EP2016103A1 - Procédé de production de xylo-oligosaccharides - Google Patents
Procédé de production de xylo-oligosaccharidesInfo
- Publication number
- EP2016103A1 EP2016103A1 EP07718435A EP07718435A EP2016103A1 EP 2016103 A1 EP2016103 A1 EP 2016103A1 EP 07718435 A EP07718435 A EP 07718435A EP 07718435 A EP07718435 A EP 07718435A EP 2016103 A1 EP2016103 A1 EP 2016103A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- xylans
- membrane separation
- retentate
- separation process
- xylooligosaccharides
- 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.)
- Withdrawn
Links
- 238000000034 method Methods 0.000 title claims abstract description 23
- 150000004823 xylans Chemical class 0.000 claims abstract description 36
- 229920001221 xylan Polymers 0.000 claims abstract description 35
- 239000012465 retentate Substances 0.000 claims abstract description 14
- 239000012528 membrane Substances 0.000 claims abstract description 13
- 238000000926 separation method Methods 0.000 claims abstract description 13
- 238000001728 nano-filtration Methods 0.000 claims abstract description 10
- 238000000605 extraction Methods 0.000 claims abstract description 8
- 238000000746 purification Methods 0.000 claims abstract description 4
- 238000000108 ultra-filtration Methods 0.000 claims abstract description 3
- 238000001556 precipitation Methods 0.000 claims description 6
- 238000002360 preparation method Methods 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 4
- 239000003513 alkali Substances 0.000 claims description 4
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 4
- 239000011707 mineral Substances 0.000 claims description 4
- 229920001542 oligosaccharide Polymers 0.000 claims description 4
- 230000007071 enzymatic hydrolysis Effects 0.000 claims description 3
- 238000006047 enzymatic hydrolysis reaction Methods 0.000 claims description 3
- 150000007513 acids Chemical class 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 238000010411 cooking Methods 0.000 claims description 2
- 238000010790 dilution Methods 0.000 claims description 2
- 239000012895 dilution Substances 0.000 claims description 2
- 150000005846 sugar alcohols Polymers 0.000 claims description 2
- SRBFZHDQGSBBOR-IOVATXLUSA-N D-xylopyranose Chemical compound O[C@@H]1COC(O)[C@H](O)[C@H]1O SRBFZHDQGSBBOR-IOVATXLUSA-N 0.000 claims 2
- PYMYPHUHKUWMLA-UHFFFAOYSA-N arabinose Natural products OCC(O)C(O)C(O)C=O PYMYPHUHKUWMLA-UHFFFAOYSA-N 0.000 claims 1
- SRBFZHDQGSBBOR-UHFFFAOYSA-N beta-D-Pyranose-Lyxose Natural products OC1COC(O)C(O)C1O SRBFZHDQGSBBOR-UHFFFAOYSA-N 0.000 claims 1
- 238000004140 cleaning Methods 0.000 claims 1
- 150000002482 oligosaccharides Chemical class 0.000 claims 1
- 229920002678 cellulose Polymers 0.000 abstract description 8
- 239000001913 cellulose Substances 0.000 abstract description 8
- 230000029087 digestion Effects 0.000 abstract 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 14
- 229920002488 Hemicellulose Polymers 0.000 description 4
- 238000009826 distribution Methods 0.000 description 3
- 239000000706 filtrate Substances 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 102000004190 Enzymes Human genes 0.000 description 2
- 108090000790 Enzymes Proteins 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000003518 caustics Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000012466 permeate Substances 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- LGQKSQQRKHFMLI-SJYYZXOBSA-N (2s,3r,4s,5r)-2-[(3r,4r,5r,6r)-4,5,6-trihydroxyoxan-3-yl]oxyoxane-3,4,5-triol Chemical compound O[C@@H]1[C@@H](O)[C@H](O)CO[C@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O)OC1 LGQKSQQRKHFMLI-SJYYZXOBSA-N 0.000 description 1
- LGQKSQQRKHFMLI-UHFFFAOYSA-N 4-O-beta-D-xylopyranosyl-beta-D-xylopyranose Natural products OC1C(O)C(O)COC1OC1C(O)C(O)C(O)OC1 LGQKSQQRKHFMLI-UHFFFAOYSA-N 0.000 description 1
- SQNRKWHRVIAKLP-UHFFFAOYSA-N D-xylobiose Natural products O=CC(O)C(O)C(CO)OC1OCC(O)C(O)C1O SQNRKWHRVIAKLP-UHFFFAOYSA-N 0.000 description 1
