GELS AND POLYMERIC MATERIALS FROM ISOCYANATES AND METABORATE ESTERS.
Beckett, Michael A., Rugen-Hankey, Martin P., Varma, K. Sukumar
Main Group Metal Chemistry · 2002
doi:10.1515/mgmc.2002.25.8.485 (opens in a new tab)
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Abstract
The reaction of organoisocyanates {RNCO; R = Me, Bz} with metaborate esters {(R'0) 3 B 3 0 3 ; R = Me, Bu} either neat, or in THF solution, rapidly led to production of gels.These gels were insoluble in organic media, were rapidly hydrolysed in moist air, and characteristically have v(CO) at 1625 cm" 1 , and δ(' Β) at -3.0 ppm.Hydrolysis of these gels in aqueous solution gave moderate yields of the corresponding N-organo carbamate esters and B(OH) 3 .The diisocyanate CH 2 {(p-C 6 H 4 )NCO} 2 , when reacted with (Me0) 3 B 3 0 3 , afforded a hard cross-linked polymer.This polymer was hydrolytically unstable being readily hydrolysed to CH 2 {Gp-C 6 H4)NHCOOMe}2 and B(OH) 3 .The gels are tentatively assigned as W-boroxyl-iVorganocarbamate derivatives, (R'0C0NR) 3 B 3 0 3 , with intermolecular and/or intramolecular C=0 to Β donor/acceptor interactions.
Abstract licence: CC BY
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