Using Triethylborane to Manipulate Reactivity Ratios in Epoxide-Anhydride Copolymerization: Application to the Synthesis of Polyethers with Degradable Ester Functions
The anionic ring-opening copolymerization (ROCOP) of epoxides, namely of ethylene oxide (EO), with anhydrides (AH) generally produces strictly alternating copolymers. With triethylborane (TEB)-assisted ROCOP of EO with AH, statistical copolymers of high molar mass including ether and ester units cou...
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MDPI AG
2022-01-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/27/2/466 |
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| author | Vamshi K. Chidara Yves Gnanou Xiaoshuang Feng |
| author_facet | Vamshi K. Chidara Yves Gnanou Xiaoshuang Feng |
| author_sort | Vamshi K. Chidara |
| collection | DOAJ |
| description | The anionic ring-opening copolymerization (ROCOP) of epoxides, namely of ethylene oxide (EO), with anhydrides (AH) generally produces strictly alternating copolymers. With triethylborane (TEB)-assisted ROCOP of EO with AH, statistical copolymers of high molar mass including ether and ester units could be obtained. In the presence of TEB, the reactivity ratio of EO (<i>r</i><sub>EO</sub>), which is normally equal to 0 in its absence, could be progressively raised to values lower than 1 or higher than 1. Conditions were even found to obtain <i>r</i><sub>EO</sub> equal or close to 1. Samples of P(EO-<i>co</i>-ester) with minimal compositional drift could be synthesized; upon basic degradation of their ester linkages, these samples afforded poly(ethylene oxide) (PEO) diol samples of narrow molar mass distribution. In other cases where <i>r</i><sub>EO</sub> were lower or higher than 1, the PEO diol samples eventually isolated after degradation exhibited a broader distribution of molar masses because of the compositional drift of initial P(EO-<i>co</i>-ester) samples. |
| first_indexed | 2024-03-10T00:50:15Z |
| format | Article |
| id | doaj.art-b9529dbd9a9542b9b6fefa9678d86994 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-10T00:50:15Z |
| publishDate | 2022-01-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-b9529dbd9a9542b9b6fefa9678d869942023-11-23T14:52:22ZengMDPI AGMolecules1420-30492022-01-0127246610.3390/molecules27020466Using Triethylborane to Manipulate Reactivity Ratios in Epoxide-Anhydride Copolymerization: Application to the Synthesis of Polyethers with Degradable Ester FunctionsVamshi K. Chidara0Yves Gnanou1Xiaoshuang Feng2Physical Sciences and Engineering Division, King Abdullah University of Science and Technology (KAUST), Thuwal 23955-6900, Saudi ArabiaPhysical Sciences and Engineering Division, King Abdullah University of Science and Technology (KAUST), Thuwal 23955-6900, Saudi ArabiaPhysical Sciences and Engineering Division, King Abdullah University of Science and Technology (KAUST), Thuwal 23955-6900, Saudi ArabiaThe anionic ring-opening copolymerization (ROCOP) of epoxides, namely of ethylene oxide (EO), with anhydrides (AH) generally produces strictly alternating copolymers. With triethylborane (TEB)-assisted ROCOP of EO with AH, statistical copolymers of high molar mass including ether and ester units could be obtained. In the presence of TEB, the reactivity ratio of EO (<i>r</i><sub>EO</sub>), which is normally equal to 0 in its absence, could be progressively raised to values lower than 1 or higher than 1. Conditions were even found to obtain <i>r</i><sub>EO</sub> equal or close to 1. Samples of P(EO-<i>co</i>-ester) with minimal compositional drift could be synthesized; upon basic degradation of their ester linkages, these samples afforded poly(ethylene oxide) (PEO) diol samples of narrow molar mass distribution. In other cases where <i>r</i><sub>EO</sub> were lower or higher than 1, the PEO diol samples eventually isolated after degradation exhibited a broader distribution of molar masses because of the compositional drift of initial P(EO-<i>co</i>-ester) samples.https://www.mdpi.com/1420-3049/27/2/466triethylboranereactivity ratiosanionic polymerizationdegradable polymerspoly(ethylene oxide) |
| spellingShingle | Vamshi K. Chidara Yves Gnanou Xiaoshuang Feng Using Triethylborane to Manipulate Reactivity Ratios in Epoxide-Anhydride Copolymerization: Application to the Synthesis of Polyethers with Degradable Ester Functions Molecules triethylborane reactivity ratios anionic polymerization degradable polymers poly(ethylene oxide) |
| title | Using Triethylborane to Manipulate Reactivity Ratios in Epoxide-Anhydride Copolymerization: Application to the Synthesis of Polyethers with Degradable Ester Functions |
| title_full | Using Triethylborane to Manipulate Reactivity Ratios in Epoxide-Anhydride Copolymerization: Application to the Synthesis of Polyethers with Degradable Ester Functions |
| title_fullStr | Using Triethylborane to Manipulate Reactivity Ratios in Epoxide-Anhydride Copolymerization: Application to the Synthesis of Polyethers with Degradable Ester Functions |
| title_full_unstemmed | Using Triethylborane to Manipulate Reactivity Ratios in Epoxide-Anhydride Copolymerization: Application to the Synthesis of Polyethers with Degradable Ester Functions |
| title_short | Using Triethylborane to Manipulate Reactivity Ratios in Epoxide-Anhydride Copolymerization: Application to the Synthesis of Polyethers with Degradable Ester Functions |
| title_sort | using triethylborane to manipulate reactivity ratios in epoxide anhydride copolymerization application to the synthesis of polyethers with degradable ester functions |
| topic | triethylborane reactivity ratios anionic polymerization degradable polymers poly(ethylene oxide) |
| url | https://www.mdpi.com/1420-3049/27/2/466 |
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