Thermoplastic polyurethane with antistatic properties

• US 8,715,799 B2
• Filed: 07/15/2008
• Issued: 05/06/2014
• Est. Priority Date: 07/17/2007
• Status: Active Grant

• Current Assignee: BASF SE
• Original Assignee: BASF SE
• Inventors: Prissok, Frank, Schaefer, Frank, Egbers, Gitta, Krech, Ruediger, Guenther, Carsten
• Primary Examiner(s): Kashnikow, Erik
• Application Number:
  US12/668,698
• Publication Number:
  US 20100221474A1
• Time in Patent Office: 2,121 Days
• Field of Search: 428/35.7, 428/36.9, 523/150, 524/106, 524/156
• US Class Current: 428/36.9
• CPC Class Codes: C08G 18/0895 Manufacture of polymers by continuous processes C08G18/0838 takes precedence
• CPC Class Codes: C08G 18/4238 derived from dicarboxylic acids and dialcohols
• CPC Class Codes: C08K 2201/017 Additives being an antistatic agent
• CPC Class Codes: C08K 3/017 Antistatic agents
• CPC Class Codes: C08K 5/3445 Five-membered rings
• CPC Class Codes: C08K 5/41 Compounds containing sulfur bound to oxygen
• CPC Class Codes: C08L 75/04 Polyurethanes
• CPC Class Codes: Y10T 428/1352 Polymer or resin containing [i.e., natural or synthetic]
• CPC Class Codes: Y10T 428/139 Open-ended, self-supporting conduit, cylinder, or tube-type article

Abstract

The present invention relates to antistatic, thermoplastic polyurethane comprising ethylmethylimidazole ethyl sulfate, to a process for production of antistatic, thermoplastic polyurethane comprising ethylmethylimidazole ethyl sulfate, and to the use of ethylmethylimidazole ethyl sulfate for the production of antistatic, thermoplastic polyurethane.

Claims

1. An antistatic, thermoplastic polyurethane, comprising ethylmethylimidazole ethyl sulfate.

2. The antistatic, thermoplastic polyurethane according to claim 1, which is transparent.

3. The antistatic, thermoplastic polyurethane according to claim 1, wherein an amount of the ethylmethylimidazole ethyl sulfate, based on a total weight of the thermoplastic polyurethane, is from 0.001 to 30% by weight.

4. The antistatic, thermoplastic polyurethane according to claim 3, wherein an amount of the ethylmethylimidazole ethyl sulfate, based on the total weight of the thermoplastic polyurethane, is from 0.1 to 5% by weight.

5. A conveying hose, comprising the antistatic, thermoplastic polyurethane according to claim 2.

6. A foil, hose, or cable sheath, comprising the antistatic, thermoplastic polyurethane according to claim 1.

7. A shoe sole, comprising the antistatic, thermoplastic polyurethane according to claim 1.

8. The polyurethane of claim 1, having a volume resistivity of 1.5E+07 to 6.4E+07 Ω

/cm.

9. The polyurethane of claim 1, having the following mechanical properties:

an abrasion resistance to DIN 53516 of 85 to 172 mm3;

a tensile strength to DIN 53504 of 22 to 30 N/mm2;

a tensile strain at break to DIN 53504 of 850% to 900%; and

a Shore A hardness to DIN 53505 of 60 to 65.

11. A process for producing the antistatic, thermoplastic polyurethane according to claim 1, the process comprising mixing

a) at least one organic or modified polyisocyanate, or both, with

b) at least one relatively high-molar-mass compound having at least one hydrogen atom reactive toward isocyanate,

d) an antistatic additive comprising ethylmethylimidazole ethyl sulfate, and

e) at least one catalyst,

to give a reaction mixture, and reacting said reaction mixture to form an antistatic, thermoplastic polyurethane.

12. The process according to claim 11, further comprising mixing a low-molar-mass chain extender with the at least one relatively high-molar-mass compound.

13. The process according to claim 11, further comprising mixing an additional additive.

14. The process of claim 11, wherein the at least one organic or modified polyisocyanate a) is an aliphatic, cycloaliphatic, araliphatic, or aromatic diisocyanate, or mixtures thereof.

15. The process of claim 11, wherein the at least one relatively high-molar-mass compound b) is a polyesterol, a polyetherol, a polycarbonatediol, or mixtures thereof.

16. The process of claim 12, wherein the low-molar-mass chain extender is an analiphatic, araliphatic, aromatic, or cycloaliphatic compound, or a mixture thereof.

17. The process of claim 11, wherein the at least one catalyst is a tertiary amine.

18. The process of claim 17, wherein the tertiary amine is selected from the group consisting of triethylamine, dimethylcyclohexylamine, N-methylmorpholine, N,N′

-dimethylpiperazine, 2-(dimethylaminoethoxy)ethanol, and diazabicyclo[2.2.2]octane.

19. The process of claim 13, wherein the additional additive is a blowing agent, a surfactant, a filler, a nucleating agent, a lubricant, a mold release agent, a dye, a pigment, an antioxidant, or mixtures thereof.

20. The process of claim 12, wherein a ratio by weight of the relatively high-molar-mass compound (b) to the chain extender (c) is from 0.5:

1 to 20;

1.

10. An active-ingredient concentrate, comprising from 30 to 80% by weight, based on a total weight of the active-ingredient concentrate, of ethylmethylimidazole ethyl sulfate and from 70 to 30% by weight of a thermoplastic polyurethane.