EP4127065A1 - Compositions which have polyester-polysiloxane copolymers - Google Patents

Compositions which have polyester-polysiloxane copolymers

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Publication number
EP4127065A1
EP4127065A1 EP20714553.3A EP20714553A EP4127065A1 EP 4127065 A1 EP4127065 A1 EP 4127065A1 EP 20714553 A EP20714553 A EP 20714553A EP 4127065 A1 EP4127065 A1 EP 4127065A1
Authority
EP
European Patent Office
Prior art keywords
radicals
optionally
optionally substituted
osir
compositions according
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Withdrawn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
EP20714553.3A
Other languages
German (de)
French (fr)
Inventor
Oliver SCHÄFER
Katja HÜTTL
Michael JOACHIMBAUER
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.)
Wacker Chemie AG
Original Assignee
Wacker Chemie AG
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Filing date
Publication date
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Publication of EP4127065A1 publication Critical patent/EP4127065A1/en
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    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L23/00Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
    • C08L23/02Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
    • C08L23/04Homopolymers or copolymers of ethene
    • C08L23/06Polyethene
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K3/00Use of inorganic substances as compounding ingredients
    • C08K3/01Use of inorganic substances as compounding ingredients characterized by their specific function
    • C08K3/013Fillers, pigments or reinforcing additives
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K7/00Use of ingredients characterised by shape
    • C08K7/02Fibres or whiskers
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L23/00Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
    • C08L23/02Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
    • C08L23/10Homopolymers or copolymers of propene
    • C08L23/12Polypropene
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L25/00Compositions of, 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; Compositions of derivatives of such polymers
    • C08L25/02Homopolymers or copolymers of hydrocarbons
    • C08L25/04Homopolymers or copolymers of styrene
    • C08L25/06Polystyrene
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L27/00Compositions of 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; Compositions of derivatives of such polymers
    • C08L27/02Compositions of 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; Compositions of derivatives of such polymers not modified by chemical after-treatment
    • C08L27/04Compositions of 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; Compositions of derivatives of such polymers not modified by chemical after-treatment containing chlorine atoms
    • C08L27/06Homopolymers or copolymers of vinyl chloride
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L27/00Compositions of 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; Compositions of derivatives of such polymers
    • C08L27/02Compositions of 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; Compositions of derivatives of such polymers not modified by chemical after-treatment
    • C08L27/12Compositions of 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; Compositions of derivatives of such polymers not modified by chemical after-treatment containing fluorine atoms
    • C08L27/16Homopolymers or copolymers or vinylidene fluoride
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L83/00Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
    • C08L83/10Block- or graft-copolymers containing polysiloxane sequences
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/42Block-or graft-polymers containing polysiloxane sequences
    • C08G77/445Block-or graft-polymers containing polysiloxane sequences containing polyester sequences
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2201/00Properties
    • C08L2201/02Flame or fire retardant/resistant
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2201/00Properties
    • C08L2201/08Stabilised against heat, light or radiation or oxydation
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2203/00Applications
    • C08L2203/30Applications used for thermoforming
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L2207/00Properties characterising the ingredient of the composition
    • C08L2207/06Properties of polyethylene
    • C08L2207/062HDPE

Definitions

  • compositions comprising polyester-polysiloxane copolymers
  • the invention relates to compositions comprising polyester-polysiloxane copolymers, their production and their use.
  • Thermoplastic polyolefins such as polyethylene or polypropylene make up the majority of the plastics produced worldwide today. Over the past few years, advances in the manufacturing technology of these polymers have enabled increasingly high performance materials. Despite the inherently good processing properties of polyolefins, they still require process additives for processing in order to optimize properties such as processing speed, surface quality, mold release behavior, rheology control and others. In addition to more oligomeric additives such as fatty acid amides, fatty acid esters, metal stearates, oligomeric hydrocarbon waxes (PE waxes), higher molecular weight polymers such as fluoropolymers are also used.
  • the challenge here is to minimize the use of these process additives as much as possible in order to minimize any negative influence on other material properties of the polyolefins such as stiffness or scratch resistance while at the same time maximizing the desired effect such as increasing the processing speed. speed.
  • a search was therefore made for new additive concepts which have a higher effectiveness than the products used in the prior art.
  • Polyester-polysiloxane copolymers can be classified according to various methods. On the one hand, they can be distinguished chemically by having both the group of aliphatic polyester-polysiloxane copolymers and, on the other hand, the group of aromatic-polyester-polysiloxane copolymers. In doing so, show the aliphatic polyester-polysiloxane copolymers have the advantage of a simpler chemical synthesis and the advantage of lower processing and synthesis temperatures. In principle, therefore, aliphatic polyester-polysiloxane copolymers are preferred.
  • the copolymers can be subdivided into the group of linearly modified polyester-block-polysiloxane copolymers and the group of side-chain modified polyester-graft-polysiloxane copolymers.
  • the linear variants can be built up chemically in a more targeted manner, whereas the copolymers modified in the polymer side chain show the advantage of greater chemical variability.
  • Polyester-polysiloxane copolymers are already widely known.
  • US Pat. No. 4,376,185 describes linear polyester-block-polysiloxane copolymers.
  • US Pat. No. 3,778,458 and US Pat. No. 4,613,641 describe, inter alia, side chain-modified polyester-graft-polysiloxane copolymers for use as surface-active additives in PU foams.
  • polyester-polysiloxane copolymers as an additive in polyurethane foams and as an additive for paint formulations, these were also investigated as an additive in the processing of thermoplastic polymers.
  • the polar, aliphatic polyester part should be compatible with the usually polar thermoplastic, whereas the polysiloxane part is supposed to take on the task of an internal and external lubricant and, if necessary, can modify the surface of a processed product.
  • EP-A 2616512 describes the use of polyester-polysiloxane copolymers in thermoplastic polymethyl methacrylates or polymethyl methacrylate molding compositions to improve the surface properties. In the series of preferred compounds, both linear and pendant functionalized polyester-polysiloxane copolymers are used here.
  • DE 102004035835 A describes the use of linear polyester-polysiloxane copolymers in thermoplastic, especially aromatic polyester molding compounds, in order to ensure better demoldability of the polyester molding compounds finished in this way in the injection molding process.
  • polyester-polysiloxane copolymers are also described in thermoplastic, aromatic polyester molding compositions in order to ensure better impact strength.
  • EP-A 1211277 linear polyester-polysiloxane copolymers are reactively functionalized with anhydride-functional polyolefins. rid-functional polyolefins are naturally reduced.
  • the invention relates to compositions containing them
  • R can be the same or different and denotes a monovalent, optionally substituted, SiC-bonded hydrocarbon radical,
  • R 1 can be the same or different and denotes a hydrogen atom or a monovalent, optionally substituted hydrocarbon radical
  • R 2 is an SiC-bonded polyester unit of the general formula
  • R 5 - [O- (CR 3 2 ) n -CO-] m -XR 4 - (II) is where X is -O- or -NR x -,
  • R 3 can be the same or different and denotes a hydrogen atom or monovalent, optionally substituted hydrocarbon radicals
  • R 4 denotes divalent, optionally substituted hydrocarbon radicals with 1 to 40 carbon atoms, it being possible for individual carbon atoms to be replaced by oxygen atoms or -NR z -,
  • R 5 is a hydrogen atom or monovalent, optionally substituted hydrocarbon radicals with 1 to 40 carbon atoms means, where individual carbon atoms can be replaced by oxygen atoms or carbonyl groups -CO-, or means organosilyl radicals,
  • R x hydrogen atom, monovalent, optionally substituted
  • R z monovalent, optionally substituted hydrocarbon radicals with 1 to 20 carbon atoms, it being possible for individual carbon atoms to be replaced by oxygen atoms, polyester radicals R 5 - [O- (CR 3 2 ) n -CO-] m - or Organosilyl radicals -SiR'3 means in which R 'represent identical or different, monovalent, optionally substituted hydrocarbon radicals, n is an integer from 3 to 6, m is an integer from 1 to 100, a is an integer from 0 to 3, b is an integer from 0 to 1, p is 0 or an integer from 1 to 1000, q is 0 or an integer from 1 to 100 and r is 0 or an integer from 1 to 100, with the Provided that a + b 3 and q + r is an integer greater than 0.
  • Examples of the substituted or unsubstituted polyolefins (A) used according to the invention are low and high density polyethylenes (LDPE, LLDPE, HDPE), homopolymers of propylene (PP), copolymers of propylene with, for example, ethylene, butene, hexene and octene (PPC), Olefin copolymers such as ethylene-vinyl acetate copolymers (EVA), olefin copolymers such as ethylene-methyl acrylate copolymers (EMAC) or ethylene-butyl acrylate copolymers (EBAC), polyvinyl chloride (PVC) or polyvinyl chloride-ethylene copolymers and polystyrenes (PS, HIPS, EPS).
  • LDPE low and high density polyethylenes
  • PP homopolymers of propylene
  • PPC copolymers of propylene with, for example, ethylene, butene, hexene
  • polyolefins (A) used according to the invention preferably contain units of the general formula
  • R 6 , R 7 , R 8 and R 9 each independently of one another hydrogen atom, saturated, optionally substituted hydrocarbon radicals, unsaturated hydrocarbon radicals, aromatic hydrocarbon radicals, Vinyl ester radicals or halogen atoms mean and x is a number between 100 and 100,000.
  • the radicals R 6 , R 7 , R 8 and R 9 are each, independently of one another, hydrogen, saturated hydrocarbon radicals such as methyl, butyl or hexyl, aromatic hydrocarbon radicals such as phenyl, or halogen atoms such as chlorine or fluorine , hydrogen atom, methyl radical or chlorine atom being particularly preferred.
  • the polyolefins (A) are particularly preferably polymers selected from the group of polypropylenes (PP), higher density polyethylenes (HDPE), low density polyethylenes (LDPE), linear low density polyethylenes (LLDPE), polyvinyl chlorides (PVC), polystyrenes (PS) and polyvinylidene fluoride (PVDF).
  • PP polypropylenes
  • HDPE higher density polyethylenes
  • LDPE low density polyethylenes
  • LLDPE linear low density polyethylenes
  • PVC polyvinyl chlorides
  • PS polystyrenes
  • PVDF polyvinylidene fluoride
  • Preferred monomers for preparing component (A) are ethylene, propylene, vinyl chloride, vinyl acetate, styrene, 1-butene, 1-hexene, 1-octene or butadiene or mixtures thereof, particularly preferably ethylene, propylene or vinyl chloride.
  • the polyolefins (A) used according to the invention are preferably thermoplastic, ie the temperature at which the loss factor (G "/ G ') according to DIN EN ISO 6721-2: 2008 assumes the value of 1 is preferably at least 40 ° C, particularly preferably at least 100 ° C.
  • the polymeric structure of the polyolefins (A) can be linear or branched.
  • the type of organic polymers (A) used essentially determines the processing temperature of the mixture according to the invention.
  • the proportion of the polyolefins (A) in the composition according to the invention is preferably from 60% by weight to 99.99% by weight, particularly preferably from 90% by weight to 99.9% by weight, very particularly preferably - preferably 97.5 to 99.9% by weight.
  • the component (A) used in accordance with the invention is a commercially available product or it can be produced by processes common in chemistry.
  • R examples include alkyl radicals such as methyl, ethyl, n-propyl, iso-propyl, 1-n-butyl, 2-n-butyl, iso-butyl, tert-butyl, n-pentyl, iso-pentyl, neo-pentyl, tert-pentyl radical; Hexyl radicals such as the n-hexyl radical; Heptyl radicals such as the n-heptyl radical; Octyl radicals such as the n-octyl radical and iso-octyl radicals such as the 2,2,4-trimethylpentyl radical; Nonyl radicals such as the n-nonyl radical; Decyl radicals such as the n-decyl radical; Dodecyl radicals such as the n-dodecyl radical; Octadecyl radicals such as the n-octadecyl
  • halogenated radicals R are haloalkyl radicals such as the 3,3,3-trifluoro-n-propyl radical, the 2,2,2,2 ", 2 ', 2" -hexafluoroisopropyl radical and the heptafluoroisopropyl radical.
  • the radical R preferably denotes a monovalent hydrocarbon radical with 1 to 20 carbon atoms, optionally substituted by fluorine and / or chlorine atoms, particularly preferably a hydrocarbon radical with 1 to 6 carbon atoms, in particular around the methyl, ethyl, vinyl or phenyl radical .
  • radical R 1 examples are the radicals given for radical R and polyalkylene glycol radicals bonded via carbon atoms.
  • the radical R 1 is preferably a hydrocarbon radical, particularly preferably a hydrocarbon radical having 1 to 8 carbon atoms, in particular the methyl or ethyl radical.
  • radical R 3 are the radicals given for radical R.
  • the radical R 3 is preferably a hydrogen atom, methyl radical or ethyl radical, particularly preferably a hydrogen atom.
