EP0385374A1 - Composition d'azurant stable au stockage - Google Patents
Composition d'azurant stable au stockage Download PDFInfo
- Publication number
- EP0385374A1 EP0385374A1 EP90103750A EP90103750A EP0385374A1 EP 0385374 A1 EP0385374 A1 EP 0385374A1 EP 90103750 A EP90103750 A EP 90103750A EP 90103750 A EP90103750 A EP 90103750A EP 0385374 A1 EP0385374 A1 EP 0385374A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- brightener
- storage
- stable
- formulation according
- weight
- Prior art date
- Legal status (The legal status 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 status listed.)
- Granted
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 59
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 23
- 229920001586 anionic polysaccharide Polymers 0.000 claims abstract description 13
- 150000004836 anionic polysaccharides Chemical class 0.000 claims abstract description 13
- 125000000129 anionic group Chemical group 0.000 claims abstract description 10
- 239000003599 detergent Substances 0.000 claims abstract description 10
- 238000002360 preparation method Methods 0.000 claims abstract description 3
- 238000009472 formulation Methods 0.000 claims description 49
- 230000003287 optical effect Effects 0.000 claims description 25
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 16
- 239000001257 hydrogen Substances 0.000 claims description 15
- 229910052739 hydrogen Inorganic materials 0.000 claims description 15
- 239000003792 electrolyte Substances 0.000 claims description 14
- 150000001768 cations Chemical class 0.000 claims description 12
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 9
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims description 9
- GJCOSYZMQJWQCA-UHFFFAOYSA-N 9H-xanthene Chemical group C1=CC=C2CC3=CC=CC=C3OC2=C1 GJCOSYZMQJWQCA-UHFFFAOYSA-N 0.000 claims description 9
- 229910052736 halogen Inorganic materials 0.000 claims description 9
- 150000002367 halogens Chemical class 0.000 claims description 9
- 125000000542 sulfonic acid group Chemical group 0.000 claims description 9
- 229920001285 xanthan gum Polymers 0.000 claims description 9
- 229910001413 alkali metal ion Inorganic materials 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 5
- 239000001913 cellulose Substances 0.000 claims description 5
- 229920002678 cellulose Polymers 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 4
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims description 4
- 229920001282 polysaccharide Polymers 0.000 claims description 4
- 239000005017 polysaccharide Substances 0.000 claims description 4
- 150000004804 polysaccharides Chemical class 0.000 claims description 4
- 239000000843 powder Substances 0.000 claims description 4
- 125000003282 alkyl amino group Chemical group 0.000 claims description 3
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 239000000126 substance Substances 0.000 claims description 3
- 150000003335 secondary amines Chemical class 0.000 claims description 2
- 125000001424 substituent group Chemical group 0.000 claims description 2
- 239000000725 suspension Substances 0.000 description 14
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 12
- -1 tertiary amine radical Chemical class 0.000 description 11
- 239000012065 filter cake Substances 0.000 description 7
- VXIVSQZSERGHQP-UHFFFAOYSA-N chloroacetamide Chemical compound NC(=O)CCl VXIVSQZSERGHQP-UHFFFAOYSA-N 0.000 description 6
- 239000011780 sodium chloride Substances 0.000 description 6
- 238000003756 stirring Methods 0.000 description 6
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 238000003860 storage Methods 0.000 description 4
- 0 C*=**=*(*(C)=C)N=O Chemical compound C*=**=*(*(C)=C)N=O 0.000 description 3
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 3
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- 229910052938 sodium sulfate Inorganic materials 0.000 description 3
- 235000011152 sodium sulphate Nutrition 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 150000001340 alkali metals Chemical class 0.000 description 2
- 239000001768 carboxy methyl cellulose Substances 0.000 description 2
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 2
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 238000004062 sedimentation Methods 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Substances [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- ZMLPKJYZRQZLDA-UHFFFAOYSA-N 1-(2-phenylethenyl)-4-[4-(2-phenylethenyl)phenyl]benzene Chemical group C=1C=CC=CC=1C=CC(C=C1)=CC=C1C(C=C1)=CC=C1C=CC1=CC=CC=C1 ZMLPKJYZRQZLDA-UHFFFAOYSA-N 0.000 description 1
- ULOIAOPTGWSNHU-UHFFFAOYSA-N 2-butyl radical Chemical compound C[CH]CC ULOIAOPTGWSNHU-UHFFFAOYSA-N 0.000 description 1
