NO783638L - PROCEDURE FOR THE PREPARATION OF XYLAN, XYLOSE AND XYLITOL - Google Patents
PROCEDURE FOR THE PREPARATION OF XYLAN, XYLOSE AND XYLITOLInfo
- Publication number
- NO783638L NO783638L NO783638A NO783638A NO783638L NO 783638 L NO783638 L NO 783638L NO 783638 A NO783638 A NO 783638A NO 783638 A NO783638 A NO 783638A NO 783638 L NO783638 L NO 783638L
- Authority
- NO
- Norway
- Prior art keywords
- xylan
- solution
- xylose
- rich
- water
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 31
- 229920001221 xylan Polymers 0.000 title claims description 27
- 150000004823 xylans Chemical class 0.000 title claims description 27
- PYMYPHUHKUWMLA-UHFFFAOYSA-N arabinose Natural products OCC(O)C(O)C(O)C=O PYMYPHUHKUWMLA-UHFFFAOYSA-N 0.000 title claims description 24
- TVXBFESIOXBWNM-UHFFFAOYSA-N Xylitol Natural products OCCC(O)C(O)C(O)CCO TVXBFESIOXBWNM-UHFFFAOYSA-N 0.000 title claims description 14
- HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 title claims description 14
- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 title claims description 14
- 239000000811 xylitol Substances 0.000 title claims description 14
- 229960002675 xylitol Drugs 0.000 title claims description 14
- 235000010447 xylitol Nutrition 0.000 title claims description 14
- PYMYPHUHKUWMLA-VPENINKCSA-N aldehydo-D-xylose Chemical compound OC[C@@H](O)[C@H](O)[C@@H](O)C=O PYMYPHUHKUWMLA-VPENINKCSA-N 0.000 title 1
- SRBFZHDQGSBBOR-IOVATXLUSA-N D-xylopyranose Chemical compound O[C@@H]1COC(O)[C@H](O)[C@H]1O SRBFZHDQGSBBOR-IOVATXLUSA-N 0.000 claims description 46
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 27
- 239000000243 solution Substances 0.000 claims description 27
- SRBFZHDQGSBBOR-UHFFFAOYSA-N beta-D-Pyranose-Lyxose Natural products OC1COC(O)C(O)C1O SRBFZHDQGSBBOR-UHFFFAOYSA-N 0.000 claims description 23
- 238000001556 precipitation Methods 0.000 claims description 20
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 18
- 239000003513 alkali Substances 0.000 claims description 16
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 11
- 239000012670 alkaline solution Substances 0.000 claims description 11
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims description 10
- 238000004519 manufacturing process Methods 0.000 claims description 9
- 238000001914 filtration Methods 0.000 claims description 6
- 239000011121 hardwood Substances 0.000 claims description 6
- 238000005903 acid hydrolysis reaction Methods 0.000 claims description 5
- 239000001569 carbon dioxide Substances 0.000 claims description 5
- 229910002092 carbon dioxide Inorganic materials 0.000 claims description 5
- 238000005984 hydrogenation reaction Methods 0.000 claims description 5
- 239000000835 fiber Substances 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims description 4
- 238000005119 centrifugation Methods 0.000 claims description 2
- 238000010908 decantation Methods 0.000 claims description 2
- 238000006386 neutralization reaction Methods 0.000 claims description 2
- 238000011084 recovery Methods 0.000 claims description 2
- 238000004062 sedimentation Methods 0.000 claims description 2
- 239000007787 solid Substances 0.000 claims description 2
- 239000012535 impurity Substances 0.000 claims 2
- 230000003113 alkalizing effect Effects 0.000 claims 1
- 229920002488 Hemicellulose Polymers 0.000 description 19
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
- 239000000047 product Substances 0.000 description 6
- 238000000746 purification Methods 0.000 description 5
- 229920005610 lignin Polymers 0.000 description 4
- 239000002244 precipitate Substances 0.000 description 4
- 239000002994 raw material Substances 0.000 description 4
- 239000002253 acid Substances 0.000 description 3
- 239000003518 caustics Substances 0.000 description 3
- 238000000605 extraction Methods 0.000 description 3
- 238000000926 separation method Methods 0.000 description 3
- 235000000346 sugar Nutrition 0.000 description 3
