DPPDPyBT (n-type)

Order Code: M321
MSDS sheet

Price

(excluding Taxes)

£249.00


Please note that due to a low yield of monomer synthesis this is currently a premium product available in small batches only. 

Batch

Mw

Mn

PDI

M321

 20,310

 12,030

 1.69

General Information

CAS number
Chemical formula (C64H92N4O2S2)n
Molecular weight

Mn = 12,030, Mw = 20,310

HOMO / LUMO HOMO 5.69 eV       LUMO 4.33 eV [1]
Synonyms
  • Poly(2,5-bis(2-octyldodecyl)-3,6-di(pyridin-2-yl)-pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione-alt-2,2’-bithiophene)
  • PDBPyBT
Classification / Family

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

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

Organic Photovoltaics, Polymer Solar Cells, OFETs

 

GPC-Soxhlet extraction

 

Molecular weight distribution of DPPDPyBTchlorobenzene 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, dired under vacumm 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

chemcial structure of DPPDPyBT
Chemical structure of Poly(2,5-bis(2-octyldodecyl)-3,6-di(pyridin-2-yl)-pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione-alt-2,2’-bithiophene) (DPPDPyBT)

 

Applications

Poly(2,5-bis(2-octyldodecyl)-3,6-di(pyridin-2-yl)-pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione-alt-2,2’-bithiophene) (DPPDPyBT) is a good electron transporting materials used in the application of OFETs and OPVs.

DPPDPyBT contains a DPP unit which has been found to be an excellent electron accepting moiety for a large number of polymer semiconductors for OTFTs, OPVs and OLEDs. DPPDPyBT has been proven to have a planar structure, together with two five-membered rings having six π-electrons being shared, an electron rich moiety with DPP and two pyridyl units being excellent electron withdrawing ability, resulting in DPPDPyBT being an excellent candidate as an electron transporting material.

As one of promising high charge carrier mobility polymers (electron and hole mobility up to 6.3 cm2V-1s-1 and 2.78 cm2V-1s-1 respectively, has been reported [1]), these type of polymers are also used as blending material (low ratio) for OPV devices to facilitate electron collection from the active layer to PCBMs [2].

 

Synthetic Route

PDBPyBT was synthesised engaging Stille Coupling reaction with 3,6-di(5-bromopyridin-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 in chlorobenzene as solvent. Polymer was purified by Soxhlet extraction with methanol, acetone, hexane and chlorobenzene as washing and extracting solvents.

synthesis of DPPDPyBTPDBPyBT synthesise engaging Stille Coupling reaction with 3,6-di(5-bromopyridin-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. Record High Electron Mobility of 6.3 cm2V-1s-1 Achieved for Polymer Semiconductors Using a New Building Block, B. Sun et al., Adv. Mater., 26, 2636-2642 (2014)
  2. Enhanced efficiency of polymer solar cells by adding a high-mobility conjugated polymer, S. Liu et al., Energy Environ. Sci., 8, 1463-1470 (2015)
  3. A pyridine-flanked diketopyrrolopyrrole (DPP)-based donor–acceptor polymer showing high mobility in ambipolar and n-channel organic thin film transistors, B. Sun, Polym. Chem., 6, 938-945 (2015)