DPP-DTT (high mobility p-type polymer)

Order Code: M314
MSDS sheet

Price

(excluding Taxes)

£198.60


Pricing

DPP-DTT is now available featuring:

  • High purity (DPP-DTT is purified by soxhlet extraction with methanol, hexane and chloroform)
  • 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
M314 100 mg £198.6
M314 250 mg £408.9
M314 500 mg £746.0
M314 1 g £1324.8
M314 5 g / 10 g* Please enquire

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

A high purity, high molecular weight polymer based on a backbone of diketopyrrolo-pyrrole-dithiophene-thienothiophene (DPP-DTT) for use in high mobility air stable OFETs[1,2], high efficiency OPVs and as a p-type interface layer for perovskite solar cells.

Batch Mw Mn PDI Stock info
M314 292,200 74,900 3.90 in Stock

 

General Information

CAS number 1260685-66-2
Chemical formula (C62H94N2O2S4)n
HOMO / LUMO HOMO 5.2 = eV, LUMO = 3.5 eV [2]
Synonyms
  • PDBT-co-DTT
  • PTT-DTDPP
  • PDPP-DTT
  • Poly[2,5-(2-octyldodecyl)-3,6-diketopyrrolopyrrole-alt-5,5-(2,5-di(thien-2-yl)thieno [3,2-b]thiophene)]
Classification / Family

Bithiophene, Thienothiophene, Organic semiconducting materials, Low band gap polymers, Organic photovoltaics, Polymer solar cells, OFETs

 

 

DPP-DTT polymer chemical Structure
Chemical structure of DPP-DTT, CAS No. 1260685-66-2.

 

OFET and Sensing Applications

The exceptional high mobility of this polymer of up to 10 cm2/Vs [2] via solution processed techniques combined with the intrinsic air stability even during annealing has made this material of significant interest for OFET and sensing purposes.

While the highest mobilities require exceptional molecular weights of around 500 kD (and with commensurate solubility issues), high mobilities in the region of 1-3 cm2/Vs can still be achieved with good solution processing at around 250 kD. As such, we have made available a range of molecular weights to allow for different processing techniques.

In our own tests we have found that by using simple spin coating onto an OTS-treated silicon substrate (using our prefabricated test chips) high mobilities commensurate with the literature can be achieved  (1-3 cm2/Vs). Further improvements may also be possible with more advanced strain-inducing deposition techniques.

DPP-DTT OFET output characteristics  DPP-DTT OFET transfer curves 
DPP-DTT saturation mobility fit  DPP-DTT OFET mobility
Example OFET characteristics for DPP-DTT (M313) solution processed from chlorobenzene on a 300 nm SiO2 substrate treated with OTS. Output characteristic (top left), transfer curves (top right), mobility fitting (bottom left) and calculated mobility (bottom right).

 

Photovoltaic Applications

Although shown as a promising hole mobility polymer for OFETs, when used as the donor material in a bulk heterojunction photovoltaic (with PC70BM as the acceptor) efficiencies of 1.6% were initially achieved for DPP-DTT [3]. The low device metrics were attributed to poor film morphology. However, this polymer has recently been used successfully as an active layer dopant material in PTB7-based devices [4]. An improvement in device performance was observed with average efficiencies increasing from 7.6% to 8.3% when the dopant concentration of DPP-DTT was 1 wt%. The use of DPP-DTT as a high mobility hole interface layer for perovskite hybrid devices has also been investigated [5].

Synthetic route

DPP-DTT synthesisDPP-DTT was synthesised by following the procedures described in [2] and [3] (please refer to the following references). 

With 2-thiophenecarbonitrile and dimethyl succinate as starting materials in t-amyl alcohol, it gave 3,6-Dithiophen-2-yl-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione. Alkylation of 3,6-Dithiophen-2-yl-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione with 2-octyldodecylbromide in dimethylformamide afforded 3,6-bis(thiophen-2-yl)-2,5-bis(2-octyldodecyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione. Further bromination of 3,6-bis(thiophen-2-yl)-2,5-bis(2-octyldodecyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione gave 3,6-bis(5-bromothiophen-2-yl)-2,5-bis(2-octyldodecyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione (M1).

 

 

Further reaction of M1 with 2,5-bis(trimethylstannyl)thieno[3,2-b]thiophene (M2) under Stille coupling conditions gave the target polymer DPP-DTT, which was further purified by Soxhlet extraction with methanol, hexane, toluene and then chloroform.

 

References:

  1. A High Mobility P-Type DPP-Thieno[3,2-b]thiophene Copolymer for Organic Thin-Film Transistors, Y. Li et al., Adv. Mater., 22, 4862-4866 (2010)
  2. A stable solution-processed polymer semiconductor with record high-mobility for printed transistors, J. Li et al., Nature Scientific Reports, 2, 754, DOI: 10.1038/srep00754 (2012)
  3. Synthesis of low bandgap polymer based on 3,6-dithien-2-yl-2,5-dialkylpyrrolo[3,4-c]pyrrole-1,4-dione for photovoltaic applications, G. Zhang et al., Sol. Energ. Mat. Sol. C., 95, 1168-1173 (2011)
  4. Enhanced efficiency of polymer solar cells by adding a high-mobility conjugated polymer, S. Liu et al., Energy Environ. Sci., 8, 1463-1470 (2015)
  5. Electro-optics of perovskite solar cells, Q. Lin et al., Nature Photonics, 9, 106-112 (2015)

 

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.