JPS60238106A - Defoaming agent - Google Patents

Abstract

PURPOSE:To attain to enhance defoaming effect showing a foaming suppressing property and a foam rupturing property by lowering surface tension, by using a reaction product of an active hydrogen compound having 2-12 active hydrogen atoms and an epoxy compound as a useful component. CONSTITUTION:A reaction product of an active hydrogen compound containing 2-12 active hydrogen atoms given by a hydroxyl group, an amino group, an amido group, mercapto group or an carboxyl group and an epoxy compound represented by formula I (wherein A is 1-5C hydrocarbon containing a halogen atom or 3-24 hydrocarbon) and/or formula II (wherein B is 1-24C hydrocarbon) is used as a useful component. The mixing ratio of both compounds at the time of reaction is 1-50mol of the epoxy compound to 1mol of the active hydrogen compound. The obtained defoaming agent may be added to a foamable solution as it is or may be used in a solution form but the concn. thereof is set to about 0.001-0.1% on the basis of a foamed system.

Description

[Detailed Description of the Invention] <Industrial Application Field> The present invention provides an antifoaming agent that can be used for foaming systems, which has particularly excellent foam suppressing and foam-breaking properties, and is resistant to temperature changes. This invention relates to an antifoaming agent that exhibits stable antifoaming performance.

<Background and prior art> In various industries, physical or chemical factors such as temperature, pH, equipment, etc. are added to systems containing substances that cause foaming, which induces foaming, resulting in troubles in manufacturing and product quality. Problems such as low production efficiency often occur.

Therefore, it is common practice to add an antifoaming agent to these foaming-prone systems before or after foaming to solve the same problem. Conventionally, such antifoaming agents can be broadly classified into animal and vegetable mineral oil type, silishene type,
Three types of poly:L-chill polyols have been used.

However, although animal and vegetable mineral oil type antifoaming agents are relatively inexpensive, they are selective in terms of effectiveness and use. In addition, silicone antifoaming agents have excellent antifoaming properties and good antifoaming effects, but they are relatively expensive, and when used in water-based or emulsion paints,
This causes problems such as repelling and cratering, and poor adhesion.

On the other hand, polyether polyol type antifoaming agents are characterized by antifoaming properties, but depending on the application, they have poor dispersibility in water. This may cause operational problems such as uneven defoaming performance.

<Object and structure of the invention> The object of the present invention is to provide an antifoaming agent that improves these drawbacks, eliminates troubles caused by foaming, and increases work efficiency. It is characterized in that the active ingredient is a reaction product between a compound and an epodi compound represented by chemical formula (1) and/or (2).

Chemical formula (1) Chemical formula (2) NutM embodiment> The active hydrogen-containing compound used for producing the active ingredient of the antifoaming agent of the present invention is one containing 2 to 12 active hydrogens, such as a water Wi group. , an amino group, an amide group, an imino group, a urea group, a merno-J buto group, a thiourea group, a thiocarboxylic acid group, a cal-Δcitric acid group, and the like.

Examples of active hydrogen-containing compounds that have a hydroxyl group include ethylene glycol,! [1 Pyrene glycol, butanediol, bentanediol, hexanediol, octanediol, nopundiol, gecanediol, dibu11 pyrene glycol, thioglycol, 3-hexyne-2゜5-diol, 1,4-butynediol, 1.4- Butene dial, neopentyl glycol, 3-hydroxy-2,2-tumeyl 10 bi-3-human IJ xy-2,2-dimethylpropianate,
Dimethy[diols such as 1-luurea, glycerin, hexanediol, trimethylolethane, trimeg]
-pan, triols such as tris(2-hydroxyethyl) isocyanurate, polyols such as polyglycerin, erythritol, pentaerythritol, pentitol, sorbitol, arabite, xylitol, mannitol, fructose, ethyl glycoside, but Alnitrglycosides such as bil glycoside, ethylene glycol-
Non-reducing sugars of glycol glycol, such as glycol glycol, glycerin glycoside, hexanetriol glycoside, or derivatives thereof, bisphenols or derivatives thereof,
Examples include N,N-disubstituted amino alcohols, trialkanols such as triethanolamine, tripropaturamine, and tributanolamine, and phosphoric acids such as phosphoric acid, phosphorous acid, and polyphosphorus. Examples include Nananotanolamine, Motsupu [1
Examples include dialkanolamines such as panolamine, monobutanolamine, jetanolamine, dibrobanolamine, and jetanolamine. In addition, those having an amide group include adipic acid amide, acetyl urea, acetamide, au-1 amide, succisanamide, semicarbazide, urea, piuret-fetcetin, phthalamide, benzamide, formamide, etc., and have a mercapto group. Examples include thiophenol, hexanethiol, octanethiol, etc.
Examples of those having a thiourea group include N-noenylthiourea, 1-medal 2-ethylisothiourea, and the like.

