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Tributyl Phosphate, TBP, 126-73-8 , 20046-30-4

Tributyl Phosphate, TBP, 126-73-8 , 20046-30-4

TRIBUTYL PHOSPHATE (TBP)

Tributyl Phosphate / Tributil Fosfat / Tri-n-butyl Phosphate / Phosphoric Acid Tributyl Ester
CAS Numbers: 126-73-8, 20046-30-4
EC Number: 204-800-2

1. IDENTIFICATION INFORMATION

Property Information
Chemical Name Tributyl Phosphate
Other Names Tributyl Phosphate, Tri-n-butyl Phosphate, Phosphoric Acid Tributyl Ester, TBP, Tributil Fosfat
Chemical Formula C₁₂H₂₇O₄P
Structure (CH₃CH₂CH₂CH₂O)₃PO
Molecular Weight 266.32 g/mol
CAS Numbers 126-73-8, 20046-30-4
EC Number (EINECS) 204-800-2
Appearance Colorless, odorless liquid
Physical State Liquid

2. PHYSICAL PROPERTIES

Property Value
Physical State (20°C) Liquid
Appearance Colorless, odorless liquid
Odor Odorless or very faint
Chemical Formula C₁₂H₂₇O₄P
Molecular Weight 266.32 g/mol
Density (20°C) 0.976 g/cm³
Density (25°C) 0.973 - 0.978 g/cm³
Melting Point -79°C
Boiling Point 289°C
Flash Point 146°C (294°F) (closed cup)
Autoignition Temperature >300°C
Vapor Pressure (20°C) 0.001 mmHg (very low)
Vapor Density (air=1) 9.2
Water Solubility (25°C) ~0.6 g/L (600 mg/L, low)
Solubility in Organic Solvents Miscible with alcohols, ketones, ethers, aromatic hydrocarbons, chlorinated solvents
pH (aqueous extract) ~7 (neutral)
Viscosity (25°C) 3.5 - 4.0 mPa·s
Refractive Index (n20/D) 1.424 - 1.425
Dielectric Constant ~8.0
Surface Tension (25°C) 27.8 mN/m
Heat of Vaporization ~80 kJ/mol
Specific Heat (25°C) ~2.0 J/g·K
Thermal Conductivity ~0.15 W/m·K

3. CHEMICAL PROPERTIES

Property Information
Chemical Formula C₁₂H₂₇O₄P
Molecular Weight 266.32 g/mol
Chemical Class Organophosphate ester (Trialkyl phosphate)
Functional Group Phosphate ester (P=O with three butoxy groups)
Structure (C₄H₉O)₃P=O
Stability Stable under normal conditions
Hydrolysis Slow hydrolysis in water; faster in acidic or basic conditions
Thermal Decomposition >200°C decomposes to produce toxic phosphorus oxides (POx)
Chemical Resistance Resistant to dilute acids and alkalis
Complexation Strong complexing agent for metal ions (especially actinides)
Incompatible Materials Strong oxidizing agents, strong bases, reactive metals, strong acids (at high temperature)

General Structure:

        O
        ||
(C₄H₉O) - P - (OC₄H₉)
        |
        (OC₄H₉)

Hydrolysis Reaction:

(C₄H₉O)₃P=O + H₂O  —[H⁺/OH⁻]—> (C₄H₉O)₂P=O(OH) + C₄H₉OH (Dibutyl phosphate)
(C₄H₉O)₂P=O(OH) + H₂O  —[H⁺/OH⁻]—> (C₄H₉O)P=O(OH)₂ + C₄H₉OH (Monobutyl phosphate)
(C₄H₉O)P=O(OH)₂ + H₂O  —[H⁺/OH⁻]—> H₃PO₄ + C₄H₉OH (Phosphoric acid)

Metal Complexation (Uranium - PUREX Process):

UO₂²⁺ (uranyl ion) + 2 (C₄H₉O)₃P=O → [UO₂((C₄H₉O)₃P=O)₂]²⁺

4. PRODUCTION PROCESS

Method Description
Esterification (Industrial Standard) Phosphorus oxychloride (POCl₃) + Butanol → Tributyl phosphate + HCl
Reaction Conditions Controlled temperature, excess butanol, with base to neutralize HCl
Purification Distillation under reduced pressure, washing, drying
Yield >90%

