摘要
第一章:简述了环糊精的结构特性,环糊精包合作用的研究进展及环糊精包合物的应用。概述了蒽醌类化合物分析测定的研究动态及蒽醌类化合物检测金属离子的研究进展。
第二章:采用荧光光谱法研究了不同环糊精与1,8-二羟基蒽醌之间的包合作用。在适量β-CD存在下,1,8-二羟基蒽醌与镁离子在NH4OH碱性介质中生成的配合物具有强的荧光发射。镁离子浓度在2-20μmol/L范围内与荧光强度呈良好的线性关系,由此建立了水溶液中镁离子的荧光分析方法。检测限为0.19μmol/L,精密度为0.63%。
第三章:采用荧光光谱法研究了不同环糊精与1,4-二羟基蒽醌之间的包合作用。在适量β-CD存在下,1,4-二羟基蒽醌与铝离子形成的配合物具有强的荧光发射。铝离子浓度在10-80μmol/L范围内与荧光强度呈良好的线性关系,由此建立了水溶液中铝离子的荧光分析方法。检测限为2.33μmol/L,精密度为0.92%。
第四章:1,2-二氨基蒽醌与环糊精形成的包结物具有强的荧光发射。Ag+对1,2-DAAQ-β-CD包合物的荧光具有猝灭作用,荧光强度的改变符合Stern-Volmer猝灭方程。在pH=9,T=60℃的条件下,Ag+的浓度在5.0×10-6~4.0×10-5 mol/L范围内,Fo/F与Ag+的浓度成线性关系,由此可以测定水溶液中的Ag+。方法的检测限为2.66×10-7 mol/L,精密度为0.73%。
第五章:采用荧光光谱法和紫外光谱法研究了不同环糊精与1,4-二氨基蒽醌之间的包合作用。Ag+和Cu2+对1,4-DAAQ-β-CD包合物的荧光均具有猝灭作用,荧光强度的改变符合Stern-Volmer猝灭方程。由猝灭常数可知,Ag+的猝灭作用大于Cu2+。该方法测定Ag+和Cu2+的检测限分别为5.33×10-6mol/L和9.23×10-6 mol/L。
Chapter 1:The structural features of cyclodextrin moleules, the progress of inclusion complexation behavior of the cyclodextrin hosts and the applications of cyclodextrin inclusion complexes were briefly introduced. Analytical methods for the determination of anthraquinones and the applications of anthraquinones to the determination of ions were also reviewed.
Chapter 2:Formation of the inclusion complex of 1,8-Dihydroxyanthraquinone(1,8-DHAQ) with cyclodextrins(CDs) were characterized by fluorescence spectroscopy. In the presence ofβ-CD and NH4OH, the complex between 1,8-Dihydroxyanthraquinone and Mg2+ gives strong fluorescence emission. There is a satisfactory linear relationship between fluorescence intensity and Mg2+ concentration in the range of 2 to 20μmol/L. The detection limit is 0.19μmol/L and the precision is 0.63%.
Chapter 3:The inclusion complexation behavior of cyclodextrins(CDs) with 1,4-Dihydroxyanthraquinone(1,4-DHAQ) were investigated by fluorescence spectroscopy. In the presence of P-CD, the complex between 1,4-Dihydroxyanthraquinone and Al3+ gives strong fluorescence emission. There is a satisfactory linear relationship between fluorescence intensity and Al3+ concentration in the range of 10 to 80μmol/L. The detection limit is 2.33μmol/L and the precision is 0.92%.
Chapter 4:The formation of the inclusion complex of 1,2-Diaminoanthraquinone (1,2-DAAQ) with cyclodextrins(CDs) were studied by absorption and fluorescence spectroscopy. Ag+ was found to have a quenching effect on the fluorescence intensity of 1,2-DAAQ-β-CD inclusion complex. The fluorescence responses were concentration-dependent and can be well described by the typical Stern-Volmer equation. Under the condition of pH=9 and T=60℃,there is a satisfactory linear relationship between F0/F and Ag+ concentration in the range of 5.0×10-6 to 4.0×10-5 mol/L. The detection limit of Ag+ is 2.66×10-7 mol/L and the precision is 0.73%.
Chapter 5:The formation of the inclusion complex of 1,4-Diaminoanthraquinone (1,4-DAAQ) with cyclodextrins(CDs) were characterized by absorption and fluorescence spectroscopy. Both Ag+ and Cu2+ were found to quench the fluorescence of 1,4-DAAQ-P-CD inclusion complex. The fluorescence responses were concentration-dependent and can be well described by the typical Stern-Volmer equation. The detection limits are 5.33×10-6 mol/L and 9.23×10-6 mol/L for Ag+ and Cu2+, respectively.
引文
[1]Lehn J M. Supermolecular chemistry-scope and perspectives:molecules, supermoleculars and molecular devices[J]. Angewandte Chemie International Edition in English,1988,27,89.
[2]Ghadin M R, Granja J R, Buehler L K. Artificial transmembrane ion channels from self-assembling peptide nanotubes[J].Nature,1994,6478,301-304.
[3]Diederich F J. Molecular recognition in aqueous solution:Supermolecular complexation and catalysis(SYMP)[J]. Journal of Chemical Education,1990,10, 813.
[4]赵燕,刘光烨.超分子化学与环糊精[J].塑料制造,2007,4,95-99.
[5]夏琳,邱桂学.化学科学的研究新领域——超分子化学[J].化学推进剂与高分子材料,2007,1,33-37.
[6]李文林,李梅兰.超分子化学的现状及进展[J].广东化工,2009,9,80-81.
[7]Szijtli J, Osa T. Comprehensive Supramolecular Chemistry[M]. Pergamon:Oxford U K,1996,367.
[8]Liu Y., You C. C., Zhang H. Y. Supramolecular Chemistry[M]. Tianjing:Nankai University Press,2001,2-3.
[9]戚文彬.环糊精衍生物在荧光分析中的应用进展[J].分析科学学报,1997,3,334-340.
