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Trimethylolpropane, TMP, 77-99-6

Trimethylolpropane, TMP, 77-99-6

Product Name: Trimethylolpropane (TMP)
CAS No: 77-99-6
EC No (EINECS): 201-074-9
Chemical Formula: C₆H₁₄O₃
Molecular Weight: 134.18 g/mol
REACH Status: Registered

1. PRODUCT DESCRIPTION AND CHEMICAL IDENTITY

Parameter Description
Chemical Name (IUPAC) 2-Ethyl-2-(hydroxymethyl)-1,3-propanediol
Other Names Trimethylolpropane, TMP, 1,1,1-Tris(hydroxymethyl)propane, TMP
CAS Number 77-99-6
EC Number (EINECS) 201-074-9
Molecular Formula C₆H₁₄O₃
Molecular Weight 134.18 g/mol
Chemical Class Trifunctional aliphatic alcohol, polyol
Appearance White crystalline solid
Odor Mild characteristic or odorless
Taste Not determined as technical product
REACH Status Registered

CHEMICAL STRUCTURE AND DESCRIPTION:

Trimethylolpropane (TMP) is a trifunctional aliphatic alcohol containing three primary hydroxyl (-OH) groups. Its structure has a central carbon atom bonded to one ethyl (-CH₂CH₃) group and three hydroxymethyl (-CH₂OH) groups. This structure gives TMP high functionality and crosslinking capability.

Structural Formula (Open Structure):

CH₂OH
|
CH₃-CH₂-C-CH₂OH
|
CH₂OH

(2-Ethyl-2-(hydroxymethyl)-1,3-propanediol)

These structural features:

Give TMP three reactive hydroxyl groups.

Provide high crosslink density in polymer systems.

Show high reactivity in esterification, transesterification, and urethane reactions.

Give the resulting resins and coatings mechanical strength, chemical resistance, and thermal stability.

TMP is an important polyol intermediate used as a building block in many industrial applications such as alkyd resins, polyester resins, polyurethane foams, coatings, adhesives, and synthetic lubricants.

2. PHYSICAL AND CHEMICAL PROPERTIES

Property Value
Molecular Formula C₆H₁₄O₃
Molecular Weight 134.18 g/mol
Appearance White crystalline solid
Odor Mild characteristic or odorless
Density 1.08 g/cm³ (20 °C)
Melting Point 58–61 °C
Boiling Point 295 °C (760 mmHg)
Flash Point 180 °C (closed cup)
Autoignition Temperature Approx. 370–400 °C (typical)
Vapor Pressure Very low (negligible at 20 °C)
Solubility Soluble in water, alcohols, and glycols
Stability Stable under recommended storage conditions
Hydroxyl Value Approx. 1250–1260 mg KOH/g
pH (aqueous solution) Near neutral
Volatility Low
Hygroscopicity May absorb slight moisture; store in dry conditions

TMP is a white crystalline trifunctional polyol. Its melting point is in the range of 58–61 °C. It boils at 295 °C. Its density is about 1.08 g/cm³. Its flash point is 180 °C (closed cup). It is soluble in water, alcohols, and glycols. It has high chemical stability. Thanks to its three hydroxyl groups, it is effective in crosslinking reactions.

3. SOLUBILITY PROFILE

Solvent Solubility Conditions
Water High solubility 20 °C
Methanol Soluble -
Ethanol Soluble -
Isopropanol Soluble -
Acetone Soluble -
Ethyl acetate Soluble / limited -
Glycols Soluble -
Aliphatic hydrocarbons Insoluble or very slightly soluble -
Aromatic hydrocarbons Limited solubility -

Due to its polar structure, TMP is readily soluble in polar solvents such as water, alcohols, glycols, and ketones. Its solubility in aliphatic hydrocarbons is low. This property makes it useful in aqueous and polar solvent-based formulations.

