Thiourea-functionalized poly(phenyleneethynylene): fluorescent chemosensors for anions and cations

Yong, Xue; Wan, Wen; Su, Mingjian; Wang, You; Lu, Xinwei; Yan, Yichen; Qu, Jinqing; Liu, Ruiyuan; Masuda, Toshio

doi:10.1039/c3py00359k

Cited by 20 publications

(10 citation statements)

References 95 publications

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“…This compound was prepared according to a previous literature report . 1 H NMR (400 MHz, (CDCl 3 ) δ 7.89 (s, 1H), 7.37 (d, J = 8.4 Hz, 1H), 6.52 (d, J = 8.4 Hz, 1H), 4.13 (s, 2H).…”

Section: Methodsmentioning

confidence: 99%

“…The π–π* conjugated electronic structure in PPE allows a fast excitation energy transfer along the backbone to the energy/electron acceptors which allows amplification of fluorescent signal . With this property, numerous of highly sensitive PPEs sensor was designed and reported as fluorescence quenching (turn‐off) mode via single quencher molecule (analyte) causing an efficient quenching of the long polymer segment . In principle, fluorescence “turn‐on” sensor has numerous advantages over “turn‐off” sensors, for example: (1) higher sensitivity as a result of contrasting fluorescence signal with a dark background (2) higher selectivity as the signal is generated by specific binding, whereas fluorescence quenching can occur in multiple ways.…”

Section: Introductionmentioning

confidence: 99%

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Salicylaldimine‐functionalized poly(m‐phenyleneethynylene) as turn‐on chemosensor for ferric ion

Thavornsin

Rashatasakhon

Sukwattanasinitt

et al. 2018

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

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A new turn on fluorescent probe for ferric ion based on poly(m-phenyleneethynylene salicylaldimine) (PPE-IM) has been developed. The preparation of PPE-IM involves postpolymerization functionalization of the corresponding polymeric amine, PPE-AM, via the condensation with salicylaldehyde. The degree of polymerization of both PPE-IM and PPE-IM is 17 with polydispersity index of 1.5. In aqueous solution, the polymeric PPE-IM is highly stable unlike its small molecule analog which is gradually hydrolyzed. The weak fluorescence of initial PPE-IM (k em 5 470) is greatly enhanced by 300 folds upon the addition of Fe 31 . The 1 H NMR reveals that the fluorescence enhancement is caused by Fe 31 -induced hydrolysis of the imine group. The sensing system shows a detection limit of 0.14 lM of Fe 31 .

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“…This compound was prepared according to a previous literature report . 1 H NMR (400 MHz, (CDCl 3 ) δ 7.89 (s, 1H), 7.37 (d, J = 8.4 Hz, 1H), 6.52 (d, J = 8.4 Hz, 1H), 4.13 (s, 2H).…”

Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Salicylaldimine‐functionalized poly(m‐phenyleneethynylene) as turn‐on chemosensor for ferric ion

Thavornsin

Rashatasakhon

Sukwattanasinitt

et al. 2018

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

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“…Jin developed a sensitive assay for detecting hydrogen peroxide and glucose based on the conjugated polymer/Fe 2+ system [40]. We also synthesized poly(phenylene ethynylene) bearing thiourea groups and developed a fluorescent turn-on assay based on thiourea containing poly(phenylene ethynylene) and silver ion to detect ADP [41].…”

Section: Introductionmentioning

confidence: 99%

Conjugated polymers containing 2-thiohydantoin: Detection of cuprous ion, hydrogen peroxide and glucose

Zeng

Yang

Chen

et al. 2014

European Polymer Journal

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“…[25][26][27][28][29][30] As compared to small molecular optical probes, conjugated polymers (CPs) based probes displayed impressive superiority at detection sensitivity, which stems from the unique signal-amplification characteristic of them. [31][32][33] By the introduction of Ag + -targeting segments, such as quinoxaline, 14, 34 quinoline, 35 pyridyl, 36 biimidazole, 37,38 15 aspartic acid 39 and other groups [40][41][42] into CPs, the selective optical response toward Ag + was successfully achieved. However, it is a pity that most of these reported CPs-based Ag + probes were based on fluorescence turn-off mode.…”

Section: Introductionmentioning

confidence: 99%

N-Unsubstituted-1,2,3-triazole-tethered, AIEE type conjugated polymer as a ratiometric fluorescence probe for silver ions

et al. 2015

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A type of N-unsbustituted-1,2,3-triazole-decorated conjugated polymer (P3), which with the feature of aggregation-induced emission enhancement (AIEE), was successfully synthesized via Cu + -catalyzed Click reaction between the acetylenesubstituted precursor polymer (P2) and azidotrimethylsilane. Except for Ag + , the introduction of other metal ions brought slight influence to the optical properties of P3. With the introduction of aqueous Ag + , fluorescence of P3 in THF-water mixture (V THF /V Water =4/1) (buffered with Tris-CA, 1 mM, pH=7.4) displayed ratiometric alteration at blue (~ 420 nm) and green (~ 495 nm) bands. Corresponding I 495 /I 420 ratio values remained upward trend throughout the titration process of Ag + .The detection limit of Ag + reaches ~ 1.4 µM (3σ/k), as evaluated form the corresponding relationship between I 495 /I 420 and [Ag + ]. The aggregation between polymer chains induced by Ag + -triazole interrelation is the plausible reason for the alteration of P3's optical properties.CP. This CP, referred as P3, displayed distinctive ratiometric fluorescence alteration toward Ag + . The relating probing properties were systematically investigated here.Selective fluorescence ratiometric detection of Ag + was achieved by N-unsubstituted-1,2,3-triazole decorated, aggregation-induced emission enhancement (AIEE) type conjugated polymer.

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Thiourea-functionalized poly(phenyleneethynylene): fluorescent chemosensors for anions and cations

Cited by 20 publications

References 95 publications

Salicylaldimine‐functionalized poly(m‐phenyleneethynylene) as turn‐on chemosensor for ferric ion

Salicylaldimine‐functionalized poly(m‐phenyleneethynylene) as turn‐on chemosensor for ferric ion

Conjugated polymers containing 2-thiohydantoin: Detection of cuprous ion, hydrogen peroxide and glucose

N-Unsubstituted-1,2,3-triazole-tethered, AIEE type conjugated polymer as a ratiometric fluorescence probe for silver ions

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