US20030230653A1 - Method for the production of powder with high tannin content and its use - Google Patents

Method for the production of powder with high tannin content and its use Download PDF

Info

Publication number
US20030230653A1
US20030230653A1 US10/377,888 US37788803A US2003230653A1 US 20030230653 A1 US20030230653 A1 US 20030230653A1 US 37788803 A US37788803 A US 37788803A US 2003230653 A1 US2003230653 A1 US 2003230653A1
Authority
US
United States
Prior art keywords
powder
tannin
adhesive
bark
tannin content
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.)
Abandoned
Application number
US10/377,888
Inventor
Yusho Nakamoto
Toshihiko Tsunoda
Keiko Ono
Hiroyuki Yano
Yoshikazu Yazaki
Huijian Jiang
Frank Lawson
Peter Uhlherr
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Monash University
Wood One Co Ltd
Original Assignee
Monash University
Wood One Co Ltd
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 Monash University, Wood One Co Ltd filed Critical Monash University
Assigned to MONASHI UNIVERSITY, KABUSHIKI KAISHA WOOD ONE (ALSON T/A WOOD ONE CO., LTD.) reassignment MONASHI UNIVERSITY ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: NAKAMOTO, YUSHO, ONO, KEIKO, TSUNODA, TOSHIHIKO, YANO, HIROYUKI, JIANG, HUIJIAN, LAWSON, FRANK, UHLHERR, PETER HEINZ THEODORE, YAZAKI, YOSHIKAZU
Assigned to MONASHI UNIVERSITY, KABUSHIKI KAISHA WOOD ONE (ASLO T/A WOOD ONE CO., LTD.) reassignment MONASHI UNIVERSITY CORRECTIVE ASSIGNMENT TO CORRECT THE FIRST ASSIGNEE'S NAME PREVIOUSLY RECORDED ON REEL 013701, FRAME 0710. ASSIGNOR HEREBY CONFIRMS THE ASSIGNMENT OF THE ENTIRE INTEREST. Assignors: NAKAMOTO, YUSHO, ONO, KEIKO, TSUNODA, TOSHIHIKO, YANO, HIROYUKI, JIANG, HUIJIAN, LAWSON, FRANK, UHLHERR, PETER HEINZ THEODORE, YAZAKI, YOSHIKAZU
Publication of US20030230653A1 publication Critical patent/US20030230653A1/en
Priority to US11/700,185 priority Critical patent/US7611082B2/en
Abandoned legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08HDERIVATIVES OF NATURAL MACROMOLECULAR COMPOUNDS
    • C08H8/00Macromolecular compounds derived from lignocellulosic materials
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B07SEPARATING SOLIDS FROM SOLIDS; SORTING
    • B07BSEPARATING SOLIDS FROM SOLIDS BY SIEVING, SCREENING, SIFTING OR BY USING GAS CURRENTS; SEPARATING BY OTHER DRY METHODS APPLICABLE TO BULK MATERIAL, e.g. LOOSE ARTICLES FIT TO BE HANDLED LIKE BULK MATERIAL
    • B07B9/00Combinations of apparatus for screening or sifting or for separating solids from solids using gas currents; General arrangement of plant, e.g. flow sheets
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08HDERIVATIVES OF NATURAL MACROMOLECULAR COMPOUNDS
    • C08H99/00Subject matter not provided for in other groups of this subclass, e.g. flours, kernels
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L97/00Compositions of lignin-containing materials
    • C08L97/02Lignocellulosic material, e.g. wood, straw or bagasse
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J161/00Adhesives based on condensation polymers of aldehydes or ketones; Adhesives based on derivatives of such polymers
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J161/00Adhesives based on condensation polymers of aldehydes or ketones; Adhesives based on derivatives of such polymers
    • C09J161/04Condensation polymers of aldehydes or ketones with phenols only
    • C09J161/06Condensation polymers of aldehydes or ketones with phenols only of aldehydes with phenols
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J197/00Adhesives based on lignin-containing materials
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J197/00Adhesives based on lignin-containing materials
    • C09J197/02Lignocellulosic material, e.g. wood, straw or bagasse
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J199/00Adhesives based on natural macromolecular compounds or on derivatives thereof, not provided for in groups C09J101/00 -C09J107/00 or C09J189/00 - C09J197/00
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2205/00Polymer mixtures characterised by other features
    • C08L2205/02Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2205/00Polymer mixtures characterised by other features
    • C08L2205/03Polymer mixtures characterised by other features containing three or more polymers in a blend
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2666/00Composition of polymers characterized by a further compound in the blend, being organic macromolecular compounds, natural resins, waxes or and bituminous materials, non-macromolecular organic substances, inorganic substances or characterized by their function in the composition
    • C08L2666/02Organic macromolecular compounds, natural resins, waxes or and bituminous materials
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L61/00Compositions of condensation polymers of aldehydes or ketones; Compositions of derivatives of such polymers
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L61/00Compositions of condensation polymers of aldehydes or ketones; Compositions of derivatives of such polymers
    • C08L61/04Condensation polymers of aldehydes or ketones with phenols only
    • C08L61/06Condensation polymers of aldehydes or ketones with phenols only of aldehydes with phenols
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L97/00Compositions of lignin-containing materials