4. CHEMICAL PROPERTIES AND REACTIONS

Property Description
Chemical Class Trifunctional aliphatic polyol
Reactivity Esterification, transesterification, polyesterification, urethane formation
Hydrolytic Stability High
Thermal Stability Good
Oxidation Resistance High
Polymerization Does not undergo hazardous spontaneous polymerization; forms polyesters and polyurethanes in controlled reactions
Compatibility Carboxylic acids, anhydrides, isocyanates, esters
Substances to Avoid Strong oxidizing agents, strong acids, strong bases
Hazardous Decomposition Products Carbon monoxide (CO), carbon dioxide (CO₂), aldehydes, and organic vapors

Thanks to its three primary hydroxyl groups, TMP undergoes esterification with carboxylic acids, reaction with anhydrides, and urethane formation with isocyanates. It is a key building block in polyester resins, alkyd resins, and polyurethane systems. Its trifunctional structure increases crosslink density in polymer networks, providing mechanical strength, chemical resistance, and thermal stability.

5. SPECIFICATIONS (TECHNICAL/INDUSTRIAL GRADE)

Parameter Specification
Purity (GC) ≥ 99.0%
Appearance White crystalline flakes or powder
Color (Pt-Co) ≤ 10 Hazen
Melting Point 58–61 °C
Hydroxyl Value 1250–1260 mg KOH/g
Acid Value ≤ 0.1 mg KOH/g
Water Content ≤ 0.1%
Ash ≤ 0.05%
Iron (Fe) ≤ 1 ppm
Heavy Metals ≤ 10 ppm
pH (aqueous solution) 6–8
Hygroscopicity May absorb slight moisture
Shelf Life 24 months (under proper storage)

TMP is produced in technical grade with high purity. In industrial applications, batch-to-batch consistency, color stability, and low impurity content are important. High purity is particularly preferred in coating, resin, and polyurethane applications.

6. APPLICATIONS AND INDUSTRIAL USES

6.1. Resins

Application Description
Alkyd Resins Increases gloss, hardness, and durability in paints and coatings
Polyester Resins Provides durability, hydrolytic stability, and weather resistance
Powder Coatings Provides high crosslink density and outdoor durability
Industrial Coatings Used in automotive, appliance, and architectural coatings

TMP is an important polyol component in the production of alkyd and polyester resins. Thanks to its trifunctional structure, the hardness, chemical resistance, and thermal resistance of coatings are increased.

6.2. Polyurethanes

Application Description
Flexible and Rigid Foams Used as a crosslinker in polyurethane foams
Elastomers Provides strength, flexibility, and chemical resistance
Adhesives Increases adhesion performance and structural strength

TMP is used as a crosslinker or chain extender in polyurethane systems. It gives polyurethanes hardness, flexibility, and chemical resistance.

6.3. Coatings

Application Description
Powder Coatings Provides high crosslink density
Automotive Coatings Increases scratch and chemical resistance
Industrial Coatings Provides durability and surface quality

6.4. Lubricants

Application Description
Synthetic Esters Used in high-performance lubricants
Hydraulic Fluids Provides wear resistance and viscosity stability
Ester-Based Lubricants Used in biodegradable lubricant formulations

6.5. Construction Chemicals

Application Description
Adhesives Provides strong bonding properties
Sealants Increases chemical resistance and adhesion performance
Composites Improves performance in resin systems

6.6. Other Applications

Application Description
UV-Curable Systems Derivatives such as TMP triacrylate are used
Plasticizers Ester derivatives are used as plasticizers
Ester Intermediates Used in the production of lubricant and coating esters

7. STRUCTURAL AND FUNCTIONAL PROPERTIES

Property Description
Structural Class Trifunctional aliphatic polyol
Functional Groups Three -OH (hydroxyl) groups
Central Structure Contains an ethyl group and three hydroxymethyl groups
Steric Effect Increases hydrolytic and thermal stability
Crystalline Structure High crystallinity, low volatility
Reactivity High tendency toward esterification and urethane reactions
Polymer Contribution Provides hardness, crosslinking, chemical resistance, and UV resistance

The trifunctional structure of TMP provides high crosslink density in polymer chains. As a result, the resulting resins and coatings are more resistant to hydrolysis, oxidation, and UV effects.

