A biobased aliphatic polyester derived from 10-hydroxydecanoic acid: Molecular weight dependence of physical properties

Gao, Mengyun; Leng, Xuefei; Zhang, Wenwen; Wei, Zhiyong; Li, Yang

doi:10.1016/j.polymertesting.2019.106295

Cited by 10 publications

(5 citation statements)

References 41 publications

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“…abc Obtained in the non-isothermal cooling and subsequent melting processes. c The equilibrium melting point (T 0 m ), obtained by extrapolating the Hoffman-Weeks equation to the intersection of T m = T c ES (8), where the relative degree of crystallinity is calculated using equation ES (9). d The Avrami index (n), calculated using the Avrami equation ES (10).…”

Section: Runmentioning

confidence: 99%

“…2 Although the use of bio-based polyesters shows the advantages of low cost and ease of access, the well-designed synthesis of polyesters is currently a pressing issue, because they can be well designed focusing on enhancing the mechanical, thermal or biocompatibility properties for a wide variety of applications. [3][4][5]6,7 Synthetic polyesters can readily be obtained by the polycondensation reaction of an anhydride, 8 hydroxyacid, 9 diacid and secondary alcohol. 10,11 However, a welldesigned strategy of ring-opening polymerization (ROP) for synthetic polyesters is gaining increasing interest, 12 because ROP as the most commonly employed chain growth methodology offers an advantage by enabling high control over both the polymer structure and the rate of polymerization.…”

Section: Introductionmentioning

confidence: 99%

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Ring opening copolymerization of δ-valerolactone with 2-methyl-1,3-dioxane-4-one towards poly(3-hydroxypropionate-co-5-hydroxyvalerate) copolyesters

et al. 2022

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Section: Runmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Ring opening copolymerization of δ-valerolactone with 2-methyl-1,3-dioxane-4-one towards poly(3-hydroxypropionate-co-5-hydroxyvalerate) copolyesters

et al. 2022

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“…These polymers are classified into many types. For example, based on the availability of raw materials, the bio-based polymers can primarily be divided into three groups containing natural polymers, bio-synthetic polymers, and chemicalsynthetic polymers (3,8,19,20,24,25). Generally, a natural polymer can be directly used or produced by chemical or physical modification, while a bio-synthetic polymer is formed by synthesizing a polymer using organisms and plants, such as PLA, and a copolymer that is synthesized by direct fermentation of metabolically engineered Escherichia coli (26).…”

Section: Bio-based Polymersmentioning

confidence: 99%

Green Pathways for the Enzymatic Synthesis of Furan-Based Polyesters and Polyamides

Silvianti

Maniar

Boetje

et al. 2020

ACS Symposium Series

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The attention towards the utilization of sustainable feedstocks for polymer synthesis has grown exponentially in recent years. One of the spotlighted monomers derived from renewable resources is 2,5-furandicarboxylic acid (FDCA), one of the most promising bio-based monomers, due to its resemblance to petroleum-based terephthalic acid. Very interesting synthetic routes using this monomer have been reported in the last two decades. Combining the use of biobased monomers and non-toxic chemicals via enzymatic polymerizations can lead to a robust and favorable approach towards a greener technology of bio-based polymer production. In this chapter, a brief introduction to FDCA-based monomers and enzymatic polymerizations is given, particularly focusing on furanbased polymers and their polymerization. In addition, an outline of the recent developments in the field of enzymatic polymerizations is discussed.

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“…The apparent molecular weight decreased as the chain length of the aliphatic diol was increased. This could be due to increased steric hindrance for the longer diol chains limiting the degree of polymerization of the samples. , Nevertheless, the changes observed within this series of samples are relatively small and are only apparent values based on polystyrene calibration curves. Thus, these variations could also be attributed to changes in solvent–polymer interactions, affecting the hydrodynamic volume of the molecules in the GPC analysis.…”

Section: Results and Discussionmentioning

confidence: 89%

Synthesis and Characterization of Aliphatic-Aromatic Copolyesters Based on Daidzein

Zhang,

Cheng,

Wandji Djouonkep

et al. 2024

Ind. Eng. Chem. Res.

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A novel diol monomer, 7-(2-hydroxyethoxy)-3-(4-(2hydroxyethoxy)phenyl)-4H-chromen-4-one (M), was synthesized by hydroxyethylation of daidzein, a lignin-derived compound that can be extracted from leguminous plants. A diester monomer, dimethyl 4,4′-((1,4-phenylenebis-(methylene))bis(oxy))bis(3-methoxybenzoate) (N), was obtained through a Williamson etherification reaction of methyl vanillate, potentially derived from plants such as Hovenia dulcis. The reaction of the two biobased monomers coupled with aliphatic diols (ethylene glycol, 1,4-butanediol, 1,6-hexanediol, or 1,8octanediol) in a two-step melt polymerization process yielded a series of novel aliphatic-aromatic copolyesters. Structure−property relationships of these materials were established through Fourier transform infrared spectroscopy, NMR spectroscopy, gel permeation chromatography, differential scanning calorimetry, thermogravimetric analysis, and dynamic mechanical analysis. The weight-average molecular weight (M w ) of the samples ranged from 62,600 to 69,900 g/mol, and varying the carbon chain length in the aliphatic diol monomers not only induced changes in molecular weights but also synergistically tuned the thermal stability and mechanical properties of the copolymers. Thermal analysis yielded glass transition temperatures (T g ) of 115−141 °C, melting temperatures (T m ) of 271−308 °C, and 5% decomposition temperatures (T d,5% ) of 397−460 °C. The mechanical analysis exhibited high yield strength (50−115 MPa) and elongation at break (235−300%) values. After 32 weeks of degradation in soil, the copolyesters experienced mass losses of up to 4.1%. Ecotoxicity studies showed that the 14-day survival rate of earthworms exposed to the copolyesters was above 80%, suggesting a low toxicity in the environment. Overall, the excellent thermal and mechanical properties, as well as significant biodegradability, of these copolyesters make them suitable to replace petroleum-based commercial polyesters, thereby offering innovative solutions to the problem of environmental pollution.

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A biobased aliphatic polyester derived from 10-hydroxydecanoic acid: Molecular weight dependence of physical properties

Cited by 10 publications

References 41 publications

Ring opening copolymerization of δ-valerolactone with 2-methyl-1,3-dioxane-4-one towards poly(3-hydroxypropionate-co-5-hydroxyvalerate) copolyesters

Ring opening copolymerization of δ-valerolactone with 2-methyl-1,3-dioxane-4-one towards poly(3-hydroxypropionate-co-5-hydroxyvalerate) copolyesters

Green Pathways for the Enzymatic Synthesis of Furan-Based Polyesters and Polyamides

Synthesis and Characterization of Aliphatic-Aromatic Copolyesters Based on Daidzein

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