WO2004035717A1 - Particule renfermant un sel d'un alkyle ester d'un acide gras $g(a)-sulfo, procede de production de celle-ci et detergent - Google Patents

Particule renfermant un sel d'un alkyle ester d'un acide gras $g(a)-sulfo, procede de production de celle-ci et detergent Download PDF

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Publication number
WO2004035717A1
WO2004035717A1 PCT/JP2003/012970 JP0312970W WO2004035717A1 WO 2004035717 A1 WO2004035717 A1 WO 2004035717A1 JP 0312970 W JP0312970 W JP 0312970W WO 2004035717 A1 WO2004035717 A1 WO 2004035717A1
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WO
WIPO (PCT)
Prior art keywords
alkyl ester
acid alkyl
ester salt
powder
particles
Prior art date
Application number
PCT/JP2003/012970
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English (en)
Japanese (ja)
Inventor
Akitomo Morita
Kensuke Itakura
Madoka Suwa
Taku Nishio
Original Assignee
Lion Corporation
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
Publication date
Application filed by Lion Corporation filed Critical Lion Corporation
Priority to AU2003271151A priority Critical patent/AU2003271151A1/en
Priority to JP2004544925A priority patent/JP4488211B2/ja
Publication of WO2004035717A1 publication Critical patent/WO2004035717A1/fr

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Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D17/00Detergent materials or soaps characterised by their shape or physical properties
    • C11D17/06Powder; Flakes; Free-flowing mixtures; Sheets
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02Anionic compounds
    • C11D1/12Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/28Sulfonation products derived from fatty acids or their derivatives, e.g. esters, amides

