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Effect of addition of 1,6-hexanediamine on thermal properties and crystallization behaviors of biobased PA10T polyamides

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Abstract

Bio-based semi-aromatic poly (decamethylene terephthalamide) acid (PA10T) and a series of poly (decamethylene terephthalamide/hexamethylene terephthalamide) (PA10T/6 T) were synthesized by an efficient one-pot melt polymerization reaction. The chemical structures of the obtained samples were evaluated by fourier infrared spectroscopy (FT-IR). And the influence of addition of 1,6-hexanediamine (HAD) for copolyamides PA10T/6 T on melting points, thermal behaviors, crystallization performances, and mechanical characteristics of PA10T and PA10T/6 T were also analyzed thoroughly. The thermal analysis demonstrates that PA10T/6 T possess excellent thermal stability, and the melting temperatures can be tuned effectively by adding a suitable copolymerization content of the third monomer HAD to improve the processing properties appropriately. POM and XRD were used to research the crystallization behaviors showing that the addition of HAD did not alter the crystalline structure of PA10T essentially. Mechanical properties such as bending modulus and tensile strength of PA10T/6 T remarkably improved with increased HAD content. Moreover, this work provides an approach for preparing plant-derived semi-aromatic copolyamides PA10T/6 T, and these copolyamides exhibit outstanding processing performances, wider processing temperature range, high thermal stability, adjustable mechanical characteristics, and excellent comprehensive properties.

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Data availability

The data that support the findings of this study are available on request from the corresponding author.

References

  1. Zhang TW, Li YX, Guo HJ, Acree WE (2022) Further analysis and comments regarding solubility and thermodynamic analysis of 1,6-Hexanediamine in mono-solvents and 1-butanol + cyclohexane mixed solvents at different temperatures. J Mol Liq 345:117831–117832

    Article  CAS  Google Scholar 

  2. Yang K, Liu Y, Zheng Z, Lu G, Tang Z, Chen X (2022) Synthesis and thermal degradation mechanism of a semi-aromatic copolyamide from renewable sources. Polym Degrad Stab 203:110089–110098

    Article  CAS  Google Scholar 

  3. Fu X, Dong X, Yang G, Bai S (2022) Non-isothermal crystallization kinetics of graphene/PA10T composites. Heliyon 8:10206–10216

    Article  Google Scholar 

  4. Wang Z, Dong Y, Yang JC, Wang XJ, Ml Z, Zhang G, Long SR, Liu S, Yang J (2022) Improved interfacial shear strength in carbon fiber enhanced semi-aromatic polyamide 6T composite via in-situ polymerization on fiber surface. Compos Sci Technol 223:109401–109411

    Article  CAS  Google Scholar 

  5. Ai T, Feng W, Zou G, Ren Z, Wang P, Ji J, Zhang W (2020) High-performances biobased semi-aromatic polyamide 10T copolymerized with silicone monomers. J Appl Polym Sci 138:50266–50276

    Article  Google Scholar 

  6. Stadler G, Primetzhofer A, Pinter G, Grün F (2022) Evaluation and consideration of local specimen material properties in lifetime prediction of short fiber-reinforced PA6T/6I. Fatigue Fract Eng Mater Struct 45:980–990

    Article  CAS  Google Scholar 

  7. Kamran M, Davidson MG, de Vos S, Tsanaktsis V, Yeniad B (2022) Synthesis and characterisation of polyamides based on 2,5-furandicarboxylic acid as a sustainable building block for engineering plastics. Polym Chem 13:3433–3443

    Article  CAS  Google Scholar 

  8. Fu XB, Zhang T, Yang JC, Zhang G, Ml Z, Wang XJ, Yang J (2022) Structures and properties of newly synthesized semi-aromatic polyamide thermoplastic elastomers. Polym Chem 13:4980–4991

    Article  CAS  Google Scholar 

  9. Novitsky TF, Lange CA, Mathias LJ, Osborn S, Ayotte R, Manning S (2010) Eutectic melting behavior of polyamide 10, T-co-6, T and 12, T-co-6, T copolyterephthalamides. Polymer 51:2417–2425

