Ring-Opening Polymerization of Trimethylene Carbonate with Phosphazene Organocatalyst
Aliphatic polycarbonate (APC) compounds are an important class of biodegradable materials with excellent biocompatibility, good biodegradability, and low toxicity, and the study of these compounds and their modification products aims to obtain biodegradable materials with better performance. In this...
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| Format: | Article |
| Language: | English |
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MDPI AG
2023-01-01
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| Series: | Polymers |
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| Online Access: | https://www.mdpi.com/2073-4360/15/3/720 |
| _version_ | 1797623400391245824 |
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| author | Jianglin Zhu Xiaoming Luo Xin Li |
| author_facet | Jianglin Zhu Xiaoming Luo Xin Li |
| author_sort | Jianglin Zhu |
| collection | DOAJ |
| description | Aliphatic polycarbonate (APC) compounds are an important class of biodegradable materials with excellent biocompatibility, good biodegradability, and low toxicity, and the study of these compounds and their modification products aims to obtain biodegradable materials with better performance. In this context, the ring-opening polymerization (ROP) of trimethylene carbonate (TMC) from a low nucleophilic organic superbase of phosphazene (<i>t</i>-BuP<sub>4</sub>) as a catalyst and benzyl alcohol (BnOH) as an initiator at room temperature was carefully studied to prepare poly(trimethylene carbonate) (PTMC) which is one of the most studied APC. <sup>1</sup>H NMR and SEC measurements clearly demonstrate the presence of a benzyloxy group at the <i>α</i>-terminus of the obtained PTMC homopolymers while investigation of the polymerization kinetics confirms the controlled/living nature of <i>t</i>-BuP<sub>4</sub>-catalyzed ROP of TMC. On the basis of this, the block copolymerization of TMC and <i>δ</i>-valerolactone (VL)/<i>ε</i>-caprolactone (CL) was successfully carried out to give PTMC-<i>b</i>-PCL and PTMC-<i>b</i>-PVL copolymers. Furthermore, PTMC with terminal functionality was also prepared with the organocatalytic ROP of TMC through functional initiators. We believe that the present ROP system is a robust, highly efficient, and practical strategy for producing excellent biocompatible and biodegradable PTMC-based materials. |
| first_indexed | 2024-03-11T09:28:23Z |
| format | Article |
| id | doaj.art-79d0aa6169fb433cbc7965cffab0914f |
| institution | Directory Open Access Journal |
| issn | 2073-4360 |
| language | English |
| last_indexed | 2024-03-11T09:28:23Z |
| publishDate | 2023-01-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Polymers |
| spelling | doaj.art-79d0aa6169fb433cbc7965cffab0914f2023-11-16T17:49:37ZengMDPI AGPolymers2073-43602023-01-0115372010.3390/polym15030720Ring-Opening Polymerization of Trimethylene Carbonate with Phosphazene OrganocatalystJianglin Zhu0Xiaoming Luo1Xin Li2Southern Marine Science and Engineering Guangdong Laboratory (Zhanjiang), Zhanjiang 524000, ChinaSouthern Marine Science and Engineering Guangdong Laboratory (Zhanjiang), Zhanjiang 524000, ChinaSouthern Marine Science and Engineering Guangdong Laboratory (Zhanjiang), Zhanjiang 524000, ChinaAliphatic polycarbonate (APC) compounds are an important class of biodegradable materials with excellent biocompatibility, good biodegradability, and low toxicity, and the study of these compounds and their modification products aims to obtain biodegradable materials with better performance. In this context, the ring-opening polymerization (ROP) of trimethylene carbonate (TMC) from a low nucleophilic organic superbase of phosphazene (<i>t</i>-BuP<sub>4</sub>) as a catalyst and benzyl alcohol (BnOH) as an initiator at room temperature was carefully studied to prepare poly(trimethylene carbonate) (PTMC) which is one of the most studied APC. <sup>1</sup>H NMR and SEC measurements clearly demonstrate the presence of a benzyloxy group at the <i>α</i>-terminus of the obtained PTMC homopolymers while investigation of the polymerization kinetics confirms the controlled/living nature of <i>t</i>-BuP<sub>4</sub>-catalyzed ROP of TMC. On the basis of this, the block copolymerization of TMC and <i>δ</i>-valerolactone (VL)/<i>ε</i>-caprolactone (CL) was successfully carried out to give PTMC-<i>b</i>-PCL and PTMC-<i>b</i>-PVL copolymers. Furthermore, PTMC with terminal functionality was also prepared with the organocatalytic ROP of TMC through functional initiators. We believe that the present ROP system is a robust, highly efficient, and practical strategy for producing excellent biocompatible and biodegradable PTMC-based materials.https://www.mdpi.com/2073-4360/15/3/720PTMC<i>t</i>-BuP<sub>4</sub>controlled/living natureend functionality |
| spellingShingle | Jianglin Zhu Xiaoming Luo Xin Li Ring-Opening Polymerization of Trimethylene Carbonate with Phosphazene Organocatalyst Polymers PTMC <i>t</i>-BuP<sub>4</sub> controlled/living nature end functionality |
| title | Ring-Opening Polymerization of Trimethylene Carbonate with Phosphazene Organocatalyst |
| title_full | Ring-Opening Polymerization of Trimethylene Carbonate with Phosphazene Organocatalyst |
| title_fullStr | Ring-Opening Polymerization of Trimethylene Carbonate with Phosphazene Organocatalyst |
| title_full_unstemmed | Ring-Opening Polymerization of Trimethylene Carbonate with Phosphazene Organocatalyst |
| title_short | Ring-Opening Polymerization of Trimethylene Carbonate with Phosphazene Organocatalyst |
| title_sort | ring opening polymerization of trimethylene carbonate with phosphazene organocatalyst |
| topic | PTMC <i>t</i>-BuP<sub>4</sub> controlled/living nature end functionality |
| url | https://www.mdpi.com/2073-4360/15/3/720 |
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