Name | Pentabromophenyl ether |
Synonyms | DBDPO SynaPro S12 bde no 209solution DECABROMDIPHENYL OXIDE Pentabromophenyl ether Decabromodiphenyl ester Decabromodiphenyl Oxide Decabromodiphenyl ether Bis(pentabromophenyl) ether 1,1'-oxybis(pentabromobenzene) decabromodiphenyl ether solution 1,1'-oxybis[2,3,4,5,6-pentabromo-benzen 1,1'-oxybis(2,3,4,5,6-pentabromo-benzen Benzene, 1,1-oxybis2,3,4,5,6-pentabromo- 1,1'-Oxybis (2,3,4,5,6-pentabromobenzol) Decabromodiphenyl ether solution, Decabromodiphenyl oxide |
CAS | 1163-19-5 |
EINECS | 214-604-9 |
InChI | InChI:1S/C12Br10O/c13-1-3(15)7(19)11(8(20)4(1)16)23-12-9(21)5(17)2(14)6(18)10(12)22 |
InChIKey | WHHGLZMJPXIBIX-UHFFFAOYSA-N |
Molecular Formula | C12Br10O |
Molar Mass | 959.17 |
Density | 3 g/cm3 |
Melting Point | >300°C(lit.) |
Boling Point | 425°C |
Flash Point | -12°C |
Vapor Presure | 0Pa at 21℃ |
Appearance | Solid |
Color | White to Light Brown |
BRN | 2188438 |
Storage Condition | 2-8°C |
Stability | Stable. Incompatible with strong oxidizing agents. |
Refractive Index | 1.5000 (estimate) |
Physical and Chemical Properties | Melting point 302.5°C boiling point 425°C water-soluble <0.1g/100 mL at 20°C |
Use | High efficiency additive flame retardant, HIPS, ABS, LDPE, rubber, PBT, etc. have excellent flame retardant effect, can also be used for nylon fiber and polyester cotton textile |
Risk Codes | R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R67 - Vapors may cause drowsiness and dizziness R65 - Harmful: May cause lung damage if swallowed R63 - Possible risk of harm to the unborn child R50/53 - Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. R48/20 - R38 - Irritating to the skin R11 - Highly Flammable |
Safety Description | S36/37 - Wear suitable protective clothing and gloves. S62 - If swallowed, do not induce vomitting; seek medical advice immediately and show this container or label. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. S60 - This material and its container must be disposed of as hazardous waste. S16 - Keep away from sources of ignition. |
UN IDs | 3152 |
WGK Germany | 1 |
RTECS | KN3525000 |
TSCA | Yes |
HS Code | 29093031 |
Hazard Note | Irritant |
Hazard Class | 9 |
Packing Group | II |
Toxicity | Review IARC: Group 3 IMEMDT 48,73,90; Animal Limited Evidence IMEMDT 48,73,90. NTP Carcinogenesis Studies (feed); Some Evidence: rat NTPTR* NTP-TR-309,86; (feed); Equivocal Evidence: mouse NTPTR* NTP-TR-309,86. Polybrominated biphenyl compounds ar |
Raw Materials | Phenyl ether Bromine |
Downstream Products | Poly(1,4-butylene tere-phthalate) |
white or light yellow powder. Practically insoluble in all solvents. Good thermal stability. Heat to 354 °c with a weight loss of 5%. It is a non-toxic and non-polluting flame retardant.
after the dibenzoyl was dissolved in dichloromethane, the electrophilic substitution reaction was carried out by adding bromine to give decabromodiphenyl ether.
This product is a broad-spectrum, efficient, add-on flame retardant. It has the characteristics of less addition, strong flame retardancy and high thermal stability. Widely used in rubber, textile, electronics, plastics and other industries, especially for PE, PP, ABS, PA6, PS. PBT, PC and other synthetic materials. This product is used for polyethylene, polypropylene, Polybutylene Terephthalate as flame retardant. Its physical and economic properties are better, but the weather resistance is poor.
