TINUVIN 326
UV Absorber 326
CAS: 3896-11-5
Molecular Formula: C17H18ClN3O
TINUVIN 326 - Names and Identifiers
TINUVIN 326 - Physico-chemical Properties
| Molecular Formula | C17H18ClN3O |
| Molar Mass | 315.8 |
| Density | 1.26±0.1 g/cm3(Predicted) |
| Melting Point | 144-147°C(lit.) |
| Boling Point | 460.4±55.0 °C(Predicted) |
| Water Solubility | 4μg/L at 20℃ |
| Solubility | Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly) |
| Vapor Presure | 0Pa at 20℃ |
| Appearance | Solid |
| Color | Pale Yellow to Light Yellow |
| pKa | 9.31±0.48(Predicted) |
| Storage Condition | Sealed in dry,Room Temperature |
| Physical and Chemical Properties | Light yellow powder |
| Use | Ultraviolet absorber UV326 is a kind of benzotriazole ultraviolet absorber with excellent performance, which is widely used as an additive in plastics, coatings, synthetic rubber, synthetic fibers, photosensitive materials, food packaging materials, etc. |
TINUVIN 326 - Risk and Safety
| 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 |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. |
| WGK Germany | 1 |
| HS Code | 29339900 |
TINUVIN 326 - Reference Information
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Introduction | UV absorber refers to a preparation that can prevent a large amount of UV rays from passing through. The UV absorber should meet the following conditions: good thermal stability, even in the processing will not change due to heat, thermal volatility is small; Can strongly absorb ultraviolet (especially the wavelength of 290-400nm) chemical stability is good, no adverse reaction with the material components in the product; Good miscibility, evenly dispersed in the material, no frost, no exudation; Good photochemical stability of the absorbent itself, no decomposition, no discoloration; Colorless, non-toxic, odorless; Resistant to immersion; Cheap, easily available. UV absorbers according to the chemical structure can be divided into the following categories: Salicylic acid esters, benzophenones, benzotriazole, substituted acrylonitrile, triazine and other classes. Good UV blocking effect can be obtained by adding UV absorber to the fabric. It can reduce the color fading and enhance the light fastness of polyester disperse dyes. The ultraviolet absorber UV-326 is one of them. |
| characteristics | UV absorber UV-326 is a pale yellow crystalline powder, melting point of 137-141 ℃, soluble in styrene, benzene, toluene and other solvents, it can effectively absorb UV light at 270-380nm. Small volatility, good compatibility with resin, mainly used for polyolefin, polyethylene chloride , unsaturated polyester, polyamide, polyurethane, epoxy resin, ABS resin and cellulose resin, suitable for natural rubber, synthetic rubber. |
| Application | UV absorber UV-326 is a benzotriazole light stabilizer, 2 '-(2'-hydroxy-3 '-tert-butyl -5'-methylphenyl)-5-chlorobenzotriazole. UV-326 can absorb 280-370Nm UV, good stability, toxicity, no stimulation to the human body, widely used in paint, synthetic rubber, synthetic fiber, photosensitive materials, can effectively improve the light resistance of these materials, reduce the yellowing, aging and other phenomena caused by the excitation of ultraviolet rays in the sun. |
| preparation | diazotization reaction: weigh 6g of 98wt%H2SO4, 50ml of water and 0.03mol of p-chloro-o-nitroaniline into the reaction kettle, upon cooling to 5 °c, 15g of 20wt%NaNO2 solution was slowly added dropwise, and stirring was continued for 1H until the reaction was completed. Urea was added to decompose the residual nitrous acid, and the residue was removed by filtration. Coupling reaction: weigh 0.03mol of 2-tert-butyl-p-cresol, 50ml of water and 0.1g of sodium dodecylbenzene Sulfonate into a reaction kettle, and stir to form a uniform white emulsion. The pH was adjusted to 7-9, and the above diazonium salt solution was added dropwise within 2H under this weak base condition. After completion of the reaction, filtration, washing, drying and weighing were performed. Glucose reduction reaction: weigh 0.015mol diazo coupling reaction product, 10g NaOH