Name | 1,2,5,6,9,10-Hexabromocyclododecane |
Synonyms | HBCD HBBCD HBCD HT HBCD(SP-75 ALPHA-HEXA SAYTEX HP-900 XPS master batch Hexabromocyclododecane HBCD-EPS FLAME RETARDENT Hexabromocyclododecane HT Hydroxybutyl-B-cyclodextrin 1,2,5,6,9,10-hexabromocyclodecane 1,2,5,6,9,10-hexabromo-cyclododecan 1,2,5,6,9,10-Hexabromocyclododecane Cyclododecane,1,2,5,6,9,10-hexabromo- 1,2,5,6 9,10-Hexabromocyclododecane,TECH. 1,2,5,6,9,10-Hexabromocyclododecane (HBCD) |
CAS | 3194-55-6 |
EINECS | 221-695-9 |
InChI | InChI=1/C12H18Br6/c13-7-1-2-8(14)10(16)5-6-12(18)11(17)4-3-9(7)15/h7-12H,1-6H2/t7-,8-,9-,10+,11+,12+ |
InChIKey | DEIGXXQKDWULML-UHFFFAOYSA-N |
Molecular Formula | C12H18Br6 |
Molar Mass | 641.7 |
Density | 2.145±0.06 g/cm3(Predicted) |
Melting Point | 188-191°C |
Boling Point | 505.2±50.0 °C(Predicted) |
Flash Point | 249.5°C |
Solubility | acetone: soluble25mg/mL, clear, colorless to light yellow |
Vapor Presure | 7.8E-10mmHg at 25°C |
Appearance | neat |
BRN | 1911324 |
Refractive Index | 1.598 |
Physical and Chemical Properties | Melting point 173-177°C |
Use | Mainly used for flame retardant requirements of thermoplastic and thermosetting polymer, especially suitable for extrusion expanded polystyrene |
Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. R64 - May cause harm to breast-fed babies R50/53 - Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. R63 - Possible risk of harm to the unborn child |
Safety Description | S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes. 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. S36/37 - Wear suitable protective clothing and gloves. S53 - Avoid exposure - obtain special instructions before use. |
UN IDs | 3077 |
WGK Germany | 1 |
RTECS | GU2302500 |
FLUKA BRAND F CODES | 3-9 |
HS Code | 29038900 |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
halide flame retardant | halide flame retardant is a commonly used organic additive flame retardant, and the order of flame retardant effect of halide elements is I>Br>Cl>F. Because the C- F bond is stable and difficult to decompose, its flame retardant effect is poor, and the thermal stability of the sulfonate is poor. So chloride or bromide is generally used in industry. The order of flame retardant traffic is: aliphatic> alicyclic> aromatic. However, the aliphatic thermal stability is poor, and the processing temperature cannot exceed 205 ℃. Aromatic has good thermal stability, and the processing temperature can reach 315 ℃. As a halide of flame retardant, the content of halogen is relatively high. Common halide flame retardants are as follows: Chlorinated paraffin is directly chlorinated from paraffin. It has good chemical stability, low price and wide application. It is often combined with antimony trioxide. Perchloropentane is generally chlorinated cyclopentadiene to make hexachlorocyclopentadiene, and then dimerized under the catalysis of anhydrous aluminum trichloride. Hexabromocyclododecane is a cycloaliphatic flame retardant. It is mainly used for the flame retardant of polypropylene, polystyrene and polypropylene fibers. It is trimerized with butadiene, and cyclododecane is first made. -1,5, 9-triene, and then it is added with bromine in carbon tetrachloride solution, and 1,2,5,6,9, 10-hexabrocyclododecane can be obtained. Hexabromobenzene is prepared by using benzene as raw material, in tetrachloroethane, using sulfonate and iron powder as catalyst, and bromine for bromination. It is generally mixed with antimony trioxide. The bromide flame retardants currently used mainly include tetrabromoethane, tetrabromodithiophenol, decabromodiphenyl ether, decabromodiphenyl, tris (2, 6-dibromopropyl) isocyanate, 2,2-[4-(2, 3-dibromopropoxy-3, 5-Dibromophenyl] propane, hexabromocyclodecane, hexabromobenzene, tetrabromobisphenol A, octabromodiphenyl ether, tetrabromodiphenyl ether, polydibromophenylene oxide, bis-tribromophenoxyethane, tribromophenol, ethylenebis-tetrabromobenzene dicarboxamide, pentabromobenzyl polyacrylate, etc, they can be used for integrated circuit boards, unsaturated polyester, polyvinyl chloride, epoxy resin, polystyrene resin, neoprene, styrene butadiene rubber, natural rubber, polyester resin, polypropylene, polyethylene for wires, Polyurethane, fiber, ABS resin, nylon, polybutylene terephthalate, etc. polystyrene (PS)(flame retardant), hexabromocyclodecane (flame retardant) and talcum powder are put into the feeding section of the extruder, and the remaining foaming agents are pumped into the feeding section between the compression section and the metering section to obtain a high compression foam plate with a density of 34.7kg/m3, a water absorption rate of 0.09% and a compression strength of 2.9MPa. |
use | used as smoldering, used as smoldering finishing agent for polyphenylene foam, polypropylene, polyester, acrylic, polypropylene and other fabrics. It is mainly used in thermoplastic and thermosetting polymer with flame retardant requirements, especially suitable for extruded expanded polystyrene It is used for flame retardant of polypropylene plastics and fibers, polystyrene foam plastics, It can also be used for flame retardant finishing of polyester fabric and flame retardant of vinylon coated plastic double-sided leather. Used as an additive combinent, suitable for polystyrene, unsaturated polyester, polycarbonate, polypropylene, synthetic rubber, etc. |
production method | first synthesize trans, trans, cis -12-1,5,9-triene (see also 10850): add butyl titanate and diethyl aluminum chloride to benzene, add butadiene at a temperature lower than 55 ℃, and generate trans, trans, cis -12-1,5 through tripolymerization reaction, 9 trienes (C12H18,[2765-79-9]). Then brominate to obtain hexabromocyclododecane. In a 2000L glass-lined reaction pot equipped with a reflux cooler and a tail gas processing device, 1300L of ethanol, 278kg of anti-, cis-cyclodiene-1, 5,9-triene and 872kg of bromine were added. The feeding temperature is 15-25 ℃. During the whole feeding process, the presence of free bromine is kept, and the reactants are red. After the reaction is over, the hexabromocyclodecane generated by excessive smelly needles is removed and filtered, and refined to obtain 1000kg of product with 91% yield. Another method is to use aluminum trichloride as a catalyst. 150 parts of aluminum trichloride were added to 800 parts of cyclododeca-1, 5,9-triene and 1500 parts of ethanol at 15-25 ℃, then 2400 parts of bromine were added within 2h at 25-30 ℃, stirred for 5h at room temperature, and then filtered. The filter cake was washed with 200 parts of ethanol and 2% sodium bicarbonate, and the yield of hexabromocyclododecane was 86%. If halogenated hydrocarbons were added to the ethanol solvent, the formation of resinous substances could be inhibited. |
toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |