DE1287240B - Method for gluing parts made of polybutene- (1) - Google Patents

Method for gluing parts made of polybutene- (1)

Info

Publication number
DE1287240B
DE1287240B DEC34643A DEC0034643A DE1287240B DE 1287240 B DE1287240 B DE 1287240B DE C34643 A DEC34643 A DE C34643A DE C0034643 A DEC0034643 A DE C0034643A DE 1287240 B DE1287240 B DE 1287240B
Authority
DE
Germany
Prior art keywords
polybutene
parts made
absolute
hydrocarbon
parts
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.)
Granted
Application number
DEC34643A
Other languages
German (de)
Other versions
DE1287240C2 (en
Inventor
Frese
Dr Albert
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.)
Huels AG
Original Assignee
Chemische Werke Huels AG
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 to DE1964C0034293 priority Critical patent/DE1258530C2/en
Application filed by Chemische Werke Huels AG filed Critical Chemische Werke Huels AG
Priority to DE1964C0034643 priority patent/DE1287240C2/en
Priority to FR36147A priority patent/FR1452395A/en
Priority to FI261965A priority patent/FI44654C/en
Priority to GB4672365A priority patent/GB1118597A/en
Publication of DE1287240B publication Critical patent/DE1287240B/en
Application granted granted Critical
Publication of DE1287240C2 publication Critical patent/DE1287240C2/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • C08J5/00Manufacture of articles or shaped materials containing macromolecular substances
    • C08J5/12Bonding of a preformed macromolecular material to the same or other solid material such as metal, glass, leather, e.g. using adhesives
    • C08J5/122Bonding of a preformed macromolecular material to the same or other solid material such as metal, glass, leather, e.g. using adhesives using low molecular chemically inert solvents, swelling or softening agents
    • 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
    • C08J2323/00Characterised by the use of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Derivatives of such polymers
    • C08J2323/02Characterised 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
    • C08J2323/18Homopolymers or copolymers of hydrocarbons having four or more carbon atoms
    • C08J2323/20Homopolymers or copolymers of hydrocarbons having four or more carbon atoms having four to nine carbon atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Manufacturing & Machinery (AREA)
  • Materials Engineering (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Manufacture Of Macromolecular Shaped Articles (AREA)
  • Lining Or Joining Of Plastics Or The Like (AREA)
  • Laminated Bodies (AREA)

Description

Es ist Gegenstand der Patentanmeldung C 34293 IVc/22i (deutsche Auslegeschrift 1 258 530) Teile aus' Polybuten-(I) mit gegebenenfalls substituierten Kohlenwasserstoffen zu behandeln und unter Druck und bei Temperaturen von 50 bis IOO0C zusammenzufügen. Von den Kohlenwasserstoffen führen insbesondere die höhersiedenden zu einer sehr festen Verklebung. Diese haben jedoch die Eigenschaft, schlechter zu verdunsten und so eine wenn auch geringe Quellung der Klebstelle zu bewirken.It is the subject of patent application 34293 IVc C / 22i (German Auslegeschrift 1,258,530) to treat parts of 'polybutene (I) with optionally substituted hydrocarbons and assemble 0 C under pressure and at temperatures of 50 to IOO. Of the hydrocarbons, the higher-boiling ones in particular lead to a very strong bond. However, these have the property that they evaporate more poorly and thus cause the adhesive point to swell, albeit slightly.

Es wurde nun in Weiterbildung des Verfahrens zum Verkleben von Teilen aus Polybuten-(l), gemäß Patentanmeldung C 34293 IVc/22i, durch Behandeln der Teile mit einem gegebenenfalls Polybuten-(I) gelöst enthaltenden flüssigen, gegebenenfalls substituierten Kohlenwasserstoff und Zusammenfügen bei Temperaturen von 50 bis IOO0C unter Druck gefunden, daß man diese Nachteile verhindern kann und zusätzlich sogar eine härtere Klebstelle erhält, wenn man als Kohlenwasserstoff einen polymerisierbaren flüssigen so Kohlenwasserstoff verwendet.It has now been developed in a further development of the method for gluing parts made of polybutene (I), according to patent application C 34293 IVc / 22i, by treating the parts with an optionally dissolved polybutene (I) containing liquid, optionally substituted hydrocarbon and joining at temperatures of to IOO found 50 0 C under pressure that one can prevent these drawbacks and in addition even a harder adhesive point when a polymerizable liquid such hydrocarbon used as the hydrocarbon.

