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WO2005121269A1 - Adhesif contenant de l'ester d'acide adipique - Google Patents

Adhesif contenant de l'ester d'acide adipique Download PDF

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Publication number
WO2005121269A1
WO2005121269A1 PCT/EP2005/005960 EP2005005960W WO2005121269A1 WO 2005121269 A1 WO2005121269 A1 WO 2005121269A1 EP 2005005960 W EP2005005960 W EP 2005005960W WO 2005121269 A1 WO2005121269 A1 WO 2005121269A1
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WO
WIPO (PCT)
Prior art keywords
weight
polymer
adhesive
adhesive according
atoms
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.)
Ceased
Application number
PCT/EP2005/005960
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German (de)
English (en)
Inventor
Andree Dragon
Oral Aydin
Heiko Diehl
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
BASF SE
Original Assignee
BASF SE
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by BASF SE filed Critical BASF SE
Publication of WO2005121269A1 publication Critical patent/WO2005121269A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J163/00—Adhesives based on epoxy resins; Adhesives based on derivatives of epoxy resins
    • C09J163/10—Epoxy resins modified by unsaturated compounds
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
    • C09J133/04—Homopolymers or copolymers of esters
    • C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J7/00—Adhesives in the form of films or foils
    • C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
    • C09J7/38—Pressure-sensitive adhesives [PSA]
    • C09J7/381—Pressure-sensitive adhesives [PSA] based on macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • C09J7/385—Acrylic polymers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2666/00—Composition of polymers characterized by a further compound in the blend, being organic macromolecular compounds, natural resins, waxes or and bituminous materials, non-macromolecular organic substances, inorganic substances or characterized by their function in the composition
    • C08L2666/28—Non-macromolecular organic substances
    • C08L2666/34—Oxygen-containing compounds, including ammonium and metal salts

