Fluoride‐Catalyzed Deblocking: A Route to Polymeric Urethanes,Angewandte Chemie International Edition

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Fluoride‐Catalyzed Deblocking: A Route to Polymeric Urethanes
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2018-03-23 , DOI: 10.1002/anie.201800795
Madhu Sheri ₁ , Umesh Choudhary ₁ , Sunitha Grandhee ₂ , Todd Emrick ₁

Affiliation

We report a fluoride‐catalyzed deblocking of urethanes as “blocked” isocyanates. Organic and inorganic sources of fluoride ion proved effective for deblocking urethanes and for converting polyurethanes to small molecules. Distinct from conventional deblocking chemistry involving organometallic compounds and high temperatures, the method we describe is metal‐free and operates at or slightly above room temperature. The use of fluorescent blocking agents enabled visual and spectroscopic monitoring of blocking/deblocking reactions, and the selected conditions proved applicable to urethanes containing a variety of blocking groups. The method additionally enabled a one pot deblocking and polymerization with α,ω‐diols. Overall, this deblocking/polymerization strategy offers a convenient and efficient solution to problems that have limited the breadth of applications of polyurethane chemistry.

中文翻译：

氟化物催化解封：通往聚合氨基甲酸酯的途径

我们报道了氟化物催化的氨基甲酸乙酯的解封反应为“封端”异氰酸酯。事实证明，氟离子的有机和无机来源可有效地解封氨基甲酸酯并将聚氨酯转变为小分子。与涉及有机金属化合物和高温的常规解封闭化学不同，我们描述的方法不含金属，可在室温或略高于室温的条件下运行。荧光封闭剂的使用使得可以对封闭/解封反应进行视觉和光谱监测，并且所选择的条件证明适用于含有各种封闭基团的氨基甲酸酯。该方法还使一锅解封并与α，ω-二醇聚合。全面的，

更新日期：2018-03-23

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