A Fluorescence Sensor Based on Biphenolic Backbone for Metal Ion Detection: Synthesis and Crystal Structure
Kanokporn Chantaniyomporn,
Kiratikarn Charoensuk,
Tanwawan Duangthongyou,
Kittipong Chainok,
Boontana Wannalerse
Affiliations
Kanokporn Chantaniyomporn
Department of Chemistry, Faculty of Science, Kasetsart University, Bangkok 10900, Thailand
Kiratikarn Charoensuk
Department of Chemistry, Faculty of Science, Kasetsart University, Bangkok 10900, Thailand
Tanwawan Duangthongyou
Center of Excellence for Innovation in Chemistry, Department of Chemistry, Faculty of Science, Kasetsart University, Bangkok 10900, Thailand
Kittipong Chainok
Thammasat University Research Unit in Multifunctional Crystalline Materials and Applications (TU-MCMA), Faculty of Science and Technology, Thammasat University, Pathum Thani 12121, Thailand
Boontana Wannalerse
Center of Excellence for Innovation in Chemistry, Department of Chemistry, Faculty of Science, Kasetsart University, Bangkok 10900, Thailand
2′-(hexyloxy)-[1,1′-biphenyl]-2-yl 5-(dimethylamino)naphthalene-1-sulfonate (KC1) was synthesized by using biphenol and dansyl chloride as starting materials. The KC1 was characterized via single X-ray diffraction, FTIR, HRMS and 1H and 13C-NMR. The KC1 indicates triclinic as P1 in the space group type. From the KC1, the biphenolic backbone structure is twisted at an angle of 54.48° due to connecting the dansyl unit and hexyl moiety. Upon the addition of the Fe3+ ion to the KC1 solution, the fluorescence emission at 585 nm of KC1 was quenched due to complexation between KC1 and the Fe3+ ion. The complexation ratio of KC1 and Fe3+ was determined to be a 1:1 formation via Job’s analysis. The Stern–Volmer constant (Ksv) calculated was 21,203 M−1 for the KC1 and the Fe3+ ion complex.
