WO2005016905A1 - Procede perfectionne de production d'hydroxymatairesinol a partir de bois - Google Patents

Procede perfectionne de production d'hydroxymatairesinol a partir de bois Download PDF

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Publication number
WO2005016905A1
WO2005016905A1 PCT/FI2004/000465 FI2004000465W WO2005016905A1 WO 2005016905 A1 WO2005016905 A1 WO 2005016905A1 FI 2004000465 W FI2004000465 W FI 2004000465W WO 2005016905 A1 WO2005016905 A1 WO 2005016905A1
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WO
WIPO (PCT)
Prior art keywords
fraction
heavy fraction
hydroxymatairesinol
comminution
separated
Prior art date
Application number
PCT/FI2004/000465
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English (en)
Inventor
Lars Pellas
Original Assignee
Hormos Medical Corporation
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Hormos Medical Corporation filed Critical Hormos Medical Corporation
Publication of WO2005016905A1 publication Critical patent/WO2005016905A1/fr

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08H—DERIVATIVES OF NATURAL MACROMOLECULAR COMPOUNDS
    • C08H8/00—Macromolecular compounds derived from lignocellulosic materials
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08H—DERIVATIVES OF NATURAL MACROMOLECULAR COMPOUNDS
    • C08H6/00—Macromolecular compounds derived from lignin, e.g. tannins, humic acids
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08H—DERIVATIVES OF NATURAL MACROMOLECULAR COMPOUNDS
    • C08H99/00—Subject matter not provided for in other groups of this subclass, e.g. flours, kernels

