EP0019169B2 - Verwendung von wässrigen Dispersionen von amidgruppenhaltigen Emulsions-Copolymerisaten zum Verfestigen von Faservliesen - Google Patents

Verwendung von wässrigen Dispersionen von amidgruppenhaltigen Emulsions-Copolymerisaten zum Verfestigen von Faservliesen Download PDF

Info

Publication number
EP0019169B2
EP0019169B2 EP80102412A EP80102412A EP0019169B2 EP 0019169 B2 EP0019169 B2 EP 0019169B2 EP 80102412 A EP80102412 A EP 80102412A EP 80102412 A EP80102412 A EP 80102412A EP 0019169 B2 EP0019169 B2 EP 0019169B2
Authority
EP
European Patent Office
Prior art keywords
weight
parts
carbon atoms
general formula
acid
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
EP80102412A
Other languages
German (de)
English (en)
French (fr)
Other versions
EP0019169B1 (de
EP0019169A1 (de
Inventor
Bernhard Dr. Czauderna
Andreas Dr. Einwiller
Kaspar Dr. Bott
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
BASF SE
Original Assignee
BASF SE
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=6071215&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=EP0019169(B2) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by BASF SE filed Critical BASF SE
Publication of EP0019169A1 publication Critical patent/EP0019169A1/de
Publication of EP0019169B1 publication Critical patent/EP0019169B1/de
Application granted granted Critical
Publication of EP0019169B2 publication Critical patent/EP0019169B2/de
Expired legal-status Critical Current

