Co-reporter:Miaomiao Hong, Shengzhou Lu, Feng Lv, Dongmei Xu
Dyes and Pigments 2016 Volume 127() pp:94-99
Publication Date(Web):April 2016
DOI:10.1016/j.dyepig.2015.12.023
•A facilely prepared new rhodamine–thiourea conjugate is reported.•The dye is a fluorescent probe for Hg2+ with good overall performance.•The probe formed a rare 1:3 complex with Hg2+.•A new interaction way between Hg2+ and the probe is discussed.A novel rhodamine-based turn-on fluorescent probe with three thiourea receptors was designed, synthesized and fully characterized. In acetonitrile/4-(2-hydroxyethyl)-1-piperazineethanesulfonic acid buffer (9/1, v/v, pH = 7.21), the probe showed high selectivity and sensitivity to Hg2+ with a 20-fold fluorescence enhancement at 583 nm. The increase in fluorescence intensity was linearly proportional to the concentration of Hg2+ in the range of 25–200 μM with a detection limit of 3.04 × 10−7 M. The probe could work in a nearly neutral pH span of 6.41–8.33 and exhibited excellent interference immunity. Real sample assay showed the probe had good practicability. The results from Job's plot, reversibility experiment, mass and infrared spectra analysis suggested a 1:3 probe/Hg2+ complex with an association constant of 9.88 × 1011 M−3 and a new interaction way between the probe and Hg2+.
Co-reporter:Miao-Miao Hong, Ai-Feng Liu, Ying Xu, Dong-Mei Xu
Chinese Chemical Letters 2016 Volume 27(Issue 6) pp:989-992
Publication Date(Web):June 2016
DOI:10.1016/j.cclet.2016.03.027
Three novel rhodamine-based Hg2+ fluorescent sensors were designed and synthesized. The sensors could work in semi-aqueous solutions with nearly neutral pH and showed high selectivity and sensitivity to Hg2+ with remarkable fluorescence enhancement. For these three sensors, the linear working range broadened (0–80, 0–100 and 0–140 μmol/L, respectively) and the sensitivity increased (7.7, 15.5 and 17.6 folds of the fluorescence enhancement and 512, 66.2 and 37.6 ppb of the detection limit) with the rising of the thiourea-unit numbers. Furthermore the sensors exhibited excellent interference immunity to multiple environmentally and biologically relevant metal ions. Pond and tap water assay showed good practicability of the sensors. The number of the bound Hg2+ equaling to that of the thiourea units and the irreversible recognition process implied a new interaction way between Hg2+ and the sensor.Synthesis and properties of three novel rhodamine-based fluorescent Hg2+ sensors with good overall performance were reported.
Co-reporter:Miaomiao Hong, Xiangyu Lu, Yuhua Chen, Dongmei Xu
Sensors and Actuators B: Chemical 2016 Volume 232() pp:28-36
Publication Date(Web):September 2016
DOI:10.1016/j.snb.2016.03.125
•New easily prepared rhodamine-based Hg2+ sensor is developed.•A The overall performance of the sensor is excellent.•The solid support sensor can monitor Hg2+ in 100% H2O by the naked eye.•A new interaction way between Hg2+and the sensor is proposed.A novel rhodamine-based colorimetric and fluorescent sensor for Hg2+ was reported. In CH3CN/H2O (1/99, v/v), the sensor showed high selectivity and sensitivity to Hg2+ by an emerging absorption peak at 565 nm and a 32-fold fluorescence enhancement at 586 nm with vivid color changes. The absorbance and fluorescence maxima increased linearly with the concentration of Hg2+ in the range of 0–90 μM. The colorimetric and fluorescent detection limits were 6.36 μM and 60.78 nM respectively. The sensor could work in a nearly neutral pH span of 6.01–8.57 and exhibited excellent interference immunity and low cytotoxicity. A 1:2 sensor-Hg2+ complex formed with a binding constant of 2.89 × 108 M−2. A new sensing mechanism was proposed. The sensor was successfully applied in real sample assay and living cell imaging. Furthermore, the sensor could be supported in low cost cellulose discs for signaling Hg2+ in 100% aqueous solution.A novel rhodamine-based turn-on dual-channel Hg2+ sensor with excellent overall performance and new sensing mechanism was reported.
