CN109608310A - A kind of free of contamination antioxidant 330 preparation method - Google Patents
A kind of free of contamination antioxidant 330 preparation method Download PDFInfo
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- CN109608310A CN109608310A CN201910070461.9A CN201910070461A CN109608310A CN 109608310 A CN109608310 A CN 109608310A CN 201910070461 A CN201910070461 A CN 201910070461A CN 109608310 A CN109608310 A CN 109608310A
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/01—Preparation of ethers
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
- C07C37/11—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms
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- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The present invention relates to macromolecule organic synthesis technical fields, specifically a kind of free of contamination antioxidant 330 preparation method, including step 1) etherification reaction: 2, the tertiary base phenol of 6- bis- and paraformaldehyde generate -4 hydroxybenzylmethyl ether of 3,5- di-t-butyl under catalyst sodium methoxide catalysis, and 60~120 DEG C of reaction temperature, time 6~12 hours, wherein, the molar ratio of the tertiary base phenol of 2,6- bis- and paraformaldehyde is 1:3-6:3；Step 2) Fu Lide-Kerafyrm thatch reaction: -4 hydroxybenzylmethyl ether of 3,5- di-t-butyl and mesitylene, phosphatase reaction generation antioxidant 330,30~85wt% of phosphoric acid concentration, 60~100 DEG C of reaction temperature, the reaction time 2~6 hours；Wherein, the molar ratio of phosphoric acid, -4 hydroxybenzylmethyl ether of 3,5- di-t-butyl and mesitylene is 6:1:1-25:3:1.Dedicated catalyst sodium methoxide is environmentally friendly, pollution-free in the present invention；Phosphoric acid used in production can make phosphate fertilizer；The product purity that friedel-crafts acylation reaction obtains is high.
Description
Technical field
The present invention relates to macromolecule organic synthesis technical fields, and in particular to a kind of free of contamination antioxidant 330 preparation
Method.
Background technique
Antioxidant 330 full name is 2,4,6- tri- (3,5- di-tert-butyl-4-hydroxyl benzyl) mesitylene, belongs to high molecular weight
Polynary Hinered phenols antioxidant, have the characteristics that it is heat-resist, do not pollute, be not colored, volatility it is low, be commonly used for high-density polyethylene
The excellent antioxidant of alkene, polypropylene and rubber, is also used for the plastic products such as polyvinyl chloride, polyamide, ABS resin and polyester.
In the prior art, the preparation method of antioxidant 330 is to make catalyst using potassium tert-butoxide, by 2,6- DI-tert-butylphenol compounds with
Paraformaldehyde generates 3,5- di-t-butyl -4- hydroxy-benzyl alcohol by addition reaction, then contracts under effect of sulfuric acid with equal benzene trimethylbenzene
Conjunction is made；By product washing, crystallization, drying, product antioxidant 330 is finally obtained.But this method is there are certain defect,
Necessity Sulphuric acid pollution in experiment is bigger, and recycling is also inconvenient, results in waste of resources.
Summary of the invention
The purpose of the present invention is to provide a kind of free of contamination antioxidant 330 preparation method, production is simple, production process without
Pollution, phosphoric acid can work as phosphate fertilizer after reaction, improve resource utilization.
The present invention is achieved through the following technical solutions: including the following steps:
1) etherification reaction: etherification reaction life occurs under the effect of catalyst organic base for 2,6- bis- tertiary base phenol and paraformaldehyde
At -4 hydroxybenzylmethyl ether of 3,5- di-t-butyl, for reaction temperature between 60~120 DEG C, the reaction time is 6~12 hours；Its
In, the molar ratio of reactant 2, the tertiary base phenol of 6- bis- and paraformaldehyde is 1:3-6:3；
The etherification reaction is during 2,6 di t butyl phenol and paraformaldehyde synthesize under organic alkali catalyst effect
Between -4 hydroxybenzylmethyl ether C of ether 3,5- di-t-butyl16H26O2, mechanism is as follows:
It is preferred that the etherification reaction time is 8 hours, preferable reaction temperature is 70 DEG C.
The organic alkali catalyst sodium methoxide is environment friendly and pollution-free.
2) Fu Lide-Kerafyrm thatch reaction: -4 hydroxybenzylmethyl ether C of 3,5- di-t-butyl16H26O2With mesitylene,
Concentration 30~85wt% phosphoric acid reacts in water phase generates antioxidant 330, and 60~100 DEG C of reaction temperature, the reaction time is 2~6
Hour；Wherein, the molar ratio of phosphoric acid, -4 hydroxybenzylmethyl ether of 3,5- di-t-butyl and mesitylene is 6:1:1-25:3:1.
The reaction mechanism is as follows for Kerafyrm thatch by Fu Lide-:
The Fu Lide-Kerafyrm thatch reaction preferred phosphoric acid concentration 60wt% of phosphoric acid concentration, reaction temperature 100
DEG C, the reaction time 4 hours.
All raw materials that the present invention uses are commercial goods, wherein may contain necessary impurity.
The utility model has the advantages that
1, dedicated catalyst sodium methoxide is environmentally friendly, pollution-free in the present invention；Phosphoric acid used in production can make phosphate fertilizer.
2, the catalyst such as phosphoric acid are utilized in friedel-crafts acylation reaction, improve selectivity and conversion ratio, it is higher to obtain purity
Antioxidant 330.