Definitions

  • the present invention relates to a method for the production of powder with high tannin content, powder with high tannin content obtained by the same method, and a use thereof. More specifically, the present invention relates to a method for the production of powder with high tannin content in an adhesive or a binder for wood as a main component, molding, a binder for molding, a filler an enhancer, a health-care food and a drug.
  • tannin is used as a raw material of adhesives, binders or moldings
  • plant resources with much tannin contents for example, bark or wood of mangrove, acacia, radiata pine ( Pinus radiata ), pine, larch, quebracho, eucalyptus, oak, or Japanese hemlock are crushed to a suitable particle size.
  • tannin is extracted therefrom with water, an aqueous solvent or organic solvent such as a lower alcohol and filtered.
  • the tannin filtrate is concentrated and then used as high concentration tannin solutions or it is dried and then used as powdered tannin.
  • a basic objective of the present invention is to effectively utilize such a fine particle fraction obtained after crushing of a plant resource.
  • an objective of the present invention is to provide a method for production of powder with a high tannin content, which is free of the above-mentioned problems.
  • Another objective of the present invention is to provide powder with a high tannin content produced by such a method.
  • Still another objective of the present invention is to provide a method of using such powder.
  • the inventors of the present invention have made extensive studies with a view to effective utilization of the above-mentioned fine particles formed when a plant resource is crushed into particles having a particle size suitable for the extraction of tannin which is conventionally performed. That is, the inventors extracted the fine particles with methanol by a conventional method to obtain tannin and then examined the Stiasny values of the obtained tannin (ratio of tannin contained in the extract that reacts with aldehyde). As a result, it was revealed that the methanol extract was obtained from the fine particles at high yields and the Stiasny value of tannin thereof was very high.
  • the inventors prepared a liquid from the powder fraction of the pulverized and classified fine particles without extraction as a main component of an adhesive and performed adhesive tests, the results of which revealed that the liquid had an adhesive strength identical to or higher than that of the conventional tannin adhesive.
  • adhesives prepared by adding the powder fraction of the mechanically crushed and classified fine particles to conventional tannin as a filler or adhesive enhancer also have an adhesive strength identical to or higher than that of conventional tannin adhesives.
  • the present invention provides a method for production of powder with a high tannin content, comprising crushing a tannin-containing plant resource and classifying the pulverized plant resource.
  • the present invention also provides powder with a high tannin content obtained by the above-mentioned production method.
  • the present invention provides a method of using the powder with a high tannin content as a substitute for tannin.
  • the present invention can be applied to various plant resources with tannin without any particular limitations. Therefore, preferred plant resources are those plants conventionally used for the extraction of tannin. Furthermore, to obtain a fine powder fraction having characteristics that can be utilized for adhesives, binders, moldings, etc., bark and wood of mangrove, acacia, radiata pine ( Pinus radiata ), pine, larch, eucalyptus, oak, hemlock, quebracho, and the like are desirable. In particular, the bark thereof is preferable from the viewpoint of utilization of resources and availability of powder with high tannin content.
  • the method for crushing is not particularly limited; however, crushing may be performed preferably by a method in which no high temperature is reached at the time of crushing, and for a short time.
  • the plant resources crushed to a size of 1 mm or less is fed to a classifier and classified into fine particle powder having a particle size of 10 to 1000 ⁇ m, preferably not greater than 100 ⁇ m, and more preferably 50 to 80 ⁇ m or less by a screen classifier such as a rotary drum screen or a sieve shaker, or a dry classifier based on, for example, gravitational classification, inertial classification or centrifugal classification.
  • a screen classifier such as a rotary drum screen or a sieve shaker
  • a dry classifier based on, for example, gravitational classification, inertial classification or centrifugal classification.
  • the method of classification is not particularly limited but is advantageously performed for a short time and by a method in which no high temperature is reached at the time of classification, mainly based on mechanical classification of particle size.
  • the particle size of fractions of particles with high tannin content may vary depending on the kind of plant resource and configuration of particles after crushing, the particle size for the classification is not particularly limited.
  • the particle size of fine powder that is used as it is for adhesives, binders, moldings, etc. is preferably 100 ⁇ m or less, more preferably 60 to 70 ⁇ m or less. Those fractions with a particle size of 100 to 1000 ⁇ m may be recycled to be used in the step of tannin extraction.
  • the particles after classification may further be crushed depending on the purpose for which they are subsequently used.
  • the tannin content (Stiasny value) of the extractives which is extracted with methanol from the fine powder with high tannin content obtained by the present invention, which reacts with aldehyde is 80% or more (preferably 90% or more), to 106.8% which is a theoretical value of a reaction product with aldehyde in case where the tannin is 100% catechine as a standard (weight percentage: this applies to rest of the specification).
  • a mixed solution of the fine powder with high tannin content and an aqueous solution as an adhesive and a binder desirably has a viscosity of 6000 mPa.s or less which is suitable for coating in an extruder or a flow coater of a coating apparatus.
  • a mixed solution with a solids content of 35 to 45% produces with an adhesion strength equal to that of phenol resin.
  • An adhesive which is prepared from the fine powder with high tannin content obtained by the present invention, has good processing properties as well as good coating properties. Such an adhesive has high adhesion strength to wood test pieces, and wood failure is also observed.
  • the reason that the fine particles obtained by the method of the present invention have high tannin content has not been elucidated in detail yet.
  • the portion of a plant resource containing a significant amount of tannin is more easily crushed than the other portions thereof. Therefore, fine particles portion generated upon crushing into a size suitable for filtration after extraction in a conventional tannin extraction operation may be used.
