Anti-static compositions

Patent metadata

Field	Value
Publication number	US-10246573-B2
Application number	US-201715423061-A
Country	US
Kind code	B2
Filing date	Feb 2, 2017
Priority date	Feb 2, 2016
Publication date	Apr 2, 2019
Grant date	Apr 2, 2019

Abstract

Various embodiments disclosed relate to anti-static compositions and gloves made from the same. In various embodiments, the present invention provides a doped polyaniline comprising a dopant that is a polyacrylic acid; a polymethacrylic acid; a sulfonatocalixarene; a cyclodextrin sulfate; a compound having the structure:

wherein R 2 is chosen from substituted or unsubstituted (C 1 -C 10 )hydrocarbyl- and substituted or unsubstituted (C 1 -C 10 )hydrocarbyl-O—, L 1 is substituted or unsubstituted (C 1 -C 10 )hydrocarbylene, L 2 is chosen from a bond, —O—, —O—C(O)—, and —NH—C(O)—, and n is about 1 to about 100,000; a salt thereof; or a combination thereof.

First claim

What is claimed is:

1. A doped polyaniline comprising a dopant that is:
a polymer comprising
a compound having the structure:

 or a salt thereof,
wherein
R 2 is chosen from substituted or unsubstituted (C 1 -C 10 )hydrocarbyl- and substituted or unsubstituted (C 1 -C 10 )hydrocarbyl-O—,
L 1 is substituted or unsubstituted (C 1 -C 10 )hydrocarbylene,
L 2 is chosen from a bond, —O—, —O—C(O)—, and —NH—C(O)—, and
n is about 1 to about 100,000;
p-sulfonatocalix[n]arene or a salt thereof, wherein n is an even integer that is from 10 to about 100;
or
a combination thereof.

2. The doped polyaniline of claim 1 , wherein the doped polyaniline comprises a repeating group having the structure:

wherein A − is the conjugate base of the dopant, the dopant having the structure A-H or a salt thereof.

3. The doped polyaniline of claim 1 , wherein the dopant is hygroscopic.

4. The doped polyaniline of claim 1 , wherein the doped polyaniline is conductive.

5. The doped polyaniline of claim 4 , wherein the doped polyaniline has a conductivity of about 10 −10 S/cm to about 10 S/cm.

6. The doped polyaniline of claim 1 , wherein the dopant is the compound which comprises 2-[2-(2-methoxyethoxy)ethoxy]acetic acid, methoxypolyethylene glycol 5,000 acetic acid, methoxypolyethylene glycol 5,000 propionic acid, O-(2-carboxyethyl)-O′-methyl-undecaethylene glycol, O-methyl-O′-succinylpolyethylene glycol 2,000, O-methyl-O′-succinylpolyethylene glycol 5,000, O-[2-(3-succinylamino)ethyl]-O′-methyl-polyethylene glycol having an M n of about 20,000;
or wherein the dopant further comprises a polymer comprising a repeating unit that has the structure:

or a salt thereof,
wherein R 1 is chosen from —H and —CH 3 ;
a cyclodextrin sulfate, or salts thereof;
or comprises combinations thereof.

7. The doped polyaniline of claim 1 , wherein the dopant further comprises p-sulfonatocalix[4]arene, p-sulfonatocalix[6]arene, p-sulfonatocalix[8]arene, a salt thereof, or a combination thereof.

8. The doped polyaniline of claim 1 , wherein the dopant further comprises alpha cyclodextrin sulfate, beta cyclodextrin sulfate, gamma cyclodextrin sulfate, a salt thereof, or comprises a combination thereof.

9. The doped polyaniline of claim 1 , wherein the dopant is about 40 wt % to about 60 wt % of the polyaniline.

10. A vulcanized product comprising:
a composition comprising:
a doped polyaniline comprising a dopant that is:
a compound having the structure:

 or a salt thereof
wherein R 2 is chosen from substituted or unsubstituted (C 1 -C 10 )hydrocarbyl- and substituted or unsubstituted (C 1 -C 10 )hydrocarbyl-O—, L 1 is substituted or unsubstituted (C 1 -C 10 )hydrocarbylene, L 2 is chosen from a bond, —O—, —O—C(O)—, and —NH—C(O)—, and n is about 1 to about 100,000;
p-sulfonatocalix[n]arene or a salt thereof, wherein n is an even integer that is from 10 to about 100;
or
a combination thereof; and
a resin, wherein the composition is exposed to conditions sufficient to vulcanize the composition to form the vulcanized product.

