Citation:
Tao Chang, Xiaorui Gao, Li Bian, Xiying Fu, Mingxia Yuan, Huanwang Jing. Coupling of epoxides and carbon dioxide catalyzed by Brönsted acid ionic liquids[J]. Chinese Journal of Catalysis,
;2015, 36(3): 408-413.
doi:
10.1016/S1872-2067(14)60227-8
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A series of Brönsted acid ionic liquids (BAILs) containing a long chain Brönsted acid site in the cationic part and a Lewis basic site in the anionic part were designed, synthesized, and used as catalyst for the coupling of epoxides and carbon dioxide to cyclic carbonates without a co-catalyst or co-solvent. The effects of catalyst structure and other parameters on the catalytic performance were investigated. The long chain 2-(N,N-dimethyldodecylammonium) acetic acid bromide ([(CH2COOH)DMDA]Br) showed high catalytic activity and good reusability. This protocol was expanded to various epoxides, which gave the corresponding cyclic carbonates in good yields. The acidity of the catalyst influenced its catalytic activity.
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[1]
[1] Markewitz P, Kuckshinrichs W, Leitner W, Linssen J, Zapp P, Bongartz R, Schreiber A, Müller T E. Energy Environ Sci, 2012, 5: 7281
-
[2]
[2] Li L, Zhao N, Wei W, Sun Y H. Fuel, 2013, 108: 112
-
[3]
[3] Li H, Bhadury P S, Song B A, Yang S. RSC Adv, 2012, 2: 12525
-
[4]
[4] Fan Q J, Liu J H, Chen J, Xia C G. Chin J Catal(樊启佳, 刘建华, 陈静, 夏春谷. 催化学报), 2012, 33: 1435
-
[5]
[5] Castro-Osma J A, Lara-Sánchez A, North M, Otero A, Villuendas P. Catal Sci Technol, 2012, 2: 1021
-
[6]
[6] Lu X B, Darensbourg D J. Chem Soc Rev, 2012, 41: 1462
-
[7]
[7] Ren W M, Wu G P, Lin F, Jiang J Y, Liu C, Luo Y, Lu X B. Chem Sci, 2012, 3: 2094
-
[8]
[8] Beattie C, North M. Chem Eur J, 2014, 20: 8182
-
[9]
[9] Xie Y, Wang T T, Yang R X, Huang N Y, Zou K, Deng W Q. ChemSusChem, 2014, 7: 2110
-
[10]
[10] Iksi S, Aghmiz A, Rivas R, González M D, Cuesta-Aluja L, Castilla J, Orejón A, Guemmout F E, Masdeu-Bultó A M. J Mol Catal A, 2014, 383-384: 143
-
[11]
[11] Li B, Zhang L L, Song Y Y, Bai D S, Jing H W. J Mol Catal A, 2012, 363-364: 26
-
[12]
[12] Bai D S, Duan S H, Hai L, Jing H W. ChemCatChem, 2012, 4: 1752
-
[13]
[13] Ema T, Miyazaki Y, Koyama S, Yano Y, Sakai T. Chem Commun, 2012, 48: 4489
-
[14]
[14] Wei R J, Zhang X H, Du B Y, Fan Z Q, Qi G R. J Mol Catal A, 2013, 379: 38
-
[15]
[15] Tharun J, Hwang Y, Roshan R, Ahn S, Kathalikkattil A C, Park D W. Catal Sci Technol, 2012, 2: 1674
-
[16]
[16] Li C Y, Wu C R, Liu Y C, Ko B T. Chem Commun, 2012, 48: 9628
-
[17]
