Triphenyl phosphate

Triphenyl phosphate price More Price(31)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	442829	Triphenyl phosphate analytical standard		1000 mg	$21.6	2021-03-22	Buy
Sigma-Aldrich	48064	Triphenyl phosphate solution certified reference material, 500?μg/mL in methyl tert-butyl ether		1 mL	$24.9	2021-03-22	Buy
Sigma-Aldrich	8.21197	Triphenyl phosphate for synthesis		100 g	$29.51	2021-03-22	Buy
Sigma-Aldrich	241288	Triphenyl phosphate ≥99%	115-86-6	50g	$32.1	2021-03-22	Buy
Sigma-Aldrich	8.21197	Triphenyl phosphate for synthesis		1 kg	$56.89	2021-03-22	Buy

Triphenyl phosphate Chemical Properties,Uses,Production

Chemical Properties

Triphenyl phosphate (TPP) is a colorless crystalline powder with a faint, phenol-like odor. Triphenyl phosphate is practically insoluble in water at 1.9 × 10 7 mg/l at 24 °C (Yalkowsky et al., 2010). It is very soluble in carbon tetrachloride (Haynes, 2010) and is soluble in most lacquers, solvents, thinners, and oils, as well as in alcohol, benzene, ether, chloroform, and acetone (Lewis, 1996). It begins to decompose at about 600 °C in inert gas, and in a large excess of air, complete combustion to carbon dioxide occurs in the range 800–900 °C (Lhomme et al., 1984). Hydrolysis of TPP occurs very slowly in acidic or neutral solutions, but occurs rapidly in alkaline solutions (Barnard et al., 1966).

Uses

Triphenyl Phosphate is used in the insecticidal composition. Also acts as a flame retardant.

Uses

Triphenyl phosphate is prepared by reacting phosphorus pentoxide and phenol (Budavari, 2001), or by reacting phosphorus oxychloride and phenol (Snyder, 1990). One primary use is as a flame retardant in phenolic- and phenylene oxide-based resins for the manufacture of electrical and automobile components, for auto upholstery, and as a nonflammable plasticizer in cellulose acetate for photographic films. It has also been used to impregnate roofing paper. Triphenyl phosphate occurs as a plasticizer in various lacquers and varnishes (O’Neil, 2006), and as a component of lubricating oil and hydraulic fluids (ACGIH, 2012).

Uses

TPP is used in fireproofing, in impregnating roofing paper, as a plasticizer in lacquers and varnishes, and as a substitute for camphor in celluloid materials to make the latter stable and fireproof..

Production Methods

Prepared by reacting phosphorus pentoxide and phenol and by reaction of triethyl phosphate and chloramine-T. On a larger scale phosphorus oxychloride and phenol are reacted in an esterification tank with heating. The HCL formed is trapped and condensed, while the crude triphenyl phosphate runs into a large tank where it is purified.

Definition

ChEBI: An aryl phosphate resulting from the formal condensation of phosphoric acid with 3 mol eq. of phenol.

Reactivity Profile

Organophosphates, such as Triphenyl phosphate, are susceptible to formation of highly toxic and flammable phosphine gas in the presence of strong reducing agents such as hydrides. Partial oxidation by oxidizing agents may result in the release of toxic phosphorus oxides.

Hazard

Toxic by inhalation. Cholinesterase inhibitor. Questionable carcinogen.

Health Hazard

Non-industrial:
An allergic reaction in a 67-year old woman to spectacle frames containing triphenyl phosphate was reported. Patch tests with analytical grade triphenyl phosphate in that individual indicated a reaction at concentrations as low as 0.05%. This observation was confirmed in another male patient (Carlsen et al 1986). Industrial:
Occupational exposure of men engaged in manufacturing triphenyl phosphate produced a statistically significant reduction in erythrocyte acetylcholinesterase activity and plasma cholinesterase activity. There was no evidence of adverse clinical effects in men exposed to triphenyl phosphate for as long as 10 years. Exposure was to triphenyl phosphate mist, vapor, and dust at a weighted average air concentration of 3.5 mg/m³ (Sutton et al 1960).

Health Hazard

TPP is neurotoxic, causing paralysis at high dosages. Like tri-o-cresyl phosphate (TOCP), it is a cholinesterase inhibitor. The acute oral toxicity is low. The acute toxicity via subcutaneous administration is low to moderate. The toxic symptoms from high dosages in test animals were tremor, diarrhea, muscle weakness, and paralysis.
LD50 value, oral (mice): 1320 mg/kg
LD50 value, subcutaneous (cats): 100 mg/kg
Cleveland et al. (1986) investigated the acute and chronic toxicity to various species of freshwater fish of phosphate ester compounds containing TPP. The adverse toxic effects occurred at exposure concentrations of 0.38–1.0 mg/L..

