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The nucleation effect of N,N′-bis(benzoyl) alkyl diacid dihydrazides on crystallization of biodegradable poly(l-lactic acid)

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Abstract

Five N,N′-bis(benzoyl) alkyl diacid dihydrazides were synthesized from benzoyl hydrazine and alkyl diacyl dichloride which were derived from alkyl diacid via acylation. PLLA/N,N′-bis(benzoyl) alkyl diacid dihydrazide samples were prepared by melt blending and hot-press forming process. The nucleation effect of N,N′-bis(benzoyl) alkyl diacid dihydrazide on crystallization of biodegradable poly(l-lactic acid) (PLLA) was investigated using differential scanning calorimetry (DSC) and vicat softening analysis. The results showed that five N,N′-bis(benzoyl) alkyl diacid dihydrazides acted as powerful nucleating agent for PLLA; with incorporation of N,N′-bis(benzoyl) alkyl diacid dihydrazide, the crystallization peak became sharper and shifted to higher temperature as the degree of supercooling decreased at a cooling rate of 1 °C/min from melt. The nucleation activities of five N,N′-bis(benzoyl) alkyl diacid dihydrazides were quantitatively determined. It is shown that N,N′-bis(benzoyl) suberic acid dihydrazide has higher nucleating activity than the other N,N′-bis(benzoyl) alkyl diacid dihydrazides. In the presence of N,N′-bis(benzoyl) alkyl diacid dihydrazide, the melting behavior of PLLA is affected significantly. In addition, the thermal stability of PLLA/0.8 % N,N′-bis(benzoyl) alkyl diacid dihydrazide is tested and reported. Compared to the neat PLLA, the onset degradation temperature of PLLA/0.8 % N,N′-bis(benzoyl) alkyl diacid dihydrazide samples has been decreased significantly.

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Acknowledgments

This work was supported by The Ministry of Science and Technology of the People’s Republic of China (Project Number 2007BAE42B00), ChongQing University of Arts and Sciences (Project Number Z2011CL11) and Shanghai Leading Academic Discipline Project (Project Number s30107).

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Authors and Affiliations

  1. School of Materials and Chemical Engineering, Chongqing University of Arts and Sciences, Chongqing, 402160, People’s Republic of China

    Yanhua Cai

  2. Department of Polymer Materials, Shanghai University, Shanghai, 201800, People’s Republic of China

    Yanhua Cai, Shifeng Yan, Yinqing Fan, Zhuyi Yu & Jingbo Yin

  3. Key Laboratory of Polymer Ecomaterials, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun, 130022, People’s Republic of China

    Xuesi Chen

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  1. Yanhua Cai
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Correspondence to Yanhua Cai.

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Cai, Y., Yan, S., Fan, Y. et al. The nucleation effect of N,N′-bis(benzoyl) alkyl diacid dihydrazides on crystallization of biodegradable poly(l-lactic acid). Iran Polym J 21, 435–444 (2012). https://doi.org/10.1007/s13726-012-0046-x

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  • DOI: https://doi.org/10.1007/s13726-012-0046-x

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