EP3253813A1 - Composition d'un apprêt à base d'eau pour polycarbonate et mélanges polycarbonate - Google Patents

Composition d'un apprêt à base d'eau pour polycarbonate et mélanges polycarbonate

Info

Publication number
EP3253813A1
EP3253813A1 EP16703517.9A EP16703517A EP3253813A1 EP 3253813 A1 EP3253813 A1 EP 3253813A1 EP 16703517 A EP16703517 A EP 16703517A EP 3253813 A1 EP3253813 A1 EP 3253813A1
Authority
EP
European Patent Office
Prior art keywords
water
primer composition
component
composition according
based primer
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP16703517.9A
Other languages
German (de)
English (en)
Inventor
Dirk Urbach
Michael Oeser
André BUCHHOLZ
Thomas Hanhörster
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.)
Sika Technology AG
Original Assignee
Sika Technology AG
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 Sika Technology AG filed Critical Sika Technology AG
Publication of EP3253813A1 publication Critical patent/EP3253813A1/fr
Withdrawn legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
    • C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
    • C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
    • C08G59/4007—Curing agents not provided for by the groups C08G59/42 - C08G59/66
    • C08G59/4014—Nitrogen containing compounds
    • C08G59/4028—Isocyanates; Thioisocyanates
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
    • C08K5/0025—Crosslinking or vulcanising agents; including accelerators
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/205—Compounds containing groups, e.g. carbamates
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • C08L33/04—Homopolymers or copolymers of esters
    • C08L33/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, which oxygen atoms are present only as part of the carboxyl radical
    • C08L33/062—Copolymers with monomers not covered by C08L33/06
    • C08L33/066—Copolymers with monomers not covered by C08L33/06 containing -OH groups
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L63/00—Compositions of epoxy resins; Compositions of derivatives of epoxy resins
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L75/00—Compositions of polyureas or polyurethanes; Compositions of derivatives of such polymers
    • C08L75/04—Polyurethanes
    • C08L75/06—Polyurethanes from polyesters
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D163/00—Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins
    • 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
    • C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
    • C09J11/02—Non-macromolecular additives
    • C09J11/06—Non-macromolecular additives organic
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G64/00—Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2205/00—Polymer mixtures characterised by other features
    • C08L2205/03—Polymer mixtures characterised by other features containing three or more polymers in a blend
    • 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
    • C09J2463/00—Presence of epoxy resin
    • C09J2463/003—Presence of epoxy resin in the primer coating
    • 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
    • C09J2475/00—Presence of polyurethane
    • C09J2475/003—Presence of polyurethane in the primer coating

