2767-80-8

Usage

Chemical Properties

White crystalline powder

Hazard

A poison by ingestion. A severe skin and eye irritant.

InChI:InChI=1/C3H9O3P/c4-1-7(2-5)3-6/h4-6H,1-3H2

Upstream product

• 16980-25-9 chlorure de tetrakis(hydroxymethyl)phosphonium 
• 55566-30-8 tetrakis(hydroxymethyl)phosphonium sulphate 
• 124-64-1 tetrakis(hydroxymethyl)phosphonium chloride 
• 50-00-0 formaldehyd 

Downstream Products

• 75263-08-0 [(Bis-{[methyl-((R)-1-phenyl-ethyl)-amino]-methyl}-phosphanyl)-methyl]-methyl-((R)-1-phenyl-ethyl)-amine 
• 75263-08-0 [(Bis-{[methyl-((S)-1-phenyl-ethyl)-amino]-methyl}-phosphanyl)-methyl]-methyl-((S)-1-phenyl-ethyl)-amine 
• 124910-25-4 Tris(o-carboxyphenylaminomethyl)phosphine 
• 56971-16-5 1,3,6-triaza-8-phospha-tricyclo[4.3.1.1^3,8]undecane 
• 18437-79-1 tri(4-fluorophenyl)phosphine oxide 
• 885131-21-5 P(CH₂NH-3,5-(CF₃)2C₆H₃)3 
• 125383-71-3 {Pd(P(CH₂OH)3)4} 
• 129402-50-2 2,2-diphenyl-5,5-di(hydroxymethyl)-1,3,2,5-dioxaborataphosphoniarinane 
• 412334-54-4 cis-diphenylplatinum(II)(tris(hydroxymethyl)phosphine) 
• 1033091-65-4 C₂₇H₃₀N₃O₆P 
• 1564262-84-5 1,3,5,7-tetrabenzyl-1,5-diaza-3,7-diphosphacyclooctane 

Relevant academic research and scientific papers

New Class of Half-Sandwich Ruthenium(II) Arene Complexes Bearing the Water-Soluble CAP Ligand as an in Vitro Anticancer Agent

Ruthenium(II) arene complexes of 1,4,7-triaza-9-phosphatricyclo[5.3.2.1]tridecane (CAP) were obtained. Cytotoxicity studies against cancer cell lines reveal higher activity than the corresponding PTA analogues and, in comparison to the effects on noncancerous cells, the complexes are endowed with a reasonable degree of cancer cell selectivity.

Hydrophosphination of Formaldehyde catalysed by Tris(hydroxymethyl)phosphine Complexes of Platinum, Palladium or Nickel

The addition of PH3 to formaldehyde to give P(CH2OH)3 is catalysed by a range of platinum-(IV), -(II) and -(0) compounds including Na2, K2, 2> 2 and 4>*H2O 3.A large ratio of P(CH2OH)3 to Pt is present under the conditions in which the catalysis is operated and the hypothesis that a common platinum-P(CH2OH)3 complex is present under these conditions has been tested.It is shown that Na2 is reduced by 3 equivalents of P(CH2OH)3 to give 2> 2, the same species that is formed upon addition of 2 equivalents of P(CH2OH)3 to K2.Addition of 1 equivalent of P(CH2OH)3 to 2 gives >3Cl 4a while addition of 2 equivalents of P(CH2OH)3 to 2 gives an unstable species, tentatively assigned the five-co-ordinate structure 4>Cl 5a.In the presence of further P(CH2OH)3, 5a decomposes smoothly to give a mixture of 4>Cl 3b, Cl and the unusual bis(chelate) salts trans- and cis-2>Cl2 6a and 6b.A mechanism rationalising this reaction is presented.The pH of the reaction medium during the catalysis is ca. 9-10 and it is therefore concluded that 4> 3a is the main platinum-containing species present during all the platinum catalysed reactions.It is shown that 4> 18 and 4> 19 are also catalysts for the hydrophosphination of formaldehyde and a general mechanism is suggested.

FcCH2P(CH2OH)2: A new, reactive yet air-stable ferrocene-derived phosphine [Fc = (η-C5H5)FeC5H4]

Reaction of FcCH2NMe3+I- with an excess of P(CH2OH)3 gives the air-stable ferrocenylphosphine FcCH2P(CH2OH)2, characterised by an X-ray structure determination; reactivity towards reagents such as MeI, acrylonitrile and amines allows the synthesis of a range of new ferrocene-phosphine derivatives.

Synthesis of monophosphines directly from white phosphorus

Monophosphorus compounds are of enormous industrial importance due to the crucial roles they play in applications such as pharmaceuticals, photoinitiators and ligands for catalysis, among many others. White phosphorus (P4) is the key starting material for the preparation of all such chemicals. However, current production depends on indirect and inefficient, multi-step procedures. Here, we report a simple, effective ‘one-pot’ synthesis of a wide range of organic and inorganic monophosphorus species directly from P4. Reduction of P4 using tri-n-butyltin hydride and subsequent treatment with various electrophiles affords compounds that are of key importance for the chemical industry, and it requires only mild conditions and inexpensive, easily handled reagents. Crucially, we also demonstrate facile and efficient recycling and ultimately catalytic use of the tributyltin reagent, thereby avoiding the formation of substantial Sn-containing waste. Accessible, industrially relevant products include the fumigant PH3, the reducing agent hypophosphorous acid and the flame-retardant precursor tetrakis(hydroxymethyl)phosphonium chloride. [Figure not available: see fulltext.]

