US3969552A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Process for impregnating porous articles
Assignee: Henkel Loctite Corp
•
Filing: 1974-05-08
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Granted: 1976-07-13
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Expires: 1994-05-08
Abstract
Abstract Porous articles impregnated with certain anaerobic polymerizable sealants and having a coating of such sealant on their surface can have such coating removed by dissolving the sealant in an aqueous solution of a surfactant having the general formula X 1 --O(C 2 H 4 O) x X 2 . The removal can be done at room temperature.
Inventors
- 👤 Bernard M. Malofsky
- 👤 Elliott Frauenglass
- 👤 Harold A. Fowler
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 20:13
CPC Classifications
B; B22; B22F; B22F3/00; B22F3/24; B22F3/26
Claims Analysis
Total Claims: 41
Claim 1
Independent Claim
261 words
A process for removing a polymerizable anaerobic sealant from the surface of an article comprising treating said surface with an aqueous solution of a nonionic surfactant having the formula X 1 --O(C 2 H 4 O) x X 2 wherein X 1 is selected from the group consisting of A,R 1 --A, R 2 , and carbonyl, wherein A is an aryl group or a halogen- and/or lower alkyl-substituted aryl group; R 1 is a branched alkyl group containing about 3-12 carbon atoms or a linear or cyclo alkyl group containing about 1-20 carbon atoms; R 2 is a linear or cyclo alkyl group containing about 4-20 carbon atoms; X 2 is X 1 or H; and x is between five and about 100 when X 2 is H but beween about seven and 100 when X 2 is X 1 ; and wherein at least a portion of the polymerizable anaerobic sealant has the formula ##EQU5## wherein R 4 represents a radical selected from the group consisting of hydrogen, lower alkyl of from 1 to about 4 carbon atoms, hydroxy alkyl of from 1 to about 4 carbon atoms, and ##EQU6## R 3 is a radical selected from the group consisting of hydrogen, halogen and lower alkyl of from 1 to about 4 carbon atoms; R 5 is a radical selected from the group consisting of hydrogen, hydroxyl and ##EQU7## m is 0 to about 12, n is at least 1, and p is 0 or 1; in admixture with a peroxy initiator of the cure of the anaerobic sealant.
Claim 2
Dependent Claim
261 words
A process for removing a polymerizable anaerobic sealant from the surface of an article comprising treating said surface with an aqueous solution of a nonionic surfactant having the formula X 1 --O(C 2 H 4 O) x X 2 wherein X 1 is selected from the group consisting of A,R 1 --A, R 2 , and carbonyl, wherein A is an aryl group or a halogen- and/or lower alkyl-substituted aryl group; R 1 is a branched alkyl group containing about 3-12 carbon atoms or a linear or cyclo alkyl group containing about 1-20 carbon atoms; R 2 is a linear or cyclo alkyl group containing about 4-20 carbon atoms; X 2 is X 1 or H; and x is between five and about 100 when X 2 is H but beween about seven and 100 when X 2 is X 1 ; and wherein at least a portion of the polymerizable anaerobic sealant has the formula ##EQU5## wherein R 4 represents a radical selected from the group consisting of hydrogen, lower alkyl of from 1 to about 4 carbon atoms, hydroxy alkyl of from 1 to about 4 carbon atoms, and ##EQU6## R 3 is a radical selected from the group consisting of hydrogen, halogen and lower alkyl of from 1 to about 4 carbon atoms; R 5 is a radical selected from the group consisting of hydrogen, hydroxyl and ##EQU7## m is 0 to about 12, n is at least 1, and p is 0 or 1; in admixture with a peroxy initiator of the cure of the anaerobic sealant.
Claim 3
Dependent Claim
20 words
The process of claim 1 wherein said surface is a surface of a metal casting impregnated with the anaerobic sealant.
Claim 4
Dependent Claim
14 words
The process of claim 1 wherein the treatment is carried out at room temperature.
Claim 5
Dependent Claim
22 words
The process of claim 1 wherein the concentration of the surfactant solution is from about 1 to about 30 percent by weight.
Claim 6
Dependent Claim
22 words
The process of claim 4 wherein the concentration of the surfactant solution is from about 5 to about 15 percent by weight.
