A class of conducting polymers having nonconjugated backbones

Thakur, M.

doi:10.1021/ma00181a021

Cited by 157 publications

(65 citation statements)

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“…Henceforth, the mechanism of addition of I 2 to polybutadiene was proposed as in Scheme 11. According to Thakur [304] and Dai and White [305], the color formation claimed by the Russians as a result of CT is unlikely to happen, as no conjugation is possible with cispolybutadiene at room temperature. Dai et al [306] reported that the treatment of cis1,4polybutadiene with molecular iodine at room temperature stopped at the addition stage.…”

Section: Iodine-poly(phenylene Vinylene)mentioning

confidence: 99%

“…Dai et al [306] reported that the treatment of cis1,4polybutadiene with molecular iodine at room temperature stopped at the addition stage. In 1988, Thakur [304] announced an unprecedented claim, which consisted of the high electrical conductivity of nonconjugated polymers ( Figure 26) but with appro priate substituents within the backbones. He investigated the conductivity of I 2 cis-poly(butadiene), I 2 poly(2,3 dimethylbutadiene), and I 2 poly (1,4isoprene).…”

Section: Iodine-poly(phenylene Vinylene)mentioning

confidence: 99%

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Molecular iodine/polymer complexes

Moulay

2013

Journal of Polymer Engineering

162

127

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A unique feature of molecular iodine by far, is its ability to bind to polymeric materials. A plethora of natural and synthetic polymers develop complexes when treated with molecular iodine, or with a mixture of mole cular iodine and potassium iodide. Many unexpected findings have been encountered upon complexation of iodine and the polymer skeleton, including the color formation, the polymer morphology changes, the compl exation sites or regions, the biological activity, and the electrical conductivity enhancement of the complexes, with poly iodides (I n¯) , mainly I 3¯ and I 5¯, as the actual binding species. Natural polymers that afford such complexes with iodine species are starch (amylose and amylopectin), chitosan, glycogen, silk, wool, albumin, cellulose, xylan, and natural rubber; iodinestarch being the oldest iodinenatural polymer complex. By contrast, numerous synthetic polymers are prone to make com plexes, including poly(vinyl alcohol) (PVA), poly(vinyl pyrrolidone) (PVP), nylons, poly(Schiff base)s, poly aniline, unsaturated polyhydrocarbons (carbon nano tubes, fullerenes C 60 /C 70 , polyacetylene; iodinePVA being the oldest iodinesynthetic polymer complex.

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Section: Iodine-poly(phenylene Vinylene)mentioning

confidence: 99%

Section: Iodine-poly(phenylene Vinylene)mentioning

confidence: 99%

Molecular iodine/polymer complexes

Moulay

2013

Journal of Polymer Engineering

162

127

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“…It has been reported that nonconjugated polymers such as cis-poly-1,4-isoprene cause bathochromic shift of an absorption peak by p-doping with iodine that leads generation of a positive charge on the double-bond site. [10][11][12] For polymer-1, such a charge transfer between the aminopenta-2,4-dienylidene groups can not take place since the aminopenta-2,4-dienylidene groups are separated by the larger DA18C6 ring. The UV-vis spectrum of polymer-1 in DMSO solution was essentially the same to that in the presence of Ag þ , indicating that the inclusion of Ag þ into DA18C6 brought about no effect on the -conjugation system of the aminopenta-2,4-dienylidene group.…”

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confidence: 99%

Polymer Possessing Diaza-18-crown 6-Ether Linked by π-Conjugated Aminopenta-2,4-dienylidene Groups Generated by Ring-opening of Pyridinium Ring

Yamaguchi

Shingai

Sato

2007

Polym J

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Polymers possessing crown ether and diazacrown ether have attracted much attention due to their potential usability for separators of ionic species, chemosensors, and ion conductors. [1][2][3][4] The structures of units linked to the crown ether and the diazacrown ether in the polymers are important for their applications since chemical properties of the polymers are affected by the structures of the linkers. For example, polymers containing the diazacrown ether linked by amide groups or imide groups show unique optical and electrochemical properties on the basis of functionalities of the linkers. 5,6 To the best of our knowledge, there is no report on main chain polymers possessing the diazacrown ether linked by -conjugated chains. Such a polymer will show interesting chemical properties upon complexation of the diazacrown ether with metal ions since the -conjugated system may expand through the metal complex of the diazacrown ether. Investigation of the chemical properties of the polymer will give new fundamental information for construction of polymers having ion sensing and separating functionalities.We previously reported synthesis of -conjugated polymers by reaction of N-(2,4-dinitrophenyl)pyridinium chloride (1) with 2,5-dimethyl-1,4-phenylenediamine. 7 The polymers were consisted of 5-(2,5-dimethyl-1,4-phenylene)penta-2,4-dienylideneammonium chloride unit and N-2,5-dimethyl-1,4-phenylene diaza [12]annulenium dichloride unit that were generated by ring-opening of the pyridinium ring of 1.In addition, we have found that reaction of 1 with aliphatic diamines provides structurally controlled polymers consisted of 5-alkane-penta-2,4-dienylideneammonium chloride unit. These polymers have a positive charge on the iminium group (-(R)N þ =C-) that may induce unique optical and electrochemical properties.In this work, we describe results of the reaction of 1 with 4,13-diaza-18-crown 6-ether (DA18C6), the structure, optical and electrochemical properties, and metal complexation of the polymer. A polymer obtained by the reaction of 1 with piperadine and model compounds are also reported.The reactions of 1 with DA18C6 and piperadine caused ring-opening of the pyridyl ring of 1 to provide polymers polymer-1 and polymer-2 in 43 and 93% yields, respectively (Scheme 1a). The lower yield of polymer-1 than polymer-2 seems to be ascribed to formation of low molecular weight products that were removed by repeated reprecipitations. Model compounds model-1 and model-2 were synthesized by the reactions of 1 with 1-aza-18-crown 6-ether and piperidine, respectively (Scheme 1b). Results of the reactions are summarized in Table I. The obtained polymers and model compounds were soluble in water and polar organic solvents such as methanol, dimethyl sulfoxide, and N-methyl-2-pyrrolidinone. Their structures were determined by 1 H and 13 C NMR spectroscopy. Figure 1 depicts 1 H NMR spectra of polymer-1 and model-1 in DMSO-d 6 . As seen in Figure 1, peaks due to hydrogen atoms H a , H b , and H c of polymer-1 and model-1 appear at approx...

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“…U literaturi se poslednjih godina mogu naći brojne informacije o mogućnostima primene polimera koji sadrže dispergovane provodne punioce, kao i različite metode za proizvodnju takvih materijala [5][6][7][8][9][10][11][12]. Termosetovi sa jednokomponentnim epoksidima su izrazito povoljni za dobijanje blendi polimera *Autor za korespondenciju: Miroslav Pavlović E-mail:mpavlovic@tmf.bg.ac.rs Rad primljen: 21.…”

Section: Uvodunclassified