Further, those having one thiocarboxylic acid group include hexanethioic acid, hexanedithioformer L1-piperidinecarbothio0-St, and thioacetic acid, which have one carboxylic acid group! Examples include cyanobic acid, lauric acid, myristic acid, palmitic acid, stearic acid, malonic acid, succinic acid, adipic acid, superric acid, sebacic acid, oleic acid, maleic acid, benzoic acid, toluic acid, 4- P[l pill-2-
Examples include pentenedionic acid, Schiff 1]hexanecarboxylic acid, and 1.2.3-butanetricarboxylic acid.

Although one or a mixture of two or more of these may be used, compounds having a hydroxyl group or an amino group are particularly preferred.

Next, examples of epoxy compounds having the above chemical formula used for producing the active ingredient of the antifoaming agent of the present invention include 1-pyhalohydrin, soubrene oxide, glycidyl compounds, olefin oxides, etc. Among these, glycidyl compounds are For example, methyl glycidyl needle, ethyl glycidyl l-thyl, pyl glycidyl ether, butyl glycidyl nyl, pentyl glycidyl ether, heptyl glycidyl 1-del, heptyl glycidyl ether, octyl glycidyl ether, nonyl glycidyl ether, gesyl glycidyl]-thyl, nonyl glycidyl ether, Ilyl glycidyl ether,
Examples include 3-glycidylated pyrutrimethoxysilane. These compounds may be used alone or in combination with 2w or more compounds.

Examples of the olefin tertiary site include epoxyhexane, epoxyundecane, epoxyundecane, epoxy 4-sadecane, epoxyoctadecane, and epoxydocosane.

The number of moles of the epoxy compound added to the active hydrogen-containing compound as described above is 1 to 50 ells, preferably 1 to 15 moles, per 1 mole of the active hydrogen-containing compound.

The antifoaming agent of the present invention may be added to the foaming liquid as it is, or may be used as a solution in mineral oil, lower alcohol, etc., or diluted with water, if necessary.

Furthermore, it may optionally be used in combination with other antifoaming agents.

The antifoaming agent of the present invention has a value of 0.001 to 0 for the foamed system.
．． It is used at a concentration of about 1%, but the amount used can be increased or decreased as desired.

The antifoaming agent of the present invention has lower surface tension than conventional antifoaming agents, and has excellent selective orientation toward the gas-liquid interface due to the introduction of appropriate hydrophobic groups, so it has excellent foam suppression and foam-breaking properties. It has an excellent antifoaming effect, and is also less susceptible to the effects of the temperature and pH of the target system.

<Examples> Examples of the present invention will be shown below and explained in more detail.

Production of antifoaming agent A separable flask is equipped with a stirrer and a condenser, and 149a (1 mol) of triethanolamine and 1 g of dimethylbenzylamine are charged therein. After heating to 80°C, 348 g (3
mol) was added dropwise, the reaction was continued at 80°C for 2 hours, and then cooled.
After confirming the reaction end point by measuring the epoxy value, Table I (A
)-1 was obtained to be used as an antifoaming agent.

The epoxy value was 0.76 before the reaction and 0.76 after the reaction.
032, and the reaction rate was 96% or more according to the formula below.

Similarly, compounds having 2 to 12 activated hydrogens shown in Table I (A)-2 to 9 were reacted with an epoxy compound to obtain compounds used as antifoaming agents. Table IF (B
) Shown in -1 and 2.

Table 1 Table ■ Defoaming test polyvinyl alcohol (PVA-21 manufactured by Kuraray Co., Ltd.)
To 200 g of an aqueous solution containing 4% of
% added test liquid was placed in a cylinder with an inner diameter of 40 mm, and aerated from the bottom of the cylinder through a diffuser stone of 2 at an air flow rate of 250'II/min.
The results of measuring the amount of foaming after 10 minutes of aeration are shown in Table 3.

Note that the measurements were performed at temperatures of 30°C, 60°C, and 90°C, respectively.

Compound (C) Compound A-380% Isopropyl alcohol 10% Water 10% Table ■ * Positives 1 to 3 are comparative data, Symbols 4 to 13 are data of the present invention.

<Effects of the Invention> As can be seen from the results of the defoaming test shown in Table ■, the defoaming agent according to the present invention exhibits extremely superior performance to the conventional polyether polyol dream defoaming agent, and is resistant to temperature changes in the foaming system. It also shows stable antifoaming performance.

Patent applicant: Ichisha Yushi Kogyo Co., Ltd.

Claims (1)

[Claims] 1. The active ingredient is a reaction product of an active hydrogen-containing compound having 2 to 12 active hydrogens and a 1-boxy compound represented by the chemical formula (1) and/or (2). Antifoaming agent. Chemical formula (1) Chemical formula (2)