Kinetic analysis of experiment data for the formation of C.I. Acid Blue 9 leuco compound

doi:10.1016/j.cjche.2017.01.004

›› 2017, Vol. 25 ›› Issue (10): 1422-1426.DOI: 10.1016/j.cjche.2017.01.004

• Catalysis, Kinetics and Reaction Engineering • 上一篇下一篇

Kinetic analysis of experiment data for the formation of C.I. Acid Blue 9 leuco compound

Rongwen Lu, Ziang Zhao, Xinyu Hao, Beibei Shao, Shufen Zhang

State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116024, China

收稿日期:2016-09-23 修回日期:2017-01-18 出版日期:2017-10-28 发布日期:2017-11-15
通讯作者: Rongwen Lu,E-mail address:lurw@dlut.edu.cn
基金资助:
Supported by the National Natural Science Foundation of China (U1608223, 21576044, 21421005, 21536002) and the Dalian University of Technology Innovation Team (DUT2016TB12).

Kinetic analysis of experiment data for the formation of C.I. Acid Blue 9 leuco compound

Rongwen Lu, Ziang Zhao, Xinyu Hao, Beibei Shao, Shufen Zhang

State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116024, China

Received:2016-09-23 Revised:2017-01-18 Online:2017-10-28 Published:2017-11-15
Supported by:
Supported by the National Natural Science Foundation of China (U1608223, 21576044, 21421005, 21536002) and the Dalian University of Technology Innovation Team (DUT2016TB12).

摘要/Abstract

摘要： A systematic study of the synthesis of C.I. Acid Blue 9 leuco compound in water is reported. The kinetic analysis of experimental data for the condensation reaction between 2-formylbenzenesulfonic acid sodium and N-ethyl-N-(3'-sulfonic acid benzyl) aniline obtained at four different temperatures ranging between 85 and 100℃ is discussed. It is shown that the reaction followed second-order rate kinetics. The overall rate constant (k) increased with the increase of temperature. On the basis of the value of k, activation energy (E_a) of the reaction was evaluated. Importantly, it is found that reactant concentration has great effect on the formation of C.I. Acid Blue 9 leuco compound, implying that it is not enough to improve the conversion of N-ethyl-N-(3'-sulfonic acid benzyl) aniline by only prolonging reaction time in the late period of the reaction.

关键词: Triphenylmethane dyes, C.I.Acid blue 9 leuco compound, Kinetics, Condensation

Abstract: A systematic study of the synthesis of C.I. Acid Blue 9 leuco compound in water is reported. The kinetic analysis of experimental data for the condensation reaction between 2-formylbenzenesulfonic acid sodium and N-ethyl-N-(3'-sulfonic acid benzyl) aniline obtained at four different temperatures ranging between 85 and 100℃ is discussed. It is shown that the reaction followed second-order rate kinetics. The overall rate constant (k) increased with the increase of temperature. On the basis of the value of k, activation energy (E_a) of the reaction was evaluated. Importantly, it is found that reactant concentration has great effect on the formation of C.I. Acid Blue 9 leuco compound, implying that it is not enough to improve the conversion of N-ethyl-N-(3'-sulfonic acid benzyl) aniline by only prolonging reaction time in the late period of the reaction.

Key words: Triphenylmethane dyes, C.I.Acid blue 9 leuco compound, Kinetics, Condensation

Rongwen Lu, Ziang Zhao, Xinyu Hao, Beibei Shao, Shufen Zhang. Kinetic analysis of experiment data for the formation of C.I. Acid Blue 9 leuco compound[J]. , 2017, 25(10): 1422-1426.

