EP1349901A1 - Matieres a base de bois constituees de pieces de bois collees par des polyisocyanates - Google Patents

Matieres a base de bois constituees de pieces de bois collees par des polyisocyanates

Info

Publication number
EP1349901A1
EP1349901A1 EP02710775A EP02710775A EP1349901A1 EP 1349901 A1 EP1349901 A1 EP 1349901A1 EP 02710775 A EP02710775 A EP 02710775A EP 02710775 A EP02710775 A EP 02710775A EP 1349901 A1 EP1349901 A1 EP 1349901A1
Authority
EP
European Patent Office
Prior art keywords
groups
component
wood
react
weight
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP02710775A
Other languages
German (de)
English (en)
Inventor
Karl Häberle
Marcus Leubner
Eberhard PFÜTZE
Michael Schmidt
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.)
BASF SE
Original Assignee
BASF SE
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 BASF SE filed Critical BASF SE
Publication of EP1349901A1 publication Critical patent/EP1349901A1/fr
Withdrawn legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/30—Low-molecular-weight compounds
    • C08G18/36—Hydroxylated esters of higher fatty acids
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08—Processes
    • C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08—Processes
    • C08G18/16—Catalysts
    • C08G18/18—Catalysts containing secondary or tertiary amines or salts thereof
    • C08G18/20—Heterocyclic amines; Salts thereof
    • C08G18/2081—Heterocyclic amines; Salts thereof containing at least two non-condensed heterocyclic rings
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
    • C09J175/04—Polyurethanes
    • Y—GENERAL 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
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31551—Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]
    • Y10T428/31591—Next to cellulosic

