US4579885A
Expired / Lapsed
US
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Epoxy compositions containing substituted diamine hardeners
Assignee: BP Corp North America Inc
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Filing: 1983-09-22
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Granted: 1986-04-01
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Expires: 2003-09-22
Abstract
Abstract Described herein is a composition comprising a select group of substituted diamine hardeners and an expoxy resin containing two or more 1,2-epoxide groups per molecule. These compositions exhibit reduced moisture absorption, and controlled reactivity which comprises the processing characteristics of the composition.
Inventors
- 👤 Linda A. Domeier
- 👤 Hugh C. Gardner
- 👤 George T. Kwiatkowski
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 06:16
CPC Classifications
C; C08; C08G; C08G59/00; C08G59/18; C08G59/40; C08G59/50; C08G59/52; C08G59/504; C08L; C08L63/00; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31511
Claims Analysis
Total Claims: 44
Claim 1
Independent Claim
105 words
A composition comprising: (a) a diamine hardener represented by the following general formula: ##STR14## wherein the X's are independently selected from a direct bond, O, S, SO 2 , CO, COO, C(CF 3 ) 2 , C(R 1 R 2 ) 2 wherein R 1 and R 2 are independently hydrogen or alkyl of 1 to 4 carbon atoms, Q is alkyl of 1 to 4 carbons atoms, n 1 through n 4 are independently 0 to 4 with the proviso that at least one of the n's is one or greater, and (b) an epoxy resin containing two or more 1,2-epoxide groups per molecule.
Claim 2
Dependent Claim
105 words
A composition comprising: (a) a diamine hardener represented by the following general formula: ##STR14## wherein the X's are independently selected from a direct bond, O, S, SO 2 , CO, COO, C(CF 3 ) 2 , C(R 1 R 2 ) 2 wherein R 1 and R 2 are independently hydrogen or alkyl of 1 to 4 carbon atoms, Q is alkyl of 1 to 4 carbons atoms, n 1 through n 4 are independently 0 to 4 with the proviso that at least one of the n's is one or greater, and (b) an epoxy resin containing two or more 1,2-epoxide groups per molecule.
Claim 3
Dependent Claim
15 words
A composition as defined in claim 1 wherein the diamine is of the formula: ##STR15##
Claim 4
Dependent Claim
15 words
A composition as defined in claim 1 wherein the diamine is of the formula: ##STR16##
Claim 5
Dependent Claim
15 words
A composition as defined in claim 1 wherein the diamine is of the formula: ##STR17##
Claim 6
Dependent Claim
15 words
A composition as defined in claim 1 wherein the diamine is of the formula: ##STR18##
Claim 7
Dependent Claim
15 words
A composition as defined in claim 1 wherein the diamine is of the formula: ##STR19##
Claim 8
Dependent Claim
15 words
A composition as defined in claim 1 wherein the diamine is of the formula: ##STR20##
Claim 9
Dependent Claim
15 words
A composition as defined in claim 1 wherein the diamine is of the formula: ##STR21##
Claim 10
Dependent Claim
15 words
A composition as defined in claim 1 wherein the diamine is of the formula: ##STR22##
Claim 11
Dependent Claim
13 words
A composition as defined in claim 1 wherein the epoxy resin is bis(2,3-epoxycyclopentyl)ether.
Claim 12
Dependent Claim
28 words
A composition as defined in claim 1 wherein the epoxy resin is of the following structure: ##STR23## where n has a value from about 0 to about 15.
Claim 13
Dependent Claim
26 words
A composition as defined in claim 1 wherein the epoxy resin is a phenol-formaldehyde novolak of the following formula: ##STR24## wherein n=0.1 to 8 and R=hydrogen.
Claim 14
Dependent Claim
30 words
A composition as defined in claim 1 wherein the epoxy resin is a cresol-formaldehyde novolak of the following formula: ##STR25## wherein n=0.1 to 8 and R is CH 3 .
Claim 15
Dependent Claim
14 words
A composition as defined in claim 1 wherein the epoxy resin is N,N,N'N'-tetraglycidyl-4,4'-diaminodiphenyl methane.