[10]聂淑芳,潘卫三,郭宏.环糊精在靶向给药系统中的应用[J].药品评价,2005,1,69-72.
[11]韩树坡,朱敏,袁卓斌.以β-环糊精聚合物(β-CDp)的超分子包结物为固定化介质的安培型过氧化氢传感器的研究[J].高等学校化学学报,1999,7,1036-1039.
[12]古俊,常雁,潘景浩.环糊精的实际应用进展[J].应用化学,1996,4,5-9.
[13]沈家骢等.超分子层状结构——组装与功能[M].北京,科学出版社,2004.
[14]张希,沈家骢.超分子科学:认识物质世界的新层面[J].科学通报,2003,14,1477-1478.
[15]荣立新,孙晖,王克君.环糊精在药剂学上的应用[J].中国药学杂志,2000,10,709-710.
[16]Fromming K H, Szejtli J. Cyclodextrins in Pharmacy[M]. Dordrecht. The Netherlands:Kluwer Academic,1994.
[17]朱利中,戚文彬.环糊精在分析化学中的应用[J].化学试剂,1991,3,156-162.
[18]陈国亮,张道道.环糊精在分析化学上的应用[J].化学通报,1988,1,1.
[19]高士祥,王连生.环糊精在环境科学中的应用[J].环境科学进展,1998,6,4.
[20]J. Szejtli. The Cyclodextrins and Their Application in Environmental Biotechnology[J]. Studies in Environmental Science,1991,42,387-397.
[21]吴纯德,范瑾初.环糊精在水处理中的研究及应用[J].水处理技术,1998,24,3.
[22]J. Szejtli. The cyclodextrins and their applications in biotechnology [J]. Carbohydrate Polymers,1990,4,375-392.
[23]Fenyves Eva. Extraction of Organic Pollutants from Contaminated Soil Using Aqueous Cyclodextrin Solution [J]. UK. Eur. Pat Appl EP,1994,9,7.
[24]Harada A. Cyclodextrin-Based Molecular Machines [J]. Accounts of Chemical Reasurace,2001,34,456.
[25]邱礼平,温其标.环糊精在食品工业上的应用进展[J].食品研究与开发,2003,4,59-63.
[26]Szente L, Szejtli J. Cyclodextrins as food ingredients [J]. Trends in Food Science&Technology,2004,3,137-142.
[27]Szejtli J. Introduction and General Overview of Cyclodextrin Chemistry Chem[J]. Chemical Review,1998,98:1743-1753.
[28]Szejtli J, Translated by Nogradi M and Horvath K. Cyclodextrins and their inclusion complexes[M]. Ed. Akademi Kiado, Budapest,1982,104.
[29]Bender M L, Komiyama M. Cyclodextrin Chemistry[M]. New York: Springer-Verlag Berlin Heidelberg,1978.
[30]刘育,尤长城,张衡益.超分子化学——合成受体的分子识别与组装[M].天津,南开大学出版社,2001,168-290.
[31]黄风华,林振光.β-环糊精与对硝基苯偶氮间苯二酚包合物的研究[J].福建师范大学学报:自然科学版,1997,2,55-59.
[32]ISHIW A, SHIGEMASA K, et al. Cyclodextrin inclusion effects on fluorescence and fluorimetric properties of the pesticide warfarin[J]. Chemosphere,1997,4,783-789.
[33]COLYAT. Cyclodextrin-enhanced fluorescence and photochemically-induced fluorescence determination of five aromatic pesticides in water[J]. Analytica Chimica Acta,1998,1,129-141.
[34]赵晓斌,何炳林.环状低聚糖——β-环糊精与胆红素包络作用的研究[J].高等学校化学学报,1994,8,1250-1252.
[35]LI Nianbing, LUO Hongqun, LIU Shaopu. Resonance Rayleigh Scattering Study of the Inclusion Complexation of Chloramphenicol with β-Cyclodextrin [J]. Talanta, 2005,2,495-500.
[36]Szejtli J. Cyclodextrin Technology [M]. Dordrecht:Kluwer Academic Publisher, 1988,450.
[37]童林荟.环糊精化学——基础及应用[M].北京,科学出版社,2001,132-224.
[38]Valerian T D, Kenny B L. Introduction and General Overview of Cyclodextrins Chemistry [J]. Chemical Review,1998,5,1741-1742.
[39]Jozesef S. Cyclodextrin:Introduction [J]. Chemical Review,1998,5,1731-1732.
[40]David S, Lawrence, Tao Jiang, Michael Levett. Self-Assembling Supramolecular Complexes[J]. Chemical Review,1995,95,2229-2260.
[41]刘琼,范晓东.环糊精高分子[J].高分子学报,2002,10,41.
[42]Kamiya N, Nakamura K, Sazaki C. Inclusion Effects of β-Cyclodextrin on the organophorus pesticides [J]. Chemosphere,1995,4,653.
[43]宋乐新,孟庆金,游效曾.β-环糊精与联苯类衍生物的包合物研究[J].化学学报,1995,9,916-922.
[44]古俊,常雅,潘景浩.环糊精的实际应用进展[J].应用化学,1996,8,5.
[45]Manor P.C., Saenger W. Topography of cyclodextrin inclusion complexes. Ⅲ. Crystal and molecular structure of cyclohexaamylose hexahydrate, the water dimer inclusion complex[J]. Journal of the American Chemical Society,1974,11, 3630-3639.
[46]Matsui Y., Ono M., Tokunaga S. Bulletin of the Chemical Society of Japan,1997,70, 535.
[47]Chamberlain R.V., Slowinska K., Majda M., Buhlmann P., Aoki H., Umezawa Y. Electrostatically-Induced Inclusion of Anions in Cyclodextrin Monolayers on Electrodes[J]. Langmuir,2000,3,1388-1396.
[48]李伟刚,陈超球.环糊精及其应用[J].广西师院学报,1994,2,58.
[49]Siegel B, Breslow R. Lyophobic binding of substrates by cyclodextrins in nonaqueous solvents[J]. Journal of the American Chemical Society,1975,23, 6869-6870.
[50]Harada, A.; Takahashi, S. Journal of the Chemical Society, Chemical Communications,1984,645.
[51]Ogino H, Ohata K. Syntheses and properties of rotaxane complexes. Rotaxanes consisting of α-or β-cyclodextrin threaded by (μ-α, ω-Diaminoalkane) bis[chlorobis (ethylenediamine) cobalt (Ⅲ)]complexes[J]. Inorganic Chemistry,1984,23,3312.
[52]Alston D R, Slawin A M Z, Stoddart J F, Williams D J. Stereo selective nucleophilic additions to a bicyclic ketone controlled by a remote tricarbonyl(diene) iron moiety[J]. Angewandte Chemie International Edition in English,1985,24,786.
[53]Alston D R, Slawin A M Z, Stoddart J F. Second-sphere coordination adduces of phosphane-transition metal Complexes with P-cyclodextrin and its methylated derivative[J]. Angewandte Chemie International Edition in English,1988,27,1184.
[54]Manka J S, Lawrence D S. Template-driven self-assembly of a porphyrin-containing supramolecular complex [J]. Journal of the American Chemical Society,1990,6, 2440-2442.
[55]Luo L B, Chen Y, Chen H L, Zhang Z Y. Comparative crystal structural studies on distortion of iso-butyl (aqua) cobaloxime induced by a-cyclodextrin and β-cyclodextrin hosts[J]. Inorganic Chemistry,1998,37,6147.
[56]刘玉海.β-环糊精包合技术及应用的研究进展[J].化学工程与装备,2008,6,94-95.
[57]Allan Hedges. Cyclodextrins:Properties and Applications[M]. Starch (Third Edition), 2009,833-851.
[58]Del Valle E. M. Martin. Cyclodextrins and their uses:a review[J]. Process Biochemistry,2004,9,1033-1046.
[59]刘夺奎,张莹.环糊精-染料包合物的制备工艺及其应用[J].北京纺织,2003,4,40-42.
[60]陈水林译.贮香纺织品[J].国外纺织技术,2002,8,23-24.
[61]Dominique D, Gilles P, Denis W. Cyclodextrins in targeting application to nanoparticles [J]. Advanced Drug Delivery Reviews,1999,1,26-40.
[62]Szejtli J. Medicinal applications of cyclodextrins [J]. Medicinal Research Reviews, 1994,3,353-386.
[63]Yasuyo O, Yoko K, Kyoko K. Some properties and the inclusion behavior of branched cyclodextrin[J]. Chemical & pharmaceutical bulletin,1988,6,2176-2185.
[64]陶树青,陶倩玮.浅谈β-环糊精在中药制剂中的应用及其作用机制[J].中医药学报,2002,3,49.
[65]赵娥等.β-环糊精包合技术应用研究进展[J].山东医药工业,2002,1,32-33.
[66]徐任生等.天然产物化学导论[M].北京,科学出版社,2006,270-285.
[67]Thomson R H. Distribution of naturally occurring quinones[J]. Pharmaceutisch Weekblad-Scientific Edition,1991,2,70-73.
[68]黄泰康.常用中药成分与药理手册[M].北京,中国医药科技出版社,1994,228-232.
[69]吴立军,吴继州,姚新生.天然药物化学[M].北京,人民卫生出版社,2003,146-154.
[70]Lee S E, Campbell B C, Molyneux R J, et al. Inhibitory effects of naturally occurring compounds on aflatoxin B (1) biotransformation[J]. Journal of Agricultural and Food Chemistry,2001,11,5171-5177.
[71]Khan M R, Kihara M, Omoloso A D. Antimicrobial activity of Cassia alata[J]. Fitoterapia,2001,5,561-564.
[72]Kuo Y C, Meng H C, Tsai W J. Regulation of cell proliferation, inflammatory cytokine production and calcium mobilization in primary human T lymphocytes by emodin from Polygonum Ohwi[J]. Inflammation Research,2001,2,73-82.
[73]Brinkworth R I, Fairlie D P. Hydroxyquinones are competitive non-peptide inhibitors of HIV-1 proteinase[J]. Biochimica et Biophysica Acta,1995,1,5-8.
[74]Andersen D O, Weber N D, Wood S G, et al. In vitro virucidal activity of selected anthraquinones and anthraquinone derivatives [J]. Antiviral Research,1991,2, 185-196.
[75]Lee H Z. Effect and mechanisms of emodin on cell death in human lung[J]. British Jornal of Pharmacology,2001,1,11-20.
[76]Cichewicz R H, Zhang Y J, Seeram N P, et al. Inhibition of human tumor cell proliferation by novel anthraquinones from daylilies[J]. Life Sciences,2004,14, 1791-1799.
[77]Arosio B, Gagliano N, Fusaro L M, et al. Aloe-Emodin quinone pretreatment reduces acute liver injury induced by carbon tetrachloride[J]. Pharmacol Toxicol,2000,5, 229-233.
[78]Zhan Y, Li D, Wei H, et al. Emodin on hepatic fibrosis in rats[J]. Chinese Medical Journal,2000,7,599-601.
[79]Saleem R, Faizi S, Siddiqui B S, et al. Hypotensive effect of chemical constituents from Aloe barbadensis[J]. Planta Medica,2001,8,757-760.
[80]Scheibler P. Effects of aloin and some structure-related anthracenone, and anthraquinone derivatives on lipid peroxidation in rat brain cortex homogenates[J]. Pharmazie,1997,5,411-412.
[81]Sheu S Y, Chiang H C. Inhibition of xanthine oxidase by hydroxylated anthraquinones and related compounds[J]. Anticancer Research,1997,5A, 3293-3297.
[82]Sun M, Sakakibera H, Ashida H, et al. Cytochrome P4501A1-inhibitory action of antimutagenic anthraquinones in medicinal plants and structure-activity relationship[J]. Bioscience Biotechnology and Biochemistry,2000,7,1373-1378.
