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Method for producing 2, 2'-methylene double (4-methyl -6-tertiary butyl phenol)

A technology of tert-butylphenol and methylene bis, which is applied in the fields of chemical instruments and methods, preparation of organic compounds, organic chemistry, etc., can solve the problem of not involving the stability of the resin catalyst, increase the post-treatment process and the cost of preparation, and affect Problems such as mechanical strength and service life have been achieved to achieve the effect of continuous production, good catalyst stability, and simplified post-reaction treatment process

Inactive Publication Date: 2004-06-02
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0009] The acidic catalyst used in the document US4087469 includes sulfuric acid, phosphoric acid and ion exchange resin, etc. When using liquid acid as a catalyst, the product after the reaction needs to be treated with alkali first, and then purified by distillation, which increases the post-treatment process and preparation cost of the reaction. And it is highly corrosive; when using ion exchange resin as a catalyst, although it overcomes the defects of liquid acid catalysts, it does not involve the stability of resin catalysts, and resin catalysts are easily broken when used for stirring reactions, which affects their mechanical strength and service life.

Method used

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  • Method for producing 2, 2'-methylene double (4-methyl -6-tertiary butyl phenol)
  • Method for producing 2, 2'-methylene double (4-methyl -6-tertiary butyl phenol)

Examples

Experimental program
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Effect test

Embodiment 1

[0022] Resin catalyst A:

[0023] Macroporous strongly acidic (-SOH) based on styrene-divinylbenzene copolymer 3 ) cation exchange resin with an exchange capacity of 4.3 milliequivalents / gram and an average resin pore diameter of 205 angstroms.

[0024] 40 milliliters of catalyst A are loaded respectively in two serial fixed-bed reactors, dry at 90 ℃ for 3 hours; Methylal and 2-tert-butyl-4-cresol mixture (aldehyde / phenol molar ratio=3: 1) Through the metering pump, pass through the first and second reactors at a rate of 80 ml / hour. The reaction temperature of the first reactor is 45 ° C, and the reaction temperature of the second reactor is 80 ° C. The reaction is continuously operated for 200 hours, and the second reaction is collected. The reaction mixture flowing out from the bottom of the reactor is distilled to remove the solvent, and then purified to obtain 2,2'-methylenebis(4-methyl-6-tert-butylphenol) product, and the distilled solvent is recycled and returned to the...

Embodiment 2

[0027] Resin Catalyst B:

[0028]Macroporous strongly acidic (-SOH) based on styrene-divinylbenzene copolymer 3 ) cation exchange resin with an exchange capacity of 4.8 milliequivalents / g and an average resin pore diameter of 350 angstroms. The resin was treated in a vacuum desiccator at a treatment temperature of 105° C. and a treatment time of 2 hours.

[0029] 40 milliliters of catalyst B are loaded respectively in two serial fixed-bed reactors, methylal and 2-tert-butyl-4-cresol mixture (aldehyde / phenol molar ratio=4: 1) are passed metering pump, with 60 The ml / hour rate passes through the first and second reactors successively. The reaction temperature of the first reactor is 40°C, and the reaction temperature of the second reactor is 70°C. The reaction runs continuously for 400 hours, and the reaction mixture flowing out from the bottom of the second reactor is collected and distilled. The solvent is removed, and then purified to obtain 2,2'-methylenebis(4-methyl-6-tert...

Embodiment 3

[0032] AmberlystXN-1005 strongly acidic (-SOH 3 ) macroporous cation exchange resin with a resin exchange capacity of 3.5 milliequivalents / g and an average pore diameter of 80 angstroms. The resin was processed in a vacuum desiccator at a processing temperature of 100° C. for 2 hours.

[0033] Among the two fixed-bed reactors in series, the first reactor is loaded with AmberlystXN-1005 strongly acidic (-SOH 3 ) 40 milliliters of macroporous cation exchange resins, 40 milliliters of catalyst B loaded in the second reactor, with methylal and 2-tert-butyl-4-cresol mixture (aldehyde / phenol molar ratio=3: 1) by metering pump, Pass through the first and second reactors successively at a rate of 50 ml / hour. The reaction temperature of the first reactor is 55 ° C, and the reaction temperature of the second reactor is 80 ° C. The reaction is continuously operated for 200 hours, and the reaction mixture flowing out from the bottom of the second reactor is collected , The solvent is dis...

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Abstract

The present invention relates to the production process of 2, 2'-methylene-bis(4-methyl-6-tert butyl phenol). The materials including formal and 2-tert-butyl-4-cresol are made to react inside two serially connected fixed bed reactors with solid acid catalyst, which is macroporous strong acid cationic exchange resin or zeolite catalyst, and in the reaction temperature of 30-150 deg.c. The zeolite catalyst contains zeolite in 60-80 wt% and adhesive in 20-40 wt%, and the zeolite is ZSM-5 zeolite and / or flokite with SiO2 / Al2O3 molar ratio of 15-100. The present invention realizes continuous production, has simple post-reaction treatment, high product yield, high product quality and high catalyst stability.

Description

technical field [0001] The present invention relates to a method for producing 2,2'-methylenebis(4-methyl-6-tert-butylphenol). Background technique [0002] 2,2'-Methylene bis (4-methyl-6-tert-butylphenol), the trade name is antioxidant 2246, the English name is: 2,2'-Methylenebis (4-methyl-6-tert- butylphenol); Molecular formula is: C 23 h 32 o 2 , is a general-purpose powerful bisphenol antioxidant. Antioxidant 2246 is a good non-polluting antioxidant, which has excellent inhibitory effects on aging caused by oxygen and heat and cracks caused by sunlight, and has high thermal stability, good anti-oxidation effect, and no pollution , no coloring, no frosting, good oil solubility, no volatilization loss, no effect on rubber vulcanization and plasticity, no destabilizing effect on latex, widely used in natural and various synthetic rubber, resin, polyethylene (PE) , polypropylene (PP), polyoxymethylene, chlorinated polyether, polyurethane and ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C37/11C07C39/15
Inventor 乔建江张卫东张磊陈永福
Owner CHINA PETROLEUM & CHEM CORP
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