Patent US3341864A successfully refreshed from Google Patents.
Patent US4125522A successfully refreshed from Google Patents.
US4125522A
Expired / Lapsed
US
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Adhesive composition
Assignee: Uniroyal Chemical Co Inc
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Filing: 1978-01-26
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Granted: 1978-11-14
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Expires: 1998-01-26
Abstract
Abstract A polyurethane adhesive, suitable for bonding of shoe uppers to shoe soles, is based on an isocyanateterminated prepolymer made from tolylene diisocyanate, a poly(tetramethyleneoxy) glycol, and a poly(ethyleneoxy) compound having 7-30 ethyleneoxy groups and 1 or 2 hydroxyl groups. This prepolymer can be cured with a mixture of a methylenedianiline/sodium chloride complex with urea at a temperature of 70° C, which is safe for the usual shoe materials. Adhesive compositions containing both the prepolymer and the curing agent have at room temperature a potlife of at least 24 hours.
Inventors
- 👤 Judith W. Becker
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 19:33
CPC Classifications
C; C09; C09J; C09J175/00; C09J175/04; C09J175/12; A; A43; A43B; A43B13/00; A43B13/28; A43B13/32; C08; C08G; C08G18/00; C08G18/06; C08G18/08; C08G18/10; C08G18/12; C08G18/28; C08G18/2805; C08G18/2815; C08G18/283; C08G18/284; C08G18/40; C08G18/48; C08G18/4804; C08G18/4808; C08G18/70; C08G18/72; C08G18/74; C08G18/76; C08G18/7614; C08G18/7621; C08G2170/00; C08G2170/90; C08G2410/00
Claims Analysis
Total Claims: 12
Claim 1
Independent Claim
97 words
A curable polyurethane prepolymer made by a reaction of 1.2-2.0 moles of tolylene diisocyanate containing at least 65% of the 2,4-isomer with 1 mole of poly(tetramethyleneoxy) glycol having a number average molecular weight of about 400-3000, and a poly(ethyleneoxy) compound having a number average molecular weight of about 310-4000 and containing 7-30 (--CH 2 --Ch 2 O--) groups and 1 or 2 hydroxyl groups, its (--CH 2 --CH 2 O--) groups providing 0.5-4.0% of the combined weight of the poly(ethyleneoxy) compound and poly(tetramethyleneoxy) glycol, while the poly(tetramethyleneoxy) glycol provides no less than 80% of said combined weight.
Claim 2
Dependent Claim
97 words
A curable polyurethane prepolymer made by a reaction of 1.2-2.0 moles of tolylene diisocyanate containing at least 65% of the 2,4-isomer with 1 mole of poly(tetramethyleneoxy) glycol having a number average molecular weight of about 400-3000, and a poly(ethyleneoxy) compound having a number average molecular weight of about 310-4000 and containing 7-30 (--CH 2 --Ch 2 O--) groups and 1 or 2 hydroxyl groups, its (--CH 2 --CH 2 O--) groups providing 0.5-4.0% of the combined weight of the poly(ethyleneoxy) compound and poly(tetramethyleneoxy) glycol, while the poly(tetramethyleneoxy) glycol provides no less than 80% of said combined weight.
Claim 3
Dependent Claim
34 words
The prepolymer of claim 1 wherein the proportion of the poly(ethyleneoxy) compound is such that its (--CH 2 --CH 2 O--) groups provide 1.0-3.0% of the combined weight of poly(ethyleneoxy) compound and poly(tetramethyleneoxy) glycol.
Claim 4
Dependent Claim
18 words
The prepolymer of claim 2 wherein the poly(ethyleneoxy) compound is a poly(ethyleneoxy) glycol, or an oxyethylated poly(propyleneoxy) glycol.
Claim 5
Dependent Claim
13 words
The prepolymer of claim 2 wherein the poly(ethyleneoxy) compound is an alkylphenoxypoly(ethylenoxy) ethanol.
Claim 6
Dependent Claim
12 words
The prepolymer of claim 1 wherein the tolylene diisocyanate is the 2,4-isomer.
Claim 7
Dependent Claim
61 words
A composition consisting essentially of a prepolymer of Claim 1 and a mixture of a methylenedianiline/sodium chloride complex in a mole ratio of 3:1 with urea in such proportions that the mole ratio of amine --NH 2 to --NCO is about 0.95:1 to 1.50:1, the proportion of urea being 2-5 parts per 100 parts by weight of the methylenedianiline/sodium chloride complex.
Claim 8
Dependent Claim
23 words
A composition of claim 6 wherein the proportions are such that the ratio of amine --NH 2 to --NCO is 1.00:1 to 1.30:1.
Claim 9
Dependent Claim
46 words
A method of bonding two or more surfaces, wherein at least one surface to be bonded is coated with a composition of claim 6; the coated surface is heated to about 70° C; the surfaces are joined together and held together for at least 10 seconds.
Claim 10
Dependent Claim
46 words
A method of bonding two or more surfaces, wherein at least one surface to be bonded is coated with a composition of claim 7, the coated surface is heated to about 70° C; the surfaces are joined together and held together for at least 10 seconds.
Claim 11
Dependent Claim
10 words
A bonded article made by the method of claim 9.
Claim 12
Dependent Claim
17 words
A shoe in which the upper is bonded to the sole by the method of claim 8.
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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) | 1981-11-13 | 1982-05-15 | 1982-11-14 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-11-13 | 1986-05-15 | 1986-11-14 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-11-13 | 1990-05-15 | 1990-11-14 | $7700.00 | Window Closed / Lapsed |