Name | Hexamethylphosphoramide |
Synonyms | HPT HEMPA HMPTA ENT 50882 ENT 50,882 Hexametapol eastmaninhibitorhpt Eastman Inhibitor HPT Hexmethylphosphoramide Hexamethylphosphoramide Hexamethyl Phosphoramide Hexamethylphosphoric triamide Phosphoric acid hexamethyltriamide |
CAS | 680-31-9 |
EINECS | 211-653-8 |
InChI | InChI=1/C6H18N3OP/c1-7(2)11(10,8(3)4)9(5)6/h1-6H3 |
InChIKey | GNOIPBMMFNIUFM-UHFFFAOYSA-N |
Molecular Formula | C6H18N3OP |
Molar Mass | 179.2 |
Density | 1.03 g/mL at 25 °C (lit.) |
Melting Point | 7 °C (lit.) |
Boling Point | 230-232 °C/740 mmHg (lit.) |
Flash Point | 222°F |
Water Solubility | Miscible |
Solubility | Chloroform (Soluble), Methanol (Slightly) |
Vapor Presure | 0.07 mm Hg ( 25 °C) |
Vapor Density | 6.18 (vs air) |
Appearance | liquid |
Color | Colorless to light yellow liquid |
Odor | Spicy odor (no threshold data) |
Merck | 14,4725 |
BRN | 1099903 |
pKa | 4.69±0.70(Predicted) |
Storage Condition | Inert atmosphere,Room Temperature |
Stability | Stable. Incompatible with strong acids, strong oxidizing agents. |
Refractive Index | n20/D 1.459(lit.) |
Physical and Chemical Properties | Colorless transparent flammable liquid, with moderate ammonia flavor solubility miscible with water and organic solvents such as ethanol, ether and benzene, but insoluble in saturated alkanes, it can be extracted from aqueous solution by chlorinated alkanes to form chromium complex, easy moisture absorbent |
Use | Used as a highly efficient corrosion inhibitor for polyvinyl chloride and other chlorine-containing resin products and coatings |
Hazard Symbols | T - Toxic |
Risk Codes | R45 - May cause cancer R46 - May cause heritable genetic damage |
Safety Description | S53 - Avoid exposure - obtain special instructions before use. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S99 - |
UN IDs | 2810 |
WGK Germany | 3 |
RTECS | TD0875000 |
FLUKA BRAND F CODES | 8 |
HS Code | 29299090 |
Hazard Class | 6.1(b) |
Packing Group | III |
Toxicity | LD50 in male, female rats (mg/kg): 2650, 3360 orally (Gaines) |
Raw Materials | Dimethylamine |
freezing point | 7 ℃ |
NIST chemical information | Information provided by: webbook.nist.gov (external link) |
(IARC) carcinogen classification | 2B (vol. 15, Sup 7, 71) 1999 |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
Overview | Hexamethylphosphotriamine, also known as hexamosphoamine and hexamethylphosphamide, is prepared by the reaction of dimethylamine and phosphorus oxychloride. Molecular weight 179.2. It is a colorless or light yellow transparent liquid. Slightly fishy and astringent. The relative density is 1.0253~1.0257 (20 ℃), the refractive index is 1.4582~1.4589 (20 ℃), the freezing point is 2~7 ℃, and the boiling point is 116~117 ℃ (1480Pa). Soluble in polar and non-polar solvents. It can be miscible with commonly used plasticizers such as dioctyl phthalate, dioctyl sebacate, and triphenyl phosphite in any ratio. The toxicity is similar to that of phosphate esters. Avoid contact with skin. Containers should be tightly sealed to prevent leakage and water absorption. Hexamethylphosphide is a light stabilizer for polyvinyl chloride, which makes the products have excellent outdoor anti-aging performance and excellent weather resistance, so it is called a high-efficiency weather resistant agent for polyvinyl chloride. Adding 2-5 parts of this product to PVC film can significantly improve its weather resistance and cold resistance, and reduce the processing temperature by 10 ℃. This product can also be used as an excellent polar solvent for polyphenylene sulfide, polyurethane, polyamide and other polymer materials to improve resin quality, simplify process and reduce cost. Adding to ethylene propylene rubber can improve elasticity and oil resistance. It can also be used as a promoter for propylene bulk polymerization to improve the catalytic efficiency of the main catalyst. |
