Symmetrical 1,3-Dialkylimidazolium Ionic Liquid Based Single-Drop Microextraction Coupled to GC-MS for the Determination of Esters in Natural Flavors

doi:10.6023/A12040155

Acta Chimica Sinica ›› 2012, Vol. 70 ›› Issue (15): 1625-1630.DOI: 10.6023/A12040155 Previous Articles Next Articles

Full Papers

对称烷基咪唑离子液体单滴微萃取-气质联用测定天然香料中酯类成分

李明^a,b, 李在均^a,b, 李观燕^b, 陈琳洁^b, 王丽娜^b, 姜翠翠^b, 李路路^b, 张壮太^b

a 江南大学食品胶体与生物技术教育部重点实验室无锡 214122;
b 江南大学化学与材料工程学院无锡 214122

投稿日期:2012-04-30 发布日期:2012-06-04
通讯作者: 李在均
基金资助:
项目受国家自然科学基金(No. 21176101)、国家科技支撑计划(No. 2011BAK10B00)、浙江省自然科学基金(No. Y407321)和江苏省“青蓝工程”资助.

Symmetrical 1,3-Dialkylimidazolium Ionic Liquid Based Single-Drop Microextraction Coupled to GC-MS for the Determination of Esters in Natural Flavors

Li Ming^a,b, Li Zaijun^a,b, Li Guanyan^b, Chen Linjie^b, Wang Lina^b, Jiang Cuicui^b, Li Lulu^b, Zhang Zhuangtai^b

a The Key Laboratory of Food Colloids and Biotechnology, Ministry of Education, Jiangnan University, Wuxi 214122;
b School of Chemical and Material Engineering, Jiangnan University, Wuxi 214122

Received:2012-04-30 Published:2012-06-04
Supported by:
Project supported by the National Natural Science Foundation of China (No. 21176101), National Key Technology R & D Program (No. 2011BAK10B00), the Natural Science Foundation of Zhejiang Province (No. Y407321), and the Qing Lan Project of Jiangsu Province.

1. Symmetrical 1,3-Dialkylimidazolium Ionic Liquid Based Single-Drop Microextraction Coupled to GC-MS for the Determination of Esters in Natural Flavors.PDF(307KB)

Abstract

Three novel symmetrical 1,3-dialkylimidazolium ionic liquids ([DC_n-IM][PF₆], n＝4, 5, 8) were designed and synthesized in the laboratory. The research revealed that all the symmetrical ionic liquids studied exhibit excellent thermal stability. Besides, the hydrophobicity and viscosity of the ionic liquid increase and its density and polarity decrease with the increase of the alkyl chain length in the imidazole ring. To investigate the extraction performance of different ionic liquid for five esters flavors, the ionic liquid was chosen as the extractant for headspace single-drop microextraction (HS-SDME) in this study. The results showed that the extraction efficiency depend not only on the viscosity, hydrophobicity and polarity of the ionic liquid, but also on the structure and properties of the analyte. Since the ionic liquid 1,3-di-n-butylimidazolium hexafluorophosphate abbreviated as [DC₄-IM][PF₆] offers obviously better extraction efficiency than other ionic liquids, it was selected as headspace drop. Moreover, experimental parameters for the extraction and analysis were also optimized based on the coupling with gas chromatography-mass spectrometry. Under optimal conditions, i.e. the headspace volume of [DC₄-IM][PF₆] 1.0 μL, the concentration of salt 0.36 g/mL , reaction temperature of 40 ℃, reaction time 35 min and desorption 1 min at 250 ℃, the enrichment factors and detection limits were in the range of 260—1429 and 0.46—16.1 μg/L for the five esters, respectively. This method has been applied to simultaneous determination of five esters in natural flavors such as rose oil, rose absolute and jasmin absolute, and the recoveries of standard additives varied in the range of 93.8%—108.9%. The fact confirmed that the proposed method is of high sensitivity and good precision.

Key words: headspace single drop microextraction, ionic liquid, gas chromatography-mass spectrometry, esters, flavors

Cite this article

Li Ming, Li Zaijun, Li Guanyan, Chen Linjie, Wang Lina, Jiang Cuicui, Li Lulu, Zhang Zhuangtai. Symmetrical 1,3-Dialkylimidazolium Ionic Liquid Based Single-Drop Microextraction Coupled to GC-MS for the Determination of Esters in Natural Flavors[J]. Acta Chimica Sinica, 2012, 70(15): 1625-1630.