[83]曹亮,周建军.蒽醌类化合物的研究进展[J].西北药学杂志,2009,3,237-238.
[84]丁玉玲.大黄蒽醌类的研究概况[J].时珍国医国药,2005,11,1160-1162.
[85]徐任生等.天然产物化学[M].北京,科学出版社,2004,573-588.
[86]Angelini L G, Pistelli L, Belloni P, et al. Rubia tinctorum a source of natural dyes: agronomic evaluation, quantitative analysis of alizarin and industrial assays [J]. Industrial Crops and Products,1997,6,303-311.
[87]Renuka R, Rajasekaran S, Radhakrishnan G. Electrochemically synthesized polymer of the plant substance embelin(2,5-dihydroxy-3-undecyl-1,4-benzoquinone) [J]. Applied Biochemistry and Biotechnology,2001,1,83-92.
[88]李虎,黄美荣,李新贵.多功能性氨基蒽醌聚合物的合成及其电子元件[J].电子元件与材料,2005,7,69-73.
[89]齐菊锐,李陟,许宏鼎.四羟基蒽醌修饰活性炭碳糊电极阳极溶出法测铜[J].分析化学研究简报,2005,12,1740-1742.
[90]蔺存国,张桂玲,董飒英等.1,2,4-三羟基蒽醌-铝体系核酸荧光探针的研究、应用[J].福州大学学报(自然科学版),1999,1,84-85.
[91]季军安,倪爱武.蒽醌型光盘染料的合成研究[J].信息记录材料,2001,2,9-13.
[92]Sonia Malik, Nandini Sharma, Upendra K. Sharma, et al. Qualitative and quantitative analysis of anthraquinone derivatives in rhizomes of tissue culture-raised Rheum emodi Wall. plants[J]. Journal of Plant Physiology,2010,9,749-756.
[93]Dongxiu He, Bo Chen, Qingqing Tian, Shouzhou Yao. Simultaneous determination of five anthraquinones in medicinal plants and pharmaceutical preparations by HPLC with fluorescence detection[J]. Journal of Pharmaceutical and Biomedical Analysis, 2009,4,1123-1127.
[94]Junko Koyama, Izumi Morita, Norihiro Kobayashi. Simultaneous determination of anthraquinones in rhubarb by high-performance liquid chromatography and capillary electrophoresis[J]. Journal of Chromatography A,2007,1,183-189.
[95]Derksen G C H, van Beek T A, de Groot A E, et al. High-performance liquid chromatographic method for the analysis of anthraquinone glycosides and aglycones in madder root (Rubia tinctorum L.)[J]. Journal of Chromatography A,1998,2, 277-281.
[96]Jia-li Zou, Zhi-yong Xie, Xiao-fei Jiang, Xin-xia Chen, Mei-cun Yao. Determination of Anthraquinones in Different Compatibility of Dahuang Huanglian Xiexin Decoction by HPLC[J]. World Science and Technology,2008,4,61-64.
[97]Shixin Deng, Brett J. West, C. Jarakae Jensen, et al. Development and validation of an RP-HPLC method for the analysis of anthraquinones in noni fruits and leaves[J]. Food Chemistry,2009,2,505-508.
[98]B. Hemmateenejad, M. Shamsipur, A. Safavi, H. Sharghi, et al. Reversed-phase high performance liquid chromatography (RP-HPLC) characteristics of some 9,10-anthraquinone derivatives using binary acetonitrile-water mixtures as mobile phase[J]. Talanta,2008,1,351-359.
[99]Junko Koyama, Izumi Morita, Kazuko Kawanishi, et al. Capillary electrophoresis for simultaneous determination of emodin, chrysophanol and their 8-β-D-glucosides[J]. Chemical & pharmaceutical bulletin,2003,4,418-420.
[100]Gong Y X, Li S P, Wang Y T, et al. Simultaneous determination of anthraquinones in Rhubarb by pressurized liquid extration and capillary zone electrophoresis [J]. Electrophoresis,2005,9,1778-1782.
[101]Lu H, Wang J, Wang X, et al. Rapid separation and determination of structurally related anthraquinones in Rhubarb by pressurized capillary electrochromatography[J]. Journal of Pharmaceutical and Biomedical Analysis, 2007,1,352-357.
[102]Jiang T F, Lu Z H, Wang Y H. Separation and determination of anthraquinones in Cassia obtusifolia(Leguminsae) by micellar electrokinetic capillary electrophoresis[J]. Journal of Separation Science,2005,16,2225-2229.
[103]陆惠英,吴银生.分光光度法测定决明子中的蒽醌类成分[J].苏州医学院学报,1999,5,503-504.
[104]倪网东,满瑞林,李志明,卢红梅.紫外分光光度法同时测定虎杖中芪类和蒽醌类化合物[J].化学工程师,2006,2,35-36.
[105]V. Sasirekha, P. Vanelle, T. Terme, V. Ramakrishnan. Solvatochromism and preferential solvation of 1,4-dihydroxy-2,3-dimethyl-9,10-anthraquinone by UV-vis absorption and laser-induced fluorescence measurements[J]. Spectrochimica Acta Part A:Molecular and Biomolecular Spectroscopy,2008,3,766-772.
[106]林新华,陈伟,黄丽英,等.芦荟中蒽醌类化合物的测定及药理作用[J].中华临床医药,2002,24,10-12.
[107]田逸民,赵彩云,高爱军.差示分光光度法测定决明子中总蒽醌含量[J].徐州医学院学报,2000,5,421-423.
[108]C. Miliani, A. Romani, G. Favaro. A spectrophotometric and fluorimetric study of some anthraquinoid and indigoid colorants used in artistic paintings[J]. Spectrochimica Acta Part A:Molecular and Biomolecular Spectroscopy,1998,4, 581-588.
[109]Maarten R. van Bommel, Ina Vanden Berghe, Alexander M. Wallert, et al. High-performance liquid chromatography and non-destructive three-dimensional fluorescence analysis of early synthetic dyes[J]. Journal of Chromatography A,2007, 1,260-272.
