Modification of poly(ethylene 2,5-furandicarboxylate) with 1,4-cyclohexanedimethylene: Influence of composition on mechanical and barrier properties

Wang, Jinggang; Liu, Xiaoqing; Zhang, Yajie; Liu, Fei; Zhu, Jin

doi:10.1016/j.polymer.2016.09.030

Cited by 159 publications

(165 citation statements)

References 49 publications

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“…Beside, their average weight‐average molecular weight ( M w ) was measured by gel permeation chromatography (GPC) and determined to be varied from 30 400 to 61 800 g mol −1 with the molar‐mass dispersity ( Ð ) of 1.38–1.69. The M w of PPCFs synthesized in this work was similar to the FDCA‐based copolyesters reported in previous literatures …”

Section: Resultssupporting

confidence: 83%

“…From PPF to PCF, with the increasing content of CHDM units, the T g monotonously increased from 56.5 °C for PPF to 79.8 °C for PCF. In previous literatures, CHDM was also taken to copolymerize with PEF and PBF. It was reported that the T g of PECFs would decrease with the increasing content of CHDM units .…”

Section: Resultsmentioning

confidence: 99%

“…Previously, modification of PEF and PBF with enhanced thermal and mechanical properties have been achieved by using 1,4‐cyclohexanedimethylene (CHDM), a primary diol with non‐planar six‐member ring as a comonomer . In the present study, CHDM was taken to polymerize with PDO and FDCA with the purpose to increase the thermal and mechanical properties of PPF.…”

Section: Introductionmentioning

confidence: 99%

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Copolyesters developed from bio‐based 2,5‐furandicarboxylic acid: Synthesis, sequence distribution, mechanical, and barrier properties of poly(propylene‐co‐1,4‐cyclohexanedimethylene 2,5‐furandicarboxylate)s

Jia

Wang

Sun

et al. 2018

J of Applied Polymer Sci

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A series of poly(propylene‐co‐1,4‐cyclohexanedimethylene 2,5‐furandicarboxylate)s (PPCFs) with different compositions were synthesized from bio‐based aromatic monomer 2,5‐furandicarboxylic acid and 1,3‐propanediol (PDO), along with 1,4‐cyclohexanedimethylene (CHDM). The chemical structure, composition, and sequence distribution of PPCFs were determined by nuclear magnetic resonance (1H NMR and 13C NMR). Results showed that the compositions of copolyesters depended on the feed molar ratio of PDO and CHDM, and all the obtained PPCFs copolyesters had triad component in a random sequential structure. With the addition of CHDM, the gas barrier properties of poly(propylene 2,5‐furandicarboxylate) (PPF) deteriorated. However, when the content of CHDM reached 79%, PPCF79 still showed the CO2 and O2 barrier improvement factor of 4.5 and 3.25, respectively, which were better than those of poly(ethylene naphthalate), a well‐known polymer with barrier property. Besides, PPCF79 showed good performance on tensile modulus, tensile strength, elongation at break, and the crystallization enthalpy was improved from 3.2 J g−1 for PPF to 30.7 J g−1 for PPCF79. It has the potential to serve as a promising bio‐based polymer with excellent comprehensive performance. © 2018 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2019, 136, 47291.

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Section: Resultssupporting

confidence: 83%

Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Copolyesters developed from bio‐based 2,5‐furandicarboxylic acid: Synthesis, sequence distribution, mechanical, and barrier properties of poly(propylene‐co‐1,4‐cyclohexanedimethylene 2,5‐furandicarboxylate)s

Jia

Wang

Sun

et al. 2018

J of Applied Polymer Sci

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“…The first two polyesters (PEF, PPF) show excellent gas barrier, mechanical and thermal properties, superior than those of the corresponding polyesters based on terephthalic acid, poly(ethylene terephthalate) (PET), and poly(propylene terephthalate) (PPT) . There exist few studies on copolymers and nanocomposites based on PEF, PPF, and PBF, as well as a few PAFs . Surprisingly, blends of these compounds attracted much less attention (to the best of our knowledge, only two studies reported on PBF/PLA blends).…”

Section: Introductionmentioning

confidence: 99%

Sustainable Polymers from Renewable Resources: Polymer Blends of Furan‐Based Polyesters

