DE423971C - Process for vulcanizing rubber - Google Patents

Process for vulcanizing rubber

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Publication number
DE423971C
DE423971C DEB115926D DEB0115926D DE423971C DE 423971 C DE423971 C DE 423971C DE B115926 D DEB115926 D DE B115926D DE B0115926 D DEB0115926 D DE B0115926D DE 423971 C DE423971 C DE 423971C
Authority
DE
Germany
Prior art keywords
rubber
vulcanizing rubber
vulcanization
bromine
derivatives
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
DEB115926D
Other languages
German (de)
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.)
Individual
Original Assignee
Individual
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 Individual filed Critical Individual
Application granted granted Critical
Publication of DE423971C publication Critical patent/DE423971C/en
Expired legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D277/00Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/60Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
    • C07D277/62Benzothiazoles
    • C07D277/68Benzothiazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached in position 2
    • C07D277/82Nitrogen atoms
    • 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
    • C08K5/0008Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
    • C08K5/0025Crosslinking or vulcanising agents; including accelerators

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Processes Of Treating Macromolecular Substances (AREA)

Description

Die Erfindung betrifft ein Verfahren zum Vulkanisieren von Kautschuk oder vorf Kautschukmischungen. Es ist bekannt, daß die Derivate des Benzothiazole die Vulkanisation beschleunigen. Die Substanzen, die zu diesem Zwecke bisher benutzt wurden oder deren beschleunigende Kraft bekannt war, sind Mercaptobenzothiazole, von welchen das MercaptobenzothiazolThe invention relates to a method for vulcanizing rubber or pre-rubber mixtures. It is known that the derivatives of benzothiazole accelerate vulcanization. The substances that mercaptobenzothiazoles, of which were previously used or whose accelerating power was known, for this purpose the mercaptobenzothiazole

C6H,C 6 H,

4\4 \

SC—SH SC- SH

der einfachste Vertreter ist, ihre Salze oder Disulfide wiethe simplest representative is to like their salts or disulfides

Die Literatur über diese Frage ist besonders vollständig in dem Buche »Systematic Survey of the Rubber Chemistry« von C. W. Bedford und H. W. Winkelmann (veröffentlicht von der Chemical Catalog Co. New York, 1923, s. besonders Seiten 31, 38, 46, 49, 96, 104, 184, 191, 316).The literature on this question is particularly complete in the book Systematic Survey of the Rubber Chemistry "by C. W. Bedford and H. W. Winkelmann (published by the Chemical Catalog Co. New York, 1923, see especially pages 31, 38, 46, 49, 96, 104, 184, 191, 316).

Die oben angeführten Substanzen, nämlich die Mercaptobenzothiazole, ihre Salze und Disulfide haben aber bisher eine ausgiebige Verwendung in der industriellen Praxis nicht gefunden und werden sie voraussieht r Hch auch nicht finden, hauptsächlich, weil sie zu kräftig wirken. Sie sind imstande, die Vukanisierung schon bei niedrigen oder mäßigen Temperaturen hervorzurufen, wie sie häufig während der vorangehenden Behandlung der Gummimischungen vorkommen, so daß die Mischungen leicht durch Vorvulkanisation verdorben werden.The substances listed above, namely the Mercaptobenzothiazoles, its salts and disulfides but so far have not found an extensive use in industrial practice and it foresees r Hch not find, mostly because they act strongly. They are capable of causing vulcanization even at low or moderate temperatures, as often occur during the previous treatment of the rubber compounds, so that the compounds are easily spoiled by pre-vulcanization.

Es wurde nun festgestellt, daß andere Derivate der Benzothiazolgruppe Beschleunigungsmittel sind, die für praktische Zwecke genügend kräftig wirken, aber nicht die schädliche vorzeitige Vulkanisierung der Mischung aufweisen, weil ihre Beschleunigungskraft nur bei Temperaturen merkbar wird, die oberhalb derjenigen liegen, welche gewöhnlich bei der mechanischen Vorbehandlung der Kautschukmischungen erreicht werden. It has now been found that other derivatives of the benzothiazole group are accelerators which are sufficiently powerful for practical purposes, but not the harmful premature vulcanization of the Have mixture because their acceleration force is only noticeable at temperatures which are above those which can usually be achieved during the mechanical pretreatment of the rubber compounds.

Diese Derivate enthalten weder die Mercaptan- noch die Disulfidgruppe, welche die Träger der oben geschilderten starken Beschleunigungs- und Dörrwirkung sind, sondern sie enthalten statt dessen ein Arylaminradikal. These derivatives contain neither the mercaptan nor the disulfide group which the Carriers of the strong acceleration and drying effect described above are, but instead, they contain an arylamine radical.

Ein Prototyp dieser Klasse von Beschleunigungsmitteln ist das 2-AnilidobenzothiazolA prototype of this class of accelerators is 2-anilidobenzothiazole

C6H4/C 6 H 4 /

C-NH-C6H5,C-NH-C 6 H 5 ,

42S97142S971

jedoch können auch seine Homologen, welche Seitenketten oder Gruppen in einem oder beiden Benzolkernen enthalten, mit guten Ergebnissen benutzt werden.however, its homologues, which side chains or groups in one or contain both benzene nuclei can be used with good results.

Diese Substanzen können bekanntlich leicht durch die Wirkung oxydierender Agenzien, wie Brom oder Chlor, auf die substituierten Thioharnstoffe erzeugt werden. Beispielsweise wird das Anilidobenzothiazol durch die Einwirkung von Brom auf Thiocarbanilid erhalten:As is well known, these substances can easily be caused by the action of oxidizing agents, such as bromine or chlorine, on which substituted thioureas are generated. For example the anilidobenzothiazole is obtained by the action of bromine on thiocarbanilide:

C6H5 · NH-C—HN · C6H5 -f Br2 = 2HBr + C6H4.C 6 H 5 • NH-C-HN • C 6 H 5 -f Br 2 = 2HBr + C 6 H 4 .

Il
S
Il
S.

-NH-C6H5.-NH-C 6 H 5 .

Beispiel: Eine Mischung von. 100 Teilen Kautschuk, 8 Teilen Schwefel, 10 Teilen Zinkoxyd und 1 Teil Anilidobenzothiazol wird vulkanisiert, indem man sie für 45 Minuten auf eine Temperatur von 1440 erhitzt. Es muß noch hervorgehoben werden, daß es nicht nötig ist, die entstehenden Oxydationsprodukte zu isolieren und zu reinigen, daß vielmehr die rohen Reaktionsprodukte der substituierten Thioharnstoffe mit oxydierenden Mitteln, wie Chlor, Brom, Wasserstoffsuperoxyd usw., einfach getrocknet und unmittelbar in die Kautschukmischung eingeführt und als Beschleuniger benutzt wer den können.Example: A mixture of. 100 parts of rubber, 8 parts of sulfur, 10 parts of zinc oxide and 1 part Anilidobenzothiazol is cured by heating them for 45 minutes at a temperature of 144 0th It must also be emphasized that it is not necessary to isolate and purify the resulting oxidation products, but rather that the crude reaction products of the substituted thioureas with oxidizing agents such as chlorine, bromine, hydrogen peroxide etc. are simply dried and introduced directly into the rubber mixture and can be used as an accelerator.

Claims (1)

Patent-Anspruch:Patent claim: Verfahren zum Vulkanisieren von Kautschuk, gekennzeichnet durch die Verwendung des rohen oder gereinigten 2-Anilidobenzothiazols oder seiner Homologen als Vulkanisationsbeschleuniger.Process for vulcanizing rubber, characterized by the Use of the crude or purified 2-anilidobenzothiazole or its homologues as a vulcanization accelerator. :. TUN. GEBRUCKr IN DER REICHSDBfCKEREt.:. TO DO. GEBRUCKr IN THE REICHSDBfCKEREt.
DEB115926D 1924-02-15 1924-10-02 Process for vulcanizing rubber Expired DE423971C (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
IT229253X 1924-02-15

Publications (1)

Publication Number Publication Date
DE423971C true DE423971C (en) 1926-01-13

Family

ID=11201953

Family Applications (1)

Application Number Title Priority Date Filing Date
DEB115926D Expired DE423971C (en) 1924-02-15 1924-10-02 Process for vulcanizing rubber

Country Status (2)

Country Link
DE (1) DE423971C (en)
GB (1) GB229253A (en)

Also Published As

Publication number Publication date
GB229253A (en) 1925-06-04

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