11. The vulcanized product of claim 10 , wherein the doped polyaniline comprises a repeating group having the structure:

wherein A − is the conjugate base of the dopant, the dopant having the structure A-H or a salt thereof.

12. The vulcanized product of claim 10 , wherein the doped polyaniline is about 5 wt % to about 10 wt % of the composition.

13. The vulcanized product of claim 10 , wherein the resin is about 85 wt % to about 95 wt % of the composition.

14. The vulcanized product of claim 10 , wherein the resin is a natural rubber, a synthetic rubber, a polymer, or a combination thereof.

15. The vulcanized product of claim 10 , wherein the resin is polyvinyl chloride (PVC), chlorinated polyvinyl chloride (CPVC), polyvinyl alcohol, natural rubber, natural latex, a polyolefin, nitrile rubber, nitrile latex, chloroprene latex, butyl latex, fluoric latex, polyurethane, polychloroprene rubber, butyl rubber, fluorine rubber, a combination thereof, or a material curable to form any one of the foregoing.

16. The vulcanized product of claim 10 , wherein the composition further comprises a flame retardant, a plasticizer, a lubricant, an antimicrobial agent, or a combination thereof.

17. The vulcanized product of claim 10 , wherein the product is formed by dipping a hand-shaped former into the composition, prior to exposing the composition to conditions sufficient to vulcanize the composition.

18. The product of claim 10 , wherein the vulcanized product is a glove.

19. The vulcanized product of claim 10 , wherein the dopant is the compound which comprises 2-[2-(2-methoxyethoxy) ethoxy]acetic acid, methoxypolyethylene glycol 5,000 acetic acid, methocypolyethylene glycol 5,000 propionic acid, O-(2-carboxyethyl)-O′-methyl-undecaethylene glycol, O-methyl-O′-succinylpolyethylene glycol 2,000, O-methyl-O′-succinylpolyethylene glycol 5,000, O-[2-(3-succinylamino)ethyl]-O′-methyl-polyethylene glycol having an M n of about 20,000;
or wherein the dopant further comprises a polymer comprising a repeating unit that has the structure:

 or a salt thereof,

wherein R 1 is chosen from —H and —CH 3 ;
or wherein the dopant further comprises p-sulfonatocalix[4]arene, p-sulfonatocalix[6]arene, p-sulfonatocalix[8]arene, a cyclodextrin sulfate, or salts thereof;

or comprises combinations thereof.

20. A method of making a glove, the method comprising:
making a doped polyaniline composition by doping an emeraldine free base with a dopant that is:
a polymer comprising a repeating unit that has the structure:

 or a salt thereof,
wherein R 1 is chosen from —H and —CH 3 ;
a compound having the structure:

 or a salt thereof,
wherein
R 2 is chosen from substituted or unsubstituted (C 1 -C 10 )hydrocarbyl- and substituted or unsubstituted (C 1 -C 10 )hydrocarbyl-O—,
L 1 is substituted or unsubstituted (C 1 -C 10 )hydrocarbylene,
L 2 is chosen from a bond, —O—, —O—C(O)—, and —NH—C(O)—, and
n is about 1 to about 100,000;
a sulfonatocalixarene, or a salt thereof;
a cyclodextrin sulfate, or a salt thereof; or
a combination thereof; and
dipping a hand-shaped former into the doped polyaniline composition to form a coated hand-shaped former;
exposing the coated hand-shaped former to conditions sufficient to vulcanize the composition to form a glove; and
removing the glove from the hand-shaped former.

Assignees

• Honeywell Int Inc

Inventors

• Serban Bogdan-Catalin
• Cobianu Cornel P
• Buiu Octavian
• Brezeanu Mihai
• Stratulat Alisa
• Dumitru Viorel Georgel
• Piesker Andrea
• Saunier Christiane
• Farin Eric

Classifications

• B29K2079/00

  Use of polymers having nitrogen, with or without oxygen or carbon only, in the main chain {, not provided for in groups B29K2061/00 - B29K2077/00}, as moulding material · CPC title

• B29K2105/0038

  Plasticisers · CPC title

• C08G73/0266

  Polyanilines or derivatives thereof · CPC title

• B29L2031/4864

  Gloves · CPC title

• C09K3/16 Primary

  Anti-static materials · CPC title