DE423971C - Process for vulcanizing rubber - Google Patents
Process for vulcanizing rubberInfo
- 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
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
- C07D277/62—Benzothiazoles
- C07D277/68—Benzothiazoles 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
- C07D277/82—Nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
- C08K5/0025—Crosslinking 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)
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) |
-
1924
- 1924-10-02 DE DEB115926D patent/DE423971C/en not_active Expired
- 1924-10-03 GB GB23423/24A patent/GB229253A/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
GB229253A (en) | 1925-06-04 |
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