US5037689A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Toughened thermosetting structural materials
Assignee: Cytec Technology Corp
•
Filing: 1989-02-17
•
Granted: 1991-08-06
•
Expires: 2009-02-17
Abstract
Abstract Toughened bismaleimide resin systems capable of preparing carbon fiber reinforced composites having compression after impact strengths of greater than 40 Ksi are prepared from bismaleimide matrix resin systems containing a member of a limited set of soluble thermoplastic polyimides in particulate form.
Inventors
- 👤 Jack D. Boyd
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 18:43
CPC Classifications
C; C08; C08L; C08L35/00; C08J; C08J5/00; C08J5/24; C08J5/249; C08L79/00; C08L79/04; C08L79/08; C08L79/085; C08J2379/00; C08J2379/04; C08J2379/08; Y; Y10; Y10S; Y10S428/00; Y10S428/902; Y10T; Y10T428/00; Y10T428/24; Y10T428/24058; Y10T428/24124; Y10T428/24132; Y10T428/249921; Y10T428/249924; Y10T428/24994; Y10T428/26; Y10T428/268; Y10T428/30; Y10T428/31504; Y10T428/31511; Y10T428/31721; Y10T428/31942; Y10T442/00; Y10T442/20; Y10T442/2615
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
195 words
A heat-curable, matrix resin impregnated prepreg, comprising a. fiber reinforcement in the form of substantially unidirectional fibers, woven fabric, non-woven mat, or combinations thereof; and b. a heat-curable bismaleimide matrix resin system, comprising i. a heat-curable bismaleimide resin monomer, ii. an alkenylphenol or alkenylphenoxy group-containing comonomer or a diamine functional comonomer; iii. from 10 to about 60 weight percent based on the total weight of the matrix resin of a soluble or swellable polyimide particulate thermoplastic containing residues of diamines and dianhydride(s) wherein the major portion of said dianhydride residues are selected from the group consisting of the residues of dianhydrides corresponding to the formula: ##STR2## wherein X is selected from the group consisting of a covalent bond, --CR 2 --, --CO--, --O--CO--, --O--CO--O--, --NH--CO--, --S--, --SO--, and --SO 2 --, wherein R is phenyl, C 6 -C 10 cycloalkyl, or C 1 -C 4 alkyl, and mixtures thereof; wherein at least 80 weight percent of the residues of the diamines comprise residues of both toluenediamine and methylenedianiline; and wherein a substantial amount of said polyimide remains in the uncured prepreg in particulate form having a mean particle size of from 2μm to about 50μm.
Claim 2
Dependent Claim
195 words
A heat-curable, matrix resin impregnated prepreg, comprising a. fiber reinforcement in the form of substantially unidirectional fibers, woven fabric, non-woven mat, or combinations thereof; and b. a heat-curable bismaleimide matrix resin system, comprising i. a heat-curable bismaleimide resin monomer, ii. an alkenylphenol or alkenylphenoxy group-containing comonomer or a diamine functional comonomer; iii. from 10 to about 60 weight percent based on the total weight of the matrix resin of a soluble or swellable polyimide particulate thermoplastic containing residues of diamines and dianhydride(s) wherein the major portion of said dianhydride residues are selected from the group consisting of the residues of dianhydrides corresponding to the formula: ##STR2## wherein X is selected from the group consisting of a covalent bond, --CR 2 --, --CO--, --O--CO--, --O--CO--O--, --NH--CO--, --S--, --SO--, and --SO 2 --, wherein R is phenyl, C 6 -C 10 cycloalkyl, or C 1 -C 4 alkyl, and mixtures thereof; wherein at least 80 weight percent of the residues of the diamines comprise residues of both toluenediamine and methylenedianiline; and wherein a substantial amount of said polyimide remains in the uncured prepreg in particulate form having a mean particle size of from 2μm to about 50μm.
Claim 3
Dependent Claim
47 words
The prepreg of claim 1 wherein said fiber reinforcement is selected from the group consisting of carbon fibers, glass fibers, quartz fibers, silicon carbide fibers, silicon nitride fibers, polyalkylene fibers, liquid crystalline polyester fibers, aramid fibers, and fibers other than aramid which are prepared from engineering thermoplastics.
Claim 4
Dependent Claim
28 words
The prepreg of claim 2 wherein substantially all of the polyimide dianhydride residues are BTDA residues and wherein substantially all the diamine residues are TDA and MDA residues.
Claim 5
Dependent Claim
29 words
The prepreg of claim 3 wherein the polyimide is present in an amount of from 15 to about 35 weight percent based on the weight of the matrix resin.
Claim 6
Dependent Claim
29 words
The prepreg of claim 3 wherein the polyimide is present in amount of from about 20 to about 30 weight percent based on the weight of the matrix resin.
