Classifications

• • D—TEXTILES; PAPER
  • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
  • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
  • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
  • D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
  • D06M13/35—Heterocyclic compounds
  • D06M13/352—Heterocyclic compounds having five-membered heterocyclic rings
• • D—TEXTILES; PAPER
  • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
  • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
  • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
  • D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
  • D06M13/144—Alcohols; Metal alcoholates
• • D—TEXTILES; PAPER
  • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
  • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
  • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
  • D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
  • D06M13/165—Ethers
  • D06M13/17—Polyoxyalkyleneglycol ethers
• • D—TEXTILES; PAPER
  • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
  • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
  • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
  • D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
  • D06M13/224—Esters of carboxylic acids; Esters of carbonic acid
• • D—TEXTILES; PAPER
  • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
  • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
  • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
  • D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
  • D06M13/372—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen containing etherified or esterified hydroxy groups ; Polyethers of low molecular weight
• • D—TEXTILES; PAPER
  • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
  • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
  • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
  • D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
  • D06M13/402—Amides imides, sulfamic acids
  • D06M13/432—Urea, thiourea or derivatives thereof, e.g. biurets; Urea-inclusion compounds; Dicyanamides; Carbodiimides; Guanidines, e.g. dicyandiamides
• • D—TEXTILES; PAPER
  • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
  • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
  • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
  • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
  • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
  • D06M15/39—Aldehyde resins; Ketone resins; Polyacetals
  • D06M15/423—Amino-aldehyde resins
• • D—TEXTILES; PAPER
  • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
  • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
  • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
  • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
  • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
  • D06M15/39—Aldehyde resins; Ketone resins; Polyacetals
  • D06M15/423—Amino-aldehyde resins
  • D06M15/427—Amino-aldehyde resins modified by alkoxylated compounds or alkylene oxides
• • D—TEXTILES; PAPER
  • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
  • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
  • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
  • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
  • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
  • D06M15/53—Polyethers
• • D—TEXTILES; PAPER
  • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
  • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
  • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
  • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
  • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
  • D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
  • D06M15/647—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain containing polyether sequences

