Tris(2-ethylhexyl) phosphate

Tris(2-ethylhexyl) phosphate = Tris(ethylhexyl) phosphate = Triethylhexyl phosphate = TRIOCTYLPHOSPHATE = Trioctyl Phosphate = Phosphoric Acid Tris(2-ethylhexyl) Ester = Phosphoric Acid Trioctyl Ester

Tris(2-ethylhexyl) phosphate (TEHP) is a non-flammable,colourless liquid with low water solubility and very low vapour pressure, which is used as a flame retardant and plasticizer for PVC and cellulose acetate and as a solvent. 
Tris(2-ethylhexyl) phosphate is produced from phosphorus oxychloride and 2-ethylhexanol


Tris(2-ethylhexyl) phosphate is a plasticizer for PVC, imparting good low-temperature flexibility, resistance to water extraction, flame and fungus resistance, and minimum change in flexibility over a wide temperature range. 

Tris(2-ethylhexyl) phosphate is also compatible with polyvinyl butyral, ethyl cellulose, and cellulose acetate–butyrate resins with a high butyral content.


EC/ List no.: 201-116-6
CAS no.: 78-42-2
Mol. formula: C24H51O4P
ETHYLHEXYL PHOSPHATE

Product Name: Tris (2-ethylhexyl) phosphate
Chemical Name: Phosphoric Acid, tris(2-ethylhexyl)ester
Synonym(s): Tris (1-hexyl-2-ethyl) phosphate
Tris (2-ethyl-1hexanol) phosphate
2-ethyl-1-hexanol phosphate
Other names: Trioctyl phosphate; tri-n-Octylphosphate; Tris(n-octyl) phosphate

CAS Number: 78-42-2

Overview: Tris (2-ethylhexyl) phosphate is a viscous, clear to pale yellow liquid at ambient temperatures. The chemical has a slight, pungent odor.
Uses: Tris (2-ethylhexyl) phosphate is primarily used as an additive in vinyls and synthetic rubbers to impart or enhance light stability, weather resistance and flame retardant properties.
Tris (2-ethylhexyl) phosphate is also used as a solvent in the production of hydrogen peroxide, as a carrier in the manufacture of pigments for plastics and as an additive for mineral oils.

Tris(2-ethylhexyl)phosphate is a clear colorless to pale yellow liquid with a slight sharp odor
Tris(2‐ethylhexyl) phosphate (TEHP, CAS no. 78‐42‐2) is a plasticizer and a flame retardant

Tris (2-ethylhexyl) phosphate (TEHP) is an organic chemical compound from the group of phosphoric acid esters (triakyl phosphates).
Tris (2-ethylhexyl) phosphate is a colorless, slightly pungent smelling, viscous liquid. It has a viscosity of 15 mPas at 20 ° C
Trioctyl Phosphate (TOF) is a plasticizer compatible with many types of polymers such as PVC, PUR, NBR, and SBR. TOF shows very good resistance to low temperatures and has excellent weathering properties. TOF can also be used as a carrier for pigments.

Usage 

Trioctyl phosphate is a kind of practical good fire-retardant, and one of cold resistant plasticizer is used for Vinylite, celluosic resin, resol, urethane, synthetic rubber, solvent, defoamer etc.; Its low-temperature performance is better than the adipic acid ester class, and has mildew-resistant and fire retardation, though thermostability and plasticizing capacity are slightly poor, can with phosphoric acid triphen first and usefulness, just can improve; With DOP and with obtaining the self-extinguishing goods, also can be used for polyvinyl chloride cable material, coating etc.

Due to its properties (among other things, it is slightly biocidal ), tris (2-ethylhexyl) phosphate has a wide range of uses:

Triethylhexyl phosphate is as a plasticizer with excellent low temperature flexibility and flame retardant in polymers ( PVC , PUR , NBR and others)
Tris (2-ethylhexyl) phosphate is a carrier material for pigments and dyes for coloring polymers
Tris (2-ethylhexyl) phosphate is used as a component of cutting oils
Tris (2-ethylhexyl) phosphate finds application as a component of release agent preparations used in the metal industry
Tris (2-ethylhexyl) phosphate is as a solvent for hydrogen peroxide synthesis

Safety instructions 
When Triethylhexyl phosphate is heated above its flash point of 170 ° C, its vapors can form explosive mixtures with air.

