WO2006009320A1 - Procede pour la production d'acides amines en poudre de n-(acyle a longue chaine) ou leurs sels, acides amines en poudre de n-(acyle a longue chaine) ou leurs sels, et poudres de nettoyage facial - Google Patents

Procede pour la production d'acides amines en poudre de n-(acyle a longue chaine) ou leurs sels, acides amines en poudre de n-(acyle a longue chaine) ou leurs sels, et poudres de nettoyage facial Download PDF

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Publication number
WO2006009320A1
WO2006009320A1 PCT/JP2005/013891 JP2005013891W WO2006009320A1 WO 2006009320 A1 WO2006009320 A1 WO 2006009320A1 JP 2005013891 W JP2005013891 W JP 2005013891W WO 2006009320 A1 WO2006009320 A1 WO 2006009320A1
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WIPO (PCT)
Prior art keywords
powder
roll
less
salt
particle size
Prior art date
Application number
PCT/JP2005/013891
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English (en)
Japanese (ja)
Inventor
Yoshinori Yamaguchi
Satoshi Ueda
Makoto Nishikawa
Original Assignee
Ajinomoto Co., Inc.
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
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Application filed by Ajinomoto Co., Inc. filed Critical Ajinomoto Co., Inc.
Publication of WO2006009320A1 publication Critical patent/WO2006009320A1/fr

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/45—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by carboxyl groups
    • C07C233/46—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by carboxyl groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom
    • C07C233/49—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by carboxyl groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom having the carbon atom of the carboxamide group bound to a carbon atom of an acyclic unsaturated carbon skeleton
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A61Q19/10—Washing or bathing preparations
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/02—Preparations for cleaning the hair
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D11/00—Special methods for preparing compositions containing mixtures of detergents
    • C11D11/02—Preparation in the form of powder by spray drying
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/26—Organic compounds containing nitrogen
    • C11D3/33—Amino carboxylic acids

Definitions

  • the present invention provides a powdery N-long chain acylamino acid or a salt thereof which enables continuous mass production of a powdery N-long chain acylamino acid or a salt thereof preferable as a raw material component for washing lj, cosmetics and the like.
  • the present invention relates to a method for producing a salt, and also relates to a powdery N-long chain acylamino acid or a salt thereof and a powdered N-long chain acylamino acid or a salt thereof particularly suitable as a raw material component of the facial powder.
  • Surfactants are used as raw material components for various washings and cosmetics, and are prepared in liquid or solid form according to their properties and applications.
  • a powdery surfactant is known as one of the solid surfactants.
  • the powdery surfactant is mainly used as a powder cleaning agent for facial cleansing powder, soap powder, etc. It is used as a liquid washing agent dissolved in a liquid such as body shampoo.
  • spray dryer products have been known as such powdery surfactants.
  • particle size particle size
  • it is the moisture content of the powder. It also affects the powder physical properties other than the particle size (particle size) such as bulk density, and it is difficult to adjust the powder physical properties of only the particle size.
  • powders produced by spray dryers generally tend to have a low bulk density and are prone to dusting.
  • it is conceivable to granulate a spray-dried product once to reduce powder formation.
  • a pulverization method for various substances a method of pulverization while cooling with dry ice or liquid nitrogen is known (Chemical Engineering Handbook 6th edition, P838). Such cooling powder is not suitable for continuous operation because of the amount of work and cost, and is not suitable for industrial mass production.
  • Powdered surfactants are required to have properties such as no gritty feel when hand-washed and less dusting. Development of such powdery surfactants is desired. ing.
  • a powdery surfactant is not known as a spray dryer product, and therefore, in order to obtain a powdery surfactant suitable for a facial cleansing powder, a spray is required.
  • There has been proposed a method of removing fine particles that cause powder formation by sieving the powder obtained with a dryer Japanese Patent Laid-Open No. 2 0 3-3 0 6 6 9 6).
  • the present invention has been made in view of the circumstances as described above, and the problem to be solved is a powdery surfactant preferable as a raw material component of cosmetics and the like, and particularly suitable as a raw material component of a facial cleansing powder.
  • the present inventors pulverized N-long chain acylamino acid or a salt thereof using a specific pulverization facility, thereby applying extra heat or cooling. Without the need to add pulverization aids, and the fact that the particle size can be reduced without substantially affecting the powder physical properties such as bulk density and moisture content. By overlapping, the present invention has been completed. That is, the present invention
  • a method for producing a powdered N-long chain acylamino acid or a salt thereof characterized by being subjected to a step of pulverizing N-long chain acylamino acid or a salt thereof with a kneader.
  • the Ronore mill has one or more gear-shaped rolls on the surface, and the pitch width of the gear in the first stage is equal to or greater than the cumulative 30% particle diameter of the feed powder, and the cumulative 95% particle
  • Ronole mill has one or more rolls with a smooth surface and the clearance between one and the other roll of the first stage roll is more than 30% of the cumulative particle size of the feed powder.
  • N-long chain acyl amino acid or a salt thereof before pulverization is a powder having a force density of 0.4 gZcm 3 or more and a particle content of less than 10 106 mm and less than 10%.
