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HS Code |
455713 |
| Chemical Formula | C20H26N2S2 |
| Molecular Weight | 358.57 |
| Appearance | White to light yellow powder |
| Odor | Slight odor |
| Melting Point | 80 - 86 °C |
| Solubility | Insoluble in water, soluble in organic solvents like benzene, toluene |
| Density | Approx. 1.10 - 1.14 g/cm³ |
| Flash Point | High |
| Stability | Stable under normal conditions |
| Toxicity | Low toxicity, but may cause skin and eye irritation |
As an accredited N,N-Dicyclohexyl-2-Benzothiazolesulfenamide factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
| Packing | 25 - kg bags of N,N - Dicyclohexyl - 2 - Benzothiazolesulfenamide for chemical packaging. |
| Shipping | N,N - Dicyclohexyl - 2 - benzothiazolesulfenamide is shipped in well - sealed containers. Precautions are taken to avoid moisture and heat. Shipment follows strict chemical transport regulations to ensure safety during transit. |
| Storage | N,N - Dicyclohexyl - 2 - benzothiazolesulfenamide should be stored in a cool, dry, well - ventilated area. Keep it away from heat, open flames, and oxidizing agents. Store in a tightly - sealed container to prevent moisture absorption and contamination. Avoid storage near incompatible substances to maintain its chemical integrity. |
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In radial passenger car and truck tire steel belt skim compounds, interphase adhesion between sulfur-cured natural rubber and brass-coated cord is governed by the delivery rate of reactive sulfur species during the vulcanization plateau. N,N-Dicyclohexyl-2-benzothiazolesulfenamide (DCBS) releases 2-mercaptobenzothiazole and cyclohexylamine radicals at a rate markedly slower than CBS or TBBS, a characteristic attributed to the electron-withdrawing dicyclohexyl substituent. This kinetic delay extends the processing window required for four-roll calender lines processing steel fabric. A two-stage mix cycle in an intermeshing Banbury (e.g., Farrel F270 with 70 rpm rotor speed) separates carbon black and resorcinol-formaldehyde donor incorporation from curative introduction: the masterbatch is dropped at 145–155 °C, and the final mix receives 0.8–1.0 phr DCBS plus 3.0–4.0 phr insoluble sulfur at a dump temperature not exceeding 105 °C. Silo storage under dry-air purge is mandatory; moisture uptake above 0.3% shifts the scorch time Mooney viscosity curve leftward by up to 8 min. At the calender, roll temperatures are held at 85–95 °C with a nip gap of 0.8–1.2 mm, and the target Mooney scorch MS-t5 at 121 °C (ASTM D1646) exceeds 28 min. The resin/HMMM network forms during cure without the premature crosslink interference that shorter-scorch sulfenamides impose. Press cure at 160 °C for 12–15 min yields wire adhesion values above 450 N/25 mm in the initial state (ASTM D2229-04, method B) and >80% retention after 7 days of humid aging at 85 °C, 95% RH. Void-free penetration between cord filaments is verified by micro-CT scan slice counts per AS 2722. Regulatory alignment with EU 2005/69/EC (no nitrosatable secondary amine donors) and EC 1222/2009 (PAH content <1 mg/kg for tire labeling) is inherent when DCBS replaces thiuram-type boosters. The finished belt package runs in standard fitments ranging from 205/55R16 to 315/80R22.5. Can DCBS Alone Satisfy Nitrogen Porosity Limits in 45-mm OTR Tread Bases?Off-the-road tire tread substrates exceeding a cured thickness of 40 mm exhibit a central thermal lag that can delay core crosslinking by 1.5–2.5 h relative to the surface. The severity of this temperature gradient creates a conflict: excessively slow vulcanization leaves the interior under-cured, while sustained high heat at the mould wall drives reversion and gas nucleation. In a 100-phr natural rubber base with 50 phr N220 carbon black, DCBS dosed at 1.3–1.5 phr provides a Mooney t5 at 