Abstract
Electrochemiluminescence (ECL) is a luminescence production technique triggered by electrochemistry, which has emerged as a powerful analytical technique in bioanalysis and clinical diagnosis. During ECL, charge transfer (CT) is an important process between electrochemical excitation and luminescent emission, and dramatically affects the efficiency of exciton generation, playing a pivotal role in the light-emitting properties of nanomaterials. Reticular framework materials with intramolecular/intermolecular interactions offer a promising platform for regulating CT pathways and enhancing luminescence efficiency. Deciphering the role of intramolecular/intermolecular CT processes in reticular framework materials allows for the targeted design and synthesis of emitters with precisely controlled CT properties. This sheds light on the microscopic mechanisms of electro-optical conversion in ECL, propelling advancements in their efficiency and breakthrough applications. This mini-review focuses on recent advancements in engineering CT within reticular frameworks to boost ECL efficiency. We summarized strategies including intra-reticular charge transfer, CT between the metal and ligands, and CT between guest molecules and frameworks within reticular frameworks, which holds promise for developing next-generation ECL devices with enhanced sensitivity and light emission.
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Richter MM. Electrochemiluminescence (ECL). Chem Rev. 2004;104(6):3003–36.
Miao W. Electrogenerated chemiluminescence and its biorelated applications. Chem Rev. 2008;108(7):2506–53.
Ning Z, Chen M, Wu G, Zhang Y, Shen Y. Recent advances of functional nucleic acids-based electrochemiluminescent sensing. Biosens Bioelectron. 2021;191: 113462.
Yin F, Sun Q, Huang X, Wu G, Zhang Y, Shen Y. Recent progress in signal enhancement of nanomaterials-based electrochemiluminescence systems. Trends Analyt Chem. 2023;169: 117376.
Knezevic S, Bouffier L, Liu B, Jiang D, Sojic N. Electrochemiluminescence microscopy: from single objects to living cells. Curr Opin Electrochem. 2022;35: 101096.
Wang N, Gao H, Li Y, Li G, Chen W, Jin Z, Lei J, Wei Q, Ju H. Dual intramolecular electron transfer for in situ coreactant-embedded electrochemiluminescence microimaging of membrane protein. Angew Chem Int Ed. 2021;60(1):197–201.
Wang Y, Ding J, Zhou P, Liu J, Qiao Z, Yu K, Jiang J, Su B. Electrochemiluminescence distance and reactivity of coreactants determine the sensitivity of bead-based immunoassays. Angew Chem Int Ed. 2023;62(16): e202216525.
Hong D, Kim K, Jo E-J, Kim M-G. Electrochemiluminescence-incorporated lateral flow immunosensors using Ru(bpy)32+-labeled gold nanoparticles for the full-range detection of physiological C-reactive protein levels. Anal Chem. 2021;93(22):7925–32.
Li W, Zhang M, Han D, Yang H, Hong Q, Fang Y, Zhou Z, Shen Y, Liu S, Huang C, Zhu H, Zhang Y. Carbon nitride-based heterojunction photoelectrodes with modulable charge-transfer pathways toward selective biosensing. Anal Chem. 2023;95(36):13716–24.
Yu Z, Xu J, Li Y, Gong H, Wei Q, Tang D. Ferroelectric perovskite-enhanced photoelectrochemical immunoassay with the photoexcited charge-transfer of a built-in electric field. J Mater Chem C. 2021;9(40):14351–8.
Zhang Q, Zhang L, Liu X-N, Li Z, Li Z, Wu X, Wang G-L, Zhao W-W. Establishing interfacial charge-transfer transitions on ferroelectric perovskites: an efficient route for photoelectrochemical bioanalysis. ACS Sensors. 2020;5(12):3827–32.
Li X, Surendran Rajasree S, Yu J, Deria P. The role of photoinduced charge transfer for photocatalysis, photoelectrocatalysis and luminescence sensing in metal-organic frameworks. Dalton Trans. 2020;49(37):12892–917.
Kapturkiewicz A. Electrochemical generation of excited intramolecular charge-transfer states. ChemElectroChem. 2017;4(7):1604–38.
Gao X, Jiang G, Gao C, Prudnikau A, Hübner R, Zhan J, Zou G, Eychmüller A, Cai B. Interparticle charge-transport-enhanced electrochemiluminescence of quantum-dot aerogels. Angew Chem Int Ed. 2023;62(2): e202214487.
Li Z, Kang Q, Chen L, Zhang B, Zou G, Shen D. Enhancing aqueous stability and radiative-charge-transfer efficiency of CsPbBr 3 perovskite nanocrystals via conductive silica gel coating. Electrochim Acta. 2020;330: 135332.
