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445703

Sigma-Aldrich

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

greener alternative

regioregular

Synonyme(s) :

P3HT

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1 G
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About This Item

Formule linéaire :
(C10H14S)n
Numéro CAS:
Numéro MDL:
Code UNSPSC :
12352103
Nomenclature NACRES :
NA.23

867,00 $


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Niveau de qualité

Poids mol.

average Mw 50,000-100,000

Caractéristiques du produit alternatif plus écologique

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

sustainability

Greener Alternative Product

Conductivité

~103 S/cm (when doped with iodine)

Pf

238 °C
238 °C

Fluorescence

λex 443 nm; λem 568 nm in chloroform

Énergie orbitale

HOMO 5 eV 
LUMO 3 eV 

Performance des dispositifs OPV

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 %

Autre catégorie plus écologique

Propriétés du semi-conducteur

P-type (mobility=1E-4-1E-1 cm2/V·s)

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Description générale

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.[1] Solution-to-solid phase transformation and thin film formation of poly(3-hexylthiophene) (P3HT) was reported in a study.[2]
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.[1]
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. .[3]
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).[4][5][6][7] Volatile organic compounds (VOCs)and electric sensor devices can be developed by using Langmuir-Schaefer (LS) films of P3HT and poly(3-octylthiophene)(P3OT)[8]. It can also be used with polystyrene to process a nano-scaled polymeric coating through spray coating onto carbon nanotube (CNT) powders.[9]
Poly(3-hexylthiophene-2,5-diyl) may be used to fabricate ZnO nanowire arrays based photodiode.[2] Regio- regular poly(3-hexylthiophene-2,5-diyl) may find extensive use as a semiconducting layer in organic thin film field effect transistor (FETs).[10][11]
Rechargeable battery electrodes, electrochromic devices, chemical and optical sensors, light-emitting diodes, microelectrical amplifiers, field-effect transistors and non-linear optical materials.

Caractéristiques et avantages

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

Conditionnement

Packaged in glass bottles

Informations légales

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

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves


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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

Organic solar cells using plasmonics of Ag nanoprisms.
Noh HS, et al.
Organic Electronics, 14(1), 278-285 (2013)
Langmuir-Schaefer films of regioregular polythiophene derivatives as VOCs sensors.
Oliveira V, et al.
Materials Chemistry and Physics, 217(1), 421-426 (2018)
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)
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)
High-performance, stable and low-cost mesoscopic perovskite (CH3 NH3 PbI3) solar cells based on poly (3-hexylthiophene)-modified carbon nanotube cathodes.
Zheng X, et al.
Frontiers of Optoelectronics, 9(1), 71-80 (2016)

Articles

Flexible electronic circuits and displays based on organic active materials are future generations of products that may eventually enter mainstream electronics market.

PCBM-based n-type semiconductors - Find p- and n-type organic semiconductors available with PCBM library & properties.

Flexible electronic circuits, displays, and sensors based on organic active materials will enable future generations of electronics products that may eventually enter the mainstream electronics market.

The application of conducting polymers at the interface with biology is an exciting new trend in organic electronics research.

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Questions

1–7 of 7 Questions  
  1. For Product 445703, Poly(3-hexylthiophene-2,5-diyl), what does regioregular mean?

    1 answer
    1. 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.)

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

    1 answer
    1. 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.

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

    1 answer
    1. 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.

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

    1 answer
    1. 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.

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

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

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

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

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

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

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