Synthesis of Benzothiazole Bearing Calixarene as a Chemical Sensor with Triggered Fluorescence Property for Chlorite Ion

Abstract

A fluorescence probe based on calix[4]arene-benzothiazole platform was rationally designed and synthesized for the detection of chlorite ion in aqueous solution. The sensor candidate was characterized by such spectroscopic techniques as FTIR, fluorescence, 1H- and 13C-NMR along with HRMS analysis. During the photophysical characterization experiments, it was observed that the synthesized sensor candidate exhibited weak fluorescence while its chlorite detection created a strong blue fluorescence facilitating sensitive detection. Besides, the related chlorite probe possessed a large Stokes shift (158 nm) with large pseudo Stoke’s shift within the value of 242 nm that enables more accurate detection among other tested ions. Considering that chlorite anion is formed from chlorine dioxide as a result of reduction, and the importance of on-site monitoring of the concentration range regulated by many countries, it is obvious that our sensor has presented a convenient detection option as an alternative method to fulfil the daily monitoring requirements.

Keywords

• Water treatment
• Chlorite detection
• Fluorescent probe
• Chemical sensor
• Disinfection by-product

Klorit İyonu İçin Tetiklenmiş Floresans Özelliğe Sahip Bir Kimyasal Sensör Olarak Benzotiyazol Grubu Taşıyan Kaliksaren Sentezi

Öz

Klorit anyonunun sulu çözeltilerdeki tespitine yönelik olarak, kaliks[4]aren-benzotiyazol platformuna dayalı bir floresans probu rasyonel bir şekilde tasarlandı ve sentezlendi. Bu sensör adayı, HRMS analizi ile birlikte FTIR, floresans, 1H- ve 13C-NMR gibi çeşitli spektroskopik teknikler aracılığıyla karakterize edildi. Fotofiziksel karakterizasyon deneyleri sırasında, sentezlenen sensör adayının zayıf bir floresans sergilediği, klorit tespiti sonucu ise hassas tespiti kolaylaştıran güçlü bir mavi floresans oluşturduğu görüldü. Bunun yanı sıra, ilgili klorit probu, test edilen diğer iyonlar arasında daha doğru tespiti mümkün kılan büyük bir Stokes kayması (158 nm) ile 242 nm değerinde büyük bir yalancı Stokes kaymasına sahiptir. Klorit anyonunun klor dioksitten indirgeme sonucu oluştuğu ve birçok ülke tarafından düzenlenen klorit iyonu konsantrasyon aralığının yerinde izlenmesinin önemi göz önünde bulundurulduğunda, sensörümüzün günlük izleme gereksinimlerini karşılamak için alternatif bir yöntem olarak uygun bir algılama seçeneği sunduğu apaçık ortadadır.

Anahtar Kelimeler

• Su arıtımı
• Klorit tespiti
• Floresans algılayıcı
• Kimyasal sensör
• Dezenfeksiyon yan ürünü

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