EP2032759A1 - Dispersions aqueuses de dimère alkyle cétène - Google Patents

Dispersions aqueuses de dimère alkyle cétène

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Publication number
EP2032759A1
EP2032759A1 EP07729773A EP07729773A EP2032759A1 EP 2032759 A1 EP2032759 A1 EP 2032759A1 EP 07729773 A EP07729773 A EP 07729773A EP 07729773 A EP07729773 A EP 07729773A EP 2032759 A1 EP2032759 A1 EP 2032759A1
Authority
EP
European Patent Office
Prior art keywords
acid
dispersions
weight
alkyl ketene
aqueous
Prior art date
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Granted
Application number
EP07729773A
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German (de)
English (en)
Other versions
EP2032759B1 (fr
Inventor
Christoph Hamers
Andreas Brockmeyer
Markus Schmid
Klaus Lorenz
Ulrich Riebeling
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BASF SE
Original Assignee
BASF SE
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Filing date
Publication date
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Classifications

    • 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
    • D21H17/00—Non-fibrous material added to the pulp, characterised by its constitution; Paper-impregnating material characterised by its constitution
    • D21H17/03—Non-macromolecular organic compounds
    • D21H17/05—Non-macromolecular organic compounds containing elements other than carbon and hydrogen only
    • D21H17/17—Ketenes, e.g. ketene dimers
    • 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
    • D21H17/00—Non-fibrous material added to the pulp, characterised by its constitution; Paper-impregnating material characterised by its constitution
    • D21H17/20—Macromolecular organic compounds
    • D21H17/21—Macromolecular organic compounds of natural origin; Derivatives thereof
    • D21H17/23—Lignins
    • 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
    • D21H17/00—Non-fibrous material added to the pulp, characterised by its constitution; Paper-impregnating material characterised by its constitution
    • D21H17/20—Macromolecular organic compounds
    • D21H17/21—Macromolecular organic compounds of natural origin; Derivatives thereof
    • D21H17/24—Polysaccharides
    • D21H17/28—Starch
    • D21H17/29—Starch cationic
    • 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
    • D21H17/00—Non-fibrous material added to the pulp, characterised by its constitution; Paper-impregnating material characterised by its constitution
    • D21H17/63—Inorganic compounds
    • D21H17/66—Salts, e.g. alums
    • 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
    • D21H21/00—Non-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
    • D21H21/14—Non-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
    • D21H21/16—Sizing or water-repelling agents
    • 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
    • D21H27/00—Special paper not otherwise provided for, e.g. made by multi-step processes
    • D21H27/10—Packing paper

