Patent FR745216A successfully refreshed from Google Patents.
Patent US4370465A successfully refreshed from Google Patents.
US4370465A
Expired / Lapsed
US
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Epoxy resins having improved physical properties when cured
Assignee: Dow Chemical Co
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Filing: 1981-12-14
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Granted: 1983-01-25
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Expires: 2001-12-14
Abstract
Abstract Epoxy resins having improved properties are prepared by reacting an epoxy resin with a dihydric phenol in the presence of a sufficient quantity of a phosphonium catalyst such that the product resulting from reacting a mixture of the catalyst, epoxy resin and dihydric phenol has a % epoxide difference from the theoretical percent epoxide of from about 0.5 to about 4.0.
Inventors
- 👤 Ross C. Whiteside, Jr.
- 👤 Adolphus V. Gist
- 👤 George A. Doorakian
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 09:59
CPC Classifications
C; C08; C08G; C08G59/00; C08G59/02; C08G59/04; C08G59/06; C08G59/066; C08G59/18; C08G59/68; C08G59/688; C08J; C08J5/00; C08J5/24; C08J5/241; C08J5/244; C08J2363/00; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31511; Y10T428/31515; Y10T428/31518
Claims Analysis
Total Claims: 36
Claim 1
Independent Claim
162 words
A product resulting from curing a mixture of (1) an epoxy resin prepared by reacting (A) an epoxy resin which is a glycidyl ether of a dihydric phenol having an average of more than one glycidyl ether group per molecule with (B) a dihydric phenolic compound in the presence of (C) a phosphonium catalyst employing components (A) and (B) in quantities such that the phenolic hydroxyl to epoxide equivalent ratio is that which will provide a theoretical percent epoxide of the resultant reaction product of from about 2.7 to about 14; wherein the catalyst, component (C), is employed in a quantity such that the epoxy resin which would result when subjecting a mixture of components (A), (B) and (C) to suitable reaction conditions produces an advanced epoxy resin wherein the difference obtained by subtracting the percent epoxide obtained by analysis from the theoretical percent epoxide is from about 0.5 to about 4; and (2) a curing quantity of a curing agent therefor.
Claim 2
Dependent Claim
162 words
A product resulting from curing a mixture of (1) an epoxy resin prepared by reacting (A) an epoxy resin which is a glycidyl ether of a dihydric phenol having an average of more than one glycidyl ether group per molecule with (B) a dihydric phenolic compound in the presence of (C) a phosphonium catalyst employing components (A) and (B) in quantities such that the phenolic hydroxyl to epoxide equivalent ratio is that which will provide a theoretical percent epoxide of the resultant reaction product of from about 2.7 to about 14; wherein the catalyst, component (C), is employed in a quantity such that the epoxy resin which would result when subjecting a mixture of components (A), (B) and (C) to suitable reaction conditions produces an advanced epoxy resin wherein the difference obtained by subtracting the percent epoxide obtained by analysis from the theoretical percent epoxide is from about 0.5 to about 4; and (2) a curing quantity of a curing agent therefor.
Claim 3
Dependent Claim
59 words
A product of claim 1 wherein (a) components (A) and (B) are employed in quantities which will provide a theoretical percent epoxide of the resultant reaction product of from about 7 to about 12.5 and (b) the difference obtained by subtracting the percent epoxide obtained by analysis from the theoretical percent epoxide is from about 1 to about 2.
Claim 4
Dependent Claim
34 words
A product of claim 2 wherein component (A) is a glycidyl ether of bisphenol A having an average epoxide equivalent weight of from about 156 to about 400 and component (B) is bisphenol A.
Claim 5
Dependent Claim
21 words
A product of claim 3 wherein component (A) has an average epoxide equivalent weight of from about 177 to about 190.
Claim 6
Dependent Claim
58 words
A product of claim 1, 2, 3 or 4 wherein the cation portion of said phosphonium catalyst is represented by the formula ##STR5## wherein each R is independently a hydrocarbyl or substituted hydrocarbyl group having from about 1 to about 20 carbon atoms at least one of which contains an aromatic ring attached directly to the phosphorus atom.
Claim 7
Dependent Claim
57 words
A product of claim 5 wherein said hydrocarbyl groups have from 1 to about 6 carbon atoms and at least two of such R groups contain an aromatic ring attached directly to the phosphorus atom and wherein the anion portion of the phosphonium catalyst is a halide, carboxylate, dicarboxylate, phosphate, nitrate, sulfate, nitrite, sulfite, borate or chromate.
Claim 8
Dependent Claim
11 words
A product of claim 6 wherein the anion is a dicarboxylate.
Claim 9
Dependent Claim
13 words
A product of claim 7 wherein the catalyst is ethyl triphenyl phosphonium oxalate.
