IP Library Granted Patent US 11,124,608
Granted Patent B2
US 11,124,608 · App. 16/375,415 · Granted Sep 21, 2021

Polybenzoxazine resins with high hydrogen content, and composites therefrom

Inventors: Christopher E. Scott (Weston, MA); Hatsuo Ishida (Shaker Heights, OH); Scott Allen Winroth (Ayer, MA)
Assignees: CASE WESTERN RESERVE UNIVERSITY; MATERIAL ANSWERS LLC
C08G73/0273C08J5/24C08L23/06C08L79/02H05K9/009C08J2379/02C08J2423/06C08L2205/16C08L2207/062C08L2207/068
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Quick Facts
Patent No.
US 11,124,608
App. No.
16/375,415
Granted
Sep 21, 2021
Kind
B2
Abstract

A material with significant protection properties from galactic cosmic radiation and solar energetic particles. Hydrogen-rich benzoxazines which are particularly effective for shielding against such radiation. Benzoxazine resin meets the processing requirements for use with ultra-high molecular weight polyethylene fiber as a hydrogen-rich reinforcement: cure of the resin at 120° C. This highly reactive benzoxazine resin also exhibits low viscosity and adequate shelf life.

Claims (39)

1. A benzoxazine resin of the chemical structure:

wherein 2≤a≤18, 0≤b≤6, and 0≤c≤6.

2. A polybenzoxazine formed by polymerization of the benzoxazine of claim 1 .

3. The polybenzoxazine according to claim 2 , formed by polymerization using a cure cycle for which a maximum temperature does not exceed about 120° C.

4. A polybenzoxazine formed by polymerization of the benzoxazine of claim 1 , wherein 6≤a≤14, 2≤b≤4, and 2≤c≤4.

5. The polybenzoxazine according to claim 4 , formed by polymerization using a cure cycle for which a maximum temperature does not exceed about 120° C.

6. The benzoxazine resin of claim 1 , wherein c is equal to b.

7. The benzoxazine resin according to claim 6 , wherein 6≤a≤18 and 1≤b≤6.

8. A polybenzoxazine formed by cure of the benzoxazine of claim 6 .

9. The polybenzoxazine according to claim 8 , formed by polymerization using a cure cycle for which a maximum temperature does not exceed about 120° C.

10. The polybenzoxazine according to claim 8 , 6≤a≤14 and 2≤b≤4.

11. The polybenzoxazine according to claim 10 , formed by polymerization using a cure cycle for which a maximum temperature does not exceed about 120° C.

12. The polybenzoxazine according to claim 8 , wherein a=12 and b=3.

13. A material, comprising:

a) 1 to 99% by weight of a polybenzoxazine formed by cure of a benzoxazine resin of the chemical structure:

wherein 2≤a≤18, 0≤b≤6, and 0≤c≤6; and

b) 99% to 1% by weight of polyethylene.

14. The material according to claim 13 , wherein the polyethylene comprises one or more of a high-density polyethylene and an ultra-high molecular weight polyethylene.

15. The material according to claim 14 , wherein 6≤a≤14, 2≤b≤4, and 2≤c≤4.

16. The material according to claim 15 , wherein a=12 and b=c=3.

17. A material, comprising:

a) 5 to 95% by volume of a polybenzoxazine formed by cure of a benzoxazine resin of the chemical structure:

wherein 6≤a≤18, 1≤b≤6, and 1≤c≤6; and

b) 95% to 5% by volume of fibrous reinforcement.

18. The material according to claim 17 , wherein the fibrous reinforcement comprises continuous fiber or woven continuous fiber.

19. The material according to claim 18 , wherein the fibrous reinforcement comprises one or more of a polyethylene fiber, carbon fiber, and boron fiber.

20. The material according to claim 17 , wherein 6≤a≤14, 2≤b≤4, and 2≤c≤4.

21. The material according to claim 20 , wherein a=12 and b=c=3.

22. The material according to claim 17 , wherein the material comprises:

a) 30% to 95% by volume of the polybenzoxazine, wherein a=12 and b=c=3, and b) 5% to 70% by volume of the fibrous reinforcement, and wherein the fibrous reinforcement is woven high density polyethylene fiber.

23. A molded object comprising the material of claim 22 .

24. A material, comprising:

a) 5 to 95% by volume of a polybenzoxazine formed by cure of a benzoxazine resin of the chemical structure:

wherein 6≤a≤18, 1≤b≤6, and 1≤c≤-6; and

b) 95% to 5% by volume of a fibrous electrical conductor.

25. The material according to claim 24 , wherein the fibrous electrical conductor comprises continuous fiber or woven continuous fiber.

26. The material of claim 25 , wherein the fibrous electrical conductor comprises copper.

27. The material according to claim 24 wherein 6≤a≤14, 2≤b≤4, and 2≤c≤4.

28. The material according to claim 27 wherein a=12 and b=c=3.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 22, 2021
From: ISHIDA, HATSUO
To: CASE WESTERN RESERVE UNIVERSITY
Reel/Frame 056942/0231 →
LICENSE Recorded Jan 15, 2020
From: MATERIAL ANSWERS, LLC
To: UNITED STATES OF AMERICA AS REPRESENTED BY THE ADMINISTRATOR OF NASA
Reel/Frame 051610/0334 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 18, 2019
From: SCOTT, CHRISTOPHER E.; WINROTH, SCOTT ALLEN
To: MATERIAL ANSWERS LLC
Reel/Frame 049791/0579 →
Continuity (2)
Provisional Application 62652675 · Apr 4, 2018
Related Publication 20190309129A1 · Oct 10, 2019