EP3583263B1 - Polyéthylenimine alcoxylée et composition contenant cette dernière - Google Patents

Polyéthylenimine alcoxylée et composition contenant cette dernière Download PDF

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Publication number
EP3583263B1
EP3583263B1 EP18705363.2A EP18705363A EP3583263B1 EP 3583263 B1 EP3583263 B1 EP 3583263B1 EP 18705363 A EP18705363 A EP 18705363A EP 3583263 B1 EP3583263 B1 EP 3583263B1
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Prior art keywords
textile
alkylene oxide
composition
range
weight
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EP18705363.2A
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German (de)
English (en)
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EP3583263A1 (fr
Inventor
Laszlo Szarvas
Si Jun ZHU
Yi Lin
R. K. Prasad NADELLA
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BASF SE
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BASF SE
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    • 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
    • D06M15/61—Polyamines polyimines
    • 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
    • D06M15/6436—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain containing amino groups
    • 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
    • D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
    • D06M2101/02—Natural fibres, other than mineral fibres
    • 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
    • D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
    • D06M2101/16—Synthetic fibres, other than mineral fibres
    • 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
    • D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
    • D06M2200/10—Repellency against liquids
    • D06M2200/12—Hydrophobic properties
    • 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
    • D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
    • D06M2200/50—Modified hand or grip properties; Softening compositions
    • 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
    • D06M23/00—Treatment of fibres, threads, yarns, fabrics or fibrous goods made from such materials, characterised by the process
    • D06M23/02—Processes in which the treating agent is releasably affixed or incorporated into a dispensing means

Definitions

  • the present invention relates to an alkoxylated polyethylenimine applicable for textile finishing in the textile industry.
  • the present invention relates to an alkoxylated polyethylenimine to be used as an additive in textile treatment compositions, such as a textile softening composition or a water-repellant treatment composition in a textile finishing process.
  • the present invention further relates to a textile softening composition and a water-repellant composition containing the same to be used in textile industry in the textile finishing process.
  • textile treatment agents are applied, which provide desired properties to the fabricated textile.
  • a textile softener is a treating agent for textile to make the textile soft, fluffy and anti-static.
  • a commonly used textile softener e.g. amino modified silicone oil, long carbon chain alcohol, quaternary ammonium compounds, wax, ester, etc., can offer soft hand feeling with economical cost.
  • a water-repellant agent such as fluoro-containing water-repellant agent or silicon-containing water-repellant agent, is a treating agent for textile to provide the textile with water-repellant properties. It can be used for textile-treating, textile-finishing, and the like.
  • the treated textile after being treated by the composition of the present invention, the treated textile will have excellent washing durability, which means that, after several times of washing cycles, the treated textile will keep excellent performances such as soft hand feeling or water repellence.
  • Hydrophilic silicone oils have been developed in recent years. Compared with amino modified silicone oil, hydrophilic silicone oils exhibit an improved hydrophilicity. However, producing several hydrophilic silicone oils is tedious, and the hydrophilic silicone oil will adversely influence the hand of the treated textile.
  • US 2011/0177994A1 discloses a fabric care composition comprising a polyethylenimine as deposition aid.
  • polyethylenimine is used for improving the deposition of a fabric care active with some examples being silicone or other water-insoluble actives.
  • the treated textile will have excellent washing durability, which means that, after several times of washing cycle, the treated textile will keep excellent performances such as soft hand feeling or water repellence.
  • the first aspect of the invention relates to an alkoxylated polyethylenimine, having alkylene oxide segments attached to the nitrogen atoms of the polyethylenimine,
  • This first aspect of the invention relates to the use of the alkoxylated polyethylenimine in textile finishing processes in textile industry.
  • the present invention relates to a textile softening composition
  • a textile softening composition comprising:
  • the third aspect of the invention relates to the use of the alkoxylated polyethylenimine of the invention as an additive in a textile softening composition.
  • the fourth aspect of the present invention is a process for treating a textile, comprising a step of contacting the textile softening composition of the present invention with the textile.
  • the fifth aspect of the present invention is a water-repellant composition, which comprising:
  • the sixth aspect of the invention relates to the use of the alkoxylated polyethylenimine of the invention as an additive in a water-repellant composition.
  • the seventh aspect of the present invention is a process for treating a textile, comprising a step of contacting the water-repellant composition of the present invention with the textile.
  • polymer includes both homopolymers, that is, polymers prepared from a single reactive compound, and copolymers, that is, polymers prepared by reaction of at least two polymer forming reactive, monomeric compounds.
  • the first aspect of the invention relates to an alkoxylated polyethylenimine, having alkylene oxide segments attached to the nitrogen atoms of the polyethylenimine,
  • the average molecular weight Mw may be determined e.g. by gel permeation chromatography (GPC), with 1.5 % by weight aqueous formic acid as eluent and cross-linked poly-hydroxyethylmethacrylate as stationary phase. Alternatively, the average molecular weight Mw may be calculated based on its structure.
  • GPC gel permeation chromatography
  • polyethylenimine in the context of the present invention does not only refer to polyethylenimine homopolymers but also to polyalkyleneimines containing NH-CH 2 -CH 2 -NH structural elements together with other alkylene diamine structural elements, for example NH-CH 2 -CH 2 -CH 2 -NH structural elements, NH-CH 2 -CH(CH 3 )-NH structural elements, NH-(CH 2 ) 4 -NH structural elements, NH-(CH 2 ) 6 -NH structural elements or (NH-(CH 2 ) 8 -NH structural elements but the NH-CH 2 -CH 2 -NH structural elements being in the majority with respect to the molar share.