Links

Classifications

    • D—TEXTILES; PAPER
    • D04—BRAIDING; LACE-MAKING; KNITTING; TRIMMINGS; NON-WOVEN FABRICS
    • D04H—MAKING TEXTILE FABRICS, e.g. FROM FIBRES OR FILAMENTARY MATERIAL; FABRICS MADE BY SUCH PROCESSES OR APPARATUS, e.g. FELTS, NON-WOVEN FABRICS; COTTON-WOOL; WADDING ; NON-WOVEN FABRICS FROM STAPLE FIBRES, FILAMENTS OR YARNS, BONDED WITH AT LEAST ONE WEB-LIKE MATERIAL DURING THEIR CONSOLIDATION
    • D04H1/00—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres
    • D04H1/40—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres from fleeces or layers composed of fibres without existing or potential cohesive properties
    • D04H1/58—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres from fleeces or layers composed of fibres without existing or potential cohesive properties by applying, incorporating or activating chemical or thermoplastic bonding agents, e.g. adhesives
    • D04H1/587—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres from fleeces or layers composed of fibres without existing or potential cohesive properties by applying, incorporating or activating chemical or thermoplastic bonding agents, e.g. adhesives characterised by the bonding agents used
    • D—TEXTILES; PAPER
    • D04—BRAIDING; LACE-MAKING; KNITTING; TRIMMINGS; NON-WOVEN FABRICS
    • D04H—MAKING TEXTILE FABRICS, e.g. FROM FIBRES OR FILAMENTARY MATERIAL; FABRICS MADE BY SUCH PROCESSES OR APPARATUS, e.g. FELTS, NON-WOVEN FABRICS; COTTON-WOOL; WADDING ; NON-WOVEN FABRICS FROM STAPLE FIBRES, FILAMENTS OR YARNS, BONDED WITH AT LEAST ONE WEB-LIKE MATERIAL DURING THEIR CONSOLIDATION
    • D04H1/00—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres
    • D04H1/40—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres from fleeces or layers composed of fibres without existing or potential cohesive properties
    • D04H1/42—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres from fleeces or layers composed of fibres without existing or potential cohesive properties characterised by the use of certain kinds of fibres insofar as this use has no preponderant influence on the consolidation of the fleece
    • D04H1/425—Cellulose series
    • D04H1/4258—Regenerated cellulose series
    • D—TEXTILES; PAPER
    • D04—BRAIDING; LACE-MAKING; KNITTING; TRIMMINGS; NON-WOVEN FABRICS
    • D04H—MAKING TEXTILE FABRICS, e.g. FROM FIBRES OR FILAMENTARY MATERIAL; FABRICS MADE BY SUCH PROCESSES OR APPARATUS, e.g. FELTS, NON-WOVEN FABRICS; COTTON-WOOL; WADDING ; NON-WOVEN FABRICS FROM STAPLE FIBRES, FILAMENTS OR YARNS, BONDED WITH AT LEAST ONE WEB-LIKE MATERIAL DURING THEIR CONSOLIDATION
    • D04H1/00—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres
    • D04H1/40—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres from fleeces or layers composed of fibres without existing or potential cohesive properties
    • D04H1/42—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres from fleeces or layers composed of fibres without existing or potential cohesive properties characterised by the use of certain kinds of fibres insofar as this use has no preponderant influence on the consolidation of the fleece
    • D04H1/4326—Condensation or reaction polymers
    • D04H1/4334—Polyamides
    • D—TEXTILES; PAPER
    • D04—BRAIDING; LACE-MAKING; KNITTING; TRIMMINGS; NON-WOVEN FABRICS
    • D04H—MAKING TEXTILE FABRICS, e.g. FROM FIBRES OR FILAMENTARY MATERIAL; FABRICS MADE BY SUCH PROCESSES OR APPARATUS, e.g. FELTS, NON-WOVEN FABRICS; COTTON-WOOL; WADDING ; NON-WOVEN FABRICS FROM STAPLE FIBRES, FILAMENTS OR YARNS, BONDED WITH AT LEAST ONE WEB-LIKE MATERIAL DURING THEIR CONSOLIDATION
    • D04H1/00—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres
    • D04H1/40—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres from fleeces or layers composed of fibres without existing or potential cohesive properties
    • D04H1/42—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres from fleeces or layers composed of fibres without existing or potential cohesive properties characterised by the use of certain kinds of fibres insofar as this use has no preponderant influence on the consolidation of the fleece
