EP0858529B1 - Dispersions aqueuses d'alkyldicetene et leur utilisation comme colle d'encollage pour papier - Google Patents

Dispersions aqueuses d'alkyldicetene et leur utilisation comme colle d'encollage pour papier Download PDF

Info

Publication number
EP0858529B1
EP0858529B1 EP96937229A EP96937229A EP0858529B1 EP 0858529 B1 EP0858529 B1 EP 0858529B1 EP 96937229 A EP96937229 A EP 96937229A EP 96937229 A EP96937229 A EP 96937229A EP 0858529 B1 EP0858529 B1 EP 0858529B1
Authority
EP
European Patent Office
Prior art keywords
carbon atoms
alcohols
weight
aqueous
dispersion
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 - Lifetime
Application number
EP96937229A
Other languages
German (de)
English (en)
Other versions
EP0858529A1 (fr
Inventor
Roland Ettl
Wolfgang Reuther
Primoz Lorencak
Johann Bonn
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
Application filed by BASF SE filed Critical BASF SE
Publication of EP0858529A1 publication Critical patent/EP0858529A1/fr
Application granted granted Critical
Publication of EP0858529B1 publication Critical patent/EP0858529B1/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • DTEXTILES; PAPER
    • D21PAPER-MAKING; PRODUCTION OF CELLULOSE
    • D21HPULP 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
    • D21H17/00Non-fibrous material added to the pulp, characterised by its constitution; Paper-impregnating material characterised by its constitution
    • D21H17/71Mixtures of material ; Pulp or paper comprising several different materials not incorporated by special processes
    • D21H17/72Mixtures of material ; Pulp or paper comprising several different materials not incorporated by special processes of organic material
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/10Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
    • D06M13/12Aldehydes; Ketones
    • D06M13/13Unsaturated aldehydes, e.g. acrolein; Unsaturated ketones; Ketenes ; Diketenes
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/01Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with natural macromolecular compounds or derivatives thereof
    • D06M15/03Polysaccharides or derivatives thereof
    • D06M15/11Starch or derivatives thereof
    • DTEXTILES; PAPER
    • D21PAPER-MAKING; PRODUCTION OF CELLULOSE
    • D21HPULP 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
    • D21H21/00Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties
    • D21H21/14Non-fibrous material added to the pulp, characterised by its function, form or properties; Paper-impregnating or coating material, characterised by its function, form or properties characterised by function or properties in or on the paper
    • D21H21/16Sizing or water-repelling agents
    • DTEXTILES; PAPER
    • D21PAPER-MAKING; PRODUCTION OF CELLULOSE
    • D21HPULP 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
    • D21H17/00Non-fibrous material added to the pulp, characterised by its constitution; Paper-impregnating material characterised by its constitution
    • D21H17/03Non-macromolecular organic compounds
    • D21H17/05Non-macromolecular organic compounds containing elements other than carbon and hydrogen only
    • D21H17/09Sulfur-containing compounds
    • DTEXTILES; PAPER
    • D21PAPER-MAKING; PRODUCTION OF CELLULOSE
    • D21HPULP 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
    • D21H17/00Non-fibrous material added to the pulp, characterised by its constitution; Paper-impregnating material characterised by its constitution
    • D21H17/03Non-macromolecular organic compounds
    • D21H17/05Non-macromolecular organic compounds containing elements other than carbon and hydrogen only
    • D21H17/10Phosphorus-containing compounds
    • DTEXTILES; PAPER
    • D21PAPER-MAKING; PRODUCTION OF CELLULOSE
    • D21HPULP 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
    • D21H17/00Non-fibrous material added to the pulp, characterised by its constitution; Paper-impregnating material characterised by its constitution
    • D21H17/03Non-macromolecular organic compounds
    • D21H17/05Non-macromolecular organic compounds containing elements other than carbon and hydrogen only
    • D21H17/17Ketenes, e.g. ketene dimers
    • DTEXTILES; PAPER
    • D21PAPER-MAKING; PRODUCTION OF CELLULOSE
    • D21HPULP 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
    • D21H17/00Non-fibrous material added to the pulp, characterised by its constitution; Paper-impregnating material characterised by its constitution
    • D21H17/20Macromolecular organic compounds
    • D21H17/21Macromolecular organic compounds of natural origin; Derivatives thereof
    • D21H17/23Lignins
    • DTEXTILES; PAPER
    • D21PAPER-MAKING; PRODUCTION OF CELLULOSE
    • D21HPULP 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
    • D21H17/00Non-fibrous material added to the pulp, characterised by its constitution; Paper-impregnating material characterised by its constitution
    • D21H17/20Macromolecular organic compounds
    • D21H17/21Macromolecular organic compounds of natural origin; Derivatives thereof
    • D21H17/24Polysaccharides
    • D21H17/28Starch
    • D21H17/29Starch cationic

