DE4011060C1 - Use of polyurethane as hot gluing agent for olefin(s) - includes using compsn. contg. polyether and opt. polyester long chain di:ol(s), di:isocyanate and short chain di:ol(s) - Google Patents

Use of polyurethane as hot gluing agent for olefin(s) - includes using compsn. contg. polyether and opt. polyester long chain di:ol(s), di:isocyanate and short chain di:ol(s)

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Publication number
DE4011060C1
DE4011060C1 DE19904011060 DE4011060A DE4011060C1 DE 4011060 C1 DE4011060 C1 DE 4011060C1 DE 19904011060 DE19904011060 DE 19904011060 DE 4011060 A DE4011060 A DE 4011060A DE 4011060 C1 DE4011060 C1 DE 4011060C1
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Germany
Prior art keywords
polyether
use according
plastic
adhesive
proviso
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Expired - Fee Related
Application number
DE19904011060
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German (de)
Inventor
Des Erfinders Auf Nennung Verzicht
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.)
W Doellken & Co 4300 Essen De GmbH
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W Doellken & Co 4300 Essen De GmbH
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Priority to DE19904011060 priority Critical patent/DE4011060C1/en
Application granted granted Critical
Publication of DE4011060C1 publication Critical patent/DE4011060C1/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
    • C08J5/12—Bonding of a preformed macromolecular material to the same or other solid material such as metal, glass, leather, e.g. using adhesives
    • C08J5/124—Bonding of a preformed macromolecular material to the same or other solid material such as metal, glass, leather, e.g. using adhesives using adhesives based on a macromolecular component
    • C08J5/128—Adhesives without diluent
    • 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
    • C08G18/40—High-molecular-weight compounds
    • C08G18/4009—Two or more macromolecular compounds not provided for in one single group of groups C08G18/42 - C08G18/64
    • C08G18/4018—Mixtures of compounds of group C08G18/42 with compounds of group C08G18/48
    • 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
    • C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
    • C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
    • C08G18/6603—Compounds of groups C08G18/42, C08G18/48, or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38
    • C08G18/6607—Compounds of groups C08G18/42, C08G18/48, or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3203
    • 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
    • C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
    • C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
    • C08G18/6666—Compounds of group C08G18/48 or C08G18/52
    • C08G18/667—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38
    • C08G18/6674—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3203
    • 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
    • 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
    • C08G2170/00—Compositions for adhesives
    • C08G2170/20—Compositions for hot melt adhesives
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2323/00—Characterised by the use of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Derivatives of such polymers
    • C08J2323/02—Characterised by the use of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Derivatives of such polymers not modified by chemical after treatment

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Engineering & Computer Science (AREA)
  • Manufacturing & Machinery (AREA)
  • Materials Engineering (AREA)
  • Adhesives Or Adhesive Processes (AREA)

Abstract

Thermoplastic polyurethanes are used as hot melt adhesives for bonding polyolefines. The polyurethanes are obtd. from one or more diisocyanates and both long chain and short chain diols, e.g. polyetherdiols and polyesterdiols or their mixts., by extrusion, spraying or foam moulding. The hot liquified adhesive is applied to the polyolefine surface; and the treated surface is then pressed to plastic or other material surfaces. ADVANTAGE - The process avoids the need for extensive pre-treatment of the polyolefine surface, and provides strong durable bonds.

Description

Die Erfindung bezieht sich technologisch auf das Verkleben von Polyolefinen mit Kunststoff oder mit anderen Werkstoffen.Technologically, the invention relates to the bonding of Polyolefins with plastic or with other materials.

