CN108191923A - A kind of preparation method of lactulose - Google Patents
A kind of preparation method of lactulose Download PDFInfo
- Publication number
- CN108191923A CN108191923A CN201711436448.8A CN201711436448A CN108191923A CN 108191923 A CN108191923 A CN 108191923A CN 201711436448 A CN201711436448 A CN 201711436448A CN 108191923 A CN108191923 A CN 108191923A
- Authority
- CN
- China
- Prior art keywords
- lactulose
- nanofiltration
- solution
- preparation
- concentration
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H3/00—Compounds containing only hydrogen atoms and saccharide radicals having only carbon, hydrogen, and oxygen atoms
- C07H3/04—Disaccharides
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
Abstract
The invention discloses a kind of preparation methods of lactulose.Mainly include：（1）Dispensing, isomery, prepare Cephulac；（2）Granulated carbon is decolourized；（3）Nanofiltration desalination；（4）Nanofiltration purifies；（5）Ion-exchange desalination；（6）Concentration prepares fluid product or crystallization prepares solid product.Advantages of the present invention is carrying out classification processing using nanofiltration equipment to lactulose solution, obtains the lactulose solution of high-purity, and conducive to crystallization operation below, the lactulose solution of low-purity can be used as liquid lactulose product to sell.This method is simpler than traditional Simulated Moving Bed Chromatography lock out operation, and equipment investment and operating cost are low, and floor space is small, and the lactulose solution of low-purity can be used as finished product to sell, and improve the overall utilization of raw material.
Description
Technical field
The present invention relates to functional sugar field, particularly a kind of preparation method of lactulose.
Background technology
Lactulose, also known as lactulose or milk ketose are a kind of artificial synthesized disaccharides, this are generally not present in nature
Kind sugar.Its sugariness is about the 48-70% of sucrose.
Lactulose is a kind of promotive factor of Bifidobacterium, additionally it is possible to promote the synthesis of a variety of family vitamins and promote human body
Absorption to various trace elements.In addition, lactulose improves lipid-metabolism, total serum cholesterol yields concentration is reduced, is improved in serum
High-density lipoprotein proportion.And lactulose low in calories will not cause saprodontia, can meet those to the maximum extent and like sweet tea
Product worry the requirement for the person of getting fat again.Just because of the various excellent Physiological Properties that lactulose has, thus lactulose quilt
It is widely used in the multiple fields such as medicine, food and feedstuff industry.
At present, the method for preparing lactulose mainly has chemical method and enzyme process, and industrialized production is based on chemical method.
The most commonly used is soda acid concerted catalysis, i.e., by adding in boric acid in the reaction system, under alkaline condition, boric acid energy
Lactulose is made to form lactulose-borate complex, the balance of reaction is made to be moved towards the direction for being conducive to lactulose generation.Network
Closing the formation of object and the movement of reaction balance farthest reduces the generation of catabolite.It is only few in entire reaction process
Partial lactulose can be converted to by-product, and lactulose conversion ratio reaches as high as 75% 70% or so.Other by-products include
Galactolipin, fructose, lactose, according to lactose etc., to obtain the lactulose solid of high-purity or crystal, it is necessary to which other are miscellaneous
Sugar removal, the separation of industrial sugar are mostly detached using Simulated Moving Bed Chromatography, but the investment in machinery and equipment is high, take up a large area,
Water consumption is big, and because there is charging solid content requirement, therefore needs to concentrate, and energy consumption is larger.
Invention content
In view of the deficiencies of the prior art, the present invention provides one kind in lactulose preparation process by lactulose and other miscellaneous sugars
The method of separation, it is intended to improve lactulose content, conducive to the crystallization of lactulose, liquid can be still used as nanofiltration permeate liquid
Lactulose product greatly improves the utilization rate of raw material.
