WO2012126773A1 - Composition adhésive contenant au moins un copolyester aliphatique amorphe - Google Patents

Composition adhésive contenant au moins un copolyester aliphatique amorphe Download PDF

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WO2012126773A1
WO2012126773A1 PCT/EP2012/054377 EP2012054377W WO2012126773A1 WO 2012126773 A1 WO2012126773 A1 WO 2012126773A1 EP 2012054377 W EP2012054377 W EP 2012054377W WO 2012126773 A1 WO2012126773 A1 WO 2012126773A1
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acid
pressure
sensitive adhesive
adhesive
copolyester
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German (de)
English (en)
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Bernhard MÜSSIG
Ingo Neubert
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Tesa SE
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Tesa SE
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    • 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
    • C09J167/00—Adhesives based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Adhesives based on derivatives of such polymers
    • C09J167/08—Polyesters modified with higher fatty oils or their acids, or with natural resins or resin acids
    • 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]
    • 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
    • C09J2467/00—Presence of polyester

Definitions

  • the invention relates to a pressure-sensitive adhesive with at least one aliphatic amorphous copolyester and to the use thereof.
  • Adhesive adhesives are adhesives which, even under relatively slight pressure, permit a permanent bond with the primer and, after use, can be removed again from the primer without leaving any residue.
  • Pressure-sensitive adhesives are permanently tacky at room temperature and therefore have a sufficiently low viscosity and high tack, so that they wet the surface of the respective adhesive base even at low pressure.
  • the adhesiveness of the adhesives and the removability are based on their adhesive properties and on their cohesive properties. As a basis for PSAs, various compounds come into question.
  • Adhesive tapes which are equipped with pressure-sensitive adhesives, so-called pressure-sensitive adhesive tapes, are today used in a variety of industrial and private sectors.
  • pressure-sensitive adhesive tapes consist of a carrier film which is provided on one or both sides with a pressure-sensitive adhesive.
  • pressure-sensitive adhesive tapes that consist exclusively of a pressure-sensitive adhesive layer and no carrier film, the so-called transfer tapes.
  • the composition of the pressure-sensitive adhesive tapes can be very different and depends on the respective requirements of the different applications.
  • the carriers are usually made of plastic films such as polypropylene, polyethylene, polyester or paper, woven or nonwoven fabric.
  • the self- or pressure-sensitive adhesives usually consist of acrylate copolymers, silicones, natural rubber, synthetic rubber, styrene block copolymers or polyurethanes.
  • aliphatic and aromatic copolyesters are very well known as hot melt adhesives which are completely tack-free or tack-free at room temperature.
  • Pressure-sensitive adhesives of copolyesters are described, for example, in US 2002/0120093 A1, JP 2009 001 707 A1, JP 2008 297 475 A1, JP 2008 191 309 A1 and JP 2008 256 957 A1.
  • US 2002/0120093 A1 describes a pressure-sensitive adhesive consisting of an aliphatic polycarbonate or polyester having high molecular weight hydroxy end groups, which is converted into a network with polyfunctional polyols and carboxylic acids by polycondensation.
  • JP 2009 001 707 A1 and JP 2008 297 475 A1 describe a pressure-sensitive adhesive composed of a polyester composed of a dicarboxylic acid, an aromatic diol and an aliphatic diol with alkyl side chains for the bonding of optical components.
  • JP 2008 191 309 A1 and JP 2008 256 957 A1 describe PSAs which consist of a crosslinked, aliphatic polyester, likewise for the bonding of optical components. Due to ecological aspects, sustainability and against the background of the ever scarcer resources of crude oil and on the other side of a world-wide strongly growing consumption of plastics, there has been an effort for some years to produce plastics based on renewable raw materials. Some bio-based plastics are commercially available today.
  • Biobased or biodegradable polyesters are commercially available from various suppliers today. Biobased means made from renewable raw materials; biodegradable, composted or mined under industrial conditions, this does not necessarily happen under normal household conditions (composting in the garden). A definition of biodegradability can be found in the European Standard EN 13432 / EN 14995. This is what the companies offer NatureWorks LLC and Purac Biochem Polylactic Acid. Polyhydroxyalkanoates are, inter alia, from the companies Metabolix Inc., Part (Mirel®), Novamont SpA. and Xinfu Pham offered. Copolyesters are from Showa Higpolymers Ldt.
  • biobased or biodegradable polyesters commercially available today are all partially crystalline with a crystalline melting range of above 60 ° C. and sometimes even 180 ° C., depending on the polymer. Because of their partial crystallinity, these polyesters are therefore unsuitable for use in producing a pressure-sensitive adhesive.
  • a biodegradable pressure-sensitive adhesive based on aliphatic copolyesters is described in JP 2006 131 705 A1.
  • the aliphatic copolyester is mainly composed of lactic acid as a monomer.
  • the use of polylactic acid or copolymers of lactic acid for the preparation of pressure-sensitive adhesives is only of limited suitability, since the polylactic acid sequences have a relatively high glass transition temperature T g of 50 to 60 ° C and tend to crystallize.
  • EP 2 151 485 A1 describes an emulsion adhesive based on a copolyester of renewable raw materials.
  • the object of the invention is to provide a pressure-sensitive adhesive with at least one aliphatic amorphous copolyester.
  • the invention relates to a pressure-sensitive adhesive comprising an aliphatic amorphous copolyester having a molecular weight M w of at least 30,000 and a glass transition temperature T g of less than or equal to 5 ° C, preferably less than or equal to 0 ° C, wherein the proportion of the aliphatic amorphous copolyester in the pressure-sensitive adhesive at least 50 wt .-% is.
  • the aliphatic amorphous copolyester consists of at least two different aliphatic monomers which have either hydroxyl or / and carboxyl functionalities.
  • polyesters are unsuitable for the preparation of pressure-sensitive adhesives because of the partial crystallinity. Polyester from renewable raw materials are also only available to a limited extent and exclusively for the packaging film sector.
  • the main constituent of the pressure-sensitive adhesive of the invention is an amorphous copolyester having a T g of less than or equal to 5 ° C., preferably less than or equal to 0 ° C., formed from at least one dicarboxylic acid and a diol or polyol as monomers.
  • At least one monomer consists of renewable raw materials, wherein the monomer further advantageously at least 30 carbon atoms, preferably 36 carbon atoms and particularly advantageously has a branched structure.
  • an aliphatic amorphous copolyester having a T g of less than or equal to 5 ° C. and preferably less than or equal to 0 ° C., preferably formed such that at least one monomer is derived from renewable resources, is more preferably at least 30% monomer C atoms, preferably 36 carbon atoms and particularly advantageously has a branched structure, is suitable for the preparation of a pressure-sensitive adhesive. It is surprising that this pressure-sensitive adhesive fulfills the high requirements of a versatile industrial pressure-sensitive adhesive such as high bond strength, sufficiently high shear strength and good resistance to aging.
  • dicarboxylic acids or their methyl esters based on petrochemicals such as, for example, terephthalic acid, isophthalic acid, adipic acid or succinic acid, find use in the preparation of commercial polyesters.
  • polyester according to the invention are preferably dicarboxylic acids or their methyl or ethyl esters, which are produced from renewable raw material sources such as vegetable or animal fats, For example, it uses succinic acid (Biosuccinium® from Roquette), azelaic acid (Emery1144 from Emery Oleochem) and sebacic acid (from Casda Biomaterials).
  • succinic acid Biosuccinium® from Roquette
  • azelaic acid (Emery1144 from Emery Oleochem)
  • sebacic acid from Casda Biomaterials.
  • dimer fatty acids are dicarboxylic acids prepared by catalyzed dimerization mostly by Diels-Alder addition of unsaturated fatty acids such as oleic acid, ricinoleic acid, palmitoleic acid, cetoleic acid, erucic acid, icosenoic acid, tall oil fatty acid.
  • unsaturated fatty acids such as oleic acid, ricinoleic acid, palmitoleic acid, cetoleic acid, erucic acid, icosenoic acid, tall oil fatty acid.
  • Suitable dimer fatty acids are, for example, Emery 2032 from Emery Oleochem, Pripol 1006 from Croda and Type 62 from SysKem Chemie. Also advantageous is the use of dimethyl or diethyl esters of dimer fatty acid. In this case, the copolyester is formed by transesterification with the corresponding di- or polyol with removal of methanol or ethanol.
  • a random copolyester consisting of preferably at least 50% by weight of dimer fatty acid, based on the total amount of dicarboxylic acid used, and preferably at least one further dicarboxylic acid.
  • ethylene glycol, propylene glycol, 1,4-butanediol, 1,6-hexanediol or cyclohexanedimethanol are usually used on a petrochemical basis.
  • di- or polyols prepared from renewable raw material sources such as by fermentation of starch or sugar used, such as 1, 3-propanediol (Susterra® from DuPont) or polyoxytrimethylene glycol (Cerenol® of DuPont).
  • Polyols are understood here to be polymerized diols which have a functionality of 2, that is to say have two free hydroxyl groups in the molecule.
  • polyols having a functionality of 2 based on fatty acids and more preferably a diol prepared by hydrogenation of dimer fatty acids can be used. Examples include BioOH® from Cargill, Agrol® from Biobased Technology, GR-35 from Vertellus and Priplast® from Coda.
  • random copolyesters consisting of at least two different diols or polyols and these preferably of at least 50% by weight. renewable raw material based on the total amount of di- or polyol used.
  • hydroxycarboxylic acids from renewable raw materials such as .beta.-hydroxybutyric acid, .beta.-hydroxyvaleric acid, .beta.-polyhydroxyhexanoic acid or .beta.-hydrocyoctanoic acid or else also caprolactone as a comonomer.
  • Monomers with a low chain length of less than 5 carbon atoms are particularly prone to crystallization and are therefore used to a maximum of 15 wt .-% and preferably to a maximum of 10 wt .-% for the preparation of the copolyester of the invention.
  • the monomers for the preparation of the polyester which at least 20% by weight, advantageously at least 30% by weight and particularly preferably at least 50% by weight, based on the total amount of monomers used, at least 30 C atoms, preferably having 36 carbon atoms, which advantageously have a branched structure analogous to the formula 1.
  • R 1 R 2 formula 1 with X 1 , X 2 : OH or COOH
  • R 1 , R 2 saturated or unsaturated alkyl chains having 5 to 10 carbon atoms
  • amorphous character of the Polyester is characterized by the fact that in the DSC investigation no or only a very weak melting peak with a maximum enthalpy of fusion ⁇ Hs ⁇ 5 J / g and advantageously ⁇ Hs ⁇ 3 J / g and particularly preferably ⁇ Hs ⁇ 1 J / g is observed.
  • the glass transition temperature T g of the polyester or copolyester should not be too low, so that it is optimally suitable for the preparation of a pressure-sensitive adhesive.
  • the optimum setting of the T g s is achieved via a suitable comonomer ratio.
  • the monomer having at least 30 carbon atoms does not exceed a proportion of 90% by weight, based on the total weight of monomers.
  • all monomer repeating units in the polyester or copolyester in the polymer chain have at least 3 C atoms.
  • lactic acid as comonomer is omitted according to the invention.
  • the polylactic acid homopolymer has a too high T g of 50 to 60 ° C and in addition has a considerable tendency to crystallize.
  • the copolyester has a sufficiently high molecular weight of at least 30,000, preferably at least 40,000 and most preferably at least 50,000 g / mol.
  • a low molecular weight copolyester is not suitable for preparing a pressure-sensitive adhesive because shear strength / cohesion is too low.
  • a catalyst for producing polyesters compounds of metal such as antimony, tin, zinc, titanium are usually used. Preference is given to using dibutyltin (II) diacetate, tin (II) 2-ethylhexanoate, tetrabutyl titanate (IV) or titanium (IV) isopropoxide.
  • the customary preparation processes such as, for example, azeotropic distillation or a vacuum melt method are used which are described, for example, in Kunststoff-Handbuch Bd. 3/1, Carl Hanser Verlag, 1992, pages 15 to 23 or in EP 0 568 593 A1, EP 0 565 235 A1 or EP0 028 687 A1.
  • the polyester may be mixed with one or more additives such as tackifiers (tackifier resins), plasticizers or / and anti-aging agents.
  • tackifier resin the skilled person understands a resin-based substance which increases the tackiness.
  • Tackifiers are, for example, hydrocarbon resins (for example polymers based on unsaturated C 5 or C 9 monomers), terpene-phenolic resins, polyterpene resins based on ⁇ -pinene and / or ⁇ -pinene and / or ⁇ -limonene, and aromatic resins, such as coumarone-indene.
