Dyes with Segmental Mobility: Molecular Rotors

Haidekker, Mark A.; Nipper, Matthew E.; Mustafic, Adnan; Lichlyter, Darcy; Dakanali, Marianna; Theodorakis, Emmanuel A.

doi:10.1007/978-3-642-04702-2_8

Cited by 96 publications

(85 citation statements)

References 134 publications

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“…mainly via the non-radiative TICT pathway. 14,15 It is worth noting that amongst C-C and C=C bonds, recent reports suggest that C-C rotation is too slow to quench the fluorescence, hence the cis-trans isomerization of the C=C bond is the major nonradiative decay channel in these systems. 23,58,59 Furthermore, quantum chemical computations indicated that in the excited state rotation around the connecting C-C bond is subject to a higher barrier than that found for the ground state, thus fluorescence loss is not completely rationalizable through rotation around this bond.…”

Section: Julolidine-based Fmrsmentioning

confidence: 99%

“…41 It is worth noting that computational calculations do not take in account solvent influences on the energy levels, however DCVJ emission exhibit only a slight solvatochromic shift whereas its fluorescence quantum yield is strongly influenced by the local microviscosity. 15 It has been proved that the ICT also occurs in case of one cyano group as electron accepting unit, thus is it possible to modify the chemical structure of DCVJ aiming to confer additional chemical properties to the molecule without adversely affecting its behaviour. Therefore, the substitution of one of the -C≡N groups with a different functional group does not affect the photophysical TICT state (Figure 1.11).…”

Section: Julolidine-based Fmrsmentioning

confidence: 99%

“…Conversely, in the aggregate state, or in viscous environments, the internal rotation is restricted thus blocking the non-radiative relaxation pathway and enhancing the fluorescence emission. [14][15][16] By combining the interesting emission properties of FMRs with the polymer characteristics, attractive materials can be generated with unique properties. FMRs have been the subject of numerous studies in the last 5-10 years thanks to their viscositydependent properties, which allow their applicability as non-mechanical viscosity sensors, tools for protein characterization and local microviscosity imaging.…”

Section: Introductionmentioning

confidence: 99%

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Vapochromic features of new luminogens based on julolidine-containing styrene copolymers

et al. 2017

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We report on vapochromic films suitable for detecting volatile organic compounds (VOCs), based on new polystyrene copolymers containing julolidine fluorescent molecular rotors (JCAEM). Poly(styrene-co-hydroxyethylmethacrylate) copolymers functionalized with cyanovinyl-julolidine moieties of different compositions were prepared, (P(STY-co-JCAEM)(m) with m = 0.06–0.61). The sensing performance of the spin-coated copolymer films demonstrated significant vapochromism when exposed to VOCs characterized by high vapour pressure and a favourable interaction with the polymer matrix, such as Et2O and CH2Cl2. It is worth mentioning that the fluorescence decrease rate was 7 times faster than that of previously investigated julolidine-based fluorescent molecular rotors dispersed in PS films. This phenomenon was attributed to the better control of the JCAEM moiety distribution in the polymer matrix conferred by the covalent approach, combined with a minimal film thickness of 4 microns. These factors, in concert, strongly accelerate the deactivation pathways of the JCAEM units in the presence of VOCs which interact well. Overall, the present results support the use of julolidine-enriched styrene copolymers as effective chromogenic materials suitable for the fast detection of VOCs.

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Section: Julolidine-based Fmrsmentioning

confidence: 99%

Section: Julolidine-based Fmrsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Vapochromic features of new luminogens based on julolidine-containing styrene copolymers

et al. 2017

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“…These two advantages are not accessible simultaneously with any other existing technique. 14,15 In molecular rotors, the fluorescence competes with intramolecular rotation, which is viscosity dependent. As a consequence, the fluorescence intensity and the fluorescence decay of the excited state are strongly affected by the viscosity of the microenvironment of the probe.…”

Section: Introductionmentioning

confidence: 99%

Dual mode quantitative imaging of microscopic viscosity using a conjugated porphyrin dimer

Vyšniauskas

Baláž

Anderson

et al. 2015

Phys. Chem. Chem. Phys.

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Microviscosity is of paramount importance in materials and bio-sciences. Fluorescence imaging using molecular rotors has emerged as a versatile tool to measure microviscosity, either using a fluorescence lifetime or a ratiometric signal of the rotor; however, only a limited number of blue -to-green-emitting fluorophores with both the lifetime and the ratiometric signal sensitivity to viscosity have been reported to date. Here we report a deep red emitting dual viscosity sensor, which allows both the ratiometric and the lifetime imaging of viscosity. We study viscosity in a range of lipid-based systems and conclude that in complex dynamic systems dual detection is preferable in order to independently verify the results of the measurements as well as perform rapid detection of changing viscosity .

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“…This potential barrier is also sensitive to steric hindrance and increases with the solvent bulk viscosity. 35,39 The probability of energy relaxation through the TICT state is then reduced as the solvent viscosity increases and radiative relaxation is thus favored leading to an increase of the fluorescence intensity. This effect is shown in Fig.…”

Section: A Molecular Probementioning

confidence: 99%

Reconstruction by fluorescence imaging of the spatio-temporal evolution of the viscosity field in Hele-Shaw flows

et al. 2014

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We study the spatio-temporal evolution of the viscosity field during stable and unstable radial flows of glycerol-water solutions in a horizontal Hele-Shaw cell where a localized temperature gradient is imposed. The viscosity field is reconstructed from the measurement of the fluorescence emitted by a viscosity-sensitive molecular probe (Auramine O). For an immiscible flow, the viscosity and temperature fields are obtained accurately. For miscible displacements, we show how the interplay between the viscosity changes of both fluids and the variation of the fluid thickness in the gap prevents obtaining strict quantitative reconstruction of the viscosity field. We explain how the reconstructed viscosity field can nevertheless be interpreted to obtain information about the fluid thickness and the local viscosity and temperature.

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Dyes with Segmental Mobility: Molecular Rotors

Cited by 96 publications

References 134 publications

Vapochromic features of new luminogens based on julolidine-containing styrene copolymers

Vapochromic features of new luminogens based on julolidine-containing styrene copolymers

Dual mode quantitative imaging of microscopic viscosity using a conjugated porphyrin dimer

Reconstruction by fluorescence imaging of the spatio-temporal evolution of the viscosity field in Hele-Shaw flows

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