Synthesis of Functional Polyesters <i>N</i>-(2,3-epoxypropyl)-4,5,6,7-tetrahydroindole by Anionic Ring-Opening Polymerization
The functional polyethers of <i>N</i>-(2,3-epoxypropyl)-4,5,6,7-tetrahydroindole (in up to 61% yield, M<sub>w</sub> = 8.7–11.7 kDa) and copolymers with ethylene glycol methylglycidyl ether (M<sub>w</sub> = 5.6–14.2 kDa) and ethylene glycol vinylglycidyl ether (M&l...
| Main Authors: | , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
MDPI AG
2022-10-01
|
| Series: | Polymers |
| Subjects: | |
| Online Access: | https://www.mdpi.com/2073-4360/14/20/4467 |
| _version_ | 1797470192312254464 |
|---|---|
| author | Marina Markova Artem Emel’yanov Inna Tatarinova Alexander Pozdnyakov |
| author_facet | Marina Markova Artem Emel’yanov Inna Tatarinova Alexander Pozdnyakov |
| author_sort | Marina Markova |
| collection | DOAJ |
| description | The functional polyethers of <i>N</i>-(2,3-epoxypropyl)-4,5,6,7-tetrahydroindole (in up to 61% yield, M<sub>w</sub> = 8.7–11.7 kDa) and copolymers with ethylene glycol methylglycidyl ether (M<sub>w</sub> = 5.6–14.2 kDa) and ethylene glycol vinylglycidyl ether (M<sub>w</sub> = 6.4–12.3 kDa) have been synthesized via anionic ring-opening polymerization in the presence of KOH without solvent. The polymerization involves the opening of the epoxy ring to deliver the linear polyethers bearing free tetrahydroindole rings and oxyethylene or vinyloxy groups in the side chain. The polyethers are soluble in ethanol, benzene, chloroform, dioxane, DMF, and DMSO. The polyethers obtained exhibit the properties of high-resistance organic semiconductors: their electrical conductivity reaches 10<sup>−14</sup> S/cm. |
| first_indexed | 2024-03-09T19:33:12Z |
| format | Article |
| id | doaj.art-f65e3179d4fc4e859e9cee953dcce5c7 |
| institution | Directory Open Access Journal |
| issn | 2073-4360 |
| language | English |
| last_indexed | 2024-03-09T19:33:12Z |
| publishDate | 2022-10-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Polymers |
| spelling | doaj.art-f65e3179d4fc4e859e9cee953dcce5c72023-11-24T02:10:01ZengMDPI AGPolymers2073-43602022-10-011420446710.3390/polym14204467Synthesis of Functional Polyesters <i>N</i>-(2,3-epoxypropyl)-4,5,6,7-tetrahydroindole by Anionic Ring-Opening PolymerizationMarina Markova0Artem Emel’yanov1Inna Tatarinova2Alexander Pozdnyakov3A.E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 1 Favorsky Str., 664033 Irkutsk, RussiaA.E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 1 Favorsky Str., 664033 Irkutsk, RussiaA.E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 1 Favorsky Str., 664033 Irkutsk, RussiaA.E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 1 Favorsky Str., 664033 Irkutsk, RussiaThe functional polyethers of <i>N</i>-(2,3-epoxypropyl)-4,5,6,7-tetrahydroindole (in up to 61% yield, M<sub>w</sub> = 8.7–11.7 kDa) and copolymers with ethylene glycol methylglycidyl ether (M<sub>w</sub> = 5.6–14.2 kDa) and ethylene glycol vinylglycidyl ether (M<sub>w</sub> = 6.4–12.3 kDa) have been synthesized via anionic ring-opening polymerization in the presence of KOH without solvent. The polymerization involves the opening of the epoxy ring to deliver the linear polyethers bearing free tetrahydroindole rings and oxyethylene or vinyloxy groups in the side chain. The polyethers are soluble in ethanol, benzene, chloroform, dioxane, DMF, and DMSO. The polyethers obtained exhibit the properties of high-resistance organic semiconductors: their electrical conductivity reaches 10<sup>−14</sup> S/cm.https://www.mdpi.com/2073-4360/14/20/4467<i>N</i>-(2,3-epoxypropyl)-4,5,6,7-tetrahydroindoleanionic homopolymerizationanionic copolymerizationethylene glycol methylglycidyl etherethylene glycol vinylglycidyl ether |
| spellingShingle | Marina Markova Artem Emel’yanov Inna Tatarinova Alexander Pozdnyakov Synthesis of Functional Polyesters <i>N</i>-(2,3-epoxypropyl)-4,5,6,7-tetrahydroindole by Anionic Ring-Opening Polymerization Polymers <i>N</i>-(2,3-epoxypropyl)-4,5,6,7-tetrahydroindole anionic homopolymerization anionic copolymerization ethylene glycol methylglycidyl ether ethylene glycol vinylglycidyl ether |
| title | Synthesis of Functional Polyesters <i>N</i>-(2,3-epoxypropyl)-4,5,6,7-tetrahydroindole by Anionic Ring-Opening Polymerization |
| title_full | Synthesis of Functional Polyesters <i>N</i>-(2,3-epoxypropyl)-4,5,6,7-tetrahydroindole by Anionic Ring-Opening Polymerization |
| title_fullStr | Synthesis of Functional Polyesters <i>N</i>-(2,3-epoxypropyl)-4,5,6,7-tetrahydroindole by Anionic Ring-Opening Polymerization |
| title_full_unstemmed | Synthesis of Functional Polyesters <i>N</i>-(2,3-epoxypropyl)-4,5,6,7-tetrahydroindole by Anionic Ring-Opening Polymerization |
| title_short | Synthesis of Functional Polyesters <i>N</i>-(2,3-epoxypropyl)-4,5,6,7-tetrahydroindole by Anionic Ring-Opening Polymerization |
| title_sort | synthesis of functional polyesters i n i 2 3 epoxypropyl 4 5 6 7 tetrahydroindole by anionic ring opening polymerization |
| topic | <i>N</i>-(2,3-epoxypropyl)-4,5,6,7-tetrahydroindole anionic homopolymerization anionic copolymerization ethylene glycol methylglycidyl ether ethylene glycol vinylglycidyl ether |
| url | https://www.mdpi.com/2073-4360/14/20/4467 |
| work_keys_str_mv | AT marinamarkova synthesisoffunctionalpolyestersini23epoxypropyl4567tetrahydroindolebyanionicringopeningpolymerization AT artememelyanov synthesisoffunctionalpolyestersini23epoxypropyl4567tetrahydroindolebyanionicringopeningpolymerization AT innatatarinova synthesisoffunctionalpolyestersini23epoxypropyl4567tetrahydroindolebyanionicringopeningpolymerization AT alexanderpozdnyakov synthesisoffunctionalpolyestersini23epoxypropyl4567tetrahydroindolebyanionicringopeningpolymerization |