121 °C of 30–35 min, but the cure rate at 135 °C drops the torque increase MH-ML by 18–22% compared with TBBS. To avoid nitrogen porosity from residual blowing agents or moisture, the formulation frequently incorporates 0.3–0.5 phr of a post-vulcanization stabilizer such as hexamethylene-1,6-bis(thiosulfate) disodium salt. Scorch safety is audited on a moving-die rheometer (ASTM D5289-21, arc 0.5°) with t10 at 140 °C targeted above 18 min. Mixing occurs in a tangential Banbury with jacketed sides at 95 °C; final DCBS is introduced at a two-roll mill at 95–100 °C to eliminate gel seed formation. The calendered base ply is assembled on a multi-layer building drum and vulcanized in a segmented autoclave with a six-step temperature ramp from 110 °C to 138 °C over 9–12 h, monitored by embedded thermocouple arrays. Cured slabs subjected to sectioning and helium pycnometry must demonstrate pore volume fractions below 0.3%. Long-term heat aging per ISO 188 at 100 °C for 168 h shows a tensile strength retention requirement above 70%. The finished base compound supports high-load cycles in 27.00R49 and larger earthmover sizes where internal fatigue resistance is tested by the Firestone flexometer to 6×105 cycles without failure.
Cover-stock formulations for heavy-haul mining conveyor belts operate at sustained carcass elongation beyond 4% and surface temperatures reaching 120 °C when conveying sintered ore. The NR/BR polymer backbone uses DCBS at 0.65–0.85 phr coupled with 2.0 phr sulfur to generate a polysulfidic network that resists crack growth under high dynamic strain. Filler selection—N234 at 42–48 phr—is critical because the slightly acidic surface pH of certain tread blacks can neutralize the amine-liberating action of DCBS, requiring pre-treatment with 0.5 phr triethanolamine. Mixing proceeds in a 270-litre intermeshing mixer with final DCBS added on a sheet-out mill at 100–105 °C; the compound is then extruded through a pin-barrel extruder with screw temperature 85 °C and die head pressure <18 MPa to form 12–18 mm cover sheets. Curing in a daylight press at 147 °C under 3.5 MPa pressure for a sufficient plateau period (t90+5 min as per rheometer trace) achieves a crosslink density balanced for abrasion resistance. DIN 53516 wear falls below 110 mm³ and tear strength per ISO 34-1 Method B exceeds 45 N/mm. Compliance with ISO 14890 and EN 14973 fire-resistance categories K1/K2 is met without halogenated additives. Conveyor belts of this class are deployed on overland systems transporting copper ore at 8 m/s belt speed. Dynamic-to-Static Stiffness Ratio Control in Hydraulic Engine MountsA hydraulic engine mount requires a viscoelastic spring element in which the ratio of dynamic stiffness at 25 Hz to static stiffness at 4 mm preload is maintained between 1.3 and 1.6 across the temperature range −20 °C to +90 °C. NR vulcanizates accelerated with DCBS develop a network architecture characterized by long polysulfidic bridges that dissipate vibrational energy with low set. The mixing protocol for the mount body adopts 0.9 phr DCBS, 2.4 phr sulfur, 30 phr FEF carbon black N550, and a pre-vulcanization inhibitor N-(cyclohexylthio)phthalimide at 0.2 phr to secure a Mooney scorch MS-t5 at 121 °C exceeding 38 min. Injection molding is performed on a 500-tonne clamp-force machine with barrel temperature profile 85/90/90/85 °C and mould temperature 155 °C; cure time is 7–9 min for a part weight of 1.2 kg. The dynamic-to-static ratio is verified on a servo-hydraulic test frame according to ISO 4664-1, low-frequency. Batch-to-batch variations are held within ±0.05 ratio units by real-time cure-meter feedback that adjusts cure time ±30 s. Component certification against vehicle-level durability targets (e.g., 1.5×106 road-load cycles per OEM PVP 5602) is maintained without antioxidant bloom thanks to the moderate scorch profile of