- 150000005846 sugar alcohols Chemical class 0.000 description 3
- 239000000725 suspension Substances 0.000 description 3
- 235000018185 Betula X alpestris Nutrition 0.000 description 2
- 235000018212 Betula X uliginosa Nutrition 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 2
- 239000007900 aqueous suspension Substances 0.000 description 2
- 238000009903 catalytic hydrogenation reaction Methods 0.000 description 2
- 239000001913 cellulose Substances 0.000 description 2
- 229920002678 cellulose Polymers 0.000 description 2
- 239000000356 contaminant Substances 0.000 description 2
- 238000010790 dilution Methods 0.000 description 2
- 239000012895 dilution Substances 0.000 description 2
- 238000004090 dissolution Methods 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 238000005342 ion exchange Methods 0.000 description 2
- 238000002955 isolation Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 229930014626 natural product Natural products 0.000 description 2
- 150000002972 pentoses Chemical class 0.000 description 2
- 238000003825 pressing Methods 0.000 description 2
- 150000008163 sugars Chemical class 0.000 description 2
- 229910021653 sulphate ion Inorganic materials 0.000 description 2
- -1 60-80% Chemical compound 0.000 description 1
- WQZGKKKJIJFFOK-QTVWNMPRSA-N D-mannopyranose Chemical compound OC[C@H]1OC(O)[C@@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-QTVWNMPRSA-N 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 229910000564 Raney nickel Inorganic materials 0.000 description 1
- NPXOKRUENSOPAO-UHFFFAOYSA-N Raney nickel Chemical compound [Al].[Ni] NPXOKRUENSOPAO-UHFFFAOYSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 238000010306 acid treatment Methods 0.000 description 1
- WQZGKKKJIJFFOK-PHYPRBDBSA-N alpha-D-galactose Chemical compound OC[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@H]1O WQZGKKKJIJFFOK-PHYPRBDBSA-N 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 229930182830 galactose Natural products 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 150000002402 hexoses Chemical class 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000011343 solid material Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 235000011149 sulphuric acid Nutrition 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
- C08B37/14—Hemicellulose; Derivatives thereof
- C08B37/143—Hemicellulose; Derivatives thereof composed by pentose units, e.g. xylose, xylan, pentosans, arabinose (not used)
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Materials Engineering (AREA)
- Molecular Biology (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- General Health & Medical Sciences (AREA)
- Confectionery (AREA)
- Medicines Containing Plant Substances (AREA)
- Seasonings (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
"Fremgangsmåte for fremstilling"Procedure of manufacture
av xylan, xylose og xylitol" of xylan, xylose and xylitol"
Oppfinnelsen vedrører en fremgangsmåte for fremstilling av xylan, xylose og xylitol fra hårdvedmasse, bleket eller ubleket, ved oppløsning av hemicellulosen i hårdvedmassen i alkalisk løsning ved fremstilling av høykvalitetsmasse. Hemicellulosen, som nesten fullstendig er xylan, utfelles fra den alkaliske løsning som separeres fra fibre ved pressing eller ved filtrering, ved tilsetning av karbondioksyd, metanol eller vann. Utfellingen utsettes deretter for sur hydrolyse og katalytisk hydrogenering. The invention relates to a method for producing xylan, xylose and xylitol from hardwood pulp, bleached or unbleached, by dissolving the hemicellulose in the hardwood pulp in alkaline solution in the production of high-quality pulp. The hemicellulose, which is almost entirely xylan, is precipitated from the alkaline solution which is separated from the fibers by pressing or by filtration, by the addition of carbon dioxide, methanol or water. The precipitate is then subjected to acid hydrolysis and catalytic hydrogenation.
