3-benzothiadiazole and cyclopentadithiophenone as the electron acceptors. The complexes containing the pyridine-derivatized ligands were prepared to examine the effect that direct coordination of a heteroatom-modified TPA may have on the electronic properties of donor-acceptor (D-A) complexes. Four complexes composed of meta- and para- pyridine-derivatized TPAs were prepared, and their electronic properties were compared with three structurally similar complexes composed of TPA, as well as with purely organic D-A compounds. Data collected from UV-vis and cyclic voltammetry show minor differences on the properties of the complexes containing the pyridine-derivatized ligands when compared to the TPA analogs, exhibiting similar highest occupied molecular orbital-lowest unoccupied molecular orbital bandgaps ranging from 2.156 to 2.705 eV for the pyridine-derivatized complexes (6a,b and 7a,b), 2.038-2.320 eV for the TPA complexes (8a,b and 9a), 2.301 eV for organic molecule 10a, and 1.997 eV for 10b. All compounds are stable, exhibiting no decomposition in the solid indefinitely, and only minor decomposition in solution. All compounds were characterized by 1H and 13C nuclear magnetic resonance, infrared spectroscopy, and electrospray mass spectrometry. All complexes were also characterized by 31P nuclear magnetic resonance and elemental analysis of CHN; determination of Ag content for 6a,b and 7a,b (carried through the synthetic steps) was determined by inductively coupled plasma optical emission spectrometry. The para-pyridine-derivatized complex of 2,1,3-benzothiadiazole (6a) was further characterized by X-ray crystallography as a AgNO3 clathrate. X-ray quality crystals were grown from a solution of hexanes/CH 2Cl2 and from diffusion of hexanes into a CH 2Cl2 solution of the complex, providing a solvent-free crystal and a solvate of CH2Cl2, respectively.
Tuning photovoltaic performance of DOBT-based dyes via molecular design with ethynyl-linker and terminal electron-donating segment
Wang, Lihui,Yin, Lunxiang,Wang, Lijuan,Xie, Bao,Ji, Changyan,Li, Yanqin
, p. 203 - 211 (2017)
Two novel D-π-A-π-D-typed dioctyloxy-benzothiadiazole (DOBT)-based small molecules (SMs), TPAEDOBT and CZEDOBT, were designed and synthesized, consisting of ethynyl as π-linkage, besides, incorporating triphenylamine (TPA) and alkylated-carbazole (Cz) as
Rational Design and Facile Synthesis of Dual-State Emission Fluorophores: Expanding Functionality for the Sensitive Detection of Nitroaromatic Compounds
Chen, Si-Hong,Luo, Shi-He,Xing, Long-Jiang,Jiang, Kai,Huo, Yan-Ping,Chen, Qi,Wang, Zhao-Yang
, (2021/12/02)
Six novel benzimidazole-based D-π-A compounds 4 a–4 f were concisely synthesized by attaching different donor/acceptor units to the skeleton of 1,3-bis(1H-benzimidazol-2-yl)benzene on its 5-position through an ethynyl link. Due to the twisted conformation and effective conjugation structure, these dual-state emission (DSE) molecules show intense and multifarious photoluminescence, and their fluorescence quantum yields in solution and solid state can be up to 96.16 and 69.82 %, respectively. Especially, for excellent photostability, obvious solvatofluorochromic and extraordinary wide range of solvent compatibility, DSE molecule 4 a is a multifunctional fluorescent probe for the visual detection of nitroaromatic compounds (NACs) with the limit of detection as low as 10?7 M. The quenching mechanism has been proved as the results of photoinduced electron transfer and fluorescence resonance energy transfer processes. Importantly, probe 4 a can sensitively detect NACs not only in real water samples, but also on 4 a-coated strips and 4 a@PBAT thin films.
Synthesis of alkynes under dry reaction conditions
Rao, Maddali L.N.,Shamim Islam, Sk
supporting information, (2021/04/19)
An easy synthetic method was developed under dry reaction conditions for the preparation of terminal alkynes from 1,1-dibromoalkenes and in the presence of succinimide which acts as a nucleophile and proton donor. It was demonstrated with the synthesis of a broad spectrum of terminal alkynes and extended to synthesize internal alkynes under tandem reaction conditions.
