Order Code: B301MSDS sheet
|Molecular weight||168.30 g/mol|
|Classification / Family||
Monomers, Building blocks, Thiophene, heterocycles, Chemical synthesis for low band gap polymers
Intermediates for OFETs, OLED, Organic Photovoltaics, Polymer Solar Cells
65°C at 0.45 mmHg (lit.)
299°C at 760 mmHg (1 atm, lit.)
Colourless/pale yellow liquid
3-Hexylthiophene is the intermediate for the synthesis of poly(3-hexylthiophene), referred as P3HT, which is, to date, 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 performance have pushed to 6.5% .
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 hence the room to improve its performance efficiency is quite limited.
Synthesis of HT-coupled, regioregular poly(3-dodecylthiophene)
1H NMR spectrum of 3-hexylthiophene in CDCl3: Instrument AVIIIHD400 (view full version)
Literature and Reviews
- 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).
- 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).
- 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)
- Synthesis and characterisation of telechelic regioregular head-to-tail poly(3-alkylthiophenes), A. Iraqi et. al., J. Mater. Chem., 8, 25-29 (1998).
- 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).
- 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).
- 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).