Bio‐based aromatic copoly(ether ester)s with enhanced toughness and degradability: Influence of insertion of phenoxy‐ether linkage and eugenol‐derived composition on properties

Hu, Keling; Zhao, Dongbing; Wu, Guolin; Ma, Jianbiao

doi:10.1002/pola.28089

Cited by 6 publications

(8 citation statements)

References 33 publications

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“…Synthetic routes for (A) bio‐renewable monomers M1 and M2, 133 (B) the structures of (B 1 ) PM1‐ωs, 133 (B 2 ) PM2‐ωs, 133 nipagin and eugenol‐based (B 3 )PDN1 1‐x M1 x 134 and (B 4 ) PDN1 1‐x M2 x copoly(ether ester)s 134 …”

Section: Lignin Derivatives and Their Valorizationmentioning

confidence: 99%

“…Sequentially, in order to obtain toughened eugenol‐based copolyesters, they developed a renewable nipagin‐based monomer. Copolymerization was carried out along with DMT‐like monomers (M1 and M2) and 1,10‐decanediol as a comonomer to obtain two series of copoly(ether ester)s, PDN1 1‐x M1 x and PDN1 1‐x M2 x 134 . First, the nipagin‐based monomer N1 was synthesized by nipagin and methyl chloroacetate using the same method as eugenol‐based monomer.…”

Section: Lignin Derivatives and Their Valorizationmentioning

confidence: 99%

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Bio‐renewable polymers based on lignin‐derived phenol monomers: Synthesis, applications, and perspectives

Yang

Ding

Puglia

et al. 2022

SusMat

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In recent decades, the continuous depletion of fossil fuels and the increasingly serious environmental issue have aroused wide attention on the development of biopolymers based on renewable biomass. Lignin is the second most abundant organic bio‐based macromolecule second to cellulose, and it can be widely found in plants. Furthermore, various phenol derivatives can be obtained by their depolymerization processes. The development of bio‐renewable polymeric materials originating from lignin‐derivative phenol monomers, such as vanillin, syringaldehyde, eugenol, vanillyl alcohol, vanillic acid, and ferulic acid, will not only valorize the bio‐sourced materials but also effectively reduce petroleum resource consumption and mitigate the environmental pollution. Therefore, an updated overview of the synthesis processes of these bio‐based polymers developed in the past decade, which includes both thermosets and thermoplastics such as epoxy, phenolic, polyimine, polybenzoxazine, polyurethane, and polyesters, are elucidated. In addition, the applications of these bio‐based polymers and their composites in flame‐retarded materials, degradable and reprocessable materials, dielectric materials, optoelectronic materials, as well as smart responsive materials are also intensively discussed. In line with the gradual development of synthesis technologies, we believe that derivatives of lignin will turn into one of the most promising materials to be considered for the preparation of high‐performance and functional bio‐based polymer materials.

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Section: Lignin Derivatives and Their Valorizationmentioning

confidence: 99%

Section: Lignin Derivatives and Their Valorizationmentioning

confidence: 99%

Bio‐renewable polymers based on lignin‐derived phenol monomers: Synthesis, applications, and perspectives

Yang

Ding

Puglia

et al. 2022

SusMat

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“…Consequently, these materials have the capability to substitute the currently used petroleum-based polyesters such as polyethylene terephthalate (PET) or polybutylene terephthalate (PBT). In addition, the insertion of a phenoxy-ether in the structure enhanced toughness of polyesters …”

Section: Eugenol-based Polymersmentioning

confidence: 99%

“…In addition, the insertion of a phenoxy-ether in the structure enhanced toughness of polyesters. 214 4.2. Chain Growth Polymerization.…”

Section: Eugenol-based Polymersmentioning

confidence: 99%

Eugenol, a Promising Building Block for Biobased Polymers with Cutting-Edge Properties

et al. 2021

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Biobased materials, derived from biomass building blocks, are essential in the pursuit of sustainable materials. Eugenol, a natural phenol obtained from clove oil, but also from lignin depolymerization, possesses a chemical structure that allows its easy modification to obtain a broad and versatile platform of biobased monomers. In this review, an overview of the variety of reactions that have been executed on the allylic double bond, phenol hydroxyl group, aromatic ring and methoxy group is given, focusing our attention on those to obtain monomers suitable for different polymerization reactions. Furthermore, possible applications and perspectives on the eugenol-derived materials are provided.

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“…24,25 The influence of monomer structure on final properties was also studied. 26 However, the comprehensive performance of prepared polyesters was still improvable, regardless of the renewability of starting materials. Either the glass transition temperatures (Tgs) were not high enough, or the mechanical tough was not ideal.…”

Section: Introductionmentioning

confidence: 99%

Synergistic interaction of renewable nipagin and eugenol for high performance aromatic copoly(ether ester) materials

Sui

Zhao

2021

Preprint

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Naturally occurring nipagin and eugenol were used as the collaborative starting materials for poly(ether ester) materials. In this study, two series of nipagin and eugenol-derived copoly(ether ester)s, PHN11-xE1x and PHN11-xE2x (x = 0%, 5%, 10%, 15%, 20%), were prepared with renewable 1,6-hexanediol as a comonomer. The nipagin-derived component acts as the renewable surrogate of petroleum-based dimethyl terephthalate (DMT), while the eugenol-derived component acts as the cooperative property modifier of parent homopoly(ether ester) PHN1. 1,6-Hexanediol was chosen as the spacer because of its renewability and short chain to enhance the glass transition temperatures (Tgs) of materials. The molecular weights and chemical structures were confirmed by gel permeation chromatograph (GPC), NMR and FTIR spectroscopies. Thermal and crystalline properties were studied by thermal gravimetric analysis (TGA), differential scanning calorimetric (DSC) and wide-angle X-ray diffraction (WXRD). The tensile assays were conducted to evaluate the mechanical properties. The results suggest that properties of such kind of poly(ether ester)s can be finely tuned by the relative content of two components. Synergistic interaction of two structurally distinctive parts endows the materials with high performance.

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Bio‐based aromatic copoly(ether ester)s with enhanced toughness and degradability: Influence of insertion of phenoxy‐ether linkage and eugenol‐derived composition on properties

Abstract: Two series of renewable nipagin and eugenolbased copoly(ether ester)s, PDN1 12x E1 x and PDN1 12x E2 x (x 5 0%, 10%, 20%, 30%, 40%, 50%), were prepared in the melt with 1,10-decanediol as a comonomer. The synthesized poly(-ether ester)s have weight-average molecular weights (M w

Cited by 6 publications

References 33 publications

Bio‐renewable polymers based on lignin‐derived phenol monomers: Synthesis, applications, and perspectives

Bio‐renewable polymers based on lignin‐derived phenol monomers: Synthesis, applications, and perspectives

Eugenol, a Promising Building Block for Biobased Polymers with Cutting-Edge Properties

Synergistic interaction of renewable nipagin and eugenol for high performance aromatic copoly(ether ester) materials

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