Cross-linking and modification of saturated elastomers using functionalized azides

Zielinska, A.J.

doi:10.3990/1.9789036532082

Cited by 3 publications

(4 citation statements)

References 16 publications

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“…Prior studies indicate that thermallyinduced decomposition of sulfonyl azides generates highly reactive singlet nitrene species capable of insertion into both aliphatic and aromatic C─H bonds [29,30] (Figure 1A2), facilitating organic transformation, [31] polymer functionalization, [27] and crosslinking. [28] To ensure our designed bis-ASA is suitable at typical plastic melt-processing temperatures, the thermal decomposition of the synthesized bis-ASA crosslinker was monitored by differential scanning calorimetry (DSC), revealing a peak decomposition at 190 °C (Figure 1B). This is more than 50 °C higher than the peak decomposition temperature of the bisdiazirine crosslinkers reported previously, [19,25] representing a notable advance as most plastics are melt-processed at or above 180 °C industrially.…”

Section: Small Molecule Model Studiesmentioning

confidence: 99%

“…ASA motifs have been reported previously for polymer functionalization [27] and crosslinking. [28] Analogous to the diazirine/carbene system, the thermal decomposition of aromatic sulfonyl azides generates highly reactive singlet nitrene species capable of inserting into almost any C─H bond [29] in diverse polymers to induce dynamic crosslinking. Notably, the nitrene system exhibits a distinct advantage over the carbene analog, as ASA decomposes at a significantly higher temperature in creating nitrene species (peak decomposition at ≈190 °C for ASA, Figure 1B, compared to ≈138 °C for diazirine [19,25] ), rendering it suitable for the typical melt-processing of numerous commodity plastics.…”

Section: Introductionmentioning

confidence: 99%

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Efficient and Robust Dynamic Crosslinking for Compatibilizing Immiscible Mixed Plastics through In Situ Generated Singlet Nitrenes

Castro,

Westworth,

Shrestha

et al. 2024

Advanced Materials

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Creating a sustainable economy for plastics demands the exploration of new strategies for efficient management of mixed plastic waste. The inherent incompatibility of different plastics poses a major challenge in plastic mechanical recycling, resulting in phase‐separated materials with inferior mechanical properties. Here, we present a robust and efficient dynamic crosslinking chemistry that effectively compatibilizes mixed plastics. Composed of aromatic sulfonyl azides, the dynamic crosslinker shows high thermal stability and generates singlet nitrene species in situ during solvent‐free melt extrusion, effectively promoting C–H insertion across diverse plastics. This new method demonstrates successful compatibilization of binary polymer blends and model mixed plastics, enhancing mechanical performance and improving phase morphology. It holds promise for managing mixed plastic waste, supporting a more sustainable lifecycle for plastics.This article is protected by copyright. All rights reserved

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Section: Small Molecule Model Studiesmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Efficient and Robust Dynamic Crosslinking for Compatibilizing Immiscible Mixed Plastics through In Situ Generated Singlet Nitrenes

Castro,

Westworth,

Shrestha

et al. 2024

Advanced Materials

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“…Among the materials that have been used in PSA formulations, styrene-butadiene copolymers represent a good option [2,3]. In adhesive formulations, crosslinking reaction is the main step that controls the adhesive properties, and it can be carried out by means of addition of different agents; the most common crosslinking agent is sulphur [4], but organic peroxides and ester, ether and phenolic resins can also promote the crosslinking agent with appropriate conditions, for instance radiation, heat, change in pH, etc.…”

Section: Adhesive Formulationsmentioning

confidence: 99%

Evaluation of Addition of Reactive Resin for an Adhesive Formulation of Pressure-Sensitive Adhesive

Hernández-Martínez¹,

Cruz²,

LuisRivera-Armenta³

et al. 2016

Adhesives - Applications and Properties

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Nowadays, adhesive industry is growing, and its development will be important in a short future because it offers good returns, and in some cases it is a better option for packaging and sealing with advantages in prices, productivity and weight reduction. In terms of joining and/or sealing, adhesives are well positioned among joining systems; however, knowledge about adhesives is need for their efficient use and only through proper design of the union can be achieved satisfactory results. In this chapter, a development of a formulation of pressure-sensitive adhesive based on styrenebutadiene copolymers using a reactive resin is reported. Non-aromatic solvents were used in adhesive formulation with the aim of avoiding the emission of harmful solvents into the Atmosphere, and the adequate combination and amount of solvents were found. The effect of addition of a phenolic resin in the adhesive formulation as a crosslinking agent was evaluated. By means Fourier Transform Infrared spectroscopy (FTIR), the crosslinking reaction was also studied. The performance of adhesive formulation was evaluated by means of dynamic mechanical analysis (DMA).

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“…The sulfur was the first crosslinker to be discovered and together with activators and accelerators is still by far the most frequently used curing system [10]. The crosslinking is used in several technologies of commercial and scientific interest to control and enhance the properties of the resulting polymer system or interphase, such as thermosets and coatings, and can be initiated by heat, pressure, change in pH or radiation [11].…”

Section: • Must Have a Partially Elastic Behaviormentioning

confidence: 99%

Evaluation of Crosslinking Reaction in Adhesive Based Styrene- Butadiene Elastomers Using Infrared Spectroscopy

Cruz¹,

Martínez²,

Espiricueto³

et al. 2015

Infrared Spectroscopy - Anharmonicity of Biomolecules, Crosslinking of Biopolymers, Food Quality and Medical Applications

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Adhesion refers to a complicated set of interconnected phenomena that is not easy to understand, and by means several semi-empirical tests try to be predicted the strength of an isolated adhesive joint or the strength of a more complex structure, such a laminate, of a fiberreinforcer of particle-filled composite [2]. Adhesives are classified according with common characteristics to facilitate their understanding and use, although no one classification is universally recognized. Classifications include source, function, chemical composition, physical form and application. Within the most used adhesive are natural or synthetic rubber-based materials, usually due its good properties. Based solvent technology in adhesive is one of the most used for wood industry, mainly Polychloroprene, which has high temperature resistance and good paste strength. However, for halogenated compounds generated and for marketing strategy, this material is intended to be replaced by Styrene-Butadiene rubber (SBR) and Styrene-Butadiene-Styrene (SBS) copolymers, and Styrene-butadiene-Ethylene-Styrene (SEBS).

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Cross-linking and modification of saturated elastomers using functionalized azides

Cited by 3 publications

References 16 publications

Efficient and Robust Dynamic Crosslinking for Compatibilizing Immiscible Mixed Plastics through In Situ Generated Singlet Nitrenes

Efficient and Robust Dynamic Crosslinking for Compatibilizing Immiscible Mixed Plastics through In Situ Generated Singlet Nitrenes

Evaluation of Addition of Reactive Resin for an Adhesive Formulation of Pressure-Sensitive Adhesive

Evaluation of Crosslinking Reaction in Adhesive Based Styrene- Butadiene Elastomers Using Infrared Spectroscopy

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