CN109503676A - A method of preparing xylitol and mixing molasses from xylose mother liquid - Google Patents
A method of preparing xylitol and mixing molasses from xylose mother liquid Download PDFInfo
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- 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
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- C07—ORGANIC CHEMISTRY
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- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
- C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
- C07C29/14—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of a —CHO group
- C07C29/141—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of a —CHO group with hydrogen or hydrogen-containing gases
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- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H1/00—Processes for the preparation of sugar derivatives
- C07H1/06—Separation; Purification
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- C13—SUGAR INDUSTRY
- C13K—SACCHARIDES OBTAINED FROM NATURAL SOURCES OR BY HYDROLYSIS OF NATURALLY OCCURRING DISACCHARIDES, OLIGOSACCHARIDES OR POLYSACCHARIDES
- C13K1/00—Glucose; Glucose-containing syrups
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- C13—SUGAR INDUSTRY
- C13K—SACCHARIDES OBTAINED FROM NATURAL SOURCES OR BY HYDROLYSIS OF NATURALLY OCCURRING DISACCHARIDES, OLIGOSACCHARIDES OR POLYSACCHARIDES
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- C13K13/002—Xylose
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Abstract
The present invention discloses a kind of method that xylitol and mixing molasses are prepared from xylose mother liquid, include: pretreatment: adding calcium hydroxide solution in xylose mother liquid, pH to 8.5~9.0 is passed through carbon dioxide, pH to 6.6~7.0 handles removal part calcium ion through cation exchange resin；Chromatographic isolation: extracting solution and raffinate are obtained；Decolorization filtering；Ion-exchange purification；Evaporation: it is 75~85% that the purified extracting solution of ion-exchange, which is concentrated in vacuo to amount of dry matter percent concentration, and raffinate is concentrated in vacuo to amount of dry matter percent concentration 65~75%, obtains mixing molasses finished product；Crystallization；Centrifugation, drying；Dissolution plus hydrogen；Purification: xylitol crystal is obtained.Xylose mother liquid of the present invention is pre-processed through calcium hydroxide and carbon dioxide, and simple and easy, effect is obvious, removes impurity, reduces the viscosity of xylose mother liquid, improves the rate of filtration.The various monosaccharide components of xylose mother liquid are all utilized, and promote the added value of xylose mother liquid.
Description
Technical field
The present invention relates to xylose mother liquid reutilization technology fields, and in particular to one kind prepared from xylose mother liquid xylitol and
The method of mixing molasses.
Background technique
For xylitol as natural five-state controller, sugariness, heat and sucrose are suitable, are important functional food additives
One of.The metabolism of xylitol does not need insulin, sweetener of the alternative sucrose as patients with diabetes mellitus.Meanwhile xylose
Alcohol, which is used in chewing gum, is used as sweetener, also has the function of maintaining oral cavity acid-base balance, pre- anti-caries.
The production method of xylitol is mainly chemical method at present, i.e., (contains 36 rich in poly-pentose using corncob, bagasse etc.
~40% pentosan) raw material, through acid be hydrolyzed into the hydrolyzate containing xylose, then neutralized, decoloration, ion exchange, knot
The purification process of the complexity such as crystalline substance isolates and purifies out xylose from hydrolyzate, then adds hydrogen that xylose is made to generate xylose xylose chemistry
Alcohol.
It is above-mentioned prepare xylitol during can generate a large amount of xylose mother liquid, the xylose of 1 ton of every Crystallization Separation to obtain the final product
To 0.8~1 ton of xylose mother liquid.The female sugared concentration of xylose is 50~60%, and wherein glucose contains 12~18% or so, and xylose contains 40
~50% or so, arabinose contains 17~23%, and galactolipin contains 0~6%.Because miscellaneous sugar content is high, xylose purity is low, it is difficult to will
Xylose crystalline purification in mother liquor.Xylose mother liquid generally gives caramel colorant factory to undersell at present, produces caramel colorant, mother liquor
In the value of various monosaccharide especially xylose be not fully used, greatly reduce productivity effect.
In recent years, there is the research that some pairs of xylose mother liquids carry out the comprehensive utilization of high price value.
Patent CN105001272A describes a kind of processing method of xylose mother liquid, pre-processes without fermenting, simple process,
Diluted xylose mother liquid is subjected to chromatographic isolation, obtains miscellaneous sugar liquid, Xylose and Arabic liquid glucose, Xylose successively carry out from
It hands over, be concentrated and crystallize, obtain xylose.But this method needs mother liquor being diluted to 20~60%, subsequently into chromatographic isolation, obtains
Three kinds of components, concentration energy consumption are larger.
Patent CN 101643752B describes a kind of method using xylose mother liquid production xylitol and L-arabinose,
By the xylose utilization yeast microbe conversion in xylose mother liquid at xylitol, and L- Arab is extracted with the method for chromatographic isolation
Sugar, but since yeast fermenting xylose is lower at the conversion ratio of xylitol, thus in xylose mother liquid xylose utilization rate compared with
It is low.
