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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:
[1] JIANG N, LIU X H, WANG S S, et al. Pollution characterization,
source identification, and health risks of atmospheric-particle-bound
heavy metals in PM10 and PM2.5 at multiple sites in an emerging
megacity in the Central region of China[J]. Aerosol and Air Quality
Research, 2019, 19(2): 247-271.
[2] CHEN Y J, HUANG H F, DING Y, et al. Trace metals in aquatic
environments of a mangrove ecosystem in Nansha, Guangzhou,
South China: Pollution status, sources, and ecological risk
assessment[J]. Environmental Monitoring and Assessment, 2019,
191(10): 1-11.
[3] DUJOLS V, FORD F, CZARNIK A W. A Long-wavelength
fluorescent chemodosimeter selective for Cu(Ⅱ) ion in water[J].
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
marker[J]. RSC Advances, 2014, 4(12): 6300-6305.
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):
37541-37549.
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
3+
sensitive sensing Al [J]. Chinese Chemical Letters, 2016, 27(11):
3 结论 1673-1678.
[12] ZANG L B, JIANG S M. Substituent effects on anion sensing of
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
1
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:
499-505.
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.