Development of a fluoride-anion sensor based on aggregation of a dye-modified polyhedral oligomeric silsesquioxane

Iizuka, Daisuke; Gon, Masayuki; Tanaka, Kazuo; Chujo, Yoshiki

doi:10.1039/d2cc04801a

Cited by 14 publications

(2 citation statements)

References 46 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…All of these factors limit their applicability in aqueous medium. The literature is filled with a large number of organic probe molecules showing excellent sensitivity toward fluoride in organic medium but lacking sensitivity in water medium. , Therefore, it is noteworthy to develop a methodology applicable for the detection of the fluoride ion in water medium with the help of probe molecules that were already reported as a chemosensor for the fluoride ion in organic medium. This would lower the hurdles faced during the search of new chemosensor probe molecules as the synthesis of the new molecules involves standardization of a complex synthetic protocol.…”

Section: Introductionmentioning

confidence: 99%

“…However, most of these methods involve sophisticated instrumentation requiring expertise knowledge and are not cost-effective for routine monitoring, specifically in remote areas. Among these, the ISE is relatively cost-effective and the most widely used for the assessment of the F – ion in groundwater, but the presence of the Al(III) ion in water severely undermines the detection efficiency of F – through the formation of an Al(III)–fluoride complex. , On the contrary, optical methods (colorimetric and fluorometric) are potential alternatives because of their easy operation and higher sensitivity. − The SPADNS-zirconium method has been one of the standard colorimetric estimation methods for the fluoride ion in aqueous medium. Although the performance of this method is satisfactory, the method is susceptible to interference by Al 3+ , Cl – , Fe 3+ , SO 4 2– , and PO 4 3– ions, demanding the removal of the interfering ions from the sample prior to estimation .…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

In Situ Ni(II) Complexation Induced Deprotonation of Bis-Thiourea-Based Tweezers in DMSO–Water Medium: An Approach toward Recognition of Fluoride Ions in Water with Organic Probe Molecules

Mushahary,

Biswakarma,

Thakuria

et al. 2024

ACS Omega

View full text Add to dashboard Cite

Recognition of fluoride in water through the fluoride-induced Bronsted acid−base deprotonation reaction of an organic probe molecule is still a challenging task owing to the lower basicity of fluoride ions and the instability of the conjugate base of the probe molecules in aqueous medium. Herein, we report a complementary strategy in which the conjugate base of the studied bis-thiourea molecule in dimethyl sulfoxide (DMSO) medium is simultaneously stabilized through chelation of the Ni(II) ion, which eventually facilitates the recognition of the fluoride ion in water samples. The recognition methodology is validated colorimetrically and electrochemically, and finally, the applicability of the approach is explored with water samples collected from fluoride-affected areas. The limit of detection value for the fluoride ion in water medium was found to be 0.2 and 0.3 ppm with UV−visible spectroscopy and differential pulse voltammetry measurements, respectively. The methodology is also demonstrated on a paper strip for the detection of the fluoride ion with the naked eye and a smartphone-based RGB sensor. The scheme has been shown to be effective in enhancing the aqueous fluoride recognition ability of the organic probe molecules with acidic hydrogen prone to deprotonation by the fluoride ion.

show abstract

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

In Situ Ni(II) Complexation Induced Deprotonation of Bis-Thiourea-Based Tweezers in DMSO–Water Medium: An Approach toward Recognition of Fluoride Ions in Water with Organic Probe Molecules

Mushahary,

Biswakarma,

Thakuria

et al. 2024

ACS Omega

View full text Add to dashboard Cite

show abstract

Acid Sensors Based on Luminochromism of Solid‐State Excimer Emission of Pyrene‐Modified Polyhedral Oligomeric Silsesquioxane

Narikiyo,

Gon,

Tanaka

et al. 2024

Asian J Org Chem

View full text Add to dashboard Cite

To obtain solid‐state fluorescence sensors, it is essential to simultaneously obtain solid‐state emission and stimuli‐responsiveness. In this research, the modified polyhedral oligomeric silsesquioxane (POSS) tethered with pyrenes was synthesized and we confirmed that both demands for developing solid‐state fluorescence sensors can be satisfied. The POSS derivative exhibited strong emission even in the solid state. In particular, we found that exposure of the POSS films to trifluoroacetic acid vapor resulted in a significant red‐shift of the peak wavelength of the emission band. Excitation spectroscopy and comparison with model compounds suggest that this significant red‐shift should be attributable to the formation of static excimer, meaning a preformed dimer in the ground state induced by protonation of the secondary amino groups. These results indicate that POSS is a promising scaffold for a solid‐state fluorescence sensor.

show abstract

Amphiphilic Azo‐Functionalized Polyhedral Oligomeric Silsesquioxane; Synthesis and Photo‐Switched Efficient Phase Transfer via Host–Guest Encapsulation

Eftekhari‐Sis,

Amirpour,

Naderahmadian

et al. 2024

ChemPlusChem

View full text Add to dashboard Cite

A new amphiphilic azo‐functionalized polyoctahedral oligomeric silsesquioxane (POSS) derivative was synthesized by functionalizing octa(3‐aminopropyl)silsesquioxane (OAS‐POSS) with 4‐((4‐(dodecyloxy)phenyl)diazenyl)benzoic acid, affording a hydrophilic amino POSS head and hydrophobic dodecyl tail with a diphenyl‐azo connector. Prepared amphiphilic azo‐functionalized POSS (azo‐POSS) exhibited high ability for encapsulation and transferring cationic dyes into the organic phase by vigorously mixing with aqueous solutions of each dye. The photo‐controlled encapsulating properties of the synthesized phase transfer reagent was studied using cationic dyes, such as methylene blue (MB), crystal violet (CV) and thymol blue in acidic conditions. Results showed more than 95% encapsulation of MB. However, no considerable encapsulation was shown in the case of anionic dyes such as eriochrome black T (EBT) and thymol blue in alkaline solutions. By trans/cis isomerization of the azo moiety of the phase transfer reagent by UV irradiation (365 nm), the amount of dye encapsulation was decreased, which could be attributed to the formation of cis isomer that led to the folding of the dodecyl alkyl tail on the POSS moiety, and therefore prevent to lay the 3‐aminopropyl moieties of POSS head to the water/DCM interface to adsorb and encapsulate MB molecules.

show abstract

Development of a fluoride-anion sensor based on aggregation of a dye-modified polyhedral oligomeric silsesquioxane

Abstract: We report a new concept for the turn-on fluoride sensor based on aggregation of dye-modified polyhedral oligomeric silsesquioxane (POSS). The dye-modified POSS aggregation initially shows weak fluorescence, while intense fluorescence...

Cited by 14 publications

References 46 publications

In Situ Ni(II) Complexation Induced Deprotonation of Bis-Thiourea-Based Tweezers in DMSO–Water Medium: An Approach toward Recognition of Fluoride Ions in Water with Organic Probe Molecules

In Situ Ni(II) Complexation Induced Deprotonation of Bis-Thiourea-Based Tweezers in DMSO–Water Medium: An Approach toward Recognition of Fluoride Ions in Water with Organic Probe Molecules

Acid Sensors Based on Luminochromism of Solid‐State Excimer Emission of Pyrene‐Modified Polyhedral Oligomeric Silsesquioxane

Amphiphilic Azo‐Functionalized Polyhedral Oligomeric Silsesquioxane; Synthesis and Photo‐Switched Efficient Phase Transfer via Host–Guest Encapsulation

Contact Info

Product

Resources

About