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Tertbutyl Benzothiazole Sulfenamide, Tert-butyl Benzothiazole Sulfenamide, TBBS, TBBS-80, 95-31-8

Tertbutyl Benzothiazole Sulfenamide, Tert-butyl Benzothiazole Sulfenamide, TBBS, TBBS-80, 95-31-8

TERT-BUTYL BENZOTHIAZOLE SULFENAMIDE (TBBS)

PRODUCT IDENTIFIER INFORMATION

Parameter Information
Product Name Tert-Butyl Benzothiazole Sulfenamide (TBBS)
Chemical Name (IUPAC) N-tert-Butyl-2-benzothiazole sulfenamide
CAS Number 95-31-8
EC Number (EINECS) 202-409-1
Molecular Formula C₁₁H₁₄N₂S₂
Molecular Weight 238.37 g/mol

SECTION 1: CHEMICAL IDENTITY AND DESCRIPTION

Parameter Information
Chemical Name (IUPAC) N-tert-Butyl-2-benzothiazole sulfenamide
Systematic Name N-(1,1-Dimethylethyl)-2-benzothiazolesulfenamide
Synonyms TBBS, TBBS-80, Tert-butyl Benzothiazole Sulfenamide, N-tert-Butyl-2-benzothiazolesulfenamide, Accelerator NS, Tertbutyl Benzothiazole Sulfenamide, Tersiyerbutil Benzotiyazol Sülfenamid
Trade Names Vulkacit TBBS, Rhenogran TBBS, Santocure TBBS, Altax TBBS, Accelerator NS
Abbreviations TBBS, TBBS-80 (masterbatch form)
CAS Number 95-31-8
EC Number (EINECS) 202-409-1
Molecular Formula C₁₁H₁₄N₂S₂
Molecular Weight 238.37 g/mol
Chemical Class Sulfenamide (delayed-action accelerator for rubber vulcanization)
Physical State (20°C) Solid (light yellow-gray powder or granules)
Odor Characteristic slight amine odor
Taste Not applicable (industrial rubber additive)

SECTION 2: PHYSICAL AND CHEMICAL PROPERTIES

Property Value Test Method
Appearance Light yellow-gray powder or granules Visual
Odor Characteristic slight amine odor Olfactometric
Molecular Weight 238.37 g/mol Calculated
Melting Point 104 – 110°C DSC
Density (25°C) ~1.29 – 1.31 g/cm³ ASTM D4052
Solubility in Water Insoluble General Method
Solubility in Organic Solvents Soluble in chloroform, carbon disulfide, benzene; moderately soluble in ethanol, acetone General Method
Active Content (TBBS-80) ~80% (20% elastomer binder) TGA
Stability Stable under normal conditions  
Flash Point >200°C ASTM D93

SECTION 3: CHEMICAL PROPERTIES AND REACTIVITY

Parameter Information
Chemical Character Sulfenamide; delayed-action primary accelerator for sulfur vulcanization
Stability Stable under normal conditions
Decomposition Products (Heating) CO, CO₂, NOx, SOx, amine compounds
Incompatible Materials Strong oxidizing agents, strong acids
Activation Mechanism Cleaves at sulfenamide bond upon heating; releases 2-mercaptobenzothiazole (MBT) and tert-butylamine which act as active accelerator and activator respectively
Delayed Action Provides excellent processing safety with long scorch time; ideal for high-temperature processing
Nitrosamine Risk Medium (may produce nitrosamines with certain secondary amine sources)
Hazardous Polymerization Does not occur

