JPH10202080A - Nonionic surfactant - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a nonionic surfactant having a satisfactory flowability and shelf stability at a low temp. and excellent in detergency. SOLUTION: This nonionic surfactant is represented by the formula R- O-[(EO)m /(PO)n ]-[(EO)p /(PO)q ]-H, wherein R is 8-18C satd. hydrocarbon having >=50% straight chain rate, EO is C2 H4 O, PO is C3 H6 O, (m) is 2-12, (n) is 0.5-5.0, (p) is 1-8, (q) is 0.1-3.0, 5<=m+p<=15, 0.6<=n+q<=6.0 and [(EO)m /(PO)n ] and [(EO)p /(PO)q ] show random addition.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

The present invention relates to a nonionic surfactant having good low-temperature stability, excellent handling in storage and blending, and good detergency.

2. Description of the Related Art In nonionic surfactants, storage,
Due to handling requirements in the compounding step and the like, it is desired that the composition has excellent low-temperature stability such as low-temperature fluidity and storage stability. Conventionally, as a surfactant having excellent low-temperature stability, an alcohol ethoxylate obtained by adding ethylene oxide to a branched higher alcohol is known.
Detergency is inferior to linear higher alcohol ethoxylate. A nonionic surfactant comprising an alkyl group having an unsaturated bond is also excellent in low-temperature stability, but is susceptible to oxidation due to having a double bond, and is inferior in color tone and odor.

JP-A-51-13394 proposes a higher alcohol-based nonionic surfactant intermediate composition containing water and a solvent and having excellent uniform transparency and good fluidity. This is not preferable because water or solvents that do not contribute to the contamination are mixed. Next, JP-A-7-126690 proposes a surfactant obtained by randomly adding ethylene oxide and propylene oxide to a higher alcohol, and further adding ethylene oxide to a block. Although it has good detergency, its fluidity at low temperatures is slightly inferior, and when it is stored at low temperatures for a long period of time, it becomes cloudy and precipitates and its storage stability is inferior. JP-A-7-303825 proposes a nonionic surfactant obtained by randomly adding ethylene oxide and propylene oxide to a linear alcohol. Although the detergency and the fluidity at low temperatures are good, the storage stability at low temperatures is slightly inferior, and the low-temperature stability is not always satisfactory.

[0003]

SUMMARY OF THE INVENTION It is an object of the present invention to provide a nonionic surfactant which has good fluidity and storage stability at low temperatures and excellent detergency.

SUMMARY OF THE INVENTION The present invention relates to a method for producing a compound having 8 to 1 carbon atoms.
8, a specific addition form of ethylene oxide and propylene oxide to a saturated higher alcohol having a linear ratio of 50% by weight or more,
In other words, in order to ensure the randomness of ethylene oxide and propylene oxide having different reactivities, the two-stage random addition was carried out to improve the fluidity at low temperature and the storage stability while maintaining the detergency. It was based on that. That is, the present invention provides the following general formula (1)
A nonionic surfactant represented by the formula:

[0004]

## STR00002 ## R-O-[(EO) _m / (PO) _n ]-[(EO) _p / (PO) _q ] -H (1) (wherein, R represents 8 to 18 carbon atoms) Straight chain ratio of 50% by weight
Or more saturated hydrocarbon radical, EO is C ₂ H ₄ 0, PO is C ₃
H represents ₆₀ , m represents a number of 2 to 12, n represents a number of 0.5 to 5.0, p represents a number of 1 to 8, q represents a number of 0.1 to 3.0, and m + p Represents a number of 5 to 15, n + q represents a number of 0.6 to 6.0, and [(EO) _m / (PO) _n ] and [(EO) _p /
(PO) _q ] represents random addition. )

[0005]

BEST MODE FOR CARRYING OUT THE INVENTION The nonionic surfactant of the present invention comprises
In order to ensure the randomness of ethylene oxide and propylene oxide having different reactivities to higher alcohols, they are obtained by performing two-stage random addition. As the higher alcohol to be used, one or more linear and saturated alcohols are 50% by weight (hereinafter abbreviated as%) or more, preferably 6% or more.
It contains 0% or more. The linear and saturated higher alcohol has a carbon number of 8 to 18, preferably 10 to 18. Specific examples of the higher alcohol include n-octyl alcohol, n-nonyl alcohol, n-decyl alcohol, n-dodecyl alcohol, n-tridecyl alcohol, n-tetradecyl alcohol, n-hexadecyl alcohol, and n-octadecyl alcohol. And the like. When the content of the linear and saturated alcohol is less than 50%, the detergency becomes insufficient. As alcohols satisfying these conditions, higher alcohols derived from natural fats and oils such as coconut alcohol and palm alcohol, and synthetic alcohols such as dovanol (manufactured by Mitsubishi Chemical) and Diadol (manufactured by Mitsubishi Chemical) can also be used. Further, a branched saturated alcohol such as tridecanol can also be mixed with the straight-chain saturated alcohol within a range where the straight-chain ratio of the mixed alcohol system becomes 50% or more.