Definitions

  • the present invention relates to a method for treating polycarbonate substrates and for bonding such substrates.
  • the substrate is first coated with a water-based primer composition, to which an adhesive is then applied. Thereafter, the adhesive-coated substrate is brought into contact with a second substrate and bonded.
  • Polycarbonate blends for example in the form of polycarbonate / ABS blends, with other substrates usually requires a pretreatment of the substrate with suitable primers. Only by coating with such primers can sufficient strength of an applied adhesive be ensured to prevent sticking of components e.g. in the automotive industry. Such bonds must meet special requirements, so that they
  • bonds must be stable to heat and cold storage, storage in warm and humid environments, underwater storage and climatic changes.
  • solvent-containing formulations are mainly used as primers for polycarbonate and polycarbonate blends.
  • Such primers are based, for example Isocyanates as the active ingredient component, and are available under the trade designations Sika Primer 207LUM or Sika Primer 206G + P from Sika.
  • JP 2013-010854 A also proposes a polycarbonate primer based on chlorinated rubber, an ethylene-vinyl acetate copolymer and solvents, in particular based on a mixture of alcoholic solvents and aromatic hydrocarbon solvents.
  • two-component polyurethane adhesives have a certain content of plasticizers, such adhesives can be used only with additional measures for the bonding of polycarbonate substrates.
  • DE 10 2014 003 777 A1 proposes to eliminate the problem of the formation of stress cracks by applying two different primers one above the other. An adhesive layer should then be applied to this primer double layer.
  • the double primer coating is intended to ensure that an interaction between an adhesive applied to the primer and the substrate, which leads to the formation of stress cracks, is reduced.
  • primer compositions use substantial proportions of organic solvents, especially in the form of ethyl acetate and methyl ethyl ketone. As a result, during the processing of the
  • VOC organic compounds
  • the present invention is concerned with these objects.
  • the object of the present invention is according to the above
  • the object of the invention is to provide a water-based primer composition for coating substrates made of plastics, in particular in the form of polycarbonates or polycarbonate blends, by means of which a disadvantageous effect is achieved
  • primers ensure that a permanent and aging-resistant bonding of components made of polycarbonate or polycarbonate blends with various other substrates can be ensured.
  • the bonds should preferably be stable under storage conditions of high humidity, underwater storage, storage at elevated temperature and storage under high humidity and high temperature.
  • a water-based primer composition according to claim 1 is able to meet these requirements.
  • Another aspect of the present invention is concerned with a method for treating substrates that have a water-based
  • Primer composition according to claim 1 is first mixed, and then applied to the substrate and dried there.
  • the present invention relates to a method for bonding two substrates, in which a water-based primer composition according to claim 1 is first mixed and then applied to a first substrate and dried there. An adhesive is then applied to the dried primer composition and the adhesive coated substrate is contacted with a second substrate.
  • a further aspect of the present invention is concerned with the use of water-based primer compositions for bonding plastic substrates with plasticizer-containing
  • Polyurethane adhesives wherein the mixed primer composition is applied to a plastic substrate.
  • the present invention relates to a water-based primer composition
  • a first component K1 comprising
  • Epoxy resin in the first component is 15 to 45 wt .-%
  • Polyacrylate in the first component is 1, 5 to 9 wt .-%
  • a water-miscible organic solvent in an amount of up to 40% by weight, based on the first component
  • the present invention is not subject to any significant limitations; the solids content is however, to be chosen so that the quantities of the relevant constituents are in the prescribed ranges.
  • Preferred solids contents in the respective dispersions are from 30 to 70% by weight and in particular from 35 to 60% by weight.