Det er velkjent at 'hemicelluloser oppløses i alkalisk løsning, og dette fenomen nyttiggjøres ved fremstilling av masse-kvaliteter med høyt cx-celluloseinnhold. Som prosessvariable anvendes generelt alkalikonsentraHjon, temperatur og tid. Det er også kjent at oppløste hemicelluloser kan utfelles med metanol og etanol. Disse metoder er f.eks. beskrevet i finsk patentskrift nr. 49438 og japansk patentsøknad nr. 50-100100 (8. august 1975).. Det er generelt kjent at hemicelluloser utfelles når den .alkaliske løsning surgjøres med noe syre. På den annen side er det, selv om en stor del av hemicelluloser er uløselige, i vann, generelt umulig å utfelle hemicellulosene som er oppløst i den alkaliske løsning, med en rimelig vannfortynning. Følgelig kan utfellingsproduktet, også ved utfelling av hemicelluloser fra den alkaliske løsning med metanol og etanol ved de ovenfor nevnte metoder, ikke lages opp til vannsuspensjon uten sterk syrebehandling. Denne suspendering er imidlertid nødvendig for vasking av utfellingsproduktet og gjenvinning av alkaliet. It is well known that hemicelluloses dissolve in alkaline solution, and this phenomenon is utilized in the production of pulp qualities with a high cx-cellulose content. Alkali concentration, temperature and time are generally used as process variables. It is also known that dissolved hemicelluloses can be precipitated with methanol and ethanol. These methods are e.g. described in Finnish Patent Document No. 49438 and Japanese Patent Application No. 50-100100 (August 8, 1975). It is generally known that hemicelluloses are precipitated when the alkaline solution is acidified with some acid. On the other hand, although a large proportion of hemicelluloses are insoluble in water, it is generally impossible to precipitate the hemicelluloses dissolved in the alkaline solution with a reasonable water dilution. Consequently, the precipitation product, also when hemicelluloses are precipitated from the alkaline solution with methanol and ethanol by the above-mentioned methods, cannot be prepared into a water suspension without strong acid treatment. However, this suspension is necessary for washing the precipitation product and recovering the alkali.
Det finnes også flere metoder som er beskrevet som bekvemme for gjenvinning av xylose og/eller xylitol fra xylan-holdige naturlige produkter. Generelt er disse metoder ikke blitt There are also several methods described as convenient for the recovery of xylose and/or xylitol from xylan-containing natural products. In general, these methods have not been
nyttiggjort i kommersiell målestokk, da de ikke er økonomiske.utilized on a commercial scale, as they are not economic.
Den mest bemerkelsesverdige prosess på dette område, også utførtThe most remarkable process in this area, also carried out
i industrien som kommersielt lønnsom, er beskrevet i finsk patentsøknad nr. 1281/74. Et felles trekk ved alle de metoder som er kjent hittil, er at et pentosanholdig naturprodukt hydrolyseres som sådant med syre. Av det således oppnådde hydrolysat, som inneholder flere forskjellige heksoser, pentoser, in the industry as commercially profitable, is described in Finnish patent application no. 1281/74. A common feature of all the methods known to date is that a pentosan-containing natural product is hydrolyzed as such with acid. Of the hydrolyzate thus obtained, which contains several different hexoses, pentoses,
lignin og forurensninger, isoleres xylose og omdannes ytterligere til xylitol ved hydrogenering. lignin and contaminants, xylose is isolated and further converted to xylitol by hydrogenation.
Xylitol kan også gjenvinnes ved hydrogenering av den rensede, heksose- og pentose-holdige løsning først til sukkeralkoholer og ved å separere xylitol fra denne sukkeralkohol-løsning. Det er klart at denne type isolering av kjemiske forbindelser som er meget like hverandre, både er vanskelig og kostbar. Dette trinn, dvs. rensningen og isolasjonsprosessen, må betraktes som en stor ulempe for de nåværende fremstillingsmetoder for xylose og/eller xylitol. Xylitol can also be recovered by hydrogenating the purified, hexose- and pentose-containing solution first to sugar alcohols and by separating xylitol from this sugar alcohol solution. It is clear that this type of isolation of chemical compounds that are very similar to each other is both difficult and expensive. This step, i.e. the purification and isolation process, must be considered a major drawback for the current production methods for xylose and/or xylitol.
