EP1725708A2 - Procede d'azurage optique de fibres synthetiques ou de fibres synthetiques en melange avec des fibres naturelles - Google Patents

Procede d'azurage optique de fibres synthetiques ou de fibres synthetiques en melange avec des fibres naturelles

Info

Publication number
EP1725708A2
EP1725708A2 EP05715882A EP05715882A EP1725708A2 EP 1725708 A2 EP1725708 A2 EP 1725708A2 EP 05715882 A EP05715882 A EP 05715882A EP 05715882 A EP05715882 A EP 05715882A EP 1725708 A2 EP1725708 A2 EP 1725708A2
Authority
EP
European Patent Office
Prior art keywords
carbon atoms
weight
radical
aliphatic
synthetic fibers
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
Application number
EP05715882A
Other languages
German (de)
English (en)
Other versions
EP1725708B1 (fr
Inventor
Karl Siemensmeyer
Dieter Weber
Andrea Misske
Heinz Heissler
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
BASF SE
Original Assignee
BASF SE
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by BASF SE filed Critical BASF SE
Publication of EP1725708A2 publication Critical patent/EP1725708A2/fr
Application granted granted Critical
Publication of EP1725708B1 publication Critical patent/EP1725708B1/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/34Material containing ester groups
    • D06P3/52Polyesters
    • D06P3/54Polyesters using dispersed dyestuffs
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06LDRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
    • D06L4/00Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
    • D06L4/60Optical bleaching or brightening
    • D06L4/664Preparations of optical brighteners; Optical brighteners in aerosol form; Physical treatment of optical brighteners
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06LDRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
    • D06L4/00Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
    • D06L4/60Optical bleaching or brightening
    • D06L4/671Optical brightening assistants, e.g. enhancers or boosters