Claim 7
Dependent Claim
291 words
An impregnation process comprising the steps of (a) impregnating a porous metal article with a polymerizable anaerobic sealant wherein at least a portion of the polymerizable anaerobic sealant has the formula ##EQU8## wherein R 4 represents a radical selected from the group consisting of hydrogen, lower alkyl of from 1 to about 4 carbon atoms, hydroxy alkyl of from 1 to about 4 carbon atoms, and ##EQU9## R 3 is a radical selected from the group consisting of hydrogen, halogen and lower alkyl of from 1 to about 4 carbon atoms; R 5 is a radical selected from the group consisting of hydrogen, hydroxyl and ##EQU10## m is 0 to about 12, n is at least 1, and p is 0 or 1; in admixture with a peroxy initiator of the cure of the anaerobic sealant; (b) removing at least some of the polymerizable anaerobic sealant remaining on the surface of the metal article by treating said surface with an aqueous solution of a surfactant having the formula X 1 --O(C 2 H 4 O) x X 2 wherein X 1 is selected from the group consisting of A,R 1 --A, and R 2 , and carbonyl, wherein A is an aryl group of a halogen- and/or lower alkyl-substituted aryl group; R 1 is a branched alkyl group containing about 3-12 carbon atoms or a linear or cyclo akyl group containing about 1-20 carbon atoms; R 2 is a linear or cyclo alkyl group containing about 4-20 carbon atoms; X 2 is X 1 or H; and x is between five and about 100 when X 2 is H but between about seven and about 100 when X 2 is X 1 ; and (c) permitting the anaerobic sealant to cure.
Claim 8
Dependent Claim
291 words
An impregnation process comprising the steps of (a) impregnating a porous metal article with a polymerizable anaerobic sealant wherein at least a portion of the polymerizable anaerobic sealant has the formula ##EQU8## wherein R 4 represents a radical selected from the group consisting of hydrogen, lower alkyl of from 1 to about 4 carbon atoms, hydroxy alkyl of from 1 to about 4 carbon atoms, and ##EQU9## R 3 is a radical selected from the group consisting of hydrogen, halogen and lower alkyl of from 1 to about 4 carbon atoms; R 5 is a radical selected from the group consisting of hydrogen, hydroxyl and ##EQU10## m is 0 to about 12, n is at least 1, and p is 0 or 1; in admixture with a peroxy initiator of the cure of the anaerobic sealant; (b) removing at least some of the polymerizable anaerobic sealant remaining on the surface of the metal article by treating said surface with an aqueous solution of a surfactant having the formula X 1 --O(C 2 H 4 O) x X 2 wherein X 1 is selected from the group consisting of A,R 1 --A, and R 2 , and carbonyl, wherein A is an aryl group of a halogen- and/or lower alkyl-substituted aryl group; R 1 is a branched alkyl group containing about 3-12 carbon atoms or a linear or cyclo akyl group containing about 1-20 carbon atoms; R 2 is a linear or cyclo alkyl group containing about 4-20 carbon atoms; X 2 is X 1 or H; and x is between five and about 100 when X 2 is H but between about seven and about 100 when X 2 is X 1 ; and (c) permitting the anaerobic sealant to cure.
Claim 9
Dependent Claim
29 words
The process of claim 6 comprising, in addition, accelerating the cure by treatment of said surface with a solution of an accelerator of the polymerization of the anaerobic sealant.
Claim 10
Dependent Claim
24 words
The process of claim 7 wherein the polymerization accelerator comprises: aldehyde-amine condensation products; sulfur-containing free-radical accelerators; or organic compounds containing an oxidizable transition metal.
Claim 11
Dependent Claim
12 words
The process of claim 7 wherein the accelerator is in aqueous solution.
Claim 12
Dependent Claim
16 words
The process of claim 9 wherein the aqueous solution also contains a surfactant of this invention.
Claim 13
Dependent Claim
14 words
The process of claim 6 wherein the treatment is carried out at room temperature.
Claim 14
Dependent Claim
22 words
The process of claim 6 wherein the concentration of the surfactant solution is from about 1 to about 30 percent by weight.
Claim 15
Dependent Claim
22 words
The process of claim 12 wherein the concentration of the surfactant solution is from about 5 to about 15 percent by weight.
Claim 16
Dependent Claim
26 words
The process of claim 6 wherein the treatment of step (b) is performed by immersing the impregnated metal article in an aqueous solution of the surfactant.
Claim 17
Dependent Claim
22 words
The process of claim 6 comprising, in addition, accelerating the cure by treatment of said surface with water at an elevated temperature.
