A Soluble, Low-Temperature Thermochromic and Chemically Reactive Polydiacetylene
A Soluble, Low-Temperature Thermochromic and Chemically Reactive Polydiacetylene
复制标题
DOI：
10.1021/am402701n
复制
发表时间：
2013-09-11
影响因子：
9.5
通讯作者：
Kim, Jong-Man
中科院分区：
文献类型：
--
作者：
Park, In Sung;Park, Hye Jin;Kim, Jong-Man
迄今为止描述的大多数聚二乙炔（PDA）在室温以上显示热致变色转变。通过遵循采用不参与强相互作用的头基的策略，我们设计并制备了在接近0 ℃的温度下固化的液体二乙炔（DA）。具有该性质的含异氰酸酯的DA单体DA-NCO在室温下在其液态下不进行聚合。然而，在0 ° C下对冷冻的DA-NCO进行UV照射会导致蓝色PDA（PDA-NCO）的瞬时形成。有趣的是，PDA-NCO被发现在接近11摄氏度的温度下显示出急剧的蓝色到红色的颜色转变。通过利用其室温液相性质，我们能够通过使用用于产生图案化PDA图像的常见压印和书写方法容易地将DA单体转移到固体基底上。此外，PDA-NCO溶解在氯仿中，得到黄色溶液，当加入己烷时，该黄色溶液变成红色，同时产生聚合物聚集体。最后，PDA-NCO中存在的异氰酸酯部分已被用于区分1度胺与2度胺和3度胺，这是由于PDA-NCO的氯仿溶液经历与伯胺的不溶性尿素形成反应相关的快速黄色至红色的颜色变化。
The majority of polydiacetylenes (PDAs) described to date display thermochromic transitions above room temperature. By following a strategy that employs headgroups that do not participate in strong interactions, we have designed and prepared a liquid diacetylene (DA) that solidifies at a temperature near 0 degrees C. The isocyanate-containing DA monomer, DA-NCO, having this property does not Undergo polymerization in its liquid state at room temperature. However, UV irradiation of frozen DA-NCO at 0 degrees C causes the instantaneous formation of a blue PDA (PDA-NCO). Interestingly, PDA-NCO was found to display a sharp blue-to-red color transition at a temperature near 11 degrees C. By taking advantage of its room temperature liquid-phase property, we were able to readily transfer the DA monomer to solid substrates by using common stamping and writing methods used for creating patterned PDA images. In addition, PDA-NCO dissolves in chloroform, giving a yellow solution that becomes red and simultaneously generates polymer aggregates when hexane is added. Finally, the isocyanate moieties present in PDA-NCO have been utilized to differentiate 1 degrees from 2 degrees and 3 degrees amines owing to the fact that a chloroform solution of PDA-NCO undergoes a rapid yellow-to-red color change associated with an insoluble urea-forming reaction with primary amines.