IP Library Granted Patent US 7,592,072
Granted Patent B2
US 7,592,072 · App. 11/300,135 · Granted Sep 22, 2009

Bismaleimide prepreg systems

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Quick Facts
Patent No.
US 7,592,072
App. No.
11/300,135
Granted
Sep 22, 2009
Kind
B2
Abstract

Prepreg composite materials that include a fiber layer and a prepreg resin composed of a bismaleimide resin component, a thermoplastic toughening agent and a resin distribution stabilizer. The bismaleimide component is an amorphous mixture of at least three different bismaleimide monomers and a co-curing agent. The prepreg is useful in panel construction where a honeycomb core is sandwiched between two sheets of composite material.

Claims (36)

1. A prepreg composite material comprising:

1) a fiber layer; and

2) a prepreg resin comprising:

A) a eutectic bismaleimide resin component comprising:

a) a first bismaleimide monomer selected from the group consisting of N,N′-4,4′-diphenylmethane-bis-maleimide and N,N′-4,4′-diphenyl-ether-bis-maleimide;

b) a second bismaleimide monomer selected from the group consisting of N,N′-2,4-toluene-bis-maleimide, N,N′-2,6-toluene-bis-maleimide and N,N′-meta-phenylene-bis-maleimide; and

c) a third bismaleimide monomer selected from the group consisting of N,N′-2,2,4-trimethylhexane-bis-maleimide and N,N′-4,4′-diphenyl-ether-bis-maleimide; and

d) a comonomer selected from the group consisting of diamines, polyamines and alkenyl aromatic compounds;

B) a thermoplastic toughening agent consisting essentially of polyimide; and

C) a resin distribution stabilizer consisting essentially of polyethylene oxide having a molecular weight of between about 150,000 and about 5,000,000 Daltons, said resin distribution stabilizer being present in a sufficient amount to prevent said prepreg resin from flowing away from said fiber layer during storage of said prepreg composite material.

2. A prepreg composite material according to claim 1 wherein said first bismaleimide monomer is 4,4′-diphenylmethane-bis-maleimide, said second bismaleimide monomer is N,N′-2,4-toluene-bis-maleimide or N,N′-2,6-toluene-bis-maleimide and said third bismaleimide monomer is N,N′-2,2,4-trimethylhexane-bis-maleimide.

3. A prepreg composite material according to claim 1 wherein said first bismaleimide monomer is 4,4′-diphenylmethane-bis-maleimide, said second bismaleimide monomer is N,N′-2,4-toluene-bis-maleimide, said third bismaleimide monomer is N,N′-2,2,4-trimethylhexane-bis-maleimide and said comonomer is o,o′-diallybisphenol A.

4. A prepreg composite material according to claim 3 wherein said polyethylene oxide has a molecular weight of about 2,000,000 Daltons.

5. A prepreg composite material according to claim 4 wherein said prepreg resin comprises:

about 90 weight percent of said bismaleimide resin component;

about 9 weight percent of said thermoplastic toughening agent; and

about 1 weight percent of said resin distribution stabilizer.

6. A composite material comprising a prepreg according to claim 5 that has been cured.

7. A prepreg composite material according to claim 5 wherein said fiber layer comprises carbon fibers.

8. A prepreg composite material according to claim 3 wherein said prepreg resin comprises:

about 90 weight percent of said bismaleimide resin component;

about 9 weight percent of said thermoplastic toughening agent; and

about 1 weight percent of said resin distribution stabilizer.

9. A composite material comprising a prepreg according to claim 8 that has been cured.

10. A prepreg composite material according to claim 8 wherein said fiber layer comprises carbon fibers.

11. A prepreg composite material according to claim 1 wherein said comonomer is a bis(alkenylphenol).

12. A prepreg composite material according to claim 11 wherein said bis(alkenylphenol) is selected from the group consisting of o,o′-diallylbisphenol A and o,o′-dipropenylbisphenol A.

13. A prepreg composite material according to claim 1 wherein said polyethylene oxide has a molecular weight of about 2,000,000 Daltons.

14. A prepreg composite material according to claim 1 wherein said prepreg resin comprises:

about 90 weight percent of said bismaleimide resin component;

about 9 weight percent of said thermoplastic toughening agent; and

about 1 weight percent of said resin distribution stabilizer.

15. A composite material comprising a prepreg according to claim 14 that has been cured.

16. A prepreg composite material according to claim 14 wherein said fiber layer comprises carbon fibers.

17. A prepreg composite material according to claim 1 wherein said fiber layer comprises carbon fibers.

18. A composite material comprising a prepreg according to claim 1 that has been cured.

Assignments (10)
RELEASE OF SECURITY INTEREST Recorded Oct 2, 2014
From: CITIZENS BANK, NATIONAL ASSOCIATION
To: HEXCEL CORPORATION; HEXCEL HOLDINGS LUXEMBOURG S.À.R.L.
Reel/Frame 033887/0199 →
TERMINATION OF SECURITY INTEREST IN PATENTS Recorded Sep 24, 2014
From: CITIZENS BANK, NATIONAL ASSOCIATION (F/K/A RBS CITIZENS, N.A.)
To: HEXCEL CORPORATION
Reel/Frame 033813/0565 →
RELEASE OF SECURITY INTEREST Recorded Sep 3, 2013
From: BANK OF AMERICA, N.A.
To: HEXCEL CORPORATION
Reel/Frame 031140/0729 →
SECURITY AGREEMENT Recorded Jul 1, 2013
From: HEXCEL CORPORATION; HEXCEL HOLDINGS LUXEMBOURG S.A.R.L.
To: RBS CITIZENS, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 030724/0287 →
RELEASE OF SECURITY INTEREST Recorded Aug 20, 2010
From: DEUTSCHE BANK TRUST COMPANY AMERICAS
To: HEXCEL CORPORATION
Reel/Frame 024864/0040 →
SECURITY AGREEMENT Recorded Aug 20, 2010
From: HEXCEL CORPORATION
To: BANK OF AMERICA, N.A.
Reel/Frame 024864/0016 →
GRANT OF PATENT SECURITY INTEREST Recorded May 21, 2009
From: HEXCEL CORPORATION
To: DEUTSCHE BANK TRUST COMPANY AMERICAS, AS ADMINISTRATIVE AGENT
Reel/Frame 022722/0240 →
RELEASE OF PATENT SECURITY INTEREST Recorded May 21, 2009
From: DEUTSCHE BANK TRUST COMPANY AMERICAS, AS ADMINISTRATIVE AGENT
To: HEXCEL CORPORATION; HEXCEL REINFORCEMENTS CORP.
Reel/Frame 022722/0301 →
GRANT OF PATENT SECURITY INTEREST (IP SUPPLEMENT NO. 3) Recorded Jan 13, 2006
From: HEXCEL CORPORATION
To: DEUTSCHE BANK TRUST COMPANY AMERICAS, AS ADMINISTRATIVE AGENT
Reel/Frame 017016/0820 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 14, 2005
From: BUYNY, ROBERT A.
To: HEXCEL CORPORATION
Reel/Frame 017369/0690 →