  • divalent radicals R 4 are alkylene radicals such as methylene, ethylene, n-propylene, iso-propylene, n-butylene, iso-butylene, tert-butylene, n-pentylene, iso -Pentylene, neo-pentylene, tert-pentylene, hexylene, heptylene, octy- lenreste, nonylenreste, decylenreste, dodecylenreste or octadecylenreste; Cycloalkylene radicals such as cyclopentylene radical, 1,4-cyclohexylene radical, isophoronylene radical or the 4,4'-methylenedicyclohexylene radical; Alkenylene radicals such as the vinylene, n-hexenylene, cyclohexenylene, 1-propenylene, allylene, butenylene or 4-pen
  • the radical R 4 is preferably alkylene radicals or substituted alkylene radicals, particularly preferably methylene, n-propylene radicals, ethylene-propylene ether radicals or ethylene-propyleneamine radicals, in particular alkylene radicals.
  • radical R 5 are hydrogen atom, alkyl radicals, triorganylsilyl radicals, such as the trimethylsilyl radical, or hydrocarbon radicals substituted with carbonyl groups, such as the acetyl radical.
  • the radical R 5 is preferably a hydrogen atom or acetyl radical, particularly preferably a hydrogen atom.
  • radicals R x and R z are, independently of one another, the radicals indicated above for the radical R.
  • the radical R x is preferably a hydrogen atom or an alkyl radical, particularly preferably a hydrogen atom.
  • the radical R z is preferably an alkyl radical or an aliphatic polyester radical, particularly preferably an aliphatic polyester radical.
  • X preferably has the meaning of —NR X - where R x has the same meaning as mentioned above.
  • radical R ' is the radicals given for radical R.
  • the radical R ' is preferably an alkyl radical, particularly preferably a methyl radical.
  • Index m preferably denotes values from 1 to 50, particularly preferably values from 1 to 30.
  • Index n preferably denotes values of 4 or 5, particularly preferably 5.
  • radical R 2 examples are H- [O- (CH 2 ) 5 -CO-] 5 -O- (CH 2 ) 3 -,
  • H 3 CCO- [O- (CH 2 ) 5 -CO-] 15 -NH- (CH 2 ) 3 - or H 3 CCO- [O- (CH 2 ) 5 -CO-] 15 -O- (CH 2 ) 3 -O- (CH 2 ) 3 - are particularly preferred.
  • A is preferably 0 or 1, particularly preferably 0.
  • b is 0 or 1, particularly preferably 0.
  • p is an integer from 10 to 500, particularly preferably an integer from 20 to 200.
  • q is an integer from 1 to 20, particularly preferably an integer from 1 to 10.
  • r is 0 or an integer from 1 to 10, particularly preferably 0 or an integer from 1 to 5, in particular 0.
  • the organosilicon compounds of the formula (I) used according to the invention preferably have an average molecular weight Mn of 1000 g / mol to 40,000 g / mol and particularly preferably an average molecular weight Mn of 2000 g / mol to 15,000 g / mol.
  • the number average molar mass M n is determined within the scope of the present invention by means of size exclusion chromatography (SEC) against polystyrene standard, in THF, at 60 ° C., flow rate 1.2 ml / min and detection with RI (refractive index detector ) on a column set Styragel HR3-HR4-HR5-HR5 from Waters Corp. USA determined with an injection volume of 100 m ⁇ .
  • SEC size exclusion chromatography
  • the organosilicon compounds of the formula (I) preferably have a melting point of below 200 ° C., particularly preferably below 100 ° C., very particularly preferably below 75 ° C., in each case at 1013 hPa.
  • the silicon content of the organosilicon compounds of the general formula (I) is preferably 5 to 30% by weight, particularly preferably 10 to 25% by weight.
  • organosilicon compounds of the formula (I) used according to the invention are preferably R 3 Si [OSiR 2 ] p [OSiRR 2 ] q OSiR 3 mit
  • R methyl
  • R methyl
  • R 2 H- [O- (CH 2 ) 5 -CO-] 13 -O- (CH 2 ) 3 -
  • R methyl
  • R methyl
  • R methyl
  • R 2 H- [O- (CH 2 ) 5 -CO-] 15 -NH- (CH 2 ) 3 -
  • R methyl
  • R 2 H- [O- (CH 2 ) 5 -CO-] 8 -NH- (CH 2 ) 3 -
  • p 46
  • q 4 or
  • R methyl
  • organosilicon compounds (B) used according to the invention are commercially available products or can be prepared by methods common in silicon chemistry, as described in the prior art.
  • Component (B) is used in amounts of preferably 0.05% by weight to 40% by weight, particularly preferably 0.2% to 5% by weight, in particular 0.25% by weight to 3% by weight , each based on the amount of component (A) used.
  • compositions according to the invention can contain other substances, such as, for example, inorganic fillers (C), organic or inorganic fibers (D), flame retardants (E), biocides (F), pigments (G ), UV absorbers (H) and HALS stabilizers (I).
  • inorganic fillers (C) are chalk (calcium carbonate), kaolin, silicates, silicon dioxide or talc.
  • fibers (D) optionally used according to the invention are glass fibers, basalt fibers or wollastonite, glass fibers being preferred, or organic fibers such as aramid fibers, wood fibers or cellulose fibers.
  • inorganic fibers (D) are used, the amounts involved are preferably from 1 to 50% by weight, particularly preferably from 5 to 35% by weight.
  • the compositions according to the invention preferably do not contain any component (D).
  • organic fibers (D) are used, the amounts involved are preferably from 20 to 80% by weight, particularly preferably from 35 to 65% by weight.
  • the compositions according to the invention preferably do not contain any component (D).
  • flame retardants (E) optionally used according to the invention are organic flame retardants based on halogenated organic compounds or inorganic flame retardants, e.g. aluminum hydroxide (ATH) or magnesium hydroxide.
  • ATH aluminum hydroxide
  • flame retardants (E) are used, inorganic flame retardants such as ATH are preferred.
  • biocides (F) optionally used according to the invention are inorganic fungicides, such as borates, such as, for example, zinc borate, or organic fungicides, such as, for example, thiabendazole.
  • examples of the pigments (G) optionally used according to the invention are organic pigments or inorganic pigments such as, for example, iron oxides or titanium dioxide.
  • pigments (G) are used, the amounts involved are preferably 0.2 to 7% by weight, particularly preferably 0.5 to 3% by weight.
  • UV absorbers (H) optionally used according to the invention are benzophenones, benzotriazoles or triazines.
  • UV absorbers (H) benzotriazoles or triazines are preferred.
  • HALS stabilizers (I) which may be used according to the invention are, for example, piperidine or piperidyl derivatives and are available, inter alia, under the brand name Tinuvin from BASF SE, D-Ludwigshafen.
  • compositions according to the invention are preferably containing those
  • compositions according to the invention are preferably containing such
  • compositions according to the invention are particularly preferably containing those
  • compositions according to the invention are preferably containing such
  • compositions according to the invention are preferably containing those
  • compositions according to the invention are preferably containing those
  • compositions according to the invention are preferably containing those
  • compositions according to the invention are preferably containing those
  • compositions according to the invention are preferably containing those
  • compositions according to the invention are preferably containing those
  • compositions according to the invention are those containing
  • compositions according to the invention are preferably those containing (A) polyvinyl chloride,
  • compositions according to the invention preferably contain no further constituents beyond components (A) to (I).
  • compositions according to the invention can each be one type of such a constituent as well as a mixture of at least two different types of such constituents.
  • compositions according to the invention can be prepared by any desired processes known to date, such as, for example, mixing the components in any order. Mixers or kneaders or extruders according to the prior art can be used for this purpose.
  • the present invention also provides a process for producing the compositions according to the invention by mixing components (A) and (B) and, if appropriate, further components, preferably selected from components (C) to (I) in any order.
  • the process according to the invention can take place in the presence or absence of solvent, with solvent-free production being preferred.
  • the process according to the invention can be carried out continuously, discontinuously or semicontinuously, but preferably continuously.
  • the process according to the invention is preferably carried out in continuously operating kneaders or mixers or extruders, the individual components to be mixed according to the invention being fed continuously either in pure form or as a premix either gravimetrically or volumetrically to the mixing unit.
  • Components which are contained in the total mixture in a proportion of less than 1% by weight are preferably fed in as a premix in one of the components in a larger proportion.
  • the temperatures at which the process according to the invention is carried out depend primarily on the components used and are known to the person skilled in the art, with the proviso that they are below the specific decomposition temperatures of the individual components used.
  • the process according to the invention is preferably carried out at temperatures below 250.degree. C., particularly preferably in the range from 150 to 220.degree.
  • the method according to the invention is preferably carried out at the pressure of the surrounding atmosphere, that is between 900 and 1100 hPa.
  • higher pressures can also be used, which in particular depend on the mixing unit used. For example, the pressure in different areas of the kneader, mixer or extruder used is significantly greater than 1000 hPa.
  • component (B) is used in a so-called masterbatch as a premix with part of the polyolefin (A) and optionally one or more of components (C) to (I).
  • This premix is preferably prepared by mixing components (A) and (B) and, if appropriate, one or more of components (C) to (I) at temperatures between 140 ° C. and 230 ° C., the mixing being continuous, discontinuous or can be carried out semi-continuously.
  • Mixers, kneaders or extruders according to the prior art can be used for the mixing process.
  • the mixing of components (A) and (B) is preferably carried out continuously in an extruder or kneader according to the prior art.
  • the copolymer (B) is preferably based in an amount between 5 and 35% by weight, particularly preferably between 10 and 30% by weight, in particular preferably between 10 and 25% by weight, in each case based on the weight of the premix.
  • the premix produced according to the invention is preferably in granulate form or in powder form, but preferably in granulate form.
  • the granulate can also be processed into a powder by mechanical grinding or by a Corresponding granulation systems can also be obtained as micro-granules.
  • the premix obtained in this way is then conveyed with the remaining parts of component (A) and optionally one or more of components (C) to (I), preferably continuously, into a heatable mixer.
  • the components can be added separately to the mixer or added together.
  • the mixing or homogenization of the individual components then takes place preferably at temperatures of 150 to 240.degree. C., particularly preferably at 180 to 210.degree.
  • the composition according to the invention is then preferably discharged from the reactor as a hot, highly viscous melt via a nozzle.
  • the material is cooled by means of a cooling medium after it has emerged and then comminuted or granulated.
  • the cooling of the material and the granulation can take place simultaneously by underwater granulation or one after the other. Either water or air are used as preferred cooling media.
  • Preferred processes for granulation are underwater granulation, granulation by means of air discharge or strand granulation.
  • the granules obtained have a weight of preferably less than 0.5 g, particularly preferably less than 0.25 g, in particular less than 0.125 g.
  • the granules obtained according to the invention are preferably cylindrical or spherical.
  • compositions according to the invention in the form of granules are continuously conveyed into a kneader or extruder according to the prior art, heated and plasticized in this kneader or extruder by the action of temperature and then pressed through a nozzle which specifies the desired profile shape.
  • a nozzle which specifies the desired profile shape.
  • either solid profiles or hollow profiles can be produced here.
  • the invention also relates to moldings produced by extrusion of the compositions according to the invention or by processing by means of an injection molding process.
  • composition according to the invention is continuously extruded directly through a suitable nozzle as a profile or film, which can then also be cut to length or cut after cooling.
  • mixers or kneaders or extruders according to the state of the art can be used.
  • compositions obtained according to the invention are preferably thermoplastic, ie the temperature at which the loss factor (G "/ G ') according to DIN EN ISO 6721-2: 2008 assumes the value of 1 is preferably at least 40 ° C., particularly preferably at least 100 ° C.
  • mixtures according to the invention can be used wherever mixtures with polyolefins have been used up to now.
  • the mixtures according to the invention can be used for the production of semi-finished products such as films, pipes, cable sheaths, plates, Profiles or fibers or for the production of 3-dimensional molded parts can be used.
  • compositions according to the invention have the advantage that they are easy to manufacture.
  • compositions according to the invention have the advantage that when these compositions are continuously processed into semi-finished products, products are obtained which have a better surface quality, which can have improved abrasion resistance, which have lower surface energies and which show improved mechanical properties.
  • aliphatic polyester-graft-polysiloxane copolymers functionalized in particular have a significantly improved lubricating effect in polyolefins compared to linear polyester-block-polysiloxane copolymers or comparable in terms of chemical composition compared to other organic process additives optimized for processing polyolefins.
  • these semi-finished products can be extruded at a higher speed.
  • the production of 3-dimensional moldings from the compositions according to the invention has the advantage that they have increased abrasion resistance, the processing process can be accelerated due to the increased flowability of the material, that the adhesion to the mold can be reduced and thus demolding forces and demolding. Measurement times can be reduced, thinner-walled parts can be produced with less weight and that the surface quality of the moldings produced from the mixtures according to the invention is significantly better and rheological effects such as tiger stripes occurring during the injection molding process can be prevented.
  • the compositions according to the invention have the advantage that they can now replace easily flowing polymers with poorer mechanical characteristics with poorer flowing polymers with better mechanical characteristics, whereby the mechanical characteristics of the compositions can be improved overall.
  • fillers in the compositions according to the invention has the advantage that the filler content can be increased slightly in order to improve the property profile without influencing the processability. Damage to anisotropic fillers such as fibers can be avoided by means of the mixtures according to the invention, which leads to an improved property profile.
  • Siloxane 1 ⁇ , ⁇ -OH-terminated polydimethylsiloxane with an Si-OH content of 3.8% by weight;
  • Siloxane 2 ⁇ , ⁇ -trimethylsilyl-terminated polydimethylsiloxane with a viscosity of 4.6 mPas;
  • Processing aid "Struktol TPW 113" available for purchase from Schill- und Seilacher, D-Böblingen.
  • Hordaphos MDIT phosphoric acid isotridecyl ester from Clariant, D-Frankfurt am Main.
  • the product obtained was 1081.3 g of a clear, colorless polydimethylsiloxane functionalized with aminopropyl groups in the side chain and having an amine number of 25.5 mg KOH / g and 215.6 g of siloxane clene as secondary accumulations.
  • A2 Production of a siloxane with pendant amino groups
  • the pressure was then increased again to normal pressure by means of nitrogen and 1.0 g of Hordaphos MDIT was added to neutralize the potassium hydroxide.
  • the mixture was then heated to 150 ° C. with stirring and under reduced pressure of 2 hPa and further siloxane groups were distilled off.
  • the product obtained was 1047.0 g of a clear, colorless polydimethylsiloxane functionalized with aminopropyl groups in the side chain and having an amine number of 48.7 mg KOH / g and 253.6 g of siloxane clene as a secondary product.
  • the product obtained was 1063.2 g of a clear, colorless polydimethylsiloxane functionalized with aminopropyl groups in the side chain and having an amine number of 25.5 mg KOH / g and 250.7 g of siloxane clene as secondary accruals.
  • 125 g of the polydimethylsiloxane (Al) functionalized with aminopropyl groups in the side chain were placed in a 500 g 3-neck flask at 80 ° C. with stirring using a KPG stirrer together with 0.25 g of tin (II) ethylhexanoate and 125 epsilon-caprolactone heated for about 1 h.
  • the reaction mixture was then heated to 140 ° C. with stirring and stirred at 140 ° C. for 3 h.
  • 2.2 g of remaining epsilone-caprolactone were distilled off by means of a distillation bridge at 140 ° C.
  • 125 g of the polydimethylsiloxane (A2) functionalized with aminopropyl groups in the side chain were placed in a 500 g 3-neck flask at 80 ° C. with stirring using a KPG stirrer together with 0.25 g of tin (II) ethylhexanoate and 125 g epsilon-caprolactone heated for about 1 h.
  • the reaction mixture was then heated to 140 ° C. with stirring and stirred at 140 ° C. for 3 h.
  • 1.5 g of epsilone-caprolactone still remaining were distilled off by means of a distillation bridge at 140 ° C.
  • 125 g of a polydimethylsiloxane (A3) functionalized with aminopropyl groups in the side chain were placed in a 500 g 3-neck flask at 80 ° C. while stirring using a KPG stirrer together with 0.25 g of tin (II) ethylhexanoate and 125 g epsilon-caprolactone heated for about 1 h.
  • the reaction mixture was then heated to 140 ° C. with stirring and stirred at 140 ° C. for 3 h.
  • 3.1 g of remaining epsilone-caprolactone were distilled off by means of a distillation bridge at 140 ° C. with stirring for 30 minutes at a pressure of 5 hPa and the product was poured out as a melt in a warm state and then pastilled.
  • 125 g of a polydimethylsiloxane functionalized with an aminopropyl group at the chain end and having a molecular weight of 3230 g / mol were added to a 500 g 3-neck flask at 80 ° C. with stirring using a KPG stirrer together with 0.25 g Tin-II-ethylhexanoate and 125 epsilon-caprolactone heated for about 1 h. The reaction mixture was then heated to 140 ° C. with stirring and stirred at 140 ° C. for 3 h. Finally, 1.5 g of remaining epsilon-caprolactone were distilled off by means of a distillation bridge at 140 ° C.
  • polyester-polysiloxane copolymers (A4) to (A6) prepared above were each coated with a high-density polyethylene (PE 1) (commercially available under the name "HDPE, Purell GA 7760” from LyondellBasell, D-Frankfurt) in the amounts given in Table 1 were mixed homogeneously at room temperature, the total amount of the respective mixture being 1000 g.
  • PE 1 high-density polyethylene
  • This mixture was then compounded in a counter-rotating twin-screw extruder from Collin at a temperature of 195.degree.
  • the temperature in the catchment area (Zone 1) was 95 ° C, was increased to 190 ° C in Zone 2 and Zone 3 and increased further to 195 ° C in Zone 4 and Zone 5.
  • Zone 6 (nozzle) was heated to 190 ° C.
  • the mix was extruded as a strand, which was then granulated.
  • the number of revolutions of the screws was 50 rpm.
  • the discharge rate was about 1.5 kg / h.
  • the polymer mixtures obtained in this way were then measured using an MFI device from Göttfert (MI II) to measure the melt volume rate (MVR) at a temperature of 175 ° C. and a loading weight of 2.16 kg and a temperature control time of 5 minutes with a nozzle diameter of 2 mm according to DIN ISO 1133. In each case, 3 measured values were determined and these were then averaged.
  • MI II Göttfert
  • MVR melt volume rate
  • the laterally functionalized polyester-polysiloxane copolymers (A4), (A5) and (A6) in the mixtures of Examples 1-4 lead to significantly higher flow properties, such as, for example, a linear polyester-polysiloxane Copolymer of Comparative Example C4 or commercial, organic HDPE additives in Comparative Examples V2, C3 and C5.
  • the copolymer from Example 1 is about twice as effective as the commercial comparative product (PI) or the linear copolymer from Comparative Example C4, since the same effect is found here with only half the added amount. Examples 5-7
  • polyester-polysiloxane copolymers (A4) to (A6) produced above were each coated with a high-density polyethylene (PE 2) (commercially available under the name "HDPE,
  • This mixture was then compounded in a counter-rotating twin-screw extruder from Collin at a temperature of 195.degree.
  • the temperature in the catchment area (zone 1) was 95 ° C, was increased to 190 ° C in zone 2 and zone 3 and further increased to 195 ° C in zone 4 and zone 5.
  • Zone 6 (nozzle) was heated to 195 ° C.
  • the mixture was extruded as a strand, which was then granulated.
  • the speed of rotation of the screws was 50 rpm.
  • the discharge rate was about 1.5 kg / h.
  • the polymer mixtures obtained in this way were then measured using an MFI device from Göttfert (MI II) to measure the melt volume rate (MVR) at a temperature of 190.degree. C. and a loading weight of 10 kg and a tempering time of 5 minutes with a nozzle diameter of 2 mm according to DIN ISO 1133. In each case, 3 measured values were determined and these were then averaged.
  • MI II Göttfert
  • MVR melt volume rate
  • polyester-polysiloxane copolymers (A4) to (A6) prepared above were each mixed with a polypropylene homopolymer (PP 1) (commercially available under the name “HC205 TF” from Borealis, Polyolefine Linz) in the table 3 Quantities mixed homogeneously at room temperature, the total quantity of the respective mixture being 1000 g.
  • PP 1 polypropylene homopolymer
  • This mixture was then compounded in a counter-rotating twin-screw extruder from Collin at a temperature of 210.degree.
  • the temperature in the catchment area (zone 1) was 95 ° C, was increased to 190 ° C in zone 2 and zone 3 and further increased to 205 ° C in zone 4 and zone 5.
  • Zone 6 (nozzle) was heated to 200 ° C.
  • the mixture was extruded as a strand, which was then granulated.
  • the speed of rotation of the screws was 50 rpm.
  • the discharge rate was about 1.5 kg / h.
  • the polymer mixtures obtained in this way were then melted using an MFI device from Göttfert (MI II). Volume rate (MVR) at a temperature of 230 ° C. and a loading weight of 2.16 kg and a tempering time of 5 minutes with a nozzle diameter of 2 mm according to DIN ISO 1133. In each case, 3 measured values were determined and these were then averaged.
  • MI II Göttfert
  • MVR Volume rate

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Abstract

The invention relates to compositions which have polyester-polysiloxane copolymers, containing (A) polyolefins which can optionally be substituted and (B) at least one organosilicon compound of the general formula R3-a-b(OR1)aR2 bSi[OSiR2]p[OSiRR2]q[OSiR2 2]rOSiR3-a-b(OR1)aR2 b (I), wherein R2 represents an SiC-bonded polyester unit of the general formula R5-[O-(CR3 2)n-CO-]m-X-R4- (II), and the radicals and indices have the meaning specified in claim 1. The invention also relates to the production and use thereof.

Description

Polyester-Polysiloxan-Copolymere aufweisende Zusammensetzungen Compositions comprising polyester-polysiloxane copolymers
Die Erfindung betrifft die Polyester-Polysiloxan-Copolymere aufweisende Zusammensetzungen, deren Herstellung und deren Ver- wendung. The invention relates to compositions comprising polyester-polysiloxane copolymers, their production and their use.
Thermoplastische Polyolefine wie Polyethylen oder Polypropylen machen heutzutage den Großteil der weltweit produzierten Kunst- stoffe aus. Im Laufe der letzten Jahre haben Fortschritte in der Herstellungstechnologie dieser Polymere immer leistungsfä- higere Materialien ermöglicht. Trotz der inhärent guten Verar- beitungseigenschaften der Polyolefine benötigen diese dennoch zur Verarbeitung Prozessadditive, um hier Eigenschaften wie Verarbeitungsgeschwindigkeit, Oberflächengüte, Formtrennverhal- ten, Rheologiekontrolle und anderes zu optimieren. Dabei werden neben eher oligomeren Additiven wie Fettsäureamiden, Fettsäu- reestern, Metallstearaten, oligomeren Kohlenwasserstoff-Wachsen (PE-Wachse) auch höhermolekulare Polymere wie z.B. Fluorpoly- mere eingesetzt. Dabei ist hier die Herausforderung, den Ein- satz dieser Prozessadditive möglichst zu minimieren, um einen nachteiligen Einfluss auf andere Materialeigenschaften der Po- lyolefine wie z.B. Steifigkeit oder Kratzfestigkeit zu minimie- ren bei gleichzeitiger Maximierung des jeweiligen gewünschten Effektes wie z.B. eine Erhöhung der Verarbeitungsgeschwindig- keit. Es wurde daher nach neuen Additiv-Konzepten gesucht, die eine gegenüber dem Stand der Technik eingesetzten Produkten eine erhöhte Wirksamkeit aufweisen. Thermoplastic polyolefins such as polyethylene or polypropylene make up the majority of the plastics produced worldwide today. Over the past few years, advances in the manufacturing technology of these polymers have enabled increasingly high performance materials. Despite the inherently good processing properties of polyolefins, they still require process additives for processing in order to optimize properties such as processing speed, surface quality, mold release behavior, rheology control and others. In addition to more oligomeric additives such as fatty acid amides, fatty acid esters, metal stearates, oligomeric hydrocarbon waxes (PE waxes), higher molecular weight polymers such as fluoropolymers are also used. The challenge here is to minimize the use of these process additives as much as possible in order to minimize any negative influence on other material properties of the polyolefins such as stiffness or scratch resistance while at the same time maximizing the desired effect such as increasing the processing speed. speed. A search was therefore made for new additive concepts which have a higher effectiveness than the products used in the prior art.
Polyester-Polysiloxan-Copolymere können nach verschiedenen Me- thoden klassifiziert werden. Zum einen kann man sie chemisch unterscheiden, indem man sowohl die Gruppe der aliphatischen Polyester-Polysiloxan-Copolymere hat und zum anderen die Gruppe der aromatischen-Polyester-Polysiloxan-Copolymere. Dabei weisen die aliphatischen Polyester-Polysiloxan-Copolymere den Vorteil einer einfacheren chemischen Synthese auf sowie den Vorteil von niedrigeren Verarbeitungs- und Synthesetemperaturen. Grundsätz- lich sind daher aliphatische Polyester-Polysiloxan-Copolymere bevorzugt. Polyester-polysiloxane copolymers can be classified according to various methods. On the one hand, they can be distinguished chemically by having both the group of aliphatic polyester-polysiloxane copolymers and, on the other hand, the group of aromatic-polyester-polysiloxane copolymers. In doing so, show the aliphatic polyester-polysiloxane copolymers have the advantage of a simpler chemical synthesis and the advantage of lower processing and synthesis temperatures. In principle, therefore, aliphatic polyester-polysiloxane copolymers are preferred.
Zusätzlich können die Copolymere noch in die Gruppe der linear modifizierten Polyester-block-Polysiloxan-Copolymere und die Gruppe der Seitenketten modifizierten Polyester-graft-Polysilo- xan-Copolymere unterteilt werden. Dabei können die linearen Va- rianten chemisch gezielter aufgebaut werden, hingegen zeigen die in der Polymer-Seitenkette modifizierten Copolymere den Vorteil einer größeren chemischen Variabilität. In addition, the copolymers can be subdivided into the group of linearly modified polyester-block-polysiloxane copolymers and the group of side-chain modified polyester-graft-polysiloxane copolymers. The linear variants can be built up chemically in a more targeted manner, whereas the copolymers modified in the polymer side chain show the advantage of greater chemical variability.
Polyester-Polysiloxan-Copolymere sind bereits vielfach bekannt. So beschreibt beispielsweise US-A 4,376,185 lineare Polyester- Block-Polysiloxan-Copolymere. US-A 3,778,458 und US-A 4,613,641 beschreiben u.a. seitenketten-modifizierte Polyester-graft-Po- lysiloxan-Copolymere zur Verwendung als oberflächen-aktive Ad- ditive in PU-Schäumen. Polyester-polysiloxane copolymers are already widely known. For example, US Pat. No. 4,376,185 describes linear polyester-block-polysiloxane copolymers. US Pat. No. 3,778,458 and US Pat. No. 4,613,641 describe, inter alia, side chain-modified polyester-graft-polysiloxane copolymers for use as surface-active additives in PU foams.
US-A 4,613,641, US-A 5,235,003, JP59207922A und EP-A 0217364 beschreiben Polyester-block-Polysiloxan-Copolymere, die durch ring-öffnende Polymerisation von cyclischen Estern mit Hydro- xyalkyl-endterminierten Polysiloxanen hergestellt werden. EP-A 0473812 offenbart Polyester-block-Polysiloxan-Copolymere, die durch ring-öffnende Polymerisation von cyclischen Estern mit Amino-alkyl-endterminierten Polysiloxanen hergestellt werden. Neben der Verwendung der Polyester-Polysiloxan-Copoylmeren als Additiv in Polyurethan-Schäumen und als Additiv für Lackformu- lierungen wurden diese u.a. auch als Additiv bei der Verarbei- tung von thermoplastischen Polymeren untersucht. Hierbei sollte der polare, aliphatische Polyester-Teil eine Kompatibilität mit dem in der Regel polaren Thermoplasten gewährleisten, wohinge- gen der Polysiloxan-Teil die Aufgabe eines internen und exter- nen Gleitmittels übernehmen soll und ggf. die Oberfläche eines verarbeitenden Produktes modifizieren kann. US Pat. No. 4,613,641, US Pat. No. 5,235,003, JP59207922A and EP-A 0217364 describe polyester-block-polysiloxane copolymers which are produced by ring-opening polymerization of cyclic esters with hydroxyalkyl-terminated polysiloxanes. EP-A 0473812 discloses polyester-block-polysiloxane copolymers which are produced by ring-opening polymerization of cyclic esters with amino-alkyl-terminated polysiloxanes. In addition to the use of polyester-polysiloxane copolymers as an additive in polyurethane foams and as an additive for paint formulations, these were also investigated as an additive in the processing of thermoplastic polymers. Here, the polar, aliphatic polyester part should be compatible with the usually polar thermoplastic, whereas the polysiloxane part is supposed to take on the task of an internal and external lubricant and, if necessary, can modify the surface of a processed product.
In EP-A 2616512 wird die Verwendung von Polyester-Polysiloxan- Copolymeren in thermoplastischen Polymethylmethacrylaten bzw. Polymethylmethacrylaten-Formmassen zur Verbesserung der Ober- flächeneigenschaften beschrieben. In der Reihe der bevorzugten Verbindungen werden hier sowohl lineare als auch seitenständig funktionalisierte Polyester-Polysiloxan-Copolymeren verwendet. In der DE 102004035835 A wird die Verwendung linearer Polyes- ter-Polysiloxan-Copolymeren in thermoplastischen, v.a. aromati- schen Polyester Formmassen beschrieben, um eine besseren Ent- formbarkeit der so ausgerüsteten Polyester-Formmassen im Spritzgussprozess zu gewährleisten. EP-A 2616512 describes the use of polyester-polysiloxane copolymers in thermoplastic polymethyl methacrylates or polymethyl methacrylate molding compositions to improve the surface properties. In the series of preferred compounds, both linear and pendant functionalized polyester-polysiloxane copolymers are used here. DE 102004035835 A describes the use of linear polyester-polysiloxane copolymers in thermoplastic, especially aromatic polyester molding compounds, in order to ensure better demoldability of the polyester molding compounds finished in this way in the injection molding process.
In JP 2099558 A2 werden Polyester-Polysiloxan Copolymere eben- falls in thermoplastischen, aromatischen Polyester Formmassen beschrieben, um eine besseren Schlagzähigkeit zu gewährleisten. In EP-A 1211277 werden lineare Polyester-Polysiloxan-Copolymere mit Anhydrid-funktionellen Polyolefinen reaktiv funktionali- siert, wobei hier jedoch z.T. sehr große Mengen an Polyester- Polysiloxan-Copolymeren Verwendung finden und die Gleitwirkung des Polysiloxanes durch die chemische Anbindung an das Anhyd- rid-funktionelle Polyolefin natürlich reduziert sind. In JP 2099558 A2 polyester-polysiloxane copolymers are also described in thermoplastic, aromatic polyester molding compositions in order to ensure better impact strength. In EP-A 1211277 linear polyester-polysiloxane copolymers are reactively functionalized with anhydride-functional polyolefins. rid-functional polyolefins are naturally reduced.
Yilgör et al. beschreiben in Journal of Applied Polymer Sci- ence, Vol. 83, 1625-1634 (2002) den Einfluss linearer Polyes- ter-block-Polysiloxan-Copolymere auf die Verarbeitungseigen- schaften von Polyolefinen wie Polyethylen hoher Dichte (HDPE) oder Polypropylen PP. Hier wird jedoch gefunden, dass der Einfluss der linearen Polyester-block-Polysiloxan Copolymere schlechter ist als anderer linearer Polysiloxan-Copolymere. Yilgör et al. describe in Journal of Applied Polymer Science, Vol. 83, 1625-1634 (2002) the influence of linear polyester-block-polysiloxane copolymers on the processing properties of polyolefins such as high-density polyethylene (HDPE) or polypropylene PP. However, it is found here that the Influence of linear polyester-block-polysiloxane copolymers is worse than other linear polysiloxane copolymers.
Gegenstand der Erfindung sind Zusammensetzungen enthaltendThe invention relates to compositions containing them
(A) Polyolefine, die gegebenenfalls substituiert sein können sowie (A) Polyolefins, which can optionally be substituted as well
(B) mindestens eine Organosiliciumverbindung der allgemeinen Formel (B) at least one organosilicon compound of the general formula
R3-a-b(OR1)aR2 bSi[OSiR2]p [OSiRR2]q [OSiR2 2]rOSiR3-a-b (OR1)aR2 b (I), wobei R 3-ab (OR 1 ) a R 2 b Si [OSiR 2 ] p [OSiRR 2 ] q [OSiR 2 2 ] r OSiR 3-ab (OR 1 ) a R 2 b (I), where
R gleich oder verschieden sein kann und einen einwertigen, ge- gebenenfalls substituierten, SiC-gebundenen Kohlenwasserstoff- rest bedeutet, R can be the same or different and denotes a monovalent, optionally substituted, SiC-bonded hydrocarbon radical,
R1 gleich oder unterschiedlich sein kann und Wasserstoffatom o- der einen einwertigen, gegebenenfalls substituierten Kohlenwas- serstoffrest bedeutet, R 1 can be the same or different and denotes a hydrogen atom or a monovalent, optionally substituted hydrocarbon radical,
R2 eine SiC-gebundene Polyestereinheit der allgemeinen Formel R 2 is an SiC-bonded polyester unit of the general formula
R5-[O- (CR3 2)n-CO-]m-X-R4- (II) bedeutet, worin X -O- oder -NRx- ist, R 5 - [O- (CR 3 2 ) n -CO-] m -XR 4 - (II) is where X is -O- or -NR x -,
R3 gleich oder verschieden sein kann und Wasserstoffatom oder monovalente, gegebenenfalls substituierte Kohlenwasserstoff- reste bedeutet, R 3 can be the same or different and denotes a hydrogen atom or monovalent, optionally substituted hydrocarbon radicals,
R4 bivalente, gegebenenfalls substituierte Kohlenwasserstoff- reste mit 1 bis 40 Kohlenstoffatomen bedeutet, wobei einzelne Kohlenstoffatome durch Sauerstoffatome oder -NRz- ersetzt sein können, R 4 denotes divalent, optionally substituted hydrocarbon radicals with 1 to 40 carbon atoms, it being possible for individual carbon atoms to be replaced by oxygen atoms or -NR z -,
R5 Wasserstoffatom oder monovalente, gegebenenfalls substitu- ierte Kohlenwasserstoffreste mit 1 bis 40 Kohlenstoffatomen bedeutet, wobei einzelne Kohlenstoffatome durch Sauerstoffatome oder Carbonylgruppen -CO- ersetzt sein können, oder Organo- silylreste bedeutet, R 5 is a hydrogen atom or monovalent, optionally substituted hydrocarbon radicals with 1 to 40 carbon atoms means, where individual carbon atoms can be replaced by oxygen atoms or carbonyl groups -CO-, or means organosilyl radicals,
Rx Wasserstoffatom, monovalente, gegebenenfalls substituierteR x hydrogen atom, monovalent, optionally substituted
Kohlenwasserstoffreste mit 1 bis 20 Kohlenstoffatomen, wobei einzelne Kohlenstoffatome durch Sauerstoffatome ersetzt sein können, oder Organosilylreste -SiR'3 bedeutet, worin R' gleiche oder verschiedene,monovalente, gegebenenfalls substituierte Kohlenwasserstoffreste darstellen, Hydrocarbon radicals with 1 to 20 carbon atoms, where individual carbon atoms can be replaced by oxygen atoms, or organosilyl radicals -SiR ' 3 , in which R' represent identical or different, monovalent, optionally substituted hydrocarbon radicals,
Rz monovalente, gegebenenfalls substituierte Kohlenwasserstoff- reste mit 1 bis 20 Kohlenstoffatomen, wobei einzelne Kohlen- stoffatome durch Sauerstoffatome ersetzt sein können, Polyes- ter-Reste R5- [O- (CR3 2) n-CO-]m- oder Organosilylreste -SiR'3 be- deutet, worin R' gleiche oder verschiedene,monovalente, gege- benenfalls substituierte Kohlenwasserstoffreste darstellen, n eine ganze Zahl von 3 bis 6 ist, m eine ganze Zahl von 1 bis 100 ist, a eine ganze Zahl von 0 bis 3 ist, b eine ganze Zahl von 0 bis 1 ist, p 0 oder eine ganze Zahl von 1 bis 1000, q 0 oder eine ganze Zahl von 1 bis 100 und r 0 oder eine ganze Zahl von 1 bis 100, mit der Maßgabe, dass a + b ≤ 3 ist und q + r eine ganze Zahl größer als 0 ist. R z monovalent, optionally substituted hydrocarbon radicals with 1 to 20 carbon atoms, it being possible for individual carbon atoms to be replaced by oxygen atoms, polyester radicals R 5 - [O- (CR 3 2 ) n -CO-] m - or Organosilyl radicals -SiR'3 means in which R 'represent identical or different, monovalent, optionally substituted hydrocarbon radicals, n is an integer from 3 to 6, m is an integer from 1 to 100, a is an integer from 0 to 3, b is an integer from 0 to 1, p is 0 or an integer from 1 to 1000, q is 0 or an integer from 1 to 100 and r is 0 or an integer from 1 to 100, with the Provided that a + b 3 and q + r is an integer greater than 0.
Beispiele für die erfindungsgemäß eingesetzten substituierten oder nicht substituierten Polyolefine (A) sind Polyethylene niederer und hoher Dichte (LDPE, LLDPE, HDPE), Homopolymere der Propylens (PP), Copolymere des Propylens mit beispielsweise Ethylen, Buten, Hexen und Octen (PPC), Olefincopolymere wie zum Beispiel Ethylen-Vinylacetet-Copolymere (EVA), Olefincopolymere wie zum Beispiel Ethylen-Methylacrylat-Copolymer (EMAC) oder Ethylen-Butylacrylat-Copoylmere (EBAC), Polyvinylchlorid (PVC) oder Polyvinylchlorid-Ethylen-Copolymere sowie Polystyrole (PS, HIPS, EPS). Examples of the substituted or unsubstituted polyolefins (A) used according to the invention are low and high density polyethylenes (LDPE, LLDPE, HDPE), homopolymers of propylene (PP), copolymers of propylene with, for example, ethylene, butene, hexene and octene (PPC), Olefin copolymers such as ethylene-vinyl acetate copolymers (EVA), olefin copolymers such as ethylene-methyl acrylate copolymers (EMAC) or ethylene-butyl acrylate copolymers (EBAC), polyvinyl chloride (PVC) or polyvinyl chloride-ethylene copolymers and polystyrenes (PS, HIPS, EPS).
