| Identification | Back Directory | [Name]
6,6'-DibroMo-N,N'-(2-ethylhexyl)-isoindigo | [CAS]
1147124-23-9 | [Synonyms]
ehid
IID26-2Br
IID-C2C6-Dibromide
6,6'-DibroMo-1,1'-bis(2-ethylhexyl)-[3
6,6'-DibroMo-N,N'-(2-ethylhexyl)-isoindigo
6,6'-Dibromo-1,1'-bis(2-exylhexyl)isoindigo
6,6'-dibromo-N,N'-bis(2-ethylhexyl)-isoindigo
(3Z)-6-Bromo-3-[6-bromo-1-(2-ethylhexyl)-2-oxo-1,2-dihydro-3...
6,6'-DibroMo-1,1'-bis(2-ethylhexyl)-[3,3'-biindolinylidene]-2,2'-dione
6-Bromo-3-[6-bromo-1-(2-ethylhexyl)-1,2-dihydro-2-oxo-3H-indol-3-ylidene]-1-(2-ethylhexyl)-1,3-dihydro-2H-indol-2-one
2H-Indol-2-one, 6-bromo-3-[6-bromo-1-(2-ethylhexyl)-1,2-dihydro-2-oxo-3H-indol-3-ylidene]-1-(2-ethylhexyl)-1,3-dihydro- | [EINECS(EC#)]
200-258-5 | [Molecular Formula]
C32H40Br2N2O2 | [MDL Number]
MFCD28125575 | [MOL File]
1147124-23-9.mol | [Molecular Weight]
644.48 |
| Chemical Properties | Back Directory | [Melting point ]
105-110°C | [Boiling point ]
634.1±55.0 °C(Predicted) | [density ]
1.338±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [form ]
dispersion | [pka]
-2.01±0.20(Predicted) | [color ]
Orange to Brown to Dark red | [PH]
1.5-2.5 | [PH Range]
1.5 - 2.5 | [InChIKey]
HUEXOUHCCSVYLP-UHFFFAOYSA-N | [SMILES]
N1(CC(CC)CCCC)C2=C(C=CC(Br)=C2)C(=C2C3=C(N(CC(CC)CCCC)C2=O)C=C(Br)C=C3)C1=O |
| Hazard Information | Back Directory | [Uses]
Electron accepting building block for the preparation of electroactive materials for organic electronics. | [General Description]
Monolayer Sheets by SEM. | [Synthesis]
6,6'-Dibromo-[3,3'-diindolinylidene]-2,2'-dione (1.0 g, 2.93 mmol) and freshly dried potassium carbonate (2.43 g, 17.59 mmol) were placed in a 100 mL three-neck flask under inert atmosphere. Anhydrous DMF (20 mL) was added to the suspension followed by 2-ethylhexyl bromide (1.70 g, 8.79 mmol). The reaction mixture was heated to 100 °C and stirred continuously for 15 hours. After completion of the reaction, the mixture was poured into water (500 mL) and the organic phase was extracted with dichloromethane. The organic layer was sequentially washed with brine, dried over anhydrous magnesium sulfate, and subsequently concentrated under reduced pressure to remove the solvent. The crude product was purified by silica gel column chromatography using dichloromethane and hexane (2:3, v/v) as eluent to afford 1.37 g of the brown solid product, 6,6'-dibromo-1,1'-bis(2-ethylhexyl)-[3,3'-bis(2-ethylhexylidene)-[3,3'-bianilidinylidene]-2,2'-dione, in 90% yield. | [References]
[1] Patent: CN107739374, 2018, A. Location in patent: Paragraph 0032; 0035; 0036
[2] Organic Letters, 2010, vol. 12, # 4, p. 660 - 663
[3] Macromolecules, 2010, vol. 43, # 20, p. 8348 - 8352
[4] Patent: US2010/297405, 2010, A1. Location in patent: Page/Page column 20
[5] Dyes and Pigments, 2017, vol. 139, p. 403 - 411 |
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