The technical scheme is that：
1st, a kind of preparation method of lactulose, it is characterised in that include the following steps：
（1）Dispensing, isomery, prepare lactulose solution；
（2）Granulated carbon is decolourized；
（3）Lactulose solution nanofiltration desalination after decoloration, except boric acid：Lactulose solution removes salt therein through nanofiltration UF membrane
Point and boric acid, retain lactulose solution after purification；
（4）Nanofiltration concentrate is further walked into nanofiltration, retains permeate and concentrate respectively；
（5）Step（4）In obtained permeate carry out ion-exchange, concentration after obtain liquid lactulose product；
（6）Step（4）In obtained concentrate after ion-exchange, concentration through crystallizing, centrifuging, being dried to obtain solid lactulose product.
2nd, according to currently preferred, step（1）In using lactose as raw material, prepare lactose solution, a concentration of 15wt%-
20wt%, by with lactose molar ratio 1:1 amount adds in boric acid, stirring, pH to 11.0 is adjusted with 30%NaOH solution, under the conditions of 80 DEG C
120min is reacted, 50-60 DEG C is cooled to and obtains conversion fluid；
3rd, according to currently preferred, step（2）Middle decoloration is using granular activated carbon, and activated-charcoal column temperature is 70-80 DEG C, sugar
Flow velocity is controlled in 2 ~ 3BV.
4th, according to currently preferred, step（3）The pH controls of middle lactulose solution are in 2.5-3.0, NF membrane retention point
Son amount is 200-300Da, and in 15-30bar, temperature is controlled at 30-50 DEG C for the operating pressure control of NF membrane.
5th, according to currently preferred, step（4）Middle nanofiltration retaining molecular weight be 400-600Da, the operation of NF membrane
Pressure control is controlled in 15-30bar, temperature at 30-50 DEG C.
6th, according to currently preferred, step（5）Middle ion-exchange delivery speed is 2 ~ 3BV, solid content 60- after concentration
75%。
7th, according to currently preferred, step（6）Middle ion-exchange delivery speed be 2 ~ 3BV, high-purity lactulose solution vacuum
70 wt % of concentration are concentrated into, temperature is 60 DEG C, and addition accounts for the lactulose crystal of the weight 0.2%-0.3% of dry matter in solution,
Speed of agitator 100r/min-300r/min, cooling rate are：60-50 DEG C is 0.8 DEG C/h, and 50-30 DEG C is 1 DEG C/h, 30-13
DEG C for 1.1 DEG C/h, constant speed stirs 48 hours, and centrifugation obtains crystalline lactulose, the dry obtained solid articles at 35 ~ 40 DEG C.
The present invention has carried out modifications and adaptations to process conditions, and the good effect specifically brought is as follows：
（1）Separating lactulose and other miscellaneous sugars are come with nanofiltration equipment replacement Simulated Moving Bed Chromatography separation equipment in the present invention, if
Standby investment is low, floor space is small, and low energy consumption, significantly reduces the production cost of lactulose；
（2）The content of lactulose can reach more than 92% in nanofiltration concentrate in the present invention, can directly carry out lactulose crystals, thoroughly
The standard of liquid lactulose can still be reached by crossing liquid lactulose content, and therefore, the present invention can greatly improve the utilization rate of raw material.
Specific embodiment：
Technical scheme of the present invention is described in detail below by specific embodiment, but institute's protection domain of the present invention is unlimited
In this.
Embodiment one
（1）20kg high purity lactoses are weighed, deionized water is added to be configured to the lactose solution of concentration 20%, add in 3.6kg boric acid,
Stirring adjusts pH to 11.0 with 30%NaOH solution, and reaction 120min obtains conversion fluid under the conditions of 80 DEG C, and rapid take out is cooled to 50
℃。
（2）Conversion fluid after cooling is decolourized with particle charcoal post, 74 DEG C of temperature, flow control is in 3BV.
（3）Liquid glucose after decoloration carries out nanofiltration desalination, removing boric acid, and 2.5, NF membrane is cut for the pH controls of lactulose solution
Molecular weight is stayed as 200-300Da, in 15-20bar, temperature is controlled at 30-40 DEG C for the operating pressure control of NF membrane.
（4）Concentrate after nanofiltration is further subjected to nanofiltration separation, nanofiltration retaining molecular weight is 400-600Da, is received
In 15-20bar, temperature is controlled at 30-40 DEG C for the operating pressure control of filter membrane, wherein lactulose in concentrate after obtained nanofiltration
Content is 92.47%, and lactulose content is 65.78% in permeate.
（5）To step（4）Obtained nanofiltration permeate liquid is through ion exchange column desalination, delivery speed 2BV, and boric acid content≤
1ppm, then solid content 60% is concentrated into through cold boiler, obtain lactulose fluid product.
（6）To step（4）Obtained nanofiltration concentrate is through ion exchange column desalination, delivery speed 2BV, and boric acid content≤
1ppm, then solid content 70% is concentrated into through cold boiler, 61 DEG C of temperature adds 30g lactulose crystal, cooling rate
It is 0.8 DEG C/h for 60-50 DEG C, 50-30 DEG C is 1 DEG C/h, and 30-13 DEG C is 1.1 DEG C/h, is stirred with 200r/min constant speed
It mixes 48 hours, filters, to the crystalline solid filtered out, vacuum drying oven is dried to obtain solid lactulose at 38 DEG C, utilizes height
Effect liquid phase chromatogram carries out constituent analysis, purity 98.45% to crystal product.
Embodiment two
（1）20kg high purity lactoses are weighed, deionized water is added to be configured to the lactose solution of concentration 15%, add in 3.6kg boric acid,
Stirring adjusts pH to 11.0 with 30%NaOH solution, and reaction 120min obtains conversion fluid under the conditions of 80 DEG C, and rapid take out is cooled to 50
℃。
（2）Conversion fluid after cooling is decolourized with particle charcoal post, temperature 70 C, flow control is in 2BV.
（3）Liquid glucose after decoloration carries out nanofiltration desalination, removing boric acid, and 2.8, NF membrane is cut for the pH controls of lactulose solution
Molecular weight is stayed as 200-300Da, in 20-30bar, temperature is controlled at 40-50 DEG C for the operating pressure control of NF membrane.
（4）Concentrate after nanofiltration is further subjected to nanofiltration separation, nanofiltration retaining molecular weight is 400-600Da, is received
In 20-30bar, temperature is controlled at 30-40 DEG C for the operating pressure control of filter membrane, wherein lactulose in concentrate after obtained nanofiltration
Content is 92.82%, and lactulose content is 63.55% in permeate.
（5）To step（4）Obtained nanofiltration permeate liquid is through ion exchange column desalination, delivery speed 2BV, and boric acid content≤
1ppm, then solid content 70% is concentrated into through cold boiler, obtain lactulose fluid product.
（6）To step（4）Obtained nanofiltration concentrate is through ion exchange column desalination, delivery speed 2BV, and boric acid content≤
1ppm, then solid content 70% is concentrated into through cold boiler, temperature 60 C adds 25g lactulose crystal, cooling rate
It is 0.8 DEG C/h for 60-50 DEG C, 50-30 DEG C is 1 DEG C/h, and 30-13 DEG C is 1.1 DEG C/h, is stirred with 300r/min constant speed
It mixes 48 hours, filters, to the crystalline solid filtered out, vacuum drying oven is dried to obtain solid lactulose at 38 DEG C, utilizes height
Effect liquid phase chromatogram carries out constituent analysis, purity 98.69% to crystal product.
Embodiment three
（1）20kg high purity lactoses are weighed, deionized water is added to be configured to the lactose solution of concentration 18%, add in 3.6kg boric acid,
Stirring adjusts pH to 11.0 with 30%NaOH solution, and reaction 120min obtains conversion fluid under the conditions of 80 DEG C, and rapid take out is cooled to 50
℃。
（2）Conversion fluid after cooling is decolourized with particle charcoal post, 78 DEG C of temperature, flow control is in 3BV.
（3）Liquid glucose after decoloration carries out nanofiltration desalination, removing boric acid, and 3.0, NF membrane is cut for the pH controls of lactulose solution
Molecular weight is stayed as 200-300Da, in 15-20bar, temperature is controlled at 30-40 DEG C for the operating pressure control of NF membrane.