  • Resins or resins based on styrene or ⁇ -methylstyrene and rosin and its derivatives for example disproportionated, dimerized or esterified resins, for example reaction products with glycol, glycerol or pentaerythritol, to name only a few.
  • natural resins such as rosins and derivatives are used such as Foralyn, Staybelite E, Foral, Pentalyn all of Hercules.
  • Suitable miscible plasticizers are, for example, aliphatic, cycloaliphatic and aromatic mineral oils, polyethylene or polypropylene glycol, di- or poly-esters of phthalic acid, citronic acid, trimellitic acid or adipic acid, liquid rubbers (for example low molecular weight nitrile or polyisoprene rubbers), liquid polymers of butene and / or isobutene, acrylic acid esters, polyvinyl ethers, liquid and soft resins based on the raw materials of adhesive resins, wool wax and other waxes or liquid silicones.
  • plasticizers from renewable resources such as the bio-based polyoxytrimethylene glycol Cerenol® DuPont, vegetable oils and preferably refined vegetable oils such as rapeseed oil, soybean oil, fatty acids or fatty acid esters or epoxidized vegetable oils such as epoxidized soybean oil.
  • additives in the polyester pressure-sensitive adhesive are fillers (for example fibers, carbon black, zinc oxide, titanium dioxide, chalk, solid or hollow glass spheres, microballoons, microspheres of other materials, silica, silicates, nanoparticles), compounding agents and / or aging inhibitors, for example in US Pat Form of primary and secondary antioxidants, for example sterically hindered phenols such as Irganox 1010 and more preferably tocopherol (vitamin E). Also light stabilizers can be added to the PSA.
  • fillers for example fibers, carbon black, zinc oxide, titanium dioxide, chalk, solid or hollow glass spheres, microballoons, microspheres of other materials, silica, silicates, nanoparticles
  • compounding agents and / or aging inhibitors for example in US Pat Form of primary and secondary antioxidants, for example sterically hindered phenols such as Irganox 1010 and more preferably tocopherol (vitamin E).
  • light stabilizers can be
  • support materials for the pressure-sensitive adhesive tape the usual and familiar to those skilled carrier materials such as paper, fabric, non-woven or films of, for example, polyester such as polyethylene terephthalate (PET), polyethylene, polypropylene, stretched polypropylene, polyvinyl chloride used.
  • polyester such as polyethylene terephthalate (PET)
  • PET polyethylene terephthalate
  • polyethylene polyethylene
  • polypropylene stretched polypropylene
  • polyvinyl chloride used.
  • support materials made from renewable raw materials such as paper, fabrics made of, for example, cotton, hemp, yurt, nettle fibers or films of, for example, polylactic acid, cellulose, modified starch, polyhydroxyalkanoate, biobased polypropylene, bio-based polyethylene.
  • This list is not meant to be exhaustive, but within the scope of the invention, the use of other films is possible.
  • the support material may preferably be equipped on one or both sides with the polyester pressure-sensitive adhesive.
  • the pressure-sensitive adhesive tape is formed by partially or completely applying the adhesive to the carrier.
  • the coating can also take the form of one or more strips in the longitudinal direction (machine direction), optionally in the transverse direction, but in particular it is full-surface.
  • the adhesives can be applied in the manner of a grid dot by means of screen printing, whereby the dots of adhesive can also be distributed differently and / or differently, by webs connected in the longitudinal and transverse direction by gravure printing, by screen printing or by flexographic printing.
  • the adhesive may be in dome form (made by screen printing) or in another pattern such as mesh, stripes, zigzag lines. Furthermore, it can also be sprayed on, for example, which results in a more or less irregular application pattern.
  • the application rate (coating thickness) of the adhesive is preferably between 10 and 200 g / m 2 , more preferably between 25 and 75 g / m 2 , most preferably between 30 and 50 g / m 2 .
  • an adhesion promoter a so-called primer layer
  • the known dispersion and solvent systems can be used, for example, based on isoprene- or butadiene-containing rubber, acrylate rubber, polyvinyl, polyvinylidene and / or cyclic rubber.
