Meng Zhonglei, Qin Rongxiu, Wen Rusi, Xie Junkang, Li Guiqing, Zhou Yonghong
Guangxi Key Laboratory of Superior Timber Trees Resource Cultivation/Guangxi Forestry Research Institute, Nanning, China.
Institute of Chemical Industry of Forest Products, CAF Nanjing, Nanjing, China.
PLoS One. 2024 Apr 25;19(4):e0299218. doi: 10.1371/journal.pone.0299218. eCollection 2024.
To enhance the yield of the one-step synthesis of terpinyl acetate from α-pinene and acetic acid, this study evaluated α-hydroxycarboxylic acid (HCA)-boric acid composite catalysts based on orthogonal experimental design. The most important factor affecting the terpinyl acetate content in the product was the HCA content. The catalytic performance of the composite catalyst was related to the pKa1 of HCA. The tartaric acid-boric acid composite catalyst showed the highest catalytic activity. The α-pinene conversion reached 91.8%, and the terpinyl acetate selectivity reached 45.6%. When boric acid was replaced with B2O3, the HCA composite catalyst activity was enhanced, which reduced the use of HCA. When the lactic acid and B2O3 content accounted for 10% and 4% of the α-pinene mass content, respectively, the α-pinene conversion reached 93.2%, and the terpinyl acetate selectivity reached up to 47.1%. In addition, the presence of water was unfavorable to HCA-boric acid composite catalyst. However, a water content less than 1% of the α-pinene mass content improved the catalytic activity of HCA-B2O3. When the tartaric acid-B2O3 was used as catalyst, and the water content was 1% of the α-pinene mass content, the α-pinene conversion was 89.6%, and the terpinyl acetate selectivity was 47.5%.
为提高由α-蒎烯和乙酸一步合成乙酸松油酯的产率,本研究基于正交实验设计对α-羟基羧酸(HCA)-硼酸复合催化剂进行了评估。影响产物中乙酸松油酯含量的最重要因素是HCA的含量。复合催化剂的催化性能与HCA的pKa1有关。酒石酸-硼酸复合催化剂表现出最高的催化活性。α-蒎烯转化率达到91.8%,乙酸松油酯选择性达到45.6%。当用B2O3替代硼酸时,HCA复合催化剂的活性增强,这减少了HCA的用量。当乳酸和B2O3的含量分别占α-蒎烯质量含量的10%和4%时,α-蒎烯转化率达到93.2%,乙酸松油酯选择性高达47.1%。此外,水的存在对HCA-硼酸复合催化剂不利。然而,水含量低于α-蒎烯质量含量的1%时可提高HCA-B2O3的催化活性。当使用酒石酸-B2O3作为催化剂且水含量为α-蒎烯质量含量的1%时,α-蒎烯转化率为89.6%,乙酸松油酯选择性为47.5%。