- Synthesis and properties of cationic polyelectrolyte with regioregular polyalkylthiophene backbone and ionic-liquid like side groups
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High-regioregular poly{3-[6-(1-methylimidazolium-3-yl)hexyl]thiophene-2,5- diyl bromide}, PMHT-Br, has been prepared by reaction of high-regioregular (above 92%) poly[3-(6-bromohexyl)thiophene-2,5-diyl] with 1-methyllmidazole. PMHT-Br is soluble in water and water miscible solvents such as methanol, DMSO and shows solvatochromism; λmax (nm): 423 (H2O); 435 (MeOH); 452 (DMSO). Increased absorption band broadening observed for aqueous solution as well as NMR spectra in D2O suggests a micelle-like structure of PMHT-Br molecules in these solutions: poly(3-hexylthiophene) core and 1-methyllmidazolium bromide shell. Despite the disturbing effect of ionic groups, the solid-state PMHT-Br shows absorption maximum at 520 nm, the band edge at 660 nm (ca. 1.9 eV), and fluorescence emission with maximum at 635 nm, in a good agreement with the polymer regioregularity. Fluorescence emission maxima: λem (nm): 598 (H2O); 562 (MeOH); 574 (DMSO), occur in a vicinity of corresponding adsorption band edges. Plot of electrical conductivity of PMHT-Br (measured under the dynamic vacuum conditions, 5 × 10-5 Pa) versus 1/T shows a break at about 70 °C same as the temperature dependence of λmax of the solid PMHT-Br. These breaks indicate an increase in the mobility of polymer segments and ions within PMHT-Br; however, a thermal analysis did not provide solid evidence for it.
- Bondarev, Dmitrij,Zednik, Jiri,Sloufova, Ivana,Sharf, Ahmed,Prochazka, Marek,Pfleger, Jiri,Vohlidal, Jiri
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- Synthesis and optoelectronics properties of diblock copolymer of P3HT containing thiol-side chains and its hybrid nanocomposite
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Although the solid-state microstructure of semiconducting polymers is well known to influence properties in optoelectronic devices, the control of desired aggregation in solution and film remains relatively rare. Here, diblock copolymer poly(3-hexylthioph
- Qiao, Yisha,Du, Yixuan,Liu, Yinfeng,Li, Yunbo
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p. 110686 - 110694
(2016)
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- Azido-Functionalized Thiophene as a Versatile Building Block to Cross-Link Low-Bandgap Polymers
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We unveil a concept for the design of cross-linkable semiconducting polymers that is based on a modular tercopolymerization which stands out by its low synthetic effort, easy accessibility, and its broad range of applications. 3-(6-Azidohexyl)thiophene wa
- Mueller, Christian J.,Klein, Tobias,Gann, Eliot,McNeill, Christopher R.,Thelakkat, Mukundan
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- Single-material organic solar cells with fully conjugated electron-donor alkoxy-substituted bithiophene units and electron-acceptor benzothiadiazole moieties alternating in the main chain
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Main chain conjugated linear polymers, constituted by alternating electron-donor (D) and-acceptor (A) moieties, have been prepared with the aim of testing their performances as photoactive components in single material organic solar cells (SMOSCs). The D moiety is constituted by bithiophene co-units bearing in position 3 of the thiophene ring a hexyloxy, a hexyloxymethyl or a hexyl group, while the A moiety is represented by the benzothiadiazole group. The D-A polymers were obtained in high yield through the poorly demanding oxidative FeCl3 polymerization process-starting, respectively, from the related precursors 4,7-bis(3-hexyloxythiophen-2-yl)benzo[c][2,1,3]thiadiazole, 4,7-bis[3-(6-methoxyhexyl)thiophen-2-yl]benzo[c][2,1,3]thiadiazole and 4,7-bis(3-hexylthiophen-2-yl)benzo[c][2,1,3]thiadiazole-with low dispersity indexes, close to the monodisperse state, after fractionation with methanol. The materials have been thoroughly characterized for their physical and structural properties and then tested for photoconversion efficiency in SMOSCs by using different deposition procedures of the photoactive component. In agreement with Kelvin probe force microscopy (KPFM) measurements, the best photovoltaic performance was observed for the polymer based on conjugated 3-alkoxythiophene and benzothiadiazole moieties, achieving significant photocurrents for this type of fully conjugated alternating D-A structure (Jsc = 2.63-3.72 mA cm-2).
- Di Maria, Francesca,Lanzi, Massimiliano,Liscio, Andrea,Marinelli, Martina,Salatelli, Elisabetta,Zanelli, Alberto,Zangoli, Mattia
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p. 4124 - 4132
(2020/04/15)
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- SUBSTITUTED THIOPHENE OLIGOMERS AND POLYMERS
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The present disclosure provides an antimicrobial substrate including a substrate and a polythiophene polymer. The polythiophene polymer has a number of repeated monomer units from n is 5-14 or 30 to 120, a number average molecular weight (Mn) from 1,000 t
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- CONJUGATED POLYELECTROLYTES AND METHODS OF USING THE SAME
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Various embodiments disclosed relate to conjugated polyelectrolytes and methods of using the same. Various embodiments provide a conjugated polyelectrolyte including a subunit having the structure -R1-Y-R2-Z-. At each occurrence, Rs
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- Synthesis and characterisation of π-conjugated polymer/silica hybrids containing regioregular ionic polythiophenes
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Highly regioregular poly{3-[n-(1-methylimidazolium-3-yl)alkyl]thiophene-2, 5-diyl bromide} (n = 4, 6, 8) (10-12) has been prepared by reaction of poly[3-(n-bromoalkyl)thiophene-2,5-diyl] (n = 4, 6, 8) (7-9) with 1-methylimidazole. Acid-catalyzed hydrolysi
- Clement, Sebastien,Tizit, Akim,Desbief, Simon,Mehdi, Ahmad,De Winter, Julien,Gerbaux, Pascal,Lazzaroni, Roberto,Boury, Bruno
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scheme or table
p. 2733 - 2739
(2011/10/05)
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- Synthesis of 4-pyridines and 4--2,2'-bipyridines
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The synthesis is reported of 4-pyridine (2), 4--2,2'-bipyridine (3) and 4-methyl-4'--2,2'-bipyridine (4), where the length of the alkyl chain is varied (n = 2, 5, 7, 9, 11).The synthetic methodology involved the reaction of the 3-(ω-bromoalkyl)thiophene with the anions derived from 4-methylpyridine, 4-methyl-2,2'-bipyridine or 4,4'-dimethyl-2,2'-bipyridine by lithiation.The n.m.r. (1H and 13C) and electronic spectral characteristics of the compounds are discussed.
- Wang, Jiaxiong,Pappalardo, Maria,Keene, F. Richard
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p. 1425 - 1436
(2007/10/02)
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