    Article  CAS  Google Scholar 

  10. Qu L, Long SR, Zhang ML, Zhang G, Wang XJ, Yang J (2012) Synthesis and Characterization of Poly(ethylene terephthalamide/hexamethylene terephthalamide). J Macromol Sci Part A 49:67–72

    Article  CAS  Google Scholar 

  11. Fu X-B, Tong X, Yang JC, Zhang G, Ml Z, Wang XJ, Yang J (2022) In situ polymerization preparation and mechanical properties of nanocomposites based on PA10T/10I-block-PEG copolymer and graphene oxide. Nano Mater Sci. 4:276–284

    Article  CAS  Google Scholar 

  12. Kalyan Kumar R, Omkumar M (2021) Ultrasonic welding of GF/PA6T composites: experimental investigation and process optimization. Mater Today Proc 39:1180–1186

    Article  CAS  Google Scholar 

  13. Ai T, Feng W, Ren Z, Li F, Wang P, Zou G, Ji J (2021) Simultaneous enhancement of mechanical performance and thermal conductivity for polyamide 10T by nanodiamond compositing. J Appl Polym Sci 139:52098–52109

    Article  Google Scholar 

  14. Tong X, Wang Z, Zhang ML, Wang XJ, Zhang G, Long SR, Yang J (2020) Synthesis, characterization and non-isothermal crystallization kinetics of a new family of poly (ether-block-amide)s based on nylon 10T/10I. Polymers 13:72–93

    Article  PubMed  PubMed Central  Google Scholar 

  15. Kalyan Kumar R, Omkumar M (2020) Investigation and characterization of ultrasonically welded GF/PA6T composites. Mater Today Proc 26:282–286

    Article  CAS  Google Scholar 

  16. Qu C, Tang Y, Wang D, Fan X, Li H, Liu C, Su K, Zhao D, Jing J, Zhang X (2020) Improved processability of PA66-polyimide copolymers with different polyimide contents. J Appl Polym Sci 138:49640–49648

    Article  Google Scholar 

  17. Huang J, Tong X, Yang J, Wang Z, Zhang M, Wang X, Yang J (2020) Synthesis of poly (hexamethylene terephthalamide)-co-polycaprolactam/modified montmorillonite nanocomposites with enhanced mechanical properties and lower water absorption rate by in-situ polymerization. J Polym Res 27:1–12

    Article  Google Scholar 

  18. Gao Y, Yang T, Wang X, Xia Y, Zhu B, He Y (2020) Synthesis and characterization of poly(hexamethylene terephthalate/hexamethylene oxamide) alternating copolyamide (alt-PA6T/62). J Appl Polym Sci 138:49773–49777

    Article  Google Scholar 

  19. Cai T, Wang J, Zhang C, Cao M, Jiang S, Wang X, Wang B, Hu W, Hu Y (2020) Halogen and halogen-free flame retarded biologically-based polyamide with markedly suppressed smoke and toxic gases releases. Compos B 184:107737–107770

    Article  CAS  Google Scholar 

  20. Zou G, Wang P, Feng W, Ren Z, Ji J (2019) Bio-based transparent polyamide 10T/10I/1012 with high performance. J Appl Polym Sci 136:47305–47315

    Article  Google Scholar 

  21. Yang SQ, Zhao JN, Zhao JB, Zhang JY (2019) cross-linked polyamides prepared through direct bulk Michael addition and polycondensation from 1,6-hexanediamine and methyl acrylate. Chin J Polym Sci 38:143–150

    Article  Google Scholar 

  22. Feng W, Wang P, Zou G, Ren Z, Ji J (2018) Synthesis and characterization of semiaromatic copolyamide 10T/1014 with high performance and flexibility. Des Monomers Polym 21:33–42

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  23. Wang Z, Tong X, Yang JC, Wang XJ, Ml Z, Zhang G, Long SR, Yang J (2019) Improved strength and toughness of semi-aromatic polyamide 6T-co-6(PA6T/6)/GO composites via in situ polymerization. Compos Sci Technol 175:6–17

    Article  CAS  Google Scholar 

  24. Liu B, Hu G, Zhang J, Yan W (2019) Non-isothermal crystallization, yellowing resistance and mechanical properties of heat-resistant nylon 10T/66/titania dioxide/glass fibre composites. RSC Adv 9:7057–7064

