Technical Background
Diselenide-containing polymers have attracted considerable attention in recent years for their rapid responsiveness to external stimuli such as light and reducing environments, with potential applications in artificial enzymes, controlled drug release, and self-healing materials. Conventional synthetic routes to diselenide-containing polymers typically involve complex multi-step reactions and require highly reactive intermediates, which limits their scalability.
Breakthrough
The ring-opening reaction of γ-selenobutyrolactone (SBL) generates a selenol intermediate, which subsequently undergoes oxidative coupling to form diselenide bonds. This approach simplifies the synthetic procedure and improves efficiency.
Material Preparation Method
One-pot reaction: γ-Selenobutyrolactone reacts with amine compounds in an organic solvent or aqueous phase to generate selenol, which then oxidizes in air to form diselenide bonds.
Material Properties
-
Self-healing performance: Crosslinked polymers containing diselenide bonds exhibit pronounced self-healing capability under UV/visible light irradiation. Experiments show that cut samples achieve complete repair within 10 minutes under UV light.
-
Thermal stability: Thermogravimetric analysis (TGA) indicates that these polymers possess good thermal stability below 250 °C.
-
Solubility: Both hydrophobic and hydrophilic polymers can be synthesized, facilitating further applications.
Application Prospects
-
Drug delivery: The dynamic nature of diselenide bonds makes these materials promising for stimuli-responsive drug delivery systems.
-
Self-healing materials: By modulating the responsiveness of diselenide bonds, smart materials with self-healing functions can be developed.
-
Biocompatible materials: Owing to the biocompatibility of selenium, these polymers also hold broad prospects in biomedical fields such as artificial enzymes and biosensors. For example, selenium-containing hydrogels used as wound dressings offer advantages including simple preparation, close wound conformity, moisture retention, and antibacterial efficacy.
References
- [1] Zhang, M.; Chen, S.; Xu, G.; Lu, W.; Li, J.; Zhang, J.; Zhang, Z.; Zhu, J.; Pan, X. Ultra-Fast Selenol-Yne Click (SYC) Reaction Enables Poly(selenoacetal) Covalent Adaptable Network Formation. Angew. Chem., Int. Ed. 2024, 63, e202410245.
- [2] Gao, J.; Zhai, Y.; Lu, W.; Jiang, X.; Zhou, J.; Wu, L.; Du, L.; Ou, C.; Zhang, X.; He, H.; et al. ROS-sensitive PD-L1 siRNA cationic selenide nanogels for self-inhibition of autophagy and prevention of immune escape. Bioact. Mater. 2024, 41, 597-610.
- [3] Zhou, Z.; Liu, Y.; Li, W.; Zhao, Z.; Xia, X.; Liu, J.; Deng, Y.; Wu, Y.; Pan, X.; He, F.; et al. A Self-Adaptive Biomimetic Periosteum Employing Nitric Oxide Release for Augmenting Angiogenesis in Bone Defect Regeneration. Adv. Healthc. Mater. 2023, 2302153.
- [4] Pan, X. Q.; Driessen, F.; Zhu, X. L.; Du Prez, F. E. Selenolactone as a Building Block toward Dynamic Diselenide-Containing Polymer Architectures with Controllable Topology. ACS Macro Lett. 2017, 6, 89-92.
Related Product
γ-Selenobutyrolactone, 97% CAS:7108-30-7 Cat.No:9446014