Definitions

  • the present invention relates to monosulfo fatty acid alkyl ester salt-containing particles, a method for producing the same, and a detergent.
  • the present invention relates to high-concentration monosulfofatty acid alkyl ester salt-containing particles having improved powder properties during storage, a method for producing the same, a detergent containing the ⁇ _sulfofatty acid alkyl ester-containing particles, and a detergent comprising the same. Pertains to a filled detergent product. Background art
  • both the energy consumption and the environmental load are smaller than in the former method.
  • the content ratio is high, the physical properties of the mixture become close to a paste, and granulation becomes extremely difficult.
  • hydrolysis becomes a problem as in the spray drying method.
  • JP-A Japanese Patent Application Laid-Open
  • 61-87765, 62-298570 Japanese Unexamined Patent Publication No. Hei 6—5202665.
  • JP-A Japanese Patent Application Laid-Open
  • 61-87765, 62-298570 Japanese Unexamined Patent Publication No. Hei 6—5202665.
  • JP-A Japanese Patent Application Laid-Open
  • Hei 6—5202665 Japanese Unexamined Patent Publication No. Hei 6—5202665.
  • a bleaching agent may be added to improve the color tone specific to ⁇ -sulfofatty acid alkyl esters.
  • the present invention relates to a high-concentration ⁇ -sulfofatty acid alkyl ester salt-containing particle which suppresses hydrolysis and is excellent in powder properties (flowability and solidification) during storage; It is an object of the present invention to provide a production method which can be easily obtained, a detergent containing the particles containing the high-concentration ⁇ -sulfo fatty acid alkyl ester salt, and a detergent product filled with the particles containing the ⁇ -sulfo fatty acid alkyl ester salt and the detergent.
  • the purpose is.
  • the present inventors have prepared a powder obtained by mixing an ⁇ -sulfofatty acid alkyl ester and an alkaline powder when producing particles containing an ⁇ -sulfofatty acid alkyl ester salt, The inventors have found that the above object can be achieved by aging while fluidizing in a device equipped with a generator, and have accomplished the present invention.
  • ⁇ -sulfofatty acid alkyl ester salt produced by dry neutralization The problems with the contained particles are that the powder properties (fluidity, solidification) deteriorate immediately after production and during storage. The causes are the neutralization rate and the characteristic of alkyl sulfonate. Crystallization speed (crystal stabilization speed). Generally, dry neutralization is slower than neutralization in liquid. In the case of monosulfo fatty acid alkyl ester salt, this phenomenon is considered to be remarkable, and it is extremely high compared to other activators such as linear alkyl benzene sulfonate (LAS salt) and alkyl sulfate (AS salt). Slow.
  • LAS salt linear alkyl benzene sulfonate
  • AS salt alkyl sulfate
  • the present invention provides the following method for producing ⁇ -sulfofatty acid alkyl ester salt-containing particles, monosulfo fatty acid alkyl ester salt-containing particles, a detergent, and a detergent product.
  • a method for producing particles containing ⁇ -sulfofatty acid alkyl ester salt comprising:
  • the method further includes a step of bleaching the ⁇ -sulfofatty acid alkyl ester and / or the monosulfofatty acid alkyl ester salt with hydrogen peroxide or a compound generating hydrogen peroxide.
  • the manufacturing method as described.
  • An ⁇ -sulfofatty acid alkyl ester salt-containing particle produced by the production method according to any one of (1) to (4) and containing 7 to 80% by mass of an ⁇ -sulfofatty acid alkyl ester salt.
  • a detergent comprising the monosulfofatty acid alkyl ester salt-containing particles according to (5).
  • the first invention is a process of mixing and neutralizing the alkyl sulfonate and the alkaline powder, and aging while mixing and neutralizing the obtained mixed and neutralized powder in a device equipped with an airflow generator.
  • .alpha.-sulfofatty acid alkyl ester salt-containing particles obtained by the method.
  • the ⁇ -sulfofatty acid alkyl ester salt-containing particles include, as described later, an ⁇ -sulfofatty acid alkyl ester and / or a sulfofatty acid alkylester salt, an alkaline powder, and, if necessary, a monosulfofatty acid alkylester.
  • the first step of the method for producing the monosulfofatty acid alkyl ester salt-containing particles of the present invention is a step of mixing and neutralizing the ⁇ -sulfofatty acid alkyl ester and the alkaline powder.
  • the ⁇ -sulfofatty acid alkyl ester is an acid precursor, and is neutralized into a sulfosulfofatty acid alkyl ester salt by mixing with an alkaline powder described later.
  • the ⁇ -sulfofatty acid alkyl ester and the ⁇ -sulfofatty acid alkyl ester salt are represented by the following formulas (1) and (2), respectively.
  • R ′ is a saturated or unsaturated monovalent hydrocarbon group having 6 to 24 carbon atoms, particularly 10 to 20 carbon atoms, and R 2 is a linear or branched alkyl group having 1 to 6 carbon atoms. , Preferably a methyl group, an ethyl group, or a propyl group, and M represents Na or K.
  • the alkyl sulfosulfate fatty acid of the present invention can be obtained according to a conventional method or a method described in JP-A-2001-64248.
  • ⁇ -sulfo fatty acid alkyl esters obtained by contacting a fatty acid alkyl ester with a sulfonating gas in the presence of a coloring inhibitor and sulfonating the obtained sulfonated product with a lower alcohol and then esterifying the sulfonated product are preferred.
  • the coloring inhibitor sodium sulfate and potassium sulfate are preferable, and as the lower alcohol, it is preferable to use methanol, ethanol, or a mixture thereof.
  • alkaline powder examples include, but are not particularly limited to, alkali metal carbonates, alkali metal silicates, and alkali metal phosphates.
  • alkali metal carbonate examples include sodium carbonate, potassium carbonate, sodium hydrogen carbonate, potassium hydrogen carbonate, and sodium potassium carbonate.
  • alkali metal silicate examples include sodium silicate and layered sodium silicate.
  • alkali metal phosphate examples include sodium tripolyphosphate and sodium pyrophosphate. Of these, alkali metal carbonates are preferable, and among them, sodium carbonate, potassium carbonate, and sodium potassium potassium carbonate are particularly preferable. One or more of these can be used.
