110553-27-0

Basic information

• Product Name: 2-Methyl-4,6-bis(octylsulfanylmethyl)phenol
• Synonyms: 4,6- two(Xin Liujiaji)of o-cresol;2-methyl-4,6-bis(octylsulfanylmethyl)phenol;4,6-bis (octylthiomethyl)-o-cresol;IRGANOX 1520;Phenol, 2-methyl-4,6-bis(octylthio)methyl-;2,4-BIS(OCTYLTHIOMETHYL)-6-METHYLPHENOL;2-METHYL-4,6-BIS((OCTYLTHIO)METHYL)PHENOL;2-methyl-4,6-[(octylthio)methyl]phenol
• CAS NO: 110553-27-0
• Molecular Formula: C₂₅H₄₄OS₂
• Molecular Weight: 424.75
• EINECS: 402-860-6
• Product Categories: rubber antioxidant;Benzenes;Antioxidant series
• Mol File: 110553-27-0.mol

Chemical Properties

• Boiling Point: 532.2 °C at 760 mmHg
• Flash Point: 257.9 °C
• Appearance: White crystal or colorless to pale yellow liquid
• Density: 0.99 g/cm³
• Vapor Pressure: 6.06E-12mmHg at 25°C
• Refractive Index: 1.532
• Storage Temp.: Refrigerator
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 9.94±0.50(Predicted)
• Water Solubility: 99-2000μg/L at 20-25℃
• CAS DataBase Reference: 2-Methyl-4,6-bis(octylsulfanylmethyl)phenol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methyl-4,6-bis(octylsulfanylmethyl)phenol(110553-27-0)
• EPA Substance Registry System: 2-Methyl-4,6-bis(octylsulfanylmethyl)phenol(110553-27-0)

Safety Data

• Hazardous Substances Data: 110553-27-0(Hazardous Substances Data)

Usage

Uses

Used in Elastomers:
2-Methyl-4,6-bis(octylsulfanylmethyl)phenol is used as a thermo-oxidative stabilizer for various types of elastomers, including but not limited to BR, SBR, NBR, SBS, and natural rubber. It serves as both a raw elastomer and compound stabilizer, providing exceptional protection against degradation during processing and long-term heat aging.
Used in Adhesives and Sealants:
In the adhesive and sealant industry, 2-Methyl-4,6-bis(octylsulfanylmethyl)phenol is utilized as a stabilizer to protect against thermo-oxidative degradation. Its non-staining and non-discoloring properties make it an ideal choice for applications where maintaining the appearance and integrity of the material is crucial.
Used in Latex Applications:
2-Methyl-4,6-bis(octylsulfanylmethyl)phenol is also used in latex applications, where it acts as a stabilizer to prevent thermo-oxidative degradation. Its effectiveness in this industry is attributed to its ability to maintain the stability and performance of latex materials over time.
Used in Oils and Lubricants:
As an antioxidant, 2-Methyl-4,6-bis(octylsulfanylmethyl)phenol is used in oils and lubricants to protect against thermo-oxidative degradation, ensuring the longevity and performance of these products. Its low volatility and stability to light and heat make it a suitable choice for use in these applications.

Features

Antioxidant 1520 is unique in its ability to provide both processing and long-term heat aging stability used alone, at low levels and without costabilizers. Where necessary Antioxidant 1520 can be used with other additives such as secondary antioxidants, benzofuranone, light stabilizers and other functional stabilizers. The effectiveness of these products in a wide range of elastomers coupled with extensive food contact approvals makes Antioxidant 1520 an excellent choice where consolidation of antioxidant systems is desirable. In addition, the liquid, low viscosity nature of Antioxidant 1520 makes bulk delivery and storage very convenient.

Guidelines for uses

The normal usage levels for Antioxidant 1520 range between 0.05 and 0.3%. For special applications and, depending on substrate, manufacturing process and performance requirements, the optimal concentration may be as high as 1.0% or even more.

Handling and Safety

In accordance with good industrial practice, handle with care and prevent contamination of the environment. For more detailed information please refer to the material safety data sheet.