    • D04H1/4326—Condensation or reaction polymers
    • D04H1/435—Polyesters
    • D—TEXTILES; PAPER
    • D04—BRAIDING; LACE-MAKING; KNITTING; TRIMMINGS; NON-WOVEN FABRICS
    • D04H—MAKING TEXTILE FABRICS, e.g. FROM FIBRES OR FILAMENTARY MATERIAL; FABRICS MADE BY SUCH PROCESSES OR APPARATUS, e.g. FELTS, NON-WOVEN FABRICS; COTTON-WOOL; WADDING ; NON-WOVEN FABRICS FROM STAPLE FIBRES, FILAMENTS OR YARNS, BONDED WITH AT LEAST ONE WEB-LIKE MATERIAL DURING THEIR CONSOLIDATION
    • D04H1/00—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres
    • D04H1/40—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres from fleeces or layers composed of fibres without existing or potential cohesive properties
    • D04H1/58—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres from fleeces or layers composed of fibres without existing or potential cohesive properties by applying, incorporating or activating chemical or thermoplastic bonding agents, e.g. adhesives
    • D04H1/64—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres from fleeces or layers composed of fibres without existing or potential cohesive properties by applying, incorporating or activating chemical or thermoplastic bonding agents, e.g. adhesives the bonding agent being applied in wet state, e.g. chemical agents in dispersions or solutions
    • D04H1/645—Impregnation followed by a solidification process
    • D—TEXTILES; PAPER
    • D04—BRAIDING; LACE-MAKING; KNITTING; TRIMMINGS; NON-WOVEN FABRICS
    • D04H—MAKING TEXTILE FABRICS, e.g. FROM FIBRES OR FILAMENTARY MATERIAL; FABRICS MADE BY SUCH PROCESSES OR APPARATUS, e.g. FELTS, NON-WOVEN FABRICS; COTTON-WOOL; WADDING ; NON-WOVEN FABRICS FROM STAPLE FIBRES, FILAMENTS OR YARNS, BONDED WITH AT LEAST ONE WEB-LIKE MATERIAL DURING THEIR CONSOLIDATION
    • D04H1/00—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres
    • D04H1/40—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres from fleeces or layers composed of fibres without existing or potential cohesive properties
    • D04H1/58—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres from fleeces or layers composed of fibres without existing or potential cohesive properties by applying, incorporating or activating chemical or thermoplastic bonding agents, e.g. adhesives
    • D04H1/64—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres from fleeces or layers composed of fibres without existing or potential cohesive properties by applying, incorporating or activating chemical or thermoplastic bonding agents, e.g. adhesives the bonding agent being applied in wet state, e.g. chemical agents in dispersions or solutions
    • D04H1/645—Impregnation followed by a solidification process
    • D04H1/65—Impregnation followed by a solidification process using mixed or composite fibres
    • D—TEXTILES; PAPER
    • D04—BRAIDING; LACE-MAKING; KNITTING; TRIMMINGS; NON-WOVEN FABRICS
    • D04H—MAKING TEXTILE FABRICS, e.g. FROM FIBRES OR FILAMENTARY MATERIAL; FABRICS MADE BY SUCH PROCESSES OR APPARATUS, e.g. FELTS, NON-WOVEN FABRICS; COTTON-WOOL; WADDING ; NON-WOVEN FABRICS FROM STAPLE FIBRES, FILAMENTS OR YARNS, BONDED WITH AT LEAST ONE WEB-LIKE MATERIAL DURING THEIR CONSOLIDATION
    • D04H1/00—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres
    • D04H1/70—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres characterised by the method of forming fleeces or layers, e.g. reorientation of fibres
    • D04H1/74—Non-woven fabrics formed wholly or mainly of staple fibres or like relatively short fibres characterised by the method of forming fleeces or layers, e.g. reorientation of fibres the fibres being orientated, e.g. in parallel (anisotropic fleeces)
    • 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
    • D06M15/285—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acid amides or imides
    • D06M15/29—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acid amides or imides containing a N-methylol group or an etherified N-methylol group; containing a N-aminomethylene group; containing a N-sulfidomethylene group

