US4090997A
Expired / Lapsed
US
⏱️ 0.0 years remaining
High-strength anaerobic sealant composition and method of preparation
Assignee: Fel Pro Inc
•
Filing: 1976-03-05
•
Granted: 1978-05-23
•
Expires: 1996-03-05
Abstract
Abstract An anaerobic sealant composition capable of polymerizing upon exclusion of air comprises (1) a polyacrylic ester monomer, (2) an inorganic salt initiator which can be a persulfate or a perchlorate of ammonium, alkali metal or an alkaline earth metal, (3) a polymerization accelerator which can be a secondary or tertiary amine, a N,N-di(lower alkyl)amide of a monocarboxylic aliphatic acid, an organic carboximide of a polycarboxylic acid, or an organic sulfimide of a carboxylic acid, or mixtures of the foregoing (4) a N-nitrosoamine, and (5) a quinone-type polymerization inhibitor. The composition is prepared by compounding the aforementioned ingredients and suitably aging the resulting formulation.
Inventors
- 👤 Purshottam S. Patel
- 👤 Donald J. McDowell
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-25 19:58
CPC Classifications
C; C09; C09J; C09J4/00
Claims Analysis
Total Claims: 29
Claim 1
Independent Claim
280 words
A relatively high-strength anaerobic sealant composition having an extended shelf life in the presence of air and capable of polymerization upon exclusion of air which comprises a polyacrylic ester monomer represented by the general formula ##STR8## wherein R is a member of the group consisting of hydrogen, alkyl containing 1 to 4 carbon atoms, inclusive, hydroxyalkyl containing 1 to 4 carbon atoms, inclusive, and ##STR9## R' is a member of the group consisting of hydrogen, halogen, and alkyl containing 1 to 4 carbon atoms, inclusive; R 2 is a member of the group consisting of hydrogen, alkyl containing 1 to 4 carbon atoms, inclusive, hydroxy, and ##STR10## m is an integer having a value of at least 1; n is an integer having a value of at least 1; p is an integer having a value of 0 or 1; q is an integer having a value of 0 or 1; and r is an integer having a value of at least 1; an inorganic salt initiator which is a member of the group consisting of ammonium perchlorate, alkali metal perchlorate, alkaline earth metal perchlorate, ammonium persulfate, alkali metal persulfate, and alkaline earth metal persulfate, present in an amount sufficient to initiate polymerization of the monomer in the absence of air; a modifier which is a N-nitroso amine present in an amount of about 0.1 to about 1 part by weight per 100 parts of said monomer; an accelerator present in an amount sufficient to accelerate polymerization of the monomer in the absence of air; and a quinone-type polymerization inhibitor in an amount sufficient to retard polymerization of the monomer during storage of the composition in the presence of air.
Claim 2
Dependent Claim
280 words
A relatively high-strength anaerobic sealant composition having an extended shelf life in the presence of air and capable of polymerization upon exclusion of air which comprises a polyacrylic ester monomer represented by the general formula ##STR8## wherein R is a member of the group consisting of hydrogen, alkyl containing 1 to 4 carbon atoms, inclusive, hydroxyalkyl containing 1 to 4 carbon atoms, inclusive, and ##STR9## R' is a member of the group consisting of hydrogen, halogen, and alkyl containing 1 to 4 carbon atoms, inclusive; R 2 is a member of the group consisting of hydrogen, alkyl containing 1 to 4 carbon atoms, inclusive, hydroxy, and ##STR10## m is an integer having a value of at least 1; n is an integer having a value of at least 1; p is an integer having a value of 0 or 1; q is an integer having a value of 0 or 1; and r is an integer having a value of at least 1; an inorganic salt initiator which is a member of the group consisting of ammonium perchlorate, alkali metal perchlorate, alkaline earth metal perchlorate, ammonium persulfate, alkali metal persulfate, and alkaline earth metal persulfate, present in an amount sufficient to initiate polymerization of the monomer in the absence of air; a modifier which is a N-nitroso amine present in an amount of about 0.1 to about 1 part by weight per 100 parts of said monomer; an accelerator present in an amount sufficient to accelerate polymerization of the monomer in the absence of air; and a quinone-type polymerization inhibitor in an amount sufficient to retard polymerization of the monomer during storage of the composition in the presence of air.
