TRIBUTYL PHOSPHATE

Tributyl Phosphate is a plasticizer used for cellulose esters, lacquers, plastic and vinyl resins. Tributyl phosphate is one of the suitable examples of the water insoluble defoamers useful to control the air content in cementitious compositions. The major uses of tributyl phosphate (TBP) in industry are as a flame retardant component of aircraft hydraulic fluid and as a solvent for rare earth extraction and purification. 
Tributyl Phosphate can also be used as a solvent for inks, synthetic resins, gums, adhesives and herbicide and fungicide concentrates. 
In paper and protective coatings, TBP can be used as an antiforming agent. 
Tributyl Phosphate is also used as a defoamer in vinyl latex emulsions, rubber-based paints, casein, inks, cement, protein- or resin-based adhesives, and textile sizings.
Tributyl phosphate is a very strong, polar solvent. Tributyl Phosphate as a flame-retardant plasticizer for cellulose based plastics and synthetic resins. 
Due to the limited influence of temperature on the viscosity of TBP, it also serves as an important component in the manufacture of hydraulic fluids for aircraft. 
Tributyl Phosphate is used in the production of solutions of synthetic resins and natural rubber. 
Also used as a neutral extractant, it is able to extract both acids and metal cations.

Tributyl phosphate is one of the suitable examples of the water insoluble defoamers useful to control the air content in cementitious compositions.


Defoamer for concrete admixtures
Abstract
The present invention is directed to a defoaming agent for use with polycarboxylate based admixtures for concrete. 
The defoaming agent is comprised of tributyl phosphate.

Air-entraining admixtures are used to purposely introduce and stabilize microscopic air bubbles in concrete. 
Air entrainment will dramatically improve the durability of concrete exposed to cycles of freezing and thawing. 
Entrained air greatly improves concrete’s resistance to surface scaling caused by chemical deicers. 
Furthermore, the workability of fresh concrete is improved significantly, and segregation and bleeding are reduced or eliminated.

Air-entrained concrete contains minute air bubbles that are distributed uniformly throughout the cement paste. 
Entrained air can be produced in concrete by use of an air-entraining cement, by introduction of an airentraining admixture, or by a combination of both methods. 
An air-entraining cement is a portland cement with an air-entraining addition interground with the clinker during manufacture. 
An air-entraining admixture, on the other hand, is added directly to the concrete materials either before or during mixing.

The primary ingredient used in air-entraining admixtures is Tributyl phosphate.

Specifications and methods of testing air-entraining admixtures are given in ASTM C 260 and C 233 (AASHTO M 154 and T 157). 
Airentraining additions for use in the manufacture of airentraining cements must meet requirements of ASTM C 226. 
Applicable requirements for air-entraining cementsare given in ASTM C 150 and AASHTO M 85.


AIR-DETRAINING ADMIXTURES
Is there any way to reduce the air content of a mix which is considerably higher than specified or intended?
Over-entrainment of air can be caused by inadvertently adding double dosages of admixtures or by using more than one admixture, both of which entrain some air. 
Some aggregates have been known to release air into the mix. 
The most widely used air-detrainer is tributyl phosphate. 
Dibutyl phosphate, water-insoluble alcohols, water-insoluble esters of carbonic and boric acids as well as silicones may also do the job. 
Obviously they must be used judiciously for the concrete to end up with the right amount of air.


The major uses of tributyl phosphate (TBP) in industry are as a flame retardant component of aircraft hydraulic fluid and as a solvent for rare earth extraction and purification. 
Minor uses of TBP include use as a defoamer additive in cement casings for oil wells, as an anti-air entrainment additive for coatings and floor finishes, as a solvent in fuel processing, and as a carrier for fluorescent dyes. 
The major uses of TBP comprise over 80 percent of the volume produced. 
There are no consumer products that are known to contain TBP. 
Nonspecific plant herbicides that contained TBP were reformulated in the mid-1980s and are no longer available for use.


Air Detraining Admixtures
AUGUST 27, 2020
Air-repellent compound:

Air Detergent 1 is an air entraining agent intended for plastic concrete. 
It helps to remove the foam and reduces air permeability in cement mortar, drains, concrete, and mortar. 
It can also be used to deal with air pollution from dehumidifiers and superplasticizers. 
This mixture causes the microscopic air bubbles in the cement paste to expand during mixing, thus increasing its resistance to freezing and melting and increasing its applicability (ACI 212.3R).

The advantages of incorporating air into concrete include greater resistance to freeze-thaw degradation, greater cohesion (resulting in less bleeding and segregation), and better compaction in low workability mixes. 
Air overtraining can be caused by the inadvertent addition of double doses of adjutants or by the use of more than one adjuvant, both of which entrain air Tributyl phosphate is tributyl phosphate. 
Dibutyl phosphate, water-insoluble alcohols, water-insoluble boric, and carbonic acid esters, as well as silicones, can also do the job. Obviously, they must be used sensibly so that the concrete ends up with the right amount of air 


US20040044089A1
United States
Patent application publication

The present invention solves the problems associated with defoaming agents presently available for polycarboxylate based admixtures for concrete by providing a defoaming agent comprising tributyl phosphate, an alkylaryl sulfonic acid metallic salt and a modified alkylpolyalcoxyester. 
Tributyl phosphate is a phosphate ester based defoamer and the modified alkylpolyalcoxyester is an air detraining agent. 
The alkylaryl sulfonic acid metallic salt is a hydrotrope that ensures that the tributyl phosphate and the modified alkylpolyalcoxyester react and do not separate.
When up to 7% of the aforementioned defoaming agent is added to a polycarboxylate based admixture, the resulting air content with a normal dosage of an air entraining agent in the concrete meets ASTM specifications.

EC / List no.: 204-800-2
CAS no.: 126-73-8
Mol. formula: C12H27O4P

Tributyl phosphate is a trialkyl phosphate that is the tributyl ester of phosphoric acid.

Synonyms & Trade Names: Butyl phosphate, TBP, Tributyl ester of phosphoric acid, Tri-n-butyl phosphate

Definition: A trialkyl phosphate that is the tributyl ester of phosphoric acid.


Tri-n-butyl phosphate, Bu3-P, TBP. Industrial chemical; used as a plasticizer, in hydraulic fluid, as a solvent and extractant for metal ions, and as a heat exchange agent.

