TY - JOUR
T1 - Synthesis and characterization of donor-acceptor type 4,4′-bis(2,1,3- benzothiadiazole)-based copolymers
AU - Anant, Piyush
AU - Mangold, Hannah
AU - Lucas, Nigel T.
AU - Laquai, Frédéric
AU - Jacob, Josemon
N1 - Funding Information:
The authors acknowledge the Department of Science and Technology , New Delhi, India for a generous research grant. P. A. acknowledges a research fellowship from the Council of Scientific and Industrial Research (CSIR), New Delhi, India. F.L. acknowledges funding of a Max Planck Research Group by the Max Planck Society . The authors thank M. Kastler (BASF SE) for the kind provision of regioregular P3HT (Sepiolid P200).
PY - 2011/9/12
Y1 - 2011/9/12
N2 - A series of novel donor-acceptor type polymers based on 4,4′-bis(2,1,3-benzothiadiazole) were synthesized and characterized. Two soluble regioregular tail-to-tail and head-to-head coupled polymers, poly[7,7′-bis(3-octyl-2-thienyl)-4,4′-bis(2,1,3-benzothiadiazole)] poly[3TBB3T], and poly[7,7′-bis(4-octyl-2-thienyl)-4,4′-bis(2,1,3- benzothiadiazole)] poly[4TBB4T] were synthesized by FeCl3-mediated oxidative polymerization. To further decrease the band gap of the polymers, vinylene spacers were incorporated into the polymer backbone by Stille coupling of the corresponding monomers and (E)-1,2-bis(tributylstannyl)ethene. A crystal structure of a monomer analog shows near planar arrangement of the aromatic units in the solid state. The optical properties of the monomers and polymers were investigated by steady-state absorption and photoluminescence spectroscopy. Cyclic voltammetry measurements indicate that the polymers could be employed as acceptor materials in polymer-polymer bulk heterojunction solar cells due to their low LUMO energy of about -4.0 eV. A maximum photovoltaic power conversion efficiency of about 0.3% was observed for a 1:1 blend of regioregular poly(3-hexylthiophene) (rr-P3HT) and poly[4TBB4T] and the origin of the moderate efficiency is discussed by interpreting the device current-voltage characteristics, external quantum efficiency and incident light intensity dependence of the power conversion efficiency.
AB - A series of novel donor-acceptor type polymers based on 4,4′-bis(2,1,3-benzothiadiazole) were synthesized and characterized. Two soluble regioregular tail-to-tail and head-to-head coupled polymers, poly[7,7′-bis(3-octyl-2-thienyl)-4,4′-bis(2,1,3-benzothiadiazole)] poly[3TBB3T], and poly[7,7′-bis(4-octyl-2-thienyl)-4,4′-bis(2,1,3- benzothiadiazole)] poly[4TBB4T] were synthesized by FeCl3-mediated oxidative polymerization. To further decrease the band gap of the polymers, vinylene spacers were incorporated into the polymer backbone by Stille coupling of the corresponding monomers and (E)-1,2-bis(tributylstannyl)ethene. A crystal structure of a monomer analog shows near planar arrangement of the aromatic units in the solid state. The optical properties of the monomers and polymers were investigated by steady-state absorption and photoluminescence spectroscopy. Cyclic voltammetry measurements indicate that the polymers could be employed as acceptor materials in polymer-polymer bulk heterojunction solar cells due to their low LUMO energy of about -4.0 eV. A maximum photovoltaic power conversion efficiency of about 0.3% was observed for a 1:1 blend of regioregular poly(3-hexylthiophene) (rr-P3HT) and poly[4TBB4T] and the origin of the moderate efficiency is discussed by interpreting the device current-voltage characteristics, external quantum efficiency and incident light intensity dependence of the power conversion efficiency.
KW - 4,4′-bis(2,1,3-benzothiadiazole)
KW - Donor-acceptor type polymers
KW - UV-vis spectroscopy
UR - http://www.scopus.com/inward/record.url?scp=80052544124&partnerID=8YFLogxK
U2 - 10.1016/j.polymer.2011.07.053
DO - 10.1016/j.polymer.2011.07.053
M3 - Article
AN - SCOPUS:80052544124
SN - 0032-3861
VL - 52
SP - 4442
EP - 4450
JO - Polymer
JF - Polymer
IS - 20
ER -
