EP3201301B1 - Schaumarme zusammensetzungen enthaltend n-methyl-n-acylglucamine sowie deren verwendung zum entfetten von textilsubstraten - Google Patents

Schaumarme zusammensetzungen enthaltend n-methyl-n-acylglucamine sowie deren verwendung zum entfetten von textilsubstraten Download PDF

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Publication number
EP3201301B1
EP3201301B1 EP15774508.4A EP15774508A EP3201301B1 EP 3201301 B1 EP3201301 B1 EP 3201301B1 EP 15774508 A EP15774508 A EP 15774508A EP 3201301 B1 EP3201301 B1 EP 3201301B1
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EP
European Patent Office
Prior art keywords
alkyl
composition according
mole
unsaturated
structural units
Prior art date
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Not-in-force
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EP15774508.4A
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English (en)
French (fr)
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EP3201301A1 (de
Inventor
Norbert Schmitt
Martin Leiler
Karl-Heinz Schweikart
Dirk Leinweber
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Archroma IP GmbH
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Archroma IP GmbH
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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
    • C11D1/525—Carboxylic amides (R1-CO-NR2R3), where R1, R2 or R3 contain two or more hydroxy groups per alkyl group, e.g. R3 being a reducing sugar rest
    • 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
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/37—Polymers
    • C11D3/3746—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/3757—(Co)polymerised carboxylic acids, -anhydrides, -esters in solid and liquid compositions
    • 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
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/37—Polymers
    • C11D3/3746—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/3769—(Co)polymerised monomers containing nitrogen, e.g. carbonamides, nitriles or amines
    • 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
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/37—Polymers
    • C11D3/3746—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/3769—(Co)polymerised monomers containing nitrogen, e.g. carbonamides, nitriles or amines
    • C11D3/3773—(Co)polymerised monomers containing nitrogen, e.g. carbonamides, nitriles or amines in liquid compositions
    • 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
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/37—Polymers
    • C11D3/3746—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/3769—(Co)polymerised monomers containing nitrogen, e.g. carbonamides, nitriles or amines
    • C11D3/3776—Heterocyclic compounds, e.g. lactam
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
    • D06L1/00—Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods
    • D06L1/12—Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods using aqueous solvents
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
    • D06L1/00—Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods
    • D06L1/12—Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods using aqueous solvents
    • D06L1/14—De-sizing

Definitions

  • the invention relates to low-foaming compositions comprising N-methyl-N-acylglucamines and specific copolymers and optionally a defoamer as well as the use thereof for degreasing substrates of all kinds, in particular textile substrates such as, for example, textile fibers.
  • additives are used for the manufacturing processes using high-speed production machines (spinning machines, thread machines, winding machines, spooling machines, re-spooling machines, weaving machines, knitting machines, dyeing machines, cutting machines, sewing machines, or knot machines, machines for the rolling or folding and packaging, etc.), in particular, for example, spinning additives, spinning oils, coning oils, sizings, smoothing agents, lubricants, glide agents, or other additives and compositions of this type, in order to reduce to a minimum abrasion or friction in or at the substrate and between the substrate and machine parts, or in order to adapt abrasion and friction to the respective process and to the used machine, in order to allow the manufacture to be be carried out at the highest possible speed and with the highest possible output, and to avoid damages and/or defects at the manufactured goods to the highest possible extent.
  • high-speed production machines spinning additives, spinning oils, coning oils, sizings, smoothing agents, lubricants, glide agents, or other additives and compositions of this type, in
  • spinning additives for example, spinning additives, spinning oils, coning oils, smoothing agents for chains, spindle oils, fats for ring travelers, sizings, spin finishes, plasticizers, dry and/or wet glide agents, etc., which contain suitable fatty substances (in particular waxes, fats and/or oils) or also wax-containing preparation agents, which improve the dry machine processiablity (for example the re-spooling of yarns or the high-speed sewability of webs).
  • suitable fatty substances in particular waxes, fats and/or oils
  • wax-containing preparation agents for example the dry machine processiablity (for example the re-spooling of yarns or the high-speed sewability of webs).
  • color print waxes can be used as additives which then are washed out from the goods.
  • other preparation agents and additives for example fabric softeners, anti-static agents, anti-foaming agents, resin preparations
  • the substrates can be finished with certain waxes or fats or oils in order to achieve specific gloss effects or handle effects after the dyeing and/or optical brightening.
