Structure and doping level of the self-acid-doped conjugated conducting polymers: poly[n-(3'-thienyl)alkanesulfonic acids]

Chen, Show An; Hua, Mu Yi

doi:10.1021/ma00077a066

Cited by 49 publications

(45 citation statements)

References 3 publications

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“…It was reported that p-doping of polythiophenes generated polaronic and/or bipolaronic states which gave a UV-Vis absorption peak in the near-infrared re- gion near 800 nm [16][17][18][19] . In the case of P3HexTh(Zn/Ni), addition of MSA causes additional changes at about 580 nm, as shown in Figure 1(b).…”

Section: Resultsmentioning

confidence: 99%

A comparative study on p-doping behavior of polythiophenes with CH3SO3H

2007

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Four kinds of polythiophenes have been doped with CH 3 SO 3 H in CHCl 3 under air, oxygen, and nitrogen.In the doping of two types of poly(3-hexylthiophene)s, P3HexTh(Zn/Ni) and P3HexTh(Fe) with different contents of a head-to-tail unit, the p-doping occurs at a similar rate. The reaction between poly(3-dodecylthiophene), P3DodTh, and the acid takes place more rapidly. P3OBuTh with a butoxy substituent undergoes more facile p-doping and receives photochemical reaction with CHCl 3 , and this reaction obeys a pseudo-first-order rate law with a rate constant k obs of 1.42×10 −5 s −1 at room temperature. polythiophenes, p-doping, methanesulfonic acidThe Nobel Prize in Chemistry, 2000 was awarded to Alan J Heeger, Alan G MacDiarmid, and Hideki Shirakawa [1][2][3] . The citation for the award is "for the discovery and development of electrically conductive polymers". The conventional wisdom suggests that polymers (plastics, rubbers, etc.) offer substantial resistance to the flow of electricity, and polymers are widely used for electrical insulation purposes. Hence, the term "conducting polymer" was considered as an oxymoron till the late 1970s.There have been quite a few experimental and theoretical studies on polythiophenes (PThs), which are one of the most important members of electrically conductive polymers. PThs have found practical applications in many fields; for example poly[3-(3′-sulfopropyl)thiophene], P3(PrSO 3 H)Th, is a useful material to remove static electricity. Other polythiophenes such as poly-(3,4-ethylenedioxythiophene) is a key material in organic light-emitting devices (OLEDs) etc. [4][5][6][7][8][9] . The selfdoped state of P3(PrSO 3 H)Th is stable, however, the self-doping process and its mechanism have some ambiguity. We previously reported new results for self-doping of P3(PrSO 3 H)Th as well as acid-doping and photo induced doping of other thiophene-containing polymers [10][11][12][13] . In order to obtain further information about acid-doping of π-conjugated polythiophenes, we followed reactions of poly(3-hexylthiophene-2,5-diyl) (P3HexTh), poly(3-dodecylthiophene-2,5-diyl) (P3Dod-Th), poly(3-butoxythiophene-2,5-diyl) (P3OBuTh), and poly(3-methoxythiophene) (P3OMeTh) with CH 3 SO 3 H (MSA) by UV-Vis spectroscopy (Scheme 1). Herein, we report results of the study.

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Section: Resultsmentioning

confidence: 99%

A comparative study on p-doping behavior of polythiophenes with CH3SO3H

2007

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“…Other functional polysoaps are made for specific binding by bearing crown ethers [253-255] and saccharides. The latter [268,269]; c electrically conductive [271,272]; d containing mesogens [123,262] have been considered for molecular recognition [246, 247, 250], immune reactions and problems linked to biocompatibility [230,337], but the majority of polysoaps bearing sugar moieties were only prepared for their use as nonionic hydrophilic units (see Table 3 and Fig. 39) rather than as functional ones up to now.…”

Section: Functional Polysoapsmentioning

confidence: 99%

“…This was studied by synthesizing polysoaps bearing viologen, ferrocene, or nicotinamide moieties in high concentrations [266][267][268][269]. An alternative use of functional polymerizable surfactants and their polymers bearing redox-active moieties is oriented towards conductive polymers derived from polypyrrol or polythiophene [270][271][272][273][274]. However, most of the latter examples do not yield watersoluble polymers.…”

Section: Functional Polysoapsmentioning

confidence: 99%

Molecular concepts, self-organisation and properties of polysoaps

Laschewsky

Polysoaps/Stabilizers/Nitrogen-15 NMR

223

126

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The article reviews water-soluble polymers characterized by surfactant side chains, and related amphiphilic polymers. Various synthetic approaches are presented, and rules for useful molecular architectures are given. Models for the self-organization of such polymers in water are presented comparing them with the micellization of low molecular weight surfactants. Highlighting key properties of aqueous polysoap solutions such as viscosity, surface tension and solubilization power, some structure-property relationships are established. Further, the formation of mesophases and of superstructures in bulk is addressed. Finally, the functionalization of polysoaps, and potential applications are discussed.

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“…The structure and effect of the side-chain length on the doping level of poly(n-(3-thienyl)-propanesulfonic acid) with alkanes with carbon number 2, 6 and 10 have been reported. It was found that the doping level depends on the side-chain length where the doping also causes oxidation of the polymer [8]. In an another study, water-soluble poly(n-(3-thienyl)-alkanesulfonate) was prepared by oxidative coupling using ferric chloride.…”

Section: Introductionmentioning

confidence: 99%