Patent US4055606A successfully refreshed from Google Patents.
US4055606A
Expired / Lapsed
US
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Novel copolyester-polyepoxide compositions
Assignee: Honeywell International Inc
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Filing: 1976-06-21
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Granted: 1977-10-25
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Expires: 1996-06-21
Abstract
Abstract Novel copolyester-polyepoxide compositions possessing a high green strength and tack before curing and characterized by having a single discernible glass transition temperature are produced. The compositions are composed of a copolyester and a polyepoxide mixture containing high, intermediate and low molecular weight components. They are especially useful as gap-filling adhesives and for various other adhesive applications. Methods of preparation are also described.
Inventors
- 👤 Dusan C. Prevorsek
- 👤 Shaul M. Aharoni
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 17:53
CPC Classifications
C; C09; C09J; C09J163/00; C08; C08G; C08G59/00; C08G59/18; C08G59/20; C08G59/22; C08G59/226; C08G63/00; C08G63/02; C08G63/12; C08G63/16; C08G63/18; C08G63/181; C08G63/66; C08G63/668; C08G63/672; C09J167/00; C09J167/02; C08L; C08L2666/00; C08L2666/02; C08L2666/14; C08L2666/18; Y; Y10; Y10S; Y10S525/00; Y10S525/93; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31511; Y10T428/31515; Y10T428/31522
Claims Analysis
Total Claims: 21
Claim 1
Independent Claim
224 words
A copolyester-polyepoxide composition characterized by possessing a single discernible glass transition temperature before curing as measured by differential scanning calorimetry comprising: A. a copolyester having a number average molecular weight in the range from about 6,000 to about 50,000; and B. a polyepoxide mixture comprising high, intermediate and low molecular weight components wherein a. about 25 to 75 weight percent of said mixture is said high molecular weight component having a weight average molecular weight in the range of above 25,000 to about 120,000 and an epoxide equivalent in the range from above 10,000 to about 60,000; b. about 15 to 65 weight percent of said mixture is said intermediate molecular weight component having a weight average molecular weight in the range of above 3,000 to 25,000 and an epoxide equivalent in the range from above 1,600 to 10,000; c. about 5 to 35 weight percent of said mixture is said low molecular weight component having a weight average molecular weight in the range of about 150 to 3,000 and an epoxide equivalent in the range from about 50 to 1,600, said polyepoxide mixture being present in an amount of at least 50% but not more than about 200% by weight based on said copolyester; and C. an epoxy curing agent present in the amount from 0 to about 1.1 equivalents per epoxy equivalent.
Claim 2
Dependent Claim
224 words
A copolyester-polyepoxide composition characterized by possessing a single discernible glass transition temperature before curing as measured by differential scanning calorimetry comprising: A. a copolyester having a number average molecular weight in the range from about 6,000 to about 50,000; and B. a polyepoxide mixture comprising high, intermediate and low molecular weight components wherein a. about 25 to 75 weight percent of said mixture is said high molecular weight component having a weight average molecular weight in the range of above 25,000 to about 120,000 and an epoxide equivalent in the range from above 10,000 to about 60,000; b. about 15 to 65 weight percent of said mixture is said intermediate molecular weight component having a weight average molecular weight in the range of above 3,000 to 25,000 and an epoxide equivalent in the range from above 1,600 to 10,000; c. about 5 to 35 weight percent of said mixture is said low molecular weight component having a weight average molecular weight in the range of about 150 to 3,000 and an epoxide equivalent in the range from about 50 to 1,600, said polyepoxide mixture being present in an amount of at least 50% but not more than about 200% by weight based on said copolyester; and C. an epoxy curing agent present in the amount from 0 to about 1.1 equivalents per epoxy equivalent.