CAS Number: 126-73-8; Molecular formula: C12H27O4P; Relative molecular mass:  266.3. CAS chemical name: Phosphoric acid, tributyl ester.Synonyms:  TBP; tri- n -butyl phosphate; phosphoric acid, tri- n -butyl ester
TBP  is non-flammable and non-explosive.   However, it is thermally unstable and begins to decompose  at  temperatures  below its boiling point.  

tributyl phosphate, butyl phosphate, TBP, tributyl ester of phosphoric acid, tri-n-butyl phosphate

Other names: TBP; Phosphoric acid tributyl ester; Butyl phosphate; Celluphos 4; Disflamoll TB; Tri-n-butyl phosphate; Tributoxyphosphine oxide; Butyl phosphate, ((BuO)3PO); Butyl phosphate, tri-; Tributilfosfato; Tributyle (phosphate de); Tributylfosfaat; Tributylphosphat; Tributylfosfat; Tributylphsophate; Tributyl ester of phosphoric acid; Kronitex TBP; Phosphoric acid tri-n-butyl ester; Syn-O-Ad 8412; NSC 8484; tributhyl phosphate

Tributyl phosphate is an odorless colorless to yellow liquid. The solubility of TBP is only 280 mg/L in water at 25°C. It is soluble in diethyl ether, benzene, carbon disulfide. It can be miscible with ethanol. It is stable, but it is incompatible with strong oxidizing agents.

Phosphoric acid, tri-n-butyl ester; tri-n-butyl phosphate; Butyl phosphate; Phosphoric acid tributyl ester; celluphos 4; TBP; n-Butyl Phosphate; Tributilfosfato (Italian); Tributoxyphosphine Oxide; Tributyle (Phosphate De) (French); Tributylfosfaat (Dutch); Tributylphosphat (German); Fosfato de tributilo (Spanish); Phosphate de tributyle (French);

Tributyl phosphate, known commonly as TBP, is an organophosphorus compound with the chemical formula (CH3CH2CH2CH2O)3PO. This colourless, odorless liquid finds some applications as an extractant and a plasticizer. It is an ester of phosphoric acid with n-butanol.

Despite a lack of data, TBP is thought to hydrolyse readily in either acidic, neutral,  or alkaline solution, based  on  the  known  chemical properties  of  trimethyl phosphate.
Butyl phosphate; Butyl phosphate, ((BuO)3PO); Butyl phosphate, tri-; Celluphos 4; Disflamoll TB; MCS 2495; Phosphoric acid, tributyl ester; TBP; Tri-N-butylphosphate; Tri-n-butyl phosphate; Tributilfosfato [Italian]; Tributoxyphosphine oxide; Tributyl phosphate; Tributyle (phosphate de) [French]; Tributylfosfaat [Dutch]; Tributylfosfat [Czech]; Tributylphosphat [German]; Tributylphosphate; [ChemIDplus]

Other names: TBP; Phosphoric acid tributyl ester; Butyl phosphate; Celluphos 4; Disflamoll TB; Tri-n-butyl phosphate; Tributoxyphosphine oxide; Butyl phosphate, ((BuO)3PO); Butyl phosphate, tri-; Tributilfosfato; Tributyle (phosphate de); Tributylfosfaat; Tributylphosphat; Tributylfosfat; Tributylphsophate; Tributyl ester of phosphoric acid; Kronitex TBP; Phosphoric acid tri-n-butyl ester; Syn-O-Ad 8412; NSC 8484; tributhyl phosphate
Tributyl phosphate, known commonly as TBP, is an organophosphorus compound with the chemical formula (CH3CH2CH2CH2O)3PO. This colourless, odorless liquid finds some applications as an extractant and a plasticizer. It is an ester of phosphoric acid with n-butanol.

Tributyl phosphate is a trialkyl phosphate that is the tributyl ester of phosphoric acid.
TBP is manufactured by the reaction of n-butanol with phosphorusoxychloride.It is used as a solvent for cellulose esters,lacquers,and natural  gums, as  a primary plasticizer in the manufacture of
plastics and vinyl resins,as a metal extractant, as a base stock in the formulation of fire-resistant aircraft hydraulic fluids, and as an antifoaming agent

Tri-n-butyl phosphate, Bu3-P, TBP. Industrial chemical; used as a plasticizer, in hydraulic fluid, as a solvent and extractant for metal ions, and as a heat exchange agent.


Applications:
     TBP is a solvent and plasticizer for cellulose esters such as nitrocellulose and cellulose acetate, plastics and vinyl resins
     TBP finds its use as a solvent in inks, synthetic resins, gums, adhesives (namely for veneer plywood) and herbicide and fungicide concentrates.
     TBP is also used as a component of aircraft hydraulic fluid and as a solvent for extraction and purification of rare earth metals from their ores.
     TBP has no odor so it finds use as anti-foaming agent in detergent solutions, and in various emulsions, paints, and adhesives.
     TBP is also found as a defoamer in ethylene glycol-borax antifreeze solutions. In oil-based lubricants addition of TBP increases the oil film strength.
     TBP is used also in mercerizing liquids, where it improves their wetting properties.      TBP is also used as a heat exchange medium.


Production: Tributyl phosphate is manufactured by reaction of phosphoryl chloride with n-butanol.

POCl3 + 3 C4H9OH → PO(OC4H9)3 + 3 HCl
Production is estimated at 3,000–5,000 tonnes worldwide.

Use
TBP is a solvent and plasticizer for cellulose esters such as nitrocellulose and cellulose acetate. It forms stable hydrophobic complexes with some metals; these complexes are soluble in organic solvents as well as supercritical CO2. The major uses of TBP in industry are as a component of aircraft hydraulic fluid, brake fluid, and as a solvent for extraction and purification of rare-earth metals from their ores.

TBP finds its use as a solvent in inks, synthetic resins, gums, adhesives (namely for veneer plywood), and herbicide and fungicide concentrates.

