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445703

Sigma-Aldrich

Poly(3-hexylthiophene-2,5-diyl)

greener alternative

regioregular

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Synonym(s):
P3HT
Linear Formula:
(C10H14S)n
CAS Number:
104934-50-1
MDL number:
MFCD00217686
UNSPSC Code:
12352103
NACRES:
NA.23

Quality Level

100

mol wt

average Mw 50,000-100,000

greener alternative product characteristics

Design for Energy Efficiency
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

conductivity

~103 S/cm (when doped with iodine)

mp

238 °C
238 °C

fluorescence

λex 443 nm; λem 568 nm in chloroform

Orbital energy

HOMO 5 eV 
LUMO 3 eV 

OPV Device Performance

ITO/NiO/P3HT/PC61BM/LiF/Al

  • Short-circuit current density (Jsc): 11.3 mA/cm2
  • Open-circuit voltage (Voc): 0.64 V
  • Fill Factor (FF): 0.69
  • Power Conversion Efficiency (PCE): 5.16 %

ITO/PEDOT:PSS/P3HT:PC61BM (1:08)/Al
  • Short-circuit current density (Jsc): 9.5 mA/cm2
  • Open-circuit voltage (Voc): 0.63 V
  • Fill Factor (FF): 0.68
  • Power Conversion Efficiency (PCE): 5 %

greener alternative category

Enabling,

semiconductor properties

P-type (mobility=1E-4-1E-1 cm2/V·s)

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General description

Poly(3-hexylthiophene) (P3HT) is a regioregular semiconducting polymer. It is used in organic electronics primarily because of its regular end-to-end arrangement of side chain, which allows efficient p- p stacking of the conjugated backbones. On account of the alkyl side group, P3HT is rendered hydrophobic in neutral state. Solution-to-solid phase transformation and thin film formation of poly(3-hexylthiophene) (P3HT) was reported in a study.
Poly(3-hexylthiophene-2,5-diyl) (P3HT) is a poly(alkylthiophene) based semiconducting polymer that is hydrophobic at neutral state and has π-π conjugation in its backbone. It has a hole mobility is in the range of 10-3-10-1 cm2V-1s-1 and is commonly used in the development of field-effect transistors (FETs) for a wide range of applications.
We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product belongs to Enabling category of greener alternatives thus aligns with "Design for energy efficency". Hole transport organic materials allow perfect energy level alignment with the absorber layer and therefore efficient charge collection, are prone to degradation in ambient conditions.Click here for more information.

Application

For the characterization and solid-state properties of this polymer, see J. Am. Chem. Soc. .
P3HT, an electron donor that acts as a semiconducting active layer in combination with an electron acceptor like fullerene derivative (6,6)-phenyl C61-butyric acid methylester (PCBM), can be used to fabricate bulk heterojunction (HJT) based organic solar cells (OSCs). Volatile organic compounds (VOCs)and electric sensor devices can be developed by using Langmuir-Schaefer (LS) films of P3HT and poly(3-octylthiophene)(P3OT). It can also be used with polystyrene to process a nano-scaled polymeric coating through spray coating onto carbon nanotube (CNT) powders.
Poly(3-hexylthiophene-2,5-diyl) may be used to fabricate ZnO nanowire arrays based photodiode. Regio- regular poly(3-hexylthiophene-2,5-diyl) may find extensive use as a semiconducting layer in organic thin film field effect transistor (FETs).
Rechargeable battery electrodes, electrochromic devices, chemical and optical sensors, light-emitting diodes, microelectrical amplifiers, field-effect transistors and non-linear optical materials.

Features and Benefits

Greater than 90% head-to-tail regiospecific conformation.
Good processibility, environmental stability and electroactivity.

Packaging

Packaged in glass bottles

Legal Information

Product of Rieke Metals, Inc.
Rieke is a registered trademark of Rieke Metals, Inc.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. What is the molecular weight of Product 445703, Poly(3-hexylthiophene-2,5-diyl)?

    The molecular weight (MW) is approximately 87,000. 

  4. What is Product 445703, Poly(3-hexylthiophene-2,5-diyl), soluble in?

    This product will be soluble in Carbon Tetrachloride, Chloroform, and Dichloromethane. It is also partially soluble in Tetrahydrofuran, ether and slightly soluble in Toluene.

  5. For Product 445703, Poly(3-hexylthiophene-2,5-diyl), what does regioregular mean?

    Regioregular means all of the monomer units are in the same orientation.  E.g. if you think of each monomer unit as your palm, regioregular would have all palms facing away, fingers up - all in same orientation.  (Regiorandom might have one pointing up, one pointing down, one with palms facing you, one with palms facing away, etc, all in a row.)

  6. What percentage is regioregular in Product 445703, Poly(3-hexylthiophene-2,5-diyl)?

    Based on proton NMR, it is estimated to be approximately 98% regioregular.

  7. For Product 445703, Poly(3-hexylthiophene-2,5-diyl), what does "diyl" refer to?

    The use of "diyl" is simply an extension of the use of the "yl" ending for a single substituent. For example, a monosubstituted ethane becomes ethyl - - - -, a monosubstituted propane becomes propyl - - - -, a monosubstituted butane becomes butyl - - - - and so on. Similarly, a 1,3-disubstituted butane becomes 1,3-butanediyl, indicating the presence of similar substituents on the 1- and 3- positions of the butane portion of the molecule.

  8. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  9. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  10. For product 445703, Poly(3-hexylthiophene-2,5-diyl), what are the end groups for the polymer? What is the initiator for the polymerization?

    For product 445703, Poly(3-hexylthiophene-2,5-diyl), one end group is a hydrogen and the other end group is a bromine. The name of the initiator for the polymerization is proprietary information.

  11. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

A photodiode with high rectification ratio based on well-aligned ZnO nanowire arrays and regioregular poly(3-hexylthiophene-2,5-diyl) hybrid heterojunction.
Yuan Z, et al.
Applied Physics. A, Materials Science & Processing, 106(3), 511- 515 (2012)
Electrospun poly(3-hexylthiophene-2,5-diyl) fiber field effect transistor.
Gonzalez R, et al.
Synt. Metals, 151, 275?278-275?278 null
Dependence of Charge Separation Efficiency on Film Microstructure in Poly(3-hexylthiophene-2,5-diyl): [6,6]-Phenyl-C61 Butyric Acid Methyl Ester Blend Films
Keivanidis PE, et al.
The Journal of Physical Chemistry Letters, 1, 734?738-734?738 (2010)
In situ UV-visible absorption during spin-coating of organic semiconductors: a new probe for organic electronics and photovoltaics.
Abdelsamie M, et al.
Journal of Material Chemistry C, 2(17), 3373-3381 (2014)
Carbon nanotube thermal interfaces enhanced with sprayed on nanoscale polymer coatings.
Taphouse JH, et al.
Nanotechnology, 24(10), 105401-105401 (2013)
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