EP1554227A2 - Utilisation de poudres de polymeres redispersibles dans l'eau en tant que liant pour du sable de jointement - Google Patents

Utilisation de poudres de polymeres redispersibles dans l'eau en tant que liant pour du sable de jointement

Info

Publication number
EP1554227A2
EP1554227A2 EP03757997A EP03757997A EP1554227A2 EP 1554227 A2 EP1554227 A2 EP 1554227A2 EP 03757997 A EP03757997 A EP 03757997A EP 03757997 A EP03757997 A EP 03757997A EP 1554227 A2 EP1554227 A2 EP 1554227A2
Authority
EP
European Patent Office
Prior art keywords
vinyl
acrylate
acid
group
copolymers
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.)
Withdrawn
Application number
EP03757997A
Other languages
German (de)
English (en)
Inventor
René GRÄWE
Gabriele Trifellner
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.)
Wacker Polymer Systems GmbH and Co KG
Original Assignee
Wacker Polymer Systems GmbH and Co KG
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 Wacker Polymer Systems GmbH and Co KG filed Critical Wacker Polymer Systems GmbH and Co KG
Priority to EP06014573A priority Critical patent/EP1719743B1/fr
Publication of EP1554227A2 publication Critical patent/EP1554227A2/fr
Withdrawn legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B26/00—Compositions of mortars, concrete or artificial stone, containing only organic binders, e.g. polymer or resin concrete
    • C04B26/02—Macromolecular compounds
    • C04B26/04—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C—CHEMISTRY; METALLURGY
    • C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B40/00—Processes, in general, for influencing or modifying the properties of mortars, concrete or artificial stone compositions, e.g. their setting or hardening ability
    • C04B40/0028—Aspects relating to the mixing step of the mortar preparation
    • C04B40/0039—Premixtures of ingredients
    • C04B40/0042—Powdery mixtures
    • C—CHEMISTRY; METALLURGY
    • C04—CEMENTS; CONCRETE; ARTIFICIAL STONE; CERAMICS; REFRACTORIES
    • C04B—LIME, MAGNESIA; SLAG; CEMENTS; COMPOSITIONS THEREOF, e.g. MORTARS, CONCRETE OR LIKE BUILDING MATERIALS; ARTIFICIAL STONE; CERAMICS; REFRACTORIES; TREATMENT OF NATURAL STONE
    • C04B2111/00—Mortars, concrete or artificial stone or mixtures to prepare them, characterised by specific function, property or use
    • C04B2111/00474—Uses not provided for elsewhere in C04B2111/00
    • C04B2111/00663—Uses not provided for elsewhere in C04B2111/00 as filling material for cavities or the like
    • C04B2111/00672—Pointing or jointing materials