Som kjent inneholder hårdvedmasse, beregnet som sukker,As is known, hardwood pulp, calculated as sugar, contains
ca. 70% glukose, 26% xylose, 2% galaktose og mannose og meget lite av andre sukkerarter. Det er også kjent at ved å ekstrahere hemicellulose, f.eks. til en NaOH-løsnihg oppløses den slik at ekstrakten inneholder 95-98% xylan, idet mengden og sammensetningen er avhengig f.eks. av alkalikonsentrasjonen og temperaturen. about. 70% glucose, 26% xylose, 2% galactose and mannose and very little of other sugars. It is also known that by extracting hemicellulose, e.g. to a NaOH solution, it is dissolved so that the extract contains 95-98% xylan, the amount and composition depending on e.g. of the alkali concentration and temperature.
Den ved ekstraksjonen uoppløste del er a-cellulose av høy kvalitet. Ubleket hårdvedmasse inneholder ca. 2,5-3% lignin, mens bleket masse ikke inneholder noe lignin i det hele tatt. På basis av det som ovenfor er nevnt, kan det ansees at alkaliekstrakten ville tjene som et utmerket råmateriale for fremstilling av xylan, The undissolved part during the extraction is a-cellulose of high quality. Unbleached hardwood pulp contains approx. 2.5-3% lignin, while bleached pulp contains no lignin at all. On the basis of the above mentioned, it can be considered that the alkali extract would serve as an excellent raw material for the production of xylan,
xylose og xylitol.xylose and xylitol.
Foreliggende oppfinnelse vedrører en fremgangsmåte ved hvilken det er mulig å unngå, i stor utstrekning, den vanskelige separering av sukkerarter og sukkeralkoholer fra hverandre og rensningen av løsningen av lignin og andre organiske forurensninger. I henhold til foreliggende oppfinnelse fremstilles først rent The present invention relates to a method by which it is possible to avoid, to a large extent, the difficult separation of sugars and sugar alcohols from each other and the purification of the solution of lignin and other organic contaminants. According to the present invention, it is first produced pure
xylan lønnsomt fra pentosanholdige råmaterialer, bleket eller ubleket hårdvedmasse, ved behandling av massen med alkalisk løsning, som gjør at hemicellulosene oppløses. Den hemicelluloseholdige alkaliske løsning separeres fra massen, enten ved pressing eller ved filtrering. xylan profitably from pentosan-containing raw materials, bleached or unbleached hardwood pulp, by treating the pulp with an alkaline solution, which causes the hemicelluloses to dissolve. The hemicellulose-containing alkaline solution is separated from the mass, either by pressing or by filtration.
De oppløste hemicelluloser utfelles ved tilsetning av karbondioksyd slik at mesteparten av NaOH, dvs. 60-80%, går over til Na2C02fhvorefter hemicellulosene utfelles. Utfellingen som dannes, kan separeres enten ved filtrering, sentrifugering eller sedimentering og dekantering. Alkaliet vaskes fra utfellingen med vann. The dissolved hemicelluloses are precipitated by adding carbon dioxide so that most of the NaOH, i.e. 60-80%, is converted to Na2C02, after which the hemicelluloses are precipitated. The precipitate that forms can be separated either by filtration, centrifugation or sedimentation and decantation. The alkali is washed from the precipitate with water.
Hemicelluloser kan også utfelles ved tilsetning av nok etanol eller metanol til alkaliløsningen slik at utfellingen blir fullstendig, idet generelt en tilsetning på 40-50% er tilstrekkelig. Det utfellingsprodukt som dannes, kan separeres som beskrevet ovenfor, og vaskes med vann. Hemicelluloses can also be precipitated by adding enough ethanol or methanol to the alkali solution so that the precipitation is complete, as generally an addition of 40-50% is sufficient. The precipitation product that is formed can be separated as described above and washed with water.
Hemicelluloser kan også utfelles ved fortynning av den alkaliske løsning med vann. Generelt er det nok med en fortynning på 4-5 ganger. Utfellingsproduktet kan separeres som beskrevet tidligere, og vaskes med vann. Hemicelluloses can also be precipitated by diluting the alkaline solution with water. In general, a dilution of 4-5 times is sufficient. The precipitation product can be separated as described earlier, and washed with water.