Definitions

  • This invention relates to the use of aqueous dispersions of emulsion copolymers containing amide groups for strengthening nonwoven fabrics.
  • Binding, impregnating and coating agents based on aqueous dispersions of copolymers are increasingly being used in the field of the production of bonded nonwovens from natural and / or synthetic, organic or inorganic fibers and also of pigment prints, as well as in the fields of textile impregnation and coating after drying and, if appropriate, a heat treatment, crosslinking and then largely resistant to the usual methods of chemical cleaning and washing.
  • solidified nonwovens must neither lose their bulk, nor harden, nor become lappy and soft. Discoloration should not occur, for example, in the case of impregnation or coatings, or in the case of consolidated nonwovens.
  • the known binding agents, impregnating agents and coating agents based on aqueous copolymers containing amide groups often contain as main monomers in amounts of 80 and more percent, ie. H. as main monomers, mixtures of butadiene and styrene or acrylonitrile and very often acrylic and / or methacrylic acid esters containing 1 to 8 carbon atoms and / or vinyl esters, e.g. B. vinyl acetate, and / or vinyl chloride, optionally copolymerized together with acrylonitrile and butadiene.
  • main monomers in amounts of 80 and more percent, ie. H. as main monomers, mixtures of butadiene and styrene or acrylonitrile and very often acrylic and / or methacrylic acid esters containing 1 to 8 carbon atoms and / or vinyl esters, e.g. B. vinyl acetate, and / or vinyl chloride, optionally copolymerized together with acrylon
  • such copolymers generally contain the N-methylolamides of acrylic and / or methacrylic acid and / or their ethers derived from alkanols, which usually contain 1 to 4 carbon atoms, polymerized.
  • the amount of monomers containing such amide groups is usually between 3 and 6% by weight and, in addition, the copolymers usually also contain a, ⁇ -monoolefinically unsaturated mono- and / or dicarboxylic acids or their amides copolymerized with 3 to 5 carbon atoms. Examples of such binders are known from US Pat. No. 3,137,589.
  • these known binders, impregnating agents and coating agents form films, coatings or impregnating agents as well as bonds between the fibers of nonwoven fabrics, which, when tempered at temperatures of generally 120 to 200, usually 130 to 160 ° C crosslink and thereby obtain excellent solvent and wash resistance. This also applies if such binders are used in pigment printing pastes.
  • binders are used in pigment printing pastes.
  • the aqueous dispersions according to claim 1 contain emulsion copolymers which contain 3 to 10% by weight of units of the general formula I. exhibit.
  • the copolymers of the dispersions contain at least 85% of their weight, ie as main monomers, (a) a mixture of 40 to 60 parts by weight of styrene and / or acrylonitrile and 60 to 40 parts by weight of butadiene or (b) acrylic and / or methacrylic acid esters 1 to 8 Alkanols and / or vinyl esters of acetic or propionic acid and / or vinyl chloride containing carbon atoms and optionally up to 40% by weight of the total monomers (b), of acrylonitrile, styrene or butadiene and in addition to the monomers (a) and (b) 0 to 5% of their weight of a, ⁇ -monoolefinically unsaturated mono- and / or dicarboxylic acids
  • the recurring units of the general formula I contained in the copolymers are derived from N-acrylamidoglycolic acid and / or N-methacrylamidoglycolic acid, which can be used in the preparation of the aqueous copolymer dispersions by emulsion polymerization, their amount generally being used in emulsion copolymerization 3 to 10% by weight, based on the total monomers, preferably 3 to 6% by weight.
  • the recurring units of the general formula I can also advantageously be obtained in the amide group-containing copolymers by emulsion copolymers which contain the above-mentioned main monomers in copolymerized form in the amounts indicated therein, and generally 1.5 to 6% of their weight of acrylamide and / or contain copolymerized methacrylamide, reacted with glyoxylic acid, it being possible, for example, based on the polymerized (meth) acrylamide, to use equivalent or excess amounts of glyoxylic acid; a deficit of glyoxylic acid can also be used.
