Name | (hydroxymethyl)phenylphosphinic acid |
Synonyms | HMPP HMPPA Hydroxymethylphenylphosphinic acid (hydroxymethyl)phenylphosphinic acid (Hydroxymethyl)phenylphosphinic acid hydroxymethoxy-oxo-phenylphosphanium hydroxymethoxy-oxo-phenylphosphonium phosphinic acid, P-(hydroxymethyl)-P-phenyl- Phosphinic acid, P-(hydroxymethyl)-P-phenyl- |
CAS | 61451-78-3 |
InChI | InChI=1/C7H9O3P/c8-6-11(9,10)7-4-2-1-3-5-7/h1-5,8H,6H2,(H,9,10) |
Molecular Formula | C7H9O3P |
Molar Mass | 172.12 |
Density | 1.348g/cm3 |
Boling Point | 445.008°C at 760 mmHg |
Flash Point | 222.933°C |
Water Solubility | 1704g/L(34.29 ºC) |
Vapor Presure | 0mmHg at 25°C |
Refractive Index | 1.559 |
Physical and Chemical Properties | Hydroxymethyl phenyl phosphinic acid (Hydroxymethyl phenyl phosphinic acid), referred to as HMPPA, soluble in water, ethylene glycol and other solvents, weak water absorption at room temperature, stable at room temperature. This product is an environmentally friendly flame retardant, is a new generation of permanent flame retardant modification based on the structural characteristics of polyester, is the leader in flame retardants, it has high phosphorus content, good heat resistance, hydrolysis resistance, high temperature and oxidation resistance. The flame retardant effect of the flame retardant chip is excellent, the reaction activity is high, the addition amount is small, and the mechanical properties of the material are almost not affected. The monomer is suitable for the permanent flame retardant modification of polyester. As an important raw material, it is widely used in the preparation of various organic compounds of phosphorus. FIG. 1 shows the structural formula of hydroxymethylphenylphosphinic acid. |
Synthesis method | The currently commonly used method for preparing hydroxymethylphosphinic acid is prepared by the reaction of hypophosphorous acid or sodium hypophosphite with trioxymethylene. 1. conventional method install magnetic stirrer, heat meter, nitrogen inlet and concentrator in a 500mL three-neck bottle. This long-necked bottle contains 264g of 50% hypophosphoric acid. In the process of adding trioxymethylene (66g), hypophosphoric acid is stirred and heated at 80 ℃, and it takes about 30min for every 2.5g of trioxymethylene added. After all trioxymethylene is added, the whole solution should be maintained at 80 ℃ for 3 hours. After adding 4g of trioxymethylene, it should be heated at 80 ℃ for 3 hours or more. In a rotary evaporator, water is removed from the clear solution. Then, 100mL of ethanol is added to the solution, and then concentrated with a rotary evaporator. The final clear liquid should be characterized by nuclear magnetic resonance. 2. Normal temperature and pressure synthesis method This method synthesizes hydroxymethylphosphinic acid from the hydrochloric acid solution of sodium hypophosphite and trioxymethylene. The hydrochloric acid solution of sodium hypophosphite and trioxymethylene (polymerized from formaldehyde) reacts at 60-100°C to form a mixture of hydroxymethylphosphinic acid and dihydroxymethylphosphinic acid. Figure 2 is a chemical reaction roadmap for the synthesis of hydroxymethyl phenylphosphinic acid. |
use | hydroxymethyl phenyl phosphinic acid is an important raw material for chemical production and is widely used in the preparation of various phosphorus organic compounds, especially chloromethyl phosphonyl chloride is synthesized at room temperature and pressure. the flame retardant copolymer prepared has good flame retardancy, hydrolysis resistance and dyeing resistance. It is suitable for the production of permanent flame retardant polyester and nylon products such as polyester and nylon chips, filaments, staple fibers, fabrics, films, etc. The obtained flame retardant polyester chips have good hue, good spinnability, good fiber strength and good dyeability. The spinning process can be carried out by any spinning system. It has excellent thermal stability, does not decompose during the spinning process, and has no peculiar smell at the spinning site, which is suitable for various fields that can be applied by conventional PET. Compared with conventional PET, the spinnability of the flame-retardant polyester product after adding this product has the same spinning and stretching properties as conventional polyester chips. The flame-retardant polyester product has excellent thermal stability, No decomposition occurs during the spinning process, no peculiar smell at the spinning site, which can improve the antistatic performance of polyester products, good spinnability, and its fiber has good weaving properties. It can be spun through any spinning system, the fabric can obtain permanent flame retardant properties. When copolymerized with PTA and EG, the addition amount is 2.5 ~ 4.5%, the phosphorus content of flame retardant polyester chips is 0.35-0.60%, and the flame retardant limiting oxygen index after spinning fabric is 30 ~ 36%. Widely used in textile flame retardant, spinning flame retardant, chemical fiber flame retardant, various clothing, decorative cloth and other flame retardant fields. The permanent flame-retardant polyester curtain cloth, sand release, automobile seat cushion cloth and other fabrics produced by flame-retardant polyester chips have been determined by the National Fixed Fire Extinguishing System and Refractory Component Quality Inspection Center, and the National Fire Building Material Quality Supervision and Inspection Center. The oxygen index is 32-33%, which meets the GB8624B1 level requirements and has been widely used. Used as an intermediate in organic synthesis |