- IIVWHGMLFGNMOW-UHFFFAOYSA-N 2-methylpropane Chemical compound C[C](C)C IIVWHGMLFGNMOW-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- WQZGKKKJIJFFOK-QTVWNMPRSA-N D-mannopyranose Chemical compound OC[C@H]1OC(O)[C@@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-QTVWNMPRSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- IAJILQKETJEXLJ-UHFFFAOYSA-N Galacturonsaeure Natural products O=CC(O)C(O)C(O)C(O)C(O)=O IAJILQKETJEXLJ-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical group [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical group C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- IAJILQKETJEXLJ-QTBDOELSSA-N aldehydo-D-glucuronic acid Chemical compound O=C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)C(O)=O IAJILQKETJEXLJ-QTBDOELSSA-N 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 125000004966 cyanoalkyl group Chemical group 0.000 description 1
- RGLYKWWBQGJZGM-ISLYRVAYSA-N diethylstilbestrol Chemical class C=1C=C(O)C=CC=1C(/CC)=C(\CC)C1=CC=C(O)C=C1 RGLYKWWBQGJZGM-ISLYRVAYSA-N 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 239000008098 formaldehyde solution Substances 0.000 description 1
- 229940097043 glucuronic acid Drugs 0.000 description 1
- 125000001188 haloalkyl group Chemical group 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- MTNDZQHUAFNZQY-UHFFFAOYSA-N imidazoline Chemical compound C1CN=CN1 MTNDZQHUAFNZQY-UHFFFAOYSA-N 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 150000002772 monosaccharides Chemical class 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 125000003884 phenylalkyl group Chemical group 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 239000007785 strong electrolyte Substances 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 150000003918 triazines Chemical class 0.000 description 1
Classifications
-
- 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
- C11D3/40—Dyes ; Pigments
- C11D3/42—Brightening agents ; Blueing agents
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
- D06L4/00—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
- D06L4/60—Optical bleaching or brightening
- D06L4/614—Optical bleaching or brightening in aqueous solvents
- D06L4/621—Optical bleaching or brightening in aqueous solvents with anionic brighteners
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
- D06L4/00—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
- D06L4/60—Optical bleaching or brightening
- D06L4/664—Preparations of optical brighteners; Optical brighteners in aerosol form; Physical treatment of optical brighteners
Definitions
- the present invention relates to storage-stable, aqueous, concentrated brightener formulations and a process for their preparation and their use.
- optical brighteners are preferably marketed in the form of aqueous solutions.
- the moist filter cake or the dry powder is slurried with water.
- This suspension is mixed with dispersants and thickeners to increase homogeneity, wettability and stability.
- An electrolyte is often added to these auxiliaries.
- the additives used up to now could not prevent sedimentation of the brighteners over a longer period of time.
- Such formulations preferably contain anionic optical brighteners which contain at least one sulfonic acid residue.
- they are brighteners of the triazine series of the formula: wherein X and Y, which may be the same or different and represent a secondary or tertiary amine radical or a mono- or di-substituted alkoxy group, and H represents a hydrogen atom or a salt-forming cation.
- X1 and Y1 which may be the same or different, a phenylamino group which is optionally mono- or di-substituted by alkyl radicals with 1 or 2 carbon atoms, the morpholino group, an alkylamino group with 1 to 4 carbon atoms which may be substituted by hydroxyl radicals, represents an alkoxy group having 1 to 4 carbon atoms, and M represents hydrogen or a salt-forming cation.
- X2 and Y2 which may be the same or different, the phenylamino, the morpholino, an alkylamino group having 1 to 4 carbon atoms, which may be substituted by hydroxyl radicals and M is hydrogen or a salt-forming cation.
- X3 and Y3, which may be the same or different, represent a phenylamino, morpholino, the N-methyl-N-ethanolamine group and M is hydrogen or a salt-forming cation.
- X4 and Y4 which may be the same or different, represent the morpholino or the N-methyl-N-ethanolamine group and M is hydrogen or a salt-forming cation.
- M ' is an alkali metal ion, in the case of this optical brightener a content of 4 to 25% by weight, based on the total weight of the slurry, of a strong electrolyte is expediently present.
- Optical brighteners from the distilbene series can also be used.
- A sulfonic acid residue, hydrogen, C1-C4-alkyl, C1-C4-alkoxy or halogen
- Particularly preferred compounds are compounds of the formula where A, B and n have the above meaning and M is a salt-forming cation.
- halogens are fluorine, chlorine and bromine, but especially chlorine.
