JPS5938212B2 - Manufacturing method of magnesium phenoxide - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a process for producing neutral and highly basic alkaline earth metal alkyl phenoxides and sulfurized alkyl phenoxides.

The use of alkaline earth metal phenoxides and sulfurized alkyl phenoxides as lubricating oil additives is well known in the art.

The addition of these substances to lubricating oils improves cleanliness, reduces engine wear, minimizes the formation of harmful deposits on engine parts, and increases the oil's oxidation resistance. Improved. Furthermore, it is known that the above phenoxides can be successfully overbased by dispersions of basic alkaline earth metal compounds in neutral phenoxide compositions. Highly basic compositions are effective in neutralizing harmful acidic compounds that form during the combustion of the fuels used with the lubricating oils to which they are added. U.S. Patent No. 2,788
, No. 325 describes a method for preparing neutral magnesium phenoxides by reacting magnesium alkoxides with alkylphenols under anhydrous conditions.

In the method of preparation, the amount of alkoxide is less than the stoichiometric amount required to neutralize the alkylphenol. Our U.S. patent application Ser. No. 148,262 describes a method for making overbased alkaline earth metal phenoxides and sulfurized alkaline earth metal phenoxides. First of all,
A carbonate magnesium alcoholate derived from a glycol ether containing 1 to 8 carbon atoms is added at relatively low temperature to a mixture of water and an alkylphenol or a sulfurized alkylphenol. In this first step, the amount of magnesium alcoholate used is an amount in excess of the amount to neutralize the phenol, ie, an amount used only for overbasing the product. The amount of water used in the mixture with the alkylphenol to be neutralized is from about 1 to about 2.5 moles per mole of dispersed basic alkaline earth metal compound included in the product. After adding an amount of magnesium alcoholate equal to the overbasing amount to the mixture of water and alkylphenol or sulfurized alkylphenol, a stoichiometric amount of magnesium alcoholate required to neutralize the phenol is further added to the reaction mixture. . The temperature at which this addition is carried out is relatively higher than the temperature at which the first magnesium alcoholate was added. Finally, volatile components are removed from the reaction mixture by heating. The present invention relates to a method for producing a highly basic magnesium alkyl phenoxide or a magnesium sulfurized alkyl phenoxide, and comprises the following steps.

(a) forming a mixture of an alkyl phenol or a sulfurized alkyl phenol, a non-volatile diluent oil and a volatile process solvent; (b) a temperature of about 300C to about 60C;
(c) adding a stoichiometrically sufficient amount of magnesium carbonate alcoholate to neutralize the alkylphenol to the mixture at a temperature of from about 65°C to about 9°C;
(d) removing volatile components by heating and stripping with an inert gas;

The above process is used to produce oil-soluble neutral magnesium alkyl phenoxides useful as lubricating oil additives.

The present invention also provides an overbasing amount of magnesium carbonate alcoholate in a ratio of about 1.1 to about 4 moles of water per mole of magnesium carbonate alcoholate, following the neutralization step [step (c) above]. It is contemplated that the neutral phenoxide may be overbased by simultaneously and gradually adding water and water to the neutral phenoxide. This addition is carried out at a temperature of about 55°C to about 90°C, and after the addition is completed, the above (
d) Remove volatile solvents as described in step. By using carbonated magnesium alcoholate, we have determined that the viscosity of the product produced using non-carbonated magnesium alcoholate is
Both neutral and overbased products were found to have greatly improved viscosity. Additionally, carbonated magnesium alcoholate reacts faster with phenols than non-carbonated magnesium alcoholate, and thus
It was found that the process time was reduced. It is an object of the present invention to provide a method for producing neutral and overbased magnesium phenoxides useful as lubricating oil additives. It is a further object of the present invention to provide a method for producing low viscosity, neutral and overbased magnesium phenoxides that are easily miscible with lubricating oil compositions. As is well known, phenoxide refers to metal salts of phenols (including alkylphenols and sulfurized alkylphenols).
(including neutral salts and highly basic salts), and therefore, magnesium phenoxide means magnesium salts of phenols. As the invention is described in more detail below, other objects and advantages of the invention will become apparent. Alkylphenols suitable for the present invention are represented by the structural formula.

