Porous polymer beads with grafted poly(tertiary amine) as catalysts for fixation of carbon dioxide into propylene carbonate

被引:2
作者
Niu, Weiwei [1 ]
Yin, Zhiyi [2 ]
Chen, Dong [2 ]
Zhao, Liya [2 ]
Guo, Weilei [2 ]
Yan, Husheng [1 ]
机构
[1] Nankai Univ, Coll Chem, Key Lab Funct Polymer Mat, Minist Educ, Tianjin 300071, Peoples R China
[2] Kairui Environm Protect Technol Co Ltd, Cangzhou 062455, Peoples R China
关键词
Carbon dioxide; Cyclic carbonates; Epoxides; Porous polymer; Tertiary amine; CYCLIC CARBONATES; CO2; CAPTURE; IONIC LIQUID; EFFICIENT CATALYSTS; CHEMICAL FIXATION; EPOXIDES; CYCLOADDITION; POLYURETHANES; ACTIVATION; ISOCYANATE;
D O I
10.1007/s00289-024-05281-2
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Porous polymer beads with grafted poly(tertiary amine) were prepared by grafting triethylenetetramine to porous crosslinked poly(methyl acrylate) beads via ester amidation reaction, followed by Eschweiler-Clarke methylation reaction using formaldehyde and formic acid to converting the primary and secondary amine groups to tertiary amines in the beads. The tertiary amine groups in the beads were protonated with hydrochloric acid, hydrobromic acid or hydriodic acid, and the protonated tertiary amine group-containing beads showed high catalytic activity and high selectivity for the formation of propylene carbonate through cycloaddition of propylene oxide with CO2, while free tertiary amine group-containing beads exhibited almost no catalytic activity. The recyclability of the catalyst was studied, and slight loss of the activity was observed after five runs.
引用
收藏
页码:12089 / 12103
页数:15
相关论文
共 59 条
[1]   ACTIVATION OF CARBON-DIOXIDE WITH ALUMINUM PORPHYRIN AND REACTION WITH EPOXIDE - STUDIES ON (TETRAPHENYLPORPHINATO)ALUMINUM ALKOXIDE HAVING A LONG OXYALKYLENE CHAIN AS THE ALKOXIDE GROUP [J].
AIDA, T ;
INOUE, S .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (05) :1304-1309
[2]   Efficient and Easily Reusable Metal-Free Heterogeneous Catalyst Beads for the Conversion of CO2 into Cyclic Carbonates in the Presence of Water as Hydrogen-Bond Donor [J].
Alassmy, Yasser A. ;
Pour, Zahra Asgar ;
Pescarmona, Paolo P. .
ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2020, 8 (21) :7993-8003
[3]  
[Anonymous], 2021, CLIMATE CHANGE WE KN
[4]   Hydroxy-Functionalized Imidazolium Bromides as Catalysts for the Cycloaddition of CO2 and Epoxides to Cyclic Carbonates [J].
Anthofer, Michael H. ;
Wilhelm, Michael E. ;
Cokoja, Mirza ;
Drees, Markus ;
Herrmann, Wolfgang A. ;
Kuehn, Fritz E. .
CHEMCATCHEM, 2015, 7 (01) :94-98
[5]   Remarkably Efficient Catalysts of Amidine Hydroiodides for the Synthesis of Cyclic Carbonates from Carbon Dioxide and Epoxides under Mild Conditions [J].
Aoyagi, Naoto ;
Furusho, Yoshio ;
Endo, Takeshi .
CHEMISTRY LETTERS, 2012, 41 (03) :240-241
[6]   Nucleophilicity and leaving-group ability in frontside and backside SN2 reactions [J].
Bento, A. Patricia ;
Bickelhaupt, F. Matthias .
JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (18) :7290-7299
[7]   A Hafnium-Based Metal Organic Framework as an Efficient and Multifunctional Catalyst for Facile CO2 Fixation and Regioselective and Enantioretentive Epoxide Activation [J].
Beyzavi, M. Hassan ;
Klet, Rachel C. ;
Tussupbayev, Samat ;
Borycz, Joshua ;
Vermeulen, Nicolaas A. ;
Cramer, Christopher J. ;
Stoddart, J. Fraser ;
Hupp, Joseph T. ;
Farha, Omar K. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2014, 136 (45) :15861-15864
[8]   Isocyanate- and Phosgene-Free Routes to Polyfunctional Cyclic Carbonates and Green Polyurethanes by Fixation of Carbon Dioxide [J].
Blattmann, Hannes ;
Fleischer, Maria ;
Baehr, Moritz ;
Muelhaupt, Rolf .
MACROMOLECULAR RAPID COMMUNICATIONS, 2014, 35 (14) :1238-1254
[9]   Opportunities and Challenges for Catalysis in Carbon Dioxide Utilization [J].
Burkart, Michael D. ;
Hazari, Nilay ;
Tway, Cathy L. ;
Zeitler, Elizabeth L. .
ACS CATALYSIS, 2019, 9 (09) :7937-7956
[10]   Cyclic carbonate formation from carbon dioxide and oxiranes in tetrabutylammonium halides as solvents and catalysts [J].
Caló, V ;
Nacci, A ;
Monopoli, A ;
Fanizzi, A .
ORGANIC LETTERS, 2002, 4 (15) :2561-2563