Definitions

  • the invention relates to aqueous alkyl ketene dimer dispersions containing at least 15% by weight of an alkyl ketene dimer and at least one water-soluble cationic starch, aluminum sulfate and at least one condensation product of naphthalenesulfonic acid and formaldehyde or lignin sulfonic acid or their salts.
  • Aqueous dispersions of alkyl ketene dimers are commercial products. They are used for the hydrophobization of paper and cardboard.
  • the aqueous alkyl ketene dispersions usually contain cationic starch and sodium lignisulfonates as stabilizers.
  • the term dispersion refers to a 2-phase system containing solid particles in a liquid phase as a continuous medium.
  • the term emulsion is understood as meaning a 2-phase system which contains liquid droplets emulsified in a further liquid phase.
  • alkylketene dimers used as hydrophobizing agents have a melting point of about 45-70.degree. Therefore, mixtures of Alkylketendime- ren and water at temperatures below 40 ° C dispersions and at temperatures above 45 ° C emulsions.
  • US Pat. No. 4,240,935 discloses aqueous alkyl ketene dimer dispersions which contain as stabilizers epichlorohydrin resins, sodium lignosulfonates and / or a condensation product of the sodium salt of naphthalenesulfonic acid and formaldehyde.
  • the solids content of the aqueous dispersions is 5 to 25% by weight, with the ratio of alkyl ketene dimer to epichlorohydrin resin being in the range of 4: 1 to 1: 3.
  • Alkylketendimer dispersions having a solids content up to 30 wt.% Known. They contain as stabilizers, in each case based on Alkylketendi- mer, 0.15 to 1, 5 wt .-% aluminum sulfate, 0.1 to 5 wt .-% of a carboxylic acid having 1 to 10 carbon atoms, 10 to 30 wt.
  • % of a cationic starch and 1 to 5% by weight of a salt of lignosulfonic acid or a condensation product of formaldehyde and a salt of naphthalene sulfonic acid, the viscosity of these dispersions being increased by less than 100 centistokes after four weeks of storage at a temperature of 32 ° C.
  • containers based on cardboard for consumables, especially milk and cream.
  • the walls of such containers are usually two-sided sometimes coated with polyethylene on one side only.
  • a paperboard obtainable by mass-sizing a stock of an aqueous slurry of cellulosic fibers with at least one mass mediator in the presence of at least one retention agent and a cationic polymer such as polyvinylamine , As a sizing agent z.
  • a sizing agent z aqueous dispersions of alkylketene dimers and / or rosin size emulsified, each of which is emulsified with the aid of cationic starch.
  • Aluminum compounds are practically only used together with resin glue.
  • DE-A 10 2004 002 370 discloses a packaging material comprising at least one two-layer composite of glued paper or glued cardboard and at least one water-impermeable film for producing containers for the packaging of liquids.
  • the paper or cardboard contains a finely divided water-insoluble or water-swellable synthetic polymer having an average particle size of 1 .mu.m to 1000 .mu.m.
  • the object of the invention is to provide a further alkyl ketene dimer dispersion which is storage stable and shear stable.
  • the dispersion should lead to containers which have an improvement in terms of edge penetration, in particular hydrogen peroxide edge penetration, compared to products sized with known dispersions.
  • aqueous alkyl ketene dimer dispersions containing at least 15% by weight of an alkyl ketene dimer and at least one water-soluble cationic starch, aluminum sulfate and at least one condensation product of naphthalenesulfonic acid and formaldehyde or ligninsulfonic acid or their salts, if the dispersions are each obtained on alkyl ketendimer, 2 to 50 wt .-% aluminum sulfate, wherein the dispersions at an aluminum sulfate content of 2 to 15 wt .-% additionally 0.1 to 5 wt .-% of a saturated carboxylic acid having 1 to 10 carbon atoms, benzenesulfonic acid, p - Contain toluenesulfonic acid and / or a mineral acid.
  • the aqueous alkyl ketene dimer dispersions preferably contain, based on alkyl ketene dimer, 5 to 30 wt .-% aluminum sulfate. Particular preference is given to those alkyl ketene dimer dispersions which, based on alkyl ketene dimer, contain 10 to 20% by weight of aluminum sulfate.
  • aqueous alkyl ketene dimer dispersions in each case based on alkyl ketene dimer,
  • the dispersions additionally contain 0.1 to 5 wt .-% of a saturated carboxylic acid having 1 to 10 carbon atoms, benzenesulfonic acid, p-toluenesulfonic acid and / or a mineral acid.
  • aqueous alkyl ketene dimer dispersions containing 15 to 30% by weight of at least one alkyl ketene dimer and, in each case based on alkyl ketene dimers,
  • Alkylketene dimers can be prepared, for example, with the aid of the general formula
  • Hydrocarbon radical which may be saturated or unsaturated, linear or branched.
  • the substituents R 1 and R 2 include, for example, the following radicals: Oc- tyl, decyl, dodecyl, tetradecyl, hexadecyl, octadecyl, eicosyl, docosyl, tetracosyl, phenyl, benzyl, beta-naphthyl and cyclohexyl.
  • the preferred alkyl ketene dimers contain as R 1 and R 2 saturated and mono or polyunsaturated and branched hydrocarbon compounds having 12 to 20, preferably 14 to 18 carbon atoms.
  • the compounds of the formula I are prepared, for example, by reacting carboxylic acid chlorides with tertiary amines.
  • carboxylic acid chlorides obtainable by chlorination of naturally occurring fatty acids or mixtures thereof, e.g. B. acid chlorides based on fatty acids, which are obtained from coconut oil, tall oil, castor oil, olive oil, beef tallow or palm kernel fat.
  • Typical examples of carboxylic acid chlorides are myristic acid chloride, palmitic acid chloride, stearic acid chloride, oleic acid chloride, behenic acid chloride and isostearic acid chloride.
