THIOCARBAMYL SULFENAMIDE
Thiocarbamyl sulfenamide is a non-staining, primary accelerator for natural and synthetic rubbers such as EPDM, SBR, Nitrile, and Butyl, and is more efficient than other sulfenamide accelerators.
Thiocarbamyl sulfenamide is a vulcanizing agent and delayed accelerator, and has better scorch safety than Willing M and Willing MDB.
Thiocarbamyl sulfenamide can be utilized to produce excellent economical, semi-EV cure systems, with a preferred dosage ratio of 2 parts Thiocarbamyl sulfenamide to 1 part of another sulfenamide like BBTS or CBTS.
CAS Number: 13752-51-7
EC Number: 237-335-9
Molecular Formula: C9H16N2O2S2
Molecular Weight: 248.37
Synonyms: 4-[(4-Morpholinylthio)thioxomethyl]-morpholine; ACCELERATOR OTOS; CURE-RITE 18; N-OXYDIETHYLENE THIOCARBAMYL-N-OXYDIETHYLENE SULFENAMIDE; morpholin-4-yl morpholine-4-carbodithioate; 4-((4-morpholinylthio)thioxomethyl)-morpholin; 4-((morpholinothiocarbonyl)thio)-morpholin; 4-((morpholinothiocarbonyl)thio)morpholine;4-[(4-Morpholinylthio)thioxomethyl]-morpholine;Thiocarbamyl sulfenamide;OTOS; N-Oxydiethylenethiocarbamyl-N-oxydiethylene sulfenamide 4-[(4-Morpholinylthio)thioxomethyl]-morpholine ,4-[(4-Morpholinylthio)thioxomethyl]-morpholine,ACCELERATOR OTOS,CURE-RITE 18,N-OXYDIETHYLENE THIOCARBAMYL-N-OXYDIETHYLENE SULFENAMIDE,morpholin-4-yl morpholine-4-carbodithioate,4-((4-morpholinylthio)thioxomethyl)-morpholin,4-((morpholinothiocarbonyl)thio)-morpholin,4-((morpholinothiocarbonyl)thio)morpholine, Acceleratorotos; 13752-51-7; OTOS; Cure-Rite18; Morpholine,4-[(4-morpholinylthio)thioxomethyl]-; morpholin-4-ylmorpholine-4-carbodithioate
Thiocarbamyl sulfenamide compounds are an important class of chemicals used primarily in the rubber industry.
They serve as accelerators in the vulcanization process of rubber.
Vulcanization is a chemical process that involves the addition of sulfur or other equivalent curatives or accelerators to rubber to improve its elasticity and strength.
Thiocarbamyl sulfenamide is a non-staining, primary accelerator for natural and synthetic rubbers such as EPDM, SBR, Nitrile and Butyl.
Thiocarbamyl sulfenamide is more efficient than other sulfenamide accelerators.
As a result, a 25% reduction in the sulfenamide portion of an accelerator system is possible when Thiocarbamyl sulfenamide is used.
This substitution will result in no loss of cure rate while maintaining good physical properties
Applications of Thiocarbamyl Sulfenamide:
Thiocarbamyl sulfenamide is a primary accelerator for NR,SBR,EPDM etc.
Thiocarbamyl sulfenamide is a vulcanizing agent and delayed accelerator, and has better scorch safety than Willing M, Willing MDB.
Thiocarbamyl sulfenamide’s critical temperature is 149οC.
Thiocarbamyl sulfenamide can be utilized to produce excellent economical, semi-EV cure systems.
The preferred dosage ratio is 2 parts Thiocarbamyl sulfenamide to 1 part of another sulfenamide like BBTS or CBTS.
Sulfur loading should be kept low, 0.4 to 0.6 PHR.
Thiazoles may be used in place of the sulfenamides to speed up the cure rate and reduce reversion in natural rubber.
Heat aging and compression set properties are outstanding.
Processing properties are excellent, providing fast cure rates with good scorch safety.
