The Separation of Catechol from Carbofuran Phenol by Extractive Distillation

›› 2009, Vol. 17 ›› Issue (1): 42-46.

The Separation of Catechol from Carbofuran Phenol by Extractive Distillation

张建宇^1,2, 胡艾希¹, 王宇^1,2, 肖旭辉², 郭家斌¹, 罗先福¹

1. College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, China;
2. Hunan Haili Chemical Industry Co., Ltd, Changsha 410007, China

收稿日期:2008-06-05 修回日期:2008-08-26 出版日期:2009-01-28 发布日期:2009-01-28
通讯作者: HU Aixi, E-mail: axhu0731@yahoo.com.cn
基金资助:
Supported by the National High Technology Research and Development Program of China(2006AA03Z460)

The Separation of Catechol from Carbofuran Phenol by Extractive Distillation

ZHANG Jianyu^1,2, HU Aixi¹, WANG Yu^1,2, XIAO Xuhui², GUO Jiabin¹, LUO Xianfu¹

1. College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, China;
2. Hunan Haili Chemical Industry Co., Ltd, Changsha 410007, China

Received:2008-06-05 Revised:2008-08-26 Online:2009-01-28 Published:2009-01-28
Supported by:
Supported by the National High Technology Research and Development Program of China(2006AA03Z460)

摘要/Abstract

摘要： In this study,extractive distillation has been applied to separate catechol(CAT) from carbofuran phenol(CFP) with high purity and yield.The relative volatility of CFP to CAT was measured,and the choice of separating agents was investigated.The experimental results indicated that CFP/CAT is an azeotropic system with an azeotropic point at 93.40℃/0.400 kPa and an azeotropic mixture containing 49.96% of CFP and 50.04% of CAT.Data from the determination of the relative volatility have shown that separating agents such as diglycol and 4-butylcatechol(4-TBC) are able to increase the relative volatility up to 1.90.In one shot process batch extractive distillation of CFP mixture with 3%(by mass) diglycol as separating agent,the purity and yield of the obtained CFP was 99.0% and 95.0%,respectively,while the distillation without separating agent provided a purity and yield of only 98.0% and 90.0%,respectively.There was no residual separating agent found in the product.

关键词: carbofuran phenol, catechol, azeotrope, extractive distillation

Abstract: In this study, extractive distillation has been applied to separate catechol(CAT) from carbofuran phenol(CFP) with high purity and yield.The relative volatility of CFP to CAT was measured, and the choice of separating agents was investigated.The experimental results indicated that CFP/CAT is an azeotropic system with an azeotropic point at 93.40℃/0.400 kPa and an azeotropic mixture containing 49.96% of CFP and 50.04% of CAT.Data from the determination of the relative volatility have shown that separating agents such as diglycol and 4-butylcatechol(4-TBC) are able to increase the relative volatility up to 1.90.In one shot process batch extractive distillation of CFP mixture with 3%(by mass) diglycol as separating agent, the purity and yield of the obtained CFP was 99.0% and 95.0%, respectively, while the distillation without separating agent provided a purity and yield of only 98.0% and 90.0%, respectively.There was no residual separating agent found in the product.

Key words: carbofuran phenol, catechol, azeotrope, extractive distillation

张建宇, 胡艾希, 王宇, 肖旭辉, 郭家斌, 罗先福. The Separation of Catechol from Carbofuran Phenol by Extractive Distillation[J]. , 2009, 17(1): 42-46.

ZHANG Jianyu, HU Aixi, WANG Yu, XIAO Xuhui, GUO Jiabin, LUO Xianfu. The Separation of Catechol from Carbofuran Phenol by Extractive Distillation[J]. , 2009, 17(1): 42-46.

参考文献

1 Lei, Z.G., Li, C.Y., Chen, B.H., “Extractive distillation: A review”, Sep. Purif. Rev., 32 (2), 121-213 (2003).
2 Lei, Z.G., Li, C.Y., Chen, B.H., “Behaviour of tributylamine as entrainer for the separation of water and acetic acid with reactive extractive distillation”, Chin. J. Chem. Eng., 11 (5), 515-519 (2003).
3 Hua, C., Li, X.G., Xu, S.M., Bai, P., “Design and operation of batch extractive distillation with two reboilers”, Chin. J. Chem. Eng., 15 (2), 286-290 (2007).
4 Kuipers, N.J.M., Wentinkl, A.E., De Haan, A.B., Scholtz, J., Mulder, H., “Functionalized solvents for olefin isomer purification by reactive extractive distillation”, Transactions of the Institution of Chemical Engineers, A: Chem. Eng. Res. Des., 85, 88-99 (2007).
5 Chen, B.H., Lei, Z.G., Li, J.W., “Separation on aromatics and non-aromatics by extractive distillation with NMP”, J. Chem. Eng. Jap., 36 (1), 20-24 (2003).
6 Chen, B.H., Lei, Z.G., Li, Q.S., Li, C.Y., “Application of CAMD in separating hydrocarbons by extractive distillation”, AIChE J., 51 (12), 3114-3121 (2005).
7 Scharpf, W.G., “Pesticidal carbamates of dihydrobenzofuranols”, U.S.Pat., 3474170 (1969).
8 Richard, F.F.B., “Synthesis of 2,2-dimethyl-7-benzofuranol”, U.S.Pat.,3320286 (1967).
9 Towns, D.L., “Synthesis of 2, 3-dihydro-2, 2-dimethyl-7-benzofuranol”, U.S.Pat., 3419579 (1968).
10 Start, J.F., Towns, D.L., “Synthesis of 2, 2-dimethyl-7-benzofuranol”, U.S.Pat., 3723472 (1973).
11 Guo, J.B., Zhang, J.Y., Hu, A.X., “Separation of the main by-product from 2-(2-methylallyoxy)phenol and its identification”, Agrochemicals, 47 (2), 92-93 (2008). (in Chinese)
12 Michel, R., “Process for the selective monoetherification of pyrocatechol”, U.S.Pat., 4250333 (1981).
13 Franko-Filipasic, B., Snyder, J., “Selective removal and recovery of catechol mixed with 2-methallyloxyphenol”, U.S.Pat., 4420642 (1983).
14 Franko-Filipasic, B., Snyder, J., “Single solvent process for preparing 2-methallyloxyphenol”, U.S.Pat., 4851587 (1989).

