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<p>In this work, two high-molecular-weight polyesters poly(1,12-dodecylene terephthalate) (PDT) and poly(1,12-dodecylene thiophenedicarboxylate) (PDTD) were synthesized using geometrically distinct aromatic monomers: dimethyl terephthalate (DMT, 180° bond angle) or 2,5-thiophenedicarboxylic acid (TDCA, 148° bond angle), coupled with 1,12-dodecanediol (DD). Comprehensive characterization (chemical/thermal/crystalline/tensile/dynamicmechanical/rheological properties) revealed unique structure–property relationships governed by TDCA’s nonlinear geometry. The weight-average molecular weights of poly (1,12-dodecylene terephthalate) (PDT) and poly (1,12-dodecylene thiophenedicarboxylate) (PDTD) were 119,700 and 110,700&#xa0;g/mol, respectively. Both polyesters were identified as semi-crystalline polymers by differential scanning calorimetry (DSC) and wide-angle X-ray diffraction (WAXD). PDTD exhibited dual melting peaks (103.9&#xa0;°C/94.3&#xa0;°C), attributed to chain-folding constraints from TDCA’s angular distortion causing defective crystals, while PDT showed a single peak (124.1&#xa0;°C). At the same time, the melting temperature of PDT is higher than that of PDTD, because the benzene ring is more conducive to the folding of the molecular chain. The decomposition temperatures at 5% weight loss of PDT and PDTD are 378 and 365&#xa0;°C, respectively. PDT is more thermally stable than PDTD, because the benzene ring is more stable than the thiophene ring. PDT demonstrated polyethylene-like tensile strength (17.7&#xa0;MPa) and melting temperature (124&#xa0;°C). The results reported in this work provide deeper insights into the relationship between structures and properties of polyesters with long-chain diols, facilitating the design and synthesis of high-performance polyesters in the future.</p> Graphical abstract <p></p>

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Poly(1,12-dodecylene terephthalate) and poly(1,12-dodecylene thiophenedicarboxylate) derived from 1,12-dodecanediol (DD): synthesis and characterization

  • 期刊论文

  • 发表日期：

    2025年9月24日

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  • Guoqiang Wang,
  • Jianyu Wang,
  • Yueying Wang,
  • Deyu Wei,
  • Yunfeng Hui,
  • Yiheng Yu,
  • Mengke Zhang,
  • Longqing Shi,
  • Hongliang Hu,
  • Yujie Jin

摘要

In this work, two high-molecular-weight polyesters poly(1,12-dodecylene terephthalate) (PDT) and poly(1,12-dodecylene thiophenedicarboxylate) (PDTD) were synthesized using geometrically distinct aromatic monomers: dimethyl terephthalate (DMT, 180° bond angle) or 2,5-thiophenedicarboxylic acid (TDCA, 148° bond angle), coupled with 1,12-dodecanediol (DD). Comprehensive characterization (chemical/thermal/crystalline/tensile/dynamicmechanical/rheological properties) revealed unique structure–property relationships governed by TDCA’s nonlinear geometry. The weight-average molecular weights of poly (1,12-dodecylene terephthalate) (PDT) and poly (1,12-dodecylene thiophenedicarboxylate) (PDTD) were 119,700 and 110,700 g/mol, respectively. Both polyesters were identified as semi-crystalline polymers by differential scanning calorimetry (DSC) and wide-angle X-ray diffraction (WAXD). PDTD exhibited dual melting peaks (103.9 °C/94.3 °C), attributed to chain-folding constraints from TDCA’s angular distortion causing defective crystals, while PDT showed a single peak (124.1 °C). At the same time, the melting temperature of PDT is higher than that of PDTD, because the benzene ring is more conducive to the folding of the molecular chain. The decomposition temperatures at 5% weight loss of PDT and PDTD are 378 and 365 °C, respectively. PDT is more thermally stable than PDTD, because the benzene ring is more stable than the thiophene ring. PDT demonstrated polyethylene-like tensile strength (17.7 MPa) and melting temperature (124 °C). The results reported in this work provide deeper insights into the relationship between structures and properties of polyesters with long-chain diols, facilitating the design and synthesis of high-performance polyesters in the future.

Graphical abstract