A stable two-electron-donating phenothiazine for application in nonaqueous redox flow batteries,Journal of Materials Chemistry A

当前位置： X-MOL 学术 › J. Mater. Chem. A › 论文详情

Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)

A stable two-electron-donating phenothiazine for application in nonaqueous redox flow batteries
Journal of Materials Chemistry A ( IF 10.7 ) Pub Date : 2017-10-24 00:00:00 , DOI: 10.1039/c7ta05883g
Jeffrey A. Kowalski _{1,

2,

3,

4,

5} , Matthew D. Casselman _{2,

6,

7,

8} , Aman Preet Kaur _{2,

6,

7,

8} , Jarrod D. Milshtein _{1,

2,

4,

5,

9} , Corrine F. Elliott _{2,

6,

7,

8} , Subrahmanyam Modekrutti _{2,

6,

7,

8} , N. Harsha Attanayake _{2,

6,

7,

8} , Naijao Zhang _{2,

6,

7,

8} , Sean R. Parkin _{2,

6,

7,

8} , Chad Risko _{2,

6,

7,

8,

10} , Fikile R. Brushett _{1,

2,

3,

4,

5} , Susan A. Odom _{2,

6,

7,

8}

Affiliation

Stable electron-donating organic compounds are of interest for numerous applications that require reversible electron-transfer reactions. Although many organic compounds are stable one-electron donors, removing a second electron from a small molecule to form its dication usually leads to rapid decomposition. For cost-effective electrochemical energy storage utilizing organic charge-storage species, the creation of high-capacity materials requires stabilizing more charge whilst keeping molecular weights low. Here we report the simple modification of N-ethylphenothiazine, which is only stable as a radical cation (not as a dication), and demonstrate that introducing electron-donating methoxy groups para to nitrogen leads to dramatically improved stability of the doubly oxidized (dication) state. Our results reveal that this derivative is more stable than an analogous compound with substituents that do not allow for further charge delocalization, rendering it a promising scaffold for developing atom-efficient, two-electron donors.

中文翻译：

用于非水氧化还原液流电池的稳定的两电子供体吩噻嗪

对于需要可逆电子转移反应的众多应用，稳定的供电子有机化合物是令人关注的。尽管许多有机化合物是稳定的单电子供体，但从小分子中去除第二个电子以形成其双极性通常会导致快速分解。对于利用有机电荷存储物质的具有成本效益的电化学能量存储，高容量材料的产生需要稳定更多的电荷，同时保持较低的分子量。在这里，我们报告了N-乙基吩噻嗪的简单修饰，该修饰仅作为自由基阳离子是稳定的（而不是作为指示剂），并证明引入给电子的甲氧基对氮原子导致双氧化（指示）态的稳定性大大提高。我们的结果表明，该衍生物比具有不允许进一步电荷离域的取代基的类似化合物更稳定，这使其成为开发原子有效的双电子供体的有前途的支架。

更新日期：2017-11-15

点击分享查看原文

点击收藏

阅读更多本刊最新论文本刊介绍/投稿指南11