As it has no odour, it is used as an anti-foaming agent in detergent solutions, and in various emulsions, paints, and adhesives. It is also found as a de-foamer in ethylene glycol-borax antifreeze solutions. In oil-based lubricants addition of TBP increases the oil film strength. It is used also in mercerizing liquids, where it improves their wetting properties. It can be used as a heat-exchange medium. TBP is used in some consumer products such as herbicides and water-thinned paints and tinting bases

When used as an extraction reagent, solvent, or anti-foaming  agent, TBP is  continuously lost to  the air  and aquatic environment. The biodegradation of TBP is moderate or slow depending on the ratio of TBP
to  active  biomass. It  involves  stepwise enzymatic  hydrolysis to orthophosphate and  n -butanol,  which undergoes further degradation. The  concentration of  TBP in  water is  not decreased  by standard
techniques for drinking-water treatment.


TRIBUTYLPHOSPHATE
Tributyl phosphate (TBP) is a strong polar solvent  used in the production of solutions of synthetic resins and natural rubber. In both cellulose based plastics and synthetic resins, TBP is used as a flame-retarding plasticizer.

TBP is employed as a pasting agent for pigment pastes.
Due to the limited influence of temperature on the viscosity of TBP, it also serves as an  important component in the manufacture of hydraulic fluids for aircraft.

As a very strong wetting agent, TBP is used in the textile industry and in the field of adhesives. As a neutral extractant it is able to extract both acids and metal cations.


Properties & Benefits: stable, very good solvent

Areas of Applications
Catalysis and Chemicals Processing
Chemical synthesis
Polymers
Manufacturing of plastics
Manufacturing of rubber, latex
Hydraulic oils
Dyestuffs, pigments and optical brighteners

Applications:
TBP is a solvent and plasticizer for cellulose esters such as nitrocellulose and cellulose acetate, plastics and vinyl resins
TBP finds its use as a solvent in inks, synthetic resins, gums, adhesives (namely for veneer plywood) and herbicide and fungicide concentrates.
TBP is also used as a component of aircraft hydraulic fluid and as a solvent for extraction and purification of rare earth metals from their ores.
TBP has no odor so it finds use as anti-foaming agent in detergent solutions, and in various emulsions, paints, and adhesives.
TBP is also found as a defoamer in ethylene glycol-borax antifreeze solutions. In oil-based lubricants addition of TBP increases the oil film strength.
TBP is used also in mercerizing liquids, where it improves their wetting properties.TBP is also used as a heat exchange medium.

Tributyl phosphate. Is a very strong, polar solvent. Acts as a flame-retardant plasticizer for cellulose based plastics and synthetic resins. Due to the limited influence of temperature on the viscosity of TBP, it also serves as an important component in the manufacture of hydraulic fluids for aircraft. Used in the production of solutions of synthetic resins and natural rubber. 
Also used as a neutral extractant, it is able to extract both acids and metal cations.

Tributyl phosphate is a plasticizer and/or solvents for cellulose esters, lacquers, plastic and vinyl resins. It is used as a solvent extractant of rare earth metals from ores. It is used as a heat exchange media. It is also used as a pigment grinding assistant and antifoam agent.

Synonyms :TBP

CAS Number :126-73-8

Application
Agrochemicals
Corrosion Inhibitor
Flame Retardants
Hydraulic Fluids
Mining & Rare Earth Metal Extraction
Paints, inks and coatings
Water Treatment Chemicals

Synonyms: Butyl Phosphate; N-butyl Phosphate; Phosphoric Acid Tributyl; Phosphoric Acid Tributyl Ester; Tributyl Ester Of Phosphoric Acid; Tributyl Phosphate


Tributyl phosphate, known commonly as TBP, is an organophosphorus compound with the chemical formula (CH3CH2CH2CH2O)3PO. This colourless, odorless liquid finds some applications as an extractant and a plasticizer. It is an ester of phosphoric acid with n-butanol.


The major uses of tributyl phosphate (TBP) in industry are as a flame retardant component of aircraft hydraulic fluid and as a solvent for rare earth extraction and purification. Minor uses of TBP include use as a defoamer additive in cement casings for oil wells, as an anti-air entrainment additive for coatings and floor finishes, as a solvent in nuclear fuel processing, and as a carrier for fluorescent dyes.
The microbial degradation of tributyl phosphate was carried out using Klebsiella pneumoniae S3 isolated from the soil. The solubilization behavior of TBP in aqueous solutions of L64-Pluronics was studied using light and small angle neutron scattering (SANS).

Uses: Tributyl phosphate (TBP) is a trialkyl phosphate that is the tributyl ester of phosphoric acid. TBP is a toxic organophosphorous compound widely used in many industrial applications, including significant usage in nuclear processing. TBP is a solvent and plasticizer for cellulose esters such as nitrocellulose and cellulose acetate. The major uses of TBP in industry are as a component of aircraft hydraulic fluid and as a solvent for extraction and purification of rare earth metals from their ores, such as uranium and plutonium. TBP is used also in mercerizing liquids, where it improves their wetting properties. TBP is also used as a heat exchange medium. TBP is used in some consumer products such as herbicides and water thinned paints and tinting bases.

Preparation
Tributyl phosphate is manufactured by reaction of phosphoryl chloride with n-butanol.
A 1-liter four-necked flask is fitted with an efficient condenser, an air-tight stirrer, a short-stemmed dropping funnel and a thermometer. Calcium chloride tubes are attached to the top of dropping funnel and the reflux condenser. 137 ml (111 g) of dry n-butyl alcohol, 132.5 ml (130 g) of dry pyridine and 140 ml of dry benzene are placed in the flask, which is stirred and cooled in an ice-salt mixture until the temperature falls to – 5° C. 40.5 ml (76.5 g) of freshly redistilled (b.p. 106-107° C) phosphorus oxychloride are dropwise added from the funnel at such a rate that the temperature does not rise above 10° C. When all phosphorus oxychloride has been added the reaction mixture is gently refluxed for 2 hours and cooled to room temperature. 250 ml of water are added in order to dissolve the pyridine hydrochloride, the benzene layer is separated, washed several times with water until the washings are neutral, and dried over anhydrous sodium or magnesium sulfate. The benzene is removed by evaporation and crude tributyl phosphate is purified by distillation in a vacuum. The fraction boiling at 160-162°/15 mm or 138-140°/6 mm is collected yielding 95 g of pure tributyl phosphate.

