IP Library Granted Patent US 7,537,827
Granted Patent B1
US 7,537,827 · App. 11/609,975 · Granted May 26, 2009

Prepreg laminates

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Quick Facts
Patent No.
US 7,537,827
App. No.
11/609,975
Granted
May 26, 2009
Kind
B1
Abstract

The present invention relates to a prepreg laminate, constructed from a first prepreg; a second prepreg; and a thermoplastic layer therebetween. In the inventive laminate, at least one of the first prepreg or the second prepreg is made from a matrix resin comprising a benzoxazine-containing composition.

Claims (31)

1. A prepreg laminate comprising:

(a) a first prepreg;

(b) a second prepreg; and

(c) a thermoplastic layer therebetween, wherein at least one of the first prepreg or the second prepreg is made from a matrix resin comprising a benzoxazine-containing composition.

2. The prepreg laminate of claim 1 , wherein the second prepreg is constructed from a material different from the first prepreg.

3. The prepreg laminate of claim 1 , wherein the first prepreg is fiber-reinforced with a fiber selected from the group consisting of carbon, glass, aramid, boron, polyalkylene, polybenzimidazole, polyetheretherketone, polyphenylene sulfide, poly p-phenylene benzobisoaxazole, silicon carbide, phenolformaldehyde, phthalate, polyethylene and naphthenoate.

4. The prepreg laminate of claim 1 , wherein the second prepreg is fiber-reinforced with a fiber selected from the group consisting of carbon, glass, aramid, boron, polyalkylene polybenzimidazole, polyetheretherketone, polyphenylene sulfide, poly p-phenylene benzobisoaxazole, silicon carbide, phenolformaldehyde, phthalate, polyethylene, polypropylene, polybutylene and naphthenoate.

5. The prepreg laminate of claim 3 , wherein the glass is a member selected from the group consisting of S glass, S2 glass, E glass, R glass, A glass, AR glass, C glass, D glass, ECR glass, glass filament, staple glass, T glass and zirconium oxide glass.

6. The prepreg laminate of claim 4 , wherein the glass is a member selected from the group consisting of S glass, S2 glass, E glass, R glass, A glass, AR glass, C glass, D glass, ECR glass, glass filament, staple glass, T glass and zirconium oxide glass.

7. The prepreg laminate of claim 3 , wherein the carbon is a member selected from the group consisting of polyacrylonitrile, pitch and acrylics.

8. The prepreg laminate of claim 4 , wherein the carbon is a member selected from the group consisting of polyacrylonitrile, pitch and acrylics.

9. The prepreg laminate of claim 1 , wherein the matrix resin further comprises an epoxy component or an episulfide component.

10. The prepreg laminate of claim 1 , wherein the benzoxazine-containing composition comprises one or more tougheners selected from the group consisting of a first adduct prepared from hydroxy-containing compounds, isocyanate-containing compounds, and a first phenolic compound; an adduct prepared from the first adduct, epoxy-containing compounds and a second phenolic compound; 1,3-butadiene/acrylonitrile; 1,3-butadiene/(meth)acrylic acid esters; 1,3-butadiene/methacrylic acid esters; a 1,3-butadiene/acrylonitrile/styrene graft copolymer; a 1,3-butadiene/methyl methacrylate/styrene graft copolymer; a 1,3-butadiene/acrylonitrile copolymer; core shell polymers; polyether sulfone; polyamide imides; polysulfones; polyether ketones; acrylonitrile-butadiene co-polymer having secondary amine terminal groups; acrylonitrile-butadiene co-polymer having carboxyl terminal groups; poly(propylene) oxide; amine-terminated polyethylene, polypropylene, polybutylene sulfide; polyetherimide; polysiloxanes; poly amides; polyphenylene oxide and combinations thereof.

