EP1763494A2 - Materiaux de construction contenant des fibres de polyester - Google Patents

Materiaux de construction contenant des fibres de polyester

Info

Publication number
EP1763494A2
EP1763494A2 EP05769918A EP05769918A EP1763494A2 EP 1763494 A2 EP1763494 A2 EP 1763494A2 EP 05769918 A EP05769918 A EP 05769918A EP 05769918 A EP05769918 A EP 05769918A EP 1763494 A2 EP1763494 A2 EP 1763494A2
Authority
EP
European Patent Office
Prior art keywords
oligoester
acid
weight
glycol
alcohols
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Withdrawn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
EP05769918A
Other languages
German (de)
English (en)
Inventor
Michael Wessling
Alexander Lerch
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.)
Clariant Produkte Deutschland GmbH
Original Assignee
Clariant Produkte Deutschland GmbH
Clariant GmbH
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 Clariant Produkte Deutschland GmbH, Clariant GmbH filed Critical Clariant Produkte Deutschland GmbH
Publication of EP1763494A2 publication Critical patent/EP1763494A2/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Withdrawn legal-status Critical Current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
    • C04B24/00—Use of organic materials as active ingredients for mortars, concrete or artificial stone, e.g. plasticisers
    • C04B24/24—Macromolecular compounds
    • C04B24/28—Macromolecular compounds obtained otherwise than 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
    • C04B28/00—Compositions of mortars, concrete or artificial stone, containing inorganic binders or the reaction product of an inorganic and an organic binder, e.g. polycarboxylate cements
    • C04B28/02—Compositions of mortars, concrete or artificial stone, containing inorganic binders or the reaction product of an inorganic and an organic binder, e.g. polycarboxylate cements containing hydraulic cements other than calcium sulfates
    • 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
    • C04B2103/00—Function or property of ingredients for mortars, concrete or artificial stone
    • C04B2103/30—Water reducers, plasticisers, air-entrainers, flow improvers
    • C04B2103/308—Slump-loss preventing agents

