201802-15-5

Usage

Uses

Used in Organic Electronics Industry:
4-Iodo-4',4''-dimethoxytriphenylamine is used as a key component in the development of organic electronic materials for its potential applications in OLEDs, organic photovoltaics, and other electronic devices. The presence of iodo and dimethoxy groups in the compound enhances its electronic and optical properties, making it suitable for use in these applications.
Used in Research and Development:
4-Iodo-4',4''-dimethoxytriphenylamine is used as a promising candidate for further research and development in the field of organic electronics. Its unique chemical properties and potential applications in various electronic devices make it an interesting subject for scientists and researchers to explore and innovate.

InChI:InChI=1/C20H18INO2/c1-23-19-11-7-17(8-12-19)22(16-5-3-15(21)4-6-16)18-9-13-20(24-2)14-10-18/h3-14H,1-2H3

Upstream product

• 20440-94-2 N,N-bis(4-methoxyphenyl)aniline 
• 62-53-3 aniline 
• 696-62-8 para-iodoanisole 
• 540-38-5 p-Iodophenol 
• 194416-45-0 4-bromo-N,N-bis-(4-methoxyphenyl)aniline 
• 17061-62-0 N,N-bis(p-methoxybenzyl)amine 
• 108-86-1 bromobenzene 
• 101-70-2 bis(4-methoxyphenyl)amine 

Downstream Products

• 173981-68-5 bis[4-[N,N-di(4-methoxyphenyl)amino]phenyl]acetylene 
• 218608-73-2 4-ethynyl-N,N-bis(4-methoxyphenyl)aniline 
• 853055-83-1 (5,15-bis(4-(N,N-bis(4-methoxyphenyl)amino)phenylethynyl)-10,20-dimesitylporphyrinato)zinc(II) 
• 1138341-98-6 zinc(II) 5-(4-carboxyphenylethynyl)-15-(4-(N,N-bis(4-methoxylphenyl)amino)phenylethynyl)-10,20-bis(3,5-di-tert-butylphenyl)porphyrin 
• 1373941-09-3 C₉₈H₁₀₆N₆O₈Zn 
• 1373941-07-1 C₉₅H₁₀₅N₅O₈Zn 
• 875667-84-8 4-methoxy-N-(4-methoxyphenyl)-N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]benzenamine 
• 1343425-46-6 5-(4-(bis(4-methoxyphenyl)amino)phenyl)thiophene-2-carbaldehyde 

Relevant academic research and scientific papers

Sonochemically synthesis of arylethynyl linked triarylamines catalyzed by CuI nanoparticles: A rapid and green procedure for Sonogashira coupling

A simple and green method was performed to the preparation of copper iodide nanoparticles by ultrasound approach. Consequently the synthesis of aryl ethynyl linked triarylamines was carried out through the Sonogashira coupling between iodo-substituted triarylamine and aryl acetylenes in the presence of CuI nanoparticles/Pd(PPh3)2Cl2 as an efficient catalytic system and triethylamine as the base under ultrasonic irradiation. Good to excellent yields of products and short reaction times are some of the important advantages of this solvent free protocol which were attained by both nano CuI and ultrasound conditions.

Synthesis and redox properties of mono-, di- and tri-metallic platinum-ethynyl complexes based on the trans-Pt(C6H4N{C6H4OCH3-4}2)(CCR)(PPh3)2 motif

The Pt-halide complex trans-PtI{C6H4NAr2}(PPh3)2 (Ar = C6H4OMe-4, 3) was prepared by oxidative addition of N(C6H4I)Ar2 (2) to Pt(PPh3)

Charge transfer through cross-hyperconjugated versus cross-π-conjugated bridges: An intervalence charge transfer study

Recently there has been much interest in electron transfer and transport through cross-conjugated molecules as interesting test cases for the interplay between molecular and electronic structure as well as potential motifs in the design of new compounds f

Synthesis, (non)linear optical and redox properties of a donor- substituted truxenone derivative

A two-dimensional NLO chromophore (7) with three donor-substituted branches and truxenone as the central coupling unit was synthesised from tribromotruxenone by Stille coupling with N,N-di(4-methoxyphenyl)- 4'(tributylstannylethynyl)phenylamine. UV/visibl