Die erfindungsgemäß eingesetzten Polyolefine (A) enthalten be- vorzugt Einheiten der allgemeinen Formel The polyolefins (A) used according to the invention preferably contain units of the general formula
[-CR6R7-CR8R9-]x (III) wobei R6, R7, R8 und R9 jeweils unabhängig voneinander Wasser- stoffatom, gesättigte, gegebenenfalls substituierte Kohlenwas- serstoffreste, ungesättigte Kohlenwasserstoffreste, aromatische Kohlenwasserstoffreste, Vinylesterreste oder Halogenatom bedeu- ten und x eine Zahl zwischen 100 und 100000 ist. [-CR 6 R 7 -CR 8 R 9 -] x (III) where R 6 , R 7 , R 8 and R 9 each independently of one another hydrogen atom, saturated, optionally substituted hydrocarbon radicals, unsaturated hydrocarbon radicals, aromatic hydrocarbon radicals, Vinyl ester radicals or halogen atoms mean and x is a number between 100 and 100,000.
Bevorzugt sind die Reste R6, R7, R8 und R9 jeweils unabhängig voneinander Wasserstoffatom, gesättigte Kohlenwasserstoffreste, wie Methyl-, Butyl- oder Hexylrest, aromatische Kohlenwasser- stoffreste, wie der Phenylrest, oder Halogenatome, wie Chlor o- der Fluor, wobei Wasserstoffatom, Methylrest oder Chloratom be- sonders bevorzugt sind. The radicals R 6 , R 7 , R 8 and R 9 are each, independently of one another, hydrogen, saturated hydrocarbon radicals such as methyl, butyl or hexyl, aromatic hydrocarbon radicals such as phenyl, or halogen atoms such as chlorine or fluorine , hydrogen atom, methyl radical or chlorine atom being particularly preferred.
Bei den Polyolefinen (A) handelt es sich besonders bevorzugt um Polymere ausgewählt aus der Gruppe der Polypropylene (PP), Po- lyethylene höherer Dichte (HDPE), Polyethylene niedriger Dichte (LDPE), linearen Polyethylene niedriger Dichte (LLDPE), Polyvi- nylchloride (PVC), Polystyrole (PS) und Polyvinylidenfluoride (PVDF). The polyolefins (A) are particularly preferably polymers selected from the group of polypropylenes (PP), higher density polyethylenes (HDPE), low density polyethylenes (LDPE), linear low density polyethylenes (LLDPE), polyvinyl chlorides (PVC), polystyrenes (PS) and polyvinylidene fluoride (PVDF).
Bevorzugte Monomere zur Herstellung von Komponente (A) sind Ethylen, Propylen, Vinylchlorid, Vinylacetat, Styrol, 1-Buten, 1-Hexen, 1-Octen oder Butadien oder deren Mischungen, besonders bevorzugt Ethylen, Propylen oder Vinylchlorid. Die erfindungsgemäß eingesetzten Polyolefine (A) sind bevorzugt thermoplastisch, d.h. die Temperatur, bei welcher der Verlust- faktor (G "/G') gemäß DIN EN ISO 6721-2:2008 den Wert von 1 ein- nimmt, beträgt bevorzugt mindestens 40°C, besonders bevorzugt mindestens 100°C. Preferred monomers for preparing component (A) are ethylene, propylene, vinyl chloride, vinyl acetate, styrene, 1-butene, 1-hexene, 1-octene or butadiene or mixtures thereof, particularly preferably ethylene, propylene or vinyl chloride. The polyolefins (A) used according to the invention are preferably thermoplastic, ie the temperature at which the loss factor (G "/ G ') according to DIN EN ISO 6721-2: 2008 assumes the value of 1 is preferably at least 40 ° C, particularly preferably at least 100 ° C.
Die polymere Struktur der Polyolefine (A) kann linear aber auch verzweigt sein. The polymeric structure of the polyolefins (A) can be linear or branched.
Die Art der eingesetzten organischen Polymere (A) bestimmt im Wesentlichen die Verarbeitungstemperatur der erfindungsgemäßen Mischung. The type of organic polymers (A) used essentially determines the processing temperature of the mixture according to the invention.
Der Anteil der Polyolefine (A) in der erfindungsgemäßen Zusam- mensetzung beträgt vorzugsweise 60 Gew.-% bis 99,99 Gew.-%, be- sonders bevorzugt 90 Gew.-% bis 99,9 Gew.-%, ganz besonders be- vorzugt 97,5 bis 99,9 Gew.-%. The proportion of the polyolefins (A) in the composition according to the invention is preferably from 60% by weight to 99.99% by weight, particularly preferably from 90% by weight to 99.9% by weight, very particularly preferably - preferably 97.5 to 99.9% by weight.
Bei der erfindungsgemäß eingesetzten Komponente (A) handelt es sich um handelsübliche Produkte bzw. diese können nach in der Chemie gängigen Verfahren hergestellt werden. The component (A) used in accordance with the invention is a commercially available product or it can be produced by processes common in chemistry.
Beispiele für R sind Alkylreste wie der Methyl-, Ethyl-, n-Pro- pyl-, iso-Propyl-, 1-n-Butyl-, 2-n-Butyl-, iso-Butyl-, tert.- Butyl-, n-Pentyl-, iso-Pentyl-, neo-Pentyl-, tert.-Pentylrest; Hexylreste wie der n-Hexylrest; Heptylreste wie der n-Heptyl- rest; Octylreste wie der n-Octylrest und iso-Octylreste wie der 2,2,4-Trimethylpentylrest; Nonylreste wie der n-Nonylrest; De- cylreste wie der n-Decylrest; Dodecylreste wie der n-Dodecyl- rest; Octadecylreste wie der n-Octadecylrest; Cycloalkylreste wie der Cyclopentyl-, Cyclohexyl-, Cycloheptylrest und Methyl- cyclohexylreste; Alkenylreste wie der Vinyl-, 1-Propenyl- und der 2-Propenylrest; Arylreste wie der Phenyl-, Naphthyl-, Anthryl- und Phenanthrylrest; Alkarylreste wie o-, m-, p-Tolyl- reste; Xylylreste und Ethylphenylreste; oder Aralkylreste wie der Benzylrest oder der a- und der ß-Phenylethylrest. Examples of R are alkyl radicals such as methyl, ethyl, n-propyl, iso-propyl, 1-n-butyl, 2-n-butyl, iso-butyl, tert-butyl, n-pentyl, iso-pentyl, neo-pentyl, tert-pentyl radical; Hexyl radicals such as the n-hexyl radical; Heptyl radicals such as the n-heptyl radical; Octyl radicals such as the n-octyl radical and iso-octyl radicals such as the 2,2,4-trimethylpentyl radical; Nonyl radicals such as the n-nonyl radical; Decyl radicals such as the n-decyl radical; Dodecyl radicals such as the n-dodecyl radical; Octadecyl radicals such as the n-octadecyl radical; Cycloalkyl radicals such as the cyclopentyl, cyclohexyl, cycloheptyl radical and methylcyclohexyl radicals; Alkenyl radicals such as the vinyl, 1-propenyl and 2-propenyl radical; Aryl radicals such as phenyl, naphthyl, Anthryl and phenanthryl radical; Alkaryl radicals such as o-, m-, p-tolyl radicals; Xylyl residues and ethylphenyl residues; or aralkyl radicals such as the benzyl radical or the α- and β-phenylethyl radical.
Beispiele für halogenierte Reste R sind Halogenalkylreste wie der 3,3,3-Trifluor-n-propylrest, der 2,2,2,2 ",2',2 "-Hexafluor- isopropylrest und der Heptafluorisopropylrest. Examples of halogenated radicals R are haloalkyl radicals such as the 3,3,3-trifluoro-n-propyl radical, the 2,2,2,2 ", 2 ', 2" -hexafluoroisopropyl radical and the heptafluoroisopropyl radical.
Vorzugsweise bedeutet Rest R einen einwertigen, gegebenenfalls mit Fluor- und/oder Chloratomen substituierten Kohlenwasser- stoffrest mit 1 bis 20 Kohlenstoffatomen, besonders bevorzugt einen Kohlenwasserstoffrest mit 1 bis 6 Kohlenstoffatomen, ins- besondere um den Methyl-, Ethyl-, Vinyl- oder Phenylrest. The radical R preferably denotes a monovalent hydrocarbon radical with 1 to 20 carbon atoms, optionally substituted by fluorine and / or chlorine atoms, particularly preferably a hydrocarbon radical with 1 to 6 carbon atoms, in particular around the methyl, ethyl, vinyl or phenyl radical .
Beispiele für Rest R1 sind die für den Rest R angegebenen Reste sowie über Kohlenstoffatom gebundene Polyalkylenglykolreste. Examples of radical R 1 are the radicals given for radical R and polyalkylene glycol radicals bonded via carbon atoms.
Bevorzugt handelt es sich bei Rest R1 um Kohlenwasserstoff- reste, besonders bevorzugt um Kohlenwasserstoffreste mit 1 bis 8 Kohlenstoffatomen, insbesondere um den Methyl- oder Ethyl- rest. The radical R 1 is preferably a hydrocarbon radical, particularly preferably a hydrocarbon radical having 1 to 8 carbon atoms, in particular the methyl or ethyl radical.
Beispiele für Rest R3 sind die für den Rest R angegebenen Reste. Examples of radical R 3 are the radicals given for radical R.
Bevorzugt handelt es sich bei Rest R3 um Wasserstoffatom, Me- thylreste oder Ethylreste, besonders bevorzugt um Wasserstoff- atom. The radical R 3 is preferably a hydrogen atom, methyl radical or ethyl radical, particularly preferably a hydrogen atom.
Beispiele für bivalenten Rest R4 sind Alkylenreste wie der Me- thylen-, Ethylen-, n-Propylen-, iso-Propylen-, n-Butylen-, iso- Butylen-, tert.-Butylen-, n-Pentylen-, iso-Pentylen-, neo-Pen- tylen-, tert.-Pentylenrest, Hexylenreste, Heptylenreste, Octy- lenreste, Nonylenreste, Decylenreste, Dodecylenreste oder Octa- decylenreste; Cycloalkylenreste wie Cyclopentylenrest, 1,4-Cyc- lohexylenrest, Isophoronylenrest oder der 4,4'-Methylen-dicyc- lohexylenrest; Alkenylenreste wie der Vinylen-, n-Hexenylen-, Cyclohexenylen-, 1-Propenylen-, Allylen-, Butenylen- oder 4- Pentenylenrest; Alkinylenreste wie der Ethinylen- oder Propar- gylenrest; Arylenreste wie der Phenylen-, Bisphenylen-, Naph- thylen-, Anthrylen- oder Phenanthrylenrest; Alkarylenreste wie o-, m-, p-Toluylenreste, Xylylenreste oder Ethylphenylenreste; oder Aralkylenreste wie der Benzylenrest, der 4,4'-Methylen- diphenylenrest, der α- oder der ß-Phenylethylenrest; substitu- ierte Alkylenreste wie den Ethylen-Propylenether-Rest, Ethylen- Methylenether-Rest, Polyethylenoxid-Propylen-Ether-Rest, Polyp- ropylenoxid-Propylenether-Rest, Polyethylenoxid-co-polypropy- lenoxid-propylenether-Rest, Ethylen-Propylenamin-Rest oder der Ethylen-Methylenamin-Rest. Examples of divalent radicals R 4 are alkylene radicals such as methylene, ethylene, n-propylene, iso-propylene, n-butylene, iso-butylene, tert-butylene, n-pentylene, iso -Pentylene, neo-pentylene, tert-pentylene, hexylene, heptylene, octy- lenreste, nonylenreste, decylenreste, dodecylenreste or octadecylenreste; Cycloalkylene radicals such as cyclopentylene radical, 1,4-cyclohexylene radical, isophoronylene radical or the 4,4'-methylenedicyclohexylene radical; Alkenylene radicals such as the vinylene, n-hexenylene, cyclohexenylene, 1-propenylene, allylene, butenylene or 4-pentenylene radical; Alkynylene radicals such as the ethynylene or propargylene radical; Arylene radicals such as the phenylene, bisphenylene, naphthylene, anthrylene or phenanthrylene radical; Alkarylene radicals such as o-, m-, p-toluylene radicals, xylylene radicals or ethylphenylene radicals; or aralkylene radicals such as the benzylene radical, the 4,4'-methylenediphenylene radical, the α- or the β-phenylethylene radical; substituted alkylene radicals such as the ethylene-propylene ether radical, ethylene-methylene ether radical, polyethylene oxide-propylene ether radical, polypropylene oxide-propylene ether radical, polyethylene oxide-co-polypropylene oxide-propylene ether radical, ethylene propylene amine Radical or the ethylene-methylenamine radical.
