2175-80-6Relevant academic research and scientific papers
The effect of substituent number on mechanochromic luminescence of β-diketones and the corresponding boron complexes
Li, Mengwei,Han, Yi,Zhang, Zidan,He, Xuehao,Chen, Yulan
, p. 159 - 167 (2019)
In this work, we designed and synthesized a series of β-diketones and the corresponding boron complexes (including mono-substituted, meta-position di-substituted and tri-substituted compounds). The effect of substituent number on their photophysical properties and mechanochromic luminescence (ML) behavior in different states was systematically studied. As verified by experimental and calculated results, the mechanical responsive properties of the six molecules were found structurally dependent, which were mainly modulated by conjugation effect and steric effect derived from different substitution. The di-substituted m-bdk and m-BF2bdk displayed the most prominent ML behavior, while the mono-substituted molecules showed almost no response to mechanical force. Moreover, the tri-substituted compounds (tri-bdk and tri-BF2bdk) showed fast self-erasing properties, highlighting the promising applications in self-erasing or self-healing devices and optical force sensors with high temporal resolution. Our study not only provides an effective strategy for modulating the optical properties, ML performance and recovery time by tuning the substituent number at molecular scale for the first time, but also facilitates the in-depth understanding of structure–property relationships in β-diketonate based dyes.
Liquid crystal behavior, photoluminescence and gas sensing: A new series of ionic liquid crystal imidazole and benzoimidazole bearing chalcone groups, synthesis and characterization
Abbas, Wahaj Raed,Mohammad, Abdulkarim-Talaq
, p. 38444 - 38456 (2021/12/20)
Four new series of chalcones containing imidazole bromonium and benzimidazole bromonium salts with spacer alkyl chains (Cn, n = 2 and 4) were synthesized and the chemical structure, thermal behavior, photoluminescence and gas sensing were characterized by
Luminescent mesogenic borondifluoride complexes with the Schiff bases containing salicylideneamines and β-enaminoketones core systems
Lei, Zih-Yang,Lee, Gene-Hsiang,Lai, Chung K.
, p. 44 - 56 (2018/04/02)
Three new families of borondifluoride complexes 1a–c derived from salicylideneamines 2a and β-enaminoketonates 2b–c were reported, and their mesomorphic and optical properties were also investigated. One single crystal and molecular structure of nonmesogenic BF2 complex 1c (n = 10) was resolved and the geometry of the central boron atom was tetrahedron. A larger dihedral angle of 81.3° between the two phenyl rings observed in crystal lattice was attributed to the lack of liquid crystallinity. Boron complexes 1a formed monotropic SmA phases, while boron complexes 1b exhibited enantiotropic SmC mesophases. The optical property of the boron complexes was dependent on their molecular structures, and they emitted a blue–to–green emission at λmax = 476–541 nm in the solution and 488–550 nm in the solid state. This is the first group of mesogenic BF2 complexes with the Schiff bases derived from respective salicylideneamines and β-enaminoketones.
Terbium Functionalized Micelle Nanoprobe for Ratiometric Fluorescence Detection of Anthrax Spore Biomarker
Luan, Ke,Meng, Ruiqian,Shan, Changfu,Cao, Jing,Jia, Jianguo,Liu, Weisheng,Tang, Yu
, p. 3600 - 3607 (2018/03/13)
Rapid, sensitive, and selective quantitative detection of pyridine dicarboxylic acid (DPA) as biomarker of anthrax spores is in great demand since anthrax spores are highly lethal to human beings and animals and also potential biological warfare agents. H
Synthesis and liquid crystalline properties of a new homologous series of 4,5-disubstituted 2H-[1,2,3]-triazoles via azide-chalcone oxidative cycloaddition reaction
Sowmya,Rai, K. M. Lokanatha
, p. 764 - 768 (2017/07/07)
A new homologous series of 4,5-disubstituted 2H-[1,2,3]-triazole derivatives were synthesized from chalcones and sodium azide via oxidative cycloaddition reaction; CuI was used as catalyst. Flexibility in the synthesized molecules was provided by attaching straight alkoxy chains. The synthesized compounds were characterized by elemental analysis, and 1HNMRand 13CNMRand LC-MS spectroscopies . The stability and range of the mesophases increased with the length of the chain on the triazoles. The melting point, transition temperatures, and enantiotropic liquid crystal morphologies were determined by differential scanning calorimetry (DSC) and polarizing optical microscopy (POM) equipped with a hot stage. Journal compilation
Fluorescent columnar bis(boron difluoride) complexes derived from tetraketonates
Chen, Ya-Wen,Lin, Yen-Chun,Kuo, Hsiu-Ming,Lai, Chung K.
, p. 5465 - 5477 (2017/07/10)
Three new series of bis-(boron difluoride) complexes 1a-c derived from substituted tetraketonates 2a-c are reported, and their mesomorphic and optical properties have been investigated. Two single crystals of mesogenic ligand 2a (n = 6) and nonmesogenic d
Mechanochromic luminescent difluoroboron beta-diketonates
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Page/Page column, (2015/07/15)
The invention provides luminescent solid-state compositions comprising difluoroboron beta-diketonates wherein the compositions can exhibit mechanochromic luminescence. The mechanochromic effect on the luminescence can be reversible, such as thermally reversible. Various solid-state forms of the invention can have emission spectra that differ from the properties of the respective difluoroboron beta-diketonate in solution. The mechanochromic effect can be stimulated by pressure such as handwriting, and can be reversed over a period of minutes to hours at room temperature. The invention also provides methods of making and methods of using the solid-state compositions, such as for sensors and for information displays for use in biological sensing, and in art, design, and consumer products. Compositions of the invention, such as compositions in nanoparticulate form, or contained within a matrix material, can be used in conjunction with fluorescence microscopy to provide information concerning pressures and tensions within and external to living cells, tissues, or organisms.