[1]	Qinggang Xu, Yasen Dai, Qing Zhao, Zhengrun Chen, Peizhe Cui, Zhaoyou Zhu, Yinglong Wang, Jun Gao, Yixin Ma. Economy, environmental assessment and energy conservation for separation of isopropanol/diisopropyl ether/water multi-azeotropes via extractive distillation coupled pervaporation process[J]. 中国化学工程学报, 2023, 54(2): 353-363.
[2]	Xinqiang You, Kai Zhao, Ling Li, Ting Qiu. Ionic liquids as entrainer in extractive distillation for effectively separating 1-propanol–water azeotropic mixture[J]. 中国化学工程学报, 2022, 49(9): 224-233.
[3]	Song Hu, Jinlong Li, Qihua Wang, Weisheng Yang. Design and optimization of an integrated process for the purification of propylene oxide and the separation of propylene glycol by-product[J]. 中国化学工程学报, 2022, 45(5): 111-120.
[4]	Renren Zhang, Yang Huang, Kaitian Zheng, Chunjian Xu. Design and control of fraction cutting for the separation of mixed alcohols from the Fischer-Tropsch aqueous by-products[J]. 中国化学工程学报, 2022, 50(10): 143-154.
[5]	Lianzheng Zhang, Jie Wang, Lin Yang, Dongmei Xu, Yixin Ma, Jun Gao, Yinglong Wang. Separation of isopropyl alcohol + isopropyl acetate azeotropic mixture: Selection of ionic liquids as entrainers and vapor-liquid equilibrium validation[J]. 中国化学工程学报, 2022, 50(10): 326-334.
[6]	Min Li, Yue Cui, Xiaojing Shi, Zhishan Zhang, Xiaoxiao Zhao, Xiuyu Zhu, Jun Gao. Simulated annealing-based optimal design of energy efficient ternary extractive dividing wall distillation process for separating benzene-isopropanol-water mixtures[J]. 中国化学工程学报, 2021, 33(5): 203-210.
[7]	Jingwei Yang, Zhengkun Hou, Yao Dai, Kang Ma, Peizhe Cui, Yinglong Wang, Zhaoyou Zhu, Jun Gao. Dynamic control analysis of interconnected pressure-swing distillation process with and without heat integration for separating azeotrope[J]. 中国化学工程学报, 2021, 29(1): 67-76.
[8]	Songsong Chen, Li Dong, Junping Zhang, Weiguo Cheng, Feng Huo, Qian Su, Wei Hua. Effects of imidazolium-based ionic liquids on the isobaric vapor-liquid equilibria of methanol + dimethyl carbonate azeotropic systems[J]. 中国化学工程学报, 2020, 28(3): 766-776.
[9]	Shirui Sun, Liping Lü, Ao Yang, Shun'an Wei, Weifeng Shen. Extractive distillation: Advances in conceptual design, solvent selection, and separation strategies[J]. 中国化学工程学报, 2019, 27(6): 1247-1256.
[10]	Yixin Ma, Kang Ma, Huixin Wang, Xueli Geng, Jun Gao, Zhaoyou Zhu, Yinglong Wang. QSPR modeling of azeotropic temperatures and compositions for binary azeotropes containing lower alcohols using a genetic function approximation[J]. 中国化学工程学报, 2019, 27(4): 835-844.
[11]	Hui Jia, Huixin Wang, Kang Ma, Mengxiao Yu, Zhaoyou Zhu, Yinglong Wang. Effect of thermodynamic parameters on prediction of phase behavior and process design of extractive distillation[J]. Chinese Journal of Chemical Engineering, 2018, 26(5): 993-1002.
[12]	Zhongpeng Xing, Yujie Gao, Hui Ding, Xianqin Wang, Lujun Li, Hang Zhou. Isobaric vapor-liquid equilibrium for ternary system of ethanol, ethyl propionate and para-xylene at 101.3 kPa[J]. Chinese Journal of Chemical Engineering, 2018, 26(3): 560-565.
[13]	Hengjun Gai, Kaiqiang Lin, Yirong Feng, Meng Xiao, Kai Guo, Hongbing Song. Conceptual design of an extractive distillation process for the separation of azeotropic mixture of n-butanol-isobutanol-water[J]. Chinese Journal of Chemical Engineering, 2018, 26(10): 2040-2047.
[14]	Liping Lü, Lin Zhu, Huimin Liu, Hang Li, Shirui Sun. Comparison of continuous homogenous azeotropic and pressure-swing distillation for a minimum azeotropic system ethyl acetate/n-hexane separation[J]. Chinese Journal of Chemical Engineering, 2018, 26(10): 2023-2033.
[15]	Hao Sun, Saijian Shi, Zhenggui Gu. Isomerization of alkyl naphthalene and refining of 2-methylnaphthalene[J]. , 2017, 25(2): 149-152.

The Separation of Catechol from Carbofuran Phenol by Extractive Distillation

The Separation of Catechol from Carbofuran Phenol by Extractive Distillation

PDF (PC)

可视化

摘要/Abstract

引用本文

使用本文

参考文献

相关文章 15

编辑推荐

Metrics

本文评价