EP0837176A1 - Tack-rag - Google Patents

Tack-rag Download PDF

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Publication number
EP0837176A1
EP0837176A1 EP96116910A EP96116910A EP0837176A1 EP 0837176 A1 EP0837176 A1 EP 0837176A1 EP 96116910 A EP96116910 A EP 96116910A EP 96116910 A EP96116910 A EP 96116910A EP 0837176 A1 EP0837176 A1 EP 0837176A1
Authority
EP
European Patent Office
Prior art keywords
water
tack
resin
rag
solubilizing
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.)
Granted
Application number
EP96116910A
Other languages
German (de)
French (fr)
Other versions
EP0837176B1 (en
Inventor
Volker Dr. Börschel
Manfred Hanne
Hartmut Haeufler
Hermann Vogt
Werner Briel
Original Assignee
Akzo Nobel NV
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Filing date
Publication date
Application filed by Akzo Nobel NV filed Critical Akzo Nobel NV
Priority to EP96116910A priority Critical patent/EP0837176B1/en
Priority to ES96116910T priority patent/ES2159339T3/en
Priority to DE69613982T priority patent/DE69613982T2/en
Priority to AT96116910T priority patent/ATE203289T1/en
Priority to DK96116910T priority patent/DK0837176T3/en
Publication of EP0837176A1 publication Critical patent/EP0837176A1/en
Application granted granted Critical
Publication of EP0837176B1 publication Critical patent/EP0837176B1/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/61—Polyamines polyimines
    • A—HUMAN NECESSITIES
    • A47—FURNITURE; DOMESTIC ARTICLES OR APPLIANCES; COFFEE MILLS; SPICE MILLS; SUCTION CLEANERS IN GENERAL
    • A47L—DOMESTIC WASHING OR CLEANING; SUCTION CLEANERS IN GENERAL
    • A47L25/00—Domestic cleaning devices not provided for in other groups of this subclass 
    • A47L25/005—Domestic cleaning devices not provided for in other groups of this subclass  using adhesive or tacky surfaces to remove dirt, e.g. lint removers
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/263—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/327—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated alcohols or esters thereof
    • D06M15/333—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated alcohols or esters thereof of vinyl acetate; Polyvinylalcohol
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/507—Polyesters
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/53—Polyethers
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/55—Epoxy resins
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/564—Polyureas, polyurethanes or other polymers having ureide or urethane links; Precondensation products forming them
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/564—Polyureas, polyurethanes or other polymers having ureide or urethane links; Precondensation products forming them
    • D06M15/568—Reaction products of isocyanates with polyethers
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/564—Polyureas, polyurethanes or other polymers having ureide or urethane links; Precondensation products forming them
    • D06M15/572—Reaction products of isocyanates with polyesters or polyesteramides
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M23/00—Treatment of fibres, threads, yarns, fabrics or fibrous goods made from such materials, characterised by the process