Claim 3
Dependent Claim
172 words
The composition of claim 1 wherein A. the copolyester has a number average molecular weight in the range of about 12,000 to 40,000; and B. the polyepoxide mixture comprises a. about 35 to 65 weight percent of the high molecular weight component having a weight average molecular weight in the range of about 50,000 to 100,000 and an epoxide equivalent in the range of about 10,000 to 45,000; and b. about 25 to 55 weight percent of the intermediate molecular weight component having a weight average molecular weight in the range of about 5,000 to 20,000 and an epoxide equivalent in the range of about 2,000 to 8,000; and c. about 5 to 25 weight percent of the low molecular weight component having a weight average molecular weight in the range of about 150 to 1,000 and an epoxide equivalent in the range of about 75 to 1,000, said polyepoxide mixture being present in an amount of at least 50% but not more than about 120% by weight based on said copolyester.
Claim 4
Dependent Claim
32 words
The composition of claim 1 wherein said high molecular weight component and intermediate molecular weight component of said polyepoxide mixture are produced by polymerizing the reaction products of epihalohydrins and polyhydric phenols.
Claim 5
Dependent Claim
30 words
The composition of claim 1 wherein said high, intermediate and low molecular weight components of said polyepoxide mixture are produced by polymerizing the reaction products of epihalohydrins and polyhydric phenols.
Claim 6
Dependent Claim
28 words
The composition of claim 4 wherein said high, intermediate and low molecular weight components of said polyepoxide mixture are produced by polymerizing the diglycidyl ether of bisphenol A.
Claim 7
Dependent Claim
68 words
The composition of claim 1 wherein said copolyester is produced by reacting one or more dicarboxylic acids with one or more dihydroxy compounds wherein said dicarboxylic acids are selected from the group consisting of phthalic acid, isophthalic acid, terephthalic acid, sebacic acid, their esters and mixtures thereof and said dihydroxy compounds are selected from the group consisting of ethylene glycol, poly(tetramethylene oxide) glycol, resorcinol di-(beta-hydroxyethyl)-ether and mixtures thereof.
Claim 8
Dependent Claim
67 words
The composition of claim 5 wherein said copolyester is produced by reacting one or more dicarboxylic acids with one or more dihydroxy compounds wherein said dicarboxylic acids are selected from the group consisting of phthalic acid, isophthalic acid, terphthalic acid, sebacic acid, their esters and mixtures thereof and said dihydroxy compounds are selected from the group consisting of ethylene glycol, poly-(tetra-methylene oxide)glycol, resorcinol di-(beta-hydroxyethyl)-ether and mixtures thereof.
Claim 9
Dependent Claim
29 words
The composition of claim 7 wherein said copolyester is produced by reacting a mixture of dimethylterephthalate, dimethylisophthalate and dimethylsebacate with a mixture of ethylene glycol and poly(tetramethylene oxide) glycol.
Claim 10
Dependent Claim
31 words
The composition of claim 7 wherein said copolyester is produced by reacting a mixture of dimethylterephthalate, dimethylisophthalate and dimethyl sebacate with a mixture of poly(tetramethylene oxide)glycol, resorcinol di-(beta-hydroxyethyl)ether and ethylene glycol.
Claim 11
Dependent Claim
21 words
The composition of claim 7 wherein said copolyester is produced by reacting a mixture of dimethylterephthalate and dimethylisophthalate with ethylene glycol.
Claim 12
Dependent Claim
23 words
The composition of claim 7 wherein said copolyester is produced by reacting a mixture of dimethylterephthalate, dimethylisophthalate and dimethyl sebacate with ethylene glycol.
Claim 13
Dependent Claim
12 words
The composition of claim 1 wherein said copolyester is a halogenated copolyester.
Claim 14
Dependent Claim
12 words
The composition of claim 1 wherein said copolyester is a polyester-sulfone copolyester.
Claim 15
Dependent Claim
12 words
The composition of claim 1 wherein said copolyester is a polyester carbonate.
Claim 16
Dependent Claim
6 words
The cured composition of claim 1.
Claim 17
Dependent Claim
6 words
The cured composition of claim 7.
