14362-12-0

Basic information

• Product Name: 2,2'-methylenebis[4,6-di-tert-butylphenol]
• Synonyms: 2,2'-methylenebis[4,6-di-tert-butylphenol];2,2'-Methylene bis(4,6-tert-butylphenol);2,2'-Methylenebis[4,6-bis(1,1-dimethylethyl)phenol];Bis(2-hydroxy-3,5-di-tert-butylphenyl)methane;Bis(3,5-di-tert-butyl-2-hydroxyphenyl)methane;Di-(3,5-di-tert-butyl-2-hydroxyphenyl)methane;6,6,-methylenebis(2,4-di-tert-butylphenol);2,2'-Methylenebis[4,6-bis(2-methyl-2-propanyl)phenol]
• CAS NO: 14362-12-0
• Molecular Formula: C₂₉H₄₄O₂
• Molecular Weight: 424.65846
• EINECS: 238-334-6
• Product Categories: Antioxidant
• Mol File: 14362-12-0.mol
• Article Data: 40

Chemical Properties

• Melting Point: 151-152℃
• Boiling Point: 466.9 °C at 760mmHg
• Flash Point: 182.1 °C
• Appearance: /
• Density: 0.981
• CAS DataBase Reference: 2,2'-methylenebis[4,6-di-tert-butylphenol](CAS DataBase Reference)
• NIST Chemistry Reference: 2,2'-methylenebis[4,6-di-tert-butylphenol](14362-12-0)
• EPA Substance Registry System: 2,2'-methylenebis[4,6-di-tert-butylphenol](14362-12-0)

Safety Data

• Hazardous Substances Data: 14362-12-0(Hazardous Substances Data)

Usage

General Description

2,2'-methylenebis[4,6-di-tert-butylphenol] is a chemical compound commonly referred to as AO-70. It is a highly effective antioxidant that is widely used in the rubber and polymer industries. 2,2'-methylenebis[4,6-di-tert-butylphenol] is utilized to prevent or retard the degradation of materials caused by exposure to oxygen, heat, and light. It helps to extend the shelf life and stability of various products by inhibiting oxidation reactions. Additionally, it is also used as a stabilizer in plastics and other materials to maintain their integrity and performance over time. AO-70 is known for its high efficiency and excellent thermal stability, making it a valuable additive in various industrial applications.

Upstream product

• 50-00-0 formaldehyd 
• 96-76-4 2,4-di-tert-Butylphenol 
• 7664-93-9 sulfuric acid 
• 109-87-5 Dimethoxymethane 
• 32857-07-1 2,4-di-tert-butyl-6-(1,1-dimethylaminomethyl)phenol 
• 6674-22-2 1,8-diazabicyclo[5.4.0]undec-7-ene 
• 98-54-4 para-tert-butylphenol 
• 75-16-1 methylmagnesium bromide 
• 16373-02-7 2,4-di-tert-butyl-6-hydroxymethylphenol 
• 1703-46-4 N,N-dimethyl-4-hydroxymethylaniline 
• 64-18-6 formic acid 
• 84307-30-2 C₂₉H₄₃O₂ 

Downstream Products

• 159390-29-1 2,2'-Methylenebis<4,6-bis(1,1-dimetylethyl)phenol> diacetate 
• 192373-50-5 CH₂(C₆H₂(C(CH₃)3)2OP(C₆H₅)2)2 
• 562828-35-7 diethylamido-O-(2-[2-hydroxy-3,5-di-tert-butylbenzyl]-4,6-di-tert-butyl-phenyl)-O-tocopherylphosphite 
• 215254-75-4 2,4,8,10-tetra-t-butyl-6-[3-(3,5-di-t-butylphenyl)-3,3-dimethylpropionyloxy]-6-oxo-12H-dibenzo[d,g][1,3,2]dioxaphosphocin 
• 143445-64-1 Bis<2-(acetyloxy)-3,5-bis-(1,1-dimetylethyl)phenyl>methanone 
• 121359-31-7 <3,5-Bis(1,1-dimetylethyl)-2-hydroxyphenyl><3,5-bis(1,1-dimethylethyl)-2-methoxyphenyl>methanone 
• 799-13-3 bis(5-tert-butyl-2-hydroxyphenyl)methane 
• 30381-72-7 Bis<3,5-bis(1,1-dimetylethyl)-2-hydroxyphenyl>methanone 
• 88946-11-6 2,4,8,10-Tetra-t-butyl-6-phenyl-12H-dibenzo[d,g][1,3,2]dioxasilocin 

