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Multiple Stimuli-Responsive Supramolecular Gel Formed from Modified Adenosine
Shinya Kimura1, Sota Mori1, Masashi Yokoya1
1Meiji Pharmaceutical University.
Chemical & Pharmaceutical Bulletin
|June 1, 2022
Summary
Novel urea derivatives act as low-molecular-weight gelators, forming stable supramolecular gels in halogenated solvents. These gels exhibit remarkable thermal, mechanical, and chemical stimuli-responsive reversible phase transitions, showcasing potential in advanced material applications.
Area of Science:
- Supramolecular Chemistry
- Materials Science
Background:
- Low-molecular-weight gelators are crucial for developing novel materials with tunable properties.
- Adenosine-based urea derivatives offer a promising scaffold for designing sophisticated gelators.
Purpose of the Study:
- To synthesize and characterize novel urea derivatives as low-molecular-weight gelators.
- To investigate the gelation behavior and stimuli-responsive properties of these compounds in various solvents.
Main Methods:
- Synthesis of adenosine-based urea derivatives with modified ribose moieties.
- Solubility and gelation studies in halogenated solvents.
- Rheological analysis to determine viscoelastic properties.
- Investigation of phase transitions induced by thermal, mechanical, and chemical stimuli.
Main Results:
- Compound 2 selectively formed thermally stable supramolecular gels in halogenated solvents.
- The supramolecular gel exhibited reversible gel-sol transitions upon heating-cooling cycles.
- Multiple mechano-responsive gel-sol transitions were observed.
- Anion addition (e.g., fluoride) and solvent changes (e.g., methanol) induced gel-to-sol transitions, with subsequent regelation possible.
Conclusions:
- Adenosine-based urea derivatives can function as effective low-molecular-weight gelators.
- The designed gelators demonstrate significant thermal and mechanical stability.
- The supramolecular gels display versatile stimuli-responsive behaviors, opening avenues for smart material development.