Definitions

• the invention described below relates to compositions and their use for the treatment of fiber materials, in particular of cellulose.
• N-methylolated products of the formula used which can be prepared by reacting urea with glyoxal and with formaldehyde. Also methylolated melamine derivatives of the formula have already been used for this.
• the object of the present invention was to improve existing products so that the treated with them cellulose materials increased hydrophilicity while maintaining a pleasantly soft feel is mediated. This especially if the products are used in the context of a wet crosslinking. Another task was to find new, well-dispersible, reactive products that have the ability to trap radicals. Another task was to provide new reactive fluorosurfactants. Another object was to provide new reactive compounds with optically brightening properties.
• composition which comprises at least one compound of the formula (II) or of the formula (III) or of the formula (IV) or of the formula (V) and wherein the composition comprises at least one compound of the formula (VII) or an amine of the formula (VIII) or (IX) or an oligo- or polyorganosiloxane which has polyoxyalkylene groups, of the general formula (X) or a compound of the formula (XI) , preferably of the formula (Xla), contains wherein the composition may additionally optionally contain an alcohol of the formula (VI), R 4 -OH (VI) where all radicals R 1 and R 2 independently of one another are H or a linear or branched alkyl radical having 1 to 5 carbon atoms, preferably CH 3 or C 2 H 5 or C 3 H 7 , or or for stand, wherein m is a number from 4 to 8 and t is 0 or 1 and p is a number from 8 to 20 and q is a number from 1 to 3, all radicals R 1 and R 2
• compositions of the present invention have less of a tendency to cleave present ether linkages, resulting in a lower tendency toward oligomerization, resulting in more stable products. They are good, therefore suitable for the treatment of fiber materials of natural fibers, preferably of cellulose or wool, but also of synthetic fibers, in particular polyester, polyamide, polyacrylonitrile, polyacrylate and viscose, as well as mixtures thereof, but in particular of fiber materials, which contain from 50 to 100% by weight made of cellulose. Especially cotton articles obtained by treatment with said compositions due to their surfactant character excellent properties.
• the fiber materials are here in particular in the form of tissues.
• compositions according to the invention or aqueous compositions containing such compositions is the wet crosslinking of articles made of cellulose fibers.
• compositions of this invention can be mixed with long-chain alkoxylated primary amines, including primary amines with a turf JEFFAMINE ® from Huntsman. This miscibility results in the resulting formulations being able to be used in processes where the finishing agent is used as a solution in supercritical carbon dioxide. Furnishing fiber articles using liquid supercritical carbon dioxide solutions offers several advantages over aqueous systems. Such processes are described, inter alia, in WO 94/18264 A1 . EP 1 126 072 A2 and EP 846 803 B1 ,
• the equipment with products according to the invention leads, if an etherification of the groups the melamine derivatives of the formula (III) or the urea derivatives of the formulas (II) or (V) is present, too low emissions of formaldehyde.
• the emissions of lower alcohols, in particular of methanol are reduced because the OH groups of the urea or melamine derivatives are not etherified exclusively with methanol.
• Cotton products equipped with compositions according to the invention or their aqueous compositions lead to a pleasantly soft feel of the end products.
• articles whose cotton content is 50 to 100% by weight obtain excellent properties.
• the articles are preferably fabric.
• compositions of the invention e.g. B. those containing compounds of formulas (II), (III), (IV) or (V) or their reaction products with alcohol of formula (VI) and compounds of formula (VII) can be analogous to the chemist Establish common methods. It is likewise possible to prepare compositions according to the invention which comprise an amine of the formula (VIII) or (IX) or an oligo- or polyorganosiloxane which has polyoxyalkylene groups, the general formula (X) or a compound of the formula (XI), preferably of the formula ( Xla), or contain their reaction products.
• R 4 -OH is a linear or optionally branched alkyl radical having 1 to 18, preferably having 1 to 4 carbon atoms, more preferably CH 3 or C 2 H 5 , R 4 -OH is preferably methanol.
• R 5 is a linear or branched alkyl radical or alkenyl radical having 4 to 18, preferably 8 to 18, carbon atoms preferred is the iso-tridecyl radical.
• one of R 6 and R 7 is hydrogen and the other is hydrogen or methyl.
• reaction described above can be carried out as follows: Aqueous glyoxal solution whose pH has been adjusted to about 5 is admixed with N, N'-dimetllyfolurea, then 37% aqueous formaldehyde and alcohol R 4 -OH and heated to 40 ° C. Subsequently, the pH is adjusted to about 7 by means of NaOH, then an excess of alcohol R 4 -OH and a compound of formula (VII) are added. Then add a little acid, for example hydrochloric acid added, with an increase in temperature takes place etherification. The etherification is then stopped by the addition of NaOH. An addition of an alkanolamine, eg triethanolamine, is then advantageous.
• an alkanolamine eg triethanolamine
• excess alcohol R 4 -OH is preferably distilled off. After pH adjustment to about 6 is distilled under reduced pressure at a temperature of 60 ° to 70 ° C, with excess alcohol R 4 -OH and water are removed.
• R 4 -OH is preferably methanol.
• the starting material used is a urea derivative of the formula (II), (IV) or (V) or a melamine derivative of the formula (III)
• the synthesis proceeds in an analogous manner by etherification with a mixture of alcohol R 4 -OH and compound of the formula (VII).
• an amine of the formula (VIII) or (IX) or a siloxane of the formula (X) or a compound of the formula (XI), preferably of the formula (Xla) may also be used instead of the compound of the formula (VII).
• compositions of the invention from known, in whose preparation, for example Dimethyloldihydroxyethylenharnstoff and methanol were used, is the fact that according to the invention in addition to a low molecular weight alcohol nor a relatively high molecular weight compound of formula (VII) or their ethers or an amine of formula (VIII) or (IX) or an oligo- or polyorganosiloxane of the general formula (X) or a compound of the formula (XI), preferably of the formula (Xla) is used.
• R 5 preferably represents a branched alkyl radical having 13 carbon atoms and I preferably a number from 2 to 20, particularly preferably from 2 to 8, in particular from 2 to 6.
• compositions according to the invention is expediently carried out by mixing and / or reacting at least one of the compounds of the formula (II), (III), (IV) or (V) with a mixture of at least one alcohol of the formula (VI) and at least one A compound of the formula (VII) or an amine of the formula (VIII) or (IX) or of an oligo- or polyorganosiloxane which has polyoxyalkylene groups, of the general formula (X) or of a compound of the formula (XI), preferably of the formula (Xla) , It is carried out at a temperature in the range of 30 to 130 ° C, preferably from 30 to 80 ° C, more preferably from 40 to 70 ° C, wherein the final distillation step also takes place in this temperature range.
• the etherification with alcohol of the formula (VI) is carried out at a pH of from 0.3 to 1, preferably from 0.45 to 0.75. This pH can be z. B. can be achieved by adding concentrated hydrochloric acid.
• This pH can be achieved by carrying out the etherification with alcohol of the formula (VI) z. B. by addition of sodium hydroxide and triethanolamine as a buffer stops.
• a particularly preferred embodiment of the invention is a composition containing a product obtained by reacting a compound of formula (II) or formula (III) or formula (IV) or formula (V) with a mixture of alcohols of Formula (VI) and compound of the formula (VII) or amine of the formula (VIII) or (IX) or oligo- or polyorganosiloxane which has polyoxyalkylene groups, of the general formula (X) or compound of the formula (XI), preferably of the formula ( XIa).
• this reaction is carried out at a temperature in the range of 40 to 70 ° C and at an acidic pH.
• compositions according to the invention can be used particularly advantageously in the form of aqueous compositions containing one or more of the above-described compositions, preferably with a water content of 20 to 60% by weight.
• compositions of the invention still NaCl, KCl or LiCl, preferably in amounts of 0.5 to 5 wt .-%, which may in particular enable better results in the cellulose crosslinking.
• compositions according to the invention are well suited for the treatment of fiber materials, both of natural fibers, preferably of cellulose or wool, and of synthetic fibers, in particular polyester, polyamide, polyacrylonitrile, polyacrylate and viscose, as well as of mixtures thereof, in particular those of the 50th consist of up to 100 wt .-% of cellulose.
