714-87-4

Basic information

• Product Name: 3,9-dichloro-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane 3,9-dioxide
• Synonyms: 3,9-dichloro-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane 3,9-dioxide;2,4,8,10-Tetraoxa-3,9-diphosphaspiro[5.5]undecane, 3,9-dichloro-, 3,9-dioxide
• CAS NO: 714-87-4
• Molecular Formula: C₅H₈Cl₂O₆P₂
• Molecular Weight: 296.966942
• EINECS: 211-935-0
• Mol File: 714-87-4.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 276.2°C at 760 mmHg
• Flash Point: 143.3°C
• Appearance: /
• Density: 1.69g/cm³
• Vapor Pressure: 0.00818mmHg at 25°C
• Refractive Index: 1.497
• CAS DataBase Reference: 3,9-dichloro-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane 3,9-dioxide(CAS DataBase Reference)
• NIST Chemistry Reference: 3,9-dichloro-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane 3,9-dioxide(714-87-4)
• EPA Substance Registry System: 3,9-dichloro-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane 3,9-dioxide(714-87-4)

Safety Data

• Hazardous Substances Data: 714-87-4(Hazardous Substances Data)

Usage

General Description

3,9-dichloro-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane 3,9-dioxide is a chemical compound with the molecular formula C8H12Cl2O6P2. It is a spirocyclic compound with two phosphorus atoms and two chlorine atoms attached to a spirocyclic ring containing four oxygen atoms. 3,9-dichloro-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane 3,9-dioxide is a phosphonate ester and is often used as a flame retardant in various industries. It is also used in the production of polymers, plastics, and other industrial materials. Additionally, it has potential applications in agriculture, as a pesticide, and in medicinal chemistry as a potential drug candidate. However, its use is subject to regulatory restrictions due to concerns about its environmental and health impacts.

InChI:InChI=1/C5H8Cl2O6P2/c6-14(8)10-1-5(2-11-14)3-12-15(7,9)13-4-5/h1-4H2

Upstream product

• 115-77-5 Pentaerythritol 
• 10025-87-3 trichlorophosphate 

Downstream Products

• 5305-94-2 3,9-Bis-(4-nitrophenyloxy)-2,4,8,10-tetraoxa-3,9-diphospha-spiro<5,5>undecan-3,9-dioxid 
• 5305-95-3 3,9-Bis-(4-nitrophenylmercapto)-2,4,8,10-tetraoxa-3,9-diphospha-spiro<5.5>undecan-3,9-dioxid 
• 65284-05-1 3,9-bis(2',3',4',5',6'-pentabromophenoxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro(5.5)undecane-3,9-dioxide 
• 65284-07-3 3,9-bis(2',4',6'-tribromophenoxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro(5.5)undecane-3,9-dioxide 
• 78201-35-1 3,9-bis-(2',4',6'-trichlorophenoxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro-(5.5)undecane-3,9-dioxide 
• 55120-33-7 3,9-diphenoxy-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane-3,9-dioxide 
• 97994-11-1 3,9-bis[2,4-di-(tert-butyl)phenoxy]-2,4,8,10-tetraoxa-3λ⁵,9λ⁵-diphosphaspiro[5.5]undecane-3,9-dioxide 
• 19379-23-8 3,9-bis-(N-p-bromophenyl)amino-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane-3,9-dioxide 
• 19341-53-8 3,9-Di-(4'-chloranilinium)-2,4,8,10-tetraoxo-3,9-diphosphaspiro<5.5>undecan 3,9-dioxid 
• 19341-47-0 3,9-Di-cyclohexylamin-2,4,8,10-tetraoxo-3,9-diphosphaspiro<5.5>undecan 3,9-dioxid 

Relevant articles and documents

Synthesis and characterization of SPDSCD and its flame retardant application on epoxy resins

