Patent US4297160A successfully refreshed from Google Patents.
US4297160A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Locking and sealing compositions and methods for their application
Assignee: Taoka Chemical Co Ltd
•
Filing: 1979-07-16
•
Granted: 1981-10-27
•
Expires: 1999-07-16
Abstract
Abstract Thread locking compositions and analogous sealant materials having limited cured strength, and a preferred method for their compounding and application, are disclosed. These are based primarily on alpha cyanoacrylates, i.e. acrylate esters in monomer or low polymeric form, or of very low molecular weight, which are rapidly polymerizable to form solid and bonding films. The materials, in liquid form, are modified by inclusion of coloring agents and other film strength and reaction rate modifiers, to impart optimum properties of bonding strength, curing rate, moderate resistance in torque to separation of the bonded parts, low residual torque, along with good stability in storage, or good shelf life. Combinations of polymerization promoters and stabilizers are included, along with small quantities of specially selected coloring agents which not only impart effective color to thin films of the composition but serve to limit curing below high cured strength. The coloring agents are compatible with the monomers and the resulting cured polymers. Application of the protective composition to plated or unplated metal parts, plastic members which bear threads or seal surfaces, and the like, may be by standard coating procedures or by capillary action.
Inventors
- 👤 Senji Kusayama
- 👤 Eijiro Nishi
- 👤 Hugh J. Stock
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 07:45
CPC Classifications
C; C09; C09J; C09J5/00; C09J4/00; F; F16; F16B; F16B2200/00; F16B2200/63; Y; Y10; Y10T; Y10T156/00; Y10T156/11; Y10T156/1153; Y10T428/00; Y10T428/15; Y10T428/249921; Y10T428/249923; Y10T428/31504; Y10T428/31678; Y10T428/31692; Y10T428/31699; Y10T428/31855; Y10T428/31935
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
178 words
A method of bonding threaded parts and analogous structures while sealing them from extraneous injurious substances which comprises adding to a rapidly polymerizable monomer of an alpha cyanoacrylate ester of general formula, ##STR8## wherein R is a radical containing a total of 1 to 16 carbon atoms, said radical being selected from the group which consists of alkyl, alkenyl (with 2 to 6 carbon atoms), alkoxyalkyl (with 2 to 6 carbon atoms), cyclohexyl, and phenyl, a coloring agent in proportions of 100 to 5000 parts per million parts by weight of the monomer, selected from the group which consists of modified dyestuffs, red, blue or yellow in color, and mixtures thereof, having respectively the formulas, ##STR9## applying said monomer as a coating film to the surfaces to be joined and protected, contacting the coated surfaces, and polymerizing said monomer in situ to form a visibly colored bonding film on said surface while limiting the ultimate strength of said film by reason of strength modifying properties of said coloring agent, without retarding the rapid curing properties of the monomer.
Claim 2
Independent Claim
178 words
A method of bonding threaded parts and analogous structures while sealing them from extraneous injurious substances which comprises adding to a rapidly polymerizable monomer of an alpha cyanoacrylate ester of general formula, ##STR8## wherein R is a radical containing a total of 1 to 16 carbon atoms, said radical being selected from the group which consists of alkyl, alkenyl (with 2 to 6 carbon atoms), alkoxyalkyl (with 2 to 6 carbon atoms), cyclohexyl, and phenyl, a coloring agent in proportions of 100 to 5000 parts per million parts by weight of the monomer, selected from the group which consists of modified dyestuffs, red, blue or yellow in color, and mixtures thereof, having respectively the formulas, ##STR9## applying said monomer as a coating film to the surfaces to be joined and protected, contacting the coated surfaces, and polymerizing said monomer in situ to form a visibly colored bonding film on said surface while limiting the ultimate strength of said film by reason of strength modifying properties of said coloring agent, without retarding the rapid curing properties of the monomer.
Claim 3
Dependent Claim
22 words
A method according to claim 1 which includes the further step of adding to the monomer a further film structure modifying agent.
Claim 4
Dependent Claim
14 words
Method according to claim 2 in which the further modifying agent comprises a plasticizer.
Claim 5
Dependent Claim
18 words
A method according to claim 2 in which the further modifying agent comprises a thickener for the monomer.
Claim 6
Dependent Claim
45 words
A method according to claim 1 which comprises addition of 500 to 1600 parts per million of the coloring agent, incorporating small proportions of a stabilizer for said monomer where said stabilizer comprises sulfur dioxide, and adding a plasticizer to soften the ultimate bonding film.
