DE1287240C2 - PROCESS FOR GLUING PARTS MADE OF POLYBUTEN- (1) - Google Patents

PROCESS FOR GLUING PARTS MADE OF POLYBUTEN- (1)

Info

Publication number
DE1287240C2
DE1287240C2 DE1964C0034643 DEC0034643A DE1287240C2 DE 1287240 C2 DE1287240 C2 DE 1287240C2 DE 1964C0034643 DE1964C0034643 DE 1964C0034643 DE C0034643 A DEC0034643 A DE C0034643A DE 1287240 C2 DE1287240 C2 DE 1287240C2
Authority
DE
Germany
Prior art keywords
polybutene
parts made
polybuten
absolute
gluing 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.)
Expired
Application number
DE1964C0034643
Other languages
German (de)
Other versions
DE1287240B (en
Inventor
Albert Dr. 4370 Mari Frese
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)
  • Engineering & Computer Science (AREA)
  • Manufacturing & Machinery (AREA)
  • Materials Engineering (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Lining Or Joining Of Plastics Or The Like (AREA)
  • Laminated Bodies (AREA)
  • Manufacture Of Macromolecular Shaped Articles (AREA)

Description

Es ist Gegenstand des Patents 12 58 530, Teile aus Polybuten-(l) mit gegebenenfalls substituierten Kohlenwasserstoffen zu behandeln und unter Druck und bei Temperaturen von 50 bis 100° C 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 12 58 530, parts made of polybutene (I) with optionally substituted hydrocarbons to be treated and put together under pressure and at temperatures of 50 to 100 ° C. Of the hydrocarbons, the higher-boiling ones in particular lead to a very strong bond. However, these have the property of evaporating more poorly and so one to cause little swelling of the adhesive.

Es wurde nun in Weiterbildung des Verfahrens zum Verkleben von Teilen aus Polybuten-(l), gemäß Patent 12 58 530, durch Behandeln der Teile mit einem gegebenenfalls Polybuten-(l) gelöst enthaltenden flüssigen, gegebenenfalls substituierten Kohlenwasserstoff und Zusammenfügen bei Temperaturen von 50 bis 100° C unter Druck gefunden, daß man diese Nachteile verhindern kann und zusätzlich sogar eine härtere Klebstelle erhält, wenn man als Kohlenwasserstoff einen polymerisierbaren flüssigen Kohlenwasserstoff verwendet.It has now been developed in a further development of the method for gluing parts made of polybutene (l), according to U.S. Patent 12 58 530, by treating the parts with an optionally containing polybutene (I) in solution liquid, optionally substituted hydrocarbon and joining at temperatures from 50 to 100 ° C under pressure found that you can prevent these disadvantages and in addition even a harder bond is obtained if a polymerizable liquid hydrocarbon is used as the hydrocarbon used.

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 Selbstpolymerisation.Suitable liquid polymerizable hydrocarbons are, for. B. styrene or α-methylstyrene. These In addition to gluing, fabrics create a permanent bond in a highly advantageous manner Self-polymerization.

Um eine schnellere Polymerisation zu erreichen, kann man dem polymerisierbaren Kohlenwasserstoff 0,001 bis l°/o, 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 radialbildenden 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°. d, bezogen auf die radikalbildende Verbindung, verwendet.
Die Verklebung mittels der polymerisierbaren
To lower the treatment temperature, it is advisable to add sensitizers, such as sulfites, thiosulfates, hydrazine, mercaptan, methanol, oxalic acid, polyhydric alcohols or ferrous sulfate, to the radial-forming compounds. These sensitizers are used in amounts of 0.1 to 1000%, preferably 0.5 to 250 °. d, based on the radical-forming compound, is used.
The bonding by means of the polymerizable

ίο 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.ίο Hydrocarbons can be obtained 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-( ^-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-(l) vorliegen.The ratio of the absolute tensile strength of the bonded to the non-bonded polybutene (^ -formed 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 from the stable modification I. of polybutene- (l) are present.

Beispielelbis3Exampleelto3

Zwei Preßplatten aus Polybuten-(l) mit einer absoluten Reißfestigkeit von 26,3 kg/1,5 cm Probenbreite und einer Dicke von 1 mm werden mit Styrol von 90° C bestrichen, 1 cm 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- (1) with an absolute tensile strength of 26.3 kg / 1.5 cm sample width and a thickness of 1 mm are coated with styrene at 90 ° C, overlapped 1 cm and then Pressed for 10 minutes at the temperatures and pressures given in the table. The received The joint is not swollen and is therefore dimensionally accurate.

