JPH075916B2 - Alkyl glycoside-containing particles and method for producing the same - Google Patents

Description

Detailed Description of the Invention

[0001]

INDUSTRIAL APPLICABILITY The present invention has the characteristics of alkyl glycosides such as low irritative surfactant activity, stable foaming and good rinsability, and is excellent in handling and compounding operability of particles containing alkyl glycosides. And a method for producing the same.

[0002]

2. Description of the Prior Art Alkyl glycosides are presently used alone or in combination with other activators, depending on their characteristics, in liquid detergents (dishwashing detergent,
It is used as a hair cleaner, etc.). However, it is required to apply this to conventional powder detergents (detergents for clothes, detergents for homes, etc.) and to make powder in order to take advantage of the characteristics such as low irritative surface-active ability, stable foaming, and good rinsability. It had been. As a method therefor, there is pulverization of a simple substance of alkylglycoside, but there is a problem in hygroscopicity and accompanying storage stability. Further, JP-A-2-228398 discloses a method of impregnating a flexible support with an alkyl glycoside together with a detergent builder to eliminate tackiness, but there is a problem that an insoluble matter remains. .

[0003]

DISCLOSURE OF THE INVENTION The inventors of the present invention evaporate water or an organic solvent by adding and mixing an alkyl glycoside dissolved in water or an organic solvent to a porous oil-absorbing carrier, or by drying while adding. Thus, the present invention has been completed, focusing on the fact that highly functional alkylglycoside-containing particles can be produced.

That is, according to the present invention, after adding and mixing an aqueous solution of alkylglycoside or an organic solvent solution thereof to a porous oil-absorbing carrier, or drying while adding and mixing an aqueous solution of alkylglycoside or an organic solvent solution thereof to a porous oil-absorbing carrier, The present invention relates to a method for producing alkylglycoside-containing particles, which comprises removing water or an organic solvent, and the obtained alkylglycoside-containing particles.

The alkylglycoside-containing particles according to the present invention means that the alkylglycoside added to and mixed with the porous oil-absorbing carrier is contained in the pores of the primary particles of the oil-absorbing carrier or between the primary particles forming the particles, Alternatively, it partially remains on the particle surface.

The porous oil-absorbing carrier used in the present invention is
An inorganic or organic porous oil-absorbing carrier composed of porous primary particles, or a porous inorganic salt formed into powder particles as an aggregate of non-porous primary particles, the pore volume in mercury injection method 50-600 cm ³ / 100g, BET method has a specific surface area of 1-
It is a granular material with the property of 700 m ² / g. Examples of the inorganic porous oil absorbing carrier include amorphous silica derivatives, amorphous aluminosilicates, and pearlite. As the amorphous silica derivative, Tokusil NR, AR, AL-1, manufactured by Tokuyama Soda Co., Ltd.
Fluorite R or Nipseal ES, NA-R, NS manufactured by Nippon Silica Co., Ltd. or TIXOLEX 2 manufactured by Han France Chemical Co., Ltd.
5, TIXOSIL 38, ZEOSIL 45, or SIP manufactured by Degussa Co., Ltd.
Examples include ERNAT 20,50, DUROSIL, and Carplex 100 manufactured by Shionogi Pharmaceutical Co., Ltd.

As the amorphous aluminosilicate, X (M ₂ O) .Al ₂ O ₃ .y (SiO ₂ ) .w (H ₂ O) (wherein M represents a sodium and / or potassium atom, x, y, w represents the number of moles of each component within the range of the following numerical values.

0.7 ≤ x ≤ 1.2 1.6 ≤ y ≤ 2.8 w: any positive number including 0).

As the pearlite, Perlite 4159 manufactured by Daikalite Orient Co., Ltd. may be mentioned.

Examples of the organic porous oil-absorbing carrier include starch decomposition products [Dextrin CZRM-X manufactured by Nitto Chemical Co., Ltd., Pine Flow powder manufactured by Matsutani Chemical Co., Ltd.], acrylic acid-based polymers, etc. Is mentioned.

As the porous inorganic salt, calcium carbonate [Callite KT manufactured by Shiraishi Industry Co., Ltd.], magnesium carbonate [Tokuyama Soda Co., Ltd. magnesium carbonate TT], sodium carbonate [Toyo Soda Co., Ltd.], Dense Ash] and the like.

The alkyl glycoside used in the present invention is a nonionic surfactant represented by the following general formula (I).

