"Click" chemistry as a promising tool for side-chain functionalization of polyurethanes
"Click" chemistry as a promising tool for side-chain functionalization of polyurethanes
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DOI：
10.1021/ma800189z
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发表时间：
2008-07-08
期刊：
影响因子：
5.5
通讯作者：
Du Prez, Filip
中科院分区：
文献类型：
--
作者：
Fournier, David;Du Prez, Filip
通过两个不同的炔基官能化二醇与二异氰酸酯化合物反应，合成了主链上带有炔基团的线型聚氨酯(PU)。H-1核磁共振和傅里叶变换红外光谱证明了这些官能团的存在，并证明了能够引入不干扰PU化学的高含量和可控量的官能团。热重分析表明，在PU材料中引入了炔二醇，大大提高了最终的成炭率。在第二部分的工作中，铜催化的1，3-偶极环合成反应发生在炔基功能化的PU和各种叠氮化合物之间，得到不同官能化程度的侧链功能化PU。H-1核磁共振谱清楚地表明了“点击”反应的定量产率。
Linear polyurethanes (PUs) having alkyne groups located along the backbone have been synthesized by reacting two different alkyne-functionalized diols with a diisocyanate compound. H-1 NMR and FTIR proved the presence of these functional groups and the ability for the introduction of an elevated and controllable amount of functional groups that do not interfere with the PU chemistry. TGA measurements demonstrated that the incorporated alkyne diol in the PU materials strongly improves the final char yield. In the second part of the work, the copper catalyzed Huisgen 1,3-dipolar cycloaddition was undertaken between the alkyne-functionalized PUs and a variety of azide compounds such as benzyl azide and different fluorinated azide compounds, resulting in side-chain functionalized PUs with varying degree of functionalization. H-1 NMR spectra clearly indicated the quantitative yields of the "click" reaction.