  • the content of tannin may be measured in advance and only the portions of the bark that are known to have high tannin contents may be crushed and used.
  • the powder with high tannin content obtained by the production method of the present invention can be used in various materials such as an adhesive, a binder, molding, a binder for molding, a filler, an enhancer, a health-care food, and a drug either singly or as an enhancer or filler to the conventional tannin powder or high concentration tannin solution.
  • the outer bark powder pulverized to a particle size of 1.6 mm or less was classified into eight particle size fractions in a sieve shaker (Fisher-Wheeler Sieve Shaker) provided with seven sieves (Endecofts BS410) of 38, 45, 53, 63, 75, 90 and 106 ⁇ m mesh openings, respectively.
  • the eight particle size fractions obtained by use of the above-mentioned seven types of sieves were each extracted with methanol for 15 minutes to obtain tannin/methanol solutions. Methanol was evaporated from the tannin/methanol solutions to obtain concentrated tannin solutions, which then were subjected to freeze drying to obtain tannin powder.
  • Table 1 shows the yield of extractives by such methanol extraction (tannin powder), with respect to the total dry weight of the bark, and the Stiasny value of tannin thereof.
  • the fractions of high classification yields were fractions with a particle size of not smaller than 106 ⁇ m and of 53 to 63 ⁇ m and, furthermore, fractions having high methanol extract yields were fractions with a particle size of not greater than 63 ⁇ m.
  • the fraction having the highest Stiasny value of tannin was the outer bark powder fraction with a particle size of 53 to 63 ⁇ m.
  • the fine powder with a particle size of not greater than 63 ⁇ m causes clogging when filtration is performed through a filter with a pore size of 20 to 60 ⁇ m in the conventional tannin extraction.
  • the adhesive containing the outer bark powder with a particle size of 53 to 63 ⁇ m had a viscosity identical with that of the conventional tannin adhesive, even without adding fillers such as coconut shell flour, wheat flour, and macadamia nuts shell flour. This viscosity was within the range of 500 to 6,000 mPa.s, which is suitable for a coating apparatus such as an extruder or a flow coater.
  • the adhesion strength test was conducted in accordance with Japanese Agricultural Standard (JAS). Veneers of radiata pine ( Pinus radiata ) were used as test pieces (specimen). Each veneer was coated with an adhesive in an amount of 150 to 200 g/m 2 , and pressed under a cold pressure of 0.8 MPa for 5 minutes and under a hot pressure of 1.0 MPa at 140° C. for 7 minutes to be bonded to each other. The adhesion strength test was conducted with respect to 10 test pieces in dry strength (in which the test pieces were as initially produced) and 10 test pieces after boiling in water for 72 hours. Table 3 shows average results.
  • Acacia mangium bark was used as a plant resource.
  • the bark was separated into outer bark having a high tannin content and inner bark having a low tannin content.
  • the separated Acacia mangium outer bark was dried at 40° C. so as to have a moisture content of 10 to 15% and then crushed in a Wiley mill by use of a 0.5 mm mesh screen.
  • the thus obtained crushed Acacia mangium outer bark powder was charged to a sieve shaker (Fisher Wheeler Sieve Shaker) provided with four sieves of 63, 125, 250 and 500 ⁇ m mesh opening, and classified for a suitable time.
  • an adhesive containing the outer bark powder having a particle size of not greater than 63 ⁇ m had a viscosity identical with that of the conventional tannin adhesive, even without adding fillers such as coconut shell flour and wheat flour. This viscosity was within the range of 500 to 6,000 mpa.s, which is suitable for a coating apparatus such as an extruder or a flow coater.
  • Acacia mangium barks were used as a plant resource.
  • the bark was separated into outer bark having a high tannin content and inner bark having a low tannin content.
  • the separated Acacia mangium outer bark was dried at 40° C. so as to have a moisture content of 10 to 15% and then crushed in a Wiley mill by use of a 0.5 mm mesh screen.
  • Out of the thus crushed Acacia mangium outer bark powders those which passed through a sieve of 63 ⁇ m mesh were used to produce moldings. More particularly, 0.5 g of paraformaldehyde was added to 5 g of the Acacia mangium powder and was well mixed.
  • the mixture was charged in a cylindrical mold having a diameter of 50 mm and pressed at a pressing pressure of 100 MPa and at a temperature of 160° C. for 30 minutes to obtain moldings of about 2 mm in thickness.
  • the density of the obtained moldings was about 1.4 g/cm 3 .
  • a sample having a width of 10 mm and a length of 40 mm was prepared from the moldings and the flexural strength of it was determined by a centrally concentrated load method. Young's modulus in flexure and flexural strength of the sample were 4 to 5 GPa and 40 to 50 MPa, respectively. The flexural strength increased by 30 to 40% by addition of 30% of wood flour (particle diameter: 63 ⁇ m or less) to the outer bark powder. Water absorbing rate and thickness swelling rate of the outer bark powder moldings after 1 hour's boiling were 3 to 4% and 4 to 5%, respectively. The water resistance value of the sample was substantially identical with that of novolak type phenol resin moldings containing 50% of wood flour prepared as a comparison. Thus, it was revealed that the molded product from Acacia mangium outer bark powder has excellent water resistance.
  • the radiata pine ( Pinus radiata ) outer bark powder (particle size: 53 to 63 ⁇ m) of the present invention or conventional macadamia nuts shell flour was added as an additive to a commercially available phenol resin adhesive to prepare an adhesive paste.
  • an adhesive paste radiata pine ( Pinus radiata ) veneers each having a thickness of 4.0 mm were laminated to make a 5-ply plywood laminate. Mixing conditions of the adhesive are shown in Table 9.
  • the present invention mere crushing of a plant resource containing tannin and classification of fine particles having a certain particle size or less can give rise to powder with a high tannin content.
  • the obtained powder with a high tannin content like the conventional tannin powder, can be used as an adhesive, binder, etc. or it can form moldings by itself. Therefore, the present invention has various advantages, for example, in that the steps of extraction, concentration, drying, etc. needed in the conventional production method for tannin are unnecessary.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Polymers & Plastics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Wood Science & Technology (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Coloring Foods And Improving Nutritive Qualities (AREA)
  • Disintegrating Or Milling (AREA)
  • Compounds Of Unknown Constitution (AREA)
  • Medicines Containing Plant Substances (AREA)