Für das Verkleben von Polyolefinen mit Kunststoff oder mit anderen Werkstoffen sind verschiedene Kleber bekannt. So kennt man Dispersionskleber. Man kennt aber auch Heißkleber auf Basis von Synthesekautschuk und dergleichen. Heißkleber werden auch als Schmelzkleber bezeichnet. Die mit den bekannten Klebern hergestellten Klebverbindungen genügen den Anforderun­ gen häufig nicht. Die bekannten Klebverbindungen sind insbe­ sondere bei Einsatz in Verbindung mit Polyethylen empfindlich gegen Schubspannungen. Die nach DIN 53 455 gemessene Streck­ spannung bleibt bei einer Verklebung Polyethylan/Polyethylen weit unter 50%. Im Rahmen der bekanntan Maßnahmen beim Kleben von Polyolefinen, insbesondere von Polyethylen und Poly­ propylen, müssen die Oberflächen so verändert werden, daß sich trotz ihrer niedrigen Oberflächenenergie und ihres unpolaren Charakters Adhäsionskräfte entwickeln können. In der Praxis werden dazu chemische Vorbehandlungen (Ätzen, Flammbehandlun­ gen, Koronabehandlungen, Niederdruckplasmaverfahren) einge­ setzt. All diese Verfahren führen zu einer Oxidation der obersten Kunststoffschicht und damit zum Einbau von Sauer­ stoffmolekülen. Stets besteht die Gefahr einer "Überbehand­ lung", wodurch die Festigkeit der Klebverbindung reduziert wird.For gluing polyolefins with plastic or with Different adhesives are known for other materials. So knows one dispersion adhesive. But you also know hot glue Base of synthetic rubber and the like. Become hot glue also referred to as hot melt adhesive. The one with the known ones Adhesive connections produced by adhesives meet the requirements often not. The known adhesive connections are in particular especially sensitive when used in conjunction with polyethylene against shear stresses. The stretch measured according to DIN 53 455 tension remains with a bond between polyethylene and polyethylene well below 50%. As part of the known measures for gluing of polyolefins, in particular of polyethylene and poly propylene, the surfaces must be changed so that despite their low surface energy and their non-polar Character can develop adhesive forces. In practice chemical pretreatments (etching, flame treatment gen, corona treatments, low pressure plasma procedures) puts. All of these processes lead to an oxidation of the top plastic layer and thus for the installation of acid molecules of matter. There is always a risk of over-treatment lung ", which reduces the strength of the adhesive bond becomes.

Der Erfindung liegt die Aufgabe zugrunde, anzugeben, unter Verwendung welcher Werkstoffe als Kleber eine sichere Ver­ klebung von Polyolefinen mit Kunststoff oder mit anderen Werk­ stoffen erreicht werden kann, die sich auch durch eine hohe Scherfestigkeit und hohe Streckspannungswerte auszeichnet.The invention has for its object to provide under Use of which materials as adhesive a safe Ver bonding of polyolefins with plastic or with other works  substances that can also be achieved through a high Shear strength and high yield stress values.

Zur Lösung dieser Aufgabe ist Gegenstand der Erfindung die Verwendung eines thermoplastischen Polyurethans, welches für die Herstellung von Kunststoffprodukten durch Spritzgießen, Extrudieren oder Blasformen bei Thermoplastifizierung mit Hilfe einer Kunststoffschneckenpresse eingerichtet ist, und welches nach dem Polyadditionsprinzip aus den Basisrohstoffen Diisocyanat, langkettige Diole, kurzkettige Diole, hergestellt worden ist, als Heißkleber für das Verkleben von Polyolefinen mit Kunststoffen oder mit anderen Werkstoffen, mit der Maß­ gabe, daß als langkettige Diole ein Polyether oder eine Mischung eines Polyethers mit einem Polyester eingesetzt wird, und mit der weiteren Maßgabe, daß das thermoplastische Poly­ urethan verflüssigt und auf die zu verklebenden Oberflächen als Klebefilm aufgetragen wird, wobei die Klebefilme in aus­ reichend flüssigem Zustand auseinandergedrückt werden. Es ver­ steht sich, daß dieses Andrücken so lange erfolgt, bis eine ausreichende Erhärtung erfolgt ist. Eine bevorzugte Ausfüh­ rungsform der Erfindung arbeitet mit Polyethercarbonat-Urethan Vorzugsweise wird als Polyether ein C3-Ether oder ein C4-Ether (Polypropylenoxidether bzw. Tetramethylenoxidether) einge­ setzt.To achieve this object, the invention relates to the use of a thermoplastic polyurethane which is set up for the production of plastic products by injection molding, extrusion or blow molding in the case of thermoplasticization with the aid of a plastic screw press, and which is based on the polyaddition principle from the basic raw materials diisocyanate, long-chain diols and short-chain diols , Has been produced as a hot melt adhesive for the bonding of polyolefins with plastics or with other materials, with the measure that a polyether or a mixture of a polyether with a polyester is used as long-chain diols, and with the further requirement that the thermoplastic Poly urethane liquefied and applied to the surfaces to be glued as an adhesive film, the adhesive films being pressed apart in a sufficiently liquid state. It is understood that this pressing is carried out until sufficient hardening has taken place. A preferred embodiment of the invention works with polyether carbonate urethane. A C 3 ether or a C 4 ether (polypropylene oxide ether or tetramethylene oxide ether) is preferably used as the polyether.

