Claims
- 1. A benzoxazine monomer, comprising:
at least one aromatic primary monoamine to serve as an endcap, at least one polyphenol, at least one aldehyde, and at least one aromatic primary polyamine.
- 2. The benzoxazine monomer of claim 1 wherein the endcap is a monoamine, the polyphenol is a diphenol, and the polyamine is an aromatic primary diamine, having the idealized structure represented as
- 3. The monomer of claim 2 wherein each linkage is an oxazine ring formed by the consumption of two aldehyde molecules.
- 4. The monomer of claim 2 wherein subscript “n” is a number from above zero to about ten.
- 5. The monomer of claim 4 wherein subscript “n” is in the range of at least 0.1 to 3.
- 6. The monomer of claim 1 wherein the aromatic primary monoamine endcap is selected from the group consisting of aniline, toluidene, xylidene, and napthylamine.
- 7. The monomer of claim 1 wherein the polyphenol is a diphenol and is selected from the group consisting of resorcinol, bisphenol A, bisphenol F, bisphenol S, biphenol, and dihydroxybenzophenone.
- 8. The monomer of claim 1 wherein the polyphenol is a triphenol.
- 9. The monomer of claim 8 wherein the triphenol is trisphenol-PA.
- 10. The monomer of claim 1 wherein the aldehyde is formaldehyde and is selected from the group consisting of paraformaldehyde, trioxane, polyoxymethylene, and formalin.
- 11. The monomer of claim 1 wherein the aromatic primary amine chain extender is selected from the group consisting of phenylenediamine, methylenedianiline, oxydianiline, diaminodiphenylsulfone, 2,2-bis(4-[aminophenoxy]phenyl)propane, oxydianiline, and diaminobenzanilide.
- 12. A benzoxazine monomer, comprising phenol or at least one substituted phenol to serve as endcap, at least one polyphenol, at least one aromatic primary polyamine and at least one aldehyde.
- 13. The benzoxazine monomer of claim 12 wherein the endcap is phenol or substituted phenol, the polyphenol is a diphenol, and the polyamine is an aromatic primary diamine, having the idealized structure represented as
- 14. The monomer of claim 13 wherein each linkage is an oxazine ring formed by the consumption of two aldehyde molecules.
- 15. The monomer of claim 13 wherein subscript “n” is a number from above zero to about ten.
- 16. The monomer of claim 15 wherein subscript “n” is in the range of a least 0.1 to 3.
- 17. A method of preparing a benzoxazine monomer in a solvent, the reactants including at least one aromatic primary monoamine, at least one polyphenol, at least one aldehyde, and at least one aromatic primary diamine, comprising combining said reactants at a temperature in the range of 0° C. to 25° C. in a reaction kettle to form a resinous solution, heating the kettle to reflux, and holding the kettle at that temperature until at least a third of the water has been removed by azeotropic distillation, the resinous solution being dried in vacuo, and spreading the friable solid in flat pans and further drying the friable solid at atmospheric pressure at or slightly above its melting point, and holding the friable solid at that temperature for at least 10 minutes in order to complete the process.
- 18. The method of claim 17 wherein the reactants include formaldehyde selected from the group consisting of paraformaldehyde, trioxane, polyoxymethylene, and formalin.
- 19. The method of claim 18 wherein the formaldehyde is a mixture of paraformaldehyde and formalin in a ratio from 10:1 to 1:4, based on the dry weight of formaldehyde.
- 20. The method of claim 19 wherein the ratio is in the range of 5:1 to 1:1.
- 21. The method of claim 17 wherein the solvent comprises a mixture of toluene and ethyl acetate in the ratio of 10:1 to 1:4.
- 22. The method of claim 21 wherein the ratio is in the range of 8:1 to 6:1.
- 23. The method of claim 17 wherein the aromatic primary monoamine is selected from the group consisting of aniline, toluidene, xylidene, and napthylamine.
- 24. The method of claim 17 wherein the polyphenol is a diphenol and is selected from the group consisting of resorcinol, bisphenol A, bisphenol F, bisphenol S, biphenol, and dihydroxybenzophenone.
- 25. The method of claim 17 wherein the aromatic primary amine chain extender is selected from the group consisting of phenylenediamine, methylenedianiline, oxydianiline, diaminodiphenylsulfone, 2,2-bis(4-[aminophenoxy]phenyl)propane, 4,4′-oxydianiline, and diaminobenzanilide.
- 26. The method of claim 17 and including the step of blending the resinous solution with particulate fillers by mechanical mixing to form a molding compound; drying the compound to remove excess solvent and water; heating the dried compound to a temperature in the range of 100° C. to 130° C. so as to cause melting; holding the compound at the melt temperature for 10 to 60 minutes; and subsequently granulating the compound.
- 27. The method of claim 26 wherein the resinous solution can optionally be applied to reinforcing fibers in order form a towpreg or prepreg.
- 28. The method of claim 26 wherein the compound is dried in vacuo.
- 29. The method of claim 26 wherein the compound is dried in vacuo at a temperature in the range of 0° C. to 100° C.
- 30. A method of preparing a benzoxazine monomer from reactants including at least one aromatic primary monoamine, at least one polyphenol, at least one aldehyde, and at least one aromatic primary diamine in an aqueous slurry comprising the steps of combining the reactants with a minimal amount of water at a temperature from about 0° C. to about 25° C. in a reaction kettle; and ultimately grinding the solid product into a powder.
- 31. The method of claim 30 and including the step of combining the reactants and water at a temperature in the range of 0° C. to 10° C.
- 32. The method of claim 30 wherein the formaldehyde is preferably in the form of formalin.
- 33. The method of claim 32 wherein the formalin is about 37% by weight of formaldehyde in water or in water/methanol.
- 34. The method of claim 30 wherein the liquid medium comprises water and methanol, and said water comprising at least 20% of the weight of the mixture.
- 35. A benzoxazine homopolymer suited for applications in the temperature range of about 170° F. to 260° C., said polymer being made from benzoxazine monomer cured in the temperature range of about 170° F. to 260° C. and cured under applied pressure.
- 36. A polymer suitable for applications in the range of 170° C. to 260° C. wherein the benzoxazine monomer is co-cured with a primary or secondary polyamine having an equivalent thermal stability and selected from the group comprising phenylenediamine, methylenedianiline, oxydianiline, diaminodiphenylsulfone, 2,2-bis(4-[aminophenoxy]phenyl)propane, and diaminobenzanilide.
- 37. A polymer suitable for applications in the range of 170° C. to 260° C. wherein the benzoxazine monomer is co-cured with an epoxy resin.
- 38. A polymer suitable for applications in the range of 170° C. to 260° C. wherein the benzoxazine monomer is co-cured with a phenolic resin.
CROSS REFERENCE TO RELATED APPLICATION
[0001] This application claims priority of U.S. Provisional Application No. 60/308,217, filed Jul. 27, 2001, under Title 35, United States Code, Section 119(e).
Provisional Applications (1)
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Number |
Date |
Country |
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60308217 |
Jul 2001 |
US |