金属有机骨架应用于样品前处理研究的最新进展

doi:10.3724/SP.J.1123.2019.07017

摘要/Abstract

摘要：

作为一类新型多孔晶体材料，金属有机骨架（MOFs）在储能、催化、传感和分离等领域得到了广泛应用。MOFs多样的拓扑结构、大的比表面积和可调的孔径使得其在样品前处理领域拥有广阔的应用前景，基于MOFs及其衍生材料的样品预处理新方法层出不穷。该文总结了近几年MOFs粉末、MOFs膜、MOFs纳米片和MOFs复合材料等应用于固相萃取、固相微萃取和磁固相萃取等样品前处理技术的研究进展，并对该领域研究进行了展望。

关键词: 金属有机骨架, 样品前处理, 固相萃取, 磁固相萃取, 固相微萃取

Abstract:

Metal-organic frameworks (MOFs) have been widely applied in the fields of energy storage, catalysis, sensing, and separation. Their diverse structural topologies, large surface areas, and tunable pore sizes, also make MOFs great application potential in sample pretreatment. New sample pretreatment methods using MOFs are continually being developed. This review summaries the state-of-the art for the application of the powders, films, nanosheets and composites of MOFs in sample pretreatment, including solid phase extraction, solid phase microextraction, and magnetic solid phase extraction. Future prospects of MOFs in sample pretreatment are also presented.

Key words: metal-organic frameworks (MOFs), sample pretreatment, solid phase extraction (SPE), magnetic solid phase extraction (MSPE), solid phase microextraction (SPME)

钱海龙, 严秀平. 金属有机骨架应用于样品前处理研究的最新进展[J]. 色谱, 2020, 38(1): 22-27.

QIAN Hailong, YAN Xiuping. Recent advances in the application of metal-organic frameworks for sample pretreatment[J]. Chinese Journal of Chromatography, 2020, 38(1): 22-27.