  • a "primer” in the present document is understood to mean a composition which is suitable as a primer and which contains, in addition to non-reacting volatiles and optional solid additives, at least one substance with isocyanate groups and which is capable of forming a solid, adhesive film in a single application on a substrate Layer thickness of typically at least 5 ⁇ cure. Curing takes place on the one hand by the evaporation of non-reactive volatile substances, in particular solvents, as well as
  • Isocyanate groups having functional groups of the polymers contained in the first component K1, in particular the polyester-polyurethane, so that a subsequently applied layer, in particular of an adhesive or sealant, can build a good adhesion to the substrate.
  • flash-off is meant throughout the document a drying of an aqueous composition after the application of the same, wherein the water and optionally contained solvents completely or at least mainly evaporate.
  • polymer in the present document comprises on the one hand a collective of chemically uniform, but differing in terms of degree of polymerization, molecular weight and chain length macromolecules, by a polyreaction
  • polyurethane polymer includes the polymers made by the so-called isocyanate polyaddition process. This also includes those polymers which are almost or completely free of urethane groups.
  • polyurethane polymers are polyether-polyurethanes, polyester-polyurethanes, polyether-polyureas, polyureas, polyester-polyureas, polyisocyanates and polycarbodiimides.
  • the aqueous epoxy resin dispersion is based in particular on an epoxy resin which has more than one epoxide group per molecule and is an epoxy liquid resin or an epoxy solid resin.
  • epoxy resin is well known to the epoxy artisan and is used in contrast to “epoxy liquid resins”.
  • Glass transition temperature of solid resins is above room temperature, that is, they can be crushed at room temperature to form pourable powders.
  • Preferred epoxy liquid resins have the formula (I)
  • substituents R 'and R "independently of one another are either H or CH 3.
  • subscript s stands for a value from 0 to 1.
  • s stands for a value of less than 0.2.
  • Preferred epoxide liquid resins are diglycidyl ethers of bisphenol A (DGEBA), of bisphenol F and of bisphenol A F (The term 'A F' refers to a mixture of acetone with formaldehyde, which is used as starting material in its
  • Such liquid resins are available, for example, as Araldite® GY 250, Araldite® PY 304, Araldite® GY 282 (Huntsman) or DER TM 331 or DER TM 330 (Dow) or Epikote 828 (Resolution).
  • Preferred epoxy-solid resins have the formula (II)
  • the substituents R '"and R""independently of one another are either H or CH 3. Furthermore, the index r stands for a value of> 1 .5, in particular from 2 to 12.
  • Such epoxy solid resins are commercially available as pure solids or as aqueous dispersions, for example from Dow, Huntsman or Resolution.
  • Epoxy resins have the great advantage over epoxy liquid resins that a formulated two- or multi-component aqueous primer composition is significantly faster tack-free, which is a significant advantage for use as a primer, since the waiting time between the application of the primer and an adhesive or sealant on the Primer can be greatly shortened.
  • epoxy resins with N-glycidyl groups such as the following three formulas,
  • epoxy resins are those based on aliphatic glycidyl ethers, such as the epoxy resins of the following two formulas
  • R a is a linear or branched alkyl radical, in particular having 4 to 8 carbon atoms.
  • epoxy resins are under the trade name EPN or ECN as well.
  • Tactix®556 commercially available from Huntsman, and various types of EPN and ECN are also available, for example, from Huntsman as a dispersion in water.
  • other suitable epoxy resins are glycidyl esters, such as those sold, for example, as Araldite® PT 910 or PY 184 from Huntsman.
  • the most suitable epoxy resins are those with a
  • These epoxy resins are preferably bisphenol A / epichlorohydrin-based epoxy solid resins, as they are, for example, under the
  • the proportion of epoxy resin in the weight of the first component K1 is preferably 17 to 35 wt .-%.
  • the aqueous epoxy resin dispersion may also contain a proportion of an organic solvent, for example in the form of 2-propoxyethanol, but the content of such solvents should as far as possible not exceed the content of water in the epoxy resin dispersion.
  • the first component further contains, as described above, an aqueous polyester-polyurethane dispersion, wherein the polyester-polyurethane is preferably an elastomeric polyester-polyurethane.
