EP0321393B1 - Aufhellerdispersion - Google Patents
Aufhellerdispersion Download PDFInfo
- Publication number
- EP0321393B1 EP0321393B1 EP88810793A EP88810793A EP0321393B1 EP 0321393 B1 EP0321393 B1 EP 0321393B1 EP 88810793 A EP88810793 A EP 88810793A EP 88810793 A EP88810793 A EP 88810793A EP 0321393 B1 EP0321393 B1 EP 0321393B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- whitening agent
- dispersion according
- fluorescent whitening
- formula
- coor2
- 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.)
- Expired - Lifetime
Links
- 239000006185 dispersion Substances 0.000 title claims description 37
- 230000003287 optical effect Effects 0.000 title description 7
- 150000001875 compounds Chemical class 0.000 claims description 22
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 21
- -1 2-benzoxazolyl Chemical group 0.000 claims description 19
- 229920001577 copolymer Polymers 0.000 claims description 14
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims description 13
- 239000002270 dispersing agent Substances 0.000 claims description 13
- 229920000728 polyester Polymers 0.000 claims description 12
- 239000000203 mixture Substances 0.000 claims description 10
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 10
- HVAMZGADVCBITI-UHFFFAOYSA-N pent-4-enoic acid Chemical compound OC(=O)CCC=C HVAMZGADVCBITI-UHFFFAOYSA-N 0.000 claims description 9
- 229910052736 halogen Inorganic materials 0.000 claims description 8
- 150000002367 halogens Chemical class 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 8
- 239000001913 cellulose Substances 0.000 claims description 6
- 229920002678 cellulose Polymers 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 125000000129 anionic group Chemical group 0.000 claims description 5
- 125000002091 cationic group Chemical group 0.000 claims description 5
- 238000002360 preparation method Methods 0.000 claims description 5
- BBVIDBNAYOIXOE-UHFFFAOYSA-N 1,2,4-oxadiazole Chemical group C=1N=CON=1 BBVIDBNAYOIXOE-UHFFFAOYSA-N 0.000 claims description 3
- 150000000183 1,3-benzoxazoles Chemical class 0.000 claims description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 3
- 229910052799 carbon Inorganic materials 0.000 claims description 3
- ZYGHJZDHTFUPRJ-UHFFFAOYSA-N benzo-alpha-pyrone Natural products C1=CC=C2OC(=O)C=CC2=C1 ZYGHJZDHTFUPRJ-UHFFFAOYSA-N 0.000 claims description 2
- 235000001671 coumarin Nutrition 0.000 claims description 2
- 150000004775 coumarins Chemical class 0.000 claims description 2
- 238000002156 mixing Methods 0.000 claims description 2
- 150000003220 pyrenes Chemical class 0.000 claims description 2
- 235000021286 stilbenes Nutrition 0.000 claims description 2
- 125000004306 triazinyl group Chemical group 0.000 claims description 2
- 239000006081 fluorescent whitening agent Substances 0.000 claims 16
- TXSHHSFIYJYWKR-UHFFFAOYSA-N 2-[1-(1,3-benzoxazol-2-yl)naphthalen-2-yl]-1,3-benzoxazole Chemical class C1=CC=C2OC(C3=C4C=CC=CC4=CC=C3C=3OC4=CC=CC=C4N=3)=NC2=C1 TXSHHSFIYJYWKR-UHFFFAOYSA-N 0.000 claims 1
- PHBSPYGHSRVOHY-UHFFFAOYSA-N 2-[2-(1,3-benzoxazol-2-yl)thiophen-3-yl]-1,3-benzoxazole Chemical class C1=CC=C2OC(C3=C(C=4OC5=CC=CC=C5N=4)C=CS3)=NC2=C1 PHBSPYGHSRVOHY-UHFFFAOYSA-N 0.000 claims 1
- 150000001629 stilbenes Chemical class 0.000 claims 1
- 230000002087 whitening effect Effects 0.000 claims 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical class C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 30
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 17
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- 125000004432 carbon atom Chemical group C* 0.000 description 6
- 229920006395 saturated elastomer Polymers 0.000 description 6
- 150000001412 amines Chemical class 0.000 description 5
- 239000007795 chemical reaction product Substances 0.000 description 5
- 239000004744 fabric Substances 0.000 description 5
- 150000002191 fatty alcohols Chemical class 0.000 description 5
- 0 C*(****1)*1C#N Chemical compound C*(****1)*1C#N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000002657 fibrous material Substances 0.000 description 4
- 239000004753 textile Substances 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- RVGRUAULSDPKGF-UHFFFAOYSA-N Poloxamer Chemical compound C1CO1.CC1CO1 RVGRUAULSDPKGF-UHFFFAOYSA-N 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 235000013824 polyphenols Nutrition 0.000 description 3
