DE549680C - Process to accelerate the vulcanization of natural or synthetic rubbers - Google Patents

Process to accelerate the vulcanization of natural or synthetic rubbers

Info

Publication number
DE549680C
DE549680C DEI33894D DEI0033894D DE549680C DE 549680 C DE549680 C DE 549680C DE I33894 D DEI33894 D DE I33894D DE I0033894 D DEI0033894 D DE I0033894D DE 549680 C DE549680 C DE 549680C
Authority
DE
Germany
Prior art keywords
vulcanization
mercaptobenzothiazole
natural
chloro
accelerate
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
DEI33894D
Other languages
German (de)
Inventor
Dr Richard Herz
Dr Max Schubert
Dr Werner Zerweck
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.)
IG Farbenindustrie AG
Original Assignee
IG Farbenindustrie 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
Application filed by IG Farbenindustrie AG filed Critical IG Farbenindustrie AG
Priority to DEI33894D priority Critical patent/DE549680C/en
Application granted granted Critical
Publication of DE549680C publication Critical patent/DE549680C/en
Expired legal-status Critical Current

Links

Classifications

    • 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

Description

Verfahren zur Beschleunigung der Vulkanisation von natürlichen oder künstlichen Kautschukarten In den amerikanischen Patentschriften 1 5d4687, 1 635 193 und 1 63779o sind Verfahren zur Beschleunigung der Vulkanisation beschrieben, bei denen 2-Mercaptobenzothiazol und Derivate desselben wie 4 # 6-Ditnethyl-2-mercaptobenzothiazol und 5-Chlor-2-tnercaptobenzothiazol Verwendung finden.Method of accelerating the vulcanization of natural or artificial rubbers In American patents 1 5d4687, 1 635 193 and 1 63779o describe processes for accelerating vulcanization, where 2-mercaptobenzothiazole and derivatives thereof such as 4 # 6-diethyl-2-mercaptobenzothiazole and 5-chloro-2-tnercaptobenzothiazole are used.

Es wurde nun die bemerkenswerteBeobachtung gemacht, daß man eine besonders starke Beschleunigung der Vulkanisation erzielt, wenn man 4.-Alkoxy-6-chlor-2-mercaptobenzothiazole verwendet, wie beispielsweise 4. - Methoxy -6-chlor -2-mercaptobenzothiazol der Formel Die Verwendung solcher Körper stellt gegenüber derjenigen der bisherbenutztenMercaptoarylthiazole einen erheblichen technischen Fortschritt dar, wie folgende Vergleichsversuche zeigen.The remarkable observation has now been made that a particularly strong acceleration of vulcanization is achieved when using 4.-alkoxy-6-chloro-2-mercaptobenzothiazoles, such as, for example, 4.-methoxy-6-chloro-2-mercaptobenzothiazole of the formula The use of such bodies represents a considerable technical advance compared to that of the previously used mercaptoarylthiazoles, as the following comparative experiments show.

Eine Mischung von Smoked Sheets ioo, der unter dem Namen Micronex im Handel befindlich ist, Gasruß 25, das unter dem Namen Rotsiegel im Handel befindlich ist, Zinkweiß 5, Schwefel 3, Stearinsäure 2 wird mit je 1 °,'" Mercaptobenzothiazol und mit I °/" 4-Metlloxy-6-chlor-2-mercaptobenzothiazol, berechnet auf Kautschuk, versetzt und j e 10, 20, 30, 45, 6o und 8o Minuten auf 3 Atm. (125°) vulkanisiert. Die Vulkanisate wurden als 6 mm Proberinge auf der Schopper-Maschine zerrissen.A mixture of smoked sheets ioo, which goes under the name Micronex is on the market, carbon black 25, which is on the market under the name red seal is, zinc white 5, sulfur 3, stearic acid 2 is each with 1 °, '"mercaptobenzothiazole and with I ° / "4-Metlloxy-6-chloro-2-mercaptobenzothiazole, calculated on rubber, offset and every 10, 20, 30, 45, 6o and 8o minutes to 3 atm. (125 °) vulcanized. The vulcanizates were torn as 6 mm test rings on the Schopper machine.

In nachfolgender Tabelle sind die Belastungszahlen bei 500 °/o Dehnung und die Bruchbelastungs- und Bruchdehnungszahlen zusammengestellt. Aus der Zusammenstellung geht hervor, daß die Vulkanisate mit 4-Methoxy - 6 - chlor --2 - mercaptobenzothiazol denjenigen mit Mercaptobenzothiazol bei allen Werten überlegen sind. Vulkani- Belastung Bruch- Bruch- sation bei 500 0/0 belastung dehnung Dehnung 3Atm I:gjqcm lcg,qcm 91,0 Beschleuniger Mercaptobenzothiazol io Minuten 76 146 675 20 - 98 174 665 30 - 115 192 655 80 - 123 168 6o5 Beschleuniger 2-Mercapto-4-methoxy- 6-chlorbenzothiazol io Minuten 84 174 700 20 y 115 202 670 30 - - 132 221 66o 8o@, - 143 202 6o5 Ein gleich gutes Ergebnis wird bei Verwendung ; des 2-Mercaptci-q.-äthoxy-6-chlorbenzothiazols erzielt; während das in der amerikanischen°'Pateritschrift"I 637 790 genannte 6-Chlormercaptobenzothiazol dem unsubstituierten 2-Mercaptobenzothiazol in seiner Wirkung sehr nahe kommt und das .4 # 6-Dimethylmercaptobenzothiazol der amerikanischen Patentschrift 1635 193 gegenüber dem unsubstituierten Mercaptobenzothiazol ein ungünstiges Abfallen der Festigkeit der -#Julkanisationsprodukte bei längerer Vulkanisations-_dauer zeigt.The table below shows the load numbers at 500% elongation and the load at break and elongation at break. The compilation shows that the vulcanizates with 4-methoxy - 6 - chloro - 2 - mercaptobenzothiazole are superior to those with mercaptobenzothiazole in all values. Volcanic load fracture fracture sation at 500 0/0 load elongation strain 3Atm I: gjqcm lcg, qcm 91.0 Accelerator mercaptobenzothiazole io minutes 76 146 675 20-98 174 665 30-115 192 655 80 - 1 23 168 6o5 Accelerator 2-mercapto-4-methoxy- 6-chlorobenzothiazole io minutes 84 174 700 20 y 115 202 670 30 - - 132 221 66o 8o @, - 143 202 6o5 An equally good result is obtained when using; des 2-mercaptci-q.-ethoxy-6-chlorobenzothiazole achieved; while the 6-chloro-mercaptobenzothiazole mentioned in the American "Pateritschrift" I 637 790 comes very close in its effect to the unsubstituted 2-mercaptobenzothiazole and the .4 # 6-dimethylmercaptobenzothiazole of the American patent 1 635 193 has an unfavorable drop in strength compared to the unsubstituted mercaptobenzothiazole which shows - # julcanization products with longer vulcanization times.

