US4451627A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Addition polymerizable urethane-based anaerobic adhesives made from tin (II) organoesters
Assignee: Dow Chemical Co
•
Filing: 1982-09-07
•
Granted: 1984-05-29
•
Expires: 2002-09-07
Abstract
Abstract An addition polymerizable adhesive is prepared by using the reaction product of (1) an isocyanate compound (such as 2-isocyanatoethyl methacrylate) and (2) an active hydrogen compound (such as a poly(ethylene glycol)) wherein the reaction between (1) and (2) is catalyzed with a tin (II) organoester (such as stannous octoate). The adhesives of the invention have surprisingly long shelf lives compared to similar adhesives made with other catalysts.
Inventors
- 👤 Kurt C. Frisch, Jr.
- 👤 Michele R. Lock
- 👤 Gregory J. Stuk
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 21:02
CPC Classifications
C; C08; C08F; C08F299/00; C08F299/02; C08F299/06; C08F299/065; C08G; C08G18/00; C08G18/06; C08G18/08; C08G18/16; C08G18/22; C08G18/24; C08G18/244; C08G18/70; C08G18/81; C08G18/8108; C09; C09J; C09J175/00; C09J175/04; C09J175/14; C09J175/16
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
100 words
An adhesive comprising a. the reaction product of (1) an isocyanate compound, and (2) an active hydrogen compound, wherein one of (1) or (2) has an addition polymerizable double bond, and the other is polyfunctional, or both (1) and (2) have addition polymerizable double bonds, said reaction product having been formed in the presence of a catalytic amount of a tin (II) organoester according to the formula ##STR5## wherein R 1 and R 2 each separately denote a hydrogen or an organic radical; b. a curing amount of a polymerization initiator; and c. a stabilizing amount of a polymerization inhibitor.
Claim 2
Dependent Claim
100 words
An adhesive comprising a. the reaction product of (1) an isocyanate compound, and (2) an active hydrogen compound, wherein one of (1) or (2) has an addition polymerizable double bond, and the other is polyfunctional, or both (1) and (2) have addition polymerizable double bonds, said reaction product having been formed in the presence of a catalytic amount of a tin (II) organoester according to the formula ##STR5## wherein R 1 and R 2 each separately denote a hydrogen or an organic radical; b. a curing amount of a polymerization initiator; and c. a stabilizing amount of a polymerization inhibitor.
Claim 3
Dependent Claim
36 words
The adhesive of claim 1 wherein the isocyanate compound is a diisocyanate which does not have an addition polymerizable double bond, and the active hydrogen compound is a hydroxyalkyl ester of an addition polymerizable carboxylic acid.
Claim 4
Dependent Claim
27 words
The adhesive of claim 1 wherein the isocyanate compound is an isocyanatoalkyl ester of an addition polymerizable carboxylic acid, and the active hydrogen compound is a polyahl.
Claim 5
Dependent Claim
11 words
The adhesive of claim 3 wherein the polyahl is a polyol.
Claim 6
Dependent Claim
12 words
The adhesive of claim 4 wherein the polyol is a poly(alkylene ether)diol.
Claim 7
Dependent Claim
45 words
The adhesive of claim 3 wherein the ethylenically unsaturated isocyanate has the formula: ##STR6## wherein R 1 is a hydrogen or a carbon chain of from 1 to 5 carbon atoms and R 2 is a carbon chain of from 1 to 7 carbon atoms.
Claim 8
Dependent Claim
16 words
The adhesive of claim 6 wherein the ethylenically unsaturated isocyanate is 2-isocyanatoethyl methacrylate or 2-isocyanatoethyl acrylate.
Claim 9
Dependent Claim
29 words
The adhesive of claim 1 or 6 wherein in the tin (II) organoester, R 1 and R 2 each separately denote a C 1 to C 29 organic radical.
Claim 10
Dependent Claim
31 words
The adhesive of claim 1 or 6 wherein in the tin (II) organoester, R 1 and R 2 each separately denote a C 1 to C 25 acyclic aliphatic organic radical.
Claim 11
Dependent Claim
31 words
The adhesive of claim 1 or 6 wherein in the tin (II) organoester, R 1 and R 2 each separately denote a C 5 to C 20 acyclic aliphatic organic radical.
Claim 12
Dependent Claim
21 words
The adhesive of claim 10 wherein R 1 and R 2 both denote radicals according to the formula: --CH.sub.2).sub.7 CH═CH(CH.sub.2).sub.7 CH.sub.3.
Claim 13
Dependent Claim
19 words
The adhesive of claim 10 wherein R 1 and R 2 both denote radicals according to the formula: ##STR7##
Claim 14
Dependent Claim
21 words
A method of bonding comprising placing an adhering quantity of the adhesive of claim 1, 7 or 10 between two surfaces.
Claim 15
Dependent Claim
9 words
The product produced by the method of claim 13.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1987-05-29 | 1987-11-28 | 1988-05-29 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-05-29 | 1991-11-28 | 1992-05-29 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-05-29 | 1995-11-28 | 1996-05-29 | $7700.00 | Window Closed / Lapsed |