JPH04356599A - Particle containing alkyl glycoside and its preparation - Google Patents

Abstract

PURPOSE:To provide particles which contain an alkyl glycoside, have the features of the alkyl glycoside, such as a lowly irritative surface active property and stable foaming and good rinsing abilities, and are excellent in handleability and blending operability owing to the particles containing an alkyl glycoside and a process for preparing same. CONSTITUTION:A process for preparing particles containing an alkyl glycoside, which comprises removing water or an organic solvent by drying after or while mixing an aqueous solution of the alkyl glycoside or a solution thereof in the organic solvent with a porous oil-absorbent carrier, and particles containing an alkyl glycoside thereby prepared. The invention permits preparing particles which have the features of an alkyl glycoside, such as a lowly irritative surface active property and stable foaming and good rinsing abilities, are excellent in storage stability and anticaking property, and hence can be blended stably as a powder. Thus, there can be obtained particles having a variety of advantages over the conventional ones.

Description

[Detailed description of the invention]

0001

[Industrial Application Field] The present invention is a low-irritation surfactant made of alkyl glycoside, which has characteristics such as stable foaming and good rinsability, and is excellent in handling and compounding operation of particles containing alkyl glycoside. The present invention relates to alkyl glycoside-containing particles and a method for producing the same.

0002

[Prior Art and Problems to be Solved by the Invention] Currently, due to their properties, alkyl glycosides are used alone or in combination with other active agents to produce liquid detergents (dishwashing detergents,
It is used as a hair cleansing agent, etc.). However, in order to apply this to conventional powder detergents (clothing detergents, household detergents, etc.) and take advantage of its characteristics such as low irritation surfactant, stable foaming, and good rinsability, it is desirable to powderize it. It had been. One method for this purpose is to powderize a single alkyl glycoside, but this method has problems with hygroscopicity and associated storage stability. Furthermore, JP-A-2-228398 discloses a method of impregnating a flexible support with an alkyl glycoside together with a detergent builder to eliminate stickiness.
There is a problem that undissolved substances remain.

0003

[Means for Solving the Problems] The present inventors have proposed that after adding and mixing an alkyl glycoside dissolved in water or an organic solvent to a porous oil-absorbing carrier, or while adding it, the water or organic solvent is evaporated by drying. The present invention was completed by focusing on the fact that highly functional alkyl glycoside-containing particles can be produced.

That is, the present invention involves adding and mixing an aqueous alkyl glycoside solution or an organic solvent solution thereof to a porous oil-absorbing carrier, or adding and mixing an aqueous alkyl glycoside solution or an organic solvent solution thereof to a porous oil-absorbing carrier, and then drying the carrier. The present invention relates to a method for producing alkyl glycoside-containing particles characterized by removing water or an organic solvent, and to the obtained alkyl glycoside-containing particles.

[0005] The alkyl glycoside-containing particles according to the present invention are those in which the alkyl glycoside added and mixed into a porous oil-absorbing carrier is contained within the pores of the primary particles of the oil-absorbing carrier or between the primary particles forming the particles; Or some portion remains on the particle surface.

[0006] The porous oil-absorbing carrier used in the present invention is
It is an inorganic or organic porous oil-absorbing carrier consisting of porous primary particles, or a porous inorganic salt formed into powder particles as an aggregate of non-porous primary particles, and the pore volume by mercury intrusion method is It is a granular material having properties of 50 to 600 cm3/g and a specific surface area of 1 to 700 m2/g as measured by the BET method. Examples of the inorganic porous oil-absorbing carrier include amorphous silica derivatives, amorphous aluminosilicates, nacre, and the like. As an amorphous silica derivative, Tokusil NR manufactured by Tokuyama Soda Co., Ltd.
, AR, AL-1, Fluorite R, or Nip Seal ES, NA-R, NS, manufactured by Nippon Silica Co., Ltd.
Or TIXOLEX 25, TIX manufactured by Hanfu Chemical Co., Ltd.
OSIL 38, ZEOSIL 45, or Degussa (
SIPERNAT 20,50, DUROSI manufactured by
L, or Carplex 10 manufactured by Shionogi Pharmaceutical Co., Ltd.
0 etc.

As the amorphous aluminosilicate, X(M2
O)・Al2O3 ・y(SiO2) ・w(H2O)
(In the formula, M represents a sodium and/or potassium atom, and x, y, w represent the number of moles of each component within the following numerical range.

0.7≦x≦1.2 1.6≦y≦2.8 w: any positive number including 0) can be mentioned.

[0009] As pearlite, Pearlite 4159 manufactured by Dicalite Orient Co., Ltd. can be mentioned.