Claim 16
Dependent Claim
14 words
A composition as defined in claim 1 wherein the epoxy resin is N,N,N',N'-tetraglycidylxylylene diamine.
Claim 17
Dependent Claim
14 words
A composition as defined in claim 1 wherein the epoxy resin is N,N-diglycidyl toluidine.
Claim 18
Dependent Claim
14 words
A composition as defined in claim 1 wherein the epoxy resin is N,N-diglycidyl aniline.
Claim 19
Dependent Claim
13 words
A composition as defined in claim 1 wherein the epoxy resin is N,N,N',N'-tetraglycidyl-bis(methylamino)cyclohexane.
Claim 20
Dependent Claim
14 words
A composition as defined in claim 1 wherein the epoxy resin is diglycidyl isophthalate.
Claim 21
Dependent Claim
14 words
A composition as defined in claim 1 wherein the epoxy resin is diglycidyl terephthalate.
Claim 22
Dependent Claim
16 words
A composition as defined in claim 1 wherein the epoxy resin is O,N,N-triglycidyl-4-amino phenol or O,N,N-triglycidyl-3-aminophenol.
Claim 23
Dependent Claim
15 words
A composition as defined in claim 1 wherein the epoxy resin is 3,4-epoxycyclohexylmethyl 3,4-epoxycyclohexane carboxylate.
Claim 24
Dependent Claim
17 words
A composition as defined in claim 1 wherein the epoxy resin is a N,N'-diglycidyl derivative of dimethylhydantoin.
Claim 25
Dependent Claim
28 words
A composition as defined in claim 1 which contains a structural fiber selected from carbon, graphite, glass, silicon carbide, poly(benzothiazole), poly(benzimidazole), poly(benzoxazole), alumina, titania, boron, and aromatic polyamides.
Claim 26
Dependent Claim
14 words
A composition as defined in claim 1 or 24 which contains a thermoplastic polymer.
Claim 27
Dependent Claim
69 words
A composition as defined in claim 25 wherein the thermoplastic polymer is selected from one or more of a poly(aryl ether), a polyhydroxyether, a polycarbonate, a poly(ε-caprolactone), a polybutadiene/acrylonitrile copolymer, a polyester, an acrylonitrile/butadiene/styrene copolymer, a polyamide, a poly(amide imide), a polyolefin, a polyethylene oxide, a polybutyl methacrylate, an impact-modified polystyrene, a sulfonated polyethylene, a polyarylate, poly(2,6-dimethyl phenylene oxide), polyvinyl chloride and its copolymers, polyphenylene sulfide and a polyacetal.
Claim 28
Dependent Claim
14 words
A composition as defined in claim 26 wherein the thermoplastic polymer is a polysulfone.
Claim 29
Dependent Claim
14 words
A composition as defined in claim 26 wherein the thermoplastic polymer is a polyhydroxyether.
Claim 30
Dependent Claim
14 words
A composition as defined in claim 26 wherein the thermoplastic polymer is a polycarbonate.
Claim 31
Dependent Claim
14 words
A composition as defined in claim 26 wherein the thermoplastic polymer is a polyetherimide.
Claim 32
Dependent Claim
14 words
A composition as defined in claim 26 wherein the thermoplastic polymer is a polyarylate.
Claim 33
Dependent Claim
21 words
A composition as defined in claims 1 or 24 or 26 which contains an accelerator which increases the rate of cure.
Claim 34
Dependent Claim
95 words
A composition comprising: (a) a diamine hardener represented by the following general formula: ##STR26## wherein the X's are independently selected from a direct bond, O, S, SO 2 , CO, COO, C(CF 3 ) 2 , C(R 1 R 2 ) 2 wherein R 1 and R 2 are independently hydrogen or alkyl of 1 to 4 carbon atoms, Q is alkyl of 1 to 4 carbons atoms, n 1 through n 4 are independently 0 to 4 with the proviso that at least one of the n's is one or greater, and (b) bis(2,3-epoxycyclopentyl)ether.