- 238000003860 storage Methods 0.000 description 3
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- 239000004372 Polyvinyl alcohol Substances 0.000 description 2
- 229920004933 Terylene® Polymers 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 239000011324 bead Substances 0.000 description 2
- 238000005282 brightening Methods 0.000 description 2
- 239000007859 condensation product Substances 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 238000000227 grinding Methods 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- 239000005020 polyethylene terephthalate Substances 0.000 description 2
- 229920000151 polyglycol Polymers 0.000 description 2
- 239000010695 polyglycol Substances 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 229920002451 polyvinyl alcohol Polymers 0.000 description 2
- 239000004576 sand Substances 0.000 description 2
- 150000004671 saturated fatty acids Chemical class 0.000 description 2
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 2
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 2
- QGLWBTPVKHMVHM-KTKRTIGZSA-N (z)-octadec-9-en-1-amine Chemical compound CCCCCCCC\C=C/CCCCCCCCN QGLWBTPVKHMVHM-KTKRTIGZSA-N 0.000 description 1
- SOSQXPIKTBUEKF-UHFFFAOYSA-N 1,4-dihexoxy-1,4-dioxobutane-2-sulfonic acid Chemical class CCCCCCOC(=O)CC(S(O)(=O)=O)C(=O)OCCCCCC SOSQXPIKTBUEKF-UHFFFAOYSA-N 0.000 description 1
- YAGVWERGGVURCQ-XQRVVYSFSA-N CC(O/C=N\C)=C Chemical compound CC(O/C=N\C)=C YAGVWERGGVURCQ-XQRVVYSFSA-N 0.000 description 1
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 229920001732 Lignosulfonate Polymers 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- PJANXHGTPQOBST-VAWYXSNFSA-N Stilbene Natural products C=1C=CC=CC=1/C=C/C1=CC=CC=C1 PJANXHGTPQOBST-VAWYXSNFSA-N 0.000 description 1
- AWMVMTVKBNGEAK-UHFFFAOYSA-N Styrene oxide Chemical compound C1OC1C1=CC=CC=C1 AWMVMTVKBNGEAK-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000005210 alkyl ammonium group Chemical group 0.000 description 1
- 239000007798 antifreeze agent Substances 0.000 description 1
- 239000004599 antimicrobial Substances 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- VXIVSQZSERGHQP-UHFFFAOYSA-N chloroacetamide Chemical compound NC(=O)CCl VXIVSQZSERGHQP-UHFFFAOYSA-N 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 239000003906 humectant Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-N naphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-N 0.000 description 1
- FATBGEAMYMYZAF-KTKRTIGZSA-N oleamide Chemical class CCCCCCCC\C=C/CCCCCCCC(N)=O FATBGEAMYMYZAF-KTKRTIGZSA-N 0.000 description 1
- 150000002924 oxiranes Chemical class 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 150000008442 polyphenolic compounds Chemical class 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 1
- 235000003441 saturated fatty acids Nutrition 0.000 description 1
- 239000013049 sediment Substances 0.000 description 1
- 238000004062 sedimentation Methods 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- PJANXHGTPQOBST-UHFFFAOYSA-N stilbene Chemical compound C=1C=CC=CC=1C=CC1=CC=CC=C1 PJANXHGTPQOBST-UHFFFAOYSA-N 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
Classifications
-
- E—FIXED CONSTRUCTIONS
- E21—EARTH OR ROCK DRILLING; MINING
- E21B—EARTH OR ROCK DRILLING; OBTAINING OIL, GAS, WATER, SOLUBLE OR MELTABLE MATERIALS OR A SLURRY OF MINERALS FROM WELLS
- E21B43/00—Methods or apparatus for obtaining oil, gas, water, soluble or meltable materials or a slurry of minerals from wells
- E21B43/16—Enhanced recovery methods for obtaining hydrocarbons
- E21B43/24—Enhanced recovery methods for obtaining hydrocarbons using heat, e.g. steam injection
- E21B43/243—Combustion in situ
- E21B43/247—Combustion in situ in association with fracturing processes or crevice forming processes
-
- 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
- D06L4/65—Optical bleaching or brightening with mixtures of optical 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
-
- 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
- Y10S8/92—Synthetic fiber dyeing
- Y10S8/922—Polyester fiber
Definitions
- the invention relates to a stable brightener dispersion and its production and its use for the optical brightening of textile fiber materials, in particular polyester materials.