[0010] As the organic porous oil-absorbing carrier, starch decomposition products [dextrin CZRM-X manufactured by Nippon Deta Kagaku Co., Ltd.,
Powder such as Pine Flow manufactured by Matsutani Kagaku Co., Ltd.], acrylic acid-based polymers, and the like.

[0011] As the porous inorganic salt, calcium carbonate [
Examples include Callite KT (manufactured by Shiroishi Kogyo Co., Ltd.), magnesium carbonate (Magnesium Carbonate TT, manufactured by Tokuyama Soda Co., Ltd.), and soda carbonate (Dense Ash, manufactured by Toyo Soda Co., Ltd.).

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

[0013]R1 (OR2)x Gy
(I) (In the above formula, R1 represents a linear or branched alkyl group having 8 to 18 carbon atoms, alkenyl group or alkylphenyl group, R2 represents an alkylene group having 2 to 4 carbon atoms, and 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 has an average value of 1 to 5.
It is 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, x is 0 to 2, y is 1.1 to 3.0, In particular, it is preferably 1.2 to 1.45.

[0014] The structure of G is determined by monosaccharide or disaccharide or higher raw materials, but from the viewpoint of availability and cost, monosaccharides such as glucose and fructose are used, and disaccharides and higher raw materials include maltose and sucrose. desirable.

In the present invention, the aqueous alkyl glycoside solution has a concentration of 5 to 70% by weight, preferably 10 to 50% by weight. If it is less than 5% by weight, the load during drying will increase,
On the other hand, if it exceeds 70% by weight, the liquid viscosity becomes extremely high, causing a problem that uniform mixing and impregnation with the porous oil-absorbing carrier becomes difficult.

Examples of organic solvents used in the present invention include methanol, ethanol, chloroform, toluene, acetone, ethyl acetate, diethylene glycol, DMSO (
Dimethyl Sulfoxide), DMF (N,
N-Dimethylformamide) may be used alone or in combination with water or other solvents. The organic solvent concentration is preferably 5 to 70% by weight for the same reason as above.

In the present invention, the alkyl glycoside is added in an amount of 10 to 1000 parts by weight, preferably 50 to 800 parts by weight, and more preferably 1 part by weight per 100 parts by weight of the porous oil-absorbing carrier.
It is preferable to add and mix 00 to 500 parts by weight. If the amount of alkyl glycoside is less than 10 parts by weight, there will be difficulty in uniformly dispersing the alkyl glycoside solution in the powder during mixing, and if it exceeds 1000 parts by weight, there will be a problem that the physical properties of the powder will deteriorate.

Further, it is preferable that the weight-based average particle diameter of the alkyl glycoside-containing particles is 100 μm to 2000 μm. If it is less than 100 μm, it tends to scatter as dust, and there is a problem that classification with other component particles tends to occur during blending. On the other hand, if it exceeds 2000 μm, the solubility deteriorates and classification with other component particles tends to occur during blending, which is not preferable. Further, the apparent specific gravity of the alkyl glycoside-containing particles is preferably 150 g/l to 1000 g/l. If it is less than 150 g/l, the particles tend to scatter during use, and if it exceeds 1,000 g/l, there arises a problem that particles tend to be separated from other component particles during blending.

As for the mixing method, it is possible to mix the oil-absorbing carrier and the alkyl glycoside solution all at once or to add them sequentially, and the mixing machine includes a kneader, a V-blender, etc.
Also, there is a Henschel mixer, which is a mixing tank with an internal stirring shaft and a stirring blade attached to this shaft to mix the powder.
Mitsui Miike Kakoki Co., Ltd.], high-speed mixer [Fukae Kogyo Co., Ltd.], vertical granulator [Pararec Co., Ltd.], Redige mixer [Matsusaka Giken Co., Ltd.]
[manufactured by Taiheiyo Kiko Co., Ltd.], Broshare mixer [manufactured by Taiheiyo Kiko Co., Ltd.], and other known mixers are used. In addition, as a drying method, hot air drying, vacuum drying, etc. are possible, or a paddle dryer [manufactured by Nara Kikai Seisakusho Co., Ltd.] that can perform drying and mixing at the same time.
A fluidized dryer etc. can also be used.

After adding and mixing the alkyl glycoside to the porous oil-absorbing carrier, PVA (polyvinyl alcohol), metaborate, etc. may be added to the alkyl glycoside as necessary to further improve moisture absorption resistance and storage stability. The surface of the containing particles may be coated. In addition, zeolite, titanium oxide,
Organic or inorganic fine particles such as dextrin may be attached. In addition, potassium carbonate, PT
S (Para Toluene Sulfonic A
cid) etc. may be added to an aqueous alkyl glycoside solution or an organic solvent solution thereof as necessary.

