1092363-75-1

Usage

Uses

Used in Organic Electronic Materials Synthesis:
4-Bromo-N,N-bis(4-(hexyloxy)phenyl)aniline is utilized as a key component in the synthesis of organic electronic materials due to its distinctive molecular structure and properties.
Used in Organic Light-Emitting Diodes (OLEDs):
In the Electronics Industry, 4-Bromo-N,N-bis(4-(hexyloxy)phenyl)aniline is employed as a material in the development of organic light-emitting diodes (OLEDs) for its potential to enhance device performance and efficiency.
Used in Organic Photovoltaics:
Similarly, in the field of Renewable Energy, 4-Bromo-N,N-bis(4-(hexyloxy)phenyl)aniline is used in the research and development of organic photovoltaics, where it may contribute to improving the efficiency and cost-effectiveness of solar energy conversion.

Upstream product

• 1146433-75-1 4-(hexyloxy)-N-(4-(hexyloxy)phenyl)-N-phenylaniline 
• 62-53-3 aniline 
• 589-87-7 1,4-bromoiodobenzene 
• 1158909-71-7 N,N-di(4-n-hexyloxyphenyl)amine 
• 85557-94-4 1-iodo-4-hexyloxybenzene 
• 106-40-1 4-bromo-aniline 
• 39905-57-2 4-(n-hexyloxy)aniline 
• 106-37-6 1.4-dibromobenzene 
• 111-25-1 1-bromo-hexane 
• 540-38-5 p-Iodophenol 

Downstream Products

• 1123693-92-4 4-(hexyloxy)-N-(4-(hexyloxy)phenyl)-N-(4-(thiophen-2-yl)phenyl)benzenamine 
• 1159894-38-8 2-[4-[N,N-bis-(4-hexyloxyphenyl)amino]phenyl]-3,4-(ethylenedioxy)thiophene 
• 1256844-72-0 5-(5-(4-(N,N-bis(4-hexyloxyphenyl)amino)phenyl)thiophene-2-yl)thiophene 
• 1423468-10-3 4,4'-((2-(1H-pyrrol-1-yl)-1,3-phenylene)bis(ethyne-2,1-diyl))bis(N,N-bis(4-(hexyloxy)phenyl)aniline) 
• 1360599-28-5 4-(4,4-dihexyl-4H-cyclopenta[1,2-b:5,4-b']dithiophen-2-yl)-N,N-bis(4-(hexyloxy)phenyl)aniline 
• 1350319-83-3 C₄₁H₄₃N₃O₆S 
• 1350319-84-4 C₄₇H₅₃N₃O₈S 
• 1350319-85-5 C₄₃H₄₅N₃O₈S 
• 1159894-39-9 4-(7-bromo-2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-N,N-bis(4-(hexyloxy)phenyl)aniline 
• 1350319-86-6 C₄₈H₅₁NO₈S₃ 

Relevant academic research and scientific papers

Molecular dipole, dye structure and electron lifetime relationship in efficient dye sensitized solar cells based on donor-π-acceptor organic sensitizers

In this work we report the synthesis and characterization of two new push-pull organic dyes (LC95 and LC107) to be employed as sensitizers in solar cells. Both molecules contain the bis(4-hexyloxyphenylamino)styril unit as the donor group, the cyanoacrylate acid as the acceptor, and the selenophene-thiophene (LC95 dye) and thiophene-selenophene (LC107 dye) moieties as the conjugated linkers. Dye sensitized solar cells employing these two photosensitizers and the cobalt(II/III) redox electrolyte exhibit good solar to energy conversion efficiencies of 6.3% and 6.5% measured under the 100 mW cm-2simulated AM1.5 sunlight. The efficiencies are slightly lower with the iodine/iodide electrolyte. The performance of these two dyes has been discussed and compared to three closely related sensitizers, i.e. C214, C216 and C218, by means of experimental measurements and quantum chemistry computations, with special attention to differences on their geometries, molecular dipoles and electron recombination lifetimes.

Synthesis and photovoltaic characterization of triarylamine-substituted quinoxaline push–pull dyes to improve the performance of dye-sensitized solar cells

Novel unsymmetrical organic sensitizers having donor, π-spacer, and anchoring groups were designed and synthesized for dye-sensitized solar cell (DSSC) application. The dyes 3-{4-[7-(4-{bis[4-(hexyl)phenyl]amino} phenyl)-11,12-dibutoxy-1,4,5,8-tetrahydrod

A new sensitizer containing dihexyloxy-substituted triphenylamine as donor and a binary conjugated spacer for dye-sensitized solar cells

The synthesis and application to dye-sensitized solar cells (DSSC) of a new dihexyloxy-substituted triphenylamine-based organic dye is reported. The dye design, based on the push-pull concept, consists of dihexyloxy-substituted triphenylamine as an electr

The effect of additional electron donating group on the photophysics and photovoltaic performance of two new metal free D-π-A sensitizers