  • the particle size of the alkaline powder is from 0.1 to 500 m as an average particle size, preferably from 0.2 to 400 m, particularly preferably from 0.5 to 300 m, more preferably from 0.7 to 500 m. 200 m.
  • the conditions for mixing and neutralizing the ⁇ -sulfofatty acid alkyl ester and the alkaline powder are not particularly limited.
  • a general mixing method a raw material powder containing an alkaline powder is charged into a mixing apparatus. Then, a method of adding a monosulfofatty acid alkyl ester is used.
  • the temperature of the ⁇ -sulfofatty acid alkyl ester at the time of addition is preferably 30 to 90 ° C.
  • the addition of the alkyl sulfosulfate is preferably carried out by spraying or dropping.
  • the fluidized state of the powder at the time of addition is not limited.
  • the temperature of the granulated product during mixing rises due to the generated heat of neutralization, the temperature may exceed 100 ° C in an apparatus without a heat removal mechanism. And ⁇ -sulfofatty acid alkyl ester salt-containing particles free of the above.
  • the mixing device is not particularly limited as long as it is a device having a structure capable of mixing the ⁇ _sulfofatty acid alkyl ester and the inorganic powder, but examples thereof include a fluidized bed device and a stirring granulator.
  • the fluidized bed device is provided with an airflow generator, and is a device that fluidizes the powder by the airflow.
  • Examples of the fluidized bed device are G1 att—POWR EX series [manufactured by Parex Corporation] and MIXGRAD series [Okawara Corporation] Manufacture].
  • the stirring granulation device is a device having a stirring blade and a stirring shaft at the center of the inside.
  • Examples thereof include a Henschel mixer [manufactured by Mitsui Miike Kakoki Co., Ltd.] and a high speed mixer [Fukae Kogyo Co., Ltd.] Co., Ltd.], Vertical Granule Yule One-Yuichi [Palek Co., Ltd.], Redige Mixer [Matsubo Co., Ltd.], and Pro-Share Mixer [Pacific Machine Co., Ltd.].
  • a fluidized bed device is preferable. This is because the fluidized bed apparatus granulates while sending air, so that the heat of neutralization generated during mixing is removed, the temperature of the granulated material can be kept low, and high concentrations of ⁇ -sulfo fatty acid alkyl This is because the production of the ester salt-containing particles becomes possible.
  • the first step is performed in a fluidized bed (fluidized bed apparatus)
  • a powder containing an alkaline powder is charged into a fluidized bed.
  • the average thickness of the powder layer during standing is preferably about 50 to 500 mm.
  • air is blown into the fluidized bed.
  • spraying of ⁇ -sulfofatty acid alkyl ester is started.
  • the spraying of the ⁇ -sulfofatty acid alkyl ester preferably uses a two-fluid nozzle in order to improve atomization.
  • the average droplet diameter at this time is preferably about 5 to 500.
  • the granulation progresses and the particle size increases, so granulation is performed while adjusting the wind speed to maintain a fluidized state.
  • the wind speed is adjusted in the range of 0.2 to 4. O m / s, and the wind temperature is adjusted to 5 to 70 ° C, preferably 7 to 65. It is preferable to perform the production while periodically dropping the fine particles adhering to the bag filter with pulsed air.
  • a small amount of a liquid containing water may be added after spraying the ⁇ -sulfofatty acid alkyl ester.
  • the liquid is preferably water or an alkaline aqueous solution in which a water-soluble alkali metal is dissolved.
  • the particle temperature after aging is high, it is preferable to cool by switching the air to cool air.
  • the second step of the method for producing the ⁇ -sulfofatty acid alkyl ester salt-containing particles of the present invention is a step of ripening the obtained mixed / neutralized powder while fluidizing it in an apparatus equipped with an airflow generator. It is.
  • the term “aging” refers to holding at a predetermined temperature for a predetermined time.
  • the aging can prevent the obtained ⁇ -sulfofatty acid alkyl ester salt-containing particles from solidifying during storage and from deteriorating the fluidity of the particles.
  • the aging temperature is preferably from 5 to 130 ° C, particularly preferably from 10 to 120 ° C. If the aging temperature is lower than 5 ° C, neutralization and crystallization may not proceed. On the other hand, if the temperature exceeds 130 ° C., fluidization may not occur due to deterioration of physical properties.
  • the fluidization time is at least 30 seconds, especially at least 60 seconds, more preferably at least 120 seconds, most preferably at least 300 seconds. If the fluidization time is less than 30 seconds, neutralization and crystallization are not sufficient, and powder physical properties may deteriorate during storage.
  • the upper limit of the aging time is not particularly limited, but is usually about 1 hour.
  • compositions dry powder compositions shown in Table 3
  • the raw materials excluding the A-type zeolite of the coating were blended at a predetermined ratio to prepare a slurry having a water content of 40% and a temperature of 70 ° C.
  • LAS-K was fed with LAS-H and KOH to produce LAS-K in the slurry.
  • Example 6 Example 7 Example 8 Example 9 Example 10 Aging equipment Fluidized bed Fluidized bed Fluidized bed Fluidized bed Composition 2 Composition 2 Composition 2 Composition 3 Fluidized bed air temperature during mixing (° C) 20 30 30 40 20 Wind temperature (° C) 40 30 40 40 20 Aging condition
  • Example 47 Example 48 Example 49 Example 50 Example 28:20 Example 34:33 Example 28:33 Example 34: 15
  • the fatty acid methyl ester used as the raw material was purified by reducing the iodine value by hydrogenating a fatty acid methyl ester (trade name: Edeno MEPA MY (manufactured by Cognis)) obtained by esterifying palm oil. Was used.
  • the hydrogenation treatment is carried out in the usual manner by adding 0.15% of SO-850 (trade name, manufactured by Sakai Chemical Co., Ltd.) as a hydrogenation catalyst to the fatty acid methyl ester at 170 ° C for 8 hours. Was. After the hydrogenation treatment, the catalyst was removed by filtration.
  • Potassium sulfate Ueno Pharmaceutical Co., Ltd., obtained by grinding potassium sulfate to 20-30