- Aqueous dispersions of water-insoluble or poorly soluble optical brighteners are known (DE-B-2745872, DE-A-2816746). Disadvantages of these brightener dispersions include their low storage stability and their low lightening effect at temperatures of 160-190 ° C in the block thermosol process.
- the new brightener dispersions are stable for several months at temperatures up to 40 ° C and, after application by means of a block thermosol process, show a higher degree of whiteness on polyester fiber material than known brightener dispersions, despite the use of the same brighteners with the same active ingredient concentrations.
- the invention thus relates to new stable, aqueous brightener dispersions comprising at least one water-insoluble or poorly soluble optical brightener, at least one anionic, cationic and / or nonionic dispersant and, if appropriate, other auxiliaries, characterized in that the dispersion additionally comprises a copolymer of 1-vinyl-2- contains pyrrolidone with 3-vinyl propionic acid.
- the dispersion according to the invention preferably contains 4-20% water-insoluble to sparingly water-soluble optical brighteners, 2-20% dispersants, 1-15% copolymer of 1-vinyl-2-pyrrolidone with 3-vinylpropionic acid and 0.1-25% other auxiliaries .
- dispersions which contain 8-15% brightener, 2-10% dispersant, 2-10% copolymer of 1-vinyl-2-pyrrolidone with 3-vinylpropionic acid and 0.1-20% other auxiliaries.
- the percentages here and below relate to percentages by weight.
- M Li, Na, K, ammonium or C1-C4 alkylammonium and mixtures I to VI of compounds of the formulas:
- the cationic, anionic and / or nonionic dispersants are the usual dispersants for water-insoluble or poorly soluble brighteners.
- Anionic dispersants include, for example, condensation products of aromatic sulfonic acids with formaldehyde and lignin sulfonates.
- Formaldehyde condensation products with naphthalene sulfonic acid and dihexyl sulfosuccinates are particularly suitable.
- Quaternary fatty amine polyglycol ethers are suitable as cationic dispersants.
- nonionic dispersants are preferably used.
- Ethylene oxide adducts from the class of addition products of ethylene oxide with higher fatty acids, saturated or unsaturated fatty alcohols, mercaptans, fatty acid amides, fatty acid alkylolamides or fatty amines or with alkylphenols or alkylthiophenols with at least 7 carbon atoms in the alkyl radical, with 1 mol of the above mentioned Compounds preferably 5 to 100 moles of ethylene oxide come, as well as ethylene oxide-propylene oxide block polymers and ethylene diamine-ethylene oxide-propylene oxide adducts.
- Some of the ethylene oxide units can be replaced by other epoxides, e.g. Styrene oxide or in particular propylene oxide can be replaced.
- the dispersion according to the invention can contain other auxiliaries, for example textile auxiliaries, shading dyes, foam-suppressing agents, in particular antifreeze agents such as e.g. Polyols, in particular di- or polyalcohols such as ethylene glycol, propylene glycol, diethylene glycol, glycerin and / or sorbitol, humectants, surfactants such as e.g. Polyethylene glycols with molecular weights between 200 and 6000 and / or antimicrobials such as Contain chloroacetamide or aqueous formalin solutions as well as fungicides.
- auxiliaries for example textile auxiliaries, shading dyes, foam-suppressing agents, in particular antifreeze agents such as e.g. Polyols, in particular di- or polyalcohols such as ethylene glycol, propylene glycol, diethylene glycol, glycerin and / or sorbitol, humectants,
- the brightener dispersion contains a copolymer of 1-vinyl-2-pyrrolidone with 3-vinyl propionic acid. These copolymers are known and can be prepared by known methods.