Reaction Equation:

POCl₃ + 3 C₄H₉OH  —[Base]—> (C₄H₉O)₃P=O + 3 HCl

Alternative Production Routes:

Method Description
Direct Esterification Phosphoric acid + Butanol (with catalyst)
Transesterification Trialkyl phosphate + Butanol

5. AVAILABLE FORMS AND SPECIFICATIONS

Form Purity Description Applications
Technical Grade ≥99.0% Colorless liquid Industrial solvent, plasticizer, extraction
High Purity Grade ≥99.5% Colorless liquid Nuclear fuel processing, pharmaceutical
Extraction Grade ≥99.0% Colorless liquid PUREX process, metal extraction

Typical Specifications (Technical Grade):

Parameter Specification Test Method
Assay (C₁₂H₂₇O₄P) ≥99.0% GC
Appearance Colorless clear liquid Visual
Odor Odorless or very faint Organoleptic
Density (20°C) 0.973 - 0.978 g/cm³ ASTM D4052
Refractive Index (n20/D) 1.423 - 1.425 Refractometer
Water Content ≤0.1% Karl Fischer
Acidity (as H₃PO₄) ≤0.05% Titration
Color (APHA) ≤20 ASTM D1209
Viscosity (25°C) 3.5 - 4.0 mPa·s ASTM D445
Flash Point ≥146°C ASTM D93
Residue after Evaporation ≤0.01% Gravimetric
Dibutyl Phosphate (DBP) ≤0.5% GC
Monobutyl Phosphate (MBP) ≤0.1% GC
Chlorides (Cl) ≤0.01% Colorimetric

6. APPLICATIONS

6.1. Nuclear Industry (Solvent Extraction – PUREX Process) – Largest Use

Application Function
Uranium Extraction Extracts uranium from nitric acid solutions
Plutonium Extraction Co-extraction with uranium
Thorium Extraction Extraction from nuclear fuel solutions
Actinide Separation Chromatographic separation of actinide elements
Nuclear Fuel Reprocessing PUREX (Plutonium Uranium Reduction EXtraction) process
Spent Nuclear Fuel Treatment Recovery of fissile materials

PUREX Process Details:

  • TBP concentration: 15-40% (typically 30% TBP in kerosene or dodecane)

  • Extraction medium: Nitric acid solution

  • Complexation: UO₂(NO₃)₂ + 2 TBP → UO₂(NO₃)₂·2TBP

6.2. Plasticizer Industry

Application Function
Cellulose Esters Plasticizer for nitrocellulose, cellulose acetate
Vinyl Resins Plasticizer for PVC and other vinyl polymers
Plastics Improves flexibility and processability
Rubber Plasticizer for synthetic and natural rubber
Adhesives Improves flexibility and reduces brittleness

6.3. Functional Fluids

Application Function
Aircraft Hydraulic Fluids Fire-resistant hydraulic fluid component
Brake Fluids Component in specialty brake fluids
Lubricant Additives Anti-wear, extreme pressure additive
Heat Transfer Fluids Heat exchange medium (high thermal stability)
Transformer Oils Dielectric fluid component

6.4. Flame Retardants

Application Function
Textiles Flame retardant treatment for fabrics
Plastics Reduces flammability of polymers
PVC Compounds Flame retardant plasticizer
Polyurethane Foams Flame retardant additive
Engineering Plastics Reduces fire propagation

6.5. Solvent and Processing Aids

Application Function
Inks Solvent for printing inks
Synthetic Resins Solvent and processing aid
Adhesives Solvent for plywood glues and laminating adhesives
Pigment Grinding Aids pigment dispersion
Paint Strippers Component in industrial paint removers

6.6. Defoamer (Antifoam Agent)

Application Function
Detergent Solutions Foam suppression in liquid detergents
Emulsions Prevents foam formation in emulsion systems
Paints Defoamer in water-based paints
Antifreeze Solutions Foam control in coolant systems
Industrial Processes General foam control
Textile Processing Foam suppression in dyeing and finishing

