Synthesis of polyetherols with isocyanuric ring. Kinetics and mechanisms of reactions, part 1: Reaction between isocyanuric acid and ethylene carbonate

Abstract

The reaction between isocyanuric acid and ethylene carbonate results in the formation of polyetherols. The kinetic and mechanistic studies revealed that the initial step of the reaction is zero order related to ethylene carbonate. The rate-limiting step is the decomposition of an intermediating dianion of ethylene dicarbonate into ethane-1,2-diolate dianion and carbon dioxide. Imide groups of isocyanuric acid inhibit the reaction. The mechanism of reaction was confirmed by spectroscopic methods.

Synthesis of polyetherols with isocyanuric ring. Kinetics and mechanisms of reactions, part 2: Consecutive reaction of ethylene carbonate with isocyanuric acid

“…The n = 0 has been found for EC, similarly as for the reaction between EC and IA (cf. part 1 [1]). Thus…”

“…As stated in part 1 [1], the initial stages of the reaction could not be followed by determination of AN, which became almost invariable. Here we have found that upon reaction of EC with the second intermediate (III) the decrease of AN occurred; therefore, the rate of reaction could be determined by AN resulting in calculation of both imide groups of IA and carbonate groups of EC.…”

“…The reaction between excess amount of ethylene carbonate (EC) and isocyanuric acid (IA) results in formation of polyetherols with isocyanuric ring (part 1, in this issue) [1]. The kinetic studies of initial stage of the reaction have shown that the reaction is independent of the concentration of EC and is inhibited by imide groups of IA.…”

Catalytic Kinetics and Mechanism Transformation of Fe(acac)3 on the Urethane Reaction of 1,2‐Propanediol with Phenyl Isocyanate

“…In addition to their application, the reaction kinetics of hydroxyl compounds with isocyanates has been widely investigated [3,4]. Many factors affect the reaction, such as reactant [5][6][7][8], catalyst [9][10][11][12][13], and solvent [14,15].…”

Synthesis of polyetherols with isocyanuric ring: Kinetics and mechanisms of reactions in the presence of DABCO as catalyst

“…The literature data do not describe the kinetics and mechanisms of the reactions between alkylene carbonates and IA. In 9,10, the kinetics and mechanism of reaction between EC and IA or 1,3,5‐tris(2‐hydroxyetyl) isocyanurate (THEI, I, where x = y = z =1) in DMSO solvent in the presence of K 2 CO 3 have been presented. The following kinetic law describes the reaction between IA and EC in the presence of this catalyst: V = k 0 ′′ · c K 1/3 · c AH −1 , where c K and c AH are the concentration of catalyst and imide groups of IA, respectively, in mol/kg DMSO.…”