Co-reporter:Chunming Sha;Yuhua Chen;Yufen Chen
Journal of Fluorescence 2016 Volume 26( Issue 5) pp:1709-1714
Publication Date(Web):2016 September
DOI:10.1007/s10895-016-1861-9
A novel fluorescent pH probe from dansyl chloride and thiosemicarbazide was easily prepared and fully characterized by 1H NMR, 13C NMR, LC-MS, Infrared spectra and elemental analysis. The probe exhibited high selectivity and sensitivity to H+ with a pKa value of 4.98. The fluorescence intensity at 510 nm quenched 99.5 % when the pH dropped from 10.88 to 1.98. In addition, the dansyl-based probe could respond quickly and reversibly to the pH variation and various common metal ions showed negligible interference. The recognition could be ascribed to the intramolecular charge transfer caused by the protonation of the nitrogen in the dimethylamino group.
Co-reporter:Jie Zhang, Ying Shao, Yaxiong Wang, Huihuang Li, Dongmei Xu and Xiaobing Wan
Organic & Biomolecular Chemistry 2015 vol. 13(Issue 13) pp:3982-3987
Publication Date(Web):11 Feb 2015
DOI:10.1039/C5OB00109A
A transition-metal-free decarboxylation coupling process for the preparation of α-amino acid esters, which succeeded in merging hydrolysis/decarboxylation/nucleophilic substitution, is well described. This strategy uses commercially available inexpensive starting materials, catalysts and oxidants and has a wide substrate scope and operational simplicity.
Co-reporter:Zhiyuan Zhang;Chunming Sha;Aifeng Liu;Zhenyu Zhang
Journal of Fluorescence 2015 Volume 25( Issue 2) pp:335-340
Publication Date(Web):2015 March
DOI:10.1007/s10895-015-1514-4
4-Bis-(2-hydroxyethyl)amino-N-n-butyl-1,8-naphthalimide was developed into a turn-on fluorescent sensor for Cr(VI). In the mixture of N,N-dimethylformamide and deionized water (1:9, v/v), the sensor could highly selectively distinguish CrO42− from Cr3+, Na+, K+, Mg2+, Ca2+, Mn2+, Fe2+, Fe3+, Co2+, Ni2+, Cu2+, Zn2+, Cd2+, Hg2+, Pb2+, NO3−, SO42−, PO43−, IO3−, ClO− and Cl− by a 6-fold fluorescence enhancement. The working concentration of CrO42− was from 0 to 90 μM with a detection limit of 3.6 × 10−7 mol/L. The detection could be carried out in water matrix and within a wide pH range (approximately from 2 to 12), and a large number of environmentally and biologically relevant ions including Cr3+ showed no significant interferences with the detection. The sensing mechanism was explored by reversibility and LC/MS analysis, as well as Job’s plot experiment, and the results suggested that the recognition was based on the oxidation of the primary alcohol in the structure of the sensor by the Cr(VI) sources.
Co-reporter:Jie Zhang, Ying Shao, Hongxiang Wang, Qiang Luo, Jijun Chen, Dongmei Xu, and Xiaobing Wan
Organic Letters 2014 Volume 16(Issue 12) pp:3312-3315
Publication Date(Web):June 9, 2014
DOI:10.1021/ol501312s
A mild and rapid approach has been developed for the construction of fully substituted pyrazoles using TBAI as a catalyst and TBHP as an oxidant, in which tosylhydrazide functions as the ring component and sulfonyl precursor. This protocol features a wide substrate scope with a broad range of functional group tolerance, utilizes easily available starting materials, can be scaled-up, and is operationally simple.