Definitions

  • the present invention relates generally to tacky cloths suitable for the removal of dirt, dust and other particulate contaminants (hereinafter simply referred to as dirt) from various surfaces.
  • tacky cloths are commonly referred to as tack-rags.
  • Tack-rags are normally produced by dipping a cloth material in a solution or dispersion of a tacky resin, then allowing the liquid medium to evaporate.
  • the resins generally utilized are water-insoluble in order to facilitate cleaning and further use. Eventually, however, the tack-rags wear out and must be thrown away.
  • a tack-rag which comprises a cloth material impregnated with a tacky resin, characterized in that the tacky resin is a non-drying tacky resin comprising an oligomer or polymer which possesses
  • the tack-rags in accordance with the present invention have the advantage that, subsequent to use, they can be water-washed to substantially completely separate the resin and collected dirt from the cloth material.
  • the resin is water-soluble because it possesses a water-solubilizing amount of (a) one or more non-ionic water-solubilizing groups, (b1) one or more ionic groups which have been neutralized with a non-volatile neutralizing agent in order to render those ionic groups water-solubilizing or (c) combinations thereof, it is not necessary to utilize any additives such as tensides in the wash water to effect substantially complete separation of the resin from the cloth material.
  • the only needed additive to the wash water is a non-volatile neutralizing agent which becomes associated with the ionic groups of the resin in order to render the ionic groups water-solubilizing and the resin water-soluble. Again, therefore, no tensides and the like are needed to effect substantially complete separation of the resin from the cloth material.
  • the so-washed cloth material if in sufficiently good shape, can be reimpregnated with the tacky resin and used again as a tack-rag, or can merely be used for normal cleaning purposes. If disposal of the cloth material is required, the cloth material being substantially free of resin can simply be disposed of as normal waste.
  • the resin dissolved in the wash water can readily be recycled by removal of the dirt, e.g, by filtration, then concentration of the resin solution.
  • the concentrated resin solution can then be reused as such or combined with fresh resin solution for (re)impregnating the cloth material.
  • the tack-rags in accordance with the present invention comprise a cloth material impregnated with a non-drying tacky resin comprising an oligomer or polymer which possesses
  • cloth materials Any one of a number of natural and/or artificial cloth materials may be considered suitable for use with the present invention.
  • These cloth materials are generally known to those skilled in the art and include, for example, woven, non-woven and knitted cloths of cotton, polyester, wool, acrylic, nylon, rayon, cellulose (papers) and viskose fibers, as well as natural and synthetic leather.
  • woven, non-woven and knitted cloths of cotton, polyester, wool, acrylic, nylon, rayon, cellulose (papers) and viskose fibers as well as natural and synthetic leather.
  • Especially preferred are cotton, staple rayon and mixtures thereof.
  • tacky resins may be mentioned those that are non-drying and either water-soluble or capable of being rendered water-soluble by neutralizing ionic groups with a non-volatile neutralizing agent.
  • non-drying is it meant that the resin dries by physical evaporation of the solvents to form a film in which the resin molecules retain their original chemical form, i.e., essentially no chemical reaction occurs such as crosslinking with a curing agent or via autoxidation at temperatures of up to about 150°C.
  • the resin therefore, should retain its tacky character at temperatures of normal use.
  • Suitable non-ionic water-solubilizing groups are well-known to those skilled in the art and include, for example, polyoxyalkylene groups such as polyoxyethylene and polyoxypropylene groups, as well as other hydrophilic groups based upon polyvinyl alcohols, polymers of hydroxy (meth)acrylates and other hydroxyl groups-containing oligomers and polymers. Preferred among these for use with the present invention are the polyoxyalkylene groups and, especially, polyoxyethylene groups.
  • Suitable ionic groups which require neutralization in order to be water-solubilizing are once again well-known to those skilled in the art and include, for example, carboxyl (anionic) and amino (cationic) groups, which are preferred.
  • these ionic groups must be capable of being rendered water-solubilizing by neutralization with a non-volatile neutralizing agent.
  • non-volatile is it meant that the neutralizing agent, once associated with the ionic group, does not readily dissociate from it and evaporate on drying. In other words, the salt formed on neutralization remains part of the resin upon drying, which is considered important in order to provide solubility of the resin in the wash water without the necessity for using additional tensides.
  • Suitable non-volatile neutralizing agents for anionic groups include strong bases such as alkali metal hydroxides, as well as higher molecular weight polyoxyalkylene amines such as those commercially available under the trade designation "Jeffamine” from Texaco Chemical Company.