Definitions

  • the present invention relates to a process for the optical brightening of synthetic fibers or of synthetic fibers in a mixture with natural fibers, the synthetic fibers or mixtures of the synthetic fibers with natural fibers being treated in a treatment bath containing optical brighteners to which a microemulsion has been added ,
  • optical brighteners are known for their ability to give textiles or plastics a white color.
  • EP 0023 026 discloses compounds of the general formula I.
  • radicals R 1 and R 2 can be, for example, H, F, Cl, phenyl, CF 3 , alkyl or numerous other radicals, and where V is selected from
  • a disadvantage of using compounds of general formula I as optical brighteners is that their low temperature yield is limited, i.e. you need a lot of product to achieve the desired brightening effect.
  • EP-A 0 023 027 and EP-B2 0 032 917 disclose the use of mixtures of two or more dicyanostyrylbenzene compounds for the optical brightening of polyesters.
  • DE 102 19 993 AI relates to a process for lightening textile materials, in which compounds of the general formula I, a dicyanostyrylbenzene compound and one
  • the optical brightening of textile materials is generally carried out by the pull-out or thermosol process.
  • the textile material to be lightened is usually padded with an aqueous liquor which contains the optically lightening substances, optionally a blue or violet shading dye or mixtures thereof and optionally additives (see above).
  • the liquor intake is generally 30 to 100%.
  • the textile material is then dried and fixed at a temperature of 150 to 200 ° C for 5 to 60 seconds.
  • thermosol process A disadvantage of the thermosol process is that the fixing temperature of 150 to 210 ° C, in particular of 170 to 190 ° C, requires a high level of energy. At these high fixing temperatures, additives or any contaminants adhering to the textile material from previous treatment steps smoke and lead to gaseous emissions. Despite the high temperatures, only a ring brightening is achieved in the thermosol process, which is inferior to that of a pull-out coloring in terms of whiteness. In the case of mixtures of the chemical fibers with natural fibers or with synthetic cellulose fibers, the natural fiber or synthetic cellulose fiber may brown.
  • Another known process is the exhaust process, in which the aqueous liquor is usually used at temperatures of 90 to 135 ° C.
  • the textile material to be lightened is usually brought into an aqueous liquor at a temperature of 10 to 50 ° C, which contains the optically brightening Bonds, optionally a blue or violet shading dye or a mixture thereof and optionally additives, for example dispersants, carboxylic acids or bases, and the pH value of which is usually 3 to 12, preferably 3 to 8.
  • the liquor ratio (weight ratio of textile material: liquor) is 1: 1.5 to 1:40, preferably 1: 5 to 1:20.
  • the bath is then heated to a temperature of 95 to 135 ° C. within 15 to 60 minutes and held at this temperature for 15 to 60 minutes.
  • the lightened textile material is then rinsed and dried.
  • the HT process high temperature process is usually used. If the color transition temperature of the polyester is exceeded sufficiently, the lightening process must be carried out by 130 ° C in order to achieve a lightening effect which is sufficient in practice. Since the lightening takes place in the aqueous medium, an autoclave, a high-pressure apparatus or a high-pressure machine must be used. Disadvantages include that such a unit is more expensive than an open unit, that the heating and cooling time and thus the machine occupancy is long and that the amount of energy required, especially for heating to 130 ° C, is very high.
  • Carriers are often formulations based on emulsifiers, sometimes solvents and the active component.
  • Active components are compounds based on liquid, halogenated benzene derivatives, alkyl aromatic compounds, aromatic hydroxy compounds, aromatic alcohols, ketones, carboxylic acids and their esters, alkyl phthalimides or substituted phenyl glycols and their esters.
  • the most important active components are 1,2-dichlorobenzene, 1,2,4-trichlorobenzene, 2-phenylphenol, diphenyl, diphenyl ether, methyl, butyl or benzyl benzoates, methyl salicylates, dimethyl phthalates, phthalic acid N-butyl imides or chlorophenoxyethanol.
  • the Carrier process brings excellent white effects in a short brightening time with a lower brightening temperature and thus lower energy consumption.
  • carriers can cause stains.
  • carriers are often carcinogenic.
  • a low-temperature process has been developed as an alternative to the carrier process.
  • mixtures of nonionic and ionic surfactants with aliphatic or aromatic dicarboxylic acid esters are used instead of the carcinogenic carriers. These mixtures are not fiber-active, but they increase the solubility of the brighteners in the dyeing liquor and thus enable them to be brightened at 98 to 110 ° C.
  • the mixtures of non-ionic and ionic surfactants with aliphatic or aromatic dicarboxylic acid esters are also known as diffusion accelerators, ie they accelerate the diffusion of the brighteners from the dye liquor into the fiber.