  • the reaction of the carboxylic acid chlorides with the tertiary amines is carried out with particular advantage in the absence of solvents with intensive mixing at temperatures of 65 to 150 ° C. according to the process known from EP-A 1 453 821.
  • the aqueous dispersions contain at least 15% by weight up to 30% by weight of alkyl ketene dimer, preferably from 15 to 25% by weight of alkyl ketene dimer.
  • the novel aqueous alkyl ketene dimer dispersions are stabilized with the aid of cationic starch.
  • cationic starch all water-soluble starches come into consideration, which have an amino group as the cationic group. Such starches are commercial products. They are z. Example, by reacting native starch with compounds having tertiary or quaternary nitrogen atoms such as Dialkylaminoalkylepoxide or Dialkylaminoalkylchloride. Examples of such compounds are 3-chloro-2-hydroxypropyltrimethylammonium chloride and glycidyltrimethylammonium chloride. The degree of cationization of the starch is indicated, for example, by means of the degree of substitution (DS).
  • This value represents the number of cationic groups per monosaccharide unit in the cationic starch.
  • the degree of substitution DS of the cationic starch is preferably 0.01 to 0.5 and is usually in the range of 0.02 to 0.4.
  • a cationic starch is also obtainable by first subjecting a native starch to enzymatic degradation and then cationizing the degraded starch. Starches with the specified degree of substitution DS have a sufficient number of cationic groups that they are positively charged in aqueous solution.
  • starches from potatoes, tapioca, rice, wheat, corn, sorghum and peas come into consideration as cationic starches.
  • the amylopectin content of the starches may be, for example, 0.1 to 100%.
  • An example of a water-soluble cationic starch is Percole® 134 EP with a degree of substitution D.S. from 0.17.
  • Preferably used cationic starches have a degree of substitution D.S. of at least 0.08.
  • cationic potato starch which is modified with a tertiary or a quaternary amine and has a viscosity of 50 to 200 mPas (measured in a Brookfield viscometer at a temperature of 20 ° C, spindle 2 at a solids content of 3.0 %).
  • aqueous alkyl ketene dimer dispersions usually contain 10 to 30% by weight, preferably 15 to 25% by weight, of at least one cationic starch. They are positively charged and have a positive total charge even in the presence of the other dispersion stabilizers.
  • the aqueous alkyl ketene dimer dispersions contain from 2 to 50% by weight, based on alkyl ketene dimer, of aluminum sulfate. In most cases, the content of the aqueous dispersions of aluminum sulfate, based in each case on alkyl ketene dimer, is from 5 to 30% by weight, in particular from 10 to 20% by weight.
  • the aqueous alkyl ketene dimer dispersions comprise as further stabilizer at least one condensation product of naphthalenesulfonic acid and formaldehyde or a condensation product of a salt of naphthalenesulfonic acid and formaldehyde and / or lignin sulfonic acid or a salt of lignin sulfonic acid.
  • Suitable salts of naphthalenesulphonic acid and of ligninsulphonic acid are, for example, the alkali metal, ammonium and alkaline earth metal salts, in particular the ammonium, calcium, magnesium, potassium and sodium salts. Particular preference is given to using the sodium salts of lignosulfonate or of condensation products of the sodium salt of naphthalenesulfonic acid and formaldehyde as dispersion stabilizer.
  • the sulfonic acid or sulfonate group-containing dispersion stabilizers for example, in amounts of 1 to 5, preferably 1, 8 to 4 wt .-%, based on Alkylketendimer used.
  • the aqueous alkyl ketene dimer dispersions according to the invention additionally contain from 0.1 to 5% by weight, based on alkyl ketene dimer, of a saturated carboxylic acid having from 1 to 10 carbon atoms, with an aluminum sulfate content of from 2 to 15% by weight, based on alkyl ketene dimer. Benzenesulfonic acid, p-toluenesulfonic acid and / or a mineral acid.
  • the aqueous alkyl ketene dimer dispersions may optionally additionally contain another acid.
  • acids are preferably carboxylic acids having 1 to 10 carbon atoms into consideration, for example formic acid, acetic acid, propionic acid, lactic acid, salicylic acid, maleic acid, fumaric acid, benzoic acid, citric acid, adipic acid and phthalic acid.
  • the pH of the aqueous alkyl ketene dimer dispersions is for example 2.0 to 4.0.
  • aqueous alkyl ketene dimer dispersions described above are used as bulk and surface sizing agents for paper and paper products.
  • Paper products should be understood as both cardboard and paperboard. In the production of paper and paper products one can start from cellulose fibers of all kinds, both natural and recovered fiber, especially fibers from waste paper.
  • fibrous materials for the production of pulps all conventional qualities come into consideration, for. B. wood pulp, bleached and unbleached pulp and pulps from all annual plants.
  • Wood pulp includes, for example, groundwood, thermo-mechanical pulp (TMP), chemo-thermo-mechanical pulp (CTMP), pressure groundwood, semi-pulp, high yield pulp and refiner mechanical pulp (RMP).
  • pulp for example, sulphate, sulfite and soda pulps come into consideration.
  • unbleached pulp also referred to as unbleached kraft pulp
  • Suitable annual plants for the production of pulps are, for example, rice, wheat, sugar cane and kenaf.
  • For the preparation of the pulp waste paper can also be used with advantage, which is used either alone or in admixture with other fibers or it is based on fiber blends of a primary material and recycled coated Committee, z.
  • the aqueous alkyl ketene dimer dispersions according to the invention can be used in the production of paper and paper products together with the usual process chemicals such as retention aids, flocculants and dehydrating agents, fixing agents, wet and dry strength agents, biocides, dyes, alkenylsuccinic anhydrides and rosin size.
