AU2018101145A4

AU2018101145A4 - Dodecanoyl peroxide organic intermediates synthesis method

Info

Publication number: AU2018101145A4
Application number: AU2018101145A
Authority: AU
Inventors: Yida Yan
Original assignee: Chengdu Ao Ka Te Technology Co Ltd
Current assignee: Chengdu Ao Ka Te Technology Co Ltd
Priority date: 2017-09-17
Filing date: 2018-08-13
Publication date: 2018-09-13
Anticipated expiration: 2026-08-13
Also published as: GB201719264D0; IE20180282U1; CN108239014A; GB201719125D0

Abstract

Dodecanoyl peroxide organic intermediates synthesis method Abstract 5 The present invention discloses dodecanoyl peroxide intermediates synthesis method, comprises the following steps: dodecanamide, 3-methylpentane solution was added to the reaction vessel, controlled the stirring speed, controlled the temperature of the solution, added aqueous solution, added benzyl methyl ether solution, added zinc chromate powder, continued to react; then added sodium sulfate solution, raised 10 the temperature of the solution, added lead tetraacetate, continued, reduced the temperature, washed with potassium nitrate solution with a mass fraction, washed with chloropropane solution, recrystallized in cyclohexanol solution, dehydrated with anhydrous calcium sulfate dehydration, got the finished product dodecanoyl peroxide. 15 Figure 1 80 -i 4000 3500 3000 2500 2000 1500 1000 500 Figure 1

Description

The present invention discloses dodecanoyl peroxide intermediates synthesis method, comprises the following steps: dodecanamide, 3-methylpentane solution was added to the reaction vessel, controlled the stirring speed, controlled the temperature of the solution, added aqueous solution, added benzyl methyl ether solution, added zinc chromate powder, continued to react; then added sodium sulfate solution, raised the temperature of the solution, added lead tetraacetate, continued, reduced the temperature, washed with potassium nitrate solution with a mass fraction, washed with chloropropane solution, recrystallized in cyclohexanol solution, dehydrated with anhydrous calcium sulfate dehydration, got the finished product dodecanoyl peroxide.

Figure 1

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Figure 1

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Dodecanoyl peroxide organic intermediates synthesis method

FIELD OF THE INVENTION

The present invention relates to a method for preparing an organic synthesis intermediate, 5 relates to dodecanoyl peroxide organic intermediates synthesis method.

GENERAL BACKGROUND

Dodecanoyl peroxide as an organic intermediate, mainly used for the low activity of free radical polymerization initiator , such as vinyl chloride, ethylene, styrene, vinyl acetate and other vinyl monomer, methacrylate, etc.; also can be used for polyester rubber curing agent, cross-linking 0 agent, foaming agent, bleaching agent, desiccant, have a wide range of uses. Most of the existing synthesis methods are using the process that add lauric acid to the reaction vessel, drop excessive amounts of thionyl chloride to the flask, and heating to 75°C, stirring 2h. After the reaction, raising the temperature to 90 °C and refluxing for 2h, then fractionating the reaction mixture; evaporating the superfluous thionyl chloride by vacuum distillation method first, then distilling product under 5 the condition of!46~150°C(2133~2266Pa), get the dodecanoyl chloride. The synthesis method has a high reaction temperature, it requires a reaction at a high temperature of 90°C for more than 2 hours, subsequent distillation temperature is up to 140°C, factors above will led to a higher energy consumption during the reaction process, is not conducive to reduce cost; high temperature reaction conditions need the equipment has a higher performance resistant to high temperature, has a higher 20 degree of equipment loss, is not conducive to lower project cost. And the raw material thionyl chloride is harmful to the body, it has a strong stimulative effect on the eyes, mucous membranes, skin and upper respiratory tract, which can cause burns; after inhalation, the throat, bronchospasm, inflammation and edema can be fatal; the symptoms of poisoning can be burning, coughing, dizziness, laryngitis, shortness of breath, headache, nausea and vomiting; thionyl chloride with 25 strong corrosive, strong irritation, can cause human burns. Factors above will increase the risk coefficient of the synthesis process, which is not conducive to safe production; therefore, it is necessary to propose a new synthesis method.

