NZ330497A - Hydrates of novel 4,4'-di-triazinylamino-2,2'-di-sulfostilbene compounds as fluorescent whitening agents - Google Patents
Hydrates of novel 4,4'-di-triazinylamino-2,2'-di-sulfostilbene compounds as fluorescent whitening agentsInfo
- Publication number
- NZ330497A NZ330497A NZ330497A NZ33049798A NZ330497A NZ 330497 A NZ330497 A NZ 330497A NZ 330497 A NZ330497 A NZ 330497A NZ 33049798 A NZ33049798 A NZ 33049798A NZ 330497 A NZ330497 A NZ 330497A
- Authority
- NZ
- New Zealand
- Prior art keywords
- hydrate
- mixture
- triazinylamino
- weight
- sulfostilbene
- Prior art date
Links
- 150000004677 hydrates Chemical class 0.000 title claims description 39
- UQZLXZWXCZGLSW-UHFFFAOYSA-N 2-[2-[2-sulfo-4-(triazin-4-ylamino)phenyl]ethenyl]-5-(triazin-4-ylamino)benzenesulfonic acid Chemical class C=1C=C(C=CC=2C(=CC(NC=3N=NN=CC=3)=CC=2)S(O)(=O)=O)C(S(=O)(=O)O)=CC=1NC1=CC=NN=N1 UQZLXZWXCZGLSW-UHFFFAOYSA-N 0.000 title claims description 6
- 239000006081 fluorescent whitening agent Substances 0.000 title description 10
- 239000000203 mixture Substances 0.000 claims description 80
- 239000013078 crystal Substances 0.000 claims description 63
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 57
- 239000000243 solution Substances 0.000 claims description 49
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 43
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 42
- 239000002253 acid Substances 0.000 claims description 41
- 239000013543 active substance Substances 0.000 claims description 41
- 238000002441 X-ray diffraction Methods 0.000 claims description 34
- 238000000034 method Methods 0.000 claims description 33
- 239000013011 aqueous formulation Substances 0.000 claims description 31
- 239000011780 sodium chloride Substances 0.000 claims description 21
- 238000009472 formulation Methods 0.000 claims description 19
- -1 4,4'-di-triazinylamino-2,2'-di-sulfostilbene compound Chemical class 0.000 claims description 16
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 14
- 150000001875 compounds Chemical class 0.000 claims description 14
- 239000007864 aqueous solution Substances 0.000 claims description 13
- 239000003792 electrolyte Substances 0.000 claims description 13
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 12
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 claims description 9
- DMSMPAJRVJJAGA-UHFFFAOYSA-N benzo[d]isothiazol-3-one Chemical group C1=CC=C2C(=O)NSC2=C1 DMSMPAJRVJJAGA-UHFFFAOYSA-N 0.000 claims description 9
- 239000002270 dispersing agent Substances 0.000 claims description 9
- 230000015572 biosynthetic process Effects 0.000 claims description 8
- 238000006243 chemical reaction Methods 0.000 claims description 8
- 238000003786 synthesis reaction Methods 0.000 claims description 8
- 229920001285 xanthan gum Polymers 0.000 claims description 8
- 239000008151 electrolyte solution Substances 0.000 claims description 7
- 150000004676 glycans Chemical class 0.000 claims description 7
- 238000004519 manufacturing process Methods 0.000 claims description 7
- 229920001282 polysaccharide Polymers 0.000 claims description 7
- 239000005017 polysaccharide Substances 0.000 claims description 7
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical group OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 6
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 claims description 6
- 229910052938 sodium sulfate Inorganic materials 0.000 claims description 6
- 235000011152 sodium sulphate Nutrition 0.000 claims description 6
- 239000003381 stabilizer Substances 0.000 claims description 6
