21850-44-2
TetraBromoBisphenol A (2,3-Dibromopropyl)ether
CAS: 21850-44-2
Molecular Formula: C21H20Br8O2
21850-44-2 - Names and Identifiers
| Name | TetraBromoBisphenol A (2,3-Dibromopropyl)ether |
| Synonyms | BDDP TBBPA Octa ether JADEWIN BDDP Bisdibromodibromopropoxyphenylpropane Bis(2,3-dibromopropoxy)tetrabromobisphenol A Tetrabromobisphenol a bis(dibromopropyl ether) TetraBromoBisphenol A (2,3-Dibromopropyl)ether Tetra Bromo Bisphenol A (2,3-Dibromopropyl)ether Tetrabromobisphenol A bis(2,3-dibromopropyl ether) tetrabromo-bisphenol-a-bis(2,3-dibromopropaneether) Tetrabromobisphenol A bis-(2,3-dibromopropyl ether) 2,2-BIS[3,5-DIBROMO-4-(2,3-DIBROMOPROPOXY)PHENYL]PROPANE 2,2-Bis[3,5-dibromo-4-(2,3-dibromopropoxy)phenyl]propane 2,2-BIS[4-(2,3-DIBROMOPROPOXY)- 3,5-DIBROMOPHENYL]PROPANE Tetrabromobisphenol A bis (2, 3-dibromopropyl ether) (BDDP) 1,1'-propane-2,2-diylbis[3,5-dibromo-4-(2,3-dibromopropoxy)benzene] 5,5'-(propane-2,2-diyl)bis(1,3-dibroMo-2-(2,3-dibroMopropoxy)benzene) |
| CAS | 21850-44-2 |
| EINECS | 244-617-5 |
| InChI | InChI=1/C21H20Br8O2/c1-21(2,11-3-15(26)19(16(27)4-11)30-9-13(24)7-22)12-5-17(28)20(18(29)6-12)31-10-14(25)8-23/h3-6,13-14H,7-10H2,1-2H3 |
21850-44-2 - Physico-chemical Properties
| Molecular Formula | C21H20Br8O2 |
| Molar Mass | 943.61 |
| Density | 2.169±0.06 g/cm3(Predicted) |
| Melting Point | 117°C |
| Boling Point | 676.5±55.0 °C(Predicted) |
| Flash Point | 287.7°C |
| Water Solubility | 144ng/L at 20℃ |
| Solubility | Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly) |
| Vapor Presure | 0.029Pa at 20℃ |
| Appearance | White or Yellow Powder |
| Color | White |
| Storage Condition | Hygroscopic, -20°C Freezer, Under inert atmosphere |
| Refractive Index | 1.646 |
| MDL | MFCD00017887 |
| Physical and Chemical Properties | This product is a white powder, melting point 110-115 ℃, the theoretical bromine content of 67.74%, specific gravity of 2.2, soluble in dichloromethane, toluene, acetone and insoluble in water and methanol. |
| Use | It is a good flame retardant of olefin resin, mainly used for various grades of polypropylene, polypropylene fiber, styrene butadiene rubber, cis butadiene rubber, etc. |
21850-44-2 - Risk and Safety
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. |
| UN IDs | 3152 |
| HS Code | 29093090 |
| Hazard Class | 9 |
| Packing Group | II |
21850-44-2 - Upstream Downstream Industry
| Raw Materials | Tetrabromobisphenol A Bromine Ethyl Alcohol |
21850-44-2 - Reference
| Reference Show more | 1. [IF=11.236] Guiqi Huang et al."Fabric phase sorptive extraction: Two practical sample pretreatment techniques for brominated flame retardants in water."Water Res. 2016 Sep;101:547 2. [IF=3.645] Guiqi Huang et al."Evaluation of three sorbent-phase extraction techniques based on hyper-crosslinked polymer for the extraction of five endocrine disrupters in water."Journal Of Separation Science. 2021 Dec 16 |
21850-44-2 - safety
Open Data Verified Data
Store in a cool and dark place, sealed and moisture-proof.
Last Update：2023-10-13 12:06:24
21850-44-2 - Preparation method
Open Data Verified Data
Convert tetrabromobisphenol A into a salt and react with 3-chloropropene to produce tetrabromobisphenol A bis (allyl) ether, which is then added to bromine to obtain this product.
1. Preparation of tetrabromobisphenol A bis (allyl) ether
In the reaction kettle, add tetrabromobisphenol A and 95% ethanol, stir to completely dissolve the material, and prepare the resulting solution for later use. Dissolve the caustic soda in water, and drop the resulting solution into the above-mentioned tetrabromobisphenol A ethanol solution. Control the temperature at 45 ℃ when adding the solution. After the addition, react for another 15 minutes. Then add allyl chloride dropwise to the reaction flask at a temperature of approximately 40 ℃. After dripping, raise the temperature to 55 ℃ and react for 20 minutes. Cool to room temperature, filter, wash the filter cake with water, and dry at 80 ℃ to obtain a white powdered solid tetrabromobisphenol A bis (allyl) ether.
2. Preparation of tetrabromobisphenol A bis (dibromopropyl) ether
Add tetrabromobisphenol A bis (allyl) ether and chloroform to the reactor, stir, wait for the material to completely dissolve, and then add bromine dropwise within 90 minutes. After dripping, continue the reaction for 30 minutes, and then wash the reactant with a saturated sodium sulfite solution to remove unreacted bromine. Add a small amount of water and stir for a certain time. Separate chloroform from water, remove the water layer, and add ethanol to the chloroform layer to precipitate the product. Separate and dry to obtain a white powdered product called tetrabromobisphenol A bis (dibromopropyl) ether.
