JPH11244608A - Water-soluble defoaming agent composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a polyether-based defoaming agent having excellent defoaming property while showing solubility in water by preparing a compd. for the defoaming agent by addition polymn. of a specified amt. of an alkylene oxide having specified number of carbon atoms to a nonreducing sugar which is produced by chemically modifying a reducing sugar with an alcohol having a specified number of carbon atoms and a specified valence. SOLUTION: A 1-12C alcohol having 1 to 3 valences is a 1-12C org. compd. having 1 to 3 hydroxyl groups in the molecule, and for example, an aliphatic alcohol having straight-chain or branched alkyl groups or alkenyl groups is used. As a 2-4C alkylene oxide, ethylene oxide, propylene oxide and the like are exemplified. The average molar amt. of the alkylene oxide added to the sugar is 15 to 65 and preferably 20 to 60. When the amt. is less than 15 mol, the defoaming property decreases. If the number exceeds 65 mol, the defoaming property and solubility in water decrease.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

The present invention relates to an antifoaming agent. More specifically, various industries dealing with foaming aqueous solutions, such as synthetic resin manufacturing industry, synthetic rubber manufacturing industry, textile processing industry,
In various processes such as dye industry, dyeing industry, fermentation industry, various wastewater treatment industries, paper pulp manufacturing industry, construction industry, paint manufacturing and coating industry, it is uniformly dissolved in foaming aqueous solution and becomes cloudy or oil film-like suspended matter The present invention relates to a novel antifoaming agent composition which does not cause any problem or the like and exhibits excellent defoaming properties against generated air bubbles.

[0002]

2. Description of the Related Art Conventionally, for these industrial uses, polyether-based end products having no adverse effects such as oil spots, pinholes, repelling, and oil floating on the final product, and almost no generation of scum and sediment are observed. Foams are preferred.

Conventionally, polyether-based antifoaming agents include:
To octahydric alcohols such as stearyl alcohol, dipropylene glycol, glycerin, sorbitan, sucrose, etc. to which an alkylene oxide has been added, or those whose ends have been esterified with fatty acids (Japanese Patent Publication No. 45-301)
No. 89, JP-B-47-40394, JP-B-49-38
No. 923, JP-A-50-22788, JP-A-54-1
No. 33484, Japanese Patent Laid-Open No. 54-135298, Japanese Patent Publication No. Sho 6
Nos. 1-7847, JP-A-2-21905, JP-A-2-21907, etc., and those obtained by adding an alkylene oxide to an alkylphenol (JP-B-47-325).
No. 11, JP-A-55-92110, etc.) and propylene glycol fatty acid monoester (JP-A-52-110).
-97385). Examples of water-soluble polyether-based antifoaming agents include, for example,
Japanese Patent Application Laid-Open No. 6-48210 and Japanese Patent Application Laid-Open No. 4-29735 are known.

In general, a polyether-based antifoaming agent has a temperature and a cloud point at which the solution begins to become cloudy in an aqueous solution, and if the temperature is higher than the cloud point, sufficient defoaming properties cannot be obtained. Therefore, the water solubility and the defoaming property of dissolving transparently are hardly compatible with each other, and the defoaming agent showing the water solubility described above was also insufficient in defoaming property. In addition, a product obtained by adding an alkylene oxide to a monovalent to octavalent alcohol, an alkylene oxide adduct of an alkylphenol, a propylene glycol fatty acid monoester, and the like have a drawback that their water solubility is insufficient.

[0005]

Generally, polyether-based antifoaming agents have a drawback that water solubility and defoaming property are not compatible. Accordingly, an object of the present invention is to provide a polyether-based antifoaming agent which exhibits water-solubility and is excellent in defoaming properties.

[0006]

Means for Solving the Problems As a result of intensive studies, the present inventors have found that a compound obtained by addition-polymerizing a specific saccharide with an alkylene oxide exhibits excellent water solubility and a good defoaming effect. The invention has been reached. That is, the present invention provides a non-reducing saccharide obtained by chemically modifying a reducing saccharide with an alcohol having 1 to 12 carbon atoms and 1 to 3 valences,
A water-soluble defoamer composition comprising a compound obtained by addition-polymerizing an alkylene oxide having 2 to 4 carbon atoms in an average of 15 to 65 mol.