solution (20wt%) into the reaction kettle, when the temperature is 50 ℃, 100ml of 30wt% glucose solution was slowly added dropwise, and the reaction was continued for 1H. After cooling, the reaction mixture was filtered and drained to obtain a nitrogen oxide intermediate. Zinc powder reduction reaction: to the above nitrogen oxides, 17ml of chlorobenzene and 42g of 14wt%H2SO4 were added and the mixture was heated to 90 °c. Add 1.1g of zinc powder in 2H, add activated carbon after the end of the reaction, stir for 0.5H, filter while hot, separate the filtrate, wash the oil layer to neutral, and remove the solvent to obtain the target product. The results showed that the yield of the product was 90.9% and the purity was 99.3%. |
| UV absorber UV-326 | UV absorber UV-326 as a light stabilizer, is a representative of the benzotriazole ultraviolet absorber. Its advantages are stable performance, low toxicity, strong ultraviolet absorption ability, can be widely used in photosensitive materials such as color film, color film, color photo paper and polymer, outer protective coating and many fields. It can effectively absorb ultraviolet light with a wavelength of 270-380nm, and has a wide range of non-food Direct contact license in polyolefin. It has low volatility at high temperature and high resistance to thermal degradation, the decomposition loss can be reduced in the process of polyolefin polymerization and film compression molding, and the ultraviolet protection is used in the polyester resin, and the non-ferrous metal salts will not be formed in the thermal process of the resin. |
| UV absorber | UV absorber is a light stabilizer that absorbs the UV portion of sunlight and fluorescent light sources, and no change in itself. The plastic is protected from the photo-oxidative degradation caused by ultraviolet radiation, thus greatly extending the service life of the product. Plastic and other polymer materials in the sun and fluorescence, due to the action of ultraviolet light, produce automatic oxidation reaction, resulting in degradation of the polymer and deterioration, so that the appearance and mechanical properties. Such high-energy ultraviolet rays can be selectively absorbed by the addition of an ultraviolet absorber, and become harmless energy to be released or consumed. Different types of polymers have different wavelengths of ultraviolet rays that deteriorate them. Different ultraviolet absorbers can absorb ultraviolet rays of different wavelengths. When used, the ultraviolet absorber should be selected according to the type of polymer. Ultraviolet absorber should have the following conditions: ① can strongly absorb ultraviolet (especially the wavelength of 290-400nm);② good thermal stability, even in the processing will not change due to heat, heat volatile; ③ good chemical stability, no adverse reaction with the material components in the product; ④ good miscibility, can be evenly dispersed in the material, no frost spray, no exudation; (5) The photochemical stability of the absorbent itself is good, does not decompose, does not change color; (6) colorless, non-toxic, odorless; (7) resistance to immersion; (8) cheap, easy to get. UV absorbers according to the chemical structure can be divided into the following categories: Salicylic acid esters, benzophenones, benzotriazole, substituted acrylonitrile, triazine and other classes. UV absorbers are used in plastics, paints, dyes, automotive windshields, cosmetics, pharmaceuticals, sunscreens, etc. |
| common UV absorber | salicylate phenyl ester (Composition: phenyl O-hydroxybenzoate), UV absorber UV-P (Composition: O-nitroaniline, reaction product of p-cresol), UV absorber UV-O (Composition: 2, 4-dihydroxybenzophenone), UV absorber UV-9 (Composition: 2-hydroxy-4-methoxybenzophenone), UV absorber UV-531 (Composition: 2-hydroxy-4-octyloxy benzophenone), UV absorber UVP-327 (Composition: 2-(2 '-hydroxy-3',5 '-di-tert-phenyl)-5-benzotriazole chloride), UV absorber RMB (ingredient: resorcinol monobenzoate), light stabilizer AM-101 (ingredient: 2,2'-thiobis (4-tert-octylphenoxy) nickel), light stabilizer GW-540 (Composition: Tris (1,2,2,6, 6-pentamethylpiperidinyl) phosphite), light stabilizer 744 (Composition: 4-benzoyloxy-2, 2,6, 6-tetramethylpiperidine), light stabilizer HPT (Composition: hexamethylphosphoryltriamine) |