[110]贾宝秀,李玉琴,冀海伟.荧光分光光度法测大黄中总蒽醌的含量[J].泰山医学院学报,2008,11,36-40.
[111]杨黎燕,郎惠云.荧光分光光度法测定中药中总蒽醌含量[J].分析科学学报,2004,5,551.
[112]王佩琪,承伟,郭兴杰,范会瑜.荧光分光光度法测定大黄中游离蒽醌的含量[J].时珍国医国药,2007,8,1939-1940.
[113]Matysik, G; Skalska-Kaminska, A; Stefanczyk, B, et al. Application of a New Technique in Two-Dimensional TLC Separation of Multicomponent Mixtures[J]. Journal of Planar Chromatography-Modern TLC,2008,4,233-236.
[114]Raisanen, R; Bjork, H; Hynninen, P H. Two-dimensional TLC separation and mass spectrometric identification of anthraquinones isolated from the fungus Dermocybe sanguinea[J]. Zeitschrift Fur Naturforschung C-A Journal of Biosciences,2000,3, 195-202.
[115]Potterat,O; Von Felten, R; Dalsgaard, PW, et al. Identification of TLC markers and quantification by HPLC-MS of various constituents in noni fruit powder and commercial noni-derived products[J]. Journal of Agricultural and Food Chemistry, 2007,18,7489-7494.
[116]黄灶华,洪筱坤.TLC-SRS技术在中药大黄蒽醌甙类成分分析中的应用[J].浙江中医学院学报,1998,6,39-41.
[117]李启隆,任莉.芦荟甙的伏安行为及其应用研究[J].药学学报,1997,9,691-694.
[118]M. Roman Ceba, A. Fernandez-Gutierrez, C. Maran Sanchez. Some observations on the use of 1,4-dihydroxyanthraquinone as a fluorometric reagent for traces of lithium[J]. Microchemical Journal,1985,3,286-292.
[119]H. Sedaira, K. A. Idriss, M. M. Seleim and M. S. Abdel-Aziz. Use of Quinizarin as a Spectrophotometric Reagent for MgO Content Analysis of Portland Cement and Cement Clinker [J]. Monatshefte fur Chemie/Chemical Monthly,1998,1,49-58.
[120]Norman S. Allen, Gerald Hayes, Philip N. K. Riley, Andrew M. Richards. Spectroscopic properties of a novel fluorescent complex of aluminium and quinizarin[J]. Journal of Photochemistry,1987,1,365-373.
[121]M. Roman, A. Fernandez-Gutierrez, J. Suarez, F. Ales. Study of the 1,4-dihydroxyanthraquinone-yttrium(Ⅲ) complex in solution and in the solid state[J]. Microchemical Journal,1986,3,270-276.
[122]F. G. S'anchez, M. H. Lopez and J. C. M. G'omez, Fluorimetric Determination of Scandium Using the Cyclodextrin-1,4-Dihydroxyanthraquinone Inclusion Complex[J]. Analyst,1987,112,1037-1040.
[123]Luisa Quinti, Norman S. Allen, Michele Edge, Brian P. Murphy, Angelo Perotti. A study of the strongly fluorescent species formed by the interaction of the dye 1,4-dihydroxyanthraquinone (quinizarin) with Al(Ⅲ)[J]. Journal of Photochemistry and Photobiology A,2003,1,79-91.
[124]Luisa Quinti, Norman S. Allen, Michele Edge, Brian P. Murphy, Angelo Perotti.A study of the luminescent complexes formed by the dye 1,4-dihydroxyanthraquinone (quinizarin) and Ga(III) and In(Ⅲ)[J]. Journal of Photochemistry and Photobiology A,2003,1,93-106.
[125]Cassia Maria L. da Silva, Vanessa G.K. Almeida, Ricardo J. Cassella. Determination of lithium in pharmaceutical formulations used in the treatment of bipolar disorder by flow injection analysis with spectrophotometric detection[J]. Talanta,2007,4, 613-620.
[126]L. Cuadros Rodriguez, C. Jimenez Linares and M. Roman Ceba. Selective spectrofluorometric determination of lithium(I) with quinizarin by extraction into tributyl phosphate[J]. Fresenius Journal of Analytical Chemistry,1996,5,320-325.
[127]Laura Gamiz Gracia, Luis Cuadros Rodriguez, Manuel Roman Ceba. Spectrophotometric determination of lithium with Quinizarin in drugs and serum[J]. Talanta,1997,1,75-83.
[128]M. Roman Ceba, A. Fernandez-Gutierrez,and M.C. Mahedero. Fluorimetric Determination of Mg(Ⅱ) Traces with 1,8-Dihydroxyanthraquinone[J]. Microchimica Acta,1983,1,85-94.
[129]A. Fernandez-Gutierrez, M. C. Mahedero, J. Rodriguez Flores. 1,8-Dihydroxyanthraquinone-Mg(II) complex:Ⅲ. Spectrophotometric determination of Mg(Ⅱ) by extraction in isoamyl alcohol [J]. Microchemical Journal, 1985,1,118-123.
[130]M. Roman Ceba, A. Fernandez-Gutierrez, M. C. Mahedero.l,8-dihydroxyanthraquinone-Mg(II) complex:Ⅱ. Spectrophotometric study. Determination of Mg(Ⅱ)[J]. Microchemical Journal,1982,3,339-344.
[131]Horst Kunkely, Arnd Vogler. Fluorescence of alizarin complexone and its metal complexes[J]. Inorganic Chemistry Communications,2007,3,355-357.
[132]M. Epstein, S. Yariv. Visible-spectroscopy study of the adsorption of alizarinate by Al-montmorillonite in aqueous suspensions and in solid state[J]. Journal of Colloid and Interface Science,2003,2,377-385.
[1]吴俐华,何应律,赵锦端.β-环糊精-1,2,5,8-四羟基蒽醌包结物荧光法测定铍[J].地质实验室,1992,5,257-260.