  • N-long chain acylamino using a facility equipped with a crushing mechanism that discharges the material supplied to the gap between the rotor blade and the mesh plate arranged on the side of the rotor blade from the mesh hole of the mesh plate
  • N-long chain acyl amino acid or a salt thereof before flour has a content of particles having a force density of 0.4 g / cm 3 or more and a particle size of 0.1 106 mm or less. /.
  • the material is supplied to a gap between the rotary blade and the mesh plate arranged on the side circumference of the rotary blade, and is pulverized by a facility equipped with a powder stone mechanism that discharges the mesh plate from the mesh hole.
  • a face-washing powder comprising the powdery N-long chain acylamino acid or salt thereof according to (14) above, and
  • the present invention relates to a face-washing powder characterized by containing a powdery N-long-chain acylamino acid or a salt thereof produced by the method described in (4) or (7) above.
  • N-long amino acid or a salt thereof can be pulverized without substantially changing powder physical properties such as bulk density and moisture content. Therefore, for example, it is suitable as a raw material component of a lath and washing powder that has a high bulk density but does not substantially contain coarse particles and has a very small content of fine particles that cause dusting.
  • a powdery N-long chain acyl amino acid or a salt thereof can be produced continuously.
  • the N-long chain acylamino acid used in the present invention is synthesized by a known method such as adding a fatty acid quinolide to an amino acid alkali solution.
  • the N-long chain acyl amino acid may be a single compound or a mixture of two or more compounds having an acyl group with different chain lengths.
  • As the acyl group for example, a saturated or unsaturated linear or branched aliphatic acyl group having 6 to 18 carbon atoms can be used.
  • hexanoyl, otanoinore, decanol, lauroyl, myristoylet examples include acyl groups such as panoremitoinole, stearoinole and oleoyl. It may also be a mixed acyl group such as coconut oil fatty acid acyl, palm kernel oil fatty acid acyl, and hardened beef tallow fatty acid acyl.
  • the type of amino acid constituting the N-long chain acyl amino acid is not particularly limited, and examples thereof include glutamic acid, glutamine, aspartic acid, asparagine, glycine, and alanine, and the desired N-long chain amino acid or From the viewpoint of fluidity and cost of the powder of the salt, glutamic acid, glycine and alanine are preferable, and glutamic acid is particularly preferable.
  • glutamic acid, glycine and alanine are preferable, and glutamic acid is particularly preferable.
  • an optically active substance, an arbitrary mixture of enantiomers, or a racemate may be used.
  • the type of the N-long chain acyl amino acid salt is not particularly limited, and can be appropriately selected from salts usually used in the art.
  • alkali metal salts such as sodium salt and potassium salt, alkaline earth metal salts such as calcium salt and magnesium salt, metal salts such as ammonium salt and zinc salt, ammonium salt, monoethanolamine salt, diethanolamine salt, triethanolamine salt
  • organic amine salts such as ethanolamine salts, salts of basic amino acids such as arginine salts and lysine salts. From the viewpoint of the solubility of the salt, an alkaline metal salt or an alkaline metal salt is preferred, and an alkaline metal salt is particularly preferred.
  • one or more N-long chain acyl amino acids or salts thereof can be used as the N-long chain acyl amino acids or salts thereof to be subjected to pulverization.
  • the kneading mill used in the present invention may be one having a structure in which the powder supplied between a pair of rotating knurling is ground by being compressed and sheared, and should be pulverized.
  • N—Method for supplying long-chain acyl amino acids or their salts Method) may be a method of feeding at a constant speed between a pair of rotating rolls, variable feeding, or intermittent feeding.
  • the change in the supply speed leads to a change in the density of the powder passing between the rolls.
  • the density is high, the contact frequency between the powder and the powder increases, and the pressure on the force powder also increases. Therefore, pulverization is easier to proceed and the particle size of the powder is smaller than when the fineness is low. Therefore, from the standpoint of continuously producing products with the same particle size distribution for a long time, it is desirable to supply them at a constant speed using a screw feeder or the like.
  • the feed rate of the long-chain acylamino acid or salt thereof to the kneading mill depends on the girdle rotation speed, it is usually preferred to feed at 20 kg / hr / cra-kall or less.
  • the feed rate is higher than that of 20 kg / hr m -roll, heat generation due to overloading of the pulverizer increases, causing adhesion and softening of N-long chain acyl amino acids and their salts.
  • the feeding rate of N-long chain amino acid or its salt to the roll mill is preferably 15 kg / hr / cm-roll or less, and 13 kg / hr / cm-roll or less. Is more preferable.
  • the lower limit of the feed rate is preferably 1 kg / hr / cra-mol or more from the viewpoint of production efficiency.
  • the particle diameter of the salt is not particularly limited. This is because powders with various particle sizes can be handled by adjusting the clearance and pitch width of the roll.
  • the particle shape of the powder preferably has an aspect ratio (long side / short side) ⁇ 10. If the aspect ratio (long side / short side) is 10 or more, the particle orientation force when passing between rolls may greatly affect the particle size of the product (pulverized powder). . From the viewpoint of controllability of the particle size of the resulting product and prevention of heat generation and adhesion due to local overload, the aspect ratio (long side / short side) of the powder particles is more preferably 8 or less. The following are particularly preferred:
  • the clearance of the above-mentioned mouth is the gap width between one mouth and the other mouth, and the pitch width is the unevenness of the mouth-nose surface in a gear shape. This is the distance between mountains when they are held.
