1983-60-4Relevant articles and documents
Anion-controlled ion-pair recognition of paraquat by a bis(m-phenylene)-32- crown-10 derivative heteroditopic host
Zhu, Kelong,Li, Shijun,Wang, Feng,Huang, Feihe
, p. 1322 - 1328 (2009)
It has been demonstrated that the complexation of the divalent salts of paraquat can be greatly improved (a Ka increase up to 219 times was observed) by the introduction of ion-pair recognition through use of urea moieties on the crown ether. This improvement is controlled by not only the solvent polarity but also the nature of the anion. Furthermore, it was found that the binding motif for paraquat guest incorporation into the heteroditopic host is anion-controlled in the solid state. The host-guest complex is a pseudorotaxane in the solid state when the two counterions of paraquat are trifluoroacetate anions while it is a taco complex when the two counterions are hexafluorophosphate or chloride anions.
Effect of MCl2 (M = Hg, Zn, Cu) subphase on photoinduced electron transfer in a pyrazinium styryl dye Langmuir-Blodgett film
Zheng, Jie,Li, Fuyou,Yu, Xiaofen,Huang, Chun-Hui,Wu, Nianzhu
, p. 3049 - 3053 (2000)
An amphiphilic heteroaromatic styryl dye, 2-(4-dihexadecylaminostyryl)- 1,5-dimethylpyrazinium iodide (I) was synthesized. Its Langmuir-Blodgett films fabricated from different subphases, namely pure water (Ia), 10-5 M CuCl2 (Ib), 10-5 M ZnCl2 (Ic) and 10-5 M HgCl2 (Id), were characterized by UV-Vis spectra and XPS measurements. The photoelectrochemistry of these film-modified conducting transparent indium- tin oxide (ITO) electrodes was investigated on a traditional three-electrode cell. The experimental data indicated that the films fabricated from different subphases have distinctive photoelectric responses. Under ambient conditions (0.5 M KCl), the quantum yields of photoelectric conversion were 0.03, 0.05, 0.06, and 0.1% for films Ia, Ib, Ic and Id, respectively. The effects of factors such as bias voltage, methylviologen (MV2+), and hydroquinone (H2Q) on the photocurrent generation were also investigated. Based on the experimental data, a possible mechanism of photoinduced electron transfer in this system is proposed.
Near-Infrared-Emissive Amphiphilic BODIPY Assemblies Manipulated by Charge-Transfer Interaction: From Nanofibers to Nanorods and Nanodisks
Yin, Jia-Fu,Hu, Yi,Wang, Huan,Jin, Zhong,Zhang, Yi,Kuang, Gui-Chao
, p. 3088 - 3095 (2017)
A novel near-infrared (NIR)-emissive amphiphilic BODIPY derivative, BBDP, was successfully prepared and thoroughly characterized. The photophysical properties in various organic solvents and THF/H2O mixtures with different fractions of water were investigated. BBDP self-assembled into nanofibers in a water environment owing to its amphiphilic properties. Through charge-transfer interactions, BBDP co-assembled with a perylene bisimide derivative, PBI, and a viologen derivative, MV, to generate two superamphiphiles. These two superamphiphiles were able to aggregate in water media at appropriate concentrations. The BBDP–PBI charge-transfer complex formed nanorods, whereas the BBDP–MV aggregates expressed a disk-like morphology. This research paves the way for us to manipulate the morphology of dye assemblies.
Solvent effects on the redox-dependent binding properties of a viologen-based receptor for neutral organic molecules
Lilienthal, Ronald R.,Smith, Diane K.
, p. 3733 - 3739 (1995)
Cyclic voltammetry of a viologen-based cyclophane receptor, VH, in water, 10% acetonitrile/water, and acetonitrile is described. Minimal electrolyte was necessary in order to prevent precipitation of the reduced VH in aqueous solutions. Shifts in the half-wave potential of the first viologen reduction are observed in the presence of various substituted benzenes. The direction and magnitude of the shifts are explained in terms of two competing factors: (i) the change in the electron donor-acceptor character of the host that occurs upon reduction and (ii) the change in the hydrophobic/hydrophilic character of the host upon reduction. The first factor promotes binding of acceptor-substituted guests to the reduced host and donor-substituted guests to the oxidized host The second factor promotes binding of all the guests to the reduced host in aqueous solution. Large potential shifts are observed when both factors work in the same direction.