[0007]

BEST MODE FOR CARRYING OUT THE INVENTION In the present invention, a reducing saccharide is a saccharide in which a hemiacetal hydroxyl group remains in a molecule among saccharides, such as glucose and fructose in a monosaccharide, and maltose and lactose in a disaccharide. Sophorose, cellobiose, gentiobiose and the like, and trisaccharides include gentianose, raffinose and the like. Of these, monosaccharides and disaccharides are preferred, and glucose and maltose are particularly preferred.

In the present invention, an alcohol having 1 to 12 carbon atoms and a valency of 1 to 3 is an organic compound having 1 to 3 hydroxyl groups in the molecule and having 1 to 12 carbon atoms. Aliphatic alcohols having a chain or branched alkyl group, alkenyl group, etc., glycols having an alkylene group,
Alkyl phenols having a phenol group, aromatic alcohols having a benzyl group, and alicyclic alcohols, such as methanol, ethanol, isopropanol, butanol, octyl alcohol, isooctyl alcohol, lauryl alcohol, allyl alcohol,
Examples include ethylene glycol, propylene glycol, butanediol, diethylene glycol, 1,9-nonanediol, glycerin, trimethylolpropane, phenol, butylphenol, cyclohexanol and benzyl alcohol. Of these, aliphatic alcohols and glycols are preferred.

In the present invention, the chemical modification method includes a Fischer method in which a reducing saccharide and an alcohol are heated in the presence of an acid catalyst, JP-A-63-84637, and JP-A 1-4
No. 7,796, JP-A-1-71897, etc., and an improved method of the Fischer method. Examples of chemically modified non-reducing saccharides include alkyl-modified sugars from higher alcohols and glucose, maltose, and the like, and condensation-modified products of various dihydric alcohols and the above saccharides.
These can be used alone or in combination in the present invention.

In the present invention, alkylene oxides having 2 to 4 carbon atoms include ethylene oxide (hereinafter abbreviated as EO), propylene oxide (hereinafter abbreviated as PO), isobutylene oxide, and 1,2-butylene oxide (hereinafter abbreviated as
BO) and tetrahydrofuran (hereinafter THF)
Abbreviation). Of these, preferred is E
O, PO and BO.

In the present invention, the average number of moles of alkylene oxide added to the saccharide is from 15 to 65, preferably from 20 to 60. When the amount is less than 15 mol, the defoaming property decreases. On the other hand, if it exceeds 65 mol, the defoaming property and the water solubility are reduced. Also, PO occupying in the alkylene oxide
Is at least 75 mol%, preferably at least 80 mol%. In the case of less than 75 mol%, for example, when the proportion of BO, THF, etc. increases, the water solubility decreases, and when the proportion of EO increases, the defoaming property decreases. The order of addition polymerization of the alkylene oxide is not particularly limited, and the type of polymerization may be block, random, or the like.

In the present invention, the degree of dispersion of the molecular weight of the compound (weight average molecular weight / number average molecular weight, hereinafter abbreviated as “dispersion degree”) is determined by gel permeation chromatography (GP).
C). GPC analyzer is HLC-80
20 [Toyo Soda Co., Ltd.], column is TSK
gelG4000HXL + G3000HXL + G200
0HXL [manufactured by Toyo Soda Co., Ltd.], solvent is purified THF, and TSK standard polyethylene oxide [Toyo Soda Co., Ltd.] is used as a standard substance for preparing a calibration curve of molecular weight.
Manufactured].