  • the aspect ratio (long side / short side) of the powder particles is 2 mg of the powder, and the aspect ratio of the individual particles constituting the powder 2 g is determined by microscopic observation. It is an average value obtained by actually measuring and calculating the average value.
  • the water content of the N-long chain acyl amino acid or salt thereof (powder before pulverization) fed to the roll mill is not particularly limited, but is 10% or less from the viewpoint of preventing increase in the viscosity of the powder. It is preferably 8.5% or less. If the water content exceeds 10%, it becomes easy to become clayey powder or roll adhesion, and the resulting product tends to be plate-like and tends to remain rough. .
  • a roll at each stage of the roll mill used in the present invention is provided with a scraping blade for scraping off the adhering powder, and a gap width (separation distance) between the roll and the scraping blade.
  • a gap width (separation distance) between the roll and the scraping blade.
  • the width exceeds 0.1 mm, the raw material powder gradually adheres to the Rhono surface due to a continuous long time of 31 $, and when this adhesion grows, the clearance between the rolls becomes narrower.
  • the particle size of the powder) may change over time, so that it is preferable.
  • the width is less than 0.01 mm, the blade may come into contact with the Rhono surface, and the blade may be chipped and mixed into the product (powdered powder).
  • the width is more preferably 0.05 to 0.08 mm, and 0.08 to 0.06 mm. Further preferred.
  • the number of stages in the roll mill used in the present invention is not particularly limited, and may be one stage or a plurality of stages, preferably a plurality of stages. This is because if there is a large body in the feed powder (powder before pulverization) or the raw material (powder before pulverization) particle size and product, When there is a large difference in the particle size (target value) of the (pulverized powder), the adhesion to the roll becomes intense, and the concentration causes overload, and it is stretched into the product (pulverized powder). This is because it may be easy to form a plate-like particle.
  • the particle size distribution of the resulting product tends to be wide, resulting in coarse particles that cause a rough feeling when washing hands and fine particles that cause dusting. It becomes easy. Therefore, it is preferable to provide two or more rolls in series so that the coarse powder is pulverized in stages, and three stages are particularly preferable.
  • the surface of the roll in the roll mill may be a smooth surface, but preferably has gear-like irregularities from the viewpoint of further improving the controllability of the particle diameter.
  • each roll of the plurality of rolls is constituted by a roll having gear-like irregularities: the roll mill roll is a roll having gear-like irregularities on the surface thereof.
  • the pitch width of the gear on the tool surface should be within the range of 30% or more and 95% or less of the particle size of the raw material (powder before pulverization). It is preferable.
  • the pitch width is less than the cumulative 30% particle diameter of the raw material (powder before powder), the equipment will be overloaded, and adhesion due to heat generation will easily occur, and if the cumulative particle diameter exceeds 95%, The particle size does not change much before and after the powder kneading, which is not preferable from the viewpoint of grinding efficiency.
  • the pitch width is preferably within the range of 40% or more cumulative particle diameter of raw material (powder before powder), 95% or less of cumulative particle diameter, and more than 50% cumulative particle diameter. A value within the range of 95% cumulative particle size or less is particularly preferable.
  • the pitch width is preferably set in the range of 0.7 times or more and 1.3 times or less of the desired maximum particle size of the product (pulverized powder).
  • the maximum particle size of the product (powdered powder) is roughly adjusted to the desired value with the pitch width of the gear-like irregularities on the roll surface, and fine adjustment of the maximum particle size and particle size distribution are achieved by clearance. Adjusted. If the pitch width is less than 0.7 times or exceeds 1.3 times, fine adjustment by clearance becomes difficult, which is not preferable.
  • the raw material (powder before powder frame) is pulverized stepwise by using two stages of rolls with gear-like irregularities on the roll surface.
  • the pitch width of the gear-shaped irregularities on the surface of the first stage mouthpiece is 30% or more of the cumulative particle size of the raw material (powder before powdering) and 95% or less of the cumulative particle size.
  • the pitch width of the gear-shaped irregularities on the first surface of the second stage mouthpiece is 0.7 times or more the desired maximum particle size (target value) of the product (powdered powder), It is preferable to set within the range of 1.3 times or less.
  • the pitch width of the gear-like irregularities on the surface of the first stage mouthpiece is equal to or greater than the cumulative 40% particle diameter of the raw material (powder before pulverization) and the cumulative 95% particle It is preferable that the particle diameter is within the range of 50% or less of the particle diameter, and 95% or less of the particle diameter.
  • the pitch width of the second stage roll is set within the range of 20% or more of the raw material (pre-ground powder) cumulative particle diameter and 85% or less of the cumulative particle diameter
  • the pitch width of the third stage roll is the product. It is preferable to be within the range of 0.7 times or more and 1.3 times or less of the desired maximum particle diameter (target value) of the (pulverized powder).
  • the clearance of the roll of the roll mill used in the present invention is not particularly limited. However, when using a roll with a roll-like uneven surface, it is usually at least 0.12 times the pitch width and 1 times the pitch width. It is set within the following range. If the clearance is less than 0.12 times the pitch width, the effect of the clearance on the particle diameter of the product (pulverized powder) becomes large, and a lot of fine particles are generated in the product. However, it is not preferable because the product tends to be consolidated into plate-like particles. On the other hand, when the clearance exceeds 1 times the pitch width, it is not preferable because a large number of particles pass without being crushed by a pair of rolls and being crushed. Therefore, from the viewpoint of particle size control, the clearance of the mouth is preferably 0.15 times or more of the pitch width and more than 1 time of the pitch width, particularly preferably 0.18 times or more and 1 time or less. .