- the 1-vinyl-2-pyrrolidone used is the compound of the formula
- the brightener dispersion according to the invention is produced, for example, a) by mixing the separately manufactured and formed individual components or b) by jointly forming the individual components e.g. by grinding in a microsol, pearl, sand or dyno mill to a particle size of less than 5 microns.
- the brightener dispersions according to the invention are used for the optical brightening of textile fiber materials, preferably polyester fiber material.
- the application takes place according to known application methods, preferably according to a block thermosol method. It is also possible to lighten polyester / cellulose blended fabrics.
- the Application then takes place either by a one-step process with the addition of a cellulose brightener, in which case the polyester and cellulose components are lightened at the same time, or by a two-step process, in the first step the polyester component using the brightener dispersion according to the invention and in the second step with the addition of a cellulose brightener the cellulose component be lightened.
- Example 1 40 parts of the brightener mixture I
- Example 2 10 parts of the brightener mixture II
- Example 1 40 parts of the brightener mixture I or II according to Example 1 or 2, 20 parts of a nonionic dispersant as in Example 1 and 140 parts of water are ground in a microsol mill as in Example 1. After the glass beads have been separated off, a homogeneous, easily pourable and pumpable liquid form with a brightener content of 20% is obtained. 100 parts of this liquid form are mixed with 10 parts of 1,2-propylene glycol, 16 parts of 30% aqueous 1-vinyl-2-pyrrolidone / 3-vinylpropionic acid copolymer, 1 part of formaldehyde 37% and 73 parts of water in a beaker with stirring. A low-viscosity dispersion with a brightener content of 10% is obtained, which remains stable in storage at room temperature and 40 ° C. for a long time and has no sedimentation.
- the dispersions are no longer stable in storage; they sediment after a short time.
- a polyester fabric (Terylene type 540) is treated at 40 ° C. on a dyeing machine at a liquor ratio of 1:20 with an aqueous bath containing 1 g of brightener preparation according to Example 1, 2 or 3 and 1 g / l of a fatty alcohol polyglycol ether. The temperature is increased to 130 ° C. within 30 minutes and left at this level for a further 30 minutes. Then you cool down to 40 ° C within 15 minutes. For the after-treatment, the textile is rinsed in flowing deionized water for 30 seconds and dried at 180 ° C. The polyester fabric treated in this way has a high lightening effect.
- a polyester fabric (Terylene type 540) is padded at room temperature with an aqueous liquor containing 1 g of brightener preparation according to Example 1, 2 or 3 and 1 ml / l of alkylphenol polyphenol ether.
- the squeezing effect is 65%. It is then dried for 30 minutes at a temperature of 80 ° C and then heat set at 200 ° C.
- the polyester fabric treated in this way has a higher lightening effect than if the same preparation is used, but which instead of 1-vinyl-2-pyrrolidone / 3-vinylpropionic acid copolymer contains a polyvinyl alcohol which is preferably used in practice.
Landscapes
- Engineering & Computer Science (AREA)
- Geology (AREA)
- Textile Engineering (AREA)
- Life Sciences & Earth Sciences (AREA)
- Mining & Mineral Resources (AREA)
- General Life Sciences & Earth Sciences (AREA)
- Fluid Mechanics (AREA)
- Environmental & Geological Engineering (AREA)
- Physics & Mathematics (AREA)
- Geochemistry & Mineralogy (AREA)
- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
- Colloid Chemistry (AREA)
- Detergent Compositions (AREA)
- Cosmetics (AREA)
- Luminescent Compositions (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH4631/87 | 1987-11-27 | ||
CH463187 | 1987-11-27 |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0321393A1 EP0321393A1 (de) | 1989-06-21 |
