IP Library Granted Patent US 12,281,224
Granted Patent B2
US 12,281,224 · App. 16/317,911 · Granted Apr 22, 2025

Fluoroelastomer compounds

Inventor: Christopher J. Bish (Kennett Square, PA)
Assignee: DUPONT POLYMERS, INC.
C08L27/18C08K3/04C08K3/22C08K3/30C08K5/25C08L27/20C08L29/10C08K2003/2241C08K2003/3045C08K2201/005
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Quick Facts
Patent No.
US 12,281,224
App. No.
16/317,911
Granted
Apr 22, 2025
Kind
B2
Abstract

The present invention is directed to perfluoroelastomer compounds comprising carbon black having a particle size of 100 nm or greater; a mineral filler selected from the group consisting of titanium dioxide, barium sulfate, or a combination of these; a cure site monomer; and a curing agent. These perfluoroelastomer compounds, when cured into articles, exhibit desirable compression stress relaxation properties.

Claims (23)

1. A curable perfluoroelastomer compound comprising:

A. a perfluoroelastomer comprising copolymerized units of:

(1) tetrafluoroethylene, hexafluoropropylene, or a mixture of these;

(2) at least one perfluoro(alkyl vinyl) ether, perfluoro(alkoxy vinyl) ether, or a mixture of these; and

(3) one or more cure site monomers comprising a functional group selected from the group consisting of nitrile groups, bromine atoms, and iodine atoms;

B. from 10 to 100 phr of at least one carbon black having a particle size of at least 60 nm;

C. from 1 to 35 phr of a mineral filler, wherein the mineral filler is barium sulfate; and

D. a curing agent, wherein the curing agent is selected from the group consisting of oxalyl dihydrazide, carbohydrazide, isophthalic dihydrazide, and t-butyl carbazate;

wherein said perfluoroelastomer compound in the shape of an O-ring, after curing and exposure to distilled water at 225° C. under 20 percent compression for 1500 hours using Wykeham-Farrence testing equipment, exhibits a sealing force retention measured at 90° C. which is at least 25 percent greater than an identical perfluoroelastomer compound lacking said mineral filler.

2. The perfluoroelastomer compound of claim 1 , wherein the cure site monomer comprises a nitrile group.

3. The perfluoroelastomer compound of claim 1 , wherein the cure site monomer is a nitrile-containing perfluorinated vinyl ether.

4. The perfluoroelastomer compound of claim 1 , wherein the carbon black has a particle size of at least 100 nm.

5. An article comprising the cured perfluoroelastomer compound of claim 1 .

6. The article of claim 5 in the form of a gasket, seal, tubing, diaphragm, or O-ring.

7. A process for preparing the perfluoroelastomer compound of claim 1 , comprising the step of:

1) mixing a perfluoroelastomer compound that comprises:

A. a perfluoroelastomer comprising copolymerized units of:

(1) tetrafluoroethylene, hexafluoropropylene, or a mixture of these;

(2) at least one perfluoro(alkyl vinyl) ether, perfluoro(alkoxy vinyl) ether, or a mixture of these; and

(3) one or more cure site monomers comprising a functional group selected from the group consisting of nitrile groups, bromine atoms, and iodine atoms;

B. from 10 to 100 phr of at least one carbon black having a particle size of at least 60 nm;

C. from 1 to 35 phr of a mineral filler, wherein the mineral filler is barium sulfate; and

D. a curing agent, wherein the curing agent is selected from the group consisting of oxalyl dihydrazide, carbohydrazide, isophthalic dihydrazide, and t-butyl carbazate.

Assignments (8)
NUNC PRO TUNC ASSIGNMENT Recorded Nov 6, 2025
From: DUPONT POLYMERS, INC.
To: DUPONT SPECIALTY PRODUCTS USA, LLC
Reel/Frame 072805/0695 →
SECURITY INTEREST Recorded Nov 3, 2025
From: QNITY ELECTRONICS, INC.
To: U.S. BANK TRUST COMPANY, NATIONAL ASSOCIATION, AS NOTES COLLATERAL AGENT
Reel/Frame 073517/0298 →
SECURITY INTEREST Recorded Nov 3, 2025
From: QNITY ELECTRONICS, INC.
To: JPMORGAN CHASE BANK, N.A., AS COLLATERAL AGENT
Reel/Frame 073515/0243 →
CHANGE OF ADDRESS Recorded Sep 6, 2024
From: DUPONT POLYMERS, INC.
To: DUPONT POLYMERS, INC.
Reel/Frame 068859/0287 →
NUNC PRO TUNC ASSIGNMENT Recorded Sep 6, 2024
From: DUPONT POLYMERS, INC.
To: DUPONT POLYMERS, INC.
Reel/Frame 068512/0400 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 4, 2024
From: DUPONT POLYMERS, INC.
To: DUPONT SPECIALTY PRODUCTS USA, LLC
Reel/Frame 066636/0253 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 11, 2022
From: E. I. DU PONT DE NEMOURS AND COMPANY
To: DUPONT POLYMERS, INC.
Reel/Frame 058711/0777 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 4, 2021
From: BISH, CHRISTOPHER J
To: DUPONT POLYMERS, INC.
Reel/Frame 056124/0714 →
Continuity (2)
Provisional Application 62379713 · Aug 25, 2016
Related Publication 20210292534A1 · Sep 23, 2021
References Cited (22)
US 5444116A · Amin et al. · 1995 [cited by applicant]
US 5696189A · Legare · 1997 [cited by applicant]
US 6114452A · Schmiegel · 2000 [cited by examiner]
US 6191208B1 · Takahashi · 2001 [cited by applicant]
US 6281296B1 · MacLachlan et al. · 2001 [cited by applicant]
US 6638999B2 · Bish et al. · 2003 [cited by applicant]
US 7098270B2 · Hochgesang et al. · 2006 [cited by applicant]
US 7514506B2 · Mansfield et al. · 2009 [cited by applicant]
US 8288005B2 · Manzara et al. · 2012 [cited by applicant]
US 20020026014A1 · Bish et al. · 2002 [cited by applicant]
US 20040019153A1 · Coughlin et al. · 2004 [cited by applicant]
US 20060034828A1 · Gerngross et al. · 2006 [cited by applicant]
US 20060201613A1 · Minowa et al. · 2006 [cited by applicant]
US 20080023000A1 · Fenn · 2008 [cited by examiner]
EP 0110420B1 · 1986 [cited by applicant]
EP 1566582A1 · 2005 [cited by applicant]
EP 1591479A1 · 2005 [cited by applicant]
EP 3504269A1 · 2019 [cited by applicant]
JP 2019531369A · 2019 [cited by applicant]
WO 2018038917A1 · 2018 [cited by applicant]
Extended European Search Report in EP Application 17844117.6, Issued Mar. 20, 2020. [cited by applicant]
International Search Report issued in International Application No. PCT/US2017/046030, Nov. 17, 2017. [cited by applicant]