JPH05381B2 - - Google Patents

Description

[Detailed description of the invention]

(Industrial Application Field) The present invention relates to a method for producing an organic sulfate ester salt or an organic sulfonate. (Prior Art) Anionic surfactants, particularly sulfate ester salts or sulfonate salts, have been used in large quantities as industrial and household cleaning agents. This sulfuric acid ester salt or sulfonic acid salt can be obtained by neutralizing the sulfuric acid ester or sulfonic acid with a base, but since this neutralization is accompanied by strong exotherm, it is usually carried out in an aqueous solution. Therefore, when it is desired to obtain a sulfuric acid ester salt or a sulfonic acid salt, a method is adopted in which a large amount of water is evaporated using a large spray dryer or the like to form a powder. Others are used in the form of low concentration aqueous solutions. (Problems to be solved by the invention) Powderization of sulfate ester salt or sulfonate is as follows:
In order to evaporate a large amount of water, a huge amount of thermal energy is required from a large spray dryer, etc.
It also has problems such as causing fine powder pollution. Furthermore, the obtained powder has a low bulk specific gravity, and therefore the container is large, resulting in large equipment costs and transportation costs. On the other hand, in the production of sulfate ester salts or sulfonate salts, production costs can be reduced by producing products with as high a concentration as possible. For these reasons, highly concentrated sulfate ester salts or sulfonate salts have been eagerly desired. (Means for Solving the Problems) The present inventors have conducted intensive research to solve the above problems, and as a result, they have provided the present invention. That is, when producing an organic sulfate ester salt or organic sulfonate by neutralizing a strong acid type organic sulfate ester or organic sulfonic acid with a base, in the organic sulfate ester or organic sulfonic acid, This is a method for producing an organic sulfate ester salt or an organic sulfonate, characterized in that the neutralization is carried out in the presence of a nonionic surfactant that is liquid at least during neutralization. Strong acid type organic sulfuric esters used in the present invention include sulfuric esters of alcohols having 1 to 38 carbon atoms, preferably higher alcohol sulfuric esters, polyoxyethylene alkyl ether sulfuric esters, polyoxyethylene alkyl phenyl ether sulfuric esters, etc. can be mentioned. Examples of strong acid type organic sulfonic acids include alkylbenzene sulfonic acids having 1 to 38 carbon atoms and hydroxyalkyl (1 to 38 carbon atoms) sulfonic acids. The nonionic surfactant that is liquid at least upon neutralization used in the present invention is selected from alcohols having 1 to 38 carbon atoms, alkylphenols having 1 to 40 carbon atoms, fatty acids, etc., such as ethylene oxide, propylene oxide, or butylene oxide. A compound with at least one alkylene oxide added thereto, or an ethylene oxide adduct of polypropylene glycol, etc., which essentially exhibits mild surface activity, may be used, preferably with an average molecular weight of 150 to 20,000. A compound which is added before the neutralization of the organic sulfuric ester or organic sulfonic acid, needs to become a liquid at least during neutralization, and preferably has a melting point of 70° C. or lower. The bases used for neutralization in the present invention include commonly used bases such as sodium hydroxide, potassium hydroxide, lithium hydroxide, monoethanolamine,
Examples include diethanolamine, triethanolamine, ammonia, and the like. The production method according to the present invention is a method in which the organic sulfuric ester or the organic sulfonic acid is neutralized with the base in the presence of the nonionic surfactant that is liquid at least during neutralization. The amount of nonionic surfactant added is 50 parts by weight per 100 parts by weight of organic sulfuric ester or organic sulfonic acid.
~900 parts by weight. Non-surfactants are contained in the final organic sulfate salt or organic sulfonate without being removed, and they greatly affect the morphology of the organic sulfate salt or organic sulfonate. It is possible to appropriately select a liquid form, a flake form, or the like. When a liquid product is intended, the nonionic surfactant is preferably liquid at room temperature, and when a flake form is intended, the nonionic surfactant preferably has a melting point of 40 to 70°C. Further, neutralization with a base is carried out by a known method. (Effect of the invention) The sulfuric ester salt or organic sulfonate obtained according to the production method of the present invention has a low water content because neutralization is carried out in the presence of a nonionic surfactant that is liquid at the time of neutralization. This greatly simplifies the manufacturing process, such as eliminating the need for a water removal process using a spray dryer or the like. In addition, the obtained organic sulfate ester salt or organic sulfonate contains a nonionic surfactant, so its surfactant ability is improved, and depending on its properties, it can be in the form of flakes or liquid, making it convenient to handle. The shape can be selected as appropriate. (Example) Example 1 First, the nonionic surfactants listed in Table 1 were
Next, organic sulfonic acid was added and the mixture was thoroughly stirred and mixed, and 48% sodium hydroxide was gradually added to neutralize the mixture to obtain the desired product. Note that neutralization was performed while cooling by passing water through the internal coil, and the temperature was maintained at no higher than 50°C. The results are shown in Table 2.

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[Table] Example 2 First, nonionic surfactant 1-2 in Table 1
Pour 2000Kg into a 5000 iron reaction pot, then add linear alkylbenzene sulfonic acid having 12 carbon atoms, mix thoroughly, and add 48% sodium hydroxide.
542Kg was gradually added to neutralize it. The starting temperature for neutralization was 15°C, but since it was carried out without cooling, the maximum temperature rose to 90°C. Next, the target material was transferred to a stock tank equipped with a cooler using a pump. Although the obtained target product was an opaque liquid, no separation was observed even after it was stored at room temperature for one month. We investigated the properties of this target product as a surfactant, and found that the nonionic surfactant used and the above linear sodium alkylbenzene sulfonate having 12 carbon atoms neutralized in an aqueous solution were in the range of 0.01 to 3% aqueous solution. Exactly the same performance as a simple mixture of Example 3 In the same manner as in Example 2, 50,000 kg of the target object was obtained and then transferred to a storage tank. The viscosity of the target product was 420 centistokes at 28°C, and it was possible to transport it with an ordinary pump or a tank truck. Example 4 1000 kg of linear alcohol having 12 carbon atoms was put into a 2000 iron reaction pot, then 527 kg of concentrated sulfuric acid was introduced to make a sulfuric ester, and immediately the neutralization 48 % sodium hydroxide and 2064 kg of a nonionic surfactant listed in Table 1, No. 1-6, for neutralization. Note that neutralization was carried out at 70±5° C. while cooling to a temperature above the melting point of the nonionic surfactant. The target product obtained had a melting point of 50°C, and was an opaque liquid above the melting point. Next, the target material was turned into flakes while cooling with a drum flaker to obtain 3612 kg. We investigated the properties of this target product as a surfactant, and found that in the range of 0.01 to 5% aqueous solution, it exhibited exactly the same performance as a simple mixture of the above nonionic surfactant and the above sulfate ester neutralized in an aqueous solution. Ta.

Claims (1)

[Scope of Claims] 1. In the production of an organic sulfate ester salt or an organic sulfonic acid salt by neutralizing a strong acid type organic sulfate ester or organic sulfonic acid with a base, the organic sulfate ester or the organic The neutralization of the sulfonic acid is carried out in the presence of at least a nonionic surfactant that is liquid at the time of neutralization, and the amount of the nonionic surfactant added is 100 parts by weight of the organic sulfuric ester or organic sulfonic acid. A method for producing an organic sulfate ester salt or an organic sulfonate, characterized in that the amount is 50 to 900 parts by weight.