Dual‐Responsive Self‐Healable Carboxylated Acrylonitrile Butadiene Rubber Based on Dynamic Diels–Alder “Click Chemistry” and Disulfide Metathesis Reaction

Sarkar, Shrabana; Banerjee, Shib Shankar; Singha, Nikhil K.

doi:10.1002/mame.202000626

Cited by 40 publications

(21 citation statements)

References 59 publications

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“…The sample was photographed with an Axio Scope Al A polarized light microscope (POM) at the fracture before and after healing. The formula for calculating the self‐healing efficiency of rubber is expressed as [ 41 ] :

η goodbreak= \frac{σ ((), healed)}{σ ((), initial)} goodbreak\times 100 %

where 𝜎(initial) and 𝜎(healed) are the tensile strength before and after healing, respectively.…”

Section: Methodsmentioning

confidence: 99%

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Preparation and properties of diolefin rubber based on dynamically reversible bonding crosslinking

Liu

Wang

Tian

et al. 2022

Polymer Engineering & Sci

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Endowing polymers with self-healing properties holds great promise for extending the life of materials and reducing environmental pressure. However, it is still a challenge to have both mechanically enhanced and selfhealing properties. Dynamic reversible bonds can be broken and regenerated in response to external stimuli, thereby repairing localized cracks in the rubber matrix during use. Click reaction is an efficient and facile way to prepare self-healing rubbers with dynamic reversible bonds. Herein, we have obtained a self-healing styrene-butadiene rubber (SBR) (SLA) by introducing dynamic disulfide and hydrogen bonds in an "imitative" click reaction via using SBR as a model compound and lipoic acid (LA) as the cross-linking agent. The mechanical properties and self-healing capacity of SLA can be altered by adjusting the LA content. Furthermore, SLA-Zn was further prepared by introducing Zn 2+ to form metal-oxygen coordination bonds with carboxyl groups. The effect of Zn 2+ on the mechanical and self-healing properties has been systematically investigated. Compared with SLA, SLA-Zn has better mechanical properties and self-repairing ability, with a tensile strength up to 3.85 MPa and a repair efficiency of about 76%. This facile preparation method paves the way for the development of low-cost self-healing diolefin rubbers.

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η goodbreak= \frac{σ ((), healed)}{σ ((), initial)} goodbreak\times 100 %

where 𝜎(initial) and 𝜎(healed) are the tensile strength before and after healing, respectively.…”

Section: Methodsmentioning

confidence: 99%

“…The sample was photographed with an Axio Scope Al A polarized light microscope (POM) at the fracture before and after healing. The formula for calculating the self-healing efficiency of rubber is expressed as [41] :…”

Section: Characterizationmentioning

confidence: 99%

Preparation and properties of diolefin rubber based on dynamically reversible bonding crosslinking

Liu

Wang

Tian

et al. 2022

Polymer Engineering & Sci

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“…A similar approach was recently employed by Sarkar et al to introduce furan ring in the carboxylated acrylonitrile butadiene rubber backbone. [188] On the other hand, Moustafa and Gillies reported the stereochemistry control of the double bonds in the polymeric chain after the polymerization process. They employed oxidation followed by isomerization to tune the geometry of the double bonds of butyl rubber to obtain dienes with appropriated [187] Copyright 2019, American Chemical Society.…”

Section: Rubber Modifications Via Pericyclic Reactionsmentioning

confidence: 99%

Enzymatic and Chemical Approaches for Post‐Polymerization Modifications of Diene Rubbers: Current state and Perspectives

Soares

Steinbüchel

2021

Macromolecular Bioscience

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Diene rubbers are polymeric materials which present elastic properties and have double bonds in the macromolecular backbone after the polymerization process. Post-polymerization modifications of rubbers can be conducted by enzymatic or chemical methods. Enzymes are environmentally friendly catalysts and with the increasing demand for rubber waste management, biodegradation and biomodifications have become hot topics of research. Some rubbers are renewable materials and are a source of organic molecules, and biodegradation can be conducted to obtain either oligomers or monomers. On the other hand, chemical modifications of rubbers by click-chemistry are important strategies for the creation and combination of new materials. In a way to expand the scope of uses to other non-traditional applications, several and effective modifications can be conducted with diene rubbers. Two groups of efficient tools, enzymatic, and chemical modifications in diene rubbers, are summarized in this review. By analyzing stereochemical and reactivity aspects, the authors also point to some applications perspectives for biodegradation products and to rational modifications of diene rubbers by combining both methodologies.

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“…In recent years, the reversibly cross-linked rubber based on dynamic reversible covalent bonds has gradually attracted wide attention, − which are expected to become a new generation of recyclable rubber. − Dynamic reversible covalent bonds are a kind of covalent bonds that can be broken or occur exchange reaction under external stimuli (heat, light, acid, alkali, etc. ), and when the stimulus is eliminated, these bonds have similarly high stability as ordinary covalent bonds. − If they are introduced into the cross-linked network of rubbers, the network can be reorganized, so as to realize the recyclability of the cross-linked rubber and give it self-healing properties.…”

Section: Introductionmentioning

confidence: 99%

Controllable Preparation of the Reversibly Cross-Linked Rubber Based on Imine Bonds Starting from Telechelic Liquid Rubber

Zhu

Jie

et al. 2022

Ind. Eng. Chem. Res.

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The reversibly cross-linked rubber based on reversible covalent bonds is a promising route to realize the recycling of rubber. As a new telechelic liquid rubber, the primary amine-terminated cispolybutadiene (AmTPB) was first chain-extended by terephthalaldehyde and then cross-linked by tris(2-aminoethyl)amine to prepare the reversibly cross-linked rubber (AmTPB-TA-TAA) based on imine bonds in one pot. It has been confirmed that the mechanical and thermal properties could be controlled by changing the molecular weight of AmTPB and the degree of chain extension. AmTPB-TA-TAA had the characteristics of recyclability and self-healing at high temperature due to the exchange reaction of imine bonds.

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Dual‐Responsive Self‐Healable Carboxylated Acrylonitrile Butadiene Rubber Based on Dynamic Diels–Alder “Click Chemistry” and Disulfide Metathesis Reaction

Cited by 40 publications

References 59 publications

Preparation and properties of diolefin rubber based on dynamically reversible bonding crosslinking

Preparation and properties of diolefin rubber based on dynamically reversible bonding crosslinking

Enzymatic and Chemical Approaches for Post‐Polymerization Modifications of Diene Rubbers: Current state and Perspectives

Controllable Preparation of the Reversibly Cross-Linked Rubber Based on Imine Bonds Starting from Telechelic Liquid Rubber

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