图/表 1

参考文献

1	Eddaoudi M , Kim J , Rosi N , et al. Science, 2002, 295 (5554): 469
2	Eddaoudi M , Moler D B , Li H , et al. Acc Chem Res, 2001, 34 (4): 319
3	Férey G , Mellot-Draznieks C , Serre C , et al. Acc Chem Res, 2005, 38 (4): 217
4	Chen D , Yang R , Zhang W H , et al. Chemical Industry and Engineering Progress, 2018, 37 (2): 528
4	陈丹, 杨蓉, 张卫华, et al. 化工进展, 2018, 37 (2): 528
5	Murray L J , Dinca M , Long J R . Chem Soc Rev, 2009, 38 (5): 1294
6	Liu X Y , Xu Y G , Xiong C , et al. Applied Chemical Industry, 2019, 48 (2): 482
6	刘兴燕, 徐永港, 熊成, et al. 应用化工, 2019, 48 (2): 482
7	Huang Y-B , Liang J , Wang X-S , et al. Chem Soc Rev, 2017, 46 (1): 126
8	Kreno L E , Leong K , Farha O K , et al. Chem Rev, 2011, 112 (2): 1105
9	Lustig W P , Mukherjee S , Rudd N D , et al. Chem Soc Rev, 2017, 46 (11): 3242
10	Gu Z Y , Yang C X , Chang N , et al. Acc Chem Res, 2012, 45 (5): 734
11	Zhang X Q , Wang T , Wang P Y , et al. Chinese Journal of Chromatography, 2016, 34 (12): 1176
11	张晓琼, 汪彤, 王培怡, et al. 色谱, 2016, 34 (12): 1176
12	Zhu Q-L , Xu Q . Chem Soc Rev, 2014, 43 (16): 5468
13	Zhao M , Huang Y , Peng Y , et al. Chem Soc Rev, 2018, 47 (16): 6267
14	Maya F , Palomino Cabello C , Frizzarin R M , et al. TrAC-Trends Anal Chem, 2017, 90: 142
15	Wang Y , Rui M , Lu G . J Sep Sci, 2018, 41 (1): 180
16	Sajid M . Anal Chim Acta, 2017, 965: 36
17	Zhou Y-Y , Yan X P , Kim K N , et al. J Chromatogr A, 2006, 1116 (1/2): 172
18	Yang C X , Yan X P . Chinese Journal of Analytical Chemistry, 2013, 41 (9): 1297
18	杨成雄, 严秀平. 分析化学, 2013, 41 (9): 1297
19	Fan H , Liu H M . Analysis and Testing Technology and Instruments, 2019, 25 (2): 78
19	樊花, 刘红妹. 分析测试技术与仪器, 2019, 25 (2): 78
20	Meng Z C , Zhang L , Huang Y F . Chinese Journal of Chromatography, 2018, 36 (3): 216
20	孟志超, 张璐, 黄艳凤. 色谱, 2018, 36 (3): 216
21	Bai L , Wang Y F , Huo S H , et al. Progress in Chemistry, 2019, 31 (1): 191
21	白蕾, 王艳凤, 霍淑慧, et al. 化学进展, 2019, 31 (1): 191
22	Li L , Ma W , Shen S , et al. ACS Appl Mater Interfaces, 2016, 8 (45): 31032
23	Wei Y , Wei C X , Xia Y . Chinese Journal of Chromatography, 2018, 36 (3): 222
23	隗玉, 隗翠香, 夏炎. 色谱, 2018, 36 (3): 222
24	Wang Y , Zhang Y , Cui J , et al. Anal Chim Acta, 2018, 1022: 45
25	Lü Z Y , Yang C . Journal of Food Safety and Quality, 2019, 10 (9): 2730
25	吕志杨, 杨成. 食品安全质量检测学报, 2019, 10 (9): 2730
26	Wang S , Zhang J , Li C , et al. J Sep Sci, 2018, 41 (12): 2604
27	Ji Z , Cheng J , Song C , et al. Talanta, 2019, 191: 313
28	Dai X , Jia X , Zhao P , et al. Talanta, 2016, 154: 581
29	Yang X Q , Yang C X , Yan X P . J Chromatogr A, 2013, 1304: 28
30	Huo S H , Yan X P . Analyst, 2012, 137 (15): 3445
31	Chen X , Ding N , Zang H , et al. J Chromatogr A, 2013, 1304: 241
32	Wang Y , Chen H , Tang J , et al. Food Chem, 2015, 181: 191
33	Wei X , Wang Y , Chen J , et al. Talanta, 2018, 182: 484
34	Deng Y L , Li A T , Wang Y F , et al. Chinese Journal of Chromatography, 2018, 36 (3): 253
34	邓玉兰, 李傲天, 王燕飞, et al. 色谱, 2018, 36 (3): 253
35	Chen X M , Zhang C , Wang D H , et al. Journal of Food Safety and Quality, 2016, 7 (9): 3629
35	陈祥明, 张聪, 王丹红, et al. 食品安全质量检测学报, 2016, 7 (9): 3629
36	Arthur C L , Pawliszyn J . Anal Chem, 1990, 62 (19): 2145
37	Cui X Y , Gu Z Y , Jiang D Q , et al. Anal Chem, 2009, 81 (23): 9771
38	Chang N , Gu Z Y , Wang H F , et al. Anal Chem, 2011, 83 (18): 7094
39	Yu L Q , Yan X P . Chem Commun, 2013, 49 (21): 2142
40	Chen X-F , Zang H , Wang X , et al. Analyst, 2012, 137 (22): 5411
41	Chun J , Kang S , Park N , et al. J Am Chem Soc, 2014, 136 (19): 6786
42	Jia Y , Su H , Wang Z , et al. Anal Chem, 2016, 88 (19): 9364
43	Hu X , Wang C , Li J , et al. ACS Appl Mater Interfaces, 2018, 10 (17): 15051
44	Zhang N , Huang C , Tong P , et al. J Chromatogr A, 2018, 1556: 37
45	Li N , Zhang L , Nian L , et al. J Agric Food Chem, 2015, 63 (8): 2154
46	Jia X , Zhao P , Ye X , et al. Talanta, 2017, 169: 227
47	Huang Z , Lee H K . Talanta, 2015, 143: 366
48	Ge D , Lee H K . J Chromatogr A, 2012, 1257: 19
49	Hu C , He M , Chen B , et al. J Agric Food Chem, 2012, 60 (42): 10494
50	Hu C , He M , Chen B , et al. J Chromatogr A, 2013, 1310: 21
51	Xiao Z , He M , Chen B , et al. Talanta, 2016, 156
52	Wang C , Zhou W , Liao X , et al. Anal Chim Acta, 2018, 1025: 124
53	Zhang J , Zhang W , Bao T , et al. J Chromatogr A, 2015, 1388: 9
54	Lin C L , Lirio S , Chen Y T , et al. Chem Eur J, 2014, 20 (12): 3317
55	Yang S-S , Chang Y-J , Zhang H , et al. Anal Chem, 2018, 90 (22): 13796

