Cationic Surfactants for High Salinity Oil Recovery

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Solution Overview

Problem

Current surfactants are not stable and effective in high temperature, high salinity environments, such as those found in many carbonate reservoirs, limiting their utility in enhanced oil recovery applications, and they do not achieve ultra-low interfacial tension with brine solutions.

Innovation Solution

Development of cationic surfactants with erucyl amidopropyl groups and different head groups introduced by reaction with epihalohydrin, using one- and two-step methods, which are stable and exhibit low interfacial tension, suitable for use in high salinity environments.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If conventional surfactants are used in high temperature and high salinity environments, then they are easy to manufacture, but they lose stability and effectiveness

Engineering Contradiction:
Improvesurfactant stabilityVSAvoidenvironmental temperature
Core Design Contradiction:
ReliabilityVSTemperature

Solution Approach 1:

The patent modifies the molecular structure of surfactants by introducing specific chemical groups (erucyl amidopropyl groups and head groups from epihalohydrin reaction) to change the physical and chemical parameters of the surfactant molecule, enabling it to maintain stability at high temperatures and high salinities where conventional surfactants fail

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates composite surfactant structures combining hydrophobic erucyl chains with specific polar head groups (amino alkyl groups reacted with epihalohydrin), forming a composite molecular architecture that provides both thermal stability and surfactant functionality in harsh environments

Inventive Principle:
Principle #40Composite materials

2Reliability

If conventional surfactants are used in high salinity environments, then they are easy to manufacture, but they do not achieve ultra-low interfacial tension

Engineering Contradiction:
Improveinterfacial tension reductionVSAvoidmanufacturing complexity
Core Design Contradiction:
ReliabilityVSEase of manufacture

Solution Approach 1:

The patent achieves ultra-low interfacial tension by carefully controlling the chemical composition parameters of the surfactant, specifically the ratio and type of head groups introduced through epihalohydrin reaction, which enables the surfactant to effectively reduce interfacial tension between oil and brine solutions

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The surfactant molecule is segmented into distinct functional regions: the hydrophobic erucyl tail region and the hydrophilic head group region derived from amino alkyl groups and epihalohydrin, allowing each segment to perform its specific function in reducing interfacial tension in high salinity environments

Inventive Principle:
Principle #1Segmentation

3Reliability

If cationic surfactants with erucyl amidopropyl groups are synthesized through multi-step reactions, then stability and low interfacial tension are achieved, but manufacturing complexity increases

Engineering Contradiction:
Improvesurfactant stabilityVSAvoidsynthesis process complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent employs preliminary action by first modifying fatty acids with amino alkyl groups to create pre-functionalized intermediates, which then react with epihalohydrin in a subsequent step to form the final cationic surfactant, allowing better control over the synthesis process and product properties

Inventive Principle:
Principle #10Preliminary action

Solution Approach 2:

The amino alkyl modified fatty acid serves as an intermediary compound between the starting materials and the final cationic surfactant product, enabling a controlled two-step synthesis process that improves stability while managing manufacturing complexity through staged reactions

Inventive Principle:
Principle #24Intermediary (Mediator)

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

The cationic surfactants are stable in high temperature and high salinity conditions, reducing adsorption and improving stability, and achieve ultra-low interfacial tension with brine solutions, enhancing their effectiveness in oil recovery applications.

Implementation Method 1

The cationic surfactants are stable in high temperature and high salinity conditions, reducing adsorption and improving stability

Methodology Applied
Scientific EffectElectrostatic repulsion: Ion Repulsion/Attraction

Implementation Method 2

achieve ultra-low interfacial tension with brine solutions, enhancing their effectiveness in oil recovery applications

Methodology Applied
Scientific EffectSurface tension reduction: Surface Tension

Data Source

PatentUS11993553B2Preparation of cationic surfactants
Publication Date: 2024.05.28 SAUDI ARABIAN OIL CO
  • US11993553B2 patent drawing
  • US11993553B2 patent drawing
  • US11993553B2 patent drawing

AI summary

Compositions that include cationic surfactants and methods of synthesizing compositions that include cationic surfactants. The surfactants include a quaternary amine and a saturated or unsaturated alkyl chain with 4 to 28 carbons. The surfactants can be generated by reacting a fatty acid modified with an amino alkyl group and an epihalohydrin in the presence of a base. The cationic surfactants can be generated by reacting a fatty acid modified with an amino alkyl group, an epihalohydrin, and a carboxylic acid. The cationic surfactants can be generated by reacting a carboxylic acid, an epihalohydrin, and a catalyst to afford a halo-substituted alkyl ester, followed by reacting the halo-substituted alky ester with a fatty acid modified with an amino alkyl group.