Enhanced Fluorescence Properties of Poly(phenylene ethynylene)-Conjugated Polyelectrolytes Designed to Avoid Aggregation

Koenen, Jan-Moritz; Zhu, Xuhai; Pan, Zhenxing; Feng, Fude; Yang, Jie; Schanze, Kirk S.

doi:10.1021/mz500067k

Cited by 31 publications

(62 citation statements)

References 41 publications

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“…Based on the above, we may get the proposed mechanism behind, namely, the intrinsic blue fluorescence emitted by the HPHEp is probably attributed to the generation of OH and epoxy group rich nanocluster and electron‐hole recombination processes concerning correlative electron‐hole exciton states, or radiative tunneling between delocalized states of electrons and holes, and both the functional groups are the most vital factor offering states for delocalized electron‐hole recombination and light emission …”

Section: Resultsmentioning

confidence: 97%

“…Based on the above, we may get the proposed mechanism behind, namely, the intrinsic blue fl uorescence emitted by the HPHEp is probably attributed to the generation of OH and epoxy group rich nanocluster and electron-hole recombination processes concerning correlative electron-hole exciton states, or radiative tunneling between delocalized states of electrons and holes, and both the functional groups are the most vital factor offering states for delocalized electron-hole recombination and light emission. [ 12,25,26 ] The HPHEp was dissolved in ethanol, and the ultraviolet absorbencies of the solutions were measured. What we fi nd with some surprise is that the resulting polymer exhibits obvious UV-vis absorption (Figure 1 B), which is attributed to the n→σ* electron transition of C OH and C O C. Additionally, the sharp absorption bands with fi ne structures centered at 220.5 nm can be found (a), and there is a linear relationship between maximum absorption intensity and concentration when the latter is no more than 10 mg mL -1 (b).…”

Section: Resultsmentioning

confidence: 99%

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Bright Blue Photoluminescence Emitted from the Novel Hyperbranched Polysiloxane‐Containing Unconventional Chromogens

Niu

Yan

et al. 2016

Macro Chemistry & Physics

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A blue fl uorescence-emitting hyperbranched polysiloxane simultaneously containing hydroxyl and epoxy groups (HPHEp) has been developed through one-step A 2 + B 3 melt polycondensation between methoxyl groups of (3-glycidyloxypropyl)trimethoxysilane (A-187) and hydroxyl groups of neopentyl glycol under catalyst-free conditions. The emission intensity of the HPHEp in ethanol solution continuously arises in pace with raising its concentration, and the brightest luminescence is observed even in the 100% solid state. Studies show that the aggregation of oxygen-rich heteroatoms from the hydroxyl and epoxy groups is assigned to the luminous source. Intriguingly, the HPHEp displays reinforced photoluminescence after polyetherifi cation by 20 wt% polyether amine M2070; nevertheless, the modifi ed polymer represents diminished emission intensity along with increasing the polyether content. Thus, this investigation offers a new methodology of designing photoluminescent materials.

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Section: Resultsmentioning

confidence: 97%

Section: Resultsmentioning

confidence: 99%

Bright Blue Photoluminescence Emitted from the Novel Hyperbranched Polysiloxane‐Containing Unconventional Chromogens

Niu

Yan

et al. 2016

Macro Chemistry & Physics

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“…5,16 During the course of this work, a variety of PPE-backbone CPEs have been synthesized that are functionalized with anionic solubilizing groups, including sulfonate (−SO 3 − ), 12 phosphonate (−PO 3 2− ), 17 and carboxylate (−CO 2 − ). 18 The properties of CPEs with various cationic solubilizing groups have also been investigated, mostly based on tetraakylammonium salts (−NR 3 + ). 16 These cationic CPEs have been studied as fluorescent sensors for anions, and some have been shown to display interesting selectivity for di-and triphosphate ions (e.g., pyrophosphate, PPi).…”