Li Y, Lu Y, Chen Y, Zhang P, Jia N. Fullerene-promoted organic-inorganic hybrid electrochemiluminescence biosensor for sensitive detection of concanavalin A. Sens Actuators B Chem. 2023;393: 134311.
Cui W-R, Li Y-J, Jiang Q-Q, Wu Q, Liang R-P, Luo Q-X, Zhang L, Liu J, Qiu J-D. Tunable covalent organic framework electrochemiluminescence from non-electroluminescent monomers. Cell Rep Phys Sci. 2022;3(2): 100630.
Guo J, Li S, Wang J, Wang J. Dual-recognition immune-co-chemical ECL-sensor based on Ti, Mg@N-CDs-induced and novel signal-sensing units poly(DVB-co-PBA)-reported for alpha-fetoprotein detection. Sens Actuators B Chem. 2021;346: 130548.
Yao Z, Sánchez-Lengeling B, Bobbitt NS, Bucior BJ, Kumar SGH, Collins SP, Burns T, Woo TK, Farha OK, Snurr RQ, Aspuru-Guzik A. Inverse design of nanoporous crystalline reticular materials with deep generative models. Nat Mach Intell. 2021;3(1):76–86.
Liang J, Liang K. Introducing reticular chemistry into biosystems. Coord Chem Rev. 2024;501: 215572.
Ploetz E, Engelke H, Lächelt U, Wuttke S. The chemistry of reticular framework nanoparticles: MOF, ZIF, and COF materials. Adv Funct Mater. 2020;30(41):1909062.
Luo R, Zhu D, Ju H, Lei J. Reticular electrochemiluminescence nanoemitters: structural design and enhancement mechanism. Acc Chem Res. 2023;56(14):1920–30.
Qin X, Zhan Z, Ding Z. Progress in electrochemiluminescence biosensors based on organic framework emitters. Curr Opin Electrochem. 2023;39: 101283.
Hu Z, Deibert BJ, Li J. Luminescent metal-organic frameworks for chemical sensing and explosive detection. Chem Soc Rev. 2014;43(16):5815–40.
Geng K, He T, Liu R, Dalapati S, Tan KT, Li Z, Tao S, Gong Y, Jiang Q, Jiang D. Covalent organic frameworks: design, synthesis, and functions. Chem Rev. 2020;120(16):8814–933.
Uribe-Romo FJ, Hunt JR, Furukawa H, Klöck C, O’Keeffe M, Yaghi OM. A crystalline imine-linked 3-D porous covalent organic framework. J Am Chem Soc. 2009;131(13):4570–1.
Dalapati S, Jin E, Addicoat M, Heine T, Jiang D. Highly emissive covalent organic frameworks. J Am Chem Soc. 2016;138(18):5797–800.
Huang Q, Li W, Mao Z, Qu L, Li Y, Zhang H, Yu T, Yang Z, Zhao J, Zhang Y, Aldred MP, Chi Z. An exceptionally flexible hydrogen-bonded organic framework with large-scale void regulation and adaptive guest accommodation abilities. Nat Commun. 2019;10(1):3074.
Cao Y, Wu R, Gao Y-Y, Zhou Y, Zhu J-J. Advances of electrochemical and electrochemiluminescent sensors based on covalent organic frameworks. Nanomicro Lett. 2023;16(1):37.
Wei W, Ze H, Qiu Z. Reticular sensing materials with aggregation-induced emission characteristics. Trends Analyt Chem. 2023;161: 116997.
Zhao L, Wang B, Wang C, Fan D, Liu X, Wei Q, Ju H, Wu D. Dual-strategy ECL biosensor based on rare Eu(II, III)-MOF as probe with antenna effect and sensitization for CYFRA 21–1 trace analysis. Sens Actuators B Chem. 2023;377: 133101.
Allendorf MD, Bauer CA, Bhakta RK, Houk RJT. Luminescent metal-organic frameworks. Chem Soc Rev. 2009;38(5):1330–52.
Haldar R, Ghosh A, Maji TK. Charge transfer in metal-organic frameworks. ChemComm. 2023;59(12):1569–88.
Baumann AE, Burns DA, Liu B, Thoi VS. Metal-organic framework functionalization and design strategies for advanced electrochemical energy storage devices. Commun Chem. 2019;2(1):86.
Zhu D, Zhang Y, Bao S, Wang N, Yu S, Luo R, Ma J, Ju H, Lei J. Dual intrareticular oxidation of mixed-ligand metal-organic frameworks for stepwise electrochemiluminescence. J Am Chem Soc. 2021;143(8):3049–53.
