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Formation and cytotoxicity of a new disinfection by-product (DBP) phenazine by chloramination of water containing diphenylamine

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Journal of Environmental Sciences 2012年第7期24卷 1217-1224页

作者： Wenjun Zhou Linjie Lou Lifang Zhu Zhimin Li Lizhong Zhu Department of Environmental Science Zhejiang UniversityHangzhou 310058China Zhejiang Provincial Key Laboratory of Organic Pollution Process and Control Hangzhou 310058China Zhejiang Water Conservancy and Hydropower College Hangzhou 310018China

Disinfection by-products （DBPs） in drinking water have caused worldwide concern due to their potential carcinogenic effects. The formation of phenazine from diphenylamine （DPhA） chloramination was studied and its cytotoxicities for two human cancer cells were also investigated. Phenazine was detected synchronously with the consumption of DPhA by chloramination, which further confirmed that the new DBP phenazine can be produced along with N-nitrosodiphenylamine （NDPhA） from DPhA chloramination. The formation of phenazine had a maximum molar yield with solution pH increasing from 5.0 to 9.0, with phenazine as the main product for DPhA chloramination at lower pH, but higher pH favored the formation of NDPhA. Thus, solution pH is the key factor in controlling the formation of phenazine and NDPhA. Both the initial DPhA and chloramine concentrations did not show a significant effect on the molar yields of phenazine, although increasing the chloramine concentration could speed up the reaction rate of DPhA with chloramines. The cytotoxicity assays showed that phenazine had significant cell-specific toxicity towards T24 （bladder cancer cell lines） and HepG2 （hepatic tumor cell lines） cells with IC50 values of 0.50 and 2.04 mmol/L, respectively, and T24 cells being more sensitive to phenazine than HepG2 cells. The ICs0 values of phenazine, DPhA, and NDPhA for T24 cells were of the same order of magnitude and the cytotoxicity of phenazine for T24 cells was slightly lower than that of NDPhA （IC50, 0.16 mmol/L）, suggesting that phenazine in drinking water may have an adverse effect on human health.

关键词： phenazine diphenylamine disinfection by-product chloramination cytotoxicity

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The effect of diphenylamine on the electronic,optical,and charge transport properties of BTD-based derivative:Insights from theory

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Chinese Chemical Letters 2011年第11期22卷 1383-1386页

作者： Bo Hu Chan Yao Qing Wei Wang Xu Ri Huang Faculty of Chemistry Jilin Normal University Siping 136000 China Key Laboratory of Preparation and Applications of Environmental Friendly Materials Jilin Normal University Ministry of Education Siping 136000 China State Key Laboratory of Theoretical and Computational Chemistry Jilin University Changchun 130023 China

Theoretical investigations have been performed to explore the variation in electronic,optical,and charge transport properties upon the change of the chemical composition along the backbone in 2,1,3-benzothiadiazole（BTD）-based derivative.Narrow difference between hole and electron transportations with the charge hopping model indicates studied BTD-based derivative can be used as good ambipolar transport material in organic light-emitting diodes.

关键词： diphenylamine 2 1 3-Benzothiadiazole Electronic and optical properties Reorganization energy

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Determination of diphenylamine in Gunshot Residue by HPLC‑MS/MS

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Journal of Forensic Science and Medicine 2016年第1期2卷 18-21页

作者： Hongcheng Mei Yangke Quan Wenhao Wang Hong Zhou Zhanfang Liu Huixia Shi Peng Wang Institute of Forensic Science Ministry of Public Security1College of Forensic SciencePeople’s Public Security University of ChinaBeijing Xianyang Public Security Bureau ShanxiChina

A high performance liquid chromatography tandem mass spectrometry/mass spectrometry(HPLC-MS/MS)protocol was developed for the determination of diphenylamine(DPA).Four productions of DPA were selected for qualitative assay and the peak area of the main product ion for quantitation.By means of separation using an Agilent Extend-C18 column(CA,USA)(150 mm×4.6 mm,5μm)with methanol‑water(90:10)as the mobile phase,DPA was detected by electrospray ionization(ESI)tandem mass spectrometry in positive mode.The linearity of the peak area versus concentration ranged 5‑500 ng/mL,r^(2)=0.9978.The limit of detection(S/N=3)of this method was 0.3 ng/mL.This method is applicable for the determination of DPA in gunshot residue.

