Vanillin-based liquid crystalline polyimine thermosets and their composites for recyclable thermal management application

Lyu, Maoping; Liu, Yingchun; Yang, Xiangyu; Liang, Dunsheng; Wang, Yuanyuan; Liang, Xiaofan; Hu, Yue; Liang, Liyan; Zhang, Chaoqun

doi:10.1016/j.compositesb.2022.110462

Cited by 19 publications

(7 citation statements)

References 52 publications

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“…Moreover, Zhang et al [83] investigated the application of vanilla-based liquid crystal PI thermosetting resins and their composites in recyclable thermal management, as shown in Figure 8b,c. Vanillin as raw material, they prepared a trifunctional aldehyde monomer by curing with two diamines to form a novel polyimine network.…”

Section: Bio-based Degradable and Recyclable Polyimidementioning

confidence: 99%

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Rising of Dynamic Polyimide Materials: A Versatile Dielectric for Electrical and Electronic Applications

et al. 2023

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Polyimides (PIs) are widely used in circuit components, electrical insulators, and power systems in modern electronic devices and large electrical appliances. Electrical/mechanical damage of materials are important factors that threaten reliability and service lifetime. Dynamic (self‐healable, recyclable and degradable) PIs, a promising class of materials that successfully improve electrical/mechanical properties after damage, are anticipated to solve this issue. The viewpoints and perspectives on the status and future trends of dynamic PI based on a few existing documents are shared. The main damage forms of PI dielectric materials in the application process are first introduced, and initial strategies and schemes to solve these problems are proposed. Fundamentally, the bottleneck issues faced by the development of dynamic PIs are indicated, and the relationship between various damage forms and the universality of the method is evaluated. The potential mechanism of the dynamic PI to deal with electrical damage is highlighted and several feasible prospective schemes to address electrical damage are discussed. This study is concluded by presenting a short outlook and future improvements to systems, challenges, and solutions of dynamic PI in electrical insulation. The summary of theory and practice should encourage policy development favoring energy conservation and environmental protection and promoting sustainability.

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Section: Bio-based Degradable and Recyclable Polyimidementioning

confidence: 99%

“…c) Picture and mechanism of degradation, TEM images of PI composites before and after recycling, comparison of infrared thermography between pure PI and nanocomposites. Reproduced with permission [83]. Copyright 2023, Elsevier.…”

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confidence: 99%

Rising of Dynamic Polyimide Materials: A Versatile Dielectric for Electrical and Electronic Applications

et al. 2023

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Section: Introductionmentioning

confidence: 99%

“…As of right now, there are several reported literature works of vitrimers in recyclable fiber-reinforced and functional composites, [33][34][35][36] removable adhesives, [37][38][39] coatings [40][41][42] and electronics. 39,43 It is worth noting that vitrimers are relatively new materials, 6 and their range of applications is still expanding. 44 However, despite the high demand for novel food packaging materials, to the best of our knowledge, there are no reports on vitrimers that can be used directly for food packaging purposes.…”

Section: Introductionmentioning

confidence: 99%

Biobased and biodegradable imine vitrimers from epoxidized soybean oil as packaging

Safarpour,

Zych,

Najafi

et al. 2024

J of Applied Polymer Sci

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A flexible and stretchable vitrimer was synthesized using exclusively biobased building blocks and following green chemistry principles. Epoxidized soybean oil (ESO), vanillin, the biobased diamine, Priamine®, and oleic acid were used to create a material that can replace fossil‐derived, non‐biodegradable packaging. Vanillin and Priamine® were used to develop a crosslinker that could react with the epoxide groups of ESO without the need for solvents, with a catalyst‐free synthesis that does not generate any waste or byproducts. Oleic acid was incorporated, to tune the properties of the final material, since it can react with ESO and control the crosslink density. The vitrimers produced in this work showed excellent reprocessability and recyclability. They possess the ability to be molded, and they can also strongly adhere on surfaces. Moreover, they exhibited oxygen and water vapor barrier comparable to low density polyethylene, while showing very low migration into food simulant, which position them as a promising material for flexible food and general packaging market. The vitrimers showed also the capability of biodegradation in seawater, providing a safe end of life in case of mismanagement.

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“…In this context, monoacrylated isosorbide, synthesized from the reaction of I and acrylic acid, was polymerized and treated with succinic anhydride to obtain thermosets with mechanical properties similar to those of commercial epoxy resins . Thanks to its phenolic nature, vanillin is more competitive than many aliphatic molecules, such as vegetable oils and cellulose, for the development of rigid, hydrophobic solvents and thermally resistant thermosets. − Moreover, vanillin can be easily further functionalized. − …”

Section: Introductionmentioning

confidence: 99%

Digital Light Processing 3D Printing of Isosorbide- and Vanillin-Based Ester and Ester–Imine Thermosets: Structure–Property Recyclability Relationships

Liguori,

Oliva,

Sangermano

et al. 2023

ACS Sustainable Chem. Eng.

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Four isosorbide-based photocurable resins were designed to reveal correlations between the composition and chemical structure, digital light processing (DLP) three-dimensional (3D) printability, thermoset properties, and recyclability. Especially, the role of functional groups, i.e., the concentration of ester groups vs the combination of ester and imine functionalities, in the recyclability of the resins was investigated. The resins consisted of methacrylated isosorbide alone or in combination with methacrylated vanillin or a flexible methacrylated vanillin Schiff-base. The composition of the resins significantly affected their 3D printability as well as the physical and chemical properties of the resulting thermosets. The results indicated the potential of methacrylated isosorbide to confer rigidity to thermosets with some negative effects on the printing quality and solvent-resistance properties. An increase in the methacrylated vanillin concentration in the resin enabled us to overcome these drawbacks, leading, however, to thermosets with lower thermal stability. The replacement of methacrylated vanillin with the methacrylated Schiff-base resin decreased the rigidity of the networks, ensuring, on the other hand, improved solvent-resistance properties. The results highlighted an almost complete preservation of the elastic modulus after the reprocessing or chemical recycling of the ester–imine thermosets, thanks to the presence of two distinct dynamic covalent bonds in the network; however, the concentration of the ester functions in the ester thermosets played a significant role in the success of the chemical recycling procedure.

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Vanillin-based liquid crystalline polyimine thermosets and their composites for recyclable thermal management application

Cited by 19 publications

References 52 publications

Rising of Dynamic Polyimide Materials: A Versatile Dielectric for Electrical and Electronic Applications

Rising of Dynamic Polyimide Materials: A Versatile Dielectric for Electrical and Electronic Applications

Biobased and biodegradable imine vitrimers from epoxidized soybean oil as packaging

Digital Light Processing 3D Printing of Isosorbide- and Vanillin-Based Ester and Ester–Imine Thermosets: Structure–Property Recyclability Relationships

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