Patent CN101857523B, which is described, a kind of using xylose mother liquid while producing the side of xylitol and arabite
Method, with yeast fermentation process by xylose mother liquid glucose and galactolipin remove, then first carry out hydrogenation, mixed
Sugar alcohol liquid is closed then to refine using chromatographic isolation xylitol fraction and arabite fraction；This method glucose and gala
Sugar is removed, and is not utilized.
To sum up, xylose mother liquid added value is improved as far as possible there is an urgent need to invent one kind to make full use of xylose mother liquid at present
Method.
Summary of the invention
The method that the object of the present invention is to provide a kind of to prepare xylitol and mixing molasses from xylose mother liquid, it is existing to solve
There is the deficiency of technology.
The invention adopts the following technical scheme:
A method of it preparing xylitol and mixing molasses from xylose mother liquid, includes the following steps:
Step 1: pretreatment: taking xylose mother liquid, add calcium hydroxide solution in xylose mother liquid, adjust pH value to 8.5~9.0, so
After be passed through carbon dioxide and carry out full charge, pH value is down to 6.6~7.0, and calcium hydroxide is during being changed into calcium carbonate by colloid
Electrodeposition substance gets off, and then passes through diatomite aided filter, removes the colloidal substance of deposition；Then pass through cation exchange resin
Processing removal part calcium ion；
Step 2: chromatographic isolation: xylose mother liquid is after pretreatment, and into chromatographic fractionation system, xylose component passes through chromatographic column
After be able to separate with other miscellaneous sugar components, obtain containing the extracting solution and raffinate containing other miscellaneous sugar components that main component is xylose
Liquid；Amount of dry matter percent concentration is 15~25% in extracting solution, and the content of xylose is 80% or more；Raffinate amount of dry matter hundred
Dividing specific concentration is 8~20%, based on mannose, glucose；
Step 3: decolorization filtering: extracting solution uses powder activity carbon decoloring, is filtered to remove impurity；
Step 4: ion-exchange purifies: xylose extracting solution after decolorization filtering, into sun-concatenated ion exchange system of yin carry out from
Hand over purification；
Step 5: evaporation: by the purified extracting solution of ion-exchange by being concentrated in vacuo to amount of dry matter percent concentration be 75~
85%；Chromatography raffinate is concentrated in vacuo to amount of dry matter percent concentration 65~75%, obtains mixing molasses finished product, and saccharic composition is main
By mannose, glucose group at wherein mannose accounts for 30 ~ 32%, and glucose accounts for 18 ~ 22%；
Step 6: crystallization: the extracting solution after vacuum concentration uses decrease temperature crystalline technique, controls crystallization yield 50%~55%；
Step 7: centrifugation, drying: the material after crystallization is centrifuged, later moisture content≤0.5% of drying control xylose；
Step 8: dissolution plus hydrogen: drinking water dissolves xylose, carries out hydrogenation reaction in hydrogenation reaction cauldron, is sunk after reaction
It removes except catalyst；
Step 9: purification: hydride being purified using sun-concatenated ion exchange system of yin, purified material passes through
Vacuum evaporation to amount of dry matter percent concentration is 75~85%, carries out vacuum cane sugar boiling and crystal, xylitol crystal is precipitated,
It is most centrifuged afterwards, dries to obtain xylitol crystal.
Further, step 1 xylose mother liquid amount of dry matter percent concentration is 50~60wt% of sugared concentration；Wherein, dry
In object, glucose contains 12~18 wt%, and xylose contains 40~50 wt%, and arabinose contains 17~23 wt%, mannose containing 10 ~
22 wt %, galactolipin contain 0~6 wt%.
Further, step 1 cation exchange resin is D001 type polystyrene macroporous type strong-acid cation exchange tree
Rouge, 55 ~ 65 DEG C of feeding temperature, charging pH 5.0 ~ 7.0, advanced material, 0.1 ~ 0.5L/min of feed rate, 10 ~ 50min of time,
Laggard purified water, 0.1 ~ 0.5L/min of flow, 10 ~ 50min of time, discharging pH control is 1.5 ~ 6.0.
Further, step 2 chromatographic fractionation system is SSMB sequential type simulated moving bed chromatography separation system, chromatography material
Material is the Applexion of Novasep®XA resin, the resin are different to the binding force of xylose and miscellaneous sugar, and charging is connected
Push chromatographic isolation unit to continuously, then by the elution of eluent, realizes separation, wherein 50 ~ 65 DEG C of feeding temperature, charging
PH 1.5 ~ 6.0, material liquid 100 ~ 150ml/min of inlet amount, 100 ~ 200ml/min of inlet of eluent water, operation 10
Reach balance after ~ 20h, xylose, miscellaneous sugar are extracted respectively.
Further, step 3 Powdered Activated Carbon addition quality is added by 1.0~the 3.0 ‰ of liquid quality, and 50 ~ 65 DEG C
30 ~ 60min of lower maintenance.