  • a suitable polyester-polyurethane is available, for example, under the trade name Emuldur 381A from BASF SE.
  • Emuldur 381A from BASF SE.
  • As a particularly favorable content of polyester polyurethane in the first component about 3 to 10 wt .-%, and in particular about 3.5 to 9.5 wt .-%, are given.
  • the first component contains an aqueous polyacrylate dispersion in an amount such that the content of the polyacrylate in the first component is about 1.5 to 9% by weight.
  • the polyacrylate is preferably a hydroxy-functional polyacrylate.
  • Particularly preferred hydroxy-functional polyacrylates have a hydroxyl number of 125 or more, and more preferably 130 or more.
  • the hydroxyl value of the polyacrylate is not more than 500, and preferably not more than 250.
  • Suitable polyacrylate dispersions in the context of the present invention are, for example, Macrynal VSM 6299w / 42WA from Allnex Belgium SA, Joncryl OH831 1 and Luhydran S945T (each from BASF), Macrynal VSM
  • Component about 1.75 to 8 wt .-%, and in particular about 1. 85 to 7.5 wt .-%, is.
  • Primer composition are not significantly limited. However, it has been found to be useful when this ratio is in the range of about 1.5: 1 to 5: 1, that is, there is some excess of epoxy over the sum of the weights of polyester-polyurethane and polyacrylate. Furthermore, it is particularly advantageous if the weight ratio of the polyester-polyurethane to the polyacrylate in the range of about 2: 1 to 1: 1.
  • the water-based primer composition according to the invention can be used for the following reasons.
  • Solvent included.
  • suitable water-miscible solvents are in particular ethers, ketones, esters and alcohols, for example in the form of tetrahydrofuran, methyl ethyl ketone, acetone, or
  • Acetates such as methyl acetate, ethyl acetate or butyl acetate can be used.
  • a particularly suitable water-miscible organic solvent is
  • Isopropanol A preferred content of such water-miscible organic solvents may be stated to be about 4 to 40% by weight.
  • composition of the invention contain further additives for adjusting desired properties.
  • suitable further ingredients are in this specification.
  • Heat stabilizers, pigments and dyes as additives into consideration.
  • the amount of water in the composition according to the invention usually constitutes the proportion of the composition which is 100% by weight relative to the first component K1.
  • the water-based primer composition comprises a water-dispersible isocyanate-based crosslinker. There are no significant with respect to the isocyanate-based polyisocyanates used
  • Particularly suitable polyisocyanates are monomeric di- or tri-isocyanates or an oligomer of a monomeric diisocyanate, in particular a biuret or an isocyanurate of a monomeric diisocyanate or triisocyanate.
  • IPDI Isophorone diisocyanate
  • HMDI perhydro-2,4'- and -4,4'-diphenylmethane diisocyanate
  • TMCDI 1, 4-diisocyanato-2,2,6-trimethylcyclohexane
  • TMCDI 1, 4-diisocyanato-2,2,6-trimethylcyclohexane
  • m- and p-xylylene diisocyanate m- and p-XDI
  • m- and p-tetramethyl-1,3-and -1,4-xylylene diisocyanate m- and p -TMXDI
  • MDI TDI
  • IPDI tris (p-isocyanatophenyl) thiophosphate
  • TDI TDI
  • HDI tris (p-isocyanatophenyl) thiophosphate
  • the isocyanate-based water-dispersible crosslinker comprises aliphatic polyisocyanates, it being possible in particular to use hexamethylene diisocyanate or isophorone diisocyanate as aliphatic polyisocyanates. Most suitable in the context of the present invention is an aliphatic polyisocyanate in the form of hexamethylene diisocyanate.
  • isocyanate-based crosslinkers are suitable addition products of isocyanate groups of at least one polyol and at least one monomeric diisocyanate or triisocyanate, in particular the monomers
  • Diisocyanates or triisocyanates detailed in the previous section.
  • Such addition products are in particular those with polyols having a molecular weight of less than 1000 g / mol, preferably less than 600 g / mol.
  • Suitable as polyol for such addition products are, in particular:
  • Polyether polyols also called polyoxyalkylene polyols, which
  • Unsaturation per gram of polyol (mEq / g)) prepared, for example, by means of so-called double metal cyanide complex catalysts (DMC catalysts), as well as polyoxyalkylene polyols with a higher
  • Catalysts such as NaOH, KOH, CsOH or alkali metal alkoxides.
