58736-69-9

Upstream product

• 104-92-7 1-bromo-4-methoxy-benzene 
• 92-84-2 10H-phenothiazine 
• 696-62-8 para-iodoanisole 
• 623-12-1 4-chloromethoxybenzene 
• 3169-87-7 2-[(4-methoxyphenyl)thio]benzenamine 

Downstream Products

• 1422536-23-9 2-cyano-3-(10-(4-methoxyphenyl)-10H-phenothiazin-3-yl)acrylic acid 
• 888009-05-0 10-(4-Methoxyphenyl)phenothiazine 5,5-dioxide 
• 932399-41-2 10-(4-methoxyphenyl)-10H-phenothiazine-3-carbaldehyde 

Relevant academic research and scientific papers

Mechanism of Photoinduced Metal-Free Atom Transfer Radical Polymerization: Experimental and Computational Studies

Photoinduced metal-free atom transfer radical polymerization (ATRP) of methyl methacrylate was investigated using several phenothiazine derivatives and other related compounds as photoredox catalysts. The experiments show that all selected catalysts can b

Nature of the lowest triplet states of 4'-substituted N-phenylphenothiazine derivatives

The nature of the lowest triplet state of the donor-acceptor N-phenylphenothiazine derivatives has been studied by means of phosphorescence and EPR spectroscopy in various low temperature glasses. The triplet excitation of N-phenylphenothiazine and N-(p-a

Highly efficient phenothiazine 5,5-dioxide-based hole transport materials for planar perovskite solar cells with a PCE exceeding 20%

Two novel phenothiazine 5,5-dioxide (PDO) core building block-based hole transport materials (HTMs), termed PDO1 and PDO2, were designed and synthesized. The introduction of a sulfuryl group in a core unit can deeply influence the energy levels and charge carrier mobilities of relative HTMs. The combined suitable energy level alignment, higher hole mobility and conductivity, as well as highly efficient hole transfer of PDO2 enable the perovskite solar cell (PSC) to achieve an impressive power conversion efficiency (PCE) of 20.2% and good stability when aged under ambient conditions. These results demonstrate the potential versatility of the PDO building block for further development of cost-effective and highly efficient HTMs for PSCs.

Transition-Metal-Free Synthesis of N-Arylphenothiazines through an N- And S-Arylation Sequence

An efficient synthetic method of N-arylphenothiazines from o-sulfanylanilines under transition-metal-free conditions is disclosed. An N- and S-arylation sequence of o-sulfanylanilines enabled us to synthesize a wide variety of N-arylphenothiazines. In par

Selective photoredox direct arylations of aryl bromides in water in a microfluidic reactor

Carrying out photoredox direct arylation couplings between aryl halides and aryls in aqueous solutions of surfactants enables unprecedented selectivity with respect to the competing dehalogenation process, thanks to the partition coefficient of the select

Continuous-flow electro-oxidative coupling of sulfides with activated methylene compounds leading to sulfur ylides

An unprecedentedly straightforward electro-oxidative coupling of sulfides with activated methylene compounds to synthesize sulfur ylides has been developed. Good to excellent yields can be obtained under catalyst- and oxidant-free conditions at room tempe

Perylene diimide electron transport material as well as synthesis method and application thereof (by machine translation)

The invention belongs to the technical field of organic functional materials, and relates to a perylene diimide electron transport material and a synthesis method thereof and application in a trans-planar perovskite solar cell. The phenothiazine dioxide group is taken as a core structure, perylene diimide groups are connected at 3 - and 7 - substitution positions of the phenothiazine dioxide structural unit, and different peripheral groups are introduced. The perylene diimide electron transport material provided by the invention has the advantages of stable conditions, low cost, high electron mobility and the like. Compared with a trans-planar perovskite solar cell based on fullerene electron transport materials, the cell based on such an electron transport material has no hysteresis under the working condition. In addition, lower manufacturing cost, higher photoelectric conversion efficiency and better stability are favorable to promoting its large-scale commercial production. (by machine translation)

