US4882370A
Expired / Lapsed
US
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Fiber reinforced composites with improved glass transition temperatures
Assignee: 3M Co
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Filing: 1988-01-27
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Granted: 1989-11-21
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Expires: 2008-01-27
Abstract
Abstract A fiber reinforced composite structure having a glass transition temperature greater than 150° C. is comprised of: a) reinforcing fiber and b) a curable epoxy resin composition comprising (i) one or more epoxides having more than one epoxide group per molecule, of which epoxides at least 10 percent by weight is a 9,9-bis[4-(2,3-epoxypropoxy)phenyl]fluorene, all of the fluorene epoxy present being free of ortho substitution; (ii) an effective amount of one or more epoxy curing agents.
Inventors
- 👤 Robert C. Jordan
- 👤 Gene B. Portelli
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 01:56
CPC Classifications
C; C08; C08J; C08J5/00; C08J5/04; C08J5/06; C08G; C08G59/00; C08G59/18; C08G59/20; C08G59/22; C08G59/226; C08G59/24; C08G59/245; C08G59/32; C08G59/38; C08J2363/00; H; H05; H05K; H05K1/00; H05K1/02; H05K1/03; H05K1/0313; H05K1/032; H05K1/0326
Claims Analysis
Total Claims: 30
Claim 1
Independent Claim
116 words
A fiber reinforced composite structure having when cured a glass transition temperature greater than 150° C comprised of: (a) reinforcing fiber and (b) a curable epoxy resin composition comprising (i) one or more epoxides having more than one epoxide group per molecule, of which epoxides at least 10 percent by weight is a 9,9-bis[4-(2,3-epoxypropoxy)phenyl]fluorene, all of the fluorane epoxy present being free of ortho substitution; and (ii) an effective amount of one or more epoxy curing agents, wherein said epoxy curing agent is selected from the group consisting of polybasic carboxylic acids and their anhydrides; aliphatic, cycloaliphatic, and aromatic amines; carboxylic acid amides; and melamines; said epoxy resin composition being free of fluorene-containing amine curing agents.
Claim 2
Dependent Claim
116 words
A fiber reinforced composite structure having when cured a glass transition temperature greater than 150° C comprised of: (a) reinforcing fiber and (b) a curable epoxy resin composition comprising (i) one or more epoxides having more than one epoxide group per molecule, of which epoxides at least 10 percent by weight is a 9,9-bis[4-(2,3-epoxypropoxy)phenyl]fluorene, all of the fluorane epoxy present being free of ortho substitution; and (ii) an effective amount of one or more epoxy curing agents, wherein said epoxy curing agent is selected from the group consisting of polybasic carboxylic acids and their anhydrides; aliphatic, cycloaliphatic, and aromatic amines; carboxylic acid amides; and melamines; said epoxy resin composition being free of fluorene-containing amine curing agents.
Claim 3
Dependent Claim
39 words
The composite structure of claim 1, further comprising at least one adjuvant selected from the class consisting of thixotropic agents, pigments, fillers, thermoplastic polymers, and rubbery heterophases, these adjuvants being present in an amount sufficient for their intended purposes.
Claim 4
Dependent Claim
49 words
The composite structure of claim 1, wherein the 9,9-bis[4(2,3epoxypropoxy)phenyl]fluorene has the structural formula ##STR5## wherein n is a number having a value of 0 to 3 and R is a divalent organic group having the structural formula ##STR6## wherein each R 1 is independently hydrogen, halogen, or lower alkyl.
Claim 5
Dependent Claim
46 words
The composite structure according to claim 1, wherein said epoxide having more than one epoxide group per molecule is selected from the group consisting of polyglycidyl ethers of aliphatic polyols, cycloaliphatic polyepoxides, polyglycidyl ethers of polyhydric phenols and their halogenation products, and polyglycidyl ethers of novolacs.
Claim 6
Dependent Claim
44 words
The composite structure according to claim 1, wherein said non fluorene-containing epoxide having more than one epoxide group is selected from the group consisting of di- and polyglycidyl derivatives of aromatic amines, polyglycidyl derivatives of aromatic aminophenols, and glycidyl esters of aromatic polycarboxylic acids.
Claim 7
Dependent Claim
26 words
The composite structure according to claim 1 wherein said reinforcing fiber is selected from the class consisting of glass fibers, ceramic fibers, and synthetic organic fibers.
