Thermal behaviour of polyesters of hexanediol with terephthalic and isophthalic acids

David, Christiane; Lefebvre, Xavier; Lefevre, C.; Demarteau, Willy; Loutz, Jm

doi:10.1016/s0300-9440(99)00016-8

Cited by 22 publications

(11 citation statements)

References 12 publications

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“…PHT is a noncommercial polyester, but it has attracted growing interest from academia and industry, due to its semicrystalline nature, good chemical resistance, and decent mechanical properties. , Furthermore, PHT contains six methylene segments per backbone repeating unit, which makes it more flexible and thus have lower melting temperature compared to more widely used polyesters PET and PBT. This may facilitate its melt processing. , Finally, 1,6-hexanediol can be potentially produced from cellulose, which is the most abundant biomass waste …”

Section: Resultsmentioning

confidence: 99%

“…This may facilitate its melt processing. 68,69 Finally, 1,6-hexanediol can be potentially produced from cellulose, which is the most abundant biomass waste. 49 Spiro-diol V was used as a co-monomer in the melt polycondensation of dimethyl terephthalate (DMT) and 1,6hexanediol (HD), according to a conventional two-step protocol (Scheme 2).…”

Section: Acs Sustainable Chemistry and Engineeringmentioning

confidence: 99%

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Synthesis, Life Cycle Assessment, and Polymerization of a Vanillin-Based Spirocyclic Diol toward Polyesters with Increased Glass-Transition Temperature

Mankar

Gonzalez

Warlin

et al. 2019

ACS Sustainable Chem. Eng.

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Bio-based rigid diols are key building blocks in the development and preparation of high-performance bioplastics with improved thermal and dimensional stabilities. Here, we report on the straightforward two-step synthesis of a diol with a spirocyclic acetal structure, starting from bio-based vanillin and pentaerythritol. According to a preliminary life cycle assessment (LCA), the greenhouse gas emissions of this bio-based diol are significantly lower than those of bio-based 1,3-propanediol. Copolymerization of the rigid spiro-diol with 1,6-hexanediol and dimethyl terephthalate by melt polymerization yielded a series of copolyesters, which showed improved glass transition temperature and thermal stability upon the incorporation of the spiroacetal units. The crystallinity and melting point of copolyesters decreased with increasing content of the spirocyclic backbone structures. The copolyester containing 10% of the new diol was semicrystalline, while those with 20 and 30% spiro-diol incorporated were completely amorphous. Moreover, dynamic mechanical analysis indicated that the copolyesters showed storage moduli comparable to Akestra, a commercial fossil-based high-performance polyester.

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Section: Resultsmentioning

confidence: 99%

Section: Acs Sustainable Chemistry and Engineeringmentioning

confidence: 99%

Synthesis, Life Cycle Assessment, and Polymerization of a Vanillin-Based Spirocyclic Diol toward Polyesters with Increased Glass-Transition Temperature

Mankar

Gonzalez

Warlin

et al. 2019

ACS Sustainable Chem. Eng.

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“…Poly(hexamethylene terephthalate) (PHT) is, so far, a noncommercial aromatic polyester of both academic and applied interest [ 21 , 23 , 24 , 25 ], which, similarly to other aromatic polyesters, exhibits fair mechanical properties and an excellent chemical resistance [ 26 ]. Due to the presence of the flexible segment composed of six methylene groups in the polyester chain, PHT exhibits a relatively low melting temperature (Tm ≈ 140 °C), which one can find as advantageous for more economical and easier processing procedures [ 27 ]. In turn, a furanoate homolog of PHT is poly(hexamethylene 2,5-furan dicarboxylate) (PHF).…”