  • polyethylenimines contain NH-CH 2 -CH 2 -NH structural elements being in the majority with respect to the molar share, for example amounting to 60 mol-% or more, more preferably amounting to at least 70 mol-%, referring to all alkyleneimine structural elements.
  • polyethylenimine refers to those polyalkylene imines that bear one or zero alkyleneimine structural element per molecule that is different from NH-CH 2 -CH 2 -NH.
  • polyethylenimine in the context of the present invention is branched, preferably highly branched.
  • degree of the branching may be determined by a skilled person according to practical application.
  • the alkylene oxide segments are comprised of ethylene oxide segment and C 3 -C 6 -alkylene oxide segments.
  • the alkylene oxide segments are comprised of ethylene oxide segment and C 3 -C 4 -alkylene oxide segments, and more preferably the alkylene oxide segments are comprised of ethylene oxide segment and C 3 -alkylene oxide segments.
  • the molar ratio of ethylene oxide segment to the remaining alkylene oxide segment is in the range of 1:10 to 6:1, for example 1:10 to 5:1, preferably in the range of 1:2 to 3:1, more preferably in the range of 1:1 to 2:1. In a most preferred embodiment, the molar ratio of ethylene oxide segment to the remaining alkylene oxide segment is 3:2.
  • the alkylene oxide segments in the alkoxylated polyethylenimine of the present invention are comprised of ethylene oxide segment and C 3 -alkylene oxide segments, wherein the amount of alkylene oxide segments is on average in the range of from 35 to 70 alkylene oxide segments per nitrogen atom, preferably the amount of alkylene oxide segments is on average in the range of from 35 to 60 alkylene oxide segments per nitrogen atom, more preferably the amount of alkylene oxide segments is on average in the range of from 35 to 55 alkylene oxide segments per nitrogen atom, and the molar ratio of ethylene oxide segment to the remaining alkylene oxide segment is in the range of 1:10 to 6:1, for example 1:10 to 5:1, preferably in the range of 1:2 to 3:1, more preferably in the range of 1:1 to 2:1, such as 3:2, and the weight average molecular weight of the alkoxylated polyethylenimine of the present invention is in the range of from 35,000 to 40,000 g/mol.
  • the alkoxylated polyethylenimine of the present invention can be obtained by alkoxylation of polyethylenimine via a process commonly known in the art.
  • the alkoxylated polyethylenimine of the present invention may be obtained by the process described in such as US5445765 , the disclosure of which is incorporated by reference.
  • the alkoxylated polyethylenimine of the present invention described herein above, and with its preferred embodiments, is used and applied for textile treatment and in textile treatment compositions.
  • alkoxylated polyethylenimine of the present invention described herein above, and with its preferred embodiments, can be used and applied in textile industry in order to address the needs regarding the balancing of the hydrophilicity and hydrophobicity in textile finishing process.
  • the second aspect of the invention relates to a textile softening composition
  • a textile softening composition comprising:
  • the hydrophobic textile softener suitable for the present invention may be any hydrophobic textile softener.
  • the hydrophobic textile softener may be amino modified silicone oil, wax, ester, long carbon chain alcohol, and quaternary ammonium compounds, etc.
  • the hydrophobic textile softeners comprise amino modified silicone oil, for example, amino modified silicone oils which have nitrogen content in the range of from 0.1% ⁇ 1.0% and viscosity in the range of from 400 cSt ⁇ 20,000 cSt, such as Xiameter ® OFX 8209 A, Xiameter ® OFX 8417, and Xiameter ® OFX 8040 commercially available from DOW CORNING, Michigan, USA; quaternary ammonium compounds; Varisoft ® 222 from Evonik Industries, Essen, Germany; wax softener prepared with e.g. Honeywell Polymer Wax from Honeywell International, New Jersey, USA, and the like.
  • amino modified silicone oils which have nitrogen content in the range of from 0.1% ⁇ 1.0% and viscosity in the range of from 400 cSt ⁇ 20,000 cSt, such as Xiameter ® OFX 8209 A, Xiameter ® OFX 8417, and Xiameter ® OF
  • the amount of component (b) is in the range of from 0.1 to 75 % by weight, based on the total weight of component (a) and component (b), preferably, the amount of component (b) is in the range of from 1 to 50 % by weight, more preferably from 1 to 25% by weight, and most preferably in the range of from 1 to 20% by weight, such as in the range of from 10 to 20% by weight, based on the total weight of component (a) and component (b).
  • the total amount of the component (a) and component (b) in the textile softening composition of the present invention can be determined by a skilled person in the art according to practical application, provided that the obtained textile softening composition can be effectively used for textile treating.
  • the total amount of the component (a) and component (b) in the textile softening composition of the present invention may correspond to the amount of a textile softener contained in a conventional textile softening composition without component (b).
  • conventional textile compositions comprise from about 20% to about 30% by weight of textile softener.
  • the textile softening composition of the present invention may further contain other additives that are generally used in a textile softening composition.
  • additives include, without limitation, solvent, water, surfactant, and the like.
  • Solvents are useful for fluidizing the textile softening composition of the present invention, and may provide good dispersibility, and in some embodiments, provide a clear or translucent composition.
  • Suitable solvents of the present invention can be water-soluble or water-insoluble.
  • Non-limiting examples of the solvent include ethanol, propanol, isopropanol, n-propanol, n-butanol, t-butanol, propylene glycol, 1,3-propanediol, ethylene glycol, diethylene glycol, dipropylene glycol, 1,2,3-propanetriol, propylene carbonate, phenylethyl alcohol, 2-methyl 1,3-propanediol, hexylene glycol, glycerol, butyl Di-glycol sorbitol, polyethylene glycols, 1,2-hexanediol, 1,2-pentanediol, 1,2-butanediol, 1,4-butane
  • the textile softening composition of the present invention may further contain water.
