DE3938552A1 - Crosslinking polyethylene and polyamide by organic peroxide - esp. re-use of composite packaging material - Google Patents

Crosslinking polyethylene and polyamide by organic peroxide - esp. re-use of composite packaging material

Info

Publication number
DE3938552A1
DE3938552A1 DE19893938552 DE3938552A DE3938552A1 DE 3938552 A1 DE3938552 A1 DE 3938552A1 DE 19893938552 DE19893938552 DE 19893938552 DE 3938552 A DE3938552 A DE 3938552A DE 3938552 A1 DE3938552 A1 DE 3938552A1
Authority
DE
Germany
Prior art keywords
polyamide
esp
composite packaging
packaging material
organic peroxide
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Withdrawn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
DE19893938552
Other languages
German (de)
Inventor
Hermann Diesen
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.)
DIESEN, HERMANN, 4470 MEPPEN, DE
Original Assignee
Hermann Diesen
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 Hermann Diesen filed Critical Hermann Diesen
Priority to DE19893938552 priority Critical patent/DE3938552A1/en
Publication of DE3938552A1 publication Critical patent/DE3938552A1/en
Withdrawn legal-status Critical Current

Links

Classifications

    • BPERFORMING OPERATIONS; TRANSPORTING
    • B29WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29BPREPARATION OR PRETREATMENT OF THE MATERIAL TO BE SHAPED; MAKING GRANULES OR PREFORMS; RECOVERY OF PLASTICS OR OTHER CONSTITUENTS OF WASTE MATERIAL CONTAINING PLASTICS
    • B29B17/00Recovery of plastics or other constituents of waste material containing plastics
    • B29B17/0026Recovery of plastics or other constituents of waste material containing plastics by agglomeration or compacting
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J11/00Recovery or working-up of waste materials
    • C08J11/04Recovery or working-up of waste materials of polymers
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/04Oxygen-containing compounds
    • C08K5/14Peroxides
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L23/00Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
    • C08L23/02Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L77/00Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B29WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29KINDEXING SCHEME ASSOCIATED WITH SUBCLASSES B29B, B29C OR B29D, RELATING TO MOULDING MATERIALS OR TO MATERIALS FOR MOULDS, REINFORCEMENTS, FILLERS OR PREFORMED PARTS, e.g. INSERTS
    • B29K2023/00Use of polyalkenes or derivatives thereof as moulding material
    • B29K2023/04Polymers of ethylene
    • B29K2023/06PE, i.e. polyethylene
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B29WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29KINDEXING SCHEME ASSOCIATED WITH SUBCLASSES B29B, B29C OR B29D, RELATING TO MOULDING MATERIALS OR TO MATERIALS FOR MOULDS, REINFORCEMENTS, FILLERS OR PREFORMED PARTS, e.g. INSERTS
    • B29K2077/00Use of PA, i.e. polyamides, e.g. polyesteramides or derivatives thereof, as moulding material
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B29WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29LINDEXING SCHEME ASSOCIATED WITH SUBCLASS B29C, RELATING TO PARTICULAR ARTICLES
    • B29L2007/00Flat articles, e.g. films or sheets
    • B29L2007/008Wide strips, e.g. films, webs
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B29WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29LINDEXING SCHEME ASSOCIATED WITH SUBCLASS B29C, RELATING TO PARTICULAR ARTICLES
    • B29L2009/00Layered products
    • 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
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/141Feedstock
    • Y02P20/143Feedstock the feedstock being recycled material, e.g. plastics
    • 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
    • Y02WCLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO WASTEWATER TREATMENT OR WASTE MANAGEMENT
    • Y02W30/00Technologies for solid waste management
    • Y02W30/50Reuse, recycling or recovery technologies
    • Y02W30/62Plastics recycling; Rubber recycling

Abstract

Polyethylene and polyamides are cross-linked by radical agents of formula R-O-O-R, esp. 0.001-10% w.r.t. the PE/PA mixt., of 1,3-bis(tert.butyl-peroxyisopropyl) benzene, opt with a co-reagent. R=Ph, aralkoxy, aroyl, alkoxy and/or alkyl. USE/ADVANTAGE- The PE/PA ratio is 50:50-99:1. and the material is a composite packaging film. The process gives a uniform melt, which can be re-processed.

Description

Durch den enormen Bedarf an Verpackungsmitteln, fallen mit steigender Tendenz immer größere Mengen an PE/PA-Verbundfolien und Verbundmaterialien an, welche zunehmend der Wiederverarbeitung zugeführt werden müssen.Due to the enormous need for packaging, fall with increasing There is a tendency for ever larger quantities of PE / PA composite films and composite materials which are increasingly being recycled Need to become.

Die Trennung der Produkte ist ohne großen apparativen Aufwand nicht möglich und von den Kosten her nicht zu vertreten. Durch die unterschiedlichen physikalischen und rheologischen Eigenschaften der Produkte liegt auch nach der Regranulierung kein einheitliches Produkt vor, welches nach den bekannten Verfahren problemlos weiter verarbeitet werden kann.The separation of the products is not without great expenditure on equipment possible and not responsible for the costs. Due to the different physical and rheological properties the products are not uniform even after regranulation Product before, which according to the known methods without problems can be processed further.

Es wurde jetzt ein Verfahren und Coagentien entwickelt, womit aus den genannten Materialien eine homogene, chemisch verbundene PE/PA-Schmelze und eine gute Verarbeitbarkeit gegeben ist.A process and co-agents have now been developed with which a homogeneous, chemically bonded PE / PA melt and good processability is given.

Verfahren und Produkte zur peroxidischen Vernetzung von Polyethylen sind ausreichend bekannt und beschrieben (Kunststoffhandbuch, Band III Polyolefine).Processes and products for peroxidic crosslinking of polyethylene are sufficiently known and described (Plastics Handbook, Volume III Polyolefins).

Die peroxidische Vernetzung, sowie die Vernetzung mit Polyisocyanaten bei Polyamiden ist auch bekannt und beschrieben (Kunststoffhandbuch, Band 6, Seite 55/56).Peroxidic crosslinking and crosslinking with polyisocyanates polyamides are also known and described (plastics handbook, Volume 6, page 55/56).

Als Coagentien werden eingesetzt Doppel- und Dreifach-C-Bindungen enthaltende Substanzen, vorzugsweise mit Dreifach-C-Bindungen, z. B. 2-Butin-1,4-diolDouble and triple C bonds are used as coagents containing substances, preferably with triple-C bonds, e.g. B. 2-butyne-1,4-diol

HOCH₂C≡CCH₂OHHIGH₂C≡CCH₂OH

wobei die Reaktion mit der NH-Gruppe des Polyamid nach folgendem Schema abläuft:wherein the reaction with the NH group of the polyamide is as follows Scheme expires:

wobei R der Polyamidrest ist und die entstandene Doppelbindung zur weiteren peroxidischen Vernetzung mit dem Polyethylen zur Verfügung steht.where R is the polyamide residue and the resulting double bond for further peroxidic crosslinking with the polyethylene Available.

Die Zugabemenge beträgt, auf den PA-Anteil bezogen, 0,5 bis 10,0%, wobei hiermit als Nebeneffekt eine Korrosionsminderung auf Eisen erreicht wird.The amount added, based on the PA content, is 0.5 to 10.0%, with a side effect of a reduction in corrosion Iron is reached.

Weitere Coagentien sind isocyanatgruppenfunktionelle Substanzen, vorzugsweise Additionsprodukte von Diisocyanaten an Diolen, wobei die Diole vorzugsweise Doppelbindungen enthalten und eine Isocyanatgruppe des entstehenden Polydiisocyanates abgesättigt ist. Es sind auch Additionsprodukte mit Dioladipaten und Polymere dieser Produkte mit einer funktionellen Isocyanatgruppe im Molekül einsetzbar. Die Isocyanatgruppe reagiert mit der NH-Gruppe des Polyamids unter Bildung von Harnstoffgruppen, während die Doppelbindungen, die CH₂-Gruppe des Diphenylmethandiisocyanates und/oder die α-CH₂-Gruppe der Adipinsäure für die peroxidische Vernetzung mit dem Polyethylen zur Verfügung steht.Further coagents are substances that are functional with isocyanate groups, preferably addition products of diisocyanates with diols, where the diols preferably contain double bonds and an isocyanate group the resulting polydiisocyanate is saturated. There are also addition products with diol adipates and polymers of these products can be used with a functional isocyanate group in the molecule. The isocyanate group reacts with the NH group of the polyamide Formation of urea groups, while the double bonds, the CH₂ group of diphenylmethane diisocyanate and / or the α-CH₂ group the adipic acid for peroxidic crosslinking with the polyethylene is available.