[17] Roeser J, Kailasam K, Thomas A. ChemSusChem, 2012, 5: 1793
-
[18]
[18] Dai W L, Jin B, Luo S L, Luo X B, Tu X M, Au C T. Catal Today, 2014, 233: 92
-
[19]
[19] Chen J X, Jin B, Dai W L, Deng S L, Cao L R, Cao Z J, Luo S L, Luo X B, Tu X M, Au C T. Appl Catal A, 2014, 484: 26
-
[20]
[20] Yu T, Weiss R G. Green Chem, 2012, 14: 209
-
[21]
[21] Gao J, Song Q W, He L N, Liu C, Yang Z Z, Han X, Li X D, Song Q C. Tetrahedron, 2012, 68: 3835
-
[22]
[22] He Q, O'Brien J W, Kitselman K A, Tompkins L E, Curtis G C T, Kerton F M. Catal Sci Technol, 2014, 4: 1513
-
[23]
[23] Ghazali-Esfahani S, Song H B, Pâunescu E, Bobbink F D, Liu H Z, Fei Z F, Laurenczy G, Bagherzadeh M, Yan N, Dyson P J. Green Chem, 2013, 15: 1584
-
[24]
[24] Dai W L, Jin B, Luo S L, Luo X B, Tu X M, Au C T. J Mol Catal A, 2013, 378: 326
-
[25]
[25] Song Q W, He L N, Wang J Q, Yasuda H, Sakakura T. Green Chem, 2013, 15: 110
-
[26]
[26] Tharun J, Kim D W, Roshan R, Hwang Y, Park D W. Catal Commun, 2013, 31: 62
-
[27]
[27] Wong W L, Lee L Y S, Ho K P, Zhou Z Y, Fan T, Lin Z Y, Wong K Y. Appl Catal A, 2014, 472: 160
-
[28]
[28] Wang F, Xu C Z, Li Z, Xia C G, Chen J. J Mol Catal A, 2014, 385: 133
-
[29]
[29] Dai W L, Jin B, Luo S L, Luo X B, Tu X M, Au C T. Appl Catal A, 2014, 470: 183
-
[30]
[30] Xiao L F, Sun D, Yue C T, Wu W. J CO2 Utilization, 2014, 6: 1
-
[31]
[31] Dai W L, Jin B, Luo S L, Yin S F, Luo X B, Au C T. J CO2 Utilization, 2013, 3-4: 7
-
[32]
[32] Sun J, Wang J Q, Cheng W G, Zhang J X, Li X H, Zhang S J, She Y B. Green Chem, 2012, 14: 654
-
[33]
[33] Watile R A, Deshmukh K M, Dhake K P, Bhanage B M. Catal Sci Technol,2012, 2: 1051
-
[34]
[34] Qu J, Cao C Y, Dou Z F, Liu H, Yu Y, Li P, Song W G. ChemSusChem, 2012, 5: 652
-
[35]
[35] Xiao L F, Lü D W, Su D, Wu W, Li H F. J Clean Prod, 2014, 67: 285
-
[36]
[36] Han L N, Choi S J, Park M S, Lee S M, Kim Y J, Kim M I, Liu B Y, Park D W. React Kinet Mech Catal, 2012, 106: 25
-
[37]
[37] Zhang Y Y, Yin S F, Luo S L, Au C T. Ind Eng Chem Res, 2012, 51: 3951
-
[38]
[38] He L Q, Qin S J, Chang T, Sun Y Z, Zhao J Q. Int J Mol Sci, 2014, 15: 8656
-
[39]
[39] He L Q, Qin S J, Chang T, Sun Y Z, Gao X R. Catal Sci Technol, 2013, 3: 1102
-
[40]
[40] Chang T, He L Q, Bian L, Han H Y, Yuan M X, Gao X R. RSC Adv, 2014, 4: 727
-
[41]
[41] Fei Z F, Zhao D B, Geldbach T J, Scopelliti R, Dyson P J. Chem Eur J, 2004, 10: 4886
-
[42]
[42] Zhang J L, Han B X, Zhao Y J, Li J S, Hou M Q, Yang G Y. Chem Commun, 2011, 47: 1033
-
[43]
[43] Miao C X, Wang J Q, Wu Y, Du Y, He L N. ChemSusChem, 2008, 1: 236
-
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