  • the amide group-containing copolymers which contain recurring units of the general formula I can be prepared by polymerizing the monomer mixture containing acrylic and / or methacrylamide in aqueous emulsion in the presence of glyoxylic acid under otherwise customary conditions.
  • the copolymers containing amide groups contained in the dispersions can also contain 0 to 3, preferably 0.5 to 1% of their weight of N-methylolamides ⁇ , ⁇ -rnonoo, mono-unsaturated mono- and / and / or 3 to 5 carbon atoms. or contain copolymerized dicarboxylic acids or their 1 to 4 carbon atoms in the alkyl radical containing alkyl ethers, in which case a content of 3 to 6% by weight of the units of the general formula I in the copolymers is expedient.
  • Alkanols containing 1 to 8 carbon atoms as acrylic and methyl acrylate esters include, in particular, ethyl acrylate and methacrylate, n-butyl acrylate and methacrylate, isobutyl acrylate and methacrylate and 2-ethyl acrylate and methacrylate, as well as methyl acrylate and in amounts up to 10% by weight, based on the total monomers (b) methyl methacrylate and tert-butyl acrylate and methacrylate.
  • the aqueous dispersions of the copolymers containing amide groups can be prepared in a conventional manner by emulsion polymerization using the customary radical-forming polymerization initiators, emulsifying and dispersing auxiliaries and, if appropriate, regulators.
  • the amount of mostly anionic and / or nonionic emulsifiers is generally between 0.1 and 10, preferably between 1 and 5% by weight, and examples of anionic emulsifiers are fatty acids, resin acids, 4 to 18 carbon atoms containing 6 to 18 carbon atoms.
  • the emulsifiers are not critical for the agents according to the invention or the preparation of the dispersions; the emulsifiers which are generally customary for this purpose can be used in the usual amounts.
  • Addition products of ethylene oxide with fatty alcohols such as lauryl, myristil, cetyl, stearyl and oleyl alcohol, with fatty acids, such as lauric, myristic, palmitic, stearic and oleic acid, and with their amides and other are nonionic emulsifiers
  • fatty alcohols such as lauryl, myristil, cetyl, stearyl and oleyl alcohol
  • fatty acids such as lauric, myristic, palmitic, stearic and oleic acid
  • Alkylphenol such as isooctyl, iso-nonyl and dodecylphenol.
  • Examples are also reaction products of ethylene oxide with isononyl, dodecyl, tetradecyl mercaptan and higher alkyl mercaptans or higher alkyl thiophenols or corresponding reaction products of etherified or esterified polyhydroxy compounds with a longer alkyl chain, such as sorbitol monostearate.
  • the alkoxylation products mentioned generally contain 5 to 80 mol of ethylene oxide, and those alkoxylation products of the type mentioned which contain propylene oxide in addition to ethylene oxide are also suitable.
  • Suitable initiators are e.g. B. inorganic peroxo compounds, such as hydrogen peroxide, sodium, potassium or ammonium peroxydisulfate, peroxocarbonates and borate peroxyhydrates, furthermore organic peroxo compounds, such as acyl hydroperoxides, diacyl peroxides, alkyl hydroperoxides, dialkyl peroxides and esters, such as tert-butyl perbenzoate.
  • the amount of initiator is generally in the range from 0.01 to 5% by weight, based on the total monomers.
  • the peroxo compounds mentioned can also be used in combination with reducing agents as redox catalysts.
  • Suitable reducing agents are alkali disulfites, alkali or ammonium hydrogen sulfites, thiosulfate, dithionite and formaldehyde sulfoxylates, furthermore iron (II) sulfate, titanium (III) sulfate, glucose and ascorbic acid.
  • promoters off is advantageous.
  • metal salts in particular copper, manganese, iron, cobalt and / or nickel salts.
  • a controller come z. B. carbon tetrachloride, trichloromomethane, carbon tetrachloride, methallyl chloride, alcohols such as isopropanol and dodecanol, alkyl mercaptans and dialkyl xantogenates such as diisopropyl xantogenate disulfide in question.
  • the emulsion polymerization is generally carried out at from 10 to 95 ° C., preferably from 40 to 90 ° C., the pH generally being between 1 and 9. This gives dispersions whose copolymer content is generally 30 to 60% by weight.
  • emulsion copolymerization which, for. B. can be carried out according to the monomer feed process or emulsion feed process, instead of N-acrylamidoglycolic acid or N-methacrylamidoglycolic acid, acrylic or methacrylamide in a sufficient amount, i. H.
