Highly efficient one-pot aerobic oxidation of cyclohexane to adipic acid using task-specific metal-based ionic liquid
被引:4
作者:
Liu, Yumei
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Dalian Univ Technol, Sch Chem, Dalian 116023, Peoples R China
Chinese Acad Sci, Inst Proc Engn, Innovat Acad Green Manufacture,State Key Lab Multi, CAS Key Lab Green Proc & Engn,Beijing Key Lab Ion, Beijing 100190, Peoples R ChinaDalian Univ Technol, Sch Chem, Dalian 116023, Peoples R China
Liu, Yumei
[1
,2
]
Yang, Deshuai
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Nanjing Univ, Kuang Yaming Honors Sch, Nanjing 210023, Peoples R China
Nanjing Univ, Inst Brain Sci, Nanjing 210023, Peoples R ChinaDalian Univ Technol, Sch Chem, Dalian 116023, Peoples R China
Yang, Deshuai
[3
,4
]
Zeng, Guixiang
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机构:Dalian Univ Technol, Sch Chem, Dalian 116023, Peoples R China
Zeng, Guixiang
Wang, Ruirui
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Chinese Acad Sci, Inst Proc Engn, Innovat Acad Green Manufacture,State Key Lab Multi, CAS Key Lab Green Proc & Engn,Beijing Key Lab Ion, Beijing 100190, Peoples R ChinaDalian Univ Technol, Sch Chem, Dalian 116023, Peoples R China
Wang, Ruirui
[2
]
Zhang, Ruirui
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Chinese Acad Sci, Inst Proc Engn, Innovat Acad Green Manufacture,State Key Lab Multi, CAS Key Lab Green Proc & Engn,Beijing Key Lab Ion, Beijing 100190, Peoples R ChinaDalian Univ Technol, Sch Chem, Dalian 116023, Peoples R China
Zhang, Ruirui
[2
]
Ji, Min
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Dalian Univ Technol, Sch Chem, Dalian 116023, Peoples R ChinaDalian Univ Technol, Sch Chem, Dalian 116023, Peoples R China
Ji, Min
[1
]
Liu, Ruixia
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Chinese Acad Sci, Inst Proc Engn, Innovat Acad Green Manufacture,State Key Lab Multi, CAS Key Lab Green Proc & Engn,Beijing Key Lab Ion, Beijing 100190, Peoples R ChinaDalian Univ Technol, Sch Chem, Dalian 116023, Peoples R China
Liu, Ruixia
[2
]
机构:
[1] Dalian Univ Technol, Sch Chem, Dalian 116023, Peoples R China
[2] Chinese Acad Sci, Inst Proc Engn, Innovat Acad Green Manufacture,State Key Lab Multi, CAS Key Lab Green Proc & Engn,Beijing Key Lab Ion, Beijing 100190, Peoples R China
[3] Nanjing Univ, Kuang Yaming Honors Sch, Nanjing 210023, Peoples R China
[4] Nanjing Univ, Inst Brain Sci, Nanjing 210023, Peoples R China
Adipic acid is a significant building block of polymers and is manufactured on a massive scale, primarily to produce nylon. However, the current route depends heavily on using corrosive HNO3 while releasing N2O as a potent greenhouse gas. Herein, we developed an efficient strategy for the highly selective aerobic oxidation of cyclohexane into adipic acid using metal-based ionic liquid as a catalyst. Particularly, the optimised catalyst 1carboxymethyl-3-methylimidazolium chloride cobalt exhibited a high selectivity towards adipic acid (73.9%). It was discovered that the electron-donating ability of anions and the electrostatic between cations and anions could influence the charge density of Co(II) by anion coordination and then influence the oxidation performance. Meanwhile, the hydrogen bond interaction between the hydrogen-bond donor groups of the IL and cyclohexanone, as well as between the hydrogen-bond donor groups of the IL and the carboxylic radicals could promote the formation of adipic acid. This simple, efficient and green protocol has great potential for industrial applications in adipic acid production.