Abstract

The present invention provides a method of producing powder with a high tannin content, the method including pulverizing a tannin-containing plant such as bark of radiata pine (Pinus radiata) and classifying the pulverized material into fine particles having a desired particle size, for example, fine particles having a particle diameter of 100 to 1,000 μm or less, and powder with a high tannin content produced by such a method.
The thus obtained powder with a high tannin content exhibits excellent characteristics when used as an adhesive, a binder, etc. for wood materials.

Description

    BACKGROUND OF THE INVENTION
  • 1. Field of the Invention [0001]
  • The present invention relates to a method for the production of powder with high tannin content, powder with high tannin content obtained by the same method, and a use thereof. More specifically, the present invention relates to a method for the production of powder with high tannin content in an adhesive or a binder for wood as a main component, molding, a binder for molding, a filler an enhancer, a health-care food and a drug. [0002]
  • 2. Description of the Related Art [0003]
  • Various components are widely present in plants. It is known that extraction of such components with solvents such as water, aqueous solvents and lower alcohols can give rise to a substance usually called tannin that can be used as an adhesive, a binder, a drug or the like. [0004]
  • In the case where tannin is used as a raw material of adhesives, binders or moldings, plant resources with much tannin contents, for example, bark or wood of mangrove, acacia, radiata pine ([0005] Pinus radiata), pine, larch, quebracho, eucalyptus, oak, or Japanese hemlock are crushed to a suitable particle size. Then, tannin is extracted therefrom with water, an aqueous solvent or organic solvent such as a lower alcohol and filtered. The tannin filtrate is concentrated and then used as high concentration tannin solutions or it is dried and then used as powdered tannin.
  • To efficiently extract tannin, it is advantageous to crush plant resources into particles as small as possible so that an extraction solvent can sufficiently and speedily penetrate into the substances to be extracted, i.e., the plant resources. Although the particle size distribution of plant resources after crushing may be different depending on the kind of plant resource, such as bark, it has been known that a filter having a pore diameter of 20 to 60 μm is suitable for the filtration of tannin solutions in a filtration step after the extraction. However, use of such a filter could in some cases result in formation of a large amount of fine powder that is so fine as to cause the problem of clogging of the filter, so that efficient filtration cannot be performed. [0006]
  • Conventionally, the extraction has been performed after removing the fine particles obtained after the pulverization. However, mere removal of the fine particles not only results in a great loss of raw material but also raises a problem of causing environmental pollution when they are discarded. [0007]
  • SUMMARY OF THE INVENTION
  • A basic objective of the present invention is to effectively utilize such a fine particle fraction obtained after crushing of a plant resource. [0008]
  • Therefore, an objective of the present invention is to provide a method for production of powder with a high tannin content, which is free of the above-mentioned problems. [0009]
  • Another objective of the present invention is to provide powder with a high tannin content produced by such a method. [0010]
  • Still another objective of the present invention is to provide a method of using such powder. [0011]
  • Under the circumstances, the inventors of the present invention have made extensive studies with a view to effective utilization of the above-mentioned fine particles formed when a plant resource is crushed into particles having a particle size suitable for the extraction of tannin which is conventionally performed. That is, the inventors extracted the fine particles with methanol by a conventional method to obtain tannin and then examined the Stiasny values of the obtained tannin (ratio of tannin contained in the extract that reacts with aldehyde). As a result, it was revealed that the methanol extract was obtained from the fine particles at high yields and the Stiasny value of tannin thereof was very high. [0012]
  • Accordingly, the inventors prepared a liquid from the powder fraction of the pulverized and classified fine particles without extraction as a main component of an adhesive and performed adhesive tests, the results of which revealed that the liquid had an adhesive strength identical to or higher than that of the conventional tannin adhesive. [0013]
  • Further, the inventors have confirmed that adhesives prepared by adding the powder fraction of the mechanically crushed and classified fine particles to conventional tannin as a filler or adhesive enhancer also have an adhesive strength identical to or higher than that of conventional tannin adhesives. [0014]
  • Similarly, also in the case of adhesives composed of a synthetic phenol resin adhesive and the above-mentioned powder fraction added thereto as a filler or adhesive enhancer, improvements in adhesive strength and water resistance have been observed. [0015]
  • Therefore, the present invention provides a method for production of powder with a high tannin content, comprising crushing a tannin-containing plant resource and classifying the pulverized plant resource. [0016]
  • The present invention also provides powder with a high tannin content obtained by the above-mentioned production method. [0017]
  • Furthermore, the present invention provides a method of using the powder with a high tannin content as a substitute for tannin. [0018]
  • DESCRIPTION OF THE PREFERRED EMBODIMENTS
  • The present invention can be applied to various plant resources with tannin without any particular limitations. Therefore, preferred plant resources are those plants conventionally used for the extraction of tannin. Furthermore, to obtain a fine powder fraction having characteristics that can be utilized for adhesives, binders, moldings, etc., bark and wood of mangrove, acacia, radiata pine ([0019] Pinus radiata), pine, larch, eucalyptus, oak, hemlock, quebracho, and the like are desirable. In particular, the bark thereof is preferable from the viewpoint of utilization of resources and availability of powder with high tannin content.
  • In crushing of plant resources, in a case of plant resources with high tannin contents, e.g., forest resources, bark, etc. are crushed as they are or after adjustment to a suitable moisture content, into a particle size of 1 mm or less or formed into a fiber by a hammer mill, a Wiley mill, a ball mill, a roller mill or a high speed rotary grinder and used. [0020]
  • The method for crushing is not particularly limited; however, crushing may be performed preferably by a method in which no high temperature is reached at the time of crushing, and for a short time. [0021]
  • The plant resources crushed to a size of 1 mm or less is fed to a classifier and classified into fine particle powder having a particle size of 10 to 1000 μm, preferably not greater than 100 μm, and more preferably 50 to 80 μm or less by a screen classifier such as a rotary drum screen or a sieve shaker, or a dry classifier based on, for example, gravitational classification, inertial classification or centrifugal classification. [0022]
  • The method of classification is not particularly limited but is advantageously performed for a short time and by a method in which no high temperature is reached at the time of classification, mainly based on mechanical classification of particle size. [0023]
  • Furthermore, since the particle size of fractions of particles with high tannin content may vary depending on the kind of plant resource and configuration of particles after crushing, the particle size for the classification is not particularly limited. The particle size of fine powder that is used as it is for adhesives, binders, moldings, etc. is preferably 100 μm or less, more preferably 60 to 70 μm or less. Those fractions with a particle size of 100 to 1000 μm may be recycled to be used in the step of tannin extraction. [0024]
  • The particles after classification may further be crushed depending on the purpose for which they are subsequently used. [0025]
  • The tannin content (Stiasny value) of the extractives which is extracted with methanol from the fine powder with high tannin content obtained by the present invention, which reacts with aldehyde is 80% or more (preferably 90% or more), to 106.8% which is a theoretical value of a reaction product with aldehyde in case where the tannin is 100% catechine as a standard (weight percentage: this applies to rest of the specification). [0026]
  • A mixed solution of the fine powder with high tannin content and an aqueous solution as an adhesive and a binder desirably has a viscosity of 6000 mPa.s or less which is suitable for coating in an extruder or a flow coater of a coating apparatus. A mixed solution with a solids content of 35 to 45% produces with an adhesion strength equal to that of phenol resin. An adhesive, which is prepared from the fine powder with high tannin content obtained by the present invention, has good processing properties as well as good coating properties. Such an adhesive has high adhesion strength to wood test pieces, and wood failure is also observed. Furthermore, the fine powder with high tannin content obtained by the present invention may be added to tannin adhesives and other resins, for example, synthetic formaldehyde resin. They can be mixed at a ratio in the range of (tannin or synthetic resin):(powder with high tannin content)=1:99 to 99:1. [0027]