  • Preferred for use with the present invention include the alkali metal hydroxides such as LiOH, NaOH and KOH.
  • Suitable non-volatile neutralizing agents for cationic groups include inorganic strong acids such as phosphoric acid and sulfuric acid, as well as organic acids such as fatty acids and citric acid. Preferred for use with the present invention is phosphoric acid.
  • the resin should have an acid number or amine number of at least 20, preferably in the range of 20 to 275, and especially in the range of 40 to 90, in order for the resin to be rendered water-soluble upon neutralizaiton of the ionic groups.
  • the resins may also comprise combinations of these various water-solubilizing groups. If such combinations are utilized, one skilled in the art can readily determine the required amount of each of such groups in order to render the resin water-soluble.
  • resins suitable for use with the present invention may be mentioned the following:
  • the cloth material may be impregnated with the tacky resin in any normal manner such as, for example, by dipping the cloth material into a solution or dispersion of the tacky resin or spraying such solution onto the cloth material, then allowing the solvent evaporate. Evaporation can be accelerated through drying at slightly elevated temperatures and/or via air convection.
  • suitable solvents may be mentioned any one of a number of organic solvents such as, for example, butyl acetate, xylene, white spirits and mixtures of water and a water-miscible solvent such as butyl glycol, as well as water in the case that the tacky resins are water-soluble.
  • organic solvents such as, for example, butyl acetate, xylene, white spirits and mixtures of water and a water-miscible solvent such as butyl glycol, as well as water in the case that the tacky resins are water-soluble.
  • solutions or dispersions of the resins are utilized for impregnating the cloth material with the tacky resins.
  • a dipping procedure is generally used with a continuous roll of material being passed through a bath of resin solution.
  • the viscosity of the solution is adjusted such that, after passing through rollers to remove excess resin then drying at ca. 100°C for 5-10 minutes, the weight of the so-impreganted cloth material amounts to 180-220% of the original cloth material weight (80-120% by weight added resin based upon the orignal weight of the cloth material).
  • This procedure is controlled by weighing samples of the cloth material before and after impregnation.
  • the so-impregnated cloth material is then suitable for use as a dirt collector in various fields, but is especially suited for use as a tack-rag in the automotive field.
  • the tack-rags impregnated with a water-soluble non-drying tacky resin as described above can be readily cleaned by washing in water without the addition of tensides or the like which might create disposal problems with respect to the wash water. By so-washing the tack-rags, the resin and dirt can readily be substantially completely separated from the cloth material.
  • the tack-rags impregnated with a non-water-soluble non-drying tacky resin as described above can be washed in the same manner as those impregnated with a water-soluble resin with the exception that the wash water must contain a sufficient amount of a non-volatile neutralizing agent in order to neutralize a water-solubilizing amount of ionic groups present in such resin. Again by so-washing, the resin and dirt can readily be substantially completely separated from the cloth material.
  • the so-washed cloth material if in sufficiently good shape, can be reimpregnated with the tacky resin and used again as a tack-rag, or can merely be used for normal cleaning purposes. If disposal of the cloth material is required, the cloth material being substantially free of resin and dirt can simply be disposed of as normal waste.
  • the resin dissolved in the wash water can readily be recycled by removal of the dirt, e.g, by filtration, then concentration of the resin solution.
  • the concentrated resin solution can then be reused as such or combined with fresh resin solution for (re)impregnating the cloth material.
  • a non-drying alkyd resin (from unsaturated branched fatty acids, dicarboxylic acids and polyols), having a molecular weight of 1480 and an acid value of 68, was thinned with a 70/30 butyl acetate/butyl glycol solution to a solid content of 60 wt% and subsequently neutralized to 70% with a 40 wt% solution of sodium hydroxide in water.
  • An epoxide-amine adduct from one mole of an epoxide resin (commercially available under the trade designation Epikote 828 from Shell) and two moles diethanolamine was thinned with butyl acetate to 60 wt%, then further thinned with butyl acetate to a viscosity of 50 seconds (DIN 4mm cup, 23°C).
  • An epoxide-amine adduct from one mole of an epoxide resin (commercially available under the trade designation Epikote 1001 from Shell) and two moles diethanolamine was thinned with butyl acetate to 60 wt% then subsequently neutralized to 100% with phosphoric acid.
  • Cotton/rayon mixed cloth material was impregnated by dipping in the resin solution until, after drying at 100°C for 10 minutes, the cloth weighed about 200% of its original weight.
  • Tack-rags so-produced from each of Resin Solutions 1-5 had a tacky feel and exhibited excellent tack-rag properties, removing dirt from painted panels completely without smearing or leaving any residue on the painted surface.