Co-reporter:Aifeng Liu, Miaomiao Hong, Wen Yang, Shenzhou Lu, Dongmei Xu
Tetrahedron 2014 70(39) pp: 6974-6979
Publication Date(Web):
DOI:10.1016/j.tet.2014.07.087
Co-reporter:Liang Yang, Wen Yang, Dongmei Xu, Zhiyuan Zhang, Aifeng Liu
Dyes and Pigments 2013 Volume 97(Issue 1) pp:168-174
Publication Date(Web):April 2013
DOI:10.1016/j.dyepig.2012.12.016
A fluorescent dye with three 1,8-naphthalimide units has been readily synthesized from 1,8-naphthalic anhydride and tris(2-aminoethyl)amine. Its photophysical properties in organic solvents with different polarity have been studied and its fluorescent sensor activity to metal ions was carefully investigated. The sensor showed high selectivity to Fe3+ by fluorescence quenching in DMF, and exhibited very good selectivity and sensitivity to Fe3+ in DMF/H2O (volume ratio 4:1 and 2:3) by easily detected fluorescence enhancement. The binding stoichiometry indicated that a 1:1 complex was formed between Fe3+ and the sensor in DMF/H2O (volume ratio 2:3). The binding mechanism was studied by IR and 1H NMR spectroscopic techniques.Highlights► A dendrimer-type “turn-on” Fe3+ fluorescent sensor is reported. ► The sensor is both highly selective and sensitive for Fe3+. ► The detection can be carried out in aqueous DMF solutions.
Co-reporter:Aifeng Liu, Liang Yang, Zhenyu Zhang, Zhilan Zhang, Dongmei Xu
Dyes and Pigments 2013 Volume 99(Issue 2) pp:472-479
Publication Date(Web):November 2013
DOI:10.1016/j.dyepig.2013.06.007
•A new rhodamine B-based dye is reported.•The dye can be used to monitor Cu2+ and Fe3+ in aqueous solutions.•The dye is a colorimetric and fluorescent sensor.•The sensor has high selectivity and sensitivity.•The sensor can be applied in a wide pH rang.A novel xanthene dye was designed and synthesized from rhodamine B, hydrazine hydrate and 4-chloro-7-nitro-2,1,3-benzoxadiazole. The sensing activity of the new rhodamine dye toward metal ions was carefully investigated. In H2O/CH3CN (1/1, v/v), the dye showed high selectivity and sensitivity to Cu2+ by remarkable absorption and fluorescence enhancement, while in H2O/CH3CN (99/1, v/v), the dye behaved as a high selective and sensitive turn-on fluorescent sensor for Fe3+. The detection was essentially insensitive to H+ concentration between pH 2.6 and 10.9. The sensing mechanism was explored by IR and LC–mass spectroscopic techniques and the LC–mass analysis results indicated that a 1:1 complex was formed between Cu2+ (or Fe3+) and the sensor.
Co-reporter:Zhiyuan Zhang, Yuhua Chen, Dongmei Xu, Liang Yang, Aifeng Liu
Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 2013 Volume 105() pp:8-13
Publication Date(Web):15 March 2013
DOI:10.1016/j.saa.2012.11.113
A new fluorescent molecule 4-(bis(2-(ethylthio)ethyl)amino)-N-n-butyl-1,8-naphthalimide (BTABN) was reported. Its UV–vis absorption and fluorescence spectra were almost not dependent on the pH, but remarkably and selectively affected by Hg2+. Upon the addition of Hg2+ in EtOH/H2O (1/2, v/v), the absorption wavelength maxima were blueshifted from 436 nm to 376 nm with a naked-eye observed color change, and the fluorescence was greatly enhanced with a 14 nm blueshift within 1 min. Na+, K+, Ca2+, Mg2+, Cu2+, Zn2+, Cr3+, Pb2+, Ni2+, Fe2+, Mn2+, Co2+, Cd2+ showed no obvious interferences with the detection. The binding stoichiometry indicates that a 1:1 complex is formed between Hg2+ and BTABN. The response of the UV–vis absorption and the fluorescence spectra to Hg2+ can be attributed to the joint contribution of the PET and ICT process.Graphical abstractHighlights► A new molecule for optically sensing Hg2+ in aqueous solutions is reported. ► Its UV–vis absorption and fluorescence spectra were carefully studied. ► The spectra are almost insensitive to H+ within a wide range of pH. ► The spectra are highly selective and sensitive to Hg2+. ► The spectra changes are the coefficient results of PET and ICT.
