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Efficient Inhibition of Re‐blocking During the Deblocking of Blocked Isocyanates
Author(s) -
Aso Fumihiro,
Masuda Kohei
Publication year - 2020
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.202002817
Subject(s) - chemistry , isocyanate , silane , ketone , blocking (statistics) , decomposition , aryl , combinatorial chemistry , polymer chemistry , polyurethane , organic chemistry , statistics , alkyl , mathematics
3‐Silylpropanols bearing allyl or aryl groups on the silicon atom were found to act as isocyanate blocking agents that can allow to deblock with efficient inhibition of re‐blocking. As a result of the inhibition, the isocyanates blocked by 3‐silylpropanols showed an exceptional lower deblocking temperature than by a conventional aliphatic alcohol. The inhibition is based upon the decomposition reaction of 3‐silylpropanols to a 5‐membered cyclic silane and propylene or arene, where β‐silyl cation intermediates may play a key role. The new blocked isocyanates can tolerate water, whereas previously well‐known low‐temperature‐deblockable agents, such as methylethyl ketone oxime (MEKO), are not generally compatible with water.