Process for preparing methionine

Patent metadata

Field	Value
Publication number	US-10919848-B2
Application number	US-201816605075-A
Country	US
Kind code	B2
Filing date	May 8, 2018
Priority date	May 15, 2017
Publication date	Feb 16, 2021
Grant date	Feb 16, 2021

Abstract

A process for preparing methionine includes the alkaline hydrolysis of 5-(2-methylmercaptoethyl)-hydantoin (methionine hydantoin) in an aqueous process solution containing alkali metal hydroxide and/or alkali metal carbonate and/or alkali metal hydrogencarbonate. The alkali metal cations in the process solution are potassium and sodium having a K/Na molar ratio range from 99/1 to 20/80.

First claim

The invention claimed is:

1. A process for preparing methionine, comprising:
alkaline hydrolyzing of 5-(2-methylmercaptoethyl)-hydantoin in an aqueous process solution, comprising alkali metal hydroxide, alkali metal carbonate, and/or alkali metal hydrogen carbonate to form methionine alkali metal salt,
treating the methionine alkali metal salt with carbon dioxide to yield precipitated methionine,
separating the precipitated methionine from the aqueous process solution which was treated with carbon dioxide,
concentrating an aqueous process solution from which methionine has been removed, and
recycling of a concentrated aqueous process solution in the alkaline hydrolyzing of 5-(2-methylmercaptoethyl)-hydantoin to the aqueous process solution,
wherein alkali metal cations in the aqueous process solution of alkaline hydrolyzing are potassium and sodium, having a K/Na molar ratio range from 99/1 to 20/80.

2. The process as claimed in claim 1 , wherein the K/Na molar ratio in the aqueous process solution ranges from 90/10 to 20/80.

3. The process as claimed in claim 1 , wherein the K/Na molar ratio in the aqueous process solution ranges from 70/30 to 50/50.

4. The process as claimed in claim 1 , wherein the precipitated methionine is recrystallized from the aqueous process solution, wherein the precipitated methionine is filtered off and dried to yield crystalline methionine, and wherein the crystalline methionine so obtained has a purity greater than 99%, a potassium content lower than 0.3%, and a sodium content lower than 0.1%.

5. The process as claimed in claim 4 , wherein the potassium content in the crystalline methionine ranges from 0.05-0.3% and the sodium content ranges from 0.01-0.1%.

6. The process as claimed in claim 1 further comprising continuously removing a purge solution from the process and exchanging the purge solution with fresh alkali metal hydroxide solution.

7. The process as claimed in claim 1 , wherein, within the aqueous process solution, potassium concentration ranges from 13.9% by weight to 1.2% by weight and sodium concentration ranges from 0.04% by weight to 6.6% by weight.

8. The process as claimed in claim 6 , wherein the purge solution comprises:
2 to 6% by weight of methionine,
4 to 8% by weight of methionyl methionine,
1 to 1.7% by weight of formate,
0.3 to 0.5% by weight of acetate, and
6 to 14% by weight of alkali metal in the form of potassium and sodium salts,
wherein the purge solution has a K/Na molar ratio range from 99/1 to 20/80.

9. The process as claimed in claim 8 , wherein, within the purge solution, potassium concentration ranges from 13.9% by weight to 1.2% by weight and sodium concentration ranges from 0.04% by weight to 6.6% by weight.

10. The process as claimed in claim 9 , wherein, within the purge solution, potassium concentration ranges from 9.8% by weight to 3% by weight and sodium concentration ranges from 1.06% by weight to 4.1% by weight.

11. A fertilizer or fertilizer additive, comprising:
the purge solution obtained according to the process of claim 6 .

12. The process as claimed in claim 1 , further comprising:
reacting 3-methylmercaptopropanal, hydrocyanic acid, ammonia, and carbon dioxide, thereby obtaining the 5-(2-methylmercaptoethyl)hydantoin.

Assignees

• Evonik Operations Gmbh

Inventors

• Bernhardt Sebastian
• Körfer Martin
• Reichert Stefan
• Hasselbach Hans-Joachim
• Drapal Bernd
• Peter Rainer
• Kaiser Christian
• Hartono Benny
• Jakob Harald

Classifications

• C07C319/28 Primary

  Separation; Purification · CPC title

• C05C11/00

  Other nitrogenous fertilisers · CPC title

• C07C319/20 Primary

  by reactions not involving the formation of sulfide groups · CPC title

• C07C323/58

  with amino groups bound to the carbon skeleton · CPC title

• C05D1/00

  Fertilisers containing potassium (C05D7/00 takes precedence) · CPC title