Definitions

  • This invention relates to an improved method for the production of hydroxymatairesinol from knotwood in a chip flow by extraction with a polar solvent.
  • the improvement relates to a more effective and easily applicable method for enriching knots in the wood material to be led to extraction.
  • Hydroxymatairesinol is a lignan with anti-oxidative properties. It has been found to have valuable therapeutical effects, e.g. as an agent for preventing cancer, hormone dependent diseases and cardiovascular diseases. Moreover, it has been found that intake of hydroxymatairesinol increases the enterolactone level in the individual's serum. The increased level of enterolactone leads in turn to certain favourable therapeutical effects, such as improved protection against cancer, see WO 00/59946, Hormos Nutraceutical Oy Ltd. Therefore it has been suggested to use hydroxymatairesinol as a pharmaceutical or as a food additive, either in the form of a functional food or as a unit dosage form (capsule or the like) for intake in addition to the daily food.
  • hydroxymatairesinol for decreasing overactivity of certain cells, i.e. certain phagocytes and T-lymphocytes, and subsequently preventing many diseases. Furthermore, hydroxymatairesinol is also a useful starting material in the synthesis of other therapeutically valuable lignans such as matairesinol (WO 03/057209, Hormos Nutraceutical Oy Ltd.), secoisolariciresinol, lariciresinol and cyclolariciresionol (WO 03/059340, Hormos Nutraceutical Oy Ltd.). A common feature for all these lignans is, that their supply has been very restricted, because they cannot be recovered from any plant source in greater amounts. Previously, no feasible methods for their synthesis have been presented.
  • hydroxymatairesinol has been found in coniferous trees, especially in spruce.
  • concentration of hydroxymatairesinol is particularly high in knotwood (wood rich in knots).
  • the hydroxymatairesinol concentration is 5 to 7 %, calculated on knots.
  • spruce wood and particularly knots of spruce wood, is an especially useful source for recovery of hydroxymatairesinol.
  • the published patent application WO 03/044004, Hormos Nutraceutical Oy Ltd. describes a method for recovery of hydroxymatairesinol wherein finely divided wood is extracted with a polar solvent, such as alcohol, and where a complexing agent is added to the extract, resulting in precipitation of hydroxymatairesinol as a complex.
  • the wood material is enriched with respect to knots.
  • Such an enriched material which is produced along with the manufacture of pulp, is the fraction of oversized chips, derived from the chipping and subsequent screening step. This fraction of oversized chips has unfavorable effects on the pulp quality, and therefore its entry into the pulping process should be avoided.
  • This fraction of oversized chips which can be about 5 % of the total amount of chips, is in practice often led to combustion for energy production.
  • the fraction of oversized chips contains 10 to 30 % of knots, which in turn contain high concentrations of hydroxymatairesinol.
  • the remaining part of the oversized chips is normal wood.
  • Leading the fraction of oversized chips directly to combustion means that considerable amounts of raw material in the form of normal wood are withdrawn from the pulping process.
  • the use of the fraction of oversized chips as such for recovery of hydroxymatairesinol by extraction is, although technically possible, an unfavorable load on the extraction process because only about 30 % of the wood material to be extracted contains considerable amounts of hydroxymatairesinol.
  • the fraction of normal wood is just a load on the extraction process while this fraction would be a valuable additional raw material for the pulp manufacture.
  • the aim of the present invention is to achieve an improved extraction method for recovery of hydroxymatairesinol from knotwood derived from oversized chips, obtained in the chip-handling process in a pulp mill.
  • the improvement concerns the fractioning of the oversized chips.
  • the fractioning step according to this invention aims at an improved, non-water based method which does not suffer from the drawbacks related to the known water-based sedimentation process described above.
  • the method according to the present invention is characterized in that a) oversized chips, or an air-separated heavy fraction thereof, is finely divided, b) the finely divided material from step a) is without preceding drying and/or mixing with water separated into a light fraction and a heavy fraction, c) the heavy fraction from step b) is extracted with a polar solvent, and d) hydroxymatairesinol is recovered from the extract.
  • Figure 1 shows schematically a known method for enriching of knots from a chip flow
  • Figure 2 shows schematically a method for recovery of hydroxymatairesinol from knotwood in a flow of oversized chips, wherein the material passed to extraction has been enriched with respect to knots by the method according to the present invention
  • Figure 3 shows the method of this invention according to one alternative
  • Figure 4 shows the method of this invention according to another alternative
  • Figure 5 shows the method of this invention according to a third alternative.
  • Figure 1 shows the water-based method for enriching knots from a chip flow according to the Finnish patent application FI 20001739. According to the figure, an air-separated fraction of the oversized chips is led to comminution, but alternatively, the total fraction of oversized chips can be charged to comminution, subsequent drying, mixing with water and water-based sedimentation. In case air-screening is used, a useful method is Air Density Separation, ADS, which is described in US 5,568,896, for example.
  • ADS Air Density Separation
  • Figure 2 shows a method according to the present invention.
  • the oversized chips are led to comminution.
  • the comminution can, with respect to the preceding extraction step, basically be any method of dividing material finely. However, if it also is desirable to ensure that the fraction of the finely divided material to be returned to the pulping process is of good quality for manufacture of pulp, then it is feasible to use a comminution method giving thin splinters, avoiding essentially cutting of the length of the fibres.
  • the "pin chips"-process which normally is used for comminution of oversized chips for the manufacture of mechanical pulp.
  • comminution apparatuses As examples of suitable comminution apparatuses can be mentioned the devices disclosed in US 5,937,923, US 4,235,382 and US 4,953,795.
  • Another example of a possible comminution apparatus is an impact grinder, for example an Atrex® impact grinder described in the Finnish patent FI 105699.
  • the object of the separation step is to separate the finely divided material into a knot-rich fraction and another fraction with no or low content of knots. It is known that the knot-rich chips have a higher specific weight than chips with no or low concentrations of knots. Therefore it can be said that the object is to achieve a separation of the finely divided material into a heavy (i.e. knot-rich) fraction for use in the subsequent extraction and recovery of hydroxymatairesinol, and into a light fraction which, in case the fibre quality requirements are fulfilled, is returned to the pulping process, or, if the quality requirements are not fulfilled, is led to another use, such as combustion.
  • the separation can be performed in many alternative ways.
  • air separation Air Density Separation, ADS
  • ADS Air Density Separation
  • the principle is that the finely divided material is led into a tower in which an upwardly moving air flow is arranged. Heavy material descends while light material is moved ahead with the air flow.
  • the finely divided material can be separated in a cyclone or in several cyclones arranged in series or in parallel, where heavy material present in a charged air flow is forced to the periphery of the cyclone(s) due to the centrifugal force.
  • the separation into a heavy fraction and a light fraction does not necessarily need to be a unit operation using differences in the specific weight of the material to be fractioned. It is known from practice that the knotwood is much more difficult to comminute than normal wood.
  • conventional screening based on particle size grid or disk sieve, for example according to FI 92476, or a rod sieve, for example according to FI 101203.
  • the usefulness of a screening method based on particle size depends highly on the comminution method used.
  • Figure 3 shows an alternative method in which the oversized chips have been screened in an air screening step. Only the knot-rich fraction is led to comminution and subsequent treatment.
  • Figure 4 shows a third alternative where at least part of the heavy fraction from the screening step is returned to the preceding comminution step.
  • Figure 5 shows a fourth alternative employing two subsequent comminution steps and screening steps.
  • the comminution and screening process can naturally be stationarily integrated with the wood treating process in the pulp mill. Alternatively it would be possible to build a transportable, ambulatory machinery for these processes. Such machinery can easily be transported to different pulp mills.
  • the comminution and screening apparatuses which can be made up of one or more units, can be mounted on the same or different easily transportable, for example wheel-equipped supports which can be transported by car to the destination desired.
  • the knot-rich wood material achieved has not been subjected to water and is thus dry and storable and can be used for extraction on a desired place at a suitable time, - the apparatuses are of common type and easy to integrate with the chip handling process in a pulp mill,
  • knot-rich material can be extracted as such without preceding drying
  • the apparatuses for comminution and screening can easily be built as a transportable unit.