SUMMARY OF THEINVENTION

Based on the technical problems existing in the general background technology, the invention 30 proposed dodecanoyl peroxide organic intermediates synthesis method, including the following steps:

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ZuCiO₄ i PbtCHjCOO},,

- H,O

CHXCHihoC

A:dodecanarnide, 3-methylpentane solution was added to the reaction vessel, controlled the

Stirring speed at 230-260 rpm, controlled the temperature of the solution to 20-26C, added aqueous solution, added benzyl methyl ether solution, added zinc chromate powder in batches within 20-40 min, continued to react for 80-120 min;

B:then added sodium sulfate solution, raised the temperature of the solution to 50-55 °C, added lead tetraacetate, continued to react tor 2-3h. reduced the temperature to 5-9⁼C, washed with potassium nitrate solution for 20-40 min, washed with chloroptopane solution for 30-50 min, recrystallized in cyclohexanol solution dehydrated with dehydration, got the finished product dodecanoyl peroxide.

Preferably, the 3-methylpentane solution has a mass fraction of 20-26%.

Preferably, the benzyl methyl ether solution has a mass fraction of 30-35%,

Preferably, the sodium sulfate solution has a mass fraction of 15-21%.

Preferably, the potassium nitrate solution has a mass fraction of 5-13%.

Preferably, the chloropropane solution has a mass fraction of 40-45%.

Preferably, the cyclohexanol solution has a mass fraction of 50-56%.

Throughout the reaction process can be the following reaction formula:

litiflt H,

II ii ° o 0

Compared with the synthesis method disclosed in the background art, the invention provides dodecanoyl peroxide organic intermediates synthesis method, the synthesis method is low· temperature reaction, no longer need to response more than 2 hours of 90 Ό high temperature environment, also do not need further distillation temperature up to 140Ό, the reaction process greatly reduced energy consumption, which is conducive to reducing the cost of the reaction, reducing equipment loss, and conducive to lower project cost. It is unnecessary to use thionyl chloride as the reaction raw materials, avoiding thionyl chloride as raw materials harm to the health of the operation personnel; reducing the risk of the reaction process coefficient, is conducive to the health of Operators; reducing intermediate links reaction, decreasing the reaction time and improving the reaction yield, while providing a new synthesis method of the invention, laying a good foundation to further improve the reaction yield.

DESCRIPTION OF THE DRAWINGS

Figure 1 is the infrared analysis spectrum of finished product dodecanoyl peroxide.

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DETAILED DESCRIPTION OF PREFERRED EMBODIMENTS

The following examples with reference to specific embodiments of the present invention are further illustrated:

Embodiment 1:

Dodecanoyl peroxide intermediates synthesis method, comprises the following steps:

A: 2mol dodecanamide, 4mol 3-methylpentane solution with a mass fraction of 20% was added to the reaction vessel, controlled the stirring speed at 230 rpm, controlled the temperature of the solution to 20°C, added 4mol aqueous solution, added 4mol benzyl methyl ether solution with a mass fraction of 30%, added 2mol zinc chromate powder twice within 20 min, continued to react 0 for 80 min;

B: then added 900ml sodium sulfate solutionwith a mass fraction of 15%, raised the temperature of the solution to 50°C, added 4mol lead tetraacetate, continued to react for 2h, reduced the temperature to 5°C, washed with 1.2L potassium nitrate solutionwith a mass fraction of 5% for 20 min, washed with chloropropane solution with a mass fraction of 40% for 30 min, recrystallized in cyclohexanol solutionwith a mass fraction of 50%, dehydrated with anhydrous calcium sulfate dehydration, got the finished product dodecanoyl peroxide 780.876g, yield of 98.1%.

