3871-31-6

Usage

Uses

Used in Plastics Industry:
TCPP is used as a flame retardant additive for plastics to enhance their fire resistance and safety standards. It is incorporated into the plastic matrix to reduce the risk of ignition and slow down the spread of fire.
Used in Foam Industry:
In the foam industry, TCPP is utilized as a flame retardant to improve the fire safety of foam products, such as upholstery, mattresses, and insulation materials. Its inclusion in foam formulations helps to prevent rapid fire spread and provides additional protection in case of fire incidents.
Used in Textile Industry:
TCPP is employed as a flame retardant in the textile industry to enhance the fire resistance of fabrics and garments. It is often used in the production of fire-resistant clothing for industries where there is a high risk of fire exposure, such as military, firefighting, and electrical work.
However, due to the potential health and environmental concerns associated with TCPP, there is a growing interest in finding safer and more sustainable alternatives for flame retardant applications. This includes the development of new flame retardant chemistries, as well as the use of inherently fire-resistant materials and the implementation of innovative fire safety technologies.

InChI:InChI=1/C18H12Cl3O4P/c19-13-1-7-16(8-2-13)23-26(22,24-17-9-3-14(20)4-10-17)25-18-11-5-15(21)6-12-18/h1-12H

Upstream product

• 115-86-6 phosphoric acid triphenyl ester 
• 5679-61-8 tris(p-chlorophenyl)phosphite 
• 106-48-9 4-chloro-phenol 
• 28097-72-5 1,1,2,2-Tetrachloro-pentyl-phosphorimidic acid tris-(4-chloro-phenyl) ester 
• 1193-00-6 sodium 4-chlorophenolate 
• 7791-25-5 sulfuryl dichloride 

Downstream Products

• 610-78-6 3-nitro-4-chlorophenol 
• 18264-30-7 phosphoric acid-(4-chloro-phenyl ester)-dimethyl ester 
• 791-48-0 bis(4-chlorophenyl) methyl phosphate 
• 4795-31-7 bis-(4-chlorophenyl)phosphoric acid 
• 106-48-9 4-chloro-phenol 

Relevant academic research and scientific papers

Aerobic Oxidation of Phosphite Esters to Phosphate Esters by Using an Ionic-Liquid-Supported Organotelluride Reusable Catalyst

We describe the synthesis of an ionic-liquid (IL)-supported organotelluride catalyst and its application as a recyclable catalyst for the aerobic oxidation of phosphite esters to phosphate esters. This method shows high conversion rates, allows the ready isolation and purification of the resulting products, and exhibits good reusability of the catalyst.

Aerobic photooxidation of phosphite esters using diorganotelluride catalysts

Diorganotellurides containing bulky aromatic substituents are found to catalyze the photooxidation of phosphite esters using aerobic oxygen as a terminal oxidant. A Hammett plot with substituted triaryl phosphites yielding p = 2.88 agrees with a nucleophilic oxygen transfer from telluroxide to phosphite.2009 American Chemical Society.

Electronic Structure and 31P NMR Chemical Shift of Substituted Triaryl, Diaryl Methyl and Dimethyl Aryl Phosphates - a Semi-empirical Molecular Orbital Approach

The 31P NMR chemical shift of triaryl phosphate, diaryl methyl phosphate and dimethyl aryl phosphate series was determined.The δ31P values exhibit an increasing downfield trend when aryl substituents are exchanged for alkyl groups and δ31P values show an increasing upfield trend as the electron withdrawing ability of the substituent in the aromatic ring is increased.Semi-empirical calculations showed an increasing positive charge on phosphorus atom and an increasing phosphoryl bond order when δ31P values go upfield.These results are in good agreement with the effect of "back bonding" from the phosphoryl oxygen to the phosphorus atom. - Keywords: 31P NMR chemical shifts; structural effects; molecular orbitals; triaryl phosphates; diaryl alkyl phosphates; dialkyl aryl phosphates

"One-pot" Synthesis of Triaryl Phosphates a Reaction Calorimetry Approach

Triaryl phosphates were obtained in yields ranging from 85-96percent in a "one-pot" synthesis via an alkaline route: an ethanolic solution of sodium hydroxide was added to a solution of substituted phenol in toluene.The mixture was distilled until all ethanol was removed.Phosphorus oxychloride was then added and the toluene was distilled.The triaryl phosphates were characterized by NMR (1H and 31P), MS and FTIR.The heat capacity (Cp), the total heat transfer coefficient (U) and the reaction enthalpy (ΔH) were determined for the synthesis of tris(4-chloro-3-methylphenyl), tris(p-cresyl), tris(o-methoxyphenyl) and tris(p-nitrophenyl) phosphates. - Keywords: Phosphate; NMR spectra; heat capacity; phosphorus oxychloride

Polymer supported reagents: An efficiant and simple method for the synthesis of triaryl phosphates

The reaction of phosphoryl chloride with insoluble polymer-supported phenoxide ion reagents in benzene at room temperature, produced triaryl phosphates in excellent yields. The isolation of pure products by simple filtration and evaporation is an important feature of this method.

ELECTROCHEMICALLY INDUCED PROCESSES OF FORMATION OF PHOSPHORUS ACID DERIVATIVES. 4. SYNTHESIS OF TRIALKYL PHOSPHATES FROM WHITE PHOSPHORUS

The products of electrolysis in dipolar aprotic solvents on the background of tetraethylammonium iodide in the presence of white phosphorus are trialkyl phosphite (the primary product after splitting of all the P - P bonds in the phosphoric oligomers) and triaryl phosphate.It was found that the formation of triaryl phosphate from white phosphorus proceeds by way of electrochemical reduction of pentaaroxyphosphorane - an intermediate product of the reaction of triaryl phosphite with iodine and phenol.A strong dependence of the yields and distribution of the products on the composition of the electrolyte has been observed. Keywords: white phosphorus, electrosynthesis, triaryl phosphate.

SYNTHESIS OF TRIARYL PHOSPHATES CATALYZED BY POLYETHYLENE GLYCOLS IN A TWO-PHASE SYSTEM: PHASE TRANSFER CATALYSIS

The synthesis of triaryl phosphates has been accomplished, at room temperature, in nearly quantitative yields in a two-phase system with poly(ethylene glycol) as a phase transfer catalyst.