Citation: Lirui Shen, Kun Liu, Ying Yang, Dongwan Li, Wengui Chang. Synthesis and Application of Decanedioic Acid-N-Hydroxysuccinimide Ester: Exploration of Teaching Reform in Comprehensive Applied Chemistry Experiment[J]. University Chemistry, ;2024, 39(8): 212-220. doi: 10.3866/PKU.DXHX202312035 shu

Synthesis and Application of Decanedioic Acid-N-Hydroxysuccinimide Ester: Exploration of Teaching Reform in Comprehensive Applied Chemistry Experiment

1.
Materials and Chemical Engineering College, West Anhui University, Lu' An 237012, Anhui Province, China;
2.
Party School of Anhui Provincial Committee of C. P. C, Hefei 230022, China

Received Date: 10 December 2023
Revised Date: 7 February 2024

This paper introduces a comprehensive applied chemistry experiment on the synthesis and application of an active ester cross-linking agent. The experiment involves the preparation of decanedioic acid-N-hydroxysuccinimide ester (NHS-DA), identification of its structure, and its application in improving collagen thermal stability. Initially, NHS-DA is synthesized from decanedioic acid, and N-hydroxysuccinimide using 1-(3-dimethylaminopropyl)-3-ethylcarbondiimide hydrochloride as a condensing agent, achieving a yield of approximately 85%. The product’s structure is confirmed through nuclear magnetic resonance and Fourier-transform infrared spectroscopy, indicating the successful synthesis of high-purity NHS-DA. Subsequently, NHS-DA is applied to cross-link collagen sponge, with differential scanning calorimetry demonstrating enhanced thermal stability, thus promoting its application potential. The experiment is characterized by mild conditions, rapid reaction rates, high yields, and the recyclability of waste acetone, incorporating the use of various advanced instruments. It effectively integrates theoretical knowledge with practical application, fostering students' innovative thinking and expanding their scientific perspectives.
- Decanedioic acid,
- N-hydroxysuccinimide,
- Collagen modification,
- Comprehensive applied chemistry experiment
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