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Biochemistry (AREA)
  • Materials Engineering (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Polysaccharides And Polysaccharide Derivatives (AREA)
  • Processing Of Solid Wastes (AREA)

Abstract

Cette invention concerne un procédé de récupération d'hydroxymatairésinol à partir de bois noueux dérivé de copeaux surdimensionnés. Cette invention se caractérise en ce que : a) les copeaux surdimensionnés, ou une fraction lourde séparée par l'air de ces copeaux, sont finement divisés ; b) le matériau finement divisé obtenu à l'étape a) est séparé en une fraction légère et une fraction lourde sans séchage préalable et/ou mélange avec de l'eau ; c) la fraction lourde obtenue à l'étape b) est extraite à l'aide d'un solvant polaire ; et d) l'hydroxymatairésinol est récupéré à partir de cet extrait. Cette invention concerne également un équipement transportable permettant d'effectuer la fragmentation et la séparation du matériau destiné à être utilisé dans l'extraction.
PCT/FI2004/000465 2003-08-13 2004-07-29 Procede perfectionne de production d'hydroxymatairesinol a partir de bois WO2005016905A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FI20031150 2003-08-13
FI20031150A FI116898B (sv) 2003-08-13 2003-08-13 Förbättrad metod för utvinning av hydroximatairesinol

Publications (1)

Publication Number Publication Date
WO2005016905A1 true WO2005016905A1 (fr) 2005-02-24

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Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/FI2004/000465 WO2005016905A1 (fr) 2003-08-13 2004-07-29 Procede perfectionne de production d'hydroxymatairesinol a partir de bois

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FI (1) FI116898B (fr)
WO (1) WO2005016905A1 (fr)

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4050980A (en) * 1974-11-27 1977-09-27 Crown Zellerbach Corporation Selective delamination of wood chips
WO1999061173A1 (fr) * 1998-05-22 1999-12-02 Valmet Woodhandling Oy Procede et appareil pour trier des copeaux
WO2002009893A1 (fr) * 2000-08-02 2002-02-07 Oy Separation Research Ab Procede de recuperation de bois de compression et/ou de bois normal a partir de copeaux surdimensionnes
US20020043577A1 (en) * 1999-08-10 2002-04-18 Regents Of The University Of Minnesota Birch bark processing and the isolation of natural products from birch bark

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4050980A (en) * 1974-11-27 1977-09-27 Crown Zellerbach Corporation Selective delamination of wood chips
WO1999061173A1 (fr) * 1998-05-22 1999-12-02 Valmet Woodhandling Oy Procede et appareil pour trier des copeaux
US20020043577A1 (en) * 1999-08-10 2002-04-18 Regents Of The University Of Minnesota Birch bark processing and the isolation of natural products from birch bark
WO2002009893A1 (fr) * 2000-08-02 2002-02-07 Oy Separation Research Ab Procede de recuperation de bois de compression et/ou de bois normal a partir de copeaux surdimensionnes

Also Published As

Publication number Publication date
FI20031150A0 (fi) 2003-08-13
FI116898B (sv) 2006-03-31
FI20031150A (fi) 2005-02-14

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