Supramolecular Hydrogels with Chiral Nanofibril Structures Formed from β-Cyclodextrin and a Rosin-Based Amino Acid
Danping Wang1, Hao Chen1, Binglei Song1
1The Key Laboratory of Synthetic and Biological Colloids, Ministry of Education, School of Chemical and Material Engineering, Jiangnan University, Wuxi, Jiangsu 214122, P.R. China.
Abstract:
The rational combination of natural molecules is expected to provide new soft material building blocks. Herein, a rosin-based amino acid surfactant was synthesized using dehydroabietic acid and l-serine as the starting materials (denoted as R-6-Ser). Supramolecular hydrogels were formed when β-cyclodextrin (β-CD) was mixed with R-6-Ser at molar ratios of over 0.5:1 and above certain concentrations. The hydrogels were investigated using rheometry, small-angle X-ray scattering, CD spectroscopy, and cryo-transmission electron microscopy (cryo-TEM). The β-CD associated with the isopropyl benzyl group of the dehydroabietic acid unit in R-6-Ser and formed R-6-Ser@β-CD complexes. The complexes and R-6-Ser self-assembled to form elongated right-handed rigid fibers with a diameter of approximately 7-8 nm, which were responsible for the elasticity of the hydrogels. This work demonstrated the feasibility of preparing supramolecular hydrogels from a diterpenoid-based surfactant and β-CD and provides a new means of utilizing the secretions of pine trees.
