Classifications

• • C—CHEMISTRY; METALLURGY
  • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
  • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
  • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
  • C11D1/38—Cationic compounds
  • C11D1/52—Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
  • C11D1/528—Carboxylic amides (R1-CO-NR2R3), where at least one of the chains R1, R2 or R3 is interrupted by a functional group, e.g. a -NH-, -NR-, -CO-, or -CON- group
• • 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
  • D06M13/148—Polyalcohols, e.g. glycerol or glucose
• • 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
  • D06M13/405—Acylated polyalkylene polyamines

Definitions

• the invention relates to textile treatment agents based on condensation products of carboxylic acids or carboxylic acid derivatives with polyamines, which are particularly well dispersible in water by the addition of dispersion accelerators, a process for their preparation and their use.
• textile treatment agents are understood to mean products which can be used in agents for finishing fibers and yarns, in detergents and in post-treatment agents for washed textiles.
• US-A-3,454,494 relates to fatty acid condensation products with an addition of dispersing polyoxyalkylene compounds.
• DE -A- 19 22 046 describes detergents containing fatty acid condensation products from their manufacture hereby contain dispersing fatty acid glycerides;
• these fatty acid condensation products are also described as textile softeners for, in particular, liquid laundry aftertreatment agents.
• These and similar textile treatment agents can be dispersed in water by heating the water and usually using high shear forces, or by dispersing the condensation product, which has still been melted, in water. Because of the effort required, the manufacturer usually carries out the dispersion and delivers the dispersions to the user, which is associated with the transport of considerable amounts of water. There is therefore a need for textile treatment agents based on fatty acid condensation products with improved dispersibility in water, so that the user can easily carry out the dispersion of the textile treatment agents in water.
• a textile treatment agent by reacting a) aliphatic monocarboxylic acids with 8 to 22 carbon atoms or their amide-forming derivatives with b) polyamines and subsequent neutralization of unreacted amino groups, characterized by the addition of dispersion accelerators selected from the group of Monosaccharides of the aldose and ketose type and the polyhydroxy compounds derived therefrom by hydrogenation, the natural hydrophilic polymers and the homo- and copolymers based on polyvinyl alcohol, polyacrylic acid and polyvinylpyrrolidone in amounts such that the textile treatment agent in cold water in a concentration of 0.1 is dispersible to 2% within 10 to 20 minutes.
• dispersion accelerators selected from the group of Monosaccharides of the aldose and ketose type and the polyhydroxy compounds derived therefrom by hydrogenation, the natural hydrophilic polymers and the homo- and copolymers based on polyvinyl alcohol, polyacrylic acid and polyvinylpyrrolidone in amounts such that the textile treatment agent
• amide-forming derivatives of aliphatic monocarboxylic acids are the esters derived from natural or synthetic saturated or mono- or polyunsaturated, branched or unbranched fatty acids or fatty acid mixtures with lower alkanols, such as, for example
• the fatty acid glycerides and the fatty acid halides are the derivatives derived from lauric acid, myristic acid, palmitic acid, stearic acid, coconut fatty acid, tallow fatty acid or rapeseed oil fatty acid.
• the reaction products which can be produced from this by reaction with polyamines are referred to below as fatty acid condensation products.
• Suitable polyamines are, for example, diethylenetriamine, triethylenetetramine, tetraethylenepentamine, dimethylaminopropylamine, propylenediamine, di (trimethylene) triamine and in particular aminoethylethanolamine.
• Lower carboxylic acids suitable for neutralizing unreacted amino groups are compatible, in particular low molecular weight organic mono- or polycarboxylic acids which are optionally substituted by hydroxyl groups, such as glycolic acid, citric acid, lactic acid or acetic acid, in the treatment environment.
• the monosaccharides of the aldose and ketose type or their hydrogenation products which can be used as dispersion accelerators have 4, 5 or in particular 6 carbon atoms in the molecule. Examples are fructose, sorbose and in particular glucose, sorbitol and mannitol, which are inexpensive and effective.
