GB2095232A - Recovery of purified monosodium glutamate - Google Patents
Recovery of purified monosodium glutamate Download PDFInfo
- Publication number
- GB2095232A GB2095232A GB8202683A GB8202683A GB2095232A GB 2095232 A GB2095232 A GB 2095232A GB 8202683 A GB8202683 A GB 8202683A GB 8202683 A GB8202683 A GB 8202683A GB 2095232 A GB2095232 A GB 2095232A
- Authority
- GB
- United Kingdom
- Prior art keywords
- monosodium glutamate
- mother liquor
- pure
- process according
- anion exchange
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- LPUQAYUQRXPFSQ-DFWYDOINSA-M monosodium L-glutamate Chemical compound [Na+].[O-]C(=O)[C@@H](N)CCC(O)=O LPUQAYUQRXPFSQ-DFWYDOINSA-M 0.000 title claims abstract description 72
- 235000013923 monosodium glutamate Nutrition 0.000 title claims abstract description 72
- 239000004223 monosodium glutamate Substances 0.000 title claims abstract description 42
- 238000011084 recovery Methods 0.000 title abstract 2
- 239000012452 mother liquor Substances 0.000 claims abstract description 38
- 238000000034 method Methods 0.000 claims abstract description 23
- WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 claims abstract description 20
- 235000013922 glutamic acid Nutrition 0.000 claims abstract description 20
- 239000004220 glutamic acid Substances 0.000 claims abstract description 20
- 239000003957 anion exchange resin Substances 0.000 claims abstract description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical group O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 13
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical class [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 claims abstract description 7
- 239000000549 coloured material Substances 0.000 claims abstract description 6
- 239000012266 salt solution Substances 0.000 claims abstract description 5
- 239000011347 resin Substances 0.000 claims description 8
- 229920005989 resin Polymers 0.000 claims description 8
- 229920002125 Sokalan® Polymers 0.000 claims description 3
- 229920001429 chelating resin Polymers 0.000 claims description 2
- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 description 18
- 239000000243 solution Substances 0.000 description 17
- 150000002500 ions Chemical class 0.000 description 16
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 239000013078 crystal Substances 0.000 description 9
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 8
- 238000000855 fermentation Methods 0.000 description 8
- 230000004151 fermentation Effects 0.000 description 8
- 238000012505 colouration Methods 0.000 description 7
- 238000002425 crystallisation Methods 0.000 description 7
- 230000008025 crystallization Effects 0.000 description 7
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 3
- -1 S04 ions Chemical class 0.000 description 3
- 239000003456 ion exchange resin Substances 0.000 description 3
- 229920003303 ion-exchange polymer Polymers 0.000 description 3
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 238000004040 coloring Methods 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 238000005342 ion exchange Methods 0.000 description 2
- 235000013379 molasses Nutrition 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical group Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 240000007930 Oxalis acetosella Species 0.000 description 1
- 235000008098 Oxalis acetosella Nutrition 0.000 description 1
- 238000002835 absorbance Methods 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 235000013409 condiments Nutrition 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 229910003460 diamond Inorganic materials 0.000 description 1
- 239000010432 diamond Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 235000011194 food seasoning agent Nutrition 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- LPUQAYUQRXPFSQ-UHFFFAOYSA-M monosodium glutamate Chemical compound [Na+].[O-]C(=O)C(N)CCC(O)=O LPUQAYUQRXPFSQ-UHFFFAOYSA-M 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 150000003839 salts Chemical group 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000017550 sodium carbonate Nutrition 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/28—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from natural products
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/38—Separation; Purification; Stabilisation; Use of additives
- C07C227/40—Separation; Purification
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/38—Separation; Purification; Stabilisation; Use of additives
- C07C227/40—Separation; Purification
- C07C227/42—Crystallisation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C229/04—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
- C07C229/24—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having more than one carboxyl group bound to the carbon skeleton, e.g. aspartic acid
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
A process for the recovery of further pure monosodium glutamate from a discoloured monosodium glutamate mother liquor obtained by crystallizing and separating pure monosodium glutamate from a monosodium salt solution of glutamic acid comprises (a) contacting the monosodium glutamate mother liquor with a weak base anion exchange resin in the hydroxide form, whereby at least some of the coloured material present is separated from the mother liquor, and (b) crystallizing and separating pure monosodium glutamate from the at least partially decolourized mother liquor resulting from (a). The process provides a simple and not too expensive technique for recovering the further pure monosodium glutamate.