It is essential that the addition form of ethylene oxide and propylene oxide be added randomly. Block addition, such as adding ethylene oxide to higher alcohol and then adding propylene oxide, cannot improve the low-temperature fluidity and storage stability. On the other hand, if simply added at random, the reactivity of ethylene oxide and propylene oxide is different, so ethylene oxide is added more to the alcohol side and propylene oxide is added more to the terminal, so that storage stability at low temperature is low. Is inferior. Further, if the ratio of propylene oxide is simply increased to add propylene oxide to the alcohol side, the storage stability at low temperatures is improved, but the detergency is reduced. Therefore, by dividing the random addition into two stages, the bias of the addition of propylene oxide is reduced, and a product having good low-temperature fluidity and storage stability and excellent detergency can be obtained.

[0007] The number of moles of ethylene oxide added is 2 to 2 in the first stage.
The amount is 12 mol (preferably 3 to 8 mol), second stage 1 to 8 mol (preferably 3 to 8 mol), and a total of 5 to 15 mol (preferably 6 to 13 mol). If the total number of moles deviates from this range, the detergency decreases. The addition mole number of propylene oxide is 0.5 to 5.0 moles (preferably 1.
5 to 3 mol) Second stage 0.1 to 3.0 mol (preferably 0.1 mol)
~ 1.5 mol), in total 0.6-6.0 mol (preferably 2 mol)
４4 mol). When the total number of moles is less than 0.6 mol, the fluidity and storage stability at low temperatures are insufficient, and the low-temperature handling properties are poor. On the other hand, if it exceeds 6.0 mol, the fluidity and storage stability at low temperatures are improved, but the detergency decreases. In the production of the two-stage random adduct, first, a higher alcohol and a catalyst were charged into a reactor, nitrogen replacement, heating, and dehydration were performed, and then a predetermined amount of first-stage ethylene oxide and propylene oxide were mixed at a predetermined reaction temperature. In the second stage, a predetermined amount of ethylene oxide and propylene oxide are introduced and reacted. Examples of the introduction method include a method in which ethylene oxide and propylene oxide are introduced at a predetermined ratio from separate introduction ports and reacted simultaneously in a reactor, but are not particularly limited. Examples of the catalyst include a basic catalyst such as caustic soda and caustic potassium, and an Al-Mg composite oxide-based solid catalyst, but are not particularly limited.
The obtained reaction crude product is purified by neutralization with acetic acid or the like, adsorption treatment with an alkali adsorbent or the like, filtration, or the like.

The nonionic surfactant of the present invention can be used as a general detergent, a refining agent, a rust preventive, an emulsifier, a dispersant, and the like. It is suitable as a kitchen detergent. In the detergent for clothes and the detergent for dishes, components conventionally used in addition to the nonionic surfactant of the present invention can be blended. Specific examples of these components include soaps, alkyl benzene sulfonates, higher alcohol ethoxy sulfates, anionic surfactants such as α-olefin sulfonates, non-ionic surfactants such as alkylamine oxides and alkylol amides. Agents, amphoteric surfactants such as betaine type and amino acid type, divalent metal ion scavengers such as nitrilotriacetate, ethylenediaminetetraacetate, citrate and polyacrylate, alkalis such as carbonate and silicate Inorganic builders such as builders, zeolites, sulfates and sulfites; anti-soil repellents such as polyethylene glycol; hydrotropes such as paratoluenesulfonic acid and ethanol; bacteriostatic agents such as sodium benzoate; enzymes; pigments; Is mentioned.

[0009]

The nonionic surfactant of the present invention has good detergency and excellent low-temperature stability, and therefore has good handling properties such as low-temperature storage and compounding steps. Next, the present invention will be described in more detail by way of examples, but the present invention is not limited to the following examples.

【Example】

[0010] Example 1 lauryl alcohol (C ₁₂ straight chain saturated alcohols, New Japan Chemical Ltd. Konoru 20P, molecular weight 188) were charged 300g and caustic potassium 2.8g autoclave, and the autoclave was heated to substituted 90 ° C. Nitrogen After, pressure 5mmH
g and dehydrated with stirring for 30 minutes. After that, the temperature 12
While maintaining 0 ° C. and a pressure of 2 kg / cm ² , a mixed liquid of 211 g of ethylene oxide and 185 g of propylene oxide was introduced,
After completion of the introduction, the mixture was aged for 2 hours to obtain an addition reaction product. After aging,
It was cooled to 60 ° C., degassed under reduced pressure for 5 minutes, and taken out to obtain 697 g of a one-step reaction product (I). This one-step reaction product (I) has a hydroxyl value of 128.8 mgKOH /
g, 3.0 mol of ethylene oxide and 2.0 mol of propylene oxide were added from ¹ H-NMR, and ethylene oxide and propylene oxide were added randomly from ¹³ C-NMR, and ethylene oxide was added to the terminal. It was confirmed that there was both of those having propylene oxide and those having propylene oxide added. Next, 300 g of the first-stage reaction product (I) was charged into an autoclave, the inside of the autoclave was replaced with nitrogen, and the temperature was raised. Thereafter, while maintaining a temperature of 120 ° C. and a pressure of 2 kg / cm ² , a mixed solution of 106 g of ethylene oxide and 8 g of propylene oxide was introduced, and the mixture was aged for 2 hours after completion of the introduction to obtain an addition reaction product. After aging, the mixture was cooled to 60 ° C., degassed under reduced pressure for 5 minutes, taken out, and 414 g of a reaction solution was obtained.
g was added to obtain a two-stage reaction product neutralized product (A). This reaction neutralized product (A) had a hydroxyl value of 93.4 mgKOH / g, ¹ H-
From NMR, 6.5 moles of ethylene oxide and propylene oxide
2.2 mole addition, ethylene oxide and propylene oxide are added randomly by ¹³ C-NMR, and both ethylene oxide and propylene oxide are added at the end. Was confirmed.

Example 2 An autoclave was charged with 150 g of the one-step reaction product (I) of Example 1, and the inside of the autoclave was replaced with nitrogen and heated. Then, while maintaining the temperature of 120 ° C. and the pressure of 2 kg / cm ² , 106 g of ethylene oxide and 20 g of propylene oxide
Was added and the mixture was aged for 2 hours after the completion of the introduction to obtain an addition reaction product. After aging, the mixture was cooled to 60 ° C., degassed under reduced pressure for 5 minutes, and taken out to obtain 276 g of a reaction solution.
Was added to obtain a two-stage reaction product neutralized product (B). This reaction neutralized product (B) had a hydroxyl value of 70.2 mgKOH / g, ¹ H-NM
10.0 mol of ethylene oxide and propylene oxide of 3.
0 mol was added, and it was confirmed from ¹³ C-NMR that ethylene oxide and propylene oxide were added randomly, and that both ethylene oxide and propylene oxide were added to the terminals. Was.

Example 3 Palm alcohol (C_Ten~₁₈Linear saturated alcohol, New Japan
100g of Rika Conol 20S, molecular weight 210) and caustic
0.8 g of potassium is charged into an autoclave and autoclaved.
After the inside of the chamber was replaced with nitrogen and heated to 90 ° C., the pressure was 5 mmH
g and dehydrated with stirring for 30 minutes. After that, the temperature 12
0 ° C, pressure 2Kg / cm^TwoWhile maintaining ethylene oxide
A mixture of 105 g and 55 g of propylene oxide was introduced and introduced.
After completion of the addition, the mixture was aged for 2 hours to obtain an addition reaction product. Continued
Temperature 120 ° C, pressure 2Kg / cm ^TwoWhile maintaining oxidation
Introduced a mixture of 63 g of styrene and 14 g of propylene oxide
After completion of the introduction, the mixture was aged for 2 hours to obtain an addition reaction product.
After aging, cool to 60 ° C and degas under reduced pressure for 5 minutes.
337 g of a reaction solution was obtained, and 0.8 g of acetic acid was added.
Then, a two-stage reaction product neutralized product (C) was obtained. This reaction neutralized product
(C) has a hydroxyl value of 79.5 mgKOH / g,¹H-NMR
8.0 mol of ethylene oxide and 2.5 mol of propylene oxide
Add¹³From C-NMR, ethylene oxide and propylene oxide
Len is added randomly, and ethylene oxide is added to the end.
And propylene oxide are added
It was confirmed that there were both.