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Filtering Materials (AREA)
  • Filtering Of Dispersed Particles In Gases (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Inorganic Fibers (AREA)
  • Separation, Recovery Or Treatment Of Waste Materials Containing Plastics (AREA)
  • Processing And Handling Of Plastics And Other Materials For Molding In General (AREA)
  • Laminated Bodies (AREA)

Abstract

A tack-rag is provided which comprises a cloth material impregnated with a particular non-drying tacky resin. These tack-rags are especially suitable for use in the automotive industry because they are recyclable and, upon washing with water without the addition of tensides and the like, can be disposed of as normal waste.

Description

Background of the Invention
The present invention relates generally to tacky cloths suitable for the removal of dirt, dust and other particulate contaminants (hereinafter simply referred to as dirt) from various surfaces. In the automobile industry, such tacky cloths are commonly referred to as tack-rags.
The use of articles coated with "tacky" resins for dirt removal purposes is generally known. See, for example, US3682690 and US3754991. US3658578 specifically discloses a cloth coated or impregnated with a tacky, amorphous polypropylene.
Tack-rags are normally produced by dipping a cloth material in a solution or dispersion of a tacky resin, then allowing the liquid medium to evaporate. The resins generally utilized are water-insoluble in order to facilitate cleaning and further use. Eventually, however, the tack-rags wear out and must be thrown away.
In the automobile industry, the current trend of legislation is to classify these resin-containing tack-rags in the same disposal category as paint wastes, thereby requiring special and increasingly expensive handling and disposal procedures. An alternative to the present tack-rags, therefore, would be highly desirable.
Such an alternative has now been discovered.
Summary of the Invention
In accordance with the present invention, a tack-rag is provided which comprises a cloth material impregnated with a tacky resin, characterized in that the tacky resin is a non-drying tacky resin comprising an oligomer or polymer which possesses
  • (a) one or more non-ionic water-solubilizing groups;
  • (b) one or more ionic groups which, when neutralized with a non-volatile neutralizing agent, are rendered water-solubilizing; or
  • (c) combinations thereof,
    • in a water-solubilizing amount or in an amount sufficient to render the oligomer or polymer water-soluble upon neutralization of the ionic groups if present.
    The tack-rags in accordance with the present invention have the advantage that, subsequent to use, they can be water-washed to substantially completely separate the resin and collected dirt from the cloth material.
    In the case wherein the resin is water-soluble because it possesses a water-solubilizing amount of (a) one or more non-ionic water-solubilizing groups, (b1) one or more ionic groups which have been neutralized with a non-volatile neutralizing agent in order to render those ionic groups water-solubilizing or (c) combinations thereof, it is not necessary to utilize any additives such as tensides in the wash water to effect substantially complete separation of the resin from the cloth material.
    In the case wherein the resin only requires neutralization of the ionic groups to be rendered water-soluble, the only needed additive to the wash water is a non-volatile neutralizing agent which becomes associated with the ionic groups of the resin in order to render the ionic groups water-solubilizing and the resin water-soluble. Again, therefore, no tensides and the like are needed to effect substantially complete separation of the resin from the cloth material.
    The so-washed cloth material, if in sufficiently good shape, can be reimpregnated with the tacky resin and used again as a tack-rag, or can merely be used for normal cleaning purposes. If disposal of the cloth material is required, the cloth material being substantially free of resin can simply be disposed of as normal waste.
    In addition, the resin dissolved in the wash water can readily be recycled by removal of the dirt, e.g, by filtration, then concentration of the resin solution. The concentrated resin solution can then be reused as such or combined with fresh resin solution for (re)impregnating the cloth material.
    These and other features and advantages of the present invention will be more readily understood by those skilled in the art from a reading of the following detailed description.
    Detailed Description of the Preferred Embodiments
    As indicated above, the tack-rags in accordance with the present invention comprise a cloth material impregnated with a non-drying tacky resin comprising an oligomer or polymer which possesses
  • (a) one or more non-ionic water-solubilizing groups;
  • (b) one or more ionic groups which, when neutralized with a non-volatile neutralizing agent, are rendered water-solubilizing; or
  • (c) combinations thereof,
    • in a water-solubilizing amount or in an amount sufficient to render the oligomer or polymer water-soluble upon neutralization of the ionic groups if present.
    Any one of a number of natural and/or artificial cloth materials may be considered suitable for use with the present invention. These cloth materials are generally known to those skilled in the art and include, for example, woven, non-woven and knitted cloths of cotton, polyester, wool, acrylic, nylon, rayon, cellulose (papers) and viskose fibers, as well as natural and synthetic leather. Especially preferred are cotton, staple rayon and mixtures thereof.