  • the roll clearance is preferably not more than the desired maximum particle size (target value) of the product (pulverized powder).
  • the clearance of the first stage mouth should be within the range of more than 30% particle diameter of the raw material (powder before pulverization) and less than 95% particle diameter. It is preferable to set the clearance of the mouthpiece to the desired maximum particle size (target value) of the product (powdered powder).
  • the pitch width of the first stage gate is within the range of 40% particle diameter or more and 95% particle diameter or less, and 50% particle accumulation. More preferably, the particle diameter is within the range of not less than the diameter and not more than the cumulative 95% particle diameter. Furthermore, it is more desirable to use three stages of the mouthpiece, and the clearance of the second stage is the cumulative 20% particle size of the raw material. As described above, it is more preferable to set the cumulative particle size to 85% or less and set the third step pitch width to the desired maximum particle size (target value) of the product (pulverized powder).
  • the number of rotations of the roll of the roll mill is not particularly limited, but since the feed flow rate can be increased as the number of rotations increases, the pulverization processing speed is increased, which is effective.
  • the rotation speed ratio of the pair of rolls (high-speed rotation roll rotation speed / low-speed rotation roll rotation speed) is usually set in the range of 1 to 1.8. If the powder to be crushed and powdered has a strong softening property and adherence is strong, the particles of the resulting product (powdered powder) are stretched only by using the compression action of crushing with a pair of rolls.
  • the shearing action is effectively reduced by varying the degree of rotation of the pair of rolls. It is preferable that the rotation speed ratio is 1.2 or more in order to make effective use of the shearing action.
  • the rotation speed ratio of a pair of rolls becomes too large, not only will the balance as rotation ⁇ become unstable and unstable, but also the cutting action will work more strongly than the compression action, and the resulting product (powdered powder)
  • the particle diameter of the body is reduced by the pitch width and the tally balance, and the particle diameter control force S becomes difficult. Therefore, the rotational speed ratio needs to be 1.8 or less.
  • 1.6 or less is preferable. The following is more preferable.
  • the pitch width of the final stage tool it is preferable to be 0.35 mm or less. If the pitch width of the final roll exceeds 0.35 mm, the resulting product (powdered powder) will generally have a large particle size and will tend to feel rough. In addition, from the viewpoint of hand washing feeling, the product (powdered powder) preferably does not contain particles with a particle size exceeding 0.33 mm, and does not contain particles with a particle size exceeding 0.3 O mm. Particularly preferred.
  • the pitch width of the final roll is more preferably 0.33 mm or less, and particularly preferably 0.30 mm or less. If the pitch width of the roll in the final stage is too small, the resulting product (powdered powder) will have a small particle size as a whole and cause powdering. Therefore, the pitch width of the final roll is 0.16 m. m or more is preferable, and 0.150 mm or more is more preferable.
  • staged mouthpiece refers to the concept including the first stage mouthpiece in the case of a mouth mill consisting of one stage mouthpiece.
  • the upper limit of the clearance of the final roll is preferably 0.35 mm or less, more preferably 0.33 mm or less, and 0.3 O mm or less is particularly preferable, and the lower limit is preferably 0.16 mm or more, more preferably 0.15 O mm or more.
  • the mouth-no-minole used in this paper is not particularly limited as long as it is a facility equipped with a mechanism capable of directly compressing and shearing an N-long chain acyl amino acid or its salt by the rotation of a pair of opposite mouth-to-mouth.
  • a powder storage mechanism for discharging the material supplied to the gap between the rotor blade and the mesh plate arranged on the side periphery thereof, not the mouth mill, from the mesh hole of the mesh plate.
  • the desired powdery ⁇ ⁇ -long-chain acylamino acid or its salt can be continuously produced using the equipment (ie, comil (quadrone ring, trade name) type powder mash equipment).
  • the mesh hole diameter of the mesh plate in the equipment is 0.25 times the cumulative 90% particle diameter of the long-chain acylamino or its acid salt powder raw material (pre-ground powder).
  • it is preferably set within a range of 2 times or less, and if the mesh pore diameter is less than 0.25 times, it is not preferable because the powder stone hoe is overloaded and the mesh is easily clogged. If the number exceeds twice, the number of particles passing through without being dusted increases, which is not preferable from the viewpoint of dusting efficiency, from the viewpoint of more efficient and safer continuous use in actual production.
  • the mesh pore size is more preferably within the range of 0.3 to 1.5 times the cumulative 90% particle size of the pulverized raw material (pre-powder powder), 0.3 to 5 times, A range of 1.6 times or less is particularly preferable.
  • the clearance (gap width) between the rotor blades and the mesh plate in the gap between the rotor blades and the mesh plates arranged on the side (granulation region) is not less than 0.1 mm and not more than 5 mm. Within the range is preferable. If it is less than 0.0 l mm, the pulverized raw material (powder before pulverization) is kneaded into the mesh. It is not preferable because it tends to clog and the resulting product tends to become a kneaded rod.
  • the clearance is more preferably in the range of 0.05 mm or more and 3 mm or less, more preferably 0.1 mm or more from the viewpoint of more effective and safer continuous 11 hours.