  • the process has several disadvantages: when diluted, the diffusion accelerators go through a swelling phase, which affects the homogeneous distribution in the lightening bath.
  • the resulting whiteness is inferior to that of carrier lightening.
  • the whitening effect quickly decreases at brightening temperatures below 100 ° C. If acceptable white effects are achieved at 98 ° C, the resulting whiteness at 95 ° C is no longer sufficient for many requirements.
  • temperatures above 95 ° C cannot often be reached in open aggregates in an aqueous medium.
  • the object of the present invention is to provide a lightening process which can be used in open aggregates, which achieves excellent degrees of whiteness, which is free of toxic or carcinogenic auxiliaries, which avoids liquor inhomogeneities (in particular due to swelling phases of surfactants) and which at temperatures around 95 ° C still produces excellent white effects.
  • This object is achieved according to the invention by a process for the optical brightening of synthetic fibers or of mixtures of synthetic fibers with natural fibers, the synthetic fibers or mixtures of synthetic fibers with natural fibers in a treatment bath containing optical brighteners to which a microemulsion has been added was treated.
  • microemulsions are already used as leveling aids in dyeing polyester in textile form. Dyeing of polyester in textile form often becomes u-negative, uneven, stained. Such irregularities can be prevented or significantly reduced by adding microemulsions to the staining solutions.
  • the addition of the microemulsion stabilizes the disperse dye particles and controls the molecular transport process to the fiber and the dissolving process of the dye molecules in the polyester fiber.
  • Another task of the microemulsion is to control the dilution process when preparing the dye liquor so that no highly viscous intermediate states are obtained. In the optical brightening of synthetic textile materials, there are usually no irregularities or they cannot be recognized by the sluggishness of the eye.
  • microemulsions have no leveling effect when optically brightening synthetic fiber materials, they act as diffusion accelerators, ie the required fixing temperature, for example with polyester, can be reduced by approx. 35 ° C from approx. 130 ° C to approx. 95 ° C. without a noticeable reduction in whiteness.
  • microemulsion which can be used according to the invention contains nonionic surfactants, ionic surfactants, organic solubilizers and water.
  • microemulsion which can be used according to the invention contains the following components:
  • R 1 , R 2 , R 3 independently of one another represent an aliphatic, aromatic or aromatic lipatic radical
  • R 1 , R 2 , R 3 branched or unbranched, saturated, aliphatic radicals with 1-40 carbon atoms or branched or unbranched, unsaturated, aliphatic radicals with 2-40 carbon atoms, which are optionally selected from the group with at least one functional group Group consisting of hydroxy, ether, amino, thio, aldehyde, keto, carboxylic acid, ester, amido group and halogen may be substituted;
  • R 4 independently of one another represents hydrogen or an aliphatic radical with 1-15 carbon atoms, an aromatic radical with 6-15 carbon atoms or an aromatic lipatic radical with 7-15 carbon atoms, R 4 is preferably hydrogen or a linear or branched, saturated, aliphatic radical with 1 to 10 carbon atoms or a linear or branched, unsaturated, aliphatic radical with 2 - 10 carbon atoms, R 4 is very particularly preferably hydrogen;
  • R 5 is independently hydrogen or an aliphatic radical having 1-15 carbon atoms, an aromatic radical having 6-15 carbon atoms or an araliphatic radical having 7-15 carbon atoms;
  • R 5 is preferably hydrogen or a linear or branched, saturated, aliphatic Radical with 1 to 10 carbon atoms or a linear or branched, unsaturated, aliphatic radical with 2 - 10 carbon atoms, very particularly preferably R 5 is independently hydrogen, methyl, ethyl or propyl;
  • component B 1-25% by weight of a compound which is obtained by reacting a compound bl of the general formula V V wherein R 6 represents an aliphatic, aromatic or araliphatic radical;
  • R 6 is preferably a branched or unbranched, saturated, aliphatic radical having 1 to 40 carbon atoms or a branched or unbranched, unsaturated, aliphatic radical having 2 to 40 carbon atoms, which optionally has at least one functional group selected from the group consisting of hydroxyl, Ether, amino, thio, aldehyde, keto, carboxylic acid, ester, amido group and halogen may be substituted; the radical R 6 is particularly preferably a partially unsaturated, aliphatic radical having 10-25 carbon atoms, which may optionally be substituted by at least one hydroxyl and or amino group;
  • R 7 independently of one another is hydrogen or an aliphatic radical with 1-15 carbon atoms, an aromatic radical with 6-15 carbon atoms or an araliphatic radical with 7-15 carbon atoms, R 7 is preferably hydrogen or a linear or branched, saturated, aliphatic radical with 1 - 10 carbon atoms or a linear or branched, unsaturated, aliphatic radical with 2 - 10 carbon atoms, very particularly preferably R 7 is independently hydrogen, methyl, ethyl or propyl;