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  25. Hsu CM, Wang SJ, Chen YT, Wong DSH (2019) Novel separation process design for non-phosgene dimethylhexane-1,6-dicarbamate synthesis by reacting dimethyl carbonate with 1,6-hexanediamine. J Taiwan Inst Chem Eng 97:54–65

    Article  CAS  Google Scholar 

  26. Feng W, Zou G, Ding Y, Ai T, Wang P, Ren Z, Ji J (2019) Effect of aliphatic diacid chain length on properties of semiaromatic copolyamides based on PA10T and their theoretical study. Ind Eng Chem Res 58:7217–7226

    Article  CAS  Google Scholar 

  27. Wang M, Song H, He W, Wang J, Zhou D, Guo J (2018) Thermal oxidation and thermal degradation kinetics of brominated epoxy resin/Sb2O3 flame retardant PA10T/GF composites. Polym Eng Sci 58:1583–1595

    Article  CAS  Google Scholar 

  28. Wang Z, Hu G, Zhang J, Xu J, Shi W (2017) Non-isothermal crystallization kinetics of Nylon 10T and Nylon 10T/1010 copolymers: effect of sebacic acid as a third comonomer. Chin J Chem Eng 25:963–970

    Article  CAS  Google Scholar 

  29. Wang Z, Hu G, Zhang J, Xu J, Shi W (2018) Isothermal crystallization kinetics of Nylon 10T and Nylon 10T/1010 copolymers: effect of Sebacic acid as a third comonomer. J Wuhan Univ Technol Mater Sci Ed 33:1247–1255

    Article  CAS  Google Scholar 

  30. Wang J, Li L, He Y, Song H, Chen X, Guo J (2018) The effect of thermo-oxidative ageing on crystallization, dynamic and static mechanical properties of long glass fibre-reinforced polyamide 10T composites. R Soc Open Sci 5:172029–172043

    Article  PubMed  PubMed Central  Google Scholar 

  31. Liu B, Hu G, Zhang J, Fang C (2018) Synthesis, characterization and thermal decomposition kinetics of a bio-based transparent nylon 10I/10T. Des Monomers Polym 21:182–192

    Article  PubMed  PubMed Central  Google Scholar 

  32. Guo J, Wang J, Wu Y, He Y, Song H, Chen X (2018) Thermal stability and thermal degradation kinetics of short and long glass fiber reinforced PA10T composites. Polym Eng Sci 59:246–253

    Article  Google Scholar 

  33. Lee M, Son K, Kim J, Kim D, Min BH, Kim JH (2018) Effect of PA6T on morphology and electrical conductivity in PA66/PA6T/PPE/multiwalled carbon nanotube nanocomposites. Compos Sci Technol 164:260–266

    Article  CAS  Google Scholar 

  34. Zhao L, He P, Wang L, Ammar M, Cao Y, Li H (2017) Catalysts screening, optimization and mechanism studies of dimethylhexane-1,6-dicarbamate synthesis from 1,6-hexanediamine and dimethyl carbonate over Mn(OAc)2 catalyst. Catal Today 281:392–401

    Article  CAS  Google Scholar 

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Acknowledgements

The Innovation Fund of Postgraduate, Sichuan University of Science & Engineering (No. Y2022008) are all acknowledged by the authors.

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Authors and Affiliations

  1. School of Materials Science and Engineering, Material Corrosion and Protection Key Laboratory of Sichuan Province, Sichuan University of Science & Engineering, Zigong, 643000, China

    Rongli Zhu, Zejun Pu, Gang He, Qiuxia Peng, Pan Zheng, Fang Wu, Dayang Yu, Xu Wang, Hongbo Hou, Xianyong Li & Jiachun Zhong

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  1. Rongli Zhu
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  2. Zejun Pu
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  3. Gang He
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Correspondence to Zejun Pu or Jiachun Zhong.

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Zhu, R., Pu, Z., He, G. et al. Effect of addition of 1,6-hexanediamine on thermal properties and crystallization behaviors of biobased PA10T polyamides. J Polym Res 30, 188 (2023). https://doi.org/10.1007/s10965-023-03563-3

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