Potential Exposure
The industrial application of this chemical is responsible for occupational exposure and environmental pollution. Exposure to TBP can be from ingestion, inhalation, or skin or eye contact. This exposure will most often happen from occupational use of hydraulic fluid. If TBP is released to the environment, it will bind tightly to dust particles in the air. Unbound TBP will break down in air. It will move slowly through soil because it will bind with soil particles. It may volatilize slowly from moist soil and water surfaces. It may build up in aquatic organisms. It will be broken down in water by microbes.

Description
On decomposition, TBP releases COx, toxic fumes of phosphoric acid, phosphorus oxides, and/or phosphine. TBP is incompatible with strong oxidising agents and alkalis. The major uses of TBP in industry are as a component of aircraft hydraulic fluid and as a solvent for rare earth extraction and purification. Minor uses of TBP include use as a defoamer additive in cement casings for oil wells, an anti-air entrainment additive for coatings and floor finishes, as well as a carrier for fluorescent dyes. The major uses of TBP comprise over 80% of the volume produced.
Chemical Properties: Stable, colorless liquid; odorless. Miscible with most solvents and diluents; soluble in water. Combustible.

Physical properties
Clear, colorless to pale yellow, odorless, slightly flammable, oily liquid

Uses
Tributyl phosphate is used as a plasticizer for cellulose esters, vinyl resins, and lacquers; and in making fireretardants, biocides, defoamers, and catalysts.

Uses
Plasticizer for cellulose esters, lacquers, plastics, and vinyl resins.

Uses
Tributyl phosphate is used as an antifoaming agent; plasticizer for cellulose esters, lacquers, plastic, and vinyl resins; component in hydraulic fluids for aircraft control systems.

Definition
ChEBI: A trialkyl phosphate that is the tributyl ester of phosphoric acid.

Production Methods
Prepared by the reaction of phosphorus oxychloride with butyl alcohol.


Tributyl phosphate (TBP)
Plastic Additives / Specialities
Description
Tributyl phosphate is a very strong, polar solvent.
Chemical composition
Tri-n-butyl phosphate (TBP)
CAS Registry Number
126-73-8
Typical properties
Appearance: clear, colourless liquid
TBP content: > 99.0 %
N-butanol content: < 0.10 %
Acid value: < 0.05 mg KOH/g
Water content: < 0.2 %
Hazen colour value: < 50
Refractive index nD 20°C:1.423 – 1.425
Density at 20°C: 0.975 – 0.980 g/cm3
Viscosity at 20°C: 3.8 mPas


Tributyl phosphate (TBP) is an organophosphorus compound widely used as a solvent in nuclear fuel reprocessing for the extraction of uranium and plutonium from other radionuclides.
The major uses of tributyl phosphate (TBP) in industry are as a flame retardant component of aircraft hydraulic fluid and as a solvent for rare earth extraction and purification. Minor uses of TBP include use as a defoamer additive in cement casings for oil wells, as an anti-air entrainment additive for coatings and floor finishes, as a solvent in nuclear fuel processing, and as a carrier for fluorescent dyes.
The microbial degradation of tributyl phosphate was carried out using Klebsiella pneumoniae S3 isolated from the soil. The solubilization behavior of TBP in aqueous solutions of L64-Pluronics was studied using light and small angle neutron scattering (SANS).

Uses
Tributyl phosphate (TBP) is a trialkyl phosphate that is the tributyl ester of phosphoric acid. TBP is a toxic organophosphorous compound widely used in many industrial applications, including significant usage in nuclear processing. TBP is a solvent and plasticizer for cellulose esters such as nitrocellulose and cellulose acetate. The major uses of TBP in industry are as a component of aircraft hydraulic fluid and as a solvent for extraction and purification of rare earth metals from their ores, such as uranium and plutonium. TBP is used also in mercerizing liquids, where it improves their wetting properties. TBP is also used as a heat exchange medium. TBP is used in some consumer products such as herbicides and water thinned paints and tinting bases.

Preparation
Tributyl phosphate is manufactured by reaction of phosphoryl chloride with n-butanol.
A 1-liter four-necked flask is fitted with an efficient condenser, an air-tight stirrer, a short-stemmed dropping funnel and a thermometer. Calcium chloride tubes are attached to the top of dropping funnel and the reflux condenser. 137 ml (111 g) of dry n-butyl alcohol, 132.5 ml (130 g) of dry pyridine and 140 ml of dry benzene are placed in the flask, which is stirred and cooled in an ice-salt mixture until the temperature falls to – 5° C. 40.5 ml (76.5 g) of freshly redistilled (b.p. 106-107° C) phosphorus oxychloride are dropwise added from the funnel at such a rate that the temperature does not rise above 10° C. When all phosphorus oxychloride has been added the reaction mixture is gently refluxed for 2 hours and cooled to room temperature. 250 ml of water are added in order to dissolve the pyridine hydrochloride, the benzene layer is separated, washed several times with water until the washings are neutral, and dried over anhydrous sodium or magnesium sulfate. The benzene is removed by evaporation and crude tributyl phosphate is purified by distillation in a vacuum. The fraction boiling at 160-162°/15 mm or 138-140°/6 mm is collected yielding 95 g of pure tributyl phosphate.

Potential Exposure
The industrial application of this chemical is responsible for occupational exposure and environmental pollution. Exposure to TBP can be from ingestion, inhalation, or skin or eye contact. This exposure will most often happen from occupational use of hydraulic fluid. If TBP is released to the environment, it will bind tightly to dust particles in the air. Unbound TBP will break down in air. It will move slowly through soil because it will bind with soil particles. It may volatilize slowly from moist soil and water surfaces. It may build up in aquatic organisms. It will be broken down in water by microbes.

Description
On decomposition, TBP releases COx, toxic fumes of phosphoric acid, phosphorus oxides, and/or phosphine. TBP is incompatible with strong oxidising agents and alkalis. The major uses of TBP in industry are as a component of aircraft hydraulic fluid and as a solvent for rare earth extraction and purification. Minor uses of TBP include use as a defoamer additive in cement casings for oil wells, an anti-air entrainment additive for coatings and floor finishes, as well as a carrier for fluorescent dyes. The major uses of TBP comprise over 80% of the volume produced.

Chemical Properties
Stable, colorless liquid; odorless. Miscible with most solvents and diluents; soluble in water. Combustible.

