Preparation of L-Lactide with High Optical Purity via the Zinc-Doped Polypyrrole-Catalyzed Lactic Acid Condensation

doi:10.6023/cjoc202204045

Abstract

As a biodegradable polymer, poly-lactic acid (PLA) has a wide application prospect. At present, high quality PLA is mainly produced via lactide condensation. In the technique, the optical purity of lactide is the key factor affecting the mechanical properties of produced PLA. Thus, developing the synthesis technology of lactide with high optical purity is a challenging subject with good application value. In this work, zinc-doped polypyrrole (Zn@PPy) catalyst was designed and prepared. The material could catalyze the condensation of lactic acid to synthesize lactide with high optical purity. Notably, the material could be reused for many times with the optical purity of the produced lactide over 98%.

Key words: polypyrrole, catalyst, zinc, lactide, poly-lactic acid

Cite this article

Xudong Cui, Xiangkun Meng, Ying Chen, Yonghong Liu, Lei Yu. Preparation of L-Lactide with High Optical Purity via the Zinc-Doped Polypyrrole-Catalyzed Lactic Acid Condensation[J]. Chinese Journal of Organic Chemistry, 2022, 42(9): 2954-2960.

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Fig. & Tab. 4

Figure 1. (a) Processes for the synthesis of L-lactide from L-lactic acid (polymerization at 150 ℃ under 101.3 kPa pressure for 3 h, 48.0 kPa pressure for 0.5 h, and 1.3 kPa pressure for 0.5 h subsequently; splitting at 220 ℃ under 1.3 kPa pressure for 3 h); (b) Product yield and optical purity corresponding to catalyst reuse

Figure 2. XPS spectra of Zn@PPy

Figure 3. Characterization Zn@PPy (a, b) SEM images; (c, d) TEM images; (e) Electron diffraction pattern; (f) HAADF-STEM image; (g, h, i) Element mapping image; (j) EDX spectral image

Scheme 1. Mechanisms of the Zn@PPy-catalyzed condensation of L-LA to L-lactide

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