Claim 35
Dependent Claim
95 words
A composition comprising: (a) a diamine hardener represented by the following general formula: ##STR26## wherein the X's are independently selected from a direct bond, O, S, SO 2 , CO, COO, C(CF 3 ) 2 , C(R 1 R 2 ) 2 wherein R 1 and R 2 are independently hydrogen or alkyl of 1 to 4 carbon atoms, Q is alkyl of 1 to 4 carbons atoms, n 1 through n 4 are independently 0 to 4 with the proviso that at least one of the n's is one or greater, and (b) bis(2,3-epoxycyclopentyl)ether.
Claim 36
Dependent Claim
15 words
A composition as defined in claim 33 which contains a structural fiber and/or thermoplastic polymer.
Claim 37
Dependent Claim
110 words
A prepeg comprising: (a) a diamine hardener represented by the following general formula: ##STR27## wherein the X's are independently selected from a direct bond, O, S, SO 2 , CO, COO, C(CF 3 ) 2 , C(R 1 R 2 ) 2 wherein R 1 and R 2 are independently hydrogen or alkyl of 1 to 4 carbon atoms, Q is alkyl of 1 to 4 carbons atoms, n 1 through n 4 are independently 0 to 4 with the proviso that at least one of the n's is one or greater, and (b) an epoxy resin containing two or more 1,2-epoxide groups per molecule and (c) a structural fiber.
Claim 38
Dependent Claim
110 words
A prepeg comprising: (a) a diamine hardener represented by the following general formula: ##STR27## wherein the X's are independently selected from a direct bond, O, S, SO 2 , CO, COO, C(CF 3 ) 2 , C(R 1 R 2 ) 2 wherein R 1 and R 2 are independently hydrogen or alkyl of 1 to 4 carbon atoms, Q is alkyl of 1 to 4 carbons atoms, n 1 through n 4 are independently 0 to 4 with the proviso that at least one of the n's is one or greater, and (b) an epoxy resin containing two or more 1,2-epoxide groups per molecule and (c) a structural fiber.
Claim 39
Dependent Claim
17 words
A prepreg as defined in claim 35 which contains an accelerator which increases the rate of cure.
Claim 40
Dependent Claim
14 words
A prepreg as defined in claims 35 or 36 which contains a thermoplastic polymer.
Claim 41
Dependent Claim
114 words
A composite comprising: (i) a matrix resin comprising (a) a diamine hardener represented by the following formulas: ##STR28## wherein the X's are independently selected from a direct bond, O, S, SO 2 , CO, COO, C(CF 3 ) 2 , C(R 1 R 2 ) 2 wherein R 1 and R 2 are independently hydrogen or alkyl of 1 to 4 carbon atoms, Q is alkyl of 1 to 4 carbons atoms, n 1 through n 4 are independently 0 to 4 with the proviso that at least one of the n's is one or greater, and (b) an epoxy resin containing two or more 1,2-epoxide groups per molecule, and (c) a structural fiber.
Claim 42
Dependent Claim
114 words
A composite comprising: (i) a matrix resin comprising (a) a diamine hardener represented by the following formulas: ##STR28## wherein the X's are independently selected from a direct bond, O, S, SO 2 , CO, COO, C(CF 3 ) 2 , C(R 1 R 2 ) 2 wherein R 1 and R 2 are independently hydrogen or alkyl of 1 to 4 carbon atoms, Q is alkyl of 1 to 4 carbons atoms, n 1 through n 4 are independently 0 to 4 with the proviso that at least one of the n's is one or greater, and (b) an epoxy resin containing two or more 1,2-epoxide groups per molecule, and (c) a structural fiber.
Claim 43
Dependent Claim
25 words
A composite as defined in claim 38 wherein the epoxy resin was cured in the presence of an accelerator which increased the rate of cure.
Claim 44
Dependent Claim
14 words
A composite as defined in claims 38 or 39 which contains a thermoplastic polymer.
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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) | 1989-03-31 | 1989-09-30 | 1990-04-01 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1993-03-31 | 1993-09-30 | 1994-04-01 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1997-03-31 | 1997-09-30 | 1998-04-01 | $7700.00 | Window Closed / Lapsed |