• fiber materials both of natural fibers, preferably of cellulose or wool, and of synthetic fibers, in particular polyester, polyamide, polyacrylonitrile, polyacrylate and viscose, as well as of mixtures thereof, in particular those of the 50th consist of up to 100 wt .-% of cellulose.
• Particularly preferred materials are cotton articles in the form of fabrics for various applications, for example for shirt fabrics.
• Other materials are synthetic fabrics, for example, for the manufacture of awnings.
• compositions according to the invention or their aqueous compositions can be used very advantageously for the wet crosslinking of cotton materials. This wet crosslinking can be carried out by known methods. Compositions according to the invention may comprise further products known to the person skilled in the art which are customarily used for the achievement of various effects on textiles.
• compositions according to the invention also find application in that a composition comprising a proportion of at least one reacted compound of one of the formulas (VII) or (VIII) or (IX) or (X) or preferably (XI), in particular (XIa), in combination with Polymers which are suitable for generating barrier effects on textiles are used and the composition thus obtained is used for the treatment of fiber materials for achieving increased barrier effects.
• barrier effect one understands the characteristic of textiles, certain media, above all watery and oily liquids, but also dirt, dismiss, d. H. to prevent penetration of these into the fibers upon contact.
• Suitable for this are various polymers. These include polymers having perfluoroalkyl groups, e.g. As polyurethanes or poly (meth) acrylates and also their copolymers containing other monomers. Suitable for this purpose are z. As well as polyorganosiloxanes with certain functional groups.
• compositions according to the invention also find application in that a composition comprising a proportion of at least one reacted compound of one of the formulas (VII) or (VIII) or (IX) or (X) or (XI), preferably (Xla), in combination with polymers , which are suitable for generating barrier effects on textiles, and the composition thus obtained is used for the treatment of fiber materials for achieving or increasing soil release effects.
• inventive compositions and polymers which are suitable for generating barrier effects on textiles but which in themselves do not allow soil release effects to achieve a certain level of soil release properties on textiles.
• compositions according to the invention with polymers which are suitable for generating barrier effects on textiles and that already allow for soil release effects, these soil release effects can be further enhanced.
• compositions according to the invention can be used as surfactant or cosurfactant in the emulsification of the polymers, but they can also be added to the polymer emulsions after emulsification, where they then in the treatment of fiber materials as a carrier better introduction of the polymers in the Enable fiber materials.
• composition containing an optical brightener, especially based on a stilbene structure, or a UV absorber, preferably in reacted form, for introducing optical brighteners, in particular based on a stilbene structure, or of UV Absorbers on fiber materials is used.
• UV absorber is TINUVIN ® 1130 from BASF.
• Suitable UV absorbers are also the compounds 2- (2-hydroxy-5-methylphenyl) benzotriazole and 2-hydroxy-4-methoxybenzophenone and polyethylene glycol mono- (distyrylphenyl) ether.
• Another aspect of the invention is a compound of the formula (XII) wherein the radical R 3 is H or -CH 2 -OR 2 , all radicals R 1 and R 2 independently of one another are H or a linear or branched one Alkyl radical having 1 to 5 carbon atoms, preferably CH 3 or C 2 H 5 or C 3 H 7 , or for or for stand, where m is a number from 4 to 8 and q is a number from 1 to 3 and where the radical R 13 is H or a linear or optionally branched alkyl radical having 1 to 4 carbon atoms, preferably H or nC 4 H 9 , with the proviso that at least one of the radicals R 1 or R 2 present does not stand for H.
• the preparation of the compounds of the formula (XII) can be carried out by methods similar to those for the preparation of the already known compounds of the formula below, instead of urea, thiourea is chosen as the starting compound.
• the original was adjusted to pH 7.0 with dilute sodium hydroxide solution or hydrochloric acid and heated to 70.degree.
