Self-assembly of alternating copolymers and the role of hydrophobic interactions: characterisation by molecular modelling

Chan, Anita S.W.; Groves, Michael N.; Malardier-Jugroot, Cécile

doi:10.1080/08927020903483296

Cited by 14 publications

(10 citation statements)

References 32 publications

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“…Maleic anhydride copolymers (MAC) with donor monomers are highly attractive due to low cost, structural variability and high reactivity of succinic anhydride subunits (Scheme 1b). To date, MAC with ethylene [2,3], isobutylene [4][5][6] and styrenes [7,8] are synthesized and structurally characterized, alternating microstructure of these copolymers was confirmed by spectral methods [3,9,10]. MA copolymers with linear α-olefins are usually attributed to alternating copolymers [1,[11][12][13][14][15][16] (Scheme 1), however these macromolecules are regarded as statistic in Recently we performed copolymerization of MA with methylenealkanes RC(=CH 2 )CH 2 CH 2 R that are close structural analogs of isobutylene [46].…”

Section: Introductionmentioning

confidence: 99%

DFT Modeling of the Alternating Radical Copolymerization and Alder-Ene Reaction between Maleic Anhydride and Olefins

2020

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The free radical copolymerization of electron-acceptor and electron-donor vinyl monomers represents a particular case of sequence-controlled polymerization. The reactions of maleic anhydride (MA) or related compounds (acceptor comonomers) with α-olefins (donor comonomers) result in the formation of the alternating copolymers that have clear prospects for petrochemical and biomedical applications. However, in contrast to the well-established polymerization of acrylate monomers, these processes have not been studied theoretically using the density functional theory (DFT) calculations. In our research, we performed a comprehensive theoretical analysis of the free radical copolymerization of MA and closely related maleimide with different structural types of olefins at mpw1pw91/6-311g(d) level of the DFT. The results of our calculations clearly indicated the preference of the alternating reaction mode for the copolymerization of MA with α-olefins, isobutylene and prospective unsaturated monomers, as well as methylenealkanes. The DFT modeling of the thermally induced Alder-ene reaction between MA and olefins allowed to exclude this reaction from the scope of possible side processes at moderately high temperatures. Comparative analysis of MA and N-methylmaleimide (MMI) reactivity shown that the use of MMI instead of MA makes no sense in terms of the reaction rate and selectivity.

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Section: Introductionmentioning

confidence: 99%

DFT Modeling of the Alternating Radical Copolymerization and Alder-Ene Reaction between Maleic Anhydride and Olefins

2020

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“…reported that the poly(dibutyl maleate‐ alt ‐vinyl gluconamide) could form vesicles in water,, whereas Malardier–Jugroot and van de Ven et al. investigated the self‐assembly behaviors of the poly (styrene‐ alt ‐dimethyl‐ N , N ‐propylamide) and its derivatives from both the experimental and theoretical aspects ,,. In the year 2015, our groups used click chemistry between epoxy and thiol groups to prepare novel amphiphilic ACPs in a facile and convenient way .…”

Section: Introductionmentioning

confidence: 99%

Self‐assembly of Amphiphilic Alternating Copolymers

et al. 2019

Chemistry A European J

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Polymer self‐assembly has been a hot research topic for several decades. Different types of polymers with various architectures, like block copolymers, brush polymers, hyperbranched polymers and dendrimers, etc., are currently being investigated. Alternating copolymers (ACPs) are regular copolymers with an alternating monomeric unit structure in the polymer backbones. However, despite the great progress in the synthesis of ACPs, their self‐assembly is still in an infant stage. Very recently, our group reported a new type of amphiphilic ACPs through click copolymerization and obtained spheres, vesicles, nanotubes, and even hierarchical sea urchin‐like aggregates through the self‐assembly process. In addition, we have found some intriguing features in the self‐assembly of amphiphilic ACPs when compared with other copolymers, including their facile syntheses, readily functionalization, novel self‐assembly structures, new folding‐chain mechanisms, and uniform but ultrathin feature length. In this Concept article, we present the self‐assembly of amphiphilic ACPs together with their unique features by reviewing our latest results and related studies. Moreover, the future perspective on the self‐assembly of amphiphilic ACPs is also proposed. Our aim is to capture the attention and interest of chemists in this new area of polymerization.

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“…16,17 In order to obtain a controlled morphology, the synthesis of ppy is performed within polymeric templates. The amphiphilic nanotemplates are formed from the self-assembly of poly(isobutylene-alt-maleic anhydride) (IMA) 16 or poly(styrene-alt-maleic anhydride (SMA), 17,18 in water at neutral pH. When immersed in the template, pyrrole molecules spontaneously polymerize in the hydrophobic cavity, with no external inductions.…”

Section: Introductionmentioning

confidence: 99%

Confinement Effect in the Synthesis of Polypyrrole within Polymeric Templates in Aqueous Environments

Malardier-Jugroot

2013

Macromolecules

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The most efficient catalysts have been developed and optimized by living systems. Indeed, in vivo enzyme-catalyzed reactions are several orders of magnitude more efficient than platinum-based catalyzed reactions. However, the rate of reaction and equilibrium interactions are considerably reduced when the biological systems are studied in vitro. This phenomenon is largely attributed to the effect of confinement or macromolecular crowding present in the cell. This paper focuses on the effect of the confinement in nanotemplates by decoupling the different factors that could influence the polymerization reaction of pyrrole within the templates. Indeed, the effect of the chemistry of the template, the size of the confinement, and in a previous study the contact with water are investigated separately. It is shown that the effect of confinement is paramount in the environmentally-friendly polymerization of pyrrole within nanotemplates.

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Self-assembly of alternating copolymers and the role of hydrophobic interactions: characterisation by molecular modelling

Cited by 14 publications

References 32 publications

DFT Modeling of the Alternating Radical Copolymerization and Alder-Ene Reaction between Maleic Anhydride and Olefins

DFT Modeling of the Alternating Radical Copolymerization and Alder-Ene Reaction between Maleic Anhydride and Olefins

Self‐assembly of Amphiphilic Alternating Copolymers

Confinement Effect in the Synthesis of Polypyrrole within Polymeric Templates in Aqueous Environments

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