Export EndNote|Reference Manager|ProCite|BibTeX|RefWorks

share this article

References

[1] Sun, B. G.; He, J. In Chemistry and Technology of Perfumes, 2nd ed., Chemical Industry Press, Beijing, 2004, p. 249. (孙宝国, 何坚, 香料化学与工艺学(第二版), 化学工业出版社, 北京, 2004, p. 249.)

[2] Li, M.; Wang, P. Y.; Tian, H. X. Basic Applications of Flavors and Fragrances, China Textile & Apparel Press, Beijing, 2010, p. 118, 84, 76. (李明, 王培义, 田怀香, 香料香精应用基础, 中国纺织出版社, 北京, 2010, p. 118, 84, 76.)

[3] Bicchi, C.; Rubiolo, P.; Cordero, C. Anal. Bioanal. Chem. 2006, 384, 53.

[4] Liu, H.; Dasgupta, P. K. Anal. Chem. 1996, 68, 1817.

[5] Jeannot, M. A.; Cantwell, F. F. Anal. Chem. 1996, 68, 2236.

[6] Przyjazny, A.; Kokosa, J. M. J. Chromatogr. A 2002, 977, 143.

[7] Theis, A. L.; Waldack, A. J.; Hansen, S. M.; Jeannot, M. A. Anal. Chem. 2001, 73, 5651.

[8] Tankeviciute, A.; Kazlauskas, R.; Vickackaite, V. Analyst 2001, 126, 1674.

[9] Liu, J. F.; Jiang, G. B.; Chi, Y. G.; Cai, Y. Q.; Zhou, Q. X.; Hu, J. T. Anal. Chem. 2003, 75, 5870.

[10] Liu, J. F.; Chi, Y. G.; Jiang, G. B.; Tai, C.; Peng, J. F.; Hu, J. T. J. Chromatogr. A 2004, 1026, 143.

[11] Liu, J. F.; Jönsson, J. Å.; Jiang, G. B. Trends Anal. Chem. 2005, 24, 20.

[12] Aguilera-Herrador, E.; Lucena, R.; Cardenas, S.; Valcarcel, M. J. Chromatogr. A 2009, 1201, 106.

[13] Chisvert, A.; Roman, I. P.; Vidal, L.; Canals, A. J. Chromatogr. A 2009, 1216, 1290.

[14] Zhao, H.; Xia, S.-Q.; Ma, P.-S. J. Chem. Technol. Biotechnol. 2005, 80, 1089.

[15] Anderson, J. L.; Armstrong, D. W.; Wei, G. T. Anal. Chem. 2006, 78, 2892.

[16] Fan, J.; Fan, Y. C.; Wang, J. J.; Cui, F. L. Acta Chim. Sinica 2006, 64, 1455. (樊静, 范云场, 王键吉, 崔凤灵, 化学学报, 2006, 64, 1455.)

[17] Zhao, F. Q.; Li, J.; Zeng, B. Z. Chin. J. Anal. Chem. 2009, 37, 939. (赵发琼, 李晶, 曾百肇, 分析化学, 2009, 37, 939.)

[18] Yao, C.; Twu, P.; Anderson, J. L. Chromatographia 2010, 72, 393. Reichardt, C. Green Chem. 2005, 7, 339.

对称烷基咪唑离子液体单滴微萃取-气质联用测定天然香料中酯类成分

Symmetrical 1,3-Dialkylimidazolium Ionic Liquid Based Single-Drop Microextraction Coupled to GC-MS for the Determination of Esters in Natural Flavors

PDF

Supporting Info.

