3864-99-1

3864-99-1 - Names and Identifiers

Name	2,4-Di-tert-butyl-6-(5-chloro-2H-benzotriazol-2-yl)phenol
Synonyms	UV-327 UV 327 BHSORB-327 UV absorber-327 UV absorber UV-327 Ultraviolet absorberUV-327 Ultraviolet Absorbent UV-327 Dibutylhydroxyphenylchlorobenzotriazole 2,4-di-tert-butyl-6-(5-chlorobenzotriazol-2-yl)phenol 2,4-DI-TERT-BUTYL-6-(5-CHLOROBENZOTRIAZOL-2-YL) PHENOL 2,4-DI-T-BUTYL-6-(5-CHLORO-2 H-BENZOTRIAZOL-2-YL)PHENOL 2,4-Di-tert-butyl-6-(5-chloro-2H-benzotriazol-2-yl)phenol 2,4-DI-TERT-BUTYL-6-(5-CHLORO-2H-BENZOTRIAZOL-2-YL)PHENOL 4,6-Di-tert-butyl-2-(5-chloro-2H-benzotriazol-2-yl)-phenol 2-(3,5-DI-TERT-BUTYL-2-HYDROXYPHENYL)-5-CHLOROBENZOTRIAZOLE 2-(2'HYDROXY-3',5'-DI-TERT-BUTYLPHENYL)-5-CHLOROBENZOTRIAZOLE 2-(3',5'-DI-TERT-BUTYL-2'-HYDROXYPHENYL)-5-CHLOROBENZOTRIAZOLE 2-(2'-Hydroxy-3',5'-di-tert-butylphenyl)-5-chlorobenzotriazole 2-(3,5-DI-TERT-BUTYL-2-HYDROXYPHENYL)-5-CHLORO-2H-BENZOTRIAZOLE 2-(3,5-Di-tert-butyl-2-hydroxyphenyl)-5-chloro-2H-benzotriazole 2-(2'-Hydroxy-3',5'-di-tert-Butyl Phenyl)-5-Chloro Benzotriazole 2-(5-Chloro-2H-benzotriazol-2-yl)-4,6-bis(1,1-dimethylethyl)-phenol
CAS	3864-99-1
EINECS	223-383-8
InChI	InChI=1/C20H24ClN3O/c1-19(2,3)12-9-14(20(4,5)6)18(25)17(10-12)24-22-15-8-7-13(21)11-16(15)23-24/h7-11,25H,1-6H3
InChIKey	UWSMKYBKUPAEJQ-UHFFFAOYSA-N

3864-99-1 - Physico-chemical Properties

Molecular Formula

C20H24ClN3O

Molar Mass

357.88

Density

1,26 g/cm3

Melting Point

150-153°C(lit.)

Boling Point

469.2±55.0 °C(Predicted)

Flash Point

234°C

Solubility

Chloroform, Ethyl Acetate (Slightly), Methanol (Slightly)

Vapor Presure

2E-09mmHg at 25°C

Appearance

Solid

Color

Off-White to Pale Yellow

pKa

9.23±0.48(Predicted)

Storage Condition

Keep in dark place,Sealed in dry,Room Temperature

Refractive Index

1.596

MDL

MFCD00059706

Physical and Chemical Properties

Appearance:	light yellow powder
Content:	≥99%
Melting Point:	154-157℃
transmittance:	460nm≥98%
transmittance:	500nm≥99%
volatiles:	≤0.3%

Use

Especially suitable for polyethylene and polypropylene, but also for polyoxymethylene, polymethyl methacrylate, polyurethane and a variety of coatings

3864-99-1 - 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. S36 - Wear suitable protective clothing.
UN IDs	3077
WGK Germany	2
RTECS	3425000
TSCA	Yes
HS Code	29339900
Hazard Class	9

3864-99-1 - Reference

Reference

1. [IF=2.908] Xuetao Zhang et al."Self-diffusion method for broadband reflection in polymer-stabilized cholesteric liquid crystal films."Liquid Crystals. 2021 Sep 23

3864-99-1 - safety

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 09:57:30

3864-99-1 - Preparation method

Open Data Verified Data

1. Preparation of 2,4-di-tert-butylphenol

After adding phenol to the reactor for melting, isobutylene and sulfuric acid are added under stirring, and the temperature is raised to about 70 ℃ for alkylation reaction. After the reaction is completed, distillation is carried out to obtain 2,4-di-tert-butylphenol.

2. Diazotization of p-chloro-o-nitroaniline

Add para chloro ortho nitroaniline and hydrochloric acid to the reactor, stir and dissolve, and cool to 0~5 ℃. Slowly add the prepared 25% -30% sodium nitrite solution to the kettle and maintain it below 5 ℃ for reaction. After testing, when the potassium iodide starch test paper appears blue, it indicates that diazotization has reached the endpoint. The product is p-chloro-o-nitrobenzene diazonium hydrochloride.