- 239000004695 Polyether sulfone Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 238000000502 dialysis Methods 0.000 description 1
- 230000002255 enzymatic effect Effects 0.000 description 1
- 238000000855 fermentation Methods 0.000 description 1
- 230000004151 fermentation Effects 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000002778 food additive Substances 0.000 description 1
- 235000013373 food additive Nutrition 0.000 description 1
- 239000011121 hardwood Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 229920006393 polyether sulfone Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 235000013406 prebiotics Nutrition 0.000 description 1
- 239000003265 pulping liquor Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000004062 sedimentation Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
Classifications
-
- 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
- C08B37/0006—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid
- C08B37/0057—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid beta-D-Xylans, i.e. xylosaccharide, e.g. arabinoxylan, arabinofuronan, pentosans; (beta-1,3)(beta-1,4)-D-Xylans, e.g. rhodymenans; Hemicellulose; Derivatives thereof
Definitions
- the present invention relates to a method for producing xylooligosaccharides.
- WO 2005/118923 describes the purification of the press liquor of a cold extraction process (CCE process) by means of a membrane separation process.
- CCE process cold extraction process
- the resulting retentate contains the entire amount of beta-cellulose present in the press liquor and more than half of the gamma-cellulose.
- the beta-cellulose solution consists of almost pure xylan.
- hemicelluloses e.g. Xylans
- the hemicelluloses thus obtained are mostly used or resold as such.
- the present invention relates to a method for obtaining xylooligosaccharides, i. xylan chains degraded to a low degree of polymerization of typically 2-10.
- the method according to the invention for the preparation of xylooligosaccharides comprises the steps
- CCE Cold-alkali extraction
- the process according to the invention thus uses the xylans obtained from the caustic liquor of a CCE process in order to prepare xylooligosaccharides therefrom.
- Xylooligosaccharides have various uses, for example as a prebiotic active food additive.
- To produce the xylo-oligosaccharides from the xylans obtained it is possible to carry out preferably a process selected from the group consisting of hydrothermolysis and enzymatic hydrolysis.
- the membrane separation process for concentrating the xylans in the caustic liquor of the CCE process can be carried out in two stages, wherein a dilution of the first-stage retentate with water is carried out between the two separation stages.
- a nanofiltration of the diluted retentate or a dialysis of the retentate of the first stage can be performed. In both cases, this step increases NaOH recovery while concentrating the hemicellulose phase.
- US 2005/0203291 describes a process for obtaining xylans from a xylan-rich phase.
- the xylans are obtained from the retentate of the membrane separation process by means of a reverse precipitation.
- FIG. 1 shows the molecular weight distribution of a xylan isolated from a CCE filtrate by reverse precipitation in mineral acid. example
- the NF system was operated at a temperature of 40 ° C, a pressure of 25 bar and a specific flow rate of 5 l / m 2 .h.
- the beta-cellulose (xylan) concentration in the feed was about 15 g / l, the NaOH concentration 90 g / l. In equilibrium, the flow rates and thus the liquor loads in the permeate to retentate behaved as 0.82: 0.18.
- the total amount of beta-cellulose in the retentate was about 85 g / l.
- the retentate was diluted with water in a ratio of 1: 1.5 and fed again to the NF.
- the NF conditions of the second stage were comparable to those of the first stage, only the permeate dropped to about 70% of the feed amount.
- the beta-cellulose in the retentate of the second NF stage was now present at a concentration of about 115 g / l and a NaOH concentration of about 32 g / l (hemilauge).
- This substrate was used to isolate the beta-cellulose (xylan) by reverse precipitation with mineral acid.
- a sulfuric acid diluted 1: 3 with water were mixed with 1 part of hemi-lye, in the end a pH of between 4 and 5 being established.
- XOS Xylo-Oligosaccharides
- the solution was then neutralized to pH 6.5-7.0 with 0.3 N NaOH.
- the water-soluble products were centrifuged off at 4000 rpm for 60 min.
- the isolated amount of XOS was 189.7 g of freeze-dried powder, corresponding to a yield of 59.6% based on the xylan used.
- the hydrothermally produced XOS mixture shows a relatively uniform composition over the investigated DP range (see Table 1 below).
- the reaction was carried out in a 7L fermentor with 6 L charge, the xylan concentration was 20 g / L (120 g xylan).
- the preparation was likewise carried out with the enzyme pentopane mono BG, but with an increased concentration of 1 g / L (50 mg / g xylan).
- the fermentation was carried out at 40 ° C. for 96 hours.
- the work-up was carried out as described above.
- the XOS yield was 78% based on the amount of xylan used (93.66 g XOS).
- the product consists mainly of xylobiose (Table 1). Table 1: Relative mass fractions of the individual, neutral XOS
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Abstract
L'invention concerne un procédé de production de xylo-oligosaccharides comprenant les étapes suivantes : extraction alcaline à froid (CCE) d'une pâte de cellulose obtenue par un procédé de cuisson, purification d'au moins une partie de la liqueur de pressage formée au cours de la phase d'extraction alcaline à froid au moyen d'un procédé de séparation membranaire, de préférence par nanofiltration ou ultrafiltration, extraction des xylanes d'au moins une partie du rétentat issu de l'étape de séparation membranaire et transformation d'au moins une partie des xylanes extraits en xylo-oligosaccharides.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT0080806A AT503624B1 (de) | 2006-05-10 | 2006-05-10 | Verfahren zur herstellung von xylooligosacchariden |
| PCT/AT2007/000223 WO2007128025A1 (fr) | 2006-05-10 | 2007-05-09 | Procédé de production de xylo-oligosaccharides |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP2016103A1 true EP2016103A1 (fr) | 2009-01-21 |
Family
ID=38375640
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP07718435A Withdrawn EP2016103A1 (fr) | 2006-05-10 | 2007-05-09 | Procédé de production de xylo-oligosaccharides |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US20100021975A1 (fr) |
| EP (1) | EP2016103A1 (fr) |
| AT (1) | AT503624B1 (fr) |
| BR (1) | BRPI0711386A2 (fr) |
| WO (1) | WO2007128025A1 (fr) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AR091998A1 (es) | 2012-05-03 | 2015-03-18 | Annikki Gmbh | Procedimiento de preparacion de celulosa con baja concentracion de lignina |
| EP3094734B1 (fr) | 2014-01-16 | 2018-09-12 | Lali, Arvind Mallinath | Procédé de fractionnement d'oligosaccharides à partir de déchets d'origine agricole |
| CN104231098A (zh) * | 2014-08-27 | 2014-12-24 | 华南理工大学 | 一种以蔗渣为原料经乙醇/水预处理制备低聚木糖的方法 |
| CN104311704A (zh) * | 2014-11-07 | 2015-01-28 | 宜宾雅泰生物科技有限公司 | 以粘胶纤维压榨碱液为原料提取半纤的膜过滤工艺 |
