蒽醌衍生物α-炔醇的合成及荧光性能研究  

Synthesis of α-alkynol anthraquinone derivative and study on its fluorescence property

作　　者：刘勇[1,2] 熊鹰[1] 舒远杰[1] 刘学涌[1] 钟发春[1] 张勇[1] 孙毅[3] 

机构地区：[1]中国工程物理研究院化工材料研究所 [2]中国工程物理研究院研究生部,四川绵阳621900 [3]西南科技大学材料科学与工程学院,四川绵阳621010

出　　处：《化学试剂》2011年第1期5-8,共4页Chemical Reagents

基　　金：中国工程物理研究院化工材料研究所所长基金资助项目(626010926)

摘　　要：以蒽醌为原料合成了含端乙炔基的α-炔醇化合物9-乙炔基-9-羟基蒽酮。通过1HNMR、IR、LC-MS和元素分析对该化合物进行了结构表征,采用DSC和Waters 474荧光检测器分别获得了其熔点和荧光光谱。检测了常见爆炸物2,4,6-三硝基甲苯(TNT)和高能炸药1,3,5,7-四硝基-1,3,5,7-四氮杂环辛烷(HMX)对该荧光化合物的荧光猝灭作用。结果表明:1.1 mmol/L9-乙炔基-9-羟基蒽酮氯仿溶液的最大激发波长为376 nm,最大发射波长为443 nm;9-乙炔基-9-羟基蒽酮对多硝基爆炸物有较好的荧光响应,可作为爆炸物检测的传感材料,该类化合物具有潜在的应用前景。9-Ethynyl-9-hydroxyanthrone,a terminal alkynol anthraquinone derivative,was synthesized from anthraquinone.Its structure has been confirmed by ^1HNMR,IR,LC-MS and elemental analysis.The melting point and fluorescence spectra of 9-ethynyl-9-hydroxyanthrone have been obtained by the DSC and the Waters 474 fluorescence detector,respectively.Furthermore,the fluorescence quenching response of 2,4,6-trinitrotoluene（TNT） and 1,3,5,7-tetranitro-1,3,5,7-tetrazoctane（HMX） to 9-enthynyl-9-hydroxyanthrone was investigated.The test results showed that the maximum excitation wavelength and emission wavelength were estimated at 1.1 mmol/L of 9-ethynyl-9-hydroxyanthrone in chloroform,i.e.376 nm and 443 nm,respectively.The high fluorescence response of 2,4,6-trinitrotoluene and 1,3,5,7-tetranitro-1,3,5,7-tetrazoctane to 9-ethynyl-9-hydroxyanthrone was identified,which also indicated that 9-ethynyl-9-hydroxyanthrone could be used as a sensing material for detecting explosives.It may be concluded that this kind of fluorescence compounds have potential application prospects in explosives detection.

关 键 词：α-炔醇蒽醌衍生物 爆炸物检测 荧光猝灭 传感材料 

分 类 号：O625.4[理学—有机化学]