Synthesis of non-ionic hydrogels for non-ionic pollutant removal

Patent metadata

Field	Value
Publication number	US-12084533-B1
Application number	US-202418581246-A
Country	US
Kind code	B1
Filing date	Feb 19, 2024
Priority date	Feb 19, 2024
Publication date	Sep 10, 2024
Grant date	Sep 10, 2024

Abstract

A method of making a lignocellulose incorporating methacrylate functionality from date palm biomass can include extracting sieved date palm biomass at a first predetermined temperature (110° C.) to obtain an extracted date palm biomass; adding an acid to the extracted date palm biomass to obtain a mixture and stirring and refluxing the mixture at a second predetermined temperature (100° C.) to obtain a refluxed cellulose-hemicellulose-lignin residue; dissolving the refluxed cellulose-hemicellulose-lignin residue in a solvent to obtain a solution; adding triethylamine and methacrylic anhydride to the solution to obtain a reaction solution mixture and stirring while heating the reaction solution mixture to react the triethylamine and the methacrylic anhydride with the solution to obtain a reacted solution mixture; pouring the reacted solution mixture into an ice-cold solvent to obtain a solution mixture and separating cellulose-hemicellulose-lignin residue from the solution mixture via centrifuging; dissolving centrifuged cellulose-lignin residue in water to obtain the lignocellulose incorporating methacrylate functionality.

First claim

We claim:

1. A method of making a lignocellulose incorporating methacrylate functionality from date palm biomass, wherein the lignocellulose comprises cellulose-hemicellulose-lignin, the method comprising:
obtaining date palm biomass;
drying the date palm biomass to obtain a dried date palm biomass;
sieving the dried date palm biomass to obtain a sieved date palm biomass;
extracting the sieved date palm biomass at a first temperature of 110° C. to remove waxes and resins from the sieved date palm biomass to obtain an extracted date palm biomass;
drying the extracted date palm biomass to obtain a dried extracted date palm biomass;
adding an acid to the dried extracted date palm biomass to obtain a mixture and continuously stirring and refluxing the mixture at a second temperature of 110° C. to obtain a refluxed lignocellulose residue;
cooling the refluxed lignocellulose residue;
dissolving the refluxed lignocellulose residue in a solvent to obtain a solution;
adding triethylamine and methacrylic anhydride to the solution to obtain a reaction solution mixture and stirring while heating the reaction solution mixture to react the triethylamine and the methacrylic anhydride with the solution to obtain a reacted solution mixture to provide methacrylate functionality to the lignocellulose;
pouring the reacted solution mixture into an ice-cold solvent to obtain a solution mixture and separating lignocellulose residue from the solution mixture via centrifuging to obtain a centrifuged lignocellulose residue;
drying the centrifuged lignocellulose residue to obtain a dried centrifuged lignocellulose residue; and
dissolving the dried centrifuged lignocellulose residue in water to obtain the lignocellulose incorporating methacrylate functionality.

2. The method of claim 1 , wherein the extracted date palm biomass is prepared by extracting about 100 g of the sieved date palm biomass in a presence of a toluene and an ethanol mixture at the first temperature for about 6 hours via a Soxhlet extractor to remove the waxes and the resins from the sieved date palm biomass, and wherein a ratio of the toluene to the ethanol is about 2:1, w/w.

3. The method of 1 , wherein the refluxed lignocellulose residue is prepared by adding about 1 L of about 0.1 M hydrochloric acid to about 40 g of the dried extracted date palm biomass to obtain the mixture and continuously stirring and refluxing the mixture at the second temperature for about 6 hours.

4. The method of claim 1 , wherein the solution is prepared by dissolving about 6 g of the refluxed lignocellulose residue in about 240 mL of dimethyl sulfoxide solvent.

5. The method of claim 1 , wherein the reacted solution mixture is prepared by adding the triethylamine and the methacrylic anhydride to the solution to obtain the reaction solution mixture and magnetically stirring while heating the reaction solution mixture at about 50° C. for about 4 days to react the triethylamine and the methacrylic anhydride with the solution, and wherein a ratio of the triethylamine to the methacrylic anhydride is about 1:4, w/w.

6. The method of claim 1 , wherein the centrifuged lignocellulose residue is prepared by pouring the reacted solution mixture into about 1 L of the ice-cold solvent comprising isopropanol to obtain the solution mixture and separating the lignocellulose residue from the solution mixture via centrifuging.

7. The method of claim 1 , wherein the lignocellulose incorporating methacrylate functionality is prepared by dissolving about 2 g of the dried centrifuged cellulose-lignin residue in about 20 mL of deionized water.

