CN110938099A - Method for removing acetate in sucralose - Google Patents
Method for removing acetate in sucralose Download PDFInfo
- Publication number
- CN110938099A CN110938099A CN201911333200.8A CN201911333200A CN110938099A CN 110938099 A CN110938099 A CN 110938099A CN 201911333200 A CN201911333200 A CN 201911333200A CN 110938099 A CN110938099 A CN 110938099A
- Authority
- CN
- China
- Prior art keywords
- sucralose
- acetate
- type resin
- resin
- removing acetate
- 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.)
- Pending
Links
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 title claims abstract description 38
- 239000004376 Sucralose Substances 0.000 title claims abstract description 38
- BAQAVOSOZGMPRM-QBMZZYIRSA-N sucralose Chemical compound O[C@@H]1[C@@H](O)[C@@H](Cl)[C@@H](CO)O[C@@H]1O[C@@]1(CCl)[C@@H](O)[C@H](O)[C@@H](CCl)O1 BAQAVOSOZGMPRM-QBMZZYIRSA-N 0.000 title claims abstract description 38
- 235000019408 sucralose Nutrition 0.000 title claims abstract description 38
- 238000000034 method Methods 0.000 title claims abstract description 26
- 239000011347 resin Substances 0.000 claims abstract description 47
- 229920005989 resin Polymers 0.000 claims abstract description 47
- 239000012295 chemical reaction liquid Substances 0.000 claims abstract description 11
- 238000004519 manufacturing process Methods 0.000 claims abstract description 4
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 claims abstract description 3
- 238000006243 chemical reaction Methods 0.000 claims description 7
- 235000003599 food sweetener Nutrition 0.000 abstract description 2
- 239000003765 sweetening agent Substances 0.000 abstract description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 230000032050 esterification Effects 0.000 description 3
- 238000005886 esterification reaction Methods 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- CHRJZRDFSQHIFI-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;styrene Chemical compound C=CC1=CC=CC=C1.C=CC1=CC=CC=C1C=C CHRJZRDFSQHIFI-UHFFFAOYSA-N 0.000 description 2
- FACOTAQCKSDLDE-YKEUTPDRSA-N [(2R,3R,4R,5R,6R)-6-[(2R,3S,4S,5S)-2,5-bis(chloromethyl)-3,4-dihydroxyoxolan-2-yl]oxy-3-chloro-4,5-dihydroxyoxan-2-yl]methyl acetate Chemical compound O[C@@H]1[C@@H](O)[C@@H](Cl)[C@@H](COC(=O)C)O[C@@H]1O[C@@]1(CCl)[C@@H](O)[C@H](O)[C@@H](CCl)O1 FACOTAQCKSDLDE-YKEUTPDRSA-N 0.000 description 2
- 238000005660 chlorination reaction Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- -1 sucralose is formed Chemical compound 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000010511 deprotection reaction Methods 0.000 description 1
- 150000002148 esters Chemical group 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 125000000185 sucrose group Chemical group 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H5/00—Compounds containing saccharide radicals in which the hetero bonds to oxygen have been replaced by the same number of hetero bonds to halogen, nitrogen, sulfur, selenium, or tellurium
- C07H5/02—Compounds containing saccharide radicals in which the hetero bonds to oxygen have been replaced by the same number of hetero bonds to halogen, nitrogen, sulfur, selenium, or tellurium to halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H1/00—Processes for the preparation of sugar derivatives
- C07H1/06—Separation; Purification
Abstract
The invention relates to the technical field of sweeteners, in particular to a method for removing acetate in sucralose, which comprises the following steps: enabling the reaction liquid subjected to acetyl removal in sucralose production to sequentially pass through the HA-13 type resin and the HA-33 type resin, wherein the flow speed of the reaction liquid passing through a resin bed layer is 0.5-6 BV/h. The method for removing the acetate in the sucralose provided by the invention is simple and convenient to operate and low in cost, and can quickly remove the residual acetate in the sucralose product, thereby achieving the purposes of improving the product quality and the product smell.
Description
Technical Field
The invention relates to the technical field of sweeteners, in particular to a method for removing acetate in sucralose.
Background
The production process of sucralose comprises three steps of esterification, chlorination and deprotection. Esterification is to generate acetate at the 6 th position of sucrose, chlorination is to chlorinate three hydroxyls of sucrose-6-ethyl ester formed in the esterification process to form sucralose-6-acetate, and finally, ester exchange reaction is carried out to remove the sucralose-6-acetate, namely, sucralose is formed, most of removed acetate ions form methyl acetate in methanol, a small amount of acetate ions can remain in products, and the existence of acetate can cause the products to have peculiar smell and influence the taste of sucralose. To the extent the inventors are aware, there is currently no disclosure of how to remove acetate from sucralose.
