Molecular control over vitrimer-like mechanics – tuneable dynamic motifs based on the Hammett equation in polyimine materials

Schoustra, Sybren K.; Dijksman, Joshua A.; Zuilhof, Han; Smulders, Maarten M. J.

doi:10.1039/d0sc05458e

Cited by 59 publications

(95 citation statements)

References 96 publications

(169 reference statements)

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“…Currently, several dynamic chemistries have been developed and the term vitrimers is often employed. [28][29][30] A challenge remains to increase the…”

Section: Reaction Chemistry and Engineering Reviewmentioning

confidence: 99%

Multi-scale reactive extrusion modelling approaches to design polymer synthesis, modification and mechanical recycling

et al. 2022

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“…Currently, several dynamic chemistries have been developed and the term vitrimers is often employed. [28][29][30] A challenge remains to increase the…”

Section: Reaction Chemistry and Engineering Reviewmentioning

confidence: 99%

Multi-scale reactive extrusion modelling approaches to design polymer synthesis, modification and mechanical recycling

et al. 2022

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“…The normalized shear storage modulus [G(t)/G(0)] was plotted as a function of the relaxation time (t), and the representative stress-relaxation profiles for the rest of the PCU films are shown in Figure S3 and Table S2. According to the Maxwell relationship [G(t)/G0 = exp(−t/τ*)], the characteristic relaxation time (τ*) can be regarded as the time when the normalized modulus becomes a value of 1/e (≈0.37) [57][58][59]. When examining τ* at each temperature (T), these may exhibit Arrhenius behavior, a characteristic of typical associative CANs or vitrimers.…”

Section: Synthesis Of Co2-immobilized Platform Fcdsmentioning

confidence: 99%

Self-Healable and Recyclable Biomass-Derived Polyurethane Networks through Carbon Dioxide Immobilization

et al. 2021

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Due to growing environmental issues, research on carbon dioxide (CO2) use is widely conducted and efforts are being made to produce useful materials from biomass-derived resources. However, polymer materials developed by a combined strategy (i.e., both CO2-immobilized and biomass-derived) are rare. In this study, we synthesized biomass-derived poly(carbonate-co-urethane) (PCU) networks using CO2-immobilized furan carbonate diols (FCDs) via an ecofriendly method. The synthesis of FCDs was performed by directly introducing CO2 into a biomass-derived 2,5-bis(hydroxymethyl)furan. Using mechanochemical synthesis (ball-milling), the PCU networks were effortlessly prepared from FCDs, erythritol, and diisocyanate, which were then hot-pressed into films. The thermal and thermomechanical properties of the PCU networks were thoroughly characterized by thermogravimetric analysis, differential scanning calorimetry, dynamic (thermal) mechanical analysis, and using a rheometer. The self-healing and recyclable properties of the PCU films were successfully demonstrated using dynamic covalent bonds. Interestingly, transcarbamoylation (urethane exchange) occurred preferentially as opposed to transcarbonation (carbonate exchange). We believe our approach presents an efficient means for producing sustainable polyurethane copolymers using biomass-derived and CO2-immobilized diols.

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“…In principle, therefore, it should be possible to perform the reverse architectural transformation, from an infinite network to soluble hyperbranched polymers, simply by diluting the vitrimer. Recently, Nicolaÿ, 56 Avérous, 29 and Smulders 57 have shown that boronic ester-and imine-based vitrimers can be readily dissolved under mild conditions. While these chemistries are susceptible to hydrolysis from adventitious water, Avérous and Smulders obtained 1 H NMR spectra of the dissolved vitrimers showing that imines were retained.…”

Section: Scheme 3 Condensation To Form Linear Vinylogous Urethane Diblock Copolymersmentioning

confidence: 99%

Mechanical and structural consequences of associative dynamic cross-linking in acrylic diblock copolymers

Ishibashi¹,

Pierce²,

Chang³

et al. 2021

Preprint

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The composition of low-Tg n-butylacrylate-block-(acetoxyaceto)ethyl acrylate block polymers is investigated as a strategy to tune the properties of dynamically cross-linked vinylogous urethane vitrimers. As the proportion of the cross-linkable block is increased, the thermorheological properties, structure, and stress relaxation evolve in ways that cannot be explained by increasing cross-link density alone. Evidence is presented that network connectivity defects such as loops and dangling ends are increased by microphase separation. The thermomechanical and viscoelastic properties of block copolymer-derived vitrimers arise from the subtle interplay of microphase separation and network defects.<div> </div>

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Molecular control over vitrimer-like mechanics – tuneable dynamic motifs based on the Hammett equation in polyimine materials

Abstract: Controlling macroscopic material properties of dynamic covalent polyimines via the electronic effect of dianiline monomers based on the Hammett equation.

Cited by 59 publications

References 96 publications

Multi-scale reactive extrusion modelling approaches to design polymer synthesis, modification and mechanical recycling

Multi-scale reactive extrusion modelling approaches to design polymer synthesis, modification and mechanical recycling

Self-Healable and Recyclable Biomass-Derived Polyurethane Networks through Carbon Dioxide Immobilization

Mechanical and structural consequences of associative dynamic cross-linking in acrylic diblock copolymers

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