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Modulating the Properties of Azulene-containing Polymers Through Functionalization at the 2-Position of Azulene.
Chemistry - An Asian Journal ( IF 4.1 ) Pub Date : 2020-06-26 , DOI: 10.1002/asia.202000627
Zhuang Mao Png 1 , Jianwei Xu 1, 2
Affiliation  

Poly(2‐arylazulene‐alt‐fluorene) and poly(2‐arylazulene‐alt‐thiophene) are synthesized via Suzuki and Stille cross‐coupling polymerization, respectively, using 1,3‐dibromo‐2‐arylazulenes as monomers, which are prepared by a novel directed C−H activation method of 2‐carboxylic azulene and subsequent bromination reaction. Our study shows that functionalization at the 2‐position of azulene monomers influences polymer properties. For instance, different from electron‐withdrawing groups that discourage the protonation of azulene, electron‐donating aryl groups, however, enhances the sensitivity of response to acid. Protonation of the polymers leads to significant shifts in absorption spectra accompanying with obvious color changes from green to brown in majority cases because of the formation of poly(azulenium cation). The electrochromic properties of polymers are examined, exhibiting that nature of aryl group at the 2‐position of azulene influences the stability of their electrochromic devices.

中文翻译:

通过在Azulene的2位官能化来调节含Azulene的聚合物的性能。

聚(2- arylazulene- ALT -芴)和聚(2- arylazulene-中高音-噻吩)分别通过Suzuki和Stille交叉偶联聚合反应,以1,3-二溴-2-芳基azulenes作为单体,通过新颖的2-羧基a腈直接C-H活化方法和随后的溴化反应制备。我们的研究表明,在a烯单体2位上的官能化会影响聚合物的性能。例如,不同于阻止氮杂质子化的吸电子基团,给电子芳基增强了对酸反应的敏感性。在大多数情况下,由于聚(azulenium阳离子)的形成,聚合物的质子化导致吸收光谱发生明显变化,并伴随着明显的从绿色到棕色的颜色变化。检查了聚合物的电致变色性能,
更新日期:2020-08-18
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