According to several studies, tris Triethylhexyl phosphate has the highest bioaccumulation factor of all examined organophosphorus flame retardants. 

Applications
Trioctyl phosphate finds application as a fire-retardant, plasticizer for polyvinyl chloride and cellulose nitrate. Trioctyl phosphate is used as a stimulant for the chemical warfare nerve agent VX. Further, it used as an alkylation agent for nitrogen heterocyclic compounds and as a catalyst to produce phenolic and urea resins. In addition to this, it is used as an antifoaming agent and a co-solvent in hydrogen peroxide production.

Notes
Triethylhexyl phosphate is incompatible with oxidizing agents.

Synonyms: 
Phosphoric Acid Trioctyl Ester
Phosphoric Acid Tris(2-ethylhexyl) Ester
Trioctyl Phosphate
Triethylhexyl phosphate

CAS Number 78-42-2 
Linear Formula [CH3(CH2)3CH(C2H5)CH2O]3P(O) 
Molecular Weight 434.63  
Beilstein/REAXYS Number 1715839  
EC Number 201-116-6
Formula: C24H51O4P
Molecular mass: 434.7
Boiling point at 0.7kPa: 220°C
Melting point: -74°C
Relative density (water = 1): 0.93
Solubility in water at 20°C: none
Vapour pressure, Pa at 20°C: <1
Relative vapour density (air = 1): 15
Flash point: 170°C
Auto-ignition temperature: 370°C  

SYNONYMS OF Tris(2-ethylhexyl) phosphate:
Triethylhexyl phosphate
DISFLAMOLL TOF
2-ETHYL-1-HEXANOL PHOSPHATE
FLEXOL TOF
1-HEXANOL, 2-ETHYL, PHOSPHATE
KRONITEX TOF
NCI-C54751
PHOSPHORIC ACID, TRIS(2-ETHYLHEXYL) ESTER
TEHP
TOF
TOP
TRI(2-ETHYLHEXYL) PHOSPHATE
TRI(2-ETHYLHEXYL)PHOSPHATE
TRIETHYLHEXYL PHOSPHATE
TRIOCTYL PHOSPHATE
TRIS(2-ETHYLHEXYL) PHOSPHATE
TRIS(2-ETHYLHEXYL)PHOSPHATE


Tris(2-ethylhexyl) phosphate

CAS names
Phosphoric acid, tris(2-ethylhexyl) ester


IUPAC names
Disflamoll TOF
phosphoric acid, tris(2-ethylhexyl) ester
Tris(2-ethylexyl)phosphate
TRIS(2-ETHYLHEXYL) PHOSPHATE
Tris(2-ethylhexyl) Phosphate
Tris(2-ethylhexyl) phosphate
tris(2-ethylhexyl) phosphate

Trade names
Disflamoll TOF
PHOSPHORIC ACID, TRIS(2-ETHYLHEXYL) ESTER
TRI(2-ETHYLHEXYL) PHOSPHATE
TRIOCTYLPHOSPHAT
TRIS(2-ETHYLHEXYL) PHOSPHATE

Tris (2-Ethylhexyl) Phosphate (trioctyl phosphate)
Tris (2-ethylhexyl) phosphate (TEHP) has been widely used as a plasticizer, fire retardant and solvent. 
As a plasticizer, TRI(2-ETHYLHEXYL) PHOSPHATE is used as a component of vinyl stabilizers, grease additives and flame-proofing compositions for vinyl plastic and synthetic rubber compounds. 
As a fire retardant, TRI(2-ETHYLHEXYL) PHOSPHATE is used in consumer products, such as clothing. As a solvent, TEHP is used as a co-solvent to produce hydrogen peroxide.


Tris(2-ethylhexyl) phosphate (TEHP), an organophosphorus compound being applied as flame retardants and plasticizers

Triethylhexyl phosphate Chemical Properties, Uses and Production

Chemical Properties
Tris(2-ethylhexyl) phosphate, a clear, viscous liquid, is used as a component of vinyl stabilizers, grease additives, and flame-proofing compositions; however, it is used primarily as a plasticizer for vinyl plastic and synthetic rubber compounds.