Section: Introductionmentioning

confidence: 99%

Biobased Thermoplastic Elastomers: Structure-Property Relationship of Poly(hexamethylene 2,5-furanodicarboxylate)-Block-Poly(tetrahydrofuran) Copolymers Prepared by Melt Polycondensation

et al. 2021

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A series of poly(hexamethylene 2,5-furanodicarboxylate)-block-poly(tetrahydrofuran) (PHF-b-F-pTHF) copolymers were synthesized using a two-stage procedure, employing transesterification and polycondensation. The content of pTHF flexible segments varied from 25 to 75 wt.%. 1H nuclear magnetic resonance (NMR) and Fourier transformed infrared spectroscopy (FTIR) analyses were applied to confirm the molecular structure of the materials. Differential scanning calorimetry (DSC), dynamic mechanical measurements (DMTA), and X-ray diffraction (XRD) allowed characterizing the supramolecular structure of the synthesized copolymers. SEM analysis was applied to show the differences in the block copolymers’ morphologies concerning their chemical structure. The influence of the number of flexible segments in the copolymers on the phase transition temperatures, thermal properties, as well as the thermo-oxidative and thermal stability was analyzed. TGA analysis, along with tensile tests (static and cyclic), confirmed the utilitarian performance of the synthesized bio-based materials. It was found that an increase in the amount of pTHF caused the increase of both number-average and weight-average molecular weights and intrinsic viscosities, and at the same time causing the shift of the values of phase transition temperatures toward lower ones. Besides, PHF-b-F-pTHF containing 75 wt.% of F-pTHF units was proved to be a promising thermoplastic shape memory polymer (SMP) with a switching temperature of 20 °C.

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“…As it is characteristic of semicrystalline aromatic polyesters, PHT exhibits fair mechanical properties, an excellent chemical resistance [4]. Due to the presence of the flexible hexamethylene segment in the polyester chain, PHT has a relatively low T m (~140 °C), which could be regarded as advantageous for a more economical and easier processing [5][6]. In the present work PHT nanocomposites containing multiwall nanotubes both OHfunctionalized and without functionalization are prepared and characterized.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and properties of poly(hexamethylene terephthalate)/multiwall carbon nanotubes nanocomposites

González-Vidal

Ilarduya

Muñoz‐Guerra

et al. 2010

Composites Science and Technology

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Poly(hexamethylene terephthalate) (PHT)/carbon nanotubes (CNT)\ud nanocomposites containing 1% and 3% (w/w) of filler were prepared by two\ud procedures: in situ ring-opening polymerization of hexamethylene terephthalate cyclic\ud oligomers in the presence of CNT and melt blending of PHT/CNT mixtures. Arc\ud discharge multiwalled carbon nanotubes, both pristine (MWCNT) and hydroxyl\ud functionalized (MWCNT-OH), were used. The objective was to evaluate the effect of\ud preparation procedure, nanotube sidewall functionalization and amount of nanotube\ud loaded on properties of PHT. All nanocomposites showed an efficient distribution of\ud the carbon nanotubes within the PHT matrix but interfacial adhesion and reinforcement\ud effect was dependent on both functionalization and nanotubes loading. Significant\ud differences in thermal stability and mechanical properties ascribable to functionalization\ud and processing were observed among the prepared nanocomposites. All the prepared\ud nanocomposites showed enhanced crystallizability due to CNT nucleating effects\ud although changes in melting and glass transition temperatures were not significant.Peer ReviewedPostprint (author’s final draft

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Thermal behaviour of polyesters of hexanediol with terephthalic and isophthalic acids

Cited by 22 publications

References 12 publications

Synthesis, Life Cycle Assessment, and Polymerization of a Vanillin-Based Spirocyclic Diol toward Polyesters with Increased Glass-Transition Temperature

Synthesis, Life Cycle Assessment, and Polymerization of a Vanillin-Based Spirocyclic Diol toward Polyesters with Increased Glass-Transition Temperature

Biobased Thermoplastic Elastomers: Structure-Property Relationship of Poly(hexamethylene 2,5-furanodicarboxylate)-Block-Poly(tetrahydrofuran) Copolymers Prepared by Melt Polycondensation

Synthesis and properties of poly(hexamethylene terephthalate)/multiwall carbon nanotubes nanocomposites

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