Ambipolar polyimides with pendant groups based on 9H-thioxanthene-9-one derivatives: synthesis, thermostability, electrochemical and electrochromic properties,Polymer Chemistry

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Ambipolar polyimides with pendant groups based on 9H-thioxanthene-9-one derivatives: synthesis, thermostability, electrochemical and electrochromic properties
Polymer Chemistry ( IF 4.1 ) Pub Date : 2020/02/18 , DOI: 10.1039/c9py01930h
Danila S. Odintsov _{1,

2,

3,

4,

5} , Inna K. Shundrina _{1,

2,

3,

4,

5} , Irina A. Os'kina _{1,

2,

3,

4,

5} , Irina V. Oleynik _{1,

2,

3,

4,

5} , Jens Beckmann _{6,

7,

8,

9} , Leonid A. Shundrin _{1,

2,

3,

4,

5}

Affiliation

New electro-active polyimides (PI) with pendant groups based on 9H-thioxanthene-9-one (Th(O)S) and its S,S-dioxide derivative (Th(O)SO₂) have been synthesized on the basis of 2-{bis(4-aminophenyl)aminomethyl}-9H-Th(O)S/Th(O)SO₂ by the route including the synthesis of the corresponding polyamidoacids followed by their chemical imidization. The synthesized polyimides demonstrated thermal stability up to 400 °C without a noticeable weight loss. Thin-layer cyclic voltammetry showed the polyimides to be capable of reversible electron transfer at low negative potentials, their values depending on the nature of the pendant groups. The electrochromic behavior of the polyimides showed absorption bands at 363, 409, 683 nm for the PI with the Th(O)S pendant group and 355, 644 nm for the PI with the Th(O)SO₂ in the potential sweep range 0 > E > −2.1 V. Optical absorption bands under electrochemical reduction conditions are associated with the formation of radical anion states of the pendant groups inside the PI layer as well as reversible electron transfer to the electron-acceptor moiety of the polymer chain. It was confirmed by comparison with 3D UV-VIS-NIR spectroelectrochemical studies of the corresponding 2-methyl-9H-thioxanthene-9-ones used as precursors of the pendant groups.

中文翻译：

具有基于9H-噻吨-蒽-9-衍生物的侧基的双极性聚酰亚胺：合成，热稳定性，电化学和电致变色性质

在此基础上合成了基于9 H-噻吨-9-1（Th（O）S）及其侧基的新型电活性聚酰亚胺（PI）及其S，S-二氧化物衍生物（Th（O）SO ₂）。 2- {双（4-氨基苯基）氨基甲基} -9 H -Th（O）S / Th（O）SO _2的合成通过包括相应的聚酰胺酸的合成及其化学酰亚胺化的途径。合成的聚酰亚胺显示出高达400°C的热稳定性，并且没有明显的重量损失。薄层循环伏安法表明聚酰亚胺能够在低负电势下进行可逆的电子转移，其值取决于侧基的性质。聚酰亚胺的电致变色行为显示，在潜在扫描范围0中，带有Th（O）S侧基的PI在363、409、683 nm处具有吸收带，对于带有Th（O）SO ₂的PI在355、644 nm处具有吸收带。> E> -2.1V。在电化学还原条件下的光吸收带与PI层内部侧基的自由基阴离子状态的形成以及可逆的电子转移至聚合物链的电子受体部分有关。通过与3D UV-VIS-NIR光谱电化学研究相比较，证实了相应的2-甲基-9 H-噻吨9-9-用作侧基的前体。

更新日期：2020-03-24

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