EP0321393B1 true EP0321393B1 (de) | 1993-02-17 |
Family
ID=4279743
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP88810793A Expired - Lifetime EP0321393B1 (de) | 1987-11-27 | 1988-11-18 | Aufhellerdispersion |
Country Status (6)
Country | Link |
---|---|
US (1) | US5053055A (es) |
EP (1) | EP0321393B1 (es) |
JP (1) | JPH01170660A (es) |
DE (1) | DE3878540D1 (es) |
ES (1) | ES2053806T3 (es) |
MX (1) | MX168868B (es) |
Families Citing this family (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CH682748A5 (de) * | 1991-11-07 | 1993-11-15 | Ciba Geigy Ag | Lagerstabile Formulierung von optischen Aufhellermischungen. |
DE4330968A1 (de) * | 1993-09-13 | 1995-03-16 | Basf Ag | Aufhellermischungen auf Basis von Bisstyrylverbindungen |
KR100607533B1 (ko) | 1998-08-25 | 2006-08-02 | 클라리언트 파이넌스 (비브이아이)리미티드 | 자외선-활성제의 수성 조성물, 이의 제조방법 및 용도 |
TWI250237B (en) * | 1999-10-25 | 2006-03-01 | Ciba Sc Holding Ag | Mixtures of fluorescent whitening agents |
DE10219993A1 (de) * | 2002-05-03 | 2003-11-20 | Basf Ag | Verfahren zum Aufhellen von textilen Materialien |
AU2003298335A1 (en) * | 2002-12-10 | 2004-06-30 | Ciba Specialty Chemicals Holding Inc. | Mixtures of fluorescent whitening agents |
US7108913B1 (en) * | 2005-05-09 | 2006-09-19 | Mattel, Inc. | Light reflecting polymeric articles containing benzoxazolyl-napthalene optical brighteners |
GB0617030D0 (en) † | 2006-08-30 | 2006-10-11 | Elopak Systems | Improvements in or relating to packaging |
ES2626605T3 (es) * | 2011-01-20 | 2017-07-25 | Huntsman Advanced Materials (Switzerland) Gmbh | Formulaciones de agentes blanqueadores fluorescentes en forma dispersada |
CN113638219A (zh) * | 2021-08-20 | 2021-11-12 | 奥仕集团有限公司 | 一种抗低温荧光增白浆液的制备方法 |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CH424701A (de) * | 1964-05-29 | 1966-08-15 | Geigy Ag J R | Verfahren zum optischen Aufhellen von polymere Ester der Terephthalsäure enthaltendem Fasermaterial |
US3575866A (en) * | 1969-11-19 | 1971-04-20 | Gaf Corp | New brighteners,compositions thereof and processes for using same |
FR2270372B1 (es) * | 1974-03-11 | 1976-10-08 | Ugine Kuhlmann | |
CH597336A5 (en) * | 1975-02-28 | 1978-03-31 | Ciba Geigy Ag | Aq. storage stable dispersions of water-sol. cpds. |
DE2816746A1 (de) * | 1978-04-18 | 1979-10-31 | Hoechst Ag | Dispersionen von optischen aufhellern |
DE2929687A1 (de) * | 1979-07-21 | 1981-02-12 | Hoechst Ag | Mischungen von optischen aufhellern |
-
1988
- 1988-11-18 DE DE8888810793T patent/DE3878540D1/de not_active Expired - Fee Related
- 1988-11-18 EP EP88810793A patent/EP0321393B1/de not_active Expired - Lifetime
- 1988-11-18 ES ES88810793T patent/ES2053806T3/es not_active Expired - Lifetime
- 1988-11-22 US US07/275,236 patent/US5053055A/en not_active Expired - Fee Related
- 1988-11-25 MX MX013936A patent/MX168868B/es unknown
- 1988-11-25 JP JP63296379A patent/JPH01170660A/ja active Pending
Also Published As
Publication number | Publication date |
---|---|
DE3878540D1 (de) | 1993-03-25 |
MX168868B (es) | 1993-06-11 |
JPH01170660A (ja) | 1989-07-05 |
US5053055A (en) | 1991-10-01 |
ES2053806T3 (es) | 1994-08-01 |
EP0321393A1 (de) | 1989-06-21 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
EP0323399B1 (de) | Aufhellerdispersion | |
EP0321393B1 (de) | Aufhellerdispersion | |
DE2856222C3 (de) | Wäßrige Farbstoffpräparate von in Wasser schwerlöslichen Farbstoffen, deren Herstellung und Verwendung | |
EP0143406B1 (de) | Flüssige Reaktivfarbstoffzubereitungen und ihre Verwendung | |
EP0225287B1 (de) | Lagerstabile Präparate von in Wasser unlöslichen bis schwerlöslichen Feststoffen | |
DE10219993A1 (de) | Verfahren zum Aufhellen von textilen Materialien | |
DE2745449C2 (de) | Stabile feindisperse wäßrige Zubereitungen von Dispersionsfarbstoffen und optischen Aufhellern und deren Verwendung | |
EP0017618A1 (de) | Verfahren zum optischen Aufhellen von Polyesterfasern im Ausziehverfahren | |
DE69923984T2 (de) | Wässriges präparat eines uv-aktiven mittels und seine herstellung sowie seine verwendung | |
