Post-synthetic modification of zirconium metal-organic frameworks by catalyst-free aza-Michael additions

被引：18
|
作者：
Hamzah, Harina Amer [1 ]
Crickmore, Tom S. [1 ]
Rixson, Daniel [1 ]
Burrows, Andrew D. [1 ]
机构：
[1] Univ Bath, Dept Chem, Bath BA2 7AY, Avon, England
来源：
DALTON TRANSACTIONS | 2018年 / 47卷 / 41期
基金：
英国工程与自然科学研究理事会;
关键词：
UIO-66; CO2; FUNCTIONALIZATION; REMOVAL; CAPTURE; CHANNELS; DEFECTS;
D O I：
10.1039/c8dt03312a
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
The reactions of the zirconium MOF [Zr6O4(OH)(4)(bdc-NH2)(6)] (UiO-66-NH2, bdc-NH2 = 2-amino-1,4-benzenedicarboxylate) with the Michael acceptors acrylonitrile (CH2=CHCN), acrylic acid (CH2=CHCO2H), methyl acrylate (CH2=CHCO2Me) and methyl vinyl ketone (CH2=CHC(O)Me) led to post-synthetic modification of the MOF through C-N bond formation without loss of crystallinity. The reactions with acrylonitrile and acrylic acid go to completion, yielding [Zr6O4(OH)(4)(bdc-NHCH2CH2CN)(6)] (UiO-66-AN, 1) and [Zr6O4(OH)(4)(bdc-NHCH2CH2CO2H)(6)] (UiO-66-AA, 2) respectively, whereas those with methyl acrylate and methyl vinyl ketone are incomplete, yielding [Zr6O4(OH)(4)(bdc-NH2)(0.66)(bdc-NHCH2CH2CO2Me)(5.34)] (UiO-66-MA, 3) and [Zr6O4(OH)(4)(bdc-NH2)(2.76)(bdc-NHCH2CH2C(O)Me)(3.24)] (UiO-66-MVK, 4), respectively. The acrylonitrile-modified MOF UiO-66-AN undergoes further reaction with sodium azide in the presence of zinc(II) chloride in n-butanol to form the tetrazolate-modified MOF [Zr6O4(OH)(4)(bdc-NHCH2CH2CN)(4.74)(bdc-NHCH2CH2CN4H)(1.26)] (UiO-66-TZ, 5).
引用
收藏
页码：14491 / 14496
页数：6
相关论文
共 50 条
  • [41] A strategy toward constructing a bifunctionalized MOF catalyst: post-synthetic modification of MOFs on organic ligands and coordinatively unsaturated metal sites
    Li, Baiyan
    Zhang, Yiming
    Ma, Dingxuan
    Li, Lu
    Li, Guanghua
    Li, Guodong
    Shi, Zhan
    Feng, Shouhua
    CHEMICAL COMMUNICATIONS, 2012, 48 (49) : 6151 - 6153
  • [42] Post-synthetic modification of an amino-functionalized metal-organic framework for highly efficient enrichment of N-linked glycopeptides
    Ma, Wen
    Xu, Linnan
    Li, Ze
    Sun, Yunlong
    Bai, Yu
    Liu, Huwei
    NANOSCALE, 2016, 8 (21) : 10908 - 10912
  • [43] Investigation of synergistic effects using alkanolamines on post-synthetic modification of metal-organic framework and CO2 adsorption capacity
    Lalehchini, Maryam
    Mohajeri, Ali
    Nikje, Mir Mohammad Alavi
    Rezapour, Morteza
    MICROPOROUS AND MESOPOROUS MATERIALS, 2024, 378
  • [44] A Facile Post-Synthetic Modification Method To Improve Hydrothermal Stability and CO2 Selectivity of CuBTC Metal-Organic Framework
    Al-Janabi, Nadeen
    Deng, Haoran
    Borges, Jayane
    Liu, Xufei
    Garforth, Arthur
    Siperstein, Flor R.
    Fan, Xiaolei
    INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 2016, 55 (29) : 7941 - 7949
  • [45] Establishment of highly sensitive and selective fluorescent sensor for Fe3+ based on a post-synthetic modification of metal-organic framework
    Du, Yaran
    Song, Naizhong
    Lv, Xueju
    Hu, Bin
    Zhou, Weihong
    Jia, Qiong
    DYES AND PIGMENTS, 2017, 138 : 15 - 22
  • [46] Large-Scale Production of Hierarchically Porous Metal-Organic Frameworks by a Reflux-Assisted Post-Synthetic Ligand Substitution Strategy
    Cai, Guorui
    Ma, Xing
    Kassymova, Meruyert
    Sun, Kang
    Ding, Meili
    Jiang, Hai-Long
    ACS CENTRAL SCIENCE, 2021, 7 (08) : 1434 - 1440
  • [47] Enhancing oxidative desulfurization catalytic performance of metal-organic frameworks UiO-66 (Zr) by post-synthetic with the creation of active sites
    Dadashi, Hania
    Halladj, Rouein
    Karimi, Ali
    Sharifi, Khashayar
    INORGANIC CHEMISTRY COMMUNICATIONS, 2024, 170
  • [48] Mechanochemical and solvent-free assembly of zirconium-based metal-organic frameworks
    Uzarevic, Krunoslav
    Wang, Timothy C.
    Moon, Su-Young
    Fidelli, Athena M.
    Hupp, Joseph T.
    Farha, Omar K.
    Friscic, Tomislav
    CHEMICAL COMMUNICATIONS, 2016, 52 (10) : 2133 - 2136
  • [49] Post-synthetic modification of NH2-tagged metal-organic framework: A selective, effective, and recyclable heterogeneous catalyst for CO2 conversion into cyclic carbonates
    Shaheed, Nuhaa
    Nasiriani, Tahereh
    Shaabani, Ahmad
    JOURNAL OF THE TAIWAN INSTITUTE OF CHEMICAL ENGINEERS, 2024, 164
  • [50] Metal-organic frameworks bearing free carboxylic acids: Preparation, modification, and applications
    Bhadra, Biswa Nath
    Ahmed, Imteaz
    Lee, Hye Jin
    Jhung, Sung Hwa
    COORDINATION CHEMISTRY REVIEWS, 2022, 450
12345