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WO1998003567A1 - Procede de preparation de melanges dispersibles dans l'eau - Google Patents

Procede de preparation de melanges dispersibles dans l'eau Download PDF

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Publication number
WO1998003567A1
WO1998003567A1 PCT/EP1997/003754 EP9703754W WO9803567A1 WO 1998003567 A1 WO1998003567 A1 WO 1998003567A1 EP 9703754 W EP9703754 W EP 9703754W WO 9803567 A1 WO9803567 A1 WO 9803567A1
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Prior art keywords
feed
acid
water
polymer blend
polymer
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PCT/EP1997/003754
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German (de)
English (en)
Inventor
Wolfgang Müller
Gerald Wildburg
Stefan Stein
Axel Sanner
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Basf Aktiengesellschaft
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Priority to AU35436/97A priority Critical patent/AU3543697A/en
Priority to JP10506518A priority patent/JP2000514814A/ja
Priority to BR9710524A priority patent/BR9710524A/pt
Priority to EP97931812A priority patent/EP0914359A1/fr
Publication of WO1998003567A1 publication Critical patent/WO1998003567A1/fr

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    • D—TEXTILES; PAPER
    • D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
    • D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
    • D21H19/00—Coated paper; Coating material
    • D21H19/36—Coatings with pigments
    • D21H19/44—Coatings with pigments characterised by the other ingredients, e.g. the binder or dispersing agent
    • D21H19/56—Macromolecular organic compounds or oligomers thereof obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8135—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an acyloxy radical of a saturated carboxylic acid, of carbonic acid or of a haloformic acid; Compositions of derivatives of such polymers, e.g. vinyl esters (polyvinylacetate)
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • A61K8/8147—Homopolymers or copolymers of acids; Metal or ammonium salts thereof, e.g. crotonic acid, (meth)acrylic acid; Compositions of derivatives of such polymers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • A61K8/8152—Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/88—Polyamides
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
    • C08F283/04—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polycarbonamides, polyesteramides or polyimides
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L77/00—Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
    • 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
    • D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/263—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof
    • 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
    • D06M15/59—Polyamides; Polyimides
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/59—Mixtures
    • A61K2800/594—Mixtures of polymers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q3/00—Manicure or pedicure preparations
    • A61Q3/02—Nail coatings
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring

Definitions

  • the present invention relates to water-dispersible polymer blends made of polyamide and polymers with ethylenically unsaturated monomers, their production and use.
  • US Pat. No. 4,946,932 describes the preparation of water-dispersed polymer blends from polyesters or polyester amides and polymers from ethylenically unsaturated monomers which are produced via free-radical polymerization. These blends are used in paints, adhesives or other coatings. A disadvantage of these blends is that they do not form clear polymer films. Another disadvantage is that the polyester or polyesteramide component is subject to hydrolysis and is therefore restricted in its manufacture and use.
  • US Pat. No. 5,277,978 describes the use of sulfate- and sulfonate-containing polyester as a protective colloid for stable polymer dispersions. It is recommended there to use only amounts of 0.5-10% of the protective colloid, based on the ethylenically unsaturated monomer. A warning is given against the use of an excessive amount of protective colloid, since this could have a negative influence on the properties of the dispersion.
  • EP 0687 459 describes cosmetic compositions containing aqueous dispersions of polyesters with ethylenically unsaturated monomers.
  • the aqueous dispersions thus obtained can be used to obtain homogeneous and transparent films, but only if plasticizers are additionally added.
  • these dispersions have the disadvantage that they are hydrolysis unstable due to the polyester.
  • the object was therefore to produce water-dispersible polymer blends which are suitable for use in coatings, cosmetic and pharmaceutical compositions, adhesives, for textile and leather finishing and as paper coatings and have the following properties: 1) Formation of transparent, clear films without the addition of plasticizers
  • This object has been achieved by a process for the preparation of water-dispersible polymer blends from a polyamide and a second polymer by poly erizing an aqueous dispersion or solution from a polyamide, one or more ethylenically unsaturated monomers, a polymerization initiator and, if appropriate, an emulsifier.
  • Suitable monomers a1) are the monoaminocarboxylic acids or their lactams known for the production of polyamides, such as, for example, ⁇ -aminoundecanoic acid, ⁇ -caprolactam, laurinlacta, capryllactam or enantholactam.
  • Suitable monomers a2) are in particular optionally substituted aliphatic, cycloaliphatic or aromatic diamines.
  • Suitable diamines are, for example, alkylenediamines or cycloalkyldiamines, such as 1,2-diaminocyclohexane, 1,5-pentanediamine, 4,4'-diaminodicyclohexylmethane, 2,2 '- (4,4'-diaminodicyclohexyl) propane, 3, 3 '-Dimethyl-4, 4' -diaminodicyclohexylmethane or, preferably, hexamethylenediamine.
  • Piperazine, 2, 2,4-trimethylhexamethylene diamine are also suitable.
  • Suitable monomers a3) carrying sulfonate groups are those
  • the sulfonate group is present as a salt, e.g. B. as a salt of an alkali metal, such as lithium, sodium or potassium, or an ammonium group which may be substituted with one to four aliphatic or aromatic groups.
  • Suitable monomers bearing sulfonate groups are salts of aliphatic or aromatic dicarboxylic acids, such as, for example, sulfosuccinic acid or 5-sulfopropoxyisophthalic acid.
  • the sodium salt of 5-sulfo-isophthalic acid is preferably used.
  • Suitable monomers a4) are, for example, aliphatic dicarboxylic acids, such as sebacic acid, azelaic acid, dodecanedicarboxylic acid or preferably adipic acid or sebacic acid.
  • Suitable aromatic dicarboxylic acids are, for example, isophthalic acid or terephthalic acid, which can also be substituted, such as, for example, 3-tert-butyl-isophthalic acid, and further 3,3'- or 4,4'-diphenyldicarboxylic acid, 3,3'- or 4,4 ' -Diphenylmethane-dicarboxylic acid, 3,3'- or 4,4'-diphenylsulfone-dicarboxylic acid, 1,4- or 2,6-naphthalenedicarboxylic acid or 2-phenoxyterephthalic acid.
