US4138372A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Resin compositions containing polyepoxides and uretdiones
Assignee: Hitachi Ltd
•
Filing: 1976-01-19
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Granted: 1979-02-06
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Expires: 1996-01-19
Abstract
Abstract A polymerizable, curable resin composition suitable for molding materials, prepreg, powdery paint materials or the like, which comprises a polyepoxide, a uretdione and a tetraphenyl borate-amine complex. This composition has long pot life and good curability by virtue of latent catalytic characteristics of the complex.
Inventors
- 👤 Akio Nishikawa
- 👤 Hitoshi Yokono
- 👤 Ryuichi Simizu
- 👤 Junji Mukai
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 09:43
CPC Classifications
C; C08; C08G; C08G59/00; C08G59/18; C08G59/68; C08G59/686; C08G18/00; C08G18/003; C08G59/40; C08G59/4007; C08G59/4014; C08G59/4028
Claims Analysis
Total Claims: 17
Claim 1
Independent Claim
86 words
A resin composition comprising a polyepoxide having at least two vicinal epoxy groups, a uretdione compound having at least one uretdione ring in its structure, and an effective amount of a tetraphenyl borate-amine complex for effecting dissociation of said uretdione ring at a temperature above the melting point of the complex and for effecting reaction between isocyanate groups formed by the dissociation and between the isocyanate groups and epoxy groups, thereby to form an isocyanurate ring and oxazolidone ring in a cured resin of said composition.
Claim 2
Dependent Claim
86 words
A resin composition comprising a polyepoxide having at least two vicinal epoxy groups, a uretdione compound having at least one uretdione ring in its structure, and an effective amount of a tetraphenyl borate-amine complex for effecting dissociation of said uretdione ring at a temperature above the melting point of the complex and for effecting reaction between isocyanate groups formed by the dissociation and between the isocyanate groups and epoxy groups, thereby to form an isocyanurate ring and oxazolidone ring in a cured resin of said composition.
Claim 3
Dependent Claim
41 words
A resin composition according to claim 1, wherein said tetraphenyl borate-amine complex is a member selected from the group consisting of tetraphenyl borate complexes of primary-, secondary-, tertiary-, and quarternary amines and tetraphenyl borate complexes of imidazoles and pyridines and morpholines.
Claim 4
Dependent Claim
25 words
A resin composition according to claim 1, wherein said tetraphenyl borate-amine complex has a melting point higher than 100° C. but lower than 300° C.
Claim 5
Dependent Claim
22 words
A resin composition according to claim 1, wherein the tetraphenyl borate-amine complex has a molecular weight of about 350 to about 1,000.
Claim 6
Dependent Claim
32 words
A resin composition according to claim 1, wherein an amount of said tetraphenyl borate-amine complex is from 0.01 to 10 weight percent by the total weight of said polyepoxide and uretdione compound.
Claim 7
Dependent Claim
18 words
A resin composition according to claim 2, wherein said tetraphenyl borate-amine complex is a tetraphenyl borate-tertiary amine complex.
Claim 8
Dependent Claim
22 words
A resin composition according to claim 1, wherein the equivalent ratio of said uretdione to said polyepoxide is of 0.8 to 4.
Claim 9
Dependent Claim
50 words
A resin composition according to claim 1, wherein the uretdione has at least one isocyanate terminal group and is represented by the following formula: ##STR11## where R and R' which are the same or different are aromatic groups and X and Y which are the same or different are ##STR12##
Claim 10
Dependent Claim
35 words
A resin composition according to claim 1, wherein said polyepoxide has a molecular weight of about 200 to about 6,000, and said uretdione compound has a molecular weight of from about 200 to about 2,000.
Claim 11
Dependent Claim
19 words
A resin composition according to claim 1, wherein said uretdione is a co-oligomer derived from two kinds of polyisocyanates.
Claim 12
Dependent Claim
50 words
A thermosetting, curable resin composition a part of which is reacted by heating the composition of claim 1 at a temperature at which a part of the uretdione rings of said uretdione compound is dissociated to react with said epoxy groups, while other uretdione rings and epoxy groups remain unreacted.
Claim 13
Dependent Claim
35 words
A thermosetting, curable resin composition according to claim 11, wherein the composition is heated to a temperature of 150° C. to 250° C. for a period of time whereby part of said composition is cured.
Claim 14
Dependent Claim
50 words
A thermosetting, curable resin composition a part of which is reacted by heating the composition of claim 9 at a temperature at which a part of the uretdione rings of said uretdione compound is dissociated to react with said epoxy groups, while other uretdione rings and epoxy groups remain unreacted.
Claim 15
Dependent Claim
35 words
A thermosetting, curable resin composition according to claim 13, wherein the composition is heated to a temperature of 150° C. to 250° C. for a period of time whereby part of said composition is cured.
Claim 16
Dependent Claim
123 words
A resin composition according to claim 2, wherein said tetraphenyl borate amine complex is at least one member selected from the group consisting of: ##STR13## wherein at least one of groups R 1 to R 4 is an alkyl group having 1 to 20 carbon atoms and the remaining groups are hydrogen atoms; ##STR14## wherein at least one of groups R 5 to R 9 is an alkyl group having 1 to 20 carbon atoms or a phenyl group and the remaining groups are hydrogen atoms; ##STR15## wherein R 10 is a hydrogen atom or an alkyl group having 1 to 20 carbon atoms; and ##STR16## wherein R 11 is a hydrogen atom or an alkyl group having 1 to 20 carbon atoms.
Claim 17
Dependent Claim
35 words
A thermoset resin made by heating the composition of claim 10 at a temperature higher than the dissociation temperature of said tetraphenyl borate-amine complex, said resin having isocyanurate rings and oxazolidone rings in its structure.
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) | 1982-02-05 | 1982-08-07 | 1983-02-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-02-05 | 1986-08-07 | 1987-02-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-02-05 | 1990-08-07 | 1991-02-06 | $7700.00 | Window Closed / Lapsed |