US4113697A
Expired / Lapsed
US
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Polyether diamide epoxy additives
Assignee: Texaco Development Corp
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Filing: 1976-11-22
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Granted: 1978-09-12
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Expires: 1996-11-22
Abstract
Abstract Resistance to thermal shock of certain anhydride cured epoxy resins is unexpectedly enhanced by addition of certain polyether diamide additives. This superior resistance does not appreciably compromise heat deflection properties. The resins comprise a vicinal polyepoxide, a curing amount of certain bicyclic anhydride and an effective amount of a polyether diamide having terminal amido groups and a molecular weight of from about 2000 to about 3000.
Inventors
- 👤 Heinz Schulze
- 👤 Harold G. Waddill
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 21:55
CPC Classifications
C; C08; C08G; C08G59/00; C08G59/18; C08G59/40; C08G59/42; C08G59/4215; C08L; C08L63/00
Claims Analysis
Total Claims: 18
Claim 1
Independent Claim
110 words
An epoxy resin composition having superior resistance to thermal shock and being the cured product of a curable admixture which comprises: a vicinal polyepoxide having an epoxide equivalency of greater than 1.8; a curing amount of an alkyl substituted dicarboxylic bicyclic vicinal anhydride curing agent; and, an effective amount of an additive consisting essentially of a polyether diamide having the formula ##STR5## wherein X is hydrogen, a methyl radical or an ethyl radical; Z is a hydrocarbon alkylene radical having 2 to 5 carbon atoms and n is a number selected such that the molecule of the above formula has a molecular weight of from about 2000 to about 3000.
Claim 2
Dependent Claim
110 words
An epoxy resin composition having superior resistance to thermal shock and being the cured product of a curable admixture which comprises: a vicinal polyepoxide having an epoxide equivalency of greater than 1.8; a curing amount of an alkyl substituted dicarboxylic bicyclic vicinal anhydride curing agent; and, an effective amount of an additive consisting essentially of a polyether diamide having the formula ##STR5## wherein X is hydrogen, a methyl radical or an ethyl radical; Z is a hydrocarbon alkylene radical having 2 to 5 carbon atoms and n is a number selected such that the molecule of the above formula has a molecular weight of from about 2000 to about 3000.
Claim 3
Dependent Claim
26 words
The composition of claim 1 wherein X is a methyl radical; Z is a 1,2-propylene radical; and n is an average number from 16 to 19.
Claim 4
Dependent Claim
18 words
The composition of claim 1 further comprising an effective amount of a composition effective in accelerating the cure.
Claim 5
Dependent Claim
37 words
The composition of claim 3 wherein said vicinal polyepoxide is more than 80% by weight of a polyglycidyl ether of polyhydric phenols; and wherein said composition effective in accelerating the cure comprises a dialkyl amine substituted aromatic.
Claim 6
Dependent Claim
26 words
The composition of claim 4 wherein said vicinal polyepoxide is a polyglycidyl ether of a polyhydric phenol; wherein said curing agent is methyl-bicyclo [2,2,1] heptene-2,3-dicarboxylic anhydride.
Claim 7
Independent Claim
115 words
A method for increasing the resistance to thermal shock of an epoxy resin composition, being the cured product of a curable admixture comprising a vicinal polyepoxide having an epoxide equivalency of greater than 1.8; and, a curing amount of an alkyl substituted dicarboxylic bicyclic vicinal anhydride comprising the step of: adding to said curable admixture an effective amount of a polyether diamide additive having the formula ##STR6## wherein X is hydrogen, a methyl radical or an ethyl radical; Z is a hydrocarbon alkylene radical having 2 to 5 carbon atoms and n is a number selected such that the molecule of the above formula has a molecular weight of from about 2000 to about 3000.
Claim 8
Independent Claim
115 words
A method for increasing the resistance to thermal shock of an epoxy resin composition, being the cured product of a curable admixture comprising a vicinal polyepoxide having an epoxide equivalency of greater than 1.8; and, a curing amount of an alkyl substituted dicarboxylic bicyclic vicinal anhydride comprising the step of: adding to said curable admixture an effective amount of a polyether diamide additive having the formula ##STR6## wherein X is hydrogen, a methyl radical or an ethyl radical; Z is a hydrocarbon alkylene radical having 2 to 5 carbon atoms and n is a number selected such that the molecule of the above formula has a molecular weight of from about 2000 to about 3000.