In the present invention, the dispersity of the compound is 1.2.
Or less, preferably 1.15 or less. If it exceeds 1.2, the amount of by-products having relatively low molecular weight (such as polypropylene glycol or allyl alcohol / PO adduct) is considerably large (for example, the dispersity is 1.
In the case of No. 3, about 30%), the defoaming power is reduced. Further, for example, when a high molar adduct and a low molar adduct of an alkylene oxide to the saccharide are mixed, the dispersity may exceed 2.0, but also in this case, the defoaming power is greatly reduced. .

In the present invention, examples of the polymerization type used for the addition of the alkylene oxide include anionic polymerization, cationic polymerization, and coordination anionic polymerization. These polymerization types may be used alone or in combination depending on the degree of polymerization. As a catalyst,
Hydroxides, alcoholates or carbonates of alkali or alkaline earth metals, and trialkylamines,
Lewis acid-based catalysts such as stannic chloride and boron trifluoride, and mineral acids, such as the composite metal cyano complex disclosed in JP-A-63-277236 or the organic aluminum porphyrin disclosed in JP-B-5-14734 A complex or the like is used. Of these, potassium hydroxide, cesium hydroxide, trimethylamine and the like are preferred, and cesium hydroxide is particularly preferred. The amount of the catalyst used is 0.05 to 2.0% by weight based on the weight of the compound at the end of the polymerization.
And preferably 0.1 to 1.0% by weight.

In the present invention, the addition polymerization reaction may be carried out under ordinary conditions, for example, at a temperature of 70 to 150 ° C.
Preferably it is 80-130 degreeC. The maximum pressure (gauge pressure) during the polymerization is 8 kg / cm ² , preferably 6 kg / cm ² .
/ Cm ² . The time required for the reaction is usually 4 to 12
Time.

In the present invention, as a method for removing a catalyst from the polymer obtained by polymerization, for example,
As described in JP-A-3745, a method in which an alkaline catalyst is neutralized with an acidic component and the resulting salt is removed by filtration, a method using an alkali adsorbent disclosed in JP-A-53-123499, and JP-B-49-14359. No. 5,049,045, a method of dissolving in a solvent described in Japanese Patent Publication No. JP-A-51-23211, a method using an ion exchange resin, and a carbonate produced by neutralizing an alkaline catalyst disclosed in Japanese Patent Publication No. 52-33000 with carbon dioxide gas. There is a method of filtering and neutralizing with various organic acids and inorganic acids, or in the case of an acidic catalyst, once weakened by an alkali component and then removed by the above method, etc. No problem.

The antifoaming agent of the present invention may be added in the form of an aqueous solution diluted to an appropriate concentration in advance or may be added as it is.
1 to 10,000 ppm, preferably 5 to 50,000 ppm.
00 ppm.

[0018]

EXAMPLES The present invention will be described in more detail with reference to the following Examples, but it should not be construed that the present invention is limited thereto. Test results such as antifoaming property and water solubility are shown in Tables 1 to 3. In the examples, test methods, and the like, parts mean parts by weight.

[Defoaming Test Method 1] A test solution having the following composition was prepared and carried out as follows according to the method described in Japanese Patent Publication No. 6-45916. First, test liquid 150
Part in a 300 cc glass bottle and add 0.045
(A defoaming agent concentration of 300 ppm) was added, the temperature was adjusted to 40 ° C. with a magnetic stirrer, and the mixture was stirred for 30 minutes. Then, using a # 4 Ford cup in an atmosphere of 30 ° C.,
m The amount of foaming (ml) due to natural fall was observed over 5 minutes. The evaluation results are shown in Table 1. [Test liquid composition] The solid content was adjusted to 2.5% by adding ion-exchanged water to Kuraray Povar PVA-706 (degree of saponification: about 92 mol%).

[Water solubility test method 1] The test solution used in the above defoaming test was placed in a 10 mm glass cell, and the transmittance (%) of visible light having a wavelength of 430 nm was measured spectrophotometrically with ion exchanged water as a control. It was measured with a meter. The evaluation was made as a relative evaluation with the test liquid without the antifoaming agent added as 100. The evaluation results are shown in Table 1.

