Octrizole

Octrizole - Names and Identifiers

Name	2-(2H-benzotriazol-2-yl)-4-(1,1,3,3-tetramethylbutyl)phenol
Synonyms	UV-329 UV 329 OCTRIZOLE Octrizole BHSORB-329 EUSORB 323 TINUVIN 329 Tinuvin 5411 Cyasorb 5411 Primesorb5411 UV-329(UV-5411) UV absorber-329 LABOTEST-BB LT00053579 Ultraviolet absorberUV-329 Ultraviolet absorbent UV-329 2-(2H-Benzotriazol-2-yl)-4-tert-octylphenol 2-(2-HYDROXY-5-TERT-OCTYLPHENYL)BENZOTRIAZOLE 2-(2-Hydroxy-5-tert-octylphenyl)benzotriazole 2-(2'-hydroxy-5-tert-octylphenyl) benzotriazole 2-(2'-HYDROXY-5'-TERT-OCTYLLPHENYL)Benzotriazole 2-(2'-HYDROXY-5'-TERT-OCTYLLPHENYL)BENZOTRIAZOLE 2-(2'-HYDROXY-5'-TERT-OCTYL PHENYL) BENZOTRIAZOLE 2-(2'-Hydroxy-5'-tert-Octyl Phenyl)-Benzotriazole 2-(2'-HYDROXY-5'-TERT-OCTYL PHENYL) Benzotriazole 2-benzotriazol-2-yl-4-(1,1,3,3-tetramethylbutyl)phenol 2-(2H-BENZOTRIAZOL-2-YL)-4-(1,1,3,3-TETRAMETHYLBUTYL)PHENOL 2-(2H-benzotriazol-2-yl)-4-(1,1,3,3-tetramethylbutyl)phenol 2-(2H-benzotriazol-2-yl)-4-(2,4,4-trimethylpentan-2-yl)phenol 2-(2'-Hydroxy-5'-(1,1,3,3-tetramethylbutyl)phenyl)benzotriazole
CAS	3147-75-9 123307-21-1
EINECS	221-573-5
InChI	InChI=1/C20H25N3O/c1-19(2,3)13-20(4,5)14-10-11-18(24)17(12-14)23-21-15-8-6-7-9-16(15)22-23/h6-12,24H,13H2,1-5H3
InChIKey	IYAZLDLPUNDVAG-UHFFFAOYSA-N

Octrizole - Physico-chemical Properties

Molecular Formula

C20H25N3O

Molar Mass

323.43

Density

1.10±0.1 g/cm3(Predicted)

Melting Point

106-108°C(lit.)

Boling Point

471.8±55.0 °C(Predicted)

Flash Point

239.2°C

Water Solubility

2μg/L at 20℃

Solubility

Chloroform (Slightly), Methanol (Slightly)

Vapor Presure

0Pa at 20℃

Appearance

White-like powder

Color

White to Off-White

pKa

8.07±0.45(Predicted)

Storage Condition

2-8°C

Refractive Index

1.584

MDL

MFCD00013338

Physical and Chemical Properties

Appearance:	off-white powder
Content:	≥99% (HPLC)
Melting Point:	103-105 ℃
transmittance:	440nm≥98%
transmittance:	500nm≥99%
volatiles:	≤0.3%

Use

Suitable for polystyrene, polymethyl methacrylate, polyester, rigid polyvinyl chloride, polycarbonate, ABS resin, etc

Octrizole - Risk and Safety

Hazard Symbols	Xi - Irritant
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. S37/39 - Wear suitable gloves and eye/face protection
WGK Germany	1
HS Code	2933997500

Octrizole - Preparation method

Open Data Verified Data

This product is non-toxic, non flammable, non corrosive, and stored and transported under dry, ventilated, and low temperature conditions.

Last Update：2023-10-13 10:32:34

Octrizole - Preparation method

Open Data Verified Data

1. Diazotization reaction

Prepare a mixture of sulfuric acid and water, and add a certain amount of o-nitroaniline under stirring. Cool the system to 0~5 ℃, add 20% sodium nitrite solution dropwise, and maintain the temperature at 0~5 ℃ throughout the reaction process. After the reaction is completed, urea is added to decompose the remaining nitrite (detected using starch potassium iodide test paper). The product is orthonitrobenzene diazonium sulfate.