  • R 8 is preferably a branched or unbranched, saturated, aliphatic radical having 1-40 carbon atoms or a branched or unbranched, unsaturated, aliphatic radical having 2-40 carbon atoms, which optionally has at least one functional group selected from the group consisting of hydroxy, Ether, amino, thio, aldehyde, keto, carboxylic acid, ester, amido group and halogen may be substituted;
  • the radical R 8 is particularly preferably a partially unsaturated, aliphatic radical having 10-25 carbon atoms, which can optionally be substituted by at least one hydroxyl and / or amino group;
  • R 9 is preferably a branched or unbranched, saturated, aliphatic radical having 1-12 carbon atoms or a branched or unbranched, unsaturated, aliphatic radical having 2-12 carbon atoms, which optionally has at least one functional group selected from the group consisting of hydroxy, Ether, amino, thio, aldehyde, keto, carboxylic acid, ester, amido group and halogen may be substituted;
  • the radical R 9 is particularly preferably a saturated, aliphatic radical with 1-6 carbon atoms, which can optionally be substituted with at least one hydroxyl and / or amino group;
  • the radical R 9 is very particularly preferably selected from the group consisting of ethyl, n-propyl, n-butyl and n-pentyl;
  • the mean value for n in the formula VHI is a whole or fractional positive number from 1 to 10, preferably from 1 to 8, particularly preferably from 1 to 5; when mixtures of compounds of the general formula VHI are present, the mean value for n can assume fractional values.
  • R 10 is preferably a branched or unbranched, saturated, aliphatic radical having 1-12 carbon atoms or a branched or unbranched, unsaturated, aliphatic radical having 2-12 carbon atoms, which optionally has at least one functional group selected from the group consisting of hydroxy , Ether, amino, thio, aldehyde, keto, carboxylic acid, ester, amido group and halogen may be substituted; the radical R 10 is particularly preferably a saturated, aliphatic radical with 1-6 carbon atoms, which can optionally be substituted with at least one hydroxyl and / or amino group;
  • the radical R 10 is very particularly preferably selected from the group consisting of ethyl, n-propyl, n-butyl and n-pentyl;
  • the mean value for m in formula IX is a whole or fractional positive number from 0 to 10, preferably from 0 to 8, particularly preferably from 0 to 5; in the case of mixtures of compounds of the general formula IX, the mean value for m can assume fractional values.
  • Components A, B, C, D and E are preferably present in the microemulsion in the following proportions: component A: 5-35% by weight, component B: 5-20% by weight, component C: 1-10 % By weight, component D: 5-35% by weight, component E: 5-40% by weight and 5-35% by weight of water as solvent, the sum of the% by weight being 100% by weight. -% results.
  • Components A, B, C, D and E are particularly preferably present in the microemulsion in the following proportions: component A: 10-30% by weight, component B: 5-15% by weight, component C: 2- 8% by weight, component D: 10-30% by weight, component E: 10-35% by weight and 10-30% by weight of water as solvent, the sum of the% by weight being 100% by weight .-% results.
  • microemulsions which can be used according to the invention can be prepared by mixing the corresponding components in any order.
  • the advantage of the microemulsion used according to the invention is its low viscosity at any mixing ratio with water. The product can therefore be used in dosing systems without any problems.
  • the microemulsion is absolutely transparent. The oil phase contained in addition to the aqueous phase is thus so finely distributed in the microemulsion that no visible scatter is noticeable.
  • the average size of the droplets of the disperse phase of the microemulsion used according to the invention can be determined according to the principle of quasi-elastic dynamic light scattering (the so-called z-average droplet diameter d z of the unimodal analysis of the autocorrelation function).
  • the droplet size of the microemulsions used according to the invention is ⁇ 500 nm for d z .
  • the value for d z is preferably 50 nm to 300 nm, particularly preferably the value for d z is 50 nm to 200 nm.
  • the process according to the invention makes it possible to optically lighten polyesters, polyamides or mixtures of polyesters or polyamides with one another, it also being possible for these to be mixed with other synthetic or natural fibers.
  • Examples of other synthetic or natural fibers are cellulose fibers, polyacrylonitrile fibers, polyurethane fibers, acetate fibers or wool fibers.
  • the process according to the invention is particularly suitable for the optical brightening of polyester fibers or of mixtures of polyester fibers.
  • Polyesters are understood to mean homopolymers, copolymers, mixtures and grafts of synthetic long-chain polyesters which, as an essential constituent, repeatedly have ester groups in the polymer main chain.