[0013] Example 4 oxo alcohols (C ₁₂ ~ _13, Chokukusariritsu 80% saturated alcohol, manufactured by Mitsubishi Chemical Dobanol 23, molecular weight 194) 10
0 g and 1.0 g of caustic potassium were charged into an autoclave,
After the inside of the autoclave was replaced with nitrogen and heated to 90 ° C., dehydration was performed while stirring at a pressure of 5 mmHg for 30 minutes. Then, while maintaining the temperature of 120 ° C. and the pressure of 2 kg / cm ² ,
A mixed solution of 159 g of ethylene oxide and 75 g of propylene oxide was introduced, and the mixture was aged for 2 hours after completion of the introduction to obtain an addition reaction product. Subsequently, while maintaining a temperature of 120 ° C. and a pressure of 2 kg / cm ² , 114 g of ethylene oxide and 30 g of propylene oxide
g of the mixed solution was introduced, and the mixture was aged for 2 hours after the completion of the introduction to obtain an addition reaction product. After aging, cool to 60 ° C and
After degassing for MIN, take out 478 g of the reaction solution,
1.0 g was added to obtain a two-stage reaction product neutralized product (D). This reaction neutralized product (D) had a hydroxyl value of 60.9 mgKOH / g, and ¹
12.0 mol of ethylene oxide and 3.5 mol of propylene oxide are added by H-NMR, and ethylene oxide and propylene oxide are added randomly by ¹³ C-NMR, and ethylene oxide is added to the terminal. It was confirmed that there was any of those to which propylene oxide was added.

[0014] Comparative Example 1 lauryl alcohol (C ₁₂ straight chain saturated alcohols, New Japan Chemical Ltd. Konoru 20P, molecular weight 188) were charged 250g and caustic potassium 1.6g autoclave, heated to substituted 90 ° C. The autoclave with nitrogen After that, pressure 5mm
The mixture was dehydrated with stirring at Hg for 30 minutes. Then the temperature 1
While maintaining the temperature at 60 ° C. and the pressure at 2 kg / cm ² , 469 g of ethylene oxide was introduced, and after completion of the introduction, the mixture was aged for 30 minutes to obtain an addition reaction product. After ripening, cool to 60 ° C and reduce
After degassing for a minute, take out 719 g of the reaction product (II)
I got 0.7 g of acetic acid was added to 300 g of the reaction product (II) to obtain a reaction neutralized product (E). This reaction neutralized product (E) had a hydroxyl value of 103.8 mg KOH / g, ¹ H-NM
From R, it was confirmed that 8.0 mol of ethylene oxide was added, and from ¹³ C-NMR, ethylene oxide was added as a block.

Comparative Example 2 300 g of the reaction product (II) of Comparative Example 1 was charged into an autoclave, the inside of the autoclave was replaced with nitrogen, and the temperature was raised. Thereafter, while maintaining a temperature of 120 ° C. and a pressure of 2 kg / cm ² , 65 g of propylene oxide was introduced, and after completion of the introduction, the mixture was aged for 2 hours to obtain an addition reaction product. After the completion of aging, the mixture was cooled to 60 ° C., degassed under reduced pressure for 5 minutes, taken out to obtain 365 g of a reaction solution, and 0.7 g of acetic acid was added to obtain a reaction neutralized product (F). This reaction neutralized product (F) had a hydroxyl value of 85.5 mg KOH
/ G, 8.0 mol of ethylene oxide and 2.0 mol of propylene oxide were added from ¹ H-NMR, and ethylene oxide and propylene oxide were added to the block from ¹³ C-NMR, and propylene oxide was added to the terminal. It was confirmed that.

Comparative Example 3 150 g of the one-step reaction product (I) of Example 1 was charged into an autoclave, the inside of the autoclave was replaced with nitrogen, and the temperature was raised. Thereafter, 76 g of ethylene oxide was introduced while maintaining the temperature at 160 ° C. and the pressure at 2 kg / cm ^2, and after completion of the introduction, aging was performed for 30 minutes to obtain an addition reaction product. After aging, the mixture was cooled to 60 ° C., degassed under reduced pressure for 5 minutes, taken out to obtain 226 g of a reaction solution, and 0.6 g of acetic acid was added to obtain a reaction neutralized product (G). This reaction neutralized product (G) has a hydroxyl value of 85.7 mg KO.
From H / g and ¹ H-NMR, 8.0 mol of ethylene oxide and 2.0 mol of propylene oxide were added, and from ¹³ C-NMR, random addition of ethylene oxide and propylene oxide and block addition of ethylene oxide were confirmed. It was also confirmed that ethylene oxide was added to the terminal.