Claim 18
Dependent Claim
17 words
The process of claim 15 wherein the water at elevated temperature contains a surfactant of this invention.
Claim 19
Dependent Claim
281 words
A process for sealing a porous article comprising the steps of (a) impregnating the article with a polymerizable anaerobic sealant wherein at least a portion of the polymerizable anaerobic sealant has the formula ##EQU11## wherein R 4 represents a radical selected from the group consisting of hydrogen, lower alkyl of from 1 to about 4 carbon atoms, and ##EQU12## R 3 is a radical selected from the group consisting of hydrogen, halogen and lower alkyl of from 1 to about 4 carbon atoms; R 5 is a radical selected from the group consisting of hydrogen, hydroxyl and ##EQU13## m is 0 to about 12, n is at least 1, and p is 0 or 1; in admixture with a peroxy initiator of the cure of the anaerobic sealant; (b) removing at least some of the anaerobic sealant remaining on the surface of the article by treating said surface with an aqueous solution of a surfactant having the formula X 1 --O(C 2 H 4 O) x X 2 wherein X 1 is selected from the group consisting of A, R 1 --A, R 2 , and carbonyl, wherein A is an aryl group or a halogen- and/or lower alkyl-substituted aryl group, R 1 is a branched alkyl group containing about 3-12 carbon atoms or a linear or cyclo alkyl group containing about 1-20 carbon atoms; R 2 is a linear or cyclo alkyl group containing about 4-20 carbon atoms; X 2 is X 1 or H; and x is between five and about 100 when X 2 is H but between about seven and about 100 when X 2 is X 1 ; and (c) permitting the anaerobic sealant to cure.
Claim 20
Dependent Claim
281 words
A process for sealing a porous article comprising the steps of (a) impregnating the article with a polymerizable anaerobic sealant wherein at least a portion of the polymerizable anaerobic sealant has the formula ##EQU11## wherein R 4 represents a radical selected from the group consisting of hydrogen, lower alkyl of from 1 to about 4 carbon atoms, and ##EQU12## R 3 is a radical selected from the group consisting of hydrogen, halogen and lower alkyl of from 1 to about 4 carbon atoms; R 5 is a radical selected from the group consisting of hydrogen, hydroxyl and ##EQU13## m is 0 to about 12, n is at least 1, and p is 0 or 1; in admixture with a peroxy initiator of the cure of the anaerobic sealant; (b) removing at least some of the anaerobic sealant remaining on the surface of the article by treating said surface with an aqueous solution of a surfactant having the formula X 1 --O(C 2 H 4 O) x X 2 wherein X 1 is selected from the group consisting of A, R 1 --A, R 2 , and carbonyl, wherein A is an aryl group or a halogen- and/or lower alkyl-substituted aryl group, R 1 is a branched alkyl group containing about 3-12 carbon atoms or a linear or cyclo alkyl group containing about 1-20 carbon atoms; R 2 is a linear or cyclo alkyl group containing about 4-20 carbon atoms; X 2 is X 1 or H; and x is between five and about 100 when X 2 is H but between about seven and about 100 when X 2 is X 1 ; and (c) permitting the anaerobic sealant to cure.
Claim 21
Dependent Claim
13 words
The process of claim 17 wherein the porous article is a metal casting.
Claim 22
Dependent Claim
29 words
The process of claim 17 comprising, in addition, accelerating the cure by treatment of said surface with a solution of an accelerator of the polymerization of the anaerobic sealant.
Claim 23
Dependent Claim
33 words
The process of claim 19 wherein the polymerization accelerator is selected from the group consisting of the following classes: aldehyde-amine condensation products; sulfur-containing free-radical accelerators; and organic compounds containing an oxidizable transition metal.
Claim 24
Dependent Claim
12 words
The process of claim 19 wherein the accelerator is in aqueous solution.
Claim 25
Dependent Claim
16 words
The process of claim 21 wherein the aqueous solution also contains a surfactant of this invention.
Claim 26
Dependent Claim
14 words
The process of claim 17 wherein the treatment is carried out at room temperature.
Claim 27
Dependent Claim
22 words
The process of claim 17 wherein the concentration of the surfactant solution is from about 1 to about 30 percent by weight.
Claim 28
Dependent Claim
22 words
The process of claim 24 wherein the concentration of the surfactant solution is from about 5 to about 15 percent by weight.