6.7. Metal Extraction and Hydrometallurgy

Application Function
Rare Earth Extraction Separation of rare earth elements
Base Metal Extraction Extraction of cobalt, nickel, zinc from leach solutions
Lithium Extraction Recovery of lithium from brines
Phosphoric Acid Purification Solvent extraction of impurities

6.8. Textile Industry

Application Function
Mercerization Improves wetting properties during mercerization
Dyeing Auxiliary Leveling agent and dispersant
Flame Retardant Treatment Reduces fabric flammability

6.9. Chemical Industry

Application Function
Hydrogen Peroxide Extraction Purification of hydrogen peroxide
Organic Synthesis Solvent and reagent
Catalyst Carrier Support for homogeneous catalysts

6.10. Other Applications

Application Function
Photographic Chemicals Solvent and processing aid
Agricultural Chemicals Solvent for pesticide formulations
Construction Materials Component in specialty building materials
Inks/Toners Colorant products, toners, printing inks
Surface Coatings Leveling agent and flow modifier

7. PUREX PROCESS DETAILS

Parameter Information
Process Name Plutonium Uranium Reduction EXtraction
TBP Concentration 15-40% (typically 30% TBP)
Diluent Kerosene, dodecane, or other aliphatic hydrocarbons
Extraction Medium Nitric acid (2-4 M)
Uranium Complex UO₂(NO₃)₂·2TBP
Plutonium Complex Pu(NO₃)₄·2TBP (Pu(IV))
Stripping Agent Dilute nitric acid or reducing agents

Extraction Chemistry:

Metal Ion Extraction Reaction Distribution Coefficient
U(VI) UO₂²⁺ + 2NO₃⁻ + 2TBP → UO₂(NO₃)₂·2TBP High (40-50)
Pu(IV) Pu⁴⁺ + 4NO₃⁻ + 2TBP → Pu(NO₃)₄·2TBP High (30-40)
Th(IV) Th⁴⁺ + 4NO₃⁻ + 2TBP → Th(NO₃)₄·2TBP Moderate (10-20)
Pu(III) Pu³⁺ + 3NO₃⁻ + 3TBP → Pu(NO₃)₃·3TBP Low (<1)

Note: The PUREX process is used for reprocessing spent nuclear fuel to recover plutonium and uranium.

8. TBP VS OTHER PHOSPHATE ESTERS

Property TBP (Tributyl Phosphate) TIBP (Triisobutyl Phosphate) TOP (Trioctyl Phosphate) TEHP (Triethylhexyl Phosphate)
Molecular Weight 266.32 266.31 434.63 434.63
Density (20°C) 0.976 0.965 0.925 0.925
Boiling Point 289°C ~205°C >200°C >200°C
Flash Point 146°C 150°C >200°C >200°C
Viscosity 3.5-4.0 ~4.0 ~12 ~12
Water Solubility 0.6 g/L 0.26 g/L Very low Very low
Primary Use Nuclear extraction, plasticizer Textile auxiliaries, defoamer Plasticizer, lubricant Plasticizer, lubricant

9. SAFETY AND HEALTH INFORMATION (GHS CLASSIFICATION)

Hazard Class Category
Skin Irritation Category 2 (H315)
Eye Irritation Category 2 (H319)
Specific Target Organ Toxicity (Single exposure) Category 3 (H335, H336)
Acute Toxicity (Oral) Category 4 (H302)

10. HAZARD STATEMENTS (H-CODES)

Code Statement
H302 Harmful if swallowed
H315 Causes skin irritation
H319 Causes serious eye irritation
H335 May cause respiratory irritation
H336 May cause drowsiness or dizziness

11. SAFETY STATEMENTS (P-CODES)

Code Statement
P261 Avoid breathing mist/vapors/spray
P264 Wash hands thoroughly after handling
P271 Use only outdoors or in a well-ventilated area
P280 Wear protective gloves, protective clothing, eye protection, face protection
P301+P312 IF SWALLOWED: Call a POISON CENTER or doctor if you feel unwell
P302+P352 IF ON SKIN: Wash with plenty of water
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 and easy to do. Continue rinsing
P312 Call a POISON CENTER or doctor if you feel unwell
P332+P313 If skin irritation occurs: Get medical advice/attention
P337+P313 If eye irritation persists: Get medical advice/attention
P403+P233 Store in a well-ventilated place. Keep container tightly closed
P405 Store locked up
P501 Dispose of contents/container in accordance with local regulations