R1 (OR2) _x G _y (I) (In the above formula, R1 is a straight or branched chain having 8 to 8 carbon atoms.
18 represents an alkyl group, an alkenyl group or an alkylphenyl group, R2 represents an alkylene group having 2 to 4 carbon atoms,
G is a residue derived from a reducing sugar having 5 to 6 carbon atoms. x has an average value of 0 to 5, and y is defined as the degree of condensation, and its average value is 1 to 10. ) In the above general formula (I), R1 is an alkyl group having 9 to 14 carbon atoms, R2 is an alkylene group having 2 to 3 carbon atoms, and x is 0 to
2, y is preferably 1.1 to 3.0, and more preferably 1.2 to 1.45.

The structure of G is determined by the raw material of monosaccharide or disaccharide or more. As the G raw material, glucose and fructose are monosaccharides and maltose and sucrose are disaccharides or more in view of availability and cost. desirable.

In the present invention, the concentration of the aqueous solution of alkyl glycoside is 5 to 70% by weight, preferably 10 to 50% by weight. If it is less than 5% by weight, the load during drying increases, while 70
When the content is more than 10% by weight, the liquid viscosity becomes extremely high, which causes a problem that uniform mixing and impregnation with the porous oil absorbing carrier becomes difficult.

The organic solvent used in the present invention includes methanol, ethanol, chloroform, toluene, acetone, ethyl acetate, diethylene glycol, DMSO (Dimet).
hylSulfoxide) and DMF (N, N-Dimethylformamide) may be used, and they may be used alone or mixed with water or another solvent. The organic solvent concentration is preferably 5 to 70% by weight for the same reason as above.

In the present invention, it is preferable to add 10 to 1000 parts by weight, preferably 50 to 800 parts by weight, and more preferably 100 to 500 parts by weight of alkyl glycoside to 100 parts by weight of the porous oil-absorbing carrier. The amount of alkyl glycoside is 10
If the amount is less than 100 parts by weight, it is difficult to uniformly disperse the alkylglycoside solution in the powder at the time of mixing, and if it exceeds 1000 parts by weight, the physical properties of the powder deteriorate.

The weight-based average particle diameter of the alkylglycoside-containing particles is preferably 100 μm to 2000 μm. If it is less than 100 μm, it tends to be scattered as dust, and there is a problem that classification with other component particles easily occurs during compounding.
On the other hand, when it exceeds 2000 μm, the solubility is deteriorated and classification with other component particles is likely to occur during compounding, which is not preferable. Furthermore, the apparent specific gravity of the particles containing alkyl glycoside is
It is preferably from 150 g / l to 1000 g / l. If it is less than 150 g / l, particles tend to scatter during use, and if it exceeds 1000 g / l, there is a problem that classification with other component particles becomes easier during compounding.

As a mixing method, an oil absorbing carrier and an alkylglycoside solution can be mixed all at once or added sequentially, and as a mixing machine, there are a kneader, a V blender, etc.,
In addition, a Henschel mixer (made by Mitsui Miike Kakoki Co., Ltd.) of a type that has a stirring shaft inside and a stirring blade is attached to this shaft to mix powders, a high-speed mixer (Fukae Kogyo Co., Ltd.) ], Vertical granulator (made by Paralek Co., Ltd.), Loedige mixer (made by Matsuzaka Giken Co., Ltd.), Broche mixer (Pacific Machine Co., Ltd.)
Known products such as [Production] are used. As a drying method, hot air drying, vacuum drying, or the like can be used, or a paddle dryer (manufactured by Nara Machinery Co., Ltd.) that can simultaneously perform drying and mixing, a fluidized dryer and the like can also be used.

After the alkylglycoside is added to and mixed with the porous oil-absorbing carrier, PVA (polyvinyl alcohol), metaborate, etc. may be added as necessary to further improve the moisture absorption resistance and the storage stability. You may coat on the surface of a containing particle. Further, in order to prevent exudation or to improve fluidity, organic or inorganic fine particles such as zeolite, titanium oxide and dextrin may be attached. In order to improve the solubility, potassium carbonate, PTS (Para
Toluene Sulfonic Acid) or the like may be added to the aqueous solution of alkyl glycoside or its organic solvent solution, if necessary.