  • fatty products of this type emerge as an undesired soiling on substrates and, under certain circumstances, may result in defective dyeing.
  • These fatty products and the additives thereof may be very different from one another, and the substrates may also be of different type and may require different specifications and conditions for the treating agents.
  • the removal of the applied fatty products of this type may be necessary in one or more steps before the goods leave the specific manufacturing facility for distribution.
  • Undesired soiling with fat - which sometimes can only be detected on the controlling table - should also be removed.
  • An incorrect dyeing, on which the fatty products of this type have been applied, for example as preparation or an undesired soiling, must also be degreased before the dyeing is removed for correction.
  • defoamer agents which suppress foam
  • a lowering of the degreasing efficacy since defoamers are often used in form of emulsions and may be negatively affected in the efficacy thereof by means of the emulsifying property of the degreasing agent, an increase in costs of the used process chemicals, stains due to an instability of the defoamer in presence of an emulsifier, an incompatibility with the defoamer or a limited selection of suitable machines for the process.
  • US 6 989 360 B2 discloses degreasing agents for textiles fibers, a process for the manufacture thereof as well as the use thereof based on
  • the degreasing agents described therein have a high tendency for foam formation and result in the above-mentioned negative effects in continuous applications and in the extract application, and thus are nor or only insufficiently suitable for many degreasing machines and degreasing processes.
  • US 5 318 728 A1 discloses low-foaming detergent compositions comprising N-alkyl polyhydroxy fatty acid amides having N-alkyl substituents in the range of C2-C8 and at least one auxiliary tenside for cleaning textile products.
  • the described (anionic) auxiliary tensides result in general in an increased foam tendency and limit the use of compositions containing such auxiliary tensides in the above-described degreasing machines and degreasing processes.
  • WO 2005/049674 A1 discloses copolymers for use as dispersing agents for pigmented soiling comprising mono-ethylenic unsaturated polyalkoxymonomer, non-quaternized nitrogen containing dipolar monomer, optionally non-ionic monoethylenic unsaturated monomers, and further optionally anionic monoethylenic unsaturated monomers.
  • WO 92/06153 A1 discloses detergent compositions comprising polyhydroxy fatty acid amide surfactants for grease, oil and clay soil removal.
  • the detergent composition disclosed in WO 92/06153 may further comprise anionic or non-ionic surfactants, and polycarboxylate dispersing agents.
  • composition according to the invention comprising
  • composition according the invention may furthermore comprise at least one organic solvent and/or at least one defoamer and/or at least one additive and/or water.
  • R1 of component (a) may be selected from branched or unbranched and saturated or mono-unsaturated or poly-unsaturated C1-C3 alkyl, C5 alkyl, C7 alkyl, C9 alkyl, C11 alkyl, C13 alkyl, C15 alkyl, C17 alkyl, C19 alkyl and/or C21 alkyl.
  • R1 of component (a) may be selected from branched or unbranched and saturated or mono-unsaturated or poly-unsaturated C11 alkyl, C13 alkyl, C15 alkyl, C17 alkyl, C19 alkyl and/or C21 alkyl.
  • the molecular weight of the at least one copolymer in the composition according to the invention may be between 1,000 to 1,000,000 g/mole, preferably between 1,000 and 40,000 g/mole, furthermore preferably between 1,000 and 25,000 g/mole.
  • the at least one copolymer of the composition according to the invention may comprise at least one structural unit selected from the Formulas (II) and (IV) and at least one further structural unit selected from the Formulas (III) and (V).
  • the molar ratio of the at least one structural unit selected from the Formulas (II) and (IV) to the at least one further structural unit selected from the Formulas (III) and (V) may be in the range of from 1:10 to 10:1, or in the range of from 1:5 to 5:1, or in the range of from 1:2 to 2:1, or may be 1:1.
  • the at least one additive may be selected from: tensides, rheology modifiers, biocides, pH regulators, complexing agents, or emulsifiers.