Further, step 4 positive resin is D001 type polystyrene macroporous type strong-acid cation-exchange resin, negative resin
For D301 type polystyrene macroporous type weak basic anion exchange resin, 50 ~ 65 DEG C of feeding temperature, pH 2.0 ~ 7.0 is fed, first
Into material, 0.1 ~ 0.5L/min of feed rate, 10 ~ 50min of time, then into purified water, 0.1 ~ 0.5L/min of flow, time 10
The ion-exchange liquid conductivity of ~ 50min, discharging control below 100 μ s/cm.
Further, the purified extracting solution of step 5 ion-exchange is concentrated in vacuo vacuum degree -0.075 ~ -0.095MPa, discharging
60 ~ 75 DEG C of temperature；Chromatography raffinate be concentrated in vacuo vacuum degree -0.075 ~ -0.095MPa, 60 ~ 75 DEG C of drop temperature.
Further, step 6 is cooled to 35 ~ 45 DEG C, 2 ~ 10h of crystallization time.
Further, step 8 drinking water dissolves xylose, and refractive power is controlled in 50~60%, pH5.00~7.00；Add quality
The Raney nickel that percentage is 0.8~2.0% controls 130~140 DEG C of reaction temperature, steam pressure 0.4MPa or more, reaction kettle
Pressure control in 7.0~9.5MPa, the reaction time 60~120 minutes, 99% or more conversion ratio.
Further, step 9 positive resin is D001 type polystyrene macroporous type strong-acid cation-exchange resin, negative resin
For D301 type polystyrene macroporous type weak basic anion exchange resin, 45 ~ 55 DEG C of feeding temperature, first into material, feed rate
0.1 ~ 0.5L/min, 10 ~ 50min of time, then into purified water, 0.1 ~ 0.5L/min of flow, 10 ~ 50min of time, control discharging
Conductivity≤10 μ s/cm.
Beneficial effects of the present invention:
1, xylose mother liquid is difficult to directly utilize, and needs to first pass through pretreatment, and the present invention locates in advance by calcium hydroxide and carbon dioxide
Reason, simple and easy compared with the prior art, effect is obvious, eliminates impurity, reduces the viscosity of xylose mother liquid, improves filtering
Speed.
2, after xylose mother liquid removal of impurities of the present invention, SSMB sequential type simulated moving bed chromatography separation system is first passed through, is mentioned
Liquid and raffinate are taken, hydrogenation reaction is carried out after extracting solution purification and prepares xylitol, compared with first plus after hydrogen carrying out chromatographic isolation again,
Some other monosaccharide such as mannose, glucose, galactolipin, arabinose etc. will not enter hydrogenation reaction together, substantially can
Retained；The content of glucose and mannose is higher in the mixing molasses obtained after raffinate concentration, may be used as microorganism
The purposes such as fermenting carbon source；The various monosaccharide components of xylose mother liquid are all utilized, and the added value of xylose mother liquid is improved.
Specific embodiment
The present invention is done below with reference to embodiment and is further explained.The following example is merely to illustrate the present invention, but
It is not used to limit practical range of the invention.
A method of it preparing xylitol and mixing molasses from xylose mother liquid, includes the following steps:
Step 1: pretreatment: xylose mother liquid is taken, xylose mother liquid amount of dry matter percent concentration is 50~60wt% of sugared concentration,
In, in dry, glucose contains 12~18 wt%, and xylose contains 40~50 wt%, and arabinose contains 17~23 wt%, sweet dew
Sugar contains 10 ~ 22 wt %, and galactolipin contains 0~6 wt%；Calcium hydroxide solution is added in xylose mother liquid (to be configured to 50 DEG C of warm water
The calcium hydroxide solution of 20 ~ 70wt%), pH value is adjusted to 8.5~9.0, is then passed to carbon dioxide and is carried out full charge, carbon dioxide
Flow velocity is 5 ~ 25L/min, and pH value is down to 6.6~7.0, and calcium hydroxide sinks colloidal substance during being changed into calcium carbonate
It accumulates, then passes through diatomite aided filter, remove the colloidal substance of deposition；Then it is gone by cation exchange resin processing
Except part calcium ion, cation exchange resin is D001 type polystyrene macroporous type strong-acid cation-exchange resin, feeding temperature
55 ~ 65 DEG C, charging pH5.0 ~ 7.0, advanced material, 0.1 ~ 0.5L/min of feed rate, 10 ~ 50min of time, laggard purified water,
0.1 ~ 0.5L/min of flow, 10 ~ 50min of time, discharging pH control is 1.5 ~ 6.0.