Definitions

  • the invention relates to an adhesive containing
  • Self-adhesive labels that can be removed without leaving any residue are required for many applications.
  • the absence of residues is of particular importance e.g. when labeling food.
  • a prerequisite for residue-free removability is that the internal cohesion in the adhesive layer (cohesion) is stronger than the adhesion to the substrate surface.
  • Such properties can e.g. by chemical changes to the binder polymer.
  • crosslinking monomers it is possible e.g. the use of crosslinking monomers to increase cohesion.
  • polymers with ureido groups are used.
  • a disadvantage of such polymers is that the corresponding modification takes place already during the production of the polymer and the polymers are then only suitable for residue-free self-adhesive articles with low adhesion.
  • the object of the present invention was therefore adhesives for residue-free removable self-adhesive articles; the adhesives should contain simple, universally applicable binders.
  • the adhesive according to the invention contains polymer A) and a mono- or diester B).
  • the polymer can be obtained by radical polymerization of ethylenically unsaturated compounds (monomers).
  • the polymer consists of at least 60% by weight, preferably at least 80% by weight, particularly preferably at least 90% by weight, of so-called main monomers.
  • the main monomers are selected from CrC 2 o-alkyl (meth) acrylates, vinyl esters of carboxylic acids containing up to 20 C atoms, vinyl aromatics with up to 20 C atoms, ethylenically unsaturated nitriles, vinyl halides, vinyl ethers containing 1 to 10 C atoms Alcohols, aliphatic hydrocarbons with 2 to 8 carbon atoms and one or two double bonds or mixtures of these monomers.
  • Examples include (Meth) acrylic acid alkyl esters with a C-i-Cio-alkyl radical, such as methyl methacrylate, methyl acrylate, n-butyl acrylate, ethyl acrylate and 2-ethylhexyl acrylate.
  • Vinyl esters of carboxylic acids with 1 to 20 C atoms are e.g. Vinyl laurate, stearate, vinyl propionate, vinyl versatic acid and vinyl acetate.
  • Suitable vinyl aromatic compounds are vinyl toluene, a- and p-methylstyrene, a-butylstyrene, 4-n-butylstyrene, 4-n-decylstyrene and preferably styrene.
  • nitriles are acrylonitrile and methacrylonitrile.
  • the vinyl halides are chlorine, fluorine or bromine-substituted ethylenically unsaturated compounds, preferably vinyl chloride and vinylidene chloride.
  • vinyl ethers examples include Vinyl methyl ether or vinyl isobutyl ether. Vinyl ethers of alcohols containing 1 to 4 carbon atoms are preferred.
  • Butadiene, isoprene and chloroprene may be mentioned as hydrocarbons with 4 to 8 carbon atoms and two olefinic double bonds.
  • Preferred main monomers are the C to C 10 alkyl acrylates and methacrylates, in particular C to C 8 alkyl acrylates and methacrylates and vinyl aromatics, in particular styrene and mixtures thereof.
  • Methyl acrylate, methyl methacrylate, ethyl acrylate, n-butyl acrylate, n-hexyl acrylate, octyl acrylate and 2-ethylhexyl acrylate, styrene and mixtures of these monomers are very particularly preferred.
  • the polymer may contain other monomers, e.g. Monomers with carboxylic acid, sulfonic acid or phosphonic acid groups.
  • Carboxylic acid groups are preferred. For example, Acrylic acid, methacrylic acid, itaconic acid, maleic acid or fumaric acid.
  • monomers are e.g. also monomers containing hydroxyl groups, in particular C 1 -C 4 -hydroxyalky methacrylates, (meth) acrylamide.
  • Phenyloxyethyl glycol mono (meth) acrylate, glycidyl acrylate, glycidyl methacrylate, amino (meth) acrylates such as 2-aminoethyl (meth) acrylate may also be mentioned as further monomers.
  • Crosslinking monomers may also be mentioned as further monomers.
  • the polymer preferably contains hydrophilic groups selected from carboxyl groups, hydroxyl groups, amino groups and carboxamide groups.
  • the content of these hydrophilic groups is in particular 0.001 to 0.5 mol per 100 g of polymer.
  • the content is preferably at least 0.005 mol, particularly preferably at least 0.008 mol and at most 0.2 mol, in particular at most 0.1 mol, very particularly preferably at most 0.05 or 0.03 mol per 100 g / polymer.
  • hydrophilic groups selected from carboxyl groups, hydroxyl groups and carboxamide groups are particularly preferred.
  • At least 20 mol% of the total molar amount of these groups is particularly preferably carboxyl groups.
  • Carboxyl groups mean both carboxylic acid groups and their salts. In the case of the salts, they are preferably salts with volatile bases, e.g. Ammonia.
  • hydrophilic groups can be bound to the polymer by copolymerization of the corresponding monomers.
  • Preferred monomers with hydrophilic groups are the abovementioned monomers with carboxyl groups and hydroxyl groups, in particular, for example, acrylic acid.
  • the polymer is composed of at least 60% by weight, particularly preferably at least 80% by weight and very particularly preferably at least 95% by weight of C 1 to C 20 alkyl (meth) acrylates.