Definitions

  • the invention relates to the use of water-redispersible polymer powders, based on polymers stabilized with protective colloid, of ethylenically unsaturated monomers, as binders for joint sand.
  • Acid-curing amino resins are known from EP-A 401674 as binders for joint fillers.
  • DE-A 3726293 discloses joint sealing compounds made from an emulsifiable epoxy resin and quartz sand.
  • DE-A 4421970 describes a joint material made of quartz sand, quartz powder and a polymer binder, liquid polybutadiene binders being used.
  • EP-A 968977 relates to jointing compounds made from a pasty component made of synthetic resin dispersion and mineral fillers and a dry component made from cement and quartz sand.
  • the invention relates to the use of water-redispersible polymer powders as binders for joint sand, characterized in that functionalized, redispersible polymer powders from the group comprising a) copolymers of one or more monomers from the group of the unbranched vinyl esters stabilized with polyvinyl alcohol or branched alkyl carboxylic acids with 1 to 18 carbon atoms, acrylic acid esters or methacrylic acid esters of branched or unbranched alcohols or diols with 1 to 18 carbon atoms
  • Atoms, dienes, olefins, vinyl aromatics and vinyl halides which contain 0.1 to 20% by weight, based on the total weight of the copolymer, of one or more post-crosslinking comonomers from the group comprising acrylamidoglycolic acid (AGA), methyl acrylamido doglycolic acid methyl ester (MAGME), N -Methylolacrylamide (NMA), N- Methylolmethacrylamide (NMMA), N-Methylolallylcarbamat, alkyl ether and esters of N-Methylolacrylamids as well as N-Methyiol-methacrylamide and N-Methylolallylcarbamats, as well as Acryloxypropyltri (alkoxy) - and Methacryloxypropyltri ( alkoxy) silanes, vinyl trialkoxysilanes and vinyl methyl dialkoxysilanes, and b) with polymers
  • Suitable vinyl esters are those of carboxylic acids with 1 to 12 carbon atoms.
  • Vinyl acetate is particularly preferred.
  • Suitable monomers from the group of acrylic acid esters or methacrylic acid esters are esters of unbranched or branched alcohols having 1 to 15 carbon atoms.
  • Preferred methacrylic acid esters or acrylic acid esters are methyl acrylate, methyl methacrylate, ethyl acrylate, ethyl methacrylate, propyl acrylate, propyl methacrylate, n-butyl acrylate, n-butyl methacrylate, t-butyl acrylate, t-butyl methacrylate, 2-ethylhexyl acrylate.
  • Methyl acrylate, methyl methacrylate, n-butyl acrylate, t-butyl acrylate and 2-ethylhexyl acrylate are particularly preferred.
  • Styrene, methylstyrene and vinyltoluene are preferred as vinyl aromatics.
  • the preferred vinyl halide is vinyl chloride.
  • the preferred olefins are ethylene, propylene and the preferred dienes are 1,3-butadiene and isoprene.
  • polymers which contain one or more monomer units from the group vinyl acetate, vinyl esters of ⁇ -branched monocarboxylic acids with 9 to 13 carbon atoms, vinyl chloride, ethylene, methyl acrylate, methyl methacrylate, ethyl acrylate, ethyl methacrylate, propyl acrylate, propyl methacrylate, n-butyl acrylate , n-Butyl methacrylate, 2-ethylhexyl acrylate, styrene included.
  • Polymers of vinyl acetate with ethylene are most preferred; of vinyl acetate, ethylene and a vinyl ester of ⁇ -branched monocarboxylic acids with 9 to 13 carbon atoms; of n-butyl acrylate with 2-ethylhexyl acrylate and / or methyl methacrylate; of styrene with one or more monomers from the group consisting of methyl acrylate, ethyl acrylate, propyl acrylate, n-butyl acrylate, 2-ethylhexyl acrylate; vinyl acetate with one or more monomers from the group consisting of methyl acrylate, ethyl rylate, propyl acrylate, n-butyl acrylate, 2-ethylhexyl acrylate and optionally ethylene; wherein in the case of the polymer powders a) the corresponding amount of post-crosslinking comonomers is still present.
  • Preferred post-crosslinking comonomers are N-methylolacrylamide (NMA), N-methylolmethacrylamide (NMMA) and their isobutoxy ether, as well as acryloxypropyltri (alkoxy) and methacryloxypropyltri (alkoxy) silanes, vinyltrialkoxysilanes and vinylmethyldi- alkoxysilanes, where methoxy groups are methoxy groups. , Ethoxy and ethoxypropylene glycol ether residues are included.
  • NMA N-Methylolacrylamide
  • NMMA N-methylolmethacrylamide
  • acryloxypropyltriethoxy- and methacryloxypropyltriethoxy-silane, vinyltriethoxysilane and vinylmethyldiethoxysilane are particularly preferred.
  • Most preferred are N-methylolacrylamide and N-methylolmethacrylamide.
  • the postcrosslinking comonomers are preferably present in an amount of 1 to 10% by weight, based on the total weight of the copolymer.
  • the selection of monomers and the selection of the proportions by weight of the comonomers is carried out in such a way that a glass transition temperature Tg of -50 ° C. to + 120 ° C., preferably 0 ° C. to + 50 ° C., generally results.