参考文献

[1] H. Zollinger, Color Chemistry, third ed. Wiley-VCH Verlag GmBH & Co.KGaA, 2001.
[2] D.F. Duxbury, The photochemistry and photophysics of triphenylmethane dyes in solid and liquid media, Chem. Rev. 93(1) (1993) 381-433.
[3] V. Nair, S. Thomas, S.C. Mathew, K.G. Abhilash, Recent advances in the chemistry of triaryl-and triheteroarylmethanes, Tetrahedron 62(29) (2006) 6731-6747.
[4] A. Noack, A. Schröder, H. Hartmann, Synthesis and spectral characterisation of a series of new heterocyclic triphenylmethane analogues, Dyes Pigments 57(2) (2003) 131-147.
[5] R. Christie, Colour Chemistry, RSC Publishing, UK, 2001.
[6] Z. Li, Z. Duan, J. Kang, H. Wang, L. Yu, Y. Wu, A simple access to triarylmethane derivatives from aromatic aldehydes and electron-rich arenes catalyzed by FeCl₃, Tetrahedron 64(8) (2008) 1924-1930.
[7] X. Wang, Y. Wang, D.M. Du, J. Xu, Solvent-free, AlCl₃-promoted tandem Friedel-Crafts reaction of arenes and aldehydes, J. Mol. Catal. A Chem. 255(1-2) (2006) 31-35.
[8] B.M. Babu, P.B. Thakur, V.M. Bangade, H.M. Meshram, Novel and highly efficient one pot protocol for the synthesis of diversely functionalized triarylmethanes, Tetrahedron Lett. 56(6) (2015) 766-771.
[9] V. Nair, K.G. Abhilash, N. Vidya, Practical synthesis of triaryl-and triheteroarylmethanes by reaction of aldehydes and activated arenes promoted by Gold(Ⅲ) chloride, Org. Lett. 7(26) (2005) 5857-5859.
[10] J. Jaratjaroonphong, S. Sathalalai, P. Techasauvapak, V. Reutrakul, Iodine-catalyzed Friedel-Crafts alkylation of electron-rich arenes with aldehydes:Efficient synthesis of triarylmethanes and diarylalkanes, Tetrahedron Lett. 50(44) (2009) 6012-6015.
[11] M. Yao, L. Cheng, J. Wang, Principle for the Synthesis of Fine Chemicals, second ed. China Petrochemical Press, Beijing, 2000(in Chinese).
[12] W.H. Stockmayer, The steady-state approximation in polymerization kinetics, J. Chem. Phys. 12(1944) 143-144.
[13] X. Fu, Physical Chemistry, fifth ed. China Higher Education Press, Beijing, 2005(in Chinese).

