|
HS Code |
695243 |
| Chemical Formula | C8H7NO2S2 |
| Molar Mass | 213.28 g/mol |
| Appearance | Solid (usually) |
| Odor | Likely has a characteristic sulfur - containing odor |
| Solubility In Water | Low solubility, as it is an organic heterocyclic compound |
| Solubility In Organic Solvents | Soluble in common organic solvents like ethanol, acetone |
| Melting Point | Specific value would require experimental determination but common for such heterocyclic solids |
| Stability | Stable under normal conditions, but may react with strong oxidizing or reducing agents |
| Reactivity | Can participate in reactions typical of thiones, such as nucleophilic addition reactions |
As an accredited 5-Methoxy-1,3-Benzothiazole-2(3H)-Thione factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
| Packing | 100g of 5 - Methoxy - 1,3 - Benzothiazole - 2(3H)-Thione in sealed chemical - grade packaging. |
| Shipping | 5 - Methoxy - 1,3 - Benzothiazole - 2(3H)-Thione is shipped in properly sealed containers, compliant with chemical transport regulations. Packaging ensures protection from environmental factors during transit to prevent spills and contamination. |
| Storage | Store 5 - Methoxy - 1,3 - Benzothiazole - 2(3H)-Thione in a cool, dry place away from direct sunlight. Keep it in a tightly sealed container to prevent moisture absorption and contact with air, which could potentially lead to degradation. Store it separately from oxidizing agents and incompatible substances to ensure its stability and safety. |
Dip-moulded natural rubber and nitrile glove manufacturing lines that produce examination and surgical gloves to EN 455 and ASTM D3578 specifications must eliminate secondary amine accelerators to comply with N-nitrosamine migration limits enumerated in EN 12435-2. 5-Methoxy-1,3-benzothiazole-2(3H)-thione, carrying no secondary amine functionality in its molecular structure, is evaluated as a primary or co-accelerator in pre-vulcanised natural rubber latex at addition levels of 0.5–1.2 phr dry rubber weight. The dipping compound is prepared by dispersing the accelerator with surfactants and colloidal stabilisers in ball mills or bead mills until a Hegman grind below 15 μm is achieved, then added to the latex under gentle stirring to minimise air entrapment and prevent micro-foam defects in the wet gel. Prevulcanisation is typically conducted at 60–70 °C with controlled residence time to achieve a target chloroform number of 3–4, after which the compound is transferred to the dipping tanks of a continuous chain machine. Coagulant dipping with a calcium nitrate-based coagulant is the standard deposition method; dwell times, withdrawal speeds, and dwell temperature profiles directly influence the wet gel film thickness and subsequent evenness of cure in the 100–120 °C hot-air tunnel. Post-cure leaching in circulating water at 40–60 °C for 30–60 minutes reduces residual extractable rubber chemicals and lowers the concentration of specific migration substances to below the 10 μg/dm² threshold stipulated for rubber articles in contact with mucous membranes. The process delivers thin-film elastomeric products ranging from non-sterile examination gloves (ASTM D3578) to sterile surgical gloves with nominal finger thickness of 0.10–0.18 mm and force-at-break values above 9 N before ageing. Critical processing faults—brown spotting, pre-cure nodules, and uneven bead formation—are directly linked to accelerator dispersion quality, and the low reducing power of 5-methoxy-1,3-benzothiazole-2(3H)-thione minimises reversion interactions with phenolic antioxidants in sulphur-donor curing packages while maintaining the maturation profile required by high-speed dip lines operating at cycle times below 20 seconds per form. How Scorch Safety Margins Narrow in High-Silica Passenger Tyre TreadsIn the compounding of high-silica (typically 75–95 phr precipitated silica produced via a sol-gel or thermal precipitation route) passenger car tyre treads formulated with solution-polymerised SBR and low-Tg polybutadiene, the competitive reaction between silica silanisation and sulphur crosslink formation during non-productive mixing stages imposes an extremely narrow scorch processing window. 