N,N,N'-trimethylbisaminoethylether Separation via Transamidation
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Solution Overview
Problem
The separation and purification of N,N,N'-trimethylbisaminoethylether from mixtures with its amide and other tertiary amines or aminoalkylethers are challenging due to similar boiling points, leading to difficulties in distillative purification and economic recovery, with prior methods failing to produce pure N,N,N'-trimethylbisaminoethylether.
Innovation Solution
A method involving transamidation of the amide with ammonia or primary/secondary amines, followed by fractionated azeotropic or non-azeotropic distillation, to separate and recover N,N,N'-trimethylbisaminoethylether, using specific transamidation agents like monoethanolamine to achieve high purity.
Engineering Contradictions & Design Principles
Engineering Contradiction Analysis
1Manufacturing precision
If distillative purification is used to separate N,N,N'-trimethylbisaminoethylether from N,N,N',N'-tetramethylbisaminoethylether, then separation is attempted, but the boiling points differ only slightly making purification extremely difficult
Solution Approach 1:
The patent transforms the physical separation problem (distillation based on boiling point differences) into a chemical transformation problem. By converting N,N,N'-trimethylbisaminoethylether to its formamide derivative through chemical reaction, the molecular structure and properties change fundamentally, enabling separation from the tertiary amine starting material through standard distillation techniques.
Solution Approach 2:
The invention extracts the target compound from the mixture by converting it to a different chemical form (formamide). This chemical transformation effectively 'takes out' the N,N,N'-trimethylbisaminoethylether from the complex mixture of tertiary amines and aminoalkylethers, allowing for pure isolation through subsequent distillation.
2Manufacturing precision
If derivatisation with acrylonitrile is performed to separate N,N,N'-trimethylbisaminoethylether, then some separation is achieved, but complete separation is not obtained and the process is technically difficult and uneconomic
Solution Approach 1:
The patent changes the chemical parameter (functional group) of the target compound by forming a formamide derivative. This specific chemical transformation provides complete separation from the starting materials and enables easy purification, unlike the acrylonitrile derivatisation which only achieved partial separation and required complex additional steps.
3Productivity
If recycling of N,N,N'-trimethylbisaminoethylether is required, then separation from the reaction mixture is needed, but prior methods only provide blends causing technical problems
Solution Approach 1:
The invention performs preliminary chemical transformation of the target compound to its formamide derivative before separation. This preliminary action converts the difficult-to-separate N,N,N'-trimethylbisaminoethylether into a form that can be easily isolated in high purity, enabling effective recycling without the technical problems associated with blending.
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 effectively separates and recovers N,N,N'-trimethylbisaminoethylether in high purity, overcoming the limitations of prior techniques by utilizing transamidation and distillation processes to drive the reaction to completion and separate the desired compound efficiently.
Implementation Method 1
Transamidation of amide (B) with a transamidation agent selected form the group consisting of ammonia, primary and/or secondary amines
Implementation Method 2
Separation of N,N,N'-trimethylbisaminoethylether (A) from the reaction mixture obtained in step (a) by fractionated azeotropic and/or fractionated non-azeotropic distillation
Implementation Method 3
Separation of N,N,N'-trimethylbisaminoethylether (A) from the reaction mixture obtained in step (a) by fractionated azeotropic and/or fractionated non-azeotropic distillation
Data Source
AI summary
The present invention relates to a method for recovering N,N,N'-trimethylbisaminoethylether from a mixture with its amide and a method for separating N,N,N'- trimethylbisaminoethylether from mixtures comprising tertiary amines or tertiary aminoalkylether as well as a composition comprising a mixture of N,N,N'- trimethylbisaminoethylether and a transamidation agent.