2. Coupling reaction

Add p-tert-octylphenol and ethanol to the reactor, stir to fully dissolve, and maintain at 0-5 ℃. Adjust the pH value to 7-9 using a 20% NaOH solution, and add the diazonium salt solution dropwise under this weakly alkaline condition until complete reaction occurs. Maintain a pH value of 7-9 during the reaction process. After the reaction, filter and wash to obtain 2-nitro-2 '- hydroxy-5' - teroctylazo benzene.

3. Glucose zinc powder reduction

Add an appropriate amount of ethanol and 20% NaOH solution to the coupling product, heat to 50-60 ℃, and add glucose solution dropwise. After the reaction is completed, cool to 40-50 ℃, adjust the pH value to 3 with 10% sulfuric acid, and filter to obtain solid nitrogen oxides. Add chlorobenzene, ethanol, and sulfuric acid to the nitrogen oxide, heat to 85-90 ℃, and add a certain amount of zinc powder in batches for reduction. After the reaction is completed, the final product is obtained through purification and refinement.

Last Update：2024-01-02 23:10:35

Octrizole - Reference Information

EPA chemical information	Information provided by: ofmpub.epa.gov (external link)
introduction	ultraviolet absorber UV-329 is 2-(2 '-hydroxy -5'-teroctylphenyl) benzotriazole, which is a high-efficiency anti-aging additive with excellent performance, soluble in benzene, styrene, dichloromethane and cyclohexane, slightly soluble in alcohol substances, and insoluble in water; Can effectively absorb 270-380 nm of ultraviolet light; Non-flammable, non-explosive, non-toxic, safe and harmless to use.
application	ultraviolet absorber is UV-329 widely used in PE, PVC, PP, PS, PC, polypropylene fiber, ABS resin, epoxy resin, resin fiber and ethylene vinyl acetate, etc. It can also be used in packaging materials such as plastic containers and food packaging boxes, providing them with good light stabilization effect and hardly absorbing visible light, especially suitable for colorless transparent and light-colored products. UV absorber UV-329 is suitable for: polycarbonate, polyamide, styrene homopolymer and copolymer, polyurethane and other materials.
overview	ultraviolet absorber UV-329 is a high-efficiency anti-aging aid with excellent performance. it is soluble in benzene, styrene and ethyl acetate, slightly soluble in ethanol, insoluble in water, and can absorb 270-340 nanometers of ultraviolet light, widely used in PE, PVC, PP, PS, PC, polypropylene fiber, ABS resin, epoxy resin, resin fiber and ethylene vinyl acetate, etc. And it can be used for packaging materials such as plastic containers and food packaging boxes, providing them with good light stabilization effects.
preparation	step 1: add self-made 2-nitro -2 '-hydroxy -5'-tert-octylazobenzene (97.8%),36.3g(0.1021mol), 10g sodium hydroxide, 250ml methanol and 50ml water into a 500ml four-mouth flask, control the reaction temperature to slowly add 6.34g of the reducing agent prepared according to embodiment 1 at 64 degrees C, reflux reaction for 2 hours, the solution becomes light yellow is the end point of the reaction; Step 2: slowly drop 30% hydrochloric acid, neutralize the reaction solution PH is 6, produce a large number of yellow precipitates, filter, wash twice with 50ml of water, dry, the intermediate 2-(2 '-hydroxy -5'-tert-octyl phenyl) benzotriazole nitrogen oxide 31.6g with a yield of 93.2%; Step 3: Take the 2-(2 '-hydroxy -5'-tert-octyl phenyl) benzotriazole nitrogen oxide 31.6g(0.0977mol),98% 20ml of sulfuric acid, 120ml of toluene and 60ml of water, and add them to a 500ml four-mouth flask, control the reaction temperature to slowly add 5.79g of the reducing agent prepared according to Example 1 at 64°C, refluxing for 2 hours, and the solution turns to light yellow-green, which is the end point of the reaction; Step 4: The solution is first filtered to remove insoluble substances, and the filtrate is poured into 100ml of water, cooled and crystallized, filtered, washed twice with 50ml of water, and dried to obtain the product ultraviolet absorbent UV-32927.8g with a yield of 86.1% and a melting point of 103-105°C.
