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A novel phosphatidylcholine-modified polyisoprene: synthesis and characterization

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Abstract

Polyisoprene (PI) is the main component of natural rubber. To imitate natural rubber and understand the function of phospholipid in natural rubber, a novel phosphatidylcholine (PC)-modified polyisoprene (PI-pc) is synthesized using a PC and a commercial PI. The PI is firstly brominated by N-bromosuccinimide, and then, diethyl malonate is introduced as a branch chain of PI. In sequence, the PC is imported into the branch chain of PI via condensation of the activated ester terminals in diethyl malonate and the amino terminals in PC to obtain the desired product PI-pc. The bulk structure of the prepared PI-pc is carefully characterized with nuclear magnetic resonance spectra (1H and 31P NMR), Fourier transform infrared spectroscopy (FT-IR), gel permeation chromatograph (GPC), and differential scanning calorimetry (DSC). The introduction of PC to the branch chain of PI increases the molecular weight and also the glass transition (Tg) of the PI. The increment of Tgs and melting enthalpy for the PI-pcs from both solution and emulsion indicates that the attached PC is beneficial to the self-assembly of PI chains and thus promotes the crystallization. Our present work provides a new method for importing PC to PI to imitate natural rubber, and also, the results could be a footstone for us to explore the effect of phospholipid on the property of natural rubber.

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Acknowledgments

Financial supports from National Natural Science Foundation of China (51333003, 51273124) and National Science Fund for Distinguished Young Scholars (51425305) are acknowledged.

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Authors and Affiliations

  1. College of Polymer Science and Engineering, State Key Laboratory of Polymer Materials Engineering, Sichuan University, Chengdu, 610065, China

    Hualei Chu, Yuanqing Song, Jiehua Li, Feng Luo, Hong Tan, Guangsu Huang & Qiang Fu

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  1. Hualei Chu
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  2. Yuanqing Song
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  3. Jiehua Li
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  4. Feng Luo
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  5. Hong Tan
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  6. Guangsu Huang
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Correspondence to Jiehua Li or Hong Tan.

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Chu, H., Song, Y., Li, J. et al. A novel phosphatidylcholine-modified polyisoprene: synthesis and characterization. Colloid Polym Sci 294, 433–439 (2016). https://doi.org/10.1007/s00396-015-3798-y

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  • DOI: https://doi.org/10.1007/s00396-015-3798-y

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