2,4-Bis(octylthio)-6-(4-hydroxy-3,5-di-tert-butylanilino)-1,3,5-triazine-- Phenolic Antioxidant 565

Antioxidants are a class of chemicals that, when present only in small quantities in a polymer system, can slow or inhibit the oxidation of the polymer, thereby preventing the polymer from aging and extending its service life. They are also called "antiaging agents". Antioxidant 565, chemical name of which is 6-(4-hydroxy-3, 5-ditert-butyl phenyl amino)-2, 4-din-n-octyl sulfide -1, 3, 5-triazine, is white crystalline powder, soluble in many organic solvents, insoluble in water. 

Industrially, synthesis method for antioxidant 565 was conducted as below. 4-Nitro-2, 6-ditert-butylphenol was nitrated from 2, 6-ditert-butylphenol, the yield was 95%. 4-amino-2, 6-ditert-butylphenol was obtained by catalytic reduction of 4-nitro-2, 6-ditert-butylphenol using Raney nickel or palladium carbon as catalyst. Without separation, the reaction products were directly reacted with tripolychlorinated fluoride to produce 6-(4-hydroxy-3, 5-ditert-butylphenyl amino)-2, 4-dichloro-1, 3, 5-triazine. The total yield of the two-step reaction was 95%. 6-(4-hydroxy-3, 5-ditert-butylphenyl amino)-2, 4-dichloro-1, 3,5.-triazine was reacted with two equivalent n-octyl mercaptan to yield 6-(4-hydroxy-3, 5-ditert-butylphenyl amino)-2, 4-din-octyl mercaptan 1, 3, 5-triazine (antioxidant 565) with a yield of 94%.

Antioxidant 565 is a kind of macromolecule, which was a multi-function blocked phenolic antioxidant. Mainly, antioxidant 565 is suitable for the post-processing and stable treatment of unsaturated rubber. It can protect the material from thermal oxidation degradation in the process of production, processing as well as final use. At the same time, antioxidant 565 is a variety of excellent resin antioxidants and photothermal stabilizer, with small addition, low volatility, high color fastness, and can prevent the formation of gel characteristics. Traditionally, antioxidant 565 is a highly effective antioxidant used in a variety of elastomers, including polybutadiene (BR), polyisoprene (IR), latex styrene-butadiene rubber (SBR), nitrile rubber (NBR), carboxylate SBR latex (XSBR), styrene block copolymers such as SBS and SIS. Antioxidant 565 is also used for adhesives (hot melt solvent-based), natural and synthetic viscosifying resins, epdm, ABS, impact resistant polystyrene, polyamide, and polyolefin. 

References

[1]. J. Schwartz, C. Angle, and H. Pitcher, Relationship between childhood blood lead levels and stature. Pediatrics 77, 281–288 (1986).
[2]. U.S. Environmental Protection Agency (USEPA), Air Quality Criteria for Particulate Matter, EPA/600/P-95/001, USEPA, Washington, DC, 1996.

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