IP Library Granted Patent US 8,758,662
Granted Patent B2
US 8,758,662 · App. 13/192,886 · Granted Jun 24, 2014

Nitrile rubber article having natural rubber characteristics

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Quick Facts
Patent No.
US 8,758,662
App. No.
13/192,886
Granted
Jun 24, 2014
Kind
B2
Abstract

An improved process and material for making elastomeric nitrile rubber articles is disclosed. In particular, the process and material formulation can produce nitrile rubber based articles, which exhibit force-strain characteristics that are comparable to those of natural rubber latex articles, while maintaining the tensile strength properties of nitrile rubber. The process includes an accelerator composition at the pre-cure stage having a dithiocarbamate, a thiazole, and a guanidine compound. The invention also includes an elastomeric nitrile rubber product made by the process, such as examination, surgical, or work gloves.

Claims (30)

1. A process for making an elastomeric article, the process comprising:

a) preparing a compounded carboxylated nitrile-butadiene terpolymer latex formulation containing, in terms of parts per 100 dry parts of rubber consisting of the carboxylated nitrile-butadiene terpolymer, between 0-1.5 parts of an alkali agent that provides monovalent ions and 0.5-1.5 parts of zinc oxide wherein the total combined amount of the alkali agent and zinc oxide is greater than 1.0 part per 100 dry parts of rubber, a stabilizer and, one or more accelerator from a group including a guanidine, dithiocarbamate, and optionally a thiazole compound, and adjusting the pH of the formulation to about 8.5 or higher;

b) dipping a former into said compounded carboxylated nitrile-butadiene terpolymer latex formulation rubber composition; and

c) curing said compounded nitrile-butadiene terpolymer latex formulation rubber to form said elastomeric article.

2. The process according to claim 1 , wherein said accelerator composition comprises: zinc diethyldithiocarbamate (ZDEC), zinc 2-mercaptobenzithiazole (ZMBT), and diphenyl guanidine (DPG).

3. The process according to claim 1 , wherein said guanidine, dithiocarbamate, and thiazole, are in a ratio of about 2:1:1, respectively.

4. The process of claim 1 , wherein the alkali agent is selected from potassium hydroxide, ammonium hydroxide, or the like and combinations thereof.

5. The process of claim 1 , wherein the pH is adjusted as the last step in the compounding sequence.

6. The process of claim 1 , wherein the pH of the formulation is 9-12.5.

7. The process of claim 1 , wherein the formulation is a latex containing 15-25% total solids content.

8. The process of claim 1 , wherein the article is an elastomeric glove.

9. The process of claim 8 , wherein the article has:

an elastic modulus in the range of 3 MPa to 6 at MPa at 300% stretch-elongation, and a tensile strength at break in the range of 30 MPa to 55 MPa.

10. A process for making an elastomeric article, the process comprising:

a) preparing a compounded formulation containing: (i) a carboxylated nitrile-butadiene random terpolymer latex having an acrylonitrile content of between about 17 wt. % to 45 wt. %, a carboxylic acid content of up to about 15 wt. %, and the remaining balance of the terpolymer being butadiene, (ii) in terms of parts per 100 dry parts of rubber consisting of the carboxylated nitrile-butadiene random terpolymer, between 0-1.5 parts of an alkali agent that provides monovalent ions and 0.5-1.5 parts of a metallic oxide wherein the total combined amount of the alkali agent and metallic oxide is greater than 1.0 part per 100 dry parts of rubber, (iii) a stabilizer and, (iv) one or more accelerator from a group including a guanidine, dithiocarbamate, and optionally a thiazole compound; adjusting the total solids content of the formulation to about 15 to 25%, and adjusting the pH of the formulation to about 8.5 or higher;

b) dipping a former into the compounded carboxylated nitrile-butadiene latex formulation; and

c) curing said compounded nitrile-butadiene latex formulation to form said elastomeric article.

11. The process according to claim 10 , wherein said accelerator composition comprises: zinc diethyldithiocarbamate (ZDEC), zinc 2-mercaptobenzithiazole (ZMBT), and diphenyl guanidine (DPG).

12. The process according to claim 10 , wherein said guanidine, dithiocarbamate, and thiazole, are in a ratio of about 2:1:1, respectively.

13. The process of claim 10 , wherein the alkali agent is selected from potassium hydroxide, ammonium hydroxide, or the like and combinations thereof and the metallic oxide is zinc oxide.

14. The process of claim 10 , wherein the pH is adjusted as the last step in the compounding sequence.

15. The process of claim 10 , wherein the pH of the formulation is 9-12.5.

16. The process of claim 10 , wherein the formulation is a latex containing 15-25% total solids content.

17. The process of claim 10 , wherein the article is an elastomeric glove.

18. The process of claim 17 , wherein the article has:

an elastic modulus in the range of 3 MPa to 6 at MPa at 300% stretch-elongation, and a tensile strength at break in the range of 30 MPa to 55 MPa.