Die Peroxide und Coagentien werden dem PE-PA-Gemisch, welches in Agglomerat- oder Granulatform, oder als Mahlgut vorliegen kann, zugemischt und im Extruder in der Schmelze zur Reaktion gebracht. Vorzugsweise werden die Coagentien beim Einzug zugegeben und die Peroxide an der Entgasung beigefügt um die Reaktionen nacheinander ablaufen lassen zu können. Die Peroxide und Coagentien werden andererseits auch dem extrudierten PE/PA-Gemisch zugemischt, oder dem Agglomerat oder Mahlgut und bei der Verarbeitung in der Spritzgußmaschine oder im Extruder zum Fertigprodukt polymerisiert. Zur Einstellung des Meltindex und zur Modifizierung der Eigenschaften des PE/PA-Produktes, werden dem PE/PA-Gemisch noch Anteile von 1 bis 50% Polypropylen zugesetzt. Während beim PE/PA eine Vernetzung erfolgt, läuft beim Polypropylen gleichzeitig eine Degradation ab, wodurch die Verspritzbarkeit und andere Eigenschaften eingestellt werden können.The peroxides and co-agents are the PE-PA mixture, which in Agglomerate or granulate form, or may be present as a regrind and reacted in the melt in the extruder. Preferably, the coagents are added when moving in and the Peroxides are added to the degassing to make the reactions sequential to be able to run out. The peroxides and coagents on the other hand also mixed with the extruded PE / PA mixture, or the Agglomerate or regrind and during processing in the injection molding machine or polymerized in the extruder to the finished product. For setting the melt index and modifying the properties of the PE / PA product, parts of the PE / PA mixture are still 1 to 50% polypropylene added. While networking with PE / PA degradation occurs at the same time with polypropylene, which adjusts the sprayability and other properties can be.

Claims (2)

Polyethylen und Polyamid werden vernetzt mit Radikalspendern der allgemeinen Formel R-O-O-Rwobei R Phenyl-Aralkoxy-, Aroyl-, Alkoxy- und/oder Alkyl-Rest sein können. Vorzugsweise wird die Vernetzung mit 1,3-Bis(t-butylperoxyisopropyl)benzol mit oder ohne Coagentien vorgenommen.Polyethylene and polyamide are crosslinked with radical donors of the general formula ROO-R, where R can be phenyl-aralkoxy, aroyl, alkoxy and / or alkyl radical. Crosslinking with 1,3-bis (t-butylperoxyisopropyl) benzene is preferred with or without co-agents. Die Zugabemengen bewegen sich zwischen 0,001 und 10,0% bezogen auf die eingesetzte PE/PA-Menge, wobei das PE/PA-Verhältnis 50/50 bis 99/1 betragen kann.The amounts added range between 0.001 and 10.0% on the amount of PE / PA used, the PE / PA ratio being 50/50 can be up to 99/1.
DE19893938552 1989-11-21 1989-11-21 Crosslinking polyethylene and polyamide by organic peroxide - esp. re-use of composite packaging material Withdrawn DE3938552A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DE19893938552 DE3938552A1 (en) 1989-11-21 1989-11-21 Crosslinking polyethylene and polyamide by organic peroxide - esp. re-use of composite packaging material

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19893938552 DE3938552A1 (en) 1989-11-21 1989-11-21 Crosslinking polyethylene and polyamide by organic peroxide - esp. re-use of composite packaging material

Publications (1)

Publication Number Publication Date
DE3938552A1 true DE3938552A1 (en) 1991-05-23

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ID=6393895

Family Applications (1)

Application Number Title Priority Date Filing Date
DE19893938552 Withdrawn DE3938552A1 (en) 1989-11-21 1989-11-21 Crosslinking polyethylene and polyamide by organic peroxide - esp. re-use of composite packaging material

Country Status (1)

Country Link
DE (1) DE3938552A1 (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0552677A1 (en) * 1992-01-24 1993-07-28 BASF Aktiengesellschaft Recycled thermoplastic moulding composition
EP0575855A1 (en) * 1992-06-25 1993-12-29 Leuna-Werke Gmbh Process of recycling scrap polymers
EP0583595A1 (en) * 1992-07-20 1994-02-23 Bayer Ag Impact resistant, optionally filled polyamide mixtures with polyamide-polyethylene laminated film wastes

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0552677A1 (en) * 1992-01-24 1993-07-28 BASF Aktiengesellschaft Recycled thermoplastic moulding composition
EP0575855A1 (en) * 1992-06-25 1993-12-29 Leuna-Werke Gmbh Process of recycling scrap polymers
EP0583595A1 (en) * 1992-07-20 1994-02-23 Bayer Ag Impact resistant, optionally filled polyamide mixtures with polyamide-polyethylene laminated film wastes

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Legal Events

Date Code Title Description
8127 New person/name/address of the applicant

Owner name: DIESEN, HERMANN, 4470 MEPPEN, DE

8139 Disposal/non-payment of the annual fee