Knowledge

Cited

Abstract

Cite this article

share this article

References

Related Articles 15

Recommended Articles

Metrics

Comments

[1]	Shaojuan Zeng, Xueqi Sun, Yinge Bai, Lu Bai, Shuang Zheng, Xiangping Zhang, Suojiang Zhang. Research Progress of CO₂ Capture and Separation by Functionalized Ionic Liquids and Materials^★ [J]. Acta Chimica Sinica, 2023, 81(6): 627-645.
[2]	Li Liu, Gang Zheng, Guoqiang Fan, Hongguang Du, Jiajing Tan. Research Progress in Organic Reactions Involving 4-Acyl/Carbamoyl/Alkoxycarbonyl Substituted Hantzsch Esters [J]. Acta Chimica Sinica, 2023, 81(6): 657-668.
[3]	Wen Liu, Yujie Wang, Huiqin Yang, Chengjie Li, Na Wu, Yang Yan. The Preparation of Carbon Nanotubes/Reduced Graphene Oxide Current Collector by Non-covalent Induction of Ionic Liquid for Sodium Metal Anode [J]. Acta Chimica Sinica, 2023, 81(10): 1379-1386.
[4]	Xiaochen Wang, Zeyao Ji, Jian Liu, Bingfu Wang, Hui Jin, Lixin Zhang. Advances in Organocatalytic Asymmetric Reactions Involving Thioesters [J]. Acta Chimica Sinica, 2023, 81(1): 64-83.
[5]	Xiaoqian Li, Jing Zhang, Fangfang Su, Dechao Wang, Dongdong Yao, Yaping Zheng. Construction and Application of Porous Ionic Liquids [J]. Acta Chimica Sinica, 2022, 80(6): 848-860.
[6]	Wenjun Wu, Yuting Li, Xi Feng, Wenxing Ding. Perovskite Dual-function Passivator: Room Temperature Ionic Liquid Obtained from Mechanochemical Preparation [J]. Acta Chimica Sinica, 2022, 80(11): 1469-1475.
[7]	He-Nan Wang, An-Ge Zhang, Zhong Zhang, Hong-Rui Tian, Qian Yue, Xue Zhao, Ying Lu, Shu-Xia Liu. Synthesis and Properties of a Series of Pure Inorganic Ionic Liquids Based on Rare Earth Cations and Polyoxometalates [J]. Acta Chimica Sinica, 2021, 79(7): 920-924.
[8]	Yumiao Lu, Wei Chen, Yanlei Wang, Feng Huo, Yihui Dong, Li Wei, Hongyan He. Research Progress on the Preparation and Properties of Two Dimensional Structure of Ionic Liquids [J]. Acta Chimica Sinica, 2021, 79(4): 443-458.
[9]	Hongshao Jia, Baokun Qiao, Zhiyong Jiang. Photoredox Catalytic Radical Coupling to Access β-Fluoro α-Amino Acid Derivatives [J]. Acta Chimica Sinica, 2021, 79(12): 1477-1480.
[10]	Wang Yinhang, Li Wei, Luo Sha, Liu Shouxin, Ma Chunhui, Li Jian. Research Advances on the Applications of Immobilized Ionic Liquids Functional Materials [J]. Acta Chim. Sinica, 2018, 76(2): 85-94.
[11]	Qiu Huayu, Zhao Jingwen, Zhou Xinhong, Cui Guanglei. Research Progress of Ionic Liquid-Inorganic Particle Hybrid Electrolytes in Secondary Batteries [J]. Acta Chimica Sinica, 2018, 76(10): 749-756.
[12]	Zhang Chuan, Zhang Lujia, Zhang Yang, Huang He, Hu Yi. Study on the Stability and Enzymatic Property Improvement of Porcine Pancreas Lipase Modified by Ionic Liquids Using Molecular Simulation [J]. Acta Chim. Sinica, 2016, 74(1): 74-80.
[13]	He Xuexia, Liu Fucai, Zeng Qingsheng, Liu Zheng. Electric-double-layer Transistors Based on Two Dimensional Materials [J]. Acta Chim. Sinica, 2015, 73(9): 924-935.
[14]	Leng Minghao, Chen Shimou, Zhang Junling, Lang Haiyan, Kang Yanhong, Zhang Suojiang. Effects of Organic Additives Containing Carbonyl Group on Electrodeposition of Al from AlCl₃-[Emim]Cl Ionic Liquid [J]. Acta Chim. Sinica, 2015, 73(5): 403-408.
[15]	Qian Wenjing, Yuan Chao, Guo Jiangna, Yan Feng. A Review of Poly(Ionic Liquid)s Based Functional Materials [J]. Acta Chim. Sinica, 2015, 73(4): 310-315.