• Natural or synthetic hydrophilic polymers are also suitable as dispersion accelerators. A preferred one natural polymer of this class is gelatin. Mixtures of gelatin and monosaccharides or their hydrogenation products are particularly suitable.
• Other useful natural hydrophilic polymers are e.g. B. guar, dextrin, gum arabic, agar agar, casein.
• Homopolymers or copolymers based on polyvinyl alcohol, polyacrylic acid and polyvinylpyrrolidone are used as synthetic hydrophilic polymers.
• the suitable polymers have in common that they are easily soluble or dispersible or swellable in water.
• dispersion accelerators required to achieve rapid dispersibility in a short time are in particular in the range from 0.5 to 10% by weight, based on the amount of dispersion accelerator and fatty acid condensation product.
• the dispersion accelerators are particularly effective if they are present in an intimate mixture with the fatty acid condensation product and, if appropriate, further additives of the textile treatment agent. Any type of mixing technique that leads to an intimate mixture of different components is generally suitable; It has proven particularly useful, however, if the melt of the fatty acid condensation product is mixed with the dispersion accelerator. This mixture thus obtained is then, for example, converted into particle form.
• Textile treatment agents which contain monosaccharides and / or their hydrogenation products, in particular glucose, sorbitol, mannitol or mixtures thereof, preferably in amounts of 5 to 10% by weight, as well as textile treatment agents which contain 5 to 10% by weight of gelatin as dispersion accelerators contain, especially good properties.
• a short time is understood as the duration of the mixing process with water until a dispersion of 0.1 to 2% is achieved. This time requirement is 10 to 20 minutes with stirring.
• the presence of further dispersing agents for example fatty alcohol alkoxylates or oxo alcohol alkoxylates with 10 to 20 carbon atoms in the alcohol component and with 2 to 50 moles of alkylene oxide, in particular ethylene oxide and / or propylene oxide, preferably tallow alcohol + 50 moles of ethylene oxide or coconut alcohol + 5 moles of ethylene oxide + 4 Moles of propylene oxide, partial fatty acid glycerides and / or water-miscible solvents such as propylene glycol or glycerin are useful.
• the amount of additional dispersing aids in the textile treatment agents according to the invention can make up 0.5 to 70% by weight of the textile treatment agent.
• the present invention further relates to a method for producing the textile treatment agent.
• the process according to the invention is characterized in that the fatty acid condensation products are intimately mixed with the dispersion accelerator and, if appropriate, other auxiliaries, and the mixture is processed into powder or shaped articles, preferably into flakes.
• An intimate mixture of fatty acid condensation product and dispersion accelerator is obtained in particular if the molten fatty acid condensation product is mixed with the dispersion accelerator and, if appropriate, the other constituents, the mixture is allowed to cool and then further processed into powder or molded articles.
• the fatty acid or the fatty acid derivative and the polyamine are used in a molar ratio of 1: 1 to 3: 1 (carboxylic acid to polyamine).
• the reaction components are heated with constant mixing until virtually all the fatty acid or the fatty acid derivative has been reacted.
• any unreacted amino groups are neutralized with low molecular weight organic carboxylic acids or hydroxycarboxylic acids, for example by mixing the melt of the fatty acid condensation product with the calculated amount of acid, or the amine salt is formed Dissolving or dispersing the reaction product in the organic acid or a solution of the organic acid.
• the acid used for salt formation is used in a stoichiometric amount or in an up to about 30% excess.
• the fatty acid condensation product is mixed with the degree of conversion of at least 95%, in particular at least 99%, at 80 to 150 ° C. with the dispersion accelerator and optionally with further additives in the melt, the mixture with the low molecular weight organic carboxylic acid or Hydroxycarboxylic acid neutralized and the neutralized fatty acid condensation product further processed into powder or moldings.
• Working in an inert gas atmosphere and / or the addition of a reducing agent in the condensation reaction leads to particularly light-colored products. Hypophosphorous acid has proven particularly useful as a reducing agent.