Specific embodiment
In order to make the object, technical scheme and advantages of the embodiment of the invention clearer, below with reference to embodiment to the present invention
In technical solution be clearly and completely described, described embodiment is a part of the embodiments of the present invention, rather than complete
Portion's embodiment.
330 in the present embodiment are prepared from the following raw materials: the tertiary base phenol of 2,6- bis- of 1mol, 3mol paraformaldehyde,
The mesitylene of the concentration 60wt% phosphoric acid of 16mol, 1mol.
The present embodiment prepares two reaction kettles, and number is reaction kettle A and reaction kettle B.
Firstly, the sodium methoxide catalyst of 2, the 6- DI-tert-butylphenol compounds of 1mol, the paraformaldehyde of 3mol and 1mol is added
Into reaction kettle A, by reaction kettle heating to 70 DEG C, isothermal reaction generates -4 hydroxybenzyl first of 3,5- di-t-butyl after 8 hours
Base ether C16H26O2, and by C16H26O2It separates, so as to spare in next step.
In next step, by 3mol3, -4 hydroxybenzylmethyl ether C of 5- di-t-butyl16H26O2, 16mol concentration 60wt% phosphoric acid with
And the mesitylene of 1mol is added in reaction kettle B, and Fu Lide-Kerafyrm thatch reaction occurs, control reaction temperature is 100 DEG C,
Target product is obtained after reacting 4 hours, by product washing, crystallization, drying, finally obtains antioxidant 330, purity is 90%
More than.Finally, the phosphoric acid after reaction is separated from system, phosphate fertilizer is made in recycling, improves resource utilization.
Claims (5)
1. a kind of free of contamination antioxidant 330 preparation method, which comprises the steps of:
1) etherification reaction: 2,6- bis- tertiary base phenol and paraformaldehyde are in the sodium methoxide catalyzed lower generation etherification reaction of organic alkali catalyst
- 4 hydroxybenzylmethyl ether of 3,5- di-t-butyl is generated, reaction temperature is 60~120 DEG C, and the reaction time is 6~12 hours；Its
In, the molar ratio of 2,6- bis- tertiary base phenol and paraformaldehyde is 1:3-6:3；
2) Fu Lide-Kerafyrm thatch reaction: -4 hydroxybenzylmethyl ether of 3,5- di-t-butyl and equal three that etherification reaction is generated
Toluene, the phosphoric acid hybrid reaction in water phase generate antioxidant 330；Phosphoric acid concentration is 30~85wt%, and reaction temperature is 60~100
Between DEG C, the reaction time is 2~6 hours；Wherein, phosphoric acid, -4 hydroxybenzylmethyl ether of 3,5- di-t-butyl and mesitylene
Molar ratio is 6:1:1-25:3:1.
2. a kind of free of contamination antioxidant 330 preparation method according to claim 1, which is characterized in that the step
1) the etherification reaction time is 8 hours, and reaction temperature is 70 DEG C.
3. a kind of free of contamination antioxidant 330 preparation method according to claim 1, which is characterized in that the step
1) sodium methoxide catalyst is environment friendly and pollution-free in etherification reaction.
4. a kind of free of contamination antioxidant 330 preparation method according to claim 1, which is characterized in that the step
2) Fu Lide-Kerafyrm thatch reaction, phosphoric acid concentration is 60wt%.
5. a kind of free of contamination antioxidant 330 preparation method according to claim 1, which is characterized in that the step
2) Fu Lide-Kerafyrm thatch reaction, reaction temperature are 100 DEG C, the reaction time 4 hours.
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| CN201910070461.9A CN109608310A (en) | 2019-01-24 | 2019-01-24 | A kind of free of contamination antioxidant 330 preparation method |
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| CN201910070461.9A CN109608310A (en) | 2019-01-24 | 2019-01-24 | A kind of free of contamination antioxidant 330 preparation method |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114181054A (en) * | 2021-12-24 | 2022-03-15 | 西北化工研究院有限公司 | Synthesis method of 3, 5-di-tert-butyl-4-hydroxybenzyl methyl ether |
| CN114315529A (en) * | 2020-09-29 | 2022-04-12 | 上海抚佳精细化工有限公司 | Preparation method of antioxidant |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102452903A (en) * | 2010-10-15 | 2012-05-16 | 中国石油化工股份有限公司 | Preparation method of 1,3,5-trimethyl-2,4,6-tris(3,5-di-tert-butyl-4-hydroxybenzyl)benzene |
-
2019
- 2019-01-24 CN CN201910070461.9A patent/CN109608310A/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102452903A (en) * | 2010-10-15 | 2012-05-16 | 中国石油化工股份有限公司 | Preparation method of 1,3,5-trimethyl-2,4,6-tris(3,5-di-tert-butyl-4-hydroxybenzyl)benzene |
Non-Patent Citations (1)
| Title |
|---|
| 王华等: "抗氧剂330的合成", 《应用化工》 * |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114315529A (en) * | 2020-09-29 | 2022-04-12 | 上海抚佳精细化工有限公司 | Preparation method of antioxidant |
| CN114181054A (en) * | 2021-12-24 | 2022-03-15 | 西北化工研究院有限公司 | Synthesis method of 3, 5-di-tert-butyl-4-hydroxybenzyl methyl ether |
| CN114181054B (en) * | 2021-12-24 | 2023-12-15 | 西北化工研究院有限公司 | Synthesis method of 3, 5-di-tert-butyl-4-hydroxybenzyl methyl ether |
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