[0021]

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

Example 1 100 g (100 parts by weight) of sodium carbonate (dense ash), which is a porous inorganic salt, was applied to a fluid dryer [STREA-1 manufactured by Fuji Sangyo Co., Ltd.].
Type], and then while being fluidized with hot air of 90 ° C. and 100 Nm ³ / Hr, 250 g of an aqueous solution of alkyl glycoside having an average carbon chain length of 10 and a degree of condensation of 1.3 (concentration 40 wt% aqueous solution, alkyl glycoside effective content is sodium carbonate). 100 for 100 parts by weight
(Parts by weight) was added by spraying in 50 minutes and then fluidized and dried for another 20 minutes. Then, the mixture was allowed to cool naturally, and then coarse particles were crushed with a Fitzmill crusher equipped with a 3 mmφ screen (manufactured by Hosokawa Micron Co., Ltd., DKA-6 type) to obtain alkylglycoside-containing particles.

Example 2 100 g (100 parts by weight) of an amorphous silica derivative (Fluorite R), 1000 g of an aqueous solution of an alkylglycoside having an average carbon chain length of 10 and a degree of condensation of 1.3 (concentration 40% by weight aqueous solution, effective amount of alkylglycoside is flown). 40 for 100 parts by weight of Light R
0 part by weight) was charged in a 2 l kneader (manufactured by Irie Shokai Co., Ltd., bench kneader, PNV-SH type) and mixed for 5 minutes, followed by drying at a jacket temperature of 105 ° C for 3 hours. Then, the mixture was allowed to cool naturally, and then coarse particles were crushed with a Fitzmill crusher (DKA-6 type manufactured by Hosokawa Micron Co., Ltd.) equipped with a 3 mmφ screen to obtain alkylglycoside-containing particles.

Example 3 100 g (100 parts by weight) of amorphous silica derivative (Fluorite R) and 1000 g of an aqueous solution of alkylglycoside having an average carbon chain length of 16 and a condensation degree of 2.0 (concentration 40% by weight, ethanol 10% by weight aqueous solution, alkyl The effective amount of glycoside is Fluorite R
(100 parts by weight to 400 parts by weight) was charged into a 2 l kneader (manufactured by Irie Shokai Co., Ltd., bench kneader, PNV-SH type) and mixed for 5 minutes, then a jacket temperature of 80 ° C and a vacuum degree of 20
It was dried at 0 Torr for 3 hours. Then, the mixture was allowed to cool naturally, and then coarse particles were crushed with a Fitzmill crusher equipped with a 3 mmφ screen (manufactured by Hosokawa Micron Co., Ltd., DKA-6 type) to obtain alkylglycoside-containing particles.

Example 4 100 g (100 parts by weight) of dextrin and 200 g of an alkylglycoside-ethanol solution having an average carbon chain length of 10 and a condensation degree of 1.3 (concentration: 60% by weight, ethanol solution product, alkylglycoside effective content: 100 parts by weight of dextrin) To 120 parts by weight)
2l kneader [manufactured by Irie Shokai Co., Ltd., bench kneader,
(PNV-SH type) and mixed for 5 minutes, and then dried at a jacket temperature of 80 ° C. and a vacuum degree of 200 Torr for 2 hours. Then, let it cool naturally, and then fit the Fitzmill crusher equipped with a 3 mmφ screen [Hosokawa Micron Co., Ltd., DKA-6 type].
The coarse particles were crushed to obtain alkylglycoside-containing particles.

Example 5 100 g (100 parts by weight) of amorphous silica derivative (Fluorite R) was added to a fluid dryer [Fuji Sangyo Co., Ltd., STREA-1 type].
Then, while fluidizing with 90 N, 100 Nm ³ / Hr hot air, 1000 g of an aqueous solution of alkylglycoside with an average carbon chain length of 10 and a degree of condensation of 1.3 (concentration 40% by weight aqueous solution, alkylglycoside effective content of For 100 parts by weight
400 parts by weight) over 50 minutes by spraying, then further
Fluid dried for 20 minutes. Then, let it cool naturally, then 3
Coarse particles were crushed with a Fitzmill crusher equipped with a mmφ screen [DKA-6 type manufactured by Hosokawa Micron Co., Ltd.] to obtain alkylglycoside-containing particles.

