• Title/Summary/Keyword: Benzothiazole sulfenamide

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Binary Cure Systems of 1,6-Bis(N,N'-dibenzylthiocarbamoyldithio)-hexane and Benzothiazole Sulfenamides in Carbon Black-filled Natural Rubber Compounds

  • Choi, Sung-Seen;Park, Byung-Ho;Lee, Seung-Goo;Kim, Beom-Tae
    • Bulletin of the Korean Chemical Society
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    • v.23 no.2
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    • pp.320-324
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    • 2002
  • Binary cure system is composed of different two cure accelerators, which can cause a synergy effect to delay the scorch time and to increase the cure rate. In this study, binary cure systems between 1,6-bis(N,N'-dibenzylthiocarbamoyldithio)-hexane (DBTH) and benzothiazole sulfenamides were investigated using carbon black-filled natural rubber compounds. N-Cyclohexyl-2-benzothiazole sulfenamide (CBS), N-tert-butyl-2-benzothiazole sulfenamide (TBBS), and 2-(morpholinothio) benzothiazole (MOR) were employed as benzothiazole sulfenamides. The binary cure systems show scorch safty at high temperature. The binary cure systems have faster cure rate and better reversion resistance than the single cure system of the benzothiazole sulfenamides. DBTH is found to be more effective to decrease the viscosity of a compound than the benzothiazole sulfenamides. Physical properties of the vulcanizates with the binary cure system are better than those of the vulcanizates with the single one.

Benzothiazole Sulfenamide계 촉진제의 안정성

  • Luecken J.J;sullivan A.B
    • The tire
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    • s.98
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    • pp.18-26
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    • 1982
  • 세계적으로 가장 많이 사용하고 있는 Benzothiazole Sulfenamide 계 촉진제가 저장중 또는 혼합사용중에 분해되어 성능이 저하되므로 안전성이 가장 큰 문제로 대두되고 있다. 따라서 Benzothiazole Sulfenamide계 촉진제의 품질 첵크 및 방법에 대하여 설명하고자 한다.

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Electrochemical Reduction on the -S-N= Bond of N-Tert-butylbenzothiazole-2-sulfenamide (N-Tert-butylbenzothiazole-2-sulfenamide의-S-N = 결합에 대한 전기화학적 환원)

  • Kim, Hae-Jin;Jung, Keun-Ho;Choi, Qw-Won;Kim, Il-Kwang;Leem, Sun-Young
    • Journal of the Korean Chemical Society
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    • v.35 no.6
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    • pp.673-679
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    • 1991
  • The electrochemical reduction of N-tert-butylbenzothiazole-2-sulfenamide (TBBS; vulcanization accelerator) was investigated by direct current, differential pulse polarography, cyclic voltammetry and controlled potential coulometry. The electrode reduction of TBBS proceeded E-C-E-C reaction mechanism by four electrons transfer at irreversible one wave (-2.31 volts vs. Ag/0.1M AgN$O_3$ in AN). As the results of controlled potential electrolysis, mercaptobenzothiazole (MBT), benzothiazole disulfide (MBT dimer) and extricated sulfur were products which followed by cleavage of the sulfenamide (-S-N=) bond. Upon the basis of products analysis and polarogram interpretation with pH variable, electrochemical reaction mechanism was suggested.

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Electrochemical Reduction on the -S-N= Bond of N-Oxyldiethylenebenzothiazole-2-sulfenamide (N-Oxyldiethylenebenzothiazole-2-sulfenamide의 -S-N= 결합에 대한 전기화학적 환원)

  • Kim, Hae-Jin;Jung , Keun-Ho;Choi, Qw-Won;Kim, Il-Kwang;Leem, Sun-Young
    • Journal of the Korean Chemical Society
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    • v.35 no.6
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    • pp.680-688
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    • 1991
  • The electrochemical reduction of N-oxyldiethylenebenzothiazole-2-sulfenamide (ODBS; vulcanization accelerator) was investigated by direct current polarography, differential pulse polarography, cyclic voltammetry and controlled potential coulometry. The irreversible electrode reduction of ODBS proceeded E-C-E-C reaction mechanism by three electrons transfer with irreversible one wave (-1.86 volts vs. Ag/0.1 M AgN$O_3$ in AN). As the results of controlled potential electrolysis, mercaptobenzothiazole (MBT), benzothiazole disulfide (MBT dimer) and extricated sulfur were products which followed by cleavage of the sulfenamide (-S-N=) bond. Upo the basis of products analysis and polarogram interpretation witli pH variable, electrochemical reaction mechanism was suggested.