Spectroelectrochemistry of Aromatic Ligands and Their Derivatives. 1. Reduction Products of 4,4'-Bipyridine, 2,2'-Bipyridine, 2,2'-Bipyrimidine, and Some Quaternized Derivatives
Braterman, Paul S.,Song, Jae-Inh
, p. 4678 - 4682 (1991)
Cathodic reductions and reduction products of 4,4'-bipyridine (I), N-methyl-4,4'-bipyridinium+ (monoquat; II), N,N'-dimethyl-4,4'-bipyridinium2+ (paraquat; III), 2,2'-bipyridine (IV), 4,4'-dimethyl-2,2'-bipyridine (V), the ethylene-bridged diquaternized derivative 6,7-dihydrodipyridopyrazinedium2+ (diquat; VI), unbridged diquaternized N,N'-dimethyl-2,2'-bipyridinium2+ (VII), and 2,2'-bipyrimidine (VIII) have been investigated by cyclic voltammetry and spectroelectrochemistry.As expected, quaternization and the incorporation of added nitrogens in the ring both lead to easier reductions.The radicals formed by one-electron reduction of I-IV show very similar spectra, assignable in terms of a simple Hueckel molecular orbital scheme.Thus, N-methylation lowers the energy of the LUMO in I but does not alter its nature.The same scheme, after allowing for loss of symmetry, correlates with established treatments of the reduction products of IV, which we have extended to VI, VIII, and the related reduced species.In all cases studied, the reduction orbital is related to ?(7) of biphenyl, the transition ?(6) -> ?(7) moves, where the rings can rotate, to lower energy on reduction, and bands in the near IR-visible region are observed and assigned to transitions from ?(7) to higher orbitals.
A symmetric aqueous redox flow battery based on viologen derivative
Liu, Shuang,Zhou, Meng,Ma, Ting,Liu, Jian,Zhang, Qiu,Tao, Zhanliang,Liang, Jing
, p. 1690 - 1693 (2020)
Due to the diversity and feasibility of structural modification for organic molecules, organic-based redox flow batteries (ORFBs) have been widely investigated, especially in aqueous solution under neutral circumstance. In this work, a symmetric aqueous redox flow battery (SARFB) was rationally designed by employing a bipolar redox active molecule (N,N'-dimethyl-4,4-bipyridinium diiodide, MVI2) as both cathode and anode materials and combining with an anion exchange membrane. For one MVI2 flow battery, MV2+/ MV·+ and I?/I3? serve as the redox couples of anode and cathode, respectively. The MVI2 battery with a working voltage of 1.02 V exhibited a high voltage efficiency of 90.30percent and energy efficiency of 89.44percent after 450 cycles, and crossover problem was prohibited. The comparable conductivity of MVI2 water solution enabled to construct a battery even without using supporting electrolyte. Besides, the bipolar character of MVI2 battery with/without supporting electrolyte was investigated in the voltage range between ?1.2 V and 1.2 V, showing excellent stable cycling stability during the polarity-reversal test.
Photoelectrochemical Investigation of an Azopyridinium Compound ((CH3)2NC6H4-N=N-C5H4NC18H37I) Modified SNO2 Electrodes
Xia, W. S.,Huang, C. H.,Luo, C. P.,Gan, L. B.,Chen, Z. D.