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[1]
Abbot A., 2008, Annual Reports Progress Chemistry, V104, P21, DOI [10.1039/B716593P, DOI 10.1039/B716593P]
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Univ Bologna, Alma Mater Studiorum, Dipartimento Chim Ind & Mat, I-40136 Bologna, ItalyUniv Bologna, Alma Mater Studiorum, Dipartimento Chim Ind & Mat, I-40136 Bologna, Italy
Ferroni, Laura
Frattini, Alessandra
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Univ Bologna, Alma Mater Studiorum, Dipartimento Chim Ind & Mat, I-40136 Bologna, ItalyUniv Bologna, Alma Mater Studiorum, Dipartimento Chim Ind & Mat, I-40136 Bologna, Italy
Frattini, Alessandra
Lucarelli, Carlo
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Univ Bologna, Alma Mater Studiorum, Dipartimento Chim Ind & Mat, I-40136 Bologna, ItalyUniv Bologna, Alma Mater Studiorum, Dipartimento Chim Ind & Mat, I-40136 Bologna, Italy
Lucarelli, Carlo
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Mazzini, Andrea
Raabova, Katerina
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Univ Bologna, Alma Mater Studiorum, Dipartimento Chim Ind & Mat, I-40136 Bologna, ItalyUniv Bologna, Alma Mater Studiorum, Dipartimento Chim Ind & Mat, I-40136 Bologna, Italy
Raabova, Katerina
Alini, Stefano
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Radici Chim SpA, I-20190 Novara, ItalyUniv Bologna, Alma Mater Studiorum, Dipartimento Chim Ind & Mat, I-40136 Bologna, Italy
Alini, Stefano
Accorinti, Pasquale
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Radici Chim SpA, I-20190 Novara, ItalyUniv Bologna, Alma Mater Studiorum, Dipartimento Chim Ind & Mat, I-40136 Bologna, Italy
Accorinti, Pasquale
Babini, Pierpaolo
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Radici Chim SpA, I-20190 Novara, ItalyUniv Bologna, Alma Mater Studiorum, Dipartimento Chim Ind & Mat, I-40136 Bologna, Italy
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Langfang Normal Univ, Dept Chem & Mat Sci, 100 Aimin West Rd, Langfang 065000, Peoples R ChinaLangfang Normal Univ, Dept Chem & Mat Sci, 100 Aimin West Rd, Langfang 065000, Peoples R China
Chen, Yu
Mu, Tiancheng
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Renmin Univ China, Dept Chem, 59 Zhongguancun St, Beijing 100872, Peoples R ChinaLangfang Normal Univ, Dept Chem & Mat Sci, 100 Aimin West Rd, Langfang 065000, Peoples R China
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Hunan Normal Univ, Natl & Local United Engn Lab New Petrochem Mat &, Minist Educ, Key Lab Chem Biol Tradit Chinese Med Reserach,Col, Changsha 410081, Hunan, Peoples R ChinaHunan Normal Univ, Natl & Local United Engn Lab New Petrochem Mat &, Minist Educ, Key Lab Chem Biol Tradit Chinese Med Reserach,Col, Changsha 410081, Hunan, Peoples R China
Dai, Jing
Zhong, Wenzhou
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Hunan Normal Univ, Natl & Local United Engn Lab New Petrochem Mat &, Minist Educ, Key Lab Chem Biol Tradit Chinese Med Reserach,Col, Changsha 410081, Hunan, Peoples R ChinaHunan Normal Univ, Natl & Local United Engn Lab New Petrochem Mat &, Minist Educ, Key Lab Chem Biol Tradit Chinese Med Reserach,Col, Changsha 410081, Hunan, Peoples R China
Zhong, Wenzhou
Yi, Wenjun
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Hunan Normal Univ, Natl & Local United Engn Lab New Petrochem Mat &, Minist Educ, Key Lab Chem Biol Tradit Chinese Med Reserach,Col, Changsha 410081, Hunan, Peoples R ChinaHunan Normal Univ, Natl & Local United Engn Lab New Petrochem Mat &, Minist Educ, Key Lab Chem Biol Tradit Chinese Med Reserach,Col, Changsha 410081, Hunan, Peoples R China
