Thermal Degradation and Product Analysis of 3-iodo-2-propyl-butylcarbamate as a Wood Preservative
The thermal degradation kinetics and degradation products of IPBC during the heating process are investigated herein. Experiments were conducted at isothermal conditions from 60 °C to 150 °C. The remaining IPBC content was analyzed by high-performance liquid chromatography (HPLC) at specific time in...
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MDPI AG
2022-10-01
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| Series: | Polymers |
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| Online Access: | https://www.mdpi.com/2073-4360/14/21/4531 |
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| author | Liping Han Mingliang Jiang Jingpeng Zhang Chuang Shao Qingshuo Zhang |
| author_facet | Liping Han Mingliang Jiang Jingpeng Zhang Chuang Shao Qingshuo Zhang |
| author_sort | Liping Han |
| collection | DOAJ |
| description | The thermal degradation kinetics and degradation products of IPBC during the heating process are investigated herein. Experiments were conducted at isothermal conditions from 60 °C to 150 °C. The remaining IPBC content was analyzed by high-performance liquid chromatography (HPLC) at specific time intervals for each test, and the kinetic model of IPBC thermal degradation was established. The thermal degradation products of IPBC were studied by ultra-performance liquid chromatography-mass spectrometry (UPLC−MS/MS). The results showed that thermal degradation of IPBC occurred at 70 °C, and the degradation rate increased significantly from 70 °C to 150 °C. The thermal degradation kinetics of IPBC conformed to the first-order reaction and <inline-formula><math xmlns="http://www.w3.org/1998/Math/MathML" display="inline"><semantics><mrow><mi>k</mi><mo>=</mo><mn>3.47</mn><mo>×</mo><msup><mrow><mn>10</mn></mrow><mrow><mn>12</mn></mrow></msup><msup><mi>e</mi><mrow><mo>−</mo><mn>111125</mn><mo>/</mo><mi>R</mi><mi>T</mi></mrow></msup></mrow></semantics></math></inline-formula> from 60 °C to 150 °C. Seven degradation products such as prop-2-yn-1-yl ethylcarbamate and methyl N-butylcarbamate were identified and the degradation reaction pathway and the mechanism of IPBC were proposed, which involved deiodination, demethylation, deethynylation, deethylation, and hydroxylation processes. |
| first_indexed | 2024-03-09T18:43:19Z |
| format | Article |
| id | doaj.art-a19ddcc0c2b94a37b798974c51e02459 |
| institution | Directory Open Access Journal |
| issn | 2073-4360 |
| language | English |
| last_indexed | 2024-03-09T18:43:19Z |
| publishDate | 2022-10-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Polymers |
| spelling | doaj.art-a19ddcc0c2b94a37b798974c51e024592023-11-24T06:27:45ZengMDPI AGPolymers2073-43602022-10-011421453110.3390/polym14214531Thermal Degradation and Product Analysis of 3-iodo-2-propyl-butylcarbamate as a Wood PreservativeLiping Han0Mingliang Jiang1Jingpeng Zhang2Chuang Shao3Qingshuo Zhang4Research Institute of Wood Industry, Chinese Academy of Forestry, Beijing 100091, ChinaResearch Institute of Wood Industry, Chinese Academy of Forestry, Beijing 100091, ChinaResearch Institute of Wood Industry, Chinese Academy of Forestry, Beijing 100091, ChinaResearch Institute of Wood Industry, Chinese Academy of Forestry, Beijing 100091, ChinaResearch Institute of Wood Industry, Chinese Academy of Forestry, Beijing 100091, ChinaThe thermal degradation kinetics and degradation products of IPBC during the heating process are investigated herein. Experiments were conducted at isothermal conditions from 60 °C to 150 °C. The remaining IPBC content was analyzed by high-performance liquid chromatography (HPLC) at specific time intervals for each test, and the kinetic model of IPBC thermal degradation was established. The thermal degradation products of IPBC were studied by ultra-performance liquid chromatography-mass spectrometry (UPLC−MS/MS). The results showed that thermal degradation of IPBC occurred at 70 °C, and the degradation rate increased significantly from 70 °C to 150 °C. The thermal degradation kinetics of IPBC conformed to the first-order reaction and <inline-formula><math xmlns="http://www.w3.org/1998/Math/MathML" display="inline"><semantics><mrow><mi>k</mi><mo>=</mo><mn>3.47</mn><mo>×</mo><msup><mrow><mn>10</mn></mrow><mrow><mn>12</mn></mrow></msup><msup><mi>e</mi><mrow><mo>−</mo><mn>111125</mn><mo>/</mo><mi>R</mi><mi>T</mi></mrow></msup></mrow></semantics></math></inline-formula> from 60 °C to 150 °C. Seven degradation products such as prop-2-yn-1-yl ethylcarbamate and methyl N-butylcarbamate were identified and the degradation reaction pathway and the mechanism of IPBC were proposed, which involved deiodination, demethylation, deethynylation, deethylation, and hydroxylation processes.https://www.mdpi.com/2073-4360/14/21/45313-iodo-2-propyl-butylcarbamatethermal degradationkinetics analysisdegradation products |
| spellingShingle | Liping Han Mingliang Jiang Jingpeng Zhang Chuang Shao Qingshuo Zhang Thermal Degradation and Product Analysis of 3-iodo-2-propyl-butylcarbamate as a Wood Preservative Polymers 3-iodo-2-propyl-butylcarbamate thermal degradation kinetics analysis degradation products |
| title | Thermal Degradation and Product Analysis of 3-iodo-2-propyl-butylcarbamate as a Wood Preservative |
| title_full | Thermal Degradation and Product Analysis of 3-iodo-2-propyl-butylcarbamate as a Wood Preservative |
| title_fullStr | Thermal Degradation and Product Analysis of 3-iodo-2-propyl-butylcarbamate as a Wood Preservative |
| title_full_unstemmed | Thermal Degradation and Product Analysis of 3-iodo-2-propyl-butylcarbamate as a Wood Preservative |
| title_short | Thermal Degradation and Product Analysis of 3-iodo-2-propyl-butylcarbamate as a Wood Preservative |
| title_sort | thermal degradation and product analysis of 3 iodo 2 propyl butylcarbamate as a wood preservative |
| topic | 3-iodo-2-propyl-butylcarbamate thermal degradation kinetics analysis degradation products |
| url | https://www.mdpi.com/2073-4360/14/21/4531 |
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