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    Home > Yang Yingwei, Professor of Jilin University Research Group: non porous adaptive crystals for the separation of brominated Alkane Isomers

    Yang Yingwei, Professor of Jilin University Research Group: non porous adaptive crystals for the separation of brominated Alkane Isomers

    • Last Update: 2019-12-31
    • Source: Internet
    • Author: User
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    It is one of the most challenging research focuses in macrocyclic chemistry and organic supramolecular chemistry to use solid-phase host guest chemistry for high-precision adsorption and separation Recently, the research group of Professor Yang Yingwei, School of chemistry, Jilin University and international cooperation Laboratory of nanoarchitecture chemistry, has made new progress in this field (angel Chem Int ed 2020, DOI: 10.1002/anie.201911965) Brief introduction of Professor Yang Yingwei's research group In March 2011, the research project aims to design and synthesize new organic supramolecular macrocyclic compounds and construct self-assembled functional systems, intelligent organic-inorganic-polymer hybrid composite materials, porous or non porous organic crystal functional materials for drug targeted delivery and controlled release, and gas based on the functional guidance of biomedicine, environmental sustainable development and energy storage /Specific application fields such as selective adsorption and separation of hazardous substances, pesticide sensing and detection, photoelectric functional materials, etc A / B / C, 150 papers have been published in international important professional journals such as chem EUR J., polymer Chem., SCI China chem., chin Chem Lett Professor Yang Yingwei's research group homepage: https://ywyang.wix.com/jlugroup cutting edge scientific research achievements: non porous adaptive crystals for the separation of brominated Alkane Isomers The design, synthesis and functional development of novel supramolecular macrocyclic receptors is the core research topic in the field of organic supramolecular chemistry and macrocyclic chemistry, and also one of the key links to promote the vigorous development and application of supramolecular chemistry and materials In recent years, Yang Yingwei, Professor of the school of chemistry of Jilin University and the international cooperation Laboratory of nanoarchitecture chemistry, has made a series of research progress in the design and synthesis of new supramolecular macrocyclic aromatic hydrocarbons and the development of supramolecular material construction and performance In 2016, the research group first designed and synthesized a series of biphenyl extended aromatics (chem Commun 2016, 52, A new type of fluorescent supramolecular polymer system was further constructed by using thymine functionalized biphenyl extended column [6] arene derivatives At the same time, with the aid of supramolecular assembly induced luminescence mechanism, the fluorescence sensing detection and rapid adsorption removal of mercury ions in water with high sensitivity, high selectivity and low detection limit were realized (j.am.chem.soc 2019, 141 , 4756)。 In 2018, the research team reported the first case of "unsymmetrical" inclined column [6] aromatics, i.e "angle Chem Int ed 2018, 57, 9853) and in subsequent work, we have carried out functional studies on functional tower tilt aromatics in regulating the growth and assembly of precious metal nanoparticles, pesticide sensing detection, drug controlled release, Supramolecular Gel construction and so on (Org Lett 2019, 21, 5215; Chem Commun 2019, 55, 14099; Chin Chem Lett 2019, 30, 2299) Recently, based on the previous work, the research group has constructed the first non porous self-adaptive molecular crystal material based on ethyl inclined tower [6] arene, i.e etlp6, and studied its adsorption and separation performance for 1 - / 2-bromoalkane positional isomers (Figure 1) The authors found that the X-ray powder diffraction patterns of etlp6 were almost similar, but different from each other (Fig 1c-d) after adsorption of 1-bromoalkanes (1-bromopropane, 1-Bromobutane and 1-bromopentane) or 2-bromoalkanes (2-bromopropane, 2-Bromobutane and 2-Bromopentane) 1-and 2-bromoalkanes form two distinct solid-phase host guest bonding structures Fig 1 Chemical structure of ethyl inclined tower [6] aromatics (etlp6), 1-bromoalkanes (1-bromopropane, 1-Bromobutane and 1-bromopentane), 2-bromoalkanes (2-bromopropane, 2-Bromobutane and 2-Bromopentane) and powder diffraction changes of etlp6 NACK's adsorption process for single bromoalkane components (source: angel Chem Int ed.) In order to confirm the above inference, the author obtained the host guest bonding single crystal structure of 1-bromopropane, 1-Bromobutane, 1-bromopentane, 2-bromopropane and etlp6 by solvent evaporation method (Fig 2) The single crystal structure of 1-Bromoalkane and etlp6 shows that etlp6 is bonded with 1-bromopropane, 1-Bromobutane and 1-bromopentane in a 1:1 host guest mode (1-bpr ⊂ etlp6, 1-bbu ⊂ etlp6, 1-bpe ⊂ etlp6) (Figure 2a-c) In these structures, the cyclin of etlp6 is highly inclined, and the cavity is occupied by its own ethyl substituent 1-Bromoalkane (1-bromopropane, 1-Bromobutane and 1-bromopentane) molecules exist