  • Alkylketene dimers emulsified in accordance with the invention are shear stable and storage stable. For example, they can be stored for more than three months.
  • the aqueous alkyl ketene dimer dispersions according to the invention are preferably used as engine size agents in the production of paper and paper products.
  • a pulp may contain from 0.01% to 0.6% by weight, based on the solids content of the pulp, of an alkyl ketene dimer.
  • bulk sized products having a basis weight of, for example, 40 to 400 g / m 2 are obtained .
  • paperboard used for the manufacture of consumer liquid containers has a basis weight of 100 to 300 g / m 2 .
  • the amount of alkyl ketene dimer used for sizing paper or paper products is, for example, 0.05 to 4.0, preferably 0.15 to 0.8,% by weight, based on dry paper stock.
  • the mass-sized paper product is coated on one or both sides with a film of a plastic or metal such as aluminum.
  • Suitable plastic films can be made of polyethylene, polypropylene, polyamide or polyester.
  • the slides can z. B. be connected by means of an adhesive with the sized paper products.
  • films which have been coated with an adhesive are used, applied to a paper product on one or both sides, and then the composition is compressed.
  • it is also possible to coat the surface of the sized paper products with an adhesive then apply the films and then compress the composite.
  • thermoplastic films may also be processed into a composite directly by the application of heat and pressure to the mass-sized paper product from which suitable blanks for the manufacture of containers for the packaging of liquids are then made.
  • Such packaging is preferably used in the food sector, for.
  • beverages such as mineral water, juices or milk or for the production of drinking vessels such as cups.
  • These packages depend on having good values for edge penetration, i.
  • the sized paper product should absorb as little or practically no liquid.
  • the cutting edges of such containers must have increased resistance to the penetration of hot hydrogen peroxide and lactic acid.
  • the containers for liquid packaging produced with the alkyl ketene dimer dispersions according to the invention have improved values for the hydrogen peroxide edge penetration compared to containers which have been sized with known alkyl ketene dimer dispersions, with very good values for lactic acid edge penetration. Unless otherwise indicated in the context, the percentages in the examples mean percent by weight.
  • a total of 1000 g batch contained the following components:
  • the mixture was homogenized by a high pressure homogenizer (Model APV-Lab 60) with a pressure of 170 bar with two passes. To the warm emulsion was then added 49 g of aluminum sulfate. The pH of the alkyldiketene dispersion was adjusted to 3.6 by the addition of 0.1 M HCl. The solids content of the dispersion was 28%.
  • the alkyldiketene dispersion After storage for 5 weeks at a temperature of 32 ° C., the alkyldiketene dispersion had a viscosity of 100 mPas (measured in a Brookfield viscometer, spindle 2, 20 ° C.).
  • a total of 500 g batch contained the following components:
  • Ci 6 / C 18 -alkyl diketene 100 g of Ci 6 / C 18 -alkyl diketene 22.5 g of cationic starch (Amaizo® 2187) 2 g of sodium lignosulfonate (Lignasol® XD) 368.4 g of 0.01 M acetic acid 0.33 g of aluminum sulfate (5% in water) water ad 500 g.
  • the mixture was then homogenized with a single pass through a high pressure homogenizer (Model APV-Lab 60) with a pressure of 170 bar.
  • a high pressure homogenizer Model APV-Lab 60
  • To the warm emulsion was then added 0.33 g of a 5% aluminum sulfate solution.
  • the pH of the dispersion was adjusted to 3.6 by addition of 0.1 M hydrochloric acid.
  • the solids content was 25%.
  • the dispersion After storage for 5 weeks at 32 ° C., the dispersion had a viscosity of 120 mPas (measured in a Brookfield viscometer, spindle 2, 20 ° C.).
  • the top layer of the carton consisted of pulp with 70% bleached short fiber and 30% bleached long fiber.
  • the center of the carton was 60% pulp (CTMP) and 40% coated broke.
  • the cardboard base was 100% unbleached pulp. Table 1
  • the air-conditioned leaves are weighed (accuracy 1 mg), the weight is then converted to g / m 2 .
  • a laboratory size press with the designated parts that fix the rolls of tape is being rebuilt, taking care that the tape sticks to each other exactly, d. H. the adhesive surfaces do not come into contact with the rollers.
  • Speed of the size press was 2.2 m / min, the contact pressure 4 bar.
  • the halved leaves on the round side can still be shortened by approx. 1-1.5 cm. Then the pasted leaves were cut out with scissors.
  • the thickness of the pasted and cut sheets was measured (0.001 mm accuracy). Subsequently, the thickness of the adhesive tape was peeled off to determine the net thickness. The leaves were each measured after gluing, because then they had a better homogeneity.
  • the peroxide was heated to 70 ° C. in metal dishes by means of a water bath.
  • the samples were weighed dry, placed in the peroxide bath for 10 minutes, weighted with a grid to ensure that they did not float, then retrieved, adhered peroxide with filter paper, and immediately weighed back wet.
  • Edge absorption [g I ml * 1000 ⁇ -r ,. r , 2 l edge absorptive [kg I m ⁇ t
  • W basis weight is [g / m 2 ]
  • b width of the strips [mm]
  • t thickness of the strips [ ⁇ m]
  • the AKD dispersion according to the invention shows in comparison to the comparative examples a significant improvement in the values for the hydrogen peroxide penetration. In the case of lactic acid edge penetration, on the other hand, only a slight improvement of the AKD dispersion according to the invention compared to the comparative dispersion can be seen.

