Synthesis and properties of poly(1,4-cyclohexanedimethylene-co-isosorbide terephthalate), a biobased copolyester with high performances

Legrand, Sylvain; Jacquel, Nicolas; Amédro, Hélène; Saint‐Loup, René; Pascault, Jean‐Pierre; Rousseau, Alain; Fenouillot, Françoise

doi:10.1016/j.eurpolymj.2019.03.018

Cited by 37 publications

(38 citation statements)

References 26 publications

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“…Environmental concerns have arisen though, mainly because the vast majority of these polymers is produced from non-renewable resources [3,4], so a growing interest towards the preparation of materials and chemicals from renewable resources is observed [2,5,6,7,8]. Economic reasons, such as the fluctuation of crude oil prices since fossil fuel resources have been diminishing, along with environmental ones, such as the limited biodegradability and the significant greenhouse gas emissions from the production of fossil-based materials, have shifted the attention towards bio-based raw materials and polymers [6,9,10,11]. For renewable polymers to enter the marketplace, they must outperform the traditional ones both in price and in performance.…”

Section: Introductionmentioning

confidence: 99%

Thermal Decomposition Kinetics and Mechanism of In-Situ Prepared Bio-Based Poly(propylene 2,5-furan dicarboxylate)/Graphene Nanocomposites

et al. 2019

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Bio-based polyesters are a new class of materials that are expected to replace their fossil-based homologues in the near future. In this work, poly(propylene 2,5-furandicarboxylate) (PPF) nanocomposites with graphene nanoplatelets were prepared via the in-situ melt polycondensation method. The chemical structure of the resulting polymers was confirmed by 1H-NMR spectroscopy. Thermal stability, decomposition kinetics and the decomposition mechanism of the PPF nanocomposites were studied in detail. According to thermogravimetric analysis results, graphene nanoplatelets did nοt affect the thermal stability of PPF at levels of 0.5, 1.0 and 2.5 wt.%, but caused a slight increase in the activation energy values. Pyrolysis combined with gas chromatography and mass spectroscopy revealed that the decomposition mechanism of the polymer was not altered by the presence of graphene nanoplatelets but the extent of secondary homolytic degradation reactions was increased.

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Section: Introductionmentioning

confidence: 99%

Thermal Decomposition Kinetics and Mechanism of In-Situ Prepared Bio-Based Poly(propylene 2,5-furan dicarboxylate)/Graphene Nanocomposites

et al. 2019

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“…The T g values of the pristine PET and EZT were 79.0 °C and 107.8 °C, respectively. The T g of ECOZEN ® T110 was higher than that of ECOZEN ® HF502 (in a previous study) [ 16 ] because of the high ratio of ISB (rigid molecular structure) in EZT [ 21 ]. With increasing EZT content, the T g of the PET phase shifted to higher temperatures.…”

Section: Resultsmentioning

confidence: 98%

“…The peaks at δ 4.22, δ 4.13, δ 1.84, δ 2.09, δ 1.97, δ 1.68, δ 1.19, and δ 1.61 were assigned to HA 11 trans, 11 cis, 12 trans, 12 cis, 13a trans, 13a cis, 13b trans, and 13b cis, respectively [ 17 ]. The ring structure of the CHDM can flip via a twisted-boat structure, leading to great chain mobility for EZT [ 21 ]. In addition, ISB has two tetrahydrofuran rings, which is a unique rigid molecular structure corresponding to a high T g of EZT [ 16 , 17 ].…”

Section: Resultsmentioning

confidence: 99%

PET/Bio-Based Terpolyester Blends with High Dimensional Thermal Stability

et al. 2021

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To improve the dimensional thermal stability of polyethylene terephthalate (PET), a poly(ethylene glycol 1,4-cyclohexane dimethylene (CHDM) isosorbide (ISB) terephthalate) (PEICT) known as ECOZEN®T110 (EZT) was introduced into PET using a melt blending technique. The miscibility, morphology, and thermal properties of the PET/EZT samples were investigated. The introduction of amorphous EZT into semi-crystalline PET increased the glass transition temperature (Tg) but decreased the crystallinity, which could be related to the transesterification reaction. By adding EZT contents up to 20%, the PET/EZT samples showed a single Tg, which indicated the miscibility between PET and EZT. However, two Tg values were observed in the PET/EZT samples with higher EZT contents (30–70%), indicating partial miscibility. This may have been due to the slightly different rheological and thermodynamic parameters that were affected by a higher ratio of bulky (rigid ISB and ductile CHDM) groups in EZT. However, the heat distortion temperature of the PET/EZT samples remarkably increased, which indicated that the dimensional stability was truly enhanced. Although the crystallinity of the PET/EZT samples decreased with increasing EZT content, the tensile strength and Young’s modulus decreased slightly. Based on these results, the as-prepared PET/EZT samples with high dimensional stability can be used as a high-temperature polymeric material in various applications.

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“…Polymer samples were synthesized via a two-step, melt polycondensation reaction (esterification and transesterification, see Figure 1) in a 7.5-L stainless-steel batch reactor equipped with a heating system, a mechanical stirrer with torque measurement, a distillation column, a vacuum line, and a nitrogen-gas inlet. In polyesters, isosorbide was copolymerized in polymers such as poly(ethylene terephthalate) (PET) [4][5][6], poly(trimethylene terephthalate) (PTT) [7], poly(butylene terephthalate) (PBT) [8,9], and poly(cyclohexanedimethylene terephthalate) (PCT) [10] for its ability to increase the heat resistance of the polymer. As an example, in the case of PET, isosorbide allows for an outstanding increase in Tg.…”

Section: General Procedures For Peit (And Pet) Synthesismentioning

confidence: 99%

“…In polyesters, isosorbide was copolymerized in polymers such as poly(ethylene terephthalate) (PET) [4][5][6], poly(trimethylene terephthalate) (PTT) [7], poly(butylene terephthalate) (PBT) [8,9], and poly(cyclohexanedimethylene terephthalate) (PCT) [10] for its ability to increase the heat resistance Appl. Sci.…”

Section: Introductionmentioning

confidence: 99%

Isothermal Crystallization Kinetics of Poly(ethylene terephthalate) Copolymerized with Various Amounts of Isosorbide

et al. 2020

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Poly(ethylene-co-isosorbide terephthalate) (PEIT) copolyesters could be used in various applications depending on their ability to crystallize. Moreover, the possibility to carry out solid-state post-condensation (SSP) is conditioned by its ability to sufficiently crystallize. The present study, thus, gives a systematic investigation of isothermal crystallization of these statistical copolyesters with isosorbide contents ranging from 4.8 to 20.8 mol.%. For each copolyester composition, the lowest isothermal half crystallization times and the highest Avrami constant (K) were obtained around 170 °C. Over the range of composition that was studied, both melting points and melting enthalpies decreased with increasing amounts of isosorbide (from 250 to 207 °C and from 55 to 28 J/g, respectively). On the contrary, half crystallization time displayed an exponential increase when increasing isosorbide contents in the studied range. Finally, structural and thermal analysis of PIT homopolyester are reported for the first time, showing that only ET moieties crystallized when PEIT was subjected to isothermal crystallization at 170 °C.

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Synthesis and properties of poly(1,4-cyclohexanedimethylene-co-isosorbide terephthalate), a biobased copolyester with high performances

Cited by 37 publications

References 26 publications

Thermal Decomposition Kinetics and Mechanism of In-Situ Prepared Bio-Based Poly(propylene 2,5-furan dicarboxylate)/Graphene Nanocomposites

Thermal Decomposition Kinetics and Mechanism of In-Situ Prepared Bio-Based Poly(propylene 2,5-furan dicarboxylate)/Graphene Nanocomposites

PET/Bio-Based Terpolyester Blends with High Dimensional Thermal Stability

Isothermal Crystallization Kinetics of Poly(ethylene terephthalate) Copolymerized with Various Amounts of Isosorbide

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