InChI:InChI=1/C25H44OS2/c1-4-6-8-10-12-14-16-27-20-23-18-22(3)25(26)24(19-23)21-28-17-15-13-11-9-7-5-2/h18-19,26H,4-17,20-21H2,1-3H3

Upstream product

• 50-00-0 formaldehyd 
• 111-88-6 Octanethiol 
• 95-48-7 ortho-cresol 
• 74-88-4 methyl iodide 

Downstream Products

• 156834-17-2 4-<<(methoxycarbonyl)methylthio>(octylthio)methyl>-2-methyl-6-<(octylthio)methyl>phenol 
• 156834-15-0 4--2-methyl-6-<(octylthio)methyl>phenol 
• 164073-77-2 2-methyl-6-<(octylthio)methyl>-4-<(octylthio)methylidene>cyclohexa-2,5-dien-1-one 

Relevant articles and documents

Synthetic method of antioxidant 1520

The invention relates to a synthesis method of an antioxidant 1520. According to the method, cheap diethanol amine is used as an organic amine catalyst, so that the problem of high volatility of dimethylamine is solved, and the problem that other higher amines are not easy to remove is also solved; the use of iodomethane and CuI promotes the deamination of the Mannich base and promotes the continuous conversion of the residual o-cresol, and the product has high purity and good quality. No organic solvent is added basically, waste water is little, and environmental friendliness is high; and high-voltage equipment is not used, so that the production safety coefficient is greatly improved. The method can be applied in a large scale and has wide commercial prospects.

Preparation of 2-methyl-4,6-bis(n-octyl thiomethyl) phenol

The invention relates to preparation and a deodorization method of 2-methyl-4,6-bis(n-octyl thiomethyl) phenol. O-cresol, 1-mercaptooctane, paraformaldehyde and dimethylamine are added to a reactor once, the reactor is sealed and heated to 90-130 DEG C for a reaction for 6-9 h, then a dimethylamine-containing aqueous phase in a system is removed, the reactor is heated to 90-130 DEG C again and vacuum is applied to minus 0.020-minus 0.097 Mpa, the reaction is performed for 2-3 h, dimethylamine is removed to the greatest extent, the reaction is performed thoroughly, and the purity is higher than 98.0%. Active substances such as aldehyde and ketone perfume or alpha-beta-containing unsaturated double-bond aldehyde and ketone perfume with pleasant odor are added to prepared 2-methyl-4,6-bis(n-octyl thiomethyl) phenol, so that odor caused by residual 1-mercaptooctane can be removed.

Preparation method for antioxidant 2,4-bi(n-octyl sulfur methylene)-6-methylphenol

The invention relates to a novel preparation method for antioxidant 2,4-bi(n-octyl sulfur methylene)-6-methylphenol. Under piperidine catalysis, raw materials, namely, o-methylphenol, paraformaldehyde and octyl mercaptan react to generate antioxidant 2,4-bi(n-octyl sulfur methylene)-6-methylphenol; after the reaction, a solvent, water generated through the reaction, a catalyst and excessive unreacted raw materials are removed, and a crude product is obtained; the crude product is refined through a crystallization or cooling washing method. The product obtained through the method is colorless and is free of the disgusting smell of octyl mercaptan.

METHOD FOR PREPARING THIOMETHYLPHENOLS

The present invention relates to a process for preparing thiomethylphenol derivatives, and particularly to a simple process of preparing thiophenol derivatives by performing a reaction of a phenol derivative, a mercaptan derivative and paraformaldehyde in a solvent in the presence of a given amount of heterocyclic amine base and acids, thereby capable of maintaining a mild reaction condition and providing thiomethylphenol derivatives with an improved discoloration by purification using acids.

