Browse
Submit Data
Databases
API
Help

Dataset Information

24 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Rosin-Based Epoxy Vitrimers with Dynamic Boronic Ester Bonds.

ABSTRACT: Rosin is an abundantly available natural product. In this paper, for the first time, a rosin derivative is employed as the main monomer for preparation of epoxy vitrimers to improve the mechanical properties of vitrimers. Novel epoxy vitrimer networks with dynamic reversible covalent boronic ester bonds are constructed by a reaction between thiols in 2,2'-(1,4-phenylene)-bis (4-mercaptan-1,3,2-dioxaborolane) (BDB) as a curing agent and epoxy groups in the rosin derivative. The rosin-based epoxy vitrimer networks are fully characterized by Fourier transform infrared spectroscopy (FTIR), an equilibrium swelling experiment, and dynamic mechanical analysis (DMA). The obtained rosin-based epoxy vitrimers possess superior thermostability and good mechanical properties. Due to transesterification of boronic ester bonds, rosin epoxy vitrimer network topologies can be altered, giving welding, recycle, self-healing, and shape memory abilities to the fabricated polymer. Besides, the effects of treating time and temperature on welding capability is investigated, and it is found that the welding efficiency of the 20% C-FPAE sample is >93% after treatment for 12 h at 160 °C. Moreover, through a hot press, the pulverized samples of 20% C-FPAE can be reshaped several times and most mechanical properties are restored after reprocessing at 200 °C for 60 min. Finally, chemical degradation is researched for the rosin-based epoxy vitrimers.

SUBMITTER: Zeng Y

PROVIDER: S-EPMC8512039 | biostudies-literature |

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Similar Datasets

Gold Nanospheres Dispersed Light Responsive Epoxy Vitrimers.

Project description:Vitrimers represent a new class of smart materials. They are covalently crosslinked like thermosets, yet they can be reprocessed like thermoplastics. The underlying mechanism is the rapid exchange reactions which form new bonds while breaking the old ones. So far, heating is the most widely used stimulus to activate the exchange reaction. Compared to heating, light not only is much more convenient to achieve remote and regional control, but can also offer fast healing. Gold nanospheres are excellent photothermal agents, but they are difficult to disperse into vitrimers as they easily aggregate. In this paper, we use polydopamine to prepare gold nanospheres. The resultant polydopamine-coated gold nanospheres (GNS) can be well dispersed into epoxy vitrimers, endowing epoxy vitrimers with light responsivity. The composites can be reshaped permanently and temporarily with light at different intensity. Efficient surface patterning and healing are also demonstrated.

| S-EPMC6414927 | biostudies-literature

Simultaneous Disulfide and Boronic Acid Ester Exchange in Dynamic Combinatorial Libraries.

Project description:Dynamic combinatorial chemistry has emerged as a promising tool for the discovery of complex receptors in supramolecular chemistry. At the heart of dynamic combinatorial chemistry are the reversible reactions that enable the exchange of building blocks between library members in dynamic combinatorial libraries (DCLs) ensuring thermodynamic control over the system. If more than one reversible reaction operates in a single dynamic combinatorial library, the complexity of the system increases dramatically, and so does its possible applications. One can imagine two reversible reactions that operate simultaneously or two reversible reactions that operate independently. Both these scenarios have advantages and disadvantages. In this contribution, we show how disulfide exchange and boronic ester transesterification can function simultaneous in dynamic combinatorial libraries under appropriate conditions. We describe the detailed studies necessary to establish suitable reaction conditions and highlight the analytical techniques appropriate to study this type of system.

| S-EPMC4613285 | biostudies-literature

Polybutadiene Vitrimers with Tunable Epoxy Ratios: Preparation and Properties.