Here, R represents a linear or branched saturated or unsaturated aliphatic hydrocarbon radical having 4 to 30 carbon atoms, preferably 9 to 15 carbon atoms, and n is an integer of 1 or 2. The minimum number of total carbon atoms in an alkyl group is 8 and the maximum number is 4.
It is 0. Therefore, when n is 1, the minimum number of carbons in R is 8. Examples of suitable hydrocarbon radicals include alkyl radicals such as butyl, hexyl, octyl, nonyl, decyl, dodecyl, hexadecyl, eicosyl, hexacosyl and triacontyl; for example white oil, wax and olefin polymers (e.g. polypropylene, polybutylene) ) are radicals derived from petroleum hydrocarbons.

Suitable sulfurized alkylphenols include those obtained by sulfiding alkylphenols using well known methods.

For example, it is known to use sulfur monochloride to produce sulfurized alkylphenols. Sulfurized alkylphenols suitable for this process are represented by the following formula: where m is a number from 1 to 3, usually 1 or 2, and R and n are the same for the alkylphenols described above.

It should be noted that the sulfurized alkylphenols mentioned herein are typical examples of those that may be used, and the present method is not limited to those having the above formula. Sulfurized alkylphenols suitable for this method contain about 2 to about 14 sulfur by weight? and preferably about 4 to about 12% by weight.

And for producing overbased dispersions (as opposed to neutral dispersions) it is preferable to use sulfurized alkylphenols rather than unsulfurized alkylphenols. A large number of fixed diluent oils are suitable for this process since their primary requirement is to act as a solvent for the alkyl phenoxide or sulfurized alkyl phenoxide and to help reduce the viscosity of the final product. Are suitable.

Often a small amount of a fixed diluent oil is present with the alkylphenol or sulfurized alkylphenol used in the process. Non-volatile diluent oil has a boiling point of approximately 160°C
That's all. Examples of suitable non-volatile diluent oils include mineral lubricating oils obtained by conventional oil refining processes; synthetic lubricating oils such as polymers of propylene, polyoxyalkalines, polyoxypropylene; dicarboxylic acid esters and phosphorus oils; esters of acids; synthetic hydrocarbon lubricating oils such as oligomers of di-n-alkylbenzenes and C8-Cl4α olefins; vegetable oils such as corn oil, cottonseed oil and castor oil; animal oils such as lard oil and whale oil. .

Mixtures of these can also be used as non-volatile diluents. Among the above examples of non-volatile diluent oils, mineral lubricating oils and synthetic lubricating oils are more suitable, with mineral lubricating oils being preferred.

Processing solvents useful in the present invention have boiling points of about 150°C or less.

Examples include aromatic hydrocarbons such as benzene, toluene and xylene; aliphatic hydrocarbons such as hexane and heptane; petroleum naphtha, glycol ethers and primary aliphatic C, -C
There are 6 alcohols. The magnesium carbonate alcoholate used in the present invention is derived from monoethers of ethylene glycol and diethylene glycol having 8 or less carbon atoms.

Monoethers of ethylene glycol are also known as alkoxyalkanols, and their carbonated magnesium alcoholate complexes are sometimes referred to as magnesium alkoxide carbonate complexes. Magnesium carbonate alcoholate derived from a monoether of ethylene glycol is either an organic radical represented by the general formula, where R is a C1-C6 alkyl group, or an organic radical represented by the formula, where R1 is a C1-C4 alkyl group. , X is 0.5 to 1
．． 5, preferably a number of 0.75 to 1.0.