[0021]

EXAMPLES The present invention will be explained in detail below with reference to Examples, but the present invention is not limited to these Examples.

Example 1 Soda carbonate (dense ash) as a porous inorganic salt 100
g (100 parts by weight) in a fluidized fluid dryer [manufactured by Fuji Sangyo Co., Ltd.,
STREA-1 type] and then heated at 90℃ and 100℃.
An aqueous alkyl glycoside solution 2 with an average carbon chain length of 10 and a degree of condensation of 1.3 was prepared while fluidizing with hot air of Nm3/Hr.
50 g (40% by weight aqueous solution, effective alkyl glycoside content: 100 parts by weight per 100 parts by weight of soda carbonate) was sprayed over 50 minutes, and then fluidized for an additional 20 minutes. After that, let it cool naturally, then 3mm
The coarse particles were crushed using a Fitzmill crusher (manufactured by Hosokawa Micron Co., Ltd., model DKA-6) equipped with a φ screen to obtain alkyl glycoside-containing particles.

Example 2 Amorphous silica derivative (Fluorite R) 100g
(100 parts by weight), average carbon chain length 10, degree of condensation 1.3
1000 g of aqueous solution of alkyl glycoside (concentration: 40% by weight aqueous solution, effective content of alkyl glycoside is 400 parts by weight per 100 parts by weight of Fluorite R) to 2 liters
Kneader [Manufactured by Irie Shokai Co., Ltd., bench kneader, PN
V-SH type) and mixed for 5 minutes, followed by drying at a jacket temperature of 105°C for 3 hours. Thereafter, the mixture was allowed to cool naturally, and coarse particles were crushed using a Fitzmill crusher (manufactured by Hosokawa Micron Co., Ltd., model DKA-6) equipped with a 3 mmφ screen to obtain alkyl glycoside-containing particles.

Example 3 Amorphous silica derivative (Fluorite R) 100g
(100 parts by weight), average carbon chain length 16, degree of condensation 2.0
1000 g of aqueous alkyl glycoside solution (concentration 40% by weight, 10% by weight ethanol aqueous solution, effective alkyl glycoside content is 400 parts by weight per 100 parts by weight of Fluorite R) in a 2L kneader [manufactured by Irie Shokai Co., Ltd., bench kneader] , PNV-SH type) and mixed for 5 minutes, then the jacket temperature was 80℃ and the vacuum degree was 200 Torr.
Drying was performed at r for 3 hours. Thereafter, the mixture was allowed to cool naturally, and coarse particles were crushed using a Fitzmill crusher (manufactured by Hosokawa Micron Co., Ltd., model DKA-6) equipped with a 3 mmφ screen to obtain alkyl glycoside-containing particles.

Example 4 100 g (100 parts by weight) of dextrin and 200 g of an alkyl glycoside-ethanol solution with an average carbon chain length of 10 and a degree of condensation of 1.3 (concentration 60% by weight, ethanol solution product, active content of alkyl glycoside is 100 parts by weight of dextrin)
120 parts by weight) in a 2l kneader (manufactured by Irie Shokai Co., Ltd., bench kneader, PNV-SH type)
After mixing for 5 minutes, drying was performed for 2 hours at a jacket temperature of 80° C. and a vacuum level of 200 Torr. after that,
The mixture was allowed to cool naturally, and then coarse particles were crushed using a Fitzmill crusher (manufactured by Hosokawa Micron Co., Ltd., model DKA-6) equipped with a 3 mmφ screen to obtain alkyl glycoside-containing particles.

Example 5 100 g of amorphous silica derivative (Fluorite R)
(100 parts by weight) in a fluidized dryer [manufactured by Fuji Sangyo Co., Ltd.,
STREA-1 type] and then heated at 90℃ and 100N.
An aqueous solution of alkyl glycoside with an average carbon chain length of 10 and a degree of condensation of 1.3 was prepared while fluidizing with hot air at m3/Hr.
00g (aqueous solution product with a concentration of 40% by weight, the active content of alkyl glycoside is 4% per 100 parts by weight of Fluorite R)
00 parts by weight) was spray added over 50 minutes, followed by fluidized drying for an additional 20 minutes. Thereafter, the mixture was allowed to cool naturally, and coarse particles were crushed using a Fitzmill crusher (manufactured by Hosokawa Micron Co., Ltd., model DKA-6) equipped with a 3 mmφ screen to obtain alkyl glycoside-containing particles.