  • Polyether polyols are particularly suitable polyoxyalkylenediols and triols, in particular polyoxyalkylenediols.
  • Particularly suitable polyoxyalkylene di- and triols are polyoxyethylene di- and triols as well as polyoxypropylene di- and triols.
  • ethylene oxide-terminated oxide-endcapped
  • polyoxypropylene polyols the latter being special polyoxypropylene-polyoxyethylene-polyols obtained, for example, by pure polyoxypropylene-polyols, in particular
  • Polyoxypropylenediols and triols are further alkoxylated after completion of the Polypropoxyl mecanical methylcellulose and thereby have primary hydroxyl groups.
  • Polyester polyols which carry at least two hydroxyl groups, which by known methods, in particular the polycondensation of
  • polyester polyols which are prepared from dihydric to trivalent, especially dihydric, alcohols, such as ethylene glycol, diethylene glycol, propylene glycol, dipropylene glycol, neopentyl glycol, 1, 4-butanediol, 1, 5-pentanediol, 3-methyl-1, 5 -hexanediol, 1, 6-hexanediol, 1, 8-octanediol, 1, 10-decanediol, 1, 12-dodecanediol, 1, 12-hydroxystearyl alcohol, 1, 4-cyclohexanedimethanol, dimer fatty acid diol (dimerdiol),
  • dihydric to trivalent, especially dihydric, alcohols such as ethylene glycol, diethylene glycol, propylene glycol, dipropylene glycol, neopentyl glycol, 1, 4-butanediol, 1, 5-pentanediol, 3-methyl-1
  • Hydroxypivalic acid neopentyl glycol esters, glycerol, 1,1,1-trimethylolpropane or mixtures of the abovementioned alcohols, with organic di- or
  • Tricarboxylic acids in particular dicarboxylic acids, or their anhydrides or esters, such as succinic acid, glutaric acid, adipic acid,
  • Trimethyladipic acid Trimethyladipic acid, suberic acid, azelaic acid, sebacic acid,
  • Dodecanedicarboxylic acid maleic acid, fumaric acid, dinner fatty acid, phthalic acid, phthalic anhydride, isophthalic acid, terephthalic acid, dimethyl terephthalate, hexahydrophthalic acid, trimellitic acid and trimellitic anhydride, or
  • polyester polyols are polyester diols.
  • Particularly suitable polyesterdiols are those prepared from adipic acid, azelaic acid, sebacic acid, dodecanedicarboxylic acid, dinner fatty acid, phthalic acid,
  • Polycarbonate polyols as obtained by polycondensation of, for example, the abovementioned dihydric or trihydric alcohols used to form the polyesterpolyols, with dialkyl carbonates, such as dimethyl carbonate,
  • Diaryl carbonates such as diphenyl carbonate, or phosgene, are accessible.
  • polycarbonate diols in particular amorphous
  • At least two hydroxyl-bearing block copolymers which contain at least two different blocks of polyether, polyester and / or
  • Low molecular weight dihydric or polyhydric alcohols such as 1, 2-ethanediol, 1, 2- and 1, 3-propanediol, neopentyl glycol, diethylene glycol,
  • Triethylene glycol the isomeric dipropylene glycols and tripropylene glycols, the isomeric butanediols, pentanediols, hexanediols, heptanediols, octanediols,
  • Nonanediols decanediols, undecanediols, 1,3- and 1,4-cyclohexanedimethanol, hydrogenated bisphenol A, dimeric fatty alcohols, 1,1,1-trimethylolethane, 1,1,1-trimethylolpropane, glycerol, pentaerythritol, sugar alcohols, such as xylitol, sorbitol or Mannitol, sugars, such as sucrose, low molecular weight alkoxylation products of the aforementioned dihydric and polyhydric alcohols.
  • Particularly preferred polyols are propylene carbonates and polyethylene glycols and, as polyisocyanate, hexamethylene diisocyanate which may be isocyanurated and / or allophanate-modified.
  • aziridine-based crosslinkers can also be used as a constituent of the second component.
  • aziridine-based crosslinkers can also be used as a constituent of the second component.
  • Trimethylolpropane tris-3- (aziridin-1-yl) propionate and pentaerythritol tris-3- (aziridin-1-yl) propionate are, for example, under the trade names Xama ® 2, Xama ® 7 and Xama ® 200 by the company biomaterial Science LLC, United States, or under the trade name Chemitite® ® PZ by Nippon Shokubai Co. Ltd., Japan.
  • the proportion of crosslinking agents based on isocyanate should be at least 50 wt .-%, in particular at least 75 wt .-% and particularly preferably at least 90 wt .-%, based on the Total weight of the second component K2, make up.
  • the isocyanate-based water-dispersible crosslinker is useful in incorporating the water-based primer composition in an amount such that the proportion of the isocyanate groups from the crosslinker exceeds the total amount of the functional groups of the epoxy resin, the polyester-polyurethane, and the polyacrylate.