  • the glass transition temperature Tg of the polymers can be determined in a known manner by means of differential scanning calorimetry (DSC).
  • DSC differential scanning calorimetry
  • the Tg can also be roughly predicted using the Fox equation. According to Fox T. G., Bull. Am. Physics Soc. 1, 3, page 123 (1956) applies:
  • Tg x / Tg + X2 / g2 + ... + x n / Tg n , where x n stands for the mass fraction (% by weight / 100) of the monomer n, and Tg n the glass transition temperature in Kelvin of the homopolymer of the monomer n. Tg values for homopolymers are listed in Polymer Handbook 2nd Edition, J. Wiley & Sons, New York (1975).
  • Suitable polyvinyl alcohol protective colloids for the redispersible polymer powders a) are partially saponified or fully saponified polyvinyl alcohols.
  • Partially saponified, hydrophobically modified polyvinyl alcohols with a degree of hydrolysis of 80 to 95 mol% and a Höppler viscosity, in 4% aqueous solution of 1 to 30 mPas are also preferred.
  • Examples include partially saponified copolymers of vinyl acetate with hydrophobic comonomers such as isopropenyl acetate, vinyl pivalate, vinyl ethyl hexanoate, vinyl esters of saturated alpha-branched monocarboxylic acids with 5 or 9 to 11 carbon atoms, dialkyl maleate and dialkyl fumarates such as diisopropyl vinyl maleate and diisopropyl chloride and diisopropyl chloride and diisopropyl chloride and diisopropyl chloride Vinyl butyl ether, olefins such as ethene and decene.
  • the proportion of the hydrophobic units is preferably 0.1 to 10% by weight, based on the total weight of the partially hydrolyzed polyvinyl alcohol. Mixtures of the polyvinyl alcohols mentioned can also be used.
  • polyvinyl alcohols are partially hydrolyzed, hydrophobicized polyvinyl alcohols which are obtained by polymer-analogous reaction, for example acetalization of the vinyl alcohol units with C x to C 4 aldehydes such as butyraldehyde.
  • the proportion of the hydrophobic units is preferably 0.1 to 10% by weight, based on the total weight of the partially saponified polyvinyl acetate.
  • the degree of hydrolysis is from 80 to 95 mol%, preferably 85 to 94 mol%, the Höppler viscosity (DIN 53015, Höppler method, 4% aqueous solution) from 1 to 30 mPas, preferably 2 to 25 mPas.
  • polyvinyl alcohols with a degree of hydrolysis of 85 to 94 mol% and a Höppler viscosity, in 4% aqueous solution of 3 to 15 mPas (Höppler method at 20 ° C., DIN 53015.
  • the polyvinyl alcohols mentioned are suitable
  • the polyvinyl alcohols are generally present in the redispersion powder a) in a total amount of 1 to 40% by weight, based on the total weight of the base polymer.
  • Suitable protective colloids based on polymers of ethylenically unsaturated mono- or dicarboxylic acids, for the redispersible polymer powders b), are homopolymers and copolymers of one or more monomers from the group comprising acrylic acid, methacrylic acid, fumaric acid, maleic acid and maleic anhydride. Homopolymers and copolymers of acrylic acid, methacrylic acid and maleic anhydride are preferred. Polyacrylic acid and polymethacrylic acid are particularly preferred. Also preferred are copolymers with acrylic acid, methacrylic acid and maleic acid (anhydride) units and units copolymerizable therewith monomers, the acid fraction being 80 to 99 mol%.
  • copolymerizable monomers examples include alkenes such as ethylene and propylene, vinyl aromatics such as styrene, acrylic esters such as butyl acrylate, methacrylic acid esters such as methyl methacrylate, alkyl vinyl ethers such as methyl vinyl ether, methacrylamide and acrylamide.
  • Examples of preferred copolymers are maleic acid-methyl vinyl ether, methacrylic acid-methyl methacrylate, methacrylic acid-acrylamide copolymers.
  • the molecular weights of the protective colloids mentioned for the redispersible polymer powders b) are ⁇ . 250,000 g / mol, preferably ⁇ 150,000 g / mol, particularly preferably 5,000 to 50,000 g / mol, each determined as the weight average Mw, for example with gel permeation chromatography.
  • the carboxyl-functional protective colloids are generally present in the redispersion powder b) in a total amount of 1 to 40% by weight, based on the total weight of the base polymer.
  • the carboxyl-functional protective colloids mentioned are accessible by means of processes known to the person skilled in the art or are commercially available.
  • the base polymers for the water-redispersible polymer powders a) and b) are prepared by means of the customary polymerization processes, such as suspension polymerization and emulsion polymerization, at from 40 ° C. to 100 ° C., after initiation of the polymerization with the customary water-soluble or monomer-soluble initiators.