Geeignete flüssige polymerisierbare Kohlenwasserstoffe sind z. B. Styrol oder a-Methylstyrol. Diese Stoffe bewirken zusätzlich zur Verklebung in höchst vorteilhafter Weise eine dauerhafte Verbindung durch as Selbstpolymerisation.Suitable liquid polymerizable hydrocarbons are, for. B. styrene or α-methylstyrene. These substances cause in addition to the bonding in most advantageously as a permanent connection through self polymerization.

Um eine schnellere Polymerisation zu erreichen, kann man dem polymerisierbaren Kohlenwasserstoff 0,001 bis 1%, vorzugsweise 0,01 bis 0,2%, einer radikalbildenden Verbindung zusetzen, z. B. Peroxide, wie Benzoylperoxid, Lauroylperoxid, Caprylperoxid, Isopropylpercarbonat, p-Menthanhydroperoxid oder Azoverbindungen, wie Azodiisobuttersäuredinitril, Azodivaleriansäuredinitril.In order to achieve faster polymerization, one can use the polymerizable hydrocarbon Add 0.001 to 1%, preferably 0.01 to 0.2%, of a radical-forming compound, e.g. B. peroxides, such as benzoyl peroxide, lauroyl peroxide, caprylic peroxide, isopropyl percarbonate, p-menthane hydroperoxide or Azo compounds such as azodiisobutyric acid dinitrile, azodivaleric acid dinitrile.

Zur Erniedrigung der Behandlungstemperatur empfiehlt es sich, den radikalbildenden Verbindungen gegebenenfalls Sensibilisatoren, wie Sulfite, Thiosulfate, Hydrazin, Mercaptan, Methanol, Oxalsäure, mehrwertige Alkohole oder Ferrosulfat zuzusetzen. Diese Sensibilisatoren werden in Mengen von 0,1 bis 1000 %, vorzugsweise 0,5 bis 250%, bezogen auf die radikalbildende Verbindung, verwendet.To lower the treatment temperature, it is advisable to use the radical-forming compounds optionally sensitizers, such as sulfites, thiosulfates, hydrazine, mercaptan, methanol, oxalic acid, polyvalent Add alcohols or ferrous sulfate. These sensitizers are used in amounts from 0.1 to 1000%, preferably 0.5 to 250%, based on the radical-forming compound, is used.

Die Verklebung mittels der polymerisierbaren Kohlenwasserstoffe kann durch Bestreichen der Teile oder Eintauchen und Zusammenfügen unter Druck in der Kälte erfolgen; besonders dauerhafte Verklebungen werden jedoch erzielt, wenn man in der Wärme arbeitet.The bonding by means of the polymerizable hydrocarbons can be achieved by painting the parts or dipping and joining under pressure in the cold; particularly permanent bonds however, they are achieved when working in the warmth.

Das Verhältnis der absoluten Reißfestigkeit des geklebten zum nicht geklebten Polybuten-(I)-Formteil liegt zwischen 0,6 und 1,0. Die in den Beispielen angegebenen Klebeversuche sind an Preßplatten von 1 mm Dicke durchgeführt. Die Festigkeiten der Preßplatten und der Klebstellen sind jeweils nach lOtägiger Alterung bei Raumtemperatur gemessen, damit vergleichbare Werte von der stabilen Modifikation I des Polybuten-(I) vorliegen.The ratio of the absolute tensile strength of the bonded to the non-bonded polybutene (I) molded part lies between 0.6 and 1.0. The adhesion tests given in the examples are on press plates from 1 mm thick. The strengths of the press plates and the adhesive points are each after 10 days Aging measured at room temperature, thus comparable values of the stable modification I des Polybutene- (I) are present.

Beispielel bis 3Example up to 3

Zwei Preßplatten aus Polybuten-(I) mit einer absoluten Reißfestigkeit von 26,3 kg/1,5 cm Probenbreite und einer Dicke von 1 mm werden mit Styrol von 900C bestrichen, Icm überlappt und anschließend 10 Minuten bei den in der Tabelle angegebenen Temperaturen und Drücken gepreßt. Die erhaltene Klebstelle ist nicht gequollen und daher maßhaltig.Two press plates made of polybutene (I) with an absolute tensile strength of 26.3 kg / 1.5 cm of sample width and a thickness of 1 mm are coated with styrene of 90 0 C, overlaps Icm and then given 10 minutes at the in the table Pressed temperatures and pressures. The adhesive bond obtained is not swollen and is therefore dimensionally stable.

Beiat
spielgame
Druckpressure
(at)(at)
TemTem
perapera
turdoor
(0C)( 0 C)
Absoluteabsolute
ReißTear
festigkeitstrength
(kg/1,5 cm(kg / 1.5 cm
Probenbreite)Sample width)
derthe
KlebstelleGlue point
Absolute ReißfestigkeitAbsolute tear resistance
der Klebstellethe glue point
Absolute ReißfestigkeitAbsolute tear resistance
der Preßplattethe press plate
11 1010 9090 20,120.1 0,760.76 22 1010 100100 23,923.9 0,910.91 33 2020th 100100 25,325.3 0,960.96

Beispiele 4 bis 6Examples 4 to 6

Zwei Preßplatten aus Pofybuten-(I) mit einer absoluten Reißfestigkeit von 26,3 kg/1,5 cm Probenbreite und einer Dicke von 1 mm werden mit Styrol und den in der Tabelle angegebenen Aktivatoren bestrichen, 1 cm überlappt und anschließend 10 Minuten bei lOatü und 90° C zusammengedrückt. Man erhält Teile mit harter Klebstelle und genauer Maßhaltigkeit.Two press plates made of Pofybutene- (I) with an absolute tensile strength of 26.3 kg / 1.5 cm sample width and a thickness of 1 mm are coated with styrene and the activators specified in the table, 1 cm overlap and then pressed together for 10 minutes at lOatü and 90 ° C. You get Parts with a hard glue joint and exact dimensional accuracy.

Beispielexample AktivatorActivator Absolute ReißfestigkeitAbsolute tear resistance
(kg/1,5 cm Probenbreite)(kg / 1.5 cm sample width)
der Klebstellethe glue point
Absolute ReißfestigkeitAbsolute tear resistance
der Klebstellethe glue point
Absolute ReißfestigkeitAbsolute tear resistance
der Preßplattethe press plate
44th 24,524.5 0,930.93 55 24,224.2 0,920.92 66th 0,1% Lauroylperoxid und 0,2% Methanol ...0.1% lauroyl peroxide and 0.2% methanol ... 25,025.0 0,950.95

Beispiel 7Example 7

Zwei Preßplatten aus Polybuten-(I) mit einer absoluten Reißfestigkeit von 26,3 kg/1,5 cm Probenbreite und einer Dicke von 1 mm werden mit a-Methylstyrol, das 0,1 % Caprylperoxid enthält, bestrichen, 1 cm überlappt und anschließend 10 Minuten bei 10 atü und 900C zusammengedrückt. Die absolute Reißfestigkeit der Klebstelle beträgt 23,7 kg/1,5 cm Probenbreite. Das Verhältnis der absoluten Reißfestigkeit der Klebstelle zur absoluten Reißfestigkeit der Preßplatte beträgt 0,90.Two press plates made of polybutene- (I) with an absolute tensile strength of 26.3 kg / 1.5 cm sample width and a thickness of 1 mm are coated with α-methylstyrene containing 0.1% caprylic peroxide, overlapped by 1 cm and then Compressed for 10 minutes at 10 atm and 90 ° C. The absolute tear strength of the adhesive point is 23.7 kg / 1.5 cm sample width. The ratio of the absolute tear strength of the adhesive point to the absolute tear strength of the press plate is 0.90.

