Rapid copolymerization of canola oil derived epoxide monomers with anhydrides and carbon dioxide (CO2)

作者: Liejiang Jin , Hongbo Zeng , Aman Ullah

DOI: 10.1039/C7PY01429E

关键词:

摘要: A canola oil derived monomer, 1-decene, was converted to 1,2-epoxydecane with >90% yield. The ring opening copolymerization of carbon dioxide (CO2) and different cyclic anhydrides including maleic, succinic, itaconic, phthalic tetrahydrophthalic carried out using a double metal cyanide (DMC) catalyst under microwave conventional heating conditions. microwave-assisted polymerizations were significantly faster than those observed polycarbonates, copolymers CO2, synthesized within minutes (∼30 min) conditions high conversions (up 99%), carbonate linkage (∼88%) molecular weight (Mw ∼ 15 kDa). polyesters, anhydrides, in ∼60 min ester content 90%) Mw 17 characterized by Fourier transform infrared spectroscopy (FTIR), proton nuclear magnetic resonance (1H NMR), gel permeation chromatography (GPC), differential scanning calorimetry (DSC) thermal gravimetric analysis (TGA) techniques. configuration bonds unsaturated polyesters such as poly(1-decene-co-maleate) completely isomerized through post polymerization modification enhance its activity an polyester resin (UPR) for potential applications.

参考文章(50)
Jongchul Seo, Gwonyoung Jeon, EUi Sung Jang, Sher Bahadar Khan, Haksoo Han, Preparation and properties of poly(propylene carbonate) and nanosized ZnO composite films for packaging applications Journal of Applied Polymer Science. ,vol. 122, pp. 1101- 1108 ,(2011) , 10.1002/APP.34248
Manju Mamparambath Dharman, Ji-Yeon Ahn, Mi-Kyung Lee, Hye-Lim Shim, Kyung-Hoon Kim, Il Kim, Dae-Won Park, Moderate route for the utilization of CO2-microwave induced copolymerization with cyclohexene oxide using highly efficient double metal cyanide complex catalysts based on Zn3[Co(CN)6] Green Chemistry. ,vol. 10, pp. 678- 684 ,(2008) , 10.1039/B801132J
Seong-Chea Chua, Xuebing Xu, Zheng Guo, Emerging sustainable technology for epoxidation directed toward plant oil-based plasticizers Process Biochemistry. ,vol. 47, pp. 1439- 1451 ,(2012) , 10.1016/J.PROCBIO.2012.05.025
Cyril Thurier, Cédric Fischmeister, Christian Bruneau, Hélène Olivier‐Bourbigou, Pierre H Dixneuf, None, Ethenolysis of Methyl Oleate in Room‐Temperature Ionic Liquids Chemsuschem. ,vol. 1, pp. 118- 122 ,(2008) , 10.1002/CSSC.200700002
Zhengjiang Hua, Guorong Qi, Shang Chen, Ring-opening copolymerization of maleic anhydride with propylene oxide by double-metal cyanide Journal of Applied Polymer Science. ,vol. 93, pp. 1788- 1792 ,(2004) , 10.1002/APP.20635
M. Rüsch gen. Klaas, S. Warwel, Complete and partial epoxidation of plant oils by lipase-catalyzed perhydrolysis Industrial Crops and Products. ,vol. 9, pp. 125- 132 ,(1999) , 10.1016/S0926-6690(98)00023-5
Shohei Inoue, Hideomi Koinuma, Teiji Tsuruta, Copolymerization of carbon dioxide and epoxide Journal of Polymer Science Part B: Polymer Letters. ,vol. 7, pp. 287- 292 ,(1969) , 10.1002/POL.1969.110070408
Raymond J Giguere, Terry L Bray, Scott M Duncan, George Majetich, Application of commercial microwave ovens to organic synthesis. Tetrahedron Letters. ,vol. 27, pp. 4945- 4948 ,(1986) , 10.1016/S0040-4039(00)85103-5
Ming Cheng, David R. Moore, Joseph J. Reczek, Bradley M. Chamberlain, Emil B. Lobkovsky, Geoffrey W. Coates, Single-Site β-Diiminate Zinc Catalysts for the Alternating Copolymerization of CO2 and Epoxides: Catalyst Synthesis and Unprecedented Polymerization Activity Journal of the American Chemical Society. ,vol. 123, pp. 8738- 8749 ,(2001) , 10.1021/JA003850N