Poly(3-hexylthiophene) (FT6), poly(3-octylthiophene) (€T8), poly(3-decylthiophene) (PTlO) and poly(3-dodecylthiophene) (PT12) were synthesized by electrochemical and chemical polymerization. Investigation of these polymers by means of gel permeation chromatography indicates that the polymers prepared from the different monomers under similar conditions do not differ substantially considering molecular weight and molecular weight distribution. Bimodal distributions were found for electropolymerized polymers, and with increasing polymerization time, the high-molecular-weight and probably highly branched fraction increased relatively to the low-molecular-weight fraction. The microstructure of the polymers was investigated by nuclear magnetic resonance, and it has been found that the polymers exhibit more types of structural units than expected from a simple coupling of adjacent thiophene moieties in 2,Y-positions. Chemical oxidation with iron trichloride in chloroform gave soluble, high-molecular-weight poly(3-alkylthiophene)s with a rather low amount of irregular couplings, and these more regular polymers exhibited a higher degree of crytallinity. Room temperature conductivities of the oxidized polymers were between 0,l and 30 S/cm depending on the polymerization conditions, but these values were rather independent of the length of the alkyl substituent.
Diketopyrrolopyrrole (DPP) derivatives are among the most efficient materials studied for both polymer solar cells (PSCs) and organic field-effect transistors (OFETs) applications. We report here the synthesis of new fluorinated dithienyldiketopyrrolopyrrole (fDT-DPP) monomers suitable for direct heteroarylation polymerization. fDT-DPP copolymers were then prepared to probe the effect of the fluorination. It was found that they feature deeper HOMO energy levels and smaller bandgaps than their non-fluorinated analogues. Moreover, some fDT-DPP copolymers show ambipolar behavior when tested in OFETs. For example, P2 shows hole mobility up to 0.8 cm 2 V −1 s −1 and electron mobility up to 0.5 cm 2 V −1 s −1 . Inverted PSCs with power conversion efficiency (PCE) up to 7.5% were also obtained for P5. These results reported here (OFETs and PSCs) confirm that the fluorination of dithienyl-DPP moieties improves the performance of organic electronics devices. This study is also evidencing the strength of the direct heteroarylation polymerization and fDT-DPP as a new class of conjugated polymers.
Organic solar cells (OSCs) have progressed rapidly in the recent years through the development of novel organic photoactive materials, especially non-fullerene acceptors (NFAs). Consequently, OSCs based on state-of-the-art NFAs have...
Electroactive and photoactive copolymers derived from fluorenes have been prepared from palladium-catalyzed Suzuki couplings. For instance, poly((4,4prime-biphenylene)-2,7-(9,9-dioctylfluorene)) and poly((2,5-thienylene)-2,7-(9,9-dioctylfluorene)) exhibit strong emission in the blue region (406 nm, phifl = 0.72) and in the green region (496 nm, phifl = 0.49), respectively. These fluorene-based pi-conjugated polymers also show reversible electroactivity upon reduction and oxidation. The good electrical transport of both p-type and n-type charge carriers combined with excellent luminescent properties should lead to the development of efficient light-emitting devices.Key words: polyfluorenes, Suzuki couplings, luminescence, electrochromism, n and p doping.
Electron transport is critical to the use of n-type semiconducting polymers in diverse electronic and optoelectronic devices. Herein, we combine measurements of field-effect electron mobility and bulk electron mobility with thin-film microstructure characterization to elucidate the polymer chain length dependence of electron transport in n-type semiconducting polymers, exemplified by a naphthalene diimide-biselenophene copolymer, PNDIBS. Both bulk electron mobility measured by the space–charge limited current method and field-effect electron mobility of PNDIBS and other n-type semiconducting copolymers exhibit a peak at a critical degree of polymerization (DPc) of 45–60 repeat units. The decreased electron mobility below DPc is shown to originate from reduced intercrystallite connectivity while above DPc, intrachain twisting/folding, interchain entanglements, and intracrystallite limitations dominate electron transport. These findings provide a unified picture of the effects of polymer molecular weight on electron transport in naphthalene diimide-based polymers and offer a more quantitative design rule for high-mobility n-type polymers with donor–acceptor architecture.
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