Mixed Butene Hydration via Ionic Liquid Catalysts

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Solution Overview

Problem

Current processes for hydrating olefins to produce butanols are inefficient, equilibrium-limited, and costly, particularly when aiming for mixed butanol production, as they require high temperatures, large equipment, and separation of isomers, which complicates the recovery and increases operational costs.

Innovation Solution

A process that simultaneously hydrates mixed butenes from cracking processes or raffinates using water and an acidic catalyst to produce mixed butanols, such as sec-butyl alcohol and tert-butyl alcohol, in a continuous solution or fixed bed reactor system, allowing for phase separation and recycling of unconverted butenes, utilizing a range of soluble and insoluble acid catalysts.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Speed

If vapor phase hydration is used to avoid equilibrium limitations, then reaction rate is improved, but yield per pass deteriorates

Engineering Contradiction:
Improvereaction rateVSAvoidyield per pass
Core Design Contradiction:
SpeedVSProductivity

Solution Approach 1:

The patent changes the physical state parameter from vapor phase to liquid phase hydration. By conducting the reaction in liquid phase with water as the medium, the process achieves both acceptable reaction rates and high yield per pass, eliminating the trade-off between speed and productivity that exists in vapor phase processes.

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent introduces a hydrophobic ionic liquid as an intermediary medium that facilitates the hydration reaction. This ionic liquid acts as a catalyst support and reaction medium that enhances both reaction rate and alcohol solubility, allowing the process to achieve high productivity without equilibrium limitations.

Inventive Principle:
Principle #24Intermediary (Mediator)

2Productivity

If mixed-phase reactions with liquid water are used to improve yield per pass, then alcohol conversion is improved, but catalyst dissolution deteriorates

Engineering Contradiction:
Improveyield per passVSAvoidcatalyst stability
Core Design Contradiction:
ProductivityVSReliability

Solution Approach 1:

The patent uses a composite material system consisting of acid catalysts supported on hydrophobic ionic liquids. This composite structure combines the catalytic activity of acids with the hydrophobic properties of ionic liquids, creating a stable catalyst system that maintains high yield per pass while preventing catalyst dissolution in the aqueous environment.

Inventive Principle:
Principle #40Composite materials

Solution Approach 2:

The patent changes the catalyst phase parameter from conventional homogeneous or simple heterogeneous catalysts to ionic liquid-based catalysts. This parameter change provides both high catalytic activity for improved yield and hydrophobicity for enhanced catalyst stability, resolving the contradiction between productivity and reliability.

Inventive Principle:
Principle #35Parameter changes

3Productivity

If high water/olefin rates are used in mixed-phase reactions, then alcohol absorption is improved, but process cost deteriorates

Engineering Contradiction:
Improvealcohol absorptionVSAvoidwater consumption
Core Design Contradiction:
ProductivityVSQuantity of substance

Solution Approach 1:

The patent changes the water-to-olefin ratio parameter from high rates to optimized lower rates. By conducting the reaction in ionic liquid medium that enhances alcohol solubility and reaction efficiency, the process achieves effective alcohol absorption with reduced water consumption, thereby improving productivity while reducing material costs.

Inventive Principle:
Principle #35Parameter changes

4Productivity

If vapor phase hydration with sequential reactors is used, then conversion efficiency is improved, but device complexity deteriorates

Engineering Contradiction:
Improveconversion efficiencyVSAvoidnumber of reactors
Core Design Contradiction:
ProductivityVSDevice complexity

Solution Approach 1:

The patent merges multiple sequential reaction stages into a single liquid phase reactor system. By using ionic liquid catalysts that maintain high activity throughout the reaction, the process achieves high conversion efficiency in one reactor rather than requiring multiple sequential vapor phase reactors, thereby improving productivity while reducing device complexity.

Inventive Principle:
Principle #5Merging (Combining)

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 process enhances the yield and cost-effectiveness of butanol production by utilizing readily available C4 olefin cuts, reducing the need for isomer separation, and producing butanols with favorable petroleum blending characteristics and low environmental impact, suitable for use as gasoline additives and fuels.

Implementation Method 1

hydrates mixed butenes from a cracking process or raffinates of MTBE or t-butyl alcohol (TBA), simultaneously, using water, in the presence of a catalyst, to produce mixed butanols

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

The reaction mixture is then separated into an organic phase and an aqueous phase

Methodology Applied
Scientific EffectPhase separation: Liquid-Liquid Extraction

Implementation Method 3

The organic phase is then distilled to separate and recover the butanols and unreacted butenes

Methodology Applied
Scientific EffectDistillation: Distillation

Data Source

PatentUS9593059B2Process for the hydration of mixed butenes to produce mixed alcohols
Publication Date: 2017.03.14 SAUDI ARABIAN OIL CO
  • US9593059B2 patent drawing
  • US9593059B2 patent drawing

AI summary

Mixed butenes from a cracking process, or raffmates of MTBE or tert-butyl alcohol (TBA), are simultaneously hydrated using water in the presence of a catalyst to produce sec-butyl alcohol (SBA) and tert-butyl alcohol as the principal products, the mixed butanols having utility as fuel additives, e.g., as oxygenates and octane enhancers to replace MTBE, and as a neat fuel.