PDPP4T

Order Code: M331
MSDS sheet

Price

(excluding Taxes)

£188.30


Pricing

PDPP4T is now available featuring:

  • High purity (PDPP4T is purified by soxhlet extraction with methanol, hexane and chlorobenzene)
  • Batch specific GPC data necessary for your publications
  • Now you can order larger quantity so you can plan your experiments with polymer from the same batch
 Batch Quantity Price
M331 100 mg £188.3
M332 100 mg £188.3
M332 250 mg £399.6
M332 500 mg £719.2
M332 1 g £1294.6
M332 5 g / 10 g* Please enquire

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

 

 

Batch

Mw

Mn

PDI

M331

89,700

48,950

1.83

M332 171,138 76,226 2.45

General Information

CAS number n/a
Chemical formula (C62H90N2O2S4)n
Molecular weight

Mn = 48,950 Mw = 89,700 (M331)

Mn = 76,226 Mw = 171,138 (M332)

HOMO / LUMO HOMO = -5.2 eV      LUMO = -4.0 eV [7]
Synonyms
  • 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)]
  • DPP-4T
  • DPP4T
  • pDPP
  • PDQT
Classification / Family

Pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione, quaterthiophene.

Heterocyclic five-membered ring, Organic semiconducting materials, Low band gap polymers

Organic Photovoltaics, Polymer Solar Cells, OFETs

 

GPC-Soxhlet Extraction

gpc-dpp4t-pdpp4t

Molecular weight distribution of DPP4T chlorobenzene Soxhlet fraction.

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

    Chemical Structure

    Chemical structure of PDPP4T

     

    Applications

    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)], with small optical band gap and high charge carrier mobility, is a promising class of semiconducting polymers for organic solar cells.

    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  1.0 cm2V-1s-1 [8].

    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].

     

    Synthetic Route

    PDPP4T synthesis: 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, high charge mobility, high electron mobility, DPP
    PDPP4T synthesise engaging 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.

     

    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).