Comparative Example 1 100 g (100 parts by weight) of an amorphous silica derivative (Fluorite R), an average carbon chain length of 10, a condensation degree of 1.3, and 140 ° C.
Alkyl glycoside alone 100 g (100
2 parts kneader (manufactured by Irie Shokai Co., Ltd., Bench Kneader, PNV-SH type) was charged and mixed while flowing cold water at 30 ° C. into the jacket. Then, let it cool naturally, add 10 g of finely divided zeolite, and a Fitzmill crusher equipped with a 3 mmφ screen [DKA-6 type manufactured by Hosokawa Micron Co., Ltd.].
The coarse particles were crushed to obtain alkylglycoside-containing particles.

Comparative Example 2 100 g (100 g of sodium chloride consisting of a cubic single crystal)
1000 parts by weight of an aqueous solution of an alkylglycoside having an average carbon chain length of 10 and a degree of condensation of 1.3 (concentration: 40% by weight, effective amount of alkylglycoside is based on 100 parts by weight of sodium chloride
400 parts by weight) were mixed with a 2 l kneader (manufactured by Irie Shokai Co., Ltd., bench kneader, PNV-SH type) for 5 minutes, and then dried at a jacket temperature of 105 ° C. for 3 hours. Then, let it cool naturally, add 10 g of finely divided zeolite, and a Fitzmill pulverizer equipped with a 3 mmφ screen [manufactured by Hosokawa Micron Co., Ltd.,
DKA-6 type] to crush the coarse particles to obtain alkylglycoside-containing particles.

The alkylglycoside-containing particles obtained in Examples 1 to 5 and Comparative Examples 1 to 2 were measured for caking property, dissolution time, weight average particle size and apparent specific gravity.
An evaluation was made. The results are shown in Table 1.

The caking property, the dissolution time, the weight average particle size and the apparent specific gravity were measured by the following measuring methods.

After the alkylglycoside-containing particles were stored for 20 days in an open state under the conditions of a temperature of 40 ° C. and a humidity of 80% in a caking chamber, the proportion of the powder of the particles passing through a sieve having a mesh size of 6 mm was determined. I asked. Dissolving time 200 ml of beaker with 100 ml of room temperature tap water, alkylglycoside-containing particles with stirring with a stirrer, time until the alkylglycoside or water-soluble carrier is dissolved and becomes uniform, or The time required for the alkyl glycoside to dissolve and the water-insoluble carrier to be uniformly dispersed was determined.

[0032]Mass average particle size  It was measured by the synthetic detergent test method of JIS K 3362.

[0033]Apparent specific gravity  It was measured by the synthetic detergent test method of JIS K 3362.

[0034]

[Table 1]

[0035]

EFFECTS OF THE INVENTION According to the present invention, the characteristics of alkyl glycoside such as low irritative surface activity, stable foaming, and good rinsing property are excellent, and storage stability and caking resistance are excellent. It becomes possible to obtain particles which can be obtained, and also particles which have the following advantages as compared with conventional ones can be obtained.

(1) What can be handled only in the liquid state in the past can be handled in the powder state.

(2) Since it is a powdery particle, it is easy to handle during the transportation of the product and the mixing of the product.

(3) The powdery form allows the properties of the alkyl glycoside to be utilized in a wide range of fields.
Therefore, the development of the particles according to the present invention makes it possible to develop products having new functions and to develop applications.

Claims (5)

[Claims] 1. Water or an organic compound obtained by adding and mixing an aqueous solution of alkylglycoside or an organic solvent solution thereof to a porous oil-absorbing carrier or by drying while adding and mixing an aqueous solution of alkylglycoside or an organic solvent solution thereof to a porous oil-absorbing carrier. A method for producing an alkylglycoside-containing particle, which comprises removing a solvent. 2. A porous silica carrier is an amorphous silica derivative,
The method for producing alkylglycoside-containing particles according to claim 2, which is one or a mixture selected from amorphous aluminosilicate, pearlite, decomposed product of starch, and porous inorganic salt. 3. The method for producing alkylglycoside-containing particles according to claim 1, wherein the alkylglycoside is 10 to 1000 parts by weight with respect to 100 parts by weight of the oil absorbing carrier. 4. The method for producing alkylglycoside-containing particles according to claim 1, wherein the concentration of the aqueous solution of alkylglycoside or its organic solvent solution is 5 to 70% by weight. 5. An alkylglycoside is contained in an amount of 10 to 1000 parts by weight with respect to 100 parts by weight of an oil absorption carrier, a weight-based average particle diameter is 100 μm to 2000 μm, and an apparent specific gravity is 150 g / l to 10
Alkyl glycoside-containing particles which are 00 g / l.