Disclosure of Invention
The technical problem to be solved by the invention is as follows: provides a convenient and efficient method for removing acetate from sucralose.
The technical scheme for solving the technical problems is as follows:
a method for removing acetate in sucralose comprises the following steps:
enabling the reaction liquid subjected to acetyl removal in sucralose production to sequentially pass through the HA-13 type resin and the HA-33 type resin, wherein the flow speed of the reaction liquid passing through a resin bed layer is 0.5-6 BV/h.
Specifically, the reaction formula of resin adsorption is as follows:
SO3H-X+CH3COONa→R-SO3Na-X+CH3COOH
R-N(CH3)2-x+CH3COOH→R-N(CH3)2-x·HOOCCH3-x
wherein: x is taken as a charge balancing ion; r is an organic macromolecular group of the resin.
Preferably, in the method for removing acetate in sucralose, the dosage ratio of the HA-13 type resin to the HA-33 type resin is 1-3: 1 (mass ratio); further, the dosage ratio of the HA-13 type resin to the HA-33 type resin is 1-2: 1; further, the amount ratio of the HA-13 type resin to the HA-33 type resin is 3: 2.
Preferably, in the method for removing acetate in sucralose, the flow rate of the reaction liquid passing through the resin bed layer is 0.5-3 BV/h.
Preferably, in the method for removing acetate in sucralose, the flow rate of the reaction liquid passing through the HA-13 type resin bed layer is 0.5-1 BV/h.
Preferably, in the method for removing acetate in sucralose, the flow rate of the reaction liquid passing through the HA-33 type resin bed layer is 1-2 BV/h.
The Chinese naming of the compounds of the present invention conflicts with the structural formula, whichever is more.
The method for removing the acetate in the sucralose provided by the invention is simple and convenient to operate and low in cost, and can quickly remove the residual acetate in the sucralose product, thereby achieving the purposes of improving the product quality and the product smell.
Detailed Description
The invention is illustrated but not limited by the following examples. The technical solutions protected by the present invention are all the simple replacements or modifications made by the skilled person in the art.
Through extensive experiments and screening, the inventor selects macroporous special resin synthesized by a special method applied by new materials Limited, Xian Haihui, the resin HAs the advantages of large specific surface area, high strength and good selectivity, and firstly, the resin passes through HA-13 type, and the resin is a high molecular polymer which is provided with active hydrogen ions on a styrene-divinylbenzene framework and is subjected to surface heat treatment. This chemical structure facilitates the conversion of acetate ions in the solvent to acetic acid. Then the resin passes through HA-33 type, the resin is provided with active quaternary amino on a styrene-divinylbenzene framework, and the chemical structure is helpful for absorbing acetate ions, thereby achieving the purpose of purifying the product.
Example 1:
300g of deacetylated reaction solution (the sugar degree is 26 percent, and the acetate content is 800ppm) enters a treated deacidification column, passes through an HA-13 resin layer at the flow rate of 0.5BV, is collected, and passes through an HA-33 resin layer at the flow rate of 1 BV; the dosage ratio of the HA-13 resin to the HA-33 resin is 3: 2. and finally, concentrating, crystallizing and drying the effluent to obtain the sucralose product, and detecting that the content of acetate is 30ppm and the sucralose product has no peculiar smell.
Example 2:
300g of deacetylated reaction solution (the sugar degree is 28 percent, and the acetate content is 650ppm) enters a treated deacidification column, passes through an HA-13 resin layer at the flow rate of 1BV, is collected, and passes through an HA-33 resin layer at the flow rate of 2 BV; the dosage ratio of the HA-13 resin to the HA-33 resin is 1: 1. and finally, concentrating, crystallizing and drying the effluent to obtain the sucralose product, and detecting that the content of acetate is 25ppm and the sucralose product has no peculiar smell.
Example 3:
300g of deacetylated reaction liquid (the sugar degree is 28 percent and the acetate content is 700ppm) enters a treated deacidification column, passes through an HA-13 resin layer at the flow rate of 1BV, is collected and passes through an HA-33 resin layer at the flow rate of 2 BV; the dosage ratio of the HA-13 resin to the HA-33 resin is 3: 1. and finally, concentrating, crystallizing and drying the effluent to obtain the sucralose product, and detecting that the content of acetate is 20ppm and the sucralose product has no peculiar smell.