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 5
- 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 claims description 5
- 239000001257 hydrogen Substances 0.000 claims description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims description 5
- 238000010899 nucleation Methods 0.000 claims description 5
- KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Inorganic materials [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 5
- 229910052708 sodium Inorganic materials 0.000 claims description 5
- 239000011734 sodium Substances 0.000 claims description 5
- 239000004753 textile Substances 0.000 claims description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 4
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims description 4
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 4
- 239000000084 colloidal system Substances 0.000 claims description 4
- 239000007859 condensation product Substances 0.000 claims description 4
- 229910052744 lithium Inorganic materials 0.000 claims description 4
- 239000000463 material Substances 0.000 claims description 4
- 229920001223 polyethylene glycol Polymers 0.000 claims description 4
- 229920002451 polyvinyl alcohol Polymers 0.000 claims description 4
- 235000019422 polyvinyl alcohol Nutrition 0.000 claims description 4
- 229920000036 polyvinylpyrrolidone Polymers 0.000 claims description 4
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 claims description 4
- 229910052700 potassium Inorganic materials 0.000 claims description 4
- 239000011591 potassium Substances 0.000 claims description 4
- 230000001681 protective effect Effects 0.000 claims description 4
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 3
- 239000003513 alkali Substances 0.000 claims description 3
- 229910001508 alkali metal halide Inorganic materials 0.000 claims description 3
- 150000008045 alkali metal halides Chemical class 0.000 claims description 3
- 125000000129 anionic group Chemical group 0.000 claims description 3
- 239000001913 cellulose Substances 0.000 claims description 3
- 229920002678 cellulose Polymers 0.000 claims description 3
- MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 claims description 3
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims description 3
- 238000006386 neutralization reaction Methods 0.000 claims description 3
- 159000000000 sodium salts Chemical class 0.000 claims description 3
- 239000000126 substance Substances 0.000 claims description 3
- 230000002087 whitening effect Effects 0.000 claims description 3
- GJCOSYZMQJWQCA-UHFFFAOYSA-N 9H-xanthene Chemical compound C1=CC=C2CC3=CC=CC=C3OC2=C1 GJCOSYZMQJWQCA-UHFFFAOYSA-N 0.000 claims description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 2
- 229920002134 Carboxymethyl cellulose Polymers 0.000 claims description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 229920001732 Lignosulfonate Polymers 0.000 claims description 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 2
- 150000001342 alkaline earth metals Chemical class 0.000 claims description 2
- 229910000323 aluminium silicate Inorganic materials 0.000 claims description 2
- 235000012211 aluminium silicate Nutrition 0.000 claims description 2
- 229910052791 calcium Inorganic materials 0.000 claims description 2
- 239000011575 calcium Substances 0.000 claims description 2
- 239000001768 carboxy methyl cellulose Substances 0.000 claims description 2
- 235000010948 carboxy methyl cellulose Nutrition 0.000 claims description 2
- 239000008112 carboxymethyl-cellulose Substances 0.000 claims description 2