• the original became thin, clear and pale yellow.
• MARLIPAL O ® were 13/50 (C13 oxo alcohol with 5 moles of EO available from Sasol) was added and 265.9 g of methanol.
• the etherification was started by adding 5.0 g of concentrated hydrochloric acid (31-33% by weight). The exothermic reaction resulted in a temperature increase of about 8 ° C. After 7 minutes, the etherification was stopped by adding 2.0 g of a 50% sodium hydroxide solution and 0.3 g of triethanolamine (99% pure). Subsequently, the template was adjusted to pH 5.9 with dilute sodium hydroxide solution or hydrochloric acid. This was followed for 6 hours at max. 70 ° C and under vacuum to an absolute pressure of 100 mbar distilling off 228 g of a methanol / water mixture.
• an aqueous finishing bath was prepared containing 220 g / l KNITTEX ® FA CONC (dimethyloldihydroxyethyleneurea, methanol-etherified, available from Huntsman), and 110 g / l KNITTEX CATALYST UMP (aqueous solution of several organic and inorganic acidic compounds obtainable from Huntsman) and 1 g / L of concentrated hydrochloric acid (31-33% by weight).
• Sections of a bleached, non-visually brightened 100% cotton shirt fabric having a basis weight of 110 g / m 2 were impregnated with aqueous liquors in the above-mentioned compositions on a laboratory tuft with a liquor pick-up of 66% by weight, then to a residual moisture content of 7%. dried and then stored for 20 hours at 30 ° C.
• the samples were washed for 10 minutes at 40 ° C with an aqueous solution of 10 g / l sodium carbonate, then once with warm water, then once with cold water, further with an aqueous solution of 0.5 g / l INVATEX ® AC ( aqueous solution of low-content citric acid, available from Huntsman), then rinsed with cold water and finally dried at 110 ° for 10 minutes.
• the fabric is then clamped with the chain and sometimes with the shot in the vertical direction.
• the composition according to Inventive Example No. 1 shows clearly better hydrophilic effects than the comparative test based on KNITTEX FA CONC, see Tables 1 and 2.
• Example 1 The distilling off of the methanol according to Example 1 can take place over different periods of time. With increasing distillation time, the degree of conversion of MARLIPAL O 13/50 with the Dimethyloldihydroxyethylenharnstoff (DMDHEH) increases. Accordingly, one can control the implementation so that products with different properties arise.
• DMDHEH Dimethyloldihydroxyethylenharnstoff
• Example 1 was repeated with different time periods for the distillation time, the corresponding values for which are given in Table 3 below.
• Table 3 Experiment No. 1 2 3 4 5 6 7 8th Distillation time (hours) 0 3.5 5.5 7.5 9.5 11.5 13.5 15.5
• an aqueous dispersion having a content of 200 g / l was prepared. These were shaken vigorously and then allowed to rest for 30 minutes. It can be seen from the aqueous dispersions that their ability to foam increases with increasing distillation time, see Figure 1.
• the original was adjusted to pH 7.0 with dilute sodium hydroxide solution or hydrochloric acid and heated to 70.degree.
• the original became thin, clear and pale yellow.
• the etherification was started by the addition of 3.6 g of concentrated hydrochloric acid (31-33 wt .-%). The exothermic reaction resulted in a temperature increase of about 8 ° C. After 7 minutes, the etherification was stopped by adding 1.4 g of a 50% sodium hydroxide solution and 0.2 g of triethanolamine (99% pure). Subsequently, the template was adjusted to pH 5.9 with dilute sodium hydroxide solution or hydrochloric acid. It was then carried out for about 2 hours at max. 70 ° C and under vacuum to an absolute pressure of 100 mbar, distilling off 197 g of a methanol / water mixture.
• Example 1 The essential difference from Example 1 is therefore that oxo alcohol C13 was added with 5 moles of EO after distilling off methanol, that is, no etherification with oxoalcohol C13 with 5 moles of EO took place.
• an aqueous finishing liquor containing 220 g / l composition according to Example 2 100 g / l KNITTEX CATALYST UMP, 1 g / l concentrated hydrochloric acid (31-33 wt.%) And 50 g / TURPEX® ACN NEW (Aqueous dispersion of a wax, a common cotton fabric crosslinking formulation component available from Huntsman).
• an aqueous finishing bath was prepared containing 220 g / l KNITTEX ® FA CONC, 100 g / l KNITTEX CATALYST UMP, 1 g / l of concentrated hydrochloric acid (31-33 wt .-%) and 50 g / l TURPEX® ACN NEW , Sections of a colored, non-optically brightened 100% cotton poplin shirt fabric were impregnated with aqueous liquors in the above compositions on a laboratory tuft with a liquor pick-up of 66% by weight, then dried to a residual moisture of 7% and then at 30 ° for 20 hours C stored.