- C1-C4 alkyl radicals are unbranched and branched alkyl radicals such as the methyl, ethyl, n- and iso-propyl, n-, sec- and tert-butyl radical. These C1-C4 alkyl radicals can in turn be substituted with e.g. Aryl (phenyl, naphthyl), C1-C4 alkyl, C1-C4 alkoxy, OH or CN groups.
- Salt-forming cations M are e.g. Alkali metal, ammonium or amine salt ions.
- Amine salt ions are preferred those of the formula H+NR8R9R10 in which R8, R9 and R10 independently of one another are hydrogen, alkyl, alkenyl, hydroxyalkyl, cyanoalkyl, haloalkyl or phenylalkyl or in which R8 and R9 together are the addition to a 5-7-membered saturated Represent nitrogen heterocycle, which may additionally contain a nitrogen or oxygen atom as a ring member, for example a piperidine, piperazine, pyrrolidine, imidazoline or morpholine ring, while R10 represents hydrogen.
- Preferred distyrylbiphenyl compounds of the formula (X) are those in which the cation M is an alkali metal, ammonium or amine ion, potassium and sodium being of particular importance for practical reasons.
- the anionic polysaccharides which can be used according to the invention belong to the group of modified polysaccharides which can be derived from cellulose. It can be etherified cellulose, but also heteropolysaccharides that contain other monosaccharides in the side chains, e.g. Mannose and glucuronic acid included.
- the anionic polysaccharide is, for example, Na carboxymethyl cellulose and particularly preferably xanthan.
- the amount of polysaccharide is preferably 0.01 to 1% by weight, with a range of 0.05-0.5% by weight being particularly preferred, based on the total weight of the formulation. However, these ranges can be exceeded in the case of very highly concentrated or very low concentrated formulations.
- the formulation can contain auxiliaries; electrolytes, preservatives such as chloroacetamide or aqueous formaldehyde solution and odor improvers may be mentioned as examples.
- the electrolyte can be sodium chloride, sodium sulfate, sodium carbonate or one of the corresponding potassium salts or also mixtures of the aforementioned substances.
- the amount of electrolyte can be 0.1 to 25% by weight, based on the total weight of the formulation, preferably 0.1 to 20% by weight.
- Formulations according to the invention are obtained by mixing the moist filter cake or the dry powder of an anionic optical brightener, which preferably contains at least one sulfonic acid residue, in an amount of 10-60% by weight, based on the total weight of the formulation, with 0.01-1% by weight % anionic polysaccharide and water mixed and homogenized.
- an anionic optical brightener which preferably contains at least one sulfonic acid residue
- the desired content of anionic optical brightener in the suspension can be adjusted either by adding water, aqueous electrolyte, suspension or further dry powder to the moist filter cake. This setting can be made before, during or after the addition of the anionic polysaccharide.
- the proportion of the anionic optical brightener is expediently 10 to 60%, preferably 15 to 40% by weight, based on the weight of the suspension.
- the suspension is then mixed with the anionic polysaccharide until it is homogeneous.
- the formulation can be incorporated into a detergent, e.g. by flowing the required amount of the suspension from a container into a mixing device which contains a suspension of the detergent or detergent.
- the present invention accordingly also relates to a process for the production of detergents and the detergents obtained thereafter, characterized in that a suspension for detergents of conventional detergents is mixed and dried with a suspension of brighteners according to the invention.
- the suspensions obtained are advantageously dried by subjecting them to a spray drying process.
- the brightener formulation according to the invention can be used for the production of liquid detergents.
- the properties of the brightener formulation correspond to those from Example 1.
- the brightener formulation does not form any deposits after standing for several months at room temperature and 40 ° C.
- the brightener formulation is stable on storage at room temperature and 40 ° C.
- the suspension shows no deposits after standing for 3 months at room temperature.
