Click chemistry tailored benzimidazole functionalized triazole block-co-polymer for emergence of exotic chimaeric nano-crystalsomes

[Display omitted] •Click chemistry approach has been utilized to achieve molecular level crystallinity.•Self-assembly of polymers with morphological transitions giving rise to exotic nanostructures.•Chimaeric crystalsomes (DPCM) is generated as a result of translational symmetry breaking in the crys...

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Veröffentlicht in:European polymer journal 2022-09, Vol.178, p.111503, Article 111503
Hauptverfasser: Singh, Aarti, Agarwal, Aakanksha, Chakraborty, Arnab, Bhardwaj, Rohit, Sutradhar, Soumyaditya, Kumar Mittal, Amit, Kumar Rajput, Satyendra, Gupta, Mukul, Ray, Devalina, Mukherjee, Monalisa
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container_title European polymer journal
container_volume 178
creator Singh, Aarti
Agarwal, Aakanksha
Chakraborty, Arnab
Bhardwaj, Rohit
Sutradhar, Soumyaditya
Kumar Mittal, Amit
Kumar Rajput, Satyendra
Gupta, Mukul
Ray, Devalina
Mukherjee, Monalisa
description [Display omitted] •Click chemistry approach has been utilized to achieve molecular level crystallinity.•Self-assembly of polymers with morphological transitions giving rise to exotic nanostructures.•Chimaeric crystalsomes (DPCM) is generated as a result of translational symmetry breaking in the crystallization process, lamellar folding and side chain orientation.•Owing to the remarkable anti-inflammatory, antibacterial, and analgesic activity, these chimaeric crystalsomes (DPCM) can efficiently accelerate wound healing. The fabrication of crystalline polymers is synthetically challenging and intellectually stimulating. Amphiphilic block copolymers self-assemble in water to form various vesicle-like architectures depicting curved interfaces, which are shape-translational symmetry incommensurate crystals and ubiquitous. Interestingly, the mechanical properties of the polymeric system improve by forming a crystalline structure. Herein, we for the first time, report the synthesis of a new click monomer (CM), (1-(2-(1H-benzo[d]imidazol-1-yl) ethyl)-1H-1,2,3-triazole-4-yl) methyl methacrylate via azide-alkyne cycloaddition ‘Click reaction’. Furthermore, this monomer was co-polymerized with dimethyl aminopropyl methacrylamide (DMAPMA) via free radical aqueous co-polymerization to generate chimaeric crystalsomes (DPCM) through self-organization of polymeric subunits that structurally resemble classical polymersomes. In an aqueous system, amphiphilic block co-polymers organize within the enclosed membrane to form single crystalline chimaeric substructures. Transmission electron microscopy (TEM) and atomic force microscopy (AFM) have been employed to characterize and understand the nanocrystalline nature of DPCM. The single crystalline nature of these DPCM has been witnessed via X-ray diffraction (XRD) study, consistent with the selected area electron diffraction (SAED) pattern. In addition, the technologically advanced DPCM with nanometer dimensions possesses inherent bioactive properties from click monomeric units, exhibiting remarkable efficacy in conjunction with accelerated wound healing competence in rat model studies.
doi_str_mv 10.1016/j.eurpolymj.2022.111503
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The fabrication of crystalline polymers is synthetically challenging and intellectually stimulating. Amphiphilic block copolymers self-assemble in water to form various vesicle-like architectures depicting curved interfaces, which are shape-translational symmetry incommensurate crystals and ubiquitous. Interestingly, the mechanical properties of the polymeric system improve by forming a crystalline structure. Herein, we for the first time, report the synthesis of a new click monomer (CM), (1-(2-(1H-benzo[d]imidazol-1-yl) ethyl)-1H-1,2,3-triazole-4-yl) methyl methacrylate via azide-alkyne cycloaddition ‘Click reaction’. Furthermore, this monomer was co-polymerized with dimethyl aminopropyl methacrylamide (DMAPMA) via free radical aqueous co-polymerization to generate chimaeric crystalsomes (DPCM) through self-organization of polymeric subunits that structurally resemble classical polymersomes. In an aqueous system, amphiphilic block co-polymers organize within the enclosed membrane to form single crystalline chimaeric substructures. Transmission electron microscopy (TEM) and atomic force microscopy (AFM) have been employed to characterize and understand the nanocrystalline nature of DPCM. The single crystalline nature of these DPCM has been witnessed via X-ray diffraction (XRD) study, consistent with the selected area electron diffraction (SAED) pattern. 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The fabrication of crystalline polymers is synthetically challenging and intellectually stimulating. Amphiphilic block copolymers self-assemble in water to form various vesicle-like architectures depicting curved interfaces, which are shape-translational symmetry incommensurate crystals and ubiquitous. Interestingly, the mechanical properties of the polymeric system improve by forming a crystalline structure. Herein, we for the first time, report the synthesis of a new click monomer (CM), (1-(2-(1H-benzo[d]imidazol-1-yl) ethyl)-1H-1,2,3-triazole-4-yl) methyl methacrylate via azide-alkyne cycloaddition ‘Click reaction’. Furthermore, this monomer was co-polymerized with dimethyl aminopropyl methacrylamide (DMAPMA) via free radical aqueous co-polymerization to generate chimaeric crystalsomes (DPCM) through self-organization of polymeric subunits that structurally resemble classical polymersomes. In an aqueous system, amphiphilic block co-polymers organize within the enclosed membrane to form single crystalline chimaeric substructures. Transmission electron microscopy (TEM) and atomic force microscopy (AFM) have been employed to characterize and understand the nanocrystalline nature of DPCM. The single crystalline nature of these DPCM has been witnessed via X-ray diffraction (XRD) study, consistent with the selected area electron diffraction (SAED) pattern. In addition, the technologically advanced DPCM with nanometer dimensions possesses inherent bioactive properties from click monomeric units, exhibiting remarkable efficacy in conjunction with accelerated wound healing competence in rat model studies.</abstract><cop>Oxford</cop><pub>Elsevier Ltd</pub><doi>10.1016/j.eurpolymj.2022.111503</doi><orcidid>https://orcid.org/0000-0002-2819-2302</orcidid><orcidid>https://orcid.org/0000-0002-7493-0409</orcidid><orcidid>https://orcid.org/0000-0003-2898-6513</orcidid></addata></record>
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source Elsevier ScienceDirect Journals
subjects Alkynes
Block copolymers
Chemical reactions
Chemical synthesis
Click chemistry
Copolymerization
Copolymers
Crystal structure
Crystalsomes
Cycloaddition
Diffraction patterns
Electron diffraction
Free radical polymerization
Free radicals
Mechanical properties
Methacrylamide
Microscopy
Monomers
Polymer
Polymerization
Polymers
Polymethyl methacrylate
Self-assembly
Substructures (crystalline)
Triazoles
Wound healing
title Click chemistry tailored benzimidazole functionalized triazole block-co-polymer for emergence of exotic chimaeric nano-crystalsomes
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