  • the level of water in the textile softening composition of the present invention may be high, for example, at least about 50%, preferably at least about 60%, and more preferably at least about 70% water.
  • the textile softening composition of the present invention may further contain surfactant.
  • Surfactants are emulsifiers for the softener and may also help disperse the composition in the wash cycle.
  • Appropriate surfactant may include nonionic surfactants, for example C 12 -C 18 alkyl ethoxylates, such as, NEODOL ® nonionic surfactants from Shell; cationic surfactants such as alkoxylate quaternary ammonium (AQA) surfactants; zwitterionic surfactants such as betaine, specific examples include alkyl dimethyl betaine and cocodimethyl amidopropyl betaine; ampholytic surfactants, such as aliphatic derivatives of secondary or tertiary amines; and mixtures thereof.
  • nonionic surfactants for example C 12 -C 18 alkyl ethoxylates, such as, NEODOL ® nonionic surfactants from Shell
  • cationic surfactants such as alkoxylate
  • additives applicable for a textile softening composition may be incorporated into the textile softening composition of the present invention by a skilled person according to practical application.
  • the third aspect of the present invention is the use of the alkoxylated-polyethylenimine of the invention as an additive in a textile softening composition for treating a textile.
  • the fourth aspect of the present invention is a process for treating a textile, comprising a step of contacting the textile softening composition of the present invention with the textile.
  • the step of contacting the textile softening composition of the present invention with the textile is carried out by immersing the textile into the textile softening composition of the present invention.
  • the process of the invention is exhaust process or padding process.
  • the fifth aspect of the present invention is a water-repellant composition, which comprising
  • the water-repellant agent applicable to the water-repellant composition of the present invention may be any water-repellant agent used for textile-treating, textile-finishing, and the like.
  • the water-repellant agent may be fluoro-containing water-repellant agent or silicon-containing water-repellant agent.
  • the amount of component (B) is in the range of from 0.01 to 10 % by weight, based on the total weight of component (A) and component (B), preferably, the amount of component (B) is in the range of from 0.1 to 6 % by weight, more preferably from 0.1 to 4% by weight, and most preferably in the range of from 0.1 to 2% by weight, such as 0.1 to 1% by weight, based on the total weight of component (A) and component (B).
  • the total amount of the component (A) and component (B) in the water-repellant composition of the present invention can be determined by a skilled person in the art according to practical application, provided that the obtained water-repellant composition can be effectively used for textile treating.
  • the total amount of the component (A) and component (B) in the water-repellant composition of the present invention may correspond to the amount of a fluoro-containing water-repellant agent contained in a conventional water-repellant composition without component (B).
  • the sixth aspect of the invention relates to the use of the alkoxylated polyethylenimine of the invention as an additive in a water-repellant composition.
  • the seventh aspect of the present invention is a process for treating a textile, comprising a step of contacting the water-repellant composition of the present invention with the textile.
  • the step of contacting the water-repellant composition of the present invention with the textile is carried out by immersing the textile into the water-repellant composition of the present invention.
  • the textile suitable for being treated by the compositions of the present invention may be prepared from various natural or synthetic fibers, which could be such as woven, knitted or nonwoven fabric.
  • the textile may be prepared from cotton; polyester such as Polyethylene terephthalate (PET); polyamide, such as polyamide 6 and polyamide 66; PP (polypropylene); and the like.
  • the alkoxylated polyethylenimine of the present invention may be applied on nature fibre, e.g. cotton, and synthetic fibre, e.g. polyester (such as PET, Polyglycolide or polyglycolic acid (PGA), Polylactic acid (PLA), Polycaprolactone (PCL), Polyhydroxyalkanoate (PHA), Polyhydroxybutyrate (PHB), Polyethylene adipate (PEA), Polybutylene succinate (PBS), Poly(3-hydroxybutyrate-co-3-hydroxyvalerate) (PHBV), Polyethylene terephthalate (PET), Polytrimethylene terephthalate (PTT), Polyethylene naphthalate (PEN), and so forth), polyamide, polyethylene (PE), PP (polypropylene), and so on, which could be woven, knitted or nonwoven fabric, together with other finishing auxiliary (e.g. softener or water repellent) or alone.
  • polyester such as PET, Polyglycolide or polyglycolic acid (PGA), Polylactic
  • the alkoxylated polyethylenimine of the present invention may be applied to a PE/PP or a PE/Polyester (e.g. PE/PET) bi-component nonwoven fabric, which is made from continuous filament fibers and is non-linting or very low in linting, and which comprises a sheath, that is polyethylene (PE) and a core, that is polypropylene (PP) or a polyester (e.g.
  • PE/PP PE/Polyester
  • PE/PET PE/PET bi-component nonwoven fabric, which is made from continuous filament fibers and is non-linting or very low in linting, and which comprises a sheath, that is polyethylene (PE) and a core, that is polypropylene (PP) or a polyester (e.g.
  • PET Polyethylene terephthalate
  • PGA Polyglycolide or polyglycolic acid
  • PVA Polylactic acid
  • PCL Polycaprolactone
  • PHA Polyhydroxyalkanoate
  • PBB Polyhydroxybutyrate
  • PBS Polybutylene succinate
  • PBS Poly(3-hydroxybutyrate-co-3-hydroxyvalerate)
  • PTT Polytrimethylene terephthalate
  • PEN Polyethylene naphthalate
  • the core part provides strength and polyethylene sheath part provides softness and low melting point.
  • the alkoxylated polyethylenimine of the present invention may be applied in textile industry also for producing textiles for specific purposes, e.g. including but not limited to for medical or hygienic use (e.g. gauze, wound dressings, bandages, diapers, sanitary napkins and so forth), and membrane industry, with the function of improving hydrophilicity of substrates.
