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General Information

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

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.

The polymer PCE11, 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

Aggregation and morphology control enables multiple cases of high-efficiency polymer solar cells, Y. Liu, et al., Nat. Comm., 5, 5293 (2014)
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)

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