CA2319416C - Formulations de resines naturelles - Google Patents

Formulations de resines naturelles Download PDF

Info

Publication number
CA2319416C
CA2319416C CA002319416A CA2319416A CA2319416C CA 2319416 C CA2319416 C CA 2319416C CA 002319416 A CA002319416 A CA 002319416A CA 2319416 A CA2319416 A CA 2319416A CA 2319416 C CA2319416 C CA 2319416C
Authority
CA
Canada
Prior art keywords
resin
phenol
natural resin
adhesive composition
formaldehyde
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.)
Expired - Lifetime
Application number
CA002319416A
Other languages
English (en)
Other versions
CA2319416A1 (fr
Inventor
Barry Freel
Robert Graham
Regi Giroux
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.)
Ensyn Renewables Inc
Original Assignee
Ensyn Group Inc Canada
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
Priority claimed from CA002228418A external-priority patent/CA2228418A1/fr
Application filed by Ensyn Group Inc Canada filed Critical Ensyn Group Inc Canada
Priority to CA002319416A priority Critical patent/CA2319416C/fr
Publication of CA2319416A1 publication Critical patent/CA2319416A1/fr
Application granted granted Critical
Publication of CA2319416C publication Critical patent/CA2319416C/fr
Anticipated expiration legal-status Critical
Expired - Lifetime 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
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G16/00Condensation polymers of aldehydes or ketones with monomers not provided for in the groups C08G4/00 - C08G14/00
    • C08G16/02Condensation polymers of aldehydes or ketones with monomers not provided for in the groups C08G4/00 - C08G14/00 of aldehydes
    • C08G16/0293Condensation polymers of aldehydes or ketones with monomers not provided for in the groups C08G4/00 - C08G14/00 of aldehydes with natural products, oils, bitumens, residues
    • 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
    • C08L61/00Compositions of condensation polymers of aldehydes or ketones; Compositions of derivatives of such polymers
    • C08L61/20Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
    • C08L61/22Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with acyclic or carbocyclic compounds
    • C08L61/24Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with acyclic or carbocyclic compounds with urea or thiourea
    • 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
    • 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
    • C09J161/00Adhesives based on condensation polymers of aldehydes or ketones; Adhesives based on derivatives of such polymers
    • C09J161/20Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
    • C09J161/22Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with acyclic or carbocyclic compounds
    • C09J161/24Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with acyclic or carbocyclic compounds with urea or thiourea
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10BDESTRUCTIVE DISTILLATION OF CARBONACEOUS MATERIALS FOR PRODUCTION OF GAS, COKE, TAR, OR SIMILAR MATERIALS
    • C10B49/00Destructive distillation of solid carbonaceous materials by direct heating with heat-carrying agents including the partial combustion of the solid material to be treated
    • C10B49/16Destructive distillation of solid carbonaceous materials by direct heating with heat-carrying agents including the partial combustion of the solid material to be treated with moving solid heat-carriers in divided form
    • C10B49/20Destructive distillation of solid carbonaceous materials by direct heating with heat-carrying agents including the partial combustion of the solid material to be treated with moving solid heat-carriers in divided form in dispersed form
    • C10B49/22Destructive distillation of solid carbonaceous materials by direct heating with heat-carrying agents including the partial combustion of the solid material to be treated with moving solid heat-carriers in divided form in dispersed form according to the "fluidised bed" technique
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10BDESTRUCTIVE DISTILLATION OF CARBONACEOUS MATERIALS FOR PRODUCTION OF GAS, COKE, TAR, OR SIMILAR MATERIALS
    • C10B53/00Destructive distillation, specially adapted for particular solid raw materials or solid raw materials in special form
    • C10B53/02Destructive distillation, specially adapted for particular solid raw materials or solid raw materials in special form of cellulose-containing material
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10CWORKING-UP PITCH, ASPHALT, BITUMEN, TAR; PYROLIGNEOUS ACID
    • C10C5/00Production of pyroligneous acid distillation of wood, dry distillation of organic waste
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02EREDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
    • Y02E50/00Technologies for the production of fuel of non-fossil origin
    • Y02E50/10Biofuels, e.g. bio-diesel