Definitions

  • the invention relates to aqueous alkyldiketene dispersions, the one Alkyldiketene, cationic starch and anionic dispersants contain, as well as the use of aqueous alkyl diketene dispersions as a mass sizing agent in the manufacture of paper, Cardboard and cardboard and for the hydrophobization of cellulose fibers.
  • sizing agents are in the form of aqueous Emulsions known to be a hydrophobic cellulose reactive Sizing agents, e.g. Fatty alkyl diketene, and a cationic Starch with an amylopectin content of at least 85% and one Degree of cationization (D.S.) from 0.045 to 0.4 included.
  • the Amylopectin content in the cationic starch is preferably 98 to 100%.
  • EP-B-0 369 328 discloses aqueous alkyl diketene dispersions known that contain up to 30 wt .-% ketene dimer. Further are essential components of these alkyldiketene dispersions cationic starch, preferably cationic waxy corn starch, Aluminum sulfate, carboxylic acids with 1 to 10 carbon atoms, and sulfonates such as the sodium salt of lignin sulfonic acid or Condensation products from formaldehyde and naphthalenesulfonic acids.
  • Stabilized aqueous alkyldiketene dispersions are known from EP-B-0 437 764 known to be a protective colloid in addition to an alkyl diketene and an ester of a long chain carboxylic acid and one long chain alcohol included.
  • Preferred protective colloid come cationic strengths into consideration. Besides that, too Sorbitan esters, soaps, synthetic detergents and thickeners such as polymers of acrylamide, vinyl pyrrolidone and N-vinyl-2-methylimidazoline be used.
  • the invention has for its object new aqueous alkyl diketene dispersions to provide the long-stored can be and if possible are shear stable and high Contain concentration of dispersed alkyl diketene.
  • the invention also relates to the use of those described above aqueous alkyl diketene dispersions as bulk sizing agents in the production of paper, cardboard and cardboard as well as for Hydrophobization of cellulose fibers.
  • alkyldiketene dispersions preference is given to starting from C 14 -C 22 -alkyldiketenes or from mixtures of such alkyldiketenes.
  • Alkyldiketenes are known and commercially available. They are produced, for example, from the corresponding carboxylic acid chlorides by splitting off hydrogen chloride with tertiary amines.
  • Suitable fatty alkyl diketenes are, for example, tetradecyl diketene, palmityldiketene, stearyl diketene and behenyl diketene.
  • Diketenes with different alkyl groups are also suitable, for example stearyl palmityldiketene, behenylstearyl diketene, behenyloleyl diketene or palmitylbehenyl diketene.
  • Stearyldiketene, palmityldiketene, behenyldiketene or mixtures of stearyldiketene and palmityldiketene or mixture of behenyldiketene and stearyldiketene are preferably used.
  • the diketenes are present, for example, in concentrations of 10 to 45, preferably 15 to 25,% by weight in the aqueous emulsions.
  • the alkyldiketenes become more cationic in water in the presence of Starch emulsifies, which according to the invention have an amylopectin content of at least 95, preferably 98 to 100 wt .-%, has.
  • Such Starches can be more common, for example, by fractionation native strengths or through breeding measures from such Plants are obtained, the practically pure amylopectin starch produce, cf. Günther Tegge, starch and starch derivatives, Hamburg, Bers-Verlag 1984, pages 157 to 160.
  • Cationic Starches with an amylopectin content of at least 95, preferably 98 to 100% by weight are available on the market.
  • the Amylopectin starches have a branched structure and have a high degree of polymerization.