The preparation of these complexes is detailed in US Pat. No. 3,150,089. Preferred magnesium carbonate alcoholates are those derived from monoethyl and monomethyl ethers of ethylene glycol. The monoethyl and monomethyl ethers of ethylene glycol are commercially available under the trademarks Cellosolp and Methyl Cellosolp, respectively.
The complex used is approximately 0.0.0% per mole of metal alcoholate.
5 to about 2.0 moles, preferably about 0.8 moles to about 1.2 moles
Contains moles of CO2. Preferred complexes have a magnesium content of 3 to about 10% by weight. In practicing the invention, the magnesium carbonate alcoholate added to the mixture containing the phenolic compound to be neutralized is added in the form of a glycol ether solution. Preferably, the alcoholate content of the solution is from about 30% to about 80% by weight.
The water required for hydrolysis in the overbasing step of the process may be alone or in an azeotrope with a glycol ether.

Although not essential to the practice of this invention, for applications where it is desired that less precipitation occurs upon dilution of the overbased product of this invention, it may be beneficial to add a small amount of an oil-soluble sulfonic acid to the starting material. I discovered that there is.

The amount of sulfonic acid used in such cases is from about 0.1 to about 50 parts based on 100 parts of the starting alkylphenol or sulfurized alkylphenol. Preferably, the sulfonic acid is used in the form of a hexane solution.
Particularly suitable oil-soluble sulfonic acids are prepared from synthetic hydrocarbon sulfonation sources.

It is usually a mono- or dialkylbenzene and generally has a molecular weight of about 300 to about 1000. The properties and methods of derivation of suitable sulfonic acids are described in U.S. Pat.
525,599 (Nield) for details. Both suitable and preferred ranges for the amounts of various materials used in the process are listed in the table below, in parts by weight. Since the present invention contemplates the production of both neutral and overbased phenoxides,
Record the amount of material used in each step. in general,
The weight ratio of saturated magnesium alcoholate carbonate for peracidization to that for neutralization ranges from 0.5 to 3.0. Process Conditions In practicing the present invention, a mixture of the alkyl phenol or sulfurized alkyl phenol to be neutralized, a nonvolatile diluent oil, and a volatile process solvent is first prepared.

The mixture may also contain small amounts of water, up to 1 mol per mol of magnesium alkoxide carbonate complex used. Within the ranges mentioned above, the alkylphenols may or may not be sulfurized, and mixtures of monoalkyl and dialkylphenols are preferred. That is,
This is because it has been found that, compared to phenoxides derived from monoalkylphenol starting materials, neutral phenoxides produced from mixtures thereof have lower viscosity and improved oil solubility. The mixture contains at least 2
Those containing 0% by weight dialkylphenol are preferred. The mixture is then stirred and heated to a temperature of about 3'C to about 60C.

The temperature at which the mixture is heated is preferably within the range of about 50C to 60C. The mixture is kept at this temperature and a stoichiometric amount of the magnesium alkoxide-carbonate complex is added gradually. The time of addition of this complex does not need to be critical, but approximately 5
It is desirable to add it over a period of about 120 minutes, and about 20 minutes.
Preferably, the time period is between about 60 minutes and about 60 minutes. The addition of the complex is introduced below the surface of the mixture. This is because better results are generally obtained. As previously stated, the amount of complex added is stoichiometrically sufficient to neutralize the alkylphenols or sulfurized alkylphenols present in the mixture.

The use of stoichiometric amounts of this complex is described in the aforementioned U.S. Pat.
In contrast to the method described in No. 788,325,
As a result, the reactivity of carbonated alcoholates appears to be increased compared to uncarbonated alcoholates. After the addition of the complex is complete, the reaction mixture is heated to reflux temperature.