Auch gegenüber den entsprechenden schon früher verwendeten p-Alkoxykörpern zeichnen sich die 4.-Alkoxy-6-chlor-2-mercaptobenzothiazole durch eine überlegene Beschleunigerwirkung aus, wie aus folgenden Vergleichsversuchen hervorgeht: Ioo Teile Kautschuk werden mit 5 Teilen Zinkweiß, 6 Teilen Schwefel und 1,5 Teilen Beschleuniger gemischt und mit dieser Mischung Vulkanisate bei 15 Minuten auf 3.5 Atm. hergestellt. Hierbei ergeben sich Festigkeit Dehnung l:gi9cm °.u 6-Äthoxy-2-mercapto- benzothiazol.......... zog 745 4-Methoxy-6-chlor-2-mer- captobenzothiazol..... 168 645 I oo Teile Kautschuk wurden mit 3 Teilen Schwefel, 5 Teilen Zinkweiß und I Teil Beschleuniger gemischt und diese Mischungen 25 Minuten auf 4 Atm., 35 Minuten auf 4. Atm. und 25 Minuten auf 3 Atm. vulkanisiert. Es ergeben sich 6-@thoxy-z-mercapto- 4-i42ethoxy-6-chlor- Vulkanisation benzothiazol 2-mercaptobenzothiazol Festigkeit Dehnung Festigkeit Dehnung I:g/qcm °'° l:g/qcm °lö 25 Minuten, 4 Atm. 46 749 114 739 35 - 4 - 46 735 99 72= 25 - 4 - 51 749 .120 732 The 4-alkoxy-6-chloro-2-mercaptobenzothiazoles also have a superior accelerating effect compared to the corresponding p-alkoxy bodies used earlier, as can be seen from the following comparative tests: 100 parts of rubber are mixed with 5 parts of zinc white, 6 parts of sulfur and 1.5 parts of accelerator mixed and with this mixture vulcanizates for 15 minutes to 3.5 atm. manufactured. This results in Strength elongation l: gi9cm ° .u 6-ethoxy-2-mercapto- benzothiazole .......... drew 745 4-methoxy-6-chloro-2-mer- captobenzothiazole ..... 168 645 100 parts of rubber were mixed with 3 parts of sulfur, 5 parts of zinc white and 1 part of accelerator, and these mixtures were mixed for 25 minutes at 4 atm., 35 minutes at 4 atm. and 25 minutes to 3 atm. vulcanized. It surrender 6- @ thoxy-z-mercapto- 4-i42ethoxy-6-chloro- Vulcanization benzothiazole 2-mercaptobenzothiazole Strength Elongation Strength Elongation I: g / qcm ° '° l: g / qcm ° lo 25 minutes, 4 atm. 46 749 114 739 35 - 4 - 46 735 99 72 = 25 - 4 - 5 1 749 .120 732

Claims (1)

PATENTANSPRUCH: Verfahren zur Beschleunigung der Vulkanisation von natürlichen oder künstlichen Kautschukarten, dadurch gekennzeichnet, daß man 4.-Alkoxy-6-chlor-2-mercaptobenzothiazole als Vulkanisationsbeschleuniger verwendet.PATENT CLAIM: Process for accelerating the vulcanization of natural or synthetic rubbers, characterized in that there are 4.-alkoxy-6-chloro-2-mercaptobenzothiazoles used as a vulcanization accelerator.
DEI33894D 1928-03-20 1928-03-21 Process to accelerate the vulcanization of natural or synthetic rubbers Expired DE549680C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEI33894D DE549680C (en) 1928-03-20 1928-03-21 Process to accelerate the vulcanization of natural or synthetic rubbers

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE308275X 1928-03-20
DEI33894D DE549680C (en) 1928-03-20 1928-03-21 Process to accelerate the vulcanization of natural or synthetic rubbers

Publications (1)

Publication Number Publication Date
DE549680C true DE549680C (en) 1932-04-30

Family

ID=25790356

Family Applications (1)

Application Number Title Priority Date Filing Date
DEI33894D Expired DE549680C (en) 1928-03-20 1928-03-21 Process to accelerate the vulcanization of natural or synthetic rubbers

Country Status (1)

Country Link
DE (1) DE549680C (en)

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