volume 51 issue 8 pages 2932-2938

Organic Ring-Opening Polymerization Catalysts: Reactivity Control by Balancing Acidity

Publication typeJournal Article
Publication date2018-04-04
scimago Q1
wos Q1
SJR1.352
CiteScore9.0
Impact factor5.2
ISSN00249297, 15205835
Materials Chemistry
Organic Chemistry
Inorganic Chemistry
Polymers and Plastics
Abstract
Organocatalysts derived from thioureas and amines exhibit high functional group tolerance and extraordinary selectivities for ring-opening relative to chain transesterification. The modest activities of the thiourea/amine catalysts prompted a detailed investigation of ureas and thiourea with organic bases for the ring-opening polymerization of lactones. An array of ureas or thioureas and organic bases were evaluated to assess the effect of the acidity of the urea (thiourea) and the basicity of the base cocatalyst on the activity for ring-opening polymerization. These studies reveal that for a given urea or thiourea stronger bases lead to faster rates. For a given base, the observed catalytic activity is highest when the acidity of the (thio)urea is closely matched with that of the B–H+. For ureas and thioureas of comparable acidity, the urea/base catalyst systems are considerably more active than the corresponding thiourea/base systems. These results are consistent with two mechanisms: one mediated by dep...
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Lin B., Waymouth R. M. Organic Ring-Opening Polymerization Catalysts: Reactivity Control by Balancing Acidity // Macromolecules. 2018. Vol. 51. No. 8. pp. 2932-2938.
GOST all authors (up to 50) Copy
Lin B., Waymouth R. M. Organic Ring-Opening Polymerization Catalysts: Reactivity Control by Balancing Acidity // Macromolecules. 2018. Vol. 51. No. 8. pp. 2932-2938.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1021/acs.macromol.8b00540
UR - https://doi.org/10.1021/acs.macromol.8b00540
TI - Organic Ring-Opening Polymerization Catalysts: Reactivity Control by Balancing Acidity
T2 - Macromolecules
AU - Lin, Binhong
AU - Waymouth, Robert M.
PY - 2018
DA - 2018/04/04
PB - American Chemical Society (ACS)
SP - 2932-2938
IS - 8
VL - 51
SN - 0024-9297
SN - 1520-5835
ER -
BibTex |
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BibTex (up to 50 authors) Copy
@article{2018_Lin,
author = {Binhong Lin and Robert M. Waymouth},
title = {Organic Ring-Opening Polymerization Catalysts: Reactivity Control by Balancing Acidity},
journal = {Macromolecules},
year = {2018},
volume = {51},
publisher = {American Chemical Society (ACS)},
month = {apr},
url = {https://doi.org/10.1021/acs.macromol.8b00540},
number = {8},
pages = {2932--2938},
doi = {10.1021/acs.macromol.8b00540}
}
MLA
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MLA Copy
Lin, Binhong, and Robert M. Waymouth. “Organic Ring-Opening Polymerization Catalysts: Reactivity Control by Balancing Acidity.” Macromolecules, vol. 51, no. 8, Apr. 2018, pp. 2932-2938. https://doi.org/10.1021/acs.macromol.8b00540.