Definitions

  • the invention relates to wood-based materials made from wooden parts containing an adhesive composition
  • AI 25 to 100 wt .-% of a triglyceride with several reactive groups with isocyanate groups in one
  • component A2 0 to 75% by weight of another compound having one or more reactive groups which can react with isocyanate groups in an addition reaction (component A2), and
  • the invention further relates to adhesive compositions for this area of application.
  • the adhesive compositions of the prior art are considered to be in need of improvement, particularly with regard to their storage stability and viscosity.
  • a lower one is desired Viscosity, so that the adhesive compositions can be transferred and conveyed more easily, for example by pumping, and distributed on the surfaces to be bonded.
  • DE-A-4 412 759 discloses a formaldehyde-free, filler-containing adhesive composition based on an isocyanate-containing polyurethane prepolymer.
  • This adhesive composition has, in particular, a viscosity which is not very suitable for processing and uncompromising pressing times. The viscosity is particularly important for the pumpability and the ability of the adhesive composition to penetrate the substrate to be bonded (adhesion).
  • polyisocyanate-containing adhesive compositions are described in the earlier documents EP-A-1 072 620 and EP-A-1 072 621 and in EP application No. 01 123 829.2.
  • the task was therefore to provide adhesive compositions with good processing properties that can be further processed into wood-based materials with a good application-technical profile, in particular a high mechanical strength of moisture-stored wood-based materials is required.
  • the adhesive compositions from which the wood-based materials according to the invention are made contain up to 99.99% by weight, preferably 70 to 99.9% by weight of the prepolymer (P)
  • auxiliary or additive 0 to 20 wt .-%, preferably 0 to 10 wt .-% of an auxiliary or additive.
  • adhesive compositions contain effective amounts of filler, these preferably consist essentially of
  • 0.1 to 20% by weight preferably 1 to 15% by weight, particularly preferably 1 to 5% by weight of an auxiliary or additive.
  • wood-based materials according to the invention in particular plywood, plywood board, continuous wood board or plywood board, can be produced with the aforementioned adhesive compositions using the same methods by which the wooden parts from which they are composed are otherwise processed together with the otherwise customary aminoplast or phenoplast resins.
  • glulam or continuous wood planks are made from wooden boards by finger jointing the narrow edges. In the same way one proceeds with advantage in the production of endless wood board.
  • finger jointing is generally known and is described below using the example of finger jointing carried out according to DIN 68140 Part 1.
  • several layers of finger-glued wooden boards are generally connected to one another by gluing the side surfaces of the wooden boards with the adhesive compositions according to the invention.
  • Filler-containing adhesive compositions are more difficult to process because, with low-viscosity settings, the suspended filler settles after a short time and has to be stirred up immediately before processing.
  • the suspensions are stable at highly viscous settings, but are less preferred for the reasons mentioned above.
  • Filler-containing adhesive compositions are particularly disadvantageous when mechanically bonding surfaces that have narrow and deep incisions.
  • a surface can be found, for example, in finger jointing in accordance with DIN 68140 Part 1.
  • the tines are usually designed in their cross-section as pointed triangles, so that an equally pointed, triangular incision is formed by one leg of two adjacent tines.
  • a tool combing through the incisions is generally used to apply an adhesive composition to the leg surfaces of the tines, the shape of the adhesive-applying area of which is adapted to the incisions.
  • the adhesive composition is applied from the flanks of this application chamber, which usually have approximately the same length as the legs, by means of slots arranged in this area.
  • the adhesive compositions according to the invention preferably contain those prepolymers P which have an NCO content of 5 to 30, preferably 10 to 20, particularly preferably 13 to 17% by weight. Its viscosity at 25 ° C is 300 to 45000, preferably 5 500 to 25000 mPas.
  • components A and B are generally used in proportions such that the ratio of the reactive groups which react with isocyanate groups in an addition reaction to the isocyanate groups is 0.05: 1 to 0.8: 1, preferably 0 , 1: 1 to 0.5: 1.
  • Components A and B are reacted in the stated proportions in a generally known manner in accordance with the desired 5 NCO content of the prepolymers P.
  • Components A preferably contain 75 to 100%, particularly preferably essentially exclusively, a triglyceride Al.
  • Triglycerides AI are understood to mean esters of glycerol which have at least two reactive groups which can react with isocyanate groups in an addition reaction. They are e.g. selected from the group consisting of primary amino groups, secondary amino groups, alcoholic hydroxyl groups and 5 mercapto groups.
  • These compounds can be of natural, synthetic or semi-synthetic origin.
  • the natural triglycerides are to be understood as esters of carboxylic acids bearing hydroxyl groups, such as castor oil.
  • Semi-synthetic triglycerides are compounds that are obtained by chemical modification of natural triglycerides. These are, for example, compounds that can be prepared by epoxidation and subsequent hydro-, glyco- and / or aminolysis of olefinically unsaturated natural triglycerides. Such compounds are sold, for example, by Harburger Fettchemie Brinckmann & Mergeil GmbH under the name Merginat ® .
  • synthetic triglycerides can also be used, e.g. can be obtained by esterifying glycerol with appropriately substituted carboxylic acids.
  • Natural and partially synthetic triglycerides 5 are preferably used, particularly preferably natural, very particularly preferably castor oil.
  • Component A2 in particular comes into consideration those which are referred to in EP-A-1 072 620 as "component A”.
  • Component A2 includes polyhydric alcohols with a molecular weight of less than 400 g / mol, such as short-chain aliphatic diols with 2 to 14 carbon atoms, e.g. 1, 4-butanediol or 1,6 hexanediol, preferred.
  • the isocyanates which are customarily used are the aliphatic, cycloaliphatic, araliphatic or aromatic isocyanates known per se, preferably di- or triisocyanates. Suitable isocyanates are also in the
  • activators which accelerate the reaction of isocyanate groups and the reactive groups which can react with isocyanate groups in an addition reaction can be used as activators.
  • reactive groups which can react with isocyanate groups in an addition reaction are, above all, alcoholic hydroxyl groups, primary and secondary amino groups and mercaptans, and the hydroxyl group of water.
  • Carboxylic acid groups are not included.
  • activators are generally known in polyurethane chemistry and are listed, for example, in EP-A-1 072 620 as "catalysts". Tertiary amines such as dimethylmorpholine are preferred.
  • adhesive compositions contain customary additives such as surface-active substances, stabilizers, dyes, pigments, flame retardants, fungistatic and bacteriostatic substances and solvents.
  • Customary auxiliaries and additives which are preferred, can also be found under this name and under the name solvent in EP-A-1 072 620.
  • the following fillers are used, e.g. Polyamide fibers, usual particulate fillers into consideration.
  • wood-based materials according to the invention are used in particular in building construction, civil engineering, shipbuilding, vehicle construction and aircraft construction.
  • the product had an NCO content of 14.3% by weight and a viscosity of 7200 mPas at 25 ° C.
  • Example 2 (comparison)
  • Treatment A4 7 days storage in normal climate
  • Treatment A5 7 days storage in normal climate

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Adhesives Or Adhesive Processes (AREA)

Abstract

L'invention concerne des matières à base de bois constituées de pièces de bois qui sont collées avec une composition adhésive, ainsi que de telles compositions adhésives. Ladite composition adhésive comprend: un prépolymère (prépolymère P) portant des groupes isocyanates, dérivé de (A) un composant A contenant (A1) 25 à 100 % en poids d'un triglycéride comportant plusieurs groupes réactifs qui peuvent réagir avec des groupes isocyanates selon une réaction d'addition (triglycérides A1), et (A2) 0 à 75 % en poids d'un autre composé comportant au moins un groupe réactif pouvant réagir avec des groupes isocyanates selon une réaction d'addition (composant A2), et (B) un composant B contenant un polyisocyanate; éventuellement des additifs et auxiliaires habituels; éventuellement un activateur; et éventuellement une matière de charge.
EP02710775A 2001-01-04 2002-01-03 Matieres a base de bois constituees de pieces de bois collees par des polyisocyanates Withdrawn EP1349901A1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE10100220 2001-01-04
DE2001100220 DE10100220A1 (de) 2001-01-04 2001-01-04 Holzwerkstoffe aus mit Polyisocyanaten verleimten Holzteilen
PCT/EP2002/000012 WO2002053672A1 (fr) 2001-01-04 2002-01-03 Matieres a base de bois constituees de pieces de bois collees par des polyisocyanates