STABLE MODIFIED POLYMER POLYOL DISPERSIONS

The present invention relates to new stable modified polymer polyol dispersions. The modified polymer polyols of the present invention comprise at least one polyol and a stable dispersion of polymeric particles in the at least one polyol. There are also disclosed processes for the preparation of the herein described modified polymer polyols, and processes for preparing polyurethane materials containing them.

A three hydroxymethyl phosphine oxide of the process and apparatus for catalytic oxidation synthesis

The invention relates to a synthesis process and equipment of THPO through catalytic oxidation. The synthesis process comprises the steps as follows: PH3 gas and formaldehyde gas are processed through a dryer and a filter and are fed into a fluidized bed through a fan; dry nitrogen is fed into the fluidized bed to protect the PH3 gas and the formaldehyde gas; the PH3 gas and the formaldehyde gas enter a fluidized bed system for reacting, wherein the fluidized bed carries a solid particle catalyst and the reaction temperature is 5 DEG C below zero to 5 DEG C; generated trishydroxymethyl phosphine is heated to be molten into liquid; wherein the temperature of the liquid is 60 to 100 DEG C, liquid THP is transferred into an oxidation kettle; an oxidizing agent is fed into the oxidation kettle, wherein the reaction temperature is 30 to 120 DEG C; the THPO is obtained after stirring for reaction is performed for 3 to 6 h. According to the industrial devices and process routes for producing THPO, the catalyst can be reused, the cost is low, the by-product PH3 produced during the production of sodium hypophosphite is comprehensively utilized, no three-waste is discharged, environment pollution is avoided and the national policy of green and environment protection and the strategy of sustainable development are met.

Study on thermal degradation and combustion behavior of flame retardant unsaturated polyester resin modified with a reactive phosphorus containing monomer

A halogen-free phosphorus-containing monomer (TAOPO) with a P-C bond was successfully synthesized and used as a co-curing agent to prepare intrinsic flame-retardant unsaturated polyester resin (FR-UPR) by radical bulk polymerization with different TAOPO content. The thermal degradation and flame retardancy of pure UPR and FR-UPR were investigated by thermogravimetric analysis (TGA), cone calorimetry tests and limiting oxygen index (LOI). As the phosphorus content increased to 3%, FR-UPR (URP-3) showed a lower peak heat release rate (PHRR) and total heat release (THR), reducing by 45.7% and 45.5% those of pure UPR, while the LOI value and char residue increased markedly. Besides, thermal-oxidative degradation behaviors of different UPR samples were characterized by real-time infrared spectrometry (RT-IR) and thermogravimetry-Fourier transform infrared (TG-FTIR) spectroscopy, revealing the degradation mechanism. Furthermore, the residual char of UPRs was investigated by scanning electron microscopy (SEM) and Raman spectroscopy. The results indicated that the incorporation of TAOPO into UPR could effectively prompt the UP matrix to form a more compact char layer which acted as a protective barrier to reduce heat release during combustion.

New process for the production of tris(hydroxymethyl)phosphine

The present invention relates to a novel method for producing tris(hydroxymethyl)phosphine (THP) useful as a UV light stabilizer, an organic-phosphorus flame retardant agent, or an intermediate therebetween. In previous technologies, by-products that are partially decomposed by being reacted in an acidic state are contained or a portion of THPC that is a starting material is remained, THP is modified into THPO in a solvent removal process, and formaldehyde generated as a by-product is included. Compared to the previous methods, the present invention provides a method for producing pure THP with a method which sufficiently forms KCI by applying KOH after dissolving THPC in methyl alcohol and reacts with sodium sulfite (Na_2SO_3) in the presence of a catalytic amount of ZnCl_2, and thus will greatly contribute to the development of fine chemical industry, related with UV stabilizers, phosphorus-based flame retardant agents, drugs and the like, which requires THP.COPYRIGHT KIPO 2015

Method for preparing trishydroxymethyl phosphine

A method for preparing trishydroxymethyl phosphine from tetrakishydroxymethyl phosphonium salt, said method comprising at least the steps of continuously feeding a first reaction chamber with, from one hand, at least one tetrakishydroxymethyl phosphonium salt and, from another hand, at least one base, under conditions suitable for a reaction of said tetrakishydroxymethyl phosphonium salt(s) with said base(s), to form a mixture of trishydroxymethyl phosphine and formaldehyde; and continuously removing said formaldehyde.

METHOD FOR PREPARING TRISHYDROXYMETHYL PHOSPHINE

A method for preparing trishydroxymethyl phosphine from tetrakishydroxymethyl phosphonium salt, said method comprising at least the steps of continuously feeding a first reaction chamber with, from one hand, at least one tetrakishydroxymethyl phosphonium salt and, from another hand, at least one base, under conditions suitable for a reaction of said tetrakishydroxymethyl phosphonium salt(s) with said base(s), to form a mixture of trishydroxymethyl phosphine and formaldehyde; and continuously removing said formaldehyde.