Definitions

  • the invention relates to building materials, in particular concrete containing polyester fibers and additionally an oligoester.
  • the properties of concrete such as compressive strength, tensile strength, flexural strength, elasticity, hardness, etc. can be modified by the mixing ratio, by the choice of starting materials, and by additives.
  • To increase the strength of rod-like composites of the finest glass fibers or synthetic fibers such as fibers of polypropylene, polyethylene, polyoxymethylene, poly (ethylene terephthalate), poly (butylene terephthalate), polyamides, rayon etc added.
  • adhesives, composites, rubber, rubber products, plastic materials, synthetic resins, etc. can be added to modify the properties of the fibers.
  • the introduction of the fibrous additives to the building materials, in particular to concrete can be done by different methods.
  • the fiber material can be packed in water-soluble materials and the packaging added to the concrete during the mixing process.
  • the packaging material dissolves, the fiber material is distributed in the cement / water / aggregate mixture.
  • dispersants such as condensation products of naphthalene sulfonate and formaldehyde or melamine sulfonate and formaldehyde
  • a disadvantage is a high "slump loss", ie a loss of toughness and thus faster sedimentation, as well as a longer curing time of the concrete
  • the incorporation of fibers into concrete can be improved if the fibers are treated with a glycol ether From IP 07-300773 it is known to incorporate aramid fibers in cement, wherein the aramid fibers are coated with a mixture of an anionically modified oligoester, a wax and a polysiloxane.
  • the prior art methods for incorporation of fiber material into concrete do not fully solve the problems such as sedimentation, poor structural viscosity, clumping of the fiber material, and insufficient distribution of the fibers in the required amounts in the concrete mix.
  • oligoesters to the liquid concrete mixture, consisting essentially of cement, aggregates (eg gravel, gravel, grit, sand), fiber material and optionally concrete admixtures, substantially favors the finely miscibility of the hydrophobic fibers in the aqueous mixture without To influence the structural viscosity of the concrete mix, the settling tendency, the processability and setting time of the concrete negatively. It is particularly advantageous to provide the polyester fibers with oligoesters prior to mixing with concrete, whereby the hydrophilicity of the fibers is improved and the affinity for the aqueous medium is increased.
  • the invention relates to building materials, preferably concrete, containing polyester fibers and oligoesters.
  • oligoesters are obtained by polycondensation of one or more aromatic dicarboxylic acids or their esters with ethylene glycol and / or propylene glycol and or butylene glycol. If necessary, this ester can also contain polyethylene glycol, polypropylene glycol, sulfoisophthalic acid, hydroxyethanesulfonic acid, sulfobenzoic acid, isethionic acid, Ci-C 4 -alcohols, alkoxylated Ci-C 24 alcohols, alkoxylated C6-Ci ⁇ -alkylphenols and / or oxalkylated C 8 -C 24 -alkylamines as Contain monomers.
  • III from 3 to 80% by weight, preferably from 5 to 75% by weight, of polyethylene glycol and / or methylpolyglycol, IV) from 0 to 10% by weight of a water-soluble adduct of from 5 to 80 mol of an alkylene oxide over 1 mol of C 1 -C 4.
  • Ia 25 to 70% by weight, preferably 30 to 50% by weight, of one or more non-sulfo-containing dicarboxylic acids or their esters,
  • Ib 5 to 20 wt .-%, preferably 10 to 15 wt .-% of an ester of a sulfo-containing carboxylic acid, in particular
  • Suitable components I) for the preparation of the copolyesters are, for example, terephthalic acid, phthalic acid, isophthalic acid and the mono- and dialkyl esters with C 1 -C 6 -alcohols, such as dimethyl terephthalate, diethyl terephthalate and di-n-propyl terephthalate, terephthalic acid dimethyl ester being particularly preferred.
  • the anhydrides of carboxylic acids having at least 2 carboxyl groups are suitable as compound of component a) for the preparation of oligoesters, for example maleic anhydride, phthalic anhydride or succinic anhydride.
  • Particularly preferred compounds of the component I) terephthalic acid, phthalic acid, isophthalic acid and their dimethyl, diethyl, dipropyl and dibutyl esters are used. It is of course possible to use mixtures of different carboxylic acids or different esters. It is also possible to use mixtures of carboxylic acids and esters or mixtures of carboxylic acids and anhydrides in the condensation.
  • polyethylene glycols having molecular weights of 500 to 5000, preferably from 1000 to 3000.
  • alkylene oxides for the preparation of the compounds of component IV are preferably used ethylene oxide and mixtures of ethylene oxide and propylene oxide. Also suitable are mixtures of ethylene oxide together with propylene oxide and / or butylene oxide, mixtures of ethylene oxide, propylene oxide and isobutylene oxide or mixtures of ethylene oxide and at least one butylene oxide.
  • These water-soluble addition products of the alkylene oxides are surfactants. If mixtures of alkylene oxides have been used in their preparation, they may contain the alkylene oxides in blocks or in random distribution.
  • Suitable alcohols which are alkoxylated are, for example, octyl alcohol, decyl alcohol, lauryl alcohol, myristyl alcohol or stearyl alcohol, but especially methanol, as well as the alcohols having 8 to 24 carbon atoms obtainable by the Ziegler process or the corresponding oxo alcohols.
  • octylphenol, nonylphenol and dodecylphenol are particularly important.
  • suitable alkylamines are used in particular the
  • Cia-cis-Monoalkylamines Cia-cis-Monoalkylamines.
  • Suitable polyols include, for example, pentaerythritol,
  • Trimethylolethane Trimethylolpropane, 1, 2,3-hexanetriol, sorbitol, mannitol and glycerol.
  • R 1 and R 7 linear or branched C 1 - C 18 alkyl
  • R 2 , R 4 , R 6 alkylene for example ethylene, propylene, butylene
  • R 3 and R 5 1, 4-phenylene, 1, 3-phenylene
  • a, b and d a number between 1 and 200 c a number between 1 and 20
  • R 1 and R 7 are linear or branched C 1 -C 8 -alkyl
  • R 2 and R 6 are ethylene
  • R 3 is 1, 4-phenylene
  • R A is ethylene
  • R 5 is ethylene, 1, 2-propylene or random mixtures of any
  • Composition of both, x and y are independently a number between 1 and 500, z is a number between 10 and 140, a is a number between 1 and 12, b is a number between 7 and 40, where a + b is at least equal to 11.
  • R 1 and R 7 are linear or branched C 1 -C 4 -alkyl, x and y are a number between 3 and 45, z is a number between 18 and 70, a is a number between 2 and 5, b is a number between 8 and 12, a + b is a number between 12 and 18 or between 25 and 35.
  • the synthesis of the oligoesters according to the invention is carried out according to known methods by the components I, II and III and optionally IV and V with the addition of a catalyst, first at normal pressure to temperatures of 160 to about 22O 0 C are heated. Then, the reaction is continued in vacuo at temperatures of 160 to about 240 ° C while distilling off excess glycols.
  • Suitable for the reaction are the known transesterification and condensation catalysts of the prior art, such as, for example, titanium tetraisopropylate, dibutyltin oxide or antimony trioxide / calcium acetate.
  • polyesters known from EP 241 985 which in addition to oxyethylene groups and terephthalic acid units contain 1, 2-propylene, 1, 2-butylene and / or 3-methoxy-1, 2-propylene groups and glycerol units and with Ci -C 4 alkyl groups are end phenomenonver designation the polymers described in EP 253 567 with a molecular weight of 900 to 9000 g / mol of ethylene terephthalate and polyethylene oxide, wherein the polyethylene glycol units have molecular weights of 300 to 3000 g / mol and the molar ratio of ethylene terephthalate to Polyethylene oxide terephthalate is 0.6 to 0.95, and those known from EP 272 033, at least proportionally by Ci-C 4 - Alkyl- or acyl-terminated end-capped polyesters with polypropylene terephthalate and polyoxyethylene terephthalate units.
  • oligoesters of ethylene terephthalate and polyethylene oxide terephthalate in which the polyethylene glycol units have molecular weights of from 750 to 5000 g / mol and the molar ratio of ethylene terephthalate to polyethylene oxide terephthalate is 50:50 to 90:10 as described in DE 28 57 292, and oligoesters having molecular weights of 15,000 to 50,000 g / mol of ethylene terephthalate and polyethylene oxide terephthalate, wherein the polyethylene glycol units have molecular weights of 1000 to 10,000 g / mol and the molar ratio of ethylene terephthalate to polyethylene oxide terephthalate is 2: 1 to 6: 1, as in DE 33 24 258 defined.
  • oligoesters can also be mixed with hydrotropes, for example cumene, toluene or xylene sulfonate, in the amounts by weight of 0 to 20%, preferably 5 to 10%, based on the oligoester.
  • hydrotropes for example cumene, toluene or xylene sulfonate
  • the building materials according to the invention contain polyester fibers, in particular polyethylene terephthalates, polypropylene terephthalates and polybutylene terephthalates, and optionally further fiber material, such as glass fibers, carbon fibers, nylon, metal fibers.
  • the fiber material is used in amounts of 0.005 kg to 20 kg, preferably 0.05 kg to 10 kg, based on one cubic meter of concrete.
  • the polyester fibers are treated prior to adding to the concrete mixture with the above-mentioned oligoesters, thereby improving the hydrophilicity of the fibers.
  • the fiber material is mixed with an aqueous solution or with an aqueous dispersion of oligoester and optionally dried.
  • the application of the oligoester to the fiber surface can be carried out by spraying an aqueous solution or dispersion of the oligoester in the spray tower.
  • the weight ratio of polyester fibers to oligoester, based on 100% oligoester, is 10000 to 0.01 wt .-%, preferably 5000 to 0.1 wt .-%, particularly preferably 1000 to 0.2 wt .-%.