  • The reason that the fine particles obtained by the method of the present invention have high tannin content has not been elucidated in detail yet. Presumably, the portion of a plant resource containing a significant amount of tannin is more easily crushed than the other portions thereof. Therefore, fine particles portion generated upon crushing into a size suitable for filtration after extraction in a conventional tannin extraction operation may be used. Alternatively, as in the case of outer bark of radiata pine ([0028] Pinus radiata), the content of tannin may be measured in advance and only the portions of the bark that are known to have high tannin contents may be crushed and used.
  • The powder with high tannin content obtained by the production method of the present invention can be used in various materials such as an adhesive, a binder, molding, a binder for molding, a filler, an enhancer, a health-care food, and a drug either singly or as an enhancer or filler to the conventional tannin powder or high concentration tannin solution.[0029]
  • EXAMPLES
  • Hereinafter, the present invention will be described by way of illustrative examples. It should be noted that the present invention is not limited thereto. Particularly, here, bark of radiata pine ([0030] Pinus radiata) and of acacia (Acacia mangium) is divided into outer and inner bark and experiments on the outer bark, which contains more tannin than the inner bark, will be explained. However, the bark can be crushed directly without dividing into outer bark and inner bark and then classified into a predetermined particle size to obtain bark as a fine powder with high tannin content. In the following examples, unless otherwise specified, “%” and “parts” denote “% by weight” and “parts by weight”.
  • Example 1
  • As a plant resource containing tannin, radiata pine ([0031] Pinus radiata) bark discarded and discharged in large amounts in the step of processing wood was used. The bark was separated into the outer bark that is corky and has higher tannin content and the inner bark that is fibrous and has lower tannin content by the method described in Japanese Patent Application Laid-open No. 2002-302497. The separated outer bark of radiata pine (Pinus radiata) was dried to have a moisture content of 20% or less and then crushed in a hammer mill so as to pass through a 1.6 mm mesh screen. The outer bark powder pulverized to a particle size of 1.6 mm or less was classified into eight particle size fractions in a sieve shaker (Fisher-Wheeler Sieve Shaker) provided with seven sieves (Endecofts BS410) of 38, 45, 53, 63, 75, 90 and 106 μm mesh openings, respectively.
  • The eight particle size fractions obtained by use of the above-mentioned seven types of sieves were each extracted with methanol for 15 minutes to obtain tannin/methanol solutions. Methanol was evaporated from the tannin/methanol solutions to obtain concentrated tannin solutions, which then were subjected to freeze drying to obtain tannin powder. Table 1 shows the yield of extractives by such methanol extraction (tannin powder), with respect to the total dry weight of the bark, and the Stiasny value of tannin thereof. As can be seen from Table 1, the fractions of high classification yields were fractions with a particle size of not smaller than 106 μm and of 53 to 63 μm and, furthermore, fractions having high methanol extract yields were fractions with a particle size of not greater than 63 μm. The fraction having the highest Stiasny value of tannin was the outer bark powder fraction with a particle size of 53 to 63 μm. The fine powder with a particle size of not greater than 63 μm causes clogging when filtration is performed through a filter with a pore size of 20 to 60 μm in the conventional tannin extraction. [0032]
    TABLE 1
    Particle size distribution, extractive yield and Stiasny values
    of the powder from radiata pine (Pinus radiate) outer bark
    Extractives
    Particle size Classification yield Extract Yield Stiasny values*
    (μm) (%) (%) (%)
    >106 36.6 38.9 95.33
     90-106 7.0 36.8 91.62
    75-90 4.7 37.3 91.18
    63-75 16.9 44.1 98.31
    53-63 34.8 69.5 103.4
    45-53 0.22 68.7
    38-45 0.04
     <38 0.005
  • Water was added to prepare slurry such that the obtained from the outer bark respect to 100 parts of the bark powder with the slurry to prepare an adhesive (radiata pine ([0033] Pinus radiata) outer bark powder adhesive). Mixing examples and liquid viscosity of the adhesives are shown in Table 2.
  • On the other hand, the outer bark powder having a particle size greater than 63 μm was extracted with methanol to obtain a tannin/methanol solution, from which methanol was then evaporated, followed by subjecting the residue to freeze drying to obtain tannin powder. Similarly, by using the obtained tannin powder, a tannin adhesive (radiata pine ([0034] Pinus radiata) outer bark tannin adhesive) based on the formulation shown in Table 2 was obtained.
  • As can be seen from Table 2, it is revealed that the adhesive containing the outer bark powder with a particle size of 53 to 63 μm had a viscosity identical with that of the conventional tannin adhesive, even without adding fillers such as coconut shell flour, wheat flour, and macadamia nuts shell flour. This viscosity was within the range of 500 to 6,000 mPa.s, which is suitable for a coating apparatus such as an extruder or a flow coater. [0035]
    TABLE 2
    An adhesive formulation from Radiata pine (Pinus radiata) outer bark
    The outer bark The outer bark
    Formulation powder adhesive tannin adhesive
    Outer bark powder (53-63 μm)  100 parts   0 part
    Extract   0 part  100 parts
    Sodium hydroxide 0.5 part  0.5 part
    Paraformaldehyde  10 parts  10 parts
    Coconut shell flour   0 part   0 part
    Wheat flour   0 part   0 part
    Macadamia Nuts shell flour   0 part  10 parts
    Water  150 parts  150 parts
    Solids content in an adhesive  30-40(%)  30-40(%)
    liquid
    Viscosity (mPa · s, 25° C.) 1000-6000 1000-6000
  • The normal state and boiling adhesion test results of each adhesive formulated according to Table 2 are shown in Table 3. Table 3 also shows the results of the same tests on a commercially available phenol resin adhesive. As can be seen from Table 3, in the normal state and under boiling conditions, the adhesives of the present invention exhibited an adhesive strength and wood failure which are both identical with or higher than those of the conventional tannin adhesive or phenol resin adhesive. [0036]
  • The adhesion strength test was conducted in accordance with Japanese Agricultural Standard (JAS). Veneers of radiata pine ([0037] Pinus radiata) were used as test pieces (specimen). Each veneer was coated with an adhesive in an amount of 150 to 200 g/m2, and pressed under a cold pressure of 0.8 MPa for 5 minutes and under a hot pressure of 1.0 MPa at 140° C. for 7 minutes to be bonded to each other. The adhesion strength test was conducted with respect to 10 test pieces in dry strength (in which the test pieces were as initially produced) and 10 test pieces after boiling in water for 72 hours. Table 3 shows average results.
  • In each column of the adhesive test in Table 3, the numerical values in the upper rows indicate adhesive strength (kgf/cm[0038] 2) and the numerical values in the brackets in the lower rows indicate wood failure (%) (the same applies to the subsequent tables).
    TABLE 3
    Bark/formaldehyde adhesive using radiata pine (Pinus radiata)
    outer bark
    Adhesion test (kgf/cm2)
    (Wood failure (%))
    Radiata pine Radiata pine
    (Pinus radiata) (Pinus radiata) Phenol
    Test Test outer bark outer bark Resin
    veneer conditions powder adhesive tannin adhesive adhesive
    Radiata Normal state 19 17 15
    pine (80) (90) (90)
    (Pinus Boiling 10 12 10
    radiata) (60) (70) (60)
    Kapur Normal state 21 25 23
    (80) (80) (75)
    Boiling 16 17 15
    (60) (60) (60)
  • Example 2
  • The fraction with high tannin content, 53-63 μm powder, of radiata pine ([0039] Pinus radiata) outer bark obtained in Example 1 was mixed with tannin powder obtained by methanol extraction of the bark or with commercially available phenol resin to prepare adhesives and their adhesive strength was examined. Table 4 shows mixing examples of adhesives and viscosity after mixing with adhesive liquid at a solids content of 40%.
  • As can be seen from Table 4, the adhesive liquid with the outer bark powder showed coatable viscosity. [0040]
  • Furthermore, the normal state and boiling adhesion test results of each adhesive formulated according to Table 4 are shown in Table 5. As can be seen from Table 5, in the normal state and under boiling conditions, the adhesives of the present invention exhibited an adhesive strength and wood failure which are both identical with or higher than those of the conventional tannin adhesive or phenol resin adhesive. [0041]
    TABLE 4
    Mixing samples of a bark adhesives using
    Radiata Pine (Pinus radiata) outer bark
    Mixing Mixing Mixing
    example example example