Claim 8
Dependent Claim
42 words
The composite structure according to claim 1, wherein said reinforcing fiber is selected from the class consisting of glass fibers, carbon fibers, graphite fibers, silicon carbide fibers, boron fibers, polyester fibers, polyamide fibers, ceramic fibers, rayon fibers, polybenzimidazole fibers, and polybenzothiazole fibers.
Claim 9
Dependent Claim
12 words
The composite structure of claim 1 wherein said fibers are metal coated.
Claim 10
Dependent Claim
22 words
The composite structure according to claim 8 wherein said metal coated fiber is at least one of nickel- and silver-coated graphite fiber.
Claim 11
Dependent Claim
15 words
The composite structure according to claim 1, wherein the epoxy resin composition has been cured.
Claim 12
Dependent Claim
13 words
A printed wiring board comprising the cured composite structure according to claim 10.
Claim 13
Dependent Claim
87 words
A fiber reinforced composite structure having when cured a glass transition temperature greater than 150° comprised of: (a) reinforcing fiber and (b) a curable epoxy resin composition comprising (i) one or more epoxides having more than one epoxide group per molecule, of which epoxides at least 10 percent by weight is a 9,9-bis[4-(2,3-epoxypropoxy)phenyl]fluorene, all of the fluorene epoxy present being free of ortho substitution; and (ii) an effective amount of one or more epoxy curing agents, wherein said 9,9bis[4-(2,3-epoxypropoxy)phenyl]fluorene is substituted by at least one halogen atom.
Claim 14
Dependent Claim
87 words
A fiber reinforced composite structure having when cured a glass transition temperature greater than 150° comprised of: (a) reinforcing fiber and (b) a curable epoxy resin composition comprising (i) one or more epoxides having more than one epoxide group per molecule, of which epoxides at least 10 percent by weight is a 9,9-bis[4-(2,3-epoxypropoxy)phenyl]fluorene, all of the fluorene epoxy present being free of ortho substitution; and (ii) an effective amount of one or more epoxy curing agents, wherein said 9,9bis[4-(2,3-epoxypropoxy)phenyl]fluorene is substituted by at least one halogen atom.
Claim 15
Dependent Claim
85 words
A composite structure having when cured a glass transition temperature greater than 150° C comprised of: (a) reinforcing fiber and (b) a curable epoxy resin composition comprising (i) one or more epoxides having more than one epoxide group per molecule, of which epoxides at least 10 percent by weight is a 9,9-bis[4-(2,3-epoxypropoxy)phenyl]fluorene, all of the fluorene epoxy present being free of ortho substitution; and (ii) an effective amount of one or more epoxy curing agents, wherein the epoxy curing agent is a non-fluorene-containing aromatic amine.
Claim 16
Dependent Claim
85 words
A composite structure having when cured a glass transition temperature greater than 150° C comprised of: (a) reinforcing fiber and (b) a curable epoxy resin composition comprising (i) one or more epoxides having more than one epoxide group per molecule, of which epoxides at least 10 percent by weight is a 9,9-bis[4-(2,3-epoxypropoxy)phenyl]fluorene, all of the fluorene epoxy present being free of ortho substitution; and (ii) an effective amount of one or more epoxy curing agents, wherein the epoxy curing agent is a non-fluorene-containing aromatic amine.
Claim 17
Dependent Claim
14 words
The composite structure according to claim 13 wherein said aromatic amine is 4,4'-diaminodiphenyl sulfone.
Claim 18
Dependent Claim
14 words
The composite structure according to claim 13 wherein said aromatic amine is 3,3'-diaminodiphenyl sulfone.
Claim 19
Dependent Claim
13 words
The composite structure according to claim 13 wherein said aromatic amine is 1,3-propanediol-bis(4-aminobenzoate).
Claim 20
Dependent Claim
13 words
The composite structure according to claim 13 wherein said aromatic amine is 1,4-bis[alpha-(4-aminophenyl)-alpha-methylethyl]benzene.
Claim 21
Dependent Claim
13 words
The composite structure according to claim 13 wherein said aromatic amine is 1,4-bis[alpha(4-amino-3,5-dimethylphenyl)-alpha-methylethyl]benzene.