Abstract

L'invention concerne des matériaux de construction, notamment du béton, contenant des fibres de polyester. Ces dernières sont traitées avec un oligo-ester pour améliorer leur incorporation dans les matériaux de construction.
EP05769918A 2004-06-30 2005-06-21 Materiaux de construction contenant des fibres de polyester Withdrawn EP1763494A2 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102004031629A DE102004031629A1 (de) 2004-06-30 2004-06-30 Baustoffe enthaltend Polyesterfasern
PCT/EP2005/006664 WO2006002801A2 (fr) 2004-06-30 2005-06-21 Materiaux de construction contenant des fibres de polyester

Publications (1)

Publication Number Publication Date
EP1763494A2 true EP1763494A2 (fr) 2007-03-21

Family

ID=34973147

Family Applications (1)

Application Number Title Priority Date Filing Date
EP05769918A Withdrawn EP1763494A2 (fr) 2004-06-30 2005-06-21 Materiaux de construction contenant des fibres de polyester

Country Status (5)

Country Link
US (1) US20080035023A1 (fr)
EP (1) EP1763494A2 (fr)
JP (1) JP2008504464A (fr)
DE (1) DE102004031629A1 (fr)
WO (1) WO2006002801A2 (fr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1584371A1 (fr) * 2004-04-07 2005-10-12 Urea Casale S.A. Procede et dispositif de granulation en lit fluidise
US8846154B2 (en) 2005-06-07 2014-09-30 S.C. Johnson & Son, Inc. Carpet décor and setting solution compositions
JP4787865B2 (ja) * 2008-07-25 2011-10-05 シャープ株式会社 画像形成装置

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US514202A (en) * 1894-02-06 Friedrich sauer and carl hentzschel
US4116885A (en) * 1977-09-23 1978-09-26 The Procter & Gamble Company Anionic surfactant-containing detergent compositions having soil-release properties
JPS5490286A (en) * 1977-12-26 1979-07-17 Hitachi Chem Co Ltd Low shrinkable resin composition
SU796359A1 (ru) * 1979-02-26 1981-01-15 Центральный Научно-Исследовательскийи Проектно-Экспериментальныйинститут Промышленных Зданий И Coo-Ружений Пол
US4427557A (en) * 1981-05-14 1984-01-24 Ici Americas Inc. Anionic textile treating compositions
US4711730A (en) * 1986-04-15 1987-12-08 The Procter & Gamble Company Capped 1,2-propylene terephthalate-polyoxyethylene terephthalate polyesters useful as soil release agents
GB8617255D0 (en) * 1986-07-15 1986-08-20 Procter & Gamble Ltd Laundry compositions
DE19620176C2 (de) * 1996-05-20 1999-07-22 Wulff Gmbh U Co Verfahren zum Verlegen von Belägen auf Untergründe sowie Spachtelmassentrockenmischung und wäßrige Kunstharzdispersion
US5753368A (en) * 1996-08-22 1998-05-19 W.R. Grace & Co.-Conn. Fibers having enhanced concrete bonding strength

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO2006002801A2 *

Also Published As

Publication number Publication date
JP2008504464A (ja) 2008-02-14
US20080035023A1 (en) 2008-02-14
WO2006002801A3 (fr) 2006-04-13
WO2006002801A2 (fr) 2006-01-12
DE102004031629A1 (de) 2006-02-02

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