Metallated Graphynes as a New Class of Photofunctional 2D Organometallic Nanosheets
Huang, Bolong,Li, Jiahua,Sun, Jibin,Sun, Mingzi,Tang, Tianhong,Wang, Zhengping,Wong, Wai-Yeung,Xie, Zheng,Xu, Linli,Zhang, Hongyang,Zhang, Jianqi
, p. 11326 - 11334 (2021/04/09)
Two-dimensional (2D) nanomaterials are attracting much attention due to their excellent electronic and optical properties. Here, we report the first experimental preparation of two free-standing mercurated graphyne nanosheets via the interface-assisted bottom-up method, which integrates both the advantages of metal center and graphyne. The continuous large-area nanosheets derived from the chemical growth show the layered molecular structural arrangement, controllable thickness and enhanced π-conjugation, which result in their stable and outstanding broadband nonlinear saturable absorption (SA) properties (at both 532 and 1064 nm). The passively Q-switched (PQS) performances of these two nanosheets as the saturable absorbers are comparable to or higher than those of the state-of-the-art 2D nanomaterials (such as graphene, black phosphorus, MoS2, γ-graphyne, etc.). Our results illustrate that the two metallated graphynes could act not only as a new class of 2D carbon-rich materials, but also as inexpensive and easily available optoelectronic materials for device fabrication.
Direct iodination of electron-deficient benzothiazoles: Rapid access to two-photon absorbing fluorophores with quadrupolar D-π-A-π-D architecture and tunable heteroaromatic core
Fakis, Mihalis,Georgiou, Dimitris,Hrobárik, Peter,Nociarová, Jela,Osusky, Patrik,Polyzos, Ioannis,Rakovsky, Erik
, p. 3460 - 3465 (2021/05/31)
Direct iodination of benzothiazoles under strong oxidative/acidic conditions leads to a mixture of iodinated heteroarenes with 1-2 major components, which are easily separable and which structures depend on the I2 equivalents used. Among the unexpected bu
Oxidative C-H Homocoupling of Push-Pull Benzothiazoles: An Atom-Economical Route to Highly Emissive Quadrupolar Arylamine-Functionalized 2,2′-Bibenzothiazoles with Enhanced Two-Photon Absorption
Fakis, Mihalis,Georgiou, Dimitris,Gyepes, Róbert,Hrobárik, Peter,Nociarová, Jela,Osusky, Patrik,Polyzos, Ioannis,Smolí?ek, Maro?
, p. 5512 - 5517 (2021/07/31)
Copper(II)-catalyzed C-H/C-H coupling of dipolar 2-H-benzothiazoles end-capped with triphenylamine moieties affords highly fluorescent 2,2′-bibenzothiazoles with quadrupolar (D-π-A-π-D) architecture displaying large two-photon absorption (TPA) cross sections (543-1252 GM) in the near-infrared region. The notably higher TPA performance as compared to quadrupolar π-systems with a widely used 2,2′-bipyridine core, along with the ease of the synthesis and chelating N^N ability, makes the title biheteroaryl platform an attractive building block for a large scope of functional dyes exploiting nonlinear optical phenomena.
Multi-fold Sonogashira coupling: A new and convenient approach to obtain tetraalkynyl anthracenes with tunable photophysical properties
Islam, Khadimul,Narjinari, Himani,Bisarya, Akshara,Kumar, Akshai
, p. 9692 - 9704 (2021/11/30)
For the first time, a direct single-step one-pot route to access nine new symmetric tetraalkynylated anthracenes via Pd(CH3CN)2Cl2/cataCXiumA catalyzed tetra-fold Sonogashira coupling is reported. Five of these tetraalkynylated anthracenes have been crystallographically characterized, with two of them exhibiting multiple interactions that significantly shorten the inter-planar distances in the solid-state structure. The rich photophysical properties exhibited by these molecules hold immense promise for future applications in sensors and optoelectronic devices. Two of the considered tetraalkynylated anthracenes comprising a D-π-A-π-D motif demonstrate solvatochromism and halochromism, with one of them showing a low bandgap of 1.79 eV. The remaining compounds demonstrate bandgaps in the range of 1.79-2.04 eV.
Isoquinoline sulfonamide functional molecular materials with adjustable excited state, and preparation method and application thereof
-
Paragraph 0057; 0078-0080, (2021/07/08)
The invention belongs to the field of photoelectric materials, and particularly discloses isoquinoline sulfonamide functional molecular materials with an adjustable excited state, and a preparation method and application thereof. The invention also discloses the preparation method and the application method of the isoquinoline sulfonamide functional molecular materials with the adjustable excited state. According to the invention, substituent groups (diethylamino, diphenylamine and carbazole) functional molecule isoquinoline sulfonamide compounds with different electron donating capabilities and steric hindrance are synthesized. The configuration and energy of the excited state are regulated and controlled by means of a solvent effect, a steric effect and the like, so that the optical and electrical properties of molecules are regulated, and the multifunctional integrated organic molecular material has the advantages of adjustable and controllable excited state, single-molecule double-wave emission and realization of organic single-molecule white light emission. The materials can be applied to energy storage, safety anti-counterfeiting, screen display, environment monitoring and the like required by multifunctional materials.