En fordel ved den- fremgangsmåte som her er beskrevet, består i at det anvendte alkali kan returneres til alkali-ekstraksjonen etter metanol- og vann-utfellingen, da metanol og/eller vann først er fordampet. Etter en karbondioksyd-utfelling, i slike massefabrikker hvor det er et produksjonsanlegg for kaustik, kan alkaliet anvendes for natrium-utjevning eller det kan anvendes i ekstraksjonen ved kaustifisering av den kaustik som separeres fra utfellingen. An advantage of the method described here is that the alkali used can be returned to the alkali extraction after the methanol and water precipitation, as the methanol and/or water have first evaporated. After a carbon dioxide precipitation, in such pulp mills where there is a caustic production plant, the alkali can be used for sodium equalization or it can be used in the extraction by causticification of the caustic that is separated from the precipitation.
De to første av de ovenfor omtalte utfellingsmetoder kan også anvendes slik at den hemicelluloseholdige alkaliløsning konsentreres ved fordampning av vann før utfellingen. The first two of the precipitation methods mentioned above can also be used so that the hemicellulose-containing alkali solution is concentrated by evaporation of water before precipitation.
Ved sirkulering av alkaliløsningen i oppløsningsprosessen før utfellingen av hemicellulosen kan hemicelluloseinnholdet i løsningen økes til noen titalls gram/liter, og således gjøres separasjonsprosessen mer økonomisk. By circulating the alkali solution in the dissolution process before the precipitation of the hemicellulose, the hemicellulose content in the solution can be increased to a few tens of grams/litre, and thus the separation process is made more economical.
En annen fordel ved fremgangsmåten i henhold til oppfinnelsen består i at den masse som blir igjen fra oppløsnings-prosessen er av høy kvalitet og egnet for mange formål. Another advantage of the method according to the invention is that the mass that remains from the dissolution process is of high quality and suitable for many purposes.
I henhold til oppfinnelsen fremstilles xylose ved ut-førelse av en syrehydrolyse ved kjente metoder av xylan oppnådd ved den ovennevnte metode. På grunn av den høye rensningsgrad av råmaterialet oppnås en løsning ved hydrolysen som det er lett å rense for fjerning av en svak farvning eller salter, ved f.eks. According to the invention, xylose is produced by carrying out an acid hydrolysis by known methods of xylan obtained by the above-mentioned method. Due to the high degree of purification of the raw material, a solution is obtained by the hydrolysis which is easy to purify to remove a weak coloring or salts, by e.g.
behandling med aktivt kull, filtrering og/eller ionebytting. Etter dette kan xylose isoleres fra løsningen ved kjente metoder, eller treatment with activated carbon, filtration and/or ion exchange. After this, xylose can be isolated from the solution by known methods, or
xyloseløsningen kan anvendes som xylosekilde..The xylose solution can be used as a xylose source.
En stor fordel ved fremgangsmåten i henhold til oppfinnelsen består i at på grunn av den store rensningsgrad for råmaterialet kan xylose i hydrolysatet fra syrehydrolysen omdannes til xylitol ved en katalytisk hydrogenering etter filtreringen av de eventuelle faste suspensjoner og etter nøytraliseringen, eller en renset xyloseløsning kan også anvendes for hydrogeneringen. Xylitol kan gjenvinnes rent etter at de substanser som er oppløst fra katalysatoren og eventuelt farve og salter er fjernet via en ionebytter. En mer komplisert rensemetode enn krystallisering trenges ikke for separering av meget små mengder av andre polyoler. A major advantage of the method according to the invention is that, due to the high degree of purification of the raw material, xylose in the hydrolyzate from the acid hydrolysis can be converted to xylitol by catalytic hydrogenation after the filtration of any solid suspensions and after neutralization, or a purified xylose solution can also is used for the hydrogenation. Xylitol can be recovered clean after the substances dissolved from the catalyst and any color and salts have been removed via an ion exchanger. A more complicated purification method than crystallization is not needed for the separation of very small amounts of other polyols.
De følgende eksempler illustrerer oppfinnelsen. The following examples illustrate the invention.