  • the at least one solvent may be selected from at least one alcohol, preferably from ethylene glycol, 1,2-propylene glycol, 1,3-propylene glycol, 1,2-butanediol, 1,4-butanediol, 1,2-pentanediol, 1,5-pentanediol, 1,2-hexanediol, 1,6-hexanediol, 1,2-heptanediol, 1,7-heptanediol, 1,2-octanediol, 1,8-octanediol, 1,2-nonanediol, 1,9-nonanediol, 1,2-decanediol, 1,10-decanediol, 1,2-undecanediol, 1,11-undecanediol, 1,2-dodecanediol, 1,12-dodecanediol,
  • composition according to the invention may comprise up to 99.9 wt.-% N-methyl-N-acylglucamine, up to 80 wt.-% copolymer, and optionally up to 80 wt.-% of at least one organic solvent, optionally up to 10 wt.-% of at least one defoamer, optionally up to 50 wt.-% of at least one additive, and optionally up to 99.9 wt.-% water, wherein the proportional weights of the individual components in the composition always add up to 100 wt.-%.
  • N-methyl-N-acylglucamines of Formula (I) are, for example, described in EP 0 550 637 B1 .
  • the N-methyl-N-acylglucamines may be produced by reacting the respective fatty acid ester, respectively fatty acid ester mixtures, with N-methylglucamine in presence of a solvent containing hydroxyl groups or alkoxyl groups. Suitable solvents are, for example, C1-C4-monoalcohols, ethylene glycol, 1,2-propylene glycol, glycerol and alkoxylated alcohols. 1,2-propylene glycol is preferred.
  • N-methylglucamine as also described in EP 0 550 637 B1 , may be obtained by reductive amination of glucose with methylamine.
  • Suitable fatty acid esters, which are reacted with said N-methylglucamines to N-methyl-N-acylglucamines are, in general, the methyl esters, which may be obtained by transesterification from natural fats and oils, for example from the triglycerides.
  • Suitable raw materials for the manufacture of the fatty acid methyl ester are, for example, coconut oil, palm oil, sunflower oil, or linseed oil. Since said natural oils are mostly mixtures of different fatty acids, this means for the applied fatty acid esters, respectively fatty acid ester mixtures, derived therefrom, as a rule, that likewise these are not homogeneous materials (i.e.
  • compositions according to the invention typically contain as component (a) mixtures of several different N-methyl-N-acylglucamines of Formula (I), wherein R1, respectively independently from one another, is an unbranched or branched, saturated, mono-unsaturated or poly-unsaturated alkyl residue.
  • R1 is selected from C1-C3 alkyl, C5 alkyl, C7 alkyl, C9 alkyl, C11 alkyl, C13 alkyl, C15 alkyl, C17 alkyl, C19 alkyl and/or C21 alkyl.
  • N-methyl-N-acylglucamines of Formula (I) in which R1 represents a long-chain, unbranched, saturated, mono-unsaturated or poly-unsaturated alkyl residue, in particular C11 alkyl, C13 alkyl, C15 alkyl, C17 alkyl, C19 alkyl and/or C21 alkyl.
  • R1 represents a long-chain, unbranched, saturated, mono-unsaturated or poly-unsaturated alkyl residue, in particular C11 alkyl, C13 alkyl, C15 alkyl, C17 alkyl, C19 alkyl and/or C21 alkyl.
  • Copolymers (in the following also termed as "component (b)" comprising structural units of Formulas (II), (III), (IV) and (V) are, for example, described in WO 2010/149253 A1 and WO 2011/150997 A1 .
  • the manufacture of the copolymers occurs by means of radical polymerization of the monomers from which the structural units are derived from, by using a suitable radical initiator at temperatures between 50 and 150 °C.
  • the molecular weight of this copolymer may be in the range of from 1,000 to 1,000,000 g/mol, or in the range of from 1,000 to 500,000 g/mol, or in the range of from 1,000 to 250,000 g/mol, or in the range of from 1,000 to 100,000 g/mol, or in the range of from 1,000 to 40,000 g/mol, or in the range of from 1,000 to 30,000 g/mol, or in the range of from 1,000 to 25,000 g/mol, or may be 23,000 g/mol or 21,000 g/mol.
  • the at least one copolymer which may be contained in the composition according to the invention may, in particular, comprise:
  • the structural units of Formulas (II) and/or (IV) may be contained in the copolymer.
  • at least one structural unit of Formulas (II) or (IV) is contained in the copolymer.
  • the structural units of Formulas (II) and (IV) have a water-borne effect.
  • the copolymer may at least comprise at least one further structural unit of Formulas (III) and/or (V).