    As suitable tacky resins may be mentioned those that are non-drying and either water-soluble or capable of being rendered water-soluble by neutralizing ionic groups with a non-volatile neutralizing agent.
    By "non-drying" is it meant that the resin dries by physical evaporation of the solvents to form a film in which the resin molecules retain their original chemical form, i.e., essentially no chemical reaction occurs such as crosslinking with a curing agent or via autoxidation at temperatures of up to about 150°C. The resin, therefore, should retain its tacky character at temperatures of normal use.
    Suitable non-ionic water-solubilizing groups are well-known to those skilled in the art and include, for example, polyoxyalkylene groups such as polyoxyethylene and polyoxypropylene groups, as well as other hydrophilic groups based upon polyvinyl alcohols, polymers of hydroxy (meth)acrylates and other hydroxyl groups-containing oligomers and polymers. Preferred among these for use with the present invention are the polyoxyalkylene groups and, especially, polyoxyethylene groups.
    Suitable ionic groups which require neutralization in order to be water-solubilizing are once again well-known to those skilled in the art and include, for example, carboxyl (anionic) and amino (cationic) groups, which are preferred.
    In order to be useful for the present invention, these ionic groups must be capable of being rendered water-solubilizing by neutralization with a non-volatile neutralizing agent. By "non-volatile" is it meant that the neutralizing agent, once associated with the ionic group, does not readily dissociate from it and evaporate on drying. In other words, the salt formed on neutralization remains part of the resin upon drying, which is considered important in order to provide solubility of the resin in the wash water without the necessity for using additional tensides.
    Suitable non-volatile neutralizing agents for anionic groups include strong bases such as alkali metal hydroxides, as well as higher molecular weight polyoxyalkylene amines such as those commercially available under the trade designation "Jeffamine" from Texaco Chemical Company. Preferred for use with the present invention include the alkali metal hydroxides such as LiOH, NaOH and KOH.
    Suitable non-volatile neutralizing agents for cationic groups include inorganic strong acids such as phosphoric acid and sulfuric acid, as well as organic acids such as fatty acids and citric acid. Preferred for use with the present invention is phosphoric acid.
    If the resin possesses only ionic groups, the resin should have an acid number or amine number of at least 20, preferably in the range of 20 to 275, and especially in the range of 40 to 90, in order for the resin to be rendered water-soluble upon neutralizaiton of the ionic groups.
    Of course, the resins may also comprise combinations of these various water-solubilizing groups. If such combinations are utilized, one skilled in the art can readily determine the required amount of each of such groups in order to render the resin water-soluble.
    As specific examples of resins suitable for use with the present invention may be mentioned the following:
  • (i) non-ionic - the reaction product of a biuret isocyanate trimer with one hydroxyl equivalent of a polyester polyol and two hydroxyl equivalents of a polyethyleneglycol monomethyl ether, the reaction product of a lower molecular weight bisepoxide with an amine alcohol (diethanolamine) without neutralization of the amine groups;
  • (ii) anionic/combination - acrylic resins containing acrylic acid and/or polyester and alkyd resins based upon polyols, polycarboxylic acids and monocarboxylic acids, the resins having an acid value of 20-275 (preferably 40-90) and a calculated molecular weight in the range of 800-8000 (preferably 1000-3000), with the anionic groups preferably being neutralized with alkali metal hydroxides as mentioned above; and
  • (iii) cationic/combination - resins based upon the reaction product of polyepoxide resins (such as the Epikote series commercially available from Shell) or glycidyl group-containing acrylic resins, with primary or secondary amines such as monoethanolamine, diethanolamine, ethylene diamine and diethylamine, the resins having an amine value of 20-275 (preferably 40-90) and a calculated molecular weight in the range of 800-8000 (preferably 1000-3000), with the cationic groups preferably being neutralized with phosphoric acid as mentioned above.
    • The cloth material may be impregnated with the tacky resin in any normal manner such as, for example, by dipping the cloth material into a solution or dispersion of the tacky resin or spraying such solution onto the cloth material, then allowing the solvent evaporate. Evaporation can be accelerated through drying at slightly elevated temperatures and/or via air convection.
    As suitable solvents may be mentioned any one of a number of organic solvents such as, for example, butyl acetate, xylene, white spirits and mixtures of water and a water-miscible solvent such as butyl glycol, as well as water in the case that the tacky resins are water-soluble.