  • textile industry also for producing textiles for specific purposes, e.g. including but not limited to for medical or hygienic use (e.g. gauze, wound dressings, bandages, diapers, sanitary napkins and so forth), and membrane industry, with the function of improving hydrophilicity of substrates.
  • an absorbent core which is optionally made from cellulose fibers, like a matrix of fluff material made from wood pulp, which may also optionally additionally include wheat/corn based materials.
  • the liquids are absorbed by the capillaries in the void spaces between the fibers and the surface tension angle between the fibers and the water.
  • An alternative to pulp is to use air laid synthetic fibers.
  • cellulose acetate e.g. used to make cigarette filters, has been used in some absorbent products, as well as PP synthetic fiber has also been attempted for absorbent core formation.
  • the absorbent core may further comprise chemical crystals of absorbent polymers such as hydrogel, sodium polyacrylate, polyacrylate absorbents, which may hold the liquids under pressure.
  • the alkoxylated polyethylenimine of the present invention will improve excellent properties of the treated textile, such as hydrophilicity, hand feeling, antistatic/anti-dust properties, and the like.
  • the present invention provides a stable textile softening composition.
  • the textile softening composition improves excellent hydrophilicity of the treated textile, while the soft hand feeling of the textile is kept. Furthermore, after being treated by the textile softening composition of the present invention, the treated textile will have excellent washing durability, which means that after several washing cycles the treated textile will keep excellent performances such as soft hand feeling or water repellence.
  • the present invention provides an excellent water-repellant composition.
  • the excellent water-repellant composition of the present invention improves antistatic/anti-dust properties of the treated textile at economical cost.
  • the treated textile after being treated by the water-repellant composition of the present invention, the treated textile will have excellent washing durability, which means that, after several washing cycles the treated textile will keep excellent performances such as soft hand feeling or water repellence.
  • blade means the fabric is tested as such without treatment.
  • the improving degree of the alkoxylated polyethylenimines according to the present invention shown the different examples for absorbency, hand feeling (softness), and whiteness index (CIE units) of the treated fabrics, were summarized and generalized accordingly in respective tables, wherein “+” means improving degree, “++” means higher improving degree as comparing with "+” and “-” means somewhat decreased, and whereas similar or no effects were named as such or not specified at all.
  • the fabrics are treated in an exhaust process and in a padding process, which are common chemical finishing treatments in textile industry.
  • Padding is one of the most common finishing technique, which can be applied to carry out almost all wet finishing operations.
  • the dosage of softener is calulated by weight of working solution, not by weight of fabric.
  • the concentration of the applied working solution is provided in g of softener composition diluted per liter of water.
  • the treatment of fabrics in exhaustion liquor is another possible finishing method, and is recommended when stable chemical products are applied on the textile substrate.
  • concentration of the applied softener is provided in percentage, % "owf" (or o.w.f.) meaning based on the weight of fabric, which has to be further diluted accordingly for the working solution.
  • alkoxylated PEI Description alkoxylated PEI-A the alkylene oxide segments in the alkoxylated PEI-A are ethylene oxide segments, the amount of the ethylene oxide segments is in the range of from 15 to 25 ethylene oxide segments per nitrogen atom, and the weight average molecular weight of alkoxylated PEI-A is in the range of 15,000 to 20,000 g/mol.
  • alkoxylated PEI-B the alkylene oxide segments in alkoxylated PEI-B are comprised of ethylene oxide segment and C 3 -alkylene oxide segments, wherein the amount of alkylene oxide segments is on average in the range of from 35 to 55 alkylene oxide segments per nitrogen atom, and the molar ratio of ethylene oxide segment to the remaining alkylene oxide segment is 3:2, and the weight average molecular weight of alkoxylated PEI-B is in the range of from 35,000 to 40,000 g/mol.
  • compositions comprising Amino Modified Silicone oils (AMS) and alkoxylated PE!
  • AMS amino modified silicone oils
  • emulsifiers used therein are listed in table 1.
  • Table 1 Amino Modified Silicone oils (AMS) used Emulsifier used with in combination Xiameter ® OFX 8209 A Emulsifier A Xiameter ® OFX 8417 Emulsifier A Xiameter ® OFX 8040 Emulsifier B Emulsifier A: C10+8EO, C10-Guerbet alcohol alkoxylate; Emulsifier B: C10+7EO, C10-Guerbet alcohol alkoxylate.
  • the alkoxylated PEI used in example 1 was Alkoxylated PEI-A.
  • BDG Butyl Di-glycol
  • compositions were tested in Exhaust process and Padding process to evaluate the absorbency and softness of the textile treated by these compositions.
  • the fabrics used in the test were terry tower and cotton knits.
  • the process parameters of the Exhaust process are provided as follows: Fabric Cotton knits and Terry towel Equipment Dyeing controller DC4 F/R SP (H.T.H.P beaker dyeing machine), Model GN084088, commercial available from R.B. Electronic and Engineering Pvt Ltd, India, Softener (Compositions of table 2) To be applied in 0.6% by weight of fabric (after having been diluted accordingly to a working solution) pH 4.5-5.5 Liquor ratio 1:10 (fabric : working solution, by weight) Process • Soak at room temperature for 20 min at 40 °C. • Squeeze and then dry at 120°C for 5 min, followed by drying at 160°C for 2 min. • Keep the obtained fabrics at 24 °C for 2hours for balance, then • Measure the ⁇ wicking height (after 5 min and 30 min respectively), ⁇ Water absorbency ⁇ Whiteness Index (CIE Standard Illuminant D65) and ⁇ hand feeling.
  • DC4 F/R SP H.T.H.P beaker dyeing machine
  • the fabrics used in the test were cotton knits and cotton woven.