[Defoaming test method 2] 500 ml of the following test solution is placed in a glass foam tube, and the temperature is adjusted to 40 ° C. Then, 3,000 ml of test water was poured from the bottom of the foam tube using a pump.
While circulating at / min, the top of the foam tube (the height is set constant)
The test water is foamed by dropping it on the surface of the test liquid approximately 20 cm below. When the foam height reached 100 mm, the antifoaming agent 10 PPM (vs. test water) was added, and the time required for the foam surface to decrease the most (seconds, the smaller the foam, the better the dispersibility). (Mm, smaller means better initial foam breaking) and foam height after 5 minutes of continuous circulation (mm, smaller means better foam suppression) to evaluate and compare defoaming properties did. The evaluation results are shown in Table 2.

[Test solution composition] Drug used: Karayas Supra Black B-160 [2 parts] Dianix Orange B-SE manufactured by Nippon Kayaku Co., Ltd. [2 parts] Acetic acid (80% product) manufactured by Mitsubishi Kasei Corporation [0.3 parts] anhydrous sodium sulfate [25 parts] water [970.7 parts]

[Water solubility test method 2] The following test solutions were prepared and evaluated in the same manner as in the water solubility test method 1. The evaluation results are shown in Table 2. [Test solution composition] Dye: Dyanic thread G-SE [2.0 parts] (1000 parts of counter bath) Antifoaming agent: [1.0 parts] (1000 parts of counter bath) PH: acetic acid (80 parts) % Product) adjusted to 5 Melting temperature: 50 ° C x 5 minutes

[Sharpness test 2] A polyester cloth is dyed under the following conditions, and then reduced and washed. Then, after drying, the sharpness was visually evaluated. (Evaluation was performed on a 5-point scale, and the system without the defoaming agent was rated as the best 5.) The evaluation results are shown in Table 2.

[Dyeing conditions] Dye: Dyanic thread G-SE (4% owf) Defoamer: [1.0 parts] (1000 parts for dyeing bath) PH: acetic acid (80%) ) Adjusted to 5 Temperature, time: 130 ° C x 45 minutes [Reduction washing conditions] Temperature, time: 80 ° C. × 10 minutes (bath ratio 1:20) Post-treatment: Washed with water, dried and ironed.

[Defoaming test method 3] According to Defoaming test method 2, the test was carried out as follows. 500 ml of foaming test water (paper factory drainage) was put into a glass foam tube, and the temperature was adjusted to 30 ° C. Next, while circulating the test water from the bottom of the foaming tube at 3000 ml / min using a pump, the test water was foamed by dropping it on a test liquid surface approximately 20 cm below the top of the foaming tube. When the foam height reaches 100 mm, an antifoaming agent 50 PPM is added, and the time required for the foam surface to decrease the most, the foam height, and the foam height are maintained and the foam height after 5 minutes is defoamed. The properties were evaluated and compared. The evaluation results are shown in Table 3.

[Water solubility test method 3] The water solubility test method was evaluated in the same manner as in the water solubility test method 1, using the foaming test solution for which the above-mentioned defoaming property was evaluated. The evaluation results are shown in Table 3.

Example 1 194 parts of methylglycoside (theoretical molecular weight: 194) and 3.0 parts of a 40% aqueous solution of trimethylamine (hereinafter abbreviated as TMA) were added to a pressure-resistant container capable of controlling stirring and temperature. Then at 100-110 ° C. 88 parts EO and 174 parts P
The mixed alkylene oxide of O was subjected to addition polymerization. The required reaction time was about 6 hours. Subsequently, 3.0 parts of potassium hydroxide (special grade of reagent, the same applies hereinafter) was added, and after dehydration at 130 ° C under reduced pressure, 870 parts of PO was subjected to addition polymerization at 100 to 110 ° C. The required reaction time was about 12 hours. Next, after adding 2.5 parts of ion-exchanged water at 90 ° C., 50 parts of KYOWARD 600 [manufactured by Kyowa Chemical Industry Co., Ltd.] was added, and the mixture was stirred at the same temperature for 1 hour. Then at the same temperature N
o. 2 Filtered using filter paper [manufactured by Toyo Roshi Kaisha, Ltd.] to remove the catalyst by adsorption, and further dehydrated at 120 ° C. under reduced pressure.
Methyl glycoside / EO2 mol / PO18 mol adduct,
A compound having a dispersity of 1.05 was obtained and subjected to a defoaming test and the like.

