Effect of spatial configuration on adhesion of 1,2-disubstituted cyclohexane derivatives |
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| Institution: | 1. College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, China;2. State Key Laboratory of Mechanics and Control of Mechanical Structures, Nanjing University of Aeronautics and Astronautics, Nanjing 210016, China;1. College of Chemistry and Pharmaceutical Sciences, Qingdao Agricultural University, Qingdao 266109, China;2. Hubei Key Laboratory of Low Dimensional Optoelectronic Materials and Devices, Hubei University of Arts and Science, Xiangyang 441053, China;3. Institute of Chemistry, Free University of Berlin, Arnimallee 22, Berlin D-14195, Germany;4. Hubei Longzhong Laboratory, Xiangyang 441000, China;5. Institute of Environment and Energy Catalysis, School of Materials Science and Chemical Engineering, Xi''an Technological University, Xi''an 710021, China;6. School of Materials Science and Engineering, China University of Petroleum (East China), Qingdao 266580, China;1. School of Petrochemical Engineering, Changzhou University, Changzhou 213164, China;2. Department of Chemistry, Maynooth University, National University of Ireland, Maynooth, Co. Kildare, Ireland;3. State Key Laboratory of Analytical Chemistry for Life Science, Jiangsu Key Laboratory of Advanced Organic Materials, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210023, China;1. National Key Laboratory of Green Pesticide, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Guiyang 550025, China;2. Division of Chemistry & Biological Chemistry, School of Physical & Mathematical Sciences, Nanyang Technological University, Singapore 637371, Singapore;1. Laboratory of Environmental Sciences and Technology, Xinjiang Technical Institute of Physics & Chemistry, and Key Laboratory of Functional Materials and Devices for Special Environments, Chinese Academy of Sciences, Urumqi 830000, China;2. Center of Materials Science and Optoelectronics Engineering, University of Chinese Academy of Sciences, Beijing 100049, China;3. Changchun Institute of Applied Chemistry, Chinese Academy of Science, Changchun 130022, China;1. Chongqing Key Laboratory of Natural Product Synthesis and Drug Research, Innovative Drug Research Center, School of Pharmaceutical Sciences, Chongqing University, Chongqing 401331, China;2. Shenzhen Innovation Center for Small Molecule Drug Discovery Co., Ltd., Shenzhen 518110, China;3. Chemical Biology Research Center, School of Pharmaceutical Sciences, Chongqing University, Chongqing 401331, China;4. Key Laboratory of Biorheological Science and Technology, Ministry of Education, College of Bioengineering, Chongqing University, Chongqing 400044, China;5. Beijing National Laboratory for Molecular Sciences, Beijing 100190, China |
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| Abstract: | Spatial configuration has a significant effect on chemical self-assembly. However, the importance of spatial configuration in supramolecular adhesive materials has been frequently ignored. In this study, the effects of the spatial configuration on cohesion and adhesion were investigated. Owing to the diversities of the chemical structures and assembly patterns, 1,2-disubstituted cyclohexane derivatives were used in this combined experimental and theoretical investigation. The self-sorting assembly of enantiopure isomers improved cohesion but had a negative effect on adhesion. In contrast, racemic mixtures displayed stronger adhesion effects. Moreover, it was proven that the cis-configuration was more favorable for supramolecular adhesion than the trans-counterpart. In addition, the influence of the spatial configuration of 1,2-disubstituted cyclohexane derivatives could be effectively mitigated by hydrogen bond donors or acceptors. The addition of natural acids yielded three-dimensional polymeric networks, in which the spatial configuration was not the decisive factor for supramolecular adhesion. |
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