12. TOXICOLOGICAL INFORMATION

Parameter Value
Oral LD50 (rat) ~1,200 - 3,000 mg/kg
Dermal LD50 (rabbit) >2,000 mg/kg
Inhalation LC50 (rat) >0.5 mg/L (4 hours)
Skin Irritation Mild to moderate irritant
Eye Irritation Mild to moderate irritant
Skin Sensitization Not sensitizing
Mutagenicity Negative
Carcinogenicity Not classified as carcinogenic (IARC: Not listed)
Reproductive Toxicity Not classified

Health Effects:

Exposure Effect
Acute (Inhalation) Respiratory tract irritation, drowsiness, dizziness (H335, H336)
Acute (Skin Contact) Redness, irritation (H315)
Acute (Eye Contact) Redness, tearing, irritation (H319)
Acute (Ingestion) Nausea, vomiting, gastrointestinal discomfort (H302)
Chronic No known chronic effects (low toxicity)

13. FIRST AID MEASURES

Exposure Route Action
Inhalation Remove to fresh air. Give oxygen if breathing difficulty. Seek medical attention if symptoms persist.
Skin Contact Remove contaminated clothing. Wash with soap and plenty of water for at least 15 minutes. Seek medical attention if irritation persists.
Eye Contact Rinse immediately with plenty of water for at least 15 minutes. Remove contact lenses. Seek medical attention if irritation persists.
Ingestion Do NOT induce vomiting. Rinse mouth. Drink water. Seek medical attention if large amount ingested.

14. FIRE FIGHTING MEASURES

Parameter Information
Fire Hazard Combustible liquid (flash point 146°C)
Extinguishing Media Water spray, CO₂, dry chemical powder, alcohol-resistant foam
Special Hazards Thermal decomposition produces toxic phosphorus oxides (POx), carbon monoxide, and carbon dioxide
Protective Equipment Self-contained breathing apparatus (SCBA), full protective clothing

15. ENVIRONMENTAL INFORMATION

Parameter Information
Aquatic Toxicity Moderate toxicity to aquatic organisms
Biodegradability Readily biodegradable
Bioaccumulation Low to moderate potential (Log P = 3.8)
Mobility in Water Low (0.6 g/L solubility)
Waste Disposal Dispose according to local regulations. Controlled incineration recommended.

16. STORAGE AND HANDLING

Parameter Information
Storage Conditions Cool (15-30°C), dry, well-ventilated area
Container Requirements Tightly closed containers (HDPE, stainless steel, glass)
Protect from Heat, strong oxidizing agents, strong bases, reactive metals
Shelf Life 12-24 months (unopened, proper storage)
Hygroscopicity Low to moderate
Incompatible Materials Strong oxidizing agents, strong bases, reactive metals, strong acids
Packaging Options 25 kg drum, 200 kg drum, 1000 kg IBC, bulk container

Handling Notes:

  • Use in well-ventilated areas

  • Avoid skin and eye contact

  • Use appropriate PPE (nitrile or neoprene gloves, safety goggles)

  • Keep away from ignition sources (combustible)

  • Avoid release to the environment

17. TRANSPORT INFORMATION

Parameter Information
UN Number Not classified as dangerous goods for transport (may be considered combustible liquid)
Hazard Class Not applicable
Packing Group Not applicable
Proper Shipping Name Tributyl phosphate
Marine Pollutant No
ADR/RID Not classified as dangerous goods

Note: Some classifications may consider TBP as a combustible liquid with flash point >140°C.