- the brightener formulation is stable on storage at room temperature and 40 ° C.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Detergent Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AT90103750T ATE100484T1 (de) | 1989-02-28 | 1990-02-26 | Lagerstabile aufhellerformulierung. |
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH733/89 | 1989-02-28 | ||
CH73389 | 1989-02-28 | ||
CH73389 | 1989-02-28 |
Publications (3)
Publication Number | Publication Date |
---|---|
EP0385374A1 true EP0385374A1 (fr) | 1990-09-05 |
EP0385374B1 EP0385374B1 (fr) | 1994-01-19 |
EP0385374B2 EP0385374B2 (fr) | 2005-01-12 |
Family
ID=4193929
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP90103750A Expired - Lifetime EP0385374B2 (fr) | 1989-02-28 | 1990-02-26 | Composition d'azurant stable au stockage |
Country Status (9)
Country | Link |
---|---|
US (1) | US5076968A (fr) |
EP (1) | EP0385374B2 (fr) |
JP (1) | JP2688378B2 (fr) |
AT (1) | ATE100484T1 (fr) |
BR (1) | BR9000850A (fr) |
CA (1) | CA2010909C (fr) |
DE (1) | DE59004269D1 (fr) |
ES (1) | ES2048343T5 (fr) |
MX (1) | MX170189B (fr) |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0577557A1 (fr) * | 1992-06-30 | 1994-01-05 | Ciba-Geigy Ag | Sels disodiques et dipotassiques d'hydrates de 4,4'-bis(2-sulfostyryl)-biphenyl |
EP0884312A1 (fr) * | 1997-05-23 | 1998-12-16 | Ciba SC Holding AG | Composés de triazinylaminostilbène |
US5980904A (en) * | 1998-11-18 | 1999-11-09 | Amway Corporation | Skin whitening composition containing bearberry extract and a reducing agent |
EP1300513A2 (fr) * | 2001-10-05 | 2003-04-09 | Bayer Aktiengesellschaft | Utilisation de préparations solides d'azurant optiques pour l'azurage optique de papier |
EP1335001A1 (fr) * | 2001-10-05 | 2003-08-13 | Bayer Aktiengesellschaft | Preparations solides eclaircissantes |
WO2004111330A1 (fr) * | 2003-06-11 | 2004-12-23 | Ciba Specialty Chemicals Holding Inc. | Formulations de blanchiment fluorescentes stables au stockage |
EP2454356B1 (fr) | 2009-07-17 | 2017-03-01 | Henkel AG & Co. KGaA | Composition détergente liquide comprenant un polymère pour l'inhibition des gris |
Families Citing this family (23)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8865294B2 (en) | 2012-10-25 | 2014-10-21 | The Glad Products Company | Thermoplastic multi-ply film with metallic appearance |
CH682748A5 (de) * | 1991-11-07 | 1993-11-15 | Ciba Geigy Ag | Lagerstabile Formulierung von optischen Aufhellermischungen. |
CH686959A5 (de) * | 1992-12-22 | 1996-08-15 | Ciba Geigy Ag | Lagerstabile Formulierung von optischen Aufhellern. |
US5697985A (en) * | 1995-06-07 | 1997-12-16 | Bayer Corporation | Process for the preparation storage-stable dye dispersions |
DE59710955D1 (de) * | 1996-10-10 | 2003-12-11 | Ciba Sc Holding Ag | Dispersionen von optischen Aufhellern |
US20070185032A1 (en) * | 1996-12-11 | 2007-08-09 | Praecis Pharmaceuticals, Inc. | Pharmaceutical formulations for sustained drug delivery |
US6030443A (en) * | 1999-04-29 | 2000-02-29 | Hercules Incorporated | Paper coating composition with improved optical brightener carriers |
DE10149313A1 (de) * | 2001-10-05 | 2003-04-17 | Bayer Ag | Verwendung wässriger Aufhellerpräparationen zum Aufhellen von natürlichen und synthetischen Materialien |
CA2550811C (fr) * | 2003-12-24 | 2012-05-01 | Jane Hirsh | Formulations thermostables et methodes de mise au point desdites formulations |
CN101072841A (zh) * | 2004-12-09 | 2007-11-14 | 克莱里安特财务(Bvi)有限公司 | 荧光增白剂的水性分散体 |
US9321873B2 (en) | 2005-07-21 | 2016-04-26 | Akzo Nobel N.V. | Hybrid copolymer compositions for personal care applications |
NO20073834L (no) | 2006-07-21 | 2008-01-22 | Akzo Nobel Chemicals Int Bv | Sulfonerte podede kopolymerer |
KR100876368B1 (ko) | 2006-09-23 | 2008-12-29 | 연세대학교 산학협력단 | 저전압구동형 전기 형광소자 및 이의 용도 |
US10780669B2 (en) | 2009-11-16 | 2020-09-22 | The Glad Products Company | Films and bags with visually distinct regions and methods of making the same |