19. A process for making an elastomeric article, the process comprising:

a) preparing a compounded formulation containing a blend of: (i) a first carboxylated nitrile-butadiene random terpolymer latex, (ii) a second carboxylated nitrile-butadiene random terpolymer latex, the compositional ratio ranging, respectively, from about 60:40 to about 40:60, wherein the blend of the first and second latexes have an acrylonitrile content of between about 17 wt. % to 45 wt. %, a carboxylic acid content of up to about 15 wt. %, and the remaining balance of the terpolymer being butadiene, (iii) in terms of parts per 100 dry parts of rubber consisting of the carboxylated nitrile-butadiene random terpolymer, between 0-1.5 parts of an alkali agent that provides monovalent ions and 0.5-1.5 parts of a metallic oxide wherein the total combined amount of the alkali agent and metallic oxide is greater than 1.0 part per 100 dry parts of rubber, (iv) a stabilizer and, (v) one or more accelerator from a group including a guanidine, dithiocarbamate, and optionally a thiazole compound; adjusting the total solids content of the formulation to about 15 to 25%, and adjusting the pH of the formulation to about 8.5 or higher;

b) dipping a former into the compounded carboxylated nitrile-butadiene latex formulation; and

c) curing said compounded nitrile-butadiene latex formulation to form said elastomeric article.

Assignments (16)
SECURITY INTEREST Recorded May 19, 2026
From: O&M HALYARD, INC.; MEDICAL ACTION INDUSTRIES INC.; OWENS & MINOR DISTRIBUTION, INC.
To: PLC AGENT LLC
Reel/Frame 075647/0354 →
RELEASE OF SECURITY INTEREST Recorded Jan 6, 2026
From: BANK OF AMERICA, N.A.
To: MEDICAL ACTION INDUSTRIES INC.; O&M HALYARD, INC.; OWENS & MINOR DISTRIBUTION, INC.
Reel/Frame 074203/0026 →
RELEASE OF SECURITY INTEREST Recorded Jan 6, 2026
From: JPMORGAN CHASE BANK, N.A.
To: O&M HALYARD, INC.; OWENS & MINOR DISTRIBUTION, INC.
Reel/Frame 074212/0570 →
SECURITY AGREEMENT (ABL) Recorded Dec 31, 2025
From: MEDICAL ACTION INDUSTRIES INC.; O&M HALYARD, INC.; OWENS & MINOR MEDICAL, LLC
To: BANK OF AMERICA, N.A., AS LEAD COLLATERAL AGENT; PNC BANK, NATIONAL ASSOCIATION, AS CO-COLLATERAL AGENT; WELLS FARGO BANK, NATIONAL ASSOCIATION, AS CO-COLLATERAL AGENT
Reel/Frame 074161/0401 →
RELEASE OF SECURITY INTEREST Recorded Jun 30, 2022
From: CITIBANK, N.A.
To: AVENT, INC.; AVANOS MEDICAL SALES, LLC
Reel/Frame 060557/0062 →
PATENT SECURITY AGREEMENT Recorded Mar 29, 2022
From: O&M HALYARD, INC.; OWENS & MINOR DISTRIBUTION, INC.
To: JPMORGAN CHASE BANK, N.A., AS COLLATERAL AGENT
Reel/Frame 059541/0024 →
RELEASE OF SECURITY INTEREST Recorded Mar 12, 2021
From: BANK OF AMERICA, N.A.
To: OWENS & MINOR DISTRIBUTION, INC.; MEDICAL ACTION INDUSTRIES, INC.; O&M HALYARD, INC.
Reel/Frame 055583/0722 →
PATENT SECURITY AGREEMENT Recorded Mar 12, 2021
From: MEDICAL ACTION INDUSTRIES INC.; OWENS & MINOR DISTRIBUTION, INC.; O&M HALYARD, INC.
To: BANK OF AMERICA, N.A.
Reel/Frame 055582/0407 →
INTELLECTUAL PROPERTY SECURITY INTEREST ASSIGNMENT AGREEMENT Recorded Jan 23, 2019
From: MORGAN STANLEY SENIOR FUNDING, INC.
To: CITIBANK, N.A.
Reel/Frame 048173/0137 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 11, 2018
From: LIPINSKI, TIMOTHY M.
To: KIMBERLY-CLARK WORLDWIDE, INC.
Reel/Frame 046838/0109 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 11, 2018
From: AVENT, INC., A SUBSIDIARY OF HALYARD HEALTH, INC.
To: O&M HALYARD, INC.
Reel/Frame 047047/0228 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 11, 2018
From: KIMBERLY-CLARK WORLDWIDE, INC.
To: AVENT, INC.
Reel/Frame 047047/0254 →
NOTICE OF GRANT OF SECURITY INTEREST IN PATENTS Recorded May 8, 2018
From: O&M HALYARD, INC.
To: BANK OF AMERICA, N.A., AS COLLATERAL AGENT
Reel/Frame 046100/0646 →
RELEASE OF SECURITY INTEREST Recorded May 1, 2018
From: MORGAN STANLEY SENIOR FUNDING, INC.
To: AVENT, INC.
Reel/Frame 046476/0710 →
SECURITY INTEREST Recorded Apr 6, 2015
From: AVENT, INC.
To: MORGAN STANLEY SENIOR FUNDING, INC.
Reel/Frame 035375/0867 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 13, 2015
From: KIMBERLY-CLARK WORLDWIDE, INC.
To: AVENT, INC.
Reel/Frame 034753/0001 →