  • at least one structural unit of Formulas (III) or (V) is contained in the copolymer.
  • the at least one copolymer may at least comprise one structural unit selected from the Formulas (II) and (IV) and at least one further structural unit selected from the Formulas (III) and (V).
  • the molar ratio of the at least one structural unit selected from Formulas (II) and (IV) to the at least one further structural unit selected from Formulas (III) and (V) may be in the range of from 1:10 to 10:1, or in the range of from 1:5 to 5:1, or in the range of from 1:2 to 2:1, or can be 1:1.
  • copolymer signifies a polymer in the polymerization thereof at least two types of monomers or oligomers (monomers and oligomers are also termed in the meaning of the invention as “structural unit”) are used, wherein the at least two monomers or at least two oligomers are different from one another.
  • the monomers or oligomers have different molecular formulas.
  • copolymer encompasses each type of copolymer such as block copolymer or a copolymer in which the monomer or oligomer units are randomly arranged.
  • the copolymer strengthens the degreasing effect of the at least one N-methyl-N-acylglucamine and furthermore has an emulsifying effect.
  • the degreasing effect and/or the lowered foam tendency of the composition according to the invention comprising at least one N-methyl-N-acylglucamine of Formula (I) and at least one copolymer is improved in comparison to the degreasing effect and/or the lowered foam tendency of the individual components (a) and (b) of the composition according to the invention.
  • the molar ratio of component (a) to component (b) in the composition according to the invention may be varied within wide ranges such that practically no restriction of the mixture ratio exists.
  • the weight ratio thus may be in the range of from 1:10 to 10:1, or in the range of from 1:5 to 5:1, or in the range of from 1:2 to 2:1, or can be 1:1.
  • composition according to the invention may contain one or several organic solvents (in the following also termed as “component (c)”), in particular one or several alcohols.
  • component (c) organic solvents
  • alcohols are monovalent or polyvalent alcohols.
  • Particularly preferred are thereby polyvalent alcohols such as ethylene glycol, 1,3-propylene glycol, 1,2-butanediol, 1,4-butanediol, 1,2-pentanediol, 1,5-pentanediol, 1,2-hexanediol, 1,6-hexanediol, 1,2-heptanediol, 1,7-heptanediol, 1,2-octanediol, 1,8-octanediol, 1,2-nonanediol, 1,9-nonanediol, 1,2-decanediol, 1,10-decanediol, 1,2-undecanedio
  • composition according to the invention may contain one or several defoamers (in the following also termed as “component (d)").
  • defoamers in the following also termed as "component (d)"
  • component (d) defoamers
  • defoamers are used which preferably do not have one of the described undesired effects or drawbacks for the degreasing processes and degreasing machines described above.
  • the presence of a defoamer may further improve the degreasing effect and/or the lowered foam tendency of the compositions according to the invention.
  • Defoamers which may be used in the composition according to the invention may be selected from silicon-containing defoamers such as defoamers based on siloxane; fatty acid-containing defoamers such as defoamers based on fatty acid derivatives, which are e.g. known under the trademark Antimussol from company Clariant; or alcohol-containing defoamers such as defoamers based on an alcohol derivative; or mixtures of one or several defoamers.
  • At least one additive may be utilized (in the following also termed as "component (e)", such as, for example, tensides; rheology modifiers; biocides such as benzisothiozolinone (for example known under the trademarks Nipacid BIT 20, CAS-No. 2634-33-5); pH regulators; complexing agents; or emulsifiers such as DPG (1,2-propylene glycol).
  • component (e) such as, for example, tensides; rheology modifiers; biocides such as benzisothiozolinone (for example known under the trademarks Nipacid BIT 20, CAS-No. 2634-33-5); pH regulators; complexing agents; or emulsifiers such as DPG (1,2-propylene glycol).
  • the weight proportion of the at least one additive in the composition according to the invention may be up to 20 %, or up to 15 %, or up to 10 %, or up to 5 %, or up to 1 %, based on the total weight of the composition according to the invention.
  • composition according to the invention may also contain water.