Claim 9
Dependent Claim
26 words
The method of claim 6 wherein X is a methyl radical; Z is a 1,2-propylene radical; and n is an average number from 16 to 19.
Claim 10
Dependent Claim
22 words
The method of claim 7 wherein said curable admixture further comprises an effective amount of a composition effective in accelerating the cure.
Claim 11
Dependent Claim
37 words
The method of claim 8 wherein said vicinal polyepoxide is more than 80% by weight of a polyglycidyl ether of polyhydric phenols; and wherein said composition effective in accelerating the cure comprises a dialkyl amine substituted aromatic.
Claim 12
Dependent Claim
23 words
The method of claim 9 wherein said vicinal polyepoxide is a polyglycidyl ether of a polyhydric phenol; wherein said methyl-bicyclo [2,2,1]heptene-2, 3-dicarboxylic anhydride.
Claim 13
Dependent Claim
94 words
A curable resin composition comprising a diglycidyl ether of 4,4'-isopropylidene bisphenol polyepoxide; a curing amount of a curing agent consisting essentially of methyl-bicyclo [2,2,1] heptene-2, 3-dicarboxylic anhydride, an accelerator of dimethylaminomethyl substituted phenol; and, an effective amount of a polyether diamide additive having the formula ##STR7## wherein X is hydrogen, a methyl radical or an ethyl radical; Z is a hydrocarbon alkylene radical having 2 to 5 carbon atoms and n is a number selected such that the molecule of the above formula has a molecular weight of from about 2000 to about 3000.
Claim 14
Dependent Claim
94 words
A curable resin composition comprising a diglycidyl ether of 4,4'-isopropylidene bisphenol polyepoxide; a curing amount of a curing agent consisting essentially of methyl-bicyclo [2,2,1] heptene-2, 3-dicarboxylic anhydride, an accelerator of dimethylaminomethyl substituted phenol; and, an effective amount of a polyether diamide additive having the formula ##STR7## wherein X is hydrogen, a methyl radical or an ethyl radical; Z is a hydrocarbon alkylene radical having 2 to 5 carbon atoms and n is a number selected such that the molecule of the above formula has a molecular weight of from about 2000 to about 3000.
Claim 15
Dependent Claim
70 words
The resin of claim 11 wherein said curing agent is present in about 80 to about 90 parts by weight based on 100 parts resin, said accelerator is present in amount from about 1 to 5 parts by weight based on 100 parts by weight said polyepoxide, said additive is present in amount from about 5 to 35 parts by weight based on 100 parts by weight of said polyepoxide.
Claim 16
Dependent Claim
123 words
In an epoxy resin composition, being the cured product of a curable admixture comprising a vicinal polyepoxide having an epoxide equivalency greater than 1.8; and, a curing amount of an alkyl substituted dicarboxylic bicyclic vicinal anhydride curing agent, the improvement which comprises: increasing the resistance to thermal shock of said cured product by addition of an effective amount of a polyether diureide to the curable admixture, wherein said polyether diamide is of the formula ##STR8## wherein X is hydrogen, a methyl radical or an ethyl radical; Z is a hydrocarbon alkylene radical having 2 to 5 carbon atoms and n is a number selected such that the molecule of the above formula has a molecular weight of from about 2000 to about 3000.
Claim 17
Dependent Claim
123 words
In an epoxy resin composition, being the cured product of a curable admixture comprising a vicinal polyepoxide having an epoxide equivalency greater than 1.8; and, a curing amount of an alkyl substituted dicarboxylic bicyclic vicinal anhydride curing agent, the improvement which comprises: increasing the resistance to thermal shock of said cured product by addition of an effective amount of a polyether diureide to the curable admixture, wherein said polyether diamide is of the formula ##STR8## wherein X is hydrogen, a methyl radical or an ethyl radical; Z is a hydrocarbon alkylene radical having 2 to 5 carbon atoms and n is a number selected such that the molecule of the above formula has a molecular weight of from about 2000 to about 3000.
Claim 18
Dependent Claim
26 words
The method of claim 13 wherein X is a methyl radical; Z is a 1,2-propylene radical; and n is an average number from 16 to 19.
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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) | 1981-09-11 | 1982-03-13 | 1982-09-12 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-09-11 | 1986-03-13 | 1986-09-12 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-09-11 | 1990-03-13 | 1990-09-12 | $7700.00 | Window Closed / Lapsed |