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  • Paper (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Cosmetics (AREA)

Abstract

L'invention concerne des dispersions aqueuses de dimère alkyle cétène, contenant au moins 15 % en poids d'un dimère alkyle cétène et au moins un amidon cationique hydrosoluble, du sulfate d'aluminium et au moins un produit de condensation d'acide naphtalène sulfonique et de formaldéhyde ou d'acide lignine sulfonique ou leurs sels, les dispersions contenant, respectivement par rapport au dimère alkyle cétène, de 2 à 50 % en poids de sulfate d'aluminium et les dispersions contenant également, avec une teneur en sulfate d'aluminium de 2 à 15 % en poids, de 0,1 à 5 % en poids d'un acide carboxylique saturé ayant de 1 à 10 atomes de carbone, de l'acide benzène sulfonique, de l'acide p-toluène sulfonique et/ou un acide minéral. L'invention concerne également l'utilisation des dispersions en tant qu'agent de collage en masse ou en surface pour le papier et la fabrication du papier.
EP07729773A 2006-06-09 2007-06-01 Dispersions aqueuses de dimère alkyle cétène Active EP2032759B1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP07729773A EP2032759B1 (fr) 2006-06-09 2007-06-01 Dispersions aqueuses de dimère alkyle cétène

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP06115218 2006-06-09
EP07729773A EP2032759B1 (fr) 2006-06-09 2007-06-01 Dispersions aqueuses de dimère alkyle cétène
PCT/EP2007/055372 WO2007141197A1 (fr) 2006-06-09 2007-06-01 Dispersions aqueuses de dimère alkyle cétène

Publications (2)

Publication Number Publication Date
EP2032759A1 true EP2032759A1 (fr) 2009-03-11
EP2032759B1 EP2032759B1 (fr) 2009-10-14

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ID=38556354

Family Applications (1)

Application Number Title Priority Date Filing Date
EP07729773A Active EP2032759B1 (fr) 2006-06-09 2007-06-01 Dispersions aqueuses de dimère alkyle cétène

Country Status (8)

Country Link
US (1) US8097124B2 (fr)
EP (1) EP2032759B1 (fr)
JP (1) JP2009540033A (fr)
CN (1) CN101466896B (fr)
AT (1) ATE445734T1 (fr)
DE (1) DE502007001751D1 (fr)
ES (1) ES2332387T3 (fr)
WO (1) WO2007141197A1 (fr)