Example 2 2 mol of glucose and 1 mol of ethylene glycol (EG) were dehydrated and condensed by an improved Fischer method described in JP-A-63-84637 to form two pyranose rings with an ethylene bond via an ether bond. EG modified glucose (theoretical molecular weight: 386) linked by a group was obtained. Next, 386 parts of the above modified substance and 4.0 parts of TMA were added to a pressure-resistant vessel capable of stirring and controlling the temperature. Next, 290 parts of PO was subjected to addition polymerization at 100 to 110 ° C. The required reaction time was about 10 hours.
Then, 12.0 parts of cesium hydroxide [manufactured by Kemetal Japan Co., Ltd., 50% aqueous solution, the same applies hereinafter] was added, and 130 parts were added.
After dehydration under reduced pressure at 1 ° C., 1450 parts of PO was
The addition polymerization was carried out at 10 ° C. Further, 144 parts of BO (produced by Dainippon Ink and Chemicals, Inc.) were subjected to addition polymerization at 120 to 130 ° C. The required reaction time was about 12 hours.
Next, the catalyst was removed and dehydrated in the same manner as in Example 1.
EG denatured glucose / 30 mol of PO / 2 mol of BO adduct,
A compound having a dispersity of 1.13 was obtained and subjected to a defoaming test and the like.

Example 3 386 parts of the modified EG glucose and 4.0 parts of TMA obtained in Example 2 were added to a pressure-resistant vessel capable of stirring and controlling the temperature. Next, 220 parts of EO was subjected to addition polymerization at 100 to 110 ° C. The required reaction time was about 5 hours. Next, 20.0 parts of cesium hydroxide was added, and after dehydration at 130 ° C. under reduced pressure, 3190 parts of PO were subjected to addition polymerization at 100 to 110 ° C. The required reaction time was about 13 hours. Then, the catalyst was removed and dehydrated in the same manner as in Example 1 to obtain a compound having an adduct of modified EG glucose / 5 mol of EO / 55 mol of PO and a dispersity of 1.19, and subjected to a defoaming test and the like.

Example 4 In the same manner as in Example 2, 3 moles of glucose and 1 mole of trimethylolpropane (TP) were dehydrated and condensed, and the three pyranose rings were converted to a trimethylolpropane residue via an ether bond. A connected TP-modified glucose (theoretical molecular weight: 620) was obtained. Next, 620 parts of the above modified substance and 4.0 parts of TMA were added to a pressure-resistant vessel capable of stirring and controlling the temperature. Next, 580 parts of PO was subjected to addition polymerization at 100 to 110 ° C. The required reaction time was about 11 hours. Next, 20.0 parts of cesium hydroxide was added, and after dehydration at 130 ° C. under reduced pressure, 2030 parts of PO was subjected to addition polymerization at 100 to 110 ° C. Further, 144 parts of BO was subjected to addition polymerization at 120 to 130 ° C. The required reaction time was about 15 hours.
Next, the catalyst was removed and dehydrated in the same manner as in Example 1.
TP denatured glucose / 45 mol of PO / 2 mol of BO adduct,
A compound having a dispersity of 1.17 was obtained and subjected to a defoaming test and the like.