- 239000003599 detergent Substances 0.000 claims description 2
- OXJQECLPAPOOSP-UHFFFAOYSA-L disodium 3-amino-6-[2-(4-aminophenyl)ethenyl]benzene-1,2-disulfonate Chemical compound NC1=C(C(=C(C=C1)C=CC1=CC=C(C=C1)N)S(=O)(=O)[O-])S(=O)(=O)[O-].[Na+].[Na+] OXJQECLPAPOOSP-UHFFFAOYSA-L 0.000 claims description 2
- 238000001704 evaporation Methods 0.000 claims description 2
- 150000002431 hydrogen Chemical class 0.000 claims description 2
- 229910017053 inorganic salt Inorganic materials 0.000 claims description 2
- 229910052749 magnesium Inorganic materials 0.000 claims description 2
- 239000011777 magnesium Substances 0.000 claims description 2
- 239000000391 magnesium silicate Substances 0.000 claims description 2
- 235000012243 magnesium silicates Nutrition 0.000 claims description 2
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 claims description 2
- 238000002156 mixing Methods 0.000 claims description 2
- PSZYNBSKGUBXEH-UHFFFAOYSA-M naphthalene-1-sulfonate Chemical compound C1=CC=C2C(S(=O)(=O)[O-])=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-M 0.000 claims description 2
- 230000003472 neutralizing effect Effects 0.000 claims description 2
- 239000002304 perfume Substances 0.000 claims description 2
- 239000000047 product Substances 0.000 claims description 2
- 239000003352 sequestering agent Substances 0.000 claims description 2
- 230000000087 stabilizing effect Effects 0.000 claims description 2
- 229940055764 triaz Drugs 0.000 claims description 2
- 229910052936 alkali metal sulfate Inorganic materials 0.000 claims 2
- NSMMFSKPGXCMOE-UHFFFAOYSA-N 2-[2-(2-sulfophenyl)ethenyl]benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1C=CC1=CC=CC=C1S(O)(=O)=O NSMMFSKPGXCMOE-UHFFFAOYSA-N 0.000 claims 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims 1
- 238000001914 filtration Methods 0.000 claims 1
- 239000003643 water by type Substances 0.000 claims 1
- 239000000725 suspension Substances 0.000 description 19
- 239000011541 reaction mixture Substances 0.000 description 11
- 229910003002 lithium salt Inorganic materials 0.000 description 8
- 239000000843 powder Substances 0.000 description 8
- 239000002002 slurry Substances 0.000 description 7
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
- 230000005855 radiation Effects 0.000 description 6
- 239000007858 starting material Substances 0.000 description 6
- 238000003756 stirring Methods 0.000 description 6
- 239000000230 xanthan gum Substances 0.000 description 6
- 235000010493 xanthan gum Nutrition 0.000 description 6
- 229940082509 xanthan gum Drugs 0.000 description 6
- 239000008367 deionised water Substances 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- 239000012065 filter cake Substances 0.000 description 4
- 239000006194 liquid suspension Substances 0.000 description 4
- 239000007900 aqueous suspension Substances 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 239000012074 organic phase Substances 0.000 description 3
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 238000011067 equilibration Methods 0.000 description 2
- 230000036571 hydration Effects 0.000 description 2
- 238000006703 hydration reaction Methods 0.000 description 2
- 159000000002 lithium salts Chemical class 0.000 description 2
- FPLFMJUPDWYPHQ-UHFFFAOYSA-N n-[2-(2-phenylethenyl)phenyl]triazin-4-amine Chemical class C=1C=CC=C(C=CC=2C=CC=CC=2)C=1NC1=CC=NN=N1 FPLFMJUPDWYPHQ-UHFFFAOYSA-N 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- VIFBEEYZXDDZCT-UHFFFAOYSA-N 2-(2-phenylethenyl)benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1C=CC1=CC=CC=C1 VIFBEEYZXDDZCT-UHFFFAOYSA-N 0.000 description 1
