3-Hexylthiophene

Order Code: B301
MSDS sheet

Price

(excluding Taxes)

£139.00


General Information

CAS number
>1693-86-3
Chemical formula C10H16S
Molecular weight 168.30 g/mol
Synonyms
  • 1-(Thien-3-yl)hexane 
  • 3-n-Hexylthiophene
Classification / Family Monomers, Building blocks, Thiophene, Heterocycles, Chemical synthesis for low band gap polymers, Intermediates for OFETs, OLED, Organic Photovoltaics, Polymer solar cells

 

Product Details

Purity 99%
Boiling point
  • 65°C at 0.45 mmHg (lit.)
  • 299°C at 760 mmHg (1 atm, lit.)
Density
  • 0.936 g/cm3
  • Colourless/pale yellow liquid

 

Chemical Structure

Chemical structure of 3-Hexylthiophene. CAS number: 1693-86-3. Chemical formula: C10H18S.

 

Applications

3-Hexylthiophene is the intermediate for the synthesis of poly(3-hexylthiophene), referred as P3HT. To date, it is the most studied polymer for polymer solar cells. The efficiency of a P3HT/PCBM solar cell is typically 4-5 %, but with new fullerene materials developed to closely match the energy levels of P3HT (HOMO 5.0 eV, LUMO 3.0 eV), device performances have been pushed to 6.5% [1].

The synthesis of P3HT is relatively easy and short, only a 3-4 step synthesis is required [2, 3, 4]. The challenge of P3HT is that it only absorbs a narrow band of solar spectrum, so it has little room for improvement in terms of performance efficiency.

P3HT synthesis
Synthesis of HT-coupled, regioregular poly(3-dodecylthiophene).

 

NMR Characterisation

 

1H NMR 3-hexylthiophene in CDCl3
1H NMR spectrum of 3-hexylthiophene in CDCl3: Instrument AVIIIHD400 (view full version).

Literature and Reviews

  1. 6.5% Efficiency of Polymer Solar Cells Based on poly(3‐hexylthiophene) and Indene‐C60 Bisadduct by Device Optimization, G. Zhao et al., Adv. Mater., 22, 4355–4358 (2010).
  2. Regiocontrolled Synthesis of Poly(3-alkylthiophenes) Mediated by Rieke Zinc: Their Characterization and Solid-State Properties, Chen et. al., J. Am. Chem. Soc., 117 (1), pp 233–244 (1995).
  3. A Simple Method to Prepare Head-to-Tail Coupled, Regioregular Poly(3-alkylthiophenes) Using Grignard Metathesis., R. S. Loewe et al., Adv. Mater., 11: 250–253 (1999)
  4. Synthesis and characterisation of telechelic regioregular head-to-tail poly(3-alkylthiophenes), A. Iraqi et. al., J. Mater. Chem., 8, 25-29 (1998).
  5. Charge Transport and Photocurrent Generation in Poly(3-hexylthiophene):Methanofullerene Bulk-Heterojunction Solar Cells, D. Valentin et al, Adv. Funct. Mater., 16, 699–708 (2006).
  6. Soluble and processable regioregular poly(3‐hexylthiophene) for thin film field‐effect transistor applications with high mobility, Z. Bao et al., Appl. Phys. Lett. 69, 4108 (1996).
  7. Dependence of Regioregular Poly(3-hexylthiophene) Film Morphology and Field-Effect Mobility on Molecular Weight, R. J. Kline, Macromolecules, 38 (8), pp 3312–3319 (2005).

 



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