  • the number average molecular weights are, for example, 200 million to 400 million.
  • cationized starches are used whose amylopectin content is at least 95%.
  • the degree of cationization of starch will indicated with the help of the degree of substitution (D.S.). This value gives the number of cationic groups per monosaccharide unit in cationic strength again.
  • the cationic strengths is, for example, 0.010 to 0.150, preferably 0.02 to 0.1. In most cases lies he below 0.045, e.g. have the particularly preferred in Considering cationic strengths a degree of substitution (D.S.) from 0.020 to 0.040.
  • D.S. degree of substitution
  • the starch containing at least 95% by weight of amylopectin is cationized by introducing groups which contain tertiary or quaternary nitrogen atoms, for example by reacting the starches in question, in particular waxy maize starch, with dialkylaminoalkyl epoxides of the formula or with dialkylaminoalkyl chlorides of the formula or preferably with quaternary ammonium salts of the formula containing epoxide groups or the corresponding halohydrins of the formula
  • R 2 , R 3 and R 4 represent alkyl, aryl, aralkyl or hydrogen
  • R 1 represents an alkylene group, for example C 1 -C 6 alkylene. Examples of such compounds are 3-chloro-2-hydroxypropyltrimethylammonium chloride or glycidyltrimethylammonium chloride.
  • wax potato starch In addition to the preferred preferred waxy maize starch wax potato starch, wax wheat starch or mixtures the mentioned strengths in cationized form.
  • the cationic starches with amylopectin contents of at least 95% are contained in the aqueous alkyldiketene dispersion in an amount of 0.5 to 5, preferably 1 to 3% by weight.
  • the finely divided, aqueous alkyldiketene dispersions are usually prepared by first converting the starches containing at least 95% amylopectin to a water-soluble form. This can be done, for example, with the aid of oxidative or hydrolytic degradation in the presence of acids or simply by heating the cationic starches.
  • the starch is preferably digested in a jet cooker at temperatures in the range from 100 to 150.degree.
  • At least one C 14 -C 22 -alkyldiketene is then dispersed in the aqueous solution of the cationic starch with a minimum amylopectin content of at least 95% by weight, preferably in the presence of the dispersants (a) and (b) at temperatures above 70 ° C, for example in the range of 70 to 85 ° C.
  • the alkyldiketenes can optionally be dispersed in the presence of at least one dispersant (a) or (b).
  • the other dispersant is then added and the dispersion is optionally homogenized.
  • the dispersants (a) and (b) can also be added to a cationic starch in the dispersion then obtained, the mixture then usually being exposed again to a strong shear gradient, for example in a Homogenizer at pressures up to 1000 bar.
  • the alkyl diketenes dispersion is then cooled so that the alkyl diketenes are in solid form.
  • Finely divided aqueous alkyldiketene dispersions having an average particle diameter of, for example, 0.5 to 2.5, preferably 0.8 to 1.5 ⁇ m are obtained.
  • Ligninsulfonic acid, condensates are sufficient as dispersants (a) Formaldehyde and naphthalene sulfonic acids, styrene sulfonic acid groups containing polymers such as sulfonated polystyrenes or the alkali metal and / or ammonium salts of the sulfonic acid groups mentioned containing compounds into consideration. They are in quantities of 0.05 to 1.0, preferably 0.01 to 0.5 wt .-% in the aqueous Contain alkyldiketene dispersion.
