128-63-2Relevant academic research and scientific papers
Electron-Transfer-Induced Self-Assembly of a Molecular Tweezer Platform
Thakur, Khushabu,Wang, Denan,Mirzaei, Saber,Rathore, Rajendra
, p. 14085 - 14089 (2020)
The design and synthesis of a new molecular tweezer (T-tmp) with electron-rich pincers are reported. The stable monocationic radicals and self-assembled dimeric radicals of this molecular tweezer platform were prepared by chemical oxidative titration. With the aid of DFT calculations, it was found that the dimeric radicals with syn-syn-syn conformer has the most stable structure, with the hole primarily delocalized between parallel stacked pyrenyl groups.
Conversion of Imine to Oxazole and Thiazole Linkages in Covalent Organic Frameworks
Waller, Peter J.,Alfaraj, Yasmeen S.,Diercks, Christian S.,Jarenwattananon, Nanette N.,Yaghi, Omar M.
, p. 9099 - 9103 (2018)
Imine-linked ILCOF-1 based on 1,4-phenylenediamine and 1,3,6,8-tetrakis(4-formylphenyl)pyrene was converted through consecutive linker substitution and oxidative cyclization to two isostructural covalent organic frameworks (COFs), having thiazole and oxazole linkages. The completeness of the conversion was assessed by infrared and solid-state NMR spectroscopies, and the crystallinity of the COFs was confirmed by powder X-ray diffraction. Furthermore, the azole-linked COFs remain porous, as shown by nitrogen sorption experiments. The materials derived in this way demonstrate increased chemical stability, relative to the imine-linked starting material. This constitutes a facile method for accessing COFs and linkages that are otherwise difficult to crystallize due to their inherently limited microscopic reversibility.
Mono- and Diruthenium, Symmetrical and Unsymmetrical Complexes Bridged by Pyrene Derivatives: Experimental and Theoretical Studies
Zych, Dawid,Slodek, Aneta,Paj?k, Micha?,Krompiec, Stanis?aw,Spólnik, Grzegorz,Danikiewicz, Witold
, p. 3868 - 3877 (2017)
New mono- and diruthenium, symmetrical and unsymmetrical complexes, bridged by a new cyclometalating 1,3,6,8-tetra(4-substituted-2-pyridyl)pyrene derivative containing the solubilizing group 2,2-dimethylpropyloxy, with the terminal 4′-phenyl-2,2′:6′,2′′-terpyridine ligands containing diethylamine and a 2-ethynyl-9,9-dioctylfluorene moiety, were synthesized and thoroughly characterized. Thermal studies show that the obtained complexes retain high thermal stability. Spectroscopic studies show the metal-to-ligand charge-transfer excitation. Further, electrochemical studies show delocalization of the electronic charge (mixed valance). In addition, density functional theory and time-dependent density functional theory calculations have provided more detail about the structural properties and a deeper understanding of the experimental results. All of the obtained results show the considerable differences between the mono- and diruthenium and symmetrical and unsymmetrical complexes.
A lanthanide-organic crystalline framework material encapsulating 1,3,6,8-tetrakis(: P -benzoic acid)pyrene: Selective sensing of Fe3+, Cr2O72- and colchicine and white-light emission
Li, Jin Xiao,Guan, Qing Lin,Wang, Yu,You, Zi Xin,Xing, Yong Heng,Bai, Feng Ying,Sun, Li Xian
, p. 1446 - 1454 (2020)
A facile strategy was used to construct a series of composite materials with color-tunable and white light emission by encapsulating 1,3,6,8-tetrakis(p-benzoic acid)pyrene (H4TBAPy) into framework material [Eu(MCTCA)1.5(H2O)2]·1.75H2O (Eu-MCTCA), which is synthesized based on Eu(NO3)3·6H2O and 5-methyl-1-(4-carboxylphenyl)-1H-1,2,3-triazole-4-carboxylic acid (H2MCTCA). A slight adjustment of the emission color can be easily fulfilled by simply altering the concentration of H4TBAPy or regulating the excitation wavelength. Notably, white light emitting Eu-MCTCA@H4TBAPy can be realized by encapsulating H4TBAPy with a concentration of 0.75 mM, when the excitation wavelength is 350 nm. Furthermore, based on the favorable luminescence and stable structure of Eu-MCTCA@H4TBAPy in water or organic solvents, Eu-MCTCA@H4TBAPy can be used as a potential luminescent probe for detecting Fe3+, Cr2O72- and colchicine.
Tailoring the framework of organic small molecule semiconductors towards high-performance thermoelectric composites: Via conglutinated carbon nanotube webs
Yin, Xiaojun,Peng, Yuhao,Luo, Jiajia,Zhou, Xiaoyan,Gao, Chunmei,Wang, Lei,Yang, Chuluo
, p. 8323 - 8330 (2018)
Recently, the thermoelectric (TE) properties of single-walled carbon nanotubes (SWCNTs)/polymer semiconductor composites have been dramatically improved; however, there are no examples of SWCNTs/organic small molecule semiconductor (OSMS) composites as TE materials, although OSMSs are more attractive due to their exact structure, easy structure optimization, high purity for performance optimization, etc. In this work, four p-type OSMSs are designed and synthesized as p-type binders for application in SWCNT-doped composite films. The relationship between TE properties and the structure including the conjugated-backbone and peripheral substituents is investigated. Photophysical spectroscopic and scanning electron microscopic studies indicate that the variation of molecular geometries and hybrid ratios results in obvious changes in the morphologies, interfacial contacts and grain boundaries of the composite films, subsequently affecting the TE properties of the samples. Notably, the SWCNT/TCzPy (1:1)-based hybrid film exhibits the best performance with an average power factor of 108.4 ± 4.8 μW m-1 K-2, which is three times higher than that of SWCNT/TDOPAPy. The results demonstrate that fine tuning the π-extensions of the central core or peripheral substituents of organic semiconductors is a good strategy for designing high-performance p-type organic small molecule TE materials.