  • the range of 2 mm or less is particularly preferable.
  • the shape of the powder stone structure in the equipment is not particularly limited, but it has an inverted conical shape compared to the type in which the mesh plate arranged on the side circumference of the rotor blade is cylindrical (that is, The diameter of the end on the powder supply side is large, and the diameter gradually decreases toward the end opposite to the end).
  • QUADRO C0MIL manufactured by Paulek.
  • N-long chain acyl amino acid or a salt thereof (powder before powdering) is ground, Can the particle size of the powder be reduced without substantially affecting the powder physical properties such as moisture content (ie, while minimizing fluctuations in the powder physical properties)?
  • a powdery N-acylamino acid or salt thereof having powder properties preferable as a raw material for cosmetics and the like can be continuously mass-produced.
  • N-acylaminoic acid or its salt (powder before pulverization) used for pulverization powders obtained by various production methods (drying method, fine pulverization method) can be used.
  • a powder having a bulk density of 0.4 g Z cm 3 or more it is preferable to use a powder having a bulk density of 0.4 g Z cm 3 or more. That is, by using a powder having a strength density of 0.4 g / cm 3 or more, the particles that cause powdering are limited to particles having a smaller particle diameter. Specifically, by using a powder having a bulk density of 0.4 g Z cm 3 or more, the content of particles having a particle size of 0.16 mm or less is less than 10% by weight. By crushing to a fine powder, it is possible to obtain a powder that is less prone to dusting. The more effectively suppress dusting, bulk density before milling powder 0. 4 5 cm 3 or more, more preferably, 0. 5 0 cm 3 or more is particularly preferable.
  • the powder before pulverization has a particle size of less than 0.16 mm and contains less than 10% (preferably 9.0 ° / 0 , more preferably 8.0%).
  • the content of particles having a particle diameter of 0.16 mm or less is 10 wt. /. Less than products (powdered powder) can be obtained It is preferable. If the bulk density of the powder before pulverization is too large, the particle hardness of the product obtained by pulverization (powder after pulverization) becomes high, and it becomes easy to feel a rough feeling during hand washing. Therefore, the upper limit of the bulk density is preferably 0.80 g / cm 3 or less, and more preferably 0.70 gZ cm 3 or less.
  • Powdered N-amino acid or its salt for face-washing powder that does not feel such a rough feeling when washing hands and is less prone to dusting, has a particle size of 0.16 mm or less. It is specified as a powder with a content of less than 10%, no particles with a particle size of 0.355 mm or more, and a strength density of 0.4 g / cm 3 or more.
  • the powder has a particle content of 9.06 mm or less and a content of 9.0. /.
  • the content is 8.0% or less, it is more preferable that powdering is less likely to occur.
  • the upper limit of the bulk density of the powder is preferably 0.80 gZcm 3 or less, and more preferably 0.70 g / cm 3 or less.
  • the powder of N-long chain acylamino acid or a salt thereof is pulverized so that the particle properties of the powder, such as bulk density and moisture content, are not substantially affected. It is possible to reduce the particle size by reducing the particle size by continuously reducing the particle size and producing a large amount of powdered N-acylaminoic acid or its salt that has favorable powder properties for raw materials such as detergents and cosmetics. It is also possible to increase the particle diameter to a desired range by fluidizing the powder. For example, it is desirable that the surfactant in the face-washing foam has an average particle size (cumulative 50% particle size) force SO. 500 mm or more.
  • powdered N-long chain acyl amino acids or salts thereof for face-washing foams are preferred.
  • the powder is manufactured, it is possible to easily increase the average particle size (cumulative 50% particle size) to 0.500 mm or more by using the fluidized granulation method.
  • the average particle size (cumulative 50% particle size) of the product (powdered powder) varies depending on the specific use of the product (powdered powder). It is preferably within the range of 0.16 mm or more and less than 0.35 5 mm, more preferably 0.15 Omm or more, 0.35 5 mm, or less.
  • the obtained powder is fluidized by a fluid granulation method or the like to increase the particle size thereof, and the face washing foam
  • the average particle size after accumulation is preferably 0.500 mm or more, particularly preferably 0.500 mm or more, 5.0 0 O It is desirable that the bulk density is 0.8 mm / cm 3 or less.
  • the product that is, the powder after pulverization, and the powder obtained by further flowing the powder after pulverization by a fluidized method or the like to increase the particle size thereof, are face wash powder, body shampoo, powder stone candy, Used as a raw material for washing stones, face-washing foams, etc. ⁇ iJ, cosmetics.
  • the content of particles with a particle size of 0.16 mm or less is less than 10%, and the particle size is 0.35 5 mm N-acylaminoic acid or its salt prepared in powders not containing the above particles and having a force density of 0.4 g cm 3 or more does not feel the rough feeling when pulverized by hand.
  • the composition (formulation) of the face washing powder at that time may be in accordance with conventional methods, and one or more additives may be added.
  • additives can also be appropriately selected from known additives according to the desired properties.
  • the obtained powder is fluidized by fluidized legislation to increase the particle diameter, and the average particle diameter (cumulative 50 % particle diameter) 0. 5 0 0 mm or more, 5. 0 0 0 mm below the force of density in 0. 8 g / cm 3 or less of the powder was prepared N- Ashiruamino acid or its salt Is particularly suitable as a raw material component for a face-washing foam, but the composition (formulation) of the face-washing foam at that time may be in accordance with conventional methods, and one or more additives may be combined. Such additives can be appropriately selected from known additives according to the desired properties.
