96-66-2

Basic information

• Product Name: 4,4'-Thiobis(2-methyl-6-tert-butylphenol)
• Synonyms: 4,4’-thiobis(6-t-butyl-o-creso;4,4’-thiobis[2-(1,1-dimethylethyl)-6-methyl-pheno;4,4’-thio-bis[2-(1,1-dimethylethyl)-6-methyl-Phenol;Antioxidant 736;Antioxidant E 736;antioxidant736;antioxidante736;E 736
• CAS NO: 96-66-2
• Molecular Formula: C₂₂H₃₀O₂S
• Molecular Weight: 358.54
• EINECS: 202-522-6
• Product Categories: Organics
• Mol File: 96-66-2.mol

Chemical Properties

• Melting Point: 127°C
• Boiling Point: 316 °C/40 mmHg(lit.)
• Flash Point: 241 °C
• Appearance: /
• Density: 1.0594 (rough estimate)
• Vapor Pressure: 3.79E-10mmHg at 25°C
• Refractive Index: 1.5200 (estimate)
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 11.00±0.36(Predicted)
• CAS DataBase Reference: 4,4'-Thiobis(2-methyl-6-tert-butylphenol)(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4'-Thiobis(2-methyl-6-tert-butylphenol)(96-66-2)
• EPA Substance Registry System: 4,4'-Thiobis(2-methyl-6-tert-butylphenol)(96-66-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-37/39
• RTECS: GP3200000
• Hazardous Substances Data: 96-66-2(Hazardous Substances Data)

Usage

Uses

Used in Plastics Industry:
4,4'-Thiobis(2-methyl-6-tert-butylphenol) is used as a stabilizer and antioxidant for [application reason] to improve the thermal stability, resistance to degradation, and overall performance of plastics. Its presence in the plastic material helps maintain the material's integrity and extends its service life.
Used in Halogen-free Flame-retardant Polyolefin Sheath:
In the specific application of halogen-free flame-retardant polyolefin sheath, 4,4'-Thiobis(2-methyl-6-tert-butylphenol) is used as an additive for [application reason] to provide flame retardancy without the use of halogens. This makes the material safer for use in environments where toxic fumes from burning halogens could pose a risk.

InChI:InChI=1/C22H30O2S/c1-13-9-15(11-17(19(13)23)21(3,4)5)25-16-10-14(2)20(24)18(12-16)22(6,7)8/h9-12,23-24H,1-8H3

Upstream product

• 40190-57-6 bis-(4-hydroxy-3-methyl-5-t-butylphenyl) sulphide radical 

Downstream Products

• 1167574-03-9 [Ni(4,4'-thio-bis(6-tert-butyl-o-cresol))2(η3-allyl)](B(3,5-(CF3)2C6H3)4) 
• 58653-97-7 methyl 2-methyl-2-oxiranecarboxylate 
• 40190-57-6 bis-(4-hydroxy-3-methyl-5-t-butylphenyl) sulphide radical 
• 54519-54-9 4,4'Thiobis-(2-methyl-6-tert.-butylanisol) 

Relevant articles and documents

METHODS AND COMPOSITIONS FOR INHIBITING VINYL AROMATIC MONOMER POLYMERIZATION

Methods and compositions are provided for inhibiting the polymerization of a vinyl aromatic monomer, such as styrene monomer, during elevated temperature processing thereof or during storage or shipment of polymer containing product. The compositions comprise a combination of a quinone methide derivative A) and a phenol compound B). The methods comprise adding from about 1-10,000 ppm of the combination to the monomer containing medium, per one million parts of the monomer.

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.

Thioether substituted hydroxybenzophenones and stabilized compositions

2-Hydroxybenzophenone derivatives substituted in the 4′-position by a thioether moiety exhibit enhanced absorption in the UV at longer wavelength. Compositions comprising organic material subject to actinic degradation are beneficially stabilized with such derivatives.

Entropy and enthalpy effects of 4-(phenylthio)-substituted phenols

Electron paramagnetic monitoring of free phenoxyl radicals in benzene-toluene (1:1) solution has been used to study the temperature dependence of the equilibrium (a), for which the equilibrium constant, K1 is (formula presented) R1 But; R2 = S-(3-methyl-4-hydroxy-5-tert-butylphenyl), R3 = CH3 given by eqn. (b). (formula presented) The fit of experimental data to eqn. (c) yields ΔH1 = 28.80 ± 3.39 kJ mol-1 and ΔS1 = 116.9 ± 12.7 J K-1 In K1 = (-ΔH/RT) + (ΔS/R) (c) mol-1. The entropy change value is about 30 J KT-1 mol-1 in excess of the absolute entropy of the molecular rotor evolving about each of the C-S bonds in the thiobis(phenol) 1, thus denoting the enhancement by solute-solvent interactions. As well as using the enthalpy change to account for the stability of the generated phenoxyls, and/or the ability of hydrogen cession by phenols, the entropy change must also be measured when evaluating the antioxidant behaviour of this type of molecule, as its influence on the Gibbs free energy change is shown to be relevant.

