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Ossila材料DPP-DTT OVP材料PDPP2T-TT-OD Ossila代理PDPP2T-TT
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Ossila材料DPP-DTT OVP材料PDPP2T-TT-OD Ossila代理PDPP2T-TT
| Batch | Mw | Mn | PDI | Stock info |
| M314 | 292,200 | 74,900 | 3.90 | Low in Stock |
| M315 | 278,781 | 76,323 | 3.65 | In stock |
General Information
| CAS number | 1260685-66-2 (1444870-74-9) |
| Chemical formula | (C60H88N2O2S4)n |
| HOMO / LUMO | HOMO = -5.2 eV, LUMO = -3.5 eV [2] |
| Synonyms |
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| Solubility | Chloroform, chlorobenzene and dichlorobenzene |
| Classification / Family | Bithiophene, Thienothiophene, Organic semiconducting materials, Low band-gap polymers, Organic photovoltaics, Polymer solar cells, OFETs |
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 its intrinsic air stability (even during annealing) has made PDPP2T-TT-OD 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 a range of molecular weights available 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 comparable to the literature can be achieved (1-3 cm2/Vs). Further improvements may also be possible with more advanced strain-inducing deposition techniques.
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).
Ossila材料DPP-DTT OVP材料PDPP2T-TT-OD Ossila代理PDPP2T-TT
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), initial efficiencies of 1.6% were achieved for DPP-DTT [3]. The low device metrics were attributed to poor film morphology. However, a higher efficiency of 6.9% was achieved by using thicker film (220 nm) [4].
PDPP2T-TT-OD has also recently been used successfully as an active-layer dopant material in PTB7-based devices [5]. 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 [6].
Synthetic route
DPP-DTT synthesis: DPP-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 gave3,6-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 via Soxhlet extraction with methanol, hexane and then chloroform.
References:
- 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)
- 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)
- 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)
- Efficient small bandgap polymer solar cells with high fill factors for 300 nm thick films, Li W et al., Adv Mater., 25(23):3182-3186 (2013); doi:10.1002/adma.201300017.
- Enhanced efficiency of polymer solar cells by adding a high-mobility conjugated polymer, S. Liu et al., Energy Environ. Sci., 8, 1463-1470 (2015)
- Electro-optics of perovskite solar cells, Q. Lin et al., Nature Photonics, 9, 106-112 (2015)
- A Vertical Organic Transistor Architecture for Fast Nonvolatile Memory, X. She et al., adv. Mater., 29, 1604769 (2017); DOI: 10.1002/adma.201604769.
- Solvent-Free Processable and Photo-Patternable Hybrid Gate Dielectric for Flexible Top-Gate Organic Field-Effect Transistors, J. S. Kwon et al., ACS Appl. Mater. Interfaces, 9 (6), 5366–5374 (2017); DOI: 10.1021/acsami.6b14500.
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