Relevant articles and documents

HYDROXYMETHYLATION OF 2,4-DI-TERT-BUTYLPHENOL

A study was carried out on the condensation of 2,4-di-tert-butylphenol with paraformaldehyde under alkaline conditions, which proceeds either with the formation of the corresponding benzyl alcohol or diarylmethane depending on the metal hydroxide, quantity of alkali, and ratio and order of addition of the reagents.

Preparation method of substituted aryl organic phosphate nucleating agent

The invention relates to a preparation method of a polypropylene nucleating agent substituted aryl organic phosphoric acid metal salt. The method effectively solves the problems of low production efficiency, poor continuity, poor safety and low yield of the existing production method. The preparation method comprises the following specific preparation steps: 1, mixing substituted aryl phenol and a formaldehyde aqueous solution in a solvent, adding an emulsifier and an acid, heating to 80-100 DEG C under the protection of nitrogen, carrying out a reflux reaction, and ending the reaction after the reaction is qualified through detection; adding a demulsifier to separate a water layer, and dehydrating a solvent layer; 2, cooling the solution to 10-50 DEG C, adding phosphorus oxychloride, stirring and dropwise adding an acid-binding agent, after dropwise adding is finished, keeping the temperature, detecting to be qualified, adding water to dissolve generated hydrochloride of the acid-binding agent, separating a water layer, dissociating the water layer by using liquid caustic soda, dehydrating and recovering the acid-binding agent, and retaining a solvent material liquid layer; 3, heating the solvent feed liquid to 40-70 DEG C, dropwise adding metal alkali or a salt solution, and cooling after the reaction is finished to obtain a target product crude product; and 4, dissolving the target product, namely a crude product, with a solvent, decolorizing, and recrystallizing to obtain the target product. The preparation process is simple and short, and the obtained product is relatively high in purity and yield.

Experimental and theoretical investigations of the antioxidant activity of 2,2′-methylenebis(4,6-dialkylphenol) compounds

The antioxidant activity of two primary antioxidants, 2,2′-methylenebis(4-methyl-6-tert-butylphenol) (MMBPH2) and 2,2′-methylenebis(4,6-di-tert-butylphenol) (MDBPH2), has been studied using the 1,1-diphenyl-2-picrylhydrazyl (DPPH) method. The synthesized compounds have been successfully characterized systematically using elemental analyses, infrared, 1H NMR and 13C NMR spectra and GC–MS. Importantly, it has been found that the compound MMBPH2 in particular is more active in DPPH radical scavenging. In addition, density functional theory calculations (B3LYP) have been used to predict the antioxidant activity and predict structural geometries of the compounds in the gas phase.

Coordinating effect in ring-opening polymerization of ε-caprolactone using aluminum complexes bearing bisphenolate as catalysts

A series of Al complexes bearing diphenolate ligands was synthesized and their application for the ring-opening polymerization of ε-caprolactone was studied. Positional variation of the substituent on the aryl ring of the RCH(4,6-di-t-butylphenol)2 ligand was shown to have a considerable influence on the catalysis result. Complexes with a ortho-substituent showed greater catalytic activity than those with a para-substituent. Substitutions of an aryl moiety by H or methyl groups resulted in the catalytic activity falling between that of the ortho-substitution Al complexes and that of the para ones. Our results demonstrate that the coordinated functional group in the ortho-position of the phenyl ring could increase the catalytic activity. Moreover, X-rays of the structure and DFT analysis revealed that the coordinated functional group in the ortho-position could bridge two Al centers resulting in the transformation of a dinuclear Al complex with bridging benzyl alkoxide into a complex with terminal benzyl alkoxide, further promoting the efficacy of the initiator.