Fluorescent and electrochromic polyamides with pyrenylamine chromophore

Kung, Yi‐Chun; Hsiao, Sheng‐Huei

doi:10.1039/c0jm00495b

Cited by 78 publications

(56 citation statements)

References 96 publications

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“…7. Stepwise oxidation of the polymer showed the fading of absorbance at 603 nm and typical evolution of peaks at more than 730 nm [47]. As each potential was stepped, the absorption in the visible regime began to decrease, whereas that in the NIR regime increased, indicating the creation of lower energy charge carriers at the expense of π-π * transition [48].…”

Section: Spectroelectrochemistrymentioning

confidence: 99%

Aqueous electrosynthesis of an electrochromic material based water-soluble EDOT-MeNH2 hydrochloride

et al. 2016

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. (2016). Aqueous electrosynthesis of an electrochromic material based water-soluble EDOT-MeNH2 hydrochloride. Synthetic Metals, 211 147-154. Aqueous electrosynthesis of an electrochromic material based watersoluble EDOT-MeNH2 hydrochlorideAbstract 2'-Aminomethyl-3,4-ethylenedioxythiophene (EDOT-MeNH2) showed unsatisfactory results when its polymerization occurred in organic solvent in our previous report. Therefore, a water-soluble EDOT derivative was designed by using hydrochloric modified EDOT-MeNH2 (EDOT-MeNH2·HCl) and electropolymerized in aqueous solution to form the corresponding polymer with excellent electrochromic properties. Moreover, the polymer was systematically explored, including electrochemical, optical properties and structure characterization. Cyclic voltammetry showed low oxidation potential of EDOT-MeNH2·HCl (0.85 V) in aqueous solution, leading to the facile electrodeposition of uniform the polymer film with outstanding electroactivity. Compared with poly(2′-aminomethyl-3,4-ethylenedioxythiophene) (PEDOTMeNH2), poly(2′-aminomethyl-3,4-ethylenedioxythiophene salt) (PEDOT-MeNH3 +A-) revealed higher efficiencies (156 cm2 C-1), lower bandgap (1.68 eV), and faster response time (1.4 s). Satisfactory results implied that salinization can not only change the polymerization system, but also adjust the optical absorption, thereby increase the electrochromic properties.

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Section: Spectroelectrochemistrymentioning

confidence: 99%

Aqueous electrosynthesis of an electrochromic material based water-soluble EDOT-MeNH2 hydrochloride

et al. 2016

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“…50 As each potential was stepped, the absorption in the visible regime began to decrease, whereas that the absorption tailed off to 1000 and 900 nm, respectively, indicating the creation of lower energy charge carriers at the expense of p-p* transition. 51 Meanwhile, P1 and P2 film changed from light purple and purple in the reduced state to light blue and blue in the oxidized state.…”

Section: Spectroelectrochemistrymentioning

confidence: 98%

High fluorescent ethyl acrylate modified PEDOT‐MeNH₂ with enhanced electrochromic performance

Sun

Zhang

et al. 2016

J. Polym. Sci. Part A: Polym. Chem.

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Two poly(2'-aminomethyl-3,4-ethylenedioxythienylene) (PEDOT-MeNH 2 ) derivatives were successfully synthesized by electrochemical polymerization of precursors, diethyl 3'- (((2,3-dihydrothieno[3,4-b][1,4]dioxin-2-yl) methyl)azanediyl)dipropanoate (monomer 1) and ethyl 3-(((2,3-dihydrothieno[3,4b][1,4]dioxin-2-yl) methyl)amino)propanoate (monomer 2), respectively. Structure-property relationships of monomers and polymers, including electrochemical, optical properties, and morphology, were systematically explored. Significantly, the designed polymers exhibited red and orange emission signatures with high fluorescence quantum yields (U F ) of 0.044 and 0.045 compared with those of monomers; they may be used as building blocks for rational design of fluorescent materials. Moreover, cyclic voltammetry and spectroelectrochemistry studies demonstrated that poly (diethyl 3'-(((2,3-dihydrothieno[3,4-b][1,4]dioxin-2-yl)methyl)azanediyl) dipropanoate) (P1) and poly(ethyl 3-(((2,3-dihydrothieno[3,4b][1,4]dioxin-2-yl)methyl)amino) propanoate) (P2) can be reversibly oxidized and reduced accompanied by obvious color changes from light purple to light blue for P1, and from purple to blue for P2. Furthermore, both P1 and P2 displayed higher optical contrasts (40-70%) in the visible region, favorable coloration efficiency (typically 50-230 cm 2 C 21 ). From these results, the two polymers would be promising candidate materials for display applications.

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“…Two grades of GnP were purchased from XG Sciences, grade C (GnPC) and grade H5 The water-soluble pyrene derivative was prepared from pyrene, in three steps ( Figure 1): first, by nitration (compound 1) using copper nitrate, [29] followed by its reduction with sodium borohydride (compound 2), and finally, the 1-aminopyrene 2 was directly combined with maleic anhydride generating a carboxylic acid group three carbon atoms away from the pyrene moiety (compound 3). This pyrene derivative was fully characterized by Fourier transform infrared spectroscopy (FTIR) spectroscopy and by …”

Section: Methodsmentioning

confidence: 99%

Water Dispersible Few Layer Graphene Stabilized by a Novel Pyrene Derivative at Micromolar Concentration

Cunha¹,

Proença²,

Pereira³

et al. 2018

Preprint

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The search for graphene or few layer graphene production methods that are simple, allow mass production and yield good quality material continues to provoke intense investigation. The present work contributes through the study of the aqueous exfoliation of four types of graphene sources, namely graphite and graphite nanoflakes with different morphologies and geographical origin. The exfoliation was achieved in an aqueous solution of a soluble pyrene derivative that was synthesized to achieve maximum interaction with the graphene surface at low concentration (5 x 10 -5 M). The yield of bilayer and few layer graphene obtained was quantified by Raman spectroscopic analysis and the adsorption of the pyrene derivative on the graphene surface was studied by thermogravimetric analysis and Xray diffraction. The whole procedure was rationalized with the help of molecular modeling.

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Fluorescent and electrochromic polyamides with pyrenylamine chromophore

Cited by 78 publications

References 96 publications

Aqueous electrosynthesis of an electrochromic material based water-soluble EDOT-MeNH2 hydrochloride

Aqueous electrosynthesis of an electrochromic material based water-soluble EDOT-MeNH2 hydrochloride

High fluorescent ethyl acrylate modified PEDOT‐MeNH₂ with enhanced electrochromic performance

Water Dispersible Few Layer Graphene Stabilized by a Novel Pyrene Derivative at Micromolar Concentration

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Fluorescent and electrochromic polyamides with pyrenylamine chromophore

Cited by 78 publications

References 96 publications

Aqueous electrosynthesis of an electrochromic material based water-soluble EDOT-MeNH2 hydrochloride

Aqueous electrosynthesis of an electrochromic material based water-soluble EDOT-MeNH2 hydrochloride

High fluorescent ethyl acrylate modified PEDOT‐MeNH2 with enhanced electrochromic performance

Water Dispersible Few Layer Graphene Stabilized by a Novel Pyrene Derivative at Micromolar Concentration

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High fluorescent ethyl acrylate modified PEDOT‐MeNH₂ with enhanced electrochromic performance