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical class [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 1
- 240000000731 Fagus sylvatica Species 0.000 description 1
- 235000010099 Fagus sylvatica Nutrition 0.000 description 1
- SXRSQZLOMIGNAQ-UHFFFAOYSA-N Glutaraldehyde Chemical compound O=CCCCC=O SXRSQZLOMIGNAQ-UHFFFAOYSA-N 0.000 description 1
- 238000003109 Karl Fischer titration Methods 0.000 description 1
- 241000218657 Picea Species 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- VXIVSQZSERGHQP-UHFFFAOYSA-N chloroacetamide Chemical compound NC(=O)CCl VXIVSQZSERGHQP-UHFFFAOYSA-N 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000004455 differential thermal analysis Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 230000009969 flowable effect Effects 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000013049 sediment Substances 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 238000004457 water analysis Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/26—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hetero atoms directly attached to ring carbon atoms
- C07D251/40—Nitrogen atoms
- C07D251/54—Three nitrogen atoms
- C07D251/68—Triazinylamino stilbenes
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0025—Crystal modifications; Special X-ray patterns
-
- 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
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
- Y10S8/916—Natural fiber dyeing
- Y10S8/919—Paper
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Paper (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Cosmetics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Detergent Compositions (AREA)
- Plural Heterocyclic Compounds (AREA)
- Silver Salt Photography Or Processing Solution Therefor (AREA)
- Heat Sensitive Colour Forming Recording (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB9710569.6A GB9710569D0 (en) | 1997-05-23 | 1997-05-23 | Compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NZ330497A true NZ330497A (en) | 1999-09-29 |
Family
ID=10812880
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NZ330497A NZ330497A (en) | 1997-05-23 | 1998-05-22 | Hydrates of novel 4,4'-di-triazinylamino-2,2'-di-sulfostilbene compounds as fluorescent whitening agents |
Country Status (23)
| Country | Link |
|---|---|
| US (2) | US6153122A (https=) |
| EP (1) | EP0884312B2 (https=) |
| JP (1) | JP4426657B2 (https=) |
| KR (1) | KR100537299B1 (https=) |
| CN (1) | CN1195744C (https=) |
| AR (1) | AR012734A1 (https=) |
| AT (1) | ATE222893T1 (https=) |
| AU (1) | AU738935B2 (https=) |
| BR (2) | BR9803696A (https=) |
| CA (1) | CA2238163C (https=) |
| CZ (1) | CZ292657B6 (https=) |
| DE (1) | DE69807397T3 (https=) |
| ES (1) | ES2181153T5 (https=) |
| GB (2) | GB9710569D0 (https=) |
| HU (1) | HU226083B1 (https=) |
| ID (1) | ID20323A (https=) |
| IL (1) | IL124480A (https=) |
| NZ (1) | NZ330497A (https=) |
| PL (1) | PL190110B1 (https=) |
| RU (1) | RU2205828C2 (https=) |
| SG (1) | SG65762A1 (https=) |
| TW (1) | TW460475B (https=) |
| ZA (1) | ZA984352B (https=) |
Families Citing this family (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2223957C2 (ru) * | 2001-11-28 | 2004-02-20 | Открытое акционерное общество "Пигмент" | Способ получения производных 4,4'-диаминостильбен-2,2'-дисульфокислоты |
| CN101200454A (zh) * | 2003-02-10 | 2008-06-18 | 西巴特殊化学品控股有限公司 | 结晶形式的三嗪基氨基芪 |
| JP4638435B2 (ja) * | 2003-09-19 | 2011-02-23 | チバ ホールディング インコーポレーテッド | 蛍光増白剤の水溶液 |
