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荧光探针检测有机溶剂水含量的研究进展
作者:
作者单位:

北京工商大学 轻工科学技术学院

基金项目:

国家自然科学基金项目（面上项目，重点项目，重大项目）


Recent progresses on fluorescent probes for detection of water in organic solvents
Author:
Affiliation:

School of light industry,Beijing Technology and Business University

Fund Project:

The National Natural Science Foundation of China (General Program, Key Program, Major Research Plan)

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    摘要:

    水是生命之源，但实验室和工厂有机溶剂中微量水被认定是污染。近几年来，因有机溶剂中微量水引起的工厂、实验室爆炸事件频频发生，极大地引起了社会关注，迫切需要一种便捷的方法对有机溶剂中的水含量进行测定。作为新兴发展的分析工具，荧光探针具有灵敏度高、选择性好、毒性小、实时可视化监测等优点，在化学化工、食品、环境等领域均有应用。综述了自2016年用于检测有机溶剂中水含量的有机荧光探针，及其在食品等行业中的应用；着重讨论目前广泛使用的7种识别策略，对水含量探针的开发具有一定的指导意义。

    Abstract:

    Water is the source of life, but trace water in organic solvents is considered as contaminate. In recent years, explosions caused by trace water in organic solvents have occurred frequently in factories and laboratories, which have attracted great attention from the society. Thus, a convenient method for assessing the water content in organic solvents is desired, urgently. As an emerging analytical tool, organic fluorescent probes offer high sensitivity, good selectivity, low toxicity, real-time visual monitoring and are commonly used in chemical engineering, food, environment, and other fields. This review summarizes fluorescent probes for detecting water content in organic solvents and their applications in foodstuff and other industries since 2016. It focuses on seven strategies for responding to water, which has certain guidance for the development of water content probes.