Claim 18
Dependent Claim
301 words
A process of preparing a copolyester-polyepoxide composition which possesses a single discernible glass transition temperature comprising: a. dissolving a copolyester in a solvent therefor; b. dissolving a polyepoxide in a solvent therefor which is miscible with the solvent used for the copolyester; c. mixing together the solutions of copolyester and polyepoxide with adequate agitation to produce a homogeneous solution; and d. recovering the copolyester-polyepoxide composition from the solution by removal of the solvent from the copolyester-polyepoxide composition at such a rate that it exceeds the rate of phase separation between the copolyester and polyepoxide wherein said copolyester-polyepoxide composition comprises: A. a copolyester having a number average molecular weight in the range from about 6,000 to about 50,000; and B. a polyepoxide mixture comprising high, intermediate and low molecular weight components wherein a. about 25 to 75 weight percent of said mixture is said high molecular weight component having a weight average molecular weight in the range of about 25,000 to about 120,000 and an epoxide equivalent in the range from above 10,000 to about 60,000; b. about 15 to 65 weight percent of said mixture is said intermediate molecular weight component having a weight average molecular weight in the range of above 3,000 to 25,000 and an epoxide equivalent in the range from above 1,600 to 10,000; c. about 5 to 35 weight percent of said mixture is said low molecular weight component having a weight average molecular weight in the range of about 150 to 3,000 and an epoxide equivalent in the range from about 50 to 1,600, said polyepoxide being present in an amount of at least 50% but not more than about 200% by weight based on said copolyester; and C. an epoxy curing agent present in the amount from 0 to about 1.1 equivalents per epoxy equivalent.
Claim 19
Dependent Claim
301 words
A process of preparing a copolyester-polyepoxide composition which possesses a single discernible glass transition temperature comprising: a. dissolving a copolyester in a solvent therefor; b. dissolving a polyepoxide in a solvent therefor which is miscible with the solvent used for the copolyester; c. mixing together the solutions of copolyester and polyepoxide with adequate agitation to produce a homogeneous solution; and d. recovering the copolyester-polyepoxide composition from the solution by removal of the solvent from the copolyester-polyepoxide composition at such a rate that it exceeds the rate of phase separation between the copolyester and polyepoxide wherein said copolyester-polyepoxide composition comprises: A. a copolyester having a number average molecular weight in the range from about 6,000 to about 50,000; and B. a polyepoxide mixture comprising high, intermediate and low molecular weight components wherein a. about 25 to 75 weight percent of said mixture is said high molecular weight component having a weight average molecular weight in the range of about 25,000 to about 120,000 and an epoxide equivalent in the range from above 10,000 to about 60,000; b. about 15 to 65 weight percent of said mixture is said intermediate molecular weight component having a weight average molecular weight in the range of above 3,000 to 25,000 and an epoxide equivalent in the range from above 1,600 to 10,000; c. about 5 to 35 weight percent of said mixture is said low molecular weight component having a weight average molecular weight in the range of about 150 to 3,000 and an epoxide equivalent in the range from about 50 to 1,600, said polyepoxide being present in an amount of at least 50% but not more than about 200% by weight based on said copolyester; and C. an epoxy curing agent present in the amount from 0 to about 1.1 equivalents per epoxy equivalent.
Claim 20
Dependent Claim
23 words
The process of claim 17 wherein said copolyester polyepoxide composition is recovered from the solution by evaporation of the solvents under reduced pressure.
Claim 21
Dependent Claim
40 words
The process of claim 17 wherein the said copolyester polyepoxide composition is recovered by dilution with a solvent which is miscible with the solvents used to dissolve the copolyester and polyepoxide mixture but is a nonsolvent for the copolyester-polyepoxide composition.
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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) | 1980-10-24 | 1981-04-25 | 1981-10-25 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-10-24 | 1985-04-25 | 1985-10-25 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-10-24 | 1989-04-25 | 1989-10-25 | $7700.00 | Window Closed / Lapsed |