Li Y-J, Cui W-R, Jiang Q-Q, Wu Q, Liang R-P, Luo Q-X, Qiu J-D. A general design approach toward covalent organic frameworks for highly efficient electrochemiluminescence. Nat Commun. 2021;12(1):4735.
Zuliani A, Khiar N, Carrillo-Carrión C. Recent progress of metal-organic frameworks as sensors in (bio)analytical fields: towards real-world applications. Anal Bioanal Chem. 2023;415(11):2005–23.
Song L, Gao W, Wang S, Bi H, Deng S, Cui L, Zhang C-y. Construction of an aminal-linked covalent organic framework-based electrochemiluminescent sensor for enantioselective sensing phenylalanine. Sens Actuators B Chem. 2022;373:132751.
Raatikainen K, Rissanen K. Interaction between amines and N-haloimides: a new motif for unprecedentedly short Br⋯N and I⋯N halogen bonds. CrystEngComm. 2011;13(23):6972–7.
Zhang P, Shen Q, Wang J, Yu M, Kang Q, Zhang W, Zou G. Intrareticular charge transfer triggered self-electrochemiluminescence of zirconium-based metal-organic framework nanoparticles for potential-resolved multiplex immunoassays with isolated coreactants. Anal Chem. 2023;95(26):10096–104.
Saha S, Bhosle AA, Chatterjee A, Banerjee M. Mechanochemical Duff reaction in solid phase for easy access to mono- and di-formyl electron-rich arenes. J Org Chem. 2023;88(14):10002–13.
Li B, Qiu W, Yap GPA, Dory YL, Claverie JP. Hydrogen-bonded organic frameworks based on endless-stacked amides for iodine capture and detection. Adv Funct Mater. 2024;34(12):2311964.
Zhang N, Wang X-T, Xiong Z, Huang L-Y, Jin Y, Wang A-J, Yuan P-X, He Y-B, Feng J-J. Hydrogen bond organic frameworks as a novel electrochemiluminescence luminophore: simple synthesis and ultrasensitive biosensing. Anal Chem. 2021;93(51):17110–8.
Shen K-Y, Zhan J, Shen L, Xiong Z, Zhu H-T, Wang A-J, Yuan P-X, Feng J-J. Hydrogen bond organic frameworks as radical reactors for enhancement in ECL efficiency and their ultrasensitive biosensing. Anal Chem. 2023;95(10):4735–43.
Lu M-L, Huang W, Gao S, Zhang J-L, Liang W-B, Li Y, Yuan R, Xiao D-R. Pyrene-based hydrogen-bonded organic frameworks as new emitters with porosity- and aggregation-induced enhanced electrochemiluminescence for ultrasensitive microRNA assay. Anal Chem. 2022;94(45):15832–8.
Hou H, Wang Y, Wang Y, Luo R, Zhu D, Zhou J, Wu X, Ju H, Lei J. Intrareticular electron coupling pathway driven electrochemiluminescence in hydrogen-bonded organic frameworks. J Mater Chem C. 2022;10(39):14488–95.
Jana D, Jana S. Donor-pyrene-acceptor distance-dependent intramolecular charge-transfer process: a state-specific solvation preferred to the linear-response approach. ACS Omega. 2020;5(17):9944–56.
Luo R, Lv H, Liao Q, Wang N, Yang J, Li Y, Xi K, Wu X, Ju H, Lei J. Intrareticular charge transfer regulated electrochemiluminescence of donor-acceptor covalent organic frameworks. Nat Commun. 2021;12(1):6808.
Zhang J-L, Yang Y, Liang W-B, Yao L-Y, Yuan R, Xiao D-R. Highly stable covalent organic framework nanosheets as a new generation of electrochemiluminescence emitters for ultrasensitive microRNA detection. Anal Chem. 2021;93(6):3258–65.
Juliá F. Ligand-to-metal charge transfer (LMCT) photochemistry at 3d-metal complexes: an emerging tool for sustainable organic synthesis. ChemCatChem. 2022;14(19): e202200916.
Li P, Zhou Z, Zhao YS, Yan Y. Recent advances in luminescent metal-organic frameworks and their photonic applications. ChemComm. 2021;57(100):13678–91.
Zhao H, Wang F, Cui L, Xu X, Han X, Du Y. Composition optimization and microstructure design in MOFs-derived magnetic carbon-based microwave absorbers: a review. Nanomicro Lett. 2021;13(1):208.
Jin Z, Zhu X, Wang N, Li Y, Ju H, Lei J. Electroactive metal-organic frameworks as emitters for self-enhanced electrochemiluminescence in aqueous medium. Angew Chem Int Ed. 2020;59(26):10446–50.