SECTION 4: RUBBER ACCELERATORS COMPARISON

Property TBBS CBS MBTS MBT ZDEC
CAS Number 95-31-8 95-33-0 120-78-5 149-30-4 14324-55-1
Chemical Class Sulfenamide Sulfenamide Thiazole Disulfide Thiazole Dithiocarbamate
Acceleration Speed Fast (delayed action) Fast (delayed action) Medium-fast Medium-fast Ultra-fast
Scorch Safety Excellent Excellent Good Good Low (scorch risk)
Mechanical Properties Excellent Excellent Good Good Good
Nitrosamine Risk Medium Low No No Low
Activation Temperature 140-180°C 140-180°C 140-170°C 140-160°C 80-120°C
Primary Use Tires, mechanical goods, automotive Tires, mechanical goods General rubber, hoses, belts General rubber Latex, low-temp cure
Typical Dosage (phr) 1.0-3.0 1.0-3.0 1.0-3.0 1.0-3.0 0.5-2.0

SECTION 5: FUNCTIONAL PROPERTIES AND MECHANISM OF ACTION

Property Description
Delayed-Action Accelerator Provides long scorch time and excellent processing safety; ideal for high-temperature mixing and processing
High Mechanical Strength Imparts excellent tensile strength, tear resistance, and abrasion resistance to vulcanizates
Fast Cure Rate at Temperature Once activated at vulcanization temperature (140-180°C), provides rapid and efficient crosslinking
Wide Compatibility Compatible with NR, SBR, NBR, BR, EPDM, and other general-purpose elastomers
Activator Release Upon heating, releases MBT (accelerator) and tert-butylamine (activator); provides self-activating cure system
Reversion Resistance Good resistance to reversion (over-cure degradation) especially in NR compounds
Synergy with Secondary Accelerators Can be used with small amounts of dithiocarbamates or thiurams for faster cure without significant scorch penalty

SECTION 6: PRIMARY APPLICATION AREAS

Sector / Application Function Typical Dosage (phr)
Automotive Tires (Radial and Bias) Primary accelerator 1.0 – 3.0
Technical Rubber - Gaskets, Seals Primary accelerator, mechanical strength 1.0 – 2.5
Technical Rubber - Hoses Primary accelerator 1.0 – 2.5
Technical Rubber - Vibration Mounts Primary accelerator, dynamic properties 1.0 – 2.5
Conveyor Belts Primary accelerator 1.0 – 2.5
Automotive Rubber (Non-Tire) Primary accelerator 1.0 – 2.5
Natural Rubber (NR) Compounds Primary accelerator 1.0 – 3.0
Synthetic Rubber (SBR, NBR, EPDM) Primary accelerator 1.0 – 3.0
General Industrial Rubber Goods Primary accelerator 1.0 – 3.0

SECTION 7: QUALITY SPECIFICATIONS (TECHNICAL GRADE / TBBS-80 MASTERBATCH)

Parameter Specification Test Method
Appearance Light yellow-gray powder or granules Visual
Active Content (TBBS-80) 79 – 81% TGA / HPLC
Free MBT ≤ 1.0% Titrimetric / HPLC
Melting Point (Pure TBBS) 104 – 110°C DSC
Loss on Drying (105°C, 2 hours) ≤ 1.0% Gravimetric
Ash Content (Pure TBBS) ≤ 0.5% Gravimetric (600°C)
Residue on Sieve (100 mesh) ≤ 0.5% Sieve Analysis
Binder Content (TBBS-80) 19 – 21% (EPDM/EVA binder) Calculated
Heavy Metals (as Pb) ≤ 10 ppm ICP-MS
Lead (Pb) ≤ 2 ppm ICP-MS
Cadmium (Cd) ≤ 1 ppm ICP-MS

SECTION 8: TOXICOLOGICAL PROFILE

Parameter Value
Acute Oral Toxicity (LD50, Rat) > 5,000 mg/kg (low toxicity)
Skin Irritation Mild irritant
Eye Irritation Mechanical irritant (dust)
Respiratory Irritation Inhalation of dust may cause mechanical irritation
Skin Sensitization Low sensitization potential
Carcinogenicity Not classified
Mutagenicity Negative in standard tests
Nitrosamine Risk Medium (may form nitrosamines with certain secondary amines)
Environmental Toxicity Harmful to aquatic organisms