Claim 3
Dependent Claim
39 words
The anaerobic sealant composition in accordance with claim 1 wherein the modifier is present in the composition in an amount of about 0.2 to about 0.9 parts by weight per 100 parts by weight of the polyacrylic ester monomer.
Claim 4
Dependent Claim
39 words
The anaerobic sealant composition in accordance with claim 1 wherein the modifier is present in the composition in an amount of about 0.3 to about 0.6 parts by weight per 100 parts by weight of the polyacrylic ester monomer.
Claim 5
Dependent Claim
63 words
The anaerobic sealant composition in accordance with claim 1 wherein the modifier is a N-nitrosoamine of the general formula ##STR11## wherein R 3 and R 4 are members of the group consisting of alkyl containing up to about 8 carbon atoms, aryl, alkaryl, aralkyl containing 6 to about 18 carbon atoms, and a bivalent hydrocarbon chain of 2 to 12 carbon atoms, inclusive.
Claim 6
Dependent Claim
17 words
The anaerobic sealant composition in accordance with claim 1 wherein the modifier is a dialkyl-substituted N-nitroso amine.
Claim 7
Dependent Claim
17 words
The anaerobic sealant composition in accordance with claim 5 wherein the dialkyl-substituted N-nitroso amine is N-nitrosodipropyl amine.
Claim 8
Dependent Claim
17 words
The anaerobic sealant composition in accordance with claim 1 wherein the modifier is an aromatic N-nitroso amine.
Claim 9
Dependent Claim
17 words
The anaerobic sealant composition in accordance with claim 7 wherein the aromatic N-nitroso amine is N-nitrosodiphenyl amine.
Claim 10
Dependent Claim
17 words
The anaerobic sealant composition in accordance with claim 7 wherein the aromatic N-nitroso amine is N-nitroso-N-phenylbenzyl amine.
Claim 11
Dependent Claim
17 words
The anaerobic sealant composition in accordance with claim 1 wherein the modifier is a heterocyclic N-nitroso amine.
Claim 12
Dependent Claim
16 words
The anaerobic sealant composition in accordance with claim 10 wherein the heterocyclic N-nitroso amine is N-nitrosopiperidine.
Claim 13
Dependent Claim
16 words
The anaerobic sealant composition in accordance with claim 10 wherein the heterocyclic N-nitroso amine is 9-nitrosocarbazole.
Claim 14
Dependent Claim
36 words
The anaerobic sealant composition in accordance with claim 1 wherein the modifier is N-nitrosodiphenyl amine and wherein the accelerator comprises as a major portion by weight benzoic sulfimide and as a minor portion by weight dimethyl-p-toluidine.
Claim 15
Dependent Claim
29 words
The anaerobic sealant composition in accordance with claim 1 wherein the modifier is N-nitrosodiphenyl amine and wherein the accelerator comprises a mixture of benzoic sulfimide, dimethyl formamide, and dimethyl-p-toluidine.
Claim 16
Dependent Claim
41 words
The anaerobic sealant composition in accordance with claim 1 wherein the monomer is an ethylene glycol dimethacrylate, wherein the initiator is potassium perchlorate, wherein the accelerator is a mixture of benzoic sulfimide and dimethyl-p-toluidine, and wherein the modifier is N-nitrosodiphenyl amine.
Claim 17
Dependent Claim
18 words
The anaerobic sealant composition in accordance with claim 15 wherein the ethylene glycol dimethacrylate is tetraethylene glycol dimethacrylate.
Claim 18
Dependent Claim
40 words
The anaerobic sealant composition in accordance with claim 1 wherein the monomer is 1,3-butylene glycol dimethacrylate, wherein the initiator is potassium perchlorate, wherein the accelerator is a mixture of benzoic sulfimide and dimethyl-p-toluidine and wherein the modifier is N-nitrosodiphenyl amine.
Claim 19
Dependent Claim
41 words
The anaerobic sealant composition in accordance with claim 1 wherein the monomer is ethoxylated bisphenol A dimethacrylate, wherein the initiator is potassium perchlorate, wherein the accelerator is a mixture of benzoic sulfimide and dimethyl-p-toluidine, and wherein the modifier is N-nitrosodiphenyl amine.
