Olefin Azeotropic Entrainer for 1,3-Dichloro-2-Propanol Isolation

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Solution Overview

Problem

The isolation and purification of 1,3-dichloro-2-propanol from a waste stream containing 2,2′-oxybis(1-chloropropane) is challenging due to azeotrope formation, which complicates distillation and requires additional columns or costly, time-consuming methods.

Innovation Solution

Using an olefin, such as 1-decene, 1-dodecene, or 1-tetradecene, as an azeotropic entrainer in a two-column distillation process to separate 1,3-dichloro-2-propanol from 2,2′-oxybis(1-chloropropane), allowing for the formation of a minimum-boiling azeotrope that facilitates the separation of the target compound.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Productivity

If conventional distillation is used to separate DCP from 2,2'-oxybis(1-chloropropane), then separation is attempted, but the process becomes time-consuming and costly due to azeotrope formation

Engineering Contradiction:
Improveseparation efficiencyVSAvoiddistillation time
Core Design Contradiction:
ProductivityVSLoss of time

Solution Approach 1:

An entrainer substance is introduced as an intermediary component that selectively interacts with one of the azeotropic components. The entrainer forms a new azeotrope with DCP that has different volatility characteristics, enabling separation from 2,2'-oxybis(1-chloropropane) through modified distillation processes.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The distillation process parameters are modified by changing the composition of the mixture through entrainer addition. This alters the vapor-liquid equilibrium relationships, shifting the azeotropic point or creating a heteroazeotrope that can be separated using phase separation techniques rather than prolonged distillation.

Inventive Principle:
Principle #35Parameter changes

2Manufacturing precision

If additional distillation columns are added to achieve separation, then purification is improved, but device complexity increases

Engineering Contradiction:
Improvepurification levelVSAvoidnumber of distillation columns
Core Design Contradiction:
Manufacturing precisionVSDevice complexity

Solution Approach 1:

The entrainer acts as a mediator that enables separation in a single or reduced number of columns by creating a compositional difference in the vapor phase that breaks the azeotropic constraint, eliminating the need for multiple sequential distillation columns.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The process exploits phase transition behavior by forming a heteroazeotrope that separates into two liquid phases upon condensation. This phase separation allows for simple decantation or phase separation to achieve purification, replacing the need for additional distillation columns.

Inventive Principle:
Principle #36Phase transitions

3Manufacturing precision

If traditional azeotropic distillation is used, then separation is achieved, but cost increases due to additional columns and operating expenses

Engineering Contradiction:
Improveseparation purityVSAvoidprocess cost
Core Design Contradiction:
Manufacturing precisionVSEase of manufacture

Solution Approach 1:

The entrainer is selected to be inexpensive and easily recoverable, serving as a cost-effective intermediary that enables separation without requiring expensive equipment or multiple processing units. The entrainer can be recycled back into the system, minimizing material costs.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

By utilizing heteroazeotropic behavior where the condensed mixture separates into two immiscible liquid phases, the process enables simple gravitational separation or decantation. This eliminates the need for energy-intensive additional distillation steps, significantly reducing operating costs while maintaining high purification levels.

Inventive Principle:
Principle #36Phase transitions

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 recovers 1,3-dichloro-2-propanol with high purity and reduces the need for additional columns, improving the efficiency and cost-effectiveness of the separation process.

Implementation Method 1

An azeotrope is a mixture of two or more liquids in such a ratio that its composition cannot be changed by simple distillation, because when the solution is boiled, the vapor that results has the same ratio of constituents as the original liquid mixture.

Methodology Applied
Scientific EffectAzeotrope formation:

Implementation Method 2

using an olefin as an azeotropic entrainer in a two-column distillation process to separate 1,3-dichloro-2-propanol from 2,2'-oxybis(1-chloropropane)

Methodology Applied
Scientific EffectDistillation: Distillation

Data Source

PatentUS9180384B2Apparatus and process for using olefin as an azeotropic entrainer for isolating 1,3-DICHLORO-2-propanol from a 2,2′-oxybis (1-chloropropane) waste stream
Publication Date: 2015.11.10 DOW GLOBAL TECHNOLOGIES LLC
  • US9180384B2 patent drawing
  • US9180384B2 patent drawing
  • US9180384B2 patent drawing

AI summary

Disclosed are a process and an apparatus for using an olefin as an azeotropic entrainer to isolate a target organic compound from a waste stream. The olefin may be, for example, 1-decene, 1-dodecene, or 1-tetradecene. The target organic compound may be 1,3-dichloro-2-propanol in waste stream comprising a 2,2′-oxybis(1-chloropropane).