关键词： diphenylamine gunshot residue high performance liquid chromatography-mass spectrometry/mass spectrometry

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<i>In Situ</i>UV–Vis Spectroelectrochemical Studies on the Copolymerization of diphenylamine and <i>o</i>-Phenylenediamine

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American Journal of Analytical Chemistry 2011年第2期2卷 182-193页

作者： Lei Zhang Baoqin Hou Qiuhua Lang 不详

The in situ ultraviolet-visible (UV-Vis) spectroelectrochemical study on the copolymerization of diphenylamine (DPA) and o-phenylenediamine (OPD) has been performed at a constant potential of 0.8 V using indium tin oxide (ITO)-coated glass electrodes as working electrode. And also, as a comparison, the electrochemical homopolymerizations of DPA and OPD have been investigated by using the in situ spectroelectrochemical technique. The intermediate species generated during the electrochemical homopoly-merization of DPA and OPD, and the copolymerization of DPA with OPD have been identified by using the in situ spectroelectrochemical procedure. The results reveal the formation of an intermediate in the initial stage of copolymerization through the cross-reaction of the cation radicals of DPA and OPD, and the absorption peak located at 538 nm in the UV–Vis spectra is assigned to this intermediate. To further investigate the copolymerization of DPA with OPD, cyclic voltammetry (CV) has been used to study the electrochemical homopolymerization of DPA and OPD and also the copolymerization of DPA and OPD with different concentration ratios in solution. The different voltammetric characteristics between the homopolymerization and copolymerization processes exhibit the occurrence of the copolymerization, and the difference between the copolymerization of DPA and OPD with different concentration ratios shows the dependence of the copoly-merization on the concentrations of DPA and OPD. The copolymer has also been characterized by Fourier transform infrared spectroscopy (FT-IR).

关键词： o-Phenylenediamine diphenylamine Copolymerization In Situ UV-Vis Spectroelectrochemistry

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Synthesis and Crystal Structure of Methyl 2-(Diphenylamino)-4-phenyl-1,3-thiazole-5-carboxylate

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Chinese Journal of Structural Chemistry 2013年第1期32卷 82-88页

作者： Ali Souldozi Seyed Hamid Reza Shojaei Ali Ramazani Katarzyna lepokura Tadeusz Lis Department of Chemistry Urmia Branch Islamic Azad University P. O. Box 969 Urmia Iran Department of Physics Urmia Branch Islamic Azad University P. O. Box 969 Urmia Iran Department of Chemistry Zanjan Branch Islamic Azad University P. O. Box 49195-467 Zanjan Iran Faculty of Chemistry University of Wroclaw 14 Joliot-Curie St. 50-383 Wroclaw Poland

The title compound, methyl 2-（diphenylamino）-4-phenyl-1,3-thiazole-5-carboxylate, was synthesized and studied by single-crystal X-ray diffraction method. The structure of the product was confirmed by IR, 1H- and 13C-NMR spectroscopy and elemental analysis. These experimental studies were supported by quantum mechanical calculations. The structure was solved in monoclinic, space group P21/c with a = 9.573（3）, b = 19.533（7）, c = 9.876（3）, β = 92.35（4）°, V = 1845.2（10）3, T = 85（2） K, Z = 4, R = 0.040 and wR = 0.089 for 6424 observed reflections with I2σ（I）.

关键词： single-crystal X-ray structure multi-component reaction methyl 2-（diphenylamino）-4-phenyl-1 3-thiazole-5-carboxylate benzoyl isothiocyanate diphenylamine dimethyl acetylenedicarboxylate

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SYNTHESIS OF POLYISOBUTYLENE WITH SEC-ARYLAMINO TERMINAL GROUP BY COMBINATION OF CATIONIC POLYMERIZATION WITH ALKYLATION

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Chinese Journal of Polymer Science 2009年第4期27卷 551-559页

作者：吴一弦 Beijing University of Chemical Technology State Key Laboratory of Chemical Resource Engineering

The highly reactive polyisobutylenes(PIBs) withα-double bonds(87.5 mol%) or tert-chloro(tert-Cl) groups(95 mol%) could be prepared via the cationic polymerization of isobutylene(IB) coinitiated by BF_3 or TiCl_4 respectively.The Friedel-Crafts alkylation of diphenylamine(DPA) with the highly reactive PIB withα-double bonds was further conducted under different conditions,such as at different alkylation temperature,in the mixed solvents of CH_2Cl_2/n-hexane with different solvent polarity and at DPA concentr...