  • the aqueous alkyldiketene dispersions contain as dispersant (b) 0.05 to 1.5% by weight of sulfuric acid semi-esters of alcohols with at least 10 C atoms, mono- or diphosphoric acid esters of alcohols with at least 10 C atoms, sulfuric acid half-esters of alkoxylated alcohols at least 10 carbon atoms, mono- or diesters of phosphoric acid from alkoxylated alcohols with at least 10 carbon atoms, C 12 - to C 30 -alkylsulfonic acids, salts and mixtures of the compounds mentioned.
  • the sulfuric acid half-esters are preferably derived from alcohols having 12 to 30 carbon atoms or from mixtures of such alcohols.
  • Alcohols suitable for the production of sulfuric acid esters are, for example, lauryl alcohol, palmityl alcohol, stearyl alcohol, behenyl alcohol and the long-chain alcohols obtainable by the oxo process.
  • the abovementioned alcohols with at least 10 carbon atoms are also suitable for the preparation of mono- or diphosphoric acid esters, which are also dispersants.
  • the for Preparation of the mono- and diphosphoric acid esters preferably used Alcohols usually have 12 to 30 carbon atoms.
  • the alcohols with at least 10 carbon atoms can also be in alkoxylated form with sulfuric acid or phosphoric acid to sulfuric acid semi-esters or mono- or diphosphoric acid esters.
  • the least Alcohols containing 10 carbon atoms can, for example alkoxylated with ethylene oxide, propylene oxide and / or butylene oxide his.
  • Ethoxylated alcohols are preferably used for the preparation the dispersant (b). 1 mole of alcohol is used up to 25, preferably 1 to 10, at least one alkylene oxide, preferably ethylene oxide.
  • alkylene oxides for example, blocks of ethylene oxide and propylene oxide or blocks of ethylene oxide, propylene oxide and butylene oxide or blocks of ethylene oxide and butylene oxide contain.
  • the order of the blocks can be any.
  • alkoxylated alcohols which are Statistically distributed alkylene oxide units by for example, a mixed gas of ethylene oxide and propylene oxide the long-chain alcohols.
  • Preferably used Alcohols with 12 to 30 carbon atoms, with 2 to 8 moles of ethylene oxide have been implemented per mole of alcohol.
  • alkyldiketene emulsions in addition to the cationic wax starches, other customary protective colloids which have hitherto been used in the preparation of alkyldiketene emulsions may also be used, for example water-soluble cellulose ethers, polyacrylamides, polyvinyl alcohols, polyvinylpyrrolidones, polyamides, polyamidoamines and mixtures of the aforementioned Links.
  • the dispersions according to the invention can optionally contain further substances which are customary in alkyldiketene dispersions, for example C 1 -C 10 -carboxylic acids such as formic acid, acetic acid or propionic acid.
  • the acids are used in amounts of 0.01 to 1% by weight.
  • the alkyldiketene dispersions may also contain conventional biocides, which can be used in amounts of up to 1% by weight.
  • aqueous alkyldiketene dispersions according to the invention are storage stable and compared to the previously known highly concentrated aqueous alkyl diketene dispersions also shear stable. You can processed just as well as low-concentration aqueous Alkyldiketene dispersions.
  • aqueous starch solution thus prepared 20 parts of one are added at a temperature of 85 ° C 85 ° C heated melt of stearyl diketene, 0.3 parts of sodium lignin sulfonate and 0.2 part of the monophosphoric acid ester of hexadecanol.
  • the mixture is then a minute with a Ultraturrax treated, then twice at a pressure of 200 bar homogenized in a homogenizer (LAB 100). After cooling a stearyldiketene dispersion is also obtained at room temperature a solids content of 23%.
  • a 3.90% aqueous solution is first prepared cationic starch with an amylopectin content of 98% and a D.S. of 0.03 by making the required amount of starch suspended in water, the suspension heated to 95 ° C and stir at this temperature until a clear solution arose.
