Polymers of carbonic acid, 12. Spontaneous and hematin‐initiated polymerizations of trimethylene carbonate and neopentylene carbonate
Abstract The purity and reactivity of trimethylene carbonate (TMC, 1,3‐dioxan‐2‐one) depends largely on the purification procedure. Vacuum distillation and recrystallization from CCl 4 are less efficient than recrystallization from tetrahydrofuran (THF) or ethyl acetate (EtAc). TMC recrystallized fr...
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crwiley:10.1002/macp.1996.021970323 2024-06-23T07:52:03+00:00 Polymers of carbonic acid, 12. Spontaneous and hematin‐initiated polymerizations of trimethylene carbonate and neopentylene carbonate Kricheldorf, Hans R. Lee, Soo‐Ran Weegen‐Schulz, Bettina 1996 http://dx.doi.org/10.1002/macp.1996.021970323 https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fmacp.1996.021970323 https://onlinelibrary.wiley.com/doi/pdf/10.1002/macp.1996.021970323 en eng Wiley http://onlinelibrary.wiley.com/termsAndConditions#vor Macromolecular Chemistry and Physics volume 197, issue 3, page 1043-1054 ISSN 1022-1352 1521-3935 journal-article 1996 crwiley https://doi.org/10.1002/macp.1996.021970323 2024-05-31T08:13:53Z Abstract The purity and reactivity of trimethylene carbonate (TMC, 1,3‐dioxan‐2‐one) depends largely on the purification procedure. Vacuum distillation and recrystallization from CCl 4 are less efficient than recrystallization from tetrahydrofuran (THF) or ethyl acetate (EtAc). TMC recrystallized from CCl 4 contains between 5 and 8 mol‐% of CCl 4 which inhibits the spontaneous polymerization at temperatures ≥ 100°C as do other alkylating agents. The spontaneous polymerization of pure TMC may give high yields (up to 90%) and high molecular weights (weight‐average molecular weights up to 200 000). The polymerization mechanism is discussed. It seems to be anionic in nature. Neopentylene carbonate (NPC, 5,5‐dimethyl‐1,3‐dioxan‐2‐one) is rather insensitive to the purification procedure and does not undergo spontaneous polymerization at temperatures ⩽ 125°C. Hematin initiates the polymerizations of TMC and NPC in bulk, but high yields and high molecular weights were only obtained in the case of TMC. Article in Journal/Newspaper Carbonic acid Wiley Online Library Macromolecular Chemistry and Physics 197 3 1043 1054 |
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Abstract The purity and reactivity of trimethylene carbonate (TMC, 1,3‐dioxan‐2‐one) depends largely on the purification procedure. Vacuum distillation and recrystallization from CCl 4 are less efficient than recrystallization from tetrahydrofuran (THF) or ethyl acetate (EtAc). TMC recrystallized from CCl 4 contains between 5 and 8 mol‐% of CCl 4 which inhibits the spontaneous polymerization at temperatures ≥ 100°C as do other alkylating agents. The spontaneous polymerization of pure TMC may give high yields (up to 90%) and high molecular weights (weight‐average molecular weights up to 200 000). The polymerization mechanism is discussed. It seems to be anionic in nature. Neopentylene carbonate (NPC, 5,5‐dimethyl‐1,3‐dioxan‐2‐one) is rather insensitive to the purification procedure and does not undergo spontaneous polymerization at temperatures ⩽ 125°C. Hematin initiates the polymerizations of TMC and NPC in bulk, but high yields and high molecular weights were only obtained in the case of TMC. |
format |
Article in Journal/Newspaper |
author |
Kricheldorf, Hans R. Lee, Soo‐Ran Weegen‐Schulz, Bettina |
spellingShingle |
Kricheldorf, Hans R. Lee, Soo‐Ran Weegen‐Schulz, Bettina Polymers of carbonic acid, 12. Spontaneous and hematin‐initiated polymerizations of trimethylene carbonate and neopentylene carbonate |
author_facet |
Kricheldorf, Hans R. Lee, Soo‐Ran Weegen‐Schulz, Bettina |
author_sort |
Kricheldorf, Hans R. |
title |
Polymers of carbonic acid, 12. Spontaneous and hematin‐initiated polymerizations of trimethylene carbonate and neopentylene carbonate |
title_short |
Polymers of carbonic acid, 12. Spontaneous and hematin‐initiated polymerizations of trimethylene carbonate and neopentylene carbonate |
title_full |
Polymers of carbonic acid, 12. Spontaneous and hematin‐initiated polymerizations of trimethylene carbonate and neopentylene carbonate |
title_fullStr |
Polymers of carbonic acid, 12. Spontaneous and hematin‐initiated polymerizations of trimethylene carbonate and neopentylene carbonate |
title_full_unstemmed |
Polymers of carbonic acid, 12. Spontaneous and hematin‐initiated polymerizations of trimethylene carbonate and neopentylene carbonate |
title_sort |
polymers of carbonic acid, 12. spontaneous and hematin‐initiated polymerizations of trimethylene carbonate and neopentylene carbonate |
publisher |
Wiley |
publishDate |
1996 |
url |
http://dx.doi.org/10.1002/macp.1996.021970323 https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fmacp.1996.021970323 https://onlinelibrary.wiley.com/doi/pdf/10.1002/macp.1996.021970323 |
genre |
Carbonic acid |
genre_facet |
Carbonic acid |
op_source |
Macromolecular Chemistry and Physics volume 197, issue 3, page 1043-1054 ISSN 1022-1352 1521-3935 |
op_rights |
http://onlinelibrary.wiley.com/termsAndConditions#vor |
op_doi |
https://doi.org/10.1002/macp.1996.021970323 |
container_title |
Macromolecular Chemistry and Physics |
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197 |
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3 |
container_start_page |
1043 |
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1054 |
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1802643249127489536 |