  • the customary polymerization processes such as suspension polymerization and emulsion polymerization, at from 40 ° C. to 100 ° C., after initiation of the polymerization with the customary water-soluble or monomer-soluble initiators.
  • surface-active substances such as protective colloids and / or emulsifiers polymerized.
  • post-polymerization can be carried out using known methods to remove residual monomers, or volatile residual monomers can be removed by distillation and / or by passing or passing through inert entraining gases such as air, nitrogen or water vapor.
  • the aqueous dispersions are dried, if appropriate after the addition of protective colloids as a spraying aid, for example by means of fluidized-bed drying, freeze drying or spray drying.
  • the dispersions are preferably spray dried.
  • the protective colloid portion can be added before, during or after the polymerization.
  • the functionalized, water-redispersible polymer powder is generally used in an amount of 0.5 to 10% by weight, preferably 1.0 to 5.0% by weight, based on the sand content.
  • additives can also be incorporated into the mixture of sand and redispersion powder. Examples of these are crosslinkers, such as bifunctional, masked aldehydes having at least 3 carbon atoms, from which aldehyde groups are released in the acidic medium and can form covalent bonds with the OH groups of the polyvinyl alcohol protective colloid of redispersible powder a).
  • alkali hydrogen sulfite adducts of glutaraldehyde and succinaldehyde preferably glutaraldehyde bis (sodium hydrogensu ⁇ fit) and succinaldehyde bis (sodium hydrogen sulfite).
  • these crosslinkers are used in an amount of 0.001 to 1.0% by weight, based on the redispersible polymer powder.
  • Suitable additives are also agents for adjusting the pH of the redispersion of the polymer powder.
  • powdery, acidic additives such as alkali hydrogen sulfates, in particular sodium hydrogen sulfate, are preferably added.
  • the amount added is preferably 2 to 10% by weight, based on the polymer powder, which generally leads to a pH of the redispersion of pH ⁇ . 2 leads.
  • powdery, basic additives sentences like calcium carbonate added is preferably 5 to 40% by weight, based on the polymer powder, which generally leads to a pH of the redispersion of pH > 8.
  • the mixture of joint sand, polymer powder and possibly other additives is introduced in the dry or moist state by sweeping into the joints between the paving stones.
  • the crosslinking of the polymer powder a) is promoted in the moisture with the acidic additives mentioned.
  • the basic additives mentioned the dissolution of the carboxyl-functional protective colloid of the polymer powder b) is promoted in the moisture. In both cases, especially in critical weather conditions such as rain, this increases the binding power of the powder and prevents the sand from washing out of the joint.
  • a mixture of 95 parts by weight of standard sand T, 5 parts by weight of a polymer powder from a vinyl acetate-ethylene copolymer (Tg 9 ° C.) and a polyacrylic acid (Mw approx. 20,000, 20% by weight, based on Copolymer) and 1.1 parts by weight of calcium carbonate.
  • This mixture was shaped in a mold into a cuboid test specimen measuring 1 cm ⁇ 4 cm ⁇ 16 cm, and solidified under pressure to a density of 1.56 g / cm 3 .
  • Tg 10 ° C
  • % based on copolymer was stabilized, was used, and no acidic or basic additive was used.
  • test the water resistance of the jointing compound a test tube was closed with the shaped body at the bottom, and the test body was covered with 57 ml of water. The water flow per unit of time and area was determined. The moldings were tested immediately after their production and after 24 hours of storage at room temperature.
  • the water permeability of the shaped body was 21.3 l / m 2 / min immediately after its production and improved to 3.1 1 / mVmin after 24 h.
  • the water permeability of the shaped body was 3.4 l / m 2 / min immediately after its production and improved to 1.1 l / m 2 / min after 24 h.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Ceramic Engineering (AREA)
  • Materials Engineering (AREA)
  • Structural Engineering (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Sealing Material Composition (AREA)
  • Curing Cements, Concrete, And Artificial Stone (AREA)
  • Road Paving Structures (AREA)
  • Processes Of Treating Macromolecular Substances (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
EP03757997A 2002-10-24 2003-10-16 Utilisation de poudres de polymeres redispersibles dans l'eau en tant que liant pour du sable de jointement Withdrawn EP1554227A2 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP06014573A EP1719743B1 (fr) 2002-10-24 2003-10-16 Utilisation de poudres de polymères redispersibles dans l'eau en tant que liant pour du sable de jointement

