End-functionalization of a vinylidene fluoride oligomer in coordination nanochannels

Yanai, Nobuhiro; Uemura, Takashi; Uchida, Noriyuki; Bracco, Silvia; Comotti, Angiolina; Sozzani, Piero; Kodani, Tetsuhiro; Koh, Meiten; Kubo, Takashi; Kitagawa, Susumu

doi:10.1039/c1jm10632e

Cited by 9 publications

(7 citation statements)

References 29 publications

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“…Metal-Organic Frameworks (MOFs) are probably the best example of such materials, with a wave of publications sweeping through all scientific areas related to porous solids. [32][33][34][35][36][37] These are, however, not purely organic but rather hybrid in nature; they are made of organic bridges linking metal coordination centres. This imposes important reservations regarding their environmental and health compatibility, severely limiting potential applications.…”

Section: Introduction 11 Microporous Solidsmentioning

confidence: 99%

Peptide-based solids: porosity and zeolitic behavior

2012

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Among the greatest challenges in the field of microporous solids is the development of ''smart'' materials, displaying environment-triggered property tuning. These could be used both in traditional and new applications of microporous materials. In this context, supramolecular peptide-based solids have recently emerged as interesting alternatives to standard microporous solids, such as zeolites and carbon molecular sieves. They possess framework and conformational flexibility, are kinetically stable and reasonably thermally resistant. Important properties such as pore size and inner wall chemistry can be controlled through appropriate chemical modification of the peptide molecules. Peptide-based porous solids have permanent microporosity, often with molecularly sized cavities created by removal of co-crystallised solvent. Some have already been successfully tested as adsorbents and permselective materials, confirming their potential. This review covers the identification, synthesis, characterization techniques and properties of peptide-based microporous solids, discussing their most unique functionalities.

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Section: Introduction 11 Microporous Solidsmentioning

confidence: 99%

Peptide-based solids: porosity and zeolitic behavior

2012

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“…Yanai et al [280] reported the use of carboxylate sites on the pore surface of the porous coordination polymers (PCPs) for the functionalization of oligo(VDF)-I, I-OVDF with terminal alkenes. The rational modification of the PCP pore walls with reactive basic sites allowed for the highly accelerated and efficient elimination reaction of the guest OVDF.…”

Section: Biomedical Applicationsmentioning

confidence: 99%

Macromolecular engineering approach for the preparation of new architectures from fluorinated olefins and their applications

Mohammad

Shingdilwar

Banerjee

et al. 2020

Progress in Polymer Science

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An overview on fluorinated olefins-based architectures prepared by reversible deactivation radical polymerization (RDRP) techniques and applications is presented. Controlled synthesis of well-defined fluoropolymers is discussed as a route to prepare tailored macromolecules of various architectures, such as homopolymers, block copolymers (BCPs), graft copolymers, and star/miktoarms[1]. Primary examples of different strategies of synthesis include (a) Iodine Transfer Polymerization (ITP), (b) Reversible Addition-Fragmentation Chain Transfer /Macromolecular Design via the Interchange of Xanthates (RAFT/MADIX) polymerization, (c) Atom Transfer Radical Polymerization (ATRP), (d) Nitroxide Mediated Polymerization (NMP), (e) Organometallic-Mediated Radical Polymerization (OMRP) and (f) Others systems (based on borinates, Tellurium, and other complexes). Synthesis of BCPs and graft copolymers using these polymerization techniques of vinylidene Fluoride (VDF), chlorotrifluoroethylene (CTFE) and other fluorinated monomers was also discussed, as well as using Copper(I)-catalyzed azide-alkyne cycloaddition (click chemistry). Phase behavior and self-assembly of the fluorinated block copolymers were also discussed. Special attention was devoted to the applications of fluoropolymer architectures in producing thermoplastic elastomers, medical tactile sensors, fuel cells membranes, functional coatings, electroactive polymers (e.g. piezoelectric/ferroelectric/dielectric devices and actuators), high energy storage capacitors, surfactants and composites.

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“…3 However, unsuccessful coupling in the absence of zeolites due to the formation of elimination sub-products was achieved. Reactions were performed using one equivalent of different inorganic and organic bases (i.e Potassium carbonate, sodium hydrogen carbonate, pyridine, trimethylamine and sodium acetate) and in some occasions a defect of them respect to the oligomers.…”

Section: Unsuccessful Synthetic Coupling Strategiesmentioning

confidence: 99%

“…3 In fact, most of the organic ferroelectric research is focused on polyvinylidene fluoride (PVDF). 4 PVDF displays a large remnant polarization, a short switching time, and an excellent thermal stability which makes it suitable for the fabrication of piezoelectric films.…”

Section: ■ Introductionmentioning

confidence: 99%

A Versatile Method for the Preparation of Ferroelectric Supramolecular Materials via Radical End-Functionalization of Vinylidene Fluoride Oligomers

et al. 2016

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ABSTRACT:A synthetic method for the end-functionalization of vinylidene fluoride oligomers (OVDF) via a radical reaction between terminal olefins and OVDF-I is described. The method shows a wide substrate scope and excellent conversions, and permits the preparation of different disc-shaped cores such as benzene-1,3,5-tricarboxamides (BTAs), perylenes bisimide (PBI) and phthalocyanines (Pc) bearing three to eight ferroelectric oligomers at their periphery. The formation, purity, OVDF conformation, and morphology of the final adducts has been assessed by a combination of techniques, such as NMR, size exclusion chromatography, (SEC), differential scanning calorimetry (DSC), polarized optical microscopy (POM) and atomic force microscopy (AFM). Finally, PBI-OVDF and Pc-OVDF materials show ferroelectric hysteresis behavior together with high remnant polarizations, with values of as high as Pr ~ 37 mC/m 2 for Pc-OVDF. This work demonstrates the potential of preparing a new set of ferroelectric materials by simply attaching OVDF oligomers to different small molecules. The use of carefully chosen small molecules paves the way to new functional materials in which ferroelectricity and electrical conductivity or light-harvesting properties coexist in a single compound. ■ INTRODUCTIONFerroelectric and piezoelectric materials play a vital role in modern technologies ranging from capacitors, hydrophones and actuators to frequency-controlled devices. 1 To further advance these technologies, access to cheaper and readily processable materials that show large ferroelectric and piezoelectric responses is highly desired. Organic materials are currently explored as they are potentially cheap, easily processable, biocompatible, and can be endowed with diverse and tunable functions. In addition, their mechanical flexibility is crucial for piezoelectric applications.Since the discovery of the first organic ferroelectric material in 1920 2 the observation of ferroelectric properties in organic materials has not been profuse. 3 In fact, most of the organic ferroelectric research is focused on polyvinylidene fluoride (PVDF). 4 PVDF displays a large remnant polarization, a short switching time, and an excellent thermal stability which makes it suitable for the fabrication of piezoelectric films. 5 The ferro-and piezoelectric properties of PVDF originate from the antiparallel intrachain arrangement of the alternated CH2 and CF2 segments in the zigzag all-anti conformation, the so-called β-form. 6 However, untreated PVDF thin films processed from the melt or from solution are not ferroelectric. 6b They possess a mixture of α, β, and γ conformations 4 and additional steps, such as mechanical stretching, 5b thermal annealing 7 and electrical poling 8 have to be performed in order to achieved the β-phase necessary to display ferro-and piezoelectric properties.More recently, vinylidene fluoride oligomers (OVDF) and poly(vinylidene fluoride-trifluoroethylene P(VDF-coTrFE), a copolymer based on PVDF, have been evaluated to enhance the format...

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End-functionalization of a vinylidene fluoride oligomer in coordination nanochannels

Cited by 9 publications

References 29 publications

Peptide-based solids: porosity and zeolitic behavior

Peptide-based solids: porosity and zeolitic behavior

Macromolecular engineering approach for the preparation of new architectures from fluorinated olefins and their applications

A Versatile Method for the Preparation of Ferroelectric Supramolecular Materials via Radical End-Functionalization of Vinylidene Fluoride Oligomers

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