solubility of ultraviolet absorber UV-329	(20 ℃, grams per 100ml of solvent) water:<0.01 acetone: 9 benzene: 32 chloroform: 37 methanol: 0.6 dichloromethane: 38 cyclohexane: 15 ethyl acetate: 15 n-hexane: 6
reference dosage	PC(0.1-1.0%),PVC(0.25-1.0%),ABS(0.25-0.75%),MMA(0.1-1.0%)
reference quality standard	appearance: white powder content: ≥ 99% volatile matter: ≤ 0.5% melting point: 101-106 ℃ ash: ≤ 0.05% transmittance: 440nm ≥ 97% 500nm ≥ 98%
common ultraviolet absorber	salicyl ester phenyl ester (composition: phenyl o-hydroxybenzoate), ultraviolet absorber UV-P (composition: o-nitroaniline, p-cresol reaction product), ultraviolet absorber UV-O (composition: 2, 4-dihydroxybenzophenone), ultraviolet absorber UV-9 (composition: 2-hydroxy-4-methoxybenzophenone), ultraviolet absorber UV-531 (composition: 2-Hydroxy-4-nooxybenzophenone), UV absorber UVP-327 (composition: 2-(2 '-hydroxy -3',5 '-di-tert-phenyl)-5-chlorinated benzotriazole), UV absorber RMB (composition: resorcinol monobenzoate), light stabilizer AM-101 (composition: 2,2'-thiobis (4-tert-octylphenoxy) nickel), light stabilizer GW-540 (composition: tris (1,2,2,6, 6-pentamepidinyl) phosphite), light stabilizer 744 (composition: 4-benzoyloxy-2, 2,6, 6-tetramethylpiperidine), light stabilizer HPT (composition: hexamethylphosphide)
inorganic ultraviolet absorber	light stabilizers used in history can be roughly divided into 4 categories, namely ultraviolet absorber, quenching agent, free radical spreading agent and light shielding agent. From the principle of action, it mainly works in three directions. One is to prevent ultraviolet rays from entering the product and resist the enemy outside the door. However, the shielding agent has no choice for light shielding. As a result, the product is opaque. The second is to capture free radicals caused by ultraviolet rays entering the polymer to prevent free radicals from further triggering other molecular breakage. In essence, it is to protect the overall integrity of the product at the cost of very few molecular bond breakage. Fading is easy to occur when using UV-sensitive pigments. Third, it absorbs the energy of ultraviolet rays and converts it into heat energy for emission, which is a good method. At present, the international concept of green consumption is increasingly strengthened, requiring products to have a long service life to protect limited resources. The toxicity of the product has attracted more attention. In this context, inorganic nano-ultraviolet absorbers came into being. Nanomaterials mean that the size of the material is at least one-dimensional between 1-100nm. At present, the powders used as ultraviolet absorbers are basically spherical particles. The particle size is equivalent to the ultraviolet wavelength, and the ultraviolet light wave undergoes strong reflection on the ion surface. This phenomenon is called the small size effect of nanomaterials. 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 cause light diffraction through the particles, making nanomaterials have high permeability to visible light while shielding ultraviolet rays. Generally speaking, the outstanding advantages of inorganic ultraviolet absorber are: 1. High ultraviolet shielding efficiency and good visible light transmission filtration. 2. Excellent stability, long-term function, long-term maintenance of polymer products bright appearance, prolong the life of polymer products. 3. The products currently developed are basically non-toxic and have a wide range of applications. 4. As the biological, optical, electrical and magnetic properties of the particles have changed greatly after reaching the nanometer level, this will bring about the optimization of the mechanical properties of polymer materials, making it possible to produce functional materials. At present, high-strength plastics have been produced by using nanomaterials, and sterilization and self-cleaning functional coatings have been produced by using the high surface activity of nanomaterials.
Use	Suitable for polystyrene, polymethyl methacrylate, polyester, rigid polyvinyl chloride, polycarbonate, ABS resin, etc. Used as ultraviolet absorber

Last Update：2024-04-22 11:17:58

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