Co-reporter:Xiaoshan Liu, Tieling Xing, Dongmei Xu, Guoqiang Chen
Applied Surface Science 2012 Volume 261() pp:255-261
Publication Date(Web):15 November 2012
DOI:10.1016/j.apsusc.2012.07.156
Abstract
The natural silk fabric was finished with polycarboxyl-terminated trichlorotriazine derivatives for anticreasing purpose. The treated fabric exhibited better wet resiliency, higher strength retention rate and whiteness than those treated with 1,2,3,4-butane tetracarboxylic acid (BTCA) under the same conditions, and they also have similar good washing durability to those treated with BTCA. Infrared spectroscopy (IR) and X-ray photoelectron spectroscopy (XPS) analysis indicated the crosslinking reaction between the chlorine atom, the carboxyl in the trichlorotriazine derivatives and the amino, the hydroxyl on the surface of the silk fabric. Scanning electron microscope (SEM) observation showed that the surface of the treated fabric became a little rough. The chlorine atom and the carboxyl in the trichlorotriazine derivatives, and the surface roughness of the treated silk fabric were all contributive to the wrinkle resistance of silk.
Co-reporter:Weiwei Li;Zhilan Zhang;Ying Xu
Chinese Journal of Chemistry 2012 Volume 30( Issue 8) pp:1819-1825
Publication Date(Web):
DOI:10.1002/cjoc.201200209
Abstract
A new series of aromatic azo compounds with one, two, three and five azobenzene units were facilely constructed by dehydrochlorination reaction between p-hydroxyazobenzene, 4,4′-dihydroxyazobenzene and cyanuric chloride under very mild conditions. Their solubility, crystallinity, thermostability, UV-vis absorption properties and photoisomerization behaviors were carefully examined. When the number of azobenzene unit grew, the solubility of the synthesized compounds basically decreased, the crystallinity of the synthesized compounds firstly rose then dropped, while the thermostability and UV-vis absorption ability of the synthesized compounds greatly improved. All the aromatic azo compounds exhibited typical reversible photoisomerization behaviors and were expected to be applied in photosensitive material areas.
Co-reporter:Xiuxiu Lin;Jianhua Zhou
Chinese Journal of Chemistry 2012 Volume 30( Issue 7) pp:1485-1489
Publication Date(Web):
DOI:10.1002/cjoc.201100557
Abstract
Novel dendritic compounds G1.5(OH)4 and G1.5(OH)8 with peripheral hydroxyl were synthesized under mild conditions from cyanuric chloride, ethylene diamine, ethanolamine and diethanolamine. The products could be separated and purified through dispersion and precipitation in organic solvents with good yields (over 93.0%) and high purity (above 98.0%, HPLC). The structures of the products were characterized by IR, MS, 1 H NMR and elementary analysis. G1.5(OH)4 and G1.5(OH)8 could be dissolved in polar solvents such as methanol, water and dimethylsulfoxide. TGA analysis showed that G1.5(OH)4 and G1.5(OH)8 had good thermo stability. The aqueous solutions of G1.5(OH)4 and G1.5(OH)8 exhibited low surface tension.
Co-reporter:Xiao Shan Liu, Tie Ling Xing, Dong Mei Xu, Guo Qiang Chen
Chinese Chemical Letters 2012 Volume 23(Issue 6) pp:665-668
Publication Date(Web):June 2012
DOI:10.1016/j.cclet.2012.04.013
Three novel eco-friendly anti-creasing agents have been designed and synthesized. The natural silk fabrics treated with them exhibit higher wrinkle recovery degree, strength retention rate and whiteness than those finished with 1,2,3,4-butane tetracarboxylic acid (BTCA). The washing durability of the fabrics treated with the synthesized compounds and BTCA is similar. The chlorine atom, the carboxyl and the s-triazine ring in the synthesized structures and the surface roughness of the silk fabric are all contributive to the improvement of the crease resistance of silk.