The synthesis, photophysical, electrochemical and photovoltaic properties of two D-π-A organic sensitizers, having triphenylamine as electron donor (with or without additional electron donating hexyloxy group), carboxylic acid as electron acceptor and ben

Optical and electrochemical effects of triarylamine inclusion to alkoxy BODIPY-based derivatives

Three new triphenylamine-BODIPY dyadsBDPT1-3have been designed and synthesized. Their optoelectronic properties were investigated, which revealed strong electronic interactions between the donor and acceptor moieties, together with high sensitivity to the inclusion of alkoxy groups. The properties of the dyads were compared with those of reference compoundsAandBDP1, which exhibit broader absorption in the visible region as a result of the inclusion of donor groups and extended conjugation of the BODIPY core. Fluorescence quenching was also observed, which was attributed to the photoinduced electron transfer, evidenced from solvatochromic measurements, quantum yields and theoretical calculations. The oxidation potentials of new compounds were found to be lower when compared with those of other BODIPY analogues with donor groups attached. The redox, computational, absorbance and emission data suggest that compoundsBDPT1-3exhibit promising properties for their application in organic photovoltaic or light emitting (optoelectronic) devices.

Synthesis and Investigation of Solar-Cell Photosensitizers Having a Fluorazone Backbone

A synthetic sequence for the preparation of fully conjugated 2,7-disubstituted fluorazone (9H-pyrrolo[1,2--a]indol-9-one) derivatives has been developed comprising an Elming–Clauson–Kaas-type pyrrole formation, POCl3-mediated ring closure, selective halogenation and elongation of the conjugated backbone through cross-coupling reactions. As a proof of principle, this methodology was used to prepare for the first time two organic D–π–A dyes containing the fluorazone moiety. The new compounds display broad absorption bands in the visible-light region when adsorbed on nanocrystalline TiO2 and electrochemical properties compatible with their employment as photosensitizers in dye-sensitized solar cells. Small-scale photovoltaic devices fabricated with the fluorazone dyes yielded power conversion efficiencies in the range of 2.1–2.4 %, which correspond to approximately 70 % of the efficiency obtained with the reference organic dye DF15 under the same conditions.

MALEIMIDE-BASED COMPOUND, AND TAUTOMER OR STEREOISOMER THEREOF, DYE FOR PHOTOELECTRIC CONVERSION, AND SEMICONDUCTOR ELECTRODE, PHOTOELECTRIC CONVERSION ELEMENT AND PHOTOELECTROCHEMICAL CELL USING THE SAME

It is an object to provide a maleimide-based compound having excellent photoelectric conversion characteristics, and a tautomer or a stereoisomer thereof, a dye for photoelectric conversion, a semiconductor electrode, a photoelectric conversion element, a

Atomic level resolution of dye regeneration in the dye-sensitized solar cell

Two donor-acceptor organic dyes have been synthesized that differ only by a two-heteroatom change from oxygen to sulfur within the donor unit. The two dyes, (E)-3-(5-(4-(bis(4-(hexyloxy)phenyl)amino)phenyl)thiophen-2-yl)-2- cyanoprop-2-enoic acid (Dye-O) and (E)-3-(5-(4-(bis(4-(hexylthio)phenyl)amino) phenyl)thiophen-2-yl)-2-cyanoprop-2-enoic acid) (Dye-S), were tested in solar cell devices employing both I3-/I--based and [Co(bpy)3]3+/2+ redox mediators. Power conversion efficiencies over 6% under simulated AM 1.5 illumination (1 Sun) were achieved in both electrolytes. Despite similar optical and redox properties for the two dyes, a consistently higher open-circuit voltage (Voc) was measured for Dye-S relative to Dye-O. The improved efficiency observed with Dye-S in an iodide redox mediator is against the commonly held view that sulfur atoms promote charge recombination attributed to inner-sphere interactions. Detailed mechanistic studies revealed that this is a consequence of a 25-fold enhancement of the regeneration rate constant that enhances the regeneration yield under open circuit conditions. The data show that a high short circuit photocurrent does not imply optimal regeneration efficiency as is often assumed.

DYES, METHOD OF MAKING THEM, AND THEIR USE IN DYE-SENSITIZED SOLAR CELLS

Dyes, method of making them, and their use in photoelectric conversion devices, especially in dye-sensitized solar cells. The dye compounds are organic compounds of formula (D-π1-B-π2+)n-A comprising at least one sequence D-π1-B-π2 connected to a group A, wherein D is a π-electron donor group electronically conjugated to a π-electron acceptor group (A) through a π-electron bridge group(B), n is an integer from 1 to 10, π1 and π2 being optional bridges electronically conjugating respectively D to B and B to A, and wherein the π-electron acceptor group (A) comprises at least two anchoring groups.

NAPHTHALENE MONOIMIDE DERIVATIVES AND USE THEREOF AS PHOTOSENSITIZERS IN SOLAR CELLS AND PHOTODETECTORS

The present invention relates to compounds of the formulae Ia and Ib in which the variables R, n, A, B, R1 and R2 are each as defined in the description. The present invention further relates to the use of compounds of the formula Ia