Patent US5789489A successfully refreshed from Google Patents.
US5789489A
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Fast-curing perfluoroelastomer composition
Assignee: EIDP Inc
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Filing: 1997-08-08
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Granted: 1998-08-04
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Expires: 2017-08-08
Abstract
Abstract Fast curing perfluoroelastomer compositions are provided which comprise a perfluoroelastomer having a plurality of nitrile groups and a plurality of carboxyl-containing groups, carboxylate-containing groups, carboxamide groups, or mixtures thereof; and an organotin curing agent.
Inventors
- 👤 Michael Cregg Coughlin
- 👤 Charles David Monaco
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 14:27
CPC Classifications
C; C08; C08F; C08F214/00; C08F214/18; C08F214/26; C08F214/262; C08K; C08K5/00; C08K5/56; C08K5/57
Claims Analysis
Total Claims: 27
Claim 1
Independent Claim
237 words
A curable perfluoroelastomer composition comprising (A) a perfluoroelastomer comprising copolymerized units of (1) a perfluoroolefin; (2) a perfluorovinyl ether selected from the group consisting of perfluoro(alkyl vinyl) ethers, perfluoro(alkoxy vinyl) ethers, and mixtures thereof; and (3) a cure site monomer having at least one nitrile group, selected from the group consisting of fluorinated olefins having at least one nitrile group, fluorinated vinyl ethers having at least one nitrile group, and mixtures thereof; wherein the perfluoroelastomer is characterized by i) having a plurality of carbonyl-containing endgroups selected from the group consisting of carboxyl endgroups, carboxylate endgroups, carboxamide endgroups, and mixtures thereof and ii) being substantially free of ionizable or ionized endgroups other than those having carbonyl-containing functional groups; and wherein the integrated absorbance ratio of the carbonyl-containing endgroups is greater than 0.1, the integrated absorbance ratio being determined by calculating the ratio of the integrated peak intensity within the range of 1620-1840 cm -1 to that within the range of 2220-2740 cm -1 , as measured on a Fourier transform infrared spectrum of the perfluoroelastomer; and (B) about 0.1 to about 10 parts by weight per hundred parts by weight perfluoroelastomer of an organotin curing agent wherein the perfluoroelastomer composition is characterized by having a t s 2 of less than 4 minutes, when measured with a moving die rheometer at a moving die frequency of 1.66 Hertz, using an oscillation amplitude of ±0.5 degrees at 199° C.
Claim 2
Dependent Claim
237 words
A curable perfluoroelastomer composition comprising (A) a perfluoroelastomer comprising copolymerized units of (1) a perfluoroolefin; (2) a perfluorovinyl ether selected from the group consisting of perfluoro(alkyl vinyl) ethers, perfluoro(alkoxy vinyl) ethers, and mixtures thereof; and (3) a cure site monomer having at least one nitrile group, selected from the group consisting of fluorinated olefins having at least one nitrile group, fluorinated vinyl ethers having at least one nitrile group, and mixtures thereof; wherein the perfluoroelastomer is characterized by i) having a plurality of carbonyl-containing endgroups selected from the group consisting of carboxyl endgroups, carboxylate endgroups, carboxamide endgroups, and mixtures thereof and ii) being substantially free of ionizable or ionized endgroups other than those having carbonyl-containing functional groups; and wherein the integrated absorbance ratio of the carbonyl-containing endgroups is greater than 0.1, the integrated absorbance ratio being determined by calculating the ratio of the integrated peak intensity within the range of 1620-1840 cm -1 to that within the range of 2220-2740 cm -1 , as measured on a Fourier transform infrared spectrum of the perfluoroelastomer; and (B) about 0.1 to about 10 parts by weight per hundred parts by weight perfluoroelastomer of an organotin curing agent wherein the perfluoroelastomer composition is characterized by having a t s 2 of less than 4 minutes, when measured with a moving die rheometer at a moving die frequency of 1.66 Hertz, using an oscillation amplitude of ±0.5 degrees at 199° C.
Claim 3
Dependent Claim
10 words
The composition of claim 1 wherein the perfluoroolefin is tetrafluoroethylene.
Claim 4
Dependent Claim
14 words
The composition of claim 1 wherein the perfluorovinyl ether is a perfluoro(alkyl vinyl) ether.
Claim 5
Dependent Claim
14 words
The composition of claim 1 wherein the perfluorovinyl ether is a perfluoro(alkoxy vinyl) ether.
Claim 6
Dependent Claim
14 words
The composition of claim 3 wherein the perfluoro(alkyl vinyl) ether is perfluoro(methyl vinyl) ether.
Claim 7
Dependent Claim
20 words
The composition of claim 1 wherein the cure site monomer is a fluorinated olefin having at least one nitrile group.
Claim 8
Dependent Claim
21 words
The composition of claim 1 wherein the cure site monomer is a fluorinated vinyl ether having at least one nitrile group.
Claim 9
Dependent Claim
27 words
The composition of claim 7 wherein the cure site monomer is a compound of the formula CF.sub.2 ═CF-- OCF.sub.2 CFCF.sub.3 !.sub.x --O--(CF.sub.2).sub.n --CN where x=1-2, and n=1-4.
Claim 10
Dependent Claim
23 words
The composition of claim 8 wherein the cure site monomer is CF 2 ═CF OCF 2 CF(CF 3 )!OCF 2 CF 2 CN.
Claim 11
Dependent Claim
25 words
The composition of claim 1 wherein the perfluoroolefin is tetrafluoroethylene, the perfluoro(alkyl vinyl) ether is perfluoro(methyl vinyl) ether, and the cure site monomer is perfluoro(8-cyano-5-methyl-3,6-dioxa-1-octene).