Last Update：2024-01-02 23:10:35
21850-44-2 - Reference Information
| LogP | 7.2 |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| overview | octabromoether, molecular formula is C21H20O2Br8, molecular weight 934.26, melting point about 105 ℃, soluble in benzene, acetone, chloroform, etc., insoluble in water hexanol, decomposition temperature 270 ℃, is the main product of tetrabromobisphenol A deep processing, with better flame retardant effect. In polymer flame retardant, it is an additive flame retardant and is often used for flame retardant of polypropylene (PP), polyethylene (PE), polybutene and many polyolefin copolymers. Its molecular structure contains aliphatic bromine and aromatic bromine, which has high flame retardant efficiency, can withstand higher processing temperatures, can be melt blended with the above polyolefin, and has appropriate thermal stability, and the price and efficiency are relatively low. When comparing the blank samples of flame-retardant PP and non-flame-retardant PP, it is found that there is almost no difference in mechanical properties between the two. In the combustion products of this product, the carcinogens tetrabromobisbenzo diane and tetrabromobisbenzofuran are almost undetectable. Studies have shown that compared with the traditional flame retardant decabromodiphenyl ether, the addition of this product is less when reaching the same flame retardant level. Compared with hexabromocyclododecane, the decomposition temperature is higher, and in some aspects hexabrocyclododecane cannot replace it. From the perspective of foreign development, the flame retardant effect of octabromoether is very good. It is one of the development directions of bromine series flame retardants and has a very broad application prospect. |
| mixing principle | add flame retardant matching with this product to common pellets, fully mix in a mixer, and then enter into a mixing device mainly composed of twin-screw extruder to re-granulate to prepare flame retardant modified "flame retardant plastic". The following are PP, PE, PVC, PS, HIPS, ABS, polyamide, PC, PBT, PET, unsaturated polyester, PU and epoxy resins commonly used in thermoplastic general plastics, thermoplastic engineering plastics and thermosetting plastics. |
| use | this product is an additive flame retardant, suitable for ABS resin, polystyrene, polypropylene, polyethylene, polycarbonate, polyurethane flexible foam, epoxy resin and other plastics. It is used as an additive flame retardant for polypropylene, polyethylene, polybutene and many polyolefin copolymers, ABS resins, rubber, fibers and other polymer materials. is a good flame retardant for olefin resins, mainly used in various brands of polypropylene, polypropylene fiber, styrene butadiene rubber, butadiene rubber, etc., with remarkable flame retardant effect |
| mechanism of action | 1. due to the low bond energy of the C- X of this flame retardant, its decomposition temperature is basically the same as the thermal decomposition temperature of the material. when the flame retardant is heated, it decomposes and absorbs part of the heat, thus reducing the temperature. at the same time, the density of hydrogen halide gas HX generated by decomposition is greater than that of air, which can squeeze out the air around the material, the oxygen barrier is formed. 2.HX can also react with the free radical HO-decomposed by the polymer to generate halogen-based free radical X-, and X-can react with the polymer chain to generate HX. This cycle cuts off the reaction of HO-with oxygen. 3. The existence of flame retardant weakens the van der Waals force between polymer chains, so that the material is in a viscous flow state when heated. At this time, the material has fluidity, and it can take away part of the flame and heat when heated., So as to achieve the effect of flame retardant. (2016-04-26) |
| synthesis route | 1. synthesis of tetrabromobisphenol a: as shown in reaction formula (l), bisphenol a is put into a four-mouth flask, alcohol is added to human, stirring and water is added. Weights bromine and puts it into a dropping funnel, and slowly drops the human flask while stirring. The color in the flask slowly becomes darker. After bromine drops, the temperature of the whole process is controlled below 52 ℃. After stirring for 20min, slowly raise the temperature to 70 ℃ for 20min. The color in the flask changes from red to yellow and finally becomes milky white. Stop stirring, cool to room temperature, drip funnel separation. Wash with hot water at 60 ℃ until the P H value of the washing liquid reaches neutral. Weit tetrabromobisphenol A and dry it in an oven at 120 ℃ to obtain white powder. 2. Synthesis of tetrabromobisphenol A- double dilute propyl ether: as shown in reaction formula (2) and reaction formula (3), tetrabromobisphenol A is put into a four-mouth flask, alcohol is added, stirred, and completely dissolved. Weights caustic soda, dissolves it completely with water, puts it into a dropping funnel, slowly drops it, the color in the flask turns red, and then becomes lighter. It takes about 25min. The whole process is kept below 45 ℃, and then maintained for 15min. Take chloropropyl and put it into a dropping funnel, slowly drip it in, maintain the temperature at about 40 ℃, the whole process is about 30min, then slowly raise the temperature to 55 ℃, wait for chloropropyl and reflux for 20min, cool to room temperature, and wash with water to obtain. 3. Synthesis of octabromoether: As shown in reaction formula (4), tetrabromobisphenol A- double dilute propyl ether is added into chloroform. After being completely dissolved, bromine is added dropwise for 30 min. After that, it is washed three times with saturated sodium sulfite solution to remove unreacted red free bromine in the solution. After it becomes white, a small amount of water is added and stirred. Stop stirring, chloroform and water to remove the water layer, chloroform in the dripping alcohol, extraction, octabromine ether precipitation. Fig. 1 shows the synthesis route of octabromoether |
Last Update：2024-04-09 21:04:16
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