  • Suitable amounts of water-dispersible crosslinking agent are generally from 5 to 10% by weight and in particular from 8 to 10% by weight, based on the total weight of the first component K1. In a very particularly preferred embodiment, the
  • the water-based primer composition according to the invention consists of a first component consisting of
  • a second component K2 consisting of 5 to 10 wt .-% of a
  • Isocyanate crosslinker based on isocyanurated hexamethylene diisocyanate, which is formulated with propylene carbonate and polyethylene glycol.
  • the present invention relates to a method of treating a substrate S1 comprising the steps
  • the order is usually carried out by means of an order unit.
  • the substrate S1 is preferably a plastic substrate.
  • Plastic substrates are understood in particular to be flexible, sheet-like plastics in a thickness of 0.05 mm to 5 mm.
  • the plastic is preferably a polycarbonate or polycarbonate blend, e.g. in the form of polycarbonate / ABS.
  • the venting can be done by evaporation in air with and without bleeding.
  • a blower in particular an air blower, can serve as a venting means.
  • a bleeding agent is used.
  • the venting can be carried out at room temperature or at elevated temperature, in particular at a temperature of 60 ° C. It is preferred if the venting takes place at low temperatures, for example by a Carnot process.
  • the primer-coated substrates produced are distinguished by the fact that an adhesive subsequently applied to the primer can form a firmly adhering bond with the primer and the substrate, so that a very durable
  • Another aspect of the present invention therefore relates to a method for bonding two
  • the second substrate S2 comprises.
  • substrates as mentioned above for the method of treating a substrate S1 are preferable.
  • the second substrate S2 can likewise be a plastic substrate, in particular in the form of a polycarbonate or polycarbonate blend substrate, but it can also be a substrate made of another material, for example of metal or a substrate based on glass or a glass ceramic, act.
  • step (iv) can be carried out, for example, by a spray, brush, knife, stamp, roll or casting application method.
  • the order is preferred as adhesive bead from cartridge guns or
  • the contacting takes place expediently during the open time of the adhesive.
  • the step of contacting (v) takes place under a contact pressure exerted on the substrate S1, so that a adequate wetting of both substrates and a structurally desired, ie dimensionally stable, form is achieved.
  • the adhesive to be included in the process described is preferably a polyurethane adhesive and more suitably a plasticizer-containing polyurethane adhesive, since when using such
  • Sikaflex ® As a suitable commercially available adhesive Sikaflex ® can be used for example 254th
  • Another aspect of the present invention relates to the use of a water-based primer composition as described in the foregoing
  • the plastic substrate is preferably a substrate based on polycarbonate or a polycarbonate blend, while the adhesive to be used for the adhesive is expediently a polyurethane adhesive and in particular a plasticizer-containing polyurethane adhesive.
  • Crosslinking component mixed and applied within the pot life in a thin layer on a substrate made of polycarbonate.
  • the drying of the primer layer was carried out either at room temperature (23 ° C) or at elevated temperature. After complete drying, an adhesive bead based on the
  • Polyurethane adhesive Sikaflex ® 254 applied and cured for 7 days at room temperature.
  • the test specimens thus obtained were successively determined in different climatic conditions by peel tests: 1 . Curing and storage of the bonded components at room temperature at 23 ° C / 50% relative humidity for 7 days,
  • the adhesion and the fracture pattern were assessed by test persons without peel values being determined on tensile testing machines. In all cases, the observed fracture pattern using the primer of the invention was cohesive. Used material:
  • Emuldur 381 A Polyester Polyurethane Dispersion, 40%
  • Luhydran S945T Hydroxyfunctional dispersion ca. 45%
  • Isocyanate crosslinker based on isocyanuratized hexamethylene diisocyanate, formulated with
  • Isocyanate crosslinker based on isocyanurated hexamethylene diisocyanate (in some cases allophanate-modified), formulated with propylene carbonate and polyethylene glycol