| EP1752453A1 (en) | 2005-08-04 | 2007-02-14 | Clariant International Ltd. | Storage stable solutions of optical brighteners |
| PL209690B1 (pl) * | 2005-11-24 | 2011-10-31 | Termo Organika Społka Z Ograniczoną Odpowiedzialnością | Sposób preparacji tworzyw, zabezpieczający przed działaniem promieniowania ultrafioletowego i ozonu |
| EP1881108A1 (en) * | 2006-07-18 | 2008-01-23 | CIBA SPECIALTY CHEMICALS HOLDING INC. Patent Departement | Fluorescent Whitening Compositions |
| KR100876368B1 (ko) | 2006-09-23 | 2008-12-29 | 연세대학교 산학협력단 | 저전압구동형 전기 형광소자 및 이의 용도 |
| CN101932567B (zh) * | 2007-12-12 | 2013-01-23 | 科莱恩金融(Bvi)有限公司 | 荧光增白剂的储存稳定的溶液 |
| BRPI0909829B1 (pt) * | 2008-03-26 | 2018-11-21 | Archroma Ip Gmbh | composições aperfeiçoadas de abrilhantamento óptico |
| ES2390932T5 (es) | 2008-11-27 | 2020-09-14 | Archroma Ip Gmbh | Composiciones abrillantadoras ópticas para la impresión por chorro de tinta de alta calidad |
| EP2192231A1 (en) | 2008-11-27 | 2010-06-02 | Clariant International Ltd. | Improved optical brightening compositions for high quality inkjet printing |
| JP2013500403A (ja) | 2009-07-24 | 2013-01-07 | クラリアント・ファイナンス・（ビーブイアイ）・リミテッド | サイズプレス塗布におけるシェーディング用の酸性染料水溶液 |
| ES2394545T3 (es) * | 2009-09-17 | 2013-02-01 | Blankophor Gmbh & Co. Kg | Agente blanqueador fluorescente de tipo disulfo |
| CN101760048B (zh) * | 2009-11-30 | 2013-06-26 | 山西青山化工有限公司 | 一种高分散性荧光增白剂及其制备方法 |
| AU2010327087A1 (en) * | 2009-12-02 | 2012-05-17 | Clariant Finance (Bvi) Limited | Concentrated storage-stable aqueous optical brightening solutions |
| TWI506183B (zh) * | 2010-02-11 | 2015-11-01 | Clariant Finance Bvi Ltd | 於施漿壓印應用中用於調色光之水性上漿組成物 |
| TW201217610A (en) * | 2010-07-23 | 2012-05-01 | Clariant Int Ltd | Method for preparing white paper |
| ES2433917T3 (es) | 2010-09-17 | 2013-12-13 | Blankophor Gmbh & Co. Kg | Composición de agentes blanqueadores fluorescentes |
| CN102516794A (zh) * | 2011-10-20 | 2012-06-27 | 宁夏茂弘浆纸化学品有限公司 | 三嗪基二苯乙烯类荧光增白剂生产新工艺 |
| CN102477227B (zh) * | 2011-11-11 | 2013-06-12 | 山西青山化工有限公司 | 一种二苯乙烯三嗪类液体荧光增白剂组合物的制备方法 |
| ITMI20121220A1 (it) * | 2012-07-12 | 2014-01-13 | 3V Sigma Spa | Composti stilbenici |
| EP2781648B1 (en) | 2013-03-21 | 2016-01-06 | Clariant International Ltd. | Optical brightening agents for high quality ink-jet printing |
| WO2017128201A1 (zh) * | 2016-01-28 | 2017-08-03 | 德丰铭国际股份有限公司 | 荧光增白剂组合物 |
| EP3710632B1 (en) | 2017-12-22 | 2021-12-01 | Archroma IP GmbH | Optical brightener for whitening paper |
| ES2959753T3 (es) | 2018-09-14 | 2024-02-28 | Archroma Ip Gmbh | Látex ópticamente abrillantados |
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| FR2022028A1 (https=) * | 1968-10-31 | 1970-07-24 | Geigy Ag J R | |
| US3925260A (en) * | 1969-04-09 | 1975-12-09 | Ciba Geigy Corp | Crystalline forms of 4,4-bis-triazinylaminostilbene derivatives and processes for making same |
| GB1317465A (en) * | 1969-07-07 | 1973-05-16 | Sterling Drug Inc | Process for drying and grinding fluorescent whitening agents |
| GB1355218A (en) * | 1970-11-02 | 1974-06-05 | Ciba Geigy Ag | Preparation of crystalline 4,4-bis- -4-anilino-6- bis-2-hydroxy -ethyl- amino- 1,3,5-triazin-2-yl- -amino- stilbe'e-2,2,-disulph onic acid including compositions therefor |
| DE2646273A1 (de) * | 1976-10-14 | 1978-04-20 | Ciba Geigy Ag | Verfahren zur herstellung von feinkristallinen aufhellern der bis- triazinylamino-stilbenreihe in der beta-kristallform |
| SU785309A1 (ru) * | 1978-06-23 | 1980-12-07 | Ордена Ленина Институт Химической Физики Ан Ссср | Производные п,п-бистриазиниламиностильбен-о,о-дисульфокислоты в качестве активаторов спектральной сенсибилизации галогенсеребр нных светочувствительных слоев |
