PDPP4T (high mobility p-type polymer)


Order Code: M333
Not in stock

PDPP4T, also known as DPP4T, Poly[2,5-bis(2-octyldodecyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione -3,6-diyl)-alt-(2,2’;5’,2’’;5’’,2’’’-quaterthiophen-5,5’’’-diyl)] is a promising class of semiconducting polymers for organic solar cells. This is due to its small optical band gap and high charge-carrier mobility.

DPP4T has one DPP unit as electron-withdrawing and four five-membered thiophene as electron-rich units in its backbone, resulting a low-band gap polymer semiconductor with planar structure. The alkyl chain attached to DPP unit not only serves as a high-solubilising group, but also has a tendency to crystallise to ensure a better packing film. Due to its electron-rich and planar structure with the capacity of forming well-packed films, DPP4T has been reported exhibiting a hole mobility greater than 1 cmV-1 s-1 [8] in top-contact bottom-gate devices.

By using a solvent swelling assisted sequential deposition (SSA-SD) method to produce bulk heterojunction PSCs based on a crystalline diketopyrrolopyrrole (DPP) polymer and PC71BM, Device performance PCE of 7.59% with a VOC of 0.61 V, JSC of 17.95 mA/cm2 , and FF of 69.6%, is reported with PC71BM as electron acceptor [1]. Also by adding polymers like DPP-DTT with high mobility, device performance with higher PCE should be expected [5].

Luminosyn™ PDPP4T

Luminosyn™ PDPP4T is now available.

High molecular weight and high purity
DPP4T is purified by soxhlet extraction with methanol, hexane and chlorobenzene under argon atmosphere

Batch-specific GPC data
Have confidence in what you are ordering; batch-specific GPC data for your thesis or publications

Large quantity orders
Plan your experiments with confidence with polymers from the same batch

General Information

Full name Poly[2,5-bis(2-octyldodecyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione -3,6-diyl)-alt-(2,2’;5’,2’’;5’’,2’’’-quaterthiophen-5,5’’’-diyl)]
Synonyms
  • DPP-4T
  • DPP4T
  • pDPP
  • PDQT
CAS number 1267540-03-3
Chemical formula (C62H90N2O2S4)n
Molecular weight See Batch Details table above
HOMO / LUMO HOMO = -5.2 eV, LUMO = -4.0 eV [7]
Classification / Family Quaterthiophene, Heterocyclic five-membered ring, Organic semiconducting materials, Low band gap polymers, Organic photovoltaics, Polymer solar cells, OFETs
PDPP4T chemical structure
Chemical structure and product image of PDPP4T

Characterisation

Soxhlet extraction was carried out using methanol, acetone, hexane and then chlorobenzene as washing solvents under argon. Chlorobenzene fraction was concentrated, precipitated with methanol, and dried under vacuum at 40 oC for 48 hours. GPC was carried out using 1,2,4-trichlorobenzene as eluent at 140 oC by using polystyrene as standards.

GPC analysis PDPP4T
Molecular weight distribution of PDPP4T chlorobenzene Soxhlet fraction from GPC analysis

Synthetic Route

DPP4T was synthesised by using  3,6-bis(5-bromothiophen-2-yl)-2,5-bis(2-octyldodecyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione and 5,5'-bis(trimethylstannyl)-2,2'-bithiophene as starting materials via Stille Coupling polymerisation in chlorobenzene. Targeted polymer was purified using Soxhlet extraction with methanol, acetone, hexane and finally chlorobenzene as washing and extracting solvents.

PDPP4T synthesis
PDPP4T synthesis via a Stille Coupling reaction with 3,6-bis(5-bromothiophen-2-yl)-2,5-bis(2-octyldodecyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione and 5,5-bis(trimethylstannyl)-2,2-bithiophene as starting materials.

MSDS Documentation

PDPP4T MSDSPDPP4T MSDS sheet

Pricing

Batch Quantity Price
M333 100 mg £198.00
M333 250 mg £400.00
M333 500 mg £719.00
M333 1 g £1290.00
M333 5 g / 10 g* Please enquire

 *for 5 - 10 grams order quantity, the lead time is 4-6 weeks.

Batch Details

Batch Mw Mn PDI Stock Info
M331 89,700 48,950 1.83 Discontinued
M332 171,138 76,226 2.45 Discontinued
M333 84,446 42,475 1,99 In stock

Literature and Reviews

  1. Sequential Deposition: Optimization of Solvent Swelling for High-Performance Polymer Solar Cells, Y. Liu et al., ACS Appl. Mater. Interfaces, 7, 653-661 (2015)
  2. Copolymers of diketopyrrolopyrrole and thienothiophene for photovoltaic cells, J.C. Bijleveld et al., J. Mater. Chem., 21, 9224-9231 (2011)
  3. Diketopyrrolopyrrole-Based π‑Conjugated Copolymer Containing β‑Unsubstituted Quintetthiophene Unit: A Promising Material Exhibiting High Hole-Mobility for Organic Thin-Film Transistors, Z. Yi et al., Chem. Mater., 24, 4350-4356 (2012)
  4. Universal Correlation between Fibril Width and Quantum Efficiency in Diketopyrrolopyrrole-Based Polymer Solar Cells, W. Li, J. Am. Chem. Soc., 135, 18942−18948 (2013).
  5. Enhanced efficiency of polymer solar cells by adding a high-mobility conjugated polymer, S. Liu et al., Energy Environ. Sci., 8, 1463-1470 (2015).
  6. Efficient Polymer Solar Cells Based on a Low Bandgap Semi-crystalline DPP Polymer-PCBM Blends, F. Liu et al, Adv. Mater., 24, 3947–3951 (2012).
  7. Annealing-Free High-Mobility Diketopyrrolopyrrole−Quaterthiophene Copolymer for Solution-Processed Organic Thin Film Transistors, Y. Li et al., J. Am. Chem. Soc., 133, 2198–2204 (2011)
  8. 2,5-Bis(2-octyldodecyl)pyrrolo[3,4-c]pyrrole-1,4-(2H,5H)-dione-Based DonorAcceptor Alternating Copolymer Bearing 5,5’-Di (thiophen-2-yl)-2,20 -biselenophene Exhibiting 1.5 cm2V-1s-1Hole Mobility in Thin-Film Transistors,  J. S. Ha et al., J. Am. Chem. Soc. 133, 10364–10367 (2011).
  9. Over 11% Effi ciency in Tandem Polymer Solar Cells Featured by a Low-Band-Gap Polymer with Fine-Tuned Properties, Z. Zheng et al., adv. Mater., 28, 5133–5138 (2016); DOI: 10.1002/adma.201600373.

To the best of our knowledge the technical information provided here is accurate. However, Ossila assume no liability for the accuracy of this information. The values provided here are typical at the time of manufacture and may vary over time and from batch to batch.