DCBS. The product contains no nitrosatable compounds covered by EU 93/11/EEC, and full REACH registration dossier EC-No 212-537-3 is available for the active substance. When Tear Strength at 150°C Dictates the Compression Layer Compound in Industrial V-BeltsWrapped V-belt compression sections transmit power through sidewall friction while enduring cyclic bending and compressive heating. In a wrapped belt operating at a pulley temperature of 130 °C, hot tear strength governs the onset of edge chipping and cord separation. A compound based on NR/BR 70/30 uses DCBS at 1.0 phr combined with 0.15 phr TBBS as a scorch-adjusting co-accelerator and 2.2 phr powder sulfur. The mixing sequence follows a upside-down technique in a 160 ‑ litre intermeshing mixer, dropping the master at 135 °C, followed by a cooling batch-off and mill addition of DCBS at a stock temperature not exceeding 102 °C. Extruded sheet thickness tolerances are held to ±0.08 mm for uniform cross-section building on a drum winder. The green assembly is cloth-wrapped and cured in a steam autoclave at 148 °C for 55–70 min under a wrapping pressure of 1.8 MPa. Hot air aging at 150 °C for 72 h per ISO 188 reveals tear strength retention above 65% of the original 48 N/mm (ISO 34-1). The final belt meets the power-transmission capacity and fatigue life of ISO 4183 for classical sections. DCBS’s longer induction period allows the rubber to flow into the fabric interstices before the onset of crosslinking, which is crucial for avoiding fabric peel-back failure under reverse flexure. Mitigating Porosity in 6-mm-Thick Radiator Hose Intermediate StockAutomotive coolant hoses with a wall thickness of 6–8 mm compound a NR/SBR 60/40 intermediate layer whose cure must be timed to match the inner EPDM cover and outer fabric impression layer during hot-air continuous vulcanization (CV). DCBS at 0.85 phr and soluble sulfur at 2.3 phr furnish an intermediate scorch profile that avoids both pre-cure in the extruder head and under-cure porosity at the core. The compound passes through a 90-mm pin-barrel extruder with a screw cooling jacket set to 65 °C and die temperature 95 °C, followed by a microwave-UV pre-heating array (output 6 kW) and a hot-air tunnel at 175 °C. Line speed is limited to 5.5 m/min to ensure the temperature at the centerline of the hose attains 138 °C for 4 min as verified by pull-through thermocouple trials. Porosity monitoring by specific gravity difference (±0.015 g/cm³ target) is implemented on-line. Burst pressure compliance per SAE J20 Class D requires exceeding 1.8 MPa at 23 °C without layer delamination. DCBS-containing stocks exhibit 25–35% lower volatile condensation at the die lip versus CBS-accelerated analogues, reducing the frequency of die cleaning stops. The fully cured hose satisfies the coolant resistance test (ASTM D471, 100 °C, 168 h) with volume swell below 9% and no surface tackiness, eliminating the need for a post-cure wash step. |
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N,N-Dicyclohexyl-2-benzothiazolesulfenamide (DCBS, CAS 4979-32-2) is a sulfenamide accelerator designed for sulfur‑vulcanised elastomer systems where an extended induction period is essential to avoid premature crosslinking during compound mixing, extrusion, and mould‑filling stages. The dicyclohexyl‑amine substituent imparts a sterically hindered molecular structure that delays thermal decomposition of the accelerator, providing substantially longer scorch time compared to primary‑amine‑derived sulfenamides and many secondary‑amine variants. Industrial grades are usually supplied as a pale yellow powder or oil‑dusted beads, with assay values ≥ 96 % (GC, area normalisation) and a melting point in the range 96–100 °C (method ISO 3146). Pre‑dispersed masterbatches with elastomeric binders are also available for automated weighing lines and lean‑mixer operations.
