Synergistic catalysis of one-pot cascade reactions by acidic and basic binary porous polymers

被引:28
作者
Wang, Xiaochen [1 ,2 ]
Zhang, Lingyu [1 ]
Guo, Zengjing [1 ]
Shi, Yuming [1 ]
Zhou, Yu [1 ]
Wang, Jun [1 ]
机构
[1] Nanjing Tech Univ, State Key Lab Mat Oriented Chem Engn, Coll Chem Engn, Nanjing 210009, Jiangsu, Peoples R China
[2] Hefei Univ, Dept Chem & Mat Engn, Hefei 230022, Anhui, Peoples R China
关键词
Porous polymer; Heterogeneous catalysis; Acid-base binary catalysts; Cascade reaction; HETEROGENEOUS CATALYSTS; MESOPOROUS SILICA; BIFUNCTIONAL CATALYST; FUNCTIONALIZATION; EFFICIENT; DESIGN; SITES; AMINE; METAL; CORE;
D O I
10.1016/j.apsusc.2019.01.217
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Acidic and basic porous polymers were facilely prepared through the radical copolymerization of target monomers and the crosslinker divinylbenzene (DVB), respectively. Combination of these polymers endowed highly efficient, heterogeneous recyclable acid-base binary catalysts for cascade deacetalization-Knoevenagel reaction, offering high yield and stable reusability. Binary polymers with strong acid sites and superior base sites afforded an unprecedented turnover frequency (TOF) in the condensation of benzaldehyde dimethylacetal and nitriles (285 h(-1) for malononitrile and 57 h(-1) for inert methylene substrate ethyl cyanoacetate). The excellent synergistically catalytic performance was ascribed to the unique self-protection effect of the in-situ formed acid and base sites embedded in the polymeric network. This study provided a facile, versatile and efficient strategy towards acid-base bifunctional heterogeneous catalysts by combining acidic and basic porous polymers.
引用
收藏
页码:221 / 229
页数:9
相关论文
共 52 条
[11]   Hydroxyl-Exchanged Nanoporous Ionic Copolymer toward Low Temperature Cycloaddition of Atmospheric Carbon Dioxide into Carbonates [J].
Guo, Zengjing ;
Cai, Xiaochun ;
Xie, Jingyan ;
Wang, Xiaochen ;
Zhou, Yu ;
Wang, Jun .
ACS APPLIED MATERIALS & INTERFACES, 2016, 8 (20) :12812-12821
[12]   One-pot reaction cascades catalyzed by base- and acid-functionalized mesoporous silica nanoparticles [J].
Huang, Yulin ;
Trewyn, Brian G. ;
Chen, Hung-Ting ;
Lin, Victor S. -Y. .
NEW JOURNAL OF CHEMISTRY, 2008, 32 (08) :1311-1313
[13]   Improved adhesion between kapton film and copper metal by plasma graft polymerization of vinylimidazole [J].
Inagaki, N ;
Tasaka, S ;
Masumoto, M .
MACROMOLECULES, 1996, 29 (05) :1642-1648
[14]   Hollow Hyper-Cross-Linked Nanospheres with Acid and Base Sites as Efficient and Water-Stable Catalysts for One-Pot Tandem Reactions [J].
Jia, Zhifang ;
Wang, Kewei ;
Tan, Bien ;
Gu, Yanlong .
ACS CATALYSIS, 2017, 7 (05) :3693-3702
[15]   Silica-Supported Molecular Catalysts for Tandem Reactions [J].
Jin, Ronghua ;
Zheng, Dongsong ;
Liu, Rui ;
Liu, Guohua .
CHEMCATCHEM, 2018, 10 (08) :1739-1752
[16]   A strategy toward constructing a bifunctionalized MOF catalyst: post-synthetic modification of MOFs on organic ligands and coordinatively unsaturated metal sites [J].
Li, Baiyan ;
Zhang, Yiming ;
Ma, Dingxuan ;
Li, Lu ;
Li, Guanghua ;
Li, Guodong ;
Shi, Zhan ;
Feng, Shouhua .
CHEMICAL COMMUNICATIONS, 2012, 48 (49) :6151-6153
[17]   Hypercrosslinked organic polymer based carbonaceous catalytic materials: Sulfonic acid functionality and nano-confinement effect [J].
Li, Jing ;
Wang, Xiaochen ;
Chen, Guojian ;
Li, Difan ;
Zhou, Yu ;
Yang, Xiaoning ;
Wang, Jun .
APPLIED CATALYSIS B-ENVIRONMENTAL, 2015, 176 :718-730
[18]   Synthesis of a core-shell-shell structured acid-base bifunctional mesoporous silica nanoreactor (MS-SO3H@MS@MS-NH2) and its application in tandem catalysis [J].
Li, Ping ;
Cao, Chang-Yan ;
Liu, Hua ;
Yu, Yu ;
Song, Wei-Guo .
JOURNAL OF MATERIALS CHEMISTRY A, 2013, 1 (41) :12804-12810
[19]   Core-shell structured mesoporous silica as acid-base bifunctional catalyst with designated diffusion path for cascade reaction sequences [J].
Li, Ping ;
Cao, Chang-Yan ;
Chen, Zhe ;
Liu, Hua ;
Yu, Yu ;
Song, Wei-Guo .
CHEMICAL COMMUNICATIONS, 2012, 48 (85) :10541-10543
[20]   Metal-Organic-Framework-Derived Carbons: Applications as Solid-Base Catalyst and Support for Pd Nanoparticles in Tandem Catalysis [J].
Li, Xinle ;
Zhang, Biying ;
Fang, Yuhui ;
Sun, Weijun ;
Qi, Zhiyuan ;
Pei, Yuchen ;
Qi, Shuyan ;
Yuan, Pengyu ;
Luan, Xuechen ;
Goh, Tian Wei ;
Huang, Wenyu .
CHEMISTRY-A EUROPEAN JOURNAL, 2017, 23 (18) :4266-4270