Beispiel Druck Tempera
tur
Example print tempera
door

(at) (0C)(at) ( 0 C)

Absolute
Reißfestigkeit
(kg/1,5 cm
Probenbreite)
derKlebstelle
absolute
Tear resistance
(kg / 1.5 cm
Sample width)
the glue point

Absolute ReißfestigkeitAbsolute tear resistance

der Klebstellethe glue point

Absolute Reißfestigkeit
der Preßplatte
Absolute tear resistance
the 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

3535

40 Beispiele 4 bis 6 40 Examples 4 to 6

Zwei Preßplatten aus Polybuten-(l) 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 10 atü und 90° C zusammengedrückt. Man erhält Teile mit harter Klebstelle und genauer Maßhaltigkeit. Two press plates made of polybutene- (1) with an absolute tensile strength of 26.3 kg / 1.5 cm sample width and a thickness of 1 mm with styrene and the activators given in the table coated, overlapped 1 cm and then pressed together for 10 minutes at 10 atmospheres and 90 ° C. Man receives parts with a hard adhesive joint and precise dimensional accuracy.

Beispiel AktivatorExample activator

Absolute Reißfestigkeit
(kg/1,5 cm Probenbreite)
der Klebstelle
Absolute tear resistance
(kg / 1.5 cm sample width)
the glue point

Absolute ReißfestigkeitAbsolute tear resistance

der Klebstellethe glue point

Absolute Reißfestigkeit
der Preßplatte
Absolute tear resistance
the press plate

0,1 % Benzoylperoxid 24,50.1% benzoyl peroxide 24.5

0,1 % Azodiisobuttersäuredinitril 24,20.1% azodiisobutyric acid dinitrile 24.2

0,1 % Lauroylperoxid und 0,2 % Methanol 25,00.1% lauroyl peroxide and 0.2% methanol 25.0

0,93
0,92
0,95
0.93
0.92
0.95

Beispiel 7Example 7

strichen, 1 cm überlappt und anschließend 10 Minuten bei 10 atü und 90° C zusammengedrückt. Diestroked, overlapped 1 cm and then pressed together for 10 minutes at 10 atmospheres and 90 ° C. the

Zwei Preßplatten aus Polybuten-(l) mit einer ab- 65 absolute Reißfestigkeit der Klebstelle beträgt 23,7 kg/Two press plates made of polybutene- (l) with an absolute tear strength of the adhesive point is 23.7 kg /

1,5 cm Probenbreite. Das Verhältnis der absoluten Reißfestigkeit der Klebstelle zur absoluten Reiß1.5 cm sample width. The ratio of the absolute tear strength of the adhesive point to the absolute tear

soluten Reißfestigkeit von 26,3 kg/1,5 cm Probenbreite und einer Dicke von 1 mm werden mit a-Methy!styrol, das 0,1 % Caprylperoxid enthält, befestigkeit der Preßplatte beträgt 0,90.Solute tear strength of 26.3 kg / 1.5 cm sample width and a thickness of 1 mm are with a-methyl styrene, which contains 0.1% caprylic peroxide, fastening the press plate is 0.90.

Claims (2)

Patentansprüche:Patent claims: 1. Verfahren zum Verkleben von Teilen aus Polybuten-(l), gemäß Patent 12 58 530, durch Behandeln der Teile mit einem gegebenenfalls Polybuten-(l) enthaltenden flüssigen, gegebenenfalls substituierten Kohlenwasserstoff und Zusammenfügen bei Temperaturen von 50 bis 1000C unter Druck, dadurch gekennzeichnet, daß n:an als flüssigen Kohlenwasserstoff einen polymerisierbaren flüssigen Kohlenwasserstoff verwendet.1. Process for gluing parts made of polybutene- (I), according to patent 12 58 530, by treating the parts with an optionally polybutene- (I) containing liquid, optionally substituted hydrocarbon and joining at temperatures of 50 to 100 ° C. under pressure , characterized in that n: an uses a polymerizable liquid hydrocarbon as the liquid hydrocarbon. 2. Verfahren nach Anspruch 1, dadurch gekennzeichnet, daß man einen polymerisierbaren 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 hydrocarbon with a content of activators 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 DE1287240B (en) 1969-01-16
DE1287240C2 true 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

Also Published As

Publication number Publication date
FI44654B (en) 1971-08-31
FR1452395A (en) 1966-02-25
GB1118597A (en) 1968-07-03
FI44654C (en) 1971-12-10
DE1258530B (en) 1968-01-11
DE1258530C2 (en) 1976-01-02
DE1287240B (en) 1969-01-16

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Legal Events

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