SECTION 9: GHS CLASSIFICATION AND LABELING

GHS Classification (compliant with 1272/2008/EC):

Hazard Class Category H-Statement
Skin Irritation Category 2 H315
Eye Irritation Category 2 H319
STOT - SE Category 3 H335
Aquatic Toxicity (Chronic) Category 3 H412

Signal Word: WARNING

Hazard Pictograms: GHS07 (Exclamation Mark)

Hazard Statements (H-Codes):

Code Statement
H315 Causes skin irritation
H319 Causes serious eye irritation
H335 May cause respiratory irritation
H412 Harmful to aquatic life with long lasting effects

SECTION 10: PRECAUTIONARY STATEMENTS (P-CODES)

Code Statement
P261 Avoid breathing dust
P264 Wash hands thoroughly after handling
P271 Use only outdoors or in a well-ventilated area
P280 Wear protective gloves/eye protection
P302+P352 IF ON SKIN: Wash with plenty of water and soap
P304+P340 IF INHALED: Remove person to fresh air and keep comfortable for breathing
P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
P312 Call a POISON CENTER/doctor if you feel unwell
P501 Dispose of contents/container to approved hazardous waste facility

SECTION 11: FIRST AID MEASURES

Exposure Route Action to Take
Inhalation Move to fresh air. Seek medical attention if respiratory irritation persists.
Skin Contact Wash with plenty of water and soap for at least 15 minutes. Remove contaminated clothing.
Eye Contact Rinse immediately with plenty of water for at least 15 minutes. Remove contact lenses if present. Seek medical attention.
Ingestion Rinse mouth with water. Do NOT induce vomiting. Drink plenty of water. Seek medical attention.

SECTION 12: FIREFIGHTING MEASURES

Parameter Information
Fire Hazard Combustible organic powder
Hazards During Fire CO, CO₂, NOx, SOx, amine compounds
Suitable Extinguishing Media Water mist, CO₂, dry chemical powder, foam
Special Protective Equipment Self-contained breathing apparatus (SCBA), full protective clothing
Special Precautions Prevent dust accumulation; avoid sparks

SECTION 13: STORAGE AND SHELF LIFE

Parameter Information
Storage Conditions Cool (15-25°C), dry, well-ventilated area; protect from direct light
Container Requirements Tightly closed, moisture-proof containers
Keep Away From Strong oxidizing agents, strong acids, heat sources
Shelf Life 24 months (unopened original packaging under appropriate storage conditions)
Stability Note Stable under normal conditions

SECTION 14: PACKAGING OPTIONS

Packaging Type Quantity Material
Kraft bag with PE inner liner 25 kg Kraft paper + PE
PP woven bag with PE inner liner 25 kg PP woven + PE
Fiber drum 25-50 kg Fiberboard + PE
Big-Bag 500-1000 kg Polypropylene (with PE inner liner)

SECTION 15: TRANSPORTATION INFORMATION

Parameter Information
UN Number Not regulated (not hazardous for transport)
Hazard Class Not applicable
Packing Group Not applicable
ADR/RID Not regulated
IMDG Code Not regulated
IATA (Air) Not regulated
Marine Pollutant No
Transport Temperature Ambient; protect from heat and moisture

SECTION 16: REGULATORY STATUS

Region / Authority Status
European Union REACH registered; industrial rubber chemical
USA (TSCA) Listed
FDA (Rubber Articles) Suitable for food contact rubber articles (with limitations)
Turkey Industrial chemical; subject to chemical registration regulations
BfR (Germany) Suitable for food contact rubber articles (with limitations)