  • aqueous dispersions of the amide group-containing copolymers which have recurring units of the general formula I, an additional also conventional additives, for. B. pigments, antioxidants, dyes, plasticizers and film-forming agents in the usual amounts. They are particularly useful as binders for nonwovens made from the usual natural and synthetic fibers, e.g. B. from cotton, wool, polyethylene glycol terephthalate, polyamides and / or polyolefins, and from rock wool, asbestos fibers, etc.
  • doubled, reinforced with thread, needled, rolled and / or shrunk nonwovens can be used.
  • the binders can be applied to the nonwovens in a conventional manner, by impregnation, foam impregnation, spraying, splashing or printing.
  • the impregnated fleece is generally dried and then annealed. Drying can take place, for example, in the course of 1 to 10 minutes at 100 to 170 ° C, the annealing within 0.5 to 3 minutes at temperatures of 110 to 200 ° C.
  • the amount of binder used is such that the copolymer contains 15 to 60% by weight, based on the amount of the fiber material, of the consolidated nonwoven copolymer.
  • aqueous dispersion of an amide group-containing copolymer with 4.5% by weight of repeating units of the general formula I is obtained.
  • the dispersion can be used as such as a binder for nonwoven fabrics.
  • a solution of 1 126 parts of ethyl acrylate, 26 is added to a solution of 8 parts of a 30% strength aqueous solution of hydrogen peroxide, 0.24 parts of ascorbic acid and 0.001 2 parts of iron (II) sulfate in 602 parts of water at 40 ° C.
  • An emulsion of 284 parts of ethyl acrylate, 284 parts is added to a mixture of 4 parts of a 30% aqueous solution of hydrogen peroxide, 0.12 part of ascorbic acid and 0.000 6 parts of iron (II) sulfate in 425 parts of water at 45 ° C.
  • n-butyl acrylate 23 parts of N-methylol methacrylamide (used as a 45% aqueous solution), 13 parts of acrylamide and 6 parts of sodium dodecyl sulfate in 401 parts of water and 50 parts of an aqueous activator solution composed of 1.2 parts of ascorbic acid and 0.000 6 parts of iron (II ) - sulfate in 48.8 parts of water within 2 hours. Subsequently, 10 parts of further activator solution of the stated composition are added at the same temperature within a further hour.
  • glyoxylic acid monohydrate After cooling, 17 parts of glyoxylic acid monohydrate are added and an aqueous dispersion of a copolymer containing amide groups is obtained which contains 4.4% by weight of units of the general formula I.
  • the dispersion is suitable as such and also after the addition of customary additives as a binder for nonwoven fabrics, for example in the production of interlining nonwovens.
  • Example 2 The procedure is as given in Example 1, but only 566 g of ethyl acrylate and 27 g of N-acrylamidoglycolic acid are used as monomers. An aqueous dispersion is obtained under otherwise identical conditions, which can be used as such as a binder for nonwoven fabrics.
  • a cross-laid nonwoven fabric (basis weight 40 g / m 2 ) consisting of 65 parts of polyamide staple fibers (3.3 dtex / 60 mm staple length) and 35 parts of polyester staple fibers (1.7 dtex / 40 mm staple length) is impregnation with the binders of Examples 1 - impregnated. 4 The solids content of the liquors is 15%.
  • a nonwoven fabric consisting of 100% polyamide fibers (3.3 dtex / 40 mm stack length) with a basis weight of 45 g / m 2 is soaked with the binders of Examples 1-4 (batches as under Example 1), the excess of binder squeezed between 2 rollers and the impregnated substrate dried and condensed at 140 ° C for 6 minutes.
  • the fiber / binder ratio is 2: 1 in all cases.
  • the results of the strip tensile test (DIN 53 857, sheet 2) are summarized in Table 1 below:
  • a cross-laid carded fleece consisting of 100% viscose fibers with 1.7 dtex titer and 40 mm stack length, which has a basis weight of 50 g / m 2 , is made in the same way as in Examples 5 and 6 with the polymer dispersions 1-4 solidified.
  • the results of the strip tensile tests on the nonwovens with a fiber / binder ratio of 7: 3 are summarized in Table 2 below.
  • Example 1 According to the information in Example 1, a mixture of 566 parts of ethyl acrylate, 13 parts of N-methylol methacrylamide (40% aqueous solution) and 13 parts of acrylic acid is polymerized.
  • Example 1 a monomer mixture of 566 parts of ethyl acrylate and 45.5 parts of N-methylol methacrylamide (45% aqueous solution) is polymerized under otherwise identical conditions.