Sorbent	Extraction method	Sample	Analytes	Analytical method	Limits of detection (LODs)	Linear range	Ref.
MSPE: magnetic-solid phase extraction; SPME: solid phase microextraction; μ-SPE: micro solid phase extraction; SBSE: stir bar sorptive extraction. PAHs: polycyclic aromatic hydrocarbons; NSAIDs: nonsteroidal antiinflammatory drugs; PCAs: phenoxyalkanoic acids; OPPs: organophosphorus pesticides. UHPLC: ultra-high performance liquid chromatography; AFS: atomic fluorescence spectrometer; PDA: photodiode array; FPD: flame photometric detector.
Cu(4-C₅H₄N-COO)₂(H₂O)₄	SPE	coal fly ash and local water	PAHs	HPLC-UV	2-14 ng/L	0.005-6.5 μg/L	[17]
MOFs/PVA	SPE	water	NSAIDs	HPLC-MS/MS	0.007-0.037 μg/L	0.10-10 μg/L	[24]
MOF-MIP	SPE	milk powder	tetracyclines	UPLC-MS/MS	0.217-0.318 ng/g	1-100 ng/g	[26]
MIL-101(Cr)	SPE	water	PCAs	UPLC-MS/MS	0.18-0.88 ng/L	5-1000 ng/L	[27]
MIL-101(Cr)	SPE	water	sulfonamides	UPLC-MS/MS	0.03-0.08 μg/L	0.2-100 μg/L	[28]
ZIF-8	SPE	water and milk	tetracyclines	HPLC-PDA	1.5-8.0 μg/L	5-1000 μg/L	[29]
Fe₃O₄@MIL-101(Cr)	MSPE	water	PAHs	HPLC-PDA	2.8-27.2 ng/L	0.01-250 ng/L	[30]
Fe₃O₄@MIL-100(Fe)	MSPE	water	PCBs	GC-MS/MS	1.07-1.57 ng/L	5-4000 ng/L	[31]
SH-Fe₃O₄/Cu₃(BTC)₂	MSPE	food	lead	AFS	0.29 μg/L	1-20 μg/L	[32]
MIL-53(Fe)@PDA@Fe₃O₄	MSPE	tobacco	sulfonylurea herbicides	HPLC-PDA	0.28-0.77 μg/L	1.0-200 μg/L	[34]
γ-Fe₂O₃/C	MSPE	water	malachite green	UV-Vis	11.07 μg/L	50-5000 μg/L	[35]
MOF-199	SPME	indoor air	benzene homologues	GC-FID	8.3-23.3 ng/L	36-23000 ng/L	[37]
ZIF-8	SPME	petroleum-based fuel and human serum	n-alkanes	GC-MS	0.4-1.06 ng/L	10-62500 ng/L	[38]
ZIF-90	SPME	water and soil	endocrine disruptors	GC-FID	28.9-196 ng/L	0.1-1000 ng/L	[39]
MIL-53(Al, Cr, Fe)	SPME	water	PAHs	GC-MS/MS	0.10-0.73 ng/L	1-500 ng/L	[40]
SCNCs-F	SPME	water	PAHs	GC-MS	0.03-0.70 ng/L	5-2000 ng/L	[43]
Ni-Zn MOF/g-C₃N₄	SPME	water and soils	PAHs	GC-MS	0.1-3.0 ng/L	0.3-5000 ng/L	[44]
MIL-101(Cr)	μ-SPE	vegetable oils	herbicides	HPLC-DAD	0.59-1.04 μg/L	2.00-25 μg/L	[45]
MIL-101(Cr)@GO	μ-SPE	milk	sulfonamides	UHPLC-MS/MS	0.012-0.145 μg/L	0.1-50 μg/L	[46]
MIL-101 with Triton X-114	μ-SPE	water	endocrine disruptors	GC-MS	0.006-0.023 ng/mL	0.09-45 ng/mL	[47]
ZIF-8	μ-SPE	water	acidic drugs	GC-MS	0.012-0.145 μg/L	0.1-50 μg/L	[48]
PDMS/MOFs	SBSE	water	estrogens	HPLC-UV	0.15-0.35 μg/L	1-2500 μg/L	[50]
PDMS/MIL-101(Cr)-NH₂	SBSE	water	OPPs	GC-FPD	0.043-0.085 μg/L	0.5-100 μg/L	[51]
PEEK/MIL-68	SBSE	cosmetics and rabbit plasma	parabens	HPLC-MS	1-2 pg/mL	0.005-15 ng/mL	[52]
ZIF-8	In-tube SPME	water and soils	PAHs	HPLC-FLD	0.5-5 pg/mL	10-5000 pg/mL	[53]
MIL-101(Cr) monolith	In-tube SPME	water	penicillin	CEC-UV	1.2-4.5 ng/mL	0.1-1.0 μg/mL	[54]