    Formulation 1 2 3
    Outer bark powder  50 parts  50 parts  70 parts
    (53-63 μm)
    Extract  50 parts   0 part  30 parts
    Commercially available   0 part  50 parts   0 part
    phenol resin
    Sodium hydroxide 0.5 parts 0.5 parts 0.5 parts
    Paraformaldehyde 10.0 parts 10.0 parts 10.0 parts
    Coconut shell flour   0 part   0 part   0 part
    Wheat flour   0 part   0 part   0 part
    Macadamia nuts shell flour   0 part   0 part   0
    Water  150 parts  150 parts  150 parts
    Solids content in an  30-40(%)  30-40(%)  30-40(%)
    adhesive liquid
    Viscosity (mPa · s, 25° C.) 2000-6000 2000-6000 3000-6000
  • [0042]
    TABLE 5
    Radiata pine (Pinus radiata) outer bark/and bark extract/
    formaldehyde adhesives
    Adhesion test: (kgf/cm2)
    (Wood failure (%))
    Mixing Mixing Mixing
    Test example example Example
    Test veneer conditions 1 2 3
    Radiata pine Normal state 18 20 20
    (Pinus radiata) (80) (80) (70)
    Boiling 10 12 11
    (60) (60) (70)
    Kapur Normal state 21 25 22
    (80) (90) (80)
    Boiling 13 12 14
    (60) (70) (70)
  • Example 3
  • [0043] Acacia mangium bark was used as a plant resource. The bark was separated into outer bark having a high tannin content and inner bark having a low tannin content. The separated Acacia mangium outer bark was dried at 40° C. so as to have a moisture content of 10 to 15% and then crushed in a Wiley mill by use of a 0.5 mm mesh screen. The thus obtained crushed Acacia mangium outer bark powder was charged to a sieve shaker (Fisher Wheeler Sieve Shaker) provided with four sieves of 63, 125, 250 and 500 μm mesh opening, and classified for a suitable time.
  • Five particle size fractions obtained by use of the four kinds of sieves were each extracted with methanol on a warm bath at 30° C. for 1 hour to obtain tannin/methanol-extracted solutions. After evaporation of methanol and addition of a small amount of water, the extracted solutions were subjected to freeze drying to obtain tannin powders. Table 6 shows yields and Stiasny values of the extracts (tannin powders) obtained by extraction with methanol, based on the dry weight of total bark. [0044]
  • As can be seen from Table 6, the bark particle size fraction with a particle size of not greater than 63 μm, which could cause clogging when filtration is performed through a filter with a pore size of 20 to 60 μm in the conventional tannin extraction, had a high yield and a high Stiasny value of tannin when extracted with methanol. [0045]
    TABLE 6
    Particle size of outer bark powder, extractive yield
    and Stiasny value from Acacia mangium
    Classification Extract
    Particle size yield Yield Stiasny value
    (μm) (%) (%) (%)
    250-500 28.3 32.6 88.0
    125-250 24.7 32.5 94.4
     63-125 17.7 29.2 96.5
    <63 29.3 49.4-55.1 97.5
  • Furthermore, a slurry was prepared such that the obtained resin powder with a particle size of not greater than 63 μm occupies a solid content of 40% of the resulting mixture. Then, 0.9 part of sodium hydroxide and 10 parts of paraformaldehyde were mixed with respect to 100 parts of the outer bark powder with the slurry to prepare an adhesive. Table 7 shows mixing examples and paste viscosities of the adhesives. [0046]
  • With respect to outer bark powder having a size of greater than 63 μm, extraction with methanol was performed to obtain a tannin/methanol extracted solution, from which methanol was then evaporated, followed by adding a small amount of water thereto and then subjecting the residue to freeze drying to obtain tannin powder. Similarly, by using the tannin powder, a tannin adhesive based on the formulation shown in Table 7 was obtained. [0047]
  • As can be seen from Table 7, it was revealed that an adhesive containing the outer bark powder having a particle size of not greater than 63 μm had a viscosity identical with that of the conventional tannin adhesive, even without adding fillers such as coconut shell flour and wheat flour. This viscosity was within the range of 500 to 6,000 mpa.s, which is suitable for a coating apparatus such as an extruder or a flow coater. [0048]
    TABLE 7
    The outer bark adhesive formulation from Acacia mangium
    Acacia mangium Acacia mangium
    outer bark outer bark
    Formulation powder adhesive tannin adhesive
    Outer bark powder (<63 μm)  100 parts   0 part
    Extract   0 part  100 parts
    Sodium hydroxide 0.9 part 0.9 part
    Paraformaldehyde  10 parts  10 parts
    Coconut shell flour   0 part   0 part
    Wheat flour   0 part   0 part
    Macadamia nuts shell flour   0 part  10 parts
    Water  140 parts  140 parts
    Solids content in  30-40(%)  30-40(%)
    an adhesive liquid
    Viscosity 3000-6000 4000-6000
    (mPa · s, 25° C.)
  • The normal state and hot water and boiling adhesive test results of each adhesive formulated according to Table 7 are shown in Table 8. The adhesive tests were performed according to JIS K-6851. As can be seen from Table 8, in the normal state and under hot water and boiling conditions, the adhesives of the present invention exhibited an adhesive strength and wood failure which are both identical with or higher than those of the conventional acacia tannin adhesive or phenol resin adhesive. [0049]
    TABLE 8
    Acacia mangium outer bark/and outer bark extract/formaldehyde
    adhesives
    Adhesion test
    (kgf/cm2)
    Acacia mangium outer Acacia tannin
    Test veneer Test conditions bark powder adhesive adhesive
    Red meranti Normal state 15.4 12.0
    Hotwater 12.4 6.8
    Boiling 11.7 7.1
  • Example 4
  • [0050] Acacia mangium barks were used as a plant resource. The bark was separated into outer bark having a high tannin content and inner bark having a low tannin content. The separated Acacia mangium outer bark was dried at 40° C. so as to have a moisture content of 10 to 15% and then crushed in a Wiley mill by use of a 0.5 mm mesh screen. Out of the thus crushed Acacia mangium outer bark powders, those which passed through a sieve of 63 μm mesh were used to produce moldings. More particularly, 0.5 g of paraformaldehyde was added to 5 g of the Acacia mangium powder and was well mixed. Then, the mixture was charged in a cylindrical mold having a diameter of 50 mm and pressed at a pressing pressure of 100 MPa and at a temperature of 160° C. for 30 minutes to obtain moldings of about 2 mm in thickness. The density of the obtained moldings was about 1.4 g/cm3.
  • A sample having a width of 10 mm and a length of 40 mm was prepared from the moldings and the flexural strength of it was determined by a centrally concentrated load method. Young's modulus in flexure and flexural strength of the sample were 4 to 5 GPa and 40 to 50 MPa, respectively. The flexural strength increased by 30 to 40% by addition of 30% of wood flour (particle diameter: 63 μm or less) to the outer bark powder. Water absorbing rate and thickness swelling rate of the outer bark powder moldings after 1 hour's boiling were 3 to 4% and 4 to 5%, respectively. The water resistance value of the sample was substantially identical with that of novolak type phenol resin moldings containing 50% of wood flour prepared as a comparison. Thus, it was revealed that the molded product from [0051] Acacia mangium outer bark powder has excellent water resistance.
  • Example 5
  • Formaldehyde catching effect was measured. [0052]
  • The radiata pine ([0053] Pinus radiata) outer bark powder (particle size: 53 to 63 μm) of the present invention or conventional macadamia nuts shell flour was added as an additive to a commercially available phenol resin adhesive to prepare an adhesive paste. By using this adhesive paste, radiata pine (Pinus radiata) veneers each having a thickness of 4.0 mm were laminated to make a 5-ply plywood laminate. Mixing conditions of the adhesive are shown in Table 9.
  • For each sample board cut out from the thus made plywood laminate, the formaldehyde exhalation amount thereof was measured according to JAS and compared. As a result, it was revealed that the sample board made by laminating the veneers (developed product) with the adhesive containing the radiata pine ([0054] Pinus radiata) outer bark powder had a very small formaldehyde exhalation amount, which easily satisfied FCO (0.5 mg/l) or less according to the prescription by JAS.
  • The results of measurement of each test board are shown in Table 9. In Table 9, the conventional product indicates a plywood laminate laminated with an adhesive containing macadamia nuts shell flour. [0055]
    TABLE 9
    Developed Conventional
    product product
    Commercially available  100 parts  100 parts
    phenol resin
    Macadamia nuts shell flour   0 part 10.0 parts
    Radiata pine (Pinus radiata) 10.0 parts   0 part
    outer bark powder
    (53 to 63 μm)
    Formaldehyde emission (mg/l) 0.10 0.38
  • According to the present invention, mere crushing of a plant resource containing tannin and classification of fine particles having a certain particle size or less can give rise to powder with a high tannin content. Although it depends on the tannin content thereof, the obtained powder with a high tannin content, like the conventional tannin powder, can be used as an adhesive, binder, etc. or it can form moldings by itself. Therefore, the present invention has various advantages, for example, in that the steps of extraction, concentration, drying, etc. needed in the conventional production method for tannin are unnecessary. [0056]