  • the polymers are prepared by emulsion polymerization, so it is an emulsion polymer.
  • ionic and / or non-ionic emulsifiers and / or protective colloids or stabilizers are used as surface-active compounds.
  • Suitable protective colloids can be found in Houben-Weyl, Methods of Organic Chemistry, Volume XIV / 1, Macromolecular Substances, Georg-Thieme-Verlag, Stuttgart, 1961, pp. 411 to 420.
  • Both anionic and cationic come as emulsifiers as well as nonionic emulsifiers.
  • Preferably, only accompanying emulsifiers are used as accompanying surface-active substances, the molecular weight of which, in contrast to the protective colloids, is usually below 2000 g / mol.
  • the individual components must be compatible with one another, which can be checked by means of a few preliminary tests if in doubt.
  • Anionic and nonionic emulsifiers are preferably used as surface-active substances.
  • Common accompanying emulsifiers are, for example, ethoxylated fatty alcohols (EO grade: 3 to 50, alkyl radical: C 8 - to C 36 ), ethoxylated mono-, di- and tri-alkylphenols (EO degree: 3 to 50, alkyl radical: C 4 - to C 9 ), alkali metal salts of dialkyl esters of sulfosuccinic acid and alkali and ammonium salts of alkyl sulfates (alkyl radical: C 8 - to C 12 ), of ethoxylated alkanols (EO degree: 4 to 30, alkyl radical: C-, 2 - to C 18 ), of ethoxylated alkylphenols (EO grade: 3 to 50, alkyl radical: C 4 - to C g ), of alkyl sulfonic acids (alkyl radical
  • Suitable emulsifiers are compounds of the general formula II
  • R 5 and R 6 are hydrogen or C 4 - to C 14 -alkyl and are not simultaneously hydrogen, and X and Y can be alkali metal ions and / or ammonium ions.
  • R 5 , R 6 are preferably linear or branched alkyl radicals having 6 to 18 carbon atoms. Atoms or hydrogen and in particular with 6, 12 and 16 carbon atoms, where R 5 and R 6 are not both hydrogen at the same time.
  • X and Y are preferably sodium, potassium or ammonium ions, with sodium being particularly preferred.
  • Compounds II in which X and Y are sodium, R 5 is a branched alkyl radical having 12 C atoms and R 6 is hydrogen or R 5 are particularly advantageous.
  • Industrial mixtures are used which have a share of 50 to 90 wt .-% of the monoalkylated product, for example Dowfax ® 2A1 (trademark of Dow Chemical Company).
  • Suitable emulsifiers can also be found in Houben-Weyl, Methods of Organic Chemistry, Volume 14/1, Macromolecular Substances, Georg Thieme Verlag, Stuttgart, 1961, pages 192 to 208.
  • emulsifiers are, for example, Dowfax ® 2 A1, Emulan ® NP 50, Dextrol ® OC 50, Emulsifier 825, Emulsifier 825 S, Emulan ® OG, Texapon ® NSO, Nekanil ® 904 S, Lumiten ® I-RA, Lumiten ® E 3065 , Disponil ® FES 77, Lutensoi ® AT 18, Steinapol VSL, Emulphor NPS 25.
  • Ionic emulsifiers or protective colloids are preferred for the present invention. They are particularly preferably ionic emulsifiers, in particular salts and acids, such as carboxylic acids, sulfonic acids and sulfates, sulfonates or carboxylates.
  • the surface-active substance is usually used in amounts of 0.1 to 10 parts by weight, preferably 0.2 to 5 parts by weight, based on 100 parts by weight of the monomers to be polymerized.
  • Water-soluble initiators for emulsion polymerization are e.g. Ammonium and alkali metal salts of peroxidic sulfuric acid, e.g. Sodium peroxodisulfate, hydrogen peroxide or organic peroxides, e.g. tert-butyl hydroperoxide.
  • peroxidic sulfuric acid e.g. Sodium peroxodisulfate
  • hydrogen peroxide or organic peroxides e.g. tert-butyl hydroperoxide.
  • red-ox reduction-oxidation
  • the Red-Ox initiator systems consist of at least one mostly inorganic reducing agent and one inorganic or organic oxidizing agent.
  • the oxidation component is e.g. the initiators for emulsion polymerization already mentioned above.
  • the reduction components are, for example, alkali metal salts of sulphurous acid, such as sodium sulphite, sodium hydrogen sulphite, alkali metal salts of disulphurous acid such as sodium disulphite, bisulphite addition compounds of aliphatic aldehydes and ketones, such as acetone bisulphite or reducing agents such as hydroxymethanesulphinic acid and their salts, or ascorbic acid.
  • the Red-Ox initiator systems can be used with the use of soluble metal compounds, the metallic component of which can occur in several valence levels.
  • Common red-ox initiator systems are e.g. Ascorbic acid / iron (II) sulfate / sodium peroxydisulfate, tert-butyl hydroperoxide / sodium disulfite, tert-butyl hydroperoxide / Na-hydroxymethanesulfinic acid.
  • the individual components e.g. the reduction component, can also be mixtures e.g. a mixture of the sodium salt of hydroxymethanesulfinic acid and sodium disulfite.
  • the compounds mentioned are mostly used in the form of aqueous solutions, the lower concentration being determined by the amount of water which is acceptable in the dispersion and the upper concentration being determined by the solubility of the compound in question in water.