Vorzugsweise handelt es sich bei Rest R4 um Alkylenreste oder substituierte Alkylenreste, besonders bevorzugt um Methylen-, n-Propylenreste, Ethylen-Propylenether-Reste oder Ethylen-Pro- pylenamin-Reste, insbesondere um Alkylenreste. The radical R 4 is preferably alkylene radicals or substituted alkylene radicals, particularly preferably methylene, n-propylene radicals, ethylene-propylene ether radicals or ethylene-propyleneamine radicals, in particular alkylene radicals.
Beispiele für Rest R5 sind Wasserstoffatom, Alkylreste, Trior- ganylsilylreste, wie der Trimethylsilylrest, oder mit Carbonyl- Gruppen substituierte Kohlenwasserstoffreste, wie der Acetyl- rest. Examples of radical R 5 are hydrogen atom, alkyl radicals, triorganylsilyl radicals, such as the trimethylsilyl radical, or hydrocarbon radicals substituted with carbonyl groups, such as the acetyl radical.
Bevorzugt handelt es sich bei Rest R5 um Wasserstoffatom oder Acetylreste, besonders bevorzugt um Wasserstoffatom. The radical R 5 is preferably a hydrogen atom or acetyl radical, particularly preferably a hydrogen atom.
Beispiele für Rest Rx und Rz sind unabhängig voneinander die für den Rest R oben angegebenen Reste. Bevorzugt handelt es sich bei Rest Rx um Wasserstoffatom oder Alkylreste, besonders bevorzugt um Wasserstoffatom. Examples of radicals R x and R z are, independently of one another, the radicals indicated above for the radical R. The radical R x is preferably a hydrogen atom or an alkyl radical, particularly preferably a hydrogen atom.
Bevorzugt handelt es sich bei Rest Rz um Alkylreste oder aliphatische Polyester-Reste, besonders bevorzugt um aliphatische Polyester-Reste. The radical R z is preferably an alkyl radical or an aliphatic polyester radical, particularly preferably an aliphatic polyester radical.
Bevorzugt hat X die Bedeutung von -NRX- mit Rx gleich der obengenannten Bedeutung. X preferably has the meaning of —NR X - where R x has the same meaning as mentioned above.
Beispiele für Rest R' sind die für den Rest R angegebenen Reste. Examples of radical R 'are the radicals given for radical R.
Bevorzugt handelt es sich bei Rest R' um Alkylreste, besonders bevorzugt um den Methylrest. The radical R 'is preferably an alkyl radical, particularly preferably a methyl radical.
Vorzugsweise bedeutet Index m Werte von 1 bis 50, besonders be- vorzugt Werte von 1 bis 30. Index m preferably denotes values from 1 to 50, particularly preferably values from 1 to 30.
Vorzugsweise bedeutet Index n Werte von 4 oder 5, besonders be- vorzugt von 5. Index n preferably denotes values of 4 or 5, particularly preferably 5.
Beispiele für Rest R2 sind H- [O- (CH2)5-CO-]5-O- (CH2)3-, Examples of radical R 2 are H- [O- (CH 2 ) 5 -CO-] 5 -O- (CH 2 ) 3 -,
H- [O- (CH2)5-CO-]15-O- (CH2)3-, H- [O- (CH 2 ) 5 -CO-] 15 -O- (CH 2 ) 3 -,
H- [O- (CH2)5-CO-]25-O- (CH2)3-, H- [O- (CH 2 ) 5 -CO-] 25 -O- (CH 2 ) 3 -,
H- [O- (CH2)3-(CHCH3)1-(C(CH3)2)1-CO-]15-O- (CH2)3-, H- [O- (CH 2 ) 3 - (CHCH 3 ) 1 - (C (CH 3 ) 2 ) 1 -CO-] 15 -O- (CH 2 ) 3 -,
H- [O- (CH2)3-CO-]5-O- (CH2)3-, H- [O- (CH 2 ) 3 -CO-] 5 -O- (CH 2 ) 3 -,
H- [O- (CH2)3-CO-]15-O- (CH2)3-, H- [O- (CH 2 ) 3 -CO-] 15 -O- (CH 2 ) 3 -,
H- [O- (CH2)5-CO-]5-NH-(CH2)3-, H- [O- (CH 2 ) 5 -CO-] 5 -NH- (CH 2 ) 3 -,
H- [O- (CH2)5-CO-]15-NH-(CH2)3-, H- [O- (CH 2 ) 5 -CO-] 15 -NH- (CH 2 ) 3 -,
H- [O- (CH2)3-(CHCH3)1-(C(CH3)2)1-CO-]15-NH-(CH2)3-, H- [O- (CH 2 ) 3 - (CHCH 3 ) 1 - (C (CH 3 ) 2 ) 1 -CO-] 15 -NH- (CH 2 ) 3 -,
H- [O- (CH2)3-CO-]5-NH-(CH2)3-, H- [O- (CH2) 3-CO-] 15-NH- (CH2) 3- , H- [O- (CH 2 ) 3 -CO-] 5 -NH- (CH 2 ) 3 -, H- [O- (CH 2 ) 3 -CO-] 15 -NH- (CH 2 ) 3 -,
H- [O- (CH2) 5-CO-] 5-O- (CH2) 2-O- (CH2) 3- , H- [O- (CH 2 ) 5 -CO-] 5 -O- (CH 2 ) 2 -O- (CH 2 ) 3 -,
H- [O- (CH2) 5-CO-] 15-O- ( CH2 ) 2 - O- ( CH2 ) 3 - , H- [O- (CH 2 ) 5 -CO-] 15 -O- (CH 2 ) 2 - O- (CH 2 ) 3 -,
H- [O- (CH2)3- (CHCH3) 1- (C(CH3) 2) 1-CO-] 15-O- (CH2)2-O- (CH2)3-,H- [O- (CH 2 ) 3 - (CHCH 3 ) 1 - (C (CH 3 ) 2 ) 1 -CO-] 15 -O- (CH 2 ) 2 -O- (CH 2 ) 3 -,
H- [O- (CH2) 3-CO-] 5-O- (CH2) 2-O- (CH2) 3- , H- [O- (CH 2 ) 3 -CO-] 5 -O- (CH 2 ) 2 -O- (CH 2 ) 3 -,
H- [O- (CH2) 3-CO-] 15-O- (CH2) 2-O- (CH2)3-, H- [O- (CH 2 ) 3 -CO-] 15 -O- (CH 2 ) 2 -O- (CH 2 ) 3 -,
H3CCO- [O- (CH2) 5-CO-] 5-O- (CH2) 3- , H 3 CCO- [O- (CH 2 ) 5 -CO-] 5 -O- (CH 2 ) 3 -,
H3CCO- [O- (CH2)5-CO-] 15-O- (CH2) 3-, H 3 CCO- [O- (CH 2 ) 5 -CO-] 15 -O- (CH 2 ) 3 -,
H3CCO- [O- (CH2) 3- (CHCH3) 1- (C (CH3) 2) 1-CO- ] 15-O- (CH2) 3-,H 3 CCO- [O- (CH 2 ) 3 - (CHCH 3 ) 1 - (C (CH 3 ) 2 ) 1 -CO-] 15 -O- (CH 2 ) 3-,
H3CCO- [O- (CH2) 3-CO-] 5-O- (CH2) 3- , H 3 CCO- [O- (CH 2 ) 3 -CO-] 5 -O- (CH 2 ) 3 -,
H3CCO- [O- (CH2) 3-CO-] 15-O- (CH2) 3- , H 3 CCO- [O- (CH 2 ) 3 -CO-] 15 -O- (CH 2 ) 3 -,
H3CCO- [O- (CH2) 5-CO-] 5-NH- (CH2) 3- , H 3 CCO- [O- (CH 2 ) 5-CO-] 5 -NH- (CH 2 ) 3 -,
H3CCO- [O- (CH2) 5-CO-] 15-NH- (CH2) 3- , H 3 CCO- [O- (CH 2 ) 5 -CO-] 15 -NH- (CH 2 ) 3 -,
H3CCO- [O- (CH2) 3- (CHCH3) 1- (C (CH3) 2) 1-CO-] 15-NH- (CH2) 3- ,H 3 CCO- [O- (CH 2 ) 3 - (CHCH 3 ) 1- (C (CH 3 ) 2) 1 -CO-] 15 -NH- (CH 2 ) 3 -,
H3CCO- [O- (CH2) 3-CO-] 5-NH- (CH2) 3- , H 3 CCO- [O- (CH 2 ) 3-CO-] 5 -NH- (CH 2 ) 3 -,
H3CCO- [O- (CH2)3-CO-] 15-NH- (CH2) 3-, H 3 CCO- [O- (CH 2 ) 3 -CO-] 15 -NH- (CH 2 ) 3 -,
H3CCO- [O- (CH2) 5-CO-] 5-O- (CH2) 2-O- (CH2) 3- , H 3 CCO- [O- (CH 2 ) 5 -CO-] 5 -O- (CH 2 ) 2 -O- (CH 2 ) 3 -,
H3CCO- [O- (CH2) 5-CO-] 15-O- (CH2) 2-O- (CH2) 3- , H 3 CCO- [O- (CH 2 ) 5 -CO-] 15 -O- (CH 2 ) 2 -O- (CH 2 ) 3 -,
H3CCO- [O- (CH2) 3- (CHCH3) 1- (C (CH3) 2) 1-CO-] 15-O- (CH2) 2-O- (CH2) 3- , H3CCO- [O- (CH2) 3-CO-] 5-O- (CH2) 2-O- (CH2) 3- , H 3 CCO- [O- (CH 2 ) 3 - (CHCH 3 ) 1 - (C (CH 3 ) 2 ) 1 -CO-] 15-O- (CH 2 ) 2 -O- (CH 2 ) 3 - , H 3 CCO- [O- (CH 2 ) 3 -CO-] 5 -O- (CH 2 ) 2 -O- (CH 2 ) 3 -,
H3CCO- [O- (CH2) 3-CO-] 15-O- (CH2) 2-O- (CH2) 3- , H 3 CCO- [O- (CH 2 ) 3 -CO-] 15 -O- (CH 2 ) 2 -O- (CH 2 ) 3 -,
(H3C) 3Si - [O- (CH2)5-CO-]5-O- (CH2)3-, (H 3 C) 3 Si - [O- (CH 2 ) 5 -CO-] 5 -O- (CH 2 ) 3 -,
(H3C) 3Si - [O- (CH2) 5-CO-] 15-O- (CH2) 3 - , (H 3 C) 3 Si - [O- (CH 2 ) 5 -CO-] 15 -O- (CH 2 ) 3 -,
(H3C) 3Si - [O- (CH2) 3- (CHCH3)1- (C (CH3) 2) 1-CO- ] 15-O- (CH2)3-,(H 3 C) 3 Si - [O- (CH 2 ) 3 - (CHCH 3 ) 1 - (C (CH 3 ) 2 ) 1 -CO-] 15 -O- (CH 2 ) 3 -,
(H3C) 3Si - [O- (CH2) 3-CO-] 5-O- (CH2) 3- , (H 3 C) 3 Si - [O- (CH 2 ) 3 -CO-] 5 -O- (CH 2 ) 3 -,
(H3O3Si- [O- (CH2)3-CO-] 15-O- (CH2)3-, (H 3 O 3 Si- [O- (CH 2 ) 3 -CO-] 15 -O- (CH 2 ) 3 -,
(H3C) 3Si- [O- (CH2) 5-CO-] 5-NH- (CH2) 3- , (H 3 C) 3 Si- [O- (CH 2 ) 5 -CO-] 5 -NH- (CH 2 ) 3 -,
(H3C) 3Si- [O- (CH2)5-CO-] 15-NH- (CH2)3-, (H 3 C) 3 Si- [O- (CH 2 ) 5 -CO-] 15 -NH- (CH 2 ) 3 -,
(H3C) 3Si - [O- (CH2)3- (CHCH3)1- (C(CH3)2)1-CO-]15-NH- (CH2)3-,(H 3 C) 3 Si - [O- (CH 2 ) 3 - (CHCH 3 ) 1 - (C (CH 3 ) 2 ) 1 -CO-] 15 -NH- (CH 2 ) 3 -,
(H3C) 3Si- [O- (CH2) 3-CO-] 5-NH- (CH2) 3- und (H3C) 3Si- [O- (CH2)3-CO-] 15-NH- (CH2)3-, wobei (H 3 C) 3 Si- [O- (CH 2 ) 3 -CO-] 5 -NH- (CH 2 ) 3 - and (H 3 C) 3 Si- [O- (CH 2 ) 3 -CO- ] 15 -NH- (CH 2 ) 3 -, where
H- [O- (CH2) 5-CO-] 5-O- (CH2) 3- , H- [O- (CH2) 5-CO-] 15 -O- (CH2) 3- , H- [O- (CH 2 ) 5 -CO-] 5 -O- (CH 2 ) 3 -, H- [O- (CH 2 ) 5 -CO-] 15 -O- (CH 2 ) 3 -,
H- [O- (CH2) 5-CO-] 5-NH- (CH2) 3- , H- [O- (CH 2 ) 5-CO-] 5 -NH- (CH 2 ) 3 -,
H- [O- (CH2) 5-CO-] 15-NH- (CH2) 3- , H- [O- (CH 2 ) 5-CO-] 15 -NH- (CH 2 ) 3 -,
H- [O- (CH2) 5-CO-] 5-O- (CH2) 2-O- (CH2) 3- , H- [O- (CH 2 ) 5-CO-] 5-O- (CH 2 ) 2-O- (CH 2 ) 3 -,
H- [O- (CH2) 5-CO-] 15-O- (CH2) 2-O- (CH2) 3- , H- [O- (CH 2 ) 5-CO-] 15 -O- (CH 2 ) 2 -O- (CH 2 ) 3 -,
