IP Library Granted Patent US 11,078,354
Granted Patent B2
US 11,078,354 · App. 16/066,508 · Granted Aug 3, 2021

Fluoroelastomer compounds

Inventor: Christopher J. Bish (Kennett Square, PA)
Assignee: E.I. DEUPONT DE NEMOURS AND COMPANY
C08L27/18C08K3/04C08K5/0025C08K5/14C08K5/25C08K3/013C08K2201/005C08K2201/014
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Quick Facts
Patent No.
US 11,078,354
App. No.
16/066,508
Granted
Aug 3, 2021
Kind
B2
Abstract

The present invention is directed to compounds comprising a perfluoroelastomer and a blend of two different particle size carbon blacks that, when cured with a curing agent, comprise a heterocyclic or perfluorinated crosslink. Such compounds comprise copolymerized units of unsaturated fluorinated olefins, a perfluoro(vinyl ether), and a cure site fluorinated monomer having a nitrile cure site, plus a blend of carbon blacks. Articles cured from these compounds exhibit improved sealing force.

Claims (25)

1. A compound comprising:

A. a perfluoroelastomer comprising a nitrile cure site;

B. a blend of carbon blacks comprising:

1) a large particle size carbon black having a particle size ranging from about 150 to 500 nm, and

2) a small particle size carbon black having a particle size ranging from about 1 to 100 nm; and

C. a curing agent;

wherein the ratio of the concentration of the large particle size carbon black (1) to the concentration of the small particle size carbon black (2) ranges from 20 to 1 to 4 to 1, said concentrations expressed in units of phr.

2. The compound of claim 1 , wherein the curing agent produces a crosslink comprising a heterocyclic structure or a perfluorinated hydrocarbon structure.

3. The compound of claim 1 , wherein the curing agent produces a crosslink comprising a heterocyclic structure.

4. The compound of claim 2 wherein the curing agent is a hydrazide based curing agent, peroxide, or Cl—F.

5. The compound of claim 2 , wherein the heterocyclic structure is aromatic or cycloaliphatic.

6. The compound of claim 1 , wherein the perfluoroelastomer is prepared from a nitrile cure site monomer selected from the group consisting of nitrile-containing fluorinated olefins, nitrile-containing fluorinated vinyl ethers, and combinations of these.

7. The compound of claim 3 , wherein the curing agent is selected from the group consisting of carbohydrazide; carbonic dihydrazide dihydrochloride; 4-phenylsemicarbazide; 4-phenylsemicarbazide hydrochloride; 4,4-diphenylsemicarbazide; oxamic hydrazide; oxalyldihydrazide; semicarbazide; 1,2-hydrazinedicarboxylic acid; dihydrazide; diaminobiuret; thiocarbohydrazide; t-butyl carbazate; isophthalic dihydrazide; thiosemicarbazide; and p-phenylenebissemicarbazide.

8. The compound of claim 1 , wherein the large particle size carbon black has a particle size ranging from about 200 nm to about 500 nm as determined by ASTM D 3849.

9. The compound of claim 1 , wherein the small particle size carbon black has a particle size ranging from about 1 nm to less than about 80 nm as determined by ASTM D 3849.

10. The compound of claim 1 , wherein the small particle size carbon black has a particle size ranging from about 5 nm to less than about 50 nm as determined by ASTM D 3849.

11. The compound of claim 1 , wherein the ratio of the concentration of carbon black (1) to that of carbon black (2) ranges from about 10:1 to 4:1.

12. The compound of claim 1 , wherein the concentration of the large particle size carbon black is from about 40-60 parts per hundred parts perfluoroelastomer.

13. The compound of claim 1 , wherein the concentration of the small particle size carbon black is from about 2-8 parts per hundred parts perfluoroelastomer.

14. The compound of claim 1 , additionally comprising at least one additive in a concentration of from about 1-90 parts per hundred parts perfluoroelastomer.

15. The compound of claim 14 , wherein the at least one additive is selected from the group consisting of tetrafluoroethylene polymers, stabilizers, plasticizers, lubricants, and processing aids.

16. The compound of claim 1 , additionally comprising a co-agent in a concentration of from about 0.1-10 parts per hundred parts perfluoroelastomer.

17. The compound of claim 1 which upon curing has a sealing force that is at least 7 percent greater than the sealing force of an otherwise identical cured compound comprising only a single particle size carbon black.

18. An article comprising the compound of claim 1 or a product of curing the compound of claim 1 , said article selected from the group consisting of a gasket, a seal, tubing, a diaphragm, or an O-ring.

19. A process for curing the compound of claim 1 comprising the step of heating the compound at a temperature ranging from about 150 to 325° C. to provide a cured compound, whereby the cross-link of the cured compound is a heterocyclic structure or a perfluorinated hydrocarbon.

Assignments (7)
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: JPMORGAN CHASE BANK, N.A., AS COLLATERAL AGENT
Reel/Frame 073515/0243 →
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 →
NUNC PRO TUNC ASSIGNMENT Recorded Sep 6, 2024
From: DUPONT POLYMERS, INC.
To: DUPONT POLYMERS, INC.
Reel/Frame 068512/0400 →
CHANGE OF ADDRESS Recorded Sep 6, 2024
From: DUPONT POLYMERS, INC.
To: DUPONT POLYMERS, INC.
Reel/Frame 068859/0287 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 28, 2021
From: BISH, CHRISTOPHER J
To: DUPONT POLYMERS, INC.
Reel/Frame 056069/0367 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 25, 2019
From: E. I. DU PONT DE NEMOURS AND COMPANY
To: DUPONT POLYMERS, INC.
Reel/Frame 049587/0098 →