Description
SPECIFICATION
Process for recovering purified monosodium glutamate
This invention relates to a process for recovering purified monosodium glutamate, and to the purified monosodium glutamate when recovered by the process.
Glutamic acid is usually produced by a fermentative process and is mainly used as a seasoning. It is well-known that glutamic acid is put on the market in the form of its monosodium salt, i.e. monosodium glutamate (hereinafter sometimes abbreviated to "MSG"), for such use and, accordingly, the final purification step in the production of monosodium glutamate from a glutamic acid fermentation broth is the crystallization step of what is known as "pure monosodium glutamate". By "pure monosodium glutamate" is meant hereinafter "purified monosodium glutamate crystals capable of being used as a condiment on the dinner table".
One of the problems involved in such a final purification step is the question as to how the mother liquor from which pure monosodium glutamate has been crystallized and separated, can itself be purified. The solubility of monosodium glutamate in water is considerable and, accordingly, further pure monosodium glutamate (i.e. No. 2 pure MSG) has to be recovered from the mother liquor to achieve high overall yields of pure MSG.
However, the mother liquor is usually coloured because of coloured materials and other impurities formed originally in the glutamic acid fermentation broth and/or formed later during processing of the fermentation broth. Such coloured materials have to be removed from the mqther liquor prior to recovering No. 2 pure MSG, but is has been found that they are difficult to remove even with the use of activated carbon, a conventional decolouring agent.
One of the prior art solutions of such difficulties involves the crystallization from the mother liquor of impure monosodium glutamate first, followed by recrystallization of that impure MSG from water. This solution is, however, not attractive because of the energy required and the troublesome operation.
According to the present invention, there is provided a process for recovering further "pure monosodium glutamate" (as hereinbefore defined) from a discoloured monosodium glutamate mother liquor obtained by crystallizing and separating pure monosodium glutamate from a monosodium salt solution of glutamic acid, which process comprises (a) contacting the monosodium glutamate mother liquor with a weak base anion exchange resin in the hydroxide form, whereby at least some of the coloured material present is separated from the mother liquor, and (b) crystallizing and separating pure monosodium glutamate from the at least partially decolourized mother liquor resulting from (a).
In practice, a monosodium salt solution of glutamic acid produced by the fermentative method is first prepared, e.g. in this way: a glutamic acid fermentation broth is first concentrated and then adjusted in pH to the isoelectric point of glutamic acid, whereby glutamic acid is crystallized, and the glutamic acid crystals are separated from the mother liquor and mixed with an appropriate amount of NaOH solution, whereby a monosodium glutamate solution is produced from which No. 1 pure MSG is to be obtained.
A monosodium glutamate mother liquor from which No. 1 pure MSG has been recovered contains, usually, 40 to 60 g/dl monosodium glutamate, 300 to 2000 ppm Cl ions, 50 to 200 ppm S04 ions, and small amounts of Fe ions or other metal ions. Its pH is normally 6.5 to 7.5.
In connection with the colouring matters, the absorbance (-log T) at 420 nm (hereinafter referred to as the "degree of colouration") is usually in the range from 0.2 to 0.4.
Examples of weak base anion exchange resins suitable for use in the process of the present invention include Diaion WA-30 (produced by
Mitsubishi Chemical Industries Ltd.), Amberlite IRA-93 (produced by Rohm S Hass), and Duolite
A-377, A-378 and A-7 (produced by Diamond
Shamrock Corp.). Weak base anion exchange resins are easy to regenerate.
Weak base anion exchange resins are used in the free form, i.e. in the hydroxide form. Salt forms of the resins, such as the chloride form, are not appropriate because the anions move from the anion exchange resin to the solution during the anion exchange resin treatment.
The contacting of an MSG mother liquor with a weak base anion exchange resin may be carried out in any conventional manner. For instance, a monosodium glutamate mother liquor may be passed through a column filled with a weak base anion exchange resin in the OH form.
From 20 to 60 litres of MSG mother liquor are usually treated per litre of resin, the precise amount being dependent on the characteristics of the mother liquor, the nature of the weak base anion exchange resin, and its ion exchange capacity. The flow rate is usually from 0.5 to 2 litres per hour per litre of resin. More than two ion exchange columns connected in series may, of course, be used.