LogP | 6.625 at 25℃ |
(IARC) carcinogen classification | 3 (Vol. 48, 71) 1999 |
EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
physical properties | Appearance: white powder belongs to: general-purpose flame retardant density: 3.25g/cm3 Melting Point:>300°C(lit.) Boiling Point: 425°C flash point:-12°C storage conditions: 2-8°C melting temperature: 300-310°C bromine content: 83.3% Specific Gravity: 3.2 average particle size: 3.2μ free bromine content:<20PPM thermogravimetric characteristics: 5% 10% 50% 95% 357 ℃ 373 ℃ 418 ℃ 447 ℃ |
preparation method | solvent method: commonly used solvents are dibromoethane, dichloroethane, dibromomethane, carbon tetrachloride, halogenated hydrocarbons such as tetrachloroethane. Commonly used catalysts are aluminum trichloride or iron powder. The process is as follows: The diphenyl ether is dissolved in the solvent, then the catalyst is added, and bromine is added under stirring for bromination reaction. After completion of the reaction, the reaction solution was filtered, the filter cake was washed with water until neutral, and then filtered with suction, and dried at 80 ° C. To obtain a finished product. The filtrate was distilled and recycled. Bromine excess method: dichloroethane and aluminum powder were put into a reaction kettle, stirred, and bromine was slowly added dropwise. The temperature of the reaction mass was adjusted to 15 ° C. Until all the aluminum powder disappeared, and the addition of sufficient bromine was continued. After the addition was completed, the biphenyl Ether was dissolved in a small amount of dichloroethane, and then placed in a high-level tank, the temperature of the contents in the reaction vessel was maintained at (15±1) ° C., and a biphenyl Ether-dichloroethane solution was added under stirring. The hydrogen bromide evolved in the reaction is pumped to the absorption tower and absorbed into hydrobromic acid. After the addition of diphenyl ether solution, continue to stir and heat, when the temperature rises to 50 deg C, constant temperature reaction 6 h. After completion of the reaction, about 500 of water was added, and a small amount of sodium sulfite was added with stirring to remove excess bromine. The layers were then allowed to stand and the aqueous layer was removed and washed with water until the pH was neutral. The product was dehydrated by Suction filtration and dried at 80 °c to give a finished product. |
Application | (1) This product is used as flame retardant in polyethylene, polypropylene and polybutylene terephthalate. Its physical and economic properties are better. The disadvantage is poor weather resistance. (2) high efficiency additive flame retardant has excellent flame retardant effect on HIPS, ABS, LDPE, rubber, PBT, etc, can also be used for nylon fiber and polyester cotton textiles (3) decabromodiphenyl ether products are mainly used as additive flame retardants, with high bromine content, good thermal stability, high flame retardant efficiency, wide range of uses, suitable for polyethylene, polypropylene, ABS resin, epoxy resin, PBT resin, silicone rubber, ternary ethylene rubber and polyester fiber, cotton fiber and other flame retardants. (4) additive flame retardant, widely used. Can be used in polyethylene, polypropylene, ABS resin, polybutylene terephthalate, polyethylene terephthalate and silicone rubber, EPDM products. The product and antimony trioxide flame retardant effect is better, is pollution-free flame retardant. As a flame retardant, the product is better in both physical properties and economy. However, it has the disadvantage of poor weather resistance and yellowing of the resin. The additive amount for high impact polystyrene is 12% to 15%. This product is used as flame retardant in polyethylene, polypropylene and polybutylene terephthalate. Its physical and economic properties are better. The disadvantage is poor weather resistance. The high efficiency additive flame retardant has excellent flame retardant effect on HIPS, ABS, LDPE, rubber, PBT, etc, can also be used for nylon fiber and polyester cotton textile decabromodiphenyl ether products are mainly used as additive flame retardant, bromine content, good thermal stability, high flame retardant efficiency, wide range of uses, suitable for polyethylene, polypropylene, ABS resin, epoxy resin, PBT resin, silicone rubber, ternary ethylene rubber and polyester fiber, cotton fiber and other flame retardants. additive flame retardant, widely used. Can be used in polyethylene, polypropylene, ABS resin, polybutylene terephthalate, polyethylene terephthalate and silicone rubber, EPDM products. The product and antimony trioxide flame retardant effect is better, is pollution-free flame retardant. As a flame retardant, the product is better in both physical properties and economy. However, it has the disadvantage of poor weather resistance and yellowing of the resin. The additive amount for high impact polystyrene is 12% to 15%. |
production method | The diphenyl ether is obtained by reacting with bromine in the presence of a halogenated catalyst (iron powder, etc.). There are two production methods: 1. Solvent method the diphenyl ether is dissolved in a solvent, the catalyst is added, and then bromine is added for reaction. After completion of the reaction, filtering, washing and drying, decabromodiphenyl ether was obtained. Commonly used solvents are dibromoethane, dichloroethane, dibromomethane, carbon tetrachloride, tetrachloroethane, etc. 2. The excess bromination method is a bromination method using Excess bromine as a solvent. The catalyst was dissolved in bromine and diphenyl ether was added dropwise to the bromine. After completion of the reaction, the excess bromine was distilled off, neutralized, filtered, and dried to obtain a finished product. Industrial products for white powder, bromine content of 81-83%. Raw material consumption quota: diphenyl ether 180kg/t, bromine (99.5%)1400kg/t. The preparation method includes bromination, bromine removal, Suction filtration, washing, drying and other processes. Dichloroethane as a solvent and crushed aluminum tablets were added to the reaction kettle, and 1 400kg of bromine was slowly added dropwise with stirring until all the crushed aluminum disappeared. The temperature was adjusted to 15 °c until the bromine was added dropwise. In addition, 180 of diphenyl ether was dissolved in dichloroethane, and this was introduced into a metering tank. The bromine solution was dropped with stirring. After the completion of the drop, the temperature was increased to 50 ° C. And the reaction was maintained for 6 h. 100 of water was added and an appropriate amount of sodium sulfite was added to remove excess bromine. After stirring evenly, the precipitate was left to stand, suction-filtered, and washed with water until neutral. Pressure filtration, drying to obtain the finished product. Reaction formula: |
toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |