Catalyst and method for trimerization of isocyanates
AssigneeRhodia Chimie
InventorsDenis Revelant, Jean-Marie Bernard
Life of this patent
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Abstract
This invention relates to the use as catalyst for the cyclotrimerization reaction of isocyanates of a hydrogencarbonate of a cation which either as it is or in the form complexed with a complexing agent has an average molecular or ionic radius of more than 1 Å, preferably greater than 1.5 Å, and which is at least partially soluble in the reaction medium. The invention also relates to a method of preparing (poly)isocyanurate polyisocyanates by catalytic cyclotrimerization of isocyanates, in which a catalytic system is used which comprises a cyclotrimerization catalyst based on a quaternary ammonium salt as catalyst and imidazole as cocatalyst.
Claims64
A method for preparing polyisocyanurate polyisocyanates by catalytic cyclotrimerization of monomeric isocyanates comprising:
- adding to a reaction medium comprising the monomeric isocyanates a catalyst comprising a hydrogencarbonate of a cation which either as such or in the form complexed with a complexing agent has an average molecular or ionic radius of more than 1 Å, and which is at least partially soluble in the reaction medium;
- allowing the reaction to progress for a period between 1 and 4 hours at a temperature between room temperature and 120° C.;
- and
- isolating the product obtained thereby.
A method for preparing polyisocyanurate polyisocyanates by catalytic cyclotrimerization of monomeric isocyanates comprising:
- adding to a reaction medium comprising the monomeric isocyanates a catalyst comprising a hydrogencarbonate of a cation of formula I:
- in which
- Q is selected from the group consisting of a nitrogen, phosphorus and sulphur atom;
- and
- R1, R2, R3 and R4 are identical or different and are selected from the group consisting of unsubstituted or hydroxylated alkyl groups having 1 to 20 carbon atoms, cycloalkyl radicals having 4 to 15 carbon atoms which are unsubstituted or substituted by hydroxyl groups,
- aralkyl radicals having 7 to 15 carbon atoms which are unsubstituted or substituted by hydroxyl groups,
- and aryl radicals having 6 to 15 carbon atoms which are unsubstituted or substituted by hydroxyl groups,
- or, when Q is N, two of the radicals R1, R2, R3 or R4 optionally form together with the nitrogen atom and, optionally, with a heteroatom, selected from oxygen and nitrogen, a heterocyclic ring having 4 to 6 carbon atoms, or, when Q is N, the radicals R1, R2 and R3 are each ethylene radicals which form, in combination with the quaternary nitrogen atom and another tertiary nitrogen atom, a bicyclic triethylenediamine, or one of R1 to R4 is a group
- in which R5, R6 and R7 are identical or different and are selected from the group consisting of hydrogen, an OH group, an alkyl group having 1 to 12 carbon atoms, a cycloalkyl group having 5 to 7 carbon atoms, an alkenyl group having 2 to 15 carbon atoms, an alkynyl group having 3 to 6 carbon atoms, a hydroxyalkyl group having 1 to 9 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, an aryl group having 6 to 10 carbon atoms, and a group of formula R8—O—(CH2)n, in which R8 is selected from the group consisting of hydrogen, an alkyl radical having 1 to 12 carbon atoms, a cycloalkyl radical having 4 to 10 carbon atoms, an aralkyl radical having 7 to 10 carbon atoms and an aryl radical having 6 to 10 carbon atoms, and n is an integer ranging from 1 to 6;
- or R7 is optionally a group of formula OCOR9 in which R9 is a C1-C6 alkyl group;
- allowing the reaction to progress for a period between 1 and 4 hours at a temperature between room temperature and 120° C.;
- and
- isolating the product obtained thereby.
A method of preparing (poly)isocyanurate polyisocyanates by catalytic cyclotrimerization of isocyanates comprising:
- adding to a reaction medium comprising said isocyanates a catalytic system which comprises a cyclotrimerization catalyst based on a quaternary ammonium salt as catalyst and imidazole or one of its derivatives as cocatalyst,
- allowing the reaction to progress for a period between 1 and 4 hours at a temperature between room temperature and 120° C.;
- and
- isolating the product obtained thereby.
Dependencies are inferred from the claim text.