离子液体凝胶催化剂在合成乙酸正龙脑酯中的应用

doi:10.11896/cldb.23080135

Abstract
Figure/Table
References
Related Citation (15)

Download:

Full Text ( PDF ) (3338KB)
Export: BibTeX | EndNote (RIS)

Abstract N-bornyl acetate (BA) is widely applied as pharmaceutical intermediate. Inorganic acids are mostly used as catalysts for the synthesis of BA. However, these problems such as poor selectivity, difficult separation of product and catalyst, etc., limit their applications. Ionic liquid have received attention in catalytic esterification due to their advantages. However, the reusability of ionic liquids hinders the application in industry. Thermo-sensitive ionic liquid gels, as a new catalyst, can break through the technical bottleneck of industrialization. In this work, the novel ionic liquid gels were synthesized using poly (vinyl alcohol), tannic acid and acidic ionic liquids. The stability and structure of ionic liquid gels were characterized by Rh, TGA, FTIR,¹H NMR, et al. The results showed that ionic liquid gel with high mechanical strength and toughness was a double-network polymer due to the carboxylic ester bond and π-π stacking interaction, which formed by hydrogen bond, imidazole and benzene ring. The synthesis of BA was chosen to evaluate the catalytic activity of ionic liquid gels. The reaction temperature and the reaction time was 90 ℃ and 6 h, respectively. The optimal molar ratio of α-pinene to acetic acid was 1∶1. The results showed that the gel catalysts had thermo-reversibility. At high temperature, the ionic liquid gels transformed to a sol, in which the catalytic reaction performed in a homogeneous sol state; when the temperature decreased, the catalyst became a gel, which endowed the efficient separation of catalyst and product. The catalytic activity of the ionic liquid gels was similar to the ionic liquid. At the optimized conditions, the ionic liquid gels catalyst could be reused for 5 times. The convertion rate of α-pinene remained 75% and selectivity of product was 8.5% above.

Key words： thermo-sensitivity ionic liquid gels catalyst double-network polymer N-bornyl acetate

Published: Online: 2024-06-25

CLC number:

O415

Fund:Hebei Biomedical Joint Fund (B2020208090).

	Service
	E-mail this article
	Add to my bookshelf
	Add to citation manager
	E-mail Alert
	RSS
	Articles by authors
	LIU Huiru
	ZHANG Miaomiao
	XU Zhice

Cite this article:

LIU Huiru,ZHANG Miaomiao,XU Zhice. Ionic Liquid Gels as Novel Catalysts in Application of Esterification for N-bornyl Acetate[J]. Materials Reports, 2024, 38(11): 23080135-7.

URL:

http://www.mater-rep.com/EN/10.11896/cldb.23080135 OR http://www.mater-rep.com/EN/Y2024/V38/I11/23080135

1 Li X H, Jin L Y, Yue J J, et al. Guiding Journal of Traditional Chinese Medicine and Pharmacy, 2021, 27(5), 131 (in Chinese).
李晓花, 金玲钰, 岳建军. 中医药导报, 2021, 27(5), 131.
2 Wang X D, Shi W Y, Ma A, et al. Acta Anatomica Sinica, 2008, 39(5), 734 (in Chinese).
王晓丹, 史万玉, 马爱团, 等. 解剖学报, 2008, 39(5), 734.
3 Yang H, Zhao R, Chen H, et al. Iubmb Life, 2014, 66(12), 854.
4 Li X G, Ye F Q, Xu H H. West China Journal of Pharmaceutical Sciences, 2001, 16(5), 356 (in Chinese).
李晓光, 叶富强, 徐鸿华. 华西药学杂志, 2001, 16(5), 356.
5 Karan T, Yildiz I, Aydin A, et al. Records of Natural Products, 2018, 12(3), 273.
6 Zheng K C, Lin S S, Fu S H, et al. Acta Scientiarum Naturalium Universitatis Sunyatseni, 1996, 35(4), 59 (in Chinese).
郑康成, 林森树, 符圣和, 等. 中山大学学报(自然科学版), 1996, 35(4), 59.
7 Liu X Q, Zhang H, Zheng H D, et al. Chemical Industry and Enginee-ring Progress, 2013, 32(7), 1573 (in Chinese).
刘小琴, 张煌, 郑辉东, 等. 化工进展, 2013, 32(7), 1573.
8 Chen S H, Jiang M Y, Huang X. Biomass Chemical Engineering, 2010, 44(3), 36 (in Chinese).
陈尚和, 江美玉, 黄兴. 生物质化学工程, 2010, 44(3), 36.
9 Liu T C, Ning P, Wang Y M, et al. Biomass Chemical Engineering, 2007, 41(3), 27 (in Chinese).
刘天成, 宁平, 王亚明, 等. 生物质化学工程, 2007, 41(3), 27.
10 Ji K H, Liu S W, Jie C X, et al. Chemistry and Industry of Forest Pro-ducts, 2008, 28(4), 34 (in Chinese).
季开慧, 刘仕伟, 解从霞, 等. 林产化学与工业, 2008, 28(4), 34.
11 Liu X F. Study on esterification ofα-pinene system over acidic heteropoly ionic liquids. Master's Thesis, Qingdao University of Science & Techno-logy, China, 2016 (in Chinese).
刘笑凡. 酸性杂多类离子液体催化α-蒎烯乙酯化反应体系的研究. 硕士学位论文, 青岛科技大学, 2016.
12 Tamate R, Hashimoto K, Li X, et al. Polymer, 2019, 178, 121694.
13 Takeno H, Inoguchi H, Hsieh W C. Materials Today Communications, 2022, 31, 103495.
14 Cowan M G, Gin D L, Noble R D. Accounts of Chemical Research, 2016, 49(4), 724.
15 Jamil R, Silvester D S. Current Opinion in Electrochemistry, 2022, 35, 101046.
16 Ding Y, Zhang J, Chang L, et al. Advanced Materials, 2017, 29(47), 1704253.
17 Ramesh S, Liew C W. Ceramics International, 2012, 38(4), 3411.
18 Lee S Y, Yang M, Seo J H, et al. ACS Applied Materials & Interfaces, 2021, 13(2), 2189.
19 Minakuchi N, Hoe K, Yamaki D, et al. Langmuir, 2012, 28(25), 9259.
20 Tamate R, Hashimoto K, Horii T, et al. Advanced Materials, 2018, 30(36), 1802792.
21 Giuntoli A, Puosi F, Leporini D, et al. Science Advances, 2020, 6(17), eaaz0777.
22 Zhao W, Ding H, Zhu J, et al. Journal of Bioresources and Bioproducts, 2020, 5(4), 291.
23 Yang J, Zhang S, Sun W, et al. University Chemistry, 2019, 34(1), 82.
24 Rajagopal S K, Salini P S, Hariharan M. Crystal Growth & Design, 2016, 16(8), 4567.
25 Yuan X M. Synthesis, characterization and gas chromatogrophy of the main compounds in crude bornyl oxalate. Master's Thesis. Chinese Academy of Forestry, China, 2016 (in Chinese).
袁晓敏. 冰片合成酯液中主要化合物的合成、表征及气相色谱分析方法研究. 硕士学位论文, 中国林业科学研究院, 2016.