Process for manufacturing alkyleneamine compounds
The present disclosure pertains to a process for manufacturing alkyleneamine compounds, comprising the steps of in a reaction medium reacting an alkyleneurea compound comprising at least one primary amine group, or at least one cyclic secondary amine group, or at least one primary amine group and at least one cyclic secondary amine group, and at least one cyclic alkyleneurea group of formula I wherein A is selected from the group of C2 to C4 alkylene units, optionally substituted by one or more C1 to C3 alkyl groups, with an alkylhalide compound to form an alkyleneamine hydrohalide salt comprising at least one cyclic alkyleneurea group of formula I, the alkylhalide compound being selected from the group of haloalkanes with 2-6 halogen atoms, and haloaminoalkanes, and reacting the alkyleneamine hydrohalide salt with a base to form an alkyleneamine compound comprising at least one cyclic alkyleneurea group of formula I.
1 . A process comprising the steps of:
in a reaction medium reacting:
a urea adduct of diethylene triamine having the following structure:
with ethylene dichloride to form a hydrochloride salt of a 1,5-diurea adduct of pentaethylenehexamine, and
reacting the hydrochloride salt with a base to form the 1,5-diurea adduct of pentaethylenehexamine having the following structure:
2 . The process of claim 1 wherein the hydrochloride salt of the 1,5-diurea adduct of pentaethylenehexamine has the following structure:
3 . The process of claim 2 further comprising the step of reacting the 1,5-diurea adduct of pentaethylenehexamine with a base to form linear pentaethylenehexamine.
4 . The process of claim 3 wherein the urea adduct of diethylene triamine is present in a molar excess relative to the ethylene dichloride.
5 . The process of claim 4 wherein the molar excess is about (2-2.1):1 of the urea adduct of diethylene triamine to the ethylene dichloride.
6 . The process of claim 1 further comprising the step of reacting the 1,5-diurea adduct of pentaethylenehexamine with a base to form linear pentaethylenehexamine.
7 . The process of claim 6 wherein the urea adduct of diethylene triamine is present in a molar excess relative to the ethylene dichloride.
8 . The process of claim 7 wherein the molar excess is about (2-2.1):1 of the urea adduct of diethylene triamine to the ethylene dichloride.
9 . The process of claim 1 wherein the urea adduct of diethylene triamine is present in a molar excess relative to the ethylene dichloride.
10 . The process of claim 9 wherein the molar excess is about (2-2.1):1 of the urea adduct of diethylene triamine to the ethylene dichloride.