The temperature is usually between about 65°C and about 90°C. Maintain this temperature with stirring for about 20 minutes to 1.5 hours. This step is important to complete the reaction of the stoichiometric amount of magnesium alkoxide-carbonate complex and alkylphenol. If an overbased product is to be produced, an overbased amount of magnesium alkoxide-carbonate complex is introduced at this point together with water or a water-monoalcohol azeotrope. The amount of magnesium alkoxide-carbonate complex used for this purpose will vary depending on the type of complex used and the degree of overbasing desired, but will generally range from about 15 to about 40% by weight of the total amount of the mixture to which it is added. ? It is. The amount of water added with the complex is in stoichiometric excess over the amount required to hydrolyze the complex to alkoxy alcohol and magnesium carbonate. Generally, from about 1.1 to about 4 moles of water per mole of complex are used. This simultaneous addition is preferably carried out gradually and the water is added in the form of an azeotrope with the alkoxy alcohol from which the complex is derived. After completion of the overbasing step by simultaneous addition of complex and water, or, if a neutral product is desired, after completion of heating at reflux temperature, the mixture is devolatilized by distillation.

Generally, the distillation continues until the bottom temperature reaches about 140°C, preferably about 160°C. It should be mentioned that before this point, a fixed diluent oil may be added to the reaction mixture, provided that the total amount does not exceed the previously mentioned 100 parts by weight. Once the bottom temperature mentioned above is reached, maintain this temperature.
An inert gas, preferably carbon dioxide, is bubbled through the mixture for about 30 minutes to 1.5 hours to remove residual volatiles. Additional fixed diluent oil is added at this point if the availability (ie, alkyl phenoxide and dispersant concentration) in the final product is to be adjusted.

The present invention will be explained in more detail with reference to Examples below.

Example 1 In this example, neutral magnesium phenoxide was produced using the method of the present invention.

Rice This alkylphenol contains about 97% by weight of mono-p-nonylphenol with a molecular weight of 220.3 and 3% by weight of free oil.

Its nonyl side chain is branched. Rice This oil is a commercially available non-volatile naphthenic oil.

This substance contains 7.9% by weight of magnesium and 14
．． Contains 3% by weight of carbon dioxide.

Process Eleven three-neck flasks equipped with a stirrer, thermometer, and condenser are charged with alkylphenol, diluent oil, and hexane.

The mixture is stirred and heated to a temperature of 50°C. The magnesium ethoxyethoxide carbonate complex is then added gradually over a period of 30 minutes through a tube inserted into the reaction mixture. After the addition of the complex is complete, the mixture is heated to a reflux temperature of about 72° C. and stirred at reflux for 1 hour. Distillation is then carried out to a bottom temperature of 150°C to remove volatile solvents including neutralized water, methoxyethanol and hexane. Bring the mixture to a temperature of approx.
Strip with CO2 for 1 hour at 0°C. The above procedure yielded 300 g of neutral magnesium alkyl phenoxide, which contained 40% by weight of magnesium mono-p
- It was calculated that it contained nonyl phenoxide.

The product had a water slurry content of 0.015% by volume, an acetate alkali number of 89, and a viscosity of 93.4 centistokes at a temperature of 210° C. (approximately 98.9° C.). Comparative Example 1 In this example, a neutral magnesium alkyl phenoxide was produced using uncarbonated magnesium alcoholate for neutralization.

In this example, the same alkylphenol as in Example 1 was used,
It is mixed with equal amounts of the same fixed naphthenic oil.

The mixture also contains 1009 n-hexane. 9.2 weight in this mixture? of magnesium and 0.
Add 4% by weight of carbon dioxide and 68.5 g of magnesium ethoxyethoxide (magnesium methyl cellosolve). The addition is carried out analogously to Example 1, and the mixture is then heated to reflux temperature and kept at that temperature for 1 hour with stirring. The temperature is then increased to 150°C to remove volatiles. The mixture is then stripped with nitrogen gas for 1 hour at a temperature of about 150°C. By this operation, 310.1
A neutral magnesium alkyl phenoxide of 9 was obtained,
Is that 40 weight? It was calculated that the composition contained magnesium mono-p-nonyl phenoxide.

The water slurry content of the product is 0.002% by volume, the alkaline acetate value is 90, and the viscosity at a temperature of 2102F is 3513.2.
It was centistokes. A comparison of Example 1 and this example shows how much higher the viscosity of the product is when uncarbonated magnesium alcoholate is used for neutralization than when carbonated magnesium alcoholate is used. It will be easy to understand. Example 2 In this example, two operations were performed for comparison.

