SYNTHESIS OF CAPROLACTAM FROM LYSINE
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Abstract
In various embodiments, the present invention can involve a method of synthesizing α-amino-ε-caprolactam. The method can comprise heating a salt of L-lysine in a solvent comprising an alcohol. In other embodiments, the present invention can involve methods for synthesizing ε-caprolactam. The methods can comprise heating a salt of L-lysine in a solvent comprising an alcohol and deaminating the reaction product. In various embodiments, the invention can include methods of converting biomass into nylon 6. The methods can comprise heating L-lysine in a solvent comprising an alcohol to produce α-amino-ε-caprolactam, deaminating to produce ε-caprolactam and polymerizing into nylon 6, wherein the L-lysine is derived from the biomass. In other embodiments, the present invention can include methods of making nylon 6. The methods can comprise synthesizing ε-caprolactam and then polymerizing, wherein the ε-caprolactam is derived from L-lysine.
72 Citations
49 Claims
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1-31. -31. (canceled)
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32. A method for producing nylon 6, the method comprising:
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(A) heating lysine in a solvent comprising an alcohol, at a temperature of about 99°
C. to about 201°
C., to produce α
-amino-ε
-caprolactam;(B) deaminating α
-amino-ε
-caprolactam produced in (A) by a method comprising contacting it at least once with a deamination reagent or catalyst at a temperature below the freezing point of water, to produce ε
-caprolactam; and(C) polymerizing ε
-caprolactam produced in (B) into nylon 6. - View Dependent Claims (33, 34, 35, 36, 37, 38, 39, 40, 41, 42, 43, 44, 45, 46, 47, 48, 49)
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Specification