Claim 20
Dependent Claim
48 words
The anaerobic sealant composition in accordance with claim 1 wherein the monomer is an admixture of tetraethylene glycol dimethacrylate and ethoxylated bisphenol A dimethacrylate, wherein the initiator is potassium perchlorate, wherein the accelerator is a mixture of benzoic sulfimide and dimethyl-p-toluidine, and wherein the modifier is N-nitrosodiphenyl amine.
Claim 21
Dependent Claim
117 words
The anaerobic sealant composition in accordance with claim 1 wherein the monomer is tetraethylene glycol dimethacrylate, wherein the initiator is potassium perchlorate in an amount of about 0.005 to about 15 parts by weight per 100 parts by weight of the monomer, wherein the accelerator is benzoic sulfimide in an amount of about 0.5 to about 2 parts by weight per 100 parts by weight of the monomer and N,N-dimethyl-p-toluidine in an amount of about 0.3 to about 0.7 parts by weight per 100 parts by weight of the monomer, and wherein the modifier is N-nitrosodiphenyl amine in an amount of about 0.2 to about 0.9 parts by weight per 100 parts by weight of the monomer.
Claim 22
Dependent Claim
125 words
The anaerobic sealant composition in accordance with claim 1 wherein the monomer is a mixture of tetraethylene glycol dimethacrylate and ethoxylated bisphenol A dimethacrylate, wherein the initiator is potassium perchlorate in an amount of about 0.005 to about 15 parts by weight per 100 parts by weight of the monomer, wherein the accelerator is benzoic sulfimide in an amount of about 0.5 to about 2 parts by weight per 100 parts by weight of the monomer and N,N-dimethyl-p-toluidine in an amount of about 0.3 to about 0.7 parts by weight per 100 parts by weight of the monomer, and wherein the modifier is N-nitrosodiphenyl amine in an amount of about 0.2 to about 0.9 parts by weight per 100 parts by weight of the monomer.
Claim 23
Independent Claim
114 words
A method for preparing an anaerobic sealant composition which includes a polymerizable polyacrylic ester monomer, an inorganic salt initiator, a polymerization accelerator, and a N-nitroso amine modifier which method comprises the steps of forming an admixture of the polyacrylic ester monomer with the inorganic salt initiator and with at least a portion of the accelerator; aging the formed admixture for a time period sufficient to develop anaerobic properties in the admixture; removing undissolved solids from the aged admixture if said solids are present therein; adding to the undissolved solids-free, aged admixture the remainder of the accelerator and the N-nitroso amine modifier; and stirring the produced mixture to produce a substantially homogeneous anaerobic sealant composition.
Claim 24
Independent Claim
114 words
A method for preparing an anaerobic sealant composition which includes a polymerizable polyacrylic ester monomer, an inorganic salt initiator, a polymerization accelerator, and a N-nitroso amine modifier which method comprises the steps of forming an admixture of the polyacrylic ester monomer with the inorganic salt initiator and with at least a portion of the accelerator; aging the formed admixture for a time period sufficient to develop anaerobic properties in the admixture; removing undissolved solids from the aged admixture if said solids are present therein; adding to the undissolved solids-free, aged admixture the remainder of the accelerator and the N-nitroso amine modifier; and stirring the produced mixture to produce a substantially homogeneous anaerobic sealant composition.
Claim 25
Dependent Claim
25 words
The method in accordance with claim 22 wherein the aging is carried out for a time period of about 12 hours to about 20 days.
Claim 26
Dependent Claim
23 words
The method in accordance with claim 23 wherein the aging is carried out at ambient temperature for about 2 to about 10 days.
Claim 27
Dependent Claim
20 words
The method in accordance with claim 23 wherein the aging is carried out at ambient temperature for about 7 days.
Claim 28
Dependent Claim
22 words
The method in accordance with claim 23 wherein the aging is carried out at an elevated temperature up to about 200° F.
Claim 29
Dependent Claim
24 words
The method in accordance with claim 23 wherein the aging is carried out at a temperature of about 120° F. for about one day.
References Cited (Backward Citations)
US2558139A
Cited
US3218305A
Cited
US3625930A
Cited
US3682875A
Cited
US3933748A
Cited
US3957561A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-05-22 | 1981-11-21 | 1982-05-23 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-05-22 | 1985-11-21 | 1986-05-23 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-05-22 | 1989-11-21 | 1990-05-23 | $7700.00 | Window Closed / Lapsed |