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Effects of Accelerators on the Vulcanization Properties of Silica vs. Carbon Black Filled Natural Rubber Compounds (촉진제가 실리카와 카본블랙으로 충전된 천연고무 복합소재의 가황 특성에 미치는 영향)

  • Kim, Sung-Min;Kim, Kwang-Jea
    • Polymer(Korea)
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    • v.37 no.3
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    • pp.269-275
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    • 2013
  • Thiuram (DPTT, TMTD), thiazole (MBT, MBTS), sulfenamide (CBS, NOBS), and zinc containing thiuram (dithiocarbamate) (ZDBC) type accelerators were added into silica and carbon black filled natural rubber (NR) compounds. Their effects on vulcanization time and rate were compared. The vulcanization rate of thiuram type accelerator added compounds showed the fastest rate, followed by thiazole and sulfenamide types. Silica filled natural rubber (NR) compounds showed a slower vulcanization time ($t_{s2}$, $t_{10}$, $t_{90}$) and lower cure rate index (CRI) than carbon black filled ones upon each accelerator.

Effects of Thiuram, Thiazole, and Sulfenamide Accelerators on Silica Filled Natural Rubber Compound upon Vulcanization and Mechanical Properties (Thiuram, Thiazole, Sulfenamide계 가황촉진제가 실리카로 충진된 천연고무 복합소재의 가황 및 물성에 미치는 영향)

  • Choi, Changyong;Kim, Seong-Min;Park, Young-Hoon;Jang, Mi-Kyeong;Nah, Jae-Woon;Kim, Kwang-Jea
    • Applied Chemistry for Engineering
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    • v.22 no.4
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    • pp.411-415
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    • 2011
  • Various types of accelerators, thiuram (TMTD, DPTT), thiazole (MBT, MBTS), and sulfenamide (CBS, NOBS) are added into a silica filled natural rubber compound. Their effects on vulcanization and mechanical properties are investigated. TMTD showed the fastest vulcanization rate, the higer maximum torque ($T_{max}$), and the excellent mechanical properties (300% modulus, tensile strength, elongation). MBT and MBTS showed an intermediate vulcanization rate between thiuram and sulfenamide type and added ones, and also showed the lower $T_{max}$ and mechanical properties compared to that of other compounds. Finally, NOBS showed the slowest vulcanization rate and the lower mechanical property but the moderate $T_{max}$.

TMTD, MBTS, and CBS Accelerator Effects on a Silica Filled Natural Rubber Compound upon Vulcanization Properties (TMTD, MBTS, CBS 촉진제의 구조가 실리카로 충전된 천연고무 복합소재의 가황 및 물성에 미치는 영향)

  • Kim, Sung Min;Nam, Chae Seok;Kim, Kwang Jae
    • Applied Chemistry for Engineering
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    • v.22 no.2
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    • pp.144-148
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    • 2011
  • Various types of accelerators, thiuram (TMTD), thiazole (MBTS), and sulfenamide (CBS) are added into a silica filled natural rubber (NR) compound. Their effects on vulcanization properties are also investigated. TMTD shows a fast vulcanization rate and a higer maximum torque ($T_{max}$), as well as excellent mechanical properties (hardness, 300% modulus, tensile strength, elongation). MBTS shows a moderate vulcanization rate, a lower $T_{max}$, and mechanical properties. Finally, CBS shows a slow vulcanization rate but excellent mechanical properties. The same vulcanization trend can be found in carbon black filled NR compounds.