WO2012098015A1 (fr) * | 2011-01-20 | 2012-07-26 | Huntsman Advanced Materials (Switzerland) Gmbh | Formulations d'agents de blanchiment fluorescents sous forme dispersée |
US8636918B2 (en) | 2011-08-05 | 2014-01-28 | Ecolab Usa Inc. | Cleaning composition containing a polysaccharide hybrid polymer composition and methods of controlling hard water scale |
US8853144B2 (en) | 2011-08-05 | 2014-10-07 | Ecolab Usa Inc. | Cleaning composition containing a polysaccharide graft polymer composition and methods of improving drainage |
US8679366B2 (en) | 2011-08-05 | 2014-03-25 | Ecolab Usa Inc. | Cleaning composition containing a polysaccharide graft polymer composition and methods of controlling hard water scale |
US8841246B2 (en) | 2011-08-05 | 2014-09-23 | Ecolab Usa Inc. | Cleaning composition containing a polysaccharide hybrid polymer composition and methods of improving drainage |
BR112014009040A2 (pt) | 2011-11-04 | 2017-05-09 | Akzo Nobel Chemicals Int Bv | copolímero obtenível através da polimerização de pelo menos um primeiro monômero etilenicamente não saturado e pelo menos um segundo monômero etilenicamente não saturado; composição de copolímero; e processo para preparação do copolímero de dendrito |
CN103945828A (zh) | 2011-11-04 | 2014-07-23 | 阿克佐诺贝尔化学国际公司 | 混杂树枝状共聚物、其组合物及其制备方法 |
US8945314B2 (en) | 2012-07-30 | 2015-02-03 | Ecolab Usa Inc. | Biodegradable stability binding agent for a solid detergent |
US9365805B2 (en) | 2014-05-15 | 2016-06-14 | Ecolab Usa Inc. | Bio-based pot and pan pre-soak |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2442267A1 (fr) * | 1978-11-21 | 1980-06-20 | Hoechst Ag | Azureurs de couleur stable, applicables a des detergents |
DE2951212A1 (de) * | 1978-12-22 | 1980-07-10 | Ciba Geigy Ag | Verfahren zur herstellung von optische aufheller enthaltenden waschpulvern mit stabilisiertem bzw. verbessertem aspekt |
GB2076011A (en) * | 1980-05-19 | 1981-11-25 | Procter & Gamble | Coated white diphenyl and stilbene fabric brighteners |
US4478598A (en) * | 1981-02-26 | 1984-10-23 | Ciba-Geigy Corporation | Amphoteric styrene derivatives useful as fluorescent brighteners |
EP0302340A2 (fr) * | 1987-08-07 | 1989-02-08 | Bayer Ag | Détergent liquide |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3962115A (en) * | 1970-07-09 | 1976-06-08 | Ciba-Geigy Ag | Treatment of optical brightening agents |
CH582275A5 (fr) * | 1973-02-02 | 1976-11-30 | Ciba Geigy Ag | |
CH632631B (de) * | 1977-11-23 | Ciba Geigy Ag | Waessrige praeparate von in wasser unloeslichen bis schwerloeslichen farbstoffen und optischen aufhellern. | |
DE3643215A1 (de) * | 1986-12-18 | 1988-06-30 | Bayer Ag | Weisstoenerhaltige papierstreichmassen |
-
1990
- 1990-02-22 BR BR909000850A patent/BR9000850A/pt unknown
- 1990-02-26 EP EP90103750A patent/EP0385374B2/fr not_active Expired - Lifetime
- 1990-02-26 CA CA002010909A patent/CA2010909C/fr not_active Expired - Fee Related
- 1990-02-26 DE DE90103750T patent/DE59004269D1/de not_active Expired - Lifetime
- 1990-02-26 AT AT90103750T patent/ATE100484T1/de not_active IP Right Cessation
- 1990-02-26 ES ES90103750T patent/ES2048343T5/es not_active Expired - Lifetime
- 1990-02-27 MX MX019682A patent/MX170189B/es unknown
- 1990-02-27 US US07/485,695 patent/US5076968A/en not_active Expired - Lifetime
- 1990-02-28 JP JP2046003A patent/JP2688378B2/ja not_active Expired - Lifetime
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2442267A1 (fr) * | 1978-11-21 | 1980-06-20 | Hoechst Ag | Azureurs de couleur stable, applicables a des detergents |
DE2951212A1 (de) * | 1978-12-22 | 1980-07-10 | Ciba Geigy Ag | Verfahren zur herstellung von optische aufheller enthaltenden waschpulvern mit stabilisiertem bzw. verbessertem aspekt |
GB2076011A (en) * | 1980-05-19 | 1981-11-25 | Procter & Gamble | Coated white diphenyl and stilbene fabric brighteners |
US4478598A (en) * | 1981-02-26 | 1984-10-23 | Ciba-Geigy Corporation | Amphoteric styrene derivatives useful as fluorescent brighteners |