（4）Concentrate after nanofiltration is further subjected to nanofiltration separation, nanofiltration retaining molecular weight is 400-600Da, is received
In 25-30bar, temperature is controlled at 30-40 DEG C for the operating pressure control of filter membrane, wherein lactulose in concentrate after obtained nanofiltration
Content is 92.18%, and lactulose content is 64.94% in permeate.
（5）To step（4）Obtained nanofiltration permeate liquid is through ion exchange column desalination, delivery speed 3BV, and boric acid content≤
1ppm, then solid content 75% is concentrated into through cold boiler, obtain lactulose fluid product.
（6）To step（4）Obtained nanofiltration concentrate is through ion exchange column desalination, delivery speed 2BV, and boric acid content≤
1ppm, then solid content 70% is concentrated into through cold boiler, 61 DEG C of temperature adds 28g lactulose crystal, cooling rate
It is 0.8 DEG C/h for 60-50 DEG C, 50-30 DEG C is 1 DEG C/h, and 30-13 DEG C is 1.1 DEG C/h, is stirred with 100r/min constant speed
It mixes 48 hours, filters, to the crystalline solid filtered out, vacuum drying oven is dried to obtain solid lactulose at 38 DEG C, utilizes height
Effect liquid phase chromatogram carries out constituent analysis, purity 98.77% to crystal product.
Claims (7)
1. a kind of preparation method of lactulose, it is characterised in that include the following steps：
（1）Dispensing, isomery, prepare lactulose solution；
（2）Granulated carbon is decolourized；
（3）Lactulose solution nanofiltration desalination after decoloration, except boric acid：Lactulose solution removes salt therein through nanofiltration UF membrane
Point and boric acid, retain lactulose solution after purification；
（4）Nanofiltration concentrate is further walked into nanofiltration, retains permeate and concentrate respectively；
（5）Step（4）In obtained permeate carry out ion-exchange, concentration after obtain liquid lactulose product；
（6）Step（4）In obtained concentrate after ion-exchange, concentration through crystallizing, centrifuging, being dried to obtain solid lactulose product.
2. lactulose preparation method according to claim 1, it is characterised in that：Step（1）In using lactose as raw material, prepare
Lactose solution, a concentration of 15wt%-20wt%, by with lactose molar ratio 1:1 amount adds in boric acid, stirring, with 30%NaOH solution tune
Whole pH to 11.0 reacts 120min under the conditions of 80 DEG C, is cooled to 50-60 DEG C and obtains conversion fluid.
3. lactulose preparation method according to claim 1, it is characterised in that：Step（2）Middle decoloration uses seed activity
Charcoal, activated-charcoal column temperature are 70-80 DEG C, and liquid glucose flow control is in 2 ~ 3BV.
4. lactulose preparation method according to claim 1, it is characterised in that：Step（3）The pH controls of middle lactulose solution
For system in 2.5-3.0, nanofiltration retaining molecular weight is 200-300Da, and the operating pressure of NF membrane is controlled in 15-30bar, temperature
Control is at 30-50 DEG C.
5. lactulose preparation method according to claim 1, it is characterised in that：Step（4）Middle nanofiltration retaining molecular weight
For 400-600Da, in 15-30bar, temperature is controlled at 30-50 DEG C for the operating pressure control of NF membrane.
6. lactulose preparation method according to claim 1, it is characterised in that：Step（5）Middle ion-exchange delivery speed for 2 ~
3BV, solid content 60-75% after concentration.