Claim 10
Dependent Claim
11 words
A product of claim 8 wherein the anion is a carboxylate.
Claim 11
Dependent Claim
13 words
A product of claim 9 wherein the catalyst is ethyl triphenyl phosphonium formate.
Claim 12
Dependent Claim
27 words
A product of claim 6 wherein the catalyst is formed insitu from a dicarboxylic acid and a phosphonium compound having the acetate.acetic acid complex as the anion.
Claim 13
Dependent Claim
38 words
A product of claim 1, 2, 3 or 4 wherein said curing agent is selected from the group consisting of amines, amides, guanidines, phenolic hydroxyl-containing materials, carboxylic acids, carboxylic acid anhydrides, imidazoles, biguanides, mixtures thereof and the like.
Claim 14
Dependent Claim
12 words
A product of claim 12 wherein said curing agent contains a guanidine.
Claim 15
Dependent Claim
11 words
A product of claim 13 wherein the curing agent contains dicyandiamide.
Claim 16
Dependent Claim
34 words
A product of claim 5 wherein said curing agent is selected from the group consisting of amines, amides, guanidines, phenolic hydroxyl-containing materials, carboxylic acids, carboxylic acid anhydrides, imidazoles, biguanides, mixtures thereof and the like.
Claim 17
Dependent Claim
12 words
A product of claim 15 wherein said curing agent contains a guanidine.
Claim 18
Dependent Claim
11 words
The product of claim 16 wherein the curing agent contains dicyandiamide.
Claim 19
Dependent Claim
34 words
A product of claim 6 wherein said curing agent is selected from the group consisting of amines, amides, guanidines, phenolic hydroxyl-containing materials, carboxylic acids, carboxylic acid anhydrides, imidazoles, biguanides, mixtures thereof and the like.
Claim 20
Dependent Claim
12 words
A product of claim 18 wherein said curing agent contains a guanidine.
Claim 21
Dependent Claim
11 words
The product of claim 19 wherein the curing agent contains dicyandiamide.
Claim 22
Dependent Claim
34 words
A product of claim 7 wherein said curing agent is selected from the group consisting of amines, amides, guanidines, phenolic hydroxyl-containing materials, carboxylic acids, carboxylic acid anhydrides, imidazoles, biguanides, mixtures thereof and the like.
Claim 23
Dependent Claim
12 words
A product of claim 21 wherein said curing agent contains a guanidine.
Claim 24
Dependent Claim
11 words
The product of claim 22 wherein the curing agent contains dicyandiamide.
Claim 25
Dependent Claim
34 words
A product of claim 8 wherein said curing agent is selected from the group consisting of amines, amides, guanidines, phenolic hydroxyl-containing materials, carboxylic acids, carboxylic acid anhydrides, imidazoles, biguanides, mixtures thereof and the like.
Claim 26
Dependent Claim
12 words
A product of claim 24 wherein said curing agent contains a guanidine.
Claim 27
Dependent Claim
11 words
The product of claim 25 wherein the curing agent contains dicyandiamide.
Claim 28
Dependent Claim
34 words
A product of claim 9 wherein said curing agent is selected from the group consisting of amines, amides, guanidines, phenolic hydroxyl-containing materials, carboxylic acids, carboxylic acid anhydrides, imidazoles, biguanides, mixtures thereof and the like.
Claim 29
Dependent Claim
12 words
A product of claim 27 wherein said curing agent contains a guanidine.
Claim 30
Dependent Claim
11 words
The product of claim 28 wherein the curing agent contains dicyandiamide.
Claim 31
Dependent Claim
34 words
A product of claim 10 wherein said curing agent is selected from the group consisting of amines, amides, guanidines, phenolic hydroxyl-containing materials, carboxylic acids, carboxylic acid anhydrides, imidazoles, biguanides, mixtures thereof and the like.
Claim 32
Dependent Claim
12 words
A product of claim 30 wherein said curing agent contains a guanidine.
Claim 33
Dependent Claim
11 words
The product of claim 31 wherein the curing agent contains dicyandiamide.
Claim 34
Dependent Claim
34 words
A product of claim 11 wherein said curing agent is selected from the group consisting of amines, amides, guanidines, phenolic hydroxyl-containing materials, carboxylic acids, carboxylic acid anhydrides, imidazoles, biguanides, mixtures thereof and the like.
Claim 35
Dependent Claim
12 words
A product of claim 33 wherein said curing agent contains a guanidine.
Claim 36
Dependent Claim
11 words
The product of claim 34 wherein the curing agent contains dicyandiamide.
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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) | 1986-01-24 | 1986-07-26 | 1987-01-25 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-01-24 | 1990-07-26 | 1991-01-25 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-01-24 | 1994-07-26 | 1995-01-25 | $7700.00 | Window Closed / Lapsed |