EP0302340A2 (fr) * | 1987-08-07 | 1989-02-08 | Bayer Ag | Détergent liquide |
Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0577557A1 (fr) * | 1992-06-30 | 1994-01-05 | Ciba-Geigy Ag | Sels disodiques et dipotassiques d'hydrates de 4,4'-bis(2-sulfostyryl)-biphenyl |
EP0884312A1 (fr) * | 1997-05-23 | 1998-12-16 | Ciba SC Holding AG | Composés de triazinylaminostilbène |
US5980904A (en) * | 1998-11-18 | 1999-11-09 | Amway Corporation | Skin whitening composition containing bearberry extract and a reducing agent |
EP1300513A2 (fr) * | 2001-10-05 | 2003-04-09 | Bayer Aktiengesellschaft | Utilisation de préparations solides d'azurant optiques pour l'azurage optique de papier |
EP1335001A1 (fr) * | 2001-10-05 | 2003-08-13 | Bayer Aktiengesellschaft | Preparations solides eclaircissantes |
EP1300513A3 (fr) * | 2001-10-05 | 2007-04-04 | Lanxess Deutschland GmbH | Utilisation de préparations solides d'azurant optiques pour l'azurage optique de papier |
WO2004111330A1 (fr) * | 2003-06-11 | 2004-12-23 | Ciba Specialty Chemicals Holding Inc. | Formulations de blanchiment fluorescentes stables au stockage |
AU2004247892B2 (en) * | 2003-06-11 | 2009-09-17 | Basf Se | Storage-stable fluorescent whitener formulations |
EP2454356B1 (fr) | 2009-07-17 | 2017-03-01 | Henkel AG & Co. KGaA | Composition détergente liquide comprenant un polymère pour l'inhibition des gris |
Also Published As
Publication number | Publication date |
---|---|
EP0385374B2 (fr) | 2005-01-12 |
ATE100484T1 (de) | 1994-02-15 |
CA2010909A1 (fr) | 1990-08-31 |
ES2048343T5 (es) | 2005-07-01 |
CA2010909C (fr) | 2002-01-22 |
BR9000850A (pt) | 1991-02-05 |
US5076968A (en) | 1991-12-31 |
EP0385374B1 (fr) | 1994-01-19 |
JP2688378B2 (ja) | 1997-12-10 |
MX170189B (es) | 1993-08-10 |
DE59004269D1 (de) | 1994-03-03 |
JPH02266000A (ja) | 1990-10-30 |
ES2048343T3 (es) | 1994-03-16 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
EP0385374B1 (fr) | Composition d'azurant stable au stockage | |
EP0542677B1 (fr) | Formulation stable au stockage de mélanges d'azurants optiques | |
DE1125937B (de) | Verfahren zur Stabilisierung von Dihalogen-s-triazinverbindungen | |
DE69807397T2 (de) | Triazinylaminostilben Verbindungen | |
DE1126374B (de) | Verfahren zur Herstellung von Alkanolaminsalzen von Salicylaniliden | |
EP0043790A1 (fr) | Procédé d'augmentation ou d'amélioration de l'effet de blanchiment lors du blanchiment optique de compositions d'enduction | |
EP0604366B1 (fr) | Formulation stable au stockage de mélanges d'azurants optiques | |
EP0143406A2 (fr) | Compositions liquides de colorants réactifs et leur utilisation | |
DE4128638B4 (de) | Wäßrige Dispersionen von flammhemmenden Verbindungen | |
DE2633261C2 (fr) | ||
DE1218646B (de) | Fluessige oder pastenfoermige Waschaktivsubstanzkonzentrate | |
DE1594854A1 (de) | Dispersionen von optischen Aufhellungsmitteln mit salzbildenden wasserloeslichmachenden Gruppen | |
DE1717116A1 (de) | Waschmittelstift | |
DE2854484A1 (de) | Stabile waessrige zeolith-suspensionen | |
DE859313C (de) | Verfahren zur Herstellung von Bis-[2-morpholino-4-amino-1, 3, 5-triazyl-(6)]-4, 4''-diaminostilbendisulfon- und -dicarbonsaeuren | |
EP0396503A2 (fr) | Formulations aqueuses stables au stockage contenant des azurants optiques | |
DE2113834A1 (de) | Verfahren zur Herstellung von Aufschlaemmungen von optischen Aufhellern aus der Gruppe der Triazine | |
DE1470845A1 (de) | Verfahren zur Herstellung von Celluloseabkoemmlingen verbesserter Widerstandsfaehigkeit gegenueber Verfaerbung | |
EP0528269A2 (fr) | Préparations coulables de colorants contenants des colorants polyazoiques | |
DE2605341A1 (de) | Fluessiges reinigungsmittel | |
DE2850382A1 (de) | Farbstabile waschmittelaufheller | |
DE1295508B (de) | Aufheller fuer Cellulosematerialien | |
DE3900651A1 (de) | Stabile, optische aufheller enthaltende bleichmittel | |
DE2303886C3 (de) | Stabile, Epoxypropyltrialkylammoniumsalze enthaltende Gemische | |