Project description:Traditional crosslinked diene rubber has excellent thermal-mechanical properties and solvent resistance, yet it is incapable of being recycled via universal molding or injecting. Vitrimers, a new class of covalently crosslinked polymer networks, can be topologically rearranged with the associative exchange mechanism, endowing them with thermoplasticity. Introducing the concept of vitrimers into crosslinked networks for the recycling of rubbers is currently an attractive research topic. However, designing tailored rubber vitrimers still remains a challenge. Herein, polybutadiene (PB) vitrimers with different structures were prepared via partial epoxidation of double bonds and ring-opening esterification reactions. Their mechanical and relaxation properties were investigated. It was found that the increasing crosslinking density can increase tensile strength and activation energy for altering the network topology. The influence of side-group effects on their relaxation properties shows that an increase in the number of epoxy groups on the polybutadiene chain can increase the chance of an effective exchange of disulfide units. This work provides a simple network design which can tune vitrimer properties via altering the crosslinking density and side-group effects.

| S-EPMC8659766 | biostudies-literature

Build-To-Specification Vanillin and Phloroglucinol Derived Biobased Epoxy-Amine Vitrimers.

Project description:Epoxy resins are widely used in the composite industry due to their dimensional stability, chemical resistance, and thermo-mechanical properties. However, these thermoset resins have important drawbacks. (i) The vast majority of epoxy matrices are based on non-renewable fossil-derived materials, and (ii) the highly cross-linked molecular architecture hinders their reprocessing, repairing, and recycling. In this paper, those two aspects are addressed by combining novel biobased epoxy monomers derived from renewable resources and dynamic crosslinks. Vanillin (lignin) and phloroglucinol (sugar bioconversion) precursors have been used to develop bi- and tri-functional epoxy monomers, diglycidyl ether of vanillyl alcohol (DGEVA) and phloroglucinol triepoxy (PHTE) respectively. Additionally, reversible covalent bonds have been incorporated in the network by using an aromatic disulfide-based diamine hardener. Four epoxy matrices with different ratios of epoxy monomers (DGEVA/PHTE wt%: 100/0, 60/40, 40/60, and 0/100) were developed and fully characterized in terms of thermal and mechanical properties. We demonstrate that their performances are comparable to those of commonly used fossil fuel-based epoxy thermosets with additional advanced reprocessing functionalities.

| S-EPMC7697130 | biostudies-literature

Doubly Dynamic Hydrogel Formed by Combining Boronate Ester and Acylhydrazone Bonds.

Project description:The incorporation of double dynamic bonds into hydrogels provides an effective strategy to engineer their performance on demand. Herein, novel hydrogels were PREPARED by combining two kinetically distinct dynamic covalent bonds, boronate ester and acylhydrazone bonds, and the synergistic properties of the hydrogels were studied comprehensively. The functional diblock copolymers P(N-isopropyl acrylamide-co-N-acryloyl-3-aminophenylboronic acid)-b-(N-isopropyl acrylamide-co-diacetone acrylamide) (PAD) were prepared via reversible addition-fragmentation chain transfer (RAFT) polymerization. The hydrogel was constructed by exploiting dynamic reaction of phenyboronic acid moieties with polyvinyl alcohol (PVA) and ketone moieties with adipic dihydrazide (ADH) without any catalyst. The active boronate ester linkage endows the hydrogel with fast gelation kinetics and self-healing ability, and the stable acylhydrazone linkage can enhance the mechanical property of the hydrogel. The difference in kinetics endows that the contribution of each linkage to mechanical strength of the hydrogel can be accurately estimated. Moreover, the mechanical property of the hydrogel can be readily engineered by changing the composition and solid content, as well as by controlling the formation or dissociation of the dynamic linkages. Thus, we provide a promising strategy to design and prepare multi-responsive hydrogels with tunable properties.

| S-EPMC7077654 | biostudies-literature

Efficiently self-healing boronic ester crystals.

Project description:The perception of organic crystals being rigid static entities is quickly eroding, and molecular crystals are now matching a number of properties previously thought to be unique to soft materials. Here, we present crystals of a boronate ester that encompass many of the elastic and plastic mechanical properties of polymers such as bending, twisting, coiling and highly efficient self-healing of up to 67%, while they maintain their long-range structural order. The approach utilizes the concept of dynamic covalent chemistry and proves it can be applied towards ordered materials. This work expands our current understanding of the properties of crystalline molecular materials, and it could have implications towards the development of mechanically robust organic crystals that are capable of self-repair for durable all-organic electronics and soft robotics.

| S-EPMC8157749 | biostudies-literature

Chemoselective boronic ester synthesis by controlled speciation.

