US4098747A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Polyurethane adhesives having high peel strength at 70° C
Assignee: Solvay Interox Ltd
•
Filing: 1976-05-24
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Granted: 1978-07-04
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Expires: 1996-05-24
Abstract
Abstract An adhesive composition which comprises a polyurethane comprising (a) units derived from a diisocyanate, (b) units derived from a poly (ε-caprolactone) diol having a hydroxyl value of from 25 to less than 30, and (c) units derived from an alkane diol chain lengthening agent containing at least 2 carbon atoms, the mole ratio of alkane diol:poly (ε-caprolactone) diol being from greater than 0.7:1.0 to less than 1.2:1.0. The adhesive may be used in solid form or dissolved in an organic solvent. The adhesive has improved hot bond strength and is particularly useful for bonding shoe soles to shoe uppers.
Inventors
- 👤 Brian Edward Bailey
- 👤 Anthony John Bunker
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 00:46
CPC Classifications
C; C09; C09J; C09J175/00; C09J175/04; C09J175/06; C08; C08G; C08G18/00; C08G18/06; C08G18/08; C08G18/10; C08G18/12; C08G18/28; C08G18/65; C08G18/66; C08G18/6633; C08G18/6637; C08G18/664; C08G2170/00; C08G2170/20; C08G2250/00
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
114 words
An adhesive composition having a peel strength at 70° C. of at least about 2.4 Kg/cm which comprises a polyurethane comprising (a) units derived from a diisocyanate, (b) units derived from a poly (ε-caprolactone) diol having a hydroxyl value of from 25 to less than 30, and (c) units derived from an alkane diol chain lengthening agent containing at least 2 carbon atoms, the mole ratio of alkane diol: poly(ε-caprolactone) diol being from greater than 0.7:1.0 to less than 1.2:1.0 and the ratio of moles of diisocyanate to the total of the number of moles of poly(ε-caporlactone) diol and the number of moles of alkane diol in the polyurethane is from 1.0:1.0 to 1.04:1.00.
Claim 2
Dependent Claim
114 words
An adhesive composition having a peel strength at 70° C. of at least about 2.4 Kg/cm which comprises a polyurethane comprising (a) units derived from a diisocyanate, (b) units derived from a poly (ε-caprolactone) diol having a hydroxyl value of from 25 to less than 30, and (c) units derived from an alkane diol chain lengthening agent containing at least 2 carbon atoms, the mole ratio of alkane diol: poly(ε-caprolactone) diol being from greater than 0.7:1.0 to less than 1.2:1.0 and the ratio of moles of diisocyanate to the total of the number of moles of poly(ε-caporlactone) diol and the number of moles of alkane diol in the polyurethane is from 1.0:1.0 to 1.04:1.00.
Claim 3
Dependent Claim
15 words
An adhesive composition according to claim 1 wherein the alkane diol is butane 1,4 diol.
Claim 4
Dependent Claim
47 words
An adhesive composition according to claim 1 wherein the poly(ε-caprolactone) diol, from which the said units are derived, is prepared by reacting together in the presence of a catalyst at a temperature not exceeding 160° C., ε-caprolactone and a glycol containing from 2 to 10 carbon atoms.
Claim 5
Dependent Claim
13 words
An adhesive composition according to claim 3 wherein the glycol is tetramethylene glycol.
Claim 6
Dependent Claim
19 words
An adhesive composition according to claim 1 wherein the diisocyanate, from which the said units are derived is 4,4'-di-isocyanato-diphenylmethane.
Claim 7
Dependent Claim
30 words
An adhesive composition according to claim 1 which additionally contains an isocyanate blocking agent in an amount of from 0.1% to 10.0% by weight based on the weight of polyurethane.
Claim 8
Dependent Claim
13 words
An adhesive composition according to claim 6 wherein the blocking agent is ε-caprolactam.
Claim 9
Dependent Claim
30 words
An adhesive composition according to claim 1 which additionally contains an organic solvent for the polyurethane, selected from the group consisting of acetone, methyl ethyl ketone, tetrahydrofuran, dioxane and dimethylformamide.
Claim 10
Dependent Claim
29 words
An adhesive composition according to claim 8 which additionally contains a trifunctional isocyanate compound present in an amount of from 15% to 25% by weight, on weight of polyurethane.
Claim 11
Dependent Claim
79 words
A process for the preparation of an adhesive composition according to claim 1 comprising reacting together, at a temperature of from 100° to 140° C. for a period of 1/2 hour to 24 hours, a diisocyanate, a poly(ε-caprolactone) diol having a hydroxyl value of from 25 to less than 30, and from greater than 0.7 to less than 1.2 moles per mol of the poly(ε-caprolactone) diol of an alkane diol chain lengthening agent containing at least 2 carbon atoms.
Claim 12
Dependent Claim
37 words
A process according to claim 10 wherein the ratio of moles of diisocyanate to the total of the number of moles of poly(ε-caprolactone) diol and moles of alkane diol in the polyurethane is from 1.00:1.00 to 1.04:1.00.
Claim 13
Dependent Claim
14 words
A process according to claim 10 wherein the alkane diol is butane 1,4 diol.
Claim 14
Dependent Claim
40 words
A process according to claim 10 wherein the poly(ε-caprolactone) diol used is prepared by reacting together in the presence of a catalyst at a temperature not exceeding 160° C., ε-caprolactone and a glycol containing from 2 to 10 carbon atoms.
Claim 15
Dependent Claim
12 words
A process according to claim 13 wherein the glycol is tetramethylene glycol.
Claim 16
Dependent Claim
11 words
A process according to claim 10 wherein the diisocyanate is 4,4'-di-isocyanato-diphenylmethane.
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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) | 1981-07-03 | 1982-01-02 | 1982-07-04 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-07-03 | 1986-01-02 | 1986-07-04 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-07-03 | 1990-01-02 | 1990-07-04 | $7700.00 | Window Closed / Lapsed |