PCE11 (PffBT4T-2OD)

Order Code: M301
MSDS sheet

Price

(excluding Taxes)

£339.00


 General Information

CAS number
Chemical formula (C62H88F2N2S5)n
Molecular weight Mn > 54,900      PDI = 2.14
HOMO / LUMO HOMO = 5.34 eV, LUMO = 3.69 eV [1]
Synonyms

Poly[(5,6-difluoro-2,1,3-benzothiadiazol-4,7-diyl)-alt-(3,3’’’-di(2-octyldodecyl)-2,2’;5’,2’’;5’’,2’’’-quaterthiophen-5,5’’’-diyl)]

PffBT4T-2OD

Classification / Family

Benzothiadiazole, Fluorinated benzothiadiazole, Heterocyclic five-membered ring, Organic semiconducting materials, Low band gap polymers, Organic Photovoltaics, Polymer Solar Cells

GPC-Soxhlet Extraction

Molecular weight distribution of PCE11 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, 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

chemical structure of pce11

Chemical Structure of PCE11, also known as PFFBT4T-2OD; Chemical Formula (C62H88F2N2S5)n.

 

Applications

PCE11, also known as PFFBT4T-2OD, is a low-band gap polymer semiconductor which is being used for Organic photovoltaic device topping power conversion efficiency (PCE) to 10.8%. With fluoro atoms attached on the benzothiadiazole unit, it lowers the band-gap of the semiconductor and the long alkyl chain makes the polymer more soluble with a tendency to crystalise and aggregate at room temperature.

It was reported that the branching position and size of the branched alkyl chains are critically important to enable well-controlled aggregation behaviour of the film for the polymer photovoltaic device.

Polymer PCE11 was targeted by reacting 4,7-bis(5-bromo-4-(2-octyldodecyl)thiophen-2-yl)-5,6-difluorobenzo[c][1,2,5]-thiadiazole with 2,5-bis(trimethylstannyl)thieno[3,2-b]thiophene engaging Stille Coupling reaction.

 pce11-pffbt4t-2od-synthesis 4,7-bis(5-bromo-4-(2-octyldodecyl)thiophen-2-yl)-5,6-difluorobenzo[c][1,2,5]-thiadiazole with 2,5-bis(trimethylstannyl)thieno[3,2-b]thiophene
PCE11 (PffBT4T-2OD) synthesis with 4,7-bis(5-bromo-4-(2-octyldodecyl)thiophen-2-yl)-5,6-difluorobenzo[c][1,2,5]-thiadiazole with 2,5-bis(trimethylstannyl)thieno[3,2-b]thiophene as starting materials engaging Stille Coupling reaction.

 

Literature and Reviews

  1. Aggregation and morphology control enables multiple cases of high-efficiency polymer solar cells, Y. Liu, et al., Nat. Comm., 5, 5293 (2014)
  2. High-efficiency non-fullerene organic solar cells enabled by a difluorobenzothiadiazole-based donor polymer combined with a properly matched small molecule acceptor, J. Zhao et al., Energy Environ. Sci., 8, 520-525 (2015)