Tris(2-ethylhexyl) phosphate
Tris(2-ethylhexyl) phosphate has been employed as a specialty flameretardant plasticizer for vinyl compositions where low temperature flexibility is critical, eg, in military tarpaulins.TEHP can be included in blends with general purpose plasticizers such as phthalate esters to improve low temperature flexibility.
Tris(2‐ethylhexyl) phosphate (TEHP) is a plasticizer and flame retardant mostly used in polyvinyl chloride and other polymers


Uses
Solvent, antifoaming agent, plasticizer.


General Description

Tris(2-ethylhexyl) phosphate is clear colorless to pale yellow liquid with a slight sharp odor. TEHP is insoluble in water; Soluble in alcohol, acetone, and ether. Combustible.

Reactivity Profile
Tris(2-ethylhexyl) phosphate is incompatible with oxidizing materials. Tris(2-ethylhexyl) phosphate may soften or deteriorate certain plastics and elastomers. Tris(2-ethylhexyl) phosphate is incompatible with cellulose acetate and cellulose acetate butyrate.

Hazard
Toxic by ingestion and inhalation.

Purification Methods
TEHP, in an equal volume of diethyl ether, is shaken with aqueous 5% HCl, and the organic phase is filtered to remove traces of pyridine (used as a solvent during manufacture) as its hydrochloride. This layer is shaken with aqueous Na2CO3, then water, and the ether is distilled off at room temperature. The ester is then filtered, dried for 12hours at 100o/15mm, and again filtered, then shaken intermittently for 2days with activated alumina (100g/L). It is decanted through a fine sintered-glass disc (with exclusion of moisture), and distilled under vacuum. [French & Muggleton J Chem Soc 5064 1957.] *Benzene can be used as a solvent (to give 0.4M solution) instead of ether. IR ( ): 1702, 1701, 481 and 478cm -1 [Bellamy & Becker J Chem Soc 475 1952]. The uranyl nitrate salt is purified by partial crystallisation from hexane [Siddall & Dukes J Am Chem Soc 81 790 1959, Siddall J Am Chem Soc 81 4176 1959]. [Beilstein 1 IV 1786.]

Tris(2-ethylhexyl) phosphate Preparation Products And Raw materials
Raw materials
2-Ethylhexanol Phosphorus oxychloride


Tris(2-ethylhexyl) phosphate [ACD/IUPAC Name]
2-Ethylhexyl phosphate [ACD/IUPAC Name]
Phosphate de tris(2-éthylhexyle) [French] [ACD/IUPAC Name]
Phosphoric acid, tris(2-ethylhexyl) ester [ACD/Index Name]
Phosphoric acid, tris(2-ethylhexyl)ester
Tri(2-ethylhexyl) phosphate
Tri(2-ethylhexyl)phosphate
Tris(2-ethylhexyl)phosphat [German] [ACD/IUPAC Name]
UNII:BQC0BKB72S
1-Hexanol, 2-ethyl-, phosphate
201-116-6 [EINECS]
2-ETHYL-1-HEXANOL PHOSPHATE
2-Ethylhexanol phosphate (3:1)
2-Ethylhexanol, phosphate triester
4Y2&1OPO&O1Y4&2&O1Y4&2 [WLN]
78-42-2 [RN]
Amgard TOF
disflamoll tof
Flexol plasticizer TOF
flexol tof
kronitex tof
MFCD00009491 [MDL number]
phosphoric acid tris-(2-ethylhexyl) ester
Phosphoric acid tris(2-ethylhexyl) ester
Phosphoric acid, tris (2-ethylhexyl) ester
Phosphoric acid, tris(ethylhexyl) ester
TOF
tri-(2-ethylhexyl) phosphate
Tri(ethylhexyl) phosphate
triethylhexyl phosphate
trioctyl phosphate [ACD/IUPAC Name]
Tris(2-ethylhexy)phosphate
Tris-(2-ethylhexyl)fosfat [Czech]
Tris-(2-ethylhexyl)phosphate
TRIS(2-ETHYLHEXYL)PHOSPHATE
Tris(ethylhexyl) phosphate
Tris-2(2-ethylhexyl)fosfat [Czech]

