20441-07-0Relevant articles and documents
New solution-processable small molecules as hole-transporting layer in efficient polymer solar cells
Lu, Kunyuan,Yuan, Jianyu,Peng, Jun,Huang, Xiaodong,Cui, Linsong,Jiang, Zuoquan,Wang, Hai-Qiao,Ma, Wanli
, p. 14253 - 14261 (2013)
Small molecules TPDA, TPDB, and TPDH, comprising the same backbone TPD (N,N′-diphenyl-N,N′-bis(3-methylphenyl)-(1,1′-biphenyl)-4, 4′-diamine) and different carboxyl side chains were designed and synthesized as hole-transporting materials in polymer solar
Electroluminescent poly(arylene ether) containing both hole-transporting and electron-transporting units
Kido, Junji,Harada, Gaku,Nagai, Katsutoshi
, p. 161 - 162 (1996)
A poly(arylene ether) containing hole-transporting tetraphenylbenzidine units and electron-transporting 1,3,4-oxadiazole units was synthesized and examined as an emitter layer in organic electroluminescent device. The device structure of glass substrate /
Redox-Active Guanidines in Proton-Coupled Electron-Transfer Reactions: Real Alternatives to Benzoquinones?
Wild, Ute,Hübner, Olaf,Himmel, Hans-J?rg
, p. 15988 - 15992 (2019/11/13)
Guanidino-functionalized aromatics (GFAs) are readily available, stable organic redox-active compounds. In this work we apply one particular GFA compound, 1,2,4,5-tetrakis(tetramethylguanidino)benzene, in its oxidized form in a variety of oxidation/oxidative coupling reactions to demonstrate the scope of its proton-coupled electron transfer (PCET) reactivity. Addition of an excess of acid boosts its oxidation power, enabling the oxidative coupling of substrates with redox potentials of at least +0.77 V vs. Fc+/Fc. The green recyclability by catalytic re-oxidation with dioxygen is also shown. Finally, a direct comparison indicates that GFAs are real alternatives to toxic halo- or cyano-substituted benzoquinones.
Liquid triarylamines: The scope and limitations of piers-rubinsztajn conditions for obtaining triarylamine-siloxane hybrid materials
Kamino, Brett A.,Mills, Bridget,Reali, Christopher,Gretton, Michael J.,Brook, Michael A.,Bender, Timothy P.
, p. 1663 - 1674 (2012/04/17)
New liquid triarylamine-siloxane hybrid materials are produced using the Piers-Rubinsztajn reaction. Under mild conditions, liquid analogues of conventional and commonly crystalline triarylamines are easily synthesized from readily available or accessible intermediates. Using a diverse selection of triarylamines, we explored the effects of siloxane group and substitution pattern on the physical properties of these materials, and we have demonstrated that relatively large molecular liquids with desirable electrochemical properties can be produced. The interactions between the strongly Lewis acidic catalyst used for this transformation, tris(pentafluorophenyl)borane (BCF), and the Lewis basic triarylamine substrates were studied. Through UV-vis-NIR and 19F NMR spectroscopy, we have proposed that the catalyst undergoes a reversible redox reaction with the substrates to produce a charge transfer complex. The formation of this charge transfer complex is sensitive to the oxidation potential of the triarylamine and can greatly affect the kinetics of the Piers-Rubinsztajn reaction.