  • the concentration is 0.1 to 30% by weight, preferably 0.5 to 20% by weight, particularly preferably 1.0 to 10% by weight, based on the solution.
  • the amount of initiators is generally 0.1 to 10% by weight, preferably 0.5 to 5% by weight, based on the monomers to be polymerized. Several different initiators can also be used in emulsion polymerization.
  • Regulators can be used in the polymerization, e.g. in amounts of 0 to 0.8 parts by weight, based on 100 parts by weight of the monomers to be polymerized, is reduced by the molar mass.
  • Suitable are e.g. Compounds with a thiol group such as tert-butyl mercaptan, ethyl thioglycolate, mercaptoethynol, mercaptopropyltrimethoxysilane or tert-dodecyl mercaptan.
  • the emulsion polymerization is usually carried out at 30 to 130, preferably 50 to 90 ° C.
  • the polymerization medium can consist only of water, as well as mixtures of water and therefore miscible liquids such as methanol. Preferably only water is used.
  • the emulsion polymerization can be carried out either as a batch process or in the form of a feed process, including a step or gradient procedure.
  • a polymer seed can also be introduced, for example, for better adjustment of the particle size.
  • the manner in which the initiator is added to the polymerization vessel in the course of the free-radical aqueous emulsion polymerization is known to the person skilled in the art.
  • It can either be completely introduced into the polymerization vessel or used continuously or in stages in the course of the free-radical aqueous emulsion polymerization, depending on its consumption. In particular, this depends on the chemical nature of the initiator system as well as on the polymerization temperature. A portion is preferably introduced and the remainder is fed to the polymerization zone in accordance with the consumption.
  • initiator added.
  • the individual components can be added to the reactor in the feed process from above, in the side or from below through the reactor floor.
  • aqueous dispersions of the polymer are generally obtained with solids contents of from 15 to 75% by weight, preferably from 40 to 75% by weight.
  • Dispersions with the highest possible solids content are preferred for a high space / time yield of the reactor.
  • solids contents> 60% by weight one should set a bimodal or polymodal particle size, since otherwise the viscosity becomes too high and the dispersion can no longer be handled.
  • a new generation of particles can be generated, for example, by adding seeds
  • the polymer thus produced is preferably used in the form of its aqueous dispersion
  • the average particle size of the polymer particles dispersed in the aqueous dispersion is preferably less than 400 nm, in particular less than 200 nm.
  • the average particle size is particularly preferably between 140 and 200 nm.
  • average particle size d 5 o of the particle size is meant herein, that is 50 wt .-% of the total mass of all particles have a diameter smaller than the d 50 value.
  • the particle size distribution can be known Way with the analytical ultracentrifuge (W. Gurschtle, Makromolekulare Chemie 185 (1984), pages 1025-1039).
  • the pH of the polymer dispersion is preferably set to a pH greater than 4.5, in particular to a pH between 5 and 8.
  • the glass transition temperature of the polymer or of the polymer is preferably -60 to 0 ° C, particularly preferably -60 to -10 ° C and very particularly preferably -60 to -20 ° C.
  • the glass transition temperature can be determined using conventional methods such as differential thermal analysis or differential scanning calorimetry (see, for example, ASTM 3418/82, so-called “midpoint temperature”).
  • the adhesive according to the invention also contains a mono- or diester B).
  • the aliphatic mono- or diester B) is formed from a dicarboxylic acid with 4 to 20 C atoms B1) and a C 4 - to C 20 hydroxyalkane B2).
  • B) can be prepared by a conventional esterification of B1) with B2).
  • B1 is in particular a dicarboxylic acid with 4 to 8, particularly preferably with 4 to 6, carbon atoms.
  • B2 is in particular a hydroxyalkane with 6 to 15, particularly preferably with 6 to 11, carbon atoms. In particular, it is a hydroxyalkane with 9 carbon atoms.
  • B) is preferably a linear hydroxyalkane in which the C atom at one chain end is substituted by a methyl group (iso compound) and the C atom at the opposite chain end is substituted by the hydroxy group
  • B) is particularly preferably a diester, i.e. both carboxylic acid groups of B1) are esterified with a hydroxyalkane B2).
  • a particularly preferred compound B) is diisononyl adipate (CAS number 33703-08-1), which is available under the trade name Plastomoll® / DNA.
  • the amount of the mono- or diester B) is, for example, 0.1 to 20 parts by weight, preferably at least 0.2, particularly preferably at least 0.3 parts by weight per 100 parts by weight of polymer (solid / solid, ie without solvent); the amount is preferably at most 7 parts by weight, particularly preferably at most 5 parts by weight per 100 parts by weight of polymer, in particular at most 3 or 2.5 parts by weight per 100 parts by weight of polymer.