Physical properties
Clear, colorless to pale yellow, odorless, slightly flammable, oily liquid

Uses
Tributyl phosphate is used as a plasticizer for cellulose esters, vinyl resins, and lacquers; and in making fireretardants, biocides, defoamers, and catalysts.

Uses
Plasticizer for cellulose esters, lacquers, plastics, and vinyl resins.

Uses
Tributyl phosphate is used as an antifoaming agent; plasticizer for cellulose esters, lacquers, plastic, and vinyl resins; component in hydraulic fluids for aircraft control systems.

Definition
ChEBI: A trialkyl phosphate that is the tributyl ester of phosphoric acid.

Production Methods
Prepared by the reaction of phosphorus oxychloride with butyl alcohol.

Air & Water Reactions
Water insoluble. Reacts slowly with water under basic conditions.

Reactivity Profile
Tributyl phosphate is incompatible with strong oxidizing agents and strong bases. Attacks some forms of plastics and rubber .

Health Hazard
Tributyl phosphate is a neurotoxic compound and an irritant. The toxic effects are characteristic of organic phosphates. It inhibits cholinesterase activity and causes paralysis. Inaddition,itcancausedepressionofthecentralnervoussystem,aswellasirritationofthe skin,eyes,andrespiratorypassage.Inhalation toxicity data in the literature are inconsistent.
The oral toxicity in rats was low; the LD50 value was reported as 1189 mg/kg (NIOSH 1986).
The pure liquid instilled into rabbits’ eyes caused severe irritation but no permanent damage. The irritation effect on the skin is mild.
Tributyl phosphate exhibited teratogenic effects in rats. There is no report on its carcinogenicity.

Fire Hazard
Special Hazards of Combustion Products: Toxic fumes of PO x

Industrial uses
1. As an antifoaming agent.
2. As a plasticizer for cellulose esters, lacquers, plastics, and vinyl resins.
3. As a complexing agent in the extraction of heavy metals, especially for the extraction of metal ions from solutions 
4. As an aircraft hydraulic fluid.
5. As a heat exchange medium and dielectric.
6. As a pigment-grinding agent.

Safety Profile
Poison by intraperitoneal and intravenous routes. Moderately toxic by ingestion, inhalation, and subcutaneous routes. Experimental reproductive effects. A skin, eye, and mucous membrane irritant. Combustible when exposed to heat or flame. To fight fire, use CO2, dry chemical, fog, mist. When heated to decomposition it emits toxic fumes of POx.

Carcinogenicity
TBP was not genotoxic in a variety of in vivo and in vitro assays.
It has been suggested that the carcinogenic effects of TBP are species- and organ specific. The necrotic actions of TBP (or a metabolite) on rat urinary bladder epithelium may induce chronic repair processes that cause the normal epithelium to be transformed into its metaplastic and neoplastic forms.
TBP was not teratogenic when administered to rats and rabbits during gestation; fetotoxic effects (delayed ossification and reduced fetal body weights) occurred in rats at doses that caused severe maternal toxicity. There was no evidence of reproductive toxicity or reproductive organ pathology in twogeneration studies in rats fed TBP in the diet.

Environmental Fate
Biological. Indigenous microbes in Mississippi River water degraded tributyl phosphate to carbon dioxide. After 4 wk, 90.8% of the theoretical carbon dioxide had evolved (Saeger et al., 1979).
Chemical/Physical. Complete hydrolysis yields 1-butanol and phosphoric acid via the intermediates dibutyl phosphate and monobutyl phosphate (Thomas and Macaskie, 1996).

Purification Methods
The main contaminants in commercial samples are organic pyrophosphates, monoand dibutyl phosphates and butanol. It is purified by washing successively with 0.2M HNO3 (three times), 0.2M NaOH (three times) and water (three times), then fractionally distilled under vacuum. [Yoshida J Inorg Nucl Chem 24 1257 1962.] It has also been purified via its uranyl nitrate addition compound, obtained by saturating the crude phosphate with uranyl nitrate. This compound is crystallised three times from n-hexane by cooling to -40o, and then decomposed by washing with Na2CO3 and water. Hexane is removed by steam distillation; the water is then evaporated under reduced pressure, and the residue is distilled under reduced pressure. [Siddall & Dukes J Am Chem Soc 81 790 1959.] Alternatively, wash it with water, then with 1% NaOH or 5% Na2CO3 for several hours, then finally with water. Dry it under reduced pressure and fractionate it carefully under vacuum. It is a stable colourless oil, sparingly soluble in H2O (1mL dissolves in 165mL of H2O), but freely miscible in organic solvents. [Kuivila & Masterton J Am Chem Soc 74 4953 1952, Cox & Westheimer J Am Chem Soc 80 5441 1958, 31P NMR: Van Wazer J Am Chem Soc 78 5715 1956, Fertig et al. J Chem Soc 1488 1957, Beilstein 1 IV 1531.]

Waste Disposal
Tributyl phosphate is dissolved in a combustible solvent and is burned in a chemical incinerator equipped with an afterburner and scrubber.
Tributyl phosphate Preparation Products And Raw materials

Raw materials
Phosphorus oxychloride Phosphorus trichloride 1-Butanol

Air & Water Reactions
Water insoluble. Reacts slowly with water under basic conditions.
Reactivity Profile: Tributyl phosphate is incompatible with strong oxidizing agents and strong bases. Attacks some forms of plastics and rubber .
Health Hazard: Tributyl phosphate is a neurotoxic compound and an irritant. The toxic effects are characteristic of organic phosphates. It inhibits cholinesterase activity and causes paralysis. Inaddition,itcancausedepressionofthecentralnervoussystem,aswellasirritationofthe skin,eyes,andrespiratorypassage.Inhalation toxicity data in the literature are inconsistent.
The oral toxicity in rats was low; the LD50 value was reported as 1189 mg/kg (NIOSH 1986).
The pure liquid instilled into rabbits’ eyes caused severe irritation but no permanent damage. The irritation effect on the skin is mild.
Tributyl phosphate exhibited teratogenic effects in rats. There is no report on its carcinogenicity.

Fire Hazard
Special Hazards of Combustion Products: Toxic fumes of PO x

Industrial uses
1. As an antifoaming agent.
2. As a plasticizer for cellulose esters, lacquers, plastics, and vinyl resins.
3. As a complexing agent in the extraction of heavy metals, especially for the extraction of metal ions from solutions of reactor products in nuclear fuel reprocessing.
4. As an aircraft hydraulic fluid.
5. As a heat exchange medium and dielectric.
6. As a pigment-grinding agent.