| production and application of UV absorber UV-326 | the production process of UV absorber UV-326 is, the 4-chloro-2-nitroaniline (1) is diazotized with sodium nitrite (2) and sulfuric acid and then coupled with 2-tert-butyl-4-methylphenol (3), preparation of 2-nitro-4-chloro-2 '-hydroxy-3'-tert-butyl-5 '-methylazobenzene (4). The molar ratio of (1), (2) and (3) is: 1:1.04:1.18. Reduction of (4) to 2-(2'-hydroxy-3 '-tert-butyl-5'-methylphenyl)-5-chlorobenzotriazole oxynitride (5) with sodium sulfide, the final product 2-(2 '-hydroxy-3'-tert-butyl -5 '-methylphenyl)-5-chlorobenzotriazole (6) is reduced with zinc powder (5)(UV-326).UV-326 is an excellent light stabilizer for polyolefin, ABS, polyester and other resins, and has synergistic effect with Hindered amine light stabilizer (HALS). Author: Ding Hu-ming, Ding Zhu, Tianjin Institute of synthetic materials industry, Tianjin, 300200 |
| inorganic UV absorbers | light stabilizers used in history can be roughly divided into four categories, namely, UV absorbers, quenchers, free radical spreading agent and light-shielding agent. From the principle of action, it mainly plays a role in three directions. One is to prevent the blocking of ultraviolet rays from entering the product, and the enemy is outside the door, but the shielding agent has no choice for light shielding, and the result is that the product is opaque. The second is to capture the free radicals caused by the ultraviolet rays into the polymer, to prevent the free radicals from further causing other molecules to break, and in essence to protect the overall integrity of the product at the expense of very few molecular bonds. When a color material sensitive to ultraviolet rays is used, discoloration is likely to occur. Its three absorption of ultraviolet energy, which is converted into thermal energy emission, which is a good method. At present, the International concept of green consumption is increasingly strengthened, and the products are required to have a long service life in order to protect the limited resources. More attention has been paid to the toxicity of the products. In this context, inorganic nano-UV absorbers emerge as the times require. Nano-materials mean that the size of the material is at least one dimension between 1-100nm, and the powder currently used as the UV absorber is basically spherical particles, the particle size is equivalent to the ultraviolet wavelength, and the ultraviolet light has a strong reflection on the ion surface. This phenomenon is called the small size effect of nano materials. Under the effect of small size, nanomaterials can strongly shield ultraviolet rays, and the wavelength of visible light is much larger than the particle size. They will diffraction light through the particles, the nano-material has high permeability to visible light while shielding ultraviolet rays. In general, the outstanding advantages of inorganic UV absorbers are: 1. High UV shielding efficiency, visible light through the filter is good. 2. Excellent stability, long-term function, long-term maintenance of polymer products bright appearance, extend the life of polymer products. At present, the development of the basic non-toxic products, a wide range of applications. 4. As the particles reach the nanometer level after the generation, optical, electrical, magnetic and other properties are very large changes, which will lead to the optimization of the mechanical properties of polymer materials, making it possible to produce functional materials. At present, nano-materials have been used to produce high-strength plastics, and the high surface activity of nano-materials has been used to produce functional coatings for sterilization and self-cleaning. |
| Application | mainly used for polyvinyl chloride, polystyrene, unsaturated resin, polycarbonate, polymethyl methacrylate, polyethylene, ABS resin, epoxy resin |
Last Update：2024-04-09 20:45:29
