EP1129136A1 - Antistatisch ausgerüstete thermoplastische formmassen mit verbesserten eingeschaften - Google Patents

Antistatisch ausgerüstete thermoplastische formmassen mit verbesserten eingeschaften

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Publication number
EP1129136A1
EP1129136A1 EP99947374A EP99947374A EP1129136A1 EP 1129136 A1 EP1129136 A1 EP 1129136A1 EP 99947374 A EP99947374 A EP 99947374A EP 99947374 A EP99947374 A EP 99947374A EP 1129136 A1 EP1129136 A1 EP 1129136A1
Authority
EP
European Patent Office
Prior art keywords
weight
acid
styrene
monomers
parts
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Withdrawn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
EP99947374A
Other languages
German (de)
English (en)
French (fr)
Inventor
Herbert Eichenauer
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.)
Styrolution Jersey Ltd
Original Assignee
Bayer AG
Lanxess Deutschland GmbH
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 Bayer AG, Lanxess Deutschland GmbH filed Critical Bayer AG
Publication of EP1129136A1 publication Critical patent/EP1129136A1/de
Withdrawn legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L51/00—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
    • C08L51/04—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers grafted on to rubbers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L71/00—Compositions of polyethers obtained by reactions forming an ether link in the main chain; Compositions of derivatives of such polymers
    • C08L71/02—Polyalkylene oxides
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2300/00—Characterised by the use of unspecified polymers
    • C08J2300/22—Thermoplastic resins
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2201/00—Properties
    • C08L2201/04—Antistatic
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2666/00—Composition of polymers characterized by a further compound in the blend, being organic macromolecular compounds, natural resins, waxes or and bituminous materials, non-macromolecular organic substances, inorganic substances or characterized by their function in the composition
    • C08L2666/02—Organic macromolecular compounds, natural resins, waxes or and bituminous materials
    • C08L2666/04—Macromolecular compounds according to groups C08L7/00 - C08L49/00, or C08L55/00 - C08L57/00; Derivatives thereof

Definitions

  • the invention relates to antistatic, thermoplastic molding compositions with improved properties based on optionally rubber-modified polymers of vinyl aromatics, e.g. Styrene and / or ⁇ -methylstyrene and acrylonitrile and / or acrylates, which contain a special acid-reacting polyether as an antistatic agent.
  • vinyl aromatics e.g. Styrene and / or ⁇ -methylstyrene and acrylonitrile and / or acrylates
  • a special acid-reacting polyether as an antistatic agent.
  • antistatic treatment of such molding compositions is known.
  • antistatic agents e.g. Alkyl and aryl sulfonates (DE-OS 1 544 652), amines (DE-PS 1 258 083), quaternary ammonium salts, amides, phosphoric acids and alkyl and aryl phosphonates are recommended.
  • the molding compounds which have been antistatically treated in this way still have defects. Many of the antistatic agents mentioned are not very effective and must be used in high concentrations; many of these low molecular weight compounds migrate to the surface. For this reason, molded parts with inhomogeneous and spotty surfaces are often obtained. or even surface coverings. Mechanical properties, such as heat resistance or the modulus of elasticity, are often severely impaired.
  • Amounts of approximately 5% by weight or more can be used. This leads to stained and greasy surfaces and even surface coverings on the finished plastic parts.
  • EP-A-0 278 349 for the antistatic treatment of styrene polymers leads to an improved effectiveness compared to the unmodified polyether, the application is critical with regard to a quantitative decomposition of the radical generator characterized by high energy requirements and long reaction times when modifying the polyether to avoid it undesirable side effects, in particular discoloration and negative effects on the thermoplastic flowability and the toughness of the molding compounds treated with it.
  • thermoplastic molding compositions based on vinyl aromatic polymer antistatically with polyethers without the disadvantages mentioned above.
  • thermoplastic molding compositions with very good antistatic activity are obtained when certain acid-reacting polyethers, preferably polyethers treated with certain carboxylic acids, are used as
  • Antistatic can be used.
  • the invention relates to antistatic, thermoplastic molding compositions containing
  • thermoplastic vinyl polymers 100 to 0% by weight of one or more thermoplastic vinyl polymers, the monomers being selected from the series styrene, ⁇ -methylstyrene, nucleus-substituted styrene, methyl methacrylate, acrylonitrile, methacrylonitrile, maleic anhydride, N-substituted maleimides or mixtures from it, and
  • the invention further relates to a process for the antistatic finishing of optionally rubber-modified polymers of vinyl aromatics and other vinyl monomers, as described above, which is characterized in that 99.8 to 95 parts by weight of polymer I.) 0, Adds 2 to 5 parts of a polyalkylene ether with molecular weights (number average) between 500 and 15,000 and a pH of 2.5 to 5.5 (measured as a 5% dispersion in water), which is a reaction product of polyols with one or more alkylene - Oxides and which can preferably be prepared by mixing with 0.01 to 3 wt .-%, preferably 0.02 to 2 wt .-%, and particularly preferably 0.05 to 1 wt .-% (based on the amount of polyalkylene ether ) at least one carboxylic acid and / or a carboxylic anhydride and stirring at temperatures greater than or equal to room temperature, preferably at 20 ° C. to 100 ° C., particularly preferably 25 to
  • rubber-modified copolymers of vinyl aromatics and other vinyl monomers (I) for the purposes of the invention are mixtures of (A) 0 to 100, preferably 1 to 60, in particular 5 to 50% by weight of one or more graft polymers and (B) 100 to 0, preferably 40 to 99, in particular 50 to 95% by weight of one or more thermoplastic vinyl polymers.
  • graft polymers (A) are those in which either styrene, ⁇ -methylstyrene, methyl methacrylate or a mixture of
  • styrene, ⁇ -methylstyrene, nucleus-substituted styrene, methyl methacrylate or mixtures thereof and 5 to 50% by weight (meth) acrylonitrile, maleic anhydride, N-substituted maleimides or mixtures thereof are graft-polymerized.
  • Suitable rubbers are practically all rubbers with glass transition temperatures ⁇ 10 ° C.
  • Examples are polybutadiene, polyisoprene, styrene-butadiene copolymers, acrylonitrile-butadiene copolymers, acrylic rubbers, EPM rubbers (ethylene / propylene rubbers) and EPDM rubbers (ethylene / propylene / diene rubbers), which are used as diene non-conjugated diene, such as hexadiene-1,5 or
  • the graft copolymers (A) contain 10 to 95% by weight, in particular 20 to 70% by weight, rubber and 90 to 5% by weight, in particular 80 to 30% by weight, of graft-copolymerized monomers.
  • the rubbers are present in these graft copolymers in the form of at least partially crosslinked particles having an average particle diameter (d 50 ) of 0.05 to 20 ⁇ m, preferably 0.1 to 2 ⁇ m and particularly preferably 0.1 to 0.8 ⁇ m.
  • Such graft copolymers can be prepared by radical graft copolymerization of styrene, ⁇ -methylstyrene, nucleus-substituted styrene, (meth) acrylonitrile, methyl methacrylate, maleic anhydride, N-substituted maleimide in the presence of the rubbers to be grafted.
  • Preferred production processes are emulsion, solution, bulk or suspension polymerization.
  • the average particle size d 50 is the diameter above and below which 50% by weight of the particles lie. It can be determined by means of ultracentrifuge measurement (W. Scholtan, H. Lange, Kolloid-Z. And Z. Polymer 250 (1972), 782-796).
  • copolymers (B) can be made from the graft monomers for (A) or the like
  • Monomers are built up by polymerization, in particular from styrene, ⁇ -methylstyrene, halostyrene, acrylonitrile, methacrylonitrile, methyl methacrylate, maleic anhydride, vinyl acetate, N-substituted maleimide or mixtures thereof.
  • They are preferably copolymers of 95 to 50, preferably 60 to 80% by weight of styrene, ⁇ -methylstyrene, methyl methacrylate or mixtures thereof with 5 to 50, preferably 40 to 20% by weight of acrylonitrile, methacrylonitrile, methyl methacrylate, maleic anhydride or Mixtures of these.
  • Such copolymers also arise as by-products in graft copolymerization. In addition to the copolymers contained in the graft polymer, it is customary to also mix in separately prepared copolymers.
  • Suitable copolymers produced separately are resin-like, thermoplastic and rubber-free; there are in particular copolymers of styrene and / or ⁇ -methylstyrene with acrylonitrile, optionally in a mixture with methyl methacrylate.
  • Particularly preferred copolymers consist of 20 to
  • copolymers 40% by weight of acrylonitrile and 80 to 60% by weight of styrene or ⁇ -methylstyrene.
  • Such copolymers are known and can be produced in particular by radical polymerization, in particular by emulsion, suspension, solution or bulk polymerization.
  • the copolymers preferably have molecular weights of 15,000 to 200,000.
  • thermoplastic resins made up of vinyl monomers the use of polycondensates, e.g. aromatic polycarbonates, aromatic polyester carbonates, polyesters, polyamides are possible as rubber-free copolymers in the molding compositions according to the invention.
  • polycondensates e.g. aromatic polycarbonates, aromatic polyester carbonates, polyesters, polyamides are possible as rubber-free copolymers in the molding compositions according to the invention.
  • thermoplastic polycarbonates and polyester carbonates are known (see, for example, DE-AS 1 495 626, DE-OS 2 232 877, DE-OS 2 703 376, DE-OS 2 714 544, DE-OS 3 000 610, DE-OS 3 832 396, DE-OS 3 077 934), for example producible by reacting diphenols of the formulas (III) and (IV)
  • A is a single bond, Cj-C5-alkylene, C2-C5-alkylidene, C5-Cg-cycloalkyl-idene, -O-, -S-, -SO-, -SO2- or -CO-,
  • R5 and R ° independently of one another represent hydrogen, methyl or halogen, in particular hydrogen, methyl, chlorine or bromine,
  • Rl and R ⁇ independently of one another hydrogen, halogen preferably chlorine or bromine, Ci-Cg-alkyl, preferably methyl, ethyl, C5-Cg-cycloalkyl, preferably cyclohexyl, Cg-Ci Q-aryl, preferably phenyl, or C -C ⁇ - Aralkyl, preferably phenyl-C 1 -C 4 -alkyl, in particular benzyl,
  • n is an integer from 4 to 7, preferably 4 or 5
  • n 0 or 1
  • R-> and R ⁇ are individually selectable for each X and are independently hydrogen or Cj-Cg-alkyl and X means carbon
  • Suitable diphenols of the formulas (III) and (IV) are e.g. Hydroquinone, resorcinol. 4,4'-dihydroxydiphenyl, 2,2-bis (4-hydroxyphenyl) propane, 2,4-bis (4-hydroxyphenyl) -2-methylbutane, 2,2-bis (4-hydroxy- 3,5-dimethylphenyl) propane, 2,2-bis (4-hydroxy-3,5-dichlorophenyl) propane, 2,2-bis (4-hydroxy-3,5-dibromophenyl) propane , l, l-bis (4-hydroxyphenyl) cyclohexane, l, l-bis (4-hydroxyphenyl) -3,3,5-trimethylcyclohexane, 1,1-bis (4-hydroxyphenyl) -3 , 3-dimethylcyclohexane, 1,1-bis (4-hydroxyphenyl) -3,3,5,5-tetramethylcyclohexane or 1,1-bis (4-hydroxyphenyl)
  • Preferred diphenols of the formula (III) are 2,2-bis (4-hydroxyphenyl) propane and l, l-bis (4-hydroxyphenyl) cyclohexane, preferred phenol of the formula (IV) is 1,1-bis (4-hydroxyphenyl) -3,3,5-trimethylcyclohexane.
  • Mixtures of diphenols can also be used.
  • Suitable chain terminators are, for example, phenol, p-tert-butylphenol, long-chain alkylphenols such as 4- (1,3-tetramethylbutyl) phenol according to DE-OS 2 842 005, monoalkylphenols, dialkylphenols with a total of 8 to 20 C- Atoms in the alkyl substituents according to DE-OS 3 506 472, such as p-nonylphenol, 2,5-di-tert-butylphenol, p-tert-octylphenol, p-dodecylphenol, 2- (3,5-dimethylheptyl) phenol and 4- (3,5- Dimethylheptyl) phenol.
  • the amount of chain terminators required is generally 0.5 to 10 mol%, based on the sum of the diphenols (III) and (IV).
  • the suitable polycarbonates or polyester carbonates can be linear or branched; branched products are preferred by incorporating from 0.05 to
  • the suitable polycarbonates or polyester carbonates can contain aromatically bound flalogen, preferably bromine and / or chlorine; they are preferably halogen-free.
  • M w average molecular weights
  • Suitable thermoplastic polyesters are preferably polyalkylene terephthalates, i.e. reaction products made from aromatic dicarboxylic acids or their reactive derivatives (e.g. dimethyl esters or anhydrides) and aliphatic, cycloaliphatic or arylaliphatic diols and mixtures of such reaction products.
  • polyalkylene terephthalates i.e. reaction products made from aromatic dicarboxylic acids or their reactive derivatives (e.g. dimethyl esters or anhydrides) and aliphatic, cycloaliphatic or arylaliphatic diols and mixtures of such reaction products.
  • Preferred polyalkylene terephthalates can be prepared from terephthalic acids (or their reactive derivatives) and aliphatic or cycloaliphatic diols with 2 to 10 carbon atoms by known methods (Kunststoff-Handbuch, Volume VIII, p. 695 ff, Carl Hanser Verlag, Kunststoff 1973).
  • Preferred polyalkylene terephthalates contain 80 to 100, preferably 90 to 100 mol% of the dicarboxylic acid residues, terephthalic acid residues and 80 to 100, preferably 90 to 100 mol% of the diol residues, ethylene glycol and / or butanediol 1,4 residues.
  • the preferred polyalkylene terephthalates can contain, in addition to ethylene glycol or 1,4-butanediol, 0 to 20 mol% of other aliphatic diols having 3 to 12 carbon atoms or cycloaliphatic diols having 6 to 12 carbon atoms, for example residues of Propanediol-1,3, 2-ethylpropanediol-1,3, neopentylglycol, pentanediol-1,5, hexanediol-1,6, cyclohexanediol-1,4-methanol, 3-methylpentanediol-1,3 and -1,6 , 2-ethyl-hexanediol-1,3, 2,2-diethyl-propanediol-1,3, hexanediol-2,5,1,4-di ( ⁇ -hydroxyethoxy) benzene, 2,2-bis-4-hydroxycyclohex
  • the polyalkylene terephthalates can be branched by incorporating relatively small amounts of trihydric or tetravalent alcohols or trihydric or tetravalent carboxylic acids, as described in DE-OS 1 900 270 and US Pat. No. 3,692,744.
  • preferred branching agents are trimesic acid, trimellitic acid, trimethyl olethane and propane and pentaerythritol. It is advisable not to use more than 1 mol% of the branching agent, based on the acid component.
  • polyalkylene terephthalates which have been produced solely from terephthalic acid and its reactive derivatives (e.g. its dialkyl esters) and ethylene glycol and / or 1,4-butanediol and mixtures of these polyalkylene terephthalates.
  • Preferred polyalkylene terephthalates are also copolyesters which are produced from at least two of the abovementioned alcohol components: particularly preferred copolyesters are poly (ethylene glycol butanediol-1,4) terephthalates.
  • the preferably suitable polyalkylene terephthalates generally have one
  • Suitable polyamides are known homopolyamides, copolyamides and mixtures of these polyamides. These can be partially crystalline and / or amorphous polyamides.
  • Polyamide-6, polyamide-6,6, mixtures and corresponding copolymers of these components are suitable as partially crystalline polyamides.
  • partially crystalline polyamides the acid component of which is wholly or partly composed of terephthalic acid and / or isophthalic acid and / or suberic acid and / or sebacic acid and / or azelaic acid and / or adipic acid and / or cyclohexanedicarboxylic acid, the diamine component wholly or partly of m- and / or p-xylylene diamine and / or hexamethylene diamine and / or 2,2,4-trimethylhexamethylene diamine and / or 2,2,4-trimethylhexamethylene diamine and / or isophorone diamine and the composition of which is known in principle.
  • Particularly preferred partially crystalline polyamides are polyamide 6 and polyamide 6,6 and their mixtures.
  • Known products can be used as amorphous polyamides. They are obtained by polycondensation of diamines such as ethylene diamine, hexamethylene diamine, decamethylene diamine, 2,2,4- and / or 2,4,4-trimethylhexamethylene diamine, m- and / or p-xylylene diamine, bis- (4th -aminocyclohexyl) methane, bis- (4-aminocyclohexyl) propane, 3,3'-dimethyl-4,4'-diamino-dicyclohexyl-methane, 3-aminomethyl, 3,5,5, -trimethylcyclohexylamine, 2,5 - and / or 2,6-bis-
  • diamines such as ethylene diamine, hexamethylene diamine, decamethylene diamine, 2,2,4- and / or 2,4,4-trimethylhex
  • Copolymers which are obtained by polycondensation of several monomers are also suitable, furthermore copolymers which are prepared with the addition of aminocarboxylic acids such as ⁇ -aminocaproic acid, ⁇ -aminoundecanoic acid or ⁇ -aminolauric acid or their lactams.
  • aminocarboxylic acids such as ⁇ -aminocaproic acid, ⁇ -aminoundecanoic acid or ⁇ -aminolauric acid or their lactams.
  • Particularly suitable amorphous polyamides are the polyamides made from isophthalic acid, hexamethylene diamine and other diamines such as 4,4'-diaminodicyclohexyl methane, isophorone diamine, 2,2,4- and / or 2,4,4-trimethylhexamethylene diamine, 2,5- and / or 2,6-bis (aminomethyl) norbornene; or from isophthalic acid, 4,4'-diamino-dicyclohexylmethane and ⁇ -caprolactam; or from isophthalic acid, 3,3'-
  • the polyamides preferably have a relative viscosity (measured on a 1% strength by weight solution in m-cresol at 25 ° C.) from 2.0 to 5.0, particularly preferably from 2.5 to 4.0. If additional rubber-free thermoplastic resins not made from vinyl monomers are used, their amount is up to 500 parts by weight, preferably up to 400 parts by weight and particularly preferably up to 300 parts by weight (in each case based on 100 parts by weight) I) + II)).
  • modified polyalkylene ethers (II) for the purposes of the invention are prepared by treating polyethers with carboxylic acids and / or carboxylic anhydrides.
  • the polyalkylene ethers to be modified according to the invention are composed of di- and polyfunctional (cyclo) aliphatic radicals and may also contain olefinic groups to a small extent. Reaction products made from diols or polyols, ethylene glycol, 1,2-propylene glycol, trimethylolpropane, glycerol, pentaerythritol, sorbitol and mannitol and one or more alkylene oxides, such as ethylene oxide and propylene oxide (for preparation and use see Ullmann's Encyclopedia of Industrial Chemistry , 4th edition, vol. 19, p.31, Verlag Chemie, Weinheim 1980). Polyalkylene ethers with high proportions of 1,2-propylene structures are preferred.
  • Both linear and branched polyalkylene ethers can be used, with moderately branched and linear types being preferred.
  • the "output" - i.e. unmodified polyalkylene ethers have number average molecular weights between 500 and 15,000, preferably between 1000 and 10,000 and particularly preferably between 2000 and 5000.
  • Suitable carboxylic acids for the treatment of the polyethers are in principle aliphatic, preferably with 1 to 20 carbon atoms, aromatic and araliphatic carboxylic acids and their anhydrides. Saturated and unsaturated mono-, di- and tricarboxylic acids can be used.
  • carboxylic acids are formic acid, acetic acid, propionic acid, trimethyl acetic acid, lauric acid, oleic acid, stearic acid, oxalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, maleic acid, fumaric acid, benzoic acid, phenylacetic acid, o-, m- or p-toluic acid, phthalic acid , Terephthalic acid.
  • suitable carboxylic acids are formic acid, acetic acid, propionic acid, trimethyl acetic acid, lauric acid, oleic acid, stearic acid, oxalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, maleic acid, fumaric acid, benzoic acid, phenylacetic acid, o-, m- or p-toluic acid, phthalic acid , Terephthalic acid.
  • carboxylic anhydrides examples include acetic anhydride, maleic anhydride, phthalic anhydride.
  • carboxylic acid derivatives such as hydroxycarboxylic acids (e.g.
  • Glycolic acid lactic acid, hydroxybutyric acid, glyceric acid, malic acid, tartaric acid, citric acid, mandelic acid, salicylic acid or 2.2 "thiodiacetic acid and 3.3" thiodipropionic acid.
  • Preferred carboxylic acids for the purposes of the invention are formic acid, acetic acid,
  • Propionic acid, oxalic acid, benzoic acid, phthalic acid, formic acid, acetic acid, oxalic acid and benzoic acid are particularly preferred; acetic acid is very particularly preferred.
  • Preferred carboxylic anhydrides for the purposes of the invention are acetic anhydride and
  • the treatment of the polyalkylene ethers with carboxylic acid or carboxylic anhydride is generally carried out at from 20 ° C. to 100 ° C., preferably from 25 ° C. to 90 ° C., particularly preferably 30 ° C. to 80 ° C. and very particularly preferably
  • the amount of carboxylic acid or carboxylic anhydride, based on the amount of polyalkylene ether, can be varied within wide limits. It is generally 0.01 to 3% by weight, preferably 0.02 to 2% by weight and particularly preferably
  • modified polyalkylene ethers obtained according to the invention can be incorporated into the antistatic polymers by known methods, for example by kneading, rolling or extruding them together.
  • molding compositions can contain the usual additives such as Pigments, fillers, stabilizers, lubricants, mold release agents, flame retardants and the like can be added.
  • thermoplastics e.g. Housing parts for household and electrical appliances, profile parts, foils, automotive interiors, etc. processed.
  • the finished molded parts are characterized by excellent antistatic behavior and in particular by coating-free, homogeneous and shiny surfaces.
  • the mechanical properties, especially the heat resistance and the impact resistance, and in particular the thermoplastic flowability, are practically not impaired in comparison to the unmodified material.
  • the raw tone of the molded parts is also not affected.
  • ABS polymer made up of 60 parts by weight of a thermoplastic styrene / acrylonitrile copolymer (styrene: acrylonitrile - weight ratio 72:28) with an intrinsic viscosity of 55 ml / g (measured in dirnethylformamide at 23 ° C) and 40 parts by weight of a graft polymer of 36 parts by weight of styrene and 14 parts by weight of acrylonitrile to 50 parts by weight of polybutadiene with a bimodal particle size distribution (50% with d 50 value approx. 400 nm and 50% with d 50 Value of approx. 100 nm).
  • the polyalkylene ether 2 is prepared by adding 0.4 part by weight of the substances listed in Table 1 to 100 parts by weight of the starting material used in the preparation of the polyalkylene ether 1 (for other conditions, see Table 1).
  • Polyalkylene ether 3 (comparison)
  • the pH is 6.9.
  • Linear polypropylene ether identical to the starting material in the production of polyalkylene ether 1, modified with dibenzoyl peroxide according to the instructions in EP
  • test specimens have notched impact strength at room temperature and - 40 ° C
  • thermoplastic Flowability is achieved by measuring the required filling pressure during injection molding at 240 ° C (unit: bar, see F. Johannaber, Kunststoffe 74 (1984), 1, pages 2 to 5 as well as by measuring the MVI according to DIN 53 735 U (unit: cm 3/10 min).

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Manufacture Of Macromolecular Shaped Articles (AREA)
EP99947374A 1998-09-29 1999-09-17 Antistatisch ausgerüstete thermoplastische formmassen mit verbesserten eingeschaften Withdrawn EP1129136A1 (de)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE19844496 1998-09-29
DE19844496A DE19844496A1 (de) 1998-09-29 1998-09-29 Antistatisch ausgerüstete thermoplastische Formmassen mit verbesserten Eigenschaften
PCT/EP1999/006883 WO2000018841A1 (de) 1998-09-29 1999-09-17 Antistatisch ausgerüstete thermoplastische formmassen mit verbesserten eingeschaften

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EP1129136A1 true EP1129136A1 (de) 2001-09-05

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US (1) US6509402B1 (enExample)
EP (1) EP1129136A1 (enExample)
JP (1) JP2002525413A (enExample)
KR (1) KR20010075407A (enExample)
CN (1) CN1172986C (enExample)
AU (1) AU6084999A (enExample)
BR (1) BR9914107A (enExample)
CA (1) CA2345437A1 (enExample)
DE (1) DE19844496A1 (enExample)
TW (1) TW576853B (enExample)
WO (1) WO2000018841A1 (enExample)

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CN102718684A (zh) * 2012-07-06 2012-10-10 太仓市新星轻工助剂厂 一种季铵盐改性丙烯酸酯抗静电剂的合成方法
JP6765337B2 (ja) * 2016-12-05 2020-10-07 三菱エンジニアリングプラスチックス株式会社 光学部品用ポリカーボネート樹脂組成物

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WO2000018841A1 (de) 2000-04-06
CN1172986C (zh) 2004-10-27
CA2345437A1 (en) 2000-04-06
TW576853B (en) 2004-02-21
AU6084999A (en) 2000-04-17
DE19844496A1 (de) 2000-03-30
JP2002525413A (ja) 2002-08-13
US6509402B1 (en) 2003-01-21
BR9914107A (pt) 2001-06-12
KR20010075407A (ko) 2001-08-09
CN1320141A (zh) 2001-10-31

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