    参考文献
    [1] BITTEN J. New method for determining free-water content in fue[J]. Analytical Chemistry, 1968, 40(6): 960-962.
    [2] FLETCHER S. The mitsunobu reaction in the 21st century[J]. Organic Chemistry Frontiers, 2015, 2: 739-752.
    [3] CHAI D I, LAUTENS M. Tandem Pd-catalyzed double C-C bond formation: effect of water[J]. Journal of Organic Chemistry, 2009, 74(8):3054-3061.
    [4] YE C L, QIN Y J, HUANG P C, et al. Facile synthesis of carbon nanodots with surface state-modulated fluorescence for highly sensitive and real-time detection of water in organic solvents[J]. Analytica Chimica Acta, 2018, 1034:144-152.
    [5] PAWAR S, TOGITI U K, BHATTACHARYA A, et al. Functionalized chitosan-carbon dots: a Fluorescent probe for detecting trace amount of water in organic solvents[J]. ACS Omega, 2019, 4(6): 11301-11311.
    [6] LARSSON W, JALBERT J, GILBERT R, et al. Efficiency of methods for Karl Fischer determination of water in oils based on oven evaporation and azeotropic distillation[J]. Analytical Chemistry, 2003, 75(6): 1227-1232.
    [7] MARTIN J H, KNEVEL A M. Gas chromatographic method of moisture determination[J]. Journal of Pharmaceutical Sciences, 1965, 54(10):1464-1467.
    [8] YANG L T, PABALAN R T, JUCKETT M R. Deliquescence relative humidity measurements using an electrical conductivity method[J]. Journal of Solution Chemistry, 2006, 35(4): 583-604.
    [9] LIANG Y Y. Automation of Karl Fischer water titration by flow injection sampling[J]. Analytical Chemistry, 1990, 62(22): 2504-2506.
    [10] NIU C G, QIN P Z, ZENG G M, et al. Fluorescence sensor for water in organic solvents prepared from covalent immobilization of 4-morpholinyl-1, 8-naphthalimide[J]. Analytical and Bioanalytical Chemistry, 2007, 387(3): 1067-1074.
    [11] OHIRA S I, GOTO K, TODA K, et al. A capacitance sensor for water: trace moisture measurement in gases and organic solvents[J]. Analytical Chemistry, 2012, 84(20): 8891-8897.
    [12] DOUVALI A, TSIPIS A C, ELISEEVA S V, et al. Turn-On luminescence sensing and real-time detection of traces of water in organic solvents by a flexible metal–organic framework [J]. Angewandte Chemie - International Edition, 2015, 54(5): 1651-1656.
    [13] DUNNING S G, NUNEZ A J, MOORE M D, et al. A sensor for trace H2O detection in D2O[J]. Chem, 2017, 2(4): 579-589.
    [14] YIN H Q, YANG J C, YIN X B. Ratiometric fluorescence sensing and real-Time detection of water in organic solvents with One-Pot synthesis of Ru@MIL-101(Al)-NH2[J]. Analytical Chemistry, 2017, 89(24): 13434-13440.
    [15] ZHOU Y, ZHANG D, XING W, CUAN J, HU Y, CAO Y, GAN N. Ratiometric and Turn-On Luminescence Detection of Water in Organic Solvents Using a Responsive Europium-Organic Framework[J]. Analytical Chemistry, 2019, 91(7): 4845-4851.
    [16] CAI Y, FENG L, HUA Y, et al. Q-graphene-loaded metal organic framework nanocomposites with water-triggered fluorescence turn-on: fluorimetric test strips for directly sensing trace water in organic solvents[J]. Chemical Communications, 2018, 54: 13595-13598.
    [17] YU H J, LI H X, CHEN C, et al. Water-sensitive phase-transition of a carbon dot–calcium carbonate composite for moisture detection in organic solvents[J]. Analytical Methods, 2019, 11(20): 2634-2638.
    [18] GUO Y, ZHAO W. Nanomaterials for luminescent detection of water and humidity[J]. Analyst, 2019, 144(2): 388-395.
    [19] CITTERIO D, MINAMIHASHI K, KUNIYOSHI K, et al. Optical determination of low-level water concentrations in organic solvents using fluorescent acridinyl dyes and dye-immobilized polymer membranes[J]. Analytical Chemistry, 2001, 73(21): 5339-5345.
    [20] ZHAO Y, HE L, QIN S, et al. Tunable luminescence of lanthanide (ln = Sm, Eu, Tb) hydrophilic ionic polymers based on poly(n-methyl-4-vinylpyridinium-co-styrene) cations[J]. Polymer Chemistry, 2016, 7(46): 7068-7077.
    [21] Wu J S, Liu W M, Ge J C, et al. New sensing mechanisms for design of fluorescent chemosensors emerging in recent years[J]. Chemical Society Reviews, 2011, 40(7): 3483-3495.
    [22] OOYAMA Y, AOYAMA S, FURUE K, et al. Fluorescence sensor for water based on pet (photo-induced electron transfer): anthracene-bis (aminomethyl) phenylboronic acid ester[J]. Dyes and Pigments, 2015, 123:248-253.