4-Formyl amino-n-methylpiperidine derivatives, the use thereof as stabilisers and organic material stabilised therewith

The present invention relates to 4-formylamino-N-methylpiperidine derivatives of the formula (I) where the variables are as defined in the Description, to a process for preparing these piperidine derivatives, to the use of these piperidine derivatives of the invention, or prepared according to the invention, for stabilizing organic material, in particular for stabilizing plastics or coating materials, and also to the use of these piperidine derivatives of the invention, or prepared according to the invention, as light stabilizers or stabilizers for wood surfaces. The present invention further relates to stabilized organic material which comprises these piperidine derivatives of the invention or prepared according to the invention.

Process for the preparation of mercaptomethylphenois

There is disclosed an improved process for the preparation of a compound of the formula I wherein n is 0 or 1, R1is C1-C12alkyl or —CH2SR3, R2is C1-C12alkyl, C7-C9phenylalkyl, C7-C9-phenylalkyl substituted on the phenyl radical by from 1 to 3 C1-C4alkyl groups; or —CH2SR3, R3is C6-C18alkyl, phenyl or benzyl, R4is hydrogen or methyl, R5is hydrogen or methyl, with the proviso that R4and R5are not simultaneously methyl, by reacting a compound of the formula II wherein n, R4and R5are as previously defined, R11is hydrogen or C1-C12alkyl; and R12is hydrogen, C1-C12alkyl, C7-C9phenylalkyl, C7-C9phenylalkyl substituted on the phenyl radical by from 1 to 3 C1-C4alkyl groups; with formaldehyde or a compound that liberates formaldehyde under the reaction conditions and with at least one compound of the formula III R3SH??(III) wherein R3is as previously defined, in the presence of a base, said base being mono- or dimethylamine or mono- or diethylamine, which process comprises treating afterwards the reaction product with a reducing agent.

Improved process for the preparation of mercaptomethylphenois

There is disclosed an improved process for the preparation of a compound of the formula I wherein n is 0 or 1, R1 is C1-C12alkyl or —CH2SR3, R2 is C1-C12alkyl, C7-C9phenylalkyl, C7-C9-phenylalkyl substituted on the phenyl radical by from 1 to 3 C1-C4alkyl groups; or —CH2SR3, R3 is C6-C18alkyl, phenyl or benzyl, R4 is hydrogen or methyl, R5 is hydrogen or methyl, with the proviso that R4 and R5 are not simultaneously methyl, by reacting a compound of the formula II wherein n, R4 and R5 are as previously defined, R11 is hydrogen or C1-C12alkyl; and R12 is hydrogen, C1-C12alkyl, C7-C9phenylalkyl, C7-C9phenylalkyl substituted on the phenyl radical by from 1 to 3 C1-C4alkyl groups; with formaldehyde or a compound that liberates formaldehyde under the reaction conditions and with at least one compound of the formula III R3SH (III) wherein R3 is as previously defined, in the presence of a base, said base being mono or dimethylamine or mono or diethylamine, which process comprises treating afterwards the reaction product with a reducing agent.

Process for the preparation of mercaptomethylphenols

There is disclosed a process for the preparation of compounds of formula I or II STR1 from phenols by reaction with formaldehyde and mercaptans in the presence of mono-, di- or trimethylamine or mono- or diethylamine. The symbols R1 is alkyl, hydroxy or alkoxycarbonyl substituted alkyl; alkyl; aryl, cycloalkyl or aralkyl, R2 is hydrogen, alkyl, alkenyl or halogen, R3 and R4 are independently alkyl, allyl, cycloalkyl, phenyl, benzyl, halogen or --CH2 --S--R1, Z1 is --S-- or alkylene, and Z2 is hydrogen, alkyl or --CH2 --S--R1. The mercaptomethylphenols are valuable antioxidants for plastics, elastomers, mineral oils and synthetic lubricants.

Substituted phenols as stabilizers

Novel compositions are described which contain an elastomer or a tackifying resin and at least one compound of formula I STR1 The symbols R1 is alkyl or cycloalkyl, R2 is alkyl, hydroxyalkyl, phenyl or benzyl, and R3 is hydrogen or methyl with the proviso that, when R1 is other than methyl, R3 is methyl.