Synthesis of C12-C18 Fatty Acid Isobornyl Esters
Camphene, C12-C18 fatty acids, and titanium sulfate were used as raw materials to study the synthesis of long-chain fatty acid isobornyl esters. Products were analyzed quantitatively by gas chromatography (GC), characterized by nuclear magnetic resonance spectroscopy (hydrogen and carbon), and evalu...
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| Format: | Article |
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MDPI AG
2023-11-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/28/22/7510 |
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| author | Rongxiu Qin Haiyan Chen Rusi Wen Zhongyun Liang Zhonglei Meng |
| author_facet | Rongxiu Qin Haiyan Chen Rusi Wen Zhongyun Liang Zhonglei Meng |
| author_sort | Rongxiu Qin |
| collection | DOAJ |
| description | Camphene, C12-C18 fatty acids, and titanium sulfate were used as raw materials to study the synthesis of long-chain fatty acid isobornyl esters. Products were analyzed quantitatively by gas chromatography (GC), characterized by nuclear magnetic resonance spectroscopy (hydrogen and carbon), and evaluated using toxicity tests. The optimum reaction conditions were as follows: n(lauric acid):n(camphene) = 2.5:1, m(titanium sulfate):m(camphene) = 0.25:1, reaction temperature of 80 °C, and reaction time of 25 h. Under these conditions, the content of isobornyl laurate in the product was 74.49%, and the content of purified product was 95.02%. The reaction kinetics for isobornyl laurate showed an apparent first-order reaction in the first 9 h with an activation energy of 31.01 kJ/mol. The reaction conditions of myristic acid, palmitic acid, and stearic acid were similar to those of lauric acid, but the reaction time had to be increased as the molecular weight of the fatty acid increased. Toxicity tests for four types of long-chain fatty acid isobornyl esters showed that the samples had low toxicity. |
| first_indexed | 2024-03-09T16:34:15Z |
| format | Article |
| id | doaj.art-60b06a3bd35647d49735322b851a85d4 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-09T16:34:15Z |
| publishDate | 2023-11-01 |
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| record_format | Article |
| series | Molecules |
| spelling | doaj.art-60b06a3bd35647d49735322b851a85d42023-11-24T14:58:02ZengMDPI AGMolecules1420-30492023-11-012822751010.3390/molecules28227510Synthesis of C12-C18 Fatty Acid Isobornyl EstersRongxiu Qin0Haiyan Chen1Rusi Wen2Zhongyun Liang3Zhonglei Meng4Guangxi Key Laboratory of Superior Timber Trees Resource Cultivation, Guangxi Forestry Research Institute, Nanning 530002, ChinaGuangxi Key Laboratory of Superior Timber Trees Resource Cultivation, Guangxi Forestry Research Institute, Nanning 530002, ChinaGuangxi Key Laboratory of Superior Timber Trees Resource Cultivation, Guangxi Forestry Research Institute, Nanning 530002, ChinaGuangxi Key Laboratory of Superior Timber Trees Resource Cultivation, Guangxi Forestry Research Institute, Nanning 530002, ChinaGuangxi Key Laboratory of Superior Timber Trees Resource Cultivation, Guangxi Forestry Research Institute, Nanning 530002, ChinaCamphene, C12-C18 fatty acids, and titanium sulfate were used as raw materials to study the synthesis of long-chain fatty acid isobornyl esters. Products were analyzed quantitatively by gas chromatography (GC), characterized by nuclear magnetic resonance spectroscopy (hydrogen and carbon), and evaluated using toxicity tests. The optimum reaction conditions were as follows: n(lauric acid):n(camphene) = 2.5:1, m(titanium sulfate):m(camphene) = 0.25:1, reaction temperature of 80 °C, and reaction time of 25 h. Under these conditions, the content of isobornyl laurate in the product was 74.49%, and the content of purified product was 95.02%. The reaction kinetics for isobornyl laurate showed an apparent first-order reaction in the first 9 h with an activation energy of 31.01 kJ/mol. The reaction conditions of myristic acid, palmitic acid, and stearic acid were similar to those of lauric acid, but the reaction time had to be increased as the molecular weight of the fatty acid increased. Toxicity tests for four types of long-chain fatty acid isobornyl esters showed that the samples had low toxicity.https://www.mdpi.com/1420-3049/28/22/7510camphenelauric acidtitanium sulfatefatty acid isobornyl estertoxicity test |
| spellingShingle | Rongxiu Qin Haiyan Chen Rusi Wen Zhongyun Liang Zhonglei Meng Synthesis of C12-C18 Fatty Acid Isobornyl Esters Molecules camphene lauric acid titanium sulfate fatty acid isobornyl ester toxicity test |
| title | Synthesis of C12-C18 Fatty Acid Isobornyl Esters |
| title_full | Synthesis of C12-C18 Fatty Acid Isobornyl Esters |
| title_fullStr | Synthesis of C12-C18 Fatty Acid Isobornyl Esters |
| title_full_unstemmed | Synthesis of C12-C18 Fatty Acid Isobornyl Esters |
| title_short | Synthesis of C12-C18 Fatty Acid Isobornyl Esters |
| title_sort | synthesis of c12 c18 fatty acid isobornyl esters |
| topic | camphene lauric acid titanium sulfate fatty acid isobornyl ester toxicity test |
| url | https://www.mdpi.com/1420-3049/28/22/7510 |
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