Poulopoulou

Kasmi

Bikiaris

et al. 2018

Macro Materials & Eng

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A series of blends of furan‐based green polyesters, for eco‐friendly packaging materials, are synthesized. Poly(ethylene 2,5‐furandicarboxylate) (PEF), poly(propylene 2,5‐furandicarboxylate) (PPF), and poly(butylene 2,5‐furandicarboxylate) (PBF) are synthesized by applying melt polycondensation. Blends of the above polyesters with 50/50 w/w composition as well as blends of furanoate/terephthalate (PPF/PPT) are also prepared. The glass temperature along with the crystallization and melting behaviors of melt quenched blends are studied aiming at understanding their dynamic state and miscibility. Based on their Tg and crystallization behavior, PEF/PPF shows dynamic homogeneity and miscibility whereas PPF/PBF and PEF/PBF exhibit partial miscibility and immiscibility, respectively. In an effort to dynamically homogenize the compounds, reactive blending is applied and the behavior of the resulting blends is monitored following quenching. A profound improvement in blend homogenization is observed with increasing melt mixing time for the PPF/PPT sample, evidenced by the single glass temperature and by the narrowing in liquid‐to‐glass regime. The obtained single glass temperature together with the suppressed tendency for crystallization with increasing mixing time are taken as evidences of dynamic and thermodynamic homogeneity.

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“…19,36 This procedure requires high temperature (190)(191)(192)(193)(194)(195)(196)(197)(198)(199)(200) C) and the use of potentially toxic catalysts. [37][38][39] In this paper, the synthesis is carried out at relatively low temperature (60 C) ("Synthesis procedures" Section in ESI †). This is the maximum temperature that can be reached due to the high reactivity of glycidol, as it easily polymerizes, already at room temperature.…”

mentioning

confidence: 99%

Green approaches in the synthesis of furan-based diepoxy monomers

et al. 2018

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Two eco-respectful, one-step synthetic routes for the preparation of a bio-based epoxy monomer derived from furan precursors are developed. The diglycidyl ester products are throughly characterized in terms of structure and thermal properties. Gathered results indicate that the two selected approaches allow the preparation of pure, furanic diglycidyl ester, which represents a viable bio-based alternative to its petrochemical aromatic counterpart.Research on bio-based polymers has been rapidly increasing in past years, pushed by growing environmental and economic concerns, as well as by the uncertainty about future availability of nite petrochemical resources.1 Sustainability is a keyword in this process. In this frame, products that are respectful towards the environment, including eco-compatible building blocks and additives, are now researched to replace petroleum-based polymers with those derived from naturally occurring feedstocks.2-4 In the eld of epoxy resins, this trend is related also to the necessity to nd a good candidate to substitute the controversial building block bisphenol A (BPA), a molecule recognized as an endocrine disrupter and reprotoxic substance.5 Epoxy resins are very versatile thermosetting polymers, extremely resistant to corrosion, moisture and chemicals, with good adhesive strength toward most materials (wettability) and low shrinkage upon curing. Due to their high glass transition temperatures and excellent mechanical strength, epoxy resins are widely employed in a broad range of applications, such as electronics, structural adhesives, aerospace composites and protective coatings. In the latter application, the use of BPA results in hazard for customers of food and beverage products packed into containers treated with epoxy resins. The effects of human body contamination caused by BPA are diabetes, cardiovascular diseases, altered liver enzymes and reproductive apparatus damages.5 For these reasons, this molecule has been banned in many countries for the manufacturing of child products, and in France and Canada from all the materials in direct contact with food. Therefore, the necessity to nd non-toxic and sustainable building blocks to replace BPA in the production of epoxy resins results mandatory. If one considers also the decreasing availability of oilderived feedstock, the research of new molecules is logically focusing on bio-derived chemicals. Epoxidized vegetable oils have been widely studied for their use in epoxy resins preparation, thanks to their characteristics, availability and low cost.6-8 Mechanical properties of epoxy resins obtained using these long aliphatic molecules, alone or mixed to aromatic epoxy comonomers, are encouraging.9,10 In order to further improve chemical, thermal and mechanical properties of epoxy resins, the presence of signicant content of aromatic moieties is required. In this frame, lignin derivatives appear to be the natural substitutes of BPA. However, time-and energyconsuming extraction processes make lignin-based epoxies expensive and b...

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Modification of poly(ethylene 2,5-furandicarboxylate) with 1,4-cyclohexanedimethylene: Influence of composition on mechanical and barrier properties

Cited by 159 publications

References 49 publications

Copolyesters developed from bio‐based 2,5‐furandicarboxylic acid: Synthesis, sequence distribution, mechanical, and barrier properties of poly(propylene‐co‐1,4‐cyclohexanedimethylene 2,5‐furandicarboxylate)s

Copolyesters developed from bio‐based 2,5‐furandicarboxylic acid: Synthesis, sequence distribution, mechanical, and barrier properties of poly(propylene‐co‐1,4‐cyclohexanedimethylene 2,5‐furandicarboxylate)s

Sustainable Polymers from Renewable Resources: Polymer Blends of Furan‐Based Polyesters

Green approaches in the synthesis of furan-based diepoxy monomers

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