[2]吴俐华,何应律,赵锦端.1,4-二羟基蒽醌-β-环糊精-乙醇体系测铍[J].岩矿测试, 1991,4,271-273.
[3]何应律,赵锦端等.β-环糊精-1,4-二羟基蒽醌(醌茜)荧光光度法测定痕量铍[J].理化检验-化学分册,1992,5,284-285.
[4]Sergei Yu. Arzhantsev, Satoshi Takeuchi, Tahei Tahara. Ultrafast excited-state proton transfer dynamics of 1,8-dihydroxyanthraquinone (chrysazin) studied by femtosecond time-resolved fluorescence spectroscopy[J]. Chemical Physics Letters, 2000,1,83-90.
[5]M.E. Sanchez Vergara, A. Ortiz Rebollo, J.R. Alvarez, M. Rivera. Molecular materials derived from MPc (M= Fe, Pb, Co) and 1,8-dihydroxiantraquinone thin films: Formation, electrical and optical properties[J]. Journal of Physics and Chemistry of Solids,2008,1,1-7.
[6]Yang Pan, Yuhe Gao, Lei Yan, Hu Pan, Jiafu Chen, Shuqin Yu. Reactivity of aromatic amines with triplet 1,8-dihydroxyanthraquinone:A laser flash photolysis study[J]. Spectrochimica Acta Part A,2007,1,63-67.
[7]Anupama Goswami, Ajai K. Singh.1,8-Dihydroxyanthraquinone anchored on silica gel:synthesis and application as solid phase extractant for lead(II), zinc(II) and cadmium(Ⅱ) prior to their determination by flame atomic absorption spectrometry[J]. Talanta,2002,4,669-678.
[8]Anupama Goswami, Ajai K. Singh. Enrichment of iron(Ⅲ), cobalt(Ⅱ), nickel(Ⅱ), and copper(Ⅱ) by solid-phase extraction with 1,8-dihydroxyanthraquinone anchored to silica gel before their determination by flame atomic absorption spectrometry[J]. Analytical and bioanalytical chemistry,2002,3,554-560.
[9]Christian Mller, Jrg Schroeder, and Jrgen Troe. Intramolecular Hydrogen Bonding in 1,8-Dihydroxyanthraquinone,1-Aminoanthraquinone,and 9-Hydroxyphenalenone Studied by Picosecond Time-Resolved Fluorescence Spectroscopy in a Supersonic Jet[J]. Journal of Physical Chemistry B,2006,40,19820-19832.
[10]M. L. Ferreiro, J. Rodriguez-Otero. Ab initio study of the intramolecular proton transfer in Dihydroxyanthraquinones[J]. Journal of Molecular Structure(Theochem), 2001,1,63-77.
[11]Michael Hovaneissian, Paul Archier, Catherine Vieillescazes. Influence of cetophenolic and diphenolic intramolecular hydrogen bonding on the chromatographic and spectroscopic properties of hydroxyanthraquinones[J]. Dyes and Pigments,2007,3,706-712.
[12]曲谦,张金声,李光哲,朱永春.1,8-二羟基蒽醌分子结构和紫外光谱量子化学研究[J].沈阳师范大学学报(自然科学版),2008,2,590-593.
[13]M. Roman Ceba, A. Fernandez-Gutierrez, M. C. Mahedero. 1,8-dihydroxyanthraquinone-Mg(Ⅱ) complex:Ⅱ. Spectrophotometric study. Determination of Mg(Ⅱ)[J]. Microchemical Journal,1982,3,339-344.
[14]A. Fernandez-Gutierrez, M. C. Mahedero, J. Rodriguez Flores. 1,8-Dihydroxyanthraquinone-Mg(Ⅱ) complex:Ⅲ. Spectrophotometric determination of Mg(Ⅱ) by extraction in isoamyl alcohol[J]. Microchemical Journal,1985,1, 118-123.
[15]M. Roman Ceba, A. Fernandez-Gutierrez, and M.C. Mahedero. Fluorimetric Determination of Mg(II) Traces with 1,8-Dihydroxyanthraquinone[J]. Microchimica Acta,1983,1,85-94.
[16]Catena G. C., Bright F. V. Thermodynamic Study on the Effects of β-Cyclodextrin Inclusion with Anilinonaphthalenesulfonates[J]. Analytical Chemistry,1989,61, 905-909.
[1]曾广赋,秦梅.1,5-二羟基蒽醌及其稀土配合物的红外光谱研究[J].光谱学与光谱分析,1993,2,27-32.
[2]秦梅,曾广赋,席时权.1,4-二羟基蒽醌与稀土离子的配位聚合物制备和性质[J].应用化学,1995,5,25-28.
[3]Cassia Maria L. da Silva, Vanessa G.K. Almeida, Ricardo J. Cassella. Determination of lithium in pharmaceutical formulations used in the treatment of bipolar disorder by flow injection analysis with spectrophotometric detection[J]. Talanta,2007,4, 613-620.
[4]Laura Gamiz Gracia, Luis Cuadros Rodriguez, Manuel Roman Ceba. Spectrophotometric determination of lithium with Quinizarin in drugs and serum[J]. Talanta,1997,1,75-83.
[5]L. Cuadros Rodriguez, C. Jimenez Linares and M. Roman Ceba. Selective spectrofluorometric determination of lithium(I) with quinizarin by extraction into tributyl phosphate[J]. Fresenius Journal of Analytical Chemistry,1996,5,320-325.
[6]M. Roman Ceba, A. Fernandez-Gutierrez, C. Maran Sanchez. Some observations on the use of 1,4-dihydroxyanthraquinone as a fluorometric reagent for traces of lithium[J]. Microchemical Journal,1985,3,286-292.
[7]H. Sedaira, K. A. Idriss, M. M. Seleim and M. S. Abdel-Aziz. Use of Quinizarin as a Spectrophotometric Reagent for MgO Content Analysis of Portland Cement and Cement Clinker[J]. Monatshefte fur Chemie/Chemical Monthly,1998,1,49-58.
