Fiber capable of forming metal chelate, process for producing the same, method of trapping metal ion with the fiber, and metal chelate fiber

• US 6,875,508 B1
• Filed: 02/24/2000
• Issued: 04/05/2005
• Est. Priority Date: 02/26/1999
• Status: Expired due to Term

• Current Assignee: Chelest Corp., Chubu Chelest Co., Ltd.
• Original Assignee: Chelest Corp., Chubu Chelest Co., Ltd.
• Inventors: Horiuchi, Shiho, Ito, Osamu, Nambu, Nobuyoshi, Doi, Takao
• Primary Examiner(s): Dye, Rena
• Assistant Examiner(s): GRAY, JILL M
• Application Number:
  US09/914,356
• Time in Patent Office: 1,867 Days
• Field of Search: 811/551, 811/61, 818/1, 811/554, 811/565, 811/566, 819/6, 428/375, 428/394, 428/917, 424/76.6, 424/78.1
• US Class Current: 428/375
• CPC Class Codes: B01J 45/00 Ion-exchange in which a complex or a chelate is formed; Use of material as complex or chelate forming ion-exchangers; Treatment of material for improving the complex or chelate forming ion-exchange properties ion-exchange chromatography processes B01D15/36
• CPC Class Codes: C02F 1/285 using synthetic organic sorbents
• CPC Class Codes: C02F 1/286 using natural organic sorbents or derivatives thereof
• CPC Class Codes: C02F 1/288 using composite sorbents, e.g. coated, impregnated, multi-layered
• CPC Class Codes: C02F 1/505 by oligodynamic treatment
• CPC Class Codes: C02F 1/66 by neutralisation; pH adjustment for degassing C02F1/20; using ion-exchange C02F1/42; for flocculation or precipitation of suspended impurities C02F1/52; for removing dissolved compounds C02F1/58
• CPC Class Codes: C02F 1/683 by addition of complex-forming compounds
• CPC Class Codes: C02F 1/725 by catalytic oxidation
• CPC Class Codes: C02F 2101/20 Heavy metals or heavy metal compounds
• CPC Class Codes: C02F 2303/16 Regeneration of sorbents, filters
• CPC Class Codes: C05D 9/02 containing trace elements
• CPC Class Codes: D06M 14/04 of vegetal origin, e.g. cellulose or derivatives thereof
• CPC Class Codes: D06M 14/06 of animal origin, e.g. wool or silk
• CPC Class Codes: Y10S 428/917 Electroluminescent
• CPC Class Codes: Y10T 428/2913 Rod, strand, filament or fiber
• CPC Class Codes: Y10T 428/2933 Coated or with bond, impregnation or core
• CPC Class Codes: Y10T 428/2967 Synthetic resin or polymer

Abstract

A fiber capable of forming a metal chelate and a process for producing the same are disclosed, wherein the fiber is characterized in that at least one metal chelate-forming compound selected from the group consisting of aminodicarboxylic acids, aminocarboxylic acids, thiocarboxylic acids and phosphoric acid, which are reactive with a glycidyl group, is bonded to a molecule of a natural fiber or regenerated fiber through a crosslinkable compound having a reactive double bond and a glycidyl group in its molecule. There are also disclosed a method of capturing metal ions using the fiber and a metal chelate fiber which can effectively make use of the characteristics of the metals and can be easily discarded or incinerated.

Claims

1. A metal chelate-forming fiber comprising at least one metal chelate forming compound selected from the group consisting of aminocarboxylic acid, aminodicarboxylic acids, thiocarboxylic acid and phosphoric acid which are reactive to an epoxy group, is bonded to a fiber molecule of a natural fiber or regenerated fiber through a graft reaction product of a crosslinkable compound which has a reactive double bond and a glycidyl group in its molecule;

and

wherein said metal chelate-forming fiber includes a metal chelate forming moiety having a hydroxyl group and an oxygen atom adjacent to a carbonyl group.

2. The metal chelate-forming fiber according to claim 1, wherein said crosslinkable compound is at least one selected from the group consisting of glycidyl methacrylate, glycidyl acrylate and allyl glycidyl ether.

3. The metal chelate-forming fiber according to claim 1, wherein said metal chelate forming compound is at least one selected from the group consisting of iminodiacetic acid, ethylenediaminediacetic acid, ethylenediaminetriacetic acid, thioglycolic acid, thiomalic acid and phosphoric acid.

4. The metal chelate-forming fiber according to claim 3, wherein said metal chelate forming compound is iminodiacetic acid, ehylenediaminetriacetic acid or thioglycolic acid.