• the textile treatment agents according to the invention can easily be processed into stable dispersions in water, even in cold water. All you need to do is mix with water and then stir gently. The dispersions obtained are extremely stable and do not tend to separate.
• the dispersions of textile treatment agents are used in a variety of ways to treat fibers, yarns or fabrics. The treatment of fibers or yarns is carried out using methods that are customary in textile technology, such as pull-out, immersion centrifugal, foulard or spray processes.
• the textile treatment agents according to the invention When used in detergents, they bring about an improved cleaning effect and / or a softening of the laundry washed therewith.
• the textile treatment agents according to the invention can also be used as components of aftertreatment agents for washed textiles, as a result of which the textiles become soft and antistatic.
• the after-treatment of the washed textiles can usually be done in the last rinsing bath but also take place during drying in an automatic tumble dryer, either spraying the laundry with a dispersion of the agent during drying or using the agent, applied to a substrate, for example a flexible, textile fabric.
• the products according to the invention can have different compositions, ie the fatty acid condensation products can contain a more or less large fatty acid component, or a fatty acid component with fatty acid residues of different lengths.
• the fatty acid condensation products can contain a more or less large fatty acid component, or a fatty acid component with fatty acid residues of different lengths.
• those products according to the invention which have a proportion of 0.7 to 1 fatty acid residue, which is preferably saturated, with essentially 16 to 22 carbon atoms on a functional group of the Have polyamines, that is, amino or hydroxyl group.
• the aftertreatment agents according to the invention are also excellently suitable for the production of aqueous fabric softener concentrates which, instead of the usual active ingredient concentration of about 5% by weight, have an active ingredient concentration of 10 to about 50% by weight.
• those products are preferably selected which have condensation products from shorter fatty acid residues, ie with essentially 8 to 18 carbon atoms and a proportion of 0.3 to 1, preferably 0.3 to 0.5, fatty acid residues per functional group of the polyamine .
• Particularly good results are obtained with reaction products of this type which are derived from coconut fatty acid and dimethylaminopropylamine.
• a known fatty acid condensation product suitable for textile finishing was prepared by adding 405 g (1.5 mol) of technical stearic acid and 104 g (1 mol) of aminoethylethanolamine in a three-necked flask equipped with a stirrer, thermometer, nitrogen inlet tube and distillation head within 2.5 Heated to 200 ° C. under a nitrogen blanket, during which time water split off. The reaction was continued until approximately 99% of the stearic acid was converted. The conversion was monitored by determining an acid number (analogous to determining the acid number in fats and oils) by titration with potassium hydroxide. After an acid number of 1.5 was reached, the mixture was cooled to 90 ° C. and the free amino groups were neutralized with glacial acetic acid. The homogeneous melt could be converted into yellow, non-adhesive flakes with a melting point of approx. 63 ° C. on a scale roller.
• Example 2 The procedure was as in Example 1, but the neutralized melt was mixed with 5% by weight of sorbitol before the formation of flakes.
• Example 1 5% by weight of mannitol was added to the neutralized melt of the fatty acid condensation product from Example 1 as a dispersion accelerator.
• the textile treatment agent according to the invention thus obtained had properties as shown in the Examples 6 and 7 were described for the products of Examples 2 and 4, respectively. If the same amount of glucose or gelatin was used as the dispersion accelerator, similar results were obtained.
• Example 5 If 10% by weight of sorbitol, mannitol, glucose or gelatin was added to the condensation product from Example 1, the time for complete dispersion of the textile treatment agent according to the test method given in Example 5 was less than 15 minutes.
• Condensation products which had been prepared according to Example 1, from stearic acid and an equimolar mixture of diethylenetriamine and triethylenetetramine and had been converted into an easily dispersible form by adding a dispersion accelerator according to Examples 2, 8 and 9, had properties comparable to those in Examples 5, 6 and 7 described on.
• Example 3 a condensation product of hydrogenated tallow and aminoethylethanolamine was prepared in equimolar amounts. With 5 or 10 weight percent additions of sorbitol, mannitol, glucose, gelatin and with 1: 1 mixtures of gelatin with sorbitol, mannitol or glucose, textile treatment agents were obtained which behaved similarly to the textile treatment agents according to the invention described above.