Claim 29
Dependent Claim
26 words
The process of claim 17 wherein the treatment of step (b) is performed by immersing the impregnated metal article in an aqueous solution of the surfactant.
Claim 30
Dependent Claim
22 words
The process of claim 17 comprising, in addition, accelerating the cure by treatment of said surface with water at an elevated temperature.
Claim 31
Dependent Claim
17 words
The process of claim 27 wherein the water at elevated temperature contains a surfactant of this invention.
Claim 32
Dependent Claim
20 words
The process of claim 1 wherein x is 8-11, X 1 is R 1 --A, and X 2 is H.
Claim 33
Dependent Claim
12 words
The process of claim 29 wherein R 1 contains 8-10 carbon atoms.
Claim 34
Dependent Claim
20 words
The process of claim 6 wherein x is 8-11, X 1 is R 1 --A, and X 2 is H.
Claim 35
Dependent Claim
12 words
The process of claim 31 wherein R 1 contains 8-10 carbon atoms.
Claim 36
Dependent Claim
20 words
The process of claim 17 wherein x is 8-11, X 1 is R 1 --A, and X 2 is H.
Claim 37
Dependent Claim
12 words
The process of claim 33 wherein R 1 contains 8-10 carbon atoms.
Claim 38
Dependent Claim
232 words
The process for sealing porous rigid articles which comprises: a. preparing an anaerobic sealant comprising a polymerizable acrylate ester monomer and a hydroperoxide polymerization initiator therefore wherein at least a portion of the polymerizable acrylate ester has the chemical formula ##EQU14## wherein R 4 represents a radical selected from the group consisting of hydrogen, lower alkyl of from 1 to about 4 carbon atoms, hydroxy alkyl of from 1 to about 4 carbon atoms, and ##EQU15## R 3 is a radical selected from the group consisting of hydrogen, halogen and lower alkyl of from 1 to about 4 carbon atoms, R 5 is a radical selected from the group consisting of hydrogen, hydroxyl, and ##EQU16## m is 0 to about 12, n is at least 1, and p is 0 to 1; b. aerating the sealant in a vacuum vessel at a sufficient rate to prevent polymerization of the anaerobic sealant; c. submerging porous rigid articles to be sealed in the anaerobic sealant; d. discontinuing the aeration and drawing a vacuum in the vessel of less than about five inches of mercury absolute pressure; e. after the interstices of the articles have been evacuated, releasing the vacuum to force the anaerobic sealant into the interstices; and f. removing the impregnated article from the anaerobic sealant and treating the surfaces of the article with an aqueous solution of a surfactant of this invention.
Claim 39
Dependent Claim
232 words
The process for sealing porous rigid articles which comprises: a. preparing an anaerobic sealant comprising a polymerizable acrylate ester monomer and a hydroperoxide polymerization initiator therefore wherein at least a portion of the polymerizable acrylate ester has the chemical formula ##EQU14## wherein R 4 represents a radical selected from the group consisting of hydrogen, lower alkyl of from 1 to about 4 carbon atoms, hydroxy alkyl of from 1 to about 4 carbon atoms, and ##EQU15## R 3 is a radical selected from the group consisting of hydrogen, halogen and lower alkyl of from 1 to about 4 carbon atoms, R 5 is a radical selected from the group consisting of hydrogen, hydroxyl, and ##EQU16## m is 0 to about 12, n is at least 1, and p is 0 to 1; b. aerating the sealant in a vacuum vessel at a sufficient rate to prevent polymerization of the anaerobic sealant; c. submerging porous rigid articles to be sealed in the anaerobic sealant; d. discontinuing the aeration and drawing a vacuum in the vessel of less than about five inches of mercury absolute pressure; e. after the interstices of the articles have been evacuated, releasing the vacuum to force the anaerobic sealant into the interstices; and f. removing the impregnated article from the anaerobic sealant and treating the surfaces of the article with an aqueous solution of a surfactant of this invention.
Claim 40
Dependent Claim
30 words
The process of claim 35 comprising the additional step of accelerating the cure by treating the surfaces of the article with an aqueous solution of an accelerator of free-radical polymerization.
Claim 41
Dependent Claim
18 words
The process of claim 35 wherein the vacuum is less than about one inch of mercury absolute pressure.
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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) | 1979-07-13 | 1980-01-12 | 1980-07-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-07-13 | 1984-01-12 | 1984-07-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-07-13 | 1988-01-12 | 1988-07-13 | $7700.00 | Window Closed / Lapsed |