Landscapes

  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nonwoven Fabrics (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Paints Or Removers (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Paper (AREA)
  • Adhesives Or Adhesive Processes (AREA)
EP80102412A 1979-05-19 1980-05-05 Verwendung von wässrigen Dispersionen von amidgruppenhaltigen Emulsions-Copolymerisaten zum Verfestigen von Faservliesen Expired EP0019169B2 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19792920377 DE2920377A1 (de) 1979-05-19 1979-05-19 Binde-, impraegnier- und ueberzugsmittel auf basis einer waessrigen dispersion eines amidgruppenhaltigen copolymerisats
DE2920377 1979-05-19

Publications (3)

Publication Number Publication Date
EP0019169A1 EP0019169A1 (de) 1980-11-26
EP0019169B1 EP0019169B1 (de) 1983-01-26
EP0019169B2 true EP0019169B2 (de) 1989-02-22

Family

ID=6071215

Family Applications (1)

Application Number Title Priority Date Filing Date
EP80102412A Expired EP0019169B2 (de) 1979-05-19 1980-05-05 Verwendung von wässrigen Dispersionen von amidgruppenhaltigen Emulsions-Copolymerisaten zum Verfestigen von Faservliesen

Country Status (5)

Country Link
US (1) US4289676A (enrdf_load_stackoverflow)
EP (1) EP0019169B2 (enrdf_load_stackoverflow)
JP (1) JPS55155062A (enrdf_load_stackoverflow)
DE (2) DE2920377A1 (enrdf_load_stackoverflow)
ES (1) ES491606A0 (enrdf_load_stackoverflow)

Families Citing this family (36)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4454301A (en) * 1982-06-07 1984-06-12 American Cyanamid Company Crosslinking coating compositions
US4522973A (en) * 1983-09-06 1985-06-11 American Cyanamid Company Low temperature crosslinkable emulsion
DE3507154A1 (de) * 1985-02-28 1986-08-28 Röhm GmbH, 6100 Darmstadt Gebundenes textiles flaechengebilde und verfahren zu seiner herstellung
JPH0623363B2 (ja) * 1985-05-09 1994-03-30 日本カーバイド工業株式会社 感圧接着剤組成物
DE3534874A1 (de) * 1985-09-30 1987-04-02 Basf Lacke & Farben Loesliches, vernetzbares acrylatcopolymerisat, verfahren zu seiner herstellung und ueberzugsmittel auf der basis des acrylatcopolymerisats
EP0223908B1 (en) * 1985-11-18 1993-02-24 Tomio Nakazawa Process for continuous production of nonwoven highly water-absorbent complex
EP0237643A3 (en) * 1985-12-24 1989-07-05 Air Products And Chemicals, Inc. Formaldehyde-free vinyl acetate/ethylene/n-acryl-amidoglycolic acid copolymers useful as non-woven binders
US4808660A (en) * 1986-04-03 1989-02-28 Gencorp Inc. Latex containing copolymers having a plurality of activatable functional ester groups therein
US4956495A (en) * 1986-11-14 1990-09-11 Gencorp. Inc. Process for preparing unsaturated nitrogen containing acids
US4954564A (en) * 1986-11-14 1990-09-04 Gencorp Inc. Process for preparing unsaturated nitrogen containing acids
US4814226A (en) * 1987-03-02 1989-03-21 Air Products And Chemicals, Inc. Nonwoven products bonded with vinyl acetate/ethylene/self-crosslinking monomer/acrylamide copolymers having improved blocking resistance
US4774283A (en) * 1987-03-02 1988-09-27 Air Products And Chemicals, Inc. Nonwoven binders of vinyl acetate/ethylene/self-crosslinking monomers/acrylamide copolymers having improved blocking resistance
DE3734752A1 (de) * 1987-10-14 1989-05-03 Basf Ag Verfahren zur herstellung von waessrigen (meth)acrylsaeureester-copolymer-dispersionen in zwei stufen und deren verwendung als impraegnier-, ueberzugs- und bindemittel fuer flaechige fasergebilde
US5028655A (en) * 1987-12-15 1991-07-02 Union Oil Company Of California Fast cure, zero formaldehyde binder for cellulose
US5008326A (en) * 1987-12-15 1991-04-16 Union Oil Company Of California Process for preparing a fast cure, zero formaldehyde binder for cellulose
US4844970A (en) * 1988-01-12 1989-07-04 Air Products And Chemicals, Inc. Zirconium (III) salts as cure co-catalysts for nonwoven binders comprising acrylamidoglycolic acid
US4939200A (en) * 1988-01-28 1990-07-03 Union Oil Company Of California Fast curing binder for cellulose
US4861076A (en) * 1988-04-13 1989-08-29 Newman Sanitary Gasket Company Gasket for sanitary pipe fittings
US5278222A (en) * 1989-02-13 1994-01-11 Rohm And Haas Company Low viscosity, fast curing binder for cellulose
US5198492A (en) * 1989-02-13 1993-03-30 Rohn And Haas Company Low viscosity, fast curing binder for cellulose
DE3911943A1 (de) * 1989-04-12 1990-10-18 Basf Ag Waessrige kunstharzdispersionen
DE3911942A1 (de) * 1989-04-12 1990-10-18 Basf Ag Waessrige kunstharzdispersionen
IT1238234B (it) * 1989-12-21 1993-07-12 Eniricerche Spa Polimeri contenenti unita' (met) acrilammido maloniche
IT1243492B (it) * 1990-11-23 1994-06-15 Eniricerche Spa Composizioni acquose gelificabili contenenti polimeri con particolari gruppi funzionali chelanti utili per il recupero del petrolio da un giacimento.
US5314943A (en) * 1990-11-30 1994-05-24 Rohm And Haax Company Low viscosity high strength acid binder
DE4040959C1 (enrdf_load_stackoverflow) * 1990-12-20 1992-03-12 Wacker-Chemie Gmbh, 8000 Muenchen, De
US5200460A (en) * 1991-04-30 1993-04-06 Shell Oil Company Polyacetal polymer blends
US5122502A (en) * 1991-07-11 1992-06-16 Eastman Kodak Company Copolymers of alkyl (2-acrylamidomethoxy carboxylic esters) as subbing/barrier layers
DE9110054U1 (de) * 1991-08-14 1991-10-10 Röhm GmbH, 64293 Darmstadt Wäßriges Bindemittel für textile Flächengebilde
DE59305131D1 (de) * 1992-10-06 1997-02-27 Basf Ag Zur Kompostierung geeigneter Vliesstoff, gebunden mit einem Saccharidpfropfpolymerisat
US5415926A (en) * 1993-02-25 1995-05-16 National Starch And Chemical Investment Holding Corporation Process for reducing the free aldehyde content in N-alkylol amide monomers
DE4344149A1 (de) 1993-12-23 1995-06-29 Basf Ag Formaldehydfreie wäßrige Kunstharzdispersionen
US5523345A (en) * 1994-02-25 1996-06-04 Gencorp Inc. Latex binder compositions
DE102005037113A1 (de) * 2005-08-03 2007-02-08 Basf Ag Verwendung einer thermisch härtbaren wässrigen Zusammensetzung als Bindemittel für Substrate
US20070298208A1 (en) * 2006-06-27 2007-12-27 Aseere Lester M Process of preparing carpet backing using nonwoven material
CN102808354A (zh) * 2011-05-30 2012-12-05 星光Pmc株式会社 板纸制造方法

