161726-69-8

Basic information

• Product Name: 5''-BROMO-2,2':5',2''-TERTHIOPHENE-5-CARBOXALDEHYDE
• Synonyms: 5-BROMO-5''-FORMYL-2,2':5',2''-TERTHIOPHENE;5''-BROMO-2,2':5',2''-TERTHIOPHENE-5-CARBOXALDEHYDE;Bromoterthiophenecarboxaldehyde;5''-bromo-[2,2':5',2''-terthiophene]-5-carbaldehyde;5-[5-(5-bromothiophen-2-yl)thiophen-2-yl]thiophene-2-carbaldehyde;5-Bromo-2,2':5',2''-terthiophene-5-carboxald;5''-bromo-[2,2':5',2'
• CAS NO: 161726-69-8
• Molecular Formula: C₁₃H₇BrOS₃
• Molecular Weight: 355.29
• Product Categories: Functional Materials;Reagents for Conducting Polymer Research;Thiophene Derivatives (for Conduting Polymer Research)
• Mol File: 161726-69-8.mol
• Article Data: 5

Chemical Properties

• Melting Point: 164 °C
• Boiling Point: 460.0±45.0 °C(Predicted)
• Appearance: /
• Density: 1.642±0.06 g/cm3(Predicted)
• Refractive Index: 1.716
• CAS DataBase Reference: 5''-BROMO-2,2':5',2''-TERTHIOPHENE-5-CARBOXALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 5''-BROMO-2,2':5',2''-TERTHIOPHENE-5-CARBOXALDEHYDE(161726-69-8)
• EPA Substance Registry System: 5''-BROMO-2,2':5',2''-TERTHIOPHENE-5-CARBOXALDEHYDE(161726-69-8)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 161726-69-8(Hazardous Substances Data)

Usage

Uses

5''''-Bromo-[2,2'':5'',2''''-terthiophene]-5-carbaldehyde is a reagent used in the preparation of aldehyde-capped thiophene oligomers. It is also used in the preparation of organic dyes incorporating carbazole or dendritic iodocarbazole unit to enhance the performance of dye-sensitized solar cells.

InChI:InChI=1/C13H7BrOS3/c14-13-6-5-12(18-13)11-4-3-10(17-11)9-2-1-8(7-15)16-9/h1-7H

Upstream product

• 94581-95-0 5-bromo-2,2':5',2''-terthiophene 
• 68-12-2 N,N-dimethyl-formamide 
• 1081-34-1 2,2':5',2''-terthiophene 
• 7342-41-8 2,2':5',2''-terthiophene-5-carboxaldehyde 

Downstream Products

• 1296886-29-7 MP₃T-CHO 
• 1429739-55-8 C₄₄H₂₇NO₂S₆ 
• 1017260-46-6 5''-(4-(diphenylamino)phenyl)-2,2';5',2''-terthiophen-5-yl-carbaldehyde 
• 1429739-58-1 C₄₂H₃₈N₂O₂S₃ 
• 1375927-77-7 C₃₄H₂₃NO₂S₃ 
• 1432491-52-5 5-{4-[N,N-bis(4-(2-ethylhexyloxy)phenyl)amino]phenyl}-2,2':5',2''-terthiophene-5''-carbaldehyde 
• 1432491-59-2 2-cyano-3-{5-{4-[N,N-bis(4-(2-ethylhexyloxy)phenyl)amino]phenyl}-2,2':5',2''-terthienyl-5''-yl}acrylic acid 

Relevant articles and documents

A convenient synthesis of functional group end-capped thiophene oligomers

A series of α,ω-aldehyde-capped thiophene oligomers with two, four and six thiophene units have been prepared via a convenient, three-step synthesis in good yields. The UV-vis spectral data show that the π-conjugation length in the tetramer is longer than those in the hexamer and in the dimer in various solvents.

Synthesis and photovoltaic properties of organic sensitizers incorporating a thieno[3,4-c]pyrrole-4,6-dione moiety

Novel organic sensitizers containing a thieno[3,4-c]pyrrole-4,6-dione (TPD) moiety with triphenylamine or julolidine as the electron donor have been designed and synthesized for quasi-solid-state dye-sensitized solar cells (DSSCs). For comparison, two organic dyes based on a terthiophene spacer have also been synthesized. The absorption, electrochemical and photovoltaic properties of all sensitizers have been systematically investigated. We found that the incorporation of TPD is highly beneficial to broaden the absorption spectra of the organic sensitizers and prevent the intermolecular interaction. Therefore, the charge recombination possibility is reduced, which is revealed by the controlled intensity modulated photovoltage spectroscopy. A quasi-solid-state DSSC based on sensitizer FNE38 with TPD and triphenylamine moieties demonstrates a solar energy conversion efficiency of 4.71% under standard AM 1.5G sunlight without the use of coadsorbant agents.

Synthesis of α,ω-Long Chain Disubstituted Sexithiophenes

The synthesis and electrochemistry of three new symmetrical α,ω-disubstituted sexithiophene derivatives 1-3 substituted by heptadecyl, hexadecyloxymethyl, and trans-heptadecenyl groups is described.