Imidazolium ionic liquids made using cardanol extracted from cashew nutshell oil to enhance crude oil recovery in oilfields

Patent metadata

Field	Value
Publication number	US-12208371-B2
Application number	US-202418612514-A
Country	US
Kind code	B2
Filing date	Mar 21, 2024
Priority date	Jun 20, 2023
Publication date	Jan 28, 2025
Grant date	Jan 28, 2025

Abstract

Modified chemical structures of cardanol extracted from cashew nut shell oil, and the use of the same to prepare imidazolium ionic liquids (IILs). The IILs can be used to prepare different types of silica, magnetite and calcium carbonate nanoparticles (NPs) as multifunctional oilfield chemicals for use in various oil spill collection, de-emulsification, viscosity improvement, asphaltene dispersant, and enhanced oil recovery applications.

First claim

We claim:

1. A method for dispersing oil spilled on seawater, the method comprising:
applying nanoparticles modified by a cardanol imidazolium ionic liquid to seawater having the oil spilled thereon; and
dispersing the oil spilled on the seawater;

wherein the nanoparticles are prepared by a method comprising:
contacting nanoparticles of a substance of interest with the cardanyl imidazolium ionic liquid selected from the group consisting of a cardenyl polyethoxy imidazolium ionic liquid (CEOIm), a dicardenoxy imidazolium ionic liquid (DCIm), a dicardnyl tri-imidazolium ionic liquid (DCTIm), and a combination thereof; and
obtaining the modified nanoparticles,
wherein the substance of interest is selected from the group consisting of magnetite, calcium carbonate, and silica.

2. A method for collecting spilled oil, the method comprising:
applying nanoparticles comprising magnetite nanoparticles capped with a cardanol imidazolium ionic liquid to spilled oil; and
collecting the spilled oil;

wherein the nanoparticles comprise magnetite nanoparticles capped with a cardanol imidazolium ionic liquid and are prepared according to a method comprising:
stirring magnetite in water;
adding NH 4 OH to the magnetite in water to obtain a pH of about 10;
adding oleic acid to obtain a ferrofluid;
adding a solution of the cardanyl imidazolium ionic liquid selected from the group consisting of a cardenyl polyethoxy imidazolium ionic liquid (CEOIm), a dicardenoxy imidazolium ionic liquid (DCIm), a dicardnyl tri-imidazolium ionic liquid (DCTIm), and a combination thereof in dichloromethane and ethanol with subsequent adding of an excess of ferrofluid to obtain a magnetic hybrid capped with the oleic acid as an inner layer and the cardanyl imidazolium ionic liquid as an outer layer; and
separating the capped magnetic hybrid by using a magnet.

3. A method for reducing viscosity of heavy crude oil, the method comprising:
applying nanoparticles modified by a cardanol imidazolium ionic liquid to heavy crude oil, thereby reducing the viscosity of the heavy crude oil;

wherein the nanoparticles are prepared by a method comprising:
contacting nanoparticles of a substance of interest with the cardanyl imidazolium ionic liquid selected from the group consisting of a cardenyl polyethoxy imidazolium ionic liquid (CEOIm), a dicardenoxy imidazolium ionic liquid (DCIm), a dicardnyl tri-imidazolium ionic liquid (DCTIm), and a combination thereof; and
obtaining the modified nanoparticles,
wherein the substance of interest is selected from the group consisting of magnetite, calcium carbonate, and silica.

4. A method for enhancing recovery of crude oil spilled on rock, the method comprising:
applying nanoparticles modified by a cardanol imidazolium ionic liquid to rock having the crude oil spilled thereon; and
recovering the crude oil spilled on the rock;

wherein the nanoparticles are prepared by a method comprising:
contacting nanoparticles of a substance of interest with the cardanyl imidazolium ionic liquid selected from the group consisting of a cardenyl polyethoxy imidazolium ionic liquid (CEOIm), a dicardenoxy imidazolium ionic liquid (DCIm), a dicardnyl tri-imidazolium ionic liquid (DCTIm), and a combination thereof; and
obtaining the modified nanoparticles,
wherein the substance of interest is selected from the group consisting of magnetite, calcium carbonate, and silica.

Assignees

• Univ King Saud

Inventors

• Atta Ayman M
• Al-Lohedan Hamad A
• Ezzat Abdelrahman O
• Aldalbahi Ali K

Classifications

• C08G65/3317

  phenolic · CPC title

• C02F2101/32

  Hydrocarbons, e.g. oil · CPC title

• C02F1/281

  using inorganic sorbents · CPC title

• C02F1/285

  using synthetic organic sorbents · CPC title

• E02B15/041

  Devices for distributing materials, e.g. absorbed or magnetic particles over a surface of open water to remove the oil, with or without means for picking up the treated oil (E02B15/042 takes precedence) · CPC title