  • composition according to the invention may comprise: up to 99.9 wt.-%, or up to 99 wt.-%, or up to 95 wt.-%, or up to 90 wt.-%, or up to 80 wt.-%, or up to 70 wt.-%, or up to 60 wt.-%, or up to 50 wt.-%, or up to 40 wt.-%, or up to 30 wt.-%, or up to 20 wt.-%, or up to 10 wt.-%, or up to 5 wt.-%, or up to 2 wt.-%, or up to 1 wt.-%, or up to 0.5 wt.-%, or up to 0.1 wt.-% of component (a); up to 80 wt.-%, or up to 70 wt.-%, or up to 60 wt.-%, or up to 50 wt.-%, or up to 40 wt.-
  • composition according to the invention may comprise or may substantially consist of:
  • composition according to the invention may comprise or may substantially consist of:
  • composition according to the invention may comprise or may substantially consist of:
  • composition according to the invention may also be fastly and easily washed out, for example at typical temperatures in the range of from 50 °C to 95 °C.
  • composition according to the invention is characterized by an improved efficacy for removing oils and/or fats from substrates of all kinds, in particular from textile substrates and/or has a lowered foam tendency.
  • lowered foam tendency in the meaning of the present invention is a relative comparison between the tendency of the reference composition such as Humectol LYS which is known from the prior art, to form foam, and the composition according to the invention (for example during a washing process).
  • a test method is used (for example using a device for measuring foam such as SITA R 2000), in which a defined amount (for example 1 g) of the composition according to the invention and the composition known from the prior art, respectively, is stirred in a defined amount of desalted water (for example 500 mL) at a defined stirring speed (for example 1,000 rpm).
  • the resulting foam volume is measured in a determined time period (for example 20 sec) over a defined time period (for example 30 min) and is documented.
  • the used value unit for determining the foam volume is mL.
  • the measured values of the composition according to the invention are compared with the measured values of the reference composition. The lower the values (i.e., the lower the amount of produced foam measured in terms of mL), the lower is the foam tendency.
  • a second aspect of the present invention relates to the use of the compositions according to the invention for cleaning substrates, in particular for cleaning textile substrates, in particular for removing oils and/or fats.
  • the second aspect in particular, relates to the use of the composition according to the invention in the field of textiles for removing oils and/or fats from textile substrates.
  • removing oils and/or fats is the capability of the composition according to the invention to reduce the oil and/or fat content on or in a substrate, in particular a textile substrate.
  • the oil/oils and/or fat/fats which are present on or in the substrate may thereby at least be partially or substantially completely removed.
  • composition according to the invention in particular, may be used in the pre-treatment of textile substrates.
  • a pretreatment is the preparation of a textile substrate for the subsequent dyeing, printing, or optical brightening process, in which soilings such as oils, fats, solids, etc. disturb the process.
  • the textile substrate can thereby furthermore comprise non-wovens, carpets or technical textiles, in the dyeing thereof the composition according to the invention supports the dyeing of the fibers as completely as possible.
  • composition according to the invention may in particular be used for removing fats and/or oils in a dyeing process.
  • the composition according to the invention may be combined with the dyeing bath in one step.
  • the composition according to the invention may be used for removing oils and/or fats in the industrial washing field.
  • Industrial washing processes have to be distinguished from the household washing processes to that effect that typically working cloths or textile working products are washed which are typically significantly more soiled, such as cleaning rags, which due to the pollutions contained therein cannot be cleaned with a household washing process, respectively are not allowed to be washed with normal household linen due to environmental reasons (for example the pollutions contain heavy metals or the textiles are strongly polluted with oil).
  • the washing conditions for industrial washes are clearly more intensive (for example higher washing temperatures, higher amounts of detergents).
  • N-methyl-N-acylglucamine of Formula (I) alone may find application in the textile field, in particular for cleaning textile substrates, in particular for removing oils and/or fats from substrates, in particular textile substrates.
  • composition according to the invention may be used for the manufacture of a low-foaming cleaning solution for substrates of all kinds, in particular textile substrates, in particular for removing oils and/or fats.
  • a low-foaming cleaning solution is obtainable by diluting a composition according to the invention with water to a final concentration of 1%, or 2%, or 5%, or 10%, in particular to a final concentration of 1% to 6%.
  • the water used for dilution may be fully desalted water or water which is taken from a tap (such as drinking water).
  • a low-foaming cleaning solvent comprising at least one composition according to the invention is also inventive.
  • the textile substrates comprise cellulose fibers and/or non-cellulose fibers.
