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

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

Uses

Used in Rubber and Polymer Industries:
2,2'-methylenebis[4,6-di-tert-butylphenol] is used as an antioxidant for enhancing the durability and stability of rubber and polymer products. It helps to prevent the degradation of these materials, ensuring their longevity and performance over time.
Used in Plastics Industry:
In the plastics industry, 2,2'-methylenebis[4,6-di-tert-butylphenol] is used as a stabilizer to maintain the integrity and performance of plastic materials. It protects plastics from the effects of heat and light, thus preserving their structural and functional properties.
Used in General Industrial Applications:
2,2'-methylenebis[4,6-di-tert-butylphenol] is utilized as an additive in various industrial applications to improve the resistance of materials against oxidative stress. Its high efficiency and thermal stability make it a valuable component in formulations that require protection from environmental factors that can cause degradation.

Upstream product

• 84307-30-2 C₂₉H₄₃O₂ 
• 64-18-6 formic acid 
• 96-76-4 2,4-di-tert-Butylphenol 
• 1703-46-4 N,N-dimethyl-4-hydroxymethylaniline 
• 50-00-0 formaldehyd 
• 7664-93-9 sulfuric acid 
• 75-16-1 methylmagnesium bromide 
• 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 
• 16373-02-7 2,4-di-tert-butyl-6-hydroxymethylphenol 

Downstream Products

• 88946-11-6 2,4,8,10-Tetra-t-butyl-6-phenyl-12H-dibenzo[d,g][1,3,2]dioxasilocin 
• 30381-72-7 Bis<3,5-bis(1,1-dimetylethyl)-2-hydroxyphenyl>methanone 
• 159390-29-1 2,2'-Methylenebis<4,6-bis(1,1-dimetylethyl)phenol> diacetate 
• 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 
• 192373-50-5 CH₂(C₆H₂(C(CH₃)3)2OP(C₆H₅)2)2 
• 799-13-3 bis(5-tert-butyl-2-hydroxyphenyl)methane 

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.

Ligand-Controlled Direct Hydroformylation of Trisubstituted Olefins

The direct hydroformylation of trisubstituted olefins has been achieved with a combination of a Rh(I) catalyst and a π-acceptor phosphorus (briphos) ligand. A sterically bulky briphos ligand with a large cone angle that forms a 1:1 complex with Rh(I) is found to be reactive for the hydroformylation of trisubstituted olefins. The aldehyde products were obtained with high diastereoselectivity (>99:1) and regioselectivity (49%-81%).

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.

Preparation method for arylphosphonate nucleating agent

The invention discloses a preparation method for an arylphosphonate nucleating agent. The reaction process for preparation of arylphosphonate comprises two steps: 1) preparation of an intermediate 2,2'-methylene-bis(4,6-di-tert-butylphenoxy)phenol: successively adding a certain amount of raw materials into a reaction bottle, carrying out a heating reaction under stirring at a certain temperature for 3 to 6 h, separating out an organic layer after completion of the reaction, carrying out drying and allowing the intermediate to directly enter a subsequent reaction without separation; and 2) preparation of arylphosphonate: adding metered tricholorophosphine oxide and triethylamine into the organic layer drop by drop under stirring, maintain reaction temperature to be 10 to 30 DEG C, carrying out stirring for a period of time after completion of addition, carrying out heating to 60 to 80 DEG C, carrying out a reaction for 10 h with the temperature maintained to be 60 to 80 DEG C, then carrying out cooling to room temperature after completion of the reaction, adding a certain amount of water, adding metered alkali of metal hydroxide drop by drop, continuing a stirring reaction for 2 to 4 h after completion of the reaction, then carrying out filtering after completion of the reaction, and successively carrying out filtering, washing with a small amount of washing, filtering and drying so as to obtain arylphosphonate.

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.

Iron-catalyzed reduction of CO2 into methylene: Formation of C-N, C-O, and C-C bonds

We report herein the use of the (dihydrido)iron catalyst, Fe(H)2(dmpe)2, for the selective reduction of CO2 into either bis(boryl)acetal or methoxyborane depending on the hydroborane used as a reductant. In a one-pot two-step procedure, the in situ generated bis(boryl)acetal was shown to be a reactive and versatile source of methylene to create new C-N but also C-O and C-C bonds.

Convenient synthesis of 2,2-and 4,4-methylenebisphenols with bulky alkyl substituents and evaluation of their antioxidant activity

The work is devoted to a convenient procedure of the synthesis of 2,2-and 4,4-methylenebisphenols with alkyl substituents in heterogeneous catalysis. This compounds were obtained with yields up to 87% by reflux of 2,4-or 2,6-dialkylphenols with HCHO in n-octane in the presence of KSF clay. We found that the antioxidant activity on DPPH test for two novel methylenebisphenols having isobornyl fragments was comparable with control drugs.

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.