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·1792·                            精细化工   FINE CHEMICALS                                 第 37 卷

                                                               择性和对 Cu(Ⅱ)的快速响应使其有望成为 AIE 型荧
                                                               光传感器,用于实际样品中 Cu(Ⅱ)的检测。

                                                               参考文献:
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                        图 5  TM 的 DFT 量化计算                         Journal of the American Chemical Society, 1997, 119(31): 7386-7387.
                       Fig. 5    DFT calculation of TM         [4]   GOSWAMI S,  MAITY  S, MAITY A C,  et al.  A  FRET-based
                                                                                              2+
                                                                   rhodamine-benzimidazole conjugate as a Cu -selective colorimetric
            2.8    回收率                                             and  ratiometric  fluorescence  probe  that  functions  as  a  cytoplasm
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                 为了考察 TM 在实际样品分析中的应用,准确                        [5]   WANG  J,  PAN  Y  N,  JIANG  L  X,  et al.  Photoelectrochemical
                                                                                  2+
                                                                   determination  of  Cu  using a WO 3/CdS  heterojunction
            量取 1.0  mL 自来水样品(取自学校实验室),将其                           photoanode[J].  ACS  Applied  Materials  &  Interfaces,  2019,  11(41):
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            通过 0.22 μm 微孔滤膜过滤后,分别配制 10、20 和                    [6]   KARUK  E  S,  GUNAY  I,  KORAN  K,  et al.  An  ultrasensitive  and
            50 μmol/L 的 Cu(Ⅱ)溶液,计算其回收率,结果见表                        selective  'turn  off'  fluorescent  sensor  with  simple  operation  for  the
                                                                   determination of trace copper (Ⅱ) ions in water and various beverage
            1。自来水中 Cu(Ⅱ)的回收率为 91.2%~107.3%,相                       samples[J]. Supramolecular Chemistry, 2019, 31(12): 756-766.
                                                               [7]   TUMAY S, OKUTAN E, SENGUL I, et al. Naked-eye fluorescent
            对误差为 6.3%~8.8%,有望应用于实际样品中 Cu(Ⅱ)                        sensor  for  Cu(Ⅱ)  based  on  indole  conjugate  BODIPY  dye[J].
            的检测。                                                   Polyhedron, 2016, 117: 161-171.
                                                               [8]   LUO J D, XIE Z L, LAM J W Y, et al. Aggregation-induced emission

                      表 1    自来水中 Cu(Ⅱ)的回收率                        of  1-methyl-1,2,3,4,5-pentaphenylsilole[J].  Chemical  Communications,
                                                                   2001, (18): 1740-1741.
                   Table 1    Recovery of Cu(Ⅱ) in tap water   [9]   LIU  Y,  TANG  Y  H,  BARASHKOV  N  N,  et al.  Fluorescent
                                                                   chemosensor for detection and quantitation of carbon dioxide gas[J].
              Cu(Ⅱ)添加量   Cu(Ⅱ)测定值     回收率/%     相对误差/%             Journal  of  the  American  Chemical  Society,  2010,  132(40):  13951-
               /(μmol/L)   /(μmol/L)                               13953.
                                                                                            2+
                  10          9.12      91.2        8.8        [10]  ZHOU Y, ZHU C Y, GAO X S, et al. Hg -selective ratiometric and
                                                                   "off-on"  chemosensor  based  on  the  azadiene-pyrene  derivative[J].
                  20         21.45     107.3        7.3            Organic Letters, 2010, 12(11): 2566-2569.
                  50         46.83      93.7        6.3        [11]  ZHANG Y, FANG Y, XU N Z, et al. A colorimetric and ratiometric
                                                                   fluorescent  chemosensor  based  on  furan-pyrene  for  selective  and
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                                                                   sensitive  sensing  Al [J].  Chinese  Chemical  Letters,  2016,  27(11):
            3    结论                                                1673-1678.
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                                                                   salicylidene  Schiff  base  derivatives:  Tuning  sensitivity  and
                (1)采用芘为荧光基团、肼为连接臂,根据席                              selectivity[J].  Spectrochimica  Acta,  Part  A:  Molecular  and
            夫碱反应,制备了芘-邻香兰素类 Cu(Ⅱ)荧光传感器                             Biomolecular Spectroscopy, 2015, 150: 814-820.
                                                               [13]  LEE C, YANG W T, PARR R G. Development of the colle-salvetti
            TM,HPLC 检测纯度大于 97%,反应操作简单,产                            correlation-energy  formula  into  a  functional  of  the  electron
                                                                   density[J].  Physical  Review  B:  Condensed  Matter  and  Materials
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                                          13
            率较高,结构经熔点、 HNMR、 CNMR、IR、MS                            Physics, 1988, 37(2): 785-789.
            和元素分析表征。                                           [14]  MASOOME  S,  SIYAMAK  S,  LIUDMILA  F,  et al.  DFT
                                                                   investigations  (geometry  optimization,  UV/Vis,  FT-IR,  NMR,
                (2)传感器 TM 对 Cu(Ⅱ)具有很好的荧光响应、                        HOMO-LUMO, FMO, MEP, NBO, excited states) and the syntheses
                                                                   of new pyrimidine dyes[J]. Chinese Journal of Structural Chemistry,
            选择性和抗干扰性,检出限为 0.48 μmol/L,通过比                          2018, 37(8): 1201-1222.
            色和荧光变化能实现 Cu(Ⅱ)的可视化识别。                             [15]  CHEN Z X (陈志新). Study on the pyrene synthesis of fluorescent
                                                                   probe  and  its  aggregation-induced  emissionand  ion  recognition[D].
                (3)TM 具有桔黄色的固体荧光,但其乙腈溶                             Jinzhou: Bohai University (渤海大学), 2019.
            液荧光很弱。通过对比加水或 Cu(Ⅱ)的荧光强度,                          [16]  HU B, HU L L, CHEN M L, et al. A FRET ratiometric fluorescence
                                                                   sensing  system  for  mercury  detection  and  intracellular  colorimetric
            结合紫外和荧光滴定结果以及量子化学计算,推测                                 imaging in live HeLa cells[J]. Biosensors & Bioelectronics, 2013, 49:
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            TM 对 Cu(Ⅱ)的识别机理为,Cu(Ⅱ)的引入促进了                       [17]  XIE T (谢婷). New UV-absorbing polymers based on ethyl ferulate
            TM 分子的酚式-醌式互变异构,从而加剧了 TM 分                             and caffeic acid phenethyl ester: Synthesis and characterization[D].
                                                                   Beijing:  Beijing  University  of  Chemical  Technology  (北京化工大
            子的 AIE。                                                学), 2018.
                                                               [18]  AL-AMIERY  A,  AL-BAYATI  R,  SAED  F,  et al.  Novel
                (4)TM 可用于自来水中 Cu(Ⅱ)的检测,回收                          pyranopyrazoles:  Synthesis  and  theoretical  studies[J].  Molecules,
            率为 91.2%~107.3%,相对误差为 6.3%~8.8%。高选                     2012, 17(9): 10377-10389.
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