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE10249636 2002-10-24
DE10249636A DE10249636A1 (de) 2002-10-24 2002-10-24 Verwendung von in Wasser redispergierbaren Polymerpulvern als Bindemittel für Fugensand
PCT/EP2003/011489 WO2004037741A2 (fr) 2002-10-24 2003-10-16 Utilisation de poudres de polymeres redispersibles dans l'eau en tant que liant pour du sable de jointement

Related Child Applications (1)

Application Number Title Priority Date Filing Date
EP06014573A Division EP1719743B1 (fr) 2002-10-24 2003-10-16 Utilisation de poudres de polymères redispersibles dans l'eau en tant que liant pour du sable de jointement

Publications (1)

Publication Number Publication Date
EP1554227A2 true EP1554227A2 (fr) 2005-07-20

Family

ID=32102955

Family Applications (2)

Application Number Title Priority Date Filing Date
EP03757997A Withdrawn EP1554227A2 (fr) 2002-10-24 2003-10-16 Utilisation de poudres de polymeres redispersibles dans l'eau en tant que liant pour du sable de jointement
EP06014573A Expired - Lifetime EP1719743B1 (fr) 2002-10-24 2003-10-16 Utilisation de poudres de polymères redispersibles dans l'eau en tant que liant pour du sable de jointement

Family Applications After (1)

Application Number Title Priority Date Filing Date
EP06014573A Expired - Lifetime EP1719743B1 (fr) 2002-10-24 2003-10-16 Utilisation de poudres de polymères redispersibles dans l'eau en tant que liant pour du sable de jointement

Country Status (6)

Country Link
US (1) US7582695B2 (fr)
EP (2) EP1554227A2 (fr)
AT (1) ATE369322T1 (fr)
DE (2) DE10249636A1 (fr)
ES (1) ES2290933T3 (fr)
WO (1) WO2004037741A2 (fr)

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US20080027175A1 (en) * 2004-12-03 2008-01-31 Celanese Ventures Gmbh Novel Poly(Vinylester) Copolymers and Poly (Vinylalcohol) Copolymers and the Use Thereof
US7288581B2 (en) * 2004-12-15 2007-10-30 Wacker Polymer Systems Gmbh & Co. Kg Process for the stabilization of dusting surfaces
TWI310049B (en) * 2005-09-27 2009-05-21 Taiwan Textile Res Inst A weather-resistive resin coating material and its manufacturing method
EP1892228B1 (fr) * 2006-07-24 2009-01-21 Akzo Nobel N.V. Utilisation de poudre polymère dans des joints en mortier pour pavés
AU2008217538B2 (en) * 2007-02-22 2013-03-28 Acquos Pty Ltd Redispersible polymers including a protective colloid system
US8066448B2 (en) 2009-03-31 2011-11-29 Midwest Industrial Supply, Inc. Dust suppression agent
US8033750B2 (en) 2009-03-31 2011-10-11 Midwest Industrial Supply, Inc. Method and composition for modifying soil and dust control
NZ603770A (en) * 2010-05-07 2015-06-26 Midwest Ind Supply Inc Method and composition for road construction and surfacing
US8702343B1 (en) 2012-12-21 2014-04-22 Midwest Industrial Supply, Inc. Method and composition for road construction and surfacing
US10858457B2 (en) 2017-08-17 2020-12-08 Kuraray Co., Ltd. Particulate polyvinyl alcohol copolymers, process for making and uses of the same
CN110550888B (zh) * 2019-09-30 2022-02-25 亚士创能新材料(滁州)有限公司 柔性片材专用勾缝剂及其制备和施工方法
WO2025016987A1 (fr) * 2023-07-17 2025-01-23 Wacker Chemie Ag Composition de sable polymère ayant une résilience accrue

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DE3512456A1 (de) * 1985-04-04 1986-10-09 PCI Polychemie GmbH Augsburg, 8900 Augsburg Verformungsfaehige fuell- und fugenmasse und deren anwendung
DE3726293A1 (de) 1987-08-07 1989-02-16 Peter Mast Fugenvergussmasse fuer mit kopfsteinpflaster oder bodenplatten verlegten flaechen
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Also Published As

Publication number Publication date
EP1719743A1 (fr) 2006-11-08
US20060020058A1 (en) 2006-01-26
ES2290933T3 (es) 2008-02-16
EP1719743B1 (fr) 2007-08-08
DE50307917D1 (de) 2007-09-20
ATE369322T1 (de) 2007-08-15
US7582695B2 (en) 2009-09-01
WO2004037741A3 (fr) 2004-06-17
WO2004037741A2 (fr) 2004-05-06
DE10249636A1 (de) 2004-05-13

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