8. INDUSTRIAL PROCESSES AND TECHNICAL APPLICATIONS

Application Description
Esterification Reacts with carboxylic acids to form esters
Polyesterification Forms polyester resins with dicarboxylic acids
Urethane Formation Used in polyurethane systems with isocyanates
Transesterification Used as an intermediate in ester exchange reactions
Alkyd Resin Synthesis Used in the production of alkyd resins with fatty acids and anhydrides
Powder Coating Production Used in high-performance powder coating resins

9. SAFETY AND TOXICOLOGY

Parameter Value
GHS Classification Not classified as a hazardous substance
Oral LD50 (Rat) > 5000 mg/kg
Skin Irritation May be mildly irritating
Eye Irritation May be mildly irritating
Respiratory Irritation Dust inhalation may cause irritation
Skin Sensitization Not expected
Mutagenicity Not classified
Carcinogenicity Not classified
Bioaccumulation Not likely
WGK Germany 1 (slightly hazardous to water)

TMP is a chemical with low toxicity. It may cause mild irritation on contact with eyes and skin. Inhalation of dust should be avoided. It is not classified as a hazardous substance.

10. TRANSPORT INFORMATION

Parameter Information
UN Number Not applicable (not a hazardous substance)
Hazard Class Not a hazardous substance
Packing Group Not applicable
Proper Shipping Name Trimethylolpropane (TMP)
Marine Pollutant No
ADR/RID Label Not applicable

TMP is not classified as a hazardous substance. There are no special restrictions for its transport by sea, land, or air.

11. REGULATORY INFORMATION

Region Status
EU REACH registered
USA (TSCA) Listed
EINECS 201-074-9
Turkey (KKDİK) Should be evaluated within compliance and registration requirements
Food Contact Not suitable for technical grade; special grade required for food contact
Hazardous Substance No

12. STORAGE AND HANDLING

Parameter Information
Storage Conditions Cool, dry, well-ventilated area
Temperature 2–30 °C (ideal); should not exceed 40 °C
Container Requirements Tightly closed bag or container
Moisture Control Dry environment to prevent moisture absorption
Substances to Avoid Strong oxidizing agents, direct sunlight, high temperature
Shelf Life 24 months (under proper storage)
Handling Notes Avoid dust formation; use PPE
Packaging Options 25 kg bag, 500 kg jumbo bag; custom packaging upon request

Handling Notes:

Avoid dust formation.

Use appropriate personal protective equipment (gloves, goggles, mask).

Avoid contact with skin and eyes.

Protect from moisture and direct sunlight.

13. FIRE-FIGHTING MEASURES

Parameter Information
Fire Hazard Combustible solid; dust cloud may be flammable/explosive
Flash Point 180 °C (closed cup)
Extinguishing Media Water spray, foam, CO₂, dry chemical powder
Special Hazards Thermal decomposition may release CO, CO₂, and organic vapors
Protective Equipment Self-contained breathing apparatus (SCBA), full protective clothing

TMP may burn at high temperatures. Dust cloud formation should be prevented. In case of fire, appropriate extinguishing media should be used, and firefighting personnel should wear protective equipment.

14. ACCIDENTAL RELEASE MEASURES

Parameter Information
Personal Protection Dust mask, protective goggles, gloves, protective clothing
Ventilation Ventilate the area
Containment Prevent dust spread
Cleaning Methods Carefully sweep or vacuum; place in suitable disposal container
Environmental Precautions Prevent entry into drains, sewers, and water sources
Waste Disposal Dispose of according to local regulations

In case of a spill, clean up while preventing dust formation. Dispose of waste properly. Prevent environmental release.

15. FIRST AID MEASURES

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

16. RAW MATERIALS AND BY-PRODUCTS

16.1. Raw Materials (Upstream)

Raw Material Description
n-Butyraldehyde Precursor in TMP synthesis
Formaldehyde Used in aldol condensation reaction
Hydrogen Used in hydrogenation step

16.2. By-Products (Downstream)

By-Product Application
TMP Esters Lubricants, plasticizers
Alkyd Resins Paints and varnishes
Polyester Resins Coatings, powder paints
Polyurethanes Adhesives, elastomers, foams
TMP Triacrylate UV-curable coatings

17. INDUSTRY SUITABILITY AND USE LEVELS

Industry Application Area Example Use Suitability
Coatings Alkyd, polyester, powder coating Automotive, architectural, industrial paints High
Polyurethanes Foam, elastomer, adhesive Flexible/rigid foams, adhesives High
Lubricants Synthetic esters Hydraulic fluids, lubricants High
Construction Adhesive, sealant Composites, adhesives Suitable
Chemistry Ester intermediate Plasticizer, synthesis Suitable
UV-Curable Systems TMP triacrylate Coatings, inks High

