Intramolecular charge transfer ampholytes with water-induced pendulum-type fluorescence variation
Xiao-Bin Dong1, Ling Chen, Mei Pan
1School of Biotechnology and Health Science, Wuyi University, Jiangmen 529000, P. R. China. wyuchemyjw@126.com.
Chemical Communications (Cambridge, England)
|August 14, 2020
Summary
New triphenylimidazole-based ampholytes exhibit unique pendulum-type fluorescence variations. The compound 4-(4,5-bis(4-hydroxyphenyl)-1H-imidazol-2-yl)benzoic acid demonstrated a notable three-step fluorescence switching property.
Area of Science:
- Organic Chemistry
- Materials Science
- Photophysics
Background:
- Triphenylimidazole derivatives are explored for their photophysical properties.
- Intramolecular charge transfer (ICT) is a key mechanism influencing fluorescence.
- Ampholytes, molecules with both acidic and basic groups, offer unique solution behavior.
Purpose of the Study:
- To design and synthesize novel triphenylimidazole-based ampholytes.
- To investigate the impact of carboxyl group introduction on ampholyte properties.
- To study the fluorescence response of these ampholytes to varying solvent polarity and ionization.
Main Methods:
- Synthesis of triphenylimidazole-based ampholytes with carboxyl groups.
- Spectroscopic analysis (UV-Vis absorption and fluorescence emission).
- Investigation of solvent effects and ionization states on fluorescence behavior.
Main Results:
- Successful design and synthesis of triphenylimidazole-based ampholytes.
- Observation of a unique pendulum-type fluorescence variation with increasing water content.
- Identification of 4-(4,5-bis(4-hydroxyphenyl)-1H-imidazol-2-yl)benzoic acid as a standout performer with three-step fluorescence switching.
Conclusions:
- The designed ampholytes exhibit tunable fluorescence properties influenced by solvent and ionization.
- Synergistic effects lead to complex fluorescence variations.
- Specific ampholyte structures can achieve multi-step fluorescence switching, useful for sensing applications.
More Related Videos
10:28Probing the Structure and Dynamics of Interfacial Water with Scanning Tunneling Microscopy and Spectroscopy
Published on: May 27, 2018
9.3K
12:51A 'Plug and Play' Method to Create Water-dispersible Nanoassemblies Containing an Amphiphilic Polymer, Organic Dyes and Upconverting Nanoparticles
Published on: November 14, 2015
10.2K
Related Concept Videos
01:26Variables Affecting Phosphorescence and Fluorescence
1.1K
Fluorescence and phosphorescence are essential phenomena in fields like analytical chemistry, biological imaging, and materials science, where they detect molecular properties and visualize cellular structures. Understanding the variables that influence these luminescent behaviors is crucial for maximizing accuracy and efficiency in their applications. These variables can broadly be grouped into chemical structure, solvent properties, and external conditions, each playing a distinct role in...
1.1K
01:14Photoluminescence: Applications
895
Photoluminescence offers a wide range of applications due to its inherent sensitivity and selectivity. This technique allows for both direct and indirect analyses of the analyte. Direct quantitative analysis is possible when the analyte exhibits a favorable quantum yield for fluorescence or phosphorescence. However, an indirect analysis may be feasible if the analyte is not fluorescent or phosphorescent, or if the quantum yield is unfavorable. Indirect methods include reacting the analyte with...
895
03:13Intermolecular Forces
67.7K
Atoms and molecules interact through bonds (or forces): intramolecular and intermolecular. The forces are electrostatic as they arise from interactions (attractive or repulsive) between charged species (permanent, partial, or temporary charges) and exist with varying strengths between ions, polar, nonpolar, and neutral molecules. The different types of intermolecular forces are ion–dipole, dipole–dipole, hydrogen bonds, and dispersion; among these, dipole–dipole, hydrogen...
67.7K
01:25Fluorescence and Phosphorescence: Instrumentation
1.3K
Fluorometers and spectrofluorometers are two types of instruments used for measuring molecular fluorescence. These instruments differ in how they select excitation and emission wavelengths and the type of light sources they utilize. Fluorometers use absorption interference filters to choose excitation and emission wavelengths. The excitation source in a fluorometer is typically a low-pressure mercury vapor lamp that emits intense lines distributed throughout the ultraviolet and visible regions.
1.3K
01:23Photoluminescence: Fluorescence and Phosphorescence
3.2K
Photoluminescence is a process where a molecule absorbs light energy and re-emits it in the form of light. This phenomenon occurs when a substance absorbs photons, promoting its electrons to higher energy level excited states, followed by a relaxation process in which the electrons return to their original ground state energy levels and emit light. Photoluminescence is widely observed in various materials, including semiconductors, and organic and inorganic compounds.
A pair of electrons in a...
A pair of electrons in a...
3.2K
03:02Colors and Magnetism
13.5K
Color in Coordination Complexes
When atoms or molecules absorb light at the proper frequency, their electrons are excited to higher-energy orbitals. For many main group atoms and molecules, the absorbed photons are in the ultraviolet range of the electromagnetic spectrum, which cannot be detected by the human eye. For coordination compounds, the energy difference between the d orbitals often allows photons in the visible range to be absorbed and emitted, which is seen as colors by the human...
When atoms or molecules absorb light at the proper frequency, their electrons are excited to higher-energy orbitals. For many main group atoms and molecules, the absorbed photons are in the ultraviolet range of the electromagnetic spectrum, which cannot be detected by the human eye. For coordination compounds, the energy difference between the d orbitals often allows photons in the visible range to be absorbed and emitted, which is seen as colors by the human...
13.5K