    As just indicated, solutions or dispersions of the resins are utilized for impregnating the cloth material with the tacky resins. In order to impregnate the cloth materials with a desirable amount of the resin, a dipping procedure is generally used with a continuous roll of material being passed through a bath of resin solution. The viscosity of the solution is adjusted such that, after passing through rollers to remove excess resin then drying at ca. 100°C for 5-10 minutes, the weight of the so-impreganted cloth material amounts to 180-220% of the original cloth material weight (80-120% by weight added resin based upon the orignal weight of the cloth material). This procedure is controlled by weighing samples of the cloth material before and after impregnation.
    The so-impregnated cloth material is then suitable for use as a dirt collector in various fields, but is especially suited for use as a tack-rag in the automotive field.
    The tack-rags impregnated with a water-soluble non-drying tacky resin as described above can be readily cleaned by washing in water without the addition of tensides or the like which might create disposal problems with respect to the wash water. By so-washing the tack-rags, the resin and dirt can readily be substantially completely separated from the cloth material.
    The tack-rags impregnated with a non-water-soluble non-drying tacky resin as described above can be washed in the same manner as those impregnated with a water-soluble resin with the exception that the wash water must contain a sufficient amount of a non-volatile neutralizing agent in order to neutralize a water-solubilizing amount of ionic groups present in such resin. Again by so-washing, the resin and dirt can readily be substantially completely separated from the cloth material.
    The so-washed cloth material, if in sufficiently good shape, can be reimpregnated with the tacky resin and used again as a tack-rag, or can merely be used for normal cleaning purposes. If disposal of the cloth material is required, the cloth material being substantially free of resin and dirt can simply be disposed of as normal waste.
    In addition, the resin dissolved in the wash water can readily be recycled by removal of the dirt, e.g, by filtration, then concentration of the resin solution. The concentrated resin solution can then be reused as such or combined with fresh resin solution for (re)impregnating the cloth material.
    The foregoing more general discussion of the present invention will be further illustrated by the following specific examples.
    Examples Resin Solution 1
    A non-drying alkyd resin (from unsaturated branched fatty acids, dicarboxylic acids and polyols), having a molecular weight of 1480 and an acid value of 68, was thinned with a 70/30 butyl acetate/butyl glycol solution to a solid content of 60 wt% and subsequently neutralized to 70% with a 40 wt% solution of sodium hydroxide in water.
    This solution was further thinned with butyl acetate to a viscosity of 50 seconds (DIN 4mm cup, 23°C).
    Resin Solution 2
    The same as Resin Solution 1 except that the alkyd resin was neutralized to 100% with a 40 wt% solution of lithium hydroxide in water.
    This solution was further thinned with butyl acetate to a viscosity of 50 seconds (DIN 4mm cup, 23°C).
    Resin Solution 3
    A polyurethane-modified polyester resin was prepared by reacting an hydroxyl group-containing polyester (acid value<3, MW=1230, from neopentylglycol, perhydrobisphenol and tetrahydrophthalic anhydride) with an adduct of one mole of a biuret isocyanate trimer (commercially available under the trade designation Desmodur N from Bayer AG) with two moles of polyethyleneglycol monomethyl ether. The resin was dissolved to 60 wt% in butyl acetate.
    This solution was further thinned with butyl acetate to a viscosity of 50 seconds (DIN 4mm cup, 23°C).
    Resin Solution 4
    An epoxide-amine adduct from one mole of an epoxide resin (commercially available under the trade designation Epikote 828 from Shell) and two moles diethanolamine was thinned with butyl acetate to 60 wt%, then further thinned with butyl acetate to a viscosity of 50 seconds (DIN 4mm cup, 23°C).
    Resin Solution 5
    An epoxide-amine adduct from one mole of an epoxide resin (commercially available under the trade designation Epikote 1001 from Shell) and two moles diethanolamine was thinned with butyl acetate to 60 wt% then subsequently neutralized to 100% with phosphoric acid.
    This solution was further thinned with butyl acetate to a viscosity of 50 seconds (DIN 4mm cup, 23°C).
    Impregnation of Cloth Material
    Cotton/rayon mixed cloth material was impregnated by dipping in the resin solution until, after drying at 100°C for 10 minutes, the cloth weighed about 200% of its original weight.
    Tack-rags so-produced from each of Resin Solutions 1-5 had a tacky feel and exhibited excellent tack-rag properties, removing dirt from painted panels completely without smearing or leaving any residue on the painted surface.
    These tack-rags were then washed in plain water without the addition of any tensides or the like (14 liters of water per kg tack-rag) and dried. The resulting rags were found to be completely tack free and suitable for general cleaning purposes.
    Only a limited number of preferred embodiments of the present invention have been specifically described and demonstrated above. One skilled in the art, however, will recognize numerous substitutions, modifications and alterations which can be made without departing from the spirit and scope of the invention as limited by the following claims.