  • the non-cellulose fibers may be of natural origin (for example wool or silk) or of synthetic origin. Synthetic non-cellulose fibers may be selected from polyamides, polyesters, polyurethanes, or mixtures thereof.
  • Cellulose fibers are, in particular, fibers which substantially comprise cellulose-based material obtainable from cotton, linen, jute, regenerated cellulose or hemp, or which consist thereof.
  • Textile substrates may at least comprise 70%, or at least 80%, or at least 90% cellulose fibers.
  • the textile substrates may also consist of mixtures of non-cellulose fibers, in particular of mixtures from polyamide and polyurethane or from polyester and polyurethane.
  • the respective amount of polyurethane may be up to 5%, or up to 10%, or up to 20%, or up to 30%, or up to 40%, or up to 50%.
  • the textile substrates may be present in woven or non-woven form.
  • oils and/or fats to be removed are, in particular, such oils and/or fats, which are applied in the manufacture of the textile substrate, such as fatty substances (in particular waxes, fats and/or oils) or also wax-containing preparation agents, which improve the dry machine processability (for example the re-spooling of yarns or the high-speed sewability of webs).
  • oils and/or fats to be removed are mentioned: spinning additives, spinning oils, coning oils, chain smoothing agents, spindle oils, fats for ring travelers, sizings, spinning preparations, plasticizers, dry and wet glide agents, mineral oils or silicon oils, etc.
  • composition according to the invention is, in particular, advantageous since the substrates, in particular the textile substrates, may be cleaned at least partially, preferably completely, from the fats and/or oils to be removed. Furthermore, the use of the composition according to the invention has the advantage that the whiteness of the textile substrate is negatively influenced to a lesser extent.
  • a third aspect of the present invention relates to the manufacture of the compositions according to the invention comprising the following steps: if necessary, transferring a component of a solid physical state into the liquid physical state; mixing the components of the composition according to the invention.
  • the step of mixing the components of the composition according to the invention may be performed in a mixing device which is suitable for said mixing. Thereby, it may be required that one or several of the components, provided they are in a solid condition in the mixing process at the applied temperature, have to be liquefied prior to the mixing.
  • the N-methyl-N-acylglucamines are mostly solid at room temperature and, if necessary, have to be molten prior to the mixing.
  • compositions described in the following were made by mixing the individual components.
  • the parts mentioned in the examples are parts per weight unless not explicitly defined differently.
  • Humectol LYS (Trade product of the company Archroma Management GmbH)
  • copolymer containing the structural units of Formulas (II), (III) and (IV) in the molar ratio 2:3:1 9.1 parts 1,2-propylene glycol 1.2 parts glycerol 59.7 parts Wasser 100.0 parts
  • copolymer comprising structural units of Formulas (II) and (III) in the molar ratio 1:1 15.3 parts ethylene glycol 5.4 parts 1,2-propylene glycol 1.5 parts glycerol 3.0 parts defoamer (Antimussol 5084) 44.8 parts water 100.0 parts
  • copolymer comprising structural units of Formulas (II) and (III) in the molar ratio 1:1 15.3 parts ethylene glycol 54.7 parts water 100.0 parts
  • compositions according to the invention of Examples 1 to 4 as well as the composition of the Comparison Example 1 were investigated and evaluated in view of their degreasing effect and the foam tendency.
  • the test for analyzing the degreasing effect assesses the efficiency of the degreasing agent to remove mineral oil, respectively silicon oil, from polyamide/elastane (PA/EL) blends.
  • mineral oil respectively silicon oil
  • PA/EL polyamide/elastane
  • the samples were dipped into a Mathis Labomat in an aqueous bath containing 4 g/L of degreasing agent and 1 g/L of soda (sodium carbonate), and were washed for a period of 30 min at 80 °C (heating rate 1 °C/min).
  • the bath was drained and the samples were rinsed for a period of 10 min at 70 °C, 50 °C and 3 °C, respectively, were dried at room temperature and were in turn stored in an air-conditioned room for a period of four hours, and were subsequently weighed ⁇ W3.
  • compositions according to the invention of Examples 1 to 4 exhibit a significantly improved degreasing effect compared to Comparison Example 1.
  • compositions according to the invention of Examples 1 to 4 exhibit a significantly lower foam formation compared to Comparison Example 1.