A unique magnesium-based 3D MOF with nanoscale cages and temperature dependent selective gas sorption properties
Huang, Yong-Liang,Gong, Yun-Nan,Jiang, Long,Lu, Tong-Bu
, p. 1753 - 1755 (2013)
A porous Mg-based 3D metal-organic framework with unique nanoscale cages and two-fold interpenetrating pcu nets has been synthesized and characterized. It shows gas-uptake capacities for N2, H2, O2 and CO2 at low temperatures and selective adsorption of CO 2 over O2 and N2 at room temperature. The Royal Society of Chemistry 2013.
Furyl derivatives of pyrene: Efficient synthesis and relevant optical properties
Idzik, Krzysztof R.,Ledwon, Przemyslaw,Licha, Tobias,Kuznik, Wojciech,Lapkowski, Mieczyslaw,Frydel, Jaroslaw
, p. 55 - 61 (2014)
A series of various furyl derivatives of pyrene were synthesized by Stille cross-coupling procedure. Their structures were characterized by nuclear magnetic resonance, and elemental analysis. Optical properties of the synthesized materials as well as their energy levels were investigated by ultraviolet-visible absorption supported by fluorescence spectra. All of the studied compounds exhibit fluorescence with energy peaks dependent on the number of furyl substituents. Furthermore, quantum mechanical modeling method of obtained materials are studied. Experimental data are focused on quantum chemical calculations. Highest occupied molecular and lowest unoccupied molecular orbitals are delocalized uniformly on both pyrene core and furyl substituents. Furanyl-pyrene hybrids are potentially good materials for optical applications mainly due to their optical and charge transport properties, which are also desired for electronic applications.
Synthesis of pyrene-cored dendrimers with 9-phenylcarbazole-based dendrons and their thermal, photophysical and electrochemical properties
You, Jia,Li, Guiyang,Wang, Zhonggang
, p. 5116 - 5123,8 (2012)
Three generations of dendrimers (G1, G2 and G3) with a pyrene core and 9-phenylcarbazole derivatives dendrons have been designed and synthesized by convergent approach. Their chemical structures were well characterized by means of 1H NMR, IR spectroscopy, MALDI-TOF MS and elemental analysis. The studies revealed interesting effects of topological variation with incremental generation number on the thermal, photophysical and electrochemical properties of the dendrimers. The results showed that they displayed excellent thermal stability with 5% weight-loss temperature up to 610 °C and high glass-transition temperature (260 °C for G3). The HOMO and energy band gaps of materials could be modulated by changing the generation of the dendrimers. Compared to G1 and G2, the higher generation G3 had significantly enhanced photoluminescent quantum yield from 86.9 to 99.5%, and exhibited good stability for hole and electron injection.
Synthesis and fluorescence emission properties of 1,3,6,8-tetrakis(9H- fluoren-2-yl)pyrene derivative
Hu, Jian-Yong,Hiyoshi, Hidetaka,Do, Jung-Hee,Yamato, Takehiko
, p. 278 - 282 (2010)
A novel pyrene-based highly pure blue fluorescent and stable molecule, 1,3,6,8-tetrakis[9,9-bis(3-methylbutyl)-9Hfluoren- 2-yl]pyrene, was successfully synthesised via a Pd-catalysed Suzuki coupling reaction of 1,3,6,8- tetrabromopyrene with 2-[9,9-bis(3-methylbutyl)-9H-fluoren-2-yl]-4,4,5,5- tetramethyl[1,3,2]dioxaborolane. The photoproperties of this pyrene were examined in detail and these data indicated its potential application as blue-emitting materials in organic light-emitting diodes.
Ultrastable conductive microporous covalent triazine frameworks based on pyrene moieties provide high-performance CO2 uptake and supercapacitance
Mohamed, Mohamed Gamal,El-Mahdy, Ahmed F. M.,Takashi, Yasuno,Kuo, Shiao-Wei
, p. 8241 - 8253 (2020)
Covalent organic triazine frameworks (CTFs) are a subclass of covalent organic frameworks and conjugated microporous polymers that exhibit heteroatom effects and possess high surface areas and excellent chemical and thermal stabilities; they have applications in energy storage and gas adsorption. In this study, we prepared two microporous polymers the pyrene-functionalized CTFs Pyrene-CTF-10 and Pyrene-CTF-20 - through ionothermal treatment of 1,3,6,8-cyanopyrene (TCNPy) in the presence of molten zinc chloride (ZnCl2) at 500 °C (at ZnCl2-to-TCNPy molar ratios of 10?:?1 and 20?:?1, respectively). Pyrene-CTF-10 and Pyrene-CTF-20 had specific BET surface areas of 819 and 1019 m2 g-1, respectively, with pore size distributions of 1.10 and 1.35 nm, respectively, and high char yields (up to 70%). Furthermore, these Pyrene-CTF polymeric frameworks exhibited excellent specific capacitances at a current density of 0.5 A g-1: 380 F g-1 for Pyrene-CTF-10 and 500 F g-1 for Pyrene-CTF-20. In addition, both Pyrene-CTFs had excellent cycling stability, retaining 97% of their capacitances after cycling 2000 times at a current density of 10 A g-1. Moreover, Pyrene-CTF-10 displayed good CO2 uptake capacity (2.82 and 5.10 mmol g-1 at 298 and 273 K, respectively).