  • Particularly suitable ethylenically unsaturated monomers for the second polymer of the water-dispersible polymer blend are monoethylenically unsaturated monomers such as olefins with up to 4 carbon atoms, e.g.
  • Ethylene vinylaromatic monomers with up to 10 carbon atoms such as styrene, ⁇ -methylstyrene, ortho-chlorostyrene or vinyltoluenes, vinyl and vinylidene halides such as vinyl and vinylidene chloride, esters from vinyl alcohol and monocarboxylic acids having 1 to 18 carbon atoms such as Vinyl acetate, vinyl propionate, vinyl n-butyrate, vinyl laurate and vinyl stearate, esters of preferably 3 to
  • ⁇ , ⁇ -monoethylenically unsaturated mono- and dicarboxylic acids containing 6 carbon atoms such as in particular acrylic acid, methacrylic acid, maleic acid, fumaric acid and itaconic acid with alkanols generally having 1 to 12, preferably 1 to 8 and in particular 1 to 4 carbon atoms, such as especially acrylic acid and methacrylic acid, methyl, ethyl, n-butyl, isobutyl and -2-ethylhexyl esters, dimethyl maleate or n-butyl maleate, nitriles of the ⁇ , ⁇ -monoethylenically unsaturated carboxylic acids mentioned, such as Acrylonitrile or methacrylonitrile and C 4 to Cg-conjugated dienes, such as 1,3-butadiene and isoprene, into consideration.
  • alkanols generally having 1 to 12, preferably 1 to 8 and in particular 1 to 4 carbon atoms,
  • Examples of such monomers are ⁇ , ⁇ -mono- which have 3 to 6 C atoms.
  • ethylenically unsaturated mono- and dicarboxylic acids and their amides such as, for example, acrylic acid, methacrylic acid, maleic acid, fumaric acid, itaconic acid, acrylamide and methacrylamide, furthermore vinyl sulfonic acids and their water-soluble salts, vinylphosphonic acid, their salts and esters with alcohols with up to 4 C. -Atoms and N-vinylpyrrolidone and 2-hydroxyethyl acrylate, 3-hydroxypropyl-1 - acrylate or dimethylaminoethyl acrylate.
  • silicone-containing monomers and macromonomers and fluorine-containing monomers such as, for example, perfluorooctyl methacrylate or 1, 1, 1, 3, 3, 3-hexafluoroisopropyl methacrylate can be used.
  • Crosslinking monomers are used in amounts of 0 to 15, preferably 0.5 to 10% by weight, in particular 1 to 6% by weight, based on the total amount of the monomers used, which are only used during the drying of the polymer enter into the crosslinking reaction, the crosslinking reaction being effected by annealing and, if appropriate, by adding catalysts, such as, for example proton-releasing substances such as maleic acid, diammonium hydrogen phosphate or ammonium nitrate can be forced.
  • catalysts such as, for example proton-releasing substances such as maleic acid, diammonium hydrogen phosphate or ammonium nitrate can be forced.
  • Examples of such monomers are N-alkylolamides of 3 to 10 carbon atoms, ⁇ , ⁇ -monoethylenically unsaturated carboxylic acids, among which N-methylolacrylamide and N-methylolmethacrylamide are preferred.
  • More than crosslinking monomers are kolchure the Acrylamidogly- and methacrylamidoglycolic acid and their ethers, esters or ether-esters with alcohols such as alkanols having up to 12 carbon atoms, for example Acrylamidomethoxyessigklare, Acrylamidohydro- xyessigklaremethylester, Acrylamidomethoxyessigklaremethylester, Methacrylamidomethoxyessigklare, Methacryla idohydroxyessigklare- methylester, Methacrylamidomethoxyessigkladre that corresponding butyl and butoxy derivatives, butyl acrylamidobutoxyacetate and butyl methacrylamidobutoxyacetate.
  • the ammonium salts of the (meth) acrylamido acids mentioned are also suitable.
  • the free radical aqueous graft polymerization can optionally be carried out in the presence of regulators.
  • Suitable regulators are, for example, mercapto compounds, such as mercaptoethanol, mercaptopropanol, mercaptobutanol, mercaptoacetic acid, mercapto-propionic acid, butyl mercaptan and dodecyl mercaptan. Allyl compounds such as allyl alcohol are also suitable as regulators.