Embodiment 2:

A: 2mol dodecanamide, 5mol 3-methylpentane solution with a mass fraction of 23% was added X) to the reaction vessel, controlled the stirring speed at 240 rpm, controlled the temperature of the solution to 23°C, added 5mol aqueous solution, added 5mol benzyl methyl ether solution with a mass fraction of 33%, added 3mol zinc chromate powder 3times within 30 min, continued to react for 100 min;

B: then added 900ml sodium sulfate solution with a mass fraction of 18%, raised the temperature 25 of the solution to 53°C, added 5mol lead tetraacetate, continued to react for 2.5h, reduced the temperature to 7°C, washed with 1.2L potassium nitrate solution with a mass fraction of 9% for 30 min, washed with chloropropane solution with a mass fraction of 43% for 40 min, recrystallized in cyclohexanol solution with a mass fraction of 53%, dehydrated with anhydrous calcium sulfate dehydration, got the finished product dodecanoyl peroxide 782.486g, yield of 98.3%.

Embodiment 3:

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A: 2mol dodecanamide, 6mol 3-methylpentane solution with a mass fraction of 26% was added to the reaction vessel, controlled the stirring speed at 260 rpm, controlled the temperature of the solution to 26°C, added 6mol aqueous solution, added 6mol benzyl methyl ether solution with a mass traction of 35%, added 2-4mol zinc chromate powder 4 times within 40 min, continued to react for 120 min;

B: then added 900ml sodium sulfate solution with a mass fraction of 21%, raised the temperature of the solution to 55°C, added 6mol lead tetraacetate, continued to react for 3h, reduced the temperature to 9°C, washed with 1.2L potassium nitrate solution with a mass fraction of 13% for 40 min, washed with chloropropane solution with a mass fraction of 45% for 50 min, recrystallized in cyclohexanol solution with a mass fraction of 56%, dehydrated with anhydrous calcium sulfate dehydration, got the finished product dodecano yl peroxide 784.856g, yield of 98.6%.

Table 1 is the infrared analysis data.

Table 1 infrared analysis data

Serial number	Peak position (cnf¹)	Transmissivity (%)	Width of Half peak (cm'¹)	Peak difference (%)
1	1055	40	61	47
2	1129	66	61	18
3	1792	23	33	33
4	1817	38	26	11
5	2895	29	49	10
6	2957	9	97	38

The embodiments of the present invention are merely preferred embodiments of the present invention, but the range of the present invention is not limited this, and any person who is familiar with those skilled in the arts, within the technical range of the present invention. It is intended that the technical solution and its inventive concept be replaced or modified equivalently with reference to the range of the invention.

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Claims

Claims

1. Dodecanoyl peroxide intermediates synthesis method, comprises the following steps:

5 A:dodecanamide, 3-methylpentane solution was added to the reaction vessel, controlled the stirring speed at 230-260 rpm, controlled the temperature of the solution to 20-26°C, added aqueous solution, added benzyl methyl ether solution, added zinc chromate powder in batches within 20-40 min, continued to react for 80-120 min;

10 B:then added sodium sulfate solution, raised the temperature of the solution to

50-55°C, added lead tetraacetate, continued to react for
2-3h, reduced the temperature to 5-9 °C, washed with potassium nitrate solution for 20-40 min, washed with chloropropane solution for 30-50 min, recrystallized in cyclohexanol solution dehydrated with dehydration, got the finished product dodecanoyl peroxide.

15 2. Dodecanoyl peroxide intermediates synthesis method according to claim 1 wherein the 3-methylpentane solution has a mass fraction of 20-26%.
3. Dodecanoyl peroxide intermediates synthesis method according to claim 1 wherein the benzyl methyl ether solution has a mass fraction of 30-35%.
4. Dodecanoyl peroxide intermediates synthesis method according to claim 1

20 wherein the sodium sulfate solution has a mass fraction of 15-21%.
5. Dodecanoyl peroxide intermediates synthesis method according to claim 1 wherein the potassium nitrate solution has a mass fraction of 5-13%.

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4000 3500 3000 2500 2000 1500 1000 500

Figure 1