Abstract

L'invention concerne un procédé de production de particules renfermant un sel d'un alkyle ester d'un acide gras α-sulfo caractérisé en ce qu'il comprend les étapes consistant à mélanger un alkyle ester d'un acide gras α-sulfo avec une poudre alcaline aux fins de neutralisation des ingrédients et à faire vieillir la poudre mélangée et neutralisée obtenue tout en la fluidisant dans un appareil équipé d'un générateur de jets. Par conséquent, ce procédé permet d'obtenir facilement un sel d'un alkyle ester d'un acide gras α-sulfo possédant une concentration élevée. Des particules renfermant un sel d'un alkyle ester d'un acide gras α-sulfo à concentration élevée peuvent également être obtenues et présentent d'excellentes propriétés de poudre pendant le stockage (aptitude à l'écoulement et non susceptibilité à l'agglomération).
PCT/JP2003/012970 2002-10-16 2003-10-09 Particule renfermant un sel d'un alkyle ester d'un acide gras $g(a)-sulfo, procede de production de celle-ci et detergent WO2004035717A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
AU2003271151A AU2003271151A1 (en) 2002-10-16 2003-10-09 PARTICLE CONTAINING Alpha-SULFOFATTY ACID ALKYL ESTER SALT, PROCESS FOR PRODUCING THE SAME, AND DETERGENT
JP2004544925A JP4488211B2 (ja) 2002-10-16 2003-10-09 α−スルホ脂肪酸アルキルエステル塩含有粒子の製造方法

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2002302307 2002-10-16
JP2002-302307 2002-10-16

Publications (1)

Publication Number Publication Date
WO2004035717A1 true WO2004035717A1 (fr) 2004-04-29

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PCT/JP2003/012970 WO2004035717A1 (fr) 2002-10-16 2003-10-09 Particule renfermant un sel d'un alkyle ester d'un acide gras $g(a)-sulfo, procede de production de celle-ci et detergent

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Country Link
JP (1) JP4488211B2 (fr)
AU (1) AU2003271151A1 (fr)
MY (1) MY144007A (fr)
WO (1) WO2004035717A1 (fr)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2006161002A (ja) * 2004-12-10 2006-06-22 Lion Corp 高濃度α−スルホ脂肪酸アルキルエステル塩含有粒子及びその製造方法、ならびに洗剤
US7592302B2 (en) * 2003-06-12 2009-09-22 Lion Corporation Powders, flakes, or pellets containing salts of a sulfo fatty acid alkyl esters in high concentrations, process for production thereof, granulated detergents, and process for production thereof
JP5489996B2 (ja) * 2008-06-02 2014-05-14 ライオン株式会社 脂肪酸アルキルエステルスルホナート金属塩フレーク及びその製造方法

Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6187657A (ja) * 1984-10-05 1986-05-06 Kao Corp α−スルホ脂肪酸エステル塩の製造法
JPS62298570A (ja) * 1986-06-14 1987-12-25 ヘンケル・コマンディットゲゼルシャフト・アウフ・アクチェン α−スルホ脂肪酸アルキルエステルの固体アルカリ金属塩の製法
JP2000192097A (ja) * 1998-12-24 2000-07-11 Lion Corp 高嵩密度粒状洗剤組成物の製造方法
JP2001003092A (ja) * 1999-06-16 2001-01-09 Kao Corp 容器入り粉末洗剤
JP2001064248A (ja) * 1999-06-25 2001-03-13 Lion Corp α−スルホ脂肪酸アルキルエステル塩の製造方法
JP2001240899A (ja) * 1999-12-22 2001-09-04 Lion Corp 高嵩密度粒状洗剤組成物の製造方法
JP2002266000A (ja) * 2001-03-12 2002-09-18 Lion Corp 高嵩密度洗剤組成物及びその製造方法
JP2003105393A (ja) * 2001-09-28 2003-04-09 Lion Corp 洗浄剤組成物およびその製造方法
JP2003336094A (ja) * 2002-03-14 2003-11-28 Lion Corp 被覆粒子、洗剤組成物及び被覆粒子の製造方法

Patent Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6187657A (ja) * 1984-10-05 1986-05-06 Kao Corp α−スルホ脂肪酸エステル塩の製造法
JPS62298570A (ja) * 1986-06-14 1987-12-25 ヘンケル・コマンディットゲゼルシャフト・アウフ・アクチェン α−スルホ脂肪酸アルキルエステルの固体アルカリ金属塩の製法
JP2000192097A (ja) * 1998-12-24 2000-07-11 Lion Corp 高嵩密度粒状洗剤組成物の製造方法
JP2001003092A (ja) * 1999-06-16 2001-01-09 Kao Corp 容器入り粉末洗剤
JP2001064248A (ja) * 1999-06-25 2001-03-13 Lion Corp α−スルホ脂肪酸アルキルエステル塩の製造方法
JP2001240899A (ja) * 1999-12-22 2001-09-04 Lion Corp 高嵩密度粒状洗剤組成物の製造方法
JP2002266000A (ja) * 2001-03-12 2002-09-18 Lion Corp 高嵩密度洗剤組成物及びその製造方法
JP2003105393A (ja) * 2001-09-28 2003-04-09 Lion Corp 洗浄剤組成物およびその製造方法
JP2003336094A (ja) * 2002-03-14 2003-11-28 Lion Corp 被覆粒子、洗剤組成物及び被覆粒子の製造方法

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7592302B2 (en) * 2003-06-12 2009-09-22 Lion Corporation Powders, flakes, or pellets containing salts of a sulfo fatty acid alkyl esters in high concentrations, process for production thereof, granulated detergents, and process for production thereof
JP2006161002A (ja) * 2004-12-10 2006-06-22 Lion Corp 高濃度α−スルホ脂肪酸アルキルエステル塩含有粒子及びその製造方法、ならびに洗剤
JP4614065B2 (ja) * 2004-12-10 2011-01-19 ライオン株式会社 高濃度α−スルホ脂肪酸アルキルエステル塩含有粒子及びその製造方法、ならびに洗剤
JP5489996B2 (ja) * 2008-06-02 2014-05-14 ライオン株式会社 脂肪酸アルキルエステルスルホナート金属塩フレーク及びその製造方法

Also Published As

Publication number Publication date
MY144007A (en) 2011-07-29
AU2003271151A1 (en) 2004-05-04
JPWO2004035717A1 (ja) 2006-02-16
JP4488211B2 (ja) 2010-06-23

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