  • Customary additives can be added to the polymer dispersions. They are usually added after the end of the polymerization. Crosslinking non-polymerisable ones are mentioned Substances that can usually be present in amounts of 0.1 to 5% by weight. Contains the polymer free carboxyl groups, suitable compounds are "which such groups can cross-link such as basic compounds, carbonates of polyvalent metals such as zinc oxide, calcium oxide or the respective hydroxides, acetates or carboxylic or the corresponding mixed salts.
  • compounds which nosticenf existing lls Cross-linking hydroxyl groups such as di- and polyfunctional inorganic acids and acid derivatives, for example phosphorus oxychloride, alkali metal trimethosphates, alkali polyphosphates or alkali metal traborate, di- and polyfunctional organic acids, for example adipic acid, citric acid, 1, 2, 3, 4-butanetetracarboxylic acid, all cis - 1, 2, 3, 4 -cyclopentantetracarboxylic acid, derivatives of di- and polyfunctional organic acids, such as anhydrides or mixed anhydrides, for example diacetyladipic acid, acetylcitric acid anhydride, acid chlorides, for example cyanuric acid chloride, imidazolides and guanidine derivatives, and also di- and polyfunctional isocyanates Hexamethylene diisocyanate, 2, 4-diisocyanate toluene, di- and polyfunctional alkylating agents, for example epich
  • Condensation products based on formaldehyde, glyoxal, melamine, phenol and / or urea are also suitable.
  • formaldehyde and the formaldehyde-containing crosslinking systems are less suitable due to toxicological concerns.
  • Suitable polymerization initiators for the production of the water-dispersible polymer blends according to the invention are all those which are capable of triggering a radical aqueous emulsion polymerization. It can be both peroxides, for example alkali metal peroxydisulfates, ammonium peroxydisulfate or H 2 O, and azo compounds.
  • Combined systems which are composed of at least one organic reducing agent and at least one peroxide and / or hydroperoxide, for example tert. -Butylhydroperoxid and the sodium metal salt of hydroxymethanesulfinic acid or hydrogen peroxide and ascorbic acid.
  • Combined systems which also contain a small amount of a metal compound which is soluble in the polymerization medium and whose metallic component can occur in several valence stages are also suitable, for example ascorbic acid / iron (II) sulfate / hydrogen peroxide, the sodium metal salt often being used instead of ascorbic acid hydroxymethanesulfinic acid, sodium sulfite, sodium hydrogen sulfite or sodium metalibisulfite and, instead of hydrogen peroxide, tert-butyl hydroperoxide or alkali metal peroxidisulfates and / or ammonium peroxidisulfates are used.
  • ascorbic acid / iron (II) sulfate / hydrogen peroxide the sodium metal salt often being used instead of ascorbic acid hydroxymethanesulfinic acid, sodium sulfite, sodium hydrogen sulfite or sodium metalibisulfite and, instead of hydrogen peroxide, tert-butyl hydroperoxide or alkali
  • the amount of free-radical initiator systems used is 0.1 to 2% by weight, based on the total amount of the monomers to be polymerized.
  • a mmonium- and / or alkali metal peroxodisulfates are particularly preferably used alone or as part of combined systems as initiators.
  • initiators are oil-soluble initiators such as organic peroxides, for example tertiary-butylperoxy-2-ethylhexanoate, percarbonates or diazo compounds.
  • the process according to the invention can be carried out with or without an emulsifier.
  • the protective colloids and emulsifiers of an anionic, cationic or nonionic type normally used as dispersants come into consideration as accompanying surface-active substances.