  • the polyesters used according to the invention are produced from aromatic or aliphatic hydroxycarboxylic acids.
  • the aliphatic hydroxycarboxylic acids used in the polyesters according to the invention are C 1 -C 6 -carboxylic acids which are optionally substituted by C t -s-alkyl chains and which, in addition to the COOH group, also contain at least one OH group.
  • the Ci 8 alkyl chains mentioned are optionally substituted with further functional groups.
  • Hydroxycarboxylic acids are preferably selected from the group consisting of 2-hydroxyacetic acid, 2-hydroxypropionic acid, 3-hydroxypropionic acid, 4-hydroxybutter- acid, 5-hydroxypentanoic acid, 6-hydroxyhexanoic acid, malic acid, tartaric acid and citric acid.
  • the aromatic or aliphatic hydroxycarboxylic acids which can be used according to the invention contain 7 to 20 carbon atoms and at least one hydroxy functionality; ortho-, meta- or para-hydroxy-benzoic acid are preferably used in the polyesters which can be used according to the invention.
  • the polyesters which can be used include diacids and diols.
  • the diacids contained in the polyesters according to the invention can be aliphatic or aromatic diacids having 4 to 18 carbon atoms.
  • Dicarboxylic acids are preferably selected from the group consisting of phthalic acid, terephthalic acid, isophthalic acid, naphthalene-1,4-dicarboxylic acid, naphthalene-2,3-dicarboxylic acid, naphthalene-2,6-dicarboxylic acid, cyclohexanedicarboxylic acid, cyclohexanediacetic acid, diphenyl-4,4-dicarboxylic acid , Succinic acid, gluataric acid, adipic acid,fugic acid, and sebacic acid or mixtures thereof.
  • the diacids contained in the polyester are particularly preferably selected from terephthalic acid or naphthaldic acid or a mixture thereof.
  • the diols contained in the polyester which can be used according to the invention can be cycloaliphatic diols having 6 to 20 carbon atoms or aliphatic diols having 2 to 20 carbon atoms.
  • the diol contained in the polyester is preferably selected from the group consisting of ethylene glycol, diethylene glycol, triethylene glycol, 1,4-cyclohexanedimethanol, propane-1,3-diol, butane-1,4-diol, pentane-1,5-diol, hexane - 1, 6-diol, 2-methylpentane-l, 4-diol, 2,2,4-trimethylpentane-l, 3-diol, hexane-1,3-diol, 2,2-bis- (4-hydroxycyclohexyl) propane and 2,4-dihydroxy-l, l, 3,3-tetramethylcyclobutane or mixtures thereof.
  • the polyester which can be used according to the invention contains ethylene glycol as the diol component.
  • polyesters In a particularly preferred embodiment of the present invention, homopolymers of polyethylene terephthalate (PET) or mixtures of polyethylene terephthalate with other polyesters are used as polyesters.
  • PET polyethylene terephthalate
  • the molecular weight of the polyesters which can be used according to the invention is preferably in the range from 2000 to 50,000 g / mol.
  • the polyesters which can be used according to the invention can be present in any possible thread size and in any form, ie as a flake, fiber, yarn, twine, woven, knitted or nonwoven.
  • polyesters used according to the invention are produced by processes known to the person skilled in the art, see Encycl. Polym. Be. Engng. 12, 1 to 313 and Houben-Weyl E20 / 2, 1405 to 1429, Ulimann (4.) 19, 61 to 88.
  • the method according to the invention is very particularly suitable for the optical brightening of polyester fibers based on PET or mixtures of PET with other synthetic or natural fibers.
  • Preferred optical brighteners in the process according to the invention are 1,4-bis-dicyanostyrylbenzenes of the general formula X
  • All possible isomers of 1,4-bis-dicyanostyrylbenzenes of the formula X can be used in the process according to the invention, such as, for example, ortho-ortho, ortho-meta, ortho-para, meta-meta, meta-para, para-para or mixtures of two or more.
  • the ortho-para isomer, the ortho-meta isomer or the meta-para isomer or mixtures of two or three or all of the isomers with one another or mixtures of one, two or all three isomers with the ortho-ortho isomers are particularly preferred or can be used in the process according to the invention with a compound of the general formula I.
  • Optical brighteners and shading dyes are generally used as aqueous preparations in the process according to the invention.
  • Such preparations generally contain water and, based on the weight of the preparation, 1 to 40% by weight, preferably 2 to 25% by weight, particularly preferably 3 to 10% by weight, of the mixture of brightener described in more detail above and shading dye and 1 to 60% by weight, preferably 3 to 56% by weight, particularly preferably 5 to 52% by weight of auxiliaries.
  • Suitable tools are e.g. anionic or nonionic dispersants, from the class of ethylene oxide adducts with fatty alcohols, higher fatty acids or alkylphenols or ethylenediamine-ethylene oxide-propylene oxide adducts, or dispersants, as described in DE-A-2 745 449, copolymers of N-vinylpyrolidone with 3-vinyl propionic acid , Water retention agents such as ethylene glycol, glycerin or sorbitol or biocides.