关键词： Polyisobutylene Cationic polymerization diphenylamine Alkylation

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Inhibitory Effects of 1-MCP and DPA on Superficial Scald of Dangshansuli Pear

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Agricultural Sciences in China 2011年第10期10卷 1638-1645页

作者： HUI Wei NIU Rui-xue SONG Yao-qiang LI De-ying College of Life Sciences Shaanxi Normal University Xi＇an 710062 P.R.China Cold and Arid Regions Environmental and Engineering Research Institute Chinese Academy of Sciences Lanzhou 730000 P.R.China Biological Sciences Department Qinghai University Xining 810061 P.R. China

Dangshansuli pear is one of crisp pears and has a non-climacteric respiratory pattern. Dangshansuli pear fruits were treated with 1 000 or 2 000 μL L-1 diphenylamine （DPA） for 1 min, or with 0.5 μL L-1 1-methylcyclopropene （l-MCP） for 12 h before cold storage at （2±0.5）℃ for up to 210 d. Incidences of superficial scald and related physiological indexes were investigated during storage. The results showed that superficial scald occurred in control fruit with a rate of over 90% after 210 d at cold storage plus 10 d at room temperature. Treatments with 1 000 and 2 000 μL L-1 DPA and 0.5 μL L-1 l-MCP inhibited the accumulation of a-farnesene, conjugated trienes, total phenolic contents, and malondialdehyde （MDA） during storage. The treatments also decreased leakage of cell membrane and the activity of polyphenol oxidase （PPO） in the peel. These results indicate that 1-MCP and DPA treatments inhibit and postpone the occurrence of superficial scald of Dangshansuli pears remarkably in cold storage and post-storage shelf life, respectively, while the mechanisms were different. The results above may provide a theoretical evidence for the agriculture production.

关键词： 1-MCP diphenylamine pear superficial scald

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PHOTOPHYSICS STUDIES OF ORGANIC COMPOUNDS——NANOSECOND LASER PHOTOLYSIS AND TRANSIENT ABSORPTION SPECTRA STUDIES OF PYRENE-AROMATIC AMINES

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Science China Chemistry 1990年第11期33卷 1290-1296页

作者：虞群陈凤启樊美公寿涵森 Institute of Photographic Chemistry Acadcmia Sinica Beijing 100012 PRC

Nanosecond time-resolved transient absorption spectra of pyrene-triphenylamine, pyrenediphenylamine, pyrene-N, N-dibenzylaniline systems in various solvents have been investigated. In nonpolar solvent, pyrene-triphenylamine exciplex and pyrene-N, N-dibenzylaniline exciplex were observed directly. In acetonitrile, the pyrene anion radical, triphenylamine and diphenylamine cation radicals were detected. On the basis of the present experimental facts, the mechanism of fluorescence quenching processes of pyrene in polar and nonpolar solvents has been established.

关键词： nanosecond laser photolysis pyrene triphenylamine diphenylamine N, N-dibenzylaniline electron transfer transient spectra exciplex ion radical

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铂基双金属催化剂上二苯胺脱氢环化生成咔唑(英文)

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催化学报 2010年第12期31卷 1439-1444页

作者： Miroslav VLKO Zuzana CVENGROOV Zuzana CIBULKOV Milan HRONEC Institute of Organic Chemistry Catalysis and PetrochemistryFaculty of Chemical and Food TechnologySlovak University of Technology Institute of Physical Chemistry and Chemical Physics Faculty of Chemical and Food Technology Slovak University of Technology

Gas phase dehydrocyclization of diphenylamine (DPA) to carbazole over monometallic and bimetallic 0.4 wt% Pt-based catalysts in a fixed bed reactor was studied in the presence of hydrogen at a temperature of 550 oC. Alumina and carbon supported Pt catalysts showed very high initial activity (> 95%). The selectivity for carbazole over carbon supported Pt catalysts was slightly lower. Doping of the catalyst with potassium led to an increase in the selectivity for carbazole by 15%. Bimetallic Pt-Sn catalysts prepared by co-impregnation were less selective than catalysts prepared by successive impregnation. The selectivity for carbazole over bimetallic Pt-Sn catalysts prepared by successive impregnation was 75%,but their activity decreased with increased Sn loading. Highly active and reasonably selective catalysts were Ir-doped bimetallic Pt-based catalysts. The conversion of diphenylamine over Pt-Ir catalysts was above 98% and the selectivity for carbazole was nearly 55%,while the lifetime was much longer.

关键词： diphenylamine carbazole dehydrocyclization platinum tin iridium bimetallic catalyst

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气相色谱法测定烟火药剂中二苯胺含量

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花炮科技与市场 2011年第4期17卷 8-13页

作者：曾国良刘捷光宜春市检验检疫研究所

二苯胺(diphenylamine)是一种重要的工业原料。二苯胺作为橡胶抗氧剂、染料、杀菌剂和医药中间体有广泛的应用。在军工行业中,二苯胺由于能够结合炸药药剂的降解物从而延缓炸药的分解,作为炸药的安定剂和钝化剂。

关键词： GC firework reagents diphenylamine Single-base propellants Fireworks

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