Thiocarbamyl sulfenamide is also available as a polymer bound dispersion (Akrochex OTOS-70/EPR/C-LB).
Polymer bound or encapsulated dispersions are a proven means of upgrading plant safety, efficiency, quality and raw material control.
Rubber Industry:
Tires:
They are extensively used in the production of tires due to their ability to improve the mechanical properties of the rubber.
Industrial Rubber Goods:
Other applications include belts, hoses, gaskets, and various molded goods where enhanced durability and performance are required.
Chemical Intermediates:
In some cases, they are used as intermediates in the synthesis of other chemical compounds.
Chemical Structure and Composition
Thiocarbamyl sulfenamides typically have the following general structure:
R1N−C(=𝑆)−NR2−S−R3
R1, R2, and R3:
These represent various organic groups that can be attached to the thiocarbamyl sulfenamide molecule.
The nature of these groups can significantly affect the properties and reactivity of the compound.
Properties of Thiocarbamyl Sulfenamide:
Accelerators in Vulcanization:
Thiocarbamyl sulfenamides are primarily used as accelerators in the vulcanization process of rubber.
They help to speed up the cross-linking reaction between sulfur and the rubber polymer chains.
Thermal Stability:
They often possess good thermal stability, making them suitable for high-temperature applications.
Reactivity:
The reactivity of these compounds can be tailored by modifying the R groups in their structure, allowing for customization in specific applications.
Common Types of Thiocarbamyl Sulfenamide:
Some well-known thiocarbamyl sulfenamide accelerators include:
N-Cyclohexyl-2-benzothiazolesulfenamide (CBS):
Known for Thiocarbamyl sulfenamide’s delayed action in the vulcanization process, providing better control over the reaction.
N-tert-Butyl-2-benzothiazolesulfenamide (TBBS):
Offers a balance of fast curing and processing safety, widely used in tire manufacturing.
N,N-Dicyclohexyl-2-benzothiazolesulfenamide (DCBS):
Often used in industrial rubber applications requiring excellent aging properties.
Handling And Storage of Thiocarbamyl Sulfenamide:
Precautions for safe handling:
Avoid inhalation of vapour or mist.
Conditions for safe storage, including any incompatibilities:
Keep container tightly closed in a dry and well-ventilated place.
Containers which are opened must be carefully resealed and kept upright to prevent leakage.
Storage:
Store in a cool, dry place away from incompatible materials such as strong acids and bases.
Thiocarbamyl sulfenamide should be stored in the dry and cooling place with good ventilation, avoiding exposure of the packaged product to direct sunlight.
The validity is 1 year.
Storage class (TRGS 510):
8A: Combustible, corrosive hazardous materials
Stability and Reactivity of Thiocarbamyl Sulfenamide:
Chemical stability:
Stable under recommended storage conditions.
Incompatible materials:
Strong oxidizing agents:
Hazardous decomposition products:
Hazardous decomposition products formed under fire conditions.
Carbon oxides, Nitrogen oxides (NOx), Hydrogen chloride gas.
Safety and Handling of Thiocarbamyl Sulfenamide:
Thiocarbamyl sulfenamides should be handled with care as they can be hazardous.
Appropriate safety measures include:
Protective Equipment:
Use of gloves, goggles, and protective clothing to prevent skin and eye contact.
Ventilation:
Ensure adequate ventilation to avoid inhalation of dust or fumes.
First Aid Measures of Thiocarbamyl Sulfenamide:
General advice:
Consult a physician.
Show this safety data sheet to the doctor in attendance.
Move out of dangerous area:
If inhaled:
If breathed in, move person into fresh air.
If not breathing, give artificial respiration.
Consult a physician.
In case of skin contact:
Take off contaminated clothing and shoes immediately.
Wash off with soap and plenty of water.
Consult a physician.
In case of eye contact:
Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician.
Continue rinsing eyes during transport to hospital.
If swallowed:
Do NOT induce vomiting.