• a condensation product was prepared from coconut oil and aminoethylethanolamine (molar ratio 0.5: 1). With 5 or 10 weight percent additions of sorbitol, mannitol, glucose, gelatin and with 1: 1 mixtures of gelatin with sorbitol, mannitol or glucose, textile treatment agents were obtained which behaved in terms of their dispersion rate as the textile treatment agents according to the invention described above.
• a textile treatment liquor was produced from the textile treatment agent thus obtained, according to Example 7, with which textiles from cotton terry toweling fabric were treated for 7 minutes at room temperature. After drying, non-discolored fabrics were obtained which had a pleasant, soft feel.
• This detergent was used to wash cotton fabrics soiled artificially with make-up cream, mascara and lipstick together with ballast laundry. For comparison, washing was carried out with a detergent without the addition of a textile treatment agent according to the invention.
• the test textiles washed with the detergent which contained the addition of the textile treatment agent according to the invention were significantly cleaner than the test textiles washed with the detergent without addition of the textile treatment agent according to the invention.
• Similar results are obtained if 3% by weight of the textile treatment agent according to the invention with 5% by weight of sorbitol based on C8 - to G10 fatty acid, oleic acid, hydrogenated tallow fatty acid and ricinoleic acid is added with dimethylaminopropylamine or with aminoethylethanolamine.
• This example describes the composition of a laundry aftertreatment agent. 3.5% by weight Dimethyldihydrotalgalkylammonium chloride 2.5% by weight Product according to example 4 0.5% by weight Adduct of stearyl alcohol and approx. 12 moles of ethylene oxide 0.05% by weight optical brightener for cotton 0.07% by weight Fragrance 0.0015% by weight dye 1.25% by weight Isopropyl alcohol 0.5% by weight Preservative rest water
• the solids were mixed in the melt at 80 ° C. and the melt was stirred into water at 80 ° C. After the dispersion formed had cooled, the fragrance was added.
• the washed textiles were treated in a liquor which contained 3 g of the aftertreatment agent per liter of water. After drying, the textiles had a pleasant fragrance and a full, soft feel.

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• Engineering & Computer Science (AREA)
• Chemical & Material Sciences (AREA)
• Textile Engineering (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Life Sciences & Earth Sciences (AREA)
• Emergency Medicine (AREA)
• Health & Medical Sciences (AREA)
• Oil, Petroleum & Natural Gas (AREA)
• Wood Science & Technology (AREA)
• Organic Chemistry (AREA)
• Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
• Polyamides (AREA)
• Detergent Compositions (AREA)
• Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
• Chemical Or Physical Treatment Of Fibers (AREA)

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• 1985
  • 1985-08-24 DE DE19853530302 patent/DE3530302A1/de not_active Withdrawn
• 1986
  • 1986-07-28 TR TR86/0413A patent/TR23671A/xx unknown
  • 1986-08-13 CA CA000515855A patent/CA1276409C/en not_active Expired - Fee Related
  • 1986-08-16 AT AT86111350T patent/ATE83013T1/de not_active IP Right Cessation
  • 1986-08-16 DE DE8686111350T patent/DE3687196D1/de not_active Expired - Fee Related
  • 1986-08-16 EP EP86111350A patent/EP0213519B1/de not_active Expired - Lifetime
  • 1986-08-22 MX MX003531A patent/MX168409B/es unknown
  • 1986-08-22 ZA ZA866393A patent/ZA866393B/xx unknown
  • 1986-08-22 ES ES8601302A patent/ES2001260A6/es not_active Expired
  • 1986-08-22 BR BR8603997A patent/BR8603997A/pt unknown
  • 1986-08-22 AU AU61780/86A patent/AU586880B2/en not_active Ceased
  • 1986-08-25 JP JP61199883A patent/JPS6245781A/ja active Pending
• 1987
  • 1987-12-22 US US07/136,469 patent/US4786439A/en not_active Expired - Lifetime

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