Step 2: chromatographic isolation: xylose mother liquid is after pretreatment, and into chromatographic fractionation system, chromatographic fractionation system is
SSMB sequential type simulated moving bed chromatography separation system, chromatographic material are the Applexion of Novasep®XA resin, the tree
Rouge is different to the binding force of xylose and miscellaneous sugar, and charging is continuously pushed to chromatographic isolation unit, then passes through eluent
Separation is realized in elution, wherein 50 ~ 65 DEG C of feeding temperature, pH 1.5 ~ 6.0, material liquid 100 ~ 150ml/min of inlet amount are fed,
100 ~ 200ml/min of inlet of eluent water reaches balance after running 10 ~ 20h, and xylose, miscellaneous sugar are extracted respectively
Come.Xylose component is able to separate with other miscellaneous sugar components after chromatographic column, obtain containing main component be xylose extracting solution and
Raffinate containing other miscellaneous sugar components；As shown in table 1, amount of dry matter percent concentration is 15~25% in extracting solution, xylose
Content is 80% or more；Raffinate amount of dry matter percent concentration is 8~20%, based on mannose, glucose.
1 extracting solution of table and raffinate (mixing molasses) various contents of monosaccharides
| Xylose % | Glucose % | Galactolipin % | Arabinose % | Mannose % | |
| Extracting solution | 80~83 | 3~4 | 0.5~1 | 2~4 | 4~5 |
| Raffinate | 5~8 | 18~22 | 8~12 | 15~18 | 30~32 |
Step 3: decolorization filtering: extracting solution uses powder activity carbon decoloring, and Powdered Activated Carbon adds quality by liquid quality
1.0~3.0 ‰ add, and 30 ~ 60min is maintained at 50 ~ 65 DEG C, is filtered to remove impurity.
Step 4: ion-exchange purifies: xylose extracting solution after decolorization filtering, into sun-concatenated ion exchange system of yin into
The purification of row ion-exchange, positive resin are D001 type polystyrene macroporous type strong-acid cation-exchange resin, and negative resin is D301 type benzene second
Alkene system macroporous type weak basic anion exchange resin, feeds pH 2.0 ~ 7.0, first into material, feeding flow by 50 ~ 65 DEG C of feeding temperature
0.1 ~ 0.5L/min, 10 ~ 50min of time are measured, then into purified water, 0.1 ~ 0.5L/min of flow, 10 ~ 50min of time, discharging
Ion-exchange liquid conductivity controls below 100 μ s/cm.
Step 5: evaporation: it is 75 that the purified extracting solution process of ion-exchange, which is concentrated in vacuo to amount of dry matter percent concentration,
~85%, vacuum degree -0.075 ~ -0.095MPa, 60 ~ 75 DEG C of drop temperature；Chromatography raffinate is concentrated in vacuo to amount of dry matter hundred
Point specific concentration 65~75%, vacuum degree -0.075 ~ -0.095MPa, obtain mixing molasses finished product by 60 ~ 75 DEG C of drop temperature, and sugared group
Divide mainly by mannose, glucose group at wherein mannose accounts for 30 ~ 32%, and glucose accounts for 18 ~ 22%.
Step 6: crystallization: extracting solution after vacuum concentration uses decrease temperature crystalline technique, is cooled to 35 ~ 45 DEG C, the time 2 ~
10h controls crystallization yield 50%~55%.
Step 7: centrifugation, drying: 4000 ~ 8000 rpm of material after crystallization is centrifuged 20 ~ 60min, 1 ~ 5h at 60 ~ 70 DEG C,
Control moisture content≤0.5% of xylose.
Step 8: dissolution plus hydrogen: drinking water dissolves xylose, and refractive power is controlled in 50~60%, pH5.00~7.00；Hydrogenation is anti-
It answers and carries out hydrogenation reaction in kettle, the Raney nickel that addition mass percent is 0.8~2.0% controls reaction temperature 130~140
DEG C, steam pressure 0.4MPa or more, the pressure control of reaction kettle the reaction time 60~120 minutes, is converted in 7.0~9.5MPa
99% or more rate carries out sedimentation removal catalyst after reaction.
Step 9: purification: hydride being purified using sun-concatenated ion exchange system of yin, positive resin D001
Type polystyrene macroporous type strong-acid cation-exchange resin, negative resin are the exchange of D301 type polystyrene macroporous type weak base anion
Resin, 45 ~ 55 DEG C of feeding temperature, first into material, 0.1 ~ 0.5L/min of feed rate, 10 ~ 50min of time, then into purifying
Water, 0.1 ~ 0.5L/min of flow, 10 ~ 50min of time, control discharging conductivity≤10 μ s/cm；Purified material is in vacuum
Spending vacuum evaporation to amount of dry matter percent concentration under -0.075 ~ -0.095MPa is 75~85%, vacuum degree 100 ~
Under 130mbar carry out vacuum cane sugar boiling and crystal, xylitol crystal is precipitated, most afterwards through 4000 ~ 8000 rpm be centrifuged 10 ~ 30min, 80
DEG C drying 20 ~ 60min, obtain xylitol crystal.
Embodiment 1
1, prepare xylose mother liquid 5L: amount of dry matter percent concentration (sugared concentration) about 50%, wherein glucose contains 12% in dry
Left and right, xylose contain 46% or so, and arabinose contains 18%, and mannose 18%, galactolipin contains 3%.