Influence of Cure Accelerator Content on Change of Crosslink Density by Thermal Aging in Natural Rubber Vulcanizates Filled with Silica (실리카로 보강된 천연고무 가황물의 가교 밀도 변화에 가황촉진제 함량이 미치는 영향)

  • Choi, Sung-Seen;Nah, Changwoon
    • Journal of Adhesion and Interface
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    • v.3 no.2
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    • pp.30-39
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    • 2002
  • The effect of cure accelerator content on the change in crosslink density by thermal aging was studied for silica-filled natural rubber (NR) vulcanizates. Influence of silane coupling agent was also investigated. N-tert-Butyl-2-benzothiazole sulfenamide (TBBS) and bis-(3-(triethoxysilyl)-propyl)-tetrasulfide (TESPT) were used as a cure accelerator and a silane coupling agent, respectively. The crosslink density increased by thermal aging and the increasing level became larger as the aging temperature increased. The degree of crosslink density change of the vulcanizates without the silane coupling agent was larger than that of the vulcanizates containing the silane coupling agent. For the vulcanizates silane coupling agent, the activation energy for the crosslink density change decreased with increase of the cure accelerator content in the vulvanizate.

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Current and Future Trends of Accelerators and Antidegradants for the Tire Industry

  • Hong, Sung-W.
    • Elastomers and Composites
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    • v.34 no.2
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    • pp.156-176
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    • 1999
  • Rubber chemicals such as accelerators, antidegradants, vulcanizing agents, processing agents and retarders are very important to the production and protection of tires and rubber goods. The use of accelerators and antidegradants are evaluated in various tire components. This paper will focus on how to vulcanize tires economically and maintain the physical properties of each tire component without severe degradation due to oxygen, heat and ozone. Also, new non-nitrosoamine accelerators and non-staining antiozonants will be discussed. Lastly, the future requirements of antidegradants and accelerators in the tire industry will be reviewed. Tires have been vulcanized with Sulfenamides as primary accelerators and either Guamdine's or Thiurams as secondary accelerators to achieve proper properties at service conditions. However, interior components such as the carcass can be vulcanized with Thiazoles as a primary accelerator to cure faster than the external components. Using the combination of Sulfenamide with secondary accelerators in a tire tread compound and the combination of a Thiazole and Guanidine in a carcass compound will be presented with performance data. Uniroyal Chemical and another Rubber Chemical Manufacturer have developed, "Tetrabenzyl Thiuram Disulfide," (TBzTD) as a non-Nitrosoamine accelerator, which could replace Nitrosoamine generating Thiurams. This new accelerator has been evaluated in a tread compound as a secondary accelerator. Also, Flexsys has developed N-t-butyl-2-benzothiazole Sulfenamide (TBSI) as a non-Nitrosoamine accelerator which could replace 2-(Morpholinothio) -benzothiazole (MBS), a scorch delayed Sulfendamide accelerator. TBSI has been evaluated in a Natural Rubber (NR) belt skim compound vs. MBS. An optimum low rolling resistant cure system has been developed in a NR tread with Dithiomorpholine (DTDM). Also, future requirements for developing accelerators will be discussed such as the replacement of DTDM and other stable crosslink systems. Antidegradants are divided into two different types for use in tire compounds. Internal tire compounds such as apex, carcass, liner, wire breaker, cushion, base tread and bead compounds are protected by antioxidants against degradation from oxygen and heat due to mechanical shear. The external components such as sidewall, chafer and cap tread com-pounds are protected from ozone by antiozonants and waxes. Various kinds of staining and non-staining antioxidants have been evaluated in a tire carcass compound. Also, various para-phenylene diamine antiozonants have been evaluated in a tire sidewall compound to achieve the improved lifetime of the tire. New non-staining antiozonants such as 2, 4, 6-tris-(N-1, 4-dimethylpentyl-p-phenylene diamine) 1, 3, 5 Trizine (D-37) and un-saturated Acetal (AFS) will be discussed in the tire sidewall to achieve better appearance. The future requirements of antidegradants will be presented to improve tire performance such as durability, better appearance and longer lasting tires.

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