Amine Separation via Acylation and Transamidation
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Solution Overview
Problem
Current methods fail to economically produce high-purity N,N,N′-trimethylbisaminoethylether due to the difficulty in separating it from mixtures with other amines with similar boiling points, such as N,N-dimethylbisaminoethylether and N,N,N′,N′-tetramethylbisaminoethylether, in industrial processes.
Innovation Solution
A method involving the use of an acylating agent to form amides, followed by transamidation reactions, allows for the separation and recovery of N,N,N′-trimethylbisaminoethylether and N,N-dimethylbisaminoethylether from complex mixtures, exploiting differences in boiling points of their amides to achieve high purity through distillation.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Manufacturing precision
If distillation is used to purify the amine mixture, then separation of components is attempted, but the process becomes extremely difficult and economically unacceptable due to similar boiling points
Solution Approach 1:
The patent changes the chemical parameter of the amine components by converting them into amide derivatives through acylation. This parameter change transforms the separation problem from one based on similar boiling points to one based on different reactivity toward acylating agents and different amide formation kinetics, enabling effective separation that was impossible through direct distillation.
Solution Approach 2:
The patent applies preliminary acylation to convert the amine mixture into a mixture of amides before separation. This preliminary chemical transformation modifies the components' properties, creating derivatives with sufficiently different physical and chemical characteristics that allow for easy separation by distillation or other methods, which would be impossible with the original amine mixture.
2Productivity
If direct distillation is attempted on the amine mixture, then separation is pursued, but the process becomes economically unacceptable due to the extreme difficulty of separation
Solution Approach 1:
The patent changes the chemical state of the amine components by converting them into amide derivatives. This parameter change enables separation based on the different reactivities and physical properties of the amide derivatives, which have sufficiently different characteristics to allow efficient separation and subsequent recovery, making the overall process economically viable for high-volume production.
Solution Approach 2:
The patent introduces amide derivatives as intermediary compounds in the separation process. These intermediaries are formed by reacting the original amine mixture with acylating agents, and they serve as separable forms that can be easily divided by distillation or other physical methods. The desired amine is then recovered from its amide intermediate, completing the separation while maintaining economic feasibility.
3Manufacturing precision
If conventional separation methods are used, then attempts are made to separate the amines, but high purity cannot be achieved due to the similar boiling points of the components
Solution Approach 1:
The patent changes the chemical parameters of the mixture components by converting amines to amides. This transformation creates derivatives with sufficiently different physical and chemical properties, including different boiling points and reactivities, which enable high-purity separation using relatively simple distillation or filtration equipment, avoiding the need for complex multi-stage separation systems.
Solution Approach 2:
The patent applies preliminary acylation to transform the amine mixture into separable amide derivatives before the actual separation step. This preliminary chemical modification creates compounds with distinct properties that can be easily separated by simple physical methods, achieving high purity without requiring complex separation devices or multiple processing stages.
Applied Scientific Principles
This section explains which scientific principles are used to turn an abstract innovation direction into a practical engineering solution.
Function Achieved in This Case
This method enables the production of N,N,N′-trimethylbisaminoethylether and N,N-dimethylbisaminoethylether with purities of at least 90% and 98% respectively, reducing production costs and improving process control, by effectively separating these amines from complex mixtures.
Implementation Method 1
contacting said mixture A with an acylating agent, to form a mixture B comprising N,N,N′,N′-tetramethylbisaminoethylether, the amides of N,N,N′-trimethylbisaminoethylether and of N,N-dimethylbisaminoethylether, respectively
Implementation Method 2
recovering N,N,N′-trimethylbisaminoethylether from its amide by means of a transamidation reaction and/or recovering N,N-dimethylbisaminoethylether from its amide by means of transamidation reaction
Implementation Method 3
separating the amide of N,N,N′-trimethylbisaminoethylether from mixture B; and/or separating the amide of N,N-dimethylbisaminoethylether from mixture B
Data Source
AI summary
The present invention relates to a method for separating N,N,N′-trimethylbisaminoethylether and/or N,N-dimethylbisaminoethylether, from a mixture A comprising N,N,N′-trimethylbisaminoethylether, and N,N-dimethylbisaminoethylether, wherein said method comprises the steps of:(a) contacting said mixture A with an acylating agent, to form a mixture B comprising the amides of N,N,N′-trimethylbisaminoethylether and of N,N-dimethylbisaminoethylether, respectively; and(b1) separating the amide of N,N,N′-trimethylbisaminoethylether from mixture B; and (c1) recovering N,N,N′-trimethylbisaminoethylether from its amide by means of a transamidation reaction;and/or(b2) separating the amide of N,N-dimethylbisaminoethylether from mixture B; and (c2) recovering N,N-dimethylbisaminoethylether from its amide by means of a transamidation reaction.