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Paints Or Removers (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Polyurethanes Or Polyureas (AREA)
  • Laminated Bodies (AREA)

Abstract

La présente invention concerne une composition d'un apprêt à base d'eau particulièrement appropriée pour le prétraitement de substrats en polycarbonate, laquelle présente un composant K1 comprenant une dispersion aqueuse de résine époxy, une dispersion aqueuse de polyester-polyuréthane et une dispersion aqueuse de polyacrylate, ainsi qu'éventuellement un solvant organique miscible dans l'eau et un second composant K2 qui comprend un agent de durcissement à base d'isocyanate dispersible dans l'eau. Les apprêts décrits confèrent une forte adhérence aux adhésifs appliqués ultérieurement sur les substrats de polycarbonate et permettent d'effectuer un traitement impliquant une réduction significative des émissions de COV et d'éviter la formation de fissures de contrainte.
EP16703517.9A 2015-02-05 2016-02-04 Composition d'un apprêt à base d'eau pour polycarbonate et mélanges polycarbonate Withdrawn EP3253813A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP15154022.6A EP3053942A1 (fr) 2015-02-05 2015-02-05 Compositions de couche primaire à base d'eau pour du polycarbonate et des mélanges de polycarbonate
PCT/EP2016/052391 WO2016124692A1 (fr) 2015-02-05 2016-02-04 Composition d'un apprêt à base d'eau pour polycarbonate et mélanges polycarbonate

Publications (1)

Publication Number Publication Date
EP3253813A1 true EP3253813A1 (fr) 2017-12-13

Family

ID=52469625

Family Applications (2)

Application Number Title Priority Date Filing Date
EP15154022.6A Withdrawn EP3053942A1 (fr) 2015-02-05 2015-02-05 Compositions de couche primaire à base d'eau pour du polycarbonate et des mélanges de polycarbonate
EP16703517.9A Withdrawn EP3253813A1 (fr) 2015-02-05 2016-02-04 Composition d'un apprêt à base d'eau pour polycarbonate et mélanges polycarbonate

Family Applications Before (1)

Application Number Title Priority Date Filing Date
EP15154022.6A Withdrawn EP3053942A1 (fr) 2015-02-05 2015-02-05 Compositions de couche primaire à base d'eau pour du polycarbonate et des mélanges de polycarbonate

Country Status (4)

Country Link
US (1) US10385159B2 (fr)
EP (2) EP3053942A1 (fr)
CN (1) CN107207896B (fr)
WO (1) WO2016124692A1 (fr)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR102663849B1 (ko) * 2021-06-24 2024-05-08 주식회사 케이씨씨 아연-무함유 프라이머 조성물

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE502004009363D1 (de) * 2003-08-22 2009-05-28 Tesa Ag Verwendung einer klebstofffolie zur implantierung von elektrischen modulen in einen kartenkörper
DE10350242A1 (de) 2003-10-27 2005-05-19 Basf Ag Wasseremulgierbare Isocyanate mit verbesserten Eigenschaften
JP5046774B2 (ja) * 2006-07-31 2012-10-10 本田技研工業株式会社 水性プライマー塗料組成物及び塗膜形成方法
CN101117479B (zh) * 2006-07-31 2010-09-22 本田技研工业株式会社 水性底漆涂料组合物和涂膜形成方法
JP5060202B2 (ja) * 2007-08-09 2012-10-31 本田技研工業株式会社 光輝性塗膜形成方法
JP5564901B2 (ja) * 2009-11-11 2014-08-06 住友金属鉱山株式会社 プライマー層形成用塗布液とプライマー層並びに高耐久性ｕｖカットプラスチック基材
EP2489441A1 (fr) * 2011-02-21 2012-08-22 Cytec Austria GmbH Films de revêtement multicouches
JP2013010854A (ja) 2011-06-29 2013-01-17 Hitachi Chemical Co Ltd ポリカーボネート用プライマー組成物及びポリカーボネート
DE102014003777A1 (de) 2014-03-15 2014-09-04 Daimler Ag Verbindungsanordnung eines ersten Bauelements an einem zweiten Bauelement eines Kraftwagens sowie Verfahren zum Herstellen einer solchen Verbindungsanordnung

