6376-56-3

Usage

Uses

Used in Environmental and Analytical Chemistry:
3,8-dibromofluoranthene is used as a reference standard for the detection and measurement of PAHs in various samples, such as air, water, and soil. Its presence in these samples can indicate the presence of other potentially harmful PAHs, allowing for better monitoring and control of environmental pollution.
Used in Research and Development:
Due to its unique chemical structure and properties, 3,8-dibromofluoranthene is used in research and development for studying the behavior and effects of PAHs. This can help in understanding their environmental impact, developing methods for their detection, and finding ways to mitigate their harmful effects.
Used in Regulatory Compliance:
3,8-dibromofluoranthene is used in regulatory compliance testing to ensure that the levels of PAHs in various products and environmental samples are within acceptable limits. This helps in maintaining the safety of consumer products and reducing the risk of exposure to harmful PAHs.
Used in Toxicological Studies:
3,8-dibromofluoranthene is used in toxicological studies to investigate the mechanisms of its carcinogenic and mutagenic effects. This can contribute to the development of strategies for reducing the risk of exposure to PAHs and understanding their impact on human health.

InChI:InChI=1/C20H17ClN2O5S2/c1-12-9-15(4-5-16(12)21)27-7-8-28-17-6-3-14(23(25)26)10-13(17)11-18-19(24)22(2)20(29)30-18/h3-6,9-11H,7-8H2,1-2H3/b18-11-

Upstream product

• 857626-67-6 4,9-dibromo-1,10b-dihydro-2H-fluoranthen-3-one 
• 206-44-0 fluoranthene 
• 7726-95-6 bromine 
• 98-95-3 nitrobenzene 
• 857626-11-0 4,9-dibromo-1,2,3,10b-tetrahydro-fluoranthene 
• 118-75-2 chloranil 
• 108-38-3 m-xylene 

Downstream Products

• 93918-41-3 4,4'-bis-benzoylamino-1,1'-fluoranthene-3,8-diyldiamino-di-anthraquinone 
• 13310-94-6 4,11-Dicyanfluoranthen 

Relevant academic research and scientific papers

A structure-property study of fluoranthene-cored hole-transporting materials enables 19.3% efficiency in dopant-free perovskite solar cells

To date, most of the prevailing organic hole-transporting materials (HTMs) used in perovskite solar cells (PVSCs), such as spiro-OMeTAD and PTAA, generally require a sophisticated doping process to ensure their reasonable hole-transporting properties. Unfortunately, the employed dopants/additives and the associated oxidation reactions have been shown to deteriorate the long-term device stability seriously. The exploitation of efficient and stable dopant-free HTMs is thus strongly desired for PVSCs. However, effective molecular design strategies for dopant-free HTMs are still lacking. Thus far, only a few of them yielded comparable performance to their doped counterparts, while their synthetic costs are still high. In this work, a new class of cost-effective small molecule dopant-free HTMs have been developed using readily available fluoranthene as the structural framework. The structure-property correlation of the fluoranthene-based HTMs was carefully investigated by tuning their structural geometry (linear vs. branched), connection between electron-donating and electron-withdrawing moieties (single bond vs. ethylene), and the substitution position of the methoxy side-groups (para-vs. meta-). As a result, the optimized molecule, FBA3, was demonstrated to serve as an efficient dopant-free HTM in a conventional PVSC to deliver an impressive power conversion efficiency of 19.27%, representing one of the best cost-effective dopant-free organic HTMs reported thus far.

Fluoranthene-based dopant-free hole transporting materials for efficient perovskite solar cells

Significant efforts have been devoted to developing new dopant-free hole transporting materials (HTMs) for perovskite solar cells (PVSCs). Fluoranthene is one typical cyclopentene-fused polycyclic aromatic hydrocarbon with a rigid planarized structure, and thus could be an ideal building block to construct dopant-free HTMs, which have not been reported yet. Here, we report a new and simple synthetic method to prepare unreported 2,3-dicyano-fluoranthene through a Diels-Alder reaction between dibenzofulvene and tetracyanoethylene, and demonstrate that it can serve as an efficient electron-withdrawing unit for constructing donor-acceptor (D-A) type HTMs. This novel building block not only endows the resulting molecules with suitable energy levels, but also enables highly ordered and strong molecular packing in solid states, both of which could facilitate hole extraction and transport. Thus with dopant-free HTMs, impressive efficiencies of 18.03% and 17.01% which are associated with enhanced stability can be achieved based on conventional n-i-p and inverted p-i-n PVSCs respectively, outperforming most organic dopant-free HTMs reported so far.

ELECTRONIC DEVICE INCLUDING A FLUORANTHENE DERIVATIVE

There is provided a compound having Formula I In Formula I: R1 - R10 are the same or different and are H, D, alkyl, silyl, aryl, deuterated alkyl, deuterated silyl, or deuterated aryl, where no more than two of R1 - R10 are biphenyl and where at least two of R1 - R10 have Formula II In Formula II: Ar is phenyl, naphthyl, heteroaryl, spirofluorenyl, or a deuterated analog thereof; R11 is the same or different at each occurrence and is D, alkyl, silyl, aryl, deuterated alkyl, deuterated silyl, or deuterated aryl, where adjacent R11 groups can join to form a fused aromatic ring or fused deuterated aromatic ring; m is an integer from 0-4; n is an integer from 1-5; and the asterisk represents a point of attachment.

COMPOUNDS BASED ON FLUORANTHENE AND USE THEREOF

The invention relates to fluoranthene derivatives of general formula (I), wherein R1, R2, R3 and a are defined according to the description, with the proviso that at least one of the radicals R1 or R2 is not hydrogen. The invention also relates to a method for the production of said derivatives and to the use of fluoranthene derivatives as an emitter molecule in organic light-emitting diodes (OLEDs), a light-emitting layer containing the inventive fluoranthene derivatives as an emitter molecules, an OLED containing the inventive light-emitting layer and also to devices containing the inventive OLED.