In this study, a flame retardant agent, 2,4,8,10-tetraoxo-3,9-diphosphospiro[5.5]undecane spirophosphate-4,4-diaminopair benzene disulfone-1,3,5-himetriazine (SPDSCD), is synthesized through a direct polycondensation reaction. SPDSCD is a chemically expanded phosphorus-containing flame retardant in epoxy resins (EP). The molecular structure of SPDSCD and thermal stability are characterized by nuclear magnetic resonance, Fourier transform infrared spectroscopy, and thermogravimetric analysis, and EP/SPDSCD composites were investigated in detail. These properties are associated with the phosphorus-containing spiro structure on the main molecular chain which can promote condensation polymerization into carbon during pyrolysis, the new nitrogen-containing carbon source, and the triazine structure. SPDSCD shows good thermal stability and low flammability, the weight loss from 500 to 800 °C was only 6.1 wt%, and the residual mass at 800 °C was 48.9 wt%. With the addition of SPDSCD, the flame retardant quality of the composites was gradually enhanced, the carbon residue becomes denser, which isolates heat transfer and inhibits the volatilization of flue gas. The addition of 20 wt% SPDSCD in the EP sample was associated with a limited oxygen index (LOI) value of 26% and a vertical burning V-0 rating. Cone calorimeter test shows that the peak heat release rate is reduced by 75%; the heat release rate curve enters the heat release platform area with a value lower than the first peak, TSP is reduced by 24%, the ac-CO2Y value reduced by 25.6%, indicating that SPDSCD/EP produced less CO2, which obviously prevented the combustion of volatile gas. SPDSCD exerted a charring and barrier effect in the condensation phase. Using basic characterization and flame retardancy testing, this work determined that SPDSCD has good flame retardancy when added to EP.

Preparation, fire behavior and thermal stability of a novel flame retardant polypropylene system

In this study, a novel spirocyclic pentaerythritol bisphosphorate disphosphoryl-di-prop-2-en-1-amine (SPSA) compound containing a functional double bond (C=C) was synthesized and characterized by Fourier transform infrared spectroscopy and 1H nuclear magnetic resonance spectroscopy (1H NMR). In this paper, a new intumescent flame retardant (IFR) was designed by combining ammonium polyphosphate (APP) and SPSA (mass ratio of APP and SPSA was 2:1) and this IFR was mixed with polypropylene (PP) via twin-screw extruder to prepare a series of flame retardant PP composites. The thermal stability and fire behaviors of these flame retardant PP composites were investigated by thermogravimetric analysis, limiting oxygen index (LOI), vertical burning test (UL-94) and cone calorimeter test. Furthermore, the morphology of the char residues of flame retardant PP composites after cone calorimeter test was studied by scanning electron microscopy with energy dispersive X-ray analysis (EDS). Aiming to further improve the thermal stability of the composites, electron beam irradiation has been used to treat these composites. The results showed that LOI value of flame retardant PP composite containing 30?% IFR was 24.0 and passed UL 94?V-0. In the cone calorimeter test, both peak heat release rate and total heat release results of PP/IFR system were lower than those of PP/APP system. In addition, this IFR provided relatively good quality of char residue in the combustion. Moreover, electron beam treatment of the composites improved the thermal stability of these designed flame retardant PP composites.

Novel phosphorus-containing silazanes as flame retardants in epoxy resins

Molecules containing different elements and moieties like P-N and P-O-Si have high impact on flame retardant properties. In this study, a novel group of flame retardants based on phosphasilazanes containing a P-N-Si structure is established. Due to introduction of the silazane moiety to various phosphorus environments, further properties, like mechanical or thermal, besides flame retardancy can be altered. The influence of phosphorus or silicon moieties and their mode of action on flame retardant properties is examined. In formulations with a high-performance epoxy resin, thermal properties (glass transition temperature and moisture absorption) and flame retardant performance (UL94 vertical burning test, cone calorimetry) are investigated. Alteration of chemical environment at the phosphorus atom determines various implications on burning behavior. For example, phosphorus-containing moieties promoting char generation and intumescence enhance char yields and other parameters describing flame retardant properties of phosphasilazanes in thermo-analysis as well as in cone calorimetry. On the other hand, higher concentration of silazane groups in the structure leads to higher flammability. Phosphorus moieties acting in gaseous phase cause poor flame retardant properties because they antagonize the char generation of silazanes.

Pentaerythritol pair of phosphoric acid ester ethylamine and its preparation method and application

The present invention provides pentaerythritol pair of phosphoric acid ester ethanolamine, chemical structure shown in formula I, can be used as halogen-free flame retardant to be applied to the expansion. The results show that the embodiment, the cationic pentaerythritol pair of phosphoric acid ester ethanolamine to the Dacron, polyamide, cotton, blended cloth and disinfecting has excellent flame retardant effect, can achieve UL - 94 B1 and B2 and V0 level. The invention also provides the cationic pentaerythritol pair of phosphoric acid ester of ethanolamine preparation method, the pentaerythritol, phosphorus oxychloride, catalyst and organic solvent after the reaction of acyl, get the pentaerythritol pair of phosphoric acid ester b phosphorus chloride; to the cationic pentaerythritol pair of phosphoric acid ester b phosphorus chloride hydrolysis, to obtain pentaerythritol bisphosphate; will the cationic pentaerythritol double-phosphoric acid and ethanolamine amination reaction, to obtain pentaerythritol pair of phosphoric acid ester ethanolamine. The preparation of the method is the raw material is low, the operation process is simple, easy to implement.