Comparative Example 4 Lauryl alcohol (C₁₂Linear saturated alcohol, New Japan
Rika Conol 20P, molecular weight 188) 100 g, caustic
0.8 g of potassium is charged into an autoclave and autoclaved.
After the inside of the probe was replaced with nitrogen and heated to 90 ° C., the pressure was 5 mm.
The mixture was dehydrated with stirring at Hg for 30 minutes. Then the temperature 1
20 ° C, pressure 2Kg / cm^TwoMaintaining ethylene oxide
A mixture of 187 g and 62 g of propylene oxide was introduced and introduced.
After completion of the addition, the mixture was aged for 2 hours to obtain an addition reaction product. After aging
Cool to 60 ° C, degas under reduced pressure for 5 minutes, then remove
Then, 349 g of a reaction solution was obtained, and 0.8 g of acetic acid was added to neutralize the reaction.
The product (H) was obtained. This reaction neutralized product (H) has a hydroxyl value
85.4 mg KOH / g, ¹Ethylene oxide from H-NMR
8.0 mol of propylene oxide and 2.0 mol of propylene oxide are added, ¹³C
-NMR shows that ethylene oxide and propylene oxide
And ethylene oxide and propylene oxide at the ends.
It is confirmed that there are some
Compared with the neutralized products (A) to (D) of Examples 1 to 4,
It was confirmed that pyrene was often added. Real
Nonionic surfactant obtained in Examples 1 to 4 and Comparative Examples 1 to 4
The low-temperature stability and detergency of the surfactant were evaluated by the following methods.
The results are shown in Table-3.

Evaluation method of low-temperature stability (1) Fluidity 50 g of a sample (nonionic surfactant) was placed in a sample bottle and stored in a thermostat at a predetermined temperature, and the presence or absence of fluidity 30 days after storage was determined. Criteria 基準: Fluid even at 5 ° C or less △: No fluidity at 5 ° C, fluidity at 10 to 15 ° C ×: No fluidity at 15 ° C or less (2) Storage stability Place 50 g of sample in a sample bottle And stored in a thermostat at a predetermined temperature, and the appearance after 30 days of storage was determined. Criteria 基準: Uniform transparent liquid even at 10 ° C or less △: Fine turbidity or two-phase separation at 10 ° C, Uniform transparent liquid at 15 to 20 ° C ×: Fine turbidity, turbidity or two-phase separation at 20 ° C

Detergency Evaluation Method (1) Kitchen Detergent The kitchen detergents shown in Table 1 were prepared, and the leanut detergency was measured. Soybean oil and beef tallow, each prescribed by the Japanese Pharmacopoeia 10
g and 0.1 g of oil red were dissolved in 60 ml of chloroform to prepare a dirty solution. The glass plate was immersed in the dirt solution for contamination, and chloroform was removed by air drying at 25 ° C. to prepare dirt pieces (dirt amount: 20 to 30 mg / sheet). Six of these pieces of dirt were placed in 700 ml of a 0.15% detergent solution at 25 ° C., and washed at 250 rpm for 3 minutes. Water used is 5 degrees DH
Was used. The detergency was calculated by the following equation, and the detergency was expressed as a detergency index with the detergency of Comparative Example 1 taken as 100. Detergency (%) = (1−S) × 100 S = (W ₂ −W ₀ ) / (W ₁ −W ₀ ) (where W ₀ is the weight of the glass plate and W ₁ is the glass plate after contamination. weight, W ₂ is the weight of the glass plate after washing air drying.) during washing index _{= (S 1 / S 0)} × 100 ( wherein, S ₀ is detergency of Comparative example 1, S ₁ is cleaned of the sample Power.

