336619-79-5

Upstream product

• 106-37-6 1.4-dibromobenzene 
• 589-87-7 1,4-bromoiodobenzene 
• 4316-58-9 tri(p-bromophenyl)amine 
• 13677-42-4 4-bromo-N-(4-methoxyphenyl)aniline 
• 104-94-9 4-methoxy-aniline 
• 100308-69-8 4,4′-dibromo-4′′-methoxytriphenylamine 

Downstream Products

• 1374356-14-5 3-{4-[bis(4-bromophenyl)amino]phenoxy}-6-chloro-1,2,4,5-tetrazine 
• 1374356-19-0 3,6-bis{4-[bis(4-bromophenyl)amino]phenoxy}-1,2,4,5-tetrazine 
• 1357009-82-5 4-(octyloxy)-N,N-bis(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)aniline 
• 1104390-10-4 4-bromo-N-(4-bromophenyl)-N-(4-(octyloxy)-phenyl)benzenamine 
• 1357019-29-4 N,N-bis(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-4-(6-bromohexyloxy)-phenylamine 
• 1357019-30-7 diethyl 6-(4-(bis(4-bromophenyl)amino)phenoxy)hexylphosphonate 
• 1357019-31-8 diethyl 6-(4-(bis(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)amino)phenoxy)hexylphosphonate 
• 1357019-28-3 N,N-bis-(4-bromophenyl)-4-(6-bromohexyloxy)-phenylamine 

Relevant academic research and scientific papers

Feasible energy level tuning in polymer solar cells based on broad band-gap polytriphenylamine derivatives

A series of versatile broad band-gap alternating copolymers (P1, P2, P3 and P4) based on triphenylamine (TPA) and benzofurazan derivatives, differing in the substituted groups [-OC8H17, -C8H17, -CF3, -(CF3)2] in their triphenylamine units, were designed and synthesized by Suzuki polycondensation. The relationships between the substituted groups in TPA and the highest occupied molecular orbital (HOMO) energy levels, as well as the open circuit voltages (Vocs), were investigated in detail. The HOMO levels of these four polymers decreased sequentially when the substituted groups shifted from electron-donating groups [-OC8H17, -C8H17] to electron-withdrawing groups [-CF3, -(CF3)2], which led to the successive increase in Vocs of the polymer solar cells (PSCs) based on these polymers. Through the characterization of photovoltaic performance, the highest Voc, which reached up to 1.00 V, was achieved by the polymer with bis(trifluoromenthyl) substituted group (P4), which is one of the highest Voc values based on polytriphenylamine derived polymers for PSCs. Among these polymers, the one with octyl side chain (P2) showed the best photovoltaic performance with the highest short circuit current density (Jsc) and fill factor (FF), giving a Jsc of 4.84 mA cm-2, FF of 50%, Voc of 0.80 V and power conversion efficiency (PCE) of 2.22%.

A novel blue fluorescent polymer for solution-processed fluorescent-phosphorescent hybrid WOLEDs

Two blue-emitting fluorescent polymers PTPATPPO and PTPATPP with small singlet-triplet splitting comprising triphenylamine and triphenylphosphine/triphenylphosphine oxide moieties have been designed and synthesized. An appropriate overlap between the HOMO

Hydrophilic poly(triphenylamines) with phosphonate groups on the side chains: Synthesis and photovoltaic applications

Two triphenylamine-based homopolymers PTPA-EP and PTPA-PO 3Na2, comprising diethyl phosphonate and sodium phosphonate end groups on side chains, respectively, were synthesized. The UV-vis absorption and photoluminescence (PL) properties of the PTPA-EP and PTPA-PO3Na2 are mainly determined by the conjugated poly(triphenylamine) main chain. The PTPA-EP and PTPA-PO3Na 2 possess comparable HOMO levels of around -5.03 eV. The PTPA-EP, with better solubility than PTPA-PO3Na2 in hydrophilic solvents, was utilized as cathode interlayer to construct efficient bulk-heterojunction photovoltaic cells with a low bandgap poly(2,7-carbazole) (PCDTBT) as the polymer donor and [6,6]-phenyl C71-butyric acid methyl ester (PC71BM) as the acceptor. The work function of ITO was shifted to -4.3 eV by PTPA-EP, which matches well with the LUMO level of PC 71BM for good electron extraction. Inverted solar cells with a device configuration of ITO/PTPA-EP/active layer/MoO3/Al exhibited a power conversion efficiency (PCE) of 4.59%, which is a good efficiency among inverted solar cells with an organic interlayer on an ITO cathode. The PCE shows a 79% increase in comparison to that of a bare ITO cathode, though the efficiency is lower than 5.13% for an inverted solar cell with an inorganic ZnO interlayer on ITO. Moreover, a conventional solar cell with a device configuration of ITO/PEDOT:PSS/active layer/PTPA-EP/Al could show a better PCE of 5.27%. The results indicate that PTPA-EP is a promising new cathode interlayer for high efficiency inverted and conventional solar cells.

