IP Library Granted Patent US 7,709,579
Granted Patent B2
US 7,709,579 · App. 10/569,147 · Granted May 4, 2010

Curable compositions for advanced processes, and products made therefrom

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Quick Facts
Patent No.
US 7,709,579
App. No.
10/569,147
Granted
May 4, 2010
Kind
B2
Abstract

Curable compositions, such as benzoxazine-based ones, are useful in applications within the aerospace industry, such as for example as a heat curable composition for use as a matrix resin in advanced processes, such as resin transfer molding, vacuum assisted transfer molding and resin film infusion, and their use in such advanced processes form the basis of the present invention.

Claims (18)

1. A binder composition comprising a solid benzoxazine component, which is partially cured by exposure to elevated temperature conditions over time sufficient to increase the melting point higher than the temperature at which a matrix resin composition is to be infused into a preform and lower than the point at which the partially cured binder composition and the matrix resin composition are miscible.

2. The binder composition of claim 1 , further comprising a spacer selected from the group consisting of particles constructed of thermoplastics, rubbers, metals, carbon, core shell, ceramics and combinations thereof.

3. The hinder composition of claim 1 , further comprising a toughener component comprising acrylonitrile butadiene copolymer having secondary amine terminal groups.

4. The binder composition of claim 1 , further comprising:

an epoxy or episulfide component;

optionally, one or more of an oxazoline component, a cyanate ester component, a phenolic component, and a thiophenolic component;

optionally, an acrylonitrilebutadiene copolymer, a polyimide component, and a polyimide/siloxane component; and

optionally, a curative.

5. A binder composition comprising a solid benzoxazine component, which is partially cured by exposure to elevated temperature conditions over time sufficient to increase the melting point higher than the temperature at which a matrix resin composition is to be infused into a preform and lower than the point at which the partially cured binder composition and the matrix resin composition are miscible.

6. The binder composition of claim 5 , further comprising a spacer selected from the group consisting of particles constructed of thermoplastics, rubbers, metals, carbon, core shell, ceramics and combinations thereof.

7. The binder composition of claim 5 , further comprising a toughener component comprising acrylonitrile-butadiene co-polymer having secondary amine terminal groups.

8. The binder composition of claim 1 , wherein the benzoxazine component comprises

wherein o is 1-4, X is selected from 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 and alkyl.

9. The binder composition 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 are selected from the group consisting of hydrogen, alkyl and aryl.

10. The binder composition of claim 1 , wherein the benzoxazine component comprises

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 hydrogen, halogen and alkyl.

11. The binder composition of claim 1 , wherein the benzoxazine component comprises one or more of

Assignments (4)
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 →
MERGER Recorded Feb 28, 2014
From: HENKEL LOCTITE CORPORATION
To: HENKEL CORPORATION
Reel/Frame 032372/0423 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 20, 2014
From: LEHMANN, STANLEY L.; LI, WEI HELEN; WONG, RAYMOND S.
To: HENKEL LOCTITE CORPORATION
Reel/Frame 032256/0240 →