  • Very good results are e.g. achieved with an amount of 0.1 to 5 parts by weight, in particular 0.2 to 3 parts by weight per 100 parts by weight of polymer.
  • the polymer or the aqueous dispersion of the polymer can be mixed in a simple manner with the mono- or diester B).
  • the mixture obtained is stable on storage.
  • the adhesives preferably pressure-sensitive adhesives, can consist solely of the polymer or the aqueous dispersion of the polymer and the mono- or diester B).
  • the adhesives and pressure sensitive adhesives can contain further additives, e.g. Fillers, dyes, leveling agents, thickeners or tackifiers (tackifying resins).
  • Tackifiers are e.g. Natural resins, such as rosins and their derivatives resulting from disproportionation or isomerization, polymerization, dimerization, hydrogenation. These can be in their salt form (with, for example, mono- or polyvalent counterions (cations) or preferably in their esterified form. Alcohols used for the esterification can be mono- or polyvalent. Examples are methanol, ethanediol, diethylene glycol, triethylene glycol, 1 , 2,3-propanethiol, pentaerythritol.
  • hydrocarbon resins e.g. Coumarone indene resins, polyterpene resins, hydrocarbon resins based on unsaturated CH compounds, such as butadiene, pentene, methylbutene, isoprene, piperylene, divinylmethane, pentadiene, cyclopentene, cyclopentadiene, cyclohexadiene, styrene, a-methylstyrene, vinyltoluene Use.
  • unsaturated CH compounds such as butadiene, pentene, methylbutene, isoprene, piperylene, divinylmethane, pentadiene, cyclopentene, cyclopentadiene, cyclohexadiene, styrene, a-methylstyrene, vinyltoluene Use.
  • Polyacrylates which have a low molecular weight are also increasingly being used as tackifiers. These polyacrylates preferably have a weight-average molecular weight M w of less than 30,000.
  • the polyacrylates preferably consist of at least 60, in particular at least 80% by weight of dC 8 alkyl (meth) acrylates.
  • Preferred tackifiers are natural or chemically modified rosins. Rosin resins consist predominantly of abietic acid or abietic acid derivatives. The amount by weight of the tackifier is preferably 5 to 100 parts by weight. particularly preferably 10 to 50 parts by weight. based on 100 parts by weight of polymer (solid / solid).
  • the adhesives preferably contain leveling agents (for example lumites) in amounts of 0.05 to 3 parts by weight per 100 parts by weight of polymer.
  • the adhesives or pressure-sensitive adhesives according to the invention are suitable for producing self-adhesive articles, such as labels, adhesive tapes or adhesive films, e.g. Protective films.
  • the self-adhesive articles generally consist of a carrier and a layer of the adhesive applied on one or both sides, preferably on one side.
  • the carrier material can e.g. are paper or preferably plastic films made of polyolefins or PVC.
  • the carrier material can be coated in the usual way.
  • Usual layer thicknesses are, for example, 5 to 30 g / m 2
  • coated substrates obtained are e.g. used as self-adhesive articles, such as labels, adhesive tapes or foils.
  • the self-adhesive articles according to the invention have good performance properties.
  • the feedstocks were mixed.
  • the amounts given in the table are the parts by weight of the aqueous dispersion (with water) and the parts by weight of Plastilit or Plastomoll.
  • All formulations additionally contain 1 part by weight of Lumiten 1-SC (leveling agent) per 100 parts by weight of the total of dispersion and plastilite or plastomoll.
  • Lumiten 1-SC leveling agent
  • Paper was coated with the formulation (18 g / m 2 dry, drying for 3 minutes, 90 ° C.).
  • peel strength adheresion
  • shear strength cohesion
  • the coated carrier was cut into 25 mm wide test strips. To determine the shear strength, the test strips with a bonded area of 25 mm 2 were glued to a V2A test plate, rolled up once with a 1 kg roll, stored for 10 minutes (in a standard atmosphere, 50% relative atmospheric humidity 1 bar, 23 ° C) ) and then suspended with a 1 kg weight (in a normal climate). The measure of the shear strength was the time until the weight dropped; the average of 5 measurements was calculated.
  • a 2.5 cm wide test strip was glued to a steel test specimen and with a roll weighing 1 kg Rolled up once. After 20 minutes or after 24 hours of storage in a standard atmosphere, it was clamped with one end in the upper jaws of a tensile strain test apparatus. The adhesive strip was peeled off the test surface at 300 mm / min at a 180 ° angle, ie the adhesive strip was bent over and pulled off parallel to the test plate and the force required was measured. The measure for the peel strength was the force in N / 2.5 cm, which resulted from the average of five measurements. The test was also carried out in a standard atmosphere.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Adhesives Or Adhesive Processes (AREA)