  • aqueous starch solution thus prepared are given at a temperature of 85 ° C 20 parts melt of stearyl diketene heated to 85 ° C., 0.1 part of a commercial naphthalenesulfonic acid-formaldehyde condensate and 0.5 part of the sodium salt of hexadecyl sulfonic acid.
  • the Mixture is treated with an Ultraturrax for one minute and then twice at a pressure of 200 bar in a laboratory homogenizer homogenized. After cooling to room temperature a stearyldiketene dispersion with a solids content is obtained of 23.6%.
  • Example 3 is repeated with the exception that the aqueous starch solution in a jet cooker at one temperature of 135 ° C. After homogenizing and cooling down You get a diketene dispersion with a room temperature Solids content of 23.6%.
  • a 4.20% aqueous solution is first prepared cationic starch with an amylopectin content of more than 98% and a D.S. value of 0.041 by using the required amount of starch suspended in water and the Suspension in a jet cooker at a temperature of 135 ° C brings in solution.
  • aqueous starch solution thus obtained 25 parts are added after cooling to a temperature of 85 ° C a melt of stearyl diketene heated to 85 ° C, 0.3 part a commercially available naphthalenesulfonic acid-formaldehyde condensate and 0.5 part of the sodium salt of hexadecyl sulfonic acid.
  • the mixture is treated with an Ultraturrax for one minute and then twice at a pressure of 200 bar in a laboratory homogenizer homogenized. After cooling to room temperature a stearyldiketene dispersion with a solids content is obtained of 28.8%.
  • Example 5 is repeated with the exception that as Dispersant 0.2 parts sodium lignin sulfonate and 0.7 parts of the sulfuric acid half-ester of octadecanol instead of the in Amounts of anionic dispersants given in Example 5 used. A stearyldiketene dispersion with a Solids content of 28.9%.
  • a 3.90% aqueous solution is first prepared cationic starch with an amylopectin content of 98% and a D.S. value of 0.035 by taking the required Amount of starch suspended in water and the suspension through Treatment in a jet cooker at a temperature of 125 ° C brings in solution.
  • a 5.30% aqueous solution is first prepared cationic starch with an amylopectin content of 98% and a D.S. value of 0.035 by taking the required Amount of starch suspended in water and the suspension through Treatment in a jet cooker at 135 ° C in solution.
  • a 3.25% aqueous dispersion is first prepared cationic starch, in which the ratio of amylopectin to Amylose is 3: 1 and the one D.S. Has a value of 0.033 by the required amount of starch is suspended in water and the suspension by stirring at a temperature of 95 ° C Brings solution.
  • a 4.20% aqueous solution is first prepared cationic starch, in which the ratio of amylopectin to amylose is 3: 1 and has a D.S. value of 0.040.
  • starch is suspended in water and dissolved by heating to 95 ° C.
  • the table shows the viscosities of the aqueous alkyldiketene dispersions immediately after preparation and after storage for 90 days at 25.degree.
  • the table also gives sizing values which were obtained using the alkyldiketene dispersions according to the examples and comparative examples with the following material model: wood-free, 100% blown. Birch sulfate with a degree of grinding of 35 ° Schopper-Riegler, 40% chalk and 0.025% of a commercially available high-molecular polyacrylamide as a retention agent. Paper sheets with a basis weight of 80 g / m 2 were produced on a Rapid-Köthen sheet former. The ash content was 17%. The sizing values were determined after storage at 48 ° C. for 48 hours.