[0020]

Table 1 Composition of kitchen detergent ───────────────────────────────── Ingredients %) Nonionic surfactant (Example or Comparative Example) 15 Sodium lauryl ether sulfate 3 Lauryl diethanolamide 5 Ethanol 3 Sodium toluenesulfonate 2 Sodium benzoate 0.5 Perfume 0.2 Water Balance

(2) Clothes Detergent The detergents for clothing shown in Table 2 were prepared, and the oil detergent 30 (7) 4
Detergency was measured according to 32-441 (1981). U
S. Testing Terg-O-Tometer
Was used as a washing device. Ten pieces of wet artificial soil cloth, Sebam cloth, and clean knitted cloth of the Laundry Science Association were put into the washing apparatus, and the bath ratio was adjusted to 30 times.
Washed for minutes. The washing liquid used was 900 ml with a detergent concentration of 0.067%, and the rinsing was performed with 900 ml of water for 3 minutes. The water used was 5 degrees DH. The detergency was calculated by the following formula, and was expressed as a detergency index with the detergency of Comparative Example 1 as 100. Detergency (%) = 100 × (K / S of dirty cloth−K of cleaning cloth)
/ S) / (K / S of dirty cloth−K / S of uncleaned cloth) K / S = (1−R / 100) ² / (2R / 100) (where R is reflectance (%)) Cleaning index = (S ₁ / S ₀ ) × 100 (where S ₀ is the cleaning power of Comparative Example 1 and S ₁ is the cleaning power of the sample).

[0022]

Table 2 Composition of detergent for clothing ───────────────────────────────── Ingredients Amount (weight) %) Nonionic surfactant (Example or Comparative Example) 35 Sodium lauryl ether sulfate 5 Oleic acid 2 Diethanolamine 10 Ethanol 3 Proteolytic enzyme 0.5 Fluorescent agent 0.2 Fragrance 0.2 Water Balance

[0023]

Table 3 Table 3 { Example 1 } Example 2 Example 2 3 Example 4 Surfactant ABCD Raw material alcohol Number of carbon atoms 12 12 10-18 12-13 Linear ratio 100 100 100 80 First stage addition Additional form random random random random EO: m 3.0 3.0 5.0 7.0 PO: n 2.0 2.0 2.0 2.5 Second stage addition form Random Random Random Random EO: p 3.5 7.0 3.0 5.0 PO: q 0.2 1.0 0.5 1.0 m + p 6.5 10.0 8.0 12.0 n + q 2.2 3.0 2.5 3.5 Low-temperature fluidity ○ ○ ○ ○ Low-temperature storage stability ○ ○ ○ ○ Cleaning power (for kitchen) 103 102 105 101 Cleaning power (for clothing) 101 105 102 107

[0024]

[Table 4] Table 3 (Continued) ───────────────────────────────────Comparative Example 1 Comparative Example 2 Comparative Example 3 Comparative Example 4 Surfactant EFGH Raw material alcohol Number of carbon atoms 12 12 12 12 Linear ratio 100 100 100 100 First stage addition Additional form Block Block Random Random EO: m 8.0 8.0 3.0 8.0 PO: n 0 0 2.0 2.0 Second stage addition Form-Block Block-EO: p 0 0 5.0 0 PO: q 0 2.0 00 m + p 8.0 8.0 8.0 8.0 n + q 0 2.0 2.0 2.0 Low-temperature fluidity × △ △ ○ Low-temperature storage stability × × △ △ Cleaning power (for kitchen) 100 95 105 105 Cleaning power (for clothing) 100 95 103 103

Claims (2)

[Claims] 1. A nonionic surfactant represented by the following general formula (1). Embedded image R—O — [(EO) _m / (PO) _n ]-[(EO) _p / (PO) _q ] —H (1) Straight chain ratio of 50% by weight
Or more saturated hydrocarbon radical, EO is C ₂ H ₄ 0, PO is C ₃
H represents ₆₀ , m represents a number of 2 to 12, n represents a number of 0.5 to 5.0, p represents a number of 1 to 8, q represents a number of 0.1 to 3.0, and m + p Represents a number of 5 to 15, n + q represents a number of 0.6 to 6.0, and [(EO) _m / (PO) _n ] and [(EO) _p /
(PO) _q ] represents random addition. ) 2. The nonionic surfactant having a carbon number of 8 to 1
8, 2 to 12 moles of ethylene oxide per mole of a saturated aliphatic primary alcohol having a linear ratio of 50% by weight or more.
0.5 to 5.0 moles of propylene oxide are added at random, and after the addition reaction is completed, 1 to 8 moles of ethylene oxide and 0.1 to 3.0 moles of propylene oxide are added at random. 2. The nonionic surfactant according to claim 1, which is a nonionic surfactant.