Sorbent	Extraction method	Sample	Analytes	Analytical method	Limits of detection (LODs)	Linear range	Ref.
MSPE: magnetic-solid phase extraction; SPME: solid phase microextraction; μ-SPE: micro solid phase extraction; SBSE: stir bar sorptive extraction. PAHs: polycyclic aromatic hydrocarbons; NSAIDs: nonsteroidal antiinflammatory drugs; PCAs: phenoxyalkanoic acids; OPPs: organophosphorus pesticides. UHPLC: ultra-high performance liquid chromatography; AFS: atomic fluorescence spectrometer; PDA: photodiode array; FPD: flame photometric detector.
Cu(4-C₅H₄N-COO)₂(H₂O)₄	SPE	coal fly ash and local water	PAHs	HPLC-UV	2-14 ng/L	0.005-6.5 μg/L	[17]
MOFs/PVA	SPE	water	NSAIDs	HPLC-MS/MS	0.007-0.037 μg/L	0.10-10 μg/L	[24]
MOF-MIP	SPE	milk powder	tetracyclines	UPLC-MS/MS	0.217-0.318 ng/g	1-100 ng/g	[26]
MIL-101(Cr)	SPE	water	PCAs	UPLC-MS/MS	0.18-0.88 ng/L	5-1000 ng/L	[27]
MIL-101(Cr)	SPE	water	sulfonamides	UPLC-MS/MS	0.03-0.08 μg/L	0.2-100 μg/L	[28]
ZIF-8	SPE	water and milk	tetracyclines	HPLC-PDA	1.5-8.0 μg/L	5-1000 μg/L	[29]
Fe₃O₄@MIL-101(Cr)	MSPE	water	PAHs	HPLC-PDA	2.8-27.2 ng/L	0.01-250 ng/L	[30]
Fe₃O₄@MIL-100(Fe)	MSPE	water	PCBs	GC-MS/MS	1.07-1.57 ng/L	5-4000 ng/L	[31]
SH-Fe₃O₄/Cu₃(BTC)₂	MSPE	food	lead	AFS	0.29 μg/L	1-20 μg/L	[32]
MIL-53(Fe)@PDA@Fe₃O₄	MSPE	tobacco	sulfonylurea herbicides	HPLC-PDA	0.28-0.77 μg/L	1.0-200 μg/L	[34]
γ-Fe₂O₃/C	MSPE	water	malachite green	UV-Vis	11.07 μg/L	50-5000 μg/L	[35]
MOF-199	SPME	indoor air	benzene homologues	GC-FID	8.3-23.3 ng/L	36-23000 ng/L	[37]
ZIF-8	SPME	petroleum-based fuel and human serum	n-alkanes	GC-MS	0.4-1.06 ng/L	10-62500 ng/L	[38]
ZIF-90	SPME	water and soil	endocrine disruptors	GC-FID	28.9-196 ng/L	0.1-1000 ng/L	[39]
MIL-53(Al, Cr, Fe)	SPME	water	PAHs	GC-MS/MS	0.10-0.73 ng/L	1-500 ng/L	[40]
SCNCs-F	SPME	water	PAHs	GC-MS	0.03-0.70 ng/L	5-2000 ng/L	[43]
Ni-Zn MOF/g-C₃N₄	SPME	water and soils	PAHs	GC-MS	0.1-3.0 ng/L	0.3-5000 ng/L	[44]
MIL-101(Cr)	μ-SPE	vegetable oils	herbicides	HPLC-DAD	0.59-1.04 μg/L	2.00-25 μg/L	[45]
MIL-101(Cr)@GO	μ-SPE	milk	sulfonamides	UHPLC-MS/MS	0.012-0.145 μg/L	0.1-50 μg/L	[46]
MIL-101 with Triton X-114	μ-SPE	water	endocrine disruptors	GC-MS	0.006-0.023 ng/mL	0.09-45 ng/mL	[47]
ZIF-8	μ-SPE	water	acidic drugs	GC-MS	0.012-0.145 μg/L	0.1-50 μg/L	[48]
PDMS/MOFs	SBSE	water	estrogens	HPLC-UV	0.15-0.35 μg/L	1-2500 μg/L	[50]
PDMS/MIL-101(Cr)-NH₂	SBSE	water	OPPs	GC-FPD	0.043-0.085 μg/L	0.5-100 μg/L	[51]
PEEK/MIL-68	SBSE	cosmetics and rabbit plasma	parabens	HPLC-MS	1-2 pg/mL	0.005-15 ng/mL	[52]
ZIF-8	In-tube SPME	water and soils	PAHs	HPLC-FLD	0.5-5 pg/mL	10-5000 pg/mL	[53]
MIL-101(Cr) monolith	In-tube SPME	water	penicillin	CEC-UV	1.2-4.5 ng/mL	0.1-1.0 μg/mL	[54]