A commercially available alkylphenol composition was used in each case, which contained 7% by weight free oil, with the remainder being alkylphenol. This alkylphenol is 65% by weight of mono-p-nonylphenol and 35% by weight? dinonylphenol, and its average molecular weight was 250. Each run used a mixture of 123.59% alkylphenol composition, 171.49% fixed naphthenic oil, and 1009% n-hexane. In one operation, a magnesium alkoxide-carbonate complex containing 7.9% by weight magnesium and 14.3% by weight carbon dioxide was used. This is referred to as operation 2a. The other run used 60.79 uncarbonated magnesium alcoholate. This is referred to as operation 2b. In each operation, the operations of Example 1 and Comparative Example 1 were used. That is, carbon dioxide is used in operation 2a to remove residual volatile matter,
Operation 2b used nitrogen gas. 30 by operation 2a
7 g of product was obtained.

The water slurry content was 0.03% by volume, the alkaline acetate number was 82, and the viscosity at 2103F was 82 centistokes. In operation 2b, a product of 313.2y was obtained, the water slurry content was 0.04% by volume, and the acetate alkali value was 83.
The viscosity at a temperature of 2104F was 398 centistokes. It is clear from this result that the use of carbonated magnesium alkoxyalkoxide complex for neutralization results in a lower product viscosity. Furthermore, when comparing Example 1 and Comparative Example 1, it can be seen that the viscosity is improved more when a mixed alkylphenol is used as the alkylphenol. Example 3 Mono-p-dodecylphenol with a molecular weight of 262.4 was
5% by weight, 5% by weight of free oil? A commercially available alkylphenol composition containing the following was subjected to two neutralization operations.

On the one hand, the carbonated magnesium methoxyethoxide complex described in Example 1 was used for neutralization, and on the other hand, uncarbonated magnesium methoxyethoxide of the type described in Comparative Example 1 was used. The former is referred to as operation 3a1, and the latter is referred to as operation 3b. In each run, a mixture of 121.29 of the above alkylphenol composition, 173.9 fl of a fixed naphthenic oil, and 1009 of hexane was used. In step 3a, the complex of 67.59 is used for neutralization, and in step 3b
58.09 of the alcoholate was used for neutralization. The operating conditions were the same as in the previous example, with carbon dioxide used in run 3a and nitrogen gas used in run 3b to strip the neutral product. In operation 3a, a product of 3079 is obtained, the acetate alkalinity number is 75, the temperature is 210
The viscosity at 0F' was 1795.0 centistokes. In run 3b, a product of 306.39 was obtained with an acetate alkali number of 77 and a viscosity at a temperature of 210 F of 5000 centistokes. Example 4 Two operations were performed using the previous process.

In each run, 3 wt.% free oil, 27 wt.% dinonylphenol and 70 wt. A commercially available alkylphenol composition containing 143.79% of mono-p-nonylphenol was used. One operation (this is operation 4a)
), the above alkylphenol composition was mixed with 1009 hexane and 143.8f1 of 150SS.
Mixed with U naphthenic oil. The other operation (operation 4)
b), the alkylphenol composition is mixed with 1009 hexane and 147.69 150 SSU
Mixed with naphthenic oil. In run 4a, 93.39 magnesium alkoxide-carbonate complex was added to the mixture for neutralization.

This complex has 7.49% magnesium and 14.0% by weight? of carbon dioxide. 300f after completion of stripping with carbon dioxide! A neutral phenoxide product containing 50% by weight of magnesium alkyl phenoxide was obtained. The viscosity of the resulting composition at a temperature of 210 degrees Fahrenheit was 17.5 centistokes. In run 4b, uncarbonated magnesium alcoholate of 769 was used for neutralization. The alcoholate contains 9.20% magnesium and 0.30% carbon dioxide by weight. After stripping with nitrogen gas, a product of 3009 was obtained, which contained 50% by weight of magnesium alkyl phenoxide and had a viscosity of greater than 500 centistokes. Example 5 This example illustrates a method for making a magnesium alkyl phenoxide composition derived from sulfurized phenols.