2, pre-process: xylose mother liquid adds calcium hydroxide solution, and (calcium hydroxide for being configured to 50wt% with 50 DEG C of warm water is molten
Liquid), adjusting pH value to 9.0 then passes to carbon dioxide and carries out full charge, carbon dioxide flow rate 15L/min, and pH value is down to 6.85,
Calcium hydroxide deposits colloidal substance during being changed into calcium carbonate, then passes through diatomite aided filter, removes
The colloidal substance of deposition.Then it is handled by D001 type polystyrene macroporous type strong-acid cation-exchange resin, feeding temperature 58
DEG C, feed pH6.0, advanced material, feed rate 0.2L/min, time 25min, laggard purified water, flow 0.2L/min, time
25min, discharging pH control is 2.3.
Xylose mother liquid and pretreated xylose mother liquid each 1000 ml before taking pretreatment, it is true by middling speed qualitative filter paper
Empty pump filters (- 0.095MPa), manual time-keeping, calculates the rate of filtration, the results are shown in Table 2.
The pretreatment of table 2 front and back rate of filtration situation
| Rate of filtration ml/min | |
| Before pretreatment | 35.0 |
| After pretreatment | 80.0 |
3, chromatographic isolation: xylose mother liquid is after pretreatment, into SSMB sequential type simulated moving bed chromatography separation system, chromatography
Material is the Applexion XA resin of Novasep, and the resin is different to the binding force of xylose and miscellaneous sugar, charging
Continuously pushed to chromatographic isolation unit, by the elution of eluent, realizes separation, wherein 55 DEG C of feeding temperature, pH:2.3,
Material liquid inlet amount 140ml/min, the inlet 180ml/min of eluent water reach balance after running 16h, xylose, miscellaneous
Sugar is extracted respectively.Xylose component therein is able to separate with other miscellaneous sugar components after chromatographic column, obtains containing main
Ingredient is the extracting solution of xylose and the raffinate containing other miscellaneous sugar components.Amount of dry matter percent concentration is 20% in extracting solution,
The content of xylose is 80% or more；Raffinate amount of dry matter percent concentration is 12%, based on mannose, glucose.
4, decolorization filtering: extracting solution uses powder activity carbon decoloring, and Powdered Activated Carbon adds quality by liquid quality
2.0 ‰ add, and maintain 60min at 50 DEG C, are filtered to remove impurity.
5, ion-exchange purifies: xylose extracting solution carries out ion-exchange after decolorization filtering, into sun-concatenated ion exchange system of yin
Purification, wherein positive resin is D001 type polystyrene macroporous type strong-acid cation-exchange resin, and negative resin is D301 type styrene
It is macroporous type weak basic anion exchange resin, 50 DEG C of feeding temperature, feeds pH2.35, advanced material, feed rate 0.2L/min,
Time 25min, laggard purified water, flow 0.2L/min, time 25min.The ion-exchange liquid conductivity that discharges control is in 100 us/cm
Below.
6, it evaporates: the purified extracting solution of ion-exchange is concentrated in vacuo to amount of dry matter percentage 82% or so, vacuum degree-
0.095Mpa, 75 DEG C of drop temperature.Chromatography raffinate is concentrated to dryness amount of substance percentage 70% or so, vacuum degree -0.095Mpa,
75 DEG C of drop temperature, mixing molasses finished product is obtained, mannose content is 30% in saccharic composition, glucose content 20%.
7, crystallize: the extracting solution after vacuum concentration uses decrease temperature crystalline technique, is cooled to 45 DEG C, time 6h by 75 DEG C, knot
Brilliant yield 50%.
8, be centrifuged, be dry: the material after crystallization is centrifuged 40min, dry 4h at 65 DEG C, the water of xylose by 5000 rpm
Divide content≤0.5%.
9, it dissolves, add hydrogen: dissolving xylose with drinking water, refractive power is controlled in 50%, pH:6.0；Added in hydrogenation reaction cauldron
Hydrogen reaction, the Raney nickel that addition mass percent is 1.5%, controls 140 DEG C of reaction temperature, steam pressure 0.4MPa or more,
The pressure control of reaction kettle is in 9.0MPa, and the reaction time 100 minutes, 99% or more conversion ratio.Sedimentation removal is carried out after reaction
Catalyst.
10, it refines: hydride being purified using sun-yin series connection ion exchange system, positive resin is D001 type polystyrene
Macroporous type strong-acid cation-exchange resin, negative resin are D301 type polystyrene macroporous type weak basic anion exchange resin, charging
Temperature 50 C, advanced material, feed rate 0.25L/min, time 20min, laggard purified water, flow 0.25L/min, time
20min.The ion-exchange liquid conductivity that discharges control is below 10 μ s/cm.Vacuum evaporation is extremely at vacuum degree -0.095MPa for material
Amount of dry matter percent concentration is 82%, carries out vacuum cane sugar boiling and crystal under vacuum degree 120mbar, xylitol crystal is precipitated, most
It is centrifuged 15min by 5000 rpm, 80 DEG C of drying 60min obtain xylitol crystal.