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ES2555402T3 (es) 2010-03-19 2015-12-30 Japan Tobacco, Inc. Papel de boquilla que tiene peso base bajo y cigarrillo equipado con filtro
US8852400B2 (en) 2010-11-02 2014-10-07 Ecolab Usa Inc. Emulsification of alkenyl succinic anhydride with an amine-containing homopolymer or copolymer
US11649382B2 (en) * 2014-09-26 2023-05-16 Ahlstrom Oyj Biodegradable cellulose fiber-based substrate, its manufacturing process, and use in an adhesive tape
FR3026345B1 (fr) * 2014-09-26 2016-09-30 Ahlstroem Oy Support a base de fibres cellulosiques, son procede de fabrication et son utilisation en tant que ruban de masquage
CN107074658B (zh) * 2014-10-23 2019-09-27 巴斯夫欧洲公司 混凝土疏水化的方法
AU2015334858B2 (en) * 2014-10-23 2019-04-18 Basf Se Method for producing a prefabricated building material
CN106917324B (zh) 2015-12-25 2019-11-08 艺康美国股份有限公司 一种造纸施胶方法及其制备的纸张
CN109477308A (zh) * 2016-05-03 2019-03-15 索理思科技公司 生物聚合物施胶剂
US20180030658A1 (en) * 2016-07-26 2018-02-01 Footprint International, LLC Methods and Apparatus For Manufacturing Fiber-Based Produce Containers
JP6999162B2 (ja) * 2017-12-22 2022-02-10 国立研究開発法人産業技術総合研究所 リグニンスルホン酸とカチオン性高分子を成分とするイオン複合材料
EP3561177A1 (fr) * 2018-04-26 2019-10-30 Sca Forest Products AB Procédé de production de papier hydrophobe
JP7563724B2 (ja) 2019-06-04 2024-10-08 国立研究開発法人産業技術総合研究所 リグニンスルホン酸、カチオン性高分子およびアルデヒド基を有する化合物を成分とするイオン複合材料

Family Cites Families (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4240935A (en) * 1978-12-22 1980-12-23 Hercules Incorporated Ketene dimer paper sizing compositions
JPH07111040B2 (ja) * 1985-07-09 1995-11-29 ハリマ化成株式会社 製紙用サイズ剤組成物
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
JP2894512B2 (ja) * 1990-09-07 1999-05-24 ミサワセラミックス株式会社 製紙用サイズ剤組成物
US6162328A (en) * 1997-09-30 2000-12-19 Hercules Incorporated Method for surface sizing paper with cellulose reactive and cellulose non-reactive sizes, and paper prepared thereby
ES2141062B1 (es) * 1998-06-25 2000-11-01 Erplip S A Procedimiento para la fabricacion de carton estucado para envasado de liquidos.
US6268414B1 (en) * 1999-04-16 2001-07-31 Hercules Incorporated Paper sizing composition
US6210475B1 (en) * 1999-09-03 2001-04-03 Bayer Corporation Use of hydroxyalkylated starches for improved emulsification of sizing agents
JP3199065B2 (ja) * 1999-09-09 2001-08-13 日本ピー・エム・シー株式会社 紙の内添サイジング方法
DE10237913A1 (de) * 2002-08-14 2004-02-26 Basf Ag Verfahren zur Herstellung von Karton aus Cellulosefasern für die Verpackung von Flüssigkeiten
DE102004002370A1 (de) * 2004-01-15 2005-08-11 Basf Ag Verpackungsmaterial aus einem mindestens zweischichtigen Verbundmaterial zur Herstellung von Behältern für die Verpackung von Flüssigkeiten
US8512520B2 (en) * 2004-11-29 2013-08-20 Basf Aktiengesellschaft Paper sizing agent

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO2007141197A1 *

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ATE445734T1 (de) 2009-10-15
US8097124B2 (en) 2012-01-17
US20090139677A1 (en) 2009-06-04
DE502007001751D1 (de) 2009-11-26
JP2009540033A (ja) 2009-11-19
CN101466896B (zh) 2011-08-24
WO2007141197A1 (fr) 2007-12-13
EP2032759B1 (fr) 2009-10-14
ES2332387T3 (es) 2010-02-03
CN101466896A (zh) 2009-06-24

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