Publications (1)

Publication Number Publication Date
EP1349901A1 true EP1349901A1 (fr) 2003-10-08

Family

ID=7669774

Family Applications (1)

Application Number Title Priority Date Filing Date
EP02710775A Withdrawn EP1349901A1 (fr) 2001-01-04 2002-01-03 Matieres a base de bois constituees de pieces de bois collees par des polyisocyanates

Country Status (8)

Country Link
US (1) US20040071981A1 (fr)
EP (1) EP1349901A1 (fr)
AU (1) AU2002229693B2 (fr)
CA (1) CA2433055A1 (fr)
DE (1) DE10100220A1 (fr)
NO (1) NO20033056L (fr)
NZ (1) NZ526742A (fr)
WO (1) WO2002053672A1 (fr)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8003748B2 (en) 2004-02-17 2011-08-23 Chevron Phillips Chemical Company, Lp Polythiourethane compositions and processes for making and using same
CA2556586C (fr) 2004-02-17 2012-09-11 Chevron Phillips Chemical Company Lp Compositions de thiol-ester et procedes pour les produire et les utiliser
DE102005001565A1 (de) * 2005-01-13 2006-07-27 Bayer Materialscience Ag Holzklebstoffe
BRPI0614347A2 (pt) 2005-08-16 2011-03-22 Chevron Phillips Chemical Co composições e processos para produzir o polìmero de epóxi endurecido de mercaptano e uso do mesmo
CA2619316A1 (fr) 2005-08-16 2007-02-22 Chevron Phillips Chemical Company Lp Compositions de polymeres et leur procede de fabrication et d'utilisation
US20070185301A1 (en) * 2006-02-07 2007-08-09 Giorgini Albert M Moisture cure adhesive for bonding structural wood
DE102006054197A1 (de) * 2006-11-15 2008-05-21 Henkel Kgaa Hochfeste Polyurethan-Klebstoffe
US20080214774A1 (en) * 2007-03-01 2008-09-04 Chevron Phillips Chemical Company, Lp Thiourethane Compositions and Processes for Making and Using Same
EP2062927B1 (fr) * 2007-11-20 2016-06-29 Henkel AG & Co. KGaA Agent adhésif 2K-PU pour utilisation à basse température
US20160280977A1 (en) * 2015-03-24 2016-09-29 IFS Industries Inc. Two-Part Urethane Adhesive
CN108441125B (zh) * 2018-03-05 2020-09-08 钦州市新利木业有限公司 一种多层胶合板加工用高强耐水胶粘剂

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2365623C3 (de) * 1973-03-27 1978-11-02 Sumitomo Bakelite Co. Ltd., Tokio Verfahren zum Verbinden von nassem Holz
CA991973A (en) * 1973-03-27 1976-06-29 Sumitomo Bakelite Company Method for bonding wet woods
US3776869A (en) * 1973-04-09 1973-12-04 Nat Starch Chem Corp Improved urethane adhesives comprising a blend of a castor oil based isocya-nate prepolymer with a terepene phe-nolic resin
DE2641380C2 (de) * 1976-09-15 1989-11-23 Bayer Ag, 5090 Leverkusen Verfahren zur Herstellung von Polyisocyanaten mit Isocyanuratstruktur
DE4114022B4 (de) * 1991-04-29 2006-05-11 Henkel Kgaa Verwendung partiell dehydratisierter Ricinusöle in 2-komponentigen Polyurethan-Klebemassen
DE4412759A1 (de) * 1994-04-13 1995-10-19 Beiersdorf Ag Polyurethan-Klebstoff für tragende Holzbauteile
US6357197B1 (en) * 1997-02-05 2002-03-19 Andersen Corporation Polymer covered advanced polymer/wood composite structural member

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO02053672A1 *

Also Published As

Publication number Publication date
WO2002053672A1 (fr) 2002-07-11
NO20033056D0 (no) 2003-07-03
CA2433055A1 (fr) 2002-07-11
US20040071981A1 (en) 2004-04-15
NO20033056L (no) 2003-09-03
AU2002229693B2 (en) 2006-08-31
NZ526742A (en) 2005-03-24
DE10100220A1 (de) 2002-07-11

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