Embodiment 2
1, prepare xylose mother liquid 5L: amount of dry matter percent concentration (sugared concentration) about 55%, wherein glucose contains 14% in dry
Left and right, xylose contain 48% or so, and arabinose contains 17%, and mannose 18%, galactolipin contains 3%.
2, pre-process: xylose mother liquid adds calcium hydroxide solution, and (calcium hydroxide for being configured to 50wt% with 50 DEG C of warm water is molten
Liquid), adjusting pH value to 9.0 then passes to carbon dioxide and carries out full charge, carbon dioxide flow rate 15L/min, and pH value is down to 6.95,
Calcium hydroxide deposits colloidal substance during being changed into calcium carbonate, then passes through diatomite aided filter, removes
The colloidal substance of deposition.Then it is handled by D001 type polystyrene macroporous type strong-acid cation-exchange resin, feeding temperature 60
DEG C, charging pH6.2, advanced material, feed rate 0.25L/min, time 20min, laggard purified water, flow 0.25L/min, when
Between 20min, discharge pH:2.5.
3, chromatographic isolation: xylose mother liquid is after pretreatment, into SSMB sequential type simulated moving bed chromatography separation system,
Chromatographic material is the Applexion XA resin of Novasep, and the resin is different to the binding force of xylose and miscellaneous sugar,
Charging is continuously pushed to chromatographic isolation unit, by the elution of eluent, realizes separation, wherein and 55 DEG C of feeding temperature, pH:
2.5, material liquid inlet amount 150ml/min, the inlet 200ml/min of eluent water reach balance after running 14h, wood
Sugar, miscellaneous sugar are extracted respectively.Xylose component therein is able to separate with other miscellaneous sugar components after chromatographic column, is contained
Main component is the extracting solution of xylose and the raffinate containing other miscellaneous sugar components.Amount of dry matter percent concentration is in extracting solution
21%, the content of xylose is 83% or more；Raffinate amount of dry matter percent concentration is 12%, based on mannose, glucose.
4, decolorization filtering: extracting solution uses powder activity carbon decoloring, and Powdered Activated Carbon addition quality adds by the 2.0 ‰ of liquid quality
Add, maintains 60min at 50 DEG C, be filtered to remove impurity.
5, ion-exchange purifies: xylose extracting solution carries out ion-exchange after decolorization filtering, into sun-concatenated ion exchange system of yin
Purification, wherein positive resin is D001 type polystyrene macroporous type strong-acid cation-exchange resin, and negative resin is D301 type styrene
It is macroporous type weak basic anion exchange resin, 50 DEG C of feeding temperature, feeds pH:3.0, advanced material, feed rate 0.25L/
Min, time 20min, laggard purified water, flow 0.25L/min, time 20min.The ion-exchange liquid conductivity that discharges control is 100
Us/cm or less.
6, it evaporates: the purified extracting solution of ion-exchange is concentrated in vacuo to amount of dry matter percentage 80% or so, vacuum degree-
0.095Mpa, 75 DEG C of drop temperature.Chromatography raffinate is concentrated to dryness amount of substance percentage 70% or so, vacuum degree -0.095Mpa,
75 DEG C of drop temperature, mixing molasses finished product is obtained, mannose content is 31% in saccharic composition, glucose content 18%.
7, crystallize: the extracting solution after vacuum concentration uses decrease temperature crystalline technique, is cooled to 45 DEG C, time 5h by 75 DEG C, control
Crystallization yield 52% processed.
8, be centrifuged, be dry: the material after crystallization is centrifuged 40min by 5000rpm, and dry 3.5h at 65 DEG C controls xylose
Moisture content≤0.5%.
9, it dissolves, add hydrogen: dissolving xylose with drinking water, refractive power is controlled in 50%, pH:6.0；Added in hydrogenation reaction cauldron
Hydrogen reaction, the Raney nickel that addition mass percent is 1.5%, controls 140 DEG C of reaction temperature, steam pressure 0.4MPa or more,
The pressure control of reaction kettle is in 9.0MPa, and the reaction time 100 minutes, 99% or more conversion ratio.Sedimentation removal is carried out after reaction
Catalyst.
10, it refines: hydride being purified using sun-yin series connection ion exchange system, positive resin is D001 type polystyrene
Macroporous type strong-acid cation-exchange resin, negative resin are D301 type polystyrene macroporous type weak basic anion exchange resin, charging
Temperature 50 C, advanced material, feed rate 0.25L/min, time 20min, laggard purified water, flow 0.25L/min, time
20min.The ion-exchange liquid conductivity that discharges control is below 10 μ s/cm.Vacuum evaporation is extremely at vacuum degree -0.095MPa for material
Amount of dry matter percent concentration is 82%, carries out vacuum cane sugar boiling and crystal under vacuum degree 120mbar, xylitol crystal is precipitated, most
It is centrifuged 15min by 5000rpm, 80 DEG C of drying 60min obtain xylitol crystal.