Yi, Wenjun
Liu, Mengqiao
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Hunan Normal Univ, Natl & Local United Engn Lab New Petrochem Mat &, Minist Educ, Key Lab Chem Biol Tradit Chinese Med Reserach,Col, Changsha 410081, Hunan, Peoples R ChinaHunan Normal Univ, Natl & Local United Engn Lab New Petrochem Mat &, Minist Educ, Key Lab Chem Biol Tradit Chinese Med Reserach,Col, Changsha 410081, Hunan, Peoples R China
Liu, Mengqiao
Mao, Liqiu
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Hunan Normal Univ, Natl & Local United Engn Lab New Petrochem Mat &, Minist Educ, Key Lab Chem Biol Tradit Chinese Med Reserach,Col, Changsha 410081, Hunan, Peoples R ChinaHunan Normal Univ, Natl & Local United Engn Lab New Petrochem Mat &, Minist Educ, Key Lab Chem Biol Tradit Chinese Med Reserach,Col, Changsha 410081, Hunan, Peoples R China
Mao, Liqiu
Xu, Qiong
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Hunan Normal Univ, Natl & Local United Engn Lab New Petrochem Mat &, Minist Educ, Key Lab Chem Biol Tradit Chinese Med Reserach,Col, Changsha 410081, Hunan, Peoples R ChinaHunan Normal Univ, Natl & Local United Engn Lab New Petrochem Mat &, Minist Educ, Key Lab Chem Biol Tradit Chinese Med Reserach,Col, Changsha 410081, Hunan, Peoples R China
Xu, Qiong
Yin, Dulin
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Hunan Normal Univ, Natl & Local United Engn Lab New Petrochem Mat &, Minist Educ, Key Lab Chem Biol Tradit Chinese Med Reserach,Col, Changsha 410081, Hunan, Peoples R ChinaHunan Normal Univ, Natl & Local United Engn Lab New Petrochem Mat &, Minist Educ, Key Lab Chem Biol Tradit Chinese Med Reserach,Col, Changsha 410081, Hunan, Peoples R China
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Xiangtan Univ, Sch Chem Engn, Xiangtan 411105, Peoples R ChinaXiangtan Univ, Sch Chem Engn, Xiangtan 411105, Peoples R China
Fu, Shangjun
You, Kuiyi
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Xiangtan Univ, Sch Chem Engn, Xiangtan 411105, Peoples R China
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Xiangtan Univ, Engn Res Ctr Low Carbon Chem Proc & Resource Utili, Xiangtan 411105, Peoples R ChinaXiangtan Univ, Sch Chem Engn, Xiangtan 411105, Peoples R China
You, Kuiyi
Ni, Wenjin
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Xiangtan Univ, Sch Chem Engn, Xiangtan 411105, Peoples R ChinaXiangtan Univ, Sch Chem Engn, Xiangtan 411105, Peoples R China
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Chen, Zhenpan
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Zhao, Fangfang
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Zhang, Xiaowen
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Xiangtan Univ, Sch Chem Engn, Xiangtan 411105, Peoples R China
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Xiangtan Univ, Engn Res Ctr Low Carbon Chem Proc & Resource Utili, Xiangtan 411105, Peoples R ChinaXiangtan Univ, Sch Chem Engn, Xiangtan 411105, Peoples R China
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Univ Bologna, Alma Mater Studiorum, Dipartimento Chim Ind & Mat, I-40136 Bologna, ItalyUniv Bologna, Alma Mater Studiorum, Dipartimento Chim Ind & Mat, I-40136 Bologna, Italy
Ferroni, Laura
Frattini, Alessandra
