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化学学报
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化学学报 ›› 2009, Vol. 67 ›› Issue (11): 1259-1264. 上一篇    下一篇

研究论文

含侧羧基官能团的聚(ε-己内酯)降解性能的研究

孙 琰 戴炜枫 张清醇 张 琰 郎美东

  

  1. (华东理工大学材料科学与工程学院 超细材料制备与应用教育部重点实验室 上海 200237)

  • 投稿日期:2008-09-16 修回日期:2009-01-12 发布日期:2009-06-14
  • 通讯作者: 孙琰

Degradability of Poly(ε-caprolactone) Bearing Pendant Carboxyl Groups

Sun, Yan Dai, Weifeng Zhang, Qingchun Zhang, Yan Lang, Meidong   

  1. (Key Laboratory for Ultrafine Materials of Ministry of Education, School of Materials Science and Engineering,
    East China University of Science and Technology, Shanghai 200237)
  • Received:2008-09-16 Revised:2009-01-12 Published:2009-06-14
  • Contact: Sun, Yan

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被引次数

17 | 4

在异辛酸亚锡催化下, ε-己内酯与官能团化ε-己内酯单体6-(乙酸苄基酯基)-ε-己内酯(BCL)开环共聚合成含有侧乙酸苄基酯基的ε-己内酯/6-(乙酸苄基酯基)-ε-己内酯共聚物(PCL-co-PBCL). 然后通过钯/碳催化加氢脱除PCL-co-PBCL的苄基保护基, 得到含侧乙羧基官能团的ε-己内酯/6-乙酸基-ε-己内酯共聚物(PCL-co-PCCL). 研究了两种聚合物的力学性能、表面亲水性及其在37 ℃温度下在不同pH值的缓冲溶液中的降解行为. 实验结果表明: 侧基官能团, 尤其是侧乙羧基官能团的引入可明显改善聚己内酯的亲水性和降解性, 且降解速度可通过控制聚合物中官能团的含量来进行调节.

关键词: 6-(乙酸苄基酯基)-ε-己内酯, 官能团化聚己内酯, 侧基官能团, 降解性, 亲水性

Poly(ε-caprolactone) functionalized with pendant benzyloxycarbonylmethyl group (PCL-co- PBCL) was synthesized by the ring-opening polymerization of ε-caprolactone and 6-(benzyloxycarbonyl- methyl)-ε-caprolactone (BCL) with Sn(Oct)2 as catalyst. Its benzyl protecting groups were effectively removed by H2 using Pd/C as catalyst to obtain poly(ε-caprolactone) bearing pendant carboxyl groups (PCL-co-PCCL). We studied the mechanical properties and surface hydrophilicity of PCL-co-PBCL and PCL-co-PCCL, and the degradation behavior in vitro of them was also evaluated in different pH value phosphate buffer solutions. The results showed that the degradability of functionalized PCL was greatly improved by the pendant functional groups and the degradation rates could be controlled by adjusting the content of the functional groups.

Key words: 6-(benzyloxycarbonylmethyl)-ε-caprolactone, functionalized poly(ε-caprolactone), pendant functional group, biodegradability, hydrophilicity