1345627-73-7

Basic information

• Product Name: 3,6-dibromo-4,5-difluoro-1,2-phenylenediamine
• Synonyms: 3,6-dibromo-4,5-difluoro-1,2-phenylenediamine;3,6-dibromo-4,5-difluorobenzene-1,2-diamine
• CAS NO: 1345627-73-7
• Molecular Formula: C₆H₄Br₂F₂N₂
• Molecular Weight: 301.9141664
• EINECS: -0
• Mol File: 1345627-73-7.mol
• Article Data: 18

Chemical Properties

• Boiling Point: 327.4±37.0 °C(Predicted)
• Appearance: /
• Density: 2.239±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C(protect from light)
• PKA: 0.37±0.10(Predicted)
• CAS DataBase Reference: 3,6-dibromo-4,5-difluoro-1,2-phenylenediamine(CAS DataBase Reference)
• NIST Chemistry Reference: 3,6-dibromo-4,5-difluoro-1,2-phenylenediamine(1345627-73-7)
• EPA Substance Registry System: 3,6-dibromo-4,5-difluoro-1,2-phenylenediamine(1345627-73-7)

Safety Data

• Hazardous Substances Data: 1345627-73-7(Hazardous Substances Data)

Usage

General Description

3,6-dibromo-4,5-difluoro-1,2-phenylenediamine is a compound with the chemical formula C6H4Br2F2N2. It is a diamine, which means it contains two amino groups. The compound contains two bromine atoms and two fluorine atoms attached to a benzene ring, and two amino groups attached at the 1 and 2 positions of the benzene ring. It is commonly used in the production of dyes, polymers, and pharmaceuticals. The compound is known for its high reactivity and its ability to undergo various chemical reactions, making it a versatile building block in organic synthesis. It is also known for its potential toxic and environmental hazard, so it should be handled and disposed of with care.

Upstream product

• 867366-94-7 (2,3-difluoro-1,4-phenylene)bis(trimethylsilane) 
• 156682-52-9 1,4-dibromo-2,3-difluoro-benzene 
• 1347736-77-9 N-(2,5-dibromo-3,4-difluorophenyl)-2,2,2-trifluoroacetamide 
• 1347736-78-0 N-(2,5-dibromo-3,4-difluoro-6-nitrophenyl)-2,2,2-trifluoroacetamide 
• 1347736-79-1 2,5-dibromo-3,4-difluoro-6-nitroaniline 
• 1360726-52-8 2,5-dibromo-3,4-difluoro-1-nitrobenzene 
• 367-11-3 ortho-difluorobenzene 
• 1283598-32-2 1,4-dibromo-2,3-difluoro-5,6-dinitrobenzene 
• 1295502-53-2 4,7-dibromo-5,6-difluorobenzo[c]^1,2,5thiadiazole 
• 76179-40-3 2-amino-4,5-difluoroaniline 

Downstream Products

• 1596358-51-8 6,7-difluoro-2,3-diphenyl-5,8-di(thiophene-2-yl)quinoxaline 
• 1596358-45-0 5,8-bis(5-bromothiophen-2-yl)-6,7-difluoro-2,3-diphenylquinoxaline 
• 1596358-50-7 5,8-dibromo-6,7-difluoro-2,3-diphenylquinoxaline 
• 1416047-42-1 5,8-dibromo-6,7-difluoro-2,3-bis(3-hexyloxyphenyl)quinoxaline 
• 1416047-44-3 5,8-bis(5-bromothiophen-2-yl)-6,7-difluoro-2,3-bis(3-(hexyloxy)phenyl)quinoxaline 
• 1416047-43-2 C₄₀H₄₀F₂N₂O₂S₂ 
• 1415801-23-8 5,8-dibromo-6,7-difluoro-2,3-bis(4-(octyloxy)phenyl)quinoxaline 
• 1453083-90-3 6,7-difluoro-2,3-bis(4-(octyloxy)phenyl)-5,8-di(thiophen-2-yl)quinoxaline 
• 1443827-62-0 5,8-bis(5-bromothiophen-2-yl)-6,7-difluoro-2,3-bis(4-(octyloxy)phenyl)quinoxaline 
• 1450590-76-7 4,7-di(4-hexyl-5-bromothiophen-2-yl)-5,6-difluorine-2,1,3-benzothiadiazole 
• 1304773-89-4 4,7-bis(5-bromothiophen-2-yl)-5,6-difluorobenzo[c]-[1,2,5]thiadiazole 

Relevant articles and documents

Optimizing the conjugated side chains of quinoxaline based polymers for nonfullerene solar cells with 10.5% efficiency

