JPH0515762A - Dispersant composition - Google Patents

Abstract

PURPOSE:To enable even a small amount of water dispersant to demonstrate an excellent effect by using naphthalenesulfonic acid and an aldehyde condensation product with a polymer sulfonate compound with specific repetitive units as essential ingredients. CONSTITUTION:Naphthalenesulfonic acid and/or an aldehyde condensation product with a chemical compound selected from sulfonate compounds with a repetitive unit expressed by formula I such as polystyrene or the salts of the condensation product, constitute a dispersant composition as essential ingredients. (R is H or a 1 to 4C alkyl group; monomer such as a 2 to 18C olefin or a 2 to 18C unsaturated monocarboxylic acid; m, n are integers; and m/n is 10/0 to 1/9). The dispersant thus obtained is such that even a small amount is capable of dispersing particles.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a dispersant composition, and more particularly, it is effective for aqueous dispersion of a dispersant for cement, a dye dispersant, a pigment dispersant, an emulsion polymerization dispersant, a scale dispersant and the like. It relates to a composition.

[0002]

2. Description of the Related Art A technique for dispersing solid particles in water is required in various industrial fields. Usually, a dispersant is used for the purpose of improving the dispersibility of particles.

For example, in concrete, a dispersant is used to improve the dispersion of cement particles in water. Similarly, dispersants are used for dispersion of dyes and pigments, dispersion stabilization of emulsion polymerization systems, and prevention of scale in water treatment, and they have useful functions in various fields.

Conventionally, as these dispersants, salts of poly (meth) acrylic acid salts and copolymers thereof, salts of copolymers of unsaturated dicarboxylic acids represented by maleic anhydride,
Alternatively, a naphthalene sulfonate condensate, a polystyrene sulfonate, a lignin sulfonate, a sulfonate of a (co) polymer of an aliphatic diene, a copolymer of a vinyl monomer having an alkylene oxide chain, or the like is used. ..

Further, Japanese Patent Laid-Open No. 1-115445 discloses that a dispersant composition which is obtained by formalin-condensing a sulfonated product of naphthalene and a styrene-maleic acid copolymer is effective.

[0006]

However, although the conventional dispersants have a corresponding effect, from the viewpoint of practicality,
The amount used was large, the dispersibility was insufficient, and it was insufficient.

[0007]

The present invention has been made by paying attention to such conventional problems. That is,
The present invention relates to an aldehyde condensate of naphthalene sulfonic acid and / or alkyl naphthalene sulfonic acid and one or more compounds selected from the sulfonated products of polymers consisting of repeating units represented by the following formula (I): Alternatively, it relates to a dispersant composition containing a salt thereof as an essential component.

[0008]

[Chemical 2]

However, R is hydrogen or an alkyl group having 1 to 4 carbon atoms, A is (1) an olefin having 2 to 18 carbon atoms, (2) an unsaturated monocarboxylic acid having 2 to 18 carbon atoms, and (3) an unsaturated carboxylic acid. Acid ester (4) alkylene oxide addition ethylenically unsaturated monomer (5) unsaturated sulfonic acid having 2 to 18 carbon atoms (6) unsaturated alcohol having 2 to 18 carbon atoms m, n is an integer, and m / n = 10/0 to 1/9.

As the (alkyl) naphthalene, naphthalene, methylnaphthalene, butylnaphthalene and the like are used. The alkyl group preferably has 1 to 5 carbon atoms.

Specific examples of the polymer having repeating units represented by the formula (I) (hereinafter referred to as the present polymer) include polystyrene, styrene and alkylstyrene having an alkyl group having 1 to 4 carbon atoms, and other vinyl monomers. Examples thereof include copolymers.

Other vinyl monomers include ethylene,
C2-C18 olefins such as propylene, isobutylene, butadiene and isoprene; C2-C18 unsaturated monocarboxylic acids such as acrylic acid and methacrylic acid;
Ethyl acrylate, methyl methacrylate, maleic acid monobutyl ester, unsaturated carboxylic acid esters such as itaconic acid diethyl ester, ethylene oxide, propylene oxide, butylene oxide, α-olefin epoxide and the like allyl alcohol, acrylic acid,
Examples include alkylene oxide-added vinyl monomers such as maleic acid and acrylamide, unsaturated sulfonic acids having 2 to 18 carbon atoms such as ethylene sulfonic acid and allyl sulfonic acid, and unsaturated alcohols having 2 to 18 carbon atoms such as allyl alcohol. , One or more of these monomers are subjected to copolymerization.

The composition ratio of the vinyl monomer having a styrene skeleton to the other vinyl monomer in the present polymer is 10 /
It is 0 to 1/9 (molar ratio), and the molecular weight is 1,000 to 500,000, preferably 2,000 to 100,000 in terms of weight average molecular weight.