Coordination behaviour of new dipyridylpyrazole ligands towards ZnCl 2 and PdCl2 fragments. Crystalline structural characterization and multinuclear NMR studies as evidence of linkage and conformational isomers
Soria, Lorena,Ovejero, Paloma,Cano, Mercedes,Heras, Jose Vicente,Torres, M. Rosario,Claramunt, Rosa,Cornago, Pilar
, p. 9383 - 9394 (2014/03/21)
A series of novel N,N,N-donor pyrazole based ligands of the type pypz R(n)py (R(n) = C6H4OCnH 2n+1, n = 1, 12-18) (1-5) bearing two pyridine substituents at the 1- and 3-positions and an alkyloxyphenyl group at the 5-position have been prepared and characterized. The X-ray structure of pypzR(1)py is presented. Coordination of those ligands to MCl2 fragments (M = Zn, Pd) gives rise to complexes of the type [MCl2(pypzR(n)py)] (M = Zn, Pd; R(n) = C6H4OCnH2n+1; n = 1, 12-18) (6-15) which were characterized and studied in the solid state and in solution. In these compounds the ligands were highly versatile as they were metal coordinated in a N,N-bidentate, N,N,N-tridentate fashion or N,N-bidentate fashion with an additional interaction via the third active nitrogen, this different behaviour depending on the metal fragment as well as on the state (solid or in solution) in which the complexes are. The X-ray structures of [ZnCl2(pypzR(1)py)] (6) and [PdCl2(pypz R(1)py)] (11) have also been determined showing distorted trigonal bipyramid and square-planar geometries at the zinc and palladium centres, respectively. In both cases the coordination environment has been confirmed by 13C-and 15N-NMR studies in solid state. In particular, two binuclear M-M stereoisomers "Z"- and "U"-shaped may be established for the Pd derivative. The 1H and 13C-NMR studies in CDCl3 solution of (6) and (11) indicate the presence of monomeric species which exhibit the same or different bidentate coordination of the ligand, respectively, than that observed in solid state. However, DMSO-d6 causes a total dissociation of the ligand in Zn derivatives, while for the related Pd complexes two monomeric linkage isomers (N2,N1′PdCl2 and N2,N1′′PdCl2) were detected.
Synthesis and antimicrobial studies of hydroxylated chalcone derivatives with variable chain length
Ngaini, Zainab,Haris Fadzillah, Siti M.,Hussain, Hasnain
experimental part, p. 892 - 902 (2012/08/28)
A series of (E)-1-(4-alkyloxyphenyl)-3-(hydroxyphenyl)-prop-2-en-1-one have been successfully synthesised via Claisen-Schmidt condensation. The synthesised chalcone derivatives consisted of hydroxyl groups at either ortho, meta or para position and differed in the length of the alkyl groups, CnH 2n+1, where n=6, 10, 12 and 14. The structures of all compounds were defined by elemental analysis, IR, 1H- and 13C-NMR. The antimicrobial studies were carried out against wild-type Escherichia coli American Type Culture Collection 8739 to evaluate the effect of the hydroxyl and the alkyl groups of the synthesised chalcones. All the synthesised compounds have shown significant antimicrobial activities. The optimum inhibition was dependent on the position of the hydroxyl group as well as the length of the alkyl chains.
Alkyl chain length effects on solid-state difluoroboron β-diketonate mechanochromic luminescence
Nguyen, Nguyen D.,Zhang, Guoqing,Lu, Jiwei,Sherman, Arianna E.,Fraser, Cassandra L.
supporting information, p. 8409 - 8415 (2013/01/11)
Solid-state difluoroboron β-diketonate dyes display reversible mechanochromic luminescence (ML). To test the effects of alkyl chain length on solid state photoluminescence and ML, a series of dyes, BF2dbmOR, with dibenzoylmethane (dbm) ligands and alkoxyl substituents (-OR) were prepared, where R = CnH2n+1 and n = 1, 2, 3, 5, 6, 12, 14, 16, 18. Emission properties were investigated in solution and in the solid state. Fluorescence spectra and lifetimes were nearly identical for dyes in CH2Cl2 solution; whereas, in the solid state, as powders, thin films or spin cast films, emission maxima, and lifetimes were different among the samples. Solid-state ML emission spectra were monitored at room temperature as a function of time for smeared powders on quartz surfaces. The recovery time generally increased with alkyl chain length, ranging from minutes (n = 3) to days (n = 18). Longer chain analogues (n = 6, 12, 14, 16, 18) did not fully return to the original annealed emissive state even after months on quartz, though the dynamics are substrate dependent. Solid-state dyes were also investigated by XRD and DSC (powders), and by AFM (spin cast films).