Regeneration of a weak base anion exchange resin used to remove colouring matters from an
MSG mother liquor may be carried out in any conventional manner, such as by passing an aqueous NaOH solution through the anion exchange resin and then rinsing the resin with water.
No. 2 pure monosodium glutamate is crystallized from a monosodium glutamate mother liquor which has been subjected to the ion exchange resin treatment in accordance with the step (a) of the process of the present invention and, if necessary, adjusted in pH with glutamic acid. Crystallization may be carried out in an appropriate conventional manner. The No. 2 crystals are separated from the liquor in an appropriate manner such as by centrifuging or filtering, and then dried.
The resulting mother liquor may be recycled to a monosodium glutamate solution from which
No. 1 pure MSG is to be recovered in the next cycle.
The process of the present invention is based on the discovery that some coloured materials difficult to be adsorbed onto activated carbon may easily be separated with the use of a weak base anion exchange resin in the hydroxide form, that impurities contained in an MSG mother liquor from which No. 1 pure MSG has been crystallized and separated are inorganic sodium salts, and that
Fe and other metals contained in small amounts in such MSG mother liquor may be removed aificiently with the use of a weak base anion exchange resin.
The present invention is illustrated by the following Examples.
EXAMPLE 1
A glutamic acid fermentation broth which had been obtained by the fermentation of high-test molasses as the main raw material was concentrated and adjusted in pH to 3.2 to crystallize crude glutamic acid. The glutamic acid crystals were dissolved in an appropriate amount of aqueous NaOH solution. The solution was decolourized with activated carbon and concentrated to crystallize No. 1 pure MSG. The
NO. 1 pure MSG was separated from the mother liquor. The crystallization yield was 50%.
The aforementioned monosodium glutamate mother liquor contained 330 ppm CI ions, 95 ppm SO4 ions and 500 g/l MSG. Its degree of colouration was 0.4.
A 3-litre portion of the mother liquor was passed through a column filled with 100 ml Diaion WA-30 in the hydroxide form. The flow rate was 1.0
litre per hour per litre of resin. The effluent solution contained 51 ppm CI ions, 21 ppm SO4 ions and 475 g/l MSG. The degree of colouration was 0.1.
The effluent solution was concentrated to crystallize monosodium glutamate. The MSG crystals were obtained in a crystallization yield of 47% and were qualified as pure MSG.
For the purpose of comparison, another portion
of the same mother liquor was directly (i.e.
without the ion exchange resin treatment)
concentrated to crystallize MSG. The MSG
crystals were dissolved in water in a concentration of 500 g per litre. The solution contained 60 ppm
Cl ions and 25 ppm S04 ions. The degree of colouration was 0.1.
EXAMPLE 2
A glutamic acid fermentation broth which had
been obtained by the fermentation of cane
molasses as the main raw material was
concentrated and adjusted in pH to 3.2 to
crystallize crude glutamic acid. The glutamic acid crystals were dissolved in an appropriate amount of aqueous Na2CO3 solution. The solution was decolourized with granular activated carbon and concentrated to crystallize No. 1 pure MSG. The
No. 1 pure MSG was separated from the mother liquor. The crystallization yield was 48%.
The monosodium giutamate mother liquor referred to above contained 550 ppm Cl ions, 120 ppm SO4 ions, 3 ppm Fe(lil) ions and 480 g/l
MSG. Its degree of colouration was 0.6.
A 2-litre portion of the mother liquor was passed through a column filled with 100 ml
Duolite A-7 in the hydroxide form. The flow rate was 1.0 litre per hour per litre of resin. The effluent solution contained 80 ppm Cl ions, 30 ppm S04 ions, 0.3 ppm Fe(lll) ions and 450 g/l MSG. The degree of colouration was 0.1.
The effluent solution was concentrated to crystallize monosodium glutamate. The MSG crystals were obtained in a crystallization yield of 52% and were qualified as pure MSG containing 0.03 ppm Fe(lll) ions.
For the purpose of comparison, another portion of the same mother liquor was directly (i.e.
without the ion exchange resin treatment) concentrated to crystallize MSG. The MSG crystals were dissolved in water in a concentration of 500 g per litre. The solution contained 100 ppm
Cl ions, 25 ppm SO4 ions and 0.6 ppm Fe(lll) ions.