Claims (2)

Patentansprüche:Patent claims: 1. Verfahren zum Verbinden von Teilen aus Polybuten-(I), gemäß Patentanmeldung C 34293 lVc/22i (deutsche Auslegeschrift 1258 530), durch Behandeln der Teile mit einem gegebenenfalls Polybuten-(I) enthaltenden flüssigen, gegebenenfalls substituierten Kohlenwasserstoff und Zusammenfügen bei Temperaturen von 50 bis 100°C unter Druck, dadurch gekennzeichnet, daß man als flüssigen Kohlenwasserstoff einen polymerisierbaren flüssigen Kohlenwasserstoff verwendet.1. Method for joining parts made of polybutene- (I), according to patent application C 34293 lVc / 22i (German Auslegeschrift 1258 530), by treating the parts with an if necessary Polybutene (I) containing liquid, optionally substituted hydrocarbon and joining at temperatures of 50 to 100 ° C under pressure, characterized in that the liquid hydrocarbon is a polymerizable liquid hydrocarbon used. 2. Verfahren nach Anspruch 1, dadurch gekennzeichnet, daß man einen polymersierbaren flüssigen Kohlenwasserstoff mit einem Gehalt an Aktivatoren in Mengen von 0,001 bis 1 Gewichtsprozent verwendet.2. The method according to claim 1, characterized in that there is a polymerizable liquid Hydrocarbons with an activator content in amounts of 0.001 to 1 percent by weight used.
DE1964C0034643 1964-11-05 1964-12-15 PROCESS FOR GLUING PARTS MADE OF POLYBUTEN- (1) Expired DE1287240C2 (en)

Priority Applications (5)

Application Number Priority Date Filing Date Title
DE1964C0034293 DE1258530C2 (en) 1964-11-05 1964-11-05 PROCESS FOR GLUING PARTS MADE OF POLYBUTEN- (1)
DE1964C0034643 DE1287240C2 (en) 1964-11-05 1964-12-15 PROCESS FOR GLUING PARTS MADE OF POLYBUTEN- (1)
FR36147A FR1452395A (en) 1964-11-05 1965-10-26 Method for joining polybutene parts- (1)
FI261965A FI44654C (en) 1964-11-05 1965-11-02 Method for joining parts made of polybutene (1)
GB4672365A GB1118597A (en) 1964-11-05 1965-11-04 Process for uniting components of polybutene-(1)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE1964C0034293 DE1258530C2 (en) 1964-11-05 1964-11-05 PROCESS FOR GLUING PARTS MADE OF POLYBUTEN- (1)
DE1964C0034643 DE1287240C2 (en) 1964-11-05 1964-12-15 PROCESS FOR GLUING PARTS MADE OF POLYBUTEN- (1)

Publications (2)

Publication Number Publication Date
DE1287240B true DE1287240B (en) 1969-01-16
DE1287240C2 DE1287240C2 (en) 1976-04-29

Family

ID=25969964

Family Applications (2)

Application Number Title Priority Date Filing Date
DE1964C0034293 Expired DE1258530C2 (en) 1964-11-05 1964-11-05 PROCESS FOR GLUING PARTS MADE OF POLYBUTEN- (1)
DE1964C0034643 Expired DE1287240C2 (en) 1964-11-05 1964-12-15 PROCESS FOR GLUING PARTS MADE OF POLYBUTEN- (1)

Family Applications Before (1)

Application Number Title Priority Date Filing Date
DE1964C0034293 Expired DE1258530C2 (en) 1964-11-05 1964-11-05 PROCESS FOR GLUING PARTS MADE OF POLYBUTEN- (1)

Country Status (4)

Country Link
DE (2) DE1258530C2 (en)
FI (1) FI44654C (en)
FR (1) FR1452395A (en)
GB (1) GB1118597A (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2545789C3 (en) * 1975-10-13 1980-01-03 Peroxid-Chemie Gmbh, 8023 Hoellriegelskreuth Crosslinking of polyolefins
JPH10291250A (en) * 1997-02-24 1998-11-04 Sekisui Chem Co Ltd Polyolefin molded body and its manufacture

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
None *

Also Published As

Publication number Publication date
DE1258530B (en) 1968-01-11
FI44654C (en) 1971-12-10
DE1258530C2 (en) 1976-01-02
GB1118597A (en) 1968-07-03
DE1287240C2 (en) 1976-04-29
FI44654B (en) 1971-08-31
FR1452395A (en) 1966-02-25

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Legal Events

Date Code Title Description
E77 Valid patent as to the heymanns-index 1977