Name | 2-(2'-Hydroxy-5'-methyl-phenyl)benzotriazole |
Synonyms | UV-P UV P Benazol P Tinuvin P PrimesorbP LOTSORB UV P Drometrizole UV absorber-P UV absorber UV-P 2H-benzotriazole Ultraviolet absorber UV-P Ultraviolet absorbent UV-P 2-(2-Benzotriazolyl)-p-cresol 2-(2h-benzotriazol-2-yl)-p-creso 2-(2H-Benzotriazol-2-yl)-p-cresol 2-(2-Benzotriazolyl)-4-methylphenol 2-(2h-benzotriazol-2-yl)-4-methyl-pheno 2-(2H-benzotriazol-2-yl)-4-methylphenol 2-(2H-Benzotriazol-2-yl)-p-cresol(UV-P) 2-(2-Hydroxy-5-methyl-phenyl)benzotriazole 2-(2'-Hydroxy-5'-methyl-phenyl)benzotriazole 2-(2H-1,2,3-Benzotriazol-2-yl)-4-methylphenol 2-(2-hydroxy-5-methyl-phenyl)-2H-benzotriazole |
CAS | 2440-22-4 |
EINECS | 219-470-5 |
InChI | InChI=1/C13H11N3O/c1-9-6-7-13(17)12(8-9)16-14-10-4-2-3-5-11(10)15(14)16/h2-8,17H,1H3 |
InChIKey | MCPKSFINULVDNX-UHFFFAOYSA-N |
Molecular Formula | C13H11N3O | |||||||||
Molar Mass | 225.25 | |||||||||
Density | 1.38 | |||||||||
Melting Point | 125.5-129.5°C(lit.) | |||||||||
Boling Point | bp10 225° | |||||||||
Flash Point | 54°C | |||||||||
Water Solubility | 173μg/L at 20℃ | |||||||||
Solubility | DMSO (Slightly), Methanol (Slightly) | |||||||||
Vapor Presure | 0Pa at 20℃ | |||||||||
Appearance | Colorless crystal | |||||||||
Color | Off-White to Pale Yellow | |||||||||
Merck | 14,3447 | |||||||||
pKa | 8.15±0.43(Predicted) | |||||||||
Storage Condition | 15-25°C | |||||||||
Refractive Index | 1.5600 (estimate) | |||||||||
MDL | MFCD00022903 | |||||||||
Physical and Chemical Properties |
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Use | Used as polyester, polystyrene, acrylic resin, polyvinyl chloride and other plastics, fiber and coating of the ultraviolet absorber |
Hazard Symbols | Xi - Irritant |
Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. R53 - May cause long-term adverse effects in the aquatic environment R43 - May cause sensitization by skin contact |
Safety Description | S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes. S36/37 - Wear suitable protective clothing and gloves. |
WGK Germany | 1 |
RTECS | GO6860000 |
HS Code | 29339900 |
Toxicity | LD50 oral in mouse: 6500mg/kg |
This product has low toxicity and no irritation to human skin. Not flammable, not explosive, not corrosive, has good storage stability, and is safe and harmless to use.
1. Diazotization reaction
In an acid resistant reactor, a certain amount of ortho nitroaniline crystals and concentrated hydrochloric acid are added to produce a certain concentration of aqueous solution, with a temperature controlled at 0-5 ℃. While stirring, add a certain amount of 25% -30% sodium nitrite solution dropwise, and maintain the temperature below 5 ℃. After the dripping is completed, continue stirring and measure with starch potassium iodide test paper until the test paper turns blue, indicating that the diazotization reaction is complete and a solution of o-nitrodiazobenzene hydrochloride is obtained.
2. Coupling reaction
Add 50% caustic soda solution and p-cresol in another kettle, stir and dissolve to obtain a sodium p-cresol solution. Then add the prepared solution of o-nitrodiazobenzene hydrochloride to this kettle. Control the temperature at 15 ℃, add sodium carbonate solution under stirring, and maintain the reaction temperature at 15 ℃ for coupling reaction. When the alkalinity of the material no longer decreases, stop the reaction and proceed with filtration and drying.
3. Reduction and acid precipitation
Add the coupling reaction product to the reaction kettle, then add an appropriate amount of 50% caustic soda solution, and stir evenly. Control the temperature to 40-50 ℃, slowly add zinc powder under stirring, and carry out the reduction reaction. After the reaction is complete, filter, remove the residue, and then send it to the reaction kettle. At room temperature, while stirring, hydrochloric acid was added for acidification, and 2- (2 '- hydroxy-5' - methylphenyl) benzotriazole gradually crystallized and precipitated. The coarse crystal was obtained by filtration.
4. Refining treatment
Dissolve the crude product in an alkaline solution and filter to remove insoluble substances. Add hydrochloric acid to the filtrate for acidification at room temperature, and solid products will precipitate. After filtration and washing, the product is dissolved in hot gasoline and decolorized with activated carbon. After completion, the activated carbon is removed through filtration, and the filtrate is cooled, crystallized, and filtered to obtain the finished product.
LogP | 4.2 at 25℃ |
NIST chemical information | Information provided by: webbook.nist.gov (external link) |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
features & uses | as ultraviolet absorber, this product is mainly suitable for polyester, epoxy cellulose acetate, polyvinyl chloride, polystyrene, plexiglass, polyacrylonitrile resin, etc. The maximum absorption wavelength range is 270-380nm. General dosage: 0.1-0.5% for thin products and 0.05-0.2% for thick products. |
store | avoid yang, high light, moisture, and avoid light stabilizers containing sulfur or halogen elements. It needs to be stored under sealed, dry and dark conditions. |
use | used as ultraviolet absorber for plastics, fibers and coatings such as polyester, polystyrene, acrylic resin, polyvinyl chloride |