SE501427C2 - Adhesives containing low molecular weight esters of organic dicarboxylic acids for bonding plastic particles and methods of making a bonded joint - Google Patents

Adhesives containing low molecular weight esters of organic dicarboxylic acids for bonding plastic particles and methods of making a bonded joint

Info

Publication number
SE501427C2
SE501427C2 SE9302200A SE9302200A SE501427C2 SE 501427 C2 SE501427 C2 SE 501427C2 SE 9302200 A SE9302200 A SE 9302200A SE 9302200 A SE9302200 A SE 9302200A SE 501427 C2 SE501427 C2 SE 501427C2
Authority
SE
Sweden
Prior art keywords
adhesive
esters
solvent
low molecular
molecular weight
Prior art date
Application number
SE9302200A
Other languages
Swedish (sv)
Other versions
SE9302200D0 (en
SE9302200L (en
Inventor
Ulrik Harder
Original Assignee
Nobel Paint & Adhesives Ab
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 Nobel Paint & Adhesives Ab filed Critical Nobel Paint & Adhesives Ab
Priority to SE9302200A priority Critical patent/SE501427C2/en
Publication of SE9302200D0 publication Critical patent/SE9302200D0/en
Priority to FI942925A priority patent/FI109707B/en
Priority to FR9407477A priority patent/FR2706902B1/fr
Priority to NO942377A priority patent/NO306622B1/en
Priority to DK074294A priority patent/DK172214B1/en
Priority to DE4422258A priority patent/DE4422258A1/en
Publication of SE9302200L publication Critical patent/SE9302200L/en
Publication of SE501427C2 publication Critical patent/SE501427C2/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J177/00Adhesives based on polyamides obtained by reactions forming a carboxylic amide link in the main chain; Adhesives based on derivatives of such polymers
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J3/00Processes of treating or compounding macromolecular substances
    • C08J3/02Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques
    • C08J3/09Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in organic liquids
    • C08J3/091Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in organic liquids characterised by the chemical constitution of the organic liquid
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J11/00Features of adhesives not provided for in group C09J9/00, e.g. additives
    • C09J11/02Non-macromolecular additives
    • C09J11/06Non-macromolecular additives organic
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J125/00Adhesives 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 an aromatic carbocyclic ring; Adhesives based on derivatives of such polymers
    • C09J125/02Homopolymers or copolymers of hydrocarbons
    • C09J125/04Homopolymers or copolymers of styrene
    • C09J125/06Polystyrene
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J127/00Adhesives 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 a halogen; Adhesives based on derivatives of such polymers
    • C09J127/02Adhesives 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 a halogen; Adhesives based on derivatives of such polymers not modified by chemical after-treatment
    • C09J127/04Adhesives 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 a halogen; Adhesives based on derivatives of such polymers not modified by chemical after-treatment containing chlorine atoms
    • C09J127/06Homopolymers or copolymers of vinyl chloride
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J133/00Adhesives 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
    • C09J133/04Homopolymers or copolymers of esters
    • C09J133/06Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J169/00Adhesives based on polycarbonates; Adhesives based on derivatives of polycarbonates
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2666/00Composition 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
    • C08L2666/28Non-macromolecular organic substances

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Adhesives Or Adhesive Processes (AREA)

Abstract

A description is given of an adhesive for the bonding of plastics articles. As binder, the adhesive contains a water-insoluble synthetic organic polymer, and as solvent the adhesive contains a mixture of low molecular weight esters of organic dicarboxylic acids, together if desired with a lactam. Furthermore, the adhesive contains conventional additives such as stabilisers, thickeners and thixotropic agents. Also described is a method of generating an adhesive area between the surface areas of plastics articles, using the adhesive.

Description

501 427 2 ning av lim innehållande organiska lösningsmedel, vilket förfarande utmärkes av att 0,1 till 20 vikt% av lösningsmedlet ersättes med en N-alkylpyrrolidon, i synnerhet N-metyl-2- pyrrolidon. De lösningsmedel som ersättes är sådana som inne- håller dimetylformamid, tetrahydrofuran, dioxan, klorkolväten, estrar såsom amyl- och butylacetat och även aromater såsom toluen eller xylen samt ketoner såsom aceton, metyletylketon och i synnerhet cyklohexanon. Adhesive process containing organic solvents, which process is characterized in that 0.1 to 20% by weight of the solvent is replaced by an N-alkylpyrrolidone, in particular N-methyl-2-pyrrolidone. The solvents which are replaced are those which contain dimethylformamide, tetrahydrofuran, dioxane, chlorohydrocarbons, esters such as amyl and butyl acetate and also aromatics such as toluene or xylene and ketones such as acetone, methyl ethyl ketone and in particular cyclohexanone.