Safety Profile
Poison by intraperitoneal and intravenous routes. Moderately toxic by ingestion, inhalation, and subcutaneous routes. Experimental reproductive effects. A skin, eye, and mucous membrane irritant. Combustible when exposed to heat or flame. To fight fire, use CO2, dry chemical, fog, mist. When heated to decomposition it emits toxic fumes of POx.

Carcinogenicity
TBP was not genotoxic in a variety of in vivo and in vitro assays. It has been suggested that the carcinogenic effects of TBP are species- and organ specific. The necrotic actions of TBP (or a metabolite) on rat urinary bladder epithelium may induce chronic repair processes that cause the normal epithelium to be transformed into its metaplastic and neoplastic forms.
TBP was not teratogenic when administered to rats and rabbits during gestation; fetotoxic effects (delayed ossification and reduced fetal body weights) occurred in rats at doses that caused severe maternal toxicity. There was no evidence of reproductive toxicity or reproductive organ pathology in twogeneration studies in rats fed TBP in the diet.

Environmental Fate
Biological. Indigenous microbes in Mississippi River water degraded tributyl phosphate to carbon dioxide. After 4 wk, 90.8% of the theoretical carbon dioxide had evolved (Saeger et al., 1979).
Chemical/Physical. Complete hydrolysis yields 1-butanol and phosphoric acid via the intermediates dibutyl phosphate and monobutyl phosphate (Thomas and Macaskie, 1996).

Purification Methods
The main contaminants in commercial samples are organic pyrophosphates, monoand dibutyl phosphates and butanol. It is purified by washing successively with 0.2M HNO3 (three times), 0.2M NaOH (three times) and water (three times), then fractionally distilled under vacuum. [Yoshida J Inorg Nucl Chem 24 1257 1962.] It has also been purified via its uranyl nitrate addition compound, obtained by saturating the crude phosphate with uranyl nitrate. This compound is crystallised three times from n-hexane by cooling to -40o, and then decomposed by washing with Na2CO3 and water. Hexane is removed by steam distillation; the water is then evaporated under reduced pressure, and the residue is distilled under reduced pressure. [Siddall & Dukes J Am Chem Soc 81 790 1959.] Alternatively, wash it with water, then with 1% NaOH or 5% Na2CO3 for several hours, then finally with water. Dry it under reduced pressure and fractionate it carefully under vacuum. It is a stable colourless oil, sparingly soluble in H2O (1mL dissolves in 165mL of H2O), but freely miscible in organic solvents. [Kuivila & Masterton J Am Chem Soc 74 4953 1952, Cox & Westheimer J Am Chem Soc 80 5441 1958, 31P NMR: Van Wazer J Am Chem Soc 78 5715 1956, Fertig et al. J Chem Soc 1488 1957, Beilstein 1 IV 1531.]

Waste Disposal
Tributyl phosphate is dissolved in a combustible solvent and is burned in a chemical incinerator equipped with an afterburner and scrubber.

Molecular Formula: C12H27O4P or (C4H9)3PO4
Synonyms    
TRIBUTYL PHOSPHATE
126-73-8
Tri-n-butyl phosphate
Tributylphosphate
Butyl phosphate
Tributyl phosphate is an odorless colorless to yellow liquid. Toxic by ingestion and inhalation.
Tributyl phosphate is a trialkyl phosphate that is the tributyl ester of phosphoric acid.
Tri-n-butyl phosphate, Bu3-P, TBP. Industrial chemical; used as a plasticizer, in hydraulic fluid, as a solvent and extractant for metal ions, and as a heat exchange agent.
tributyl phosphate
126-73-8
15158-85-7, 19824-61-4, 80094-39-9, 1238174-19-0, 329184-61-4
Tri-N-butyl phosphate
TBP
tri-(n-butyl )-phosphate
tri-n-butyl phosphate
tri-n-butylphosphate
tributyl phosphate
tributylphosphate
TRIBUTYL PHOSPHATE
126-73-8
Tri-n-butyl phosphate
Tributylphosphate
Butyl phosphate
Phosphoric acid tributyl ester
Tributylphosphat
Celluphos 4
Disflamoll TB
Phosphoric acid, tributyl ester
Tributilfosfato
Tributylfosfaat
Tributyle (phosphate de)
Butyl phosphate, tri-
Tributoxyphosphine oxide
Tri-N-butylphosphate
Tributylfosfat
Butyl phosphate, ((BuO)3PO)
Phosphoric acid tri-n-butyl ester
Tributylfosfat [Czech]
Tributylfosfaat [Dutch]
Tributilfosfato [Italian]
Tributylphosphat [German]
Tributyle (phosphate de) [French]
N-BUTYL PHOSPHATE
EINECS 204-800-2
Tributyl phosphate, 99+%
tbpa
CAS-126-73-8
Tributylphsophate
Kronitex TBP
Tributyl ester of phosphoric acid
Tributyle(phosphate de)
Phosphoric acid tributyl
TBP / Tributylphosphate
tris(1-butyl) phosphate
tributyl phosphate (TBP)
Tributyl phosphate, 97%
Tributyl phosphate, 99%
Tributyl phosphate, >=99%
Phosphoric acid, tri-n-butyl ester
TBP (Tributyl phosphate, n + iso)
Tributyl phosphate
Tri-n-butyl phosphate
Tributyl phosphate
80094-39-9
Butyl phosphate
Butyl phosphate, ((BuO)3PO)
Butyl phosphate, tri-
Celluphos 4
Disflamoll TB
MCS 2495
Phosphoric acid, tributyl ester
TBP
Tri-n-butyl phosphate
Tributoxyphosphine oxide
Tributyl phosphate
fosfato de tributilo (es)
Fosforan(V) tributylu (pl)
ortofosforan(V) tributylu (pl)
phosphate de tributyle (fr)
tributil fosfat (sl)
tributil-fosfat (hr)
tributil-foszfát (hu)
tributilfosfat (ro)
tributilfosfatas (lt)
tributilfosfato (it)
tributilfosfāts (lv)
tributyl-fosfát (cs)
tributylfosfaat (nl)
tributylfosfat (no)
tributylphosphat (da)
Tributyylifosfaatti (fi)
Tributüülfosfaat (et)
φωσφορικός τριβουτυλεστέρας (el)
трибутил фосфат (bg)
Phosphoric acid tributyl ester