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Univ Bologna, Alma Mater Studiorum, Dipartimento Chim Ind & Mat, I-40136 Bologna, ItalyUniv Bologna, Alma Mater Studiorum, Dipartimento Chim Ind & Mat, I-40136 Bologna, Italy
Frattini, Alessandra
Lucarelli, Carlo
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Univ Bologna, Alma Mater Studiorum, Dipartimento Chim Ind & Mat, I-40136 Bologna, ItalyUniv Bologna, Alma Mater Studiorum, Dipartimento Chim Ind & Mat, I-40136 Bologna, Italy
Lucarelli, Carlo
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Mazzini, Andrea
Raabova, Katerina
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Univ Bologna, Alma Mater Studiorum, Dipartimento Chim Ind & Mat, I-40136 Bologna, ItalyUniv Bologna, Alma Mater Studiorum, Dipartimento Chim Ind & Mat, I-40136 Bologna, Italy
Raabova, Katerina
Alini, Stefano
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Radici Chim SpA, I-20190 Novara, ItalyUniv Bologna, Alma Mater Studiorum, Dipartimento Chim Ind & Mat, I-40136 Bologna, Italy
Alini, Stefano
Accorinti, Pasquale
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Radici Chim SpA, I-20190 Novara, ItalyUniv Bologna, Alma Mater Studiorum, Dipartimento Chim Ind & Mat, I-40136 Bologna, Italy
Accorinti, Pasquale
Babini, Pierpaolo
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Radici Chim SpA, I-20190 Novara, ItalyUniv Bologna, Alma Mater Studiorum, Dipartimento Chim Ind & Mat, I-40136 Bologna, Italy
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Langfang Normal Univ, Dept Chem & Mat Sci, 100 Aimin West Rd, Langfang 065000, Peoples R ChinaLangfang Normal Univ, Dept Chem & Mat Sci, 100 Aimin West Rd, Langfang 065000, Peoples R China
Chen, Yu
Mu, Tiancheng
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Renmin Univ China, Dept Chem, 59 Zhongguancun St, Beijing 100872, Peoples R ChinaLangfang Normal Univ, Dept Chem & Mat Sci, 100 Aimin West Rd, Langfang 065000, Peoples R China
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Hunan Normal Univ, Natl & Local United Engn Lab New Petrochem Mat &, Minist Educ, Key Lab Chem Biol Tradit Chinese Med Reserach,Col, Changsha 410081, Hunan, Peoples R ChinaHunan Normal Univ, Natl & Local United Engn Lab New Petrochem Mat &, Minist Educ, Key Lab Chem Biol Tradit Chinese Med Reserach,Col, Changsha 410081, Hunan, Peoples R China
Dai, Jing
Zhong, Wenzhou
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Hunan Normal Univ, Natl & Local United Engn Lab New Petrochem Mat &, Minist Educ, Key Lab Chem Biol Tradit Chinese Med Reserach,Col, Changsha 410081, Hunan, Peoples R ChinaHunan Normal Univ, Natl & Local United Engn Lab New Petrochem Mat &, Minist Educ, Key Lab Chem Biol Tradit Chinese Med Reserach,Col, Changsha 410081, Hunan, Peoples R China
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Yi, Wenjun
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Hunan Normal Univ, Natl & Local United Engn Lab New Petrochem Mat &, Minist Educ, Key Lab Chem Biol Tradit Chinese Med Reserach,Col, Changsha 410081, Hunan, Peoples R ChinaHunan Normal Univ, Natl & Local United Engn Lab New Petrochem Mat &, Minist Educ, Key Lab Chem Biol Tradit Chinese Med Reserach,Col, Changsha 410081, Hunan, Peoples R China
Yi, Wenjun
Liu, Mengqiao
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Hunan Normal Univ, Natl & Local United Engn Lab New Petrochem Mat &, Minist Educ, Key Lab Chem Biol Tradit Chinese Med Reserach,Col, Changsha 410081, Hunan, Peoples R ChinaHunan Normal Univ, Natl & Local United Engn Lab New Petrochem Mat &, Minist Educ, Key Lab Chem Biol Tradit Chinese Med Reserach,Col, Changsha 410081, Hunan, Peoples R China