As the sulfonating agent, sulfuric acid, fuming sulfuric acid,
Sulfuric anhydride and chlorosulfuric acid are used, but the sulfonated product of this polymer may be sulfonated with a sulfonating agent, or a sulfonated monomer such as styrene sulfonic acid may be used as a polymerization raw material. And polymerize.

Examples of the aldehyde used in the condensation reaction include formaldehyde, acetaldehyde, butyraldehyde, and formaldehyde is common.

Examples of the neutralizing salt include alkali metal salts such as Na and K, alkaline earth metal salts such as Ca and Mg, NH ₃ and amine.

In the composition of the present invention, the composition ratio of (alkyl) naphthalene to the present polymer is preferably 9/1 to 1/9 (weight ratio).

[0018]

This dispersant composition has a novel structure which has never been seen by both polymerization and condensation reactions. It is a dispersant for cement, a dye dispersant, a pigment dispersant, and an emulsion polymerization dispersion. As an aqueous dispersant such as an agent, a scale dispersant,
A very small amount can exert an excellent effect.

[0019]

EXAMPLES The present invention will now be described in detail with reference to examples, but the present invention is not limited to these examples.

(1) Preparation of Composition 1 A stirring bar, a thermometer, and a condenser were set in a 2-liter four-necked flask, and 245 g (2.5 mol) of concentrated sulfuric acid was charged. Then, add polystyrene (Mw5000) 104
g (1 mol) was charged, and the mixture was reacted at 100 ° C. for 1 hour. After that, 128 g (1 mol) of naphthalene was charged and reacted at 150 ° C. for 1 hour. Then cool to 90 ° C and 140g
And 81 g (1 mol) of a 37% aqueous solution of formaldehyde were added, and a condensation reaction was carried out at 100 ° C. for 5 hours. After completion of the condensation reaction, the mixture was cooled to 80 ° C., 600 g of water and 80 g of NaOH (2
Mol) and 37 g (0.5 mol) of Ca (OH) ₂ are added,
After neutralization, the inorganic salt was removed by filtration to obtain the desired product.

(2) Production of Compositions 2 to 6 In the same manner as Composition 1, the compositions shown in Table 1 were obtained. However, the polymer shown in the item (B) was used instead of polystyrene. The charge molar ratio of polymer and naphthalene is (C)
It shows in the section. The amount of formaldehyde charged was the same as that of naphthalene.

(3) Comparative Examples 1 to 3 Comparative Example 1 was produced by changing the polystyrene of the composition to a styrene / maleic acid copolymer. It shows in Table 1. Comparative Example 2,
No. 3 used a naphthalene sulfonic acid formalin condensate Na salt and polystyrene sulfonic acid Na.

[0023]

[Table 1]

(4) Preparation and evaluation of concrete Cement (manufactured by Nippon Cement Co., Ltd., ordinary Portland cement) 457 kg / m ³ , fine aggregate (Yodogawa produced river sand specific gravity 2.58) 619 kg / m ³ , coarse aggregate ( Kurama crushed stone, specific gravity 2.67) 1170 kg / m ³ , water 160 kg /
0.5 wt% of m ³ and the product of the present invention or the comparative product (calculated as solid content relative to cement) were mixed by stirring with a forced mixer to prepare concrete. The air content, slump content, and compressive strength after curing of this concrete were measured. The results are shown in Table 2.

[0025]

[Table 2]

The example of the present invention has a large slump and is excellent in dispersibility as compared with the comparative example.

(5) Preparation and Evaluation of Inorganic Pigment Slurry 70 g of titanium oxide (R-820 manufactured by Ishihara Sangyo Co., Ltd.),
30 g of water and 0.5% by weight of the product of the present invention or comparative product
(Titanium oxide solid content conversion) is put in a container and
After stirring and mixing at 0 ° C. for 1 minute, the viscosity was measured with a B-type viscometer. The results are shown in Table 3.

[0028]

[Table 3]

The inventive examples have lower viscosities and superior dispersibility than the comparative examples.

Front page continuation (72) Inventor Hiroshi Sugiyama 1-17-6 Tomooka, Nagaokakyo, Kyoto Prefecture

Claims (1)

Claims: 1. A sulfonated polymer of naphthalene sulfonic acid and / or alkyl naphthalene sulfonic acid and a polymer of repeating units represented by the following formula (I). A dispersant composition comprising an aldehyde condensate with a compound or a salt thereof as an essential component. [Chemical 1] However, R is hydrogen or a C1-C4 alkyl group, A is (1) C2-C18 olefin (2) C2-C18 unsaturated monocarboxylic acid (3) unsaturated carboxylic acid ester ( 4) Alkylene oxide-added ethylenically unsaturated monomer (5) Unsaturated sulfonic acid having 2 to 18 carbon atoms (6) One or more monomers m and n selected from unsaturated alcohols having 2 to 18 carbon atoms are integers. And m / n = 10/0 to 1/9.