# US 11,078,354 B2 · Fluoroelastomer compounds > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 11,078,354 B2 - Document ID: US11078354B2 - Status: Granted - Kind: B2 - Application number: 16/066,508 - Filed: 2017-02-17 - Published: 2020-09-10 - Granted: 2021-08-03 - Earliest claimed: 2016-01-26 - Assignees: E.I. Deupont De Nemours and Company - Applicants: E I Du Pont De Nemours and Company - Inventors: Christopher J. Bish - Web page: https://patentgrep.com/patent/US11078354B2 ## CPC - C08L 27/18: Homopolymers or copolymers or tetrafluoroethene - C08K 3/04: Carbon - C08K 5/0025: {Crosslinking or vulcanising agents; including accelerators} - C08K 5/14: Peroxides - C08K 5/25: Carboxylic acid hydrazides - C08K 3/013: Fillers, pigments or reinforcing additives - C08K 2201/005: Additives being defined by their particle size in general - C08K 2201/014: Additives containing two or more different additives of the same subgroup in C08K - C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06) - C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09) ## 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 ### Claim 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. ### Claim 2 (depends on 1) The compound of claim 1, wherein the curing agent produces a crosslink comprising a heterocyclic structure or a perfluorinated hydrocarbon structure. ### Claim 3 (depends on 1) The compound of claim 1, wherein the curing agent produces a crosslink comprising a heterocyclic structure. ### Claim 4 (depends on 2) The compound of claim 2 wherein the curing agent is a hydrazide based curing agent, peroxide, or Cl—F. ### Claim 5 (depends on 2) The compound of claim 2, wherein the heterocyclic structure is aromatic or cycloaliphatic. ### Claim 6 (depends on 1) 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. ### Claim 7 (depends on 3) 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. ### Claim 8 (depends on 1) 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. ### Claim 9 (depends on 1) 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. ### Claim 10 (depends on 1) 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. ### Claim 11 (depends on 1) 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. ### Claim 12 (depends on 1) 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. ### Claim 13 (depends on 1) 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. ### Claim 14 (depends on 1) The compound of claim 1, additionally comprising at least one additive in a concentration of from about 1-90 parts per hundred parts perfluoroelastomer. ### Claim 15 (depends on 14) 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. ### Claim 16 (depends on 1) The compound of claim 1, additionally comprising a co-agent in a concentration of from about 0.1-10 parts per hundred parts perfluoroelastomer. ### Claim 17 (depends on 1) 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. ### Claim 18 (depends on 1) 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. ### Claim 19 (depends on 1) 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.