1806-54-8 [RN]
Phosphate de trioctyle [French] [ACD/IUPAC Name]
Phosphoric acid, trioctyl ester [ACD/Index Name]
trioctyl phosphate [ACD/IUPAC Name]
Trioctylphosphat [German] [ACD/IUPAC Name]
201-116-6 [EINECS]
217-305-1 [EINECS]
MFCD00009491 [MDL number]
MFCD00015352
Phosphoric acid trioctyl ester
TOF
Tri Octyl Phosphate
Tri(2-ethylhexyl)phosphate
Tri-N-octyl phosphate
tri-n-Octylphosphate
Tris(n-octyl) phosphate

Tris(2-ethylhexyl) phosphate
78-42-2
Tris(2-ethylhexyl)phosphate
Disflamoll TOF
Phosphoric acid, tris(2-ethylhexyl) ester
Flexol TOF
Kronitex TOF
Flexol plasticizer TOF
2-Ethyl-1-hexanol phosphate
Tris(ethylhexyl) phosphate
Tri(2-ethylhexyl)phosphate
Tri(2-ethylhexyl) phosphate
NCI-C54751
Phosphoric acid, tris(ethylhexyl) ester
Tri(ethylhexyl) phosphate
1-Hexanol, 2-ethyl-, phosphate
UNII-BQC0BKB72S
2-Ethylhexanol, phosphate triester
Tris-(2-ethylhexyl)fosfat
NSC 407921
MFCD00009491
BQC0BKB72S
TOF
Phosphoric Acid Tris(2-ethylhexyl) Ester
DSSTox_CID_1414
DSSTox_RID_76149
DSSTox_GSID_21414
Triethylhexyl phosphate
Tris(2-ethylhexy)phosphate
CAS-78-42-2
CCRIS 615
HSDB 2562
Tris-(2-ethylhexyl)fosfat [Czech]
EINECS 201-116-6
Tris-2(2-ethylhexyl)fosfat [Czech]
Tris(2-ethylhexl)phosphate
BRN 1715839
Tris-2(2-ethylhexyl)fosfat
AI3-07852
C24H51O4P
Amgard TOF
1-Hexanol, phosphate
Phosphoric acid, tris(2-ethylhexyl)ester
ACMC-209pe8
EC 201-116-6
SCHEMBL35485
tris-(2-ethylhexyl)phosphate
MLS002415769
Phosphoric Acid Trioctyl Ester
CHEMBL1562290
DTXSID0021414
2-Ethylhexanol phosphate (3:1)
HMS3039O17
Phosphoric acid tris(2-ethylhexyl)
Tox21_201369
Tox21_300321
ANW-37182
NSC407921
Tris(2-ethylhexyl) phosphate, 97%
Tris(2-ethylhexyl) phosphate, Selectophore(TM), >=99.0%
UNII-S47Z02037E component GTVWRXDRKAHEAD-UHFFFAOYSA-N

Physical Hazards
Tris (2-ethylhexyl) phosphate is stable under normal conditions of use. 
Avoid contact with cellulose acetate and strong oxidizing agents. 
Heating to decomposition may release carbon monoxide, carbon dioxide, 1-ocetene, oxides of phosphorus, hydrocarbons and other toxic compounds.
Exposure to heat, open flames and other potential sources of ignition should be avoided.

Potential Environmental Impact 
Tris (2-ethylhexyl) phosphate is biodegradable. 
TEHP degrades rapidly in water but may adsorb to suspended solids and sediments. 
An accidental release to water may pose a danger to fish (moderate toxicity), invertebrates (low toxicity) and other aquatic organisms (moderate toxicity) prior to degrading. 
Bioaccumulation is not expected. 
Under normal conditions of anticipated use as described in this Product Safety Assessment, and if the recommended safe use and handling procedures are followed, tris (2-ethylhexyl) phosphate is not expected to pose a significant risk to human health or the environment.

