US4632972A
Expired / Lapsed
US
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Imide functional polyphenols; thermosettable compositions containing same and cured products therefrom
Assignee: Dow Chemical Co
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Filing: 1985-09-09
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Granted: 1986-12-30
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Expires: 2005-09-09
Abstract
Abstract Imide functional polyphenols are prepared by reacting an excess of a phenol with an unsaturated diimide which is prepared by reacting an unsaturated polycycloaliphatic dicarboxylic acid anhydride with a diamine. These materials are useful in the preparation of castings, coatings, laminates and the like.
Inventors
- 👤 Robert E. Hefner, Jr.
- 👤 Mary N. White
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 00:33
CPC Classifications
C; C08; C08G; C08G73/00; C08G73/06; C08G73/10; C08G73/12; C07; C07D; C07D209/00; C07D209/56; C07D209/58; C07D209/72; C07D209/76; C08G59/00; C08G59/02; C08G59/04; C08G59/06; C08G59/066; C08G59/18; C08G59/20; C08G59/22; C08G59/26; C08G59/32; C08G59/3236; C08G59/3245; C08G73/1003
Claims Analysis
Total Claims: 23
Claim 1
Independent Claim
302 words
A polyepoxide composition resulting from reacting (A) any one or a combination of any two or more of the materials represented by the following formulas (I) and (II) ##STR17## wherein each Q is independently ##STR18## each R is independently a hydrocarbyl group having from 1 to about 10 carbon atoms, or a ##STR19## group; each A is independently a divalent hydrocarbyl group having from 1 to about 10, carbon atoms, --S--, --S--S--, --O--, ##STR20## each R' is independently hydrogen, chlorine, bromine, a hydrocarbyl or hydrocarbyloxy group having from 1 to about 3 carbon atoms; each R" is hydrogen or a hydrocarbyl group having from 1 to about 3 carbon atoms; Z is a group represented by the formula ##STR21## wherein R" is hydrogen or a hydrocarbyl group having from 1 to about 4 carbon atoms; each x has a value of zero or 1; each y has a value of zero or 1; each n independently has an average value from zero to about 20, and n 1 has a value from zero to about 10; with (B) at least one material represented by the following formulas (VII), (VIII), (IX) or (X) ##STR22## wherein each A is independently a divalent hydrocarbyl group having from 1 to about 10 carbon atoms, --S--, --S--S--, --O--, ##STR23## each A' is independently a divalent hydrocarbyl group having from 1 to about 10 carbon atoms; each y independently has a value of zero or 1; each R' is independently hydrogen, chlorine, bromine, a hydrocarbyl or hydrocarbyloxy group having from 1 to about 4 carbon atoms; m' has a value from 0.001 to about 10; and y has a value of zero or 1; wherein components (A) and (B) are employed in quantities which provides a phenolic hydroxyl to epoxide ratio of from about 0.01:1 to about 0.99:1.
Claim 2
Dependent Claim
302 words
A polyepoxide composition resulting from reacting (A) any one or a combination of any two or more of the materials represented by the following formulas (I) and (II) ##STR17## wherein each Q is independently ##STR18## each R is independently a hydrocarbyl group having from 1 to about 10 carbon atoms, or a ##STR19## group; each A is independently a divalent hydrocarbyl group having from 1 to about 10, carbon atoms, --S--, --S--S--, --O--, ##STR20## each R' is independently hydrogen, chlorine, bromine, a hydrocarbyl or hydrocarbyloxy group having from 1 to about 3 carbon atoms; each R" is hydrogen or a hydrocarbyl group having from 1 to about 3 carbon atoms; Z is a group represented by the formula ##STR21## wherein R" is hydrogen or a hydrocarbyl group having from 1 to about 4 carbon atoms; each x has a value of zero or 1; each y has a value of zero or 1; each n independently has an average value from zero to about 20, and n 1 has a value from zero to about 10; with (B) at least one material represented by the following formulas (VII), (VIII), (IX) or (X) ##STR22## wherein each A is independently a divalent hydrocarbyl group having from 1 to about 10 carbon atoms, --S--, --S--S--, --O--, ##STR23## each A' is independently a divalent hydrocarbyl group having from 1 to about 10 carbon atoms; each y independently has a value of zero or 1; each R' is independently hydrogen, chlorine, bromine, a hydrocarbyl or hydrocarbyloxy group having from 1 to about 4 carbon atoms; m' has a value from 0.001 to about 10; and y has a value of zero or 1; wherein components (A) and (B) are employed in quantities which provides a phenolic hydroxyl to epoxide ratio of from about 0.01:1 to about 0.99:1.