  • the process parameters of the Padding process are provided as follows: Fabric Cotton knits, cotton woven Equipment Laboratory universal padding mangle, Model HV0230708, commercial available from R.B. Electronic and Engineering Pvt Ltd, India Softener (Compositions of table 2) To be applied in 6 g/l; calculated based on softener / working solution pH 4.5-5.5 Process • Liquor (working solution) up-take 100% for padding, • Squeeze, • dry at 120°C for 5 min, followed by drying at 160°C for 2 min • Keep the obtained fabrics at 24 °C for 2hr's for balance, then • Measure: ⁇ wicking height (after 5 min and 30 min respectively), ⁇ Water absorbency ⁇ Whiteness Index (CIE Standard Illuminant D65), and ⁇ hand feeling.
  • Alkoxylated PEI-A Exhaust Process Terry Towel Cotton Knits Hydrophilicity (++) Hydrophilicity (+) Hand feeling (+) Hand feeling Whiteness Index: Similar Whiteness Index (+) Alkoxylated PEI-A *: Padding Process Cotton Knits Cotton Woven Hydrophilicity: Slight Improvement Hydrophilicity: Slight Improvement Hand feeling Hand feeling Whiteness Index: Similar Whiteness Index (+) * not according to the invention
  • compositions comprising hydrophobic textile softener and alkoxylated PE!
  • compositions comprising Cationic softener and alkoxylated PE!
  • alkoxylated PEI-A was used as alkoxylated PE! together with a cationic softener.
  • the parameters of the Cationic softener were provided as follows: Description pH 1% Dilution % Solids Cationic softener A quaternary ammonium compounds, white milky emulsion 4.0-4.5 Translucent 13.3
  • compositions were prepared as shown in table 6.
  • Table 6 Components Composition 2-1-A * Composition 2-1-B * Composition 2-1-C * Cationic softener A (% by weight) 14% 12.60% 11.20% Alkoxylated PEI-A (% by weight) 0 1.40% 2.80% Emulsifier C (% by weight) 0.70% 0 0 Water (% by weight) 85.30% 86% 86% Total: 100% 100% 100% 100% Emulsifier C: C16-C18 fatty alcohol alkoxylate, (25EO). * not according to the invention
  • composition 2-1-A contained Cationic softener without the addition of the alkoxylated PEI present invention
  • Composition 2-1-B contained the Cationic softener wherein 10% by weight of the Cationic softener was replaced by Alkoxylated PEI-A
  • Composition 2-1-C contained Cationic softener wherein 20% by weight of the Cationic softener was replaced by Alkoxylated PEI-A.
  • the obtained three compositions were used for treating fabrics in Exhaust process and Padding process.
  • the process parameters of the Padding process are provided as follows: Fabric Cotton knits and Terry towel Equipment Laboratory universal padding mangle, Model HV0230708, commercial available from R.B. Electronic and Engineering Pvt Ltd, India Softener (Compositions of table 6) To be applied in 20 gpl (and comprising 3 gpl active components); calculated based on softener / working solution pH 4.5-5.5 Process • Liquor (working solution) up-take 100% for padding, • squeeze and • dry at 120°C for 5 min, followed by drying at 160°Cfor 2 min. • Keep the obtained fabrics at 24 °C for 2hr's for balance, then • Measure > the wicking height (after 5 min and 30 min respectively), > Water absorbency > Whiteness Index (CIE Standard Illuminant D65), and > hand feeling.
  • compositions comprising wax softener and alkoxylated PE!
  • Wax Emulsion was used as wax softener.
  • Wax Emulsion The parameters of Wax Emulsion are provided as follows: Appearance pH 1% Dilution % Solids Wax Emulsion Amber Colored Clear Liquid 2.5-3.0 Clear Amber Colored Liquid 20
  • compositions were prepared as follows in table 9, with the balance being water.
  • Table 9 Components Composition 2-2-A * Composition 2-2-B * Composition 2-2-C * Wax Emulsion diluted with water to 20% by weight) 100 100 100 Alkoxylated PEI-A diluted with water to 20% by weight) 0 10 20 * not according to the invention
  • the process parameters of the Padding process were provided as follows. Fabric Cotton knits and Terry towel Equipment Laboratory universal padding mangle, Model HV0230708, commercial available from R.B. Electronic and Engineering Pvt Ltd, India Softener (Compositions of table 9) 20 gpl (and 4 gpl active components; calculated based on softener / working solution) pH 4.5-5.5 Process • Liquor (working solution) up-take 100% for padding, • squeeze • dry at 120°C for 5 min, followed by drying at 160°Cfor 2 min • Keep the obtained fabrics at 24 °C for 2hr's for balance, then • Measure ⁇ the wicking height (after 5 min and 30 min respectively), ⁇ Water absorbency ⁇ Whiteness Index (CIE Standard Illuminant D65), and ⁇ hand feeling.
  • Fabric Cotton knits and Terry towel Equipment Laboratory universal padding mangle Model HV0230708, commercial available from R.B. Electronic and Engineering Pvt Ltd, India Softener (Compositions of table 9) 20 gpl (and 4
  • composition 2-2-C > Composition 2-2-B > Composition 2-2-A.
  • the improving degree of Alkoxylated PEI-A for the absorbency, hand feeling (softness), and whiteness index (CIE units) of the fabrics in exhaust process and padding process respectively is generalized in table 11, wherein "+” means improving degree, and "++” means higher improving degree as comparing with "+”.
  • compositions comprising Alkoxylated PEI-A and hydrophilic silicone oils
  • the test for performance comparison was carried out in the padding process.
