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-11969708-B1
Application number	US-202318212034-A
Country	US
Kind code	B1
Filing date	Jun 20, 2023
Priority date	Jun 20, 2023
Publication date	Apr 30, 2024
Grant date	Apr 30, 2024

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 preparing nanoparticles modified by a cardanol imidazolium ionic liquid, the 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. The method for preparing nanoparticles modified by a cardanol imidazolium ionic liquid as recited in claim 1 , wherein the nanoparticles comprise magnetite nanoparticles capped with a cardanol imidazolium ionic liquid, the 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. The method for preparing nanoparticles modified by a cardanol imidazolium ionic liquid as recited in claim 2 , wherein the capped magnetic hybrid is selected from the group consisting of Fe 3 O 4 @OA/CEOIm; Fe 3 O 4 @OA/DCIm; Fe 3 O 4 @OA/DCTIm; and combinations thereof.

4. The method for preparing nanoparticles modified by a cardanol imidazolium ionic liquid as recited in claim 1 , wherein the nanoparticles comprise modified calcium carbonate nanoparticles, the method comprising:
preparing an aqueous solution of calcium carbonate (Ca(OH) 2 ) in water;
adding a solution of a 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 ethanol to the aqueous solution of calcium carbonate to obtain a reaction solution;
adding CO 2 bubbles through the reaction solution until the reaction solution reaches a pH of about 7; and
separating the modified calcium carbonate nanoparticles by centrifugation, wherein the modified calcium carbonate nanoparticles are selected from the group consisting of CaCO 3 /CEOIm, CaCO 3 /DCIm, CaCO 3 /DCTIm, and combinations thereof.

5. The method for preparing nanoparticles modified by a cardanol imidazolium ionic liquid as recited in claim 1 , wherein the nanoparticles comprise functionalized silica nanoparticles, the method comprising:
aging silica (SiO 2 ) nanoparticles with a solution of a 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 toluene, whereby the cardanyl imidazolium ionic liquid diffuses and adsorbs on a surface of the silica nanoparticles;
decanting supernatant and collecting the functionalized silica nanoparticles; and
separating the functionalized silica nanoparticles by centrifugation.

Assignees

• Univ King Saud

Inventors

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

Classifications

• B01J20/265 Primary

  modified or post-treated polymers (polymer carriers or substrates subjected to further impregnating or coating B01J20/3208) · CPC title

• B01J20/043

  Carbonates or bicarbonates, e.g. limestone, dolomite, aragonite · CPC title

• B01J20/06

  comprising oxides or hydroxides of metals not provided for in group B01J20/04 · CPC title

• B01J20/103

  comprising silica · CPC title

• B01J20/28009 Primary

  Magnetic properties · CPC title