    [23] ALAM P, LEUNG N L C, ZHANG J, et al. AIE-based luminescence probes for metal ion detection[J]. Coordination Chemistry Reviews, 2021, 429:213693.
    [24] ANSARI A A, THAKUR V K, CHEN G Y. Functionalized upconversion nanoparticles: new strategy towards fret-based luminescence bio-sensing[J]. Coordination Chemistry Reviews, 2021, 436:213821.
    [25] XIAO H B, LI P, TANG B. Recent progresses in fluorescent probes for detection of polarity[J]. Coordination Chemistry Reviews, 2021, 427:213582.
    [26] CIGAN M, GASPAR J, GAPLOVSKA K, et al. Coumarin phenylsemicarbazones: sensitive colorimetric and fluorescent “turn-on” chemosensors for low-level water content in aprotic organic solvents[J]. New Journal of Chemistry, 2016, 40(10): 8946-8953.
    [27] TIWARI K, MISHRA M, SINGH S, et al. The colorimetric signaling of water content by a deprotonated schiff base in some aprotic organic solvents[J]. ChemistrySelect, 2020, 5(30): 9547-9553.
    [28] CIGAN M, HORVATH M, FILO J, et al. 7-Dialkylaminocoumarin oximates: small molecule fluorescent "turn-on" chemosensors for low-level water content in aprotic organic solvents[J]. Molecules, 2017, 22(8):1340.
    [29] KUMAR P, SAKLA R, GHOSH A, et al. A reversible colorimetric sensor for moisture detection in organic solvents and application in ink-less writing[J]. ACS Applied Materials & Interfacesserves, 2017,9(30):25600-25605.
    [30] WU F, WANG L, TANG H, et al. Excited state intramolecular proton transfer plus aggregation-induced emission-based diketopyrrolopyrrole luminogen: photophysical properties and simultaneously discriminative detection of trace water in three organic solvents[J]. Analytical Chemistry, 2019, 91(8): 5261-5269.
    [31] WU Y, JI J, ZHOU Y, et al. Ratiometric and colorimetric sensors for highly sensitive detection of water in organic solvents based on hydroxyl-containing polyimide-fluoride complexes[J]. Analytica Chimica Acta, 2020, 1108:37-45.
    [32] YAN X, LAN H, LI Y, et al. High-contrast colourimetric probes for fluoride and trace water based on tautomerization of naphthalimide and application in fingerprint imaging[J]. Spectrochim Acta A Mol Biomol Spectrosc, 2021, 254:119674.
    [33] KUMAR P, GADIYARAM S, JOSE D A. Simple iron (III) complex based highly sensitive fluorescent off‐on sensor for the detection of trace amount of water in organic solvents and edible oilseeds[J]. ChemistrySelect, 2020, 5(34): 10648-10655.
    [34] KUMAR P, JOSE D A. Naked eye detection of moisture in organic solvents and development of alginate polymer beads and test cassettes as a portable kit[J]. Analytica Chimica Acta, 2020, 1136:178-186.
    [35] KUMAR P, KAUSHIK R, GHOSH A, et al. Detection of moisture by fluorescent off-on sensor in organic solvents and raw food products[J]. Analytical Chemistry, 2016, 88(23): 11314-11318.
    [36] KIM T I, KIM Y. A water indicator strip: instantaneous fluorogenic detection of water in organic solvents, drugs, and foodstuffs[J]. Analytical Chemistry, 2017, 89(6): 3768-3772.
    [37] KIM W Y, SHI H, JUNG H S, et al. Coumarin-decorated schiff base hydrolysis as an efficient driving force for the fluorescence detection of water in organic solvents[J]. Chemical Communication, 2016, 52(56): 8675-8678.
    [38] ZHANG K, CHEN T T, SHEN Y J, et al. Luminescent macrocyclic sm (III) complex probe for turn-off fluorescent and colorimetric water detection in organic solvents and liquid fuels[J]. Sensors and Actuators B: Chemical, 2020, 311:127887.
    [39] YANG D, WU X T, CAO X J, et al. A reversible ratiometric fluorescence probe for fast detection of trace water in different organic solvents[J]. Dyes and Pigments, 2019, 170:107558.
    [40] YANG D, CAO X J, WU X T, et al. A fret-based ratiometric fluorescent probe for sensing trace water in organic solvents[J]. Analytical Methods, 2019, 11(24): 3079-3084.
    [41] WANG J, ZHANG X M, LIU H B. Highly sensitive pyrene–dansyl conjugate-based fluorescent sensor for discriminative detection of water in organic solvents[J]. Dyes and Pigments, 2020, 182:108685.
    [42] WANG J T, PEI Y Y, REN S F, et al. Two 8-hydroxyquinoline-based fluorescent chemosensors for ultra-fast and sensitive detection of water content in strong polar organic solvents with large stokes shifts[J]. Spectrochim Acta A Mol Biomol Spectrosc, 2020, 229:117956.