3. Coupling reaction

Add the prepared 2,4-di-tert-butylphenol and p-chloro-o-nitrobenzene diazonium hydrochloride to the reactor, and add a sodium hydroxide methanol solution under stirring for coupling reaction. The temperature is controlled at 0-5 ℃. When the alkalinity in the reaction material no longer decreases, the reaction is stopped and filtered to obtain the coupling product.

4. Reduction reaction

Add the coupling product to the reaction kettle, then add an appropriate amount of ethanol, stir evenly, raise the temperature to 40-45 ℃, and slowly add zinc powder under strong stirring for reduction reaction. After the reaction is complete, it is dropped to room temperature and an appropriate amount of water is added. 2- (2 '- hydroxy-3', 5 '- di-tert-butylphenyl) -5-chlorobenzotriazole is crystallized and precipitated, and the crude product is obtained through filtration.

5. Refining treatment

Add ethyl acetate to the crude product, stir and heat until the product is completely dissolved. Filter while hot, remove insoluble substances, cool the filtrate to room temperature for crystallization, and then filter. Recycle ethyl acetate from the filtrate, wash and dry the filter cake with water to obtain the finished product.

Last Update：2024-01-02 23:10:35

3864-99-1 - Reference Information

EPA chemical information	Information provided by: ofmpub.epa.gov (external link)
A benzotriazole ultraviolet absorber with excellent performance	Ultraviolet absorber UV-327 is a benzotriazole ultraviolet absorber with excellent performance. The chemical name is 2-(2 '-hydroxy -3',5 '-di-tert-butylphenyl)-5-benzotriazole chloride. The products sold on the market are usually light yellow or white powder, soluble in styrene, benzene, toluene and other solvents. The absorption wavelength range is larger than that of the ultraviolet absorber UV-P. It can strongly absorb 300-400mm of ultraviolet rays. The highest absorption peak is 353 nm. It has good chemical stability, low volatility, and good compatibility with polyolefins. It is especially suitable for polyethylene (PE), polyvinyl chloride (PVC), polystyrene and polypropylene (PP), it can also be used in many fields such as polymethyl methacrylate, polyoxymethylene, unsaturated polyester, polymethylenoic acid methyl ester, polyurethane, ABS resin, polypropylene fiber, paint, colorant, adhesive, candle wax and other polymers. Low toxicity, non-flammable, non-corrosive, good storage stability, and a significant synergistic effect with thioester antioxidant DLTDP(PS800).
product characteristics	1, high temperature resistance, good thermal stability. 2. Insensitive to metal ions. 3. Non-flammable, non-explosive, non-toxic, safe and harmless to use. 4. It hardly absorbs visible light, especially suitable for colorless, transparent and light-colored products. 5. good photographic stability and strong absorption of ultraviolet light. 6, no yellow under alkaline conditions, oil resistance. 7. low volatility and less loss during processing. 8. It has good thermal stability and can be used for plastic products requiring high temperature processing.
features & uses	has greater solubility in solvents and plasticizers such as benzene, toluene, styrene, methyl methacrylate, cyclohexane, etc. Slightly soluble in alcohol and ketone, insoluble in water, and has a good synergistic effect with antioxidants. The product has low volatility and good compatibility with resin. It is suitable for various coatings such as polypropylene, polyethylene, polyoxymethylene and polymethyl methacrylate, especially suitable for polypropylene fiber.
store	avoid sunlight, high temperature, humidity, and avoid light stabilizers containing sulfur or halogen elements. they need to be stored under sealed, dry and dark conditions.
use	excellent light stabilizer, good synergistic effect with antioxidant. The product has low volatility and good compatibility with resin. It is suitable for polypropylene, polyethylene, polyoxymethylene and polymethyl methacrylate, especially for polypropylene fibers. It is especially suitable for polyethylene and polypropylene, and can also be used for polyoxymethylene, polymethyl methacrylate, polyurethane and various coatings
production method	p-chloro-o-nitroaniline is diazotized with sodium nitrite, and then coupled with 2, 4-di-tert-butylphenol. The coupling product is reduced by adding zinc powder to the alcohol-alkali medium to obtain a crude product, and then the finished product is purified. Raw material consumption (kg/t) phenol (99%) 2201 isobutylene (99.5%) 2615 (for synthesis of 2, 4-di-tert-butylphenol) p-chloro-o-nitroaniline (60%) 2044 ethyl acetate (98%) 6765 (for purification)

Last Update：2024-04-09 02:00:08

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