Eksempel 1 Fremstilling av xylan Example 1 Production of xylan
Bleket bjerkesulfatmasse ble behandlet med 6% NaOH-løsning som 6% fibersuspensjon ved 20°C i 40 minutter. 1 liter kaustik presset fra fibre ble behandlet som følger: Bleached birch sulphate pulp was treated with 6% NaOH solution as a 6% fiber suspension at 20°C for 40 minutes. 1 liter of caustic pressed from fibers was treated as follows:
a) metanol ble tilsatt i forholdet 1:1a) methanol was added in a 1:1 ratio
b) karbondioksyd ble tilsatt inntil pH-verdien var ca. 12 og b) carbon dioxide was added until the pH value was approx. 12 and
Na2C02_innholdet 50 g/liter beregnet som NaOHNa2C02_content 50 g/litre calculated as NaOH
c) vann ble tilsatt i forholdet 1:4.c) water was added in a ratio of 1:4.
Utfellingene ble filtrert, vasket med vann og tørket. The precipitates were filtered, washed with water and dried.
Sammensetningen av utfellingsproduktene var som følger:The composition of the precipitation products was as follows:
Eksempel 2 Example 2
Anrikning av xylan til alkalisk løsningEnrichment of xylan to alkaline solution
Fem satser av 1 kg av bleket bjerkesulfatmasse ble behandlet med alkaliløsning i overensstemmelse med eksempel 1, Five batches of 1 kg of bleached birch sulphate pulp were treated with alkali solution in accordance with example 1,
med den eneste forskjell at 2/3 av det alkali som ble anvendt i satsene 2-5 var filtrat fra foregående trinn. Den hemicellulose-mengde som ble oppløst ved metanolutfellingen (1:1), xylaninnholdet i dét vaskede utfellingsprodukt og asken ble bestemt ut fra prøver with the only difference being that 2/3 of the alkali used in batches 2-5 was filtrate from the previous step. The amount of hemicellulose dissolved by the methanol precipitation (1:1), the xylan content of the washed precipitation product and the ash were determined from samples
som ble tatt av filtratene. Følgende resultater ble oppnådd: which was taken from the filtrates. The following results were obtained:
Eksempel 3 Example 3
Hydr olyse av xylan med syreHydrolysis of xylan with acid
30 g xylan, xylaninnhold 97,5%, ble hydrolysert med30 g of xylan, xylan content 97.5%, was hydrolyzed with
0,2% H2S04som 10% vannsuspensjon ved 125°C i 3 timer. Det lett brungule hydrolysat ble filtrert, hvorved ca. 0,2 g av ukjent, fast materiale- ble oppnådd. Den løsning som ble ført gjennom katione-og anione-bytteren var helt klar. Xylose ble bestemt fra løsningen og utgjorde 31,7 g, hvilket er 96% fra xylan. 0.2% H2SO4 as 10% water suspension at 125°C for 3 hours. The slightly brownish-yellow hydrolyzate was filtered, whereby approx. 0.2 g of unknown solid material was obtained. The solution that was passed through the cation and anion exchanger was completely clear. Xylose was determined from the solution and amounted to 31.7 g, which is 96% from xylan.
Eksempel 4Example 4
Hydrogenering av xylose til xylitolHydrogenation of xylose to xylitol
Xyloseløsningen som var lik den fra eksempel 3 og oppnådd før ionebyttingen, ble nøytralisert med Ca-jCO^ til-pH 6, filtrert og hydrogenert ved tilsetning av 5 g Raney-nikkel-katalysator under et hydrogentrykk på 15 kg/cm ved 120°C i 4 timer. I løsningen var det opprinnelig xylose i en mengde av 30 g/300 ml vann. Hydrogeneringen ble utført nesten kvantitativt, idet mengden av xylose som ikke ble hydrogenert var under 0,2 g. The xylose solution similar to that of Example 3 and obtained before the ion exchange was neutralized with Ca-jCO^ to pH 6, filtered and hydrogenated by adding 5 g of Raney nickel catalyst under a hydrogen pressure of 15 kg/cm at 120°C for 4 hours. The solution originally contained xylose in an amount of 30 g/300 ml of water. The hydrogenation was carried out almost quantitatively, the amount of xylose that was not hydrogenated being less than 0.2 g.