Synthesis and photovoltaic behaviors of benzothiadiazole- and triphenylamine-based alternating copolymers

A series of donor-acceptor (D-A) alternating copolymers (P1, P2 and P3) with thiophene-benzothiadiazole-thiophene-triphenylamine main chain have been synthesized by Suzuki polycondensation. P1, P2, and P3 possess medium optical band gaps of 1.99, 1.97 and 1.93 eV, respectively. Bulk heterojunction polymer solar cells (BHJ PSCs) with these polymers as donor and PC71BM as acceptor showed power conversion efficiency (PCE) in the range of 2.1-2.8%. The highest PCE of 2.8 % was achieved for P1 with short circuit current (J sc) of 7.8 mA/cm2. This study offers a useful and important insight for designing triphenylamine derivative-based polymers used for efficient PSCs.

Design of new tetrazine-triphenylamine bichromophores - Fluorescent switching by chemical oxidation

Original new fluorescent and electroactive compounds have been prepared, which feature two different fluorescent groups linked through an oxygen atom spacer. We describe here the synthesis, photophysical and electrochemical properties and their interplay, and our theoretical calculations. These molecules are composed of two fluorophores, an electron-rich triphenylamine unit and an electron-poor tetrazine unit. Although the bichromophores are not fluorescent in the neutral state due to a photoinduced electron transfer from the triphenylamine unit to the tetrazine unit, one can restore the fluorescence by oxydation of the triphenylamine moiety. Thus, a redox-fluorescent switch has been realized. Tetrazine-triphenylamine bichromophores linked by an oxygen atom were designed and synthesized. Their photophysical and electrochemical properties were investigated. These dyads are nonfluorescent compounds in their neutral state because of phoinduced electron transfer. However, tetrazine fluorescence was restored by chemical oxidation (cation radical formation). Copyright

Synthesis of novel triphenylamine-based conjugated polyelectrolytes and their application as hole-transport layers in polymeric light-emitting diodes

Alternating triphenylamine-based copolymers poly[N-(4- sulfonatobutyloxyphenyl)-4,4′-diphenylamine-alt-1,4-phenylene] sodium salt (PTPOBS) and poly[N-(4-sulfonatophenyl)-4,4′-diphenylamine-alt-N-(p- trifluoromethyl)phenyl-4,4′-diphenylamine] sodium salt (PTFTS) were synthesized via palladium-catalyzed Suzuki coupling reaction. These polymers are soluble only in polar solvents, such as dimethyl sulfoxide (DMSO) and a mixed solvent of methanol and N,N-dimethyl formamide (DMF), rather than in non-polar solvents such as toluene and xylene. The electrochemical and photophysical properties of the resulted copolymers were investigated. The HOMO levels of the polymers (-5.08 eV for PTPOBS and -5.24 eV for PTFTS) were close to the work function of PEDOT. The relatively high-lying LUMO levels (-2.21 eV for PTPOBS and -2.24 eV for PTFTS) revealed that they had good electron-blocking capabilities. Devices with a PTPOBS or PTFTS layer inserted between ITO or PEDOT and of red and green-emitting polymers showed lower turn-on voltages and enhanced efficiency compared with the reference devices composed of bare ITO or ITO/PEDOT as anode. These polymers can be used as an independent hole-transport/electron-blocking layer or in combination with a PEDOT layer for fabrication of multilayer devices without intermixing with the subsequent EL layer by solution processing in full-color display applications. The Royal Society of Chemistry 2006.