Claims (10)

What is claimed is:
1. A method for production of powder with a high tannin content, comprising crushing a tannin-containing plant resource and classifying the pulverized plant resource.
2. A method for production according to claim 1, wherein the pulverization is mechanical pulverization.
3. A method for production according to claim 2, wherein the mechanical pulverization is performed by use of an apparatus selected from the group consisting of a hammer mill, a Wiley mill, a ball mill, a roller mill, and a high speed rotary crusher.
4. A method for production according to claim 1, wherein the classification is performed by use of a classifier.
5. A method for production according to claim 4, wherein the classifier is one selected from the group consisting of a screen classifier such as a rotary drum screen and a sieve shaker, and a dry classifier based on gravitational classification, inertial classification and centrifugal classification.
6. A method for production according to claim 1, wherein the powder with a high tannin content which is pulverized and classified has a particle size of 1,000 μm or less.
7. A method for production according to claim 1, wherein the powder with a high tannin content which is pulverized and classified has a particle size of 100 μm or less.
8. Powder with a high tannin content obtained by a production method according to claim 1.
9. A method of using powder with a high tannin content according to claim 8 as a substitute for conventional tannin.
10. A method according to claim 9, wherein the powder with a high tannin content is used as a substitute for conventional tannin, in one material selected from the group consisting of an adhesive, a binder, a molded material, a binder for molded materials, a filler, an adhesive enhancer, a health-care food, and a drug.
US10/377,888 2002-03-08 2003-03-04 Method for the production of powder with high tannin content and its use Abandoned US20030230653A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
US11/700,185 US7611082B2 (en) 2002-03-08 2007-01-31 Method for the production of powder with high tannin content and its use

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2002064178A JP4683258B2 (en) 2002-03-08 2002-03-08 Method for producing tannin-rich powder and use thereof
JP2002-064178 2002-03-08

Related Child Applications (1)

Application Number Title Priority Date Filing Date
US11/700,185 Continuation US7611082B2 (en) 2002-03-08 2007-01-31 Method for the production of powder with high tannin content and its use

Publications (1)

Publication Number Publication Date
US20030230653A1 true US20030230653A1 (en) 2003-12-18

Family

ID=27751260

Family Applications (2)

Application Number Title Priority Date Filing Date
US10/377,888 Abandoned US20030230653A1 (en) 2002-03-08 2003-03-04 Method for the production of powder with high tannin content and its use
US11/700,185 Expired - Lifetime US7611082B2 (en) 2002-03-08 2007-01-31 Method for the production of powder with high tannin content and its use

Family Applications After (1)

Application Number Title Priority Date Filing Date
US11/700,185 Expired - Lifetime US7611082B2 (en) 2002-03-08 2007-01-31 Method for the production of powder with high tannin content and its use

Country Status (13)

Country Link
US (2) US20030230653A1 (en)
EP (1) EP1342743B1 (en)
JP (1) JP4683258B2 (en)
CN (1) CN100584889C (en)
AR (1) AR038742A1 (en)
AT (1) ATE404613T1 (en)
AU (1) AU2003200906B2 (en)
DE (1) DE60322763D1 (en)
DK (1) DK1342743T3 (en)
HK (1) HK1056378A1 (en)
MY (1) MY135042A (en)
NZ (1) NZ524624A (en)
ZA (1) ZA200301899B (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20090095694A1 (en) * 2007-10-11 2009-04-16 Owens Edward F Reducing tannin staining in wood plastic composite materials
US20100137423A1 (en) * 2006-08-10 2010-06-03 Yusho Nakamoto Antioxidative composition containing acacia bark derivative
JP2014105331A (en) * 2012-11-29 2014-06-09 Omura Consulting Gmbh Adhesive composition
US20180312735A1 (en) * 2015-10-23 2018-11-01 Wood One Co., Ltd. Adhesive using bark
US11339313B2 (en) * 2017-04-25 2022-05-24 Wood One Co., Ltd. Adhesive

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7976877B2 (en) 2003-11-12 2011-07-12 Oy Arbonova Ab Use of knotwood extracts
KR100824665B1 (en) * 2006-04-21 2008-04-24 경도화학공업주식회사 An adhesive comprising tannin and manufacturing method thereof
JP2009073973A (en) * 2007-09-21 2009-04-09 Research Institute Of Tsukuba Biotech Ltd Solid fuel and its manufacturing method
KR100824666B1 (en) 2007-12-26 2008-04-24 경도화학공업주식회사 Manufacturing method of an adhesive comprising tannin
WO2011002509A1 (en) 2009-06-30 2011-01-06 Tiecheng Alex Qiao Semiconductor nanocrystals used with led sources
JP5122668B2 (en) * 2010-05-06 2013-01-16 株式会社コシイウッドソリューションズ Plywood adhesive composition, plywood manufacturing method and plywood
CN103773296A (en) * 2013-12-25 2014-05-07 广西宾阳县荣良新材料科技有限公司 Glue composition for plywood
EP3768510B1 (en) * 2018-03-23 2022-04-27 Foresa Technologies S.L.U. Monocomponent adhesive composition comprising formaldehyde-based resin with a free formal-dehyde content below 0,1 wt%, comprising resorcinol, alkylresorcinol and/or tannin

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2510119A (en) * 1948-04-20 1950-06-06 Us Agriculture Production of tannin and soft-grit blasting material from nutshells
US2563086A (en) * 1947-06-27 1951-08-07 Shell Dev Process for segregating powdered materials into fractions of different particle size
US4113919A (en) * 1975-11-19 1978-09-12 Champion International Corporation Process for in situ formation of a tree-derived resinous adhesive composition