Project description:Control of boronic acid solution speciation is presented as a new strategy for the chemoselective synthesis of boronic esters. Manipulation of the solution equilibria within a cross-coupling milieu enables the formal homologation of aryl and alkenyl boronic acid pinacol esters. The generation of a new, reactive boronic ester in the presence of an active palladium catalyst also facilitates streamlined iterative catalytic C-C bond formation and provides a method for the controlled oligomerization of sp(2) -hybridized boronic esters.

| S-EPMC4501314 | biostudies-literature

CNT-Reinforced Self-Healable Epoxy Dynamic Networks Based on Disulfide Bond Exchange.

Project description:The design and utilization of polymers with healing capability have drawn increasing attention owing to their enhanced chain mobility and opportunity to heal minor cracks in composites. Rehealable thermoset polymers promise reduction in the maintenance cost and thus prolonged lifetime, reshaping, and recyclability. Introducing reversible covalent bonds is the mainstay strategy to achieve such plasticity in crosslinked polymers. Herein, we report a dynamic epoxy, which includes associative covalent adaptive networks (CANs) based on disulfide exchange bonds. Epoxy resin is chosen to study rehealing, as it is one of the most critical thermosetting polymers for various industries from aerospace to soft robotics. This study enlightens us about not only the consequences of CANs in the epoxy but also various factors such as soft segments and carbon nanotubes (CNTs). Epoxy dynamic networks are investigated in an attempt to explore the synergistic effect of the soft-segmented resins and CNTs on the healing and reshaping characteristics of epoxy networks along with varying stiffness. This research discusses epoxy dynamic networks in three main aspects: crosslink density, CAN density, and CNTs. Introducing soft segments into the epoxy network enhances the healing efficiency due to the increased chain mobility. A higher CAN density accelerates network rearrangement, improving the healing efficiency. It should also be noted that even with a low weight fraction of nanotubes, CNT-reinforced samples restored their initial strength more than neat samples after healing. The tensile strength of dynamic networks is at least 50 MPa, which is significant for their utility in primary or secondary structural components.

| S-EPMC9730311 | biostudies-literature

Aryl nitrile oxide cycloaddition reactions in the presence of pinacol boronic acid ester.

Project description:An aryl substrate with dual functionality consisting of a nitrile oxide and a pinacolyl boronate ester was prepared by mild hypervalent iodine oxidation (diacetoxyiodobenzene) of the corresponding aldoxime, without decomposition of the boronate functionality. The nitrile oxide was trapped in situ with a variety of dipolarophiles to yield aryl isoxazolines with the boronate ester function intact and available for subsequent reaction.

| S-EPMC3343286 | biostudies-literature

Exploring of the property of epoxy resins based on diselenide and disulfide dynamic linkers.

Project description:Over the last decade, there has been a lot of interest in incorporating dynamic covalent bonds (DCBs) into epoxy resins. Because diselenide and disulfide bonds have similar properties, they are frequently used as DCBs in self-healing epoxy networks. In this paper, we present diselenide and disulfide dynamic linkers containing epoxy networks by analyzing the effects of mechanical properties, thermal stability, activation energies, and self-healing properties. The glass transition temperature (T g) values, mechanical properties, crosslinking density (v e ), and thermal stability of disulfide linkers networks were higher than those of diselenide linkers networks, according to our research. The activation energies of disulfide linkers were higher than those of diselenide linkers (up to 14 kJ/mol), but their healing efficiency was lower than that of the diselenide network. These findings demonstrate the advantages of diselenide and disulfide dynamic linkers in epoxy networks systems, as well as a method for designing and preparing the appropriate diselenide dynamic linkers or disulfide dynamic linkers incorporated into epoxy networks for the appropriate application and processing technology.

| S-EPMC9484540 | biostudies-literature

OmicsDI is part of the ELIXIR infrastructure

OmicsDI is an Elixir interoperability service. Learn more ›

Tweets

OmicsDI Databases

PRIDE
PeptideAtlas
MassIVE
JPOST Repository
Physiome Model Repository

EGA
EVA
ENA
LINCS
PAXDB
Cell Collective

MetaboLights
Metabolomics Workbench
MetabolomeExpress
GNPS
BioModels
FAIRDOMHub

ArrayExpress
dbGaP
ExpressionAtlas
GEO
NODE

Information

Databases
Help
API
Contact us
Code on GitHub
Terms of use
Submit Data