Fire Hazard

Noncombustible solid. Incompatibility— none.

Industrial uses

1 Plasticizer.
2 Fireproofing agent, for impregnating roofing paper and upholstery.

Safety Profile

Poison by subcutaneous route. Moderately toxic by ingestion. Absorbed slowly, particularly by skin contact. Not a potent cholinesterase inhibitor. Combustible when exposed to heat or flame. To fight fire, use CO2, dry chemical. When heated to decomposition it emits toxic fumes of POx. See also TRITOLYL PHOSPHATE.

Potential Exposure

Triphenyl phosphate is used to impregnate roofing paper and as a fire-resistant plasticizer in plastics; for cellulose esters in lacquers and varnishes. Used in making adhesives, gasoline additives; flotation agents; insecticides, surfactants, antioxidants, and stabilizers. A substitute for camphor.

Source

Triphenyl phosphate was identified as a component in outer covers of brand-new computer video display units. Concentrations were estimated to be 8 to 10 and 0.3 to 0.5 wt % in 4 and 6 video display units, respectively. The concentrations of triphenyl phosphate in the remaining 8 video display units were <0.02 wt % (Carlsson et al., 2000).

Environmental Fate

Chemical/Physical. When an aqueous solution containing triphenyl phosphate (0.1 mg/L) and chlorine (3 to 1,000 mg/L) was stirred in the dark at 20 °C for 24 h, the benzene ring was substituted with one to three chlorine atoms (Ishikawa and Baba, 1988). The reported hydrolysis half-lives at pH values of 8.2 and 9.5 were 7.5 and 1.3 d, respectively (Howard and Doe, 1979).
Decomposes at temperatures greater than 410 °C (Dobry and Keller, 1957)

Metabolism

Rat liver microsomal enzymes degraded triphenyl phosphate in the presence of NADPH, but also in the absence of NADPH. The product of incubation was diphenyl phosphate. It was clear that the reaction was cytochrome P-450-linked since the reaction was inhibited by carbon monoxide (Sasaki et al 1984). Goldfish liver microsomes metabolized only about 10% of triphenyl phosphate (Sasaki et al 1985). Houseflies treated with triphenyl phosphate were analyzed after 24 h and the presence of diphenyl p-hydroxyphenyl phosphate was confirmed (Eto et al 1975).

Shipping

UN3077 Environmentally hazardous substances, solid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous hazardous material, Technical Name Required.

Purification Methods

Crystallise the phosphate from EtOH or pet ether (b 60-80o)/EtOH. [Cox & Westheimer J Am Chem Soc 80 5441 1958, Krishnakumar & Sharma Synthesis 558 1983, Cherbuliez in Organo Phosphorus Compounds (Kosolapoff & Maier eds) Wiley Vol 6 pp 211-577 1973, Beilstein 6 III 658, 6 IV 720.]

Incompatibilities

Incompatible with strong oxidizers; strong acids; nitrates may cause fire or explosions. Phosphates are incompatible with antimony pentachloride, magnesium, silver nitrate, zinc acetate.

Waste Disposal

Incinerate in furnace equipped with alkaline scrubber.

Triphenyl phosphate Preparation Products And Raw materials

Raw materials

Preparation Products

Triphenyl phosphate Suppliers

Supplier	Tel	Fax	Email	Country	ProdList	Advantage
Tianjin Zhongxin Chemtech Co., Ltd.	022-66880623	022-66880086	sales@tjzxchem.com	CHINA	537	58
Dalian Richfortune Chemicals Co., Ltd	0411-84820922	86-411-84821380	sales@richfortunechem.com	China	312	57
Henan Tianfu Chemical Co.,Ltd.	0371-55170693	0371-55170693	info@tianfuchem.com	CHINA	22607	55
Shanghai Time Chemicals CO., Ltd.	+8618017249410 +86-021-57951555	+86-021-57951555	jack.li@time-chemicals.com	CHINA	1365	55
Hangzhou FandaChem Co.,Ltd.	008615858145714	+86-571-56059825	fandachem@gmail.com	CHINA	8875	55
Hefei TNJ Chemical Industry Co.,Ltd.	86-0551-65418684 18949823763	86-0551-65418684	info@tnjchem.com	China	2911	55
Shanghai Zheyan Biotech Co., Ltd.	18017610038		zheyansh@163.com	CHINA	3623	58
career henan chemical co	+86-371-86658258		sales@coreychem.com	CHINA	29983	58
SHANDONG ZHI SHANG CHEMICAL CO.LTD	+86 18953170293	+86 0531-67809011	sales@sdzschem.com	CHINA	2928	58
Hubei Jusheng Technology Co.,Ltd.	86-18871470254	027-59599243	linda@hubeijusheng.com	CHINA	28229	58

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