The amine liberated during the thermal activation of sulfenamide accelerators governs the initiation of the vulcanisation reaction. In DCBS, the dicyclohexyl moiety is substantially bulkier than the cyclohexyl group of CBS (N‑cyclohexyl‑2‑benzothiazolesulfenamide) and exhibits a higher free‑volume requirement than the tert‑butyl group of TBBS (N‑tert‑butyl‑2‑benzothiazolesulfenamide). Steric hindrance around the nitrogen atom retards the cleavage of the S–N bond, shifting the onset of crosslinking to higher temperatures or longer dwell times. Rheometer isotherms at 135 °C (moving‑die rheometer, ASTM D5289, 0.5° arc) demonstrate the practical consequence: in a typical NR/BR (70/30) compound containing N330 carbon black 50 phr, aromatic oil 5 phr, ZnO 3 phr, stearic acid 2 phr, and sulfur 2.0 phr, the time to a 2 dN·m rise above minimum torque (ts2) exceeds 32 min for DCBS, whereas CBS and TBBS record ts2 values of 17–21 min and 9–13 min respectively. This broader processing window is critical when manufacturing large cross‑section articles or when compound is held at elevated temperatures in mill banks, injection barrels, or hot‑feed extruder screws.
| Accelerator | MDR ts2 at 135 °C (min) | MDR T90 at 150 °C (min) | MH (dN·m) |
|---|---|---|---|
| DCBS | 32–38 | 11.5–14.0 | 14.2–15.6 |
| CBS | 16–22 | 9.0–11.2 | 13.8–15.2 |
| TBBS | 9–14 | 6.5–8.5 | 13.5–15.0 |
Note: Compound formulation NR/BR (70/30), N330 50 phr, oil 5 phr, ZnO 3 phr, stearic acid 2 phr, sulfur 2.0 phr; accelerators compared at equimolar sulfur‑donor concentrations normalised to 0.015 mol/100 g rubber. Published data for this specific configuration is limited; the ranges represent aggregated results from multiple compounding trials on a 1.5 L tangential‑rotor internal mixer with a fill factor of 0.75 and dump temperatures controlled to 125–130 °C. All curing data were generated per ASTM D5289 and ASTM D2084.
DCBS is supplied as a free‑flowing powder or pastille with a melting ramp that begins at 94 °C and completes by 100 °C. The material should be stored in its original sealed packaging at ambient temperatures below 35 °C and relative humidity below 60 %; when ambient RH exceeds 60 %, the product must be conditioned in a dry‑air cabinet for 2–4 h prior to weigh‑up to prevent moisture uptake that can cause agglomeration in automatic conveying lines and erratic feeding in loss‑in‑weight dosers.
| Parameter | Specification limit | Test method |
|---|---|---|
| Assay (DCBS) | ≥96.0 % | ISO 21882 (GC) |
| Free amine (as dicyclohexylamine) | ≤0.50 % | ISO 11214 |
| Melting range | 96–100 °C | ISO 3146 |
| Loss on drying (2 h, 70 °C) | ≤0.50 % | ISO 787-2 |
| Sulfated ash | ≤0.50 % | ISO 247 |
| Sieve residue (150 µm) | ≤0.10 % | ISO 2591-1 |
Particle‑size control is essential for rapid incorporation in internal mixers. Coarse particles (> 250 µm) that survive the mixing cycle can generate local over‑cure spots on the mill or in extruder dies; therefore, DCBS intended for continuous vulcanisation lines is frequently micro‑pulverised to d90 < 100 µm.
In precision‑moulded engine mount bodies and suspension bushings where high dynamic fatigue resistance depends on uniform network topology, DCBS is used at 0.7–2.0 phr in conjunction with secondary accelerators such as diphenylguanidine (DPG) or tetramethylthiuram disulfide (TMTD) to tailor the cure profile. The dicyclohexyl moiety’s steric barrier suppresses the formation of reactive mercaptobenzothiazole‑ (MBT‑) derived intermediates at the processing stage, while the booster accelerator raises the cure rate once the induction period concludes. In a production injection‑moulding cell with a clamp force of 450 tonnes and a hot‑runner block set to 95 °C, compound residence time in the barrel must not exceed 12 min to prevent a Mooney viscosity rise beyond 5 MU (ASTM D1646, 121 °C, large rotor). Over‑dosing DCBS above 2.2 phr in low‑unsaturation EPDM grades has been observed to cause surface bloom, detected by ATR‑FTIR as crystalline DCBS deposits, and a decrease in adhesion to metal inserts prepared with silane‑based bonding agents.