Liu, Mengqiao
Mao, Liqiu
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Hunan Normal Univ, Natl & Local United Engn Lab New Petrochem Mat &, Minist Educ, Key Lab Chem Biol Tradit Chinese Med Reserach,Col, Changsha 410081, Hunan, Peoples R ChinaHunan Normal Univ, Natl & Local United Engn Lab New Petrochem Mat &, Minist Educ, Key Lab Chem Biol Tradit Chinese Med Reserach,Col, Changsha 410081, Hunan, Peoples R China
Mao, Liqiu
Xu, Qiong
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Hunan Normal Univ, Natl & Local United Engn Lab New Petrochem Mat &, Minist Educ, Key Lab Chem Biol Tradit Chinese Med Reserach,Col, Changsha 410081, Hunan, Peoples R ChinaHunan Normal Univ, Natl & Local United Engn Lab New Petrochem Mat &, Minist Educ, Key Lab Chem Biol Tradit Chinese Med Reserach,Col, Changsha 410081, Hunan, Peoples R China
Xu, Qiong
Yin, Dulin
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Hunan Normal Univ, Natl & Local United Engn Lab New Petrochem Mat &, Minist Educ, Key Lab Chem Biol Tradit Chinese Med Reserach,Col, Changsha 410081, Hunan, Peoples R ChinaHunan Normal Univ, Natl & Local United Engn Lab New Petrochem Mat &, Minist Educ, Key Lab Chem Biol Tradit Chinese Med Reserach,Col, Changsha 410081, Hunan, Peoples R China
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Xiangtan Univ, Sch Chem Engn, Xiangtan 411105, Peoples R ChinaXiangtan Univ, Sch Chem Engn, Xiangtan 411105, Peoples R China
Fu, Shangjun
You, Kuiyi
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Xiangtan Univ, Sch Chem Engn, Xiangtan 411105, Peoples R China
Xiangtan Univ, Natl & Local United Engn Res Ctr Chem Proc Simulat, Xiangtan 411105, Peoples R China
Xiangtan Univ, Engn Res Ctr Low Carbon Chem Proc & Resource Utili, Xiangtan 411105, Peoples R ChinaXiangtan Univ, Sch Chem Engn, Xiangtan 411105, Peoples R China
You, Kuiyi
Ni, Wenjin
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Xiangtan Univ, Sch Chem Engn, Xiangtan 411105, Peoples R ChinaXiangtan Univ, Sch Chem Engn, Xiangtan 411105, Peoples R China
Ni, Wenjin
Chen, Zhenpan
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Xiangtan Univ, Sch Chem Engn, Xiangtan 411105, Peoples R ChinaXiangtan Univ, Sch Chem Engn, Xiangtan 411105, Peoples R China
Chen, Zhenpan
Zhao, Fangfang
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Xiangtan Univ, Sch Chem Engn, Xiangtan 411105, Peoples R ChinaXiangtan Univ, Sch Chem Engn, Xiangtan 411105, Peoples R China
Zhao, Fangfang
Yan, Dejian
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Xiangtan Univ, Sch Chem Engn, Xiangtan 411105, Peoples R ChinaXiangtan Univ, Sch Chem Engn, Xiangtan 411105, Peoples R China
Yan, Dejian
Zhang, Xiaowen
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Xiangtan Univ, Sch Chem Engn, Xiangtan 411105, Peoples R ChinaXiangtan Univ, Sch Chem Engn, Xiangtan 411105, Peoples R China
Zhang, Xiaowen
Luo, He 'an
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Xiangtan Univ, Sch Chem Engn, Xiangtan 411105, Peoples R China
Xiangtan Univ, Natl & Local United Engn Res Ctr Chem Proc Simulat, Xiangtan 411105, Peoples R China
Xiangtan Univ, Engn Res Ctr Low Carbon Chem Proc & Resource Utili, Xiangtan 411105, Peoples R ChinaXiangtan Univ, Sch Chem Engn, Xiangtan 411105, Peoples R China