18. REGULATORY INFORMATION

Region Status
EU REACH registered; approved for industrial use
Türkiye (KKDİK) Mandatory compliance; registration required
USA (TSCA) Listed
Canada (DSL) Listed
Australia (AICS) Listed
Japan (ENCS) Listed
Korea (KECL) Listed
China (IECSC) Listed

Nuclear Regulatory: Subject to nuclear regulatory controls in many countries (used in nuclear fuel reprocessing)

19. OTHER NAMES AND SYNONYMS

Name
Tributyl Phosphate
Tri-n-butyl Phosphate
Phosphoric Acid Tributyl Ester
TBP
Tributil Fosfat (Turkish)
Butyl Phosphate (tris)
Tri-n-butoxyphosphine Oxide

Database Identifiers:

Database Identifier
CAS 126-73-8, 20046-30-4
EC 204-800-2
MDL MFCD00009436
PubChem CID 31357
RTECS TC8225000
Beilstein 1710582
Merck 14,9635

20. SUMMARY AND IMPORTANT WARNINGS

SUMMARY:

Tributyl phosphate (TBP, C₁₂H₂₇O₄P, CAS 126-73-8) is a colorless, odorless liquid with a density of 0.976 g/cm³ at 20°C, boiling point of 289°C, and flash point of 146°C. It is an organophosphate ester (trialkyl phosphate) produced by the esterification of phosphorus oxychloride (POCl₃) with butanol. TBP is best known as the primary extractant in the PUREX process (Plutonium Uranium Reduction EXtraction) for nuclear fuel reprocessing, where it extracts uranium, plutonium, and thorium from nitric acid solutions (typically 30% TBP in kerosene or dodecane). Other major applications include plasticizer for cellulose esters (nitrocellulose, cellulose acetate), vinyl resins, plastics, and rubber; functional fluids (aircraft hydraulic fluids, brake fluids, lubricant additives, heat transfer fluids); flame retardants for textiles and plastics; solvent and processing aid for inks, resins, adhesives, and pigment grinding; defoamer (antifoam agent) for detergent solutions, emulsions, paints, and antifreeze; metal extraction for rare earth elements and base metals; textile processing (mercerization aid); and various other industrial applications.

Key Properties:

Property Value
Appearance Colorless, odorless liquid
Chemical Formula C₁₂H₂₇O₄P
Molecular Weight 266.32 g/mol
Density (20°C) 0.976 g/cm³
Boiling Point 289°C
Flash Point 146°C
Water Solubility 0.6 g/L (low)
Viscosity (25°C) 3.5 - 4.0 mPa·s
Primary Use Nuclear extraction, plasticizer, flame retardant

Main Application Areas:

Industry Applications
Nuclear Industry PUREX process (U, Pu, Th extraction), actinide separation
Plasticizers Cellulose esters, vinyl resins, plastics, rubber
Functional Fluids Aircraft hydraulic fluids, brake fluids, lubricants, heat transfer
Flame Retardants Textiles, plastics, PVC, polyurethane foams
Solvents Inks, synthetic resins, adhesives, pigment grinding
Defoamer Detergent solutions, emulsions, paints, antifreeze
Metal Extraction Rare earth elements, cobalt, nickel, lithium
Textile Mercerization aid, dyeing auxiliary

Key Safety Points:

  • IRRITANT: Causes skin and eye irritation (H315, H319)

  • HARMFUL: Harmful if swallowed (H302)

  • RESPIRATORY EFFECTS: May cause respiratory irritation, drowsiness, dizziness (H335, H336)

  • COMBUSTIBLE: Flash point 146°C; keep away from heat and ignition sources

  • LOW TOXICITY: Oral LD50 ~1,200-3,000 mg/kg; not classified as carcinogen

  • USE PPE: Protective gloves (nitrile, neoprene), safety goggles, protective clothing

  • VENTILATION: Use in well-ventilated area

  • STORAGE: Cool, dry area; avoid strong oxidizing agents and strong bases

IMPORTANT WARNINGS:

Nuclear Industry Applications (PUREX Process): TBP is the primary extractant used in the PUREX (Plutonium Uranium Reduction EXtraction) process for reprocessing spent nuclear fuel. It selectively extracts uranium (UO₂²⁺) and plutonium (Pu⁴⁺) from nitric acid solutions while leaving fission products in the aqueous phase. The extraction efficiency is highly dependent on nitric acid concentration (optimal at 2-4 M). TBP is typically used as a 15-40% solution (most commonly 30%) in an aliphatic diluent such as kerosene or dodecane. The process involves extraction, scrubbing, and stripping steps to recover fissile materials. Due to its nuclear applications, TBP is subject to strict regulatory controls in many countries.

