20441-07-0

Upstream product

• 696-62-8 para-iodoanisole 
• 531-91-9 N,N'-diphenyl-p-phenylenediamine 
• 4316-51-2 N,N-diphenyl-4-methoxyaniline 
• 62-53-3 aniline 
• 92-86-4 4-(4-bromophenyl)bromobenzene 
• 1208-86-2 N-(4-methoxyphenyl)phenylamine 
• 104-92-7 1-bromo-4-methoxy-benzene 

Downstream Products

• 1357929-82-8 C₄₆H₅₆N₂O₄Si₄ 

Relevant academic research and scientific papers

New solution-processable small molecules as hole-transporting layer in efficient polymer solar cells

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

Efficient initiators for two-photon induced polymerization in the visible range

We present two derivatives of biphenyl or fluorene symmetrically substituted, which could initiate the two-photon absorption (TPA) photopolymerization of acrylates in the visible range. Both compounds show broadband TPA between 500 and 650 nm with cross sections of respectively 30 and 80 × 10-50 cm4 s photon-1 at 532 nm, the photoinitiation wavelength. Threshold energies and dynamic ranges for polymerization were measured in both cases. As expected, the fluorene derivative was slightly more efficient than the biphenyl one. Our initiators appeared to be orders of magnitude more sensitive than the commercial UV ones, commonly used for TPA photopolymerization.

Electroluminescent poly(arylene ether) containing both hole-transporting and electron-transporting units

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 /

Photosensitive compounds, solvent-resistant hole transport layer materials prepared from them and their applications

The present invention discloses a class of photosensitive small molecule hole transport materials containing a combination of benzophenone group and triaryl amine group, the class of materials having a suitable energy level and mobility matching the quant

Redox-Active Guanidines in Proton-Coupled Electron-Transfer Reactions: Real Alternatives to Benzoquinones?

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.

Metal-Free Oxidative C-C Coupling of Arylamines Using a Quinone-Based Organic Oxidant

A variety of arylamines are shown to undergo oxidative C-C bond formation using quinone-based chloranil/H+ reagent as the recyclable organic (metal-free) oxidant system to afford benzidines/naphthidines. Arylamines (3°/2°) designed with various substituents were employed to understand the steric as well as electronic preferences of oxidative dimerization, and a mechanism involving amine radical cation has been proposed. The tetraphenylbenzidine derivative obtained via oxidative C-C coupling has been further converted to blue-emissive hole-transporting material via a simple chemical transformation. This study highlights the preparation of novel HTMs in a simple, economic, and efficient manner.

Liquid triarylamines: The scope and limitations of piers-rubinsztajn conditions for obtaining triarylamine-siloxane hybrid materials

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.

PLED devices containing triphenylamine-derived polyurethanes as hole-transporting layers exhibit high current efficiencies

The innovative polyurethane-type polymers from a triphenylamine derivative, [N,N′-bis(4-hydroxyphenyl)-N,N′-diphenylbenzidine] (TPA) and a carbazole derivative, [9-butyl-3,6-bis(4-hydroxyphenyl)carbazole] (Cz) can be linked through isophorone diisocyanate (IPDI) bridges and incorporated as hole-transporting layers in high-performance PLED devices. The TPA-IPDI-Cz type of polyurethane (PU) materials (P1-P5) showed superb hole injection and transport properties based on the results of the hole-only-device study. We prepared the devices in two kinds of configuration: system (1) Indium Tin Oxide (ITO)/PU (20 nm)/{Iridium(iii) bis(2-phenylpyridine), [Ir(ppy)3] + 2-(4-biphenyl)-5-(4-tert-butylphenyl)-1,3,4-oxadiazole (t-PBD) + polyvinylcarbazole (PVK)] (50 nm)/Mg (10 nm)/Ag (100 nm), for the device with P1 (DP1), the brightness increased to 14000 cd m-2, the current efficiency rose to 13.4 cd A-1, and the turn-on voltage was reduced to 21 V (at 100 cd m-2). In system (2) ITO/PEDOT-PSS (30 nm)/PU (20 nm)/[Ir(ppy)3 + t-PBD + PVK] (50 nm)/Mg (10 nm)/Ag (100 nm), with PEDOT-PSS as the hole-injection layer, was compared to the standard device (S2) having the configuration ITO/PEDOT-PSS (50 nm)/[Ir(ppy)3 + t-PBD + PVK] (50 nm)/Mg (10 nm)/Ag (100 nm); the brightness of the double layer device with P5 (DDP5) increased to 12500 cd m-2 and the current efficiency dramatically rose to 34.7 cd A-1, compared with values of 6250 cd m-2 and 21.8 cd A-1, respectively, for S2. The Royal Society of Chemistry.