Co-reporter:Jian Xie, Yuhua Chen, Wen Yang, Dongmei Xu, Keda Zhang
Journal of Photochemistry and Photobiology A: Chemistry 2011 Volume 223(2–3) pp:111-118
Publication Date(Web):25 September 2011
DOI:10.1016/j.jphotochem.2011.08.006
Two water soluble and high selective 1,8-naphthalimide fluorescent probes for protons have been synthesized by simple and efficient one-step reaction under very mild conditions. Their photophysical characteristics in Britton–Robinson buffer have been studied. All detections were carried out in aqueous media and a large number of biologically relevant ions showed no obvious interferences with the detection. Fluorescent imaging of living cells treated with the probe in different pH media indicated that the probe could provide extracelluar pH information by the cell's fluorescence.Highlights► We report two water soluble and high selective fluorescent pH probes. ► The probes are synthesized by simple and efficient one-step reaction. ► All detections can be carried out in aqueous media. ► A large number of biologically relevant ions showed no obvious interferences. ► The probes can provide extracelluar pH information by living cell imaging.
Co-reporter:Dongmei Xu;Xiaohong Liu;Haijie Chen;Lili Qian ;Keda Zhang
Journal of Applied Polymer Science 2009 Volume 114( Issue 5) pp:3184-3189
Publication Date(Web):
DOI:10.1002/app.30941
Abstract
Novel pseudo-Fréchet-type dendrons with 1,3,5-triazine structure G1.0(NOT) and G2.0(NOT) were synthesized under mild conditions by cyanuric chloride, β-naphthol, and 3,5-dihydroxybenzyl alcohol with the yields of 96.3 and 85.6%. The structure of the dendrons was characterized by elementary analysis, IR spectrum, 1H-NMR, and FAB-MS. The dendrons had good thermo stability and solubility. They could partially transfer their absorbed energy to Eu3+ ion in tetrahydrofuran/acetone solutions. When the concentration of G1.0(NOT), G2.0(NOT), and Eu3+ ion was 5 × 10−4 mol/L, G1.0(NOT) could enhance the fluorescent intensity of Eu3+ ion at 613 nm by 4.2-fold, whereas G2.0(NOT) could enhance the fluorescent intensity of Eu3+ ion at 465 and 613 nm by 18.6- and 11.7-fold, respectively. © 2009 Wiley Periodicals, Inc. J Appl Polym Sci, 2009
Co-reporter:Dong-Mei Xu;Zhong-Ling Zhao;Ai-Feng Wang;Ke-Da Zhang ;Xiu-Lin Zhu
Journal of Applied Polymer Science 2008 Volume 107( Issue 4) pp:2578-2583
Publication Date(Web):
DOI:10.1002/app.27372
Abstract
Sodium sulfonate-terminated dendritic poly(ester-amine) (SPEA) was synthesized by sulfonation of acrylic double bond-terminated dendritic poly(ester-amine) (APEA) with sodium hydrogen sulfite (NaHSO3) in mixture of diglycol and 2-butanone under normal pressure. The structure of SPEA was characterized by IR, 1H-NMR, and elemental analysis. SPEA was water-soluble. 1.0–40.0% (mass) SPEA aqueous solutions appeared as dilatant fluid. When pH value varied from 1.5 to 12.0, the viscosity of 1–5% (mass) SPEA aqueous solutions changed very small, and the electric conductivity almost kept stable within pH 3.0–10.0. The relationship between the viscosity and the concentration of SPEA water solutions was similar to that of NaCl water solutions. The surface tension of SPEA water solutions was lower than that of polyethylene glycol 2000 water solutions with the same concentration. © 2007 Wiley Periodicals, Inc. J Appl Polym Sci, 2008
Co-reporter:Jie Zhang, Ying Shao, Yaxiong Wang, Huihuang Li, Dongmei Xu and Xiaobing Wan
Organic & Biomolecular Chemistry 2015 - vol. 13(Issue 13) pp:NaN3987-3987
Publication Date(Web):2015/02/11
DOI:10.1039/C5OB00109A
A transition-metal-free decarboxylation coupling process for the preparation of α-amino acid esters, which succeeded in merging hydrolysis/decarboxylation/nucleophilic substitution, is well described. This strategy uses commercially available inexpensive starting materials, catalysts and oxidants and has a wide substrate scope and operational simplicity.
![Benzoic acid, 2-[3,6-bis(diethylamino)-9H-xanthen-9-yl]-](http://img.cochemist.com/ccimg/4400/4344-42-7.png)
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