8. A method of making a lignocellulose non-ionic hydrogel, wherein the lignocellulose comprises cellulose-hemicellulose-lignin, the method comprising:
obtaining date palm biomass;
drying the date palm biomass to obtain a dried date palm biomass;
sieving the dried date palm biomass to obtain a sieved date palm biomass;
extracting the sieved date palm biomass at a first temperature of 110° C. to remove waxes and resins from the sieved date palm biomass to obtain an extracted date palm biomass;
drying the extracted date palm biomass to obtain a dried extracted date palm biomass;
adding an acid to the dried extracted date palm biomass to obtain a mixture and continuously stirring and refluxing the mixture at a second predetermined-temperature of 100° C. to obtain a refluxed lignocellulose residue;
cooling the refluxed lignocellulose residue;
dissolving the refluxed lignocellulose residue in a solvent to obtain a solution;
adding triethylamine and methacrylic anhydride to the solution to obtain a reaction solution mixture and stirring while heating the reaction solution mixture to react the triethylamine and the methacrylic anhydride with the solution to obtain a reacted solution mixture to provide methacrylate functionality to the lignocellulose;
pouring the reacted solution mixture in an ice-cold solvent to obtain a solution mixture and separating lignocellulose residue from the solution mixture via centrifuging to obtain a centrifuged lignocellulose cellulose hemicellulose lignin residue;
drying the centrifuged lignocellulose residue to obtain a dried centrifuged lignocellulose residue;
dissolving the dried centrifuged lignocellulose residue in water to obtain a lignocellulose incorporating methacrylate functionality;
copolymerizing vinyl acetate with 1,1′-(diselanediylbis(4,1-phenylene))bis(1H-pyrrole-2,5-dione) with the lignocellulose incorporating methacrylate functionality to obtain a lignocellulose non-ionic hydrogel, and wherein the copolymerization step includes adding polymerization initiators;
cutting the lignocellulose non-ionic hydrogel into pieces to obtain lignocellulose non-ionic hydrogel cut pieces; and
drying the lignocellulose non-ionic hydrogel cut pieces to obtain dried lignocellulose non-ionic hydrogel cut pieces.

9. The method of claim 8 , wherein the lignocellulose non-ionic hydrogel is prepared by copolymerizing about 200 μL of the vinyl acetate with about 200 uL of the 1,1′-(diselanediylbis(4,1-phenylene))bis(1H-pyrrole-2,5-dione) with the lignocellulose incorporating methacrylate functionality for about 8 hours, and wherein the copolymerization step includes adding the polymerization initiators comprising ammonium peroxodisulfate ((NH 4 ) 2 S 2 O 8 ) and sodium metabisulfite (Na 2 S 2 O 5 ) at a ratio of about 2 wt % of the ammonium peroxodisulfate to about 2 wt % of the sodium metabisulfite.

10. The method of claim 8 , wherein the lignocellulose non-ionic hydrogel cut pieces are prepared by cutting spurs of the lignocellulose non-ionic hydrogel into pieces.

11. The method of claim 8 , wherein the lignocellulose non-ionic hydrogel cut pieces are dipped into an excess amount of deionized water for about 4 days prior to the drying step.

12. The method of claim 8 , wherein the dried lignocellulose non-ionic hydrogel cut pieces are prepared by drying the lignocellulose non-ionic hydrogel cut pieces on a Teflon foil at about 22° C.

13. A method of making a polymeric membrane, the method comprising:
obtaining date palm biomass;
drying the date palm biomass to obtain a dried date palm biomass;
sieving the dried date palm biomass to obtain a sieved date palm biomass;
extracting the sieved date palm biomass at a first temperature of 110° C. to remove waxes and resins from the sieved date palm biomass to obtain an extracted date palm biomass;
drying the extracted date palm biomass to obtain a dried extracted date palm biomass;
adding an acid to the dried extracted date palm biomass to obtain a mixture and continuously stirring and refluxing the mixture at a second tempera

Assignees

• Univ King Faisal

Inventors

• Shaaban Saad
• Hessien Manal Amin
• Negm Amr
• Yousef Tarek A

Classifications

• B01D67/00091

  by evaporation · CPC title

• B01D2323/30

  Cross-linking · CPC title

• B01D67/0006

  by chemical reactions (in-situ polymerisation, polycondensation, cross-linking or reaction for manufacturing composite membranes B01D69/125) · CPC title

• B01D71/74

  Natural macromolecular material or derivatives thereof (B01D71/08, B01D71/24 take precedence) · CPC title

• B01D71/10

  Cellulose; Modified cellulose · CPC title