[1]	Xiaolin Guo, Zhaoyang Zhang, Pengfei Xing, Shuai Wang, Yibing Guo, Yanxin Zhuang. Kinetic mechanism of copper extraction from methylchlorosilane slurry residue using hydrogen peroxide as oxidant[J]. 中国化学工程学报, 2023, 60(8): 228-234.
[2]	Xun Tao, Fan Zhou, Xinlei Yu, Songling Guo, Yunfei Gao, Lu Ding, Guangsuo Yu, Zhenghua Dai, Fuchen Wang. Effect of carbon dioxide on oxy-fuel combustion of hydrogen sulfide: An experimental and kinetic modeling[J]. 中国化学工程学报, 2023, 59(7): 105-117.
[3]	Junyang Liu, Luming Wang, Yuhang Bian, Chunshan Li, Zengxi Li, Jie Li. Liquid-phase esterification of methacrylic acid with methanol catalyzed by cation-exchange resin in a fixed bed reactor: Experimental and kinetic studies[J]. 中国化学工程学报, 2023, 58(6): 1-10.
[4]	Wei Wang, Romain Lemaire, Ammar Bensakhria, Denis Luart. Thermogravimetric analysis and kinetic modeling of the co-pyrolysis of a bituminous coal and poplar wood[J]. 中国化学工程学报, 2023, 58(6): 53-68.
[5]	Shanghong Ma, Haitao Zhang, Jianbo Qu, Xiuzhong Zhu, Qingfei Hu, Jianyong Wang, Peng Ye, Futao Sai, Shiwei Chen. Preparation of waterborne polyurethane/β-cyclodextrin composite nanosponge by ion condensation method and its application in removing of dyes from wastewater[J]. 中国化学工程学报, 2023, 58(6): 124-136.
[6]	Bing Liu, Yingjiao Li, Moses Arowo, Guangwen Chu, Yong Luo, Liangliang Zhang, Haikui Zou, Baochang Sun. Sulfonation of 1, 4-diaminoanthraquinone leuco by chlorosulfonic acid: Kinetics and process intensification[J]. 中国化学工程学报, 2023, 58(6): 163-169.
[7]	Xinyu Liu, Hongliang Sheng, Song He, Chunhua Du, Yuansheng Ma, Chichi Ruan, Chunxiang He, Huaming Dai, Yajun Huang, Yuelei Pan. Insight into pyrolysis of hydrophobic silica aerogels: Kinetics, reaction mechanism and effect on the aerogels[J]. 中国化学工程学报, 2023, 58(6): 266-281.
[8]	Guangyuan Chen, Tong Zhou, Meng Zhang, Zhongxiang Ding, Zhikun Zhou, Yuanhui Ji, Haiying Tang, Changsong Wang. Effects of heavy metal ions Cu²⁺/Pb²⁺/Zn²⁺ on kinetic rate constants of struvite crystallization[J]. 中国化学工程学报, 2023, 57(5): 10-16.
[9]	Shujun Peng, Song Lei, Sisi Wen, Jian Xue, Haihui Wang. A Ruddlesden–Popper oxide as a carbon dioxide tolerant cathode for solid oxide fuel cells that operate at intermediate temperatures[J]. 中国化学工程学报, 2023, 56(4): 25-32.
[10]	Zhiwei Wang, Yu Zhang, Zhi Zhang, Daowei Zhou, Zhikai Cao, Yong Sha. Investigation on catalytic distillation for ethyl acetate production with different catalytic packing structures[J]. 中国化学工程学报, 2023, 53(1): 63-72.
[11]	Tengjie Wang, Wenkai Li, Xuehui Ge, Ting Qiu, Xiaoda Wang. Kinetics measurement of ethylene-carbonate synthesis via a fast transesterification by microreactors[J]. 中国化学工程学报, 2023, 53(1): 243-250.
[12]	Yingjie Song, Shuqi Zhong, Yingjiao Li, Kun Dong, Yong Luo, Guangwen Chu, Haikui Zou, Baochang Sun. Study on the catalytic degradation of sodium lignosulfonate to aromatic aldehydes over nano-CuO: Process optimization and reaction kinetics[J]. 中国化学工程学报, 2023, 53(1): 300-309.
[13]	Xuan Gao, Zhihui Li, Dongsheng Zhang, Xinqiang Zhao, Yanji Wang. Synthesis and kinetics of 2,5-dicyanofuran in the presence of hydroxylamine ionic liquid salts[J]. 中国化学工程学报, 2023, 53(1): 310-316.
[14]	Kechang Gao, Shengjuan Shao, Zhixing Li, Jiaxin Jing, Weizhou Jiao, Youzhi Liu. Kinetics of the direct reaction between ozone and phenol by high-gravity intensified heterogeneous catalytic ozonation[J]. 中国化学工程学报, 2023, 53(1): 317-323.
[15]	Hongbo Song, Wei Wang, Jiachen Sun, Xianhui Wang, Xianhua Zhang, Sai Chen, Chunlei Pei, Zhi-Jian Zhao. Chemical looping oxidative propane dehydrogenation controlled by oxygen bulk diffusion over FeVO₄ oxygen carrier pellets[J]. 中国化学工程学报, 2023, 53(1): 409-420.

Kinetic analysis of experiment data for the formation of C.I. Acid Blue 9 leuco compound

Kinetic analysis of experiment data for the formation of C.I. Acid Blue 9 leuco compound

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