Also Published As

Publication number Publication date
US20180016389A1 (en) 2018-01-18
EP3053942A1 (fr) 2016-08-10
CN107207896A (zh) 2017-09-26
CN107207896B (zh) 2019-12-24
US10385159B2 (en) 2019-08-20
WO2016124692A1 (fr) 2016-08-11

Similar Documents

Publication Publication Date Title
EP3288992B1 (fr) Procédé en deux étapes destiné à la fabrication d'une colle polyuréthane à fondre à chaud à faible teneur en diisocyanates monomères et à durcissement rapide
EP2038360B1 (fr) Colle à chaud réactive à l'humidité avec temps de pleine ouverture accru
EP1237971B1 (fr) Renforcateur d'adherence pour polyurethannes reactifs exempts de monomeres
EP2888301B1 (fr) Colle polyuréthane structurelle
EP3116930B1 (fr) Adhésif thermofusible en polyuréthane avec une faible teneur en diisocyanates monomères et une bonne vitesse de réticulation
EP3645594B1 (fr) Composition de polyuréthane à deux composants à temps de conservation réglable
EP2493945B1 (fr) Adhésif bicomposant en dispersion aqueuse
EP1923445B1 (fr) Composition adhésive thermofusible réticulable à l'humidité contenant un polyaldimine
EP2997062A1 (fr) Composition de polyuréthane bicomposants
WO2016173926A1 (fr) Système de liant à base de polyuréthane
WO2014184264A1 (fr) Composition de polyuréthane bicomposants
WO2017108873A1 (fr) Adhésif thermofusible en polyuréthane à base de polyacrylates présentant une résistance élevée à la chaleur
WO2017009310A1 (fr) Colle thermofusible polyuréthane, contenant des dialdimines, offrant une meilleure adhérence sur l'acier inoxydable
EP2144945B1 (fr) Procédé de collage de substrats en métal ou en matière plastique sans couche de fond
WO2021191045A1 (fr) Composition de polyuréthane à deux composants ayant un degré élevé d'hydrophobicité et une durée de vie en pot ajustable
WO2016124692A1 (fr) Composition d'un apprêt à base d'eau pour polycarbonate et mélanges polycarbonate
EP3494155A1 (fr) Adhésif de polyuréthane à deux composants présentant des propriétés mécaniques largement indépendantes de la température et à haute résistance
EP3898802A1 (fr) Masse de scellement en polyuréthane à deux composants à durée de vie en pot ajustable
DE19957351A1 (de) Polyurethan-Zusammensetzungen mit niedrigem Gehalt an Isocyanatmonomeren
EP2062927A1 (fr) Agent adhésif 2K-PU pour utilisation à basse température
DE10055786A1 (de) Haftungsverstärker für monomerfreie reaktive Polyurethane
WO2024089087A1 (fr) Compositions de polyuréthane durcissables à la chaleur ayant une large fenêtre de température
DE102007052207A1 (de) Modifizierte Polyurethanklebstoffe

Legal Events

Date Code Title Description
STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: THE INTERNATIONAL PUBLICATION HAS BEEN MADE

PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: REQUEST FOR EXAMINATION WAS MADE

17P Request for examination filed

Effective date: 20170905

AK Designated contracting states

Kind code of ref document: A1

Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR

AX Request for extension of the european patent

Extension state: BA ME

DAV Request for validation of the european patent (deleted)
DAX Request for extension of the european patent (deleted)
STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: EXAMINATION IS IN PROGRESS

17Q First examination report despatched

Effective date: 20180914

GRAP Despatch of communication of intention to grant a patent

Free format text: ORIGINAL CODE: EPIDOSNIGR1

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: GRANT OF PATENT IS INTENDED

INTG Intention to grant announced

Effective date: 20200928

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: THE APPLICATION IS DEEMED TO BE WITHDRAWN

18D Application deemed to be withdrawn

Effective date: 20210209