PDPP4T

CAS Number 1267540-03-3

Chemistry Building Blocks, Interface Polymers, Luminosyn™ Polymers, Materials, OFET & OLED Polymer Materials, OPV Polymers, Semiconducting Polymers

MSDS

Low Band-Gap Semiconducting Polymer for Organic Solar Cells

High purity polymer available for fast and secure dispatch

Specifications | MSDS | Literature and Reviews | Technical Support

PDPP4T (CAS number 1267540-03-3) 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. It is also known as 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)] or DPP4T.

PDPP4T from Ossila was used in the high-impact paper (IF 14.92), Tuning charge transport dynamics via clustering of doping in organic semiconductor thin films, C. Boyle et al., Nat. Commun., 10, 2827 (2019); DOI: 10.1038/s41467-019-10567-5.

With one DPP unit as electron-withdrawing and four five-membered thiophene as electron-rich units in its backbone, PDPP4T is a low-band gap polymer semiconductor with a planar structure. The alkyl chain attached to the DPP unit serves as a high-solubilizing group and has a tendency to crystallize to ensure a better packing film. A hole mobility greater than 1 cm²V^-1s^-1 [8] has been reported in top-contact bottom-gate devices.

Device performance PCE of 7.59% with a V_OC of 0.61 V, J_SC of 17.95 mA/cm ² , and FF of 69.6%, is reported with PC₇₁BM as electron acceptor [1]. This is using a solvent swelling assisted sequential deposition (SSA-SD) method to produce bulk heterojunction PSCs based on a crystalline diketopyrrolopyrrole (DPP) polymer and PC₇₁BM. By adding polymers with high mobility, like DPP-DTT, device performance with higher PCE should be expected [5].

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

The Luminosyn™ Range

High Purity Materials: Purified by Soxhlet extraction with methanol, hexane, and chlorobenzene under argon atmosphere.

Batch-Specific Data: Confidence in your materials with batch-specific GPC data for your thesis or publications.

Large Quantity Orders: Plan your experiments with confidence using 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
HOMO and LUMO	HOMO = -5.2 eV, LUMO = -4.0 eV [7]
Soluble in	Chloroform
Recommended Processing Solvents at 10mg/ml	Chloroform
Classification or Family	Quaterthiophene, Heterocyclic five-membered ring, Organic semiconducting materials, Low band gap polymers, Organic photovoltaics, Polymer solar cells, OFETs

Batch Details

Batch number	M_W	M_n	PDI	Stock info
M0331A3	61,447	36,310	1.69	In stock

Previous Batch Details

Batch number	M_W	M_n	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	Discontinued
M0331A1	61,581	33,654	1.83	Discontinued
M0331A2	75,431	43,063	1.75	Discontinued

Chemical Structure

Characterization

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 synthesized 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 polymerization in chlorobenzene. Targeted polymer was purified using Soxhlet extraction with methanol, acetone, hexane and finally chlorobenzene as washing and extracting solvents.

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 MSDS sheet

Literature and Reviews

Sequential Deposition: Optimization of Solvent Swelling for High-Performance Polymer Solar Cells, Y. Liu et al., ACS Appl. Mater. Interfaces, 7, 653-661 (2015)
Copolymers of diketopyrrolopyrrole and thienothiophene for photovoltaic cells, J.C. Bijleveld et al., J. Mater. Chem., 21, 9224-9231 (2011)
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)

Universal Correlation between Fibril Width and Quantum Efficiency in Diketopyrrolopyrrole-Based Polymer Solar Cells, W. Li, J. Am. Chem. Soc., 135, 18942−18948 (2013).
Enhanced efficiency of polymer solar cells by adding a high-mobility conjugated polymer, S. Liu et al., Energy Environ. Sci., 8, 1463-1470 (2015).
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).
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)
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).
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.

Technical Support

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