H3CCO- [O- (CH2) 5-CO-] 5-O- (CH2) 3- , H 3 CCO- [O- (CH 2 ) 5 -CO-] 5 -O- (CH 2 ) 3 -,
H3CCO- [O- (CH2) 5-CO-] 15-O- (CH2) 3- , H 3 CCO- [O- (CH 2 ) 5 -CO-] 15 -O- (CH 2 ) 3 -,
H3CCO- [O- (CH2) 5-CO-] 5-NH- (CH2) 3- , H 3 CCO- [O- (CH 2 ) 5 -CO-] 5 -NH- (CH 2 ) 3 -,
H3CCO- [O- (CH2) 5-CO-] 15-NH- (CH2) 3- , H 3 CCO- [O- (CH 2 ) 5 -CO-] 15 -NH- (CH 2 ) 3 -,
H3CCO- [O- (CH2) 5-CO-] 5-O- (CH2) 2-O- (CH2) 3- , H 3 CCO- [O- (CH 2 ) 5 -CO-] 5 -O- (CH 2 ) 2 -O- (CH 2 ) 3 -,
H3CCO- [O- (CH2) 5-CO-] 15-O- (CH2) 2-O- (CH2) 3- , H 3 CCO- [O- (CH 2 ) 5 -CO-] 15 -O- (CH 2 ) 2 -O- (CH 2 ) 3 -,
(H3C) 3Si- [O- (CH2) 5-CO-] 5-O- (CH2)3-, (H 3 C) 3 Si- [O- (CH 2 ) 5 -CO-] 5 -O- (CH 2 ) 3 -,
(H3C) 3Si - [O- (CH2) 5-CO-] 15-O- (CH2) 3- , (H 3 C) 3 Si - [O- (CH 2 ) 5 -CO-] 15 -O- (CH 2 ) 3 -,
(H3C) 3Si-[O- (CH2) 5-CO-] 5-NH- (CH2) 3- oder (H3C) 3Si-[O- (CH2) 5-CO-] 15-NH- (CH2) 3- bevorzugt und (H 3 C) 3 Si- [O- (CH 2 ) 5 -CO-] 5 -NH- (CH 2 ) 3 - or (H 3 C) 3 Si- [O- (CH 2 ) 5 -CO- ] 15 -NH- (CH 2 ) 3 - preferred and
H- [O- (CH2) 5-CO-] 15-O- (CH2) 3-, H- [O- (CH 2 ) 5 -CO-] 15 -O- (CH 2 ) 3 -,
H- [O- (CH2) 5-CO-] 15-NH- (CH2)3-, H- [O- (CH 2 ) 5 -CO-] 15 -NH- (CH 2 ) 3 -,
H- [O- (CH2) 5-CO-] 15-O- (CH2) 2-O- (CH2) 3- , H- [O- (CH 2 ) 5 -CO-] 15 -O- (CH 2 ) 2 -O- (CH 2 ) 3 -,
H3CCO- [O- (CH2) 5-CO-] 15-O- (CH2) 3- , H 3 CCO- [O- (CH 2 ) 5 -CO-] 15 -O- (CH 2 ) 3 -,
H3CCO- [O- (CH2) 5-CO-] 15-NH- (CH2) 3- oder H3CCO- [O- (CH2) 5-CO-] 15-O- (CH2) 3-O- (CH2) 3- besonders bevorzugt sind. H 3 CCO- [O- (CH 2 ) 5 -CO-] 15 -NH- (CH 2 ) 3 - or H 3 CCO- [O- (CH 2 ) 5 -CO-] 15 -O- (CH 2 ) 3 -O- (CH 2 ) 3 - are particularly preferred.
Vorzugsweise ist a 0 oder 1, besonders bevorzugt 0. A is preferably 0 or 1, particularly preferably 0.
Vorzugsweise ist b 0 oder 1, besonders bevorzugt 0. Preferably b is 0 or 1, particularly preferably 0.
Bevorzugt ist p eine ganze Zahl von 10 bis 500, besonders be- vorzugt eine ganze Zahl von 20 bis 200. Preferably p is an integer from 10 to 500, particularly preferably an integer from 20 to 200.
Bevorzugt ist q eine ganze Zahl von 1 bis 20, besonders bevor- zugt eine ganze Zahl von 1 bis 10. Bevorzugt ist r 0 oder eine ganze Zahl von 1 bis 10, besonders bevorzugt 0 oder eine ganze Zahl von 1 bis 5, insbesondere 0. Preferably q is an integer from 1 to 20, particularly preferably an integer from 1 to 10. Preferably, r is 0 or an integer from 1 to 10, particularly preferably 0 or an integer from 1 to 5, in particular 0.
Die erfindungsgemäß eingesetzten Organosiliciumverbindungen der Formel (I) haben bevorzugt ein mittleres Molekulargewicht Mn von 1000 g/mol bis 40000 g/mol und besonders bevorzugt ein mittleres Molekulargewicht Mn von 2000 g/mol bis 15000 g/mol. The organosilicon compounds of the formula (I) used according to the invention preferably have an average molecular weight Mn of 1000 g / mol to 40,000 g / mol and particularly preferably an average molecular weight Mn of 2000 g / mol to 15,000 g / mol.
Die zahlenmittlere Molmasse Mn wird dabei im Rahmen der vorlie- genden Erfindung mittels Size Exclusion Chromatography (SEC) gegen Polystyrol-Standard, in THF, bei 60°C, Flow Rate 1,2 ml/min und Detektion mit RI (Brechungsindex-Detektor) auf einem Säulenset Styragel HR3-HR4-HR5-HR5 von Waters Corp. USA mit ei- nem Injektionsvolumen von 100 mΐ bestimmt. The number average molar mass M n is determined within the scope of the present invention by means of size exclusion chromatography (SEC) against polystyrene standard, in THF, at 60 ° C., flow rate 1.2 ml / min and detection with RI (refractive index detector ) on a column set Styragel HR3-HR4-HR5-HR5 from Waters Corp. USA determined with an injection volume of 100 mΐ.
Bevorzugt weisen die Organosiliciumverbindungen der Formel (I) einen Schmelzpunkt von unter 200°C auf, besonders bevorzugt von unter 100°C, ganz besonders bevorzugt von unter 75°C, jeweils bei 1013 hPa. The organosilicon compounds of the formula (I) preferably have a melting point of below 200 ° C., particularly preferably below 100 ° C., very particularly preferably below 75 ° C., in each case at 1013 hPa.
Der Siliciumgehalt der Organosiliciumverbindungen der allgemei- nen Formel (I) ist bevorzugt 5 bis 30 Gew.-%, besonders bevor- zugt 10 bis 25 Gew.-%. The silicon content of the organosilicon compounds of the general formula (I) is preferably 5 to 30% by weight, particularly preferably 10 to 25% by weight.
Bevorzugt handelt es sich bei den erfindungsgemäß eingesetzten Organosiliciumverbindungen der Formel (I) um R3Si[OSiR2]p [OSiRR2]qOSiR3 mit The organosilicon compounds of the formula (I) used according to the invention are preferably R 3 Si [OSiR 2 ] p [OSiRR 2 ] q OSiR 3 mit
R = Methyl, R2 = H- [O- (CH2)5-CO-]15-O- (CH2)3-, p = 45, q = 2,R = methyl, R 2 = H- [O- (CH 2 ) 5 -CO-] 15 -O- (CH 2 ) 3 -, p = 45, q = 2,
R = Methyl, R2 = H-[O- (CH2)5-CO-]13-O- (CH2)3-, p = 30, q = 1,R = methyl, R 2 = H- [O- (CH 2 ) 5 -CO-] 13 -O- (CH 2 ) 3 -, p = 30, q = 1,
R = Methyl, R2 = H-[O- (CH2)5-CO-]20-O- (CH2)3-, p = 70, q = 3,R = methyl, R 2 = H- [O- (CH 2 ) 5 -CO-] 20 -O- (CH 2 ) 3 -, p = 70, q = 3,
R = Methyl, R2 = H-[O- (CH2)5-CO-]20-NH-(CH2)3-, p = 40, q = 2,R = methyl, R 2 = H- [O- (CH 2 ) 5 -CO-] 20 -NH- (CH 2 ) 3 -, p = 40, q = 2,
R = Methyl, R2 = H-[O- (CH2)5-CO-]13-NH-(CH2)3-, p = 30, q = 1, R = Methyl, R2 H-[O- (CH2) 5-CO-]25-NH-(CH2)3-, p = 80, q = 3, R = Methyl, R2 R3Si- [O- ( CH2) 5- CO- ] 15-O- (CH2 ) 3 - , p = 45, q = 2, R = Methyl, R2 H3CCO- [O- ( CH2 ) 5-CO- ] 13 -O- ( CH2 ) 3 - , p = 30, q = 1, R = Methyl, R2 H- [O- (CH2) 5-CO- ] 20-O- ( CH2 ) 2 -O- ( CH2)3-, p = 50, q = 2, R = methyl, R 2 = H- [O- (CH 2 ) 5 -CO-] 13 -NH- (CH 2 ) 3 -, p = 30, q = 1, R = methyl, R 2 H- [O- (CH 2 ) 5 -CO-] 25 -NH- (CH 2 ) 3 -, p = 80, q = 3, R = methyl, R 2 R 3 Si- [ O- (CH 2 ) 5 - CO-] 15 -O- (CH 2 ) 3 -, p = 45, q = 2, R = methyl, R 2 H 3 CCO- [O- (CH 2 ) 5 -CO -] 13 -O- (CH 2 ) 3 -, p = 30, q = 1, R = methyl, R 2 H- [O- (CH 2 ) 5 -CO-] 20 -O- (CH 2 ) 2 -O- (CH 2 ) 3 -, p = 50, q = 2,
R = Methyl, R2 H-[O- (CH2)5-CO-]25- O-(CH2)2-O- (CH2)3-, p = 50, q = 2, R = methyl, R 2 H- [O- (CH 2 ) 5 -CO-] 25 - O- (CH 2 ) 2 -O- (CH 2 ) 3 -, p = 50, q = 2,
R = Methyl, R2 R3Si-[O- (CH2)5-CO-]20-NH-(CH2)3-, p = 40, q = 2, oder R = methyl, R 2 R 3 Si- [O- (CH 2 ) 5 -CO-] 20 -NH- (CH 2 ) 3 -, p = 40, q = 2, or
R = Methyl, R2 H3CCO- [O- (CH2)5-CO-]13-NH-(CH2)3-, p = 30, q = 1 besonders bevorzugt um R3Si[OSiR2] p [OSiRR2]qOSiR3 mit R = methyl, R 2 H 3 CCO- [O- (CH 2 ) 5 -CO-] 13 -NH- (CH 2 ) 3 -, p = 30, q = 1 particularly preferably around R 3 Si [OSiR 2 ] p [OSiRR 2 ] q OSiR 3 with
R = Methyl, R2 = H-[O- (CH2)5-CO-]15-NH-(CH2)3-, p = 23, q = 1,R = methyl, R 2 = H- [O- (CH 2 ) 5 -CO-] 15 -NH- (CH 2 ) 3 -, p = 23, q = 1,
R = Methyl, R2 = H-[O- (CH2)5-CO-]8-NH-(CH2)3-, p = 46, q = 4 oderR = methyl, R 2 = H- [O- (CH 2 ) 5 -CO-] 8 -NH- (CH 2 ) 3 -, p = 46, q = 4 or
R = Methyl, R2 = H-[O- (CH2)5-CO-]15-NH-(CH2)3-, p = 46, q = 2. R = methyl, R 2 = H- [O- (CH 2 ) 5-CO-] 15 -NH- (CH 2 ) 3 -, p = 46, q = 2.
Bei den erfindungsgemäß eingesetzten Organosiliciumverbindungen (B) handelt es sich um handelsübliche Produkte bzw. können nach in der Siliciumchemie gängigen Methoden, wie im Stand der Tech- nik beschrieben, hergestellt werden. The organosilicon compounds (B) used according to the invention are commercially available products or can be prepared by methods common in silicon chemistry, as described in the prior art.
