A twisted-intramolecular-charge-transfer (TICT) based ratiometric fluorescent thermometer with a mega-Stokes shift and a positive temperature coefficient

Abstract

The fluorescence intensity of N,N-dimethyl-4-((2-methylquinolin-6-yl)ethynyl)aniline exhibits an unusual intensification with increasing temperature, by activating more vibrational bands and leading to stronger TICT emissions upon heating in dimethyl sulfoxide. Based on the different temperature dependence at various wavelengths, as shown in the TICT fluorescence spectrum, this dye can be employed to ratiometrically detect temperature.

Multi-stimuli responsive luminescent azepane-substituted β-diketones and difluoroboron complexes

“…Equation 2 is applicable when the TICT state is formed upon excitation. 43 By replotting the Δ ν values of the compounds against Δ f′ , higher correlation coefficients are achieved in the Lippert-Mataga plots (Figure S8) compared to plots with Δ f ( e.g. L-H : 0.9430 with Δ f and 0.9539 with Δ f′ ).…”

2,2′‐Diamino‐6,6′‐diboryl‐1,1′‐binaphthyl: A Versatile Building Block for Temperature‐Dependent Dual Fluorescence and Switchable Circularly Polarized Luminescence

“…Ratiometric fluorescence thermometers based on singlecomponent SOMs can not only provide a high degree of visualization and eliminate the errors caused by background fluorescence, sensor concentration, and source intensity, [1] but also overcome the disadvantages of ratiometric fluorescence thermometers based on the widely used doped materials, such as complicated fabrication steps or a disturbance of the relationship between temperature and intensity caused by non-uniform doping. [3] In addition to temperature-dependent dual fluorescence, circularly polarized luminescence (CPL) is another desirable property for SOMs owing to the great utility of CPL in 3D optical displays, CPL lasers, and asymmetric photosynthesis, and the remarkable advantages of SOMs over traditional transition-metal complexes and polymers, such as facile structural modification, finely tunable emission wavelengths, and easy manufacturing processes. [3] In addition to temperature-dependent dual fluorescence, circularly polarized luminescence (CPL) is another desirable property for SOMs owing to the great utility of CPL in 3D optical displays, CPL lasers, and asymmetric photosynthesis, and the remarkable advantages of SOMs over traditional transition-metal complexes and polymers, such as facile structural modification, finely tunable emission wavelengths, and easy manufacturing processes.…”

Bright Solid‐State Emission of Disilane‐Bridged Donor–Acceptor–Donor and Acceptor–Donor–Acceptor Chromophores

“…Thea bsorption and photoluminescence of 1-12 in dichloromethane and in the solid state are given in Table 1 and the Supporting Information, Figures S2-S13. Thelowestenergy absorption bands of the D-A-D molecules were located at 360-385 nm, caused by the ICT transitions between the peripheral donor groups and the acceptor core.T he absorption bands of the A-D-A molecules containing thiophene or EDOT (7)(8)(9)(10)were in the UV region at 270-280 nm, whereas those of the molecules containing the 2,2'-bithiophene moiety (11, 12)w ere located at around 330 nm. The absorption wavelength of A-D-A molecules reflects the s-p conjugated system of the donor moiety.…”

“…Compounds 1-12 studied in this work are designed to clarify the relationship between their structure and optical properties.D -A-D molecules (1)(2)(3)(4)(5)(6)w ere readily synthesized by the Pd-catalyzed coupling reaction of electron-accepting 4,7-diiodo-2,1,3-benzothiadiadiazole or 5,7-diiodo-2,3dimethylthieno [3,4-b]pyrazine moieties with hydrosilanes derived from the corresponding donor moieties.A -D-A molecules (7)(8)(9)(10)(11)(12)w ere prepared by the same coupling reaction of iodoarenes bearing ester or cyano groups at their p-positions with 2,5-bis (1,1,2,2-tetramethyldisilanyl) thiophene,2 ,5-bis(1,1,2,2-tetramethyldisilanyl)-3,4-ethylenedioxythiophene (EDOT), or 5,5'-bis(1,1,2,2-tetramethyldisilanyl)-2,2'-bithiophene.A ll of the compounds were characterized by 1 HNMR and 13 CNMR spectroscopy and highresolution mass spectrometry or elementary analysis. Thea bsorption and photoluminescence of 1-12 in dichloromethane and in the solid state are given in Table 1 and the Supporting Information, Figures S2-S13.…”

“…[7] The emission spectra of the A-D-A molecules with thiophene or EDOT as the central aryl (7-10)s howed emissions around 450 nm and large Stokes shifts between the absorption and emission maxima. Emission spectra of 2 and 5 in acetone displayed dual emission at around 500 nm and over 600 nm.…”