Landscapes

  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Paper (AREA)

Claims (7)

  1. Dispersions aqueuses d'un alkyldicétène, qui contiennent un alkyldicétène, de l'amidon cationique et des dispersants anioniques, caractérisées en ce que l'amidon cationique a une teneur en amylopectine d'au moins 95 % en poids, et que les dispersions contiennent, en tant que dispersants anioniques :
    (a) de 0,05 à 1,0 % en poids d'acide ligninesulfonique, de produits de condensation de l'acide naphtalènesulfonique et du formaldéhyde, de polystyrène sulfoné, de sels et de mélange des polymères mentionnés, et
    (b) de 0,05 à 1,5 % en poids d'un semi-ester de l'acide sulfurique d'alcools ayant au moins 10 atomes de carbone, de l'ester de l'acide mono- ou diphosphorique d'alcools ayant au moins 10 atomes de carbone, du semi-ester de l'acide sulfurique d'alcools alcoxylés ayant au moins 10 atomes de carbone, de l'ester de l'acide mono- ou diphosphorique d'alcools alcoxylés ayant au moins 10 atomes de carbone, d'acides alkylsulfoniques en C12 à C30, de sels et mélanges des composés mentionnés.
  2. Dispersions aqueuses d'un alkyldicétène selon la revendication 1, caractérisées en ce que l'amidon cationique a une teneur en amylopectine d'au moins 98 % et un degré de substitution (D.S.) de 0,02 à 0,1, et qu'elles contiennent, en tant que dispersants anioniques
    (a) de 0,1 à 0,5 % en poids d'acide ligninesulfonique, de produits de condensation de l'acide naphtalènesulfonique et du formaldéhyde, de polystyrène sulfoné, de sels et de mélange des polymères mentionnés, et
    (b) de 0,1 à 1,0 % en poids d'un semi-ester de l'acide sulfurique d'alcools ayant au moins 10 atomes de carbone, de l'ester de l'acide mono- ou diphosphorique d'alcools ayant au moins 10 atomes de carbone, du semi-ester de l'acide sulfurique d'alcools alcoxylés ayant au moins 10 atomes de carbone, de l'ester de l'acide mono- ou diphosphorique d'alcools alcoxylés ayant au moins 10 atomes de carbone, d'acides alkylsulfoniques en C12 à C30, de sels et mélanges des composés mentionnés.
  3. Dispersions aqueuses d'un alkyldicétène selon les revendications 1 ou 2, caractérisées en ce qu'elles contiennent des amidons de maïs visqueux cationiques.
  4. Dispersions aqueuses d'un alkyldicétène selon la revendication 1, caractérisées en ce que le degré de substitution (D.S.) des amidons cationiques est inférieur à 0,045.
  5. Dispersions aqueuses d'un alkyldicétène selon la revendication 1, caractérisées en ce que le degré de substitution (D.S.) des amidons cationiques est de 0,02 à 0,040.
  6. Dispersions aqueuses d'un alkyldicétène selon la revendication 1, caractérisées en ce qu'elles contiennent
    (a) de 0,1 à 0,5 % en poids du sel de sodium et/ou de potassium de l'acide ligninesulfonique ou de produits de condensation de l'acide naphtalènesulfonique et du formaldéhyde, et
    (b) de 0,1 à 1,0 % en poids des sels de sodium et/ou de potassium de semi-esters de l'acide sulfurique d'alcools ayant de 16 à 22 atomes de carbone et/ou des sels de sodium et/ou de potassium d'acides alkylsulfoniques en C16 à C22.
  7. Utilisation des dispersions aqueuses d'un alkyldicétène selon l'une des revendications 1 à 6, en tant qu'agent d'encollage dans la masse lors de la fabrication du papier, du carton et du carton mince, et pour rendre hydrophobes des fibres de cellulose.
EP96937229A 1995-11-03 1996-10-25 Dispersions aqueuses d'alkyldicetene et leur utilisation comme colle d'encollage pour papier Expired - Lifetime EP0858529B1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE19540998 1995-11-03
DE19540998A DE19540998A1 (de) 1995-11-03 1995-11-03 Wäßrige Alkyldiketen-Dispersionen und ihre Verwendung als Leimungsmittel für Papier
PCT/EP1996/004638 WO1997017491A1 (fr) 1995-11-03 1996-10-25 Dispersions aqueuses d'alkyldicetene et leur utilisation comme colle d'encollage pour papier