Example 5 In the same manner as in Example 2, butyl-modified maltose (theoretical molecular weight: 398) was obtained from n-butanol and maltose. Then, 398 parts of the modified substance, T
4.0 parts of MA were added. Then at 100-110 ° C 4
Addition polymerization of 06 parts of PO was carried out. Required reaction time is about 10
It was time. Subsequently, 17.0 parts of cesium hydroxide was added, and after dehydration at 130 ° C. under reduced pressure, 1914 parts of PO was subjected to addition polymerization at 100 to 110 ° C. Further, 144 parts of BO was subjected to addition polymerization at 120 to 130 ° C. The required reaction time was about 12 hours. Then, the catalyst was removed and dehydrated in the same manner as in Example 1 to give butyl-modified maltose / PO.
A compound having an adduct of 40 mol / 2 mol BO and a dispersity of 1.16 was obtained and subjected to a defoaming test and the like.

Example 6 In the same manner as in Example 2, octyl-modified maltose (theoretical molecular weight: 454) was obtained from 2-ethylhexanol and maltose.
Next, the modified body 45 is placed in a pressure-resistant container capable of stirring and controlling the temperature.
4 parts and 4.0 parts of TMA were added. Then 100-110
At 4 ° C., 464 parts of PO were subjected to addition polymerization. The required reaction time was about 10 hours. Then cesium hydroxide 14.0
After dehydration under reduced pressure at 130 ° C., 1566 parts of PO were subjected to addition polymerization at 100 to 110 ° C. The required reaction time was about 12 hours. Then, the catalyst was removed and dehydrated in the same manner as in Example 1 to give octyl-modified maltose / PO.
A compound having a 35 mol adduct and a dispersity of 1.12 was obtained and subjected to a defoaming test and the like.

Comparative Example 1 An antifoaming test and the like were carried out without adding an antifoaming agent.

Comparative Example 2 Oleyl alcohol 2 was placed in a pressure-resistant container capable of stirring and controlling the temperature.
68 parts and potassium hydroxide 5.0 parts were added, and after dehydration under reduced pressure at 120 ° C., 1740 parts of PO was added at 100 to 110 ° C.
Was subjected to addition polymerization. Next, 220 parts of EO
The addition polymerization was carried out at 130 ° C. The required reaction time was about 17 hours. Then, the catalyst was removed and dehydrated in the same manner as in Example 1 to obtain oleyl alcohol / 30 mol of PO / EO.
A compound having a 5 mol adduct and a dispersity of 1.20 was obtained and subjected to a defoaming test and the like.

Comparative Example 3 Oleyl alcohol 2 was placed in a pressure-resistant container capable of stirring and controlling the temperature.
68 parts and 3.5 parts of potassium hydroxide were added, and after dehydration at 120 ° C under reduced pressure, 880 parts of EO was subjected to addition polymerization at 100 to 110 ° C. Then add 290 parts of PO to 100-1
The addition polymerization was carried out at 10 ° C. The required reaction time was about 11 hours. Next, after attaching an air cooling pipe, 73 g of adipic acid was added, and the temperature was gradually raised to 150 ° C. while a small amount of nitrogen was passed through the liquid. Thereafter, the pressure was gradually reduced, and the temperature was gradually raised to 230 ° C., and the temperature was kept until the distillation of water was no longer observed. After cooling, the catalyst was removed in the same manner as in Example 1,
After dehydration treatment, oleyl alcohol / EO 20 mol / P
An adipic acid diesterified product of an O5 mol adduct and a compound having a dispersity of 1.22 were obtained and subjected to a defoaming test and the like.

COMPARATIVE EXAMPLE 4 111.5 parts of sorbitol and 2.5 parts of potassium hydroxide were added to a pressure-resistant container capable of stirring and controlling the temperature.
After dehydration under reduced pressure at 80 ° C., 888.5 parts of PO were
The addition polymerization was carried out at 110 ° C. The required reaction time was about 14 hours. Next, the catalyst was removed and dehydrated in the same manner as in Example 1 to obtain a sorbitol / PO25 mol adduct and a compound having a degree of dispersion of 1.13, and subjected to a defoaming test and the like.

