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Synthesis and crystallization behavior of novel poly(butylene succinate) copolyesters containing phosphorus pendent groups

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Abstract

Novel biodegradable poly(butylene succinate) (PBS) copolyesters containing phosphors flame-retardant groups were synthesized by melt-polycondensation from succinic acid and 9,10-dihydro-10-[2,3-di(hydroxycarbonyl)propyl]-10-phosphaphenanthrene-10-oxide (DDP) with 1,4-butanediol. In order to analyze the effects of the third monomer (DDP) on the relative properties of PBS, the composition, crystal structure, crystallization behavior, multiple melting behavior, and spherulitic morphology of the copolyesters were investigated by 1H-NMR, WAXD, DSC, and POM, respectively. WAXD data revealed that the crystal structure of PBS was not affected by DDP. The overall crystallization kinetic showed that the crystallization of PBS was retarded with the introduction of DDP, especially when the DDP content exceeds 7.5 mol%, which may result from the stereo-hindrance of DDP unit. Furthermore, crystallization temperature (T c), crystallization enthalpy (ΔH c), melting temperature (T m), and crystallinity (X c) of PBS copolyesters also decreased apparently with the increase in DDP contents. Also, the equilibrium melting temperature (T om ) obtained from Hoffman-Weeks analysis decreased, indicating that the regularity of PBS chain segments was reduced probably due to the diluent effect of the specific chain structure of DDP. All spherulites showed the ring-banded extinction patterns, which implied that phosphorus-containing (DDP) segment did not change the growth mechanism of PBS crystals.

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Acknowledgements

We thank the National Natural Science Foundation of China for financial support (Nos. 31000427, 21034001, 21174021).

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Authors and Affiliations

  1. State Key Laboratory of Fine Chemicals, Department of Polymer Science and Materials, School of Chemical Engineering, Dalian University of Technology, Dalian, 116024, China

    Cheng Zhou, Zhiyong Wei, Yang Yu & Yang Li

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  1. Cheng Zhou
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  2. Zhiyong Wei
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  3. Yang Yu
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  4. Yang Li
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Correspondence to Yang Li.

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Zhou, C., Wei, Z., Yu, Y. et al. Synthesis and crystallization behavior of novel poly(butylene succinate) copolyesters containing phosphorus pendent groups. J Therm Anal Calorim 120, 1799–1810 (2015). https://doi.org/10.1007/s10973-015-4511-6

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  • DOI: https://doi.org/10.1007/s10973-015-4511-6

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