Claim 7
Dependent Claim
37 words
The prepreg of claim 1 wherein matrix resin component (ii) is an alkenylphenol or alkenylphenoxy group-containing compound, present in an amount of from 5 percent to about 150 percent based on the weight of the bismaleimide monomer(s).
Claim 8
Dependent Claim
51 words
The prepreg of claim 6 wherein said alkenyl group is selected from the group consisting of allyl, methallyl, and propenyl, and wherein said alkenylphenol or alkenylphenoxy group-containing compound is present in an amount of from 30 percent to about 100 percent by weight relative to the weight of the bismaleimide monomer(s).
Claim 9
Dependent Claim
13 words
The prepreg of claim 7 wherein said alkenylphenol group-containing compound is o,o'-diallylbisphenol A.
Claim 10
Dependent Claim
37 words
The prepreg of claim 5 containing carbon fiber reinforcement, which is capable of preparing a composite having a compression after impact strength (CAI) of greater than 275.6 MPa when measured according to Boeing test method BSS 7260.
Claim 11
Dependent Claim
27 words
The prepreg of claim 9 wherein the composite would be characterized by the absence of a visibly distinct thermoplastic rich interlaminar zone when viewed by optical microscopy.
Claim 12
Dependent Claim
36 words
A cured composite having a compression after impact strength of greater than about 275.6 MPa when tested by Boeing test method BSS 7260, wherein the composite comprises one or more of the prepregs of claim 9.
Claim 13
Dependent Claim
189 words
A heat-curable, matrix resin impregnated prepreg, comprising a. fiber reinforcement in the form of substantially unidirectional fibers, woven fabric, non-woven mat, or combinations thereof; and b. a heat-curable bismaleimide matrix resin system, comprising i. a heat curable bismaleimide resin monomer, ii. an alkenyl group-containing comonomer; iii. from 10 to about 60 weight percent based on the total weight of the matrix resin of a soluble or swellable polyimide particulate thermoplastic containing residues of diamines and dianhydride(s) wherein the major portion of said dianhydride residues are selected from the group consisting of the residues of dianhydrides corresponding to the formula: ##STR3## wherein X is selected from the group consisting of a covalent bond, --CR 2 --, --CO--, --CO--CO--, --O--CO--O--, --NH--CO--, --S--, --SO--, AND --SO 2 --, wherein R is phenyl, C 6 -C 10 cycloalkyl, or C 1 -C 4 alkyl, and mixtures thereof; wherein at least 80 weight percent of the residues of the diamines comprise residues of both toluenediamine and methylenedianiline; and wherein a substantial amount of said polyimide remains in the uncured prepreg in particulate form having a mean particle size of from, 2μm to about 50μm.
Claim 14
Dependent Claim
189 words
A heat-curable, matrix resin impregnated prepreg, comprising a. fiber reinforcement in the form of substantially unidirectional fibers, woven fabric, non-woven mat, or combinations thereof; and b. a heat-curable bismaleimide matrix resin system, comprising i. a heat curable bismaleimide resin monomer, ii. an alkenyl group-containing comonomer; iii. from 10 to about 60 weight percent based on the total weight of the matrix resin of a soluble or swellable polyimide particulate thermoplastic containing residues of diamines and dianhydride(s) wherein the major portion of said dianhydride residues are selected from the group consisting of the residues of dianhydrides corresponding to the formula: ##STR3## wherein X is selected from the group consisting of a covalent bond, --CR 2 --, --CO--, --CO--CO--, --O--CO--O--, --NH--CO--, --S--, --SO--, AND --SO 2 --, wherein R is phenyl, C 6 -C 10 cycloalkyl, or C 1 -C 4 alkyl, and mixtures thereof; wherein at least 80 weight percent of the residues of the diamines comprise residues of both toluenediamine and methylenedianiline; and wherein a substantial amount of said polyimide remains in the uncured prepreg in particulate form having a mean particle size of from, 2μm to about 50μm.
Claim 15
Dependent Claim
14 words
The prepreg of claim 12 wherein said alkenyl group-containing comonomer is an alkenylaromatic comonomer.
Claim 16
Dependent Claim
17 words
The prepreg of claim 12 wherein said alkenyl group is a vinyl, styrenyl, acrylo, or methacrylo group.
References Cited (Backward Citations)
US4604319A
Cited
US4604319B1
Cited
US4917954A
Cited
EP0252725A2
Cited
EP0274899A2
Cited
US4946908A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1994-08-05 | 1995-02-04 | 1995-08-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1998-08-05 | 1999-02-04 | 1999-08-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2002-08-05 | 2003-02-04 | 2003-08-06 | $7700.00 | Window Closed / Lapsed |