The foregoing is merely illustrative of the preferred embodiments of the present invention, is not intended to limit the invention, all in essence of the invention
Made any modifications, equivalent replacements, and improvements etc., should all be included in the protection scope of the present invention within mind and principle.
Claims (10)
1. a kind of method for preparing xylitol and mixing molasses from xylose mother liquid, which comprises the steps of:
Step 1: pretreatment: taking xylose mother liquid, add calcium hydroxide solution in xylose mother liquid, adjust pH value to 8.5~9.0, so
After be passed through carbon dioxide and carry out full charge, pH value is down to 6.6~7.0, and calcium hydroxide is during being changed into calcium carbonate by colloid
Electrodeposition substance gets off, and then passes through diatomite aided filter, removes the colloidal substance of deposition；Then pass through cation exchange resin
Processing removal part calcium ion；
Step 2: chromatographic isolation: xylose mother liquid is after pretreatment, and into chromatographic fractionation system, xylose component passes through chromatographic column
After be able to separate with other miscellaneous sugar components, obtain containing the extracting solution and raffinate containing other miscellaneous sugar components that main component is xylose
Liquid；Amount of dry matter percent concentration is 15~25% in extracting solution, and the content of xylose is 80% or more；Raffinate amount of dry matter hundred
Dividing specific concentration is 8~20%, based on mannose, glucose；
Step 3: decolorization filtering: extracting solution uses powder activity carbon decoloring, is filtered to remove impurity；
Step 4: ion-exchange purifies: xylose extracting solution after decolorization filtering, into sun-concatenated ion exchange system of yin carry out from
Hand over purification；
Step 5: evaporation: by the purified extracting solution of ion-exchange by being concentrated in vacuo to amount of dry matter percent concentration be 75~
85%；Chromatography raffinate is concentrated in vacuo to amount of dry matter percent concentration 65~75%, obtains mixing molasses finished product, and saccharic composition is main
By mannose, glucose group at wherein mannose accounts for 30 ~ 32%, and glucose accounts for 18 ~ 22%；
Step 6: crystallization: the extracting solution after vacuum concentration uses decrease temperature crystalline technique, controls crystallization yield 50%~55%；
Step 7: centrifugation, drying: the material after crystallization is centrifuged, later moisture content≤0.5% of drying control xylose；
Step 8: dissolution plus hydrogen: drinking water dissolves xylose, carries out hydrogenation reaction in hydrogenation reaction cauldron, is sunk after reaction
It removes except catalyst；
Step 9: purification: hydride being purified using sun-concatenated ion exchange system of yin, purified material passes through
Vacuum evaporation to amount of dry matter percent concentration is 75~85%, carries out vacuum cane sugar boiling and crystal, xylitol crystal is precipitated,
It is most centrifuged afterwards, dries to obtain xylitol crystal.
2. the method according to claim 1 for preparing xylitol and mixing molasses from xylose mother liquid, which is characterized in that step
Rapid xylose mother liquid amount of dry matter percent concentration is 50~60wt% of sugared concentration；Wherein, in dry, glucose contains 12~18
Wt%, xylose contain 40~50 wt%, and arabinose contains 17~23 wt%, and mannose contains 10 ~ 22 wt %, and galactolipin contains 0~6
Wt%.
3. the method according to claim 1 for preparing xylitol and mixing molasses from xylose mother liquid, which is characterized in that step
A rapid cation exchange resin be D001 type polystyrene macroporous type strong-acid cation-exchange resin, 55 ~ 65 DEG C of feeding temperature, into
Material pH 5.0 ~ 7.0, advanced material, 0.1 ~ 0.5L/min of feed rate, 10 ~ 50min of time, laggard purified water, flow 0.1 ~
0.5L/min, 10 ~ 50min of time, discharging pH control is 1.5 ~ 6.0.
4. the method according to claim 1 for preparing xylitol and mixing molasses from xylose mother liquid, which is characterized in that step
Rapid two chromatographic fractionation system is SSMB sequential type simulated moving bed chromatography separation system, and chromatographic material is Novasep
Applexion®XA resin, the resin are different to the binding force of xylose and miscellaneous sugar, and charging is continuously pushed to chromatographic isolation
Unit realizes separation then by the elution of eluent, wherein 50 ~ 65 DEG C of feeding temperature, feeds pH 1.5 ~ 6.0, material liquid
100 ~ 150ml/min of inlet amount, 100 ~ 200ml/min of inlet of eluent water reach balance after running 10 ~ 20h, wood
Sugar, miscellaneous sugar are extracted respectively.
5. the method according to claim 1 for preparing xylitol and mixing molasses from xylose mother liquid, which is characterized in that step
Rapid three Powdered Activated Carbons addition quality is added by 1.0~the 3.0 ‰ of liquid quality, and 30 ~ 60min is maintained at 50 ~ 65 DEG C.