  • the process parameters were provided as follows: Fabric Cotton knits Equipment Rapid Padding Mangle Softener (compositions according table 12) To be applied in 4g/l; calculated based on softener / working solution pH 4.5 Process up-take 100% for padding, and dry at 160°C for120s, 2hr's balance then measure the wicking height (5 min & 30 min) and hand feeling.
  • Table 13 provided the test results measured without washing (0), after one time washing (1), after two times washing (2), after three times washing (3), after four times washing (4), and after five times washing (5).
  • compositions comprised the hydrophilic silicone oil (HSO) TF405B and amino silicone oil (ASO) 2253D as softeners in water as solvent.
  • Table 12 Performance Comparison between Alkoxylated PEI-A and hydrophilic silicone oils (Padding Process) Components Composition No. Conc.
  • the test for performance comparison was carried out in the Exhaust process.
  • the process parameters of the Exhaust process are provided as follows. Fabric Cotton knits Equipment Mathis with type No. BFA12 221210 Softener (compositions according table 12) To be applied in 4% o.w.f. (of weight fabric), after having been diluted accordingly to a working solution); pH 4.5 Liquor ratio 1:20 (fabric: working solution, by weight) Process Soak at room temperature for 15 min, up-take 70% for padding, and dry at 160°Cfor120s. (e.g. 0.4g softener (as it is), 10g fabric, soft water 200g.) 2hr's balance then measure the wicking height (5 min & 30 min) and hand feeling.
  • compositions comprising Alkoxylated PEI-A and Alkoxylated PEI-B
  • compositions were prepared as textile softening compositions, wherein amino modified silicone oil type softener Xiameter ® OFX 8040 (AMS) was used.
  • AMS amino modified silicone oil type softener Xiameter ® OFX 8040
  • Table 16 Products Used Appearance Xiameter ® OFX 8040 (AMS) Viscous flowing liquid Emulsifier B free flowing clear liquid Alkoxylated PEI-A viscous slightly yellow liquid Alkoxylated PEI-B viscous slightly yellow liquid Emulsifier B: C10+7EO, C10-Guerbet alcohol alkoxylate.
  • AMS Appearance Xiameter ® OFX 8040
  • Table 17 Composition No. 4-1-1 * 4-1-2 * 4-1-3 4-1-4 * 4-1-5 Xiameter ® OFX 8040, % 20 16 16 Emulsifier B, % 12 9.6 9.6 Alkoxylated PEI-A, % 32 4 Alkoxylated PEI-B, % 32 4 Total, % 32 32 32 29.6 29.6 * not according to the invention
  • Cotton Terry Towel was used as fabric to be treated in this test. Each of the compositions was used and applied in dosage of 2% owf (of weight fabric). The fabric liquid (work solution) ratio was 1:10, and the pH values of the compositions were in the range of from 5.0 to 6.0.
  • the process was carried at 40°C for 20 min.
  • PET fabric was used as fabric to be treated in this test.
  • Each of the compositions was used in dosage of 20g/L.
  • the pH values of the compositions were in the range of 5.0 to 6.0.
  • Blank PET fabric was relative hydrophobic as compared with cotton, and the hand feeling thereof was also poor (sample Blank); when being treated with amino modified silicon oil softener, hand feeling of the treated PET fabric was increased, and the hydrophilicity was then obviously decreased (fabric treated with composition 4-1-1); when 20% amino modified silicone oil softener was replaced by Alkoxylated PEI-A or Alkoxylated PEI-B, the hydrophilicity of the treated fabric was obviously improved as compared with the PET fabric treated with composition 4-1-1.
  • the fabrics used in the test was woven PET which is hydrophobic.
  • Process parameters of the Padding Process are provided as follows. Fabric woven PET Equipment Rapid Padding Mangle Softener (compositions 4-1-1 to 4-1-5 according to table 17) To be applied: 4g/l; calculated based on softener / working solution pH 4.5 Process up-take 70% for padding, and dry at 160°C for 120s, 2hr's balance, then measure wicking height (5 min & 30 min) and hand feeling. (PET woven)
  • compositions were prepared as shown in table 20 to test the properties of the fabrics treated by the compositions containing Alkoxylated PEI-A, hydrophilic silicone oil and /or Alkoxylated PEI-B in Padding Process.
  • Table 20 Composition No. Components Wicking height Hand feeling cm, 5min cm, 30min Blank 0 0.2 1 4-2-1 * 4g/L 2253D 1.5 7.2 1-2 4-2-2 * 3g/L 2253D+1g/L TF405B 4.9 10.8 1-2 4-2-3 3g/L 2253D+1g/L Alkoxylated PEI-A 1.9 7.6 1-2 4-2-4 * 3g/L 2253D+1g/L Alkoxylated PEI-B 5.8 12.9 1-2 * not according to the invention
  • compositions comprising Alkoxylated PEI-A, Alkoxylated PEI-B and/or quaternary ammonium compound
  • the quaternary ammonium compound used in example 5 was Varisoft ® 222 having the Chemical structure of:
  • Blank cotton fabric was very hydrophilic with poor hand feeling; with Cotton Fabric treated with Composition 5-1, hand feeling got obviously improved, wicking height however was decreased a lot, as compared with the blank sample;
  • composition 5-2 with 10% Alkoxylated PEI-A and Composition 5-3 with 10% Alkoxylated PEI-B improved the hydrophilicity of the treated fabric without influencing hand feeling, as compared with Cotton Fabric treated with Composition 5-1.
  • Composition 5-5 with 20% Alkoxylated PEI-B improved the hydrophilicity of the treated PET Fabric (hydrophobic) without influencing hand feeling, as compared with the blank sample.