Hole-transport material taking phenothiazine dioxide as core structure and synthetic method and application thereof

The invention belongs to the technical field of organic functional materials and relates to a hole-transport material taking a phenothiazine dioxide as a core structure and a synthetic method thereofand application thereof in a perovskite solar battery. The synthetic method comprises the following steps: carrying out a Buchwald carbon-nitrogen coupling reaction on phenothiazine and R1Br to obtainan intermediate 1; carrying out a brominating reaction on the intermediate 1 to obtain an intermediate 2; carrying out an oxidizing reaction on the intermediate 2 and hydrogen peroxide to obtain an intermediate 3; and carrying out Buchwald carbon-nitrogen coupling reaction or Suzuki carbon-carbon coupling reaction on the intermediate 3 to obtain a final product PDO-1 or PDO-2. Compared with a battery based on a conventional hole-transport material Spiro-OMeTAD, the material prepared by the preparation method is applied to the perovskite solar battery to obtain a higher photoelectric conversion efficiency, better stability and lower manufacturing cost. The material is free of an obvious relaxation phenomenon, so that commercial production of the perovskite solar battery is promoted favorably.

Effect of furan π-spacer and triethylene oxide methyl ether substituents on performance of phenothiazine sensitizers in dye-sensitized solar cells

Conjugated π-spacers are used to improve the light harvesting properties of sensitizers for dye-sensitized solar cells. In several recent works, furan has outperformed other popular π-spacers such as thiophene and phenyl. One of the best performing phenothiazine dyes in the literature has no π-spacer, and two polar triethylene oxide methyl ether (TEOME) chains. Herein we report the synthesis and evaluation of three novel sensitizers based on EO3, investigating the effect of introducing a furan linker and stepwise removal of the TEOME chains. The furan linker redshifted the onsets in the IPCE spectra by 50 nm and improved the PCE by up to 29% compared to EO3, despite lowering the VOC by more than 60 mV. The best sensitizer of the study was AFB-30, with an average PCE of 5.86% (JSC = 10.41 mA cm-2, VOC = 783 mV, FF = 0.73) under 1 sun AM 1.5G illumination.

Stepwise Photoinduced Electron Transfer in a Tetrathiafulvalene-Phenothiazine-Ruthenium Triad

A molecular triad comprising a [Ru(bpy)3]2+ (bpy = 2,2′-bipyridine) photosensitizer, a primary phenothiazine (PTZ) donor and a secondary (extended) tetrathiafulvalene (exTTF) donor was synthesized and explored by UV/Vis transient absorption spectroscopy. Initial photoinduced electron transfer from PTZ to the 3MLCT-excited [Ru(bpy)3]2+ occurs within less than 60 ps, and subsequently PTZ is regenerated by electron transfer from exTTF with a time constant of 300 ps. The resulting photoproduct comprising exTTF·+ and [Ru(bpy)3]+ has a lifetime of 6100 ps in de-aerated CH3CN at room temperature. Additional one- and two-pulse laser flash photolysis studies of the triad were performed in the presence of excess methyl viologen (MV2+), to explore the possibility of light-driven charge accumulation on exTTF. MV2+ clearly oxidized [Ru(bpy)3]+ and thereby re-instated ground-state [Ru(bpy)3]2+ in triads in which exTTF had been oxidized to exTTF·+, but further excitation of the solution containing the exTTF·+-PTZ-[Ru(bpy)3]2+ photoproduct did not provide evidence for exTTF2+. Nevertheless, it seems that the design principle of a covalent donor-donor-sensitizer triad (as opposed to simpler donor-sensitizer dyads) is beneficial for light-driven accumulation of oxidation equivalents. These investigations are relevant in the greater context of multi-electron photoredox chemistry and artificial photosynthesis.