IUPAC names
tetrossofosfato (V) di tri-1-butile
Tributyl phosphate (TBP)
Trade names
BAYSOLVEX TBP
Entschäumer T
126-73-8 [RN]
1710584 [Beilstein]
203-777-6 [EINECS]
204-800-2 [EINECS]
butyl phosphate
MFCD00009436 [MDL number]
n-butyl phosphate
Phosphate de tributyle [French] [ACD/IUPAC Name]
Phosphoric acid tributyl ester
PHOSPHORIC ACID TRI-N-BUTYL ESTER
Phosphoric acid, tributyl ester [ACD/Index Name]
Phosphoric acid, tri-n-butyl ester
Phosphorsäuretributylester [German]
TBP
Tributilfosfato
Tributilfosfato [Italian]
Tributyl phosphate [ACD/IUPAC Name] [Wiki]
Tributyle (phosphate de) [French]
Tributylfosfaat
Tributylfosfaat [Dutch]
Tributylphosphat [German] [ACD/IUPAC Name]
Tributylphsophate
tri-n-butyl phosphate
Tri-n-butyl-phosphat [German]
Трибутилфосфат [Russian]
[126-73-8]
15158-85-7 [RN]
19824-61-4 [RN]
4-01-00-01531 [Beilstein]
4-01-00-01531 (Beilstein Handbook Reference) [Beilstein]
52933-01-4 [RN]
61196-26-7 [RN]
80094-39-9 [RN]
Butyl phosphate, tri-
Celluphos 4
Disflamoll TB
EINECS 204-800-2
Kronitex TBP
Phosphoric Acid Tributyl Ester-d27
Syn-O-Ad 8412
Tributilfosfato [Italian]
tributoxy-hydroxyphosphanium
tributoxy-hydroxy-phosphanium
tributoxy-hydroxyphosphonium
tributoxy-hydroxy-phosphonium
Tributoxyphosphine oxide
Tributyl ester of phosphoric acid
Tributyl phosphate solution
Tributyle (phosphate de) [French]
Tributyle(phosphate de)
Tributylfosfaat [Dutch]
Tributylfosfat [Czech]
Tributylfosfat [Czech]
Tributylphosphat [German]
TRIBUTYLPHOSPHATE [Wiki]
Tri-n-butylphosphate

Butyl phosphate
Butyl phosphate, ((BuO)3PO)
Butyl phosphate, tri-
Celluphos 4
Disflamoll TB
MCS 2495
Phosphoric acid, tributyl ester
TBP
Tri-n-butyl phosphate
Tributoxyphosphine oxide)
Tributyle (phosphate de)
Translated names
fosfato de tributilo (es)
Fosforan(V) tributylu (pl)
ortofosforan(V) tributylu (pl)
phosphate de tributyle (fr)
tributil fosfat (sl)
tributil-fosfat (hr)
tributil-foszfát (hu)
tributilfosfat (ro)
tributilfosfatas (lt)
tributilfosfato (it)
tributilfosfāts (lv)
tributyl-fosfát (cs)
tributylfosfaat (nl)
tributylfosfat (no)
tributylphosphat (da)
Tributyylifosfaatti (fi)
Tributüülfosfaat (et)
φωσφορικός τριβουτυλεστέρας (el)
трибутил фосфат (bg)

CAS names
Phosphoric acid tributyl ester

IUPAC names
tetrossofosfato (V) di tri-1-butile

Tributyl phosphate (TBP)

Trade names
BAYSOLVEX TBP
Entschäumer T
Maslo Gazpromneft GL-4 75W-90


TRIBUTYL PHOSPHATE
126-73-8
Tri-n-butyl phosphate
Tributylphosphate
Phosphoric acid tributyl ester
Butyl phosphate
Tributylphosphat
Celluphos 4
Disflamoll TB
Phosphoric acid, tributyl ester
Tributilfosfato
Tributylfosfaat
Tributyle (phosphate de)
Butyl phosphate, tri-
Tributoxyphosphine oxide
Tri-N-butylphosphate
Tributylfosfat
Butyl phosphate, ((BuO)3PO)
Phosphoric acid tri-n-butyl ester
Tributylfosfat [Czech]
Tributylfosfaat [Dutch]
Tributilfosfato [Italian]
Tributylphosphat [German]
UNII-95UAS8YAF5
NSC 8484
CCRIS 6106
HSDB 1678
Tributyle (phosphate de) [French]
MCS 2495
N-BUTYL PHOSPHATE
EINECS 204-800-2
BRN 1710584
95UAS8YAF5
AI3-00399
DTXSID3021986
CHEBI:35019
MFCD00009436
DSSTox_CID_1986
Tributyl phosphate, 99+%
DSSTox_RID_76443
DSSTox_GSID_21986
tbpa
CAS-126-73-8
Tributylphsophate
Kronitex TBP
Tributyl ester of phosphoric acid
ACMC-20ajfh
Tributyle(phosphate de)
Phosphoric acid tributyl
tris(1-butyl) phosphate
Tributyl phosphate, 97%
Tributyl phosphate, 99%
bmse000777
EC 204-800-2
Syn-O-Ad 8412
SCHEMBL18570
Tributyl phosphate, >=99%
4-01-00-01531 (Beilstein Handbook Reference)
BIDD:ER0345
CHEMBL1371096
CTK0H7315
KS-00000UKN
NSC8484
Phosphoric acid, tri-n-butyl ester


Butyl phosphate
Butyl phosphate, ((BuO)3PO)
Butyl phosphate, tri-
Celluphos 4
Disflamoll TB
MCS 2495
Phosphoric acid, tributyl ester
TBP
Tri-n-butyl phosphate
Tributilfosfato
Tributoxyphosphine oxide
Tributyl phosphate

