TY - JOUR
T1 - Synthesis, molecular and photovoltaic properties of donor-acceptor conjugated polymers incorporating a new heptacylic indacenodithieno[3,2-b] thiophene arene
AU - Chang, Huan Hsuan
AU - Tsai, Che En
AU - Lai, Yu Ying
AU - Chiou, De Yang
AU - Hsu, So Lin
AU - Hsu, Chain-Shu
AU - Cheng, Yen-Ju
PY - 2012/12/11
Y1 - 2012/12/11
N2 - We have developed a new multifused indacenodithieno[3,2-b]thiophene arene (IDTT) unit where the central phenylene is covalently fastened with the two outer thieno[3,2-b]thiophene (TT) rings, forming two cyclopentadiene rings embedded in a heptacyclic structure. This rigid and coplanar IDTT building block was copolymerized with electron-deficient acceptors, 4,7-dibromo-2,1,3- benzothiadiazole (BT), 4,7-dibromo-5,6-difluoro-2,1,3-benzothiadiazole (FBT) and 1,3-dibromo-thieno[3,4-c]pyrrole-4,6-dione (TPD) via Stille polymerization, respectively. Because the higher content of the thienothiophene moieties in the fully coplanar IDTT structure facilitates π-electron delocalization, these new polymers show much improved light-harvesting abilities and enhanced charge mobilities compared to PDITTBT copolymer using hexacyclic diindenothieno[3,2-b] thiophene (DITT) as the donor moieties. The device using PIDTTBT:PC 71BM (1:4, w/w) exhibited a decent power conversion efficiency (PCE) of 3.8%. Meanwhile, the solar cell using PIDTTFBT:PC71BM (1:4 in wt %) blend exhibited a greater Voc value of 0.9 V and a larger J sc of 10.08 mA/cm2, improving the PCE to 4.2%. The enhanced Voc is attributed to the lower-lying of HOMO energy level of PIDTTFBT as a result of fluorine withdrawing effect on the BT unit. A highest PCE of 4.3% was achieved for the device incorporating PIDTTTPD:PC71BM (1:4 in wt %) blend.
AB - We have developed a new multifused indacenodithieno[3,2-b]thiophene arene (IDTT) unit where the central phenylene is covalently fastened with the two outer thieno[3,2-b]thiophene (TT) rings, forming two cyclopentadiene rings embedded in a heptacyclic structure. This rigid and coplanar IDTT building block was copolymerized with electron-deficient acceptors, 4,7-dibromo-2,1,3- benzothiadiazole (BT), 4,7-dibromo-5,6-difluoro-2,1,3-benzothiadiazole (FBT) and 1,3-dibromo-thieno[3,4-c]pyrrole-4,6-dione (TPD) via Stille polymerization, respectively. Because the higher content of the thienothiophene moieties in the fully coplanar IDTT structure facilitates π-electron delocalization, these new polymers show much improved light-harvesting abilities and enhanced charge mobilities compared to PDITTBT copolymer using hexacyclic diindenothieno[3,2-b] thiophene (DITT) as the donor moieties. The device using PIDTTBT:PC 71BM (1:4, w/w) exhibited a decent power conversion efficiency (PCE) of 3.8%. Meanwhile, the solar cell using PIDTTFBT:PC71BM (1:4 in wt %) blend exhibited a greater Voc value of 0.9 V and a larger J sc of 10.08 mA/cm2, improving the PCE to 4.2%. The enhanced Voc is attributed to the lower-lying of HOMO energy level of PIDTTFBT as a result of fluorine withdrawing effect on the BT unit. A highest PCE of 4.3% was achieved for the device incorporating PIDTTTPD:PC71BM (1:4 in wt %) blend.
UR - http://www.scopus.com/inward/record.url?scp=84870894538&partnerID=8YFLogxK
U2 - 10.1021/ma3019552
DO - 10.1021/ma3019552
M3 - Article
AN - SCOPUS:84870894538
SN - 0024-9297
VL - 45
SP - 9282
EP - 9291
JO - Macromolecules
JF - Macromolecules
IS - 23
ER -