Fluoride binding to an organoboron wire controls photoinduced electron transfer

We demonstrate that the rates for long-range electron transfer can be controlled actively by tight anion binding to a rigid rod-like molecular bridge. Electron transfer from a triarylamine donor to a photoexcited Ru(bpy)32+ acceptor (bpy = 2,2′-bipyridine) across a 2,5-diboryl-1,4-phenylene bridge occurs within less than 10 ns in CH2Cl2 at 22 °C. Fluoride anions bind with high affinity to the organoboron bridge due to strong Lewis base/Lewis acid interactions, and this alters the electronic structure of the bridge drastically. Consequently, a large tunneling barrier is imposed on photoinduced electron transfer from the triarylamine to the Ru(bpy)32+ complex and hence this process occurs more than two orders of magnitude more slowly, despite the fact that its driving force is essentially unaffected by fluoride addition. Electron transfer rates in proteins could potentially be regulated via a similar fundamental principle, because interactions between charged amino acid side chains and counter-ions can modulate electronic couplings between distant redox partners. In artificial donor-bridge-acceptor compounds, external stimuli have been employed frequently to control electron transfer rates, but the approach of exploiting strong Lewis acid/Lewis base interactions to regulate the tunneling barrier height imposed by a rigid rod-like molecular bridge is conceptually novel and broadly applicable, because it is largely independent of the donor and the acceptor, and because the effect is not based on a change of the driving-force for electron transfer. The principle demonstrated here can potentially be used to switch between conducting and insulating states of molecular wires between electrodes. This journal is

Direct iodination of electron-deficient benzothiazoles: Rapid access to two-photon absorbing fluorophores with quadrupolar D-π-A-π-D architecture and tunable heteroaromatic core

Direct iodination of benzothiazoles under strong oxidative/acidic conditions leads to a mixture of iodinated heteroarenes with 1-2 major components, which are easily separable and which structures depend on the I2 equivalents used. Among the unexpected bu

Oxidative C-H Homocoupling of Push-Pull Benzothiazoles: An Atom-Economical Route to Highly Emissive Quadrupolar Arylamine-Functionalized 2,2′-Bibenzothiazoles with Enhanced Two-Photon Absorption

Copper(II)-catalyzed C-H/C-H coupling of dipolar 2-H-benzothiazoles end-capped with triphenylamine moieties affords highly fluorescent 2,2′-bibenzothiazoles with quadrupolar (D-π-A-π-D) architecture displaying large two-photon absorption (TPA) cross sections (543-1252 GM) in the near-infrared region. The notably higher TPA performance as compared to quadrupolar π-systems with a widely used 2,2′-bipyridine core, along with the ease of the synthesis and chelating N^N ability, makes the title biheteroaryl platform an attractive building block for a large scope of functional dyes exploiting nonlinear optical phenomena.

Monocarbazole/dicarbazole hole transport material as well as preparation method and application thereof

The invention discloses a monocarbazole/dicarbazole hole transport material as well as a preparation method and application thereof. The chemical structural general formula of the monocarbazole/dicarbazole hole transport material is shown as a formula I.

Luminescence Tunable Europium and Samarium Complexes: Reversible On/Off Switching and White-Light Emission

Single-molecule functional materials with luminescence tunable by external stimuli are of increasing interest due to their application in sensors, display devices, biomarkers, and switches. Herein, new europium and samarium complexes with ligands having triphenylamine (TPA) groups as the redox center and 2,2′-bipyridine (bpy) as the coordinating groups and diketonate (tta) as the second ligand have been constructed. The complexes show white-light emission in selected solvents for proper mixtures of the emission from Ln3+ ions and the ligands. Meanwhile, they exhibit reversible luminescence switching on/off properties by controlling the external potential owing to intramolecular energy transfer from the Ln3+ ions to the electrochemically generated radical cation of TPA+. Time-dependent density functional theory (TD-DFT) calculations have been performed to study the electronic spectra. The proposed intramolecular energy transfer processes have been verified by density functional theory (DFT) studies.

Influence of Donor-Substituents on Triphenylamine Chromophores Bearing Pyridine Fragments

Efficient synthetic routes that combine different palladium-catalyzed cross-coupling reactions have been developed for the preparation of a new family of push-pull derivatives in which pyridine was used as the acceptor group and different para-substituted diphenylamines as the donor groups. All compounds showed absorption in the UV/Vis region and blue-green emission with high quantum yields. Significant red shifts were observed in the absorption and fluorescence emission maxima on increasing the electron-donating ability of the substituents or on incorporating a π-conjugated linker. This finding can be explained on the basis of enhanced intramolecular charge transfer (ICT). Strong emission solvatochromism confirmed the formation of an intramolecular charge-separated emitting state. The HOMO-LUMO energy gaps have been estimated by experimental electrochemical measurements and the results were interpreted with the aid of DFT calculations. The thermal behavior of all materials has also been studied by differential scanning calorimetry.