  • EXAMPLES Hereinafter, although an Example and a comparative example are shown and this invention is demonstrated further in detail, this invention is not limited to these Examples.
  • the particle size distribution, cumulative particle size, and bulk density of the raw materials and the powdered products (products) obtained in the examples and comparative examples were measured and calculated by the following methods.
  • Table 1 shows the setting conditions for the powder mill
  • Table 2 shows the bulk density, moisture content, continuous time and evaluation of the raw material (powder before powder)
  • Table 3 shows the raw material (powder before powder).
  • Table 4 shows the particle size distribution of the spread product (powdered powder), and Table 4 shows the cumulative diameter of the raw material (powder before pulverization) (20%, 30%, 40%, 50%, 85% and Table 5 shows the particle size distribution of the evaluation sample.
  • Table 6 shows the products of Examples 3, 6, and 7 (powdered powder) and the physical property evaluation of the evaluation sample.
  • the sieving method was used for the measurement, and classification was carried out by shaking with an automatic sieving machine made by Rctsch with an amplitude of 2.0 mm for 15 minutes.
  • a saucer, 0.106 mm sieve, 0.150 ram sieve, 0.212 mm sieve, 0.300 mm sieve, 0.355 mm sieve, 0.500 mm sieve, 0.710 mm sieve, 0.850 mm sieve, 1.000 mm sieve, 2.360 mm sieve were used.
  • XI, X2, X 3, X4 , X5, X 6, X7, X8 and the S X9 S X10, XI 1 expressed as a cumulative graph calculated as follows did.
  • Average particle size, cumulative 5% diameter, and cumulative 80% diameter! / Is obtained by linear approximation between the plots of the cumulative graph of the particle size distribution. The calculation is as shown in the following example.
  • Evaluation of hand-washing feeling was evaluated visually by taking 0.2 g of an evaluation sample on the palm, adding 2. Og of tap water, and mixing 20 times with fingers. Observations were made by two expert panels based on the following evaluation criteria, and the average value of the two evaluation points was calculated.
  • the evaluation criteria were 1 point or more and less than 2 points as X, 2 points or more and less than 3 points as ⁇ , 3 points or more and less than 4 points as ⁇ , and 4 points as ⁇ .
  • the results are shown in Tables 1 to 3.
  • the transportation cost was directly evaluated by the value of bulk density. The following are the evaluation criteria. 0.3g / cc or less X
  • the grinding conditions are as follows.
  • Powder feed rate 3.2 kg / hr / cra-mall
  • the body (raw material 1) was crushed (maximum particle size of powder to be manufactured (target value): 0.7 mm.
  • N-Lauroy L L-Natrium glutamate with a aspect ratio (long side / short side) of 2 or less was pulverized with a two-stage gear-shaped (Rhino surface is gear-shaped) (Maximum particle size of powder to be manufactured (target value): 0.35 resolution).
  • the grinding conditions are as follows.
  • Powder feed rate 3.2kg / hr / ctn-roll
  • the pitch width of the gear on the surface of the first stage mouthpiece 0.6 mm
  • First stage clearance (separate distance between a pair of openings): 0. 19 mm First stage opening 3 ⁇ 4i degree ratio: 1.0
  • N-Lauroyux L-Natrium glutamate having a aspect ratio (long side / short side) of 2 or less was ground with a roll gear in a single gear shape (roll surface is gear shape) (Maximum particle size of the powder to be manufactured (target value): 0 ⁇ 5 ⁇ ) 0
  • the powdering conditions are as follows.
  • Powder feed rate 3.2 kg / hr / cm-mouth
  • the grinding conditions are as follows.
  • Powder feed rate 3.2 kg / hr / cm-mouth
  • the pitch width of the gear on the surface of the first stage mouthpiece 0.6 mm
  • the pitch width of the gear on the surface of the second stage mouthpiece 0.6 mm
  • Second stage roll speed ratio 1. 22
  • Powder of N-coconut oil fatty acid acylglycine sodium having a aspect ratio (long side / short side) of 2 or less (the product obtained in Example 5) in a two-stage gear shape (roll surface) was pulverized with a roll mill with a gear shape (maximum particle size of powder to be manufactured (target value): 0.35 mm).
  • the powdering conditions are as follows.
  • Powder feed rate 1.93 kg / hr m-mouth
  • the pitch width of the gear on the surface of the first stage mouthpiece 0.6 mm
  • Second stage roll speed ratio 1. 22
  • Powder of N-coconut oil fatty acid acylglycine sodium having a aspect ratio (long side / short side) of 2 or less (the product obtained in Example 5) in a three-stage gear shape (roll surface Was milled with a roll mill (the maximum particle diameter of the powder to be manufactured (target value): 0.35 mm) 0
  • the powdering conditions are as follows.
  • Powder feed rate 1. 93 kg / hr / cm-mall
  • the pitch width of the gear on the surface of the first stage mouthpiece 0.6 mm
  • the pitch width of the gear on the surface of the mouth of the second stage mouthpiece 0.6 mm
  • Second stage mouth rotation speed ratio 1. 22
  • N The powder (raw material 3) with a aspect ratio (long side / short side) of coconut oil fatty acid acylglycine sodium of 2 or less is used in a two-stage gear shape (Rhino surface is a gear shape). (The maximum particle size of the powder to be manufactured (target value): 1.1 kg).
