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Kinetics and mechanism of formation of polymeric products during the hydroxyalkylation of parabanic acid with oxiranes
Author(s) -
ZarzykaNiemiec Iwona,
Lubczak Jacek
Publication year - 2006
Publication title -
international journal of chemical kinetics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.341
H-Index - 68
eISSN - 1097-4601
pISSN - 0538-8066
DOI - 10.1002/kin.20169
Subject(s) - chemistry , kinetics , imide , ethylene , reaction mechanism , mechanism (biology) , ring (chemistry) , polymer chemistry , organic chemistry , computational chemistry , catalysis , philosophy , physics , epistemology , quantum mechanics
The kinetics of the reaction between N ‐(2‐hydroxyalkyl) hydroparabanates (HAHP) and N,N ′‐bis(2‐hydroxyalkyl) parabanates (HAP) with ethylene and propylene oxides were studied. The addition of oxiranes to imide function of HAHP led to the formation of HAP. Further reaction of HAP with oxiranes resulted in trioxoimidazolidine ring opening and polymeric products. The kinetics of the system was studied in detail. Based on the final kinetic equations, the mechanism of the reactions was postulated. The temperature dependences of kinetic parameters and analytical data provided experimental evidences supporting the mechanism. © 2006 Wiley Periodicals, Inc. Int J Chem Kinet 38: 399–406, 2006