  • Blank PET fabric had poor hand feeling
  • PET Fabric residual hydrophilic
  • Composition 5-1 hand feeling got obviously improved, wicking height was also raised, as compared with the blank sample
  • Composition 5-3 with 10% Alkoxylated PEI-B
  • Composition 5-4 with 20% Alkoxylated PEI-A improved hydrophilicity of the treated PET Fabric (relative hydrophilic) without influencing hand feeling, as compared with the blank sample.
  • the three samples are provided in table 28.
  • the non-woven fabric used for preparing the three samples was obtained from the same batch.
  • Table 28 Sample 6.1 * non-woven fabric sample, not treated Sample 6.2 non-woven fabric sample, treated with Alkoxylated PEI-B Sample 6.3 * non-woven fabric sample, treated with oleic acid ethoxylate with HLB value 9 (nonionic surfactant) * not according to the invention
  • the test was carried out on a sample as provided above on a liquid absorbing substrate (made from a disposable diaper) at room temperature.
  • the disposable diaper used in the example 6 had layers sequentially as follows:
  • the disposable diaper was used as such and not treated.
  • the acquisition distribution layer of the diaper was substituted by one of the above samples, thereby forming a liquid absorbing device.
  • 150 ml colored normal saline was poured on the liquid absorbing device through a PVC sleeve (having an inner diameter of 6cm and an outer diameter of 7cm) with one end contacting directly to the top sheet layer of the liquid absorbing device.
  • Time recording started once the colored normal saline reached to the top sheet layer of the liquid absorbing device, and ended once the liquid level of the colored normal saline was disappeared in the PVC sleeve. The obtained time is reported as "Acquisition time" in table 29.
  • the longest diffusion distance of the colored normal saline on the top sheet layer of the liquid absorbing device and the shortest diffusion distance of the colored normal saline on the top sheet layer of the liquid absorbing device were measured and are reported on the table 29.
  • the diffusion on the absorbent pad layer of the liquid absorbing device was further studied.
  • the longest diffusion distance of the colored normal saline on the absorbent pad layer of the liquid absorbing device and the shortest diffusion distance of the colored normal saline on the absorbent pad layer of the liquid absorbing device were further measured and are reported on the table 29.
  • the rewetting property was characterized according to the wetted weight of the filter paper minus the initial weight of the filter paper, which is reported as "rewet" in table 29.
  • Rewet the wetted weight of the filter paper ⁇ the initial weight of the filter paper .
  • test was carried out at room temperature and controlled humidity.
  • a sample in table 28 was put on top of the center of a tissue paper, wherein the tissue paper was balanced in terms of weight and moisture beforehand.

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  • Chemical & Material Sciences (AREA)
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Claims (16)

  1. Utilisation d'une polyéthylèneimine alcoxylée, ayant des segments d'oxyde d'alkylène fixés aux atomes d'azote de la polyéthylèneimine,
    les segments d'oxyde d'alkylène étant composés de segment d'oxyde d'éthylène et de segments d'oxyde de C3-C6-alkylène, le rapport molaire de segment d'oxyde d'éthylène sur le segment d'oxyde d'alkylène restant étant dans la plage de 1 : 10 à 6 : 1 ;
    la quantité de segments d'oxyde d'alkylène étant en moyenne dans la plage allant de 1 à 120 segments d'oxyde d'alkylène par atome d'azote, par exemple dans la plage allant de 1 à 100 segments d'oxyde d'alkylène par atome d'azote, préférablement 1 à 80 segments d'oxyde d'alkylène par atome d'azote, plus préférablement 1 à 70 segments d'oxyde d'alkylène par atome d'azote, le plus préférablement 1 à 60 segments d'oxyde d'alkylène par atome d'azote, tel que 1 à 55 segments d'oxyde d'alkylène par atome d'azote, et
    le poids moléculaire moyen en poids (Mw) de la polyéthylèneimine alcoxylée étant de 1000 à 1 000 000 g/mole, préférablement dans la plage de 5 000 à 500 000, plus préférablement dans la plage de 10 000 à 50 000, le plus préférablement dans la plage de 30 000 à 50 000 g/mole.
    dans un procédé de finition de textiles.
  2. Utilisation selon la revendication 1, les segments d'oxyde d'alkylène étant composés de segment d'oxyde d'éthylène et de segments d'oxyde de C3-C4-alkylène, le plus préférablement les segments d'oxyde d'alkylène étant composés de segment d'oxyde d'éthylène et de segments d'oxyde de C3-alkylène.
  3. Utilisation selon la revendication 2, le rapport molaire de segment d'oxyde d'éthylène sur le segment d'oxyde d'alkylène restant étant dans la plage de 1 : 10 à 5 : 1, préférablement dans la plage de 1 : 2 à 3 : 1, plus préférablement dans la plage de 1 : 1 à 2 : 1, tel que de 3 : 2.
  4. Utilisation selon la revendication 2 ou 3, les segments d'oxyde d'alkylène étant composés de segment d'oxyde d'éthylène et de segments d'oxyde de C3-alkylène, et la quantité de segments d'oxyde d'alkylène étant en moyenne dans la plage allant de 35 à 70 segments d'oxyde d'alkylène par atome d'azote, préférablement la quantité de segments d'oxyde d'alkylène étant en moyenne dans la plage allant de 35 à 60 segments d'oxyde d'alkylène par atome d'azote, plus préférablement la quantité de segments d'oxyde d'alkylène étant en moyenne dans la plage allant de 35 à 55 segments d'oxyde d'alkylène par atome d'azote, et le poids moléculaire moyen en poids de la polyéthylèneimine alcoxylée de la présente invention étant dans la plage allant de 35 000 à 40 000 g/mole.
  5. Composition d'assouplissement de textiles comprenant :
    (a) un assouplissant pour textile hydrophobe ; et
    (b) la polyéthylèneimine alcoxylée selon l'une quelconque des revendications 1 à 4.