Claim 12
Dependent Claim
27 words
The composition of any one of the above claims wherein the amount of organotin curing agent is 1-4 parts by weight per hundred parts by weight perfluoroelastomer.
Claim 13
Dependent Claim
24 words
The composition of claim 1 which further comprises at least one filler selected from the group consisting of carbon black fillers and fluoropolymer fillers.
Claim 14
Dependent Claim
12 words
The composition of claim 12 wherein the fluoropolymer filler is a micropowder.
Claim 15
Dependent Claim
224 words
A curable perfluoroelastomer composition comprising (A) a perfluoroelastomer having a plurality of carbonyl-containing functional groups selected from the group consisting of carboxyl groups, carboxylate groups, and carboxamide groups, said perfluoroelastomer comprising copolymerized units of (1) a perfluoroolefin; (2) a perfluorovinyl ether selected from the group consisting of perfluoro(alkyl vinyl) ethers, perfluoro(alkoxy vinyl) ethers, and mixtures thereof; (3) a fluorinated comonomer selected from the group consisting of carboxyl-containing and carboxylate-containing comonomers, and (4) a cure site monomer having at least one nitrile group, selected from the group consisting of fluorinated olefins having nitrile groups, fluorinated vinyl ethers having at least one nitrile group and mixtures thereof wherein the integrated absorbance ratio of the carbonyl-containing functional groups is greater than 0.1, the absorbance ratio being determined by calculating the ratio of the integrated peak intensity within the range of 1620-1840 cm -1 to that within the range of 2220-2740 cm -1 , as measured on a Fourier transform infrared spectrum of the perfluoroelastomer; and (B) about 0.1 to about 10 parts by weight per hundred parts by weight perfluoroelastomer of an organotin curing agent wherein the perfluoroelastomer composition is characterized by having a t s 2 of less than 4 minutes, when measured with a moving die rheometer at a moving die frequency of 1.66 Hertz, using an oscillation amplitude of ±0.5 degrees at 199° C.
Claim 16
Dependent Claim
224 words
A curable perfluoroelastomer composition comprising (A) a perfluoroelastomer having a plurality of carbonyl-containing functional groups selected from the group consisting of carboxyl groups, carboxylate groups, and carboxamide groups, said perfluoroelastomer comprising copolymerized units of (1) a perfluoroolefin; (2) a perfluorovinyl ether selected from the group consisting of perfluoro(alkyl vinyl) ethers, perfluoro(alkoxy vinyl) ethers, and mixtures thereof; (3) a fluorinated comonomer selected from the group consisting of carboxyl-containing and carboxylate-containing comonomers, and (4) a cure site monomer having at least one nitrile group, selected from the group consisting of fluorinated olefins having nitrile groups, fluorinated vinyl ethers having at least one nitrile group and mixtures thereof wherein the integrated absorbance ratio of the carbonyl-containing functional groups is greater than 0.1, the absorbance ratio being determined by calculating the ratio of the integrated peak intensity within the range of 1620-1840 cm -1 to that within the range of 2220-2740 cm -1 , as measured on a Fourier transform infrared spectrum of the perfluoroelastomer; and (B) about 0.1 to about 10 parts by weight per hundred parts by weight perfluoroelastomer of an organotin curing agent wherein the perfluoroelastomer composition is characterized by having a t s 2 of less than 4 minutes, when measured with a moving die rheometer at a moving die frequency of 1.66 Hertz, using an oscillation amplitude of ±0.5 degrees at 199° C.
Claim 17
Dependent Claim
10 words
The composition of claim 14 wherein the perfluoroolefin is tetrafluoroethylene.
Claim 18
Dependent Claim
14 words
The composition of claim 14 wherein the perfluorovinyl ether is a perfluoro(alkyl vinyl) ether.
Claim 19
Dependent Claim
14 words
The composition of claim 14 wherein the perfluorovinyl ether is a perfluoro(alkoxy vinyl) ether.
Claim 20
Dependent Claim
14 words
The composition of claim 16 wherein the perfluoro(alkyl vinyl) ether is perfluoro(methyl vinyl) ether.
Claim 21
Dependent Claim
20 words
The composition of claim 14 wherein the cure site monomer is a fluorinated olefin having at least one nitrile group.
Claim 22
Dependent Claim
21 words
The composition of claim 14 wherein the cure site monomer is a fluorinated vinyl ether having at least one nitrile group.
Claim 23
Dependent Claim
27 words
The composition of claim 20 wherein the cure site monomer is a compound of the formula CF.sub.2 ═CF-- OCF.sub.2 CFCF.sub.3 !.sub.x --O--(CF.sub.2).sub.n --CN where x=1-2, and n=1-4.
Claim 24
Dependent Claim
23 words
The composition of claim 21 wherein the cure site monomer is CF 2 ═CF OCF 2 CF(CF 3 )!OCF 2 CF 2 CN.
Claim 25
Dependent Claim
25 words
The composition of claim 14 wherein the perfluoroolefin is tetrafluoroethylene, the perfluoro(alkyl vinyl) ether is perfluoro(methyl vinyl) ether, and the cure site monomer is perfluoro(8cyano-5-methyl-3,6-dioxa-1-octene).
Claim 26
Dependent Claim
26 words
The composition of any one of claims 14-23 wherein the amount of organotin curing agent is 1-4 parts by weight per hundred parts by weight perfluoroelastomer.
Claim 27
Dependent Claim
24 words
The composition of claim 24 which further comprises at least one filler selected from the group consisting of carbon black fillers or fluoropolymer fillers.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 2001-08-03 | 2002-02-02 | 2002-08-04 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2005-08-03 | 2006-02-02 | 2006-08-04 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2009-08-03 | 2010-02-02 | 2010-08-04 | $7700.00 | Window Closed / Lapsed |