DE2246843A1 (de) | Verfahren zur herstellung von aufschlaemmungen von optischen aufhellern aus der gruppe der distilbene |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
|
17P | Request for examination filed |
Effective date: 19900226 |
|
AK | Designated contracting states |
Kind code of ref document: A1 Designated state(s): AT CH DE ES FR GB IT LI |
|
17Q | First examination report despatched |
Effective date: 19930413 |
|
GRAA | (expected) grant |
Free format text: ORIGINAL CODE: 0009210 |
|
AK | Designated contracting states |
Kind code of ref document: B1 Designated state(s): AT CH DE ES FR GB IT LI |
|
REF | Corresponds to: |
Ref document number: 100484 Country of ref document: AT Date of ref document: 19940215 Kind code of ref document: T |
|
ET | Fr: translation filed | ||
REF | Corresponds to: |
Ref document number: 59004269 Country of ref document: DE Date of ref document: 19940303 |
|
REG | Reference to a national code |
Ref country code: ES Ref legal event code: FG2A Ref document number: 2048343 Country of ref document: ES Kind code of ref document: T3 |
|
ITF | It: translation for a ep patent filed | ||
GBT | Gb: translation of ep patent filed (gb section 77(6)(a)/1977) |
Effective date: 19940321 |
|
PLBI | Opposition filed |
Free format text: ORIGINAL CODE: 0009260 |
|
26 | Opposition filed |
Opponent name: BAYER AG, LEVERKUSEN KONZERNVERWALTUNG RP PATENTE Effective date: 19941013 |
|
ITTA | It: last paid annual fee | ||
REG | Reference to a national code |
Ref country code: CH Ref legal event code: PUE Owner name: CIBA-GEIGY AG TRANSFER- CIBA SC HOLDING AG |
|
REG | Reference to a national code |
Ref country code: CH Ref legal event code: PFA Free format text: CIBA SC HOLDING AG TRANSFER- CIBA SPECIALTY CHEMICALS HOLDING INC. Ref country code: FR Ref legal event code: TP |
|
RAP2 | Party data changed (patent owner data changed or rights of a patent transferred) |
Owner name: CIBA SPECIALTY CHEMICALS HOLDING INC. |
|
PLBO | Opposition rejected |
Free format text: ORIGINAL CODE: EPIDOS REJO |
|
REG | Reference to a national code |
Ref country code: GB Ref legal event code: 732E |
|
APAC | Appeal dossier modified |
Free format text: ORIGINAL CODE: EPIDOS NOAPO |
|
APAE | Appeal reference modified |
Free format text: ORIGINAL CODE: EPIDOS REFNO |
|
PLBQ | Unpublished change to opponent data |
Free format text: ORIGINAL CODE: EPIDOS OPPO |
|
PLAB | Opposition data, opponent's data or that of the opponent's representative modified |
Free format text: ORIGINAL CODE: 0009299OPPO |
|
APAC | Appeal dossier modified |
Free format text: ORIGINAL CODE: EPIDOS NOAPO |
|
R26 | Opposition filed (corrected) |
Opponent name: BAYER AG, LEVERKUSEN KONZERNVERWALTUNG RP PATENTE Effective date: 19941013 |
|
APAC | Appeal dossier modified |
Free format text: ORIGINAL CODE: EPIDOS NOAPO |
|
PLBQ | Unpublished change to opponent data |
Free format text: ORIGINAL CODE: EPIDOS OPPO |
|
PLAB | Opposition data, opponent's data or that of the opponent's representative modified |
Free format text: ORIGINAL CODE: 0009299OPPO |
|
REG | Reference to a national code |
Ref country code: FR Ref legal event code: CD |
|
R26 | Opposition filed (corrected) |
Opponent name: BAYER AG, LEVERKUSEN KONZERNVERWALTUNG RP PATENTE Effective date: 19941013 |
|
REG | Reference to a national code |
Ref country code: ES Ref legal event code: PC2A |
|
PLAW | Interlocutory decision in opposition |
Free format text: ORIGINAL CODE: EPIDOS IDOP |
|
APAC | Appeal dossier modified |
Free format text: ORIGINAL CODE: EPIDOS NOAPO |
|
APAE | Appeal reference modified |
Free format text: ORIGINAL CODE: EPIDOS REFNO |
|
APAC | Appeal dossier modified |
Free format text: ORIGINAL CODE: EPIDOS NOAPO |
|
REG | Reference to a national code |
Ref country code: GB Ref legal event code: IF02 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: AT Payment date: 20020228 Year of fee payment: 13 |
|
APAC | Appeal dossier modified |