English    : tris(2-ethylhexyl)phosphate
Dutch: Tris(2-ethylhexyl)fosfaat
German: Tris(2-ethylhexyl)phosphat


Other Names    Amgard TOF ;
Disflamoll TOF ;
Flexol plasticizer TOF ;
Flexol TOF ;
Kronitex TOF ;
TOF;
1-Hexanol, 2-ethyl-, phosphate;
2-Ethyl-1-hexanol phosphate;
2-Ethylhexanol, phosphate triester;
Phosphoric acid tris(2-ethylhexyl) ester;
Phosphoric acid, tris(ethylhexyl) ester;
Triethylhexyl phosphate;
Tris(2-ethylhexyl)phosphate;
Tris(ethylhexyl) phosphate

Disflamoll® TOF by Lanxess is tris (2-ethylhexyl) phosphate (TOP). Triethylhexyl phosphate acts as a plasticizer. Triethylhexyl phosphate is also used as a solvent in the production of hydrogen peroxide, as a carrier for pigments in the manufacture of pigment pastes for plastics. It has a very good resistance to low temperatures and weathering. Disflamoll® TOF is compatible with PVC, PUR, NBR, SBR and EPDM. It has a shelf life of 2 years.


Synonymes : phosphate de tris(2-ethylhexyle);Ester tris(2-éthylhexylique) de l'acide phosphorique;tris(2-ethylhexyl) phosphate;Phosphoric acid tris(2-ethylhexyl) ester;Trioctyl phosphate;1-Hexanol, 2-ethyl-, phosphate;2-ETHYL-1-HEXANOL PHOSPHATE;2-Ethylhexanol, phosphate triester;Disflamoll TOF;Flexol TOF;Kronitex TOF;Kronitexreg;NCI-C54751;Phosphoric acid tri(2-ethylhexyl) ester;Phosphoric acid, tris(2-ethylhexyl) ester;TEHP;Tri(2-ethylhexyl)phosphate;Triethylhexyl phosphate;Tris(2-ethylhexyl)phosphate;Tris-(2-ethylhexyl)fosfat;...


Trioctyl phosphate; Triethylhexyl phosphate;Phosphoric acid, tris(2-ethylhexyl) ester; TOF; 2-Ethylhexanol, phosphate Triester; 2-Ethyl-1-hexanol phosphate; Tris(2-ethylhexyl)phosphate; Tris(2-ethylhexyl)phosphat (


Phosphoric acid alkyl esters are used as alkylation agent for nitrogen heterocyclic compounds and as catalysts to produce phenolic and urea resins. They are used flame retarding plasticizers for cellulose esters, lacquers, plastic and vinyl resins as well as dispersing agents in plastisols. They are used as solvents in liquid-liquid extractant or separation agent of metals. They are is used as heat exchange media, pigment grinding assistants and antifoaming agents.


TRIOCTYL PHOSPHATE

1806-54-8

Phosphoric acid, trioctyl ester

Tri-N-octyl phosphate

UNII-0LV8VW3YJZ

0LV8VW3YJZ

CCRIS 4886

EINECS 217-305-1

AI3-05904

Tri Octyl Phosphate

tri-n-Octylphosphate

Phosphoric acid trioctyl

Tris(n-octyl) phosphate

SCHEMBL37521

DTXSID6026246

ZINC6921190

AKOS015899269


Synonyms
Tris(2-ethylhexyl) phosphate; 1-Hexanol, 2-ethyl-, phosphate; 2-Ethyl-1-hexanol phosphate; 2-Ethylhexanol, phosphate triester; Disflamoll TOF; Flexol TOF; Flexol Plasticizer TOF; Kronitex TOF; Phosphoric acid, tris(2-ethylhexyl) ester; Phosphoric acid, tris(ethylhexyl) ester; TOF; Tri(2-ethylhexyl) phosphate; Tri(2-ethylhexyl)phosphate; Triethylhexyl phosphate; Tris(2-ethylhexy)phosphate; Tris(2-ethylhexyl)phosphate; Tris(ethylhexyl) phosphate; Tris-(2-ethylhexyl)fosfat [Czech]; [ChemIDplus] TEHP; [HSDB]