, p. 15525 - 15531 (1996)
The steady photoelectric response of an azopyridinium compound, (CH3)2NC6H4-N=N-C5H4NC18H37I (AI), monolayer modified SnO2 electrodes prepared by the Langmuir-Blodgett technique has been investigated using a conventional photoelectrochemical cell.Under ambient condition, a cathodic photocurrent is observed when the AI-SnO2 electrode is illuminated by white light (the IR was filtered).The action spectrum is coincident with the absorption of the electrode in the region around 450 nm, indicating the AI aggregates in LB film are responsible for the photocurrent.Dependencies of the photocurrent on some factors have been studied, which may change the megnitude of the observed photocurrent, namely, the light intensity of the irradiation, the concentration of the donor or acceptor in electrolyte solution, bias voltage, and the saturation degree of O2 or N2.Based on the changes of absorption spectra of AI in benzene solvent before and after irradiation, the electrochemical behaviors of AI in LB films are studied and the calculations of bond length, charge distribution, and total energy of different state for an analogue of AI, (CH3)2NC6H4-N=N-C5H4N(1+)CH3 (AM), were performed by using MINDO/3 method.The photocurrent generation is believed to result from photoinduced tautomerism upon irradiation.
Methyl viologen iodobismuthates
Buikin, Petr A.,Ilyukhin, Andrey B.,Simonenko, Nikolai P.,Laurinavichyute, Veronika K.,Kotov, Vitalii Yu.
, p. 430 - 435 (2018)
The interaction of iodobismuthate anions and methyl viologen [MV]2+ cations in aqueous solutions led to the formation of three compounds, two of which were identified as [MV][BiI5] and [MV]3[Bi2I11]I. Hybrid iodobismuthates [MV]3[Bi2I11]I and [MV]3[Bi2I9]2(DMF)3(H2O) were isolated from dimethylformamide (DMF). The heating of the latter material (up to 200 oC) resulted in a mixture of products, one of which was identified as [MV][BiI5]. A simple antisolvent precipitation method was proposed to create the [MV][BiI5]/SiO2 composite material.
Single-molecule charge transport through positively charged electrostatic anchors
Chen, Hongliang,Brasiliense, Vitor,Mo, Jingshan,Zhang, Long,Jiao, Yang,Chen, Zhu,Jones, Leighton O.,He, Gen,Guo, Qing-Hui,Chen, Xiao-Yang,Song, Bo,Schatz, George C.,Stoddart, J. Fraser
, p. 2886 - 2895 (2021)
The charge transport in single-molecule junctions depends critically on the chemical identity of the anchor groups that are used to connect the molecular wires to the electrodes. In this research, we report a new anchoring strategy, called the electrostat
Methylviologen Bromobismuthates
Buikin,Ilyukhin,Laurinavichyute,Kotov, V. Yu.
, p. 133 - 138 (2021/03/01)
Abstract: New methylviologen (MV2+) bromobismuthate [MV]3[BiBr6]2 · 2H2O (I) isostructural to the well-known chlorobismuthate [MV]3[BiCl6]2 · 2H2O has been prepared from an aqueous solution and cha-racterized by X-ray diffraction. The reaction between I and concentrated HBr leads to the formation of acidic methylviologen bromobismuthate-bromide [H3O]2[MV][BiBr6]Br · 4H2O (II) and a minor impurity of bromobismuthate tribromide [MV]3[Bi2Br9][Br3]3 (III). The acidic bromobismuthate of ethylviologen (EtV2+) [H3O][EtV][BiBr6] · 1.34H2O (IV) formed under similar conditions has another composition. Thermal decomposition of II yields single-phase [MV][BiBr5], which has a low optical band gap. The electrochemical characteristics of I and related iodobismuthate [MV]3[Bi2I11]I have been compared.
Electrochromic device and application thereof
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Paragraph 0082-0086, (2020/01/25)
The invention relates to an electrochromic device and an application thereof. The electrochromic device contains an electrochromic material represented by a formula I. A compound represented by the formula I modulate the conjugate length of chromophores of a viologen compound; thiophene is introduced between two pyridine groups so as to prolong the conjugate length of the chromophores, and the redox potential of the chromophores is regulated, so that color change of the chromophores under action of different voltages is enriched; at the same time, C1-C7 alkyl groups and iodine ions are introduced to regulate color change performance of the compound. When the compound is used in the electrochromic device, the device can absorb light in an infrared light region, and the electrochromic devicesensitive to visible-near infrared double light regions is obtained. The electrochromic device has high transmittance difference, good stability and good cycle life, and can be applied to intelligentwindows for both light shielding and heat insulation.