Claim 7
Independent Claim
140 words
A method of preparing a rapid setting composition suitable for use as a thread locking compound or sealant, which comprises adding to an alpha cyanoacrylate essentially monomeric in character, of the general formula, ##STR10## wherein R is a radical containing a total of 1 to 16 carbon atoms, selected from the group which consists of alkyl, alkenyl (with 2 to 6 carbon atoms), alkoxyalkyl (with 2 to 6 carbon atoms) cyclohexyl and phenyl, a coloring agent capable of not only imparting distinctive color to a thin film of said acrylate but also of limiting the ultimate strength of the film which results from said rapid setting, said coloring agent being selected from a red coloring agent having the formula, ##STR11## a blue coloring agent having the formula, ##STR12## and a yellow coloring agent having the formula, ##STR13## and mixtures thereof.
Claim 8
Independent Claim
140 words
A method of preparing a rapid setting composition suitable for use as a thread locking compound or sealant, which comprises adding to an alpha cyanoacrylate essentially monomeric in character, of the general formula, ##STR10## wherein R is a radical containing a total of 1 to 16 carbon atoms, selected from the group which consists of alkyl, alkenyl (with 2 to 6 carbon atoms), alkoxyalkyl (with 2 to 6 carbon atoms) cyclohexyl and phenyl, a coloring agent capable of not only imparting distinctive color to a thin film of said acrylate but also of limiting the ultimate strength of the film which results from said rapid setting, said coloring agent being selected from a red coloring agent having the formula, ##STR11## a blue coloring agent having the formula, ##STR12## and a yellow coloring agent having the formula, ##STR13## and mixtures thereof.
Claim 9
Dependent Claim
171 words
A composition of matter suitable for use as a sealing and locking material, for application in liquid form and subsequent solidification in situ on parts to be protected, which comprises, in combination, a major proportion of an alpha cyanoacrylate essentially monomeric in character, of the general formula, ##STR14## wherein R is a radical containing a total of 1 to 16 carbon atoms, selected from the group which consists of alkyl, alkenyl (with 2 to 6 carbon atoms), alkoxyalkyl (with 2 to 6 carbon atoms) cyclohexyl and phenyl, 100 to 5000 parts by weight per million parts by weight of the alpha cyanoacrylate, of a coloring agent selected from the group which consists of modified basic dyestuffs, red, blue or yellow in color, and having one of the formulas ##STR15## and mixtures thereof, formula (i) being a red formula (ii) a blue and formula (iii) being a yellow coloring agent, wherein the coloring agent also limits the locking strength of the composition to a level below its normal strength without coloring agent.
Claim 10
Dependent Claim
171 words
A composition of matter suitable for use as a sealing and locking material, for application in liquid form and subsequent solidification in situ on parts to be protected, which comprises, in combination, a major proportion of an alpha cyanoacrylate essentially monomeric in character, of the general formula, ##STR14## wherein R is a radical containing a total of 1 to 16 carbon atoms, selected from the group which consists of alkyl, alkenyl (with 2 to 6 carbon atoms), alkoxyalkyl (with 2 to 6 carbon atoms) cyclohexyl and phenyl, 100 to 5000 parts by weight per million parts by weight of the alpha cyanoacrylate, of a coloring agent selected from the group which consists of modified basic dyestuffs, red, blue or yellow in color, and having one of the formulas ##STR15## and mixtures thereof, formula (i) being a red formula (ii) a blue and formula (iii) being a yellow coloring agent, wherein the coloring agent also limits the locking strength of the composition to a level below its normal strength without coloring agent.
Claim 11
Dependent Claim
19 words
Composition according to claim 7 containing small proportions of sulfur dioxide and hydroquinone to stabilize the composition in storage.
Claim 12
Dependent Claim
15 words
Composition according to claim 7 which contains a plasticizer to control ultimate break loose torque.
Claim 13
Dependent Claim
46 words
Composition according to claim 7 which contains 500 to 1600 parts by weight per million parts by weight of the alpha cyanoacrylate of the coloring agent and contains also a plasticizer, said composition having an ultimate shear strength of not to exceed 100 inch-pounds in torque.
Claim 14
Dependent Claim
13 words
Composition according to claim 7 which contains also a thickener to increase viscosity.
References Cited (Backward Citations)
US2768109A
Cited
US2989107A
Cited
US3699076A
Cited
US3825580A
Cited
US3922449A
Cited
US4062827A
Cited
US4170585A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1984-10-26 | 1985-04-27 | 1985-10-27 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-10-26 | 1989-04-27 | 1989-10-27 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-10-26 | 1993-04-27 | 1993-10-27 | $7700.00 | Window Closed / Lapsed |