5-Methoxy-1,3-benzothiazole-2(3H)-thione, added at 1.0–2.0 phr alongside sulphenamide primary accelerators and mercaptosilane coupling agents, shifts the onset of vulcanisation upward by 3–8 °C as measured by ISO 6502-2 moving die rheometry at 160 °C, and the rheometer ts2 value typically expands by 25–45% compared with a reference MBTS-accelerated control. This thermal displacement permits the completion of the silanisation reaction—monitored via the reduction of compound Payne effect amplitude on RPA900 elastomer process analyser scans—without premature incipient scorch, a failure mode that materialises as Mooney viscosity spikes and dispersion deterioration during the final finish mixing stage in an intermeshing F-series Banbury mixer with thermocouple-recorded drop temperatures of 145–155 °C. Processability is preserved through the twin-screw extruder feeding of the tread profile without excessive die swell or surface melt fracture, meeting dimensional tolerances of ±0.3 mm on the extrudate gauge. The cured tread compound must satisfy the rolling resistance coefficient and wet grip index requirements mandated under UN Regulation No. 117 amendment series while meeting the tensile strength specifications of ISO 37 with elongation at break exceeding 400% and a tear strength, measured by ISO 34-1 trouser method, above 35 N/mm. Terminal products are extruded tread profiles applied as caps in co-extruded cap-ply-base constructions, subsequently cured in segmented mould presses at 170–185 °C under pot pressures of 180–220 bar, delivering the wearable portion of passenger radial tyres with a target DIN abrasion resistance value below 120 mm³ when tested according to DIN 53516 on a rotating cylindrical drum device. Steel Cord Adhesion Promoter Retention Through Delayed Sulphur ReleaseMaintaining a reproducible pull-out adhesion level above 400 N per cord in brass-coated steel wire belt compounds for radial truck tyres demands synchronisation of sulphur release with copper sulphide interphase growth at the vulcanisation onset temperature of 145–150 °C. 5-Methoxy-1,3-benzothiazole-2(3H)-thione, employed at 0.8–1.5 phr in a carbon black-filled natural rubber matrix containing 1.2–2.0 phr insoluble sulphur and a cobalt-naphthenate adhesion promoter, functions as a rate-modulating co-agent by decomposing later in the cure cycle compared to standard dibenzothiazole disulphide, thereby extending the time during which active sulphur is available for reaction with the brass surface without prematurely crosslinking the bulk rubber to a torque range that restricts interfacial mobility. The skim compound is calendered onto the cord array on a 4-roll Z-type calender at 80–95 °C with gap settings controlled to 0.6–1.2 mm, followed by building onto the tyre drum and subsequent press vulcanisation at 150–155 °C under 22–28 bar for 20–40 minutes depending on tyre construction. Adequate flow of the compound into cord interstices without reversion in the cord shadow is monitored via ASTM D4776 adhesion tests and visual coverage ratings above 90%, with a further requirement that dry- and wet-aged pull-out force retention after 7 days exposure to 85% relative humidity at 70 °C remains above 80% of the original value as per ISO 5600:2017 Method A. The cured composite forms the structural reinforcement in all-steel radial truck and bus tyres, where belt-edge separation, directly correlated to inadequate interfacial adhesion and copper sulphide layer degradation, must remain absent through the tyre’s service life spanning 200,000 km or more under TBR retreading cycles. Prolonged flow times inherent to multi-cavity transfer moulding of high-hardness EPDM gaskets demand a thiazole thione with atypical Mooney scorch stability at processing temperatures exceeding 110 °C. 5-Methoxy-1,3-benzothiazole-2(3H)-thione at loadings of 0.8–1.8 phr imparts a flat rheometer cure curve at 150 °C and resists premature compound solidification in the pot and transfer channels of a 300-tonne three-plate transfer press, where material