  • suitable protective colloids can be found in Houben-Weyl, Methods of Organic Chemistry, Volume XIV / 1, Macromolecular Substances, Georg-Thieme-Verlag, Stuttgart, 1961, pp. 411 to 420.
  • Surfactants are preferred exclusively as accompanying substances
  • Emulsifiers are used, the molecular weights of which, in contrast to the protective colloids, are usually below 2000.
  • emulsifiers are, for example, ethoxylated fatty alcohols (degree of ethoxylation (EO): 3 to 50, alkyl radical: C ⁇ to C 3ß ), ethoxylated mono-, di- and tri-alkylphenols (EO degree: 3 to 50, alkyl radical: C 4 - to Cg), ethoxylated alkanols (EO degree: 4 to 30, alkyl radical: C ⁇ - to Ci ⁇ ), ethoxylated alkylphenols (EO degree: 3 to 50, alkyl radical: C 4 - to C 9 ), alkali metal salts of dialkyl esters of sulfosuccinic acid as well as alkali and ammonium salts of alkyl sulfates (alkyl radical: C ⁇ - to C ⁇ 2 ), of alkyl sulfonic acids (alkyl radical: C 12 - to Ci ⁇ ) of alkyl diphenyl oxide sulfonic acids
  • emulsifiers can be found in Houben-Weyl, Methods of Organic Chemistry, Volume XIV / 1, Macromolecular Substances, Georg Thieme Verlag, Stuttgart, 1961, pages 192 to 208.
  • the surface-active substances are generally used in amounts of 0 to 5. preferably 0.1 to 1% by weight, based on the amount of the monomers to be polymerized, is also used.
  • the process according to the invention is preferably used for the production of polymer blends which contain more than 10% by weight of polyamide, in particular more than 40% by weight, based on the total weight of polymer. 5
  • the invention further relates to the water-dispersible polymer blends which can be produced using the process according to the invention described above.
  • Particularly suitable polymer blends are those which contain a polyamide content of 10 10% by weight, based on the total weight of polymer.
  • polystyrene foams are suitable for a large number of applications, for example as adhesives, in paper production and finishing, as film formers for cosmetic applications,
  • compositions have the advantage that otherwise incompatible polymers can be combined in their properties. This makes it possible to fine-tune the properties of the aqueous dispersions.
  • pigment-compatible dispersions can be obtained by suitable combinations of polyamides with ethylenically unsaturated monomers.
  • Solvent-resistant e.g. THF-resistant
  • 35 stent) films can be obtained.
  • the polymer blends obtainable by the process according to the invention are finely divided hybrid dispersions with an average particle size of generally less than 150 nm. 45
  • the invention is further illustrated by the following examples.
  • the polyamide formed had a viscosity number (VZ) of 45 determined based on DIN 53 246 (0.5% solution of the copolyamide in 96% HS0) and a glass transition temperature of 143 ° C.
  • a polyamide was made from 840 g sodium 5-sulfoisophthalic acid, 521 g isophthalic acid, 1458 g
  • the glass transition temperature of the polyamide was 149 ° C.
  • a mixture of 619.3 g of water, 40 g of polyamide from Example 2, 2.67 g of sodium lauryl sulfate (15% solution) and 1.6 g of a 25% sodium hydroxide solution was heated to 85 ° C. and at 5% by weight of feed 1, 10% by weight of feed 2 and 10% by weight of feed 3.
  • the mixture was polymerized at 85 ° C. for 15 minutes and the metering of the remaining amounts of feeds 1, 2 and 3 was then started. The addition was carried out continuously over 2 hours (feed 1) and 2.5 hours (feed 2 and 3). The mixture was then polymerized at 85 ° C for 1 hour.
  • a mixture of 1006.3 g of water, 200 g of polyamide from Example 2, 1.33 g of sodium lauryl sulfate (15% solution) and 0.8 g of a 25% sodium hydroxide solution was heated to 85 ° C. and at 5% by weight of feed 1, 10% by weight of feed 2 and 10% by weight of feed 3.
  • the mixture was polymerized at 85 ° C. for 15 minutes and the metering of the remaining amounts of feeds 1, 2 and 3 was then started. The addition was carried out continuously over 2 hours (feed 1) and 2.5 hours (feed 2 and 3). The mixture was then polymerized at 85 ° C for 1 hour.
