Tuning of the Topochemical Polymerization of Diacetylenes Based on an Odd/Even Effect of the Peripheral Alkyl Chain: Thermochromic Reversibility in a Thin Film and a Single-Component Ink for a Fountain Pen,ACS Applied Materials & Interfaces

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Tuning of the Topochemical Polymerization of Diacetylenes Based on an Odd/Even Effect of the Peripheral Alkyl Chain: Thermochromic Reversibility in a Thin Film and a Single-Component Ink for a Fountain Pen
ACS Applied Materials & Interfaces ( IF 8.3 ) Pub Date : 2018-06-29 00:00:00 , DOI: 10.1021/acsami.8b05896
Myeong Jin Kim ₁ , Satheshkumar Angupillai ₁ , Kyeongsu Min ₁ , Manivannan Ramalingam ₁ , Young-A. Son ₁

Affiliation

The topochemical polymerization of diacetylenes (DAs) is closely related to the length of their alkyl chain. DA monomers have two types of alkyl chain side groups: the inner alkyl chain and the outer alkyl chain, that is, the peripheral alkyl chain. Herein, we designed and synthesized a series of DA monomers that possess bis-amide linkages with different peripheral alkyl chains (n = 6–9; DA1–DA4). The peripheral alkyl chain length of these DA monomers exhibits an odd/even effect on topochemical polymerization. The polymerization of DAs was achieved only when n is an odd number, whereas no polymerization occurred when n is an even number. The odd/even effect on the topochemical polymerization was also investigated using ab initio density functional theory calculations. The thermochromic reversibility of polydiacetylenes (PDAs) was investigated using UV–vis absorption spectroscopy at temperatures ranging from 20 to 60 °C. Monomer DA2 was used as a single-component ink solution in a fountain pen that can be transformed into thermochromic letters on conventional paper. Furthermore, a PDA-embedded polyethylene oxide film was included to monitor the thermochromic reversibility and was found to exhibit excellent thermochromic reversibility between 20 and 100 °C and stability, enabling storage for a few months without deformation. Finally, a green-colored patterned polymer film is readily obtained by a subtractive color (blue and yellow) mixing method and exhibits high thermochromic reversibility at temperatures between 20 and 100 °C.

中文翻译：

基于外围烷基链的奇/偶效应调整乙炔的拓扑化学聚合：薄膜和钢笔用单组分墨水的热致变色可逆性

二乙炔（DAs）的拓扑化学聚合与其烷基链的长度密切相关。DA单体具有两种类型的烷基链侧基：内烷基链和外烷基链，即外围烷基链。在这里，我们设计并合成了一系列具有双酰胺键且具有不同外围烷基链的DA单体（n = 6–9；DA1–DA4）。这些DA单体的外围烷基链长度对拓扑化学聚合表现出奇/偶的影响。只有当n为n时，才能实现DAs的聚合是奇数，而当n是偶数时，没有聚合发生。还使用从头算密度泛函理论计算研究了对拓扑化学聚合的奇/偶效应。聚二乙炔（PDA）的热致变色可逆性是使用UV-vis吸收光谱法在20至60°C的温度范围内进行研究的。单体DA2用作钢笔中的单组分墨水溶液，可以在常规纸上转换成热致变色的字母。此外，还包括嵌入PDA的聚环氧乙烷薄膜以监测热致变色可逆性，发现该薄膜在20至100°C之间显示出优异的热致变色可逆性和稳定性，可在不变形的情况下保存几个月。最后，通过减色（蓝色和黄色）混合方法可轻松获得绿色的图案化聚合物膜，并在20至100°C的温度下具有高热致变色可逆性。

更新日期：2018-06-29

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