use | hexamethylphosphide triamine is a new chemical product with wide application and good performance in recent years. it is widely used in national economic production activities such as rubber, textile printing and dyeing, aviation reagents, etc., but its operating conditions in the synthesis process have certain risks. For example, the raw materials used in the synthesis of hexamethylphosphide are phosphorus oxychloride and xylene, which are highly toxic and flammable, and are acute toxic. Moreover, a higher heating temperature is required in the synthesis reaction process, which is easy to cause secondary reactions and accidents. Used as a high-efficiency corrosion resistant agent for polyvinyl chloride and other chlorine-containing resin products and coatings This product is a weather-resistant solvent and excellent polar solvent for polyvinyl chloride, which is resistant to low temperature and anti-aging of agricultural films Significant effect; it is a multifunctional high boiling point polar solvent inert to protons. It has special effects as a solvent for polymer synthesis such as polyphenylene sulfide and aromatic polyamide, as a promoter of propylene bulk polymerization, the product is added to ethylene propylene rubber, which can improve the body and oil resistance. Hexamethylphosphide is also used as a gas chromatography stationary liquid, violet light inhibitor, rocket fuel freezing point reduction additive, and chemical sterilant. This product has a significant effect on the low temperature resistance and anti-aging of agricultural films. It is a multifunctional high boiling point solvent that is inert to protons. It is used as a solvent for polymer synthesis such as phenylene sulfide and aromatic polyamide. Synthesis has a special effect. This work is a cocatalyst for propylene bulk polymerization. Adding this product to ethylene-propylene rubber can improve the projectile and oil resistance Effective aprotic solvent; phase chromatography stationary solution (maximum service temperature 35 ℃, solvent is methanol), separation and analysis of hydrocarbon compounds, separation of alkanes, alkenes and alkynes; promoter of stereoselective reaction; UV inhibitor of polyvinyl chloride Commonly used aprotic solvent. Ultraviolet light inhibitor of polyvinyl chloride, weather-resistant solvent and excellent polar solvent, chemical sterilant, etc. |
Harmful effects and symptoms of poisoning | For animals: Hexamethylphosphide (HMPA for short) is known to have various toxic effects on experimental animals. Acute poisoning caused by feeding HMPA to rats includes nephropathy, severe bronchiectasis and bronchopneumonia. Repeated effects of HMPA on rabbit skin can cause weight loss, gastric function changes and apparent nervous system disorders. Testicular atrophy and semen deficiency were observed after oral feeding of HMPA to rats. High inhibition of testicular growth was also observed after oral feeding of HMPA to small roosters. It is known that HMPA has mutagenic effects on Drosophila melanogaster. However, studies of the effect of HMPA on the sex chromosomes in mice showed that HMPA induced chromosomal aberrations were less frequent than controls. Preliminary results of HMPA toxicity study showed that rats developed rhinoma after 8 months of daily exposure to 400~4000ppbHMPA. In some diseased mice, cancer starting from the epithelium connecting the nasal oracle bone fills the nasal cavity and penetrates into the brain. No nasal cancer was found in rats and controls exposed to 50ppbHMPA. Human: Information on the toxic effects of HMPA on human beings has not been reported. |
protective measures | the traditional measures are that operators should wear protective clothing, protective glasses and gloves to avoid direct contact with products, and the production site should be well ventilated. |
Production method | It is obtained by the reaction of dimethylamine and alkali oxychloride. The dimethylamine and phosphorus oxychloride are reacted in the solvent ethylene trioxide, and the temperature is controlled at 40-60 ℃. During the reaction, ammonia is added as an acid binding agent, and the generated hydrogen chloride reacts to become ammonium chloride precipitation. After the reaction is over, filter. Trichloroethylene was recovered from the filtrate, treated with alkali, then distilled, and the 113-118 ℃(2.0kPa) fraction was collected to obtain hexamethylphosphide triamine. Tsinghua unis Group Corporation cooperated with the manufacturer to develop a new solvent-free process with a purity of over 99.2. Industrial hexamethylphosphide is a colorless or light yellow transparent liquid. The catalyst grade content is ≥ 99.5%, the first grade is ≥ 99.0%, and the second grade is ≥ 98.0%. Raw material consumption quota: dimethylamine 2410kg/t, phosphorus oxychloride 1610kg/t, liquid ammonia 430kg/t. |
toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |