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445703

Sigma-Aldrich

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

greener alternative

regioregular

Sinonimo/i:

P3HT

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1 G
CHF 657.00

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1 G
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About This Item

Formula condensata:
(C10H14S)n
Numero CAS:
104934-50-1
Numero MDL:
MFCD00217686
Codice UNSPSC:
12352103
NACRES:
NA.23

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PM

average Mw 50,000-100,000

Caratteristiche più verdi

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

sustainability

Greener Alternative Product

Conducibilità

~103 S/cm (when doped with iodine)

Punto di fusione

238 °C
238 °C

Fluorescenza

λex 443 nm; λem 568 nm in chloroform

Energia dell’orbitale

HOMO 5 eV 
LUMO 3 eV 

Prestazioni di un dispositivo 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 %

Categoria alternativa più verde

Enabling,

Caratteristiche del semiconduttore

P-type (mobility=1E-4-1E-1 cm2/V·s)

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Categorie correlate

Descrizione generale

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.

Applicazioni

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.

Caratteristiche e vantaggi

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

Confezionamento

Packaged in glass bottles

Note legali

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

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves

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Certificati d'analisi (COA)

Lot/Batch Number
MKCV6733
0000351070
0000221937
0000221937
MKCT6654

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Poly(3-dodecylthiophene-2,5-diyl) regioregular, average Mw ~60,000

Sigma-Aldrich

450650

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

[6,6]-Phenyl C61 butyric acid methyl ester >99.9%

Sigma-Aldrich

684457

[6,6]-Phenyl C61 butyric acid methyl ester

[6,6]-Phenyl C61 butyric acid methyl ester ≥99%

Sigma-Aldrich

684449

[6,6]-Phenyl C61 butyric acid methyl ester

PBTTT-C14

Sigma-Aldrich

753971

PBTTT-C14

PTB7 average Mw 80,000-200,000, PDI ≤3.0

Sigma-Aldrich

772410

PTB7

Electrospun poly(3-hexylthiophene-2,5-diyl) fiber field effect transistor.
Gonzalez R, et al.
Synt. Metals, 151, 275?278-275?278 null
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)
Langmuir-Schaefer films of regioregular polythiophene derivatives as VOCs sensors.
Oliveira V, et al.
Materials Chemistry and Physics, 217(1), 421-426 (2018)
Organic solar cells using plasmonics of Ag nanoprisms.
Noh HS, et al.
Organic Electronics, 14(1), 278-285 (2013)
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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Questions

1–9 of 9 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  3. 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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  4. 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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  5. 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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  6. 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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  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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  8. 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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  9. 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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