Song X, Zhao L, Zhang N, Liu L, Ren X, Ma H, Luo C, Li Y, Wei Q. Zinc-based metal-organic framework with MLCT properties as an efficient electrochemiluminescence probe for trace detection of trenbolone. Anal Chem. 2022;94(40):14054–60.
Lukose B, Clancy P. A feasibility study of unconventional planar ligand spacers in chalcogenide nanocrystals. Phys Chem Chem Phys. 2016;18(20):13781–93.
Allendorf MD, Foster ME, Léonard F, Stavila V, Feng PL, Doty FP, Leong K, Ma EY, Johnston SR, Talin AA. Guest-induced emergent properties in metal-organic frameworks. J Phys Chem Lett. 2015;6(7):1182–95.
Jiang QQ, Li YJ, Wu Q, Wang X, Luo QX, Mao XL, Cai YJ, Liu X, Liang RP, Qiu JD. Guest molecular assembly strategy in covalent organic frameworks for electrochemiluminescence sensing of uranyl. Anal Chem. 2023;95(22):8696–705.
Jiang Q-Q, Wang X, Wu Q, Li Y-J, Luo Q-X, Mao X-L, Cai Y-J, Liu X, Liang R-P, Qiu J-D. Rapid charge transfer enabled by noncovalent interaction through guest insertion in supercapacitors based on covalent organic frameworks. Angew Chem Int Ed. 2023;62(52): e202313970.
Han T, Cao Y, Wang J, Jiao J, Song Y, Wang L, Ma C, Chen H-Y, Zhu J-J. Crystallization-induced enhanced electrochemiluminescence from a new tris(bipyridine)ruthenium(II) derivative. Adv Funct Mater. 2023;33(12):2212394.
Zhang W, Chen L, Dai S, Zhao C, Ma C, Wei L, Zhu M, Chong SY, Yang H, Liu L, Bai Y, Yu M, Xu Y, Zhu X-W, Zhu Q, An S, Sprick RS, Little MA, Wu X, Jiang S, Wu Y, Zhang Y-B, Tian H, Zhu W-H, Cooper AI. Reconstructed covalent organic frameworks. Nature. 2022;604(7904):72–9.
Jiang H, Alezi D, Eddaoudi M. A reticular chemistry guide for the design of periodic solids. Nat Rev Mater. 2021;6(6):466–87.
Kuang L, Wang S, Wan H, Chen L, Wang L, Song Y. Designing fluorescent covalent organic frameworks by controlling layer spacing, size of aromatic linker and side chains for detection of nitrofurazone. Adv Opt Mater. 2023;11(9):2202975.
Wang J-X, Gutiérrez-Arzaluz L, Wang X, Almalki M, Yin J, Czaban-Jóźwiak J, Shekhah O, Zhang Y, Bakr OM, Eddaoudi M, Mohammed OF. Nearly 100% energy transfer at the interface of metal-organic frameworks for X-ray imaging scintillators. Matter. 2022;5(1):253–65.
Zhang B, Xu J, Li C-T, Huang H-L, Chen M-X, Yu M-H, Chang Z, Bu X-H. Facile tuned TSCT-TADF in donor-acceptor MOF for highly adjustable photonic modules based on heterostructures crystals. Angew Chem Int Ed. 2023;62(32): e202303262.
Li X, Yu J, Gosztola DJ, Fry HC, Deria P. Wavelength-dependent energy and charge transfer in MOF: a step toward artificial porous light-harvesting system. J Am Chem Soc. 2019;141(42):16849–57.
Chen Z, Wang J, Hao M, Xie Y, Liu X, Yang H, Waterhouse GIN, Wang X, Ma S. Tuning excited state electronic structure and charge transport in covalent organic frameworks for enhanced photocatalytic performance. Nat Commun. 2023;14(1):1106.
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This work was supported by the National Natural Science Foundation of China (22074015 and 22174014).
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Xinzhou Huang: conceptualization, writing—original draft, writing—review and editing. Qian Sun: conceptualization, writing—original draft, writing—review and editing. Jinjin Zhao: writing—review and editing, supervision. Guoqiu Wu: writing—review and editing. Yuanjian Zhang: writing—review and editing. Yanfei Shen: writing—review and editing, funding acquisition, supervision. All authors read and approved the final manuscript.
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Published in the topical collection Luminescent Nanomaterials for Biosensing and Bioimaging with guest editors Li Shang, Chih-Ching Huang, and Xavier Le Guével.
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Huang, X., Sun, Q., Zhao, J. et al. Recent progress on charge transfer engineering in reticular framework for efficient electrochemiluminescence. Anal Bioanal Chem (2024). https://doi.org/10.1007/s00216-024-05279-9
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DOI: https://doi.org/10.1007/s00216-024-05279-9