18. CHEMICAL REACTIONS AND DERIVATIVE CHEMISTRY

TMP can undergo many chemical reactions due to its three primary hydroxyl groups:

Reaction Description
Esterification Forms esters with carboxylic acids
Polyesterification Forms polyester resins with dicarboxylic acids
Transesterification Reacts with esters to perform ester exchange
Urethane Formation Forms polyurethanes with isocyanates
Etherification Can form ether bonds under suitable conditions
Acrylation Forms TMP triacrylate derivatives with acrylic acid

TMP derivatives are widely used in coatings, adhesives, lubricants, and polymer systems.

19. DERIVATIVES AND RELATED COMPOUNDS

Compound Description
TMP Triacrylate Used in UV-curable coatings
TMP Trimethacrylate Used in polymer and coating systems
TMP Esters Used as lubricants and plasticizers
TMP Ethoxylate Used in polyurethane and coating systems
TMP Propoxylate Used in polyurethane and coating systems
Pentaerythritol Similar polyol structure; used in coatings and resins
Neopentyl Glycol (NPG) Similar polyol structure; used in coatings and resins

20. SUMMARY AND IMPORTANT PRECAUTIONS

SUMMARY:
Trimethylolpropane (TMP) is a white crystalline trifunctional polyol with the formula C₆H₁₄O₃ and CAS number 77-99-6. It contains three primary hydroxyl groups. Thanks to its high functionality, it is widely used in alkyd resins, polyester resins, polyurethane foams, coatings, adhesives, and synthetic lubricants. It particularly increases crosslink density, providing mechanical strength, chemical resistance, and thermal stability. It has low toxicity and is not classified as a hazardous substance. It should be stored in a cool, dry, and well-ventilated area in tightly closed containers.

Key Properties:

Property Value
Appearance White crystalline solid
Chemical Formula C₆H₁₄O₃
Molecular Weight 134.18 g/mol
CAS Number 77-99-6
Melting Point 58–61 °C
Boiling Point 295 °C
Density 1.08 g/cm³ (20 °C)
Flash Point 180 °C (closed cup)
Solubility Water, alcohols, glycols
Chemical Class Trifunctional aliphatic polyol
Primary Use Resin, coating, polyurethane, lubricant

Main Applications:

Industry Applications
Resins Alkyd, polyester, powder coating
Polyurethanes Foam, elastomer, adhesive
Coatings Automotive, industrial, architectural
Lubricants Synthetic esters, hydraulic fluids
Construction Adhesive, sealant, composite
Chemistry Ester intermediates, plasticizers

Key Safety Points:

LOW TOXICITY: Not a hazardous substance; LD50 > 5000 mg/kg

MILD IRRITATION: May cause mild irritation to eyes and skin

DUST CONTROL: Inhalation of dust should be avoided

STORAGE: Cool, dry, well-ventilated; should not exceed 40 °C

PPE RECOMMENDED: Gloves, protective goggles, dust mask

INCOMPATIBLE: Strong oxidizing agents

CRITICAL WARNINGS:

TMP is a trifunctional aliphatic polyol containing three primary hydroxyl groups. It shows high reactivity in esterification and polyurethane reactions.

Its trifunctional structure gives polymers high crosslink density, mechanical strength, chemical resistance, and thermal stability.

It is used as a building block in alkyd, polyester, and powder coating resins.

It is an important intermediate in the production of polyurethane foams, elastomers, adhesives, and synthetic lubricants.

It is soluble in water and polar solvents; its solubility in aliphatic hydrocarbons is low.

It is combustible at high temperatures; dust cloud formation should be prevented.

It is not classified as a hazardous substance; however, appropriate PPE should be used in industrial handling.

It should be stored in tightly closed containers to prevent moisture absorption.

Important Statement: This Technical Data Sheet (TDS) is for informational purposes only. The information provided is based on available data and is believed to be accurate. However, the user is solely responsible for determining the suitability of the product for their own specific applications and for complying with all applicable regulations and safety requirements. For complete safety, use, storage, and regulatory compliance information, always refer to the official Safety Data Sheet (SDS/MSDS) provided by the manufacturer/supplier. Users are obligated to test the product in their own processes and applications. All local, national, and international regulations must be followed when working with TMP.

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