Lubricant composition

A composition comprising a) a lubricant or a hydraulic fluid and b) at least one compound of the general formula I STR1 in which x=1 or 2 and, if x=1, R is as defined for R1 or R3 --O-- or, if x=2, R is as defined for R8, and R1 and R3 are, for example, alkyl, cycloalkyl, alkenyl, phenyl, naphthyl, aralkyl or alkaryl, or alkyl, cycloalkyl, alkenyl, phenyl, naphthyl, aralkyl or alkaryl, which are monosubstituted or polysubstituted by groups from the series comprising halogen, cyano, nitro, e.g. --OCH3 or e.g. --COOCH3, or alkyl, cycloalkyl, alkenyl, aralkyl or alkaryl which are interrupted by one or more groups from the series comprising --O--, --S--, --NH--, STR2 or alkyl, cycloalkyl, alkenyl, aralkyl or alkaryl which are monosubstituted or polysubstituted by groups from the series comprising halogen, cyano, nitro, e.g. --OCH3 or e.g. --COOCH3 and interrupted by one or more groups from the series comprising --O--, --S--, --NH--, STR3 and R2 is NR4 R5, --OR6 or --SR7, and R4 and R5 are identical or different and are, for example, --H, alkyl, phenyl, naphthyl, aralkyl or alkaryl, or R4 and R5, together with the N atom linking them, form, for example, a piperidine or morpholine radical, and R6 and R7 can be alkyl which may be interrupted by one or more groups from the series comprising --O--, --S--, --NH--, STR4 or are, for example, phenyl, naphthyl, alkaryl or aralkyl, and R8 can be alkylene which may be interrupted by at least one --O-- group or alkylidene which may be interrupted by at least one --O-- group. Some of the compounds of the formula I are novel. The compositions show an improved stability towards oxidative degradation, confer protection under extreme pressures and reduce frictional wear.

Amorphous modification of 1,1',1"-nitrilo(tri-2-propyl-tris-[2,2'-ethylidene-bis(4,6-di-tert-butylphenyl] phosphite)

The new amorphous modification of 1,1',1"-nitrilo{tri-2-propyl-tris-[2,2'-ethylidene-bis(4,6-di-tert-butylphenyl)]phosphite } is obtained by cooling rapidly said compound from the melt to ambient temperature. This amorphous form is an effective process stabilizer for polyolefins, particularly polypropylene.

Beta crystalline modification of 2,2',2"-nitrilo[triethyl-tris-(3,3',5,5'-tetra-tert-butyl-1,1'-biphenyl-2,2'-diyl) phosphite]

The beta crystalline modification of 2,2',2"-nitrilo[triethyl-tris-(3,3',5,5'-tetra-tert-butyl-1,1'-biphenyl-2,2'-diyl) phosphite] is obtained by crystallizing said compound from the melt at elevated temperatures. The beta crystalline form is an effective process stabilizer for polyolefins, particularly polypropylene.

3,9-carbohydrate substituted 2,4,8,10-tetraoxa-3,9-diphosphaspiro(5.5)undecane phosphite stabilizers

Carbohydrate substituted phosphites of Formula I STR1 where A is a carbohydrate residue are effective stabilizers for polymers processed at elevated temperatures and subject to thermal or oxidative degradation.

Substituted 1,4-diamino-2-butene stabilizers

N,N,N',N'-Tetrasubstituted 1,4-diamino-2-butenes where the substituents are alkyl, cycloalkyl, aralkyl, aryl or mixtures thereof provide effective antioxidant protection to lubricants and/or synthetic polymers.

Perfluoroalkyl substituted hydroxyphenylalkanoic ester antioxidants and stabilized compositions

Perfluoroalkyl substituted neopentyl alcohols can be reacted with substituted hydroxphenylalkanoic esters to form perfluoroalkyl containing hydroxyphenylalkanoic ester antioxidants. The perfluoroalkyl substituted hindered hydroxyphenyl alkanoates are stablizers which confer superior processing stability to polymers processed at elevated temperatures such as polypropylene, as well as protecting said polymers from thermal and oxidative degradation.