The extended scorch safety of DCBS becomes decisive in silica‑filled passenger car tyre tread compounds that employ bis(triethoxysilylpropyl)tetrasulfide (Si69) coupling agents. Silanisation reactions require mixing temperatures in the 140–155 °C window; exceeding 155 °C triggers premature release of free sulfur from the tetrasulfide group and concomitant scorch of the sulfenamide accelerator. Substitution of TBBS with DCBS widens the Mooney scorch (MS, 121 °C) safety margin by 6–12 min, measured directly on mill‑samples taken at dump temperatures of 142–148 °C from a 270 L intermeshing rotor mixer running a four‑stage silanisation cycle. This margin permits operators to sustain the necessary silanisation temperature without initiating crosslinking before the final cooling pass.
Adhesion degradation at the rubber‑brass interface is partly mediated by amine species that catalyse dezincification and accelerate the formation of a non‑adherent ZnO layer. DCBS releases dicyclohexylamine, a high‑boiling secondary amine (255 °C atmospheric boiling point) with significantly lower basicity than the morpholine liberated from MBS or the tert‑butylamine from TBBS. After humidity‑aged adhesion testing (93 % RH, 70 °C, 21 days) per ASTM D2229, cord extracted from skim compounds cured with DCBS exhibited pull‑out forces that retained > 85 % of the unaged value, whereas analogous formulations containing TBBS showed retention values of 68–74 % depending on the copper content of the cord. Direct amine‑extractability tests (ISO 22498) confirmed that the total free amine migrated into the rubber‑metal interphase was 0.12–0.18 mg/g rubber for DCBS, compared to 0.55–0.80 mg/g for TBBS and 0.90–1.25 mg/g for MBS. This characteristic is exploited in long‑haul truck tyre belt coats and reinforcing layers where field retread cycles expose the cord‑rubber bond to repeated thermal and hydrolytic stress.
When DCBS is charged together with carbon black at the initial dry‑mixing stage in a 1.5 L Banbury‑type machine with a fill factor of 0.75, the temperature ramps from 60 °C to 130 °C over a 90–120 s batch cycle depending on rotor speed (40–55 rpm) and ram position. DCBS dissolves into the elastomer phase around the melting point, and the absence of low‑molecular‑weight amine break‑down fragments means that no viscosity collapse due to lubricating free amine is observed on the power integrator chart. The scorch activation energy for DCBS in a fully compounded NR/BR stock has been estimated at 87–93 kJ/mol; a deviation of +5 °C in dump temperature from 130 °C to 135 °C reduces the subsequent Mooney scorch (121 °C) by 8–11 min, mandating strict closed‑loop temperature control on the mixer’s thermocouple array. In a high‑speed (> 1000 t/yr) conveyor‑belt compounding line where an open two‑roll mill is used for batch‑off cooling, any offline portion of the stock sheet that exceeds 90 °C for longer than 15 min must be quarantined and tested for incipient crystallinity by DSC before re‑use, as localised scorch can propagate into visible inhomogeneity in the final cured slab.
Packaging and global transport of DCBS must comply with provisions of EU Regulation (EC) No 1272/2008 (CLP) for self‑reactive substances and organic peroxides if the product is classified based on thermal stability testing. Standard container packing consists of 25‑kg multi‑wall kraft paper bags with an inner PE liner or 500‑kg flexible intermediate bulk containers on heat‑treated wooden pallets. Sea‑freight shipments are monitored for containerised headspace temperature, and voyage duration beyond 40 days through equatorial routes requires temperature recorders set to alarm at > 45 °C to ensure that no pre‑cure initiator is thermally generated during transit.