Comparative Example 1 Amorphous silica derivative (Fluorite R) 100g
(100 parts by weight), the average carbon chain length is 10, and the degree of condensation is 1.
3, and 100 g (100 parts by weight) of a single alkyl glycoside, which is in a molten liquid state at 140 °C or higher, was added to a 2 l kneader [manufactured by Irie Shokai Co., Ltd., bench kneader, PNV-S].
H type) and mixed while running 30°C cold water through the jacket. After that, it was left to cool naturally, 10 g of finely powdered zeolite was added, and the coarse particles were crushed using a Fitzmill crusher [manufactured by Hosokawa Micron Co., Ltd., model DKA-6] equipped with a 3 mm diameter screen to obtain alkyl glycoside-containing particles. .

Comparative Example 2 Sodium chloride 10 consisting of a cubic single crystal
0g (100 parts by weight), average carbon chain length 10, degree of condensation 1.
1000g of aqueous solution of alkyl glycoside (concentration 40
Weight% aqueous solution product, active ingredient of alkyl glycoside is 400 parts by weight per 100 parts by weight of sodium chloride) in 2 liters
Kneader [Manufactured by Irie Shokai Co., Ltd., bench kneader, PN
V-SH type) after mixing for 5 minutes, the jacket temperature was 10
Drying was performed at 5°C for 3 hours. After that, let it cool naturally for 10 minutes.
g of finely powdered zeolite was added, and a Fitzmill pulverizer equipped with a 3 mmφ screen [manufactured by Hosokawa Micron Co., Ltd., DK
A-6 type] was used to crush the coarse particles to obtain alkyl glycoside-containing particles.

The alkyl glycoside-containing particles obtained in Examples 1 to 5 and Comparative Examples 1 to 2 were measured for caking property, dissolution time, weight average particle diameter, and apparent specific gravity.
We conducted an evaluation. The results are shown in Table 1.

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

Caking property After storing the alkyl glycoside-containing particles in an open state for 20 days at an indoor temperature of 40°C and humidity of 80%, the proportion of the powder that passes through a sieve with a mesh size of 6 mm is determined. I asked for it. Dissolution time: Pour 100 ml of tap water at room temperature into a 200 ml beaker, add the alkyl glycoside-containing particles while stirring with a stirrer, and the time until the alkyl glycoside or water-soluble carrier dissolves and becomes uniform, or The time required for the alkyl glycoside to dissolve and for the water-insoluble carrier to be uniformly dispersed was determined.

Mass average particle diameter Measured according to JIS K 3362 synthetic detergent test method.

[0033] Apparent specific gravity Measured according to JIS K 3362 synthetic detergent test method.

[0034]

[Table 1]

[0035]

[Effects of the Invention] The present invention enables alkyl glycoside to have the characteristics of low irritation surfactant ability, stable foaming, and good rinsability, and has excellent storage stability and caking resistance, and is stably formulated in powder form. It is now possible to obtain particles that can be used in various ways, and it is also possible to obtain particles that have the following advantages compared to conventional ones.

(1) Things that conventionally could only be handled in a liquid state can now be handled in a powder state.

(2) Since the particles are in powder form, they can be easily handled during product transportation and product formulation.

(3) By making it into powder form, the properties of alkyl glycosides can be utilized in a wide range of fields. Therefore, the development of particles according to the present invention makes it possible to develop products with new functions and to explore new uses.

Claims (5)

[Claims] Claim 1: After adding and mixing an aqueous alkyl glycoside solution or its organic solvent solution to a porous oil-absorbing carrier, or by adding and mixing an aqueous alkyl glycoside solution or its organic solvent solution to a porous oil-absorbing carrier and drying it, A method for producing alkyl glycoside-containing particles, the method comprising removing a solvent. 2. The alkyl glycoside-containing particles according to claim 2, wherein the porous oil-absorbing carrier is one or a mixture selected from amorphous silica derivatives, amorphous aluminosilicate, perlite, starch decomposition products, and porous inorganic salts. Production method. 3. Claim 1, wherein the alkyl glycoside is present in an amount of 10 to 1000 parts by weight based on 100 parts by weight of the oil-absorbing carrier.
4. The method for producing alkyl glycoside-containing particles according to any one of 3 to 3. 4. The method for producing alkyl glycoside-containing particles according to claim 1, wherein the concentration of the aqueous alkyl glycoside solution or its organic solvent solution is 5 to 70% by weight. 5. An alkyl glycoside containing 10 to 1000 parts by weight of alkyl glycoside per 100 parts by weight of the oil-absorbing carrier, having a weight-based average particle diameter of 100 μm to 2000 μm, and an apparent specific gravity of 150 g/l to 1000 g/l. Containing particles.