5. The metal chelate forming fiber according to claim 1, wherein said natural or regenerated fiber is a vegetable fiber.

6. The metal chelate-forming fiber according to claim 5, wherein said vegetable fiber is a cellulosic fiber.

7. The metal chelate-forming fiber according to claim 1, wherein said natural fiber is an animal fiber.

8. The metal chelate-forming fiber according to claim 1, wherein said fiber is powdery.

9. The metal chelate-forming fiber according to claim 1, wherein said fiber is a filter material.

10. A process for producing a metal chelate-forming fiber, comprising the steps of:

subjecting a crosslinkable compound having a reactive double bond and a glycidyl group in its molecule to graft reaction with a fiber molecule of a natural or regenerated fiber using a redox catalyst; and

allowing the resulting graft reaction product to be bonded with at least one metal chelate-forming compound selected from the group consisting of aminocarboxylic acid, aminodicarboxylic acids, thiocarboxylic acids and phosphoric acid which are reactive with an epoxy group, to form a metal chelate forming moiety having a hydroxyl group and an oxygen atom adjacent to a carbonyl group.

11. The process according to claim 10, wherein said crosslinkable compound is at least one selected from the group consisting of glycidyl methacrylate, glycidyl acrylate and allyl glycidyl ether.

12. The process according to claim 10, wherein said metal chelate forming compound is at least one selected from the group consisting of iminodiacetic acid, ethylenediaminediacetic acid, ethylenediaminetriacetic acid, thioglycolic acid, thiomalic acid and phosphoric acid.

13. The process according to claim 10, wherein said redox catalyst is a combination of a divalent iron salt, hydrogen peroxide and thiourea dioxide.

14. The process according to claim 13, wherein the natural or regenerated fiber is previously treated with the divalent iron salt and is then applied with the hydrogen peroxide and thiourea dioxide to thereby perform the graft reaction.

15. A method of capturing metal ions, comprising the steps of:

providing a metal chelate-forming fiber comprising at least one metal chelate-forming compound selected from the group consisting of aminocarboxylic acid, aminodicarboxylic acids, thiocarboxylic acid and phosphoric acid bonded to a fiber molecule of a natural fiber or regenerated fiber through a graft reaction product of a crosslinkable compound which has a reactive double bond and a glycidyl group in its molecule, wherein the metal chelate-forming fiber includes a metal chelate forming moiety having a hydroxyl group and an oxygen atom adjacent to a carbonyl group; and

bringing the metal chelate-forming fiber into contact with an aqueous liquid containing metal ions to thereby capture the metal ions from the aqueous liquid.

16. A method of capturing metal ions, comprising the steps of:

providing a metal chelate-forming fiber comprising at least one metal chelate-forming compound selected from the group consisting of aminocarboxylic acid, aminodicarboxylic acids, thiocarboxylic acid and phosphoric acid bonded to a fiber molecule of a natural fiber or regenerated fiber through a graft reaction product of a crosslinkable compound which has a reactive double bond and a glycidyl group in its molecule, wherein the metal chelate-forming fiber includes a metal chelate forming moiety having a hydroxyl group and an oxygen atom adjacent to a carbonyl group; and

bringing the metal chelate-forming fiber into contact with an oily liquid containing metal ions to thereby capture the metal ions from the oily liquid.

17. A method of capturing metal ions, comprising the steps of:

providing a metal chelate-forming fiber comprising at least one metal chelate-forming compound selected from the group consisting of aminocarboxylic acid, aminodicarboxylic acids, thiocarboxylic acid and phosphoric acid bonded to a fiber molecule of a natural fiber or regenerated fiber through a graft reaction product of a crosslinkable compound which has a reactive double bond and a glycidyl group in its molecule, wherein the metal chelate-forming fiber includes a metal chelate forming moiety having a hydroxyl group and an oxygen atom adjacent to a carbonyl group; and

bringing the metal chelate-forming fiber into contact with a gas containing metal ions to thereby capture the metal ions from the gas.

18. A metal chelate fiber comprising a metal is bonded by chelation to the metal chelate-forming fiber comprising at least one metal chelate-forming compound selected from the group consisting of aminodicarboxylic acids, thiocarboxylic acid and phosphoric acid which are reactive to an epoxy group, is bonded to a fiber molecule of a natural fiber or regenerated fiber through a graft reaction product of a crosslinkable compound which has a reactive double bond and a glycidyl group in its molecule;

and

wherein said metal chelate-forming fiber includes a metal chelate forming moiety having a hydroxyl group and an oxygen atom adjacent to a carbonyl group.