Two operations were performed for comparison.

In each run, a commercially available sulfurized alkylphenol composition containing about 48.5% by weight sulfur-bridged mono-p-nonylphenol, 18.5% by weight sulfur-bridged dinonylphenol, and 33% by weight free fixed oil was used. 221.
69 and mixed it with 100 g of hexane. When magnesium carbonate alcoholate is used for neutralization (
This is referred to as operation 5a), and 85g of 150SSU
Add naphthenic oil. Non-carbonated magnesium alcoholate of the type described in Example 4 (9.2
(containing 0% magnesium by weight) (this is Step 5b), add 75.89 of 150 SSU naphthenic oil. In operation 5a, 88.39 to neutralize
using a magnesium alkoxide-carbonate complex of 7.49 wt.% magnesium and 14.0 wt. of carbon dioxide. In operation 5b, 9
．． 71.8f1 of uncarbonated magnesium methoxyethoxide containing 20% by weight magnesium was used. Each run gave 3009 products.

The viscosity of the product obtained in Operation 5a at a temperature of 210'F was 36 centistokes, and that of the product obtained in Operation 5b was 111.1 centistokes. Example
6 This example illustrates the preparation of an overbased magnesium alkyl phenoxide dispersion using the method of the present invention.

A small amount of oil-soluble sulfonic acid is used in the starting material. Rice Same as used in Example 2.

Rice Same amount of methoxyethanol (methyl cellosolve)
It was added as an azeotrope with

This hexane solution contains 29% by weight of a sulfonic acid composition derived from alkylbenzene with a compound content of 488.

The sulfonic acid value of this solution is 0.587 meq. /f! The acid contained 10.5% by weight of non-volatile mineral oil. This material contains 7.49% magnesium and 13.6% carbon dioxide by weight.

Procedure: Charge a hexane solution of alkyl phenol, n-hexane, and sulfonic acid into 12 three-ring flasks.

Heat the mixture to a temperature of 35°C and reduce the temperature from about 3'C to about 4
95.5 parts by weight (54.4%) of a solution of the complex in methoxyethanol is added over a period of 15 minutes while maintaining the temperature between 0.degree.
The mixture is then heated to a reflux temperature of 73°C and refluxed at this temperature for 1 hour. The remainder of the complex solution and the water azeotrope are then added simultaneously.

Addition of the complex takes place over 90 minutes and azeotrope over 75 minutes. Then 50 parts by weight of a non-volatile naphthenic diluent oil and 25 parts by weight of toluene (added for operational purposes) are added and removal of volatile solvents by distillation begins. Add the remaining fixed diluent oil at a temperature of 131°C.
Next, distillation is continued until the bottom temperature reaches 150°C. The resulting product is sparged with CO2 for 30 minutes at a temperature between 140 C and 160 C. It is then filtered through a diatom and cooled. The acetate alkali value of the final product was 162.
Example 7 In this example, an overbased composition was produced in accordance with the present invention using a sulfurized alkylphenol starting material mixed with a small amount of an oil-soluble sulfonic acid.

Rice Same as the sulfurized alkylphenol used in Example 5.
Rice This hexane solution contains 26.3 weight of a sulfonic acid composition derived from alkylbenzene and has a compound weight of 440?
include.

The sulfonic acid value of the solution is 0.59 meq. /g, and the acid contained 17.5% by weight of non-volatile mineral oil. Rice Rice Rice This substance contains 7.86% magnesium and 16.0% by weight? of carbon dioxide.

A 121 three-loaf flask equipped with a stirrer, heater, thermometer, and reflux condenser is charged with the sulfurized alkyl phenol, n-hexane, 80 pale oil, a hexane solution of the sulfonic acid, and methyl cellosolve.

