TY - JOUR
T1 - Synthesis of novel dithienothiophene- and 2,7-carbazole-based conjugated polymers and H-bonded effects on electrochromic and photovoltaic properties
AU - Fang, Hsiao Ping
AU - Lin, Jia Wei
AU - Chiang, I. Hung
AU - Chu, Chih Wei
AU - Wei, Kung-Hwa
AU - Lin, Hong-Cheu
PY - 2012/12/15
Y1 - 2012/12/15
N2 - Three kinds of dithienothiophene/carbazole-based conjugated polymers (P1-P3), which bear acid-protected and benzoic acid pendants in P2 and P3, respectively, were synthesized via Suzuki coupling reaction. Interestingly, P1-P3 exhibited reversible electrochromism during the oxidation processes of cyclic voltammogram studies, and P3 (with H-bonds) revealed the best electrochromic property with the most noticeable color change. According to powder X-ray diffraction (XRD) analysis, these polymers exhibited obvious diffraction features indicating bilayered packings between polymer backbones and π-π stacking between layers in the solid state. Compared with the XRD data of P2 (without H-bands), H-bonds of P3 induced a higher crystallinity in the small-angle region (corresponding to a higher ordered bilayered packings between polymer backbones), but with a similar crystallinity in the wide angle region indicating a comparable π-π stacking distance between layers. Moreover, based on the preliminary photovoltaic properties of PSC devices (P1-P3 blended individually with PCBM acceptor in the weight ratio of 1:1), P3 (with H-bonds) possessed the highest power conversion efficiency of 0.61% (with J sc = 2.26 mA/cm 2, FF = 29.8%, and V oc = 0.9 V). In contrast to P2 (without H-bands), the thermal stability, crystallinity, and electrochromic along with photovoltaic properties of P3 were generally enhanced due to its H-bonded effects.
AB - Three kinds of dithienothiophene/carbazole-based conjugated polymers (P1-P3), which bear acid-protected and benzoic acid pendants in P2 and P3, respectively, were synthesized via Suzuki coupling reaction. Interestingly, P1-P3 exhibited reversible electrochromism during the oxidation processes of cyclic voltammogram studies, and P3 (with H-bonds) revealed the best electrochromic property with the most noticeable color change. According to powder X-ray diffraction (XRD) analysis, these polymers exhibited obvious diffraction features indicating bilayered packings between polymer backbones and π-π stacking between layers in the solid state. Compared with the XRD data of P2 (without H-bands), H-bonds of P3 induced a higher crystallinity in the small-angle region (corresponding to a higher ordered bilayered packings between polymer backbones), but with a similar crystallinity in the wide angle region indicating a comparable π-π stacking distance between layers. Moreover, based on the preliminary photovoltaic properties of PSC devices (P1-P3 blended individually with PCBM acceptor in the weight ratio of 1:1), P3 (with H-bonds) possessed the highest power conversion efficiency of 0.61% (with J sc = 2.26 mA/cm 2, FF = 29.8%, and V oc = 0.9 V). In contrast to P2 (without H-bands), the thermal stability, crystallinity, and electrochromic along with photovoltaic properties of P3 were generally enhanced due to its H-bonded effects.
KW - electrochromism
KW - functionalization of polymers
KW - heterocyclic conjugated polymer
KW - solar cell
KW - supramolecular structures
KW - WAXS
UR - http://www.scopus.com/inward/record.url?scp=84869119523&partnerID=8YFLogxK
U2 - 10.1002/pola.26336
DO - 10.1002/pola.26336
M3 - Article
AN - SCOPUS:84869119523
VL - 50
SP - 5011
EP - 5022
JO - Journal of Polymer Science, Part A: Polymer Chemistry
JF - Journal of Polymer Science, Part A: Polymer Chemistry
SN - 0887-624X
IS - 24
ER -