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Textile Engineering (AREA)
  • Detergent Compositions (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Claims (14)

  1. Zusammensetzung aufweisend
    (a) wenigstens ein N-Methyl-N-acylglucamin der Formel (I)
    Figure imgb0015
     wobei R1 ausgewählt ist von einem
    - unverzweigtem oder verzweigtem, und
    - gesättigtem oder einfach ungesättigtem oder mehrfach ungesättigtem C1-C21 Alkylrest; und
    (b) wenigstens einem Copolymer aufweisend wenigstens zwei Struktureinheiten ausgewählt von
    (b1) 0 bis 99 mol% Struktureinheiten der Formel (II),
    Figure imgb0016
    (b2) 0 bis 99 mol% Struktureinheiten der Formel (III),
    Figure imgb0017
    (b3) 0 to 99 mol% Struktureinheiten der Formel (IV)
    Figure imgb0018
     und
    (b4) 0 to 99 mol% Struktureinheiten der Formel (V),
    Figure imgb0019
     wobei
    R2 Wasserstoff oder C1-C6 Alkyl ist,
    A C2-C4 Alkylengruppe ist, und
    B C2-C4 Alkylengruppe ist, mit der Vorgabe, dass A verschieden von B ist, und
    x, y unabhängig voneinander eine ganzzahlige Zahl von 1 bis 100 sind,
    R3, R4 unabhängig voneinander Wasserstoff, oder C1-C6 Alkyl sind, oder, wenn das Stickstoffatom und die Carbonylgruppe beinhaltet wird, einen Ring bilden, aufweisend 5, 6, oder 7 Ringatome,
    R5 Wasserstoff oder C1-C6 Alkyl ist,
    D C2-C4 Alkylengruppe ist, und
    Z eine ganzzahlige Zahl von 1 bis 50 ist,
    R6, R7 unabhängig voneinander Wasserstoff oder C1-C6 Alkyl sind, oder, wenn das Stickstoffatom und die Carbonylgruppe beinhaltet wird, einen Ring bilden, aufweisend 5, 6, oder 7 Ringatome,
    R8 Wasserstoff oder C1-C6 Alkyl ist, und
    wobei die Struktureinheiten (b1), (b2), (b3), und (b4) 100 mol% ergeben.
  2. Zusammensetzung nach Anspruch 1, weiterhin aufweisend wenigstens ein organisches Lösungsmittel und/ oder wenigstens einen Entschäumer und/ oder wenigstens ein Additiv und/ oder Wasser.
  3. Zusammensetzung nach wenigstens einem der Ansprüche 1 oder 2, wobei R1 der Komponente (a) ausgewählt ist von
    - verzweigtem oder unverzweigtem, und
    - gesättigtem oder einfach ungesättigtem oder mehrfach ungesättigtem C1-C3 Alkyl, C5 Alkyl, C7 Alkyl, C9 Alkyl, C11 Alkyl, C13 Alkyl, C15 Alkyl, C17 Alkyl, C19 Alkyl, und/ oder C21 Alkyl.
  4. Zusammensetzung nach wenigstens einem der vorhergehenden Ansprüche, wobei R1 der Komponente (a) ausgewählt ist von verzweigtem oder unverzweigtem und gesättigtem oder einfach ungesättigtem oder mehrfach ungesättigtem C11 Alkyl, C13 Alkyl, C15 Alkyl, C17 Alkyl, C19 Alkyl, und/ oder C21 Alkyl.
  5. Zusammensetzung nach wenigstens einem der vorhergehenden Ansprüche, wobei das Molekulargewicht des wenigstens einen Copolymers zwischen 1000 bis 1 000 000 g/mol liegt, vorzugsweise zwischen 1000 und 40 000 g/mol liegt, vorzugsweise zwischen 1000 und 25 000 g/mol liegt.
  6. Zusammensetzung nach wenigstens einem der vorhergehenden Ansprüche, wobei das wenigstens eine Copolymer wenigstens eine Struktureinheit, ausgewählt von den Formeln (II) und (IV) aufweist und wenigstens eine weitere Struktureinheit ausgewählt von den Formeln (III) und (IV) aufweist.
  7. Zusammensetzung nach Anspruch 6, wobei das Molverhältnis der wenigstens einen Struktureinheit ausgewählt von den Formeln (II) und (IV) zu der wenigstens einen weiteren Struktureinheit ausgewählt von den Formeln (III) und (V) im Bereich von 1:10 bis 10:1, oder im Bereich von 1:5 bis 5:1, oder im Bereich von 1:2 bis 2:1, oder 1:1 sein kann.