Publications (2)

Publication Number Publication Date
EP0858529A1 EP0858529A1 (fr) 1998-08-19
EP0858529B1 true EP0858529B1 (fr) 2002-07-31

Family

ID=7776538

Family Applications (1)

Application Number Title Priority Date Filing Date
EP96937229A Expired - Lifetime EP0858529B1 (fr) 1995-11-03 1996-10-25 Dispersions aqueuses d'alkyldicetene et leur utilisation comme colle d'encollage pour papier

Country Status (6)

Country Link
US (1) US6001166A (fr)
EP (1) EP0858529B1 (fr)
AT (1) ATE221594T1 (fr)
CA (1) CA2231541C (fr)
DE (2) DE19540998A1 (fr)
WO (1) WO1997017491A1 (fr)

Families Citing this family (25)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6268414B1 (en) 1999-04-16 2001-07-31 Hercules Incorporated Paper sizing composition
DE19927363A1 (de) * 1999-06-16 2000-12-21 Cognis Deutschland Gmbh Verwendung von langkettigen Fettethern
US6231659B1 (en) * 1999-06-24 2001-05-15 Albemarle Corporation Sizing agents and starting materials for their preparation
KR100520230B1 (ko) * 2000-08-07 2005-10-11 악조 노벨 엔.브이. 제지방법
US6918995B2 (en) * 2000-08-07 2005-07-19 Akzo Nobel N.V. Process for the production of paper
US20020096275A1 (en) * 2000-08-07 2002-07-25 Erik Lindgren Sizing dispersion
US20020166648A1 (en) * 2000-08-07 2002-11-14 Sten Frolich Process for manufacturing paper
US6572736B2 (en) 2000-10-10 2003-06-03 Atlas Roofing Corporation Non-woven web made with untreated clarifier sludge
CN1172983C (zh) * 2002-10-28 2004-10-27 汕头市奇佳机械厂有限公司 以淀粉为基料的全降解仿纸材料及其制备方法
US7943789B2 (en) * 2002-12-17 2011-05-17 Kemira Oyj Alkenylsuccinic anhydride composition and method of using the same
TW200504265A (en) * 2002-12-17 2005-02-01 Bayer Chemicals Corp Alkenylsuccinic anhydride surface-applied system and uses thereof
US20060060814A1 (en) * 2002-12-17 2006-03-23 Lucyna Pawlowska Alkenylsuccinic anhydride surface-applied system and method for using the same
BRPI0410262A (pt) * 2003-05-16 2006-05-16 Basf Ag material para embalagem, e, uso dos produtos de papel
WO2005038133A1 (fr) * 2003-10-08 2005-04-28 Ciba Specialty Chemicals Holding Inc. Additif permettant de diminuer le peluchage et le poussierage du papier
DE10349727A1 (de) * 2003-10-23 2005-05-25 Basf Ag Feste Mischungen aus einem Reaktivleimungsmittel und Stärke, Verfahren zu ihrer Herstellung und ihre Verwendung
DE102004010447A1 (de) * 2004-03-01 2005-09-22 Basf Ag Wässrige Dispersion von Reaktivleimungsmitteln, Verfahren zu ihrer Herstellung und ihre Verwendung
WO2006058711A2 (fr) * 2004-11-29 2006-06-08 Basf Aktiengesellschaft Agent d'encollage pour papier
US20090281212A1 (en) * 2005-04-28 2009-11-12 Lucyna Pawlowska Alkenylsuccinic anhydride surface-applied system and uses thereof
US7931778B2 (en) 2005-11-04 2011-04-26 Cargill, Incorporated Lecithin-starches compositions, preparation thereof and paper products having oil and grease resistance, and/or release properties
PT1977039E (pt) * 2006-01-25 2014-09-25 Stora Enso Ab Composição para apresto, método para a produção de papel ou cartão com apresto e papel ou cartão com apresto
SI1865105T1 (sl) * 2006-06-09 2010-01-29 Cooperatie Avebe U A Postopek za izdelavo papirja ob uporabi kationskega amilopektinskega škroba
US20090272505A1 (en) * 2006-06-27 2009-11-05 Basf Se Method for finishing paper and paper products
US8608908B2 (en) 2010-04-02 2013-12-17 International Paper Company Method and system using low fatty acid starches in paper sizing composition to inhibit deposition of multivalent fatty acid salts
EP3209627B1 (fr) 2014-10-23 2021-08-04 Basf Se Procédé pour l'hydrophobisation de béton
JP2017534728A (ja) * 2014-10-23 2017-11-24 ビーエーエスエフ ソシエタス・ヨーロピアBasf Se プレハブ建築材料の製造方法

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SE461404C (sv) * 1988-06-22 1999-11-15 Betzdearborn Inc Limningskomposition, förfarande för framställning därav, förfarande för framställning av limmat papper, och limmat papper
US4861376A (en) * 1988-11-10 1989-08-29 Hercules Incorporated High-solids alkyl ketene dimer dispersion
DE4001237A1 (de) * 1990-01-18 1991-07-25 Basf Ag Stabilisierte waessrige alkyldiketenemulsionen
DE19512399A1 (de) * 1995-04-03 1996-10-10 Basf Ag Papierleimungsmittelmischungen

Also Published As

Publication number Publication date
EP0858529A1 (fr) 1998-08-19
WO1997017491A1 (fr) 1997-05-15
CA2231541A1 (fr) 1997-05-15
US6001166A (en) 1999-12-14
CA2231541C (fr) 2005-04-05
DE59609517D1 (de) 2002-09-05
DE19540998A1 (de) 1997-05-07
ATE221594T1 (de) 2002-08-15

