Water-and oil-repellent, antistatic composition

• US 6,592,988 B1
• Filed: 12/29/1999
• Issued: 07/15/2003
• Est. Priority Date: 12/29/1999
• Status: Expired due to Term

• Current Assignee: 3M Innovative Properties Company (3M Company)
• Original Assignee: 3M Innovative Properties Company (3M Company)
• Inventors: Klun, Thomas P., Lamanna, William M., Thompson, Delton R.
• Primary Examiner(s): Kelly, Cynthia H.
• Assistant Examiner(s): GRAY, JILL M
• Application Number:
  US09/474,711
• Time in Patent Office: 1,294 Days
• Field of Search: 428/375, 428/394, 442/89, 442/82, 442/79, 252/8.81, 252/8.62, 252/8.84
• US Class Current: 428/375
• CPC Class Codes: C08K 5/0075 Antistatics
• CPC Class Codes: C08K 5/42 Sulfonic acids; Derivatives thereof
• CPC Class Codes: C09D 5/00 Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced electrically insulating plastics, resins or waxes H01B3/30; Filling pastes
• CPC Class Codes: D01F 1/09 for making electroconductive or anti-static filaments
• CPC Class Codes: D06M 13/236 containing halogen atoms
• CPC Class Codes: D06M 13/285 Phosphines; Phosphine oxides; Phosphine sulfides; Phosphinic or phosphinous acids or derivatives thereof
• CPC Class Codes: D06M 13/463 derived from monoamines
• CPC Class Codes: D06M 13/47 derived from heterocyclic compounds
• CPC Class Codes: D06M 15/277 containing fluorine
• CPC Class Codes: D06M 15/576 containing fluorine
• CPC Class Codes: D06M 2200/00 Functionality of the treatment composition and/or properties imparted to the textile material
• CPC Class Codes: D06M 2200/11 Oleophobic properties
• CPC Class Codes: D06M 2200/12 Hydrophobic properties
• CPC Class Codes: Y10S 524/91 Antistatic compositions
• CPC Class Codes: Y10T 428/23936 Differential pile length or surface
• CPC Class Codes: Y10T 428/2933 Coated or with bond, impregnation or core
• CPC Class Codes: Y10T 428/2967 Synthetic resin or polymer
• CPC Class Codes: Y10T 428/31504 Composite [nonstructural laminate]
• CPC Class Codes: Y10T 428/31511 Of epoxy ether
• CPC Class Codes: Y10T 428/3154 Of fluorinated addition polymer from unsaturated monomers
• CPC Class Codes: Y10T 428/31544 : Addition polymer is perhalogenated
• CPC Class Codes: Y10T 428/31551 : Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
• CPC Class Codes: Y10T 442/2164 : Coating or impregnation specified as water repellent
• CPC Class Codes: Y10T 442/2189 : Fluorocarbon containing
• CPC Class Codes: Y10T 442/2238 : Fluorocarbon containing
• CPC Class Codes: Y10T 442/2246 : Nitrogen containing

Abstract

A water- and oil-repellent, antistatic composition comprises (a) at least one nonpolymeric ionic salt consisting of (i) at least one cation selected from the group consisting of monovalent metal cations, divalent metal cations, and organic onium cations, and (ii) at least one weakly coordinating anion, the conjugate acid of the anion having an acidity greater than or equal to that of a hydrocarbon sulfonic acid, and with the proviso that the anion is organic or fluoroorganic when the cation is a metal; (b) at least one fluorochemical repellency-imparting additive or repellent; and (c) at least one insulating material. The composition exhibits good antistatic and repellency characteristics.

Claims

1. A water- and oil-repellent, antistatic composition comprising (a) at least one nonpolymeric ionic salt consisting of (i) at least one cation selected from the group consisting of monovalent metal cations,divalent metal cations, and organic onium cations and (ii) at least one weakly coordinating anion, the conjugate acid of said anion having an acidity greater than or equal to that of a hydrocarbon sulfonic acid, and with the proviso that said anion is organic or fluoroorganic when said cation is a metal;

(b) at least one fluorochemical repellent; and

(c) at least one insulating material selected from the group consisting of thermoplastic polymers, thermoset polymers, and reactive precursors thereof;

wherein said composition is prepared by forming a blend of components (a), (b), and (c).

2. The composition of claim 1 wherein said cation is an organic onium cation.

3. The composition of claim 2 wherein said organic onium cation is a nitrogen onium cation or a phosphorus onium cation.

4. The composition of claim 2 wherein said organic onium cation is selected from the group consisting of acyclic and unsaturated cyclic organic onium cations.

5. The composition of claim 4 wherein said organic onium cation is acyclic.

6. The composition of claim 5 wherein said acyclic organic onium cation is a quaternary or tertiary ammonium or phosphonium ion.

7. The composition of claim 1 wherein said hydrocarbon sulfonic acid has from 1 to about 20 carbon atoms.

8. The composition of claim 1 wherein the Hammett acidity function, H₀, of said conjugate acid is less than about −

7.

9. The composition of claim 1 wherein said anion is selected from the group consisting of organic anions and fluoroorganic anions.

10. The composition of claim 9 wherein said organic anions are selected from the group consisting of alkane sulfonates, aryl sulfonates, and alkaryl sulfonates.

11. The composition of claim 9 wherein said fluoroorganic anions are perfluorinated.

12. The composition of claim 11 wherein said fluoroorganic anions are selected from the group consisting of perfluoroalkanesulfonates, cyanoperfluoroalkanesulfonylamides, bis(cyano)perfluoroalkanesulfonylmethides, bis(perfluoroalkanesulfonyl)imides, bis(perfluoroalkanesulfonyl)methides, and tris(perfluoroalkanesulfonyl)methides.

13. The composition of claim 1 wherein said ionic salt is thermally stable at about 250°

C.

14. The composition of claim 1 wherein said ionic salt consists of at least one cation selected from the group consisting of alkyl phosphonium cations, aromatic nitrogen onium cations, and acyclic nitrogen onium cations;

and at least one organic or fluoroorganic anion.

15. The composition of claim 1 wherein said fluorochemical repellent comprises at least one fluorochemical group that contains a perfluorinated carbon chain having from 3 to about 20 carbon atoms.

16. The composition of claim 15 wherein said fluorochemical group is a perfluoroaliphatic group.

17. The composition of claim 1 wherein said fluorochemical repellent comprises at least one fluorochemical selected from the group consisting of fluorochemical urethanes, ureas and substituted ureas, esters, ethers, alcohols, epoxides, allophanates, amides, amines and salts thereof, acids and salts thereof, carbodiimides, guanidines, oxazolidinones, isocyanurates, piperazines, aminoalcohols, sulfones, imides, biurets, acrylate and methacrylate homopolymers and copolymers, siloxanes, alkoxysilanes, chlorosilanes, and-mixtures thereof.

18. The composition of claim 17 wherein said fluorochemical repellent comprises at least one fluorochemical selected from the group consisting of fluorochemical oxazolidinones, fluorochemical esters, fluorochemical amides, and mixtures thereof.

19. The composition of claim 1 wherein said insulating material is a thermoplastic polymer.

20. The composition of claim 1 wherein said blend is a melt blend.

21. A fiber comprising the composition of claim 1.

22. A fabric comprising the fiber of claim 21.

23. A coating comprising the composition of claim 1.

24. A water- and oil-repellent, antistatic composition comprising (a) at least one nonpolymeric ionic salt consisting of (i) at least one nitrogen onium or phosphorus onium cation and (ii) at least one weakly coordinating anion, the conjugate acid of said anion having an acidity greater than or equal to that of ethane sulfonic acid or p-toluene sulfonic acid;

(b) at least one fluorochemical repellent that is suitable for use as a melt additive; and

(c) at least one thermoplastic polymer;

wherein said composition is prepared by forming a melt blend of components (a), (b), and (c).

25. The composition of claim 24 wherein said ionic salt is selected from the group consisting of octyldimethyl-2-hydroxyethylammonium bis (trifluoromethylsulfonyl)imide, octyldimethyl-2-hydroxyethylammonium trifluoromethanesulfonate, octyldimethyl-2-hydroxyethylammonium nonafluorobutanesulfonate, triethylammonium bis(perfluoroethanesulfonyl)imide, 1,3-ethylmethylimidazolium nonafluorobutanesulfonate, 1,3-ethylmethylimidazolium bis(trifluoromethanesulfonyl)imide, 1,3-ethylmethylimidazolium trifluoromethanesulfonate, tetrabutylphosphonium perfluorobutanesulfonate, and mixtures thereof.

26. The composition of claim 24 wherein said anion is selected from the group consisting of perfluoroalkanesulfonates and bis(perfluoroalkanesulfonyl)imides.

27. A topical treatment composition comprising (a) at least one nonpolymeric ionic salt consisting of (i) at least one cation selected from the group consisting of monovalent metal cations, divalent metal cations, and organic onium cations and (ii) at least one weakly coordinating fluoroorganic anion, the conjugate acid of said anion having an acidity greater than or equal to that of a hydrocarbon sulfonic acid;

and (b) at least one fluorochemical repellent.