[8]Luisa Quinti, Norman S. Allen, Michele Edge, Brian P. Murphy, Angelo Perotti. A study of the strongly fluorescent species formed by the interaction of the dye 1,4-dihydroxyanthraquinone (quinizarin) with Al(Ⅲ)[J]. Journal of Photochemistry and Photobiology A,2003,1,79-91.
[9]Luisa Quinti, Norman S. Allen, Michele Edge, Brian P. Murphy, Angelo Perotti.A study of the luminescent complexes formed by the dye 1,4-dihydroxyanthraquinone (quinizarin) and Ga(III) and In(III)[J]. Journal of Photochemistry and Photobiology A, 2003,1,93-106.
[10]N.S. Allen, A.M. Richards. Spectroscopic, photochemical and photoconductive properties of a novel fluorescent polymeric complex of quinizarin and aluminium[J]. European Polymer Journal,1990,11,1229-1235.
[11]Norman S. Allen, Gerald Hayes, Philip N. K. Riley, Andrew M. Richards. Spectroscopic properties of a novel fluorescent complex of aluminium and quinizarin[J]. Journal of Photochemistry,1987,1,365-373.
[12]M. Roman, A. Fernandez-Gutierrez, J. Suarez, F. Ales. Study of the 1,4-dihydroxyanthraquinone-yttrium(Ⅲ) complex in solution and in the solid state[J]. Microchemical Journal,1986,3,270-276.
[13]李兰英,杨越冬,黄汉国.1,4-二羟基蒽醌体系荧光法测定钇[J].冶金分析,1993,3,15-18.
[14]吴俐华,何应律,赵锦端.β-环糊精-1,2,5,8一四羟基蒽醌包结物荧光法测定铍[J].地质实验室,1992,5,257-260.
[15]Noufal Kandoth, Sharmistha Dutta Choudhury, Tulsi Mukherjee and Haridas Pal. Host-guest interaction of 1,4-dihydroxy-9,10-anthraquinone (quinizarin) with cyclodextrins[J]. Photochemical&Photobiological Sciences,2009,1,82-90.
[16]F. G. S'anchez, M. H. Lopez and J. C. M. G'omez, Fluorimetric Determination of Scandium Using the Cyclodextrin-1,4-Dihydroxyanthraquinone Inclusion Complex[J]. Analyst,1987,112,1037-1040.
[17]何应律,赵锦端等.β-环糊精-1,4-二羟基蒽醌(醌茜)荧光光度法测定痕量铍[J].理化检验-化学分册,1992,5,284-285.
[18]吴俐华,何应律,赵锦端.1,4-二羟基蒽醌-β-环糊精-乙醇体系测铍[J].岩矿测试,1991,4,271-273.
[19]Catena G. C., Bright F. V. Thermodynamic Study on the Effects of β-Cyclodextrin Inclusion with Anilinonaphthalenesulfonates[J]. Analytical Chemistry,1989,61, 905-909.
[1]杨希川,吴祖望.蒽醌型酸性、分散和活性染料及其中间体生产技术的进展[J].化工进展,2002,6,386-390.
[2]Helen Dacres and Ramaier Narayanaswamy. Evaluation of 1,2-Diaminoanthraquinone (DAA) as a Potential Reagent System for Detection of NO[J]. Microchimica Acta, 2005,1,35-45.
[3]M. Isabel Burguete, Victor Fabregat, Francisco Galindo, M. Angeles Izquierdo, Santiago V. Luis. Improved poly HEMA-DAQ films for the optical analysis of nitrite[J]. European Polymer Journal,2009,5,1516-1523.
[4]Roc'io Esquembre, Isabel Pastor, Ricardo Mallavia, C. Reyes Mateo. Fluorometric detection of nitric oxide using 2,3-diaminonaphthalene incorporated in β-cyclodextrin [J]. Journal of Photochemistry and Photobiology A:Chemistry,2005,3,384-389.
[5]Ana Gomes, Eduarda Fernandes and Jos'e L. F. C. Lima. Use of Fluorescence Probes for Detection of Reactive Nitrogen Species:A Review[J]. Journal of Fluorescence, 2006,1,119-139.
[6]Oliver von Bohlen und Halbach. Nitric oxide imaging in living neuronal tissues using fluorescent probes[J]. Nitric Oxide,2003,4,217-228.
[7]Xiaoying Ye, Stanislav S. Rubakhin, Jonathan V. Sweedler. Simultaneous nitric oxide and dehydroascorbic acid imaging by combining diaminofluoresceins and diaminorhodamines[J]. Journal of Neuroscience Methods,2008,2,373-382.
[8]Francisco Galindo, Nurul Kabir, Jelena Gavrilovic and David A. Russell. Spectroscopic studies of 1,2-diaminoanthraquinone (DAQ) as a fluorescent probe for the imaging of nitric oxide in living cells[J]. Photochemistry and Photobiology,2008, 1,126-130.
[9]Miriam Bru, M. Isabel Burguete, Francisco Galindo, Santiago V. Luis, Maria J. Marin, Laura Vigara. Cross-linked poly(2-hydroxyethylmethacrylate) films doped with 1,2-diaminoanthraquinone (DAQ) as efficient materials for the colorimetric sensing of nitric oxide and nitrite anion[J]. Tetrahedron Letters,2006,11,1787-1791.
[10]Oliver von Bohlen und Halbach, Doris Albrecht, Uwe Heinemann, Sebastian Schuchmann. Spatial Nitric Oxide Imaging Using 1,2-Diaminoanthraquinone to Investigate the Involvement of Nitric Oxide in Long-Term Potentiation in Rat Brain Slices[J]. NeuroImage,2002,3,633-639.
[11]Centelles, Josep Joan, Fernandez-Cancio, Monica and Imperial, Santiago. Spectrophotometric Determination of Nitrites in Biological Samples Using 1,2-Diaminoanthraquinone—Potential Application to the Determination of Nitric Oxide Synthase Activity[J]. Analytical Letters,2003,10,2139-2149.