    [43] NOOTEM J, SATTAYANON C, NAMUANGRUK S, et al. Solvatochromic triazaborolopyridinium probes toward ultra-sensitive trace water detection in organic solvents[J]. Dyes and Pigments, 2020, 181:108554.
    [44] LIU Y, LIANG Z Q, LI Z H, ZHAO K, et al. Anti-solvatochromic fluorescence of thiazole [5, 4-d] thiazole by forming hydrogen bond network and its application in fast detection of trace water[J]. Microchemical Journal, 2020, 154:104640.
    [45] ROY S, DAS S, RAY A, et al. An inquisitive fluorescence method for the real-time detection of trace moisture in polar aprotic solvents with the application of water rancidity in foodstuffs[J]. New Journal of Chemistry, 2021, 45(10): 4574-4583.
    [46] OOYAMA Y, HATO M, ENOKI T, et al. A bodipy sensor for water based on a photo-induced electron transfer method with fluorescence enhancement and attenuation systems[J]. New Journal of Chemistry, 2016, 40(9): 7278-7281.
    [47] JINBO D, OHIRA K, IMATO K, et al. Development of fluorescent sensors based on a combination of pet (photo-induced electron transfer) and fret (f?rster resonance energy transfer) for detection of water[J]. Materials Advances, 2020, 1(3): 354-362.
    [48] ZHANG Y P, LIANG C S, JIANG S M. A solvatochromic cyanostilbene derivative as an intensity and wavelength-based fluorescent sensor for water in organic solvents[J]. New Journal of Chemistry, 2017, 41(16): 8644-8649.
    [49] WANG X Y, NIU C G, HU L Y, et al. A fluorescent ratiometric sensor based on covalent immobilization of chalcone derivative and porphyrin zinc for detecting water content in organic solvents[J]. Sensors and Actuators B: Chemical, 2017, 243:1046-1056.
    [50] WANG K P, LEI Y, CHEN J P, et al. The coumarin conjugate: synthesis, photophysical properties and the ratiometric fluorescence response to water content of organic solvent[J]. Dyes and Pigments, 2018, 151:233-237.
    [51] YOON S A, OH J H, KIM S K, et al. Water-sensitive ratiometric fluorescent probes and application to test strip for rapid and reversible detection of water[J]. Dyes and Pigments, 2019, 165:421-428.
    [52] SONG H H, ZHOU Y M, XU C G, et al. A dual-function fluorescent probe: sensitive detection of water content in commercial products and rapid detection of hypochlorite with a large stokes shift[J]. Dyes and Pigments, 2019, 162:160-167.
    [53] SACHDEVA T, MILTON M D. Fluorescent dyes for moisture detection in organic solvents: push-pull based phenothiazine aldehydes with large stokes shifts[J]. Journal of Photochemistry and Photobiology A: Chemistry, 2020, 402:112804.
    [54] HAN M, CHEN M, EBENDORFF-HEIDEPRIEM H, et al. An optical fibre sensor for remotely detecting water traces in organic solvents[J]. RSC Advances, 2016, 6(85): 82186-82190.
    [55] OOYAMA Y, NOMURA R, ENOKI T, et al. Development of a dual-fluorescence emission sensor based on photo-induced electron transfer and aggregation-induced emission enhancement for detection of water[J]. ChemistrySelect, 2017, 2(26): 7765-7770.
    [56] SUN H, TANG X X, MIAO B X, et al. A new AIE and TICT active tetraphenylethene-based thiazole compound: synthesis, structure, photophysical properties and application for water detection in organic solvents[J]. Sensors and Actuators B: Chemical, 2018, 267:448-456.
    [57] SUN H, TANG X X, ZHANG R, et al. Tetraphenylethene-substituted benzothiadiazoles: AIE and TICT properties, tunable intramolecular conjugation and application in detecting trace water in organic solvents[J]. Dyes and Pigments, 2020, 174:108051.
    [58] MISE Y, IMATO K, OGI T, et al. Fluorescence sensors for detection of water based on tetraphenylethene–anthracene possessing both solvatofluorochromic properties and aggregation-induced emission (AIE) characteristics[J]. New Journal of Chemistry, 2021, 45(9): 4164-4173.
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杨绍祥,邓兵,端宁.荧光探针检测有机溶剂水含量的研究进展[J].精细化工,2022,39(11):

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  • 收稿日期:2022-04-13
  • 最后修改日期:2022-06-05
  • 录用日期:2022-06-06
  • 在线发布日期: 2022-09-30
  • 出版日期: 2022-09-30
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