11. The prepreg laminate of claim 1 , wherein the benzoxazine component comprises one or more of

wherein o is 1-4, X is selected from the group consisting of the group consisting of a direct bond (when o is 2), alkyl (when o is 1), alkylene (when o is 2-4), carbonyl (when o is 2), thiol (when o is 1), thioether (when o is 2), sulfoxide (when o is 2), and sulfone (when o is 2), R 1 is selected from the group consisting of hydrogen, alkyl, and aryl, and R 4 is selected from hydrogen, halogen, alkyl, and alkylene, or

wherein p is 2, Y is selected from the group consisting of biphenyl (when p is 2), diphenyl methane (when p is 2), diphenyl isopropane (when p is 2), diphenyl sulfide (when p is 2), diphenyl sulfoxide (when p is 2), diphenyl sulfone (when p is 2), and diphenyl ketone (when p is 2), and R 4 is selected from the group consisting of hydrogen, halogen, alkyl and alkenyl.

12. The prepreg laminate of claim 1 , wherein the benzoxazine component comprises one or more of

wherein X is selected from the group consisting of a direct bond, CH 2 , C(CH 3 ) 2 , C═O, S, S═O and O═S═O, and R 1 , R 2 , and R 3 are the same or different and alkyl, and R 4 is selected from the group consisting of a hydrogen, alkyl, alkenyl and aryl.

13. The prepreg laminate of claim 1 , wherein the benzoxazine component comprises one or more of

14. The prepreg laminate of claim 1 , wherein the thermoplastic layer is selected from the group consisting of polyether sulfones, polysulfones, polyether ketones, polyamides, polyamide imides, polysiloxanes, polyether imides, polyethylene, polypropylene, polybutylene, copolymers thereof and combinations thereof.

15. The prepreg laminate of claim 9 , wherein the epoxy resin component is a member selected from the group consisting of C 1 -C 28 alkyl-, poly-phenol glycidyl ethers; polyglycidyl ethers of pyrocatechol, resorcinol, hydroquinone, 4,4′-dihydroxydiphenyl methane, 4,4′-dihydroxy-3,3′-dimethyldiphenyl methane, 4,4′-dihydroxydiphenyl dimethyl methane, 4,4′-dihydroxydiphenyl methyl methane, 4,4′-dihydroxydiphenyl cyclohexane, 4,4′-dihydroxy-3,3′-dimethyldiphenyl propane, 4,4′-dihydroxydiphenyl sulfone, and tris(4-hydroxyphyenyl)methane; polyglycidyl ethers of transition metal complexes; chlorination and bromination products of the above-mentioned diphenols; polyglycidyl ethers of novolacs; polyglycidyl ethers of diphenols obtained by esterifying ethers of diphenols obtained by esterifying salts of an aromatic hydrocarboxylic acid with a dihaloalkane or dihalogen dialkyl ether; polyglycidyl ethers of polyphenols obtained by condensing phenols and long-chain halogen paraffins containing at least two halogen atoms; phenol novolac epoxy; cresol novolac epoxy; glycidyl ethers of para-amino phenol, 4,4′-dihydroxy-3,3′-diethyl methane, 4,4′-dihydroxy-3,3′-diisopropyl methane, tris-(4-hydroxyphenyl) ethane, tris-(4-hydroxyphenyl) propane, 4,4′-dihydroxydiphenyl dicyclopentadiene and combinations thereof.

16. The prepreg laminate of claim 1 , further comprising an inorganic filler component.

17. The prepreg laminate of claim 16 , wherein the inorganic filler component is a silica having a particle size in the nanoscale range.

18. Cured reaction products of the prepreg laminate according to claim 1 .

19. A process for producing a prepreg laminate, steps of which comprise:

A) providing a first prepreg;

B) providing a second prepreg, wherein at least one of the first prepreg or the second prepreg is prepared from a matrix resin comprises a toughened benzoxazine-containing composition; and

C) providing a thermoplastic interlayer; and

D) joining the first prepreg and the second prepreg with the thermoplastic interlayer therebetween to form a prepreg laminate assembly; and

E) exposing the resulting prepreg laminate assembly to elevated temperature and pressure conditions sufficient to form a prepreg laminate.

20. A prepreg laminate made by the process according to claim 19 .

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 26, 2015
From: HENKEL US IP LLC
To: HENKEL IP & HOLDING GMBH
Reel/Frame 035100/0151 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 7, 2014
From: HENKEL CORPORATION
To: HENKEL US IP LLC
Reel/Frame 034183/0611 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 13, 2006
From: LEHMANN, STANLEY L; LI, WEI HELEN; WONG, RAYMOND S
To: HENKEL CORPORATION
Reel/Frame 018624/0502 →