    Claims (11)

    1. A tack-rag comprising a cloth material impregnated with a tacky resin, characterized in that the tacky resin is a non-drying tacky resin comprising an oligomer or polymer which possesses
      (a) one or more non-ionic water-solubilizing groups;
      (b) one or more ionic groups which, when neutralized with a non-volatile neutralizing agent, are rendered water-solubilizing; or
      (c) combinations thereof,
      in a water-solubilizing amount or in an amount sufficient to render the oligomer or polymer water-soluble upon neutralization of the ionic groups if present.
    2. The tack-rag according to claim 1, characterized in that the non-drying tacky resin is a water-soluble oligomer or polymer which possesses a water-solubilizing amount of
      (a) one or more non-ionic water-solubilizing groups;
      (b1) one or more ionic groups which have been neutralized with a non-volatile neutralizing agent in order to render those ionic groups water-solubilizing; or (c) combinations thereof.
    3. The tack-rag according to claim 2, characterized in that the non-drying tacky resin is a water-soluble oligomer or polymer which possesses a water-solubilizing amount of (a) one or more non-ionic water-solubilizing groups.
    4. The tack-rag according to claim 2, characterized in that the non-drying tacky resin is a water-soluble oligomer or polymer which possesses a water-solubilizing amount of (b1) one or more ionic groups which have been neutralized with a non-volatile neutralizing agent in order to render those ionic groups water-solubilizing.
    5. The tack-rag according to claim 1, characterized in that the non-drying tacky resin is a non-water-soluble oligomer or polymer which possesses (b2) one or more ionic groups which, when neutralized with a non-volatile neutralizing agent, are rendered water-solubilizing, in an amount sufficient to render the oligomer or polymer water-soluble upon neutralization of the ionic groups with a non-volatile neutralizing agent.
    6. The tack-rag according to any one of claims 1-5, characterized in that the ionic groups are anionic groups.
    7. The tack-rag according to any one of claims 1-5, characterized in that the ionic groups are cationic groups.
    8. The tack-rag according to any one of claims 1-7, characterized in that the weight of the tack-rag is 180% to 220% of the weight of the cloth material.
    9. A method of producing a tack-rag by impregnating a cloth material with a non-drying tacky resin as set forth in any one of claims 1-8.
    10. A method of cleaning a tack-rag comprising a water-soluble oligomer or polymer as the non-drying tacky resin, as set forth in any one of claims 1-4 or 7-8, or as produced as set forth in claim 9, characterized in that the tack rag is washed in water without the addition of tensides or the like to substantially separate the resin from the cloth material.
    11. A method of cleaning a tack-rag comprising a non-water-soluble oligomer or polymer as the non-drying tacky resin, as set forth in any one of claims 1 or 5-8, or as produced as set forth in claim 9, characterized in that the tack-rag is washed in water without the addition of tensides or the like to substantially separate the resin from the cloth material, wherein the wash water contains a sufficient amount of a non-volatile neutralizing agent in order to neutralize a water-solubilizing amount of the ionic groups.
    EP96116910A 1996-10-21 1996-10-21 Tack-rag Expired - Lifetime EP0837176B1 (en)

    Priority Applications (5)

    Application Number Priority Date Filing Date Title
    EP96116910A EP0837176B1 (en) 1996-10-21 1996-10-21 Tack-rag
    ES96116910T ES2159339T3 (en) 1996-10-21 1996-10-21 STICKY WIP.
    DE69613982T DE69613982T2 (en) 1996-10-21 1996-10-21 DUST BINDING CLOTH
    AT96116910T ATE203289T1 (en) 1996-10-21 1996-10-21 DUST CLOTH
    DK96116910T DK0837176T3 (en) 1996-10-21 1996-10-21 Dust Cloth

    Applications Claiming Priority (1)