Comparative Example 5 Methyl glycoside 1 was placed in a pressure-resistant container capable of stirring and controlling the temperature.
94 parts and 3.0 parts of TMA were added. Then 100-11
At 0 ° C., 176 parts of EO were subjected to addition polymerization. The required reaction time was about 6 hours. Then, 2.0 parts of potassium hydroxide was added, and after dehydration at 130 ° C. under reduced pressure, 580 parts of PO
At 100-110 ° C. The required reaction time was about 12 hours. Then, the catalyst was removed and dehydrated in the same manner as in Example 1 to obtain a methyl glycoside / 4 mol EO / 10 mol PO adduct and a compound having a dispersity of 1.10.

Comparative Example 6 Modified butyl maltose 39 was placed in a pressure-resistant container capable of stirring and controlling the temperature.
8 parts and 4.0 parts of TMA were added. Then 100-110
At ℃, 440 parts of EO was subjected to addition polymerization. The required reaction time was about 6 hours. Next, 22.0 parts of cesium hydroxide were added, and after dehydration under reduced pressure at 130 ° C., 3480 parts of P
O was addition-polymerized at 100 to 110 ° C. The required reaction time was about 16 hours. Then, the catalyst was removed and dehydrated in the same manner as in Example 1 to give a modified butyl maltose / EO10
A compound having a mol / PO of 60 mol and a dispersity of 1.21 was obtained and subjected to an antifoaming test and the like.

Comparative Example 7 A butyl-modified maltose 39 was placed in a pressure-resistant container capable of stirring and controlling the temperature.
8 parts and 4.0 parts of TMA were added. Then 100-110
At ℃, 406 parts of PO were subjected to addition polymerization. The required reaction time was about 10 hours. Subsequently, 5.0 parts of potassium hydroxide was added, and after dehydration under reduced pressure at 130 ° C., 1914 parts of P
O was addition-polymerized at 100 to 110 ° C. Further 14
Four parts of BO were addition polymerized at 120-130 ° C. The required reaction time was about 12 hours. Next, the catalyst was removed and dehydrated in the same manner as in Example 1 to give butyl-modified maltose /
A compound having a PO of 40 mol / BO2 mol and a dispersity of 1.29 was obtained and subjected to a defoaming test and the like.

[0041]

[Table 1]

[0042]

[Table 2]

[0043]

[Table 3]

[0044]

The antifoaming agent according to the present invention can be used in various types of foaming aqueous solution industries, such as synthetic resin manufacturing industry, synthetic rubber manufacturing industry, textile processing industry, dye industry, dyeing industry, fermentation industry,
Improving the quality of final products in various processes such as wastewater treatment industry, paper pulp manufacturing industry, building industry, paint manufacturing and coating industry, as it shows an unprecedented defoaming effect while maintaining the transparency of the foaming aqueous solution In addition, it is useful for preserving the environment and protecting aesthetics.

Claims (8)

[Claims] 1. A reducing saccharide comprising 1 to 12 carbon atoms and 1 valence.
A water-soluble defoamer composition comprising a compound obtained by addition-polymerizing an alkylene oxide having 2 to 4 carbon atoms in an average of 15 to 65 mol to a non-reducing saccharide obtained by chemical modification with an alcohol of No. 3 above. 2. The water-soluble defoamer composition according to claim 1, wherein the reducing saccharide is a monosaccharide and / or a disaccharide. 3. The water-soluble defoamer composition according to claim 1, wherein the proportion of propylene oxide in the alkylene oxide is 75 mol% or more. 4. The degree of dispersion of the molecular weight of the compound (MW / M
The water-soluble defoamer composition according to any one of claims 1 to 3, wherein N) is 1.2 or less. 5. The method according to claim 1, wherein cesium hydroxide is used as a catalyst in the alkylene oxide addition polymerization step, and its amount is 0.05 to 2.0% by weight in the compound at the end of the polymerization.
5. The water-soluble defoamer composition according to any one of items 4 to 4. 6. The water-soluble defoamer composition according to claim 1, which is a defoamer for a synthetic resin production process. 7. The water-soluble defoamer composition according to claim 1, which is a defoamer for a dyeing step. 8. A defoaming agent for a wastewater treatment step.
6. The water-soluble defoamer composition according to any one of items 5 to 5.