[12]Sebastian Schuchmann, Doris Albrecht, Uwe Heinemann and Oliver von Bohlen und Halbach. Nitric Oxide Modulates Low-Mg2+-Induced Epileptiform Activity in Rat Hippocampal-Entorhinal Cortex Slices[J]. Neurobiology of Disease,2002,1, 96-105.
[13]Xiaochun Chen, Chao Sheng, Xiaoxiang Zheng. Direct nitric oxide imaging in cultured hippocampal neurons with diaminoanthraquinone and confocal microscopy[J]. Cell Biology International,2001,7,593-598.
[14]Hidekazu Miyaji, Jonathan L. Sessler. Off-the-Shelf Colorimetric Anion Sensors. Angewandte Chemie International Edition in English,2001,40,154.
[15]Batista, R M F; Oliveira, E; Costa, S P G, et al. Synthesis and ion sensing properties of new colorimetric and fluorimetric chemosensors based on bithienyl-imidazo-anthraquinone chromophores. Organic Letters,2007,17, 3201-3204.
[16]Jose Guilherme S. Lopes, Paulo S. Santos. The SERS spectrum of 1,2-diaminoanthraquinone studied on silver colloid[J]. Journal of Molecular Structure,2005,3,75-78.
[17]Francisco Garcia Sanchez, Miguel Hernandez Lopez, and Eduardo de Gracia Villodres. Photometric Determination of Palladium With the Inclusion Complex 1,2-Diaminoanthraquinone-β-Cyclodextrin as Ligand[J]. Microchimica Acta,1987, 4,217-224.
[18]Catena G. C., Bright F. V. Thermodynamic Study on the Effects of β-Cyclodextrin Inclusion with Anilinonaphthalenesulfonates[J]. Analytical Chemistry,1989,61, 905-909.
[19]Ware W. R. Oxygen Quenching of Fluorescence in Solution:an Experimental Study of the Diffusion Process[J]. Journal of Physical Chemistry,1962,3,455-458.
[1]K. Alagesan, A.G. Samuelson. Semiconducting charge-transfer complexes from oxidation of 1,5-diaminoanthraquinone[J]. Synthetic Metals,1997,1,37-44.
[2]Brovelli, F; Rivas, BL; Bernede, JC, et al. Electrochemical and optical studies of 1,4-diaminoanthraquinone for solar cell applications[J]. Polymer Bulletin,2007,3, 521-527.
[3]Fahrettin Yakuphanoglu, B. Filiz nkal. A hybrid p-Si/poly(1,4-diaminoanthraquinone) photoconductive diode for optical sensor applications[J]. Synthetic Metals,2009,3, 311-314.
[4]Yakuphanoglu, F; Senkal, B F. Electrical conductivity, photoconductivity, and optical properties of poly(1,4-diaminoanthraquinone) organic semiconductor for optoelectronic applications[J]. Polymers for advanced technologies,2008,9, 1193-1198.
[5]Takao Itoh, Minoru Yamaji, Haruo Shizuka. Excited-state dynamical behavior of 1,4-anthraquinone in a fluid solution[J]. Spectrochimica Acta Part A,2002,2, 397-402.
[6]A. V. Yatsenko, V. A. Tafeenko, V. N. Zakharov, S. I. Popov, H. Schenk. An INDO/S Study of the Second ππ* Transition in the Spectra of 1,4-Diaminoanthraquinones Responsible for their Green Hue[J]. Dyes and Pigments,1998,3,273-282.
[7]V. Krishnakumar, R. John Xavier. Vibrational analysis of 1,4-diaminoanthraquinone and 1,5-dichloroanthraquinone:A joint FTIR, FT-Raman and scaled quantum mechanical study[J]. Spectrochimica Acta Part A:Molecular and Biomolecular Spectroscopy,2005,8,1799-1809.
[8]V. Ya. Fain, B. E. Zaitsev and M. A. Ryabov. Tautomerism of anthraquinones:Ⅷ. Tautomerism and conformations of 1,4-diamino-9,10-anthraquinone[J]. Russian Journal of Organic Chemistry,2009,3,374-382.
[9]Tae-Kyung Kim, Young-A. Son, Yong-Jin Lim. Thermodynamic analysis of 1,4-diaminoanthraquinone adsorption on polyethylene terephthalate in alkane media[J]. Dyes and Pigments,2007,2,246-250.
[10]Sheela Berchmans, R. Sathyajith, V. Yegnaraman. Layer-by-layer assembly of 1,4-diaminoanthraquinone and glucose oxidase[J]. Materials Chemistry and Physics, 2003,2,390-396.
[11]M. Jamali, J. C. Bernede, C. Rabiller. Effect of the Substitution Pattern of Diaminoanthraquinone on Some Physical Properties[J]. Journal of Solid State Chemistry,1998,2,309-316.
[12]Direct formation of Ag-diaminoanthraquinone (DAAQ) complex salts by sequential evaporation[J]. Thin Solid Films,1999,1,181-185.
[13]M. Roman Ceba, A. Fernandez-Gutierrez, F. Cardenas. Spectrofluorometric study of 1,4-diaminoanthraquinone-calcium complex in aqueous sulfuric acid mediums: Spectrofluorometric determination of calcium[J]. Microchemical Journal,1980,4, 576-588.
[14]Hosseini, M S; Asadi, M. Speciation Determination of Chromium Using 1,4-Diaminoanthraquinone with Spectrophotometric and Spectrofluorometric Methods[J]. Analytical Sciences,2009,6,807-812.
[15]Catena G. C., Bright F. V. Thermodynamic Study on the Effects of β-Cyclodextrin Inclusion with Anilinonaphthalenesulfonates[J]. Analytical Chemistry,1989,61, 905-909.
[16]Ware W. R. Oxygen Quenching of Fluorescence in Solution:an Experimental Study of the Diffusion Process[J]. Journal of Physical Chemistry,1962,3,455-458.