7. lactulose preparation method according to claim 1, it is characterised in that：Step（6）Middle ion-exchange delivery speed for 2 ~
3BV, high-purity lactulose solution are concentrated in vacuo to 70 wt % of concentration, and temperature is 60 DEG C, and addition accounts for the weight of dry matter in solution
The lactulose crystal of 0.2%-0.3%, speed of agitator 100r/min-300r/min, cooling rate are：60-50 DEG C is 0.8 DEG C
/ h, 50-30 DEG C is 1 DEG C/h, and 30-13 DEG C is 1.1 DEG C/h, and constant speed stirs 48 hours, and centrifugation obtains crystalline lactulose,
The dry obtained solid articles at 35 ~ 40 DEG C.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201711436448.8A CN108191923A (en) | 2017-12-26 | 2017-12-26 | A kind of preparation method of lactulose |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201711436448.8A CN108191923A (en) | 2017-12-26 | 2017-12-26 | A kind of preparation method of lactulose |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN108191923A true CN108191923A (en) | 2018-06-22 |
Family
ID=62584385
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201711436448.8A Pending CN108191923A (en) | 2017-12-26 | 2017-12-26 | A kind of preparation method of lactulose |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN108191923A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113150042A (en) * | 2021-04-16 | 2021-07-23 | 大连美罗中药厂有限公司 | Preparation method of lactulose |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102180913A (en) * | 2011-04-01 | 2011-09-14 | 江南大学 | Method for preparing high-purity lactulose |
| CN103864858A (en) * | 2014-03-11 | 2014-06-18 | 江南大学 | Preparation method of lactulose |
-
2017
- 2017-12-26 CN CN201711436448.8A patent/CN108191923A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102180913A (en) * | 2011-04-01 | 2011-09-14 | 江南大学 | Method for preparing high-purity lactulose |
| CN103864858A (en) * | 2014-03-11 | 2014-06-18 | 江南大学 | Preparation method of lactulose |
Non-Patent Citations (2)
| Title |
|---|
| ZHONG ZHANG,等: "Purification of lactulose syrup by using nanofiltration in a diafiltration mode", 《JOURNAL OF FOOD ENGINEERING》 * |
| 张中: "高纯度乳果糖的制备", 《中国优秀硕士学位论文全文数据库（电子期刊） 工程科技I辑》 * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113150042A (en) * | 2021-04-16 | 2021-07-23 | 大连美罗中药厂有限公司 | Preparation method of lactulose |
| CN113150042B (en) * | 2021-04-16 | 2022-11-08 | 大连美罗中药厂有限公司 | Preparation method of lactulose |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN102992957B (en) | Solvent-out crystallization method of erythritol | |
| CN101100685B (en) | Method for preparing L-arabinose | |
| CN103980329B (en) | A kind of method preparing crystalline lactose alcohol | |
| CN101684505B (en) | Preparation method of maltose | |
| CN101701236A (en) | Preparation method of ultra-high maltose syrup | |
| CN102180913A (en) | Method for preparing high-purity lactulose | |
| CN103642853B (en) | A kind of L MALIC ACID novel technology for extracting | |
| CN103113422B (en) | Method for separating and refining high-purity L-arabinose and D-xylose with simulated moving bed | |
| CN101781190B (en) | Method for extracting refined citric acid from citric acid fermentation liquid | |
| CN102020593B (en) | Process for preparing L-arginine-alpha-ketoglutarate (AAKG) from fermentation liquor through direct crystallization | |
| CN1995367A (en) | High yield method for combined production of crystallized fructose, mannitol and sorbierite | |
| CN101624351A (en) | Preparation method of DL-lysine | |
| CN102557970A (en) | Preparation method of anhydrous betaine | |
| CN108191923A (en) | A kind of preparation method of lactulose | |
| CN111892498A (en) | Method for extracting L-malic acid | |
| CN102703334B (en) | Strain producing erythritol and method for producing erythritol by using strain | |
| CN101891172A (en) | Preparation method for food grade disodium hydrogen phosphate | |
| CN110468169A (en) | A kind of method of corncob production L-arabinose | |
| CN105503630B (en) | A kind of method for purifying lysine hydrochloride | |
| CN102503992A (en) | Preparation method of lactulose concentrated solution | |
| CN109180839A (en) | A kind of preparation method of araboxylan | |
| CN105837460B (en) | From the process for cleanly preparing of molasses fermented glutami acid fermentation liquor separation and Extraction glutamic acid | |
| CN105859642B (en) | A kind of method for extraction and purification of Tetramethylpyrazine | |
| CN106589006A (en) | Boracic acid recovery and reutilization method in lactulose preparation | |
| CN109651181A (en) | A kind of L-ornithine hydrochloride production technology |
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 | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Application publication date: 20180622 |
|
| WD01 | Invention patent application deemed withdrawn after publication |