6. the method according to claim 1 for preparing xylitol and mixing molasses from xylose mother liquid, which is characterized in that step
Rapid four positive resin is D001 type polystyrene macroporous type strong-acid cation-exchange resin, and negative resin is D301 type polystyrene macropore
Type weak basic anion exchange resin, feeds pH 2.0 ~ 7.0 by 50 ~ 65 DEG C of feeding temperature, first into material, feed rate 0.1 ~
0.5L/min, 10 ~ 50min of time, then into purified water, 0.1 ~ 0.5L/min of flow, 10 ~ 50min of time, the ion-exchange liquid of discharging
Conductivity controls below 100 μ s/cm.
7. the method according to claim 1 for preparing xylitol and mixing molasses from xylose mother liquid, which is characterized in that step
Rapid purified extracting solution vacuum concentration vacuum degree -0.075 ~ -0.095MPa of five ion-exchanges, 60 ~ 75 DEG C of drop temperature；Chromatography mentions
Extraction raffinate be concentrated in vacuo vacuum degree -0.075 ~ -0.095MPa, 60 ~ 75 DEG C of drop temperature.
8. the method according to claim 1 for preparing xylitol and mixing molasses from xylose mother liquid, which is characterized in that step
Rapid six are cooled to 35 ~ 45 DEG C, 2 ~ 10h of crystallization time.
9. the method according to claim 1 for preparing xylitol and mixing molasses from xylose mother liquid, which is characterized in that step
Rapid eight drinking water dissolves xylose, and refractive power is controlled in 50~60%, pH5.00~7.00；Adding mass percent is 0.8~2.0%
Raney nickel, control 130~140 DEG C of reaction temperature, steam pressure 0.4MPa or more, the control of the pressure of reaction kettle 7.0~
9.5MPa, the reaction time 60~120 minutes, 99% or more conversion ratio.
10. the method according to claim 1 for preparing xylitol and mixing molasses from xylose mother liquid, which is characterized in that
Step 9 positive resin is D001 type polystyrene macroporous type strong-acid cation-exchange resin, and negative resin is that D301 type polystyrene is big
Pass weak basic anion exchange resin, 45 ~ 55 DEG C of feeding temperature, first into material, 0.1 ~ 0.5L/min of feed rate, time 10
~ 50min, then into purified water, 0.1 ~ 0.5L/min of flow, 10 ~ 50min of time, control discharging conductivity≤10 μ s/cm.
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
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| CN112225762A (en) * | 2020-11-09 | 2021-01-15 | 安阳市豫鑫木糖醇科技有限公司 | Process for extracting xylose |
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Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6451123B1 (en) * | 1999-01-14 | 2002-09-17 | Board Of Supervisors Of Louisiana State University And Agricultural And Mechanical College | Process for the separation of sugars |
| CN1699587A (en) * | 2005-06-02 | 2005-11-23 | 江南大学 | Process for extracting xylose and xylitol from a xylose mother liquor or a xylose digest |
| CN101284849A (en) * | 2007-04-13 | 2008-10-15 | 山东福田药业有限公司 | Process for purifying xylose mother liquor by sequential simulated moving bed |
| CN101823939A (en) * | 2009-09-29 | 2010-09-08 | 山东福田药业有限公司 | Novel process for preparing xylitol |
| CN102241707A (en) * | 2011-05-09 | 2011-11-16 | 浙江华康药业股份有限公司 | Method for extracting L-arabinose and preparing xylitol |
| CN104046705A (en) * | 2014-06-30 | 2014-09-17 | 山东万盛环保科技发展有限公司 | Method of producing xylose and xylitol and co-producing L-arabinose by bagasse |
-
2018
- 2018-11-27 CN CN201811429458.3A patent/CN109503676B/en active Active
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6451123B1 (en) * | 1999-01-14 | 2002-09-17 | Board Of Supervisors Of Louisiana State University And Agricultural And Mechanical College | Process for the separation of sugars |
| CN1699587A (en) * | 2005-06-02 | 2005-11-23 | 江南大学 | Process for extracting xylose and xylitol from a xylose mother liquor or a xylose digest |
| CN101284849A (en) * | 2007-04-13 | 2008-10-15 | 山东福田药业有限公司 | Process for purifying xylose mother liquor by sequential simulated moving bed |
| CN101823939A (en) * | 2009-09-29 | 2010-09-08 | 山东福田药业有限公司 | Novel process for preparing xylitol |
| CN102241707A (en) * | 2011-05-09 | 2011-11-16 | 浙江华康药业股份有限公司 | Method for extracting L-arabinose and preparing xylitol |
| CN104046705A (en) * | 2014-06-30 | 2014-09-17 | 山东万盛环保科技发展有限公司 | Method of producing xylose and xylitol and co-producing L-arabinose by bagasse |
Non-Patent Citations (4)
| Title |
|---|
| NOVASEP: "《Applexion® XA Resins》", 31 January 2009 * |
| 严莲荷: "《水处理药剂及配方手册》", 31 January 2004, 中国石化出版社 * |
| 李国平: "《粮油食品加工技术》", 31 January 2017, 重庆大学出版社 * |
| 金树人，等: "《糖醇生产技术与应用》", 31 January 2008, 中国轻工业出版社 * |
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