DE2734204C3 (de) | Wäßrige, fließfähige, dispersionsstabile Zubereitungen | |
DE3027829A1 (de) | Dispersionen optischer aufheller enthaltend pfropfpolymere des pva und die neuen pfropfpolymeren | |
EP1725708B1 (de) | Verfahren zum optischen aufhellen von synthetischen fasern oder von synthetischen fasern in mischung mit natürlichen fasern | |
EP0499090A1 (de) | Verfahren zum Färben von Polyester und polyesterhaltigen Textilmaterialien | |
EP0544676A1 (de) | Staubarme oder staubfreie farbstoffpräparationen. | |
DE69612853T2 (de) | Uv-absorbierende zusammensetzungen | |
EP1777337A1 (de) | Verfahren zum Färben von Polyamidfasern | |
CH543633A (de) | Verwendung von Arylpolyglykoläthersulfaten und -phosphaten als Hilfsmittel beim Färben von Kunstfasern mit Dispersionsfarbstoffen | |
DE2745872C2 (de) | Dispersionsstabile wäßrige Zubereitungen von Dispersionsfarbstoffen und optischen Aufhellern und deren Verwendung | |
EP0099111B1 (de) | Verfahren zum HT-Färben von Polyestermaterialien | |
DE2703864A1 (de) | Aufhellverfahren und -praeparate | |
DE19609956A1 (de) | Mischungen von optischen Aufhellern auf Basis von Bisstyrylverbindungen | |
EP1032637B1 (de) | Waschverfahren und zubereitung zu seiner durchführung | |
DE1955310A1 (de) | Verwendung von waessrigen Dispersionen von Mischungen aus Benzoxazol- und Phenyloxazolderivaten zum optischen Aufhellen | |
DE1594855B2 (de) | Verfahren zum optischen aufhellen von textilmaterialien und mittel zu dessen durchfuehrung | |
DE2262817C3 (de) | Stabile Dispersionen basischer Farbstoffe |
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: 19881121 |
|
AK | Designated contracting states |
Kind code of ref document: A1 Designated state(s): CH DE ES FR GB LI |
|
17Q | First examination report despatched |
Effective date: 19910625 |
|
GRAA | (expected) grant |
Free format text: ORIGINAL CODE: 0009210 |
|
AK | Designated contracting states |
Kind code of ref document: B1 Designated state(s): CH DE ES FR GB LI |
|
ET | Fr: translation filed | ||
REF | Corresponds to: |
Ref document number: 3878540 Country of ref document: DE Date of ref document: 19930325 |
|
GBT | Gb: translation of ep patent filed (gb section 77(6)(a)/1977) |
Effective date: 19930408 |
|
PLBE | No opposition filed within time limit |
Free format text: ORIGINAL CODE: 0009261 |
|
STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: NO OPPOSITION FILED WITHIN TIME LIMIT |
|
26N | No opposition filed | ||
REG | Reference to a national code |
Ref country code: ES Ref legal event code: FG2A Ref document number: 2053806 Country of ref document: ES Kind code of ref document: T3 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: FR Payment date: 19941003 Year of fee payment: 7 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: DE Payment date: 19941013 Year of fee payment: 7 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: GB Payment date: 19941018 Year of fee payment: 7 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: ES Payment date: 19941108 Year of fee payment: 7 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: CH Payment date: 19950214 Year of fee payment: 7 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: GB Effective date: 19951118 |
|
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 NON-PAYMENT OF DUE FEES Effective date: 19951119 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: LI Effective date: 19951130 Ref country code: CH Effective date: 19951130 |
|
REG | Reference to a national code |
Ref country code: CH Ref legal event code: PL |
|
GBPC | Gb: european patent ceased through non-payment of renewal fee |
Effective date: 19951118 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: FR Effective date: 19960731 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: DE Effective date: 19960801 |
|
REG | Reference to a national code |
Ref country code: FR Ref legal event code: ST |
|
REG | Reference to a national code |
Ref country code: ES Ref legal event code: FD2A Effective date: 19961213 |