  • Isocyanates or epoxy resins as additives improve the adhesion and in part also increase the shear strength of the pressure-sensitive adhesive.
  • the adhesion promoter can likewise be applied to the carrier film by means of a coextrusion layer. For example, flame treatment, corona or plasma or coextrusion layers are suitable as physical surface treatments.
  • the backing material can be subjected to an antiadhesive physical treatment or coating on the back or top side, ie opposite the adhesive mass side, in particular with a release agent or release (optionally blended with other polymers).
  • stearyl compounds for example polyvinyl stearyl carbamate, stearyl compounds of transition metals such as Cr or Zr, ureas of polyethyleneimine and stearyl isocyanate or polysiloxanes.
  • the term stearyl is synonymous with all straight or branched alkyls or alkenyls having a C number of at least 10, such as Example octadecyl.
  • Suitable release agents further comprise surfactant release systems based on long-chain alkyl groups such as stearylsulfosuccinates or stearylsulfosuccinamates, but also polymers which may be selected from the group consisting of polyvinyl stearyl carbamates such as Escoat 20 from Mayzo, Polyethyleniminstearylcarbamiden, chromium complexes of d 4 - 2 s fatty acids and stearyl copolymers, as described for example in DE 28 45 541 A. Also suitable are release agents based on acrylic polymers with perfluorinated alkyl groups, silicones, for example based on poly (dimethyl-siloxanes) or fluorosilicone compounds.
  • surfactant release systems based on long-chain alkyl groups such as stearylsulfosuccinates or stearylsulfosuccinamates, but also polymers which may be selected from the group consisting of polyviny
  • the carrier material can be pre- or post-treated.
  • Common pretreatments are hydrophobing, common aftertreatments are calendering, tempering, laminating, stamping and covering.
  • the pressure-sensitive adhesive tape may also be laminated with a commercially available release film or paper which is usually coated from a base material of polyethylene, polypropylene, polyester or paper coated on one or both sides with polysiloxane.
  • a commercially available release film or paper which is usually coated from a base material of polyethylene, polypropylene, polyester or paper coated on one or both sides with polysiloxane.
  • the preparation of the pressure-sensitive adhesive film according to the invention can be carried out by customary coating methods known to the person skilled in the art.
  • the polyester PSA including the additives, dissolved in a suitable solvent by means of, for example, anilox roller coating, comma flak coating,
  • the coating of the carrier film or release film can also be carried out in a solvent-free process.
  • the copolyester is heated in an extruder and melted. In the extruder, further process steps such as mixing with the described additives, filtration or degassing can take place. The melt is then coated by means of a slot die on the carrier film or release film.
  • the pressure-sensitive adhesive tape according to the invention preferably has a bond strength to a steel substrate of at least 2.0 N / cm and a shear deformation of at most 500 ⁇ m at an application rate of 50 g / m 2 . These values are also reached after storage for 3 months at 23 ° C, 40 ° C or 70 ° C.
  • adheresive tape encompasses all flat structures such as films or film sections which are expanded in two dimensions, tapes of extended length and limited width, tape sections, diecuts, labels and the like.
  • the tape can be provided in fixed lengths such as by the meter or as an endless product on rolls (Archimedean spiral).
  • the adhesive tape can consist of only one layer of adhesive, that is to say single-layered, but the adhesive tape can also have a carrier onto which one or both sides a layer (or optionally several layers) of adhesive is applied.
  • the total content of renewable raw materials in the pressure-sensitive adhesive tape according to the invention consisting of carrier film, adhesive and optionally a release paper is preferably at least 50% by weight.
  • the K value is a measure of the average molecular size of high polymer substances.
  • the principle of the method is based on the capillary-viscometric determination of the relative solution viscosity.
  • the test substance is dissolved in toluene by shaking for 30 minutes, so that a 1% strength by weight solution is obtained.
  • the flow time is measured at 25 ° C and determined therefrom in relation to the viscosity of the pure solvent, the relative viscosity of the sample solution.
  • a differential scanning calorimetry is performed with Mettler DSC 1 according to ISO 3146 at a heating rate of 10 ° C / min.
  • a melting range is determined by the occurrence of an enthalpy transition I. Order (peak) displayed.
  • the enthalpy of fusion ⁇ Hs is determined.
