Poly(3-hexylthiophene-2,5-diyl) regioregular | Sigma-Aldrich

N2 - We report the synthesis of poly[(3-hexylthiophene)-block-(3-(4,4,5,5,6,6,7,7,7- nonafluoroheptyl)thiophene)], P(3HT-b-3SFT), carried out by the Grignard Metathesis Method (GRIM). The copolymers composition was determined by 1H and 19F NMR spectroscopies, and gel permeation chromatography (GPC). The thin films of P(3HT-b-3SFT) were investigated by ultraviolet-visible absorption spectroscopy and atomic force microscopy (AFM). We also fabricated bulk-hetero junction (BHJ) solar cells based on blends of P(3HT-b-3SFT) and [6,6]-phenyl-C 61-butyric acid methyl ester (PCBM). Although the composition ratio of P3SFT in P(3HT-b-3SFT) was low, the influence of P3SFT on the morphology and properties of solar cells was significant. The annealing process for the BHJ solar cells induced the formation of large domains and led to poor solar cell performance. The BHJ solar cells, based on PCBM and P(3HT-b-3SFT), prepared by the non-annealing process, had a maximum power conversion efficiency of 0.84% under 100 mW/cm 2 (AM 1.5 solar illumination) in air.

T1 - Poly[(3-hexylthiophene)-block-(3-semifluoroalkylthiophene)] for polymer solar cells

Our recently developed Negishi-type catalyst-transfer polycondensation (NCTP) method using a zincate complex of t Bu4ZnLi2 is attractive for synthesizing well-defined π-conjugated polymers such as regioregular poly(3-hexylthiophene)s. To accomplish the NCTP without side reactions, the precise preparation of monomer intermediates is a crucial factor to control the molecular weights and dispersities of the obtained polymers. In this article, we report the effects of stoichiometry in the presence or absence of LiCl on the results of the zinc-iodine exchange reaction between 2-bromo-3-hexyl-5-iodothiophene (1) and t Bu4ZnLi2, and those of Ni catalysts on the results of NCTP. It was revealed that the presence of LiCl strongly affects the stoichiometry in preparing the monomer intermediates and the optimized condition for NCTP. Consequently, it was found that an atom-economical NCTP using a 0.25 equivalent of zinc metal could be realized only when t Bu4ZnLi2·2LiCl was employed for the zinc-iodine exchange reaction.


Poly(3-hexylthiophene-2,5-diyl) regioregular | Sigma …

T1 - Electrochemical polymerization of polypyrrole (PPy) and poly(3-hexylthiophene) (P3HT) using functionalized single-wall carbon nanotubes

Conjugated cryst.-cryst. donor-acceptor-donor block copolymer semiconductors, with regioregular poly(3-hexylthiophene) as a donor (p-type) block and poly(pyridinium phenylene) as an acceptor (n-type) block within the backbone, were produced by sequential Grignard metathesis synthesis of poly(3-hexylthiophene), a Yamamoto-type cross-coupling polymn.-cyclization sequence. These conjugated block copolymers are sol. in org. solvents and display broad optical absorption bands extending close to the near-IR region. They show reversible ambipolar redox properties with high electron affinities of 3.8-4.0 eV as well as useful ionization potentials of 5.1 eV that are characteristic of the resp. blocks. Block copolymers from p- and n-type org. semiconductors are of interest for the formation of nanostructured bulk heterojunctions in photovoltaic devices. [on SciFinder(R)]


Poly(3-hexylthiophene)- block -poly(pyridinium phenylene)s: ..

AB - End-functionalized, regioregular poly(3-hexylthiophene) (P3HT) was synthesized by a combination of a controlled polymerization technique and postpolymerization functionalization. Both ends of the polymer chains were terminated with fullerene units to create an internal electron accepting - donating - accepting molecule, methylfulleropyrrolidine - poly(3-hexylthiophene) - methylfulleropyrrolidine (C 60-P3HT-C 60). The molecular properties of the polymer were characterized using 1H NMR spectroscopy, size exclusion chromato-graphy (SEC), ultraviolet - visible (UV - vis) absorption spectroscopy, and fluorescence spectroscopy. These results show that the fullerene units are covalently bound to the polymer chain ends. Differential scanning calorimetry (DSC), wide-angle X-ray scattering (WAXS), and small-angle X-ray scattering (SAXS) were used to determine the bulk microstructure of the polymers. In addition, atomic force microscopy (AFM) was used to examine spun-cast thin films. These experiments revealed that microphase separation occurs between the main polymer chain and the fullerene end groups and suggests the creation of two distinct semicrystalline regimes in C 60-P3HT-C 60 that are similar to those seen in a compositionally similar blend of P3HT and C 60. This comparable domain formation, coupled with the possibility of enhanced charge transfer associated with an internal donor - acceptor material, makes C 60-P3HT-C 60 a promising candidate as a material in bulk heterojunction organic photovoltaics.

Synthesis of Soluble Polythiophene Partially Containing 3,4 ..

We report the synthesis of poly[(3-hexylthiophene)-block-(3-(4,4,5,5,6,6,7,7,7- nonafluoroheptyl)thiophene)], P(3HT-b-3SFT), carried out by the Grignard Metathesis Method (GRIM). The copolymers composition was determined by 1H and 19F NMR spectroscopies, and gel permeation chromatography (GPC). The thin films of P(3HT-b-3SFT) were investigated by ultraviolet-visible absorption spectroscopy and atomic force microscopy (AFM). We also fabricated bulk-hetero junction (BHJ) solar cells based on blends of P(3HT-b-3SFT) and [6,6]-phenyl-C 61-butyric acid methyl ester (PCBM). Although the composition ratio of P3SFT in P(3HT-b-3SFT) was low, the influence of P3SFT on the morphology and properties of solar cells was significant. The annealing process for the BHJ solar cells induced the formation of large domains and led to poor solar cell performance. The BHJ solar cells, based on PCBM and P(3HT-b-3SFT), prepared by the non-annealing process, had a maximum power conversion efficiency of 0.84% under 100 mW/cm 2 (AM 1.5 solar illumination) in air.