[1]	杜洁, 孙鹏超, 张梦露, 连泽特, 原凤刚, 王刚. 多孔氮化硼掺杂聚吡咯-2,3,3-三甲基吲哚固相微萃取涂层的制备及多环芳烃的检测[J]. 色谱, 2023, 41(9): 789-798.
[2]	曲健, 倪余文, 于浩然, 田洪旭, 王龙星, 陈吉平. 土壤中石油烃检测的前处理新方法:硅胶脱水-环己烷提取[J]. 色谱, 2023, 41(9): 814-820.
[3]	岳超, 赵超群, 毛思浩, 王展华, 施贝, 徐欣丰, 梁晶晶. 通过式固相萃取净化-超高效液相色谱-串联质谱法测定液体乳中10种氨基甲酸酯类农药残留[J]. 色谱, 2023, 41(9): 807-813.
[4]	刘威, 贾冬雪, 连文慧, 赵雨. 金属有机框架分子印迹材料的应用进展[J]. 色谱, 2023, 41(8): 651-661.
[5]	孟二琼, 念琪循, 李峰, 张秋萍, 许茜, 王春民. 磺酸化磁性氮化碳固相萃取-超高液相色谱-串联质谱筛检淡水鱼中孔雀石绿和隐色孔雀石绿[J]. 色谱, 2023, 41(8): 673-682.
[6]	高祎阳, 丁亚丽, 陈鲁玉, 杜芳, 辛绪波, 冯娟娟, 孙明霞, 冯洋, 孙敏. 共价有机框架材料在固相萃取中的最新应用进展[J]. 色谱, 2023, 41(7): 545-553.
[7]	秦童童, 高莉, 赵文杰. 超交联多孔有机聚合物在柱固相萃取中的应用进展[J]. 色谱, 2023, 41(7): 554-561.
[8]	赵原庆, 胡锴, 杨成, 韩鹏昭, 李立新, 刘晓冰, 张振强, 张书胜. 基于Ti₃C₂T_x/聚酰亚胺复合材料的分散固相萃取-液相色谱法测定尿液中儿茶酚胺类神经递质[J]. 色谱, 2023, 41(7): 572-581.
[9]	陈东洋, 张昊, 张磊, 王一红, 王小丹, 冯家力, 梁静, 钟旋. 固相萃取-超高效液相色谱-串联质谱法测定发酵食品中的曲酸[J]. 色谱, 2023, 41(7): 632-639.
[10]	王秋旭, 冯启言, 朱雪强. 加速溶剂萃取-固相萃取净化结合超高效液相色谱-串联质谱法测定沉积物中双酚类化合物[J]. 色谱, 2023, 41(7): 582-590.
[11]	夏宝林, 汪仕韬, 殷晶晶, 张维益, 杨娜, 刘强, 吴海晶. 自动上样固相萃取-超高效液相色谱-串联质谱法同时测定水中9类43种抗菌药物残留[J]. 色谱, 2023, 41(7): 591-601.
[12]	王园媛, 李璐璐, 吕佳, 陈永艳, 张岚. 固相萃取-超高效液相色谱-三重四极杆质谱法测定饮用水中13种卤代苯醌类消毒副产物[J]. 色谱, 2023, 41(6): 482-489.
[13]	王雪梅, 黄丽霞, 袁娜, 黄鹏飞, 杜新贞, 卢小泉. 中空纳米材料的制备及其在样品前处理中的应用进展[J]. 色谱, 2023, 41(6): 457-471.
[14]	宁晓盼, 姚倩, 许忠祥, 殷耀, 柳菡, 张晓燕, 丁涛, 张勇, 侯玉, 王梦茹, 吴丽娜, 汤奇婷. 固相萃取-高效液相色谱法测定水产调味品中7种对羟基苯甲酸酯类防腐剂[J]. 色谱, 2023, 41(6): 513-519.
[15]	李振环, 胡小键, 陆一夫, 谢琳娜, 朱英. 基于高通量全自动固相萃取的超高效液相色谱-串联质谱法测定人尿中16种抗生素和4种β-受体激动剂[J]. 色谱, 2023, 41(5): 397-408.