Claims (1)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FI773217A FI55516C (en) | 1977-10-28 | 1977-10-28 | FOERFARANDE FOER FRAMSTAELLNING AV RENT XYLAN SOM AER SAERSKILT PASSANDE TILL EN RAOVARA AV XYLOS OCH XYLITOL |
Publications (1)
Publication Number | Publication Date |
---|---|
NO783638L true NO783638L (en) | 1979-05-02 |
Family
ID=8511178
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
NO783638A NO783638L (en) | 1977-10-28 | 1978-10-27 | PROCEDURE FOR THE PREPARATION OF XYLAN, XYLOSE AND XYLITOL |
Country Status (4)
Country | Link |
---|---|
JP (1) | JPS5485287A (en) |
FI (1) | FI55516C (en) |
NO (1) | NO783638L (en) |
SE (1) | SE7811162L (en) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS59115301A (en) * | 1982-12-21 | 1984-07-03 | Agency Of Ind Science & Technol | Separation of high-molecular polysaccharide |
DE10109502A1 (en) * | 2001-02-28 | 2002-09-12 | Rhodia Acetow Gmbh | Removal of hemicellulose from biomaterial, especially wood pulp, involves extraction by treatment with an aqueous solution of metal complex, e.g. nickel tris-2-aminoethyl-amine di-hydroxide |
EP3252083B1 (en) * | 2015-01-26 | 2019-09-25 | Nippon Paper Industries Co., Ltd. | Method for producing xylan-containing material |
-
1977
- 1977-10-28 FI FI773217A patent/FI55516C/en not_active IP Right Cessation
-
1978
- 1978-10-27 NO NO783638A patent/NO783638L/en unknown
- 1978-10-27 SE SE7811162A patent/SE7811162L/en unknown
- 1978-10-28 JP JP13213578A patent/JPS5485287A/en active Pending
Also Published As
Publication number | Publication date |
---|---|
FI55516B (en) | 1979-04-30 |
SE7811162L (en) | 1979-04-29 |
FI55516C (en) | 1979-08-10 |
JPS5485287A (en) | 1979-07-06 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US4070232A (en) | Prehydrolysis and digestion of plant material | |
US8030039B1 (en) | Method for the production of fermentable sugars and cellulose from lignocellulosic material | |
US7812153B2 (en) | Process for manufacturing high purity xylose | |
CN102643935B (en) | Method for preparing xylose by using squeezed waste alkali liquor in viscose fiber production process | |
US9068236B2 (en) | Process of producing xylose and dissolving pulp | |
US6057438A (en) | Process for the co-production of dissolving-grade pulp and xylan | |
SU1120924A3 (en) | Method of obtaining xylans and fibrous materials | |
US20150072389A1 (en) | Process for the stepwise treatment of lignocellulosic material to produce reactive chemical feedstocks | |
JP2010531215A (en) | Biomass component separation process | |
CN104498640B (en) | A kind of technique using plant refuse as raw material coproduction xylose, microcrystalline cellulose and sodium lignin sulfonate | |
WO1993022492A1 (en) | Production of cellulose by the soda-anthraquinone process (sap) with recovery of the boiling chemicals | |
EP1196641B1 (en) | Preparation of chemical pulp and xylose, utilizing a direct acid hydrolysis on the pulp | |
PT2027159T (en) | A process for the stepwise treatment of lignocellulosic material to produce reactive chemical feedstocks | |
CN102452898B (en) | Method for producing crystalline xylitol by using membrane technology and indirect electroreduction method | |
JP2002510203A (en) | Process for producing xylose from paper grade hardwood pulp | |
NO338462B1 (en) | Process for making wood pulp and using the same | |
US4681935A (en) | Procedure for recovering soluble carbohydrates contained in wood | |
NO128174B (en) | ||
JP3951545B2 (en) | Method for producing xylooligosaccharide | |
US2697703A (en) | Fractionation of lignocellulose materials | |
NO783638L (en) | PROCEDURE FOR THE PREPARATION OF XYLAN, XYLOSE AND XYLITOL | |
US20240141074A1 (en) | Method of Producing Cellulose Carbamate | |
CN108474174B (en) | Method for producing biological products | |
US20120237989A1 (en) | Separation of lignin from hydrolyzate | |
US2697702A (en) | Fractionation of lignocellulose materials-chc steps |