Plasticizer Applications: TBP is an effective plasticizer for cellulose esters (nitrocellulose, cellulose acetate, cellulose acetobutyrate), vinyl resins (PVC), and various plastics and rubbers. It improves flexibility, reduces brittleness, and enhances processability. In adhesives, TBP increases flexibility and reduces brittleness of the cured adhesive film.

Functional Fluids: TBP is used as a component in fire-resistant aircraft hydraulic fluids (Type IV fluids) due to its high flash point and thermal stability. It is also used in specialty brake fluids, as a lubricant additive (anti-wear and extreme pressure properties), and as a heat transfer fluid (high thermal stability up to ~200°C). In transformer oils, TBP can be used as a dielectric fluid component.

Flame Retardant Properties: TBP acts as a flame retardant in plastics and textiles by promoting char formation and reducing flammability. It is particularly effective in PVC compounds (as a flame retardant plasticizer), polyurethane foams, and engineering plastics. The phosphorus content of TBP (approximately 11.6% P) contributes to its flame retardant efficacy.

Defoamer (Antifoam) Applications: TBP is an effective defoamer in various industrial processes due to its low water solubility and surface-active properties. It is used in detergent solutions, aqueous emulsions, water-based paints, antifreeze solutions, and textile processing baths. TBP destabilizes foam bubbles by reducing surface tension and spreading on the liquid surface.

Metal Extraction and Hydrometallurgy: Beyond nuclear applications, TBP is used in hydrometallurgy for extracting and separating rare earth elements, base metals (cobalt, nickel, zinc), and lithium from leach solutions. It is also used in the purification of phosphoric acid (removal of impurities by solvent extraction). The selectivity of TBP for different metal ions depends on the acid concentration and the presence of complexing agents.

Hydrolysis and Degradation: TBP slowly hydrolyzes in water, especially at elevated temperatures or in acidic/basic conditions. The primary degradation products are dibutyl phosphate (DBP) and monobutyl phosphate (MBP), and ultimately phosphoric acid and butanol. In nuclear applications, radiation-induced degradation produces DBP and MBP, which can form undesirable complexes and reduce extraction efficiency. TBP used in nuclear applications is typically treated for radiolytic stability.

Storage Compatibility: TBP is compatible with stainless steel, glass, HDPE, and PTFE. Avoid storage in aluminum or other reactive metal containers (potential for slow reaction). Protect from strong oxidizing agents (nitric acid at high concentrations, perchlorates, permanganates) and strong bases. TBP should be stored in tightly closed containers to prevent moisture absorption (hydrolysis) and contamination.

Environmental Fate: TBP is readily biodegradable and has low bioaccumulation potential (Log P = 3.8). It has moderate aquatic toxicity. However, its degradation products (DBP, MBP, phosphoric acid) are less toxic and more environmentally benign. Do not discharge concentrated TBP to sewers or water bodies.

Regulatory Status in Nuclear Applications: The use and transport of TBP for nuclear applications (especially for reprocessing spent nuclear fuel) are subject to strict national and international regulations, including IAEA safeguards and export controls. TBP itself is not a controlled substance, but its use in nuclear fuel cycles is regulated.

Industrial vs Consumer Products: TBP is primarily an industrial chemical used in manufacturing and processing. Consumer products containing TBP include construction/building materials (flame retardant plastics), hydraulic fluids (in industrial equipment), and ink/toner/colorant products. Direct consumer exposure is limited.

Important Disclaimer: This Technical Data Sheet (TDS) is for informational purposes only. For complete safety, handling, storage, and regulatory compliance information, always refer to the official Safety Data Sheet (SDS) provided by the manufacturer/supplier. Tributyl phosphate is an irritant and is harmful if swallowed. Use appropriate personal protective equipment. Use in well-ventilated areas. Keep away from ignition sources. For nuclear applications, follow all applicable regulatory requirements and safety protocols. In case of spill or fire, follow emergency procedures. Seek medical attention for significant exposures.

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