Section: ■ Introductionmentioning

confidence: 99%

Conjugated Polyelectrolytes with Imidazolium Solubilizing Groups. Properties and Application to Photodynamic Inactivation of Bacteria

Parthasarathy

Pappas

Hill

et al. 2015

ACS Appl. Mater. Interfaces

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104

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This article reports an investigation of the photophysical properties and the light- and dark-biocidal activity of two poly(phenyleneethynylene) (PPE)-based conjugated polyelectrolytes (CPEs) bearing cationic imidazolium solubilizing groups. The two polymers feature the same PPE-type backbone, but they differ in the frequency of imidazoliums on the chains: PIM-4 features two imidazolium units on every phenylene repeat, whereas PIM-2 contains two imidazolium units on every other phenylene unit. Both polymers are very soluble in water and polar organic solvents, but their propensity to aggregate in water differs with the density of the imidazolium units. The polymers are highly fluorescent, and they exhibit the amplified quenching effect when exposed to a low concentration of anionic electron-acceptor anthraquinone disulfonate. The CPEs are also quenched by a relatively low concentration of pyrophosphate by an aggregation-induced quenching mechanism. The biocidal activity of the cationic imidazolium CPEs was studied against both Gram-negative Escherichia coli and Gram-positive Staphylococcus aureus bacteria in the dark and under blue-light illumination. Both polymers are effective biocides, exhibiting greater than 3 log kill with 30-60 min of light exposure at concentrations of ≤10 μg mL(-1).

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“…Recently, a more surgical approach was reported; the oxygen atom directly connected to the phenylene rings in a PPE-based CPE was substituted with a carbon atom. 36 This modification suppressed the tendency of the polymer to aggregate in water and the quantum yield increased from 4 to 16%. However, these modifications remain specific to a narrow class of conjugated polyelectrolytes.…”

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confidence: 99%

Nanohybrid conjugated polyelectrolytes: highly photostable and ultrabright nanoparticles

Darwish

Karam

2015

Nanoscale

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We present a general and straightforward one-step approach to enhance the photophysical properties of conjugated polyelectrolytes. Upon complexation with an amphiphilic polymer (polyvinylpyrrolidone), an anionic conjugated polyelectrolyte (poly[5-methoxy-2-(3-sulfopropoxy)-1,4-phenylenevinylene]) was prepared into small nanoparticles with exceptional photostability and brightness. The polymer fluorescence intensity was enhanced by 23 -fold and could be easily tuned by changing the order of addition. Single molecule experiments revealed a complete suppression of blinking. In addition, after only losing 18% of the original intensity, a remarkable amount of photons were emitted per particle (∼10(9), on average). This number is many folds greater than popular organic fluorescent dyes. We believe that an intimate contact between the two polymers is shielding the conjugated polyelectrolyte from the destructive photooxidation. The prepared nanohybrid particles will prove instrumental in single particle based fluorescent assays and can serve as a probe for the current state-of-the-art bioimaging fluorescence techniques.

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Enhanced Fluorescence Properties of Poly(phenylene ethynylene)-Conjugated Polyelectrolytes Designed to Avoid Aggregation

Abstract: A new class of nonaggregating conjugated polyelectrolytes exhibits efficient fluorescence in aqueous solution. Analysis by optical spectroscopy and transmission electron microscopy reveals a unique structure−property correlation between oxygen substitution and aggregation.

Cited by 31 publications

References 41 publications

Bright Blue Photoluminescence Emitted from the Novel Hyperbranched Polysiloxane‐Containing Unconventional Chromogens

Bright Blue Photoluminescence Emitted from the Novel Hyperbranched Polysiloxane‐Containing Unconventional Chromogens

Conjugated Polyelectrolytes with Imidazolium Solubilizing Groups. Properties and Application to Photodynamic Inactivation of Bacteria

Nanohybrid conjugated polyelectrolytes: highly photostable and ultrabright nanoparticles

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