Never give anything by mouth to an unconscious person.
Rinse mouth with water.
Consult a physician.
Firefighting Measures of Thiocarbamyl Sulfenamide:
Suitable extinguishing media:
Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Special hazards arising from the substance or mixture:
Carbon oxides, Nitrogen oxides (NOx), Hydrogen chloride gas
Advice for firefighters:
Wear self-contained breathing apparatus for firefighting if necessary.
Accidental Release Measures of Thiocarbamyl Sulfenamide:
Personal precautions, protective equipment and emergency procedures:
Use personal protective equipment.
Avoid breathing vapours, mist or gas.
Evacuate personnel to safe areas.
Environmental precautions:
Prevent further leakage or spillage if safe to do so.
Do not let product enter drains.
Discharge into the environment must be avoided.
Methods and materials for containment and cleaning up:
Soak up with inert absorbent material and dispose of as hazardous waste.
Keep in suitable, closed containers for disposal.
Exposure Controls/Personal Protection of Thiocarbamyl Sulfenamide:
Control parameters:
Components with workplace control parameters:
Contains no substances with occupational exposure limit values.
Appropriate engineering controls:
Handle in accordance with good industrial hygiene and safety practice.
Wash hands before breaks and at the end of workday.
Personal protective equipment:
Eye/face protection:
Tightly fitting safety goggles.
Faceshield (8-inch minimum).
Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU).
Skin protection:
Handle with gloves.
Gloves must be inspected prior to use.
Use proper glove removal technique (without touching glove’s outer surface) to avoid skin contact with Thiocarbamyl sulfenamide.
Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices.
Wash and dry hands.
Full contact:
Material: Nitrile rubber
Minimum layer thickness: 0.11 mm
Break through time: 480 min
Material tested:Dermatril (KCL 740 / Aldrich Z677272, Size M)
Splash contact:
Material: Nitrile rubber
Minimum layer thickness: 0.11 mm
Break through time: 480 min
Material tested:Dermatril (KCL 740 / Aldrich Z677272, Size M)
Thiocarbamyl sulfenamide should not be construed as offering an approval for any specific use scenario.
Body Protection:
Complete suit protecting against chemicals, The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection:
Where risk assessment shows air-purifying respirators are appropriate use a fullface respirator with multi-purpose combination (US) or type ABEK (EN 14387) respirator cartridges as a backup to engineering controls.
If the respirator is the sole means of protection, use a full-face supplied air respirator.
Use respirators and components tested and approved under appropriate government standards such as NIOSH (US) or CEN (EU).
Control of environmental exposure:
Prevent further leakage or spillage if safe to do so.
Do not let product enter drains.
Discharge into the environment must be avoided.
Disposal considerations:
Waste treatment methods:
Offer surplus and non-recyclable solutions to a licensed disposal company.
Contact a licensed professional waste disposal service to dispose of Thiocarbamyl sulfenamide.
Contaminated packaging:
Dispose of as unused product
Identifiers of Thiocarbamyl Sulfenamide:
CAS: 13752-51-7
Formula: C9H16N2O2S2
Molecular weight: 248.37
EINECS: 237-335-9
Chemical Name: N-Oxydiethylene Thiocarbamyl-N-oxydiethy sulfenamide
Molecular Formula: C9H16N2O2S2
Molecular Weight: 248.4
CAS NO: 13752-51-7
Properties of Thiocarbamyl Sulfenamide:
Appearance: white powder
Ash: 0.50% max.
Heat Loss: 0.20% max.
Melting Point: 133°C min.
Specific Gravity: 1.35
Packaging: 55.1 pound bags
Specifications of Thiocarbamyl Sulfenamide:
Molecular weight: 248.37
EINECS: 237-335-9
Notes: Thiocarbamyl sulfenamide uses and applications include: Accelerator for EPDM, SBR, nitrile, natural and butyl rubbers
Class: Specialty Chemicals
Industry: Rubber
Functions: Accelerator