SECTION 17: OTHER NAMES AND SYNONYMS

Type Name
Common Names TBBS, TBBS-80, Tert-butyl Benzothiazole Sulfenamide, Accelerator NS
Chemical Names N-tert-Butyl-2-benzothiazole sulfenamide, N-(1,1-Dimethylethyl)-2-benzothiazolesulfenamide
Trade Names Vulkacit TBBS, Rhenogran TBBS, Santocure TBBS, Altax TBBS
Turkish Names Tertbütil Benzotiyazol Sülfenamid, Tersiyerbutil Benzotiyazol Sülfenamid, N-Tersiyerbutil-2-benzotiyazol-sülfenamid
CAS Number 95-31-8
EC Number 202-409-1

SECTION 18: ACCELERATOR COMPARISON TABLE

Property ZDMC ZDEC ZDBC ZMBT TBBS
CAS No. 137-30-4 14324-55-1 136-23-2 155-04-4 95-31-8
Nitrosamine Risk Low Low Low Medium Medium
Curing Speed Fast Ultra-fast Medium Medium Delayed (Fast at temp)
Dispersion High (PD) High (PD) Medium Medium Medium
Toxicity Low Low Low Low Low
Melting Point >180°C >180°C ~200°C ~250°C 104-110°C

SECTION 19: TBBS SECTORAL SUITABILITY TABLE

Sector TBBS Suitability Description
Natural Rubber Medium Can be used as secondary accelerator
Synthetic Rubber (SBR, NBR) High Provides high performance
Latex Systems Not suitable Not suitable due to delayed vulcanization
Automotive Tires High High mechanical strength and processability
Medical Products Not suitable Not preferred due to nitrosamine risk
General Industrial Rubber High High abrasion and tear resistance
Technical Rubber High Ideal for gaskets, hoses, vibration parts

SECTION 20: SUMMARY TABLE

Parameter Value
Product Tert-Butyl Benzothiazole Sulfenamide (TBBS)
CAS Number 95-31-8
Molecular Formula C₁₁H₁₄N₂S₂
Molecular Weight 238.37 g/mol
Appearance Light yellow-gray powder or granules
Melting Point 104 – 110°C
Primary Function Delayed-action fast primary rubber vulcanization accelerator
Masterbatch Form TBBS-80 (80% active)
Shelf Life 24 months
GHS Signal Word Warning

SECTION 21: CRITICAL WARNINGS AND BEST PRACTICES

CRITICAL WARNINGS:

  1. Not for Latex: Not suitable for latex dipping systems due to delayed vulcanization characteristics; use dithiocarbamates (ZDEC, ZDMC) instead.

  2. Nitrosamine Risk: Medium nitrosamine risk; evaluate formulation carefully for sensitive applications (medical, food contact).

  3. High Activation Temperature: Requires vulcanization temperatures of 140-180°C for optimal performance; ensure adequate process temperature control.

  4. Dust Control: Fine powder may cause respiratory and eye irritation; use appropriate ventilation and PPE.

  5. Environmental Hazard: Harmful to aquatic organisms; prevent release to the environment.

BEST PRACTICE RECOMMENDATIONS:

  1. Primary Accelerator: Use at 1.0-3.0 phr as primary accelerator in NR, SBR, NBR, and EPDM compounds for high mechanical strength.

  2. Automotive Tires: Preferred accelerator for tire compounds due to excellent scorch safety and mechanical properties.

  3. Masterbatch Form: Prefer TBBS-80 pre-dispersed form for better dispersion and reduced dust exposure.

  4. Synergy: Can be combined with small amounts (0.1-0.3 phr) of dithiocarbamates or thiurams for faster cure without significant scorch penalty.

  5. Storage: Store in cool, dry environment; keep containers tightly closed to prevent moisture absorption and amine odor release.

LEGAL DISCLAIMER:

The information provided in this document is presented in good faith based on our current knowledge and experience; however, since all usage conditions are beyond our control, it does not constitute a binding specification or warranty. This Technical Data Sheet is for informational purposes only. Users are obligated to test the suitability for their own applications. For complete safety, storage, handling, transportation, disposal, and regulatory compliance information, refer to the official Safety Data Sheet (SDS/MSDS) provided by the manufacturer/supplier.

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