Föreliggande uppfinning avser ett lim, som utmärkes av att det har den sammansättning som framgår av patentkravet 1.The present invention relates to an adhesive which is characterized in that it has the composition as claimed in claim 1.

Föreliggande uppfinning avser sålunda ett lim som innehåller en eller flera lågmolekylära diestrar av organiska dikarboxylsyror (dibasiska estrar), eventuellt i kombination med en 5-ledad, vatten-blandbar laktam, som lösningsmedel, för limning av artiklar tillverkade av hård eller mjuk PVC, ABS, polykarbonat, polystyren, polyakrylat, polyakrylamid till sig själva eller till varandra.The present invention thus relates to an adhesive containing one or more low molecular weight diesters of organic dicarboxylic acids (dibasic esters), optionally in combination with a 5-membered, water-miscible lactam, as solvent, for gluing articles made of hard or soft PVC, ABS , polycarbonate, polystyrene, polyacrylate, polyacrylamide to themselves or to each other.

Uppfinningen avser även ett sätt att framställa en limmad fog mellan ytor, vilket sätt definieras i patentkravet 10. .Å Vid sättet enligt uppfinningen framställes en limmad fog mellan ytor* hos artiklar framställda av vattenolösliga, syntetiska, organiska polymerer såsom hård och mjuk PVC, ABS, polykarbonat, polystyren, polyakrylat, polyakrylamid, genom påföring av limmet enligt uppfinningen pà minst en av de ytor som skall sammanfogas, vilka ytor därefter sammanföres och torkas.The invention also relates to a method of producing a glued joint between surfaces, which method is defined in claim 10. In the method according to the invention a glued joint between surfaces * of articles made of water-insoluble, synthetic, organic polymers such as hard and soft PVC, ABS , polycarbonate, polystyrene, polyacrylate, polyacrylamide, by applying the adhesive according to the invention to at least one of the surfaces to be joined, which surfaces are then joined and dried.

Limmet enligt uppfinningen är lämpligt för limning av exempelvis högtrycks- och lågtrycksrör av PVC- och ABS-plast för dricks- vatten och avloppsvatten, takrännor av PVC, takfolier av PVC, slangar av mjuk PVC samt för skarvning av delar i golv och väggbekädnader av PVC för badrum och liknande. 501 427 3 Som bindemedel i limmet enligt föreliggande uppfinning användes en vattenolöslig, syntetisk organisk homo- eller sampolymer av PVC, ABS, polyakrylat, polykarbonat, cellulosaacetat, polyakryla- mid, polyamid eller polystyren. Nämnda polymer användes som bindemedel i en mängd av 5-60 vikt%, lämpligen 10-50 vikt% och ännu lämpligare 10-20 vikt%, räknat på hela limmet. Den dibasiska esterblandningen ingår i limmet i en mängd av 10-95 vikt%, lämpligen 30-90 vikt% ooh ännu lämpligare 50-90 vikt%, räknat på hela limmet.The adhesive according to the invention is suitable for gluing, for example, high-pressure and low-pressure pipes of PVC and ABS plastic for drinking water and wastewater, gutters of PVC, roofing foils of PVC, hoses of soft PVC and for splicing parts in floors and wall cladding of PVC for bathrooms and the like. As a binder in the adhesive of the present invention, a water-insoluble, synthetic organic homopolymer or copolymer of PVC, ABS, polyacrylate, polycarbonate, cellulose acetate, polyacrylamide, polyamide or polystyrene is used. Said polymer is used as binder in an amount of 5-60% by weight, preferably 10-50% by weight and even more preferably 10-20% by weight, based on the whole adhesive. The dibasic ester mixture is present in the adhesive in an amount of 10-95% by weight, preferably 30-90% by weight and even more preferably 50-90% by weight, based on the entire adhesive.

Vid användning av en 5-ledad laktam användes företrädesvis N- metyl-2-pyrrolidon (NMP) som därvid kan användas i en mängd upp till 50 vikt% räknat på hela limmet.When using a 5-membered lactam, N-methyl-2-pyrrolidone (NMP) is preferably used, which can then be used in an amount of up to 50% by weight, based on the entire adhesive.

Viskositeten för limmet kan inställas inom ett vidsträckt område genom ökning eller minskning av koncentrationen av polymer eller polymerer som bindemedel i limmet. Dessutom kan om så önskas förtjockningsmedel eller tixotropimedel tillsättas såsom, kolloidal kiseldioxid, i en mängd av upp till 10 vikt%.The viscosity of the adhesive can be adjusted within a wide range by increasing or decreasing the concentration of polymer or polymers as binders in the adhesive. In addition, if desired, thickeners or thixotropic agents may be added such as, colloidal silica, in an amount of up to 10% by weight.

Lämpliga bindemedel att använda i limkompositionen enligt föreliggande uppfinning är PVC-polymerer, exempelvis Vinnol från wacker-Chemie GmbH eller Vestolit från Hüls AG,4ßch PVC-sampoly- merer, såsom Genchlor 700 från ICI. Andra lämpliga bindemedel att använda i limkompositionen enligt uppfinningen är akrylhartser, såsom Elvacite 2042 från Du Pont. Exempel på andra lämpliga bindemedel är polykarbonat, cellulosaacetat, polyakrylamid, polyamid och polystyren.Suitable binders for use in the adhesive composition of the present invention are PVC polymers, for example Vinnol from wacker-Chemie GmbH or Vestolit from Hüls AG, 4ßch PVC copolymers, such as Genchlor 700 from ICI. Other suitable binders for use in the adhesive composition of the invention are acrylic resins, such as Elvacite 2042 from Du Pont. Examples of other suitable binders are polycarbonate, cellulose acetate, polyacrylamide, polyamide and polystyrene.

Som lösningsmedel i limkompositionen enligt uppfinningen användes en eller flera lågmolekylära diestrar av organiska dikarboxyl- syror (dibasiska estrar) såsom. oxalsyra ochm dess homologer.As solvent in the adhesive composition of the invention, one or more low molecular weight diesters of organic dicarboxylic acids (dibasic esters) are used such as. oxalic acid and its homologues.

Särskilt lämpliga är härvid estrar av bärnstenssyra, glutarsyra och adipinsyra, i synnerhet dimetylestrarna av dessa syror. En lämplig blandning att använda som lösningsmedel i limkomposi- tionen enligt föreliggande uppfinning är en blandning av dimetyl- succinat, dimetylglutarat och dimetyladipat såsom Estiplast 150 501 427 från Estichem A/S.Particularly suitable here are esters of succinic acid, glutaric acid and adipic acid, in particular the dimethyl esters of these acids. A suitable mixture to be used as a solvent in the adhesive composition of the present invention is a mixture of dimethyl succinate, dimethyl glutarate and dimethyl adipate such as Estiplast 150 501 427 from Estichem A / S.

I limkompositionen enligt föreliggande uppfinning kan även ingå vanliga tillsatsmedel såsom stabilisatorer, förtjockningsmedel, tixotropimedel etc i en mängd av upp till 15 vikt%, lämpligen 2- 10 vikt%.The adhesive composition of the present invention may also include common additives such as stabilizers, thickeners, thixotropic agents, etc. in an amount of up to 15% by weight, preferably 2-10% by weight.

En typisk komposition enligt föreliggande uppfinning kan ha följande sammansättning: PVC-sampolymer 15 delar (exempelvis Genchlor 700) Blandning av dibasiska estrar 40 delar (exempelvis Estiplast 150) N-metyl-2-pyrrolidon (NMP) 40 delar Vanliga PVC-stabilisatorer 3 delar Tixotropimedel 3 delar (exempelvis pyrogen kisel- dioxid, Aerosil 200).A typical composition of the present invention may have the following composition: PVC copolymer 15 parts (eg Genchlor 700) Mixture of dibasic esters 40 parts (eg Estiplast 150) N-methyl-2-pyrrolidone (NMP) 40 parts Common PVC stabilizers 3 parts Thixotropic agent 3 parts (eg fumed silica, Aerosil 200).

Med limmet enligt föreliggande uppfinning uppnås flera fördelar jämfört med teknikens ståndpunkt såsom den exempelvis framgår av den ovan angivna EP O lll 250 B2. Limmet enligt föreliggande uppfinning är mycket miljösäkrare. Vid användning av limmet enligt föreliggande uppfinning erhålles en limfog som icke är hygroskopisk, vilket däremot en limfog är som fnfimställts med användning av ett lim i vilket lösningsmedlet utgöres av N-metyl- 2-pyrrolidon (NMP). Dessutom erhålles vid användning av ett lim enligt föreliggande uppfinning i vilket som lösningsmedel endast användes en blandning av dibasiska estrar eller en blandning av dibasiska estrar plus NMP en limfog med högre hàllfasthet än vid användning av ett lim i vilken lösningsmedlet utgöres av enbart NMP. I motsats till lim baserade uteslutande på NMP som lösnings- medel erhàlles enligt uppfinningen ett lim som icke reducerar de limmade materialens styrkeegenskaper genom att verka som ett mjukningsmedel för materialen.With the adhesive according to the present invention several advantages are achieved compared with the state of the art as it appears for example from the above-mentioned EP 011 250 B2. The adhesive of the present invention is much more environmentally safe. When using the adhesive according to the present invention, an adhesive joint is obtained which is not hygroscopic, which on the other hand is an adhesive joint which is prepared using an adhesive in which the solvent consists of N-methyl-2-pyrrolidone (NMP). In addition, when using an adhesive according to the present invention in which only a mixture of dibasic esters or a mixture of dibasic esters plus NMP is used as solvent, a glue joint with a higher strength is obtained than when using an adhesive in which the solvent consists only of NMP. In contrast to adhesives based exclusively on NMP as solvent, according to the invention a glue is obtained which does not reduce the strength properties of the glued materials by acting as a plasticizer for the materials.

Uppfinningen åskådliggöres närmare, medelst följande exempel, vilka dock icke på något sätt är avsedda att begränsa upp- finningen. 501 427 Exempel 1 I en sluten behållare upplöses 15 g PVC-sampolymer (Genchlor 700 från Imperial Chemical Industries, UK) i en blandning av 42,5 g N-metyl-2-pyrrolidon (NMP) och 42,5 g av en blandning av dibasiska estrar, nämligen dimetylsuccinat, dimetylglutarat och dimetyladipat tillgänglig i handeln under varunamnet Estiplast 150 (från Estichem A/S), under kraftig omröring tills en homogen lösning erhålles.The invention is further illustrated by the following examples, which, however, are in no way intended to limit the invention. Example 1 In a closed container, 15 g of PVC copolymer (Genchlor 700 from Imperial Chemical Industries, UK) is dissolved in a mixture of 42.5 g of N-methyl-2-pyrrolidone (NMP) and 42.5 g of a mixture of dibasic esters, namely dimethyl succinate, dimethyl glutarate and dimethyl adipate available commercially under the trade name Estiplast 150 (from Estichem A / S), with vigorous stirring until a homogeneous solution is obtained.

Exempel 2 _ I en sluten behållare upplöses 20 g akryl-sampolymer (Elvacite 2042 från Du Pont) i en blandning av 80 g av samma dibasiska estrar som i exempel 1 under kraftig omröring tills en homogen lösning uppnås.Example 2 In a closed container, 20 g of acrylic copolymer (Elvacite 2042 from Du Pont) are dissolved in a mixture of 80 g of the same dibasic esters as in Example 1 with vigorous stirring until a homogeneous solution is obtained.

Exempel 3 I en sluten behållare upplöses 20 g akryl-sampolymer (Elvacite 2042) i en blandning av 40 g NMP och 40 g av samma blandning av dibasiska estrar som i exempel 1 under kraftig omröring tills en homogen lösning uppnås.Example 3 In a closed container, 20 g of acrylic copolymer (Elvacite 2042) are dissolved in a mixture of 40 g of NMP and 40 g of the same mixture of dibasic esters as in Example 1 with vigorous stirring until a homogeneous solution is obtained.

Exempel 4 I en sluten behållare upplöses 15 g PVC (vinnolul-typ med K-värde ca 60 från Wacker-Chemie) i en blandning av 35 g NMP och 50 g dibasisk ester av samma typ som i exempel 1 under kraftig omröring tills en homogen transparent lösning uppnås.Example 4 In a closed container, 15 g of PVC (vinolul type with a K value of about 60 from Wacker-Chemie) are dissolved in a mixture of 35 g of NMP and 50 g of dibasic ester of the same type as in Example 1 with vigorous stirring until a homogeneous transparent solution is achieved.

Jämförelseexempel 1 I en sluten behållare upplöses 15 g PVC-sampolymer (Genchlor 700) i en blandning av 85 g NMP under kraftig omröring tills en homogen lösning uppnås.Comparative Example 1 In a closed container, 15 g of PVC copolymer (Genchlor 700) are dissolved in a mixture of 85 g of NMP with vigorous stirring until a homogeneous solution is obtained.

Exempel 5 I en sluten behållare upplöses 15 g PVC-sampolymer (Genchlor 700) i en blandning av 41,5 g NMP och 41,5 g av samma blandning av dibasiska estrar som i exempel 1 under kraftig omröring tills en homogen lösning uppnås. Därefter tillsättes 2 g pyrogen kisel- 501 427 6 dioxid (Aerosil 200 fràn Degussa).Example 5 In a closed container, 15 g of PVC copolymer (Genchlor 700) are dissolved in a mixture of 41.5 g of NMP and 41.5 g of the same mixture of dibasic esters as in Example 1 with vigorous stirring until a homogeneous solution is obtained. Then 2 g of fumed silica (Aerosil 200 from Degussa) are added.

Exempel 6 I en sluten behàllare upplöses 15 g polystyren (Amoco 18-290 fràn Amoco Chemical) i en blandning av 42,5 g NMP och 42,5 g av samma blandning av dibasiska estrar som i exempel 1 under kraftig omröring tills en homogen lösning uppnås.Example 6 In a closed container, 15 g of polystyrene (Amoco 18-290 from Amoco Chemical) are dissolved in a mixture of 42.5 g of NMP and 42.5 g of the same mixture of dibasic esters as in Example 1 with vigorous stirring until a homogeneous solution achieved.

Exempel 7 Styrkan hos limfogar framställda med de i exempel 1-3 och 5 och jämförelseexempel 1 framställda limmen mättes genom sammanlimning av tvà stycken av härd "styv" PVC. Överlappningen var 2,25 cmz.Example 7 The strength of adhesive joints prepared with the adhesives prepared in Examples 1-3 and 5 and Comparative Example 1 was measured by gluing together two pieces of hard "rigid" PVC. The overlap was 2.25 cmz.

Styrkan uttryckes som skjuvhállfasthet efter 1 resp. 24 timmars torktid.The strength is expressed as shear strength after 1 resp. 24 hour drying time.

Lim Hàllfasthet efter 1 tim Hàllfasthet efter 24 tim Exempel 1 540 N900 N Exempel 2 310 N840 N Exempel 3 220 N375 N Jämförelse- exempel 1 530 N 695 N Exempel 5 670 N 102011 Exempel 8 På alla limtyperna i exemplen 1-6 samt i jämförelseexempel 1 utfördes försök för bedömning av hygroskopicitet. På en svart platta anbringades droppar av limmen. Efter 24 timmar vid 23°C och 50% relativ fuktighet bedömdes dropparnas utseende för en tendens till vitning. Endast provet från jämförelseexempel 1 visade kraftig tendens till absorbering av fukt och därmed vitning. Alla limblandningarna fràn de andra exemplen var däremot klara och transparenta.Adhesive Strength after 1 hour Strength after 24 hours Example 1 540 N900 N Example 2 310 N840 N Example 3 220 N375 N Comparative Example 1 530 N 695 N Example 5 670 N 102011 Example 8 On all adhesive types in Examples 1-6 and in Comparative Examples 1, experiments were performed to assess hygroscopicity. Drops of the glue were applied to a black plate. After 24 hours at 23 ° C and 50% relative humidity, the appearance of the droplets was assessed for a tendency to whitening. Only the sample from Comparative Example 1 showed a strong tendency to absorb moisture and thus whitening. All the adhesive mixtures from the other examples, on the other hand, were clear and transparent.

Exempel 9 Detta exempel visar att ett lim enligt uppfinningen baserat pà en blandning av NMP och blandning av dibasiska estrar är mera miljövänligt än ett lim baserat på enbart NMP. 501 427 7 I enlighet med skandinavisk miljölagstiftning karaktäriseras ett lösningsmedels miljöpåverkan genom dess YL-värde. YL-värdet är den mängd luft som skall användas för att förtunna àngorna frán 1 liter lösningsmedel till en nivå, som ligger under den maximalt tillåtna koncentrationen pá arbetsplatsen.Example 9 This example shows that an adhesive according to the invention based on a mixture of NMP and mixture of dibasic esters is more environmentally friendly than an adhesive based on NMP alone. 501 427 7 In accordance with Scandinavian environmental legislation, the environmental impact of a solvent is characterized by its YL value. The YL value is the amount of air to be used to dilute the vapors from 1 liter of solvent to a level below the maximum permissible concentration at the workplace.

YL-fakcor = x x 10 ooo (mgwMAx (mg/m3) K beror pà àngtrycket för lösningsmedlet och är 0,3 för NMP och 0 för dibasiska estrar.YL factor = x x 10 000 (mgwMAx (mg / m3) K depends on the vapor pressure of the solvent and is 0.3 for NMP and 0 for dibasic esters.

MAK-värdena är 400 mg/m3 för NMP och O för dibasiska estrar.The MAK values are 400 mg / m3 for NMP and 0 for dibasic esters.

Detta leder till att YL-faktorn för NMP är 8 och för blandningar av dibasiska estrar O.This results in the YL factor for NMP being 8 and for mixtures of dibasic esters O.

Det nödvändiga luftbehovet är m3 luft/liter produkt = YL-faktor x % lösningsmedel x produkt- densitet.The required air requirement is m3 air / liter product = YL factor x% solvent x product density.

Limmen i exemplen har en densitet som ligger nära 1 kg/liter.The glue in the examples has a density that is close to 1 kg / liter.

Summan av de använda lösningsmedlens värden zadderas till en totalsumma. Ju lägre summa, desto mer miljövänlig.The sum of the values of the solvents used is added to a total sum. The lower the amount, the more environmentally friendly.

Detta leder till att limmet i jämförelseexempel 1 får värdet 85 x 8 = 680. limmet i exempel 1 fàr värdet 43 x 8 + 43 x O = 344.This results in the adhesive in Comparative Example 1 having the value 85 x 8 = 680. The adhesive in Example 1 having the value 43 x 8 + 43 x O = 344.

Av detta framgår att limmet enligt föreliggande uppfinning har en lägre inverkan på miljön.From this it appears that the adhesive according to the present invention has a lower impact on the environment.

Claims (12)

501 427 s PATENTKRAV501 427 s PATENT REQUIREMENTS 1. Lim för limning av artiklar av plast, k ä n n e t e c k n a t av att limmet som bindemedel innehåller en vattenolöslig, synte- tisk organisk polymer, som väljes bland homo- och sampolymerer av PVC, ABS, polyakrylat, polykarbonat, cellulosaacetat, polyakryl- amid, polyamid och polystyren eller blandningar därav, och som lösningsmedel en eller flera lågmolekylära estrar av organiska dikarboxylsyror.Adhesives for gluing plastic articles, characterized in that the adhesive contains as a binder a water-insoluble, synthetic organic polymer, which is selected from homo- and copolymers of PVC, ABS, polyacrylate, polycarbonate, cellulose acetate, polyacrylamide, polyamide and polystyrene or mixtures thereof, and as solvent one or more low molecular weight esters of organic dicarboxylic acids. 2. Lim enligt patentkravet 1, k ä n n e t e c k n a t av att det som bindemedel innehåller 5-60 vikt%, räknat på hela limmet, av en eller flera vattenolösliga, syntetiska organiska polymerer, och som lösningsmedel 10-95 vikt%, räknat på hela limmet, av en eller flera lågmolekylära estrar av organiska dikarboxylsyror.Adhesive according to Claim 1, characterized in that it contains as binder 5-60% by weight, based on the whole adhesive, of one or more water-insoluble, synthetic organic polymers, and as solvent 10-95% by weight, based on the whole adhesive. , of one or more low molecular weight esters of organic dicarboxylic acids. 3. Lim enligt patentkravet 1 eller 2, k ä n n e t e c k n a t av att limmet dessutom som lösningsmedel innehåller upp till 50 vikt-%, räknat på hela limmet, av en 5-ledad laktam.Adhesives according to Claim 1 or 2, characterized in that the adhesive also contains, as solvent, up to 50% by weight, based on the entire adhesive, of a 5-membered lactam. 4. Lim enligt något av föregående patentkrav, k ä n n e - t e c: k 11 a t av att det som lösningsmedel innehåller en blandning av lågmolekylära estrar av organiska dikfirboxylsyror, som väljes bland estrar av oxalsyra och dess homologer.Adhesives according to any one of the preceding claims, characterized in that it contains as solvent a mixture of low molecular weight esters of organic dicarboxylic acids, which are selected from esters of oxalic acid and its homologues. 5. Lim enligt patentkravet 4, k ä n n e t e c k n a t av att blandningen av lågmolekylära estrar av organiska dikarboxylsyror väljes bland estrar av bärnstensyra, glutarsyra och adipinsyra.Adhesives according to claim 4, characterized in that the mixture of low molecular weight esters of organic dicarboxylic acids is selected from esters of succinic acid, glutaric acid and adipic acid. 6. Lim enligt patentkravet 5, k ä n n e t e c k n a t av att blandningen av làgmolekylära estrar utgöres av en blandning av dimetylsuccinat, dimetylglutarat och dimetyladipat.Adhesives according to Claim 5, characterized in that the mixture of low molecular weight esters consists of a mixture of dimethyl succinate, dimethyl glutarate and dimethyl adipate. 7. Lim enligt något av patentkraven 3 till 6, k ä n n e - t e c k n a t av att lösningsmedlet som 5-ledad laktam inne- håller N-metyl-2-pyrrolidon (NMP). 501 427 9Adhesives according to one of Claims 3 to 6, characterized in that the solvent as 5-membered lactam contains N-methyl-2-pyrrolidone (NMP). 501 427 9 8. Sätt att framställa en limmad fog mellan ytor hos plast- artiklar tillverkade av' vattenolösliga, syntetiska organiska polymerer valda bland hård och mjuk PVC, ABS, polykarbonat, polystyren, polyakrylat, polyakrylamid, vilket sätt innefattar anbringning av ett lim innehållande lninst en. vattenolöslig, syntetisk organisk homo- eller sampolymer av PVC, ABS, polyakry- lat, polykarbonat, cellulosaacetat, polyakrylamid, polyamid eller polystyren i ett lösningsmedel omfattande en.eller flera lågmole- kylära dibasiska estrar av organiska dikarboxylsyror på minst en av de ytor som skall fogas samman.A method of making a glued joint between surfaces of plastic articles made of water-insoluble, synthetic organic polymers selected from hard and soft PVC, ABS, polycarbonate, polystyrene, polyacrylate, polyacrylamide, which method comprises applying an adhesive containing at least one. water-insoluble, synthetic organic homo- or copolymer of PVC, ABS, polyacrylate, polycarbonate, cellulose acetate, polyacrylamide, polyamide or polystyrene in a solvent comprising one or more low molecular weight dibasic esters of organic dicarboxylic acids on at least one of the surfaces to be joined together. 9. Sätt enligt patentkravet 8, k ä n n e t e c k n a t av att limmet som lösningsmedel innehåller en blandning av lågmolekylära estrar av organiska dikarboxylsyror, som väljes bland estrar av oxalsyra och dess homologer.9. A method according to claim 8, characterized in that the adhesive as solvent contains a mixture of low molecular weight esters of organic dicarboxylic acids, which are selected from esters of oxalic acid and its homologues. 10. Sätt enligt patentkravet 8 eller 9, k ä n n e t e c k n a t av att limmet som lösningsmedel dessutom innehåller en 5-ledad laktam.10. A method according to claim 8 or 9, characterized in that the adhesive as solvent also contains a 5-membered lactam. 11. ll. Sätt enligt patentkravet 10, k ä n n e t e c k n a t av att som 5-ledad laktam användes N-metyl-2-pyrrolidon i en mängd av upp till 50 vikt% av limmet. Ä11. ll. A method according to claim 10, characterized in that N-methyl-2-pyrrolidone is used as 5-membered lactam in an amount of up to 50% by weight of the adhesive. Ä 12. Sätt enligt något av föregående patentkrav, k ä n n e - t e c k n a t av att man använder ett lim som innehåller 5-60 vikt% polymerbindemedel och 10-95 vikt% av en eller flera lågmolekylära estrar av organiska dikarboxylsyror som lösnings- medel.12. A method according to any one of the preceding claims, characterized in that an adhesive containing 5-60% by weight of polymeric binder and 10-95% by weight of one or more low molecular weight esters of organic dicarboxylic acids is used as solvent.
SE9302200A 1993-06-24 1993-06-24 Adhesives containing low molecular weight esters of organic dicarboxylic acids for bonding plastic particles and methods of making a bonded joint SE501427C2 (en)

Priority Applications (6)

Application Number Priority Date Filing Date Title
SE9302200A SE501427C2 (en) 1993-06-24 1993-06-24 Adhesives containing low molecular weight esters of organic dicarboxylic acids for bonding plastic particles and methods of making a bonded joint
FI942925A FI109707B (en) 1993-06-24 1994-06-17 Glue
FR9407477A FR2706902B1 (en) 1993-06-24 1994-06-17
NO942377A NO306622B1 (en) 1993-06-24 1994-06-22 Solvent-based polymeric adhesive for plastics bonding as well as process for making a adhesive joint therewith
DK074294A DK172214B1 (en) 1993-06-24 1994-06-22 Solvent-based polymeric adhesive for bonding plastic parts and process for making a glue joint therewith.
DE4422258A DE4422258A1 (en) 1993-06-24 1994-06-24 Adhesive

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
SE9302200A SE501427C2 (en) 1993-06-24 1993-06-24 Adhesives containing low molecular weight esters of organic dicarboxylic acids for bonding plastic particles and methods of making a bonded joint

Publications (3)

Publication Number Publication Date
SE9302200D0 SE9302200D0 (en) 1993-06-24
SE9302200L SE9302200L (en) 1994-12-25
SE501427C2 true SE501427C2 (en) 1995-02-13

Family

ID=20390414

Family Applications (1)

Application Number Title Priority Date Filing Date
SE9302200A SE501427C2 (en) 1993-06-24 1993-06-24 Adhesives containing low molecular weight esters of organic dicarboxylic acids for bonding plastic particles and methods of making a bonded joint

Country Status (6)

Country Link
DE (1) DE4422258A1 (en)
DK (1) DK172214B1 (en)
FI (1) FI109707B (en)
FR (1) FR2706902B1 (en)
NO (1) NO306622B1 (en)
SE (1) SE501427C2 (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5629352A (en) * 1995-04-24 1997-05-13 Matsushita Electric Industrial Co., Ltd. Solvent for polystyrene, method for reducing volume of polystyrene foam and method for recycling polystyrene foam
US5817708A (en) * 1996-07-19 1998-10-06 The B. F. Goodrich Company Low volatile organic solvent based adhesive

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3032891A1 (en) * 1980-09-01 1982-04-15 Henkel KGaA, 4000 Düsseldorf METHOD FOR REDUCING THE CONCENTRATION OF SOLVENT VAPOR
DK153684C (en) * 1982-12-01 1990-02-26 Heimann F & Co As PROCEDURE FOR PREPARING A LIMITED JOINT BETWEEN SURFACES OF SUBSTANCES MADE BY WATER INSOLuble, SYNTHETIC ORGANIC POLYMERS
US4692479A (en) * 1985-07-19 1987-09-08 Ashland Oil, Inc. Self-setting urethane adhesive paste system
US4687798A (en) * 1986-01-27 1987-08-18 King Lloyd H Sr Solvent cement
US4906596A (en) * 1987-11-25 1990-03-06 E. I. Du Pont De Nemours & Co. Die attach adhesive composition
FR2638167B1 (en) * 1988-10-26 1994-07-29 Eternit Financiere ADHESIVE FOR PLASTIC MATERIALS AND METHOD OF IMPLEMENTING THE SAME

Also Published As

Publication number Publication date
FR2706902A1 (en) 1994-12-30
DK172214B1 (en) 1998-01-05
DE4422258A1 (en) 1995-01-05
FI109707B (en) 2002-09-30
NO942377D0 (en) 1994-06-22
FI942925A (en) 1994-12-25
SE9302200D0 (en) 1993-06-24
SE9302200L (en) 1994-12-25
DK74294A (en) 1994-12-25
NO306622B1 (en) 1999-11-29
FI942925A0 (en) 1994-06-17
FR2706902B1 (en) 1995-10-27
NO942377L (en) 1994-12-27

Similar Documents

Publication Publication Date Title
KR100673325B1 (en) Composition for peelable coating
KR960014765B1 (en) Adhesive compositions containing low molecular weight polymer additives
JPH01503630A (en) Adhesion-promoting primer composition for bonding nonpolar substrates, two-component adhesive system containing the composition, and method of adhesion
US4687798A (en) Solvent cement
KR920006460A (en) Adhesives or Coating Compositions and Their Uses
CA2607785A1 (en) Universal solvent cement
US3433701A (en) Water resistant polyvinyl acetate adhesive compositions
JPH07164603A (en) Use of vinyl amine homopolymer and copolymer in lamination of film
SE501427C2 (en) Adhesives containing low molecular weight esters of organic dicarboxylic acids for bonding plastic particles and methods of making a bonded joint
CA1249895A (en) Thermoplastic coating compositions
JPH0354149B2 (en)
JP2922469B2 (en) Single-coat water-based paint
US11951689B2 (en) Primers for use with solvent cements
JPS60166366A (en) One-pack type aqueous emulsion adhesive composition
EP0228013B1 (en) A process for adhering a latex film to polymeric surfaces and its product
US4788002A (en) Solvent cement
AU732754B2 (en) Non-ozone depleting co-solvent compositions
US4074014A (en) Article including acrylic adhesive bonding vinyl coatings to polymeric substrates
JPH05310972A (en) Flexible vinyl chloride resin film having anti-fogging properties
JPH0623263B2 (en) Vinyl chloride resin molded product
US5820930A (en) Adhesive composition for (meth)acrylic (co)polymer materials
JPH0726103A (en) Functional sheet
JP2002114959A (en) Recycle type water-based adhesive composition
JPH01279982A (en) Coating material for plastic
JP3167010B2 (en) Coating composition for plasticized vinyl chloride resin and molded article of plasticized vinyl chloride resin

Legal Events

Date Code Title Description
NUG Patent has lapsed
NUG Patent has lapsed