The foregoing is only a preferred embodiment of the present invention, and it should be noted that, for those skilled in the art, various changes and modifications can be made without departing from the inventive concept of the present invention, and these changes and modifications are all within the scope of the present invention.
Claims (7)
1. A method for removing acetate in sucralose is characterized by comprising the following steps:
enabling the reaction liquid subjected to acetyl removal in sucralose production to sequentially pass through the HA-13 type resin and the HA-33 type resin, wherein the flow speed of the reaction liquid passing through a resin bed layer is 0.5-6 BV/h.
2. The method for removing acetate from sucralose according to claim 1, wherein in the method for removing acetate from sucralose, the ratio of the dosage of the HA-13 type resin to the dosage of the HA-33 type resin is 1-3: 1.
3. The method for removing acetate from sucralose according to claim 2, wherein in the method for removing acetate from sucralose, the ratio of the dosage of the HA-13 type resin to the dosage of the HA-33 type resin is 1-2: 1.
4. The method of claim 3, wherein the ratio of the amount of the HA-13 type resin to the amount of the HA-33 type resin is 3: 2.
5. The method for removing acetate from sucralose according to claim 1, wherein in the method for removing acetate from sucralose, the flow rate of the reaction liquid through the resin bed is 0.5-3 BV/h.
6. The method for removing acetate from sucralose according to claim 1, wherein in the method for removing acetate from sucralose, the flow rate of the reaction solution through the HA-13 type resin bed layer is 0.5-1 BV/h.
7. The method for removing acetate from sucralose according to claim 1, wherein in the method for removing acetate from sucralose, the flow rate of the reaction solution through the HA-33 type resin bed is 1-2 BV/h.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201911333200.8A CN110938099A (en) | 2019-12-23 | 2019-12-23 | Method for removing acetate in sucralose |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201911333200.8A CN110938099A (en) | 2019-12-23 | 2019-12-23 | Method for removing acetate in sucralose |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN110938099A true CN110938099A (en) | 2020-03-31 |
Family
ID=69911949
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201911333200.8A Pending CN110938099A (en) | 2019-12-23 | 2019-12-23 | Method for removing acetate in sucralose |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN110938099A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112574258A (en) * | 2020-12-02 | 2021-03-30 | 安徽金禾实业股份有限公司 | Method for controlling sucralose acidity |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB776664A (en) * | 1953-05-12 | 1957-06-12 | Dow Chemical Co | Process for removing acids from aqueous solutions of organic solutes with ion exchange resins |
| CN101284850A (en) * | 2008-05-27 | 2008-10-15 | 沈怀庭 | Purification and crystallization process of sucralose |
| CN101429220A (en) * | 2008-12-10 | 2009-05-13 | 吴洪元 | Separation and purification process for sucrose trichloride |
| CN101709336A (en) * | 2009-12-21 | 2010-05-19 | 安徽丰原发酵技术工程研究有限公司 | Method for preparing high-concentration fructose syrup |
| CN104004032A (en) * | 2014-06-14 | 2014-08-27 | 福州大学 | Method for preparing sucralose by continuously deacetylating sucralose-6-acetate |
-
2019
- 2019-12-23 CN CN201911333200.8A patent/CN110938099A/en active Pending
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB776664A (en) * | 1953-05-12 | 1957-06-12 | Dow Chemical Co | Process for removing acids from aqueous solutions of organic solutes with ion exchange resins |
| CN101284850A (en) * | 2008-05-27 | 2008-10-15 | 沈怀庭 | Purification and crystallization process of sucralose |
| CN101429220A (en) * | 2008-12-10 | 2009-05-13 | 吴洪元 | Separation and purification process for sucrose trichloride |
| CN101709336A (en) * | 2009-12-21 | 2010-05-19 | 安徽丰原发酵技术工程研究有限公司 | Method for preparing high-concentration fructose syrup |
| CN104004032A (en) * | 2014-06-14 | 2014-08-27 | 福州大学 | Method for preparing sucralose by continuously deacetylating sucralose-6-acetate |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112574258A (en) * | 2020-12-02 | 2021-03-30 | 安徽金禾实业股份有限公司 | Method for controlling sucralose acidity |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| RJ01 | Rejection of invention patent application after publication |
Application publication date: 20200331 |
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| RJ01 | Rejection of invention patent application after publication |