Synthesis and Properties of Extended Bis-1,2-dithiolene Nickel Complexes Substituted with Unsaturated Group

doi:10.6023/cjoc201503005

Chin. J. Org. Chem. ›› 2015, Vol. 35 ›› Issue (9): 1948-1954.DOI: 10.6023/cjoc201503005 Previous Articles Next Articles

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侧链含不饱和基团取代的硫代双烯型镍络合物的合成及其性能

孙健^a, 金哲明^b, 王成云^a, 沈永嘉^a

a 华东理工大学精细化工研究所结构可控先进功能材料及其制备教育部重点实验室上海 200237;
b 朝鲜民主主义人民共和国咸兴化工大学朝鲜

收稿日期:2015-03-04 修回日期:2015-05-05 发布日期:2015-05-14
通讯作者: 沈永嘉 E-mail:yjshen@ecust.edu.cn

Synthesis and Properties of Extended Bis-1,2-dithiolene Nickel Complexes Substituted with Unsaturated Group

Sun Jian^a, Jin Zheming^b, Wang Chengyun^a, Shen Yongjia^a

a Key Laboratory for Advanced Materials and Institute of Fine Chemicals, East China University of Science & Technology, Shanghai 200237;
b Xianxing Chemical Industry University, Democratic People's Republic of Korea

Received:2015-03-04 Revised:2015-05-05 Published:2015-05-14

1. Synthesis and Properties of Extended Bis-1,2-dithiolene Nickel Complexes Substituted with Unsaturated Group.PDF(468KB)

Abstract

Three bis-1,2-dithiolene nickel complexes with unsaturated substituted groups in the terminals, bis[4,5-di(4'-t-butylbenzyl)thio-1,3-dithion]nickel (2a), bis[4,5-dially-thio-1,3-dithion]nickel (2b) and bis[4,5-di(3'-phenyl-ally)thio-1,3-di-thion]nickel (2c) together with a bis-1,2-dithiolene nickel complexes with saturated substituted groups in the terminals, bis[4,5-didecylthio-1,3-dithion]nickel (2d), as a reference, were synthesized and characterized by ¹H NMR and MS. They were easily soluble in toluene with the maximum absorption wavelengths (λ_max) around 1000 nm, the effects of substituent groups in the terminals on λ_max were not so significant. Their λ_max in solid polymethyl methacrylate (PMMA) were around 1000 nm as well, and no broadening absorption bands could be observed in lower concentration. The solid cyclic voltammetry (CV) curves showed that the oxidation potentials would be increased by introduction of phenyl group in the terminals, thus their electrochemical stability could be improved. The results of thermal gravimetric analysis (TGA) indicated that the temperature of 5% weight-loss was higher than 200 ℃ for these compounds. Irradiated by xenon lamp (300 W) for 100 min, their absorbance was decreased less than 100% in toluene and 2% in solid polymethyl methacrylate (PMMA), respectively. The introduction of phenyl group in the terminals could improve the photo-stability for these molecules both in solution and solid PMMA.

Key words: bis-1,2-dithiolene nickel complexes, synthesis, near-infrared absorption, photo-stability, thermal stability

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Sun Jian, Jin Zheming, Wang Chengyun, Shen Yongjia. Synthesis and Properties of Extended Bis-1,2-dithiolene Nickel Complexes Substituted with Unsaturated Group[J]. Chin. J. Org. Chem., 2015, 35(9): 1948-1954.

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侧链含不饱和基团取代的硫代双烯型镍络合物的合成及其性能

Synthesis and Properties of Extended Bis-1,2-dithiolene Nickel Complexes Substituted with Unsaturated Group

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