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL245012A (enrdf_load_stackoverflow) * 1958-11-05
FR1411715A (fr) * 1964-06-09 1965-09-24 Nobel Bozel Amides alpha, beta-éthyléniques nu-alcoylolées et leur procédé de fabrication
FR1458364A (fr) * 1965-08-26 1966-03-04 Nobel Bozel Nouvelles laques acryliques thermodurcissables

Also Published As

Publication number Publication date
JPS6364463B2 (enrdf_load_stackoverflow) 1988-12-12
US4289676A (en) 1981-09-15
DE3061753D1 (en) 1983-03-03
ES8203944A1 (es) 1982-04-16
DE2920377A1 (de) 1980-12-04
EP0019169B1 (de) 1983-01-26
JPS55155062A (en) 1980-12-03
ES491606A0 (es) 1982-04-16
EP0019169A1 (de) 1980-11-26

Similar Documents

Publication Publication Date Title
EP0019169B2 (de) Verwendung von wässrigen Dispersionen von amidgruppenhaltigen Emulsions-Copolymerisaten zum Verfestigen von Faservliesen
EP0311908B1 (de) Verfahren zur Herstellung von wässrigen (Meth)acrylsäureester-Copolymer-Dispersionen in zwei Stufen und deren Verwendung als Imprägnier-, Überzugs- und Bindemittel für flächige Fasergebilde
DE69321068T2 (de) Emulsionsbindemittel mit niedrigem Restformaldehyd und mit verbesserter Reissfestigkeit
DE3787749T2 (de) Textilmaterialien, Verfahren zur Herstellung und Zusammensetzungen für deren Herstellung.
DE69112963T2 (de) Verfahren zur Behandlung eines porösen Substrates.
DE1594069B2 (enrdf_load_stackoverflow)
DE1619206B2 (de) Beschichtungslatex fuer gewebte stoffe und dessen verwendung
DE3202093A1 (de) Acrylkunststoffdispersion
DE68922755T2 (de) Schnellvernetzungsbindemittel für Cellulose.
DE1191683B (de) Flaechengebilde aus nicht verwebtem Fasermatrial
EP0765960B1 (de) Verfahren zur Herstellung wiederverwertbarer Faserverbundwerkstoffe
EP0080635A2 (de) Selbstvernetzende wässrige Kunststoffdispersion
EP0661305B1 (de) Formaldehydfreie wässrige Kunstharzdispersionen
DE3750209T2 (de) Vliesstoff mit Akrylatinterpolymer-Bindemittel und Verfahren zur Herstellung desselben.
DE60104334T2 (de) Formaldehydfreier vernetzter kern-schale-latex für textilien
DE2649532C2 (de) Verfahren zur Herstellung von wäßrigen Dispersionen von Äthylen-Vinylacetat-Copolymerisaten
DE2357068C2 (de) Verfahren zur Herstellung reinigungsbeständiger Vliesstoffe
DE4040959C1 (enrdf_load_stackoverflow)
DE602004000117T2 (de) Einbringen eines selbstvernetzenden Polymers in ein Vliesstoffbindemittel zur Verbesserung der Nassfestigkeit eines befeuchteten Wischtuches
DE68919390T2 (de) Ausgedehnte Polymer-Zusammensetzungen und Textilien auf deren Basis.
DE2512589C2 (de) Thermisch selbstvernetzende Copolymere
DE1232103B (de) Verfahren zur Herstellung von Beschichtungen, Impraegnierungen und Verklebungen von Faser-substraten wie Geweben, Vliessen sowie zum Kaschieren von Schaumstoffen mit Geweben unter Verwendung von Pfropfpolymerisaten
EP0392353B1 (de) Wässrige Kunstharzdispersionen
EP0775177B1 (de) Wässrige kontaktklebstoffdispersion mit hoher lagerstabilität und auswaschbarem film
EP0019161B1 (de) Imprägnier- und Bindemittel auf der Basis wässriger Dispersionen von Copolymerisaten, die Epoxygruppen aufweisen und ihre Verwendung

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

AK Designated contracting states

Designated state(s): BE DE FR GB NL SE

17P Request for examination filed

Effective date: 19801206

GRAA (expected) grant

Free format text: ORIGINAL CODE: 0009210

AK Designated contracting states

Designated state(s): BE DE FR GB NL SE

REF Corresponds to:

Ref document number: 3061753

Country of ref document: DE

Date of ref document: 19830303

ET Fr: translation filed
PLBI Opposition filed

Free format text: ORIGINAL CODE: 0009260

PLBI Opposition filed

Free format text: ORIGINAL CODE: 0009260

26 Opposition filed

Opponent name: SOCIETE FRANCAISE HOECHST

Effective date: 19831017

26 Opposition filed

Opponent name: HOECHST AKTIENGESELLSCHAFT, FRANKFURT

Effective date: 19831022

PUAH Patent maintained in amended form

Free format text: ORIGINAL CODE: 0009272

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: PATENT MAINTAINED AS AMENDED

27A Patent maintained in amended form

Effective date: 19890222

AK Designated contracting states

Kind code of ref document: B2

Designated state(s): BE DE FR GB NL SE

NLR2 Nl: decision of opposition
ET3 Fr: translation filed ** decision concerning opposition
NLR3 Nl: receipt of modified translations in the netherlands language after an opposition procedure
EAL Se: european patent in force in sweden

Ref document number: 80102412.6

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: FR

Payment date: 19980424

Year of fee payment: 19

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: GB

Payment date: 19980501

Year of fee payment: 19

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: BE

Payment date: 19980512

Year of fee payment: 19

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: NL

Payment date: 19980518

Year of fee payment: 19

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: SE

Payment date: 19990428

Year of fee payment: 20

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: GB

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 19990505

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: DE

Payment date: 19990528

Year of fee payment: 20

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: BE

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 19990531

BERE Be: lapsed

Owner name: BASF A.G.

Effective date: 19990531

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: NL

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 19991201

GBPC Gb: european patent ceased through non-payment of renewal fee

Effective date: 19990505

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: FR

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20000131

NLV4 Nl: lapsed or anulled due to non-payment of the annual fee

Effective date: 19991201

REG Reference to a national code

Ref country code: FR

Ref legal event code: ST

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: SE

Free format text: THE PATENT HAS BEEN ANNULLED BY A DECISION OF A NATIONAL AUTHORITY

Effective date: 20000530

EUG Se: european patent has lapsed

Ref document number: 80102412.6

APAH Appeal reference modified

Free format text: ORIGINAL CODE: EPIDOSCREFNO