Half of the total complex in methoxyethanol is added to the reaction mixture over a period of 1 hour, during which time the temperature is gradually increased to 55°C. Once addition of this neutralizing amount of complex is complete, heat the mixture to reflux and continue to reflux for 20 minutes. The mixture is then kept at reflux temperature and a solution of the remaining complex in methoxyethanol and water are added simultaneously.

Claims (1)

[Claims] 1 (a) A step of mixing the following substances (i) to (iii), (i) an alkylphenol represented by the formula ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ and formulas ▲ Numerical formulas, chemical formulas, etc. There are tables etc. ▼ Sulfurized alkylphenol (In each formula, each R is a linear or branched saturated or unsaturated aliphatic hydrocarbon radical with 4 to 30 carbon atoms, n is 1 or 2, m is 1 to 3, and the total number of carbon atoms in the aliphatic hydrocarbon radical is 8 to 40) 5 to 1 at least one phenolic compound selected from the group consisting of
00 parts by weight, (ii) 2 to 100 parts by weight of a non-volatile diluent oil with a boiling point of 160°C or higher, (iii) 5 to 120 parts by weight of a volatile process solvent with a boiling point of 150°C or lower, (b) a temperature of 30°C.
Within the range of ~60℃, the mixture obtained in step (a) above has the formula ▲ mathematical formula, chemical formula, table, etc. ▼ [Here, R^0 is a C_1 to C_6 alkyl group or etc. ▼ (where R^1 is an organic radical represented by a C_1 to C_4 alkyl group, and X is a number from 0.5 to 1.5)] Magnesium carbonate alcoholate is stoichiometrically Adding a neutralizing amount (the magnesium alcoholate contains 0.5 to 2.0 moles of CO_2 per mole)
, (c) The mixture obtained in (b) above is heated to a reflux temperature of 65°C to 9°C.
The magnesium salt of the phenolic compound, comprising a step of heating to 0°C and maintaining the temperature for 20 minutes to 1 and a half hours, and (d) removing volatile components with a boiling point of 140°C or less from the reaction mixture. A method for producing magnesium phenoxide. 2 (a) Process of mixing the following substances (i) to (iii), (i) Alkylphenol represented by the formula ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ and formula ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ sulfurized alkylphenol (in each formula, each R is a linear or branched saturated or unsaturated aliphatic hydrocarbon radical having 4 to 30 carbon atoms, n is 1 or 2, m is 1 -3, the total number of carbon atoms in the aliphatic hydrocarbon radical is 8 to 40) at least one phenolic compound selected from the group consisting of 5 to 1
00 parts by weight, (ii) 2 to 100 parts by weight of a non-volatile diluent oil with a boiling point of 160°C or higher, (iii) 5 to 120 parts by weight of a volatile process solvent with a boiling point of 150°C or lower, (b) a temperature of 30°C.
Within the range of ~60℃, the mixed formula obtained in step (a) above has the formula ▲ mathematical formula, chemical formula, table, etc. ▼ [Here, R^0 is a C_1 to C_6 alkyl group or the formula There are tables etc. ▼ (Here, R^1 is an organic radical represented by a C_1 to C_4 alkyl group, x is a number from 0.5 to 1.5)] Magnesium carbonate alcoholate is stoichiometrically Step of adding a neutralizing amount (the magnesium alcoholate contains 0.5 to 2.0 moles of CO_2 per mole)
, (c) The mixture obtained in (b) above is heated to a reflux temperature of 65°C to 9°C.
A step of heating to 0°C and maintaining the temperature for 20 minutes to 1 and a half hours, (
d) adding to the mixture an overbased amount of the magnesium carbonate alcoholate together with a stoichiometric excess of water over the amount required to hydrolyze the overbased amount of magnesium carbonate alcoholate; , and (e) boiling point 14
A method for producing magnesium phenoxide, which is a magnesium salt of the phenolic compound, comprising the step of removing volatile components at 0° C. or lower from the reaction mixture.