Quinoxaline (Qx) has an easily modifiable structure, which allows for fine-tuning its properties through optimizing the length of side chains and the kinds of aromatic rings in conjugated side chains. Qx based polymer PBDTT-ffQx with alkoxy substituted fluorobenzene side chains shows a power conversion efficiency (PCE) of 8.47% in nonfullerene solar cells. In this work, we change the alkoxy substituted fluorobenzene side chains to alkyl substituted fluorothiophene in the Qx unit and employ the benzodithiophene (BDT) unit with different lengths of alkyl thiophene side chains to obtain two new Qx based polymers, named TTFQx-T1 and TTFQx-T2, respectively. The TTFQx-T1:ITIC blend film has clear nanoscale phase separation and a suitable domain size, and the device with the TTFQx-T1:ITIC blend film shows lower geminate recombination and higher charge mobility than those with TTFQx-T2:ITIC. Therefore, the TTFQx-T1:ITIC based device exhibits a higher PCE of 10.52% than that based on the TTFQx-T2:ITIC blend with a moderate PCE of 7.22%. The inverted devices from TTFQx-T1:ITIC blends with a larger active area of 16 mm2 than the conventional device (4.5 mm2) show a good PCE of 9.21%. The results highlight that the alkyl lengths and the kinds of aromatic rings in side chains are significant for the development of high performance photovoltaic polymers. Optimizing the conjugated side chains of Qx based polymers is an efficient way to improve photovoltaic properties, and Qx based polymers are potential candidates for fabricating highly efficient polymer solar cells.

New m-alkoxy-p-fluorophenyl difluoroquinoxaline based polymers in efficient fullerene solar cells with high fill factor

Two new donor (D) - acceptor (A) copolymers, named m-O-p-F-DFQx-BDT (OFQx-T) and m-EH-p-F-DFQx-BDT (EHFQx-T), which were based on meta-octyloxy-para-fluorophenyl and meta-ethylhexyloxy-para-fluorophenyl difluoroquinoxaline as acceptor units (O-DFQx/EH-DFQx) and alkylthienyl substituted benzodithiophene (BDT) as a donor unit, were designed and synthesized. EHFQx-T had higher absorption coefficient than OFQx-T which contributed to larger short-circuit current density (Jsc). EHFQx-T showed a lower the highest occupied molecular orbital (HOMO) which is beneficial for the voltage open-circuit (Voc). The polymer solar cells (PSCs) based OFQx-T:PC71BM and EHFQx-T:PC71BM blended film as active layer showed high power conversion efficiency (PCE) of 7.60% and 8.44%, respectively, with 1,8-diiodooctane (DIO) solvent additive treatment. More importantly, OFQx-T:PC71BM and EHFQx-T:PC71BM had good fill factor (FF), especially the FF of OFQx-T:PC71BM was over 70%. The high FF contributed to obtain high PCEs for OFQx-T and EHFQx-T. The more balanced and higher charge mobility, smaller geminate recombination and suitable nanoscale phase separation size of EHFQx-T demonstrate that changing octyl chain to ethylhexyl chain in DFQx acceptor unit is efficient to improve photovoltaic properties in fullerene solar cells.

Fluorination as an effective tool to increase the open-circuit voltage and charge carrier mobility of organic solar cells based on poly(cyclopenta[2,1-b:3,4-b′]dithiophene-alt-quinoxaline) copolymers

The effect of fluorination on the optoelectronic properties and the polymer : fullerene solar cell characteristics of PCPDTQx-type (poly{4-(2′-ethylhexyl)-4-octyl-4H-cyclopenta[2,1-b:3,4-b′]dithiophene-alt-2,3-bis[5′-(2′′-ethylhexyl)thiophen-2′-yl]quinoxaline}) low bandgap copolymers is reported. The introduction of fluorine atoms on the quinoxaline constituents is an effective way to lower the HOMO and LUMO energy levels of the alternating copolymers, resulting in an enhanced open-circuit voltage for the devices based on the fluorinated polymers (～0.1 V per F added). Furthermore, fluorination also improves the charge carrier mobility in the bulk heterojunction blends. Despite the formation of unfavorable photoactive layer morphologies, the best solar cell performance is obtained for the copolymer prepared from the difluorinated quinoxaline monomer, affording a power conversion efficiency of 5.26% under AM 1.5G irradiation, with an open-circuit voltage of 0.83 V, a short-circuit current density of 11.58 mA cm-2 and a fill factor of 55%.

Low band-Gap conjugated polymers with strong interchain aggregation and very high hole mobility towards highly efficient thick-film polymer solar cells

Absorption spectra of polymer FBT-Th4(1,4) (M n = 46.4 Kg/mol, E g = 1.62 eV, and HOMO = -5.36 eV) indicate strong interchain aggregation ability. High hole mobilities up to 1.92 cm2(V s)-1 are demonstrated in OFETs fabricated under mild conditions. Inverted solar cells with active layer thicknesses ranging from 100 to 440 nm display PCEs exceeding 6.5%, with the highest efficiency of 7.64% achieved with a 230 nm thick active layer.

Asymmetric quinoxaline acceptor unit material and polymer material by further copolymerization thereof, and application of asymmetric quinoxaline acceptor unit material and polymer material

The invention discloses an asymmetric quinoxaline acceptor material, a polymer material by further copolymerization of the asymmetric quinoxaline acceptor material and application of the asymmetric quinoxaline acceptor material and the polymer material. Different side chains are introduced into a quinoxaline structure, so that the planarity in polymer molecules is changed, the solubility of the material is increased, and the molecular accumulation after polymer film formation is changed, so that solution processing in the preparation process of the solar cell is facilitated, and the morphologyadjustment after polymer donors and electron acceptors are blended is also facilitated, in this way, the mobility of the receptor blend membrane is improved, contributions are made to a short-circuitcurrent (Jsc), and a fill factor (FF) of the blend material during photovoltaic performance is also improved.