  • a brightener preparation containing, in addition to water, in each case based on the weight of the preparation, 1 to 40% by weight, preferably 2 to 25% by weight, particularly preferably 3 to 10% by weight, of the Mixture of brightener and shading dye, specified in more detail above, 1 to 30% by weight, preferably 2 to 20% by weight, particularly preferably 3 to 12% by weight of anionic or nonionic dispersant and 1 to 50% by weight, preferably 1 to 35% by weight, particularly preferably 1 to 25% by weight of further auxiliaries (for example water retention agents or biocides).
  • further auxiliaries for example water retention agents or biocides
  • the treatment bath containing optical brighteners can contain shading dyes.
  • Shading dyes suitable according to the invention generally originate from the class of disperse, acid or vat dyes. These are common names. Such dyes are listed in the color index, for example under the name Disperse Blue or Disperse Violet or Acid Blue or Acid Violet or Vat Blue or Vat Violet. Blue dyes from the class of anthraquinones, azo dyes, methine dyes, violanthrones or indanthrones are particularly suitable.
  • an aqueous treatment bath containing optical brightener which has the following ingredients: 0.001 to 1.00% by weight, preferably 0.01 to 0.75% by weight, particularly preferably 0.01 to 0.50% by weight of the described brightener preparation and
  • the process according to the invention is carried out at a temperature of 80 to 120 ° C., preferably 90 to 110 ° C., particularly preferably 95 to 100 ° C.
  • the process according to the invention is carried out over a period of 10 to 300 min, preferably over a period of 20 to 200 min, particularly preferably over a period of 30 to 120 min.
  • the present invention further relates to the use of the treatment bath according to the invention, containing optical brighteners, for optically brightening synthetic fibers or mixtures of synthetic fibers with natural fibers.
  • the present invention also relates to a treatment bath to which a microemulsion according to the invention has been added, for synthetic fibers or for synthetic fibers in a mixture with natural fibers containing water, optical brighteners and optionally shading dyes.
  • the present invention relates to the use of the microemulsion according to the invention in treatment baths containing optical brighteners for synthetic fibers or synthetic fibers in a mixture with natural fibers.
  • Example 1 In an autoclave, 10 g of polyester fabric were introduced at 25 ° C. into 100 ml of a healing bath containing 0.04 g of a brightener dispersion.
  • the brightener dispersion contains the following optical brighteners
  • the individual brightener components were first dispersed separately (“finished”) and then mixed. The bath was then heated to 95 ° C. in the course of 30 minutes and held at this temperature for a further 30 minutes. During this time, the liquor was stirred Tissue was removed from the bath, rinsed and dried and the optical whiteness was determined according to the CIE.
  • Diffusion accelerator 1 is a mixture of an oleic acid ethoxylate with 5 EO units (50% by weight) and succinic acid n-butyl ester (50% by weight).
  • Diffusion accelerator 2 is a mixture of an oleic acid ethoxylate with 5 EO units (45% by weight), phthalic acid di-n-butyl ester (30%) and an oleic acid ethoxylate with 12 EO units.
  • Both diffusion accelerators are low-viscosity liquids, which form highly viscous states when diluted with water. These products are therefore not suitable for modern dosing systems.
  • composition of the microemulsion used according to the invention (in% by weight): Castor oil ethoxylated with 40 EO 20
  • the microemulsion used according to the invention is produced by mixing the components in the appropriate amounts, the order in which the individual components are added has no influence on the effectiveness of the microemulsion.
  • the resulting whiteness levels are as follows:
  • the resulting whiteness levels are as follows:
  • polyester staple fiber yarn were introduced at 25 ° C. into 100 ml of a whitening bath which contains 0.04 g of a whitening agent dispersion.
  • the brightener dispersion contains the following optical brighteners
  • the individual brightener components were first dispersed separately (“finished”) and then mixed.
  • the bath was then heated to 95 ° C. in the course of 30 minutes and held at this temperature for a further 30 minutes.
  • the liquor was then stirred the staple fiber yarn was removed from the bath, rinsed and dried, and the optical whiteness was determined according to the CIE for analysis.
  • the resulting whiteness levels are as follows:
  • polyester / viscose knitwear (mixing ratio 50% polyester and 50% viscose) were introduced at 25 ° C. into 100 ml of a brightening bath which contains 0.04 g of a brightener dispersion.
  • the brightener dispersion contains the following optical brighteners.
  • the resulting whiteness levels are as follows:
  • polyester staple fiber yarn were introduced at 25 ° C. into 100 ml of a whitening bath which contains 0.25 g of a brightener dispersion.
  • the brightener dispersion contains the following optical brighteners
  • the resulting whiteness levels are as follows:

