高等学校化学学报 ›› 2014, Vol. 35 ›› Issue (4): 853.doi: 10.7503/cjcu20131089

• 高分子化学 • 上一篇    下一篇

利用点击化学反应修饰聚氨酯

陈龙, 吴刚(), 黄超, 王佳慧   

  1. 华南理工大学材料科学与工程学院, 国家人体组织功能重建工程技术研究中心, 广州 510640
  • 收稿日期:2013-11-11 出版日期:2014-04-10 发布日期:2013-12-30
  • 作者简介:联系人简介: 吴 刚, 男, 博士, 副教授, 主要从事生物医用高分子材料研究. E-mail: imwugang@scut.edu.cn
  • 基金资助:
    国家“九七三”计划项目(批准号: 2012CB619105)和国家自然科学基金(批准号: 51173053)资助

Modification of Polyurethane by “Click” Chemistry

CHEN Long, WU Gang*(), HUANG Chao, WANG Jiahui   

  1. School of Materials Science and Engineering, National Engineering Research Center for Tissue Restoration and Reconstruction, South China University of Technology, Guangzhou 510640, China
  • Received:2013-11-11 Online:2014-04-10 Published:2013-12-30
  • Contact: WU Gang E-mail:imwugang@scut.edu.cn
  • Supported by:
    † Supported by the National Basic Research Program of China(No.2012CB619105) and the National Natural Science Foundation of China(No.51173053)

摘要:

合成了2,2-丙炔基-1,3-丙二醇(DPPD), 将其作为扩链剂引入聚氨酯(PU)主链分子中, 获得了一种主链带有炔基的可降解聚氨酯材料, 并通过叠氮基团与炔基间的点击化学反应, 将模型分子引入到聚氨酯分子链上. 1H NMR图谱中 δ 2.03的峰及红外图谱中2138 cm-1处的峰证实炔基引入了聚氨酯分子链; 1H NMR图谱 δ 7.91处的峰表明采用点击化学方法将苄基叠氮分子引入了聚氨酯分子主链. 当扩链系数分别为1, 0.7和1[70%DPPD+30%1,3-丙二醇(PDO)]时, 最终产物中炔基含量分别为0.396, 0.235和0.197 mmol/g. 细胞毒性实验结果表明, 炔基的引入对细胞活性没有影响.

关键词: 聚氨酯, 点击化学, 修饰

Abstract:

In this study, 2,2-propargyl-1,3-propanediol(DPPD) was synthesized and used as the chain extender for getting a biodegradable polyurethane(PU) containing alkynyl. The structure of the PU containing alkynyl is confirmed by the characteristic 1H NMR chemical shift at δ 2.03 and Fourier transform infrared spectrum(FTIR) absorption band at 2138 cm-1. When the DPPD chain extender and PU prepolymer were polymerized with the molar ratio of 1, 0.7 and 1(70%DPPD+30%1,3-propanediol), the obtained alkynyl grafting ratio were 0.396, 0.235 and 0.197 mmol/g, respectively. The “click” coupling of the PU alkynyl group with the model molecular benzyl azide is proved by the chemical shift at δ 7.91 of the 1H NMR test result. Cell viability experiments reveal that alkynyl grafted on the PU has no influence on the cells viability. This method provides a convenient way for bioactive modification of biodegradable polyurethane.

Key words: Polyurethane, “Click”, chemistry, Modification

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