  • the glass transition is expressed in the DSC measurement by a 2nd-order enthalpy transition (step). From the glass transition, the glass transition temperature T g is determined from the thermogram.
  • the eluant used is THF with 0.1% by weight of trifluoroacetic acid.
  • the measurement with Rl and UV detector takes place at 25 ° C.
  • PSS-SDV, 5 ⁇ m, 103 ⁇ (10-7 m), ID 8.0 mm ⁇ 50 mm was used as precolumn.
  • the sample concentration is 4 g / l, the flow rate is 1, 0 ml per minute. It is measured against PMMA standards. Determination of the proportion of renewable raw materials The proportion of renewable raw materials is determined according to the C14 radiocarbon method ASTM D6866-04. Alternatively, the determination can also be carried out mathematically on the basis of manufacturer information of the raw materials.
  • the peel strength (bond strength) was tested on the basis of PSTC-1.
  • a 2 cm wide strip of pressure-sensitive adhesive tape is bonded to the test substrate such as a steel plate by rolling it over five times twice with a 5 kg roller.
  • the plate is clamped, and the self-adhesive strip is peeled over its free end on a tensile testing machine at a peel angle of 180 ° at a speed of 300 mm / min, and determines the force required for it.
  • the measurement results are given in N / cm and averaged over three measurements.
  • a 1 cm wide strip of pressure-sensitive adhesive tape is glued transversely on a polished 1, 3 cm wide steel plate (test substrate) with a 2 kg roller by rolling three times twice (bonding area 1 cm x 1, 3 cm). Double-sided adhesive tapes are covered on the back with a 50 ⁇ aluminum foil.
  • the test strip is reinforced with a 190 ⁇ thick PET film and then cut straight edge with the help of a fixing device. The edge of the reinforced test strip is 1 mm above the edge of the steel plate.
  • the plates are equilibrated for 15 min under test conditions (40 ° C, 50% relative humidity) in the measuring device, but without load. Then the test weight of 200 g is added, so that a shear stress arises parallel to the bonding surface. By means of a Mikrowegaufêts the shear path is measured and graphed as a function of time.
  • Shear deformation SD is the shear path after a weight load of defined duration (here: 15 min).
  • a weight load of defined duration here: 15 min.
  • the monomers and the catalyst di-2-ethylhexyl-tin (II) are added to a 1 L three-necked flask equipped with a stirrer.
  • the mixture is first heated slowly to 150 ° C. under N 2 atmosphere and then stirred for 2 hours at this temperature. Subsequently, the temperature is raised to 180 ° C under vacuum and stirred for a further 5 h at this temperature. After cooling the reaction mixture, the polymer is dissolved in a toluene / THF mixture (1: 1) for further processing.
  • Copolyester 1 consists of the monomers 88.4 wt .-% Empol 1008, 1 1, 6 wt .-% Susterra 1, 3-propanediol.
  • Copolyester 2 consists of the monomers 62.8% by weight Empol 1008, 20.7% by weight Emery 1144, 16.5% by weight Susterra 1, 3-propanediol.
  • Copolyester 3 consists of the monomers 27.2% by weight of sebacic acid, 72.8% by weight of Pripol 2033.
  • Copolyester 4 consists of the monomers 33.5% by weight of sebacic acid, 3.8% by weight of Susterra 1, 3-propanediol, 62.7% by weight of Pripol 2033.
  • Copolyester 1 is mixed with 20 wt .-% Foral 85 and 0.5 wt .-% tocopherol and diluted with a THF / toluene mixture to a solids content of 40 wt .-%.
  • the coating is carried out with a comma bar on a 25 ⁇ BoPLA carrier film (Nativa NTSS from Taghleef Industries), which is equipped on the back with a carbamate release coating, then followed by drying at 90 ° C.
  • the adhesive application after drying is 50 g / m 2 .
  • Example 2 Example 2
  • Copolyester 2 is mixed with 10% by weight of Foral 85 and 0.5% by weight of tocopherol and diluted with a THF / toluene mixture to a solids content of 40% by weight.
  • the coating is done on release paper with a comma bar, followed by drying at 120 ° C.
  • the adhesive application after drying is 50 g / m 2 .
  • 25 ⁇ BoPLA carrier film (Nativa NTSS from Taghleef Industries) is laminated to the coating.