Landscapes

  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Detergent Compositions (AREA)
  • Coloring (AREA)
  • Optical Fibers, Optical Fiber Cores, And Optical Fiber Bundles (AREA)
EP05715882A 2004-03-11 2005-03-09 Procede d'azurage optique de fibres synthetiques ou de fibres synthetiques en melange avec des fibres naturelles Expired - Lifetime EP1725708B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102004011957A DE102004011957A1 (de) 2004-03-11 2004-03-11 Verfahren zum optischen Aufhellen von synthetischen Fasern oder von synthetischen Fasern in Mischung mit natürlichen Fasern
PCT/EP2005/002496 WO2005088004A2 (fr) 2004-03-11 2005-03-09 Procede d'azurage optique de fibres synthetiques ou de fibres synthetiques en melange avec des fibres naturelles

Publications (2)

Publication Number Publication Date
EP1725708A2 true EP1725708A2 (fr) 2006-11-29
EP1725708B1 EP1725708B1 (fr) 2007-07-18

Family

ID=34895241

Family Applications (1)

Application Number Title Priority Date Filing Date
EP05715882A Expired - Lifetime EP1725708B1 (fr) 2004-03-11 2005-03-09 Procede d'azurage optique de fibres synthetiques ou de fibres synthetiques en melange avec des fibres naturelles

Country Status (9)

Country Link
US (1) US20070204410A1 (fr)
EP (1) EP1725708B1 (fr)
CN (1) CN1930340A (fr)
AT (1) ATE367471T1 (fr)
BR (1) BRPI0508569A (fr)
DE (2) DE102004011957A1 (fr)
EA (1) EA200601658A1 (fr)
ES (1) ES2287904T3 (fr)
WO (1) WO2005088004A2 (fr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1982017B1 (fr) * 2006-01-26 2009-06-17 Clariant Finance (BVI) Limited Procédé de production de papier optiquement éclairci
CN102977628A (zh) * 2012-12-20 2013-03-20 山东沾化奥仕化学有限公司 荧光增白剂er-ⅱ型的一锅合成法
WO2015130273A1 (fr) 2014-02-26 2015-09-03 Empire Technology Development Llc Modification de mode d'un dispositif en se basant sur la présence

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0033715A1 (fr) * 1980-01-31 1981-08-12 Ciba-Geigy Ag Adjuvant et son utilisation pour la teinture ou l'azurage optique de matières textiles en polyester
US5540740A (en) * 1995-09-06 1996-07-30 China Textile Institute Low temperature microemulsion dyeing process for polyester fibers
EP0773284A1 (fr) * 1995-11-10 1997-05-14 The Procter & Gamble Company Microémulsions à teneur élevée en tensio-actifs anioniques utilisant des acides gras ramifiés

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO2005088004A2 *

Also Published As

Publication number Publication date
US20070204410A1 (en) 2007-09-06
DE502005001069D1 (de) 2007-08-30
DE102004011957A1 (de) 2005-09-29
BRPI0508569A (pt) 2007-08-14
WO2005088004A3 (fr) 2006-02-09
EA200601658A1 (ru) 2007-02-27
WO2005088004A2 (fr) 2005-09-22
CN1930340A (zh) 2007-03-14
ATE367471T1 (de) 2007-08-15
ES2287904T3 (es) 2007-12-16
EP1725708B1 (fr) 2007-07-18

Similar Documents

Publication Publication Date Title
EP0082456B1 (fr) Prémélanges concentrés d'agents adoucissant le linge
EP0058637A1 (fr) Préparation stable d'un produit de traitement de support textile
DE2525407A1 (de) Emulgierbares textilschmiermittelpraeparat
EP0364792B1 (fr) Carrier pour la teinture de matériaux en polyester
EP0085933A2 (fr) Compositions adoucissantes concentrées pour le linge
EP0094655B1 (fr) Agents d'adoucissement concentrés pour le lavage du linge
EP1725708B1 (fr) Procede d'azurage optique de fibres synthetiques ou de fibres synthetiques en melange avec des fibres naturelles
DE69908619T2 (de) Wässriges präparat eines uv-aktiven mittels und seine herstellung sowie seine verwendung
EP0044995A1 (fr) Dispersion d'azurants optiques contenant des polymères greffés
EP0321393A1 (fr) Dispersion d'agent de blanchiment optique
DE3027479A1 (de) Mischungen von optischen aufhellern und deren verwendung
EP0012935B1 (fr) Procédé de teinture et d'impression de matières textiles avec des colorants de dispersion
EP0544676A1 (fr) Preparations de colorants avec peu ou pas de poussiere.
EP1469121B1 (fr) Agent égalisant
DE1594855C3 (fr)
EP0099111B1 (fr) Procédé de teinture à haute température de matériaux en polyester
EP0379954B1 (fr) Agent véhiculaire pour la teinture de matériaux fibreux hydrophobes
EP1348800B1 (fr) Utilisation d'alkyl-benzoates comme agents égalisants pour la teinture de matériaux fibreux en polyester
DE60201572T2 (de) Entfettungsmittel für textilfaser, verfahren zu deren herstellung sowie deren verwendung
DE1225857B (de) Verfahren zur Verbesserung der Anfaerbbarkeit von Formkoerpern aus Polyolefinen
DE1955310A1 (de) Verwendung von waessrigen Dispersionen von Mischungen aus Benzoxazol- und Phenyloxazolderivaten zum optischen Aufhellen
DE2010493B2 (de) Verfahren zum faerben von basischen textilfasern
EP1611278B1 (fr) Agent auxilliaire pour le textile
EP1347091B1 (fr) Adjuvant de teinture
MXPA06010128A (en) Method for optical brightening of synthetic fibres or of synthetic fibres mixed with natural fibres