  8. Zusammensetzung nach wenigstens einem der vorhergehenden Ansprüche, wobei das wenigstens eine Additiv ausgewählt ist von: Tensiden, Rheologiemodifizierern, Bioziden, pH Regulatoren, Komplexbildnern oder Emulgatoren.
  9. Zusammensetzung nach wenigstens einem der vorhergehenden Ansprüche, wobei das wenigstens eine Lösungsmittel ausgewählt ist von wenigstens einem Alkohol vorzugsweise, Ethylenglykol, 1,2-Propyleneglykol, 1,3-Propyleneglykol, 1,2-Butandiol, 1,4-Butandiol, 1,2-Pentandiol, 1,5-Pentandiol, 1,2-Hexandiol, 1,6-Hexandiol, 1,2-Heptandiol, 1,7-Heptandiol, 1,2-Oktandiol, 1,8-Oktandiol, 1,2-Nonandiol, 1,9-Nonandiol, 1,2-Dekandiol, 1,10-Dekandiol, 1,2-Undekanediol, 1,11-Undekandiol, 1,2-Dodekandiol, 1,12-Dodecandiol, Diethylenglykol, Triethylenglycol, Dipropylenglycol, Tripropylenglykol, Glycerin, Diglycerin, Triglycerin, Sorbitol, Xylitol, Mannitol, oder Mischungen davon.
  10. Zusammensetzung nach wenigstens einem der vorhergehenden Ansprüche aufweisend bis zu 99,9 Gew.% N-Methyl-N-acylglucamin, bis zu 80 Gew. % Copolymer, und gegebenenfalls bis zu 80 Gew.% wenigstens eines organischen Lösungsmittels, gegebenenfalls bis zu 10 Gew.% wenigstens eines Entschäumers, gegebenenfalls bis zu 50 Gew.% wenigstens eines Additives und gegebenenfalls bis zu 99,9 Gew.% Wasser, wobei die Gewichtsprozent der einzelnen Komponenten der Zusammensetzung immer 100 Gew.% ergeben.
  11. Verwendung einer Zusammensetzung nach einem der vorhergehenden Ansprüche 1 bis 10 zum Reinigen von Substraten, insbesondere Textilsubstraten, insbesondere zum Entfernen von Ölen und / oder Fetten.
  12. Verwendung nach einem der vorhergehenden Ansprüche 1 bis 10 für die Herstellung von schwach schäumenden Reinigungslösungen für Substrate aller Arten, insbesondere Textilsubstrate, insbesondere zum Entfernen von Ölen und / oder Fetten.
  13. Verwendung nach Anspruch 11 oder 12 während der Vorbehandlung von Textilsubstraten.
  14. Verfahren zum Herstellen einer Zusammensetzung nach wenigstens einem der Ansprüche 1 bis 10, aufweisend die folgenden Schritte:
    - falls notwendig, umwandeln einer Komponente von einem physikalisch festen Zustand in einen physikalisch flüssigen Zustand,
    - Mischen der Komponenten für die Zusammensetzung nach wenigstens einem der Ansprüche 1 bis 10.
EP15774508.4A 2014-09-29 2015-09-28 Schaumarme zusammensetzungen enthaltend n-methyl-n-acylglucamine sowie deren verwendung zum entfetten von textilsubstraten Not-in-force EP3201301B1 (de)

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PCT/EP2015/001917 WO2016050348A1 (en) 2014-09-29 2015-09-28 Low-foaming compositions comprising n-methyl-n-acylglucamines and the use thereof for degreasing textile substrates

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WO2024089070A3 (en) * 2022-10-25 2024-06-13 Symrise Ag Detergents and cleaning compositions with improved degreasing power

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AU8879191A (en) * 1990-09-28 1992-04-28 Procter & Gamble Company, The Detergent compositions with polyhydroxy fatty acid amide surfactant and polymeric dispersing agent
ES2358116T3 (es) * 2003-11-20 2011-05-05 Basf Se Copolímeros solubles en agua de monómeros de óxido de polialquileno monoetilénicamente insaturado y monómeros bipolares que contienen al menos un átomo de nitrógeno.

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TR201902058T4 (tr) 2019-03-21
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