Claim 3
Dependent Claim
133 words
A polyepoxide composition of claim 1 wherein (i) component (A) comprises (1) from about 75 to about 100 percent by weight of a material represented by formula (I) where n 1 has a value of zero and (2) from about zero to about 25% by weight of any one or more of the materials represented by formulas (I) and (II) where n 1 has a value from 1 to about 10; (ii) in component (B), each A and A' is a divalent hydrocarbon group having from 1 to about 4 carbon atoms, m' has a value from 0.01 to about 3 and y has a value of 1; and (iii) components (A) and (B) are present in quantities which provides a phenolic hydroxyl to epoxide ratio of from about 0.05:1 to about 0.3:1.
Claim 4
Dependent Claim
70 words
A polyepoxide composition of claim 2 wherein (i) in component (A), each R is independently a hydrocarbyl group having from 2 to about 5 carbon atoms; each R' is hydrogen; each n independently has an average value from zero to about 8 and n 1 has a value from zero to about 2; and (ii) component (B) is represented by formula (VII) wherein each R' is independently hydrogen or bromine.
Claim 5
Dependent Claim
17 words
A polyepoxide composition of claim 3 wherein in component (A) each n has a value of zero.
Claim 6
Dependent Claim
17 words
A polyepoxide composition of claim 4 wherein in component (A) each x has a value of zero.
Claim 7
Dependent Claim
17 words
A polyepoxide composition of claim 4 wherein in component (A) each x has a value of one.
Claim 8
Dependent Claim
18 words
A polyepoxide composition of claim 4 wherein component (B) is bisphenol A, tetrabromobisphenol A or a mixture thereof.
Claim 9
Dependent Claim
18 words
A polyepoxide composition of claim 5 wherein component (B) is bisphenol A, tetrabromobisphenol A or a mixture thereof.
Claim 10
Dependent Claim
18 words
A polyepoxide composition of claim 6 wherein component (B) is bisphenol A, tetrabromobisphenol A or a mixture thereof.
Claim 11
Dependent Claim
306 words
A polyepoxide composition resulting from reacting (A) any one or a combination of any two or more of the materials represented by the following formulas (I) and (II) ##STR24## wherein each Q is independently ##STR25## each R is independently a hydrocarbyl group having from 1 to about 10 carbon atoms, or a ##STR26## group; each A is independently a divalent hydrocarbyl group having from 1 to about 10, carbon atoms, --S--, --S--S--, --O--, ##STR27## each R' is independently hydrogen, chlorine, bromine, a hydrocarbyl or hydrocarbyloxy group having from 1 to about 3 carbon atoms; each R" is hydrogen or a hydrocarbyl group having from 1 to about 3 carbon atoms; Z is hydrogen; each x has a value of zero or 1; each y has a value of zero or 1; each n independently has an average value from zero to about 20, and n 1 has a value from zero to about 10; with (B) at least one material represented by the following formulas (III), (IV), (V) or (VI) ##STR28## wherein each A is independently a divalent hydrocarbyl group having from 1 to about 10 carbon atoms, --S--, --S--S--, --O--, ##STR29## each A' is independently a divalent hydrocarbyl group having from 1 to about 10 carbon atoms; each y independently has a value of zero or 1; each R' is independently hydrogen, chlorine, bromine, a hydrocarbyl or hydrocarbyloxy group having from 1 to about 4 carbon atoms; each R" is independently hydrogen or a hydrocarbyl group having from 1 to about 4 carbon atoms; m has a value from zero to about 40; m' has a value from 0.001 to about 10; and y has a value of zero or 1; wherein components (A) and (B) are employed in quantities which provides a phenolic hydroxyl to epoxide ratio of from about 0.01:1 to about 0.99:1.