Abstract

L'invention concerne un adhésif contenant: A) un polymère obtenu par polymérisation radicalaire contenant au moins 60 % en poids de "monomères principaux" sélectionnés parmi les composés suivants: les (méth)acrylates d'alkyle C1 à C20, les composés aromatiques vinyliques comportant jusqu'à 20 atomes de carbone, les nitriles éthyléniquement insaturés, les halogénures vinyliques, les éthers vinyliques d'alcool contenant 1 à 10 atomes de carbone, les hydrocarbures aliphatiques comportant 2 à 8 atomes de carbone et une ou deux liaisons doubles ou des mélanges de ces monomères; et B) un monoester ou un diester aliphatique constitué d'un acide dicarboxylique comportant 4 à 20 atomes de carbone B1) et un hydroxyalcane C4 à C20 B2).
PCT/EP2005/005960 2004-06-08 2005-06-03 Adhesif contenant de l'ester d'acide adipique Ceased WO2005121269A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102004027791.5 2004-06-08
DE102004027791A DE102004027791A1 (de) 2004-06-08 2004-06-08 Klebstoff, enthaltend Adipinsäureester

Publications (1)

Publication Number Publication Date
WO2005121269A1 true WO2005121269A1 (fr) 2005-12-22

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Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3036977A (en) * 1957-08-17 1962-05-29 Hoechst Ag Aqueous dispersions of adhesive vinyl polymeric materials containing carboxylic acid ester additives
WO1993017647A1 (fr) * 1992-03-05 1993-09-16 Avery Dennison Corporation Polymeres autoadhesifs en emulsion utilises dans des rubans adhesifs medicaux et des bandages
JPH10192390A (ja) * 1997-01-14 1998-07-28 Sekisui Chem Co Ltd 医療用粘着テープ
EP1225209A2 (fr) * 2001-01-23 2002-07-24 Basf Aktiengesellschaft Utilisation de dispersions polymères contenant un émulsifiant avec des groupes phosphate comme adhésifs

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3036977A (en) * 1957-08-17 1962-05-29 Hoechst Ag Aqueous dispersions of adhesive vinyl polymeric materials containing carboxylic acid ester additives
WO1993017647A1 (fr) * 1992-03-05 1993-09-16 Avery Dennison Corporation Polymeres autoadhesifs en emulsion utilises dans des rubans adhesifs medicaux et des bandages
JPH10192390A (ja) * 1997-01-14 1998-07-28 Sekisui Chem Co Ltd 医療用粘着テープ
EP1225209A2 (fr) * 2001-01-23 2002-07-24 Basf Aktiengesellschaft Utilisation de dispersions polymères contenant un émulsifiant avec des groupes phosphate comme adhésifs

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
PATENT ABSTRACTS OF JAPAN vol. 1998, no. 12 31 October 1998 (1998-10-31) *

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