JPS5811435B2 - Method for purifying higher alcohol or sulfate ester salt of its ethylene oxide adduct - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a method for purifying higher alcohols or sulfate ester salts of their ethylene oxide adducts.

Sulfate ester salts of higher alcohols or their ethylene oxide adducts are typical anionic surfactants and are often used in the bases of household detergents, shampoos, and the like.

Household detergents and shampoos are usually flavored with various fragrances or colored to increase their commercial value.

Therefore, it is desirable that the higher alcohol or the sulfate ester salt of its ethylene oxide adduct be essentially odorless and inert to dyes and fragrances.

However, regardless of the manufacturing method, these sulfate ester salts have a unique odor and contain impurities that act on perfumes and dyes to change their odor or discolor them.

Although higher alkyl ketones, aldehydes, cyclic ethers, and the like were presumed to be impurities, the inventors of the present invention further investigated and discovered the presence of reducing sulfur compounds as impurities.

This reducing sulfur compound is one of the main causes of odor, odor change, and discoloration, and the present invention provides a method for purifying sulfuric acid ester salts by removing these compounds.

The sulfuric acid ester salt that is the object of the present invention can be obtained by adding ethylene oxide to a higher alcohol derived from natural animal or vegetable oils or synthetic higher alcohol used as a surfactant, or by adding ethylene oxide to the sulfuric acid ester salt using various known methods. It is a compound that has been esterified and further neutralized with a basic compound.

The present invention provides 0.001 to 1
%, preferably 0.002 to 0.05% hydrogen peroxide and one or more selected from peroxo acids or salts thereof, and stir and mix for about 20 to 180 minutes. Simply doing so will accomplish your goal.

The treatment temperature is usually 10 to 100°C, but is not particularly limited.

Also, it is best to add it as an aqueous solution after sulfation and during neutralization.

Specific examples of the peroxo acid or its salt include perchloric acid, persulfuric acid, persulfuric acid, perboric acid, perphosphoric acid, and salts thereof, and any of these can be used.

According to the present invention, the stability of higher alcohols or sulfate ester salts of their ethylene oxide adducts against fragrances and dyes can be easily improved, and an extremely excellent base for detergents and shampoos can be obtained.

Example 1 An oxo alcohol having 12 to 13 carbon atoms (hydroxyl value: 280) was sulfated with chlorosulfonic acid, and the reaction product was neutralized with an aqueous triethanolamine solution to obtain a sulfate.

This material contains 35% of the sulfate, 0.8% of unreacted alcohol.
, the remainder is a paste consisting of water.

Add 0.005% potassium persulfate to this paste.
, 0.01%, and 0.02% were added and stirred at 60°C for 30 minutes. The rate of discoloration and odor test due to the azo dye were as shown in Table 1.

Table 1 Addition amount (%), Discoloration rate 1) Odor 2) 0
4.6 +0.005
2.0 ±0°01
1.5 -0.02 1. ．． 2
:, -Note 1) Take 25ml of sample into a test tube and add 0.1% azo dye solution (Food Yellow N
o, 5) Add 0.5 mAl, cap, shake well, and leave to stand for 48 hours, then measure the visible absorption spectrum using a spectroscopic needle.

Where Do is the absorbance with water as the standard and D is the absorbance of the sample, the rate of discoloration = Do/D 2) Based on a sensory test.

. Example 2 Coconut oil reduced alcohol (hydroxyl number 275 was sulfated with chlorosulfonic acid and then neutralized with aqueous ammonia,
Paste of sulfate ester salt (341% sulfate ester salt,
Hydrogen peroxide solution (6% unreacted alcohol, remainder water)
0%) as hydrogen peroxide and 0.005.0% respectively.
After adding 0.01 and 0.02% and processing at 60° C. for 1 hour, the results of the discoloration rate and odor test were as shown in Table 2, as in Example 1.

Table 2 Addition amount (%) Discoloration rate Odor 0 7, 2 +0.
005 1.2 -0.01
1.1 -0.02
1.3 Example 3 The compound obtained by adding ethylene oxide to the alcohol of Example 2 (hydroxyl value 175) was esterified with chlorosulfonic acid, and then neutralized with an aqueous solution of caustic soda to form a sulfuric ester salt of 30% and unreacted alkino. A paste was obtained consisting of 1.2% ether and the balance water.

Add hydrogen peroxide solution (60%) to this with a pure content of 0.003
．． Add 0.006% and 0.01% and stir at 60°C for 1 hour.

Table 3 shows the results of a sensory test of the rate of discoloration caused by the azo dye and the degree of odor change caused by the fragrance (α-limonene).

Table 3 Addition amount (%) Discoloration/fading rate Fragrance change level 0
1.5. , + 0.003 1.2 -0.006
1.1 -0.01
1.1 Example 4 To the sulfate paste obtained in Example 1, potassium perborate was added at 0.005% and hydrogen peroxide (60%) was added at 0.001, 0.005 and 0 in terms of purity. .01% added, 60℃
Stir for 1 hour.

Thereafter, a fading dye and odor test were conducted in the same manner as in Example 1, and the results are shown in Table 4.

Example 5 0 potassium persulfate was added to the sulfate paste obtained in Example 1.
．． 005% and hydrogen peroxide (60%) in pure terms.
001. Added 0.005 and 0.01, and 1 at 60°C.
Stir for an hour.

Thereafter, the discoloration rate and odor test were conducted in the same manner as in Example 1, and the results are shown in Table 5.

Claims (1)

[Claims] 1. A higher alcohol or its ethylene oxide, which is characterized by adding and blending one or more selected from hydrogen peroxide and peroxo acid or its salt to the sulfuric ester salt of the higher alcohol or its ethylene oxide adduct. Method for purifying sulfate ester salt of adduct.