  • the powdering conditions are as follows.
  • Powder feed rate 4. 90 kg / hr / cra-mall
  • a powder (raw material 4) having an aspect ratio (long side / short side) of N-coconut oil fatty acid acylglycine sodium of 2 or less was pulverized with Comil (manufactured by Parec Co., Ltd.).
  • the grinding conditions are as follows.
  • N-coconut oil moon succinic acid acylglycine sodium aspect ratio (long side / short side) of 2 or less powder (raw material 5) is a vertical centrifuge pin mill (Ogino Sangyo Co., Ltd.) Made).
  • the rotation speed was 1 0 0 0 at Orpra, and the speed was 51 $.
  • the adhesion due to softening was severe and the powder passage was blocked in 5 minutes and stopped due to automatic overload prevention of the equipment. Comparative Example 2>
  • a powder (raw material 5) having an aspect ratio (long side / short side) of N-coconut oil fatty acid acylglycine sodium of 2 or less was pulverized by a vertical centrifugal pin mill as in Comparative Example 1.
  • ⁇ —Powder (raw material 6) having a palm oil fatty acid oil acylglycine sodium aspect ratio (long side / short side) of 2 or less was pulverized with a horizontal centrifugal pin mill (manufactured by Retsch GmbH & Co.) . Although the rotation speed was 100 0 Orpm and the speed was constant, adhesion due to softening was severe, and in 5 minutes the powder passage was blocked and stopped by automatic overload prevention of ⁇ . Comparative Example 4>
  • Powder of N-coconut oil fatty acid acidylaricine sodium having a aspect ratio (long side / short side) of 2 or less (raw material 6) in a horizontal centrifugal screen mill (manufactured by Retsch GmbH & Co.) Crushed.
  • Powder of N-coconut oil fatty acid acylglycine sodium with a aspect ratio (long side / short side) of 2 or less was pulverized in a horizontal centrifugal screen mill as in Comparative Example 4. did.
  • a mesh with a mesh hole diameter of 0.2 mm was operated at a constant speed with 100 000 Orptn, but the adhesion due to softening was severe and the powder passage was blocked in 4 minutes to prevent automatic overload of the equipment. did.
  • a 30% aqueous solution of N-coconut oil fatty acid acylglycine sodium was dried with a drum dryer to obtain a flaky powder having a water content of 0.6%.
  • a 30% aqueous solution of N-laureuil L-sodium glutamate was spray-dried with a spray dryer to obtain a powder having a water content of 1.0%.
  • Example 7 The powder obtained in Example 7 was used as a seed material, and a 30% 7j solution of N-coconut oil fatty acid sodium acylglycine was spray-dried with a fluid granulator to obtain a powder.
  • the powder is raw material 3.
  • Example 3 0.6 0.3 0.19 0.23 0.359 0.402 0.447 0.491 0.744 0.805 1
  • Example 4 0.6 0.07 0.359 0. 02 0.447 0.491 0.744 0.805 1
  • Example 6 0.6 0.3 0.27 0.23 0.362 0.412 0.463 0.512 0.669 0.73 1.22
  • Example 7 0.6 0.6 0.3 0.19 0.11 0.15 0.362 0.412 0.463 0.512 0.669 0.73 1.22
  • Example 8 1.0 1.0 0.99 0.51 0.717 0.75 0.783 0.816 1.351 2.1 1.22
  • a face washing powder of the following Formulation Example 1 was prepared according to a conventional method.
  • the unit of numerical values in the formulation examples is parts by weight.
  • a facial cleansing foam of the following Formulation Example 2 was prepared according to a conventional method.
  • the unit of numerical values in the prescription examples is the weight part.
  • a powder suitable for washing which has a high bulk density but does not substantially contain coarse particles, and has a small content of particles having a fine particle size that causes powdering.
  • Powdered N-long chain acylamino acids or their salts with physical properties can be continuously produced, and powdery surface activity with suitable powder properties that has been difficult in the past Continuous mass production of chemicals at the industrial level becomes possible.
  • a powdery N-long chain acylamino acid or a salt thereof that can give a cleansing powder that does not feel rough when hand-washed and hardly causes powdering.

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Abstract

La présente invention a trait à un procédé pour la production en masse et en continu de tensioactifs en poudre appropriés pour des détergents et ingrédients cosmétiques, notamment pour une poudre de nettoyage facial. Le procédé se caractérise en ce qu'il comprend une étape de réduction de la taille d'un tensioactif constitué d'un acide aminé de N-(acyle à longue chaîne) ou un sel de celui-ci par la pulvérisation du tensioactif au moyen d'un appareil à cylindre ou d'un équipement comportant un mécanisme de pulvérisation de décharge de matière alimentée dans l'espace entre une palette rotative et une plaque à mailles disposée autour de la périphérie de la palette à travers des orifices de la plaque à mailles. Selon l'invention, les acides aminés de N-(acyle à longue chaîne) ou leurs sels peuvent être pulvérisés sans chauffage ou refroidissement supplémentaire des acides ou sels (en poudre avant la pulvérisation) ou l'ajout d'une aide à la pulvérisation aux acides ou sels ne présentant aucune détérioration dans les propriétés de la poudre (telles que le poids volumique apparent et l'humidité) inhérentes dans les acides ou sels (avant la pulvérisation). Ainsi, l'invention permet la production en masse et en continu à l'échelle industrielle d'acides aminés en poudre de N-(acyle à longue chaîne) ou de leurs sels permettant l'obtention de poudres de nettoyage facial exemptes de grains grossiers au lavage des mains et entraînant très peu de poussière.