outside the cavity respectively, and are sandwiched between two adjacent etlp6 cyclization units through multiple supramolecular interactions (C-H / P) in a sandwich like host guest bonding mode (Fig 2a-c) It is different from the single crystal structure of 1-Bromoalkane and etlp6 Etlp6 molecules in 2-bromopropane ⊂ etlp6 (2-bpr ⊂ etlp6) show a deformed hexagonal column structure At the same time, the substituents do not occupy their own cavity 2-bromopropane molecules exist in the cavity of some etlp6 molecules through weak C-H / P and C-H / O interaction (the occupancy rate is about 73%) (Fig 2D) According to the stacking model, etlp6 molecules, an asymmetric hexagonal structure, form an infinite honeycomb like one-dimensional molecular channel along the b-axis, in which 2-bromoalkane exists through host guest interaction Fig 2 Single crystal structure of the host guest interaction of etlp6 with 1-bromopropane (1-bpr), 1-Bromobutane (1-bbu), 1-bromopentane (1-bpe) and 2-bromopropane (2-bpr) (source: angelw Chem Int ed.) based on the above analysis of the host guest single crystal structure and relative stability of 1-and 2-bromoalkanes, the author believes that Etlp6 NACK has the ability to selectively adsorb 1-Bromoalkane molecules from 1 - / 2-bromoalkane mixture steam Then, the author carried out the time vapor adsorption experiment of etlp6 on three groups of positional isomers of bromoalkanes (1 - / 2-bromopropane, 1 - / 2-Bromobutane, 1 - / 2-Bromopentane) (the volume of 1-bromoalkanes and 2-bromoalkanes are the same) As expected, 1-bromoalkanes in the mixed system were gradually adsorbed by etlp6 after the adsorption experiment However, the adsorption capacity of 2-bromoalkanes is small and almost constant from the beginning to the end of the whole timing experiment (Fig 3) Fig 3 Characterization of solid vapor adsorption of etlp6 for 1-Bromoalkane / 2-bromoalkane mixtures (source: angelw Chem Int ed.) Finally, the existence of this linear bromoalkane adsorption selectivity was quantitatively demonstrated by gas chromatography The adsorption selectivity of 1-bromopropane, 1-Bromobutane and 1-bromopentane were 89.6%, 93.8% and 96.3%, respectively (Figure 4) At the same time, the author found that with the increase of the carbon number of 1-bromoalkanes, the adsorption selectivity increased gradually, which indicated that in this unique sandwich type solid-phase host guest bonding mode, the longer linear carbon chain would endow 1-bromoalkanes with stronger ch / P interaction with etlp6, as well as higher adsorption and separation selectivity Figure 4 Schematic diagram and related characterization of etlp6 used to separate 1-Bromoalkane / 2-bromoalkane mixture system (source: angelw Chem Int ed.): In conclusion, the first non porous adaptive crystal material based on inclined tower aromatics was constructed by the author and used for adsorption and separation of 1 - / 2-bromoalkane position isomers The vapor adsorption experiments show that etlp6 can selectively adsorb 1-Bromoalkane molecules from 1 - / 2-bromoalkane mixture vapor, and the adsorption mechanism comes from the different crystal phase host guest bonding mode and relative stability difference between 1-Bromoalkane and 2-bromoalkane and etlp6 This work not only has an important guiding significance for the application and development of solid-phase host guest chemistry of new macrocyclic aromatics, but also is expected to provide a new breakthrough for the development of new macrocyclic aromatics molecular crystal materials in the fields of synthetic chemistry, energy materials, separation science, biomimetic materials and so on The research results were recently published in the German Journal of Applied Chemistry under Wiley VCH The first author of the paper is Wu Jiarui, a 2016 level postgraduate of the school of chemistry of Jilin University, and the corresponding author is Professor Yang Yingwei In addition, Li Bao, the National Key Laboratory of supramolecular structure and materials, Jilin University, has greatly assisted in the analysis of single crystal test The research work was completed with the support of the general program of National Natural Science Foundation of China (21871108) and the new materials project jointly built by Jilin Provincial University (sxgjsf2017-3) Nowadays, people and scientific research have been paid more and more attention in the economic life China has ushered in the "node of science and technology explosion" Behind the progress of science and technology is the work of countless scientists In the field of chemistry, in the context of the pursuit of innovation driven, international cooperation has been strengthened, the influence of Returned Scholars in the field of R & D has become increasingly prominent, and many excellent research groups have emerged in China For this reason, CBG information adopts the 1 + X reporting mechanism CBG information website, chembeangoapp, chembeango official micro blog, CBG information wechat subscription number and other platforms jointly launch the column of "people and scientific research", approach the representative research groups in China, pay attention to their research, listen to their stories, record their demeanor, and explore their scientific research spirit.
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