US3984385A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Anaerobically hardening adhesives and sealants containing a hydrazide accelerator
Assignee: Henkel AG and Co KGaA
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Filing: 1975-08-25
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Granted: 1976-10-05
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Expires: 1995-08-25
Abstract
Abstract Organic sulfonic acid hydrazides are accelerators for aerostable anaerobically-setting adhesive compositions. They can be used with stabilizers. Preferred hydrazides of this group are the aryl sulfonic acid hydrazides, for example benzene sulfonic acid hydrazide. These provide rapid setting time with good ultimate strength, and have little adverse effect on the storage stability of the compounds when access of air is permitted.
Inventors
- 👤 Werner Gruber
- 👤 Joachim Galinke
- 👤 Jurgen Keil
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-24 21:14
CPC Classifications
C; C09; C09J; C09J4/00; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31678; Y10T428/31692; Y10T428/31699
Claims Analysis
Total Claims: 17
Claim 1
Independent Claim
107 words
In an aerostable, anaerobically-setting adhesive composition containing a polymerizable (meth) acrylate ester as principal latent adhesive component, an effective amount, in the range of 0.1% or 20% by weight, of a hydroperoxide polymerization catalyst therefor derived from hydrocarbons containing a C 3 -C 18 chain, and an accelerator for said catalyst, a small but effective uniformly distributed amount in the range of 0.01% to 10% of the weight of said ester of an organic sulfonic acid hydrazide which is soluble in said ester to the extent of at least 0.01% to 1% by weight and which has substantially no destabilizing effect on said composition as auxiliary accelerator.
Claim 2
Dependent Claim
107 words
In an aerostable, anaerobically-setting adhesive composition containing a polymerizable (meth) acrylate ester as principal latent adhesive component, an effective amount, in the range of 0.1% or 20% by weight, of a hydroperoxide polymerization catalyst therefor derived from hydrocarbons containing a C 3 -C 18 chain, and an accelerator for said catalyst, a small but effective uniformly distributed amount in the range of 0.01% to 10% of the weight of said ester of an organic sulfonic acid hydrazide which is soluble in said ester to the extent of at least 0.01% to 1% by weight and which has substantially no destabilizing effect on said composition as auxiliary accelerator.
Claim 3
Dependent Claim
14 words
A composition according to claim 1 wherein the auxiliary accelerator is benzenesulfonic acid hydrazide.
Claim 4
Dependent Claim
13 words
A composition according to claim 1 wherein the accelerator is p-toluenesulfonic acid hydrazide.
Claim 5
Dependent Claim
12 words
A composition according to claim 1 wherein the principal accelerator is N,N-dimethyltoluidine.
Claim 6
Dependent Claim
27 words
A composition according to claim 1 wherein the (meth) acrylate ester is the ester of two mols of meth acrylic acid with one mol of ethylene glycol.
Claim 7
Dependent Claim
13 words
A composition according to claim 1 wherein the polymerization catalyst is cumene hydroperoxide.
Claim 8
Dependent Claim
12 words
A composition according to claim 1 wherein the composition contains a stabilizer.
Claim 9
Dependent Claim
11 words
A composition according to claim 1 containing a free radical stabilizer.
Claim 10
Dependent Claim
13 words
A composition according to claim 8 wherein the free radical stabilizer is hydroquinone.
Claim 11
Dependent Claim
12 words
A composition according to claim 9 wherein the stabilizer is peracetic acid.
Claim 12
Dependent Claim
13 words
A composition according to claim 9 wherein the supplementary stabilizer is N-methyl-C-phenyl nitrone.
Claim 13
Independent Claim
118 words
A method for accelerating the setting rate of an aerostable, anaerobically-setting adhesive composition comprising a polymerizable (meth) acrylate ester as principal latent adhesive component, and an effective amount, in the range of 0.1% to 20% by weight, of a hydroperoxide polymerization catalyst therefor derived from hydrocarbons containing a C 3 -C 18 chain, and an accelerator for said catalyst, which comprises uniformly incorporating in said composition a small but effective amount in the range of 0.01% to 10% of the weight of said ester of an organic hydrazide which is soluble in said ester to the extent of at least 0.01% to 1% by weight and which has substantially no destabilizing effect on said composition as auxiliary accelerator.
Claim 14
Independent Claim
118 words
A method for accelerating the setting rate of an aerostable, anaerobically-setting adhesive composition comprising a polymerizable (meth) acrylate ester as principal latent adhesive component, and an effective amount, in the range of 0.1% to 20% by weight, of a hydroperoxide polymerization catalyst therefor derived from hydrocarbons containing a C 3 -C 18 chain, and an accelerator for said catalyst, which comprises uniformly incorporating in said composition a small but effective amount in the range of 0.01% to 10% of the weight of said ester of an organic hydrazide which is soluble in said ester to the extent of at least 0.01% to 1% by weight and which has substantially no destabilizing effect on said composition as auxiliary accelerator.
Claim 15
Dependent Claim
22 words
A method according to claim 12 wherein said hydrazide is incorporated in said composition prior to said catalyst and said basic amine.
Claim 16
Dependent Claim
14 words
A composition according to claim 1, wherein the auxiliary accelerator is an arylsulfonic hydrazide.
Claim 17
Dependent Claim
14 words
A composition according to claim 1 wherein the auxiliary accelerator is an alkylsulfonic hydrazide.
References Cited (Backward Citations)
US3625930A
Cited
US3775385A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1979-10-05 | 1980-04-05 | 1980-10-05 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-10-05 | 1984-04-05 | 1984-10-05 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-10-05 | 1988-04-05 | 1988-10-05 | $7700.00 | Window Closed / Lapsed |