  6. Composition d'assouplissement de textiles selon la revendication 5, l'assouplissant pour textile hydrophobe étant choisi dans le groupe constitué par une huile de silicone modifiée par amino, une cire, un ester, un alcool à longue chaîne carbonée et des composés d'ammonium quaternaires.
  7. Composition d'assouplissement de textiles selon la revendication 5 ou 6, la quantité de composant (b) étant dans la plage allant de 0,1 à 75 % en poids, sur la base du poids total de composant (a) et de composant (b), préférablement, la quantité de composant (b) étant dans la plage allant de 1 à 50 % en poids, plus préférablement de 1 à 25 % en poids et le plus préférablement dans la plage allant de 1 à 20 en poids, tel que dans la plage allant de 10 à 20 % en poids, sur la base du poids total de composant (a) et de composant (b).
  8. Procédé pour le traitement d'un textile, comprenant une étape de
    mise en contact de la composition d'assouplissement de textiles selon l'une quelconque des revendications 5 à 7 avec le textile, préférablement, l'étape de mise en contact de la composition d'assouplissement de textiles selon l'une quelconque des revendications 5 à 7 avec le textile étant mise en œuvre par immersion du textile dans la composition d'assouplissement de textiles selon l'une quelconque des revendications 5 à 7.
  9. Procédé selon la revendication 8, qui est choisi parmi un procédé d'échappement ou un procédé de remplissage.
  10. Composition hydrofuge, laquelle comprend
    (A) un agent hydrofuge, et
    (B) la polyéthylèneimine alcoxylée selon l'une quelconque des revendications 1 à 4.
  11. Composition hydrofuge selon la revendication 10, l'agent hydrofuge étant un agent hydrofuge contenant fluor ou un agent hydrofuge contenant une silicone.
  12. Composition hydrofuge selon la revendication 10 ou 11, la quantité de composant (B) étant dans la plage allant de 0,01 à 10 % en poids, sur la base du poids total du composant (A) et du composant (B), préférablement, la quantité de composant (B) étant dans la plage allant de 0,1 à 6 % en poids, plus préférablement de 0,1 à 4 % en poids, et le plus préférablement dans la plage allant de 0,1 à 2 en poids, tel que de 0,1 à 1 % en poids, sur la base du poids total du composant (A) et du composant (B).
  13. Utilisation de la polyéthylèneimine alcoxylée telle que définie dans l'une quelconque des revendications 1 à 4 en tant qu'additif dans une composition d'assouplissement de textiles pour le traitement d'un textile.
  14. Utilisation de la polyéthylèneimine alcoxylée telle que définie dans l'une quelconque des revendications 1 à 4 en tant qu'additif dans une composition hydrofuge pour le traitement d'un textile.
  15. Procédé pour le traitement d'un textile, comprenant une étape de mise en contact de la composition hydrofuge selon l'une quelconque des revendications 10 à 12 avec le textile, préférablement, l'étape de mise en contact de la composition hydrofuge selon l'une quelconque des revendications 10 à 12 avec le textile étant mise en œuvre par immersion du textile dans la composition hydrofuge selon l'une quelconque des revendications 10 à 12.
  16. Procédé selon la revendication 8, 9 ou 15, le textile étant préparé à partir de fibres naturelles ou synthétiques, par exemple, du coton ; un polyester tel qu'un poly(téréphtalate d'éthylène) (PET) ; un polyamide, tel qu'un polyamide 6 et un polyamide 66 ; un polypropylène et similaire, préférablement le textile étant un tissu tissé, tricoté ou non tissé.
EP18705363.2A 2017-02-14 2018-02-09 Polyéthylenimine alcoxylée et composition contenant cette dernière Active EP3583263B1 (fr)

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WO2023115541A1 (fr) 2021-12-24 2023-06-29 Dow Global Technologies Llc Composition aqueuse de revêtement

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DE2519530C3 (de) * 1975-05-02 1979-08-30 Chemische Fabrik Pfersee Gmbh, 8900 Augsburg Verfahren zum wasch- und chemischreinigungsbeständigen Weichmachen und Hydrophobieren von Textilmaterialien
EP0043622B1 (fr) * 1980-01-07 1984-11-21 THE PROCTER & GAMBLE COMPANY Composition d'adoucissement pour matières textiles
AU4606797A (en) * 1997-10-01 1999-04-23 Procter & Gamble Company, The Copolymeric compounds comprising one or more active aldehyde monomeric unit
WO2008051221A2 (fr) * 2006-10-23 2008-05-02 Nano-Structured Consumer Products, Llc Compositions et procédés pour conférer l'oléophobie et/ou l'hydrophobie
CN101657530A (zh) * 2007-04-02 2010-02-24 宝洁公司 织物护理组合物
JP2011503295A (ja) * 2007-11-09 2011-01-27 ザ プロクター アンド ギャンブル カンパニー 少なくとも１のアルコキシル化グリース洗浄ポリマーを含む多重ポリマー系を含む洗浄組成物
BRPI0819203B1 (pt) * 2007-11-09 2018-07-03 Basf Se Mistura de polialquilenoiminas alcoxiladas, anfifílicas, solúveis em água
CA2807336A1 (fr) * 2010-08-05 2012-02-09 Biofilm Ip, Llc Composes de polysiloxane substitues par du cyclosiloxane, compositions contenant lesdits composes et leurs procedes d'utilisation
EP3253915B1 (fr) * 2015-02-06 2019-04-17 Basf Se Fibres à modification hydrophile de polyéthylèneimine alcoxylé
WO2016135000A1 (fr) * 2015-02-25 2016-09-01 Basf Se Procédé de nettoyage de surfaces métalliques souillées et des substances utiles pour un tel procédé

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