PCT/JP2005/013891 2004-07-23 2005-07-22 Procede pour la production d'acides amines en poudre de n-(acyle a longue chaine) ou leurs sels, acides amines en poudre de n-(acyle a longue chaine) ou leurs sels, et poudres de nettoyage facial WO2006009320A1 (fr)

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JP2004216536 2004-07-23

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Citations (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS63242355A (ja) * 1987-03-30 1988-10-07 住友金属鉱山株式会社 ロ−ルクラツシヤ
JPH03285995A (ja) * 1990-03-31 1991-12-17 Nissei Kagaku Kogyo Kk 界面活性剤の製造方法
JPH0761957A (ja) * 1993-08-25 1995-03-07 Ajinomoto Co Inc Ｎ−混合飽和脂肪酸アシル中性アミノ酸の製造法
JPH07278079A (ja) * 1994-04-06 1995-10-24 Kao Corp Ｎ−長鎖アシルアミノ酸又はその塩の製造法
JPH0841002A (ja) * 1994-06-07 1996-02-13 Hampshire Chem Corp Ｎ−アシル−ザルコシンの非水性中和方法
JPH08120060A (ja) * 1994-07-27 1996-05-14 Mitsui Toatsu Chem Inc ポリヒドロキシカルボン酸の製造方法
JPH0940416A (ja) * 1995-07-31 1997-02-10 Mitsubishi Chem Corp 粉状ゲルの製造方法
JPH09323914A (ja) * 1996-06-03 1997-12-16 Kanebo Ltd 化粧料
JPH1112241A (ja) * 1997-06-25 1999-01-19 Asahi Chem Ind Co Ltd Ｎ−長鎖アシルアミノ酸含有洗浄剤組成物
WO2001014317A1 (fr) * 1999-08-19 2001-03-01 Ajinomoto Co., Inc. CRISTAUX D'ACYLLYSINE A CHAINE LONGUE Nε, PROCEDE DE FABRICATION ET PRODUITS COSMETIQUES RENFERMANT CES CRISTAUX
WO2002038721A1 (fr) * 2000-11-08 2002-05-16 Ajinomoto Co., Inc. Agent de surface granulaire et son procede de production
JP2003002829A (ja) * 2001-04-17 2003-01-08 Toyo Pharmar Kk 医薬組成物
JP2003195446A (ja) * 2001-12-28 2003-07-09 Konica Corp 銀塩光熱写真ドライイメージング材料、及び画像記録方法
JP2003306696A (ja) * 2002-02-15 2003-10-31 Ajinomoto Co Inc 界面活性剤

Patent Citations (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS63242355A (ja) * 1987-03-30 1988-10-07 住友金属鉱山株式会社 ロ−ルクラツシヤ
JPH03285995A (ja) * 1990-03-31 1991-12-17 Nissei Kagaku Kogyo Kk 界面活性剤の製造方法
JPH0761957A (ja) * 1993-08-25 1995-03-07 Ajinomoto Co Inc Ｎ−混合飽和脂肪酸アシル中性アミノ酸の製造法
JPH07278079A (ja) * 1994-04-06 1995-10-24 Kao Corp Ｎ−長鎖アシルアミノ酸又はその塩の製造法
JPH0841002A (ja) * 1994-06-07 1996-02-13 Hampshire Chem Corp Ｎ−アシル−ザルコシンの非水性中和方法
JPH08120060A (ja) * 1994-07-27 1996-05-14 Mitsui Toatsu Chem Inc ポリヒドロキシカルボン酸の製造方法
JPH0940416A (ja) * 1995-07-31 1997-02-10 Mitsubishi Chem Corp 粉状ゲルの製造方法
JPH09323914A (ja) * 1996-06-03 1997-12-16 Kanebo Ltd 化粧料
JPH1112241A (ja) * 1997-06-25 1999-01-19 Asahi Chem Ind Co Ltd Ｎ−長鎖アシルアミノ酸含有洗浄剤組成物
WO2001014317A1 (fr) * 1999-08-19 2001-03-01 Ajinomoto Co., Inc. CRISTAUX D'ACYLLYSINE A CHAINE LONGUE Nε, PROCEDE DE FABRICATION ET PRODUITS COSMETIQUES RENFERMANT CES CRISTAUX
WO2002038721A1 (fr) * 2000-11-08 2002-05-16 Ajinomoto Co., Inc. Agent de surface granulaire et son procede de production
JP2003002829A (ja) * 2001-04-17 2003-01-08 Toyo Pharmar Kk 医薬組成物
JP2003195446A (ja) * 2001-12-28 2003-07-09 Konica Corp 銀塩光熱写真ドライイメージング材料、及び画像記録方法
JP2003306696A (ja) * 2002-02-15 2003-10-31 Ajinomoto Co Inc 界面活性剤

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