• the formaldehyde content on the fabric was also determined according to JIS L 1041: 2011, a Japanese standard (equivalent to ISO 14184-1: 1998).
• the composition according to inventive example no. 2 shows clearly better hydrophilic effects and lower formaldehyde content than the comparative test based on KNITTEX FA CONC, see Tables 4 and 5.
• the original was adjusted to pH 7.0 with dilute sodium hydroxide solution or hydrochloric acid and heated to 70.degree.
• the original became thin, clear and pale yellow.
• the etherification was started by adding 4.3 g of concentrated hydrochloric acid (31-33%). The exothermic reaction resulted in a temperature increase of about 9 ° C. After 8 minutes, the etherification was stopped by adding 1.7 g of a 50% sodium hydroxide solution and 0.2 g of triethanolamine (99% pure). Subsequently, the template was adjusted to pH 5.9 with dilute sodium hydroxide solution or hydrochloric acid.
• the etherification is started by adding 19.5 g of concentrated hydrochloric acid (32%). The exothermic reaction resulted in a temperature increase of 9 ° C. After 9 minutes, the etherification was stopped by adding 7.5 g of a 50% sodium hydroxide solution.
• Mercerised cotton pieces were pad-batched with a dye solution containing 2.4 g / l NOVACRON® Blue CR (HUNTSMAN reactive dye), 15 ml / l sodium hydroxide 36 ° B, 70 ml / l sodium silicate 38-40 B, 2 g / l LYOPRINT® RG (dyeing auxiliaries from HUNTSMAN) and 1 g / l CIBAFLOW® PAD (dyeing auxiliaries from HUNTSMAN).
• the fabric pieces After padding, with a liquor pick-up of 70 wt .-%, the fabric pieces were stored for 16 hours at room temperature, then rinsed three times with water (cold, at boiling temperature, cold) and dried.
• BPO stands for benzoyl peroxide, more specifically dibenzoyl peroxide, which is used in dermatological preparations and, when applied to the skin, can damage the color of textiles due to its ability to easily form radicals.
• BPO stands for benzoyl peroxide, more specifically dibenzoyl peroxide, which is used in dermatological preparations and, when applied to the skin, can damage the color of textiles due to its ability to easily form radicals.
• 50 g of water, 0.1 g of Wako V50 (2,2'-azobis [2-methylpropionamidine] dihydrochloride, CAS NO 2997-92-4) 0.15 g of the inventive composition prepared as described above and 1 g dyed textile piece for 2 hours at 65 - 70 ° C stirred. The piece of fabric was then rinsed and dried. The textile piece was then slightly discolored.
• a dyed fabric piece was coated with 20 g / l of the inventive composition prepared as described above by the Pad-Dry-Thermofix method (described, for example, in U.S.P. DE 4133995 ) at a pH of 4 to 8 and a liquor uptake of 100 wt .-%, then dried for 1 minute at 110 ° C and heat-set at 170 ° C for 2 minutes.
• Pad-Dry-Thermofix method described, for example, in U.S.P. DE 4133995
• the original was adjusted to pH 7.0 with dilute sodium hydroxide solution or hydrochloric acid and heated to 70.degree.
• the original became thin, clear and pale yellow.
• MARLIPAL O 13/50 (oxoalcohol C 13 with 5 moles of EO) and 109.7 g of ZONYL® fluorosurfactant FS-300 (40% in water, an ethoxylated perfluoroalkylethyl alcohol, available from DuPont) and 203, 5 g of methanol added.
• the etherification was started by adding 7.8 g of concentrated hydrochloric acid (31-33% by weight). The exothermic reaction resulted in a temperature increase of about 9 ° C. After 9 minutes, the etherification was stopped by adding 4.8 g of a 50% sodium hydroxide solution and 0.2 g of triethanolamine (99% pure). Subsequently, the template was adjusted to pH 5.8 with dilute sodium hydroxide solution or hydrochloric acid.
• the template was heated to 70 ° C.

Priority Applications (5)

Applications Claiming Priority (1)

Publications (1)

Family

ID=51257366

Family Applications (2)

Family Applications After (1)

Country Status (4)

Citations (11)

Family Cites Families (7)

• 2014
  • 2014-07-31 EP EP14179257.2A patent/EP2980308A1/fr not_active Withdrawn
• 2015
  • 2015-07-29 CN CN201580036196.2A patent/CN106471182B/zh active Active
  • 2015-07-29 EP EP15744199.9A patent/EP3175033B1/fr active Active
  • 2015-07-29 ES ES15744199T patent/ES2949983T3/es active Active
  • 2015-07-29 WO PCT/EP2015/067332 patent/WO2016016282A2/fr active Application Filing

Patent Citations (11)

Also Published As

Similar Documents

Legal Events