Process for the preparation of polyoxyalkylated amines
AssigneeChryso
InventorsMartin Mosquet, Jean-Pierre Guicquero, Pierre Le Perchec, Yves Chevalier
Life of this patent
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Abstract
A process for the preparation of polyoxyalkylated compounds comprising at least one primary or secondary amine function is provided comprising reacting at least one amino-alcoholate (B) produced from an amino-alcohol (A) including at least one OH group and at least one primary or secondary amine function, by replacing a fraction or all the OH groups by OM groups, M being selected from sodium, potassium, rubidium and cesium, with an oxirane, a mixture of oxiranes or a sequence of oxiranes, in an aprotic and anhydrous solvent, in an anhydrous atmosphere and at a temperature of between about 0.degree. C. and 200.degree. C.
Claims29
Process for the preparation of compounds containing at least one primary or secondary amine function and at least one polyoxyalkylated chain, comprising:
- replacing a fraction or all of the OH groups of an amino-alcohol (A) having at least one OH group and at least one primary amine or secondary function, by OM groups, M being an atom selected from the group consisting of sodium, potassium, rubidium and cesium, in order to obtain an amino-alcoholate (B), said amino-alcohol (A) and amino-alcoholate (B) being free of groups reactive with each other or with a function carried by amino-alcohol (A) or amino-alcoholate (B) under the reaction conditions of the process;
- reacting said amino-alcoholate (B) with an oxirane, a mixture of oxiranes or a sequence of oxiranes, in an aprotic and anhydrous solvent, under an anhydrous atmosphere and at a temperature between about 0.degree. and 200.degree. C., thereby affixing onto each oxygen atom originating either from an OH group or an OM group, at least one unit conforming to the formula:
- --[C(R.sub.1)(R.sub.2)--C(R.sub.3)(R.sub.4)--O]--.sub.m
- wherein m is a whole number greater than or equal to 1, and in which R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are similar or different and are selected from the group consisting of a hydrogen atom, a monovalent radical, saturated or unsaturated, alkyl, cycloalkyl and aryl radicals, said radicals containing substituents unreactive with regard to an amine function and an alcoholate function.
Process for the preparation of compounds containing at least one secondary amine function and at least one polyoxyalkylated chain, comprising:
- replacing at least 30% of the OH groups of an amino-alcohol (A) having at least one OH group and at least one secondary amine function, by OM groups, M being an atom selected from the group consisting of sodium, potassium, rubidium and cesium, in order to obtain an amino-alcoholate (B), said amino-alcohol (A) and amino-alcoholate (B) being free of groups reactive with each other or with a function carried by amino-alcohol (A) or amino-alcoholate (B) under the reaction conditions of the process;
- reacting said amino-alcoholate (B) with an oxirane, a mixture of oxiranes or a sequence of oxiranes, in an aprotic and anhydrous solvent, under an anhydrous atmosphere and at a temperature between about 0.degree. and 200.degree. C., thereby affixing onto each oxygen atom originating either from an OH group or an OM group, at least one unit conforming to the formula:
- --[C(R.sub.1)(R.sub.2)--C(R.sub.3)(R.sub.4)--O]--.sub.m
- wherein m is a whole number greater than or equal to 1, and in which R.sub.1, R.sub.2, R.sub.3, and R.sub.4 are similar or different and are selected from the group consisting of a hydrogen atom, a monovalent radical, saturated or unsaturated, alkyl, cycloalkyl and aryl radicals said radicals containing substituents unreactive with an amine function and an alcoholate function.
Dependencies are inferred from the claim text.