Free format text: ORIGINAL CODE: EPIDOS NOAPO |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: AT Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20030226 |
|
APAC | Appeal dossier modified |
Free format text: ORIGINAL CODE: EPIDOS NOAPO |
|
APAC | Appeal dossier modified |
Free format text: ORIGINAL CODE: EPIDOS NOAPO |
|
PLAT | Information related to reply to examination report in opposition deleted |
Free format text: ORIGINAL CODE: EPIDOSDORE3 |
|
PLAY | Examination report in opposition despatched + time limit |
Free format text: ORIGINAL CODE: EPIDOSNORE2 |
|
PLAY | Examination report in opposition despatched + time limit |
Free format text: ORIGINAL CODE: EPIDOSNORE2 |
|
PLBC | Reply to examination report in opposition received |
Free format text: ORIGINAL CODE: EPIDOSNORE3 |
|
PLAT | Information related to reply to examination report in opposition deleted |
Free format text: ORIGINAL CODE: EPIDOSDORE3 |
|
PLAY | Examination report in opposition despatched + time limit |
Free format text: ORIGINAL CODE: EPIDOSNORE2 |
|
PLBC | Reply to examination report in opposition received |
Free format text: ORIGINAL CODE: EPIDOSNORE3 |
|
PLAB | Opposition data, opponent's data or that of the opponent's representative modified |
Free format text: ORIGINAL CODE: 0009299OPPO |
|
R26 | Opposition filed (corrected) |
Opponent name: BAYER CHEMICALS AG Effective date: 19941013 |
|
PUAH | Patent maintained in amended form |
Free format text: ORIGINAL CODE: 0009272 |
|
STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: PATENT MAINTAINED AS AMENDED |
|
27A | Patent maintained in amended form |
Effective date: 20050112 |
|
AK | Designated contracting states |
Kind code of ref document: B2 Designated state(s): AT CH DE ES FR GB IT LI |
|
REG | Reference to a national code |
Ref country code: CH Ref legal event code: AEN Free format text: AUFRECHTERHALTUNG DES PATENTES IN GEAENDERTER FORM |
|
GBTA | Gb: translation of amended ep patent filed (gb section 77(6)(b)/1977) | ||
REG | Reference to a national code |
Ref country code: ES Ref legal event code: DC2A Date of ref document: 20050304 Kind code of ref document: T5 |
|
ET3 | Fr: translation filed ** decision concerning opposition | ||
APAH | Appeal reference modified |
Free format text: ORIGINAL CODE: EPIDOSCREFNO |
|
REG | Reference to a national code |
Ref country code: CH Ref legal event code: PFA Owner name: CIBA HOLDING INC. Free format text: CIBA SPECIALTY CHEMICALS HOLDING INC.#KLYBECKSTRASSE 141#4057 BASEL (CH) -TRANSFER TO- CIBA HOLDING INC.#KLYBECKSTRASSE 141#4057 BASEL (CH) |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: CH Payment date: 20081222 Year of fee payment: 20 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: ES Payment date: 20090220 Year of fee payment: 20 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: DE Payment date: 20090219 Year of fee payment: 20 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: GB Payment date: 20090119 Year of fee payment: 20 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: IT Payment date: 20090209 Year of fee payment: 20 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: FR Payment date: 20090220 Year of fee payment: 20 |
|
REG | Reference to a national code |
Ref country code: CH Ref legal event code: PL |
|
REG | Reference to a national code |
Ref country code: GB Ref legal event code: PE20 Expiry date: 20100225 |
|
REG | Reference to a national code |
Ref country code: ES Ref legal event code: FD2A Effective date: 20100227 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: GB Free format text: LAPSE BECAUSE OF EXPIRATION OF PROTECTION Effective date: 20100225 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: ES Free format text: LAPSE BECAUSE OF EXPIRATION OF PROTECTION Effective date: 20100227 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: DE Free format text: LAPSE BECAUSE OF EXPIRATION OF PROTECTION Effective date: 20100226 |