Die thermoplastischen Polyurethane, die erfindungsgemäß als Heißkleber in der angegebenen Verwendung eingesetzt werden, sind bekannt, werden jedoch bisher lediglich für die Herstel­ lung von Kunststoffprodukten durch Spritzgießen, Extrudieren oder Blasformen eingesetzt und dazu mit Hilfe einer Kunst­ stoffschneckenpresse thermoplastifiziert (vgl. Firmendruck­ sache Bayer "Thermoplastische Elastomere, Desmopan", Ausgabe 5/87, Bestellnummer KA 30593). Überraschenderweise funktionie­ ren diese thermoplastischen Polyurethane wie angegeben als Heißkleber. Sie erfüllen insoweit alle Anforderungen. Insbe­ sondere sind sie als Kleber in einer Klebverbindung hin­ reichend abriebfest und weitgehend lösemittel- und chemi­ kalienbeständig. Es versteht sich, daß die zu verklebenden Oberflächen der Reinigung bedürfen. Im übrigen ist jedoch im Rahmen der Erfindung eine Vorbehandlung dieser Oberflächen nicht erforderlich. Insoweit ist Gegenstand der Erfindung die angegebene Verwendung mit der Maßgabe, daß der Heißkleber auf eine unbehandelte, insbesondere unoxidierte, Kunststoffober­ fläche bzw. unbehandelte Kunststoffoberflächen aufgebracht wird. Im Rahmen der Erfindung liegt es, daß man die Klebefilme erkalten läßt und zu einer anderen Zeit sowie ggf. an einem anderen Ort wieder erwärmt und aufschmilzt sowie die Verkle­ bung durchführt. Die Anpreßdrücke sind verhältnismäßig gering. So kann bei der Verklebung mit einem Anpreßdruck von unter 5 N/cm2 gearbeitet werden.The thermoplastic polyurethanes which are used according to the invention as hot glue in the stated use are known, but have hitherto only been used for the production of plastic products by injection molding, extrusion or blow molding and are thermoplasticized using a plastic screw press (cf. Bayer Bayer printing company) Thermoplastic elastomers, Desmopan ", edition 5/87, order number KA 30593). Surprisingly, these thermoplastic polyurethanes function as hot glues as indicated. In this respect, they meet all requirements. In particular, they are sufficiently abrasion-resistant as an adhesive in an adhesive connection and largely resistant to solvents and chemicals. It goes without saying that the surfaces to be glued need cleaning. However, a pretreatment of these surfaces is not necessary in the context of the invention. In this respect, the subject of the invention is the specified use with the proviso that the hot glue is applied to an untreated, in particular unoxidized, plastic surface or untreated plastic surfaces. It is within the scope of the invention that the adhesive films are allowed to cool and are heated and melted again at a different time and, if appropriate, at a different location, and the bonding is carried out. The contact pressures are relatively low. So you can work with a contact pressure of less than 5 N / cm 2 .

Die erreichten Vorteile ergeben sich aus der Tatsache, daß bei Festigkeitsuntersuchungen nach DIN 53 455 bei einer Überlap­ pungsklebung Polyethylen/Polyethylen ein Wert von über 60% erreicht wird, bei einer entsprechenden Verklebung Polyethylen/ Stahl eine Festigkeit von ca. 55%.The advantages achieved result from the fact that at Strength tests according to DIN 53 455 with an overlap Polyethylene / polyethylene adhesive value of over 60% is achieved with a corresponding polyethylene / Steel has a strength of approx. 55%.

Claims (6)