The degree of colouration was 0.2.
Claims (8)
1. A process for recovering further "pure monosodium glutamate" (as hereinbefore defined) from a discoloured monosodium glutamate mother liquor obtained by crystallizing and separating pure monosodium glutamate from a monosodium salt solution of glutamic acid, which process comprises (a) contacting the monosodium glutamate mother liquor with a weak base anion exchange resin in the hydroxide form, whereby at least some of the coloured material present is separated from the mother liquor, and (b) crystallizing and separating pure monosodium glutamate from the at least partially decolourized mother liquor resulting from (a).
2. A process according to Claim 1 , wherein the monosodium salt solution of glutamic acid is one produced by a fermentative process.
3. A process according to Claim 1 or 2, wherein the monosodium glutamate mother liquor is passed through a column containing the weak base anion exchange resin in the hydroxide form.
4. A process according to Claim 3, wherein the flow rate of monosodium glutamate mother liquor through the column is in the range from 0.5 to 2 litres of liquor per hour per litre of resin.
5. A process according to any preceding claim, wherein from 20 to 60 litres of monosodium glutamate mother liquor are employed per litre of resin.
6. A process according to any preceding claim, wherein the weak base anion exchange resin is
Diaion WA-30, Amberlite IRA-93, or Duolite
A-377, A-378 and A-7.
7. A process according to Claim 1, substantially as described in either of the foregoing Examples.
8. Pure monosodium glutamate whenever recovered by a process according to any preceding claim.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP56014780A JPS57128663A (en) | 1981-02-03 | 1981-02-03 | Preparation of purified sodium glutamate crystal |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| GB2095232A true GB2095232A (en) | 1982-09-29 |
| GB2095232B GB2095232B (en) | 1985-02-20 |
Family
ID=11870561
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB8202683A Expired GB2095232B (en) | 1981-02-03 | 1982-01-29 | Recovery of purified monosodium glutamate |
Country Status (4)
| Country | Link |
|---|---|
| JP (1) | JPS57128663A (en) |
| GB (1) | GB2095232B (en) |
| MY (1) | MY8600095A (en) |
| PH (1) | PH17551A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1996031459A1 (en) * | 1995-04-07 | 1996-10-10 | Amylum N.V. | A process for the preparation of monosodium glutamate |
| US6147259A (en) * | 1996-01-22 | 2000-11-14 | Amylum N.V. | Process for producing glutamic acid |
| CN106631852A (en) * | 2016-09-30 | 2017-05-10 | 南京工业大学 | Method for extracting L-ornithine hydrochloride from L-ornithine fermentation broth |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS60188353A (en) * | 1984-03-08 | 1985-09-25 | Nippon Kayaku Co Ltd | Decoloring purification of amino acid |
| KR970027315A (en) * | 1995-11-13 | 1997-06-24 | 손경식 | Method for preparing sodium glutamate |
-
1981
- 1981-02-03 JP JP56014780A patent/JPS57128663A/en active Pending
-
1982
- 1982-01-29 GB GB8202683A patent/GB2095232B/en not_active Expired
- 1982-02-02 PH PH26818A patent/PH17551A/en unknown
-
1986
- 1986-12-30 MY MY95/86A patent/MY8600095A/en unknown
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1996031459A1 (en) * | 1995-04-07 | 1996-10-10 | Amylum N.V. | A process for the preparation of monosodium glutamate |
| US5907059A (en) * | 1995-04-07 | 1999-05-25 | Amylum Belgium N.V. | Process for the preparation of monosodium glutamate |
| US6147259A (en) * | 1996-01-22 | 2000-11-14 | Amylum N.V. | Process for producing glutamic acid |
| CN106631852A (en) * | 2016-09-30 | 2017-05-10 | 南京工业大学 | Method for extracting L-ornithine hydrochloride from L-ornithine fermentation broth |
Also Published As
| Publication number | Publication date |
|---|---|
| GB2095232B (en) | 1985-02-20 |
| PH17551A (en) | 1984-09-19 |
| MY8600095A (en) | 1986-12-31 |
| JPS57128663A (en) | 1982-08-10 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PCNP | Patent ceased through non-payment of renewal fee |
Effective date: 19980129 |