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: 20061011

AK Designated contracting states

Kind code of ref document: A2

Designated state(s): AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HU IE IS IT LI LT LU MC NL PL PT RO SE SI SK TR

GRAP Despatch of communication of intention to grant a patent

Free format text: ORIGINAL CODE: EPIDOSNIGR1

GRAS Grant fee paid

Free format text: ORIGINAL CODE: EPIDOSNIGR3

GRAA (expected) grant

Free format text: ORIGINAL CODE: 0009210

DAX Request for extension of the european patent (deleted)
AK Designated contracting states

Kind code of ref document: B1

Designated state(s): AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HU IE IS IT LI LT LU MC NL PL PT RO SE SI SK TR

REG Reference to a national code

Ref country code: GB

Ref legal event code: FG4D

Free format text: NOT ENGLISH

REG Reference to a national code

Ref country code: CH

Ref legal event code: EP

REF Corresponds to:

Ref document number: 502005001069

Country of ref document: DE

Date of ref document: 20070830

Kind code of ref document: P

REG Reference to a national code

Ref country code: IE

Ref legal event code: FG4D

Free format text: LANGUAGE OF EP DOCUMENT: GERMAN

ET Fr: translation filed
REG Reference to a national code

Ref country code: ES

Ref legal event code: FG2A

Ref document number: 2287904

Country of ref document: ES

Kind code of ref document: T3

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: LT

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20070718

Ref country code: IS

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20071118

Ref country code: PT

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20071218

Ref country code: BG

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20071018

Ref country code: NL

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20070718

Ref country code: FI

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20070718

NLV1 Nl: lapsed or annulled due to failure to fulfill the requirements of art. 29p and 29m of the patents act
GBV Gb: ep patent (uk) treated as always having been void in accordance with gb section 77(7)/1977 [no translation filed]

Effective date: 20070718

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: PL

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20070718

RAP2 Party data changed (patent owner data changed or rights of a patent transferred)

Owner name: BASF SE

REG Reference to a national code

Ref country code: IE

Ref legal event code: FD4D

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: DK

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20070718

Ref country code: GR

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20071019

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

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: CZ

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20070718

Ref country code: IE

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20070718

Ref country code: SK

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20070718

Ref country code: GB

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20070718

26N No opposition filed

Effective date: 20080421

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: RO

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20070718

Ref country code: SE

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20071018

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: DE

Payment date: 20080306

Year of fee payment: 4

Ref country code: ES

Payment date: 20080418

Year of fee payment: 4

Ref country code: FR

Payment date: 20080311

Year of fee payment: 4

BERE Be: lapsed

Owner name: BASF A.G.

Effective date: 20080331

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: TR

Payment date: 20080213

Year of fee payment: 4

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: MC

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20080331

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: EE

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20070718

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: BE

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20080331

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: SI

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20070718

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: CY

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20070718

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: 20080309

REG Reference to a national code

Ref country code: CH

Ref legal event code: PL

REG Reference to a national code

Ref country code: FR

Ref legal event code: ST

Effective date: 20091130

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: LI

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20090331

Ref country code: DE

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20091001

Ref country code: CH

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20090331

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: FR

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20091123

REG Reference to a national code

Ref country code: ES

Ref legal event code: FD2A

Effective date: 20090310

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: HU

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20080119

Ref country code: LU

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20080309

Ref country code: ES

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20090310

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: IT

Payment date: 20080331

Year of fee payment: 4

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: TR

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20090309