  • a mixture of 1606.3 g of water, 400 g of polyamide from Example 2, 1.33 g of sodium lauryl sulfate (15% solution) and 0.8 g of a 25% sodium hydroxide solution was heated to 85 ° C. and at 5% by weight of feed 1, 10% by weight of feed 2 and 10% by weight of feed 3.
  • the mixture was polymerized at 85 ° C. for 15 minutes and the metering of the remaining amounts of feeds 1, 2 and 3 was then started. The addition was carried out continuously over 2 hours (feed 1) and 2.5 hours (feed 2 and 3). The mixture was then polymerized at 85 ° C for 1 hour.
  • Feed 2 99.1 g of water and 20 g of sodium peroxodisulfate
  • a mixture of 1131.8 g of water, 40 g of polyamide from Example 2, 2.67 g of sodium lauryl sulfate (15% solution) and 1.60 g of a 25% sodium hydroxide solution was heated to 85 ° C. and with 5 wt .-% of feed 1, 10% by weight of feed 2 and 10% by weight of feed 3.
  • the mixture was polymerized at 85 ° C. for 15 minutes and the metering of the remaining amounts of feeds 1, 2 and 3 was then started. The addition was carried out continuously over 2 hours (feed 1) and 2.5 hours (feed 2 and 3). The mixture was then polymerized at 85 ° C for 1 hour.
  • a mixture of 1006.3 g of water, 200 g of polyamide from Example 2, 1.33 g of sodium lauryl sulfate (15% solution) and 0.80 g of a 25% sodium hydroxide solution was heated to 85 ° C. and with 5 wt .-% of feed 1, 10% by weight of feed 2 and 10% by weight of feed 3.
  • the mixture was polymerized at 85 ° C. for 15 minutes and the metering of the remaining amounts of feeds 1, 2 and 3 was then started. The addition takes place continuously over 2 hours (feed 1) and 2.5 hours (feed 2 and 3).
  • the mixture was then polymerized at 85 ° C for 1 hour.
  • Feed 2 99.1 g water 2 g sodium peroxodisulfate
  • a mixture of 1131.8 g of water, 40 g of polyamide from Example 2, 2.67 g of sodium lauryl sulfate (15% solution) and 1.60 g of a 25% sodium hydroxide solution was heated to 85 ° C. and with 5 wt .-% of feed 1, 10% by weight of feed 2 and 10% by weight of feed 3.
  • the mixture was polymerized at 85 ° C. for 15 minutes and the metering of the remaining amounts of feeds 1, 2 and 3 was then started. The addition was carried out continuously over 2 hours (feed 1) and 2.5 hours (feed 2 and 3). The mixture was then polymerized at 85 ° C for 1 hour.
  • a mixture of 1006.3 g of water, 200 g of polyamide from Example 2, 1.33 g of sodium lauryl sulfate (15% solution) and 0.80 g of a 25% sodium hydroxide solution was heated to 85 ° C. and with 5 wt .-% of feed 1, 10% by weight of feed 2 and 10% by weight of feed 3.
  • the mixture was polymerized at 85 ° C. for 15 minutes and the metering of the remaining amounts of feeds 1, 2 and 3 was then started.
  • the addition was carried out continuously over 2 hours (feed 1) and 2.5 hours (feed 2 and 3).
  • the mixture was then polymerized at 85 ° C for 1 hour.
  • Feed 2 99.1 g water 2 g sodium peroxodisulfate
  • the nonwovens are consolidated with the polymers by known methods (Ullmann's Encyclopedia of Industrial Chemistry, 4th edition, volume 23, 1983, pp. 738 to 742). After the nonwoven treatment, drying and tempering of the nonwoven fabric obtained is carried out.
  • Example 4 25% of an aqueous dispersion from Example 4 0.2% perfume oil, dye and preservative 74.8% water 20 were mixed.
  • Polysalz ® S low molecular weight polyacrylic acid, dispersant for kaolin and chalk 11.5 g aqueous dispersion (calculated dry) according to Examples 6 to 10 with 55% by weight n-butyl acrylate, 43% by weight methyl methacrylate and 2% by weight .-% acrylic acid, solids content 50% 0.6 g Blankophor® PSG-fl. (optical brightener) and 0.3 g Sterocoll® D (calculated dry), (aqueous dispersion of an acrylic ester polymer rich in acrylic acid, thickener) water