| CN105255965B (zh) * | 2015-10-14 | 2023-04-25 | 山东龙力生物科技股份有限公司 | 一种以棉籽壳为原料制备高纯度低聚木糖的方法 |
| US10458067B2 (en) | 2017-01-31 | 2019-10-29 | Kimberly-Clark Worldwide, Inc. | High bulk tissue comprising cross-linked fibers |
| EP3650411A1 (fr) * | 2018-11-12 | 2020-05-13 | Lenzing Aktiengesellschaft | Dispositif et procédé de récupération de la solution alcaline ainsi que dispositif et procédé de fabrication d'un corps moulé cellulosique régénéré comprenant un tel procédé |
| EP3666798A1 (fr) | 2018-12-11 | 2020-06-17 | Lenzing Aktiengesellschaft | Composition comportant du xylane et procédé de production d'une composition comportant du xylane |
| WO2021154560A1 (fr) | 2020-01-30 | 2021-08-05 | Kimberly-Clark Worldwide, Inc. | Produits de papier sanitaire et domestique comprenant des fibres réticulées |
| CN111848871B (zh) * | 2020-08-10 | 2023-01-10 | 北华大学 | 一种纳米木聚糖基接枝共聚物及其制备方法和应用 |
| CN112608352B (zh) * | 2020-11-30 | 2022-05-03 | 济南茂腾生物科技有限公司 | 一种制备高纯度低聚木糖的方法 |
| ES2966032A1 (es) | 2022-09-19 | 2024-04-17 | Univ Vigo | Proceso de producción de productos derivados de la hemicelulosa |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2549638B2 (ja) * | 1986-10-30 | 1996-10-30 | サントリー株式会社 | ビフイズス菌増殖促進組成物 |
| JP2807612B2 (ja) * | 1993-03-12 | 1998-10-08 | ノボ ノルディスク アクティーゼルスカブ | 新規キシラナーゼ、その製造法、該キシラナーゼによるパルプ処理方法及びキシロオリゴ糖の製造法 |
| EP1325961A1 (fr) * | 1997-06-10 | 2003-07-09 | Danisco Sweeteners Oy | Procédé pour la production de xylose cristallin |
| WO2004013409A1 (fr) * | 2002-07-25 | 2004-02-12 | Coffin World Water Systems | Appareil et procede de traitement de liqueur noire |
| US7812153B2 (en) * | 2004-03-11 | 2010-10-12 | Rayonier Products And Financial Services Company | Process for manufacturing high purity xylose |
| AT413820B (de) * | 2004-06-02 | 2006-06-15 | Chemiefaser Lenzing Ag | Verfahren zur herstellung von cellulosischen formkörpern |
| CN1280313C (zh) * | 2004-09-20 | 2006-10-18 | 南京师范大学 | 低聚木糖的清洁高效制备方法 |
| CN1274702C (zh) * | 2004-10-28 | 2006-09-13 | 南京林业大学 | 木聚糖高温降解制备低聚木糖的方法 |
-
2006
- 2006-05-10 AT AT0080806A patent/AT503624B1/de not_active IP Right Cessation
-
2007
- 2007-05-09 EP EP07718435A patent/EP2016103A1/fr not_active Withdrawn
- 2007-05-09 US US12/299,981 patent/US20100021975A1/en not_active Abandoned
- 2007-05-09 WO PCT/AT2007/000223 patent/WO2007128025A1/fr not_active Ceased
- 2007-05-09 BR BRPI0711386-2A patent/BRPI0711386A2/pt not_active IP Right Cessation
Non-Patent Citations (1)
| Title |
|---|
| See references of WO2007128025A1 * |
Also Published As
| Publication number | Publication date |
|---|---|
| US20100021975A1 (en) | 2010-01-28 |
| AT503624B1 (de) | 2008-08-15 |
| AT503624A1 (de) | 2007-11-15 |
| WO2007128025A1 (fr) | 2007-11-15 |
| BRPI0711386A2 (pt) | 2011-11-08 |
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Legal Events
| Date | Code | Title | Description |
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| AX | Request for extension of the european patent |
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| 17Q | First examination report despatched |
Effective date: 20090223 |
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| STAA | Information on the status of an ep patent application or granted ep patent |
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| 18D | Application deemed to be withdrawn |
Effective date: 20090908 |