126-73-8 [RN]
1710584 [Beilstein]
203-777-6 [EINECS]
204-800-2 [EINECS]
butyl phosphate [ACD/IUPAC Name]
MFCD00009436 [MDL number]
n-butyl phosphate
Phosphate de tributyle [French] [ACD/IUPAC Name]
Phosphoric acid tributyl ester
PHOSPHORIC ACID TRI-N-BUTYL ESTER
Phosphoric acid, tributyl ester [ACD/Index Name]
Phosphoric acid, tri-n-butyl ester
Phosphorsäuretributylester [German]
TBP
TC7700000
Tributilfosfato
Tributilfosfato [Italian]
Tributyl phosphate [ACD/IUPAC Name] [Wiki]
Tributyle (phosphate de) [French]
Tributylfosfaat
Tributylfosfaat [Dutch]
Tributylphosphat [German] [ACD/IUPAC Name]
Tributylphsophate
tri-n-butyl phosphate
Tri-n-butyl-phosphat [German]
Трибутилфосфат [Russian]
[126-73-8]
15158-85-7 [RN]
19824-61-4 [RN]
4-01-00-01531 [Beilstein]
4-01-00-01531 (Beilstein Handbook Reference) [Beilstein]
52933-01-4 [RN]
61196-26-7 [RN]
80094-39-9 [RN]
Butyl phosphate, tri-
Celluphos 4
Disflamoll TB
EINECS 204-800-2
https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:35019
Kronitex TBP
NCGC00091588-02
Phosphoric Acid Tributyl Ester-d27
Syn-O-Ad 8412
Tributilfosfato [Italian]
tributoxy-hydroxyphosphanium
tributoxy-hydroxy-phosphanium
tributoxy-hydroxyphosphonium
tributoxy-hydroxy-phosphonium
Tributoxyphosphine oxide
Tributyl ester of phosphoric acid
Tributyl phosphate 10 ?g/mL in Cyclohexane
Tributyl phosphate 10 µg/mL in Cyclohexane
Tributyl Phosphate 1000 µg/mL in Methanol
Tributyl phosphate solution
Tributyle (phosphate de) [French]
Tributyle(phosphate de)
Tributylfosfaat [Dutch]
Tributylfosfat [Czech]
Tributylfosfat [Czech]
Tributylphosphat [German]
TRIBUTYLPHOSPHATE [Wiki]
Tri-n-butylphosphate
WLN: 4OPO & O4 & O4


AURORA KA-1641
BUTYL PHOSPHATE
O,O,O-Tributylphosphate
TRIBUTYLPHOSPHATE extrapure
Nitrogen-Oxygen free radical piperidycol
Phosphoric acid tributyl
Tributyl phosphate 5g [126-73-8]
Tributyl phosphate 10g [126-73-8]
Tributyl phosphate, 99+% 1LT
Tributyl phosphate puriss., >=99.0% (GC)
Tributylphosph
Tributyl phosphate, 99%, analytical grade
Tributyl phosphate, Tri-n-butyl phosphate, Butyl phosphate,Phosphoric acid tri-n-butyl ester
ANTIFOAM T
Butyl phosphate, ((BuO)3PO)
Butyl phosphate, tri-
Celluphos 4
celluphos4
Disflamoll TB
disflamolltb
Kronitex TBP
mcs2495
Phos-Ad 100
phosphatedetributyle
Syn-O-Ad 8412
Tributilfosfato
Tributoxyphosphine oxide
tributoxyphosphineoxide
tributyl
Tributyl ester of phosphoric acid
Tributyle
Tributyle(phosphate de)
tributyle(phosphatede)
tributyle(phosphatede)(french)
Tributylfosfaat
Tributylfosfat
Tributylphosphat
tri-butylphosphat
tributylphosphate(tbp)
Tributylphsophate
TBP
N-BUTYL-O-PHOSPHORIC ACID
N-BUTYL PHOSPHATE
N-TRIBUTYL PHOSPHATE
PHOSPHORIC ACID TRIBUTYL ESTER
PHOSPHORIC ACID TRI-N-BUTYL ESTER
TRIBUTYL PHOSPHATE
TRI-N-BUTYL ORTHOPHOSPHATE
TRI-N-BUTYL PHOSPHATE
tributylphospate
Phosphorsuretri-n-butylester
TRIBUTYL PHOSPHATE, 98+%
Tributyl Phosphsate
TRIBUTYL PHOSPHATE, FOR EXTRACTION ANALY SIS
TRIBUTYL PHOSPHATE, 99+%
TRIBUTYL PHOSPHATE GC STANDARD
TributylPhosphate,Certified

 pale yellow odourless liquid
-the major uses of tributyl phosphate are as a flame retardant in aircraft hydraulics, as an extraction solvent and plasticizer
-released into the environment during its production and use
-the general population may be exposure to very low levels in food, drinking water and air
-breathing in vapours of tributyl phosphate may cause headache and irritation to the eyes,nose and throat
-eye or skin contact may cause irritation and pain


What is tributyl phosphate?
Tributyl phosphate is a colourless to pale yellow odourless liquid.

What is tributyl phosphate used for?
The major uses of tributyl phosphate in industry are as a flame retardant component of aircraft hydraulic fluid, plasticiser in the manufacture of plastics, anti-foaming agent and as a solvent for substance extraction and purification.

How does tributyl phosphate get into the environment?
Tributyl phosphate may enter the environment during its production and use.

How might I be exposed to tributyl phosphate?
The general public may be exposed to very low levels of tributyl phosphate as a contaminant in air or water.
Exposure to tributyl phosphate is can occur in the workplace, where the chemical is stored, manufactured or used. 
Exposure is most likely to occur as a result of its use as an ingredient in aircraft hydraulic fluid. 
Safe levels are enforced to protect the health of workers; such levels are below those that are thought to cause harmful effects.

If I am exposed to tributyl phosphate how might it affect my health?
The presence of tributyl phosphate in the environment does not always lead to exposure. 
In order for it to cause any adverse health effects you must come into contact with it. 
You may be exposed to tributyl phosphate by breathing or drinking it or by skin or eye contact with it.

Following exposure to any chemical, the adverse health effects you may encounter depend on several factors, including the amount to which you are exposed (dose), the way you are exposed, the duration of exposure, the form of the chemical and if you were exposed to any other chemicals.
Breathing in vapours of tributyl phosphate may cause headache and irritation to eyes, nose and throat. 
Contact with the skin or eyes may cause irritation and pain.

Can tributyl phosphate cause cancer?
There is insufficient data available to assess whether tributyl phosphate causes cancer in humans.


 

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