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  • Veterinary Medicine (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Organic Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Medicinal Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Dermatology (AREA)
  • Cosmetics (AREA)
  • Paints Or Removers (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Nonwoven Fabrics (AREA)
  • Polymerisation Methods In General (AREA)
  • Graft Or Block Polymers (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Paper (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

L'invention concerne un procédé de préparation de mélanges de polymères dispersibles dans l'eau, comprenant un polyamide et un second polymère. Selon ce procédé, une dispersion ou une solution aqueuse comprenant un polyamide, un ou plusieurs monomères insaturés éthyléniquement, un initiateur de polymérisation et un éventuellement un émulsifiant, est polymérisée.
PCT/EP1997/003754 1996-07-23 1997-07-14 Procede de preparation de melanges dispersibles dans l'eau WO1998003567A1 (fr)

Priority Applications (4)

Application Number Priority Date Filing Date Title
AU35436/97A AU3543697A (en) 1996-07-23 1997-07-14 Process for preparing water-dispersible polymer blends
JP10506518A JP2000514814A (ja) 1996-07-23 1997-07-14 水に分散可能なポリマーブレンドの製造方法
BR9710524A BR9710524A (pt) 1996-07-23 1997-07-14 Processo para a prepara-Æo de misturas de pol¡mero dispers¡veis em gua de uma poliamida e um segundo pol¡mero mistura de pol¡mero dispers¡vel em gua e uso da mesma
EP97931812A EP0914359A1 (fr) 1996-07-23 1997-07-14 Procede de preparation de melanges dispersibles dans l'eau

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19629452.5 1996-07-23
DE19629452A DE19629452A1 (de) 1996-07-23 1996-07-23 Verfahren zur Herstellung wasserdispergierbarer Polymerblends

Publications (1)

Publication Number Publication Date
WO1998003567A1 true WO1998003567A1 (fr) 1998-01-29

Family

ID=7800448

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP1997/003754 WO1998003567A1 (fr) 1996-07-23 1997-07-14 Procede de preparation de melanges dispersibles dans l'eau

Country Status (9)

Country Link
EP (1) EP0914359A1 (fr)
JP (1) JP2000514814A (fr)
KR (1) KR20000067991A (fr)
CN (1) CN1226261A (fr)
AU (1) AU3543697A (fr)
BR (1) BR9710524A (fr)
CA (1) CA2260822A1 (fr)
DE (1) DE19629452A1 (fr)
WO (1) WO1998003567A1 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2793800A1 (fr) * 1999-05-21 2000-11-24 Atofina Dispersions aqueuses de polyamides et de polymeres vinyliques et/ou acryliques

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP4217341B2 (ja) * 1999-05-24 2009-01-28 日本化薬株式会社 芳香族ポリアミド樹脂組成物
DE102005005493A1 (de) * 2005-02-04 2006-08-10 Basf Ag Verfahren zur Herstellung einer wässrigen Polymerdispersion
DE102005016226A1 (de) * 2005-04-07 2006-10-12 Basf Ag Verfahren zur Herstellung einer wässrigen Polymerdispersion
DE102005052924A1 (de) * 2005-11-03 2007-05-10 Basf Ag Wässrige Dispersionen wasserlöslicher Polymere mit kammartigen Stabilisatoren
CN106893046A (zh) * 2017-04-11 2017-06-27 江苏泰格油墨有限公司 一种尼龙水性分散体及其制备方法

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4946932A (en) * 1988-12-05 1990-08-07 Eastman Kodak Company Water-dispersible polyester blends
US5026755A (en) * 1985-03-13 1991-06-25 Sun Chemical Corporation Water-based printing ink prepared from polyamide/acrylic graft copolymers
WO1995001381A1 (fr) * 1993-06-29 1995-01-12 Eastman Chemical Company Melanges polymeres comprenant des tensioactifs contenant un groupe sulfonate

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5026755A (en) * 1985-03-13 1991-06-25 Sun Chemical Corporation Water-based printing ink prepared from polyamide/acrylic graft copolymers
US4946932A (en) * 1988-12-05 1990-08-07 Eastman Kodak Company Water-dispersible polyester blends
WO1995001381A1 (fr) * 1993-06-29 1995-01-12 Eastman Chemical Company Melanges polymeres comprenant des tensioactifs contenant un groupe sulfonate

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2793800A1 (fr) * 1999-05-21 2000-11-24 Atofina Dispersions aqueuses de polyamides et de polymeres vinyliques et/ou acryliques
WO2000071594A1 (fr) * 1999-05-21 2000-11-30 Atofina Dispersions aqueuses de polyamides et de polymeres vinyliques et/ou acryliques

Also Published As

Publication number Publication date
DE19629452A1 (de) 1998-01-29
CA2260822A1 (fr) 1998-01-29
JP2000514814A (ja) 2000-11-07
CN1226261A (zh) 1999-08-18
EP0914359A1 (fr) 1999-05-12
AU3543697A (en) 1998-02-10
BR9710524A (pt) 1999-08-17
KR20000067991A (ko) 2000-11-25

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