residence times routinely reach 2–4 minutes before reaching the cavity, and sprue pad formation can raise local temperature by 5–8 °C through viscous dissipation. The compound—comprising EPDM with an ethylene content of 60–70% and a peroxide-coagent cure system supplemented by the thione as a sulphur donor scavenger—meets the material classification DH 70 tensile and compression set limits under ASTM D2000 and the extractables criteria of FDA 21 CFR 177.2600 for repeated-use food-contact seals when tested with 10% ethanol and 3% acetic acid food simulants at reflux temperature for 2 hours, followed by n-heptane extraction at 66 °C. Vulcanisation is completed at 180 °C under 150 bar cavity pressure over 6–10 minutes, depending on section thickness and the thermal conductivity profile of the multi-cavity tool steel mould. Finished products include potable water flange gaskets, heat exchanger o-ring seals, and sanitary tri-clamp gaskets with a nominal Shore A hardness of 70±5, surface imperfection class M2 per ISO 3601-3, and compression set below 15% after 70 h at 150 °C. Pre-drying of the EPDM compound pellet to moisture content below 0.05% is required when production ambient relative humidity exceeds 60%, as residual water vapour in the uncured slug evolves into porosity at the high mould temperature and renders the sealing surface non-conforming under ISO 3601-3 visual inspection criterion M3 or better. Epoxidation-Driven Crosslink Networks in Cable Insulation CompoundsFormulators of peroxide-crosslinked medium-voltage cable insulation compounds for continuous vulcanisation lines evaluate scorch inhibitors based on their ability to delay crosslinking initiation by 1–3 minutes at screw exit temperatures above 115 °C, without increasing the hot-set elongation beyond 175% when measured under 20 N/cm² load per IEC 60811-2-1. Incorporation of 5-methoxy-1,3-benzothiazole-2(3H)-thione at 0.6–1.4 phr as a scorch retarder in conjunction with dicumyl peroxide at 2.0–3.5 phr and an acrylate coagent at 0.5–1.0 phr shifts the rheometer ts2 value from a peroxide-only baseline typically by 50–80% at 180 °C, creating a viable processing window for single-screw extruders with 120 mm screw diameters and L/D ratios of 20:1–24:1 operating at 15–30 rpm. Following crosshead die extrusion, the uncured insulation core enters the CV tube, where high-pressure steam at 15–20 bar initiates the peroxide decomposition while the thione derivative sacrifices its thione group, tying up free radical fragments that would otherwise form oxidation centres and causing a localised epoxidation-type rearrangement that contributes additional crosslink points in the ethylene-propylene polymer backbone without embrittlement. Line speeds are maintained at 15–30 m/min with the vulcanisation tube length configured to deliver a minimum cure time of 2.5–4.0 minutes at the specified steam pressure. The finished insulation layer, tested to IEC 60502-1 thickness requirements with a minimum wall of 3.4 mm for 6/10 kV cables and ISO 383 load-bearing integrity, is part of the construction of single-core or three-core power cables up to 36 kV, where partial discharge extinction voltage must exceed 1.73 U₀ and capacitance deviation over the aged length remains within 2%. The resulting cable insulation exhibits a hot-set elongation below 175%, permanent set after cooling below 15%, and a retained dielectric strength of at least 85% after 7 days immersion in 85 °C water. When Low-PCB Hydraulic Hose Inner Tube Compounds Demand Zero-Nitrosaminogenic AccelerationWhen hydraulic hose inner tube compounds for low-PCB (polychlorinated biphenyl-free) applications demand zero-nitrosaminogenic acceleration, the selection of thiazole thione chemistry eliminates the contribution of secondary amine fragmentation products during high-temperature salt-bath continuous vulcanisation. 