Synthesis method of trioctyl phosphate
CN103224516A - China

Abstract
The present invention relates to a synthesis method of trioctyl phosphate, and the method comprises the following steps of heating isooctanol to 47-53 DEG C, and adding phosphorus oxychloride in 4 to 6 hours while stirring, and the temperature is controlled at 65 +/- 2 DEG C; balancing for 4 to 6 hours and removing acid generated from reaction to obtain a crude ester; adding the crude ester into an alkaline solution, mixing for neutralization, and balancing for 1 to 1.5 hours at the temperature of 70 +/- 3 DEG C and the pH value is controlled between 8 and 9; separating and transferring the sediments into hot water of 80 +/- 2 DEG C, rinsing for 2 to 3 times, controlling the pH value of between 6.5 and 7.5, removing impurities to obtain qualified wet crude ester; pressure-reducing, distilling and separating the wet crude ester to get thefraction, and then cooling to obtain trioctyl phosphate. 
According to the invention, the condition of the production process can be easily controlled, the method is simple, the operation is convenient, the raw materials can be easily got, the reaction condition is controllable, the transportation and storage are convenient and safe, and the reaction period is short. The yield of trioctyl phosphate obtained by the method is increased from 72% to 81-83%, therefore the yield is significantly raised, the consumption is reduced and the economic benefits of enterprise are improved.

OCTYL PHOSPHATE ((C8H17O)3PO)
TRI-N-OCTYL PHOSPHATE
TRIOCTYL PHOSPHATE


Synonyms
EINECS 217-305-1
Phosphorsaeure-trioctylester
trioctylphosphine oxide
phosphoric acid trioctyl ester
Tri-N-octyl phosphate
n-octyl phosphate

Trioctyl phosphate (TOP) is a phosphorous based, halogen-free liquid that is used as flame retardant and placticizer.
Trioctylphosphate or, Tris(2-ethylhexyl)phosphate, is a flame retardant that is also used in cutting oils or release agent preparations in the metal industry.

Other names: Disflamoll TOF; Flexol TOF; Phosphoric acid, tris(ethylhexyl) ester; Tri(2-ethylhexyl) phosphate; Tris(ethylhexyl) phosphate; Tris(2-ethylhexyl) phosphate; TOF; 1-Hexanol, 2-ethyl-, phosphate; Flexol plasticizer TOF; NCI-C54751; Tri(ethylhexyl) phosphate; 2-Ethyl-1-hexanol phosphate; 2-Ethylhexanol, phosphate triester; Kronitex TOF; Tris-(2-ethylhexyl)fosfat; Amgard TOF; Trioctyl phosphate; 2-Ethylhexanol phosphate (3:1); NSC 407921

Phosphate Esters as Flame Retardants
ATAMAN KIMYA Product News

The need for flame retardancy in consumer goods is apparent. 
Each year there are over a million fires in the U.S. alone, resulting in thousands of deaths and injuries and billions of dollars in damage. 
Addition of a flame retardant to items found within building structures or vehicles can help to both slow the rate of burning and suppress the smoke created from the fire.

Phosphate esters are a halogen-free alternative flame retardant and also have the added bonus of acting as a plasticizer in plastic formulations. 
As a flame retardant, organophosphate flame retardants (OPFRs) bring the advantage of low smoke, low toxicity, low corrosion and no molten dripping during fire 
1.  Phosphate esters, such as Tributyl Phosphate (TBP), Tris-(2-Ethylhexyl) phosphate (TOF), and tris (2-butoxyethyl) phosphate (TBEP), are idea for applications such as artificial leather for applications such as motorcyclist jackets, flight or automotive upholstery leathers where both flame retardance and halogen-free formulation are preferred. 
But these OPFRs are also used to plasticizer various other material and are compatible with unsaturated polyester resins, cellulose acetate, polyvinylchloride, acrylonitrile-butadienestyrene, synthetic rubber, floor wax, and rubber.

Tags: Flame Retardants, phosphate esters, plasticizers, TBEP, TBP, TOF

TEHP Tris(2-ethylhexyl) phosphate is one of the trialkyl phosphate esters.


Tri-iso-octyl Phosphate(TOP)
 
Product description
 
Product name: Tris(2-ethylhexyl) phosphate, TOF, TOP

Other English name: Trioctylphosphate; Tris(iso-octyl)phosphate;TEHP

Molecular formula: C24H51O4P


TOP = TRIOCTYL PHOSPHATE
CAS Number: 78-42-2

Molecular Weight: 434.63 g/mol

EC Number: 201-116-6

Main Industrial Usage
  
TOP Usage for working solution for Hydrogen peroxide production
  
TOP Usage for Fire-retardant, plasticizer for polyvinyl chloride and cellulose nitrate.
  
TOP Usage for Alkylation agent for nitrogen heterocyclic compounds
  
TOP Usage for Catalyst to produce Phenolic and Urea resins.


 

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