    Application Number Priority Date Filing Date Title
    EP96116910A EP0837176B1 (en) 1996-10-21 1996-10-21 Tack-rag

    Publications (2)

    Publication Number Publication Date
    EP0837176A1 true EP0837176A1 (en) 1998-04-22
    EP0837176B1 EP0837176B1 (en) 2001-07-18

    Family

    ID=8223320

    Family Applications (1)

    Application Number Title Priority Date Filing Date
    EP96116910A Expired - Lifetime EP0837176B1 (en) 1996-10-21 1996-10-21 Tack-rag

    Country Status (5)

    Country Link
    EP (1) EP0837176B1 (en)
    AT (1) ATE203289T1 (en)
    DE (1) DE69613982T2 (en)
    DK (1) DK0837176T3 (en)
    ES (1) ES2159339T3 (en)

    Cited By (2)

    * Cited by examiner, † Cited by third party
    Publication number Priority date Publication date Assignee Title
    WO2001080706A1 (en) * 2000-04-20 2001-11-01 Milliken & Company Wiper with particle attracting finish
    US7048806B2 (en) 2003-12-16 2006-05-23 The Clorox Company Cleaning substrates having low soil redeposition

    Citations (7)

    * Cited by examiner, † Cited by third party
    Publication number Priority date Publication date Assignee Title
    GB610169A (en) * 1946-03-29 1948-10-12 Richard James Smith Sizing of aromatic polyester yarns
    US3208093A (en) * 1960-05-31 1965-09-28 Fred M Greider Tack cloth coated with plasticized synthetic resin and method for preparing same
    US3682690A (en) * 1970-06-17 1972-08-08 Homer C Amos Article coated with a water-washable tacky elastomer
    GB1507406A (en) * 1975-04-14 1978-04-12 Buckman Labor Inc Cationic polyamines
    US4413080A (en) * 1982-06-21 1983-11-01 Minnesota Mining And Manufacturing Co. Water-dispersible pressure-sensitive adhesive and tape made therewith
    US4448839A (en) * 1981-10-16 1984-05-15 Rohm And Haas Company Method of sizing hydrophobic yarn
    JPS6060172A (en) * 1983-09-13 1985-04-06 Takamatsu Yushi Kk Powdered hot-melt adhesive for interlining

    Patent Citations (7)

    * Cited by examiner, † Cited by third party
    Publication number Priority date Publication date Assignee Title
    GB610169A (en) * 1946-03-29 1948-10-12 Richard James Smith Sizing of aromatic polyester yarns
    US3208093A (en) * 1960-05-31 1965-09-28 Fred M Greider Tack cloth coated with plasticized synthetic resin and method for preparing same
    US3682690A (en) * 1970-06-17 1972-08-08 Homer C Amos Article coated with a water-washable tacky elastomer
    GB1507406A (en) * 1975-04-14 1978-04-12 Buckman Labor Inc Cationic polyamines
    US4448839A (en) * 1981-10-16 1984-05-15 Rohm And Haas Company Method of sizing hydrophobic yarn
    US4413080A (en) * 1982-06-21 1983-11-01 Minnesota Mining And Manufacturing Co. Water-dispersible pressure-sensitive adhesive and tape made therewith
    JPS6060172A (en) * 1983-09-13 1985-04-06 Takamatsu Yushi Kk Powdered hot-melt adhesive for interlining

    Non-Patent Citations (1)

    * Cited by examiner, † Cited by third party
    Title
    DATABASE WPI Section Ch Week 8520, Derwent World Patents Index; Class A82, AN 85-119709, XP002030130 *

    Cited By (2)

    * Cited by examiner, † Cited by third party
    Publication number Priority date Publication date Assignee Title
    WO2001080706A1 (en) * 2000-04-20 2001-11-01 Milliken & Company Wiper with particle attracting finish
    US7048806B2 (en) 2003-12-16 2006-05-23 The Clorox Company Cleaning substrates having low soil redeposition

    Also Published As

    Publication number Publication date
    EP0837176B1 (en) 2001-07-18
    DK0837176T3 (en) 2001-09-24
    ATE203289T1 (en) 2001-08-15
    DE69613982T2 (en) 2002-04-04
    ES2159339T3 (en) 2001-10-01
    DE69613982D1 (en) 2001-08-23

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