Claim 22
Dependent Claim
44 words
The composite structure according to claim 13 wherein said curing agent is selected from the group consisting of o-, m-, and p-phenylene diamine; 4,4'-diaminodihenyl sulfone; 3,3'-diaminodiphenyl sulfone; 4,4'-diaminodiphenyl sulfide; 4,4'-diaminodiphenyl ketone; 4,4'-diaminodiphenyl ether; 4,4'-diaminodiphenyl methane; 1,3-propanediiol-bis(4-aminobenzoate); 1,4-bis[α-(4-aminophenyl)-α-methlethyl]benzene; 1,4-bis[α(4-amino-3,5-dimethylphenyl)-α-methylethyl]benzene; bis (4-amino-3-methylphenyl)sulfone; 1,1'-biphenyl-3,3'-dimethyl-4,4'-diamine; 1,1'-biphenyl-3,3'-dimethoxy-4,4'-diamine; and diaminonaphthalenes.
Claim 23
Dependent Claim
17 words
The composite structure according to claim 13 further comprising a Lewis acid as a supplementary curing agent.
Claim 24
Dependent Claim
30 words
The composite structure according to claim 13 further comprising a supplementary curing agent selected from the group consisting of aluminum trichloride, aluminum tribromide, boron trifluoride, antimony pentafluoride, and titanium tetrafluoride.
Claim 25
Dependent Claim
107 words
A composite structure having when cured a glass transition temperature greater than 150° C comprised of: (a) reinforcing fiber and (b) a curable epoxy resin composition comprising (i) one or more epoxides having more than one epoxide group per molecule, of which epoxides at least 10 percent by weight is a 9,9-bis[4-(2,3-epoxypropoxy)phenyl]fluorene, all of the fluorene epoxy present being free of ortho substitution; and (ii) an effective amount of one or more epoxy curing agents, wherein said curing agent is a polybasic carboxylic acid or its anhydride, polymerized unsaturated acid or its anhydride, or a carboxylic acid amide, said composition being free of fluorene-containing amine curing agents.
Claim 26
Dependent Claim
107 words
A composite structure having when cured a glass transition temperature greater than 150° C comprised of: (a) reinforcing fiber and (b) a curable epoxy resin composition comprising (i) one or more epoxides having more than one epoxide group per molecule, of which epoxides at least 10 percent by weight is a 9,9-bis[4-(2,3-epoxypropoxy)phenyl]fluorene, all of the fluorene epoxy present being free of ortho substitution; and (ii) an effective amount of one or more epoxy curing agents, wherein said curing agent is a polybasic carboxylic acid or its anhydride, polymerized unsaturated acid or its anhydride, or a carboxylic acid amide, said composition being free of fluorene-containing amine curing agents.
Claim 27
Dependent Claim
94 words
A fiber reinforced composite structure having when cured a glass transition greater than 150° C comprised of: (a) reinforcing fiber and (b) a curable epoxy resin composition comprising (i) one or more epoxides having more than one epoxide group per molecule, of which epoxides at least 10 percent by weight is a 9,9-bis[4-(2,3-epoxypropoxy)phenyl]fluorene, all of the fluorene epoxy present being free of ortho substitution; and (ii) an effective amount of one or more blocked derivatives of Lewis acides and bases as curing agents, said epoxy resin composition being free of fluorene-containing amine curing agents.
Claim 28
Dependent Claim
94 words
A fiber reinforced composite structure having when cured a glass transition greater than 150° C comprised of: (a) reinforcing fiber and (b) a curable epoxy resin composition comprising (i) one or more epoxides having more than one epoxide group per molecule, of which epoxides at least 10 percent by weight is a 9,9-bis[4-(2,3-epoxypropoxy)phenyl]fluorene, all of the fluorene epoxy present being free of ortho substitution; and (ii) an effective amount of one or more blocked derivatives of Lewis acides and bases as curing agents, said epoxy resin composition being free of fluorene-containing amine curing agents.
Claim 29
Dependent Claim
15 words
The fiber reinforced composite structure according to claim 23 wherein said curing agent is borontrifluoride:monoethylene.
Claim 30
Dependent Claim
45 words
The fiber reinforced composite structure according to claim 23 wherein said curing agent is the adduct of HSbF 5 X in which X is --OH, halogen, or --OR 3 in which R 3 is an aliphatic or aromatic group, with aniline or a hindered amine.
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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) | 1992-11-20 | 1993-05-22 | 1993-11-21 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1996-11-20 | 1997-05-22 | 1997-11-21 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2000-11-20 | 2001-05-22 | 2001-11-21 | $7700.00 | Window Closed / Lapsed |