  • Copolyester 3 is mixed with 20 wt .-% Foral 85 and 0.5 wt .-% tocopherol and diluted with a THF / toluene mixture to a solids content of 40 wt .-%.
  • the Coating is carried out with a comma bar on a 23 ⁇ BOPP carrier film, which is equipped on the back with a carbamate release coating, then followed by drying at 70 ° C.
  • the adhesive application after drying is 50 g / m 2 .
  • Copolyester 4 is mixed with 15% by weight of Foral 85 and 0.5% by weight of tocopherol and diluted with a THF / toluene mixture to a solids content of 40% by weight.
  • the coating is done on release paper with a comma bar, followed by drying at 120 ° C.
  • the adhesive application after drying is 50 g / m 2 . After drying, the coating is laminated from both sides to a 12 ⁇ PET carrier film, so that your double-sided adhesive tape is formed.
  • a copolyester of 5.2% by weight of lactide, 83.6% by weight of Empol 1008 and 11.2% by weight of ethylene glycol is prepared by the method described.
  • the copolyester has an M N of 53,000 g / mol, a K value of 46, a T g of -15 ° C and shows a melting peak with an AHs of 5 J / g.
  • the copolyester is not pressure-sensitive.
  • the blending with adhesive resins and or plasticizers only resulted in a pressure-sensitive adhesive having a very moderate bond strength of ⁇ 1.2 N / cm.
  • copolyester of 51, 6 wt .-% Empol 1008 and 48.4 wt .-% Pripol 2033.
  • the copolyester has an M N of 48,000 g / mol, a K value of 43, a T g of -56 ° C and shows no melting peak in the DSC.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Adhesive Tapes (AREA)

Abstract

L'invention concerne une composition adhésive qui contient un copolyester aliphatique amorphe ayant une masse moléculaire Mw au moins égale à 30 000 et une température de transition vitreuse Tg inférieure ou égale à 5°C, de préférence inférieure ou égale à 0°C, la proportion du copolyester aliphatique amorphe dans la composition adhésive étant au moins égale à 50 % en poids.
PCT/EP2012/054377 2011-03-23 2012-03-13 Composition adhésive contenant au moins un copolyester aliphatique amorphe Ceased WO2012126773A1 (fr)

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Application Number Priority Date Filing Date Title
DE102011005956A DE102011005956A1 (de) 2011-03-23 2011-03-23 Haftklebemasse mit mindestens einem aliphatischen amorphen Copolyester
DE102011005956.3 2011-03-23

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DE102014223470A1 (de) 2014-11-18 2016-05-19 Tesa Se Flexible, thermisch stabile und gleichzeitig transparente biobasierte Folie basierend auf Polymilchsäure, eine Formulierung zur Herstellung der Folie sowie ihre Verwendung

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EP0028687A1 (fr) 1979-11-13 1981-05-20 Chemische Werke Hüls Ag Procédé pour préparer des polyesters linéaires de poids moléculaire élevé
EP0568593A1 (fr) 1991-01-25 1993-11-10 E.I. Du Pont De Nemours And Company Nouveaux polyesters et leur emploi dans des produits transformables en compost tels que des couches jetables
EP0565235A2 (fr) 1992-04-10 1993-10-13 Showa Highpolymer Co., Ltd. Polyester aliphatique contenant des liaisons uréthane
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EP2151485A1 (fr) 2007-05-25 2010-02-10 Nitto Denko Corporation Procédé pour la production d'une composition adhésive de type émulsion de polyester
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JP2009001707A (ja) 2007-06-22 2009-01-08 Toyo Ink Mfg Co Ltd ポリエステル樹脂及び感圧式接着剤組成物
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Publication number Priority date Publication date Assignee Title
DE102014223470A1 (de) 2014-11-18 2016-05-19 Tesa Se Flexible, thermisch stabile und gleichzeitig transparente biobasierte Folie basierend auf Polymilchsäure, eine Formulierung zur Herstellung der Folie sowie ihre Verwendung
WO2016078889A1 (fr) 2014-11-18 2016-05-26 Tesa Se Biofilm flexible, thermiquement stable et en même temps transparent, à base d'acide polylactique, formulation pour la production du biofilm et son utilisation

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