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Materials Engineering (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Biochemistry (AREA)
  • Dispersion Chemistry (AREA)
  • Combustion & Propulsion (AREA)
  • Phenolic Resins Or Amino Resins (AREA)

Abstract

Cette invention se rapporte à un procédé permettant de préparer une résine naturelle en liquéfiant du bois, de l'écorce, des résidus forestiers, des résidus de l'industrie du bois ou toute autre biomasse, à l'aide d'une pyrolyse rapide, afin de former des vapeurs de produits et du charbon de bois. Après retrait du charbon de bois des vapeurs de produits, un premier groupe de composés est retiré des vapeurs de produits, par refroidissement rapide, afin de créer une vapeur de produit sélectionnée restante, d'où est tirée une résine naturelle. Cette résine naturelle présente une teneur phénolique totale comprise entre environ 30 % et environ 80 % (en poids) et elle se caractérise en outre par une odeur de fumée agréable. Il a été surprenant de découvrir que cette résine naturelle se prête à une utilisation dans des formulations d'adhésifs, sans qu'il soit nécessaire de recourir à tout autre technique d'extraction ou de fractionnement. Des adhésifs contenant jusqu'à 60 % de résine naturelle ont été préparés et testés dans la production de planches, et on a découvert qu'ils possèdent des propriétés similaires associées aux résines disponibles dans le commerce. Cette résine naturelle peut remplacer le phénol, ou à la fois le phénol et le formaldéhyde dans les résines contenant du phénol. De même, cette résine naturelle peut remplacer une partie essentielle des constituants des résines contenant de l'urée.
CA002319416A 1998-01-30 1999-01-29 Formulations de resines naturelles Expired - Lifetime CA2319416C (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CA002319416A CA2319416C (fr) 1998-01-30 1999-01-29 Formulations de resines naturelles

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
CA002228418A CA2228418A1 (fr) 1998-01-30 1998-01-30 Formulations de resines naturelles
CA2,228,418 1998-01-30
PCT/CA1999/000051 WO1999038935A1 (fr) 1998-01-30 1999-01-29 Formulations de resines naturelles
CA002319416A CA2319416C (fr) 1998-01-30 1999-01-29 Formulations de resines naturelles

Publications (2)

Publication Number Publication Date
CA2319416A1 CA2319416A1 (fr) 1999-08-05
CA2319416C true CA2319416C (fr) 2003-10-21

Family

ID=25680014

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002319416A Expired - Lifetime CA2319416C (fr) 1998-01-30 1999-01-29 Formulations de resines naturelles

Country Status (1)

Country Link
CA (1) CA2319416C (fr)

Also Published As

Publication number Publication date
CA2319416A1 (fr) 1999-08-05

Similar Documents

Publication Publication Date Title
US6555649B2 (en) Natural resin formulations
JP6945579B2 (ja) リグニンの反応性を増加させるための方法
Effendi et al. Production of renewable phenolic resins by thermochemical conversion of biomass: A review
Feng et al. Valorization of bark for chemicals and materials: A review
WO2013144454A1 (fr) Procédé d'augmentation de la réactivité de la lignine
US6747076B2 (en) Furfuryl alcohol and lignin adhesive composition
EP2831150A1 (fr) Utilisation de lignine à faible poids moléculaire avec de la lignine pour produire une composition de liant de phénol-formaldéhyde
CA2072739C (fr) Resols obtenus a partir d'hydrocarbures de pyrolyse rapide fractionnes
Mao et al. Preparation, properties, and bonding utilization of pyrolysis bio-oil
EP1045890B1 (fr) Formulations de resines naturelles
CA2319416C (fr) Formulations de resines naturelles
Zhao Development of bio-based phenol formaldehyde resol resins using mountain pine beetle infested lodgepole pine barks
CA2347550C (fr) Resines de liaison
EP3099485A1 (fr) Production de contreplaqué à fils croisés
US4469858A (en) Tree foliage extracts and their use in phenol-aldehyde resins
Roslan et al. Bio-Based Phenol Formaldehyde from Lignocellulosic Biomass
JP2024513597A (ja) フェノール化合物を含まないバインダー組成物
MXPA01003926A (en) Bonding resins

Legal Events

Date Code Title Description
EEER Examination request
MKEX Expiry

Effective date: 20190129