Claim 12
Dependent Claim
306 words
A polyepoxide composition resulting from reacting (A) any one or a combination of any two or more of the materials represented by the following formulas (I) and (II) ##STR24## wherein each Q is independently ##STR25## each R is independently a hydrocarbyl group having from 1 to about 10 carbon atoms, or a ##STR26## group; each A is independently a divalent hydrocarbyl group having from 1 to about 10, carbon atoms, --S--, --S--S--, --O--, ##STR27## each R' is independently hydrogen, chlorine, bromine, a hydrocarbyl or hydrocarbyloxy group having from 1 to about 3 carbon atoms; each R" is hydrogen or a hydrocarbyl group having from 1 to about 3 carbon atoms; Z is hydrogen; each x has a value of zero or 1; each y has a value of zero or 1; each n independently has an average value from zero to about 20, and n 1 has a value from zero to about 10; with (B) at least one material represented by the following formulas (III), (IV), (V) or (VI) ##STR28## wherein each A is independently a divalent hydrocarbyl group having from 1 to about 10 carbon atoms, --S--, --S--S--, --O--, ##STR29## each A' is independently a divalent hydrocarbyl group having from 1 to about 10 carbon atoms; each y independently has a value of zero or 1; each R' is independently hydrogen, chlorine, bromine, a hydrocarbyl or hydrocarbyloxy group having from 1 to about 4 carbon atoms; each R" is independently hydrogen or a hydrocarbyl group having from 1 to about 4 carbon atoms; m has a value from zero to about 40; m' has a value from 0.001 to about 10; and y has a value of zero or 1; wherein components (A) and (B) are employed in quantities which provides a phenolic hydroxyl to epoxide ratio of from about 0.01:1 to about 0.99:1.
Claim 13
Dependent Claim
146 words
A polyepoxide composition of claim 10 wherein (i) component (A) comprises (1) from about 75 to about 100 percent by weight of a material represented by formula (I) where n 1 has a value of zero and (2) from about zero to about 25% by weight of any one or more of the materials represented by formulas (I) and (II) where n 1 has a value from 1 to about 10; (ii) in component (B), each A and A' is a divalent hydrocarbon group having from 1 to about 4 carbon atoms, each R" is hydrogen, m has a value from zero to about 10, m' has a value from 0.01 to about 3 and y has a value of 1; and (iii) components (A) and (B) are present in quantities which provides a phenolic hydroxyl to epoxide ratio of from about 0.05:1 to about 0.3:1.
Claim 14
Dependent Claim
70 words
A polyepoxide composition of claim 11 wherein (i) in component (A), each R is independently a hydrocarbyl group having from 2 to about 5 carbon atoms; each R' is hydrogen; each n independently has an average value from zero to about 8 and n 1 has a value from zero to about 2; and (ii) component (B) is represented by formula (III) wherein each R' is independently hydrogen or bromine.
Claim 15
Dependent Claim
17 words
A polyepoxide composition of claim 12 wherein in component (A) each n has a value of zero.
Claim 16
Dependent Claim
17 words
A polyepoxide composition of claim 13 wherein in component (A) each x has a value of zero.
Claim 17
Dependent Claim
17 words
A polyepoxide composition of claim 13 wherein in component (A) each x has a value of one.
Claim 18
Dependent Claim
18 words
A polyepoxide composition of claim 13 wherein component (B) is bisphenol A, tetrabromobisphenol A or a mixture thereof.
Claim 19
Dependent Claim
18 words
A polyepoxide composition of claim 14 wherein component (B) is bisphenol A, tetrabromobisphenol A or a mixture thereof.
Claim 20
Dependent Claim
18 words
A polyepoxide composition of claim 15 wherein component (B) is bisphenol A, tetrabromobisphenol A or a mixture thereof.
Claim 21
Dependent Claim
40 words
A curable composition comprising at least one polyepoxide composition of claims 1, 2, 3 4, 5, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17 or 18 and a curing amount of at least one curing agent therefor.
Claim 22
Dependent Claim
10 words
A product resulting from curing the composition of claim 19.
Claim 23
Dependent Claim
12 words
A product of claim 19 which contains one or more reinforcing materials.
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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) | 1989-12-29 | 1990-06-30 | 1990-12-30 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1993-12-29 | 1994-06-30 | 1994-12-30 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1997-12-29 | 1998-06-30 | 1998-12-30 | $7700.00 | Window Closed / Lapsed |