| DE2834224C2 (de) * | 1978-08-04 | 1980-02-21 | Hoechst Ag, 6000 Frankfurt | Farbstabile Präparationen von Waschmittelaufhellern |
| US4271036A (en) * | 1979-01-26 | 1981-06-02 | Hoechst Aktiengesellschaft | Colorless formulations of optical brighteners from the series of bis-triazinylamino-stilbene-disulfonic acid compounds |
| JPS62183458A (ja) * | 1986-02-07 | 1987-08-11 | Konishiroku Photo Ind Co Ltd | 発色現像用調合処理剤 |
| US4866152A (en) * | 1988-04-04 | 1989-09-12 | Dow Corning Corporation | Aminofunctional organosilicon optical brighteners |
| JP2608096B2 (ja) * | 1988-04-18 | 1997-05-07 | 三菱製紙株式会社 | 写真用支持体 |
| BR9000850A (pt) * | 1989-02-28 | 1991-02-05 | Ciba Geigy Ag | Formulacao aclaradora estavel a armazenagem,processo para sua preparacao e aplicacao |
| MY109837A (en) * | 1992-06-30 | 1997-08-30 | Ciba Specialty Chemicals Holding Inc | Hydrates of the disodium salt or dipotassium salt of 4, 4''-bis (2-sulfostyryl)bipheny] |
| GB2277749B (en) * | 1993-05-08 | 1996-12-04 | Ciba Geigy Ag | Fluorescent whitening of paper |
| JP3220285B2 (ja) * | 1993-05-18 | 2001-10-22 | 富士写真フイルム株式会社 | ジアミノスチルベン系化合物及びそれを用いた画像形成方法 |
| GB9409466D0 (en) * | 1994-05-12 | 1994-06-29 | Ciba Geigy Ag | Textile treatment |
| GB9610832D0 (en) * | 1996-05-23 | 1996-07-31 | Ciba Geigy Ag | Stilbene compounds and their use |
| GB9617322D0 (en) * | 1996-08-17 | 1996-09-25 | Ciba Geigy Ag | Triazine derivatives and their use |
-
1997
- 1997-05-23 GB GBGB9710569.6A patent/GB9710569D0/en not_active Ceased
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1998
- 1998-04-27 TW TW087106486A patent/TW460475B/zh not_active IP Right Cessation
- 1998-05-13 IL IL12448098A patent/IL124480A/en not_active IP Right Cessation
- 1998-05-14 DE DE69807397.5T patent/DE69807397T3/de not_active Expired - Lifetime
- 1998-05-14 EP EP98810443.6A patent/EP0884312B2/en not_active Expired - Lifetime
- 1998-05-14 AT AT98810443T patent/ATE222893T1/de not_active IP Right Cessation
- 1998-05-14 ES ES98810443.6T patent/ES2181153T5/es not_active Expired - Lifetime
- 1998-05-15 GB GBGB9810499.5A patent/GB9810499D0/en active Pending
- 1998-05-18 ID IDP980719A patent/ID20323A/id unknown
- 1998-05-18 SG SG1998001339A patent/SG65762A1/en unknown
- 1998-05-19 US US09/081,427 patent/US6153122A/en not_active Expired - Lifetime
- 1998-05-20 RU RU98109689/04A patent/RU2205828C2/ru active
- 1998-05-20 PL PL98326405A patent/PL190110B1/pl unknown
- 1998-05-21 CZ CZ19981582A patent/CZ292657B6/cs not_active IP Right Cessation
- 1998-05-21 CA CA002238163A patent/CA2238163C/en not_active Expired - Lifetime
- 1998-05-21 AR ARP980102367A patent/AR012734A1/es active IP Right Grant
- 1998-05-21 BR BR9803696A patent/BR9803696A/pt not_active Application Discontinuation
- 1998-05-22 BR BR9801679A patent/BR9801679A/pt not_active Application Discontinuation
- 1998-05-22 ZA ZA984352A patent/ZA984352B/xx unknown
- 1998-05-22 AU AU68040/98A patent/AU738935B2/en not_active Expired
- 1998-05-22 KR KR1019980018446A patent/KR100537299B1/ko not_active Expired - Lifetime
- 1998-05-22 JP JP14032498A patent/JP4426657B2/ja not_active Expired - Lifetime
- 1998-05-22 CN CNB981089593A patent/CN1195744C/zh not_active Expired - Lifetime
- 1998-05-22 HU HU9801168A patent/HU226083B1/hu unknown
- 1998-05-22 NZ NZ330497A patent/NZ330497A/en not_active IP Right Cessation
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2000
- 2000-09-21 US US09/666,768 patent/US6331626B1/en not_active Expired - Lifetime
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