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS4747293B1 (en) * 1968-04-10 1972-11-29
AU7230398A (en) * 1997-02-20 1998-09-09 Kronospan Gmbh Adhesive composition
JP2002001155A (en) * 2000-06-19 2002-01-08 Kenjiro Makino Method for preparation of ultrafinery pulverized natural material, ultrafinely pulverized natural material and pulverizing device used in this method for preparation of ultrafinely pulverized natural material
JP2002001141A (en) * 2000-06-23 2002-01-08 Nisshin Seifun Group Inc Mechanical pulverizing machine
JP4241908B2 (en) * 2000-07-14 2009-03-18 興 永井 Solid material crushing equipment
JP2002125593A (en) * 2000-10-27 2002-05-08 Ito En Ltd Finely powdered and classified tea and method for producing finely powdered and classified tea
JP3723944B2 (en) 2001-03-30 2005-12-07 株式会社ウッドワン Tannin, production method thereof and use thereof
US20030054055A1 (en) * 2001-03-30 2003-03-20 Kabushiki Kaisha Juken Sangyo Method for the production of tannin and its use

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2563086A (en) * 1947-06-27 1951-08-07 Shell Dev Process for segregating powdered materials into fractions of different particle size
US2510119A (en) * 1948-04-20 1950-06-06 Us Agriculture Production of tannin and soft-grit blasting material from nutshells
US4113919A (en) * 1975-11-19 1978-09-12 Champion International Corporation Process for in situ formation of a tree-derived resinous adhesive composition

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20100137423A1 (en) * 2006-08-10 2010-06-03 Yusho Nakamoto Antioxidative composition containing acacia bark derivative
US9132159B2 (en) * 2006-08-10 2015-09-15 Mimozax Co., Ltd. Composition for prevention and/or treatment of tumors containing acacia derivative
US20090095694A1 (en) * 2007-10-11 2009-04-16 Owens Edward F Reducing tannin staining in wood plastic composite materials
JP2014105331A (en) * 2012-11-29 2014-06-09 Omura Consulting Gmbh Adhesive composition
US20180312735A1 (en) * 2015-10-23 2018-11-01 Wood One Co., Ltd. Adhesive using bark
US11149173B2 (en) 2015-10-23 2021-10-19 Wood One Co., Ltd. Adhesive using bark
US11339313B2 (en) * 2017-04-25 2022-05-24 Wood One Co., Ltd. Adhesive

Also Published As

Publication number Publication date
JP2003261853A (en) 2003-09-19
DE60322763D1 (en) 2008-09-25
AR038742A1 (en) 2005-01-26
NZ524624A (en) 2003-08-29
EP1342743B1 (en) 2008-08-13
EP1342743A1 (en) 2003-09-10
DK1342743T3 (en) 2008-12-15
AU2003200906B2 (en) 2007-08-02
US20070125890A1 (en) 2007-06-07
HK1056378A1 (en) 2004-02-13
ATE404613T1 (en) 2008-08-15
JP4683258B2 (en) 2011-05-18
AU2003200906A1 (en) 2003-09-25
ZA200301899B (en) 2003-10-16
US7611082B2 (en) 2009-11-03
CN1443821A (en) 2003-09-24
CN100584889C (en) 2010-01-27
MY135042A (en) 2008-01-31

Similar Documents

Publication Publication Date Title
US7611082B2 (en) Method for the production of powder with high tannin content and its use
CN1041744C (en) Thermosetting resin material and composite products from lignocellulose
Aydin et al. Utilization of bark flours as additive in plywood manufacturing
US4364979A (en) Composition board
WO2016057390A1 (en) Adhesives containing a resin, a kraft lignin, and a surfactant and methods for making and using same
WO2018047047A1 (en) Glyoxalated lignin compositions
AU783264B2 (en) A process for the production of tannin and its use
Liang et al. Low-formaldehyde emission composite particleboard manufactured from waste chestnut bur
US4324747A (en) Pulp waste liquor-phenolic resin binder
DE69916649T2 (en) Renewable phenol / formaldehyde binding resins
US4200723A (en) Organic phenol extract compositions of peanut hull agricultural residues and method
US4201699A (en) Phenol-aldehyde resin composition containing pecan pith extract and an aldehyde
AU670702B2 (en) A method of producing a wood-derived material
US4469858A (en) Tree foliage extracts and their use in phenol-aldehyde resins
CA2489191C (en) Process for forming lignocellulosic products and products formed thereby
EP3994190A1 (en) Resin composition
JP2009154437A (en) Wood composite material and method for manufacturing the same
KR100729503B1 (en) Environment-friendly board using green tea and wood-based plate-shaped product comprising the same
WO1998037148A2 (en) Adhesive composition
NZ524024A (en) A method for the production of tannin from the outer bark of pinus radiata
MXPA01003926A (en) Bonding resins

Legal Events

Date Code Title Description
AS Assignment

Owner name: MONASHI UNIVERSITY, AUSTRALIA

Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNORS:NAKAMOTO, YUSHO;TSUNODA, TOSHIHIKO;ONO, KEIKO;AND OTHERS;REEL/FRAME:013701/0710;SIGNING DATES FROM 20030403 TO 20030509

Owner name: KABUSHIKI KAISHA WOOD ONE (ALSON T/A WOOD ONE CO.,

Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNORS:NAKAMOTO, YUSHO;TSUNODA, TOSHIHIKO;ONO, KEIKO;AND OTHERS;REEL/FRAME:013701/0710;SIGNING DATES FROM 20030403 TO 20030509

AS Assignment

Owner name: KABUSHIKI KAISHA WOOD ONE (ASLO T/A WOOD ONE CO.,

Free format text: CORRECTIVE ASSIGNMENT TO CORRECT THE FIRST ASSIGNEE'S NAME PREVIOUSLY RECORDED ON REEL 013701, FRAME 0710;ASSIGNORS:NAKAMOTO, YUSHO;TSUNODA, TOSHIHIKO;ONO, KEIKO;AND OTHERS;REEL/FRAME:014048/0634;SIGNING DATES FROM 20030403 TO 20030509

Owner name: MONASHI UNIVERSITY, AUSTRALIA

Free format text: CORRECTIVE ASSIGNMENT TO CORRECT THE FIRST ASSIGNEE'S NAME PREVIOUSLY RECORDED ON REEL 013701, FRAME 0710;ASSIGNORS:NAKAMOTO, YUSHO;TSUNODA, TOSHIHIKO;ONO, KEIKO;AND OTHERS;REEL/FRAME:014048/0634;SIGNING DATES FROM 20030403 TO 20030509

STCB Information on status: application discontinuation

Free format text: ABANDONED -- FAILURE TO RESPOND TO AN OFFICE ACTION