2417-00-7

Basic information

• Product Name: 3,3'-DIMETHYL-5,5'-DITERT-BUTYL-DIPHENOQUINONE
• Synonyms: 3,3-DIMETHYL-5,5'-DI-TERT-BUTYL-4,4'-DIPHENOQUINONE;3,3'-DIMETHYL-5,5'-DITERT-BUTYL-DIPHENOQUINONE;2-(1,1-DIMETHYLETHYL)-4-[3-(1,1-DIMETHYLETHYL)-5-METHYL-4-OXO-2,5-CYCLOHEXADIEN-1-YLIDENE]-6-METHYL-2,5-CYCLOHEXADIEN-1-ONE;2-(1,1-Dimethylethyl)-4-3-(1,1-dimethylethyl)-5-methyl-4-oxo-2,5-cyclohexa-dien-1-ylidene-6-methyl-2,5-cyclohexadien-1-one;NSC45013;3,3'-Di-tert-butyl-5,5'-diMethyldiphenoquinone;3,3'-Di-tert-butyl-5,5'-dimethyldiphenoquinone;(4E)-2-methyl-4-(3-methyl-4-oxo-5-tert-butyl-1-cyclohexa-2,5-dienylidene)-6-tert-butyl-cyclohexa-2,5-dien-1-one
• CAS NO: 2417-00-7
• Molecular Formula: C22H28O2
• Molecular Weight: 324.46
• Product Categories: electronic
• Mol File: 2417-00-7.mol
• Article Data: 10

Chemical Properties

• Melting Point: 200 °C(Solv: water (7732-18-5); acetic acid (64-19-7))
• Boiling Point: 433.2°Cat760mmHg
• Flash Point: 161.7°C
• Appearance: /
• Density: 1.058g/cm³
• CAS DataBase Reference: 3,3'-DIMETHYL-5,5'-DITERT-BUTYL-DIPHENOQUINONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3'-DIMETHYL-5,5'-DITERT-BUTYL-DIPHENOQUINONE(2417-00-7)
• EPA Substance Registry System: 3,3'-DIMETHYL-5,5'-DITERT-BUTYL-DIPHENOQUINONE(2417-00-7)

Safety Data

• Hazardous Substances Data: 2417-00-7(Hazardous Substances Data)

Usage

General Description

3,3'-DIMETHYL-5,5'-DITERT-BUTYL-DIPHENOQUINONE is a chemical compound with the molecular formula C30H40O2 and a molecular weight of 432.64 g/mol. It is a diphenoquinone derivative with two t-butyl groups and two methyl groups attached to the phenyl rings. 3,3'-DIMETHYL-5,5'-DITERT-BUTYL-DIPHENOQUINONE is often used as an antioxidant and polymerization inhibitor in the manufacturing of various plastics and rubbers. It has a yellow to brownish color and is insoluble in water, but soluble in organic solvents. 3,3'-DIMETHYL-5,5'-DITERT-BUTYL-DIPHENOQUINONE is notable for its ability to inhibit the oxidation of various materials and is therefore commonly used as a stabilizer in industrial processes.

Upstream product

• 2219-82-1 2-tert-Butyl-6-methylphenol 
• 95-48-7 ortho-cresol 

Relevant articles and documents

High thermo-responsive shape memory epoxies based on substituted biphenyl mesogenic with good water resistance

In this work, a novel epoxy monomer denoted as 3,5′-di-t-butyl-5,3′-dimethyl biphenyl diglycidyl ether (t-BuMBPDGE) was synthesized and applied into in situ composites with 3,3′,5,5′-tetramethyl-4,4′-biphenyl diglycidyl ether (TMBPDGE), accompanied with curing agent aromatic amines. The liquid crystalline phase structure and the crosslink density of substituted biphenyl epoxies were determined by polarized optical microscopy, wide angle X-ray diffraction measurements and dynamic storage moduli data. The samples showed good mechanical properties and could recover quickly from a second state to their initial states with a shape fixity ratio higher than 98% and shape recovery ratio higher than 99%, owing to the oriented structure and increased crosslink network density caused by the orientation of biphenyl mesogenic. The high glass transition temperatures ranging from 160 to 178 °C and good water resistance could contribute to a stable fixed shape. The water resistance is analyzed by contact angles test. The samples exhibited contact angles of 92-98 degrees, which indicated that the water resistance was apparently better than that of conventional epoxy systems.

Synthesis method of 3,3',5,5'-tetraalkyl-4,4'-diphenoquinone

The invention provides a synthesis method of 3,3',5,5'-tetraalkyl-4,4'-diphenoquinone. 2,6-dialkyl phenol is dissolved in a reaction solvent; a copper ion loaded hydrophobic modified resin catalyst and an oxidizing agent are added; reaction is performed for 2 to 8h at 40 DEG C to 80 DEG C; filtering is performed to obtain filter liquid; then, the filter liquid is distilled; distillation residues are cleaned by alkanol; after the drying, the 3,3',5,5'-tetraalkyl-4,4'-diphenoquinone is obtained. The synthesis method is simple; after being recovered, the catalyst can be repeatedly used; the reaction selectivity is high; the yield of the 3,3',5,5'-tetraalkyl-4,4'-diphenoquinone can reach 95 percent or higher; no by-product of polyphenyl ether is generated; the copper ion content is smaller than 5mu g/g; the product purity is greater than or equal to 99.5 percent.

PREPARATION OF BIPHENOLS BY OXIDATIVE COUPLING OF ALKYLPHENOLS USING A RECYCLABLE COPPER CATALYST

A method for producing biphenols by oxidative coupling of dialkylphenols which proceeds in two stages is disclosed, using a copper-amine complex which is catalytically active in each stage. A novel copper-amine complex is also disclosed which exhibits high catalytic activity for the oxidative coupling of substituted phenols under mild conditions, has dual (two stage) activity, and can be readily recycled and reused.