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| Research and application progress of catalysts for carbonyl synthesis and industrial carbonylation |
| Gao Xiaoqi1, Zhao Wei2, Zhang Jing2, Ren Ke2, Zhang Yuling2, Yue Guangming3 |
| 1. Shaanxi Xinghua(Group)Corporation Ltd.,Xingping 713100, China; 2. Yanchang Zhongke (Dalian) Energy Technology Corporation Ltd., Dalian 116085, China; 3. Henan Liyuan Xinneng Technology Corporation Ltd., Anyang 455000, China |
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Abstract Carbonyl synthesis reaction plays an important role in catalytic chemistry,and through the new synthesis methods and the diversity of new substances become a significant pathway for produce diverse oxygen-containing compounds and high-value-added products. The selection of an appropriate catalytic system is the key to the process and technology of carbonyl synthesis,and it is also the focus of research to realize industrialization of carbonyl reaction. Firstly, this dissertation the carbonyl synthesis reaction and research progress from the aspects of different reaction substrates, different carbonyl sources and different reaction types were summarized, then the application and research progress of carbonylation catalysts from the perspective of metal and non-metal active centers were expounded, and finally several typical carbonyl synthesis reactions and industrial applications of carbonylation catalysts were enumerated.
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| [ 1 ] Roelen O. Production of oxygenatede carbon compounds[ P ]. US, 2327066. 1943 - 08 - 17.
[ 2 ] Kiss G. Palladium-Catalyzed Reppe Carbonylation [ J ]. Chem. R-
ev, 2001( 8 ): 3 435 - 3 456.
[ 3 ] 夏春谷. 羰基化学[ M ]. 北京:科学出版社,2021.
[ 4 ] Goetz R W. Process for preparing glycolaldehyde and/or ethylen-
eglycol[ P ]. US, 4405821. 1983 - 09 - 20.
[ 5 ] 应于舟,赵振康,杨菊群,等. 环氧乙烷催化合成3-羟基丙酸甲酯的研究[ J ]. 华东理工大学学报(自然科学版),2008,34( 3 ):334 - 337.
[ 6 ] Okano T, Kobayashi T, Konishi H, et al. Hydroformylation of olefi-
ns with paraformaldehyde catalyzed by rhodium complexes[ J ]. Tetrahedron Lett, 1982, 23( 47 ): 4 967 - 4 968.
[ 7 ] Ren X Y, Zheng Z Y, Zhang L, et al. Rhodium-complex-catalyzed hydroformylation of olefins with CO2 and hydrosilane[ J ]. Angew Chem Int Ed Engl, 2017, 56( 1 ): 310 - 313.
[ 8 ] Ren W L, Chang W J, Shi Y A, et al. An effective Pd-catalyzed r-
egioselective hydroformylation of olefins with formic acid[ J ]. J. Am. Chem. Soc. 2016, 138( 45 ), 14 864 - 14 867.
[ 9 ] Jenner G. Ruthenium catalyzed hydroformylation reactions using in situ generation of synthesis gas from aqueous methyl formate[ J ]. Appl Catal, 1991, 75( 1 ): 289 - 298.
[ 10 ] Botteghi C, Paganelli S, Schionato A, et al. The asymmetric hydro-
formylation in the synthesis of pharmaceuticals[ J ]. Chirality, 1991, 3( 4 ): 335 - 369.
[ 11 ] Arhancet J.P, Davis M.E, Hanson B E, et al. Supported aqueous-
phase catalysts[ J ]. J. Catal, 1990, 121( 2 ): 327 - 339.
[ 12 ] Davis M.E, Arhancet J.P, Hanson B E. Process for the hydroform-
ulation of olefinically unsaturated organic reatants using a supported aqueous phase catalyst [ P ]. US, 4947003, 1990 - 08 - 07.
[ 13 ] 刘海超,陈 华,李贤均,等. 负载水溶性铑-膦配合物催化1-己烯氢甲酰化反应的研究[ J ]. 分子催化,1994-02,8( 1 ):22 - 28.
[ 14 ] 袁友珠,张 宇,陈 忠,等. 负载型水溶性铑膦配合物催化剂的结构和性能[ J ]. 物理化学学报,1998,14( 11 ):1 013 - 1 019.
[ 15 ] Fujimoto K, Shikada T, Omata K, et al. Vapor phase carbonylation of methanol with solid acid catalysts[ J ]. Chem Lett, 1984( 9 ): 2 047 - 2 050.
[ 16 ] Cheung P, Bhan A, Iglesia E, et al. Selective carbonylation of dimethyl ether to methyl acetate catalyzed by acidic zeolites[ J ]. Angew.Chem.Int.Ed, 2006, 45( 10 ): 1 617 - 1 620.
[ 17 ] Celik F E, Kim T J, Bell A T, et al. Vapor-phase carbonylation of dimethoxymethane over H-Faujasite[ J ]. Angew.Chem.Int.Ed, 2009, 48( 26 ): 4 813 - 4 815.
[ 18 ] 迪丽努尔·艾力,高希然,艾沙·努拉洪,等. 不同金属改性HZSM-5催化剂的甲醇羰基化反应能力[ J ]. 无机化学学报,2022,38( 5 ):901 - 912.
[ 19 ] Liu J L, Xue H F, Huang X M, et al. Stability enhancement of H-mordenite in dimethyl ether carbonylation to methyl acetate by pre-adsorption of pyridine[ J ]. Chinese J Catal, 2010, 31( 7 ): 729 - 738.
[ 20 ] 申文杰,刘俊龙,黄秀敏,等. 一种二甲醚羰基化制备乙酸甲酯的方法[ P ]:中国,200810011999.4.2009 - 12 - 30.
[ 21 ] Yao J, Xu G W, Shi L, et al. Regulation of Br nsted acid sites in H-MOR for selective methyl methoxyacetate synthesis[ J ]. Appl Organomet Chem, 2020, 34( 11 ): 5 925.
[ 22 ] 王玉和,贺德华,徐柏庆. 甲醇羰基化制乙酸[ J ]. 化学进展. 2003,15( 3 ): 215 - 221.
[ 23 ] Glenn J S, Derrick J W. High productivity methanol carbonylation catalysis using iridium: The Cativa TM process for the manufacture of acetic acid [ J ]. Catal Today, 2000, 58( 4 ): 293 - 307.
[ 24 ] 卢朝东,杨 延. 二甲醚羰基化催化剂工业化运行分析与总结[ J ]. 大氮肥,2021,44( 3 ):200 - 204. |
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