Phosphonium-crosslinked chitosan and methods for using and producing the same

Patent metadata

Field	Value
Publication number	US-10538598-B2
Application number	US-201715844470-A
Country	US
Kind code	B2
Filing date	Dec 15, 2017
Priority date	Dec 15, 2017
Publication date	Jan 21, 2020
Grant date	Jan 21, 2020

Abstract

The present invention provides phosphonium-crosslinked chitosan (PCC) and methods for using the same for removal of heavy metal-ion(s) from a solution as well as methods for producing said phosphonium-crosslinked chitosan.

First claim

What is claimed is:

1. A phosphonium-crosslinked chitosan (PCC), wherein said PCC has a percentage of grafting of phosphonium-crosslinking of at least 35% and wherein said phosphonium-cross linking moiety comprises tetrakishydroxymethylphosphonium sulfate.

2. The PCC of claim 1 , wherein said PCC has at least 1.5% by weight of phosphorous atom.

3. The PCC of claim 1 , wherein said PCC has the carbon-to-nitrogen mass ratio of at least 6.0.

4. The PCC of claim 1 having IR spectrum as shown in FIG. 1B .

5. A product produced from the process comprising:
(i) admixing a reaction mixture comprising chitosan and tetrakishydroxymethylphosphonium (“THP”) salt in the presence of an acid under reaction conditions sufficient to produce a crude phosphonium-crosslinked chitosan (PCC); and
(ii) purifying the crude PCC to produce a purified PCC.

6. The product of claim 5 , wherein said process further comprises drying the purified PCC.

7. The product of claim 5 , wherein said step of purifying the crude PCC comprises:
(a) diluting the crude PCC with a purification solvent to dissolve at least a portion of the unreacted THP salt, if any unreacted THP salt is present in the crude PCC;
(b) removing the solvent, thereby removing at least a portion of unreacted THP salt from PCC, if any unreacted THP salt is present in the crude PCC; and
(c) optionally repeating said steps (a) and (b).

8. The product of claim 7 , wherein said purification solvent comprises water.

9. The product of claim 5 , wherein said reaction conditions comprise heating said admixture to at least 50° C.

10. The product of claim 5 , wherein said reaction conditions further comprises removing a supernatant from said reaction mixture to produce said crude PCC as a solid.

11. The product of claim 5 , wherein said THP salt comprises tetrakishydroxymethylphosphonium halide (“THP halide”) or tetrakishydroxymethylphosphonium sulfate (THPS).

12. The product of claim 11 , wherein said THP halide is tetrakishydroxymethylphosphonium chloride (“THPC”).

13. The product of claim 5 , wherein the amount of THP salt used in the reaction is at least about 1 to about 30% by weight relative to the amount of chitosan.

14. A method for removing at least a portion of one or more heavy metal ions that is present in an untreated aqueous solution, said method comprising:
contacting the aqueous solution with PCC of claim 1 under conditions sufficient to form a heavy metal ion-chelated-PCC; and
removing said heavy metal ion-chelated-PCC from the aqueous solution to produce a treated aqueous solution,

wherein the amount of heavy metal ions in the treated aqueous solution is lower than the amount of heavy metal ion in the untreated aqueous solution.

15. The method of claim 14 further comprising the steps of removing the heavy metal ion from said heavy metal ion-chelated-PCC to regenerate PCC.

16. The method of claim 14 , wherein said heavy metal ion comprises chromium, mercury, lead, bismuth, gallium, thallium, hafnium, iron, cobalt, zinc, ruthenium, indium, antimony, arsenic, cadmium, cerium, copper, dysprosium, erbium, europium, gadolinium, germanium, gold, holmium, iridium, lanthanum, lutetium, manganese, molybdenum, neodymium, nickel, niobium, osmium, palladium, platinum, praseodymium, protactinium, rhenium, rhodium, samarium, selenium, silver, tantalum, tellurium, terbium, thorium, thulium, tin, tungsten, uranium, vanadium, ytterbium, zirconium, or a combination thereof.

17. The method of claim 16 , wherein said heavy metal ion comprises chromium.

18. An ion exchange resin comprising a phosphonium-crosslinked chitosan of claim 1 .

Assignees

• Uti Lp

Inventors

• Hill Josephine M
• Sessarego Sebastian

Classifications

• C02F2101/20

  Heavy metals or heavy metal compounds · CPC title

• B01D15/361

  Ion-exchange · CPC title

• B01J20/24

  Naturally occurring macromolecular compounds, e.g. humic acids or their derivatives · CPC title

• B01J39/18

  Macromolecular compounds (B01J39/17 takes precedence) · CPC title

• C02F2103/24

  from tanneries · CPC title