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新型双光子引发剂9-苄基-3,6-二[2-(吡啶-4-基)-乙烯基]咔唑的合成及其聚合特性

Synthesis and properties of novel two-photon polymerization initiator 9-benzyl-3,6-bis[2-(pyridine-4-yl)vinyl]carbazole

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【作者】 尹龙; 杨俊佼; 陈卫强; 段宣明;

【Author】 YIN Long1 YANG JunJiao1 CHENG WeiQiang2 DUAN XuanMing2 (1. School of Science, Beijing University of Chemistry Technology, Beijing 100029;2. Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing 100080, China)

【机构】 北京化工大学理学院; 中国科学院理化技术研究所; 中国科学院理化技术研究所 北京100029; 北京100029; 北京100080;

【摘要】 以咔唑和苄氯为原料,在温和条件下与N-溴代丁二酰亚胺反应得到了中间体3,6-二溴-9-苄基咔唑。从此中间体出发,经Heck反应合成了具有C2v对称性的9-苄基-3,6-二[2-(吡啶-4-基)-乙烯基]咔唑(BPyVC)。采用核磁共振、红外、质谱等手段确定了新化合物的结构,并对化合物的光物理特性进行了评价。双光子聚合实验的结果表明,BPyVC在扫描速度为22mm/s时的双光子聚合的最低能量密度低于92.7kJ/cm2,在固定光强为12.7mW时,引发双光子聚合的最少曝光时间低于1.15ms。

【Abstract】 A novel molecule with C2v symmetry, 9-benzyl-3,6-bis[2-(pyridine-4-yl)vinyl] carbazole (BPyVC), has been synthesized by the Heck reaction of 4-vinyl pyridine with 9-benzyl-3,6-dibromocarbazole; the latter was obtained by bromination of 9-benzyl carbazole with N-bromosuccinimde. The structure of BPyVC was verified by 1H-NMR, IR and MS. The photophysical properties of BPyVC were investigated in the polymerization of methacrylic acid. Results of two-photon polymerization (TPP) experiments, with 0.09% BPyVC as TPP initiator, showed that the resulting resin exhibited a minimum energy density of 92.7 kJ/cm2 with a scan speed of 22 μm/s, and a that a minimum exposure time of 1.15 ms was required with a light power of 12.7 mW.

  • 【文献出处】 北京化工大学学报(自然科学版) ,Journal of Beijing University of Chemical Technology(Natural Science Edition) , 编辑部邮箱 ,2007年06期
  • 【分类号】O626.3
  • 【被引频次】4
  • 【下载频次】277
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