1. Verwendung eines thermoplastischen Polyurethans, welches für die Herstellung von Kunststoffprodukten durch Spritz­ gießen, Extrudieren oder Blasformen bei Thermoplastifizierung mit Hilfe einer Kunststoffschneckenpresse eingerichtet ist, und
welches nach dem Polyadditionsprinzip aus den Basis­ rohstoffen Diisocyanat, langkettige Diole, kurzkettige Diole hergestellt worden ist,
als Heißkleber für das Verkleben von Polyolefinen mit Kunst­ stoff oder mit anderen Werkstoffen mit der Maßgabe, daß als langkettige Diole ein Polyether oder eine Mischung eines Polyethers mit einem Polyester eingesetzt werden, und mit der weiteren Maßgabe, daß das thermoplastische Polyurethan ver­ flüssigt und auf die zu verklebenden Oberflächen als Klebefilm aufgetragen wird, wobei die Klebefilme im ausreichend flüssi­ gen Zustand aufeinander gedrückt werden.1. Use of a thermoplastic polyurethane which is set up for the production of plastic products by injection molding, extrusion or blow molding in the case of thermoplasticization with the aid of a plastic screw press, and
which has been produced on the basis of the polyaddition principle from raw materials diisocyanate, long-chain diols, short-chain diols,
as a hot melt adhesive for bonding polyolefins with plastic or with other materials with the proviso that a polyether or a mixture of a polyether with a polyester are used as long-chain diols, and with the further proviso that the thermoplastic polyurethane ver liquefied and on the surfaces to be bonded is applied as an adhesive film, the adhesive films being pressed against one another in a sufficiently liquid state. 2. Verwendung nach Anspruch 1, mit der Maßgabe, daß mit Polyethercarbonat-Urethan gearbeitet wird.2. Use according to claim 1, with the proviso that with Polyether carbonate urethane is worked. 3. Verwendung nach einem der Ansprüche 1 oder 2 mit der Maßgabe, daß als Polyether ein C3-Ether oder ein C4-Ether (Polypropylenoxidether bzw. Tetramethylenoxidether) eingesetzt werden. 3. Use according to one of claims 1 or 2 with the proviso that a C 3 ether or a C 4 ether (polypropylene oxide ether or tetramethylene oxide ether) are used as the polyether. 4. Verwendung nach einem der Ansprüche 1 bis 3 mit der Maß­ gabe, daß der Heißkleber auf eine unbehandelte, insbesondere unoxidierte, Kunststoffoberfläche bzw. auf unbehandelte Kunst­ stoffoberflächen aufgebracht wird.4. Use according to one of claims 1 to 3 with the measure gave that the hot glue to an untreated, especially unoxidized, plastic surface or on untreated art surface is applied. 5. Verwendung nach einem der Ansprüche 1 bis 4 mit der Maß­ gabe, daß man die Klebefilme erkalten läßt und zu einer anderen Zeit sowie ggf. an einem anderen Ort wieder erwärmt und danach die Verklebung durchführt.5. Use according to one of claims 1 to 4 with the measure gift that the adhesive films are allowed to cool and become one warmed up again at another time and possibly at a different location and then do the gluing. 6. Verwendung nach einem der Ansprüche 1 bis 5 mit der Maß­ gabe, daß bei der Verklebung mit einem Anpreßdruck von unter 5 N/cm2 gearbeitet wird.6. Use according to any one of claims 1 to 5 with the measure that the adhesive pressure is less than 5 N / cm 2 .
DE19904011060 1990-04-05 1990-04-05 Use of polyurethane as hot gluing agent for olefin(s) - includes using compsn. contg. polyether and opt. polyester long chain di:ol(s), di:isocyanate and short chain di:ol(s) Expired - Fee Related DE4011060C1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DE19904011060 DE4011060C1 (en) 1990-04-05 1990-04-05 Use of polyurethane as hot gluing agent for olefin(s) - includes using compsn. contg. polyether and opt. polyester long chain di:ol(s), di:isocyanate and short chain di:ol(s)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19904011060 DE4011060C1 (en) 1990-04-05 1990-04-05 Use of polyurethane as hot gluing agent for olefin(s) - includes using compsn. contg. polyether and opt. polyester long chain di:ol(s), di:isocyanate and short chain di:ol(s)

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DE4011060C1 true DE4011060C1 (en) 1991-05-08

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1995032230A1 (en) * 1994-05-25 1995-11-30 Henkel Kommanditgesellschaft Auf Aktien Humidity-setting polyurethane hot-melt-type glue
US5824713A (en) * 1992-12-24 1998-10-20 H.B. Fuller Licensing & Financing Inc. Foamable two-component material based on polyurethane

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2077741A (en) * 1980-06-12 1981-12-23 Airborne Ind Ltd Non-flammable polyurethane adhesive
DE2401320C2 (en) * 1973-01-11 1982-02-04 Mitsubishi Petrochemical Co., Ltd., Tokyo Hot melt adhesives
GB2107335A (en) * 1981-09-04 1983-04-27 Nat Starch Chem Corp Polyurethane adhesive compositions modified with a dicarbamate ester useful in laminating substrates

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2401320C2 (en) * 1973-01-11 1982-02-04 Mitsubishi Petrochemical Co., Ltd., Tokyo Hot melt adhesives
GB2077741A (en) * 1980-06-12 1981-12-23 Airborne Ind Ltd Non-flammable polyurethane adhesive
GB2107335A (en) * 1981-09-04 1983-04-27 Nat Starch Chem Corp Polyurethane adhesive compositions modified with a dicarbamate ester useful in laminating substrates

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5824713A (en) * 1992-12-24 1998-10-20 H.B. Fuller Licensing & Financing Inc. Foamable two-component material based on polyurethane
EP0675911B1 (en) * 1992-12-24 2001-07-18 H.B. FULLER LICENSING & FINANCING, INC. Foamable two-component polyurethane material
WO1995032230A1 (en) * 1994-05-25 1995-11-30 Henkel Kommanditgesellschaft Auf Aktien Humidity-setting polyurethane hot-melt-type glue

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