3-DODECYLTHIOPHENE

3-DODECYLTHIOPHENE
  • CAS No.:104934-52-3
Other grades of this product :
3-DODECYLTHIOPHENE Basic information
Product Name:3-DODECYLTHIOPHENE
Synonyms:3-N-LAURYLTHIOPHENE;3-N-DODECYLTHIOPHENE;3-DODECYLTHIOPHENE;3-Laurylthiophene;3-DODECYLTHIOPHENE 97%;3-Dodecylthiophene,97%;1-(Thien-3-yl)dodecane;3-(Dodec-1-yl)thiophene
CAS:104934-52-3
MF:C16H28S
MW:252.46
EINECS:
Product Categories:OPV,OLED;Pyrazines ,Pyrans;Organic Electronics and Photonics;Synthetic Tools and Reagents;Thiophene Monomers and Building Blocks;Thiophene Series;Thiophenes;pharmacetical;3-Alkylthiophenes (for Conduting Polymer Research);Functional Materials;Reagents for Conducting Polymer Research;Thiophen
Mol File:104934-52-3.mol
3-DODECYLTHIOPHENE Chemical Properties
Melting point -0.15°C (estimate)
Boiling point 290 °C (lit.)
density 0.902 g/mL at 25 °C (lit.)
refractive index n20/D 1.488(lit.)
Fp >230 °F
storage temp. 2-8°C
form clear liquid
color Colorless to Light yellow
InChIKeyRFKWIEFTBMACPZ-UHFFFAOYSA-N
CAS DataBase Reference104934-52-3(CAS DataBase Reference)
Safety Information
Safety Statements 24/25
WGK Germany 3
HS Code 29339900
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
3-DODECYLTHIOPHENE Usage And Synthesis
Chemical Propertiesclear colorless to yellow liquid
Uses3-Dodecylthiophene is a reactant used to make semiconducting copolymers.
UsesConducting polymer precursor.
Preparation3-Dodecylthiophene can be prepared from 3-bromothiophene and halogenated hydrocarbons in one step. Steps: Under N2 atmosphere, slowly add 1-bromododecane (28.75g, 26.9 mL) to a 250mL three-necked flask containing a mixture of magnesium chips (3.28g, 0.135mol), anhydrous THF (30mL) and a small amount of iodine. mL, 0.13 mol) in dry THF (45 mL). After the mixture was refluxed at 70 °C for 2 hours, the system was cooled to room temperature with ice water, Ni(dppp)Cl2 (0.54 g, 1.00 mmol) was added first, and then 3-bromothiophene (16.31 g, 0.10 mol) was added slowly. Anhydrous THF (40 mL) solution. The mixed solution was stirred at room temperature overnight, and cold aqueous HCl (1.50 mol/L) was added to quench the reaction. The crude product was extracted with dichloromethane, dried over anhydrous magnesium sulfate, and further purified by column separation purification (n-hexane as eluent), resulting in a clear liquid (22.18 g, yield=88%).
General Description3-Dodecylthiophene (3-DT) is a conjugating monomer that can be used as an active layer on semiconductors. It has good electronic properties and can be used in the development of p-type semiconducting polymers. It is mainly used in the formation of poly(3-dodecylthiophene) (P3DT) through electrochemical polymerization. P3DT can further be utilized for a variety of organic electronic based applications.

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