Similar Documents

Publication Publication Date Title
EP0858529B1 (fr) Dispersions aqueuses d'alkyldicetene et leur utilisation comme colle d'encollage pour papier
DE68904374T2 (de) Leimzusammensetzung, verfahren zu ihrer herstellung und verfahren zu ihrer verwendung.
DE69302587T2 (de) Wässerige zusammensetzungen für die leimung von papier
DE69910716T2 (de) Verwendung einer esterverbindung als mittel zur erhöhung des volumens eines papiers und verfahren zur herstellung eines voluminösen papiers
DE3780532T2 (de) Amphoterische staerke und verfahren zu deren herstellung.
DE69500081T2 (de) Leimungsverfahren, und wässrige Leimungsdispersion
DE3630268A1 (de) Invertleim fuer die masseleimung und oberflaechenleimung von papier
WO1999037859A1 (fr) Systeme pour rendre hydrophobe du papier ou un produit fibreux similaire
EP0208667B1 (fr) Dispersions aqueuses, procédé pour les préparer et usage des dispersions comme agents d'encollage
EP0819193B1 (fr) Melanges d'agents d'encollage pour papier
DE68926632T2 (de) Verfahren für die Papierleimung
AT506695B1 (de) Zusammensetzung zur papierleimung
EP0437764B1 (fr) Emulsions aqueuses stables de dimère cétène-alcyle
DE69834926T2 (de) Kolophoniumemulsion
EP1966439A1 (fr) Emulsion pour le collage du papier, son procede de fabrication et son utilisation
DE3404086A1 (de) Leimzusammensetzung fuer die papierherstellung
DE69308035T2 (de) Verfahren zur herstellung von einem hydrophoben leimungsmittel
DE2423651B2 (de) Verfahren zur verleimung von cellulosefasern
AT406492B (de) Wässrige papierleimungsmitteldispersionen und verfahren zu ihrer herstellung
DE3873826T2 (de) Zusammensetzungen zum leimen von papier.
DE2431808A1 (de) Waessrige emulsion und ihre verwendung zum leimen von papier
DE3004185A1 (de) Waessrige dispersion auf basis eines harzmaterials und eines dispergiermittels und verfahren zur herstellung der waessrigen dispersion
WO1989005376A1 (fr) Agent de collage pour du papier
DE3131220C2 (de) Wäßrige Dispersion auf Basis eines Kolophoniumbasismaterials und Verfahren zu ihrer Herstellung
DE3104576A1 (de) Verfahren zur masseleimung von papier

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

17P Request for examination filed

Effective date: 19980324

AK Designated contracting states

Kind code of ref document: A1

Designated state(s): AT DE FI FR SE

GRAG Despatch of communication of intention to grant

Free format text: ORIGINAL CODE: EPIDOS AGRA

GRAG Despatch of communication of intention to grant

Free format text: ORIGINAL CODE: EPIDOS AGRA

GRAH Despatch of communication of intention to grant a patent

Free format text: ORIGINAL CODE: EPIDOS IGRA

17Q First examination report despatched

Effective date: 20011228

GRAH Despatch of communication of intention to grant a patent

Free format text: ORIGINAL CODE: EPIDOS IGRA

GRAA (expected) grant

Free format text: ORIGINAL CODE: 0009210

AK Designated contracting states

Kind code of ref document: B1

Designated state(s): AT DE FI FR SE

REF Corresponds to:

Ref document number: 221594

Country of ref document: AT

Date of ref document: 20020815

Kind code of ref document: T

REF Corresponds to:

Ref document number: 59609517

Country of ref document: DE

Date of ref document: 20020905

ET Fr: translation filed
PLBE No opposition filed within time limit

Free format text: ORIGINAL CODE: 0009261

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

Free format text: STATUS: NO OPPOSITION FILED WITHIN TIME LIMIT

26N No opposition filed

Effective date: 20030506

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

Ref country code: SE

Payment date: 20131028

Year of fee payment: 18

Ref country code: AT

Payment date: 20131029

Year of fee payment: 18

Ref country code: FR

Payment date: 20131031

Year of fee payment: 18

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

Ref country code: FI

Payment date: 20131022

Year of fee payment: 18

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

Ref country code: DE

Payment date: 20131230

Year of fee payment: 18

REG Reference to a national code

Ref country code: DE

Ref legal event code: R119

Ref document number: 59609517

Country of ref document: DE

REG Reference to a national code

Ref country code: SE

Ref legal event code: EUG

REG Reference to a national code

Ref country code: AT

Ref legal event code: MM01

Ref document number: 221594

Country of ref document: AT

Kind code of ref document: T

Effective date: 20141025

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

Ref country code: SE

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

Effective date: 20141026

Ref country code: FI

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

Effective date: 20141025

Ref country code: DE

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

Effective date: 20150501

REG Reference to a national code

Ref country code: FR

Ref legal event code: ST

Effective date: 20150630

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

Ref country code: AT

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

Effective date: 20141025

Ref country code: FR

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

Effective date: 20141031