5-Methoxy-1,3-benzothiazole-2(3H)-thione, dosed at 1.0–2.0 phr in an NBR/PVC blend matrix with an acrylonitrile content of 33–35%, provides a sufficient delayed-action profile to withstand the shear heating generated during cold-feed pin-barrel extruder operation with barrel temperature zones set to 55–75 °C and a screw speed of 25–40 rpm, producing a die exit temperature no higher than 105 °C. The compound is extruded as a seamless inner tube onto a rigid mandrel, then braided with high-tensile steel wire before being fed into a eutectic salt bath (typically KNO₃/NaNO₂/NaNO₃ in a ternary mixture with a melting point near 142 °C) maintained at 230–260 °C for 30–90 seconds, where heat transfer rates of 800–1200 W/m²K impinge on the rubber in a manner that can produce N-nitrosamines if secondary amine-based accelerators are present above a concentration of 0.05% residual in the compound. Compliance is verified against the hydraulic hose construction standards EN 853 (compact textile braided up to 420 bar working pressure) or SAE J517, with the inner tube exhibiting oil swelling resistance per ISO 1817 in IRM 903 test oil at 100 °C for 72 h, limiting volume change to -5% to +15%. Adhesion between the inner tube and the textile or steel reinforcement layers is measured via peel strength exceeding 2.5 N/mm following the ISO 8033 strip peel procedure. The formed hose, cured in salt then stripped, washed, pressure-cycled at 1.5× rated working pressure, and subjected to burst testing at 4× pressure rating, serves as the inner fluid-conveying core in hydraulic systems for construction machinery, agricultural equipment, and industrial presses operating with mineral oil or water-glycol fluids at temperatures up to 100 °C. |
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| Property | 5-Methoxy-MBT | MBT | MBTS | CBS | Test Method |
|---|---|---|---|---|---|
| Mooney scorch t₅ @ 121°C (min) | 28.5 | 19.7 | 23.2 | 31.4 | ASTM D1646 |
| MDR t₉₀ @ 160°C (min) | 13.8 | 9.5 | 11.0 | 14.2 | ASTM D5289 |
| Tensile strength (MPa) | 24.6 | 25.1 | 24.9 | 25.4 | ISO 37 |
| Elongation at break (%) | 510 | 480 | 495 | 520 | ISO 37 |
| Hardness (IRHD) | 64 | 65 | 65 | 63 | ISO 48-4 |
| Hot air aging, 70 h @ 100°C: ΔTensile (%) | -12 | -18 | -15 | -10 | ISO 188 |
| Parameter | Industrial Grade | High-Purity Grade | Test Method |
|---|---|---|---|
| Assay (HPLC) | ≥98.0% | ≥99.5% | In-house method, 254 nm |
| Melting point | 188–192°C | 190–192°C | USP <741> / Ph.Eur. 2.2.14 |
| Loss on drying (105°C, 2 h) | ≤0.5% | ≤0.1% | ISO 787-2 |
| Ash (sulfated, 600°C) | ≤0.3% | ≤0.05% | ISO 3451-1 |
| Heavy metals (as Pb) | ≤10 ppm | ≤2 ppm | ICP-OES |
| Free MBT content | ≤0.5% | ≤0.1% | HPLC-DAD |
| Residual solvents (GC-HS) | ≤300 ppm toluene | ≤50 ppm toluene | Ph.Eur. 2.4.24 |
An often-overlooked advantage of the methoxy substitution lies in its reduced volatility compared to low-molecular-weight dithiocarbamates. Thermogravimetric analysis at 10°C/min in air shows 5% mass loss at 215°C for 5-methoxy MBT, versus 178°C for zinc dimethyldithiocarbamate. This stability minimizes fume evolution during high-temperature injection molding of thermoset elastomers, contributing to compliance with workplace air concentration limits for hazardous volatile organic compounds as specified in EN 689:2018 guidance.
In terms of regulatory status, the substance is listed on the EINECS inventory (210-394-7) and has been pre-registered under REACH. Full registration dossiers for tonnage bands above 1–10 tonnes per annum require a chemical safety assessment covering the sensitization endpoint and aquatic toxicity (Daphnia magna 48-hour EC50 reportedly > 10 mg/L). Formulators replacing MBT or MBTS with this accelerator must update their safety data sheets with the specific DNEL for inhalation (2.5 mg/m³ for long-term systemic effects, derived from a 90-day repeated-dose oral toxicity study applying an assessment factor of 25) and the PNEC for freshwater sediment of 0.12 mg/kg dw. Such granular data, drawn from the IUCLID database for closely related benzothiazole thiones, provide a baseline until a substance-specific comprehensive dossier is published. As with all thiazole accelerators, the development of nitrosatable species during vulcanization must be controlled through formulating with nitrosamine-scavenging amines or by maintaining a sulfur-to-accelerator ratio above 2.5:1.