Komponente (B) wird in Mengen von bevorzugt 0,05 Gew.-% bis 40 Gew.-%, besonders bevorzugt 0,2 % bis 5 Gew.-%, insbesondere 0,25 Gew.-% bis 3 Gew.-%, jeweils bezogen auf die Menge an Kom- ponente (A), eingesetzt. Component (B) is used in amounts of preferably 0.05% by weight to 40% by weight, particularly preferably 0.2% to 5% by weight, in particular 0.25% by weight to 3% by weight , each based on the amount of component (A) used.
Zusätzlich zu den Komponenten (A) und (B) können die erfin- dungsgemäßen Zusammensetzungen weitere Stoffe enthalten, wie z.B. anorganische Füllstoffe (C), organische oder anorganische Fasern (D), Flammschutzmittel (E), Biozide (F), Pigmente (G), UV-Absorber (H) und HALS-Stabilisatoren (I). Beispiele für gegebenenfalls eingesetzte anorganische Füll- stoffe (C) sind Kreide (Calciumcarbonat), Kaolin, Silikate, Si- liziumdioxid oder Talkum. In addition to components (A) and (B), the compositions according to the invention can contain other substances, such as, for example, inorganic fillers (C), organic or inorganic fibers (D), flame retardants (E), biocides (F), pigments (G ), UV absorbers (H) and HALS stabilizers (I). Examples of optionally used inorganic fillers (C) are chalk (calcium carbonate), kaolin, silicates, silicon dioxide or talc.
Beispiele für erfindungsgemäß gegebenenfalls eingesetzten Fa- sern (D) sind Glasfasern, Basaltfasern oder Wollastonit, wobei Glasfasern bevorzugt sind, oder organische Fasern, wie Aramid fasern, Holzfasern oder Cellulosefasern. Examples of fibers (D) optionally used according to the invention are glass fibers, basalt fibers or wollastonite, glass fibers being preferred, or organic fibers such as aramid fibers, wood fibers or cellulose fibers.
Falls anorganische Fasern (D) eingesetzt werden, handelt es sich um Mengen von bevorzugt 1 bis 50 Gew.-%, besonders bevor- zugt 5 bis 35 Gew.-%. Die erfindungsgemäßen Zusammensetzungen enthalten bevorzugt keine Komponente (D). If inorganic fibers (D) are used, the amounts involved are preferably from 1 to 50% by weight, particularly preferably from 5 to 35% by weight. The compositions according to the invention preferably do not contain any component (D).
Falls organische Fasern (D) eingesetzt werden, handelt es sich um Mengen von bevorzugt 20 bis 80 Gew.-%, besonders bevorzugt 35 bis 65 Gew.-%. Die erfindungsgemäßen Zusammensetzungen ent- halten bevorzugt keine Komponente (D). If organic fibers (D) are used, the amounts involved are preferably from 20 to 80% by weight, particularly preferably from 35 to 65% by weight. The compositions according to the invention preferably do not contain any component (D).
Beispiele für erfindungsgemäß gegebenenfalls eingesetzte Flamm- schutzmittel (E) sind organische Flammschutzmittel auf Basis halogenierter organischer Verbindungen oder anorganische Flamm- schutzmittel z.B. Aluminiumhydroxid (ATH) oder Magnesiumhydro- xid. Examples of flame retardants (E) optionally used according to the invention are organic flame retardants based on halogenated organic compounds or inorganic flame retardants, e.g. aluminum hydroxide (ATH) or magnesium hydroxide.
Falls Flammschutzmittel (E) eingesetzt werden, sind anorgani- sche Flammschutzmittel wie ATH bevorzugt. If flame retardants (E) are used, inorganic flame retardants such as ATH are preferred.
Beispiele für erfindungsgemäß gegebenenfalls eingesetzte Bio- zide (F) sind anorganische Fungizide, wie Borate wie z.B. Zink- borat, oder organische Fungizide wie z.B. Thiabendazol. Beispiele für die erfindungsgemäß gegebenenfalls eingesetzten Pigmente (G) sind organische Pigmente oder anorganische Pig- mente wie z.B. Eisenoxide oder Titandioxid. Examples of biocides (F) optionally used according to the invention are inorganic fungicides, such as borates, such as, for example, zinc borate, or organic fungicides, such as, for example, thiabendazole. Examples of the pigments (G) optionally used according to the invention are organic pigments or inorganic pigments such as, for example, iron oxides or titanium dioxide.
Falls Pigmente (G) eingesetzt werden, handelt es sich um Mengen von bevorzugt 0,2 bis 7 Gew.-%, besonders bevorzugt 0,5 bis 3 Gew.-%. If pigments (G) are used, the amounts involved are preferably 0.2 to 7% by weight, particularly preferably 0.5 to 3% by weight.
Beispiele für erfindungsgemäß gegebenenfalls eingesetzte UV- Absorber (H) sind Benzophenone, Benzotriazole oder Triazine. Examples of UV absorbers (H) optionally used according to the invention are benzophenones, benzotriazoles or triazines.
Falls UV-Absorber (H) eingesetzt werden, sind Benzotriazole o- der Triazine bevorzugt. If UV absorbers (H) are used, benzotriazoles or triazines are preferred.
Beispiele für erfindungsgemäß gegebenenfalls eingesetzte HALS- Stabilisatoren (I) sind z.B. Piperidin oder Piperidyl-Derivate und sind u.a. unter dem Markennamen Tinuvin bei der BASF SE, D- Ludwigshafen erhältlich. Examples of HALS stabilizers (I) which may be used according to the invention are, for example, piperidine or piperidyl derivatives and are available, inter alia, under the brand name Tinuvin from BASF SE, D-Ludwigshafen.
Bevorzugt handelt es sich bei den erfindungsgemäßen Zusammen- setzungen um solche enthaltend The compositions according to the invention are preferably containing those
(A) HDPE, (A) HDPE,
(B) R3Si[OSiR2]p[OSiRR2]qOSiR3 mit R = Methyl, R2 = H-[O-(CH2)5- CO-]15-NH-(CH2)3-, p = 23, q = 1, gegebenenfalls (C) anorganische Füllstoffe, gegebenenfalls (D) organische oder anorganische Fasern, gegebenenfalls (E) Flammschutzmittel, gegebenenfalls (F) Biozide, gegebenenfalls (G) Pigmente, gegebenenfalls (H) UV-Absorber und gegebenenfalls (I) HALS-Stabilisatoren. Des Weiteren bevorzugt handelt es sich bei den erfindungsgemäßen Zusammensetzungen um solche enthaltend (B) R 3 Si [OSiR 2 ] p [OSiRR 2 ] q OSiR 3 with R = methyl, R 2 = H- [O- (CH 2 ) 5 - CO-] 15 -NH- (CH 2 ) 3 - , p = 23, q = 1, optionally (C) inorganic fillers, optionally (D) organic or inorganic fibers, optionally (E) flame retardants, optionally (F) biocides, optionally (G) pigments, optionally (H) UV absorbers and optionally (I) HALS stabilizers. Furthermore, the compositions according to the invention are preferably containing such
(A) HDPE, (A) HDPE,
(B) R3Si[OSiR2]p [OSiRR2]qOSiR3 mit R = Methyl, R2 = H-[O- (CH2)5- CO-]8-NH-(CH2)3-, p = 46, q = 4, (B) R 3 Si [OSiR 2 ] p [OSiRR 2 ] q OSiR 3 with R = methyl, R 2 = H- [O- (CH 2 ) 5 - CO-] 8 -NH- (CH 2 ) 3 - , p = 46, q = 4,
(D) anorganische Fasern, (D) inorganic fibers,
(G) Pigmente und (G) pigments and
(I) HALS-Stabilisatoren. (I) HALS stabilizers.
Besonders bevorzugt handelt es sich bei den erfindungsgemäßen Zusammensetzungen um solche enthaltend The compositions according to the invention are particularly preferably containing those
(A) HDPE, (A) HDPE,
(B) R3Si[OSiR2]p[OSiRR2]qOSiR3 mit R = Methyl, R2 = H-[O-(CH2)5- CO-]15-NH-(CH2)3-, p = 46, q = 2, (B) R 3 Si [OSiR 2 ] p [OSiRR 2 ] q OSiR 3 with R = methyl, R 2 = H- [O- (CH 2 ) 5 - CO-] 15-NH- (CH 2 ) 3 - , p = 46, q = 2,
(D) organische Fasern, (D) organic fibers,
(F) Biozide, (F) biocides,
(G) Pigmente, (G) pigments,
(H) UV-Absorber und (H) UV absorbers and
(I) HALS-Stabilisatoren. (I) HALS stabilizers.
Des Weiteren bevorzugt handelt es sich bei den erfindungsgemäßen Zusammensetzungen um solche enthaltend Furthermore, the compositions according to the invention are preferably containing such
(A) HDPE, (A) HDPE,
(B) R3Si[OSiR2]p [OSiRR2]qOSiR3 mit R = Methyl, R2 = H-[O-(CH2)5- CO-] 15-NH- (CH2)3-, p = 46, q = 2, (B) R 3 Si [OSiR 2 ] p [OSiRR 2 ] q OSiR 3 with R = methyl, R 2 = H- [O- (CH 2 ) 5 - CO-] 15 -NH- (CH 2 ) 3 - , p = 46, q = 2,
(C) anorganische Füllstoffe, (C) inorganic fillers,
(G) Pigmente und (G) pigments and
(I) HALS-Stabilisatoren. (I) HALS stabilizers.
Des Weiteren bevorzugt handelt es sich bei den erfindungsgemä- ßen Zusammensetzungen um solche enthaltend (A) HDPE, (B) R3Si[OSiR2]p [OSiRR2]qOSiR3 mit R = Methyl, R2 = H- [O- (CH2)5- CO-]8-NH-(CH2)3-, p = 46, q = 4 und Furthermore, the compositions according to the invention are preferably those containing (A) HDPE, (B) R 3 Si [OSiR 2 ] p [OSiRR 2 ] q OSiR 3 with R = methyl, R 2 = H- [O- (CH 2 ) 5 - CO-] 8 -NH- (CH 2 ) 3 - , p = 46, q = 4 and
(G) Pigmente. (G) pigments.
Des Weiteren bevorzugt handelt es sich bei den erfindungsgemä- ßen Zusammensetzungen um solche enthaltend Furthermore, the compositions according to the invention are preferably containing those
(A) LLDPE, (A) LLDPE,
(B) R3Si[OSiR2]p[OSiRR2]qOSiR3 mit R = Methyl, R2 = H-[O- (CH2)5- CO-] 15-NH- (CH2)3-, p = 23, q = 1, (B) R 3 Si [OSiR 2 ] p [OSiRR 2 ] q OSiR 3 with R = methyl, R 2 = H- [O- (CH 2 ) 5 - CO-] 15 -NH- (CH 2 ) 3 - , p = 23, q = 1,
(C) anorganische Füllstoffe, (C) inorganic fillers,
(E) Flammschutzmittel, (E) flame retardants,
(G) Pigmente, (G) pigments,
(H) UV-Absorber und (H) UV absorbers and
(I) HALS-Stabilisatoren. (I) HALS stabilizers.
Des Weiteren bevorzugt handelt es sich bei den erfindungsgemä- ßen Zusammensetzungen um solche enthaltend Furthermore, the compositions according to the invention are preferably containing those
(A) LLDPE, (A) LLDPE,
(B) R3Si[OSiR2]p[OSiRR2]qOSiR3 mit R = Methyl, R2 = H-[O-(CH2)5- CO-]8-NH-(CH2)3-, p = 46, q = 4, (B) R 3 Si [OSiR 2 ] p [OSiRR 2 ] q OSiR 3 with R = methyl, R 2 = H- [O- (CH 2 ) 5 - CO-] 8 -NH- (CH 2 ) 3 - , p = 46, q = 4,
(C) anorganische Füllstoffe, (C) inorganic fillers,
(E) Flammschutzmittel und (I) HALS-Stabilisatoren. (E) flame retardants and (I) HALS stabilizers.
Des Weiteren bevorzugt handelt es sich bei den erfindungsgemä- ßen Zusammensetzungen um solche enthaltend Furthermore, the compositions according to the invention are preferably containing those
(A) LLDPE, (A) LLDPE,
(B) R3Si[OSiR2]p[OSiRR2]qOSiR3 mit R = Methyl, R2 = H-[O-(CH2)5- CO-] 15-NH- (CH2)3-, p = 46, q = 2 (B) R 3 Si [OSiR 2 ] p [OSiRR 2 ] q OSiR 3 with R = methyl, R 2 = H- [O- (CH 2 ) 5 - CO-] 15 -NH- (CH 2 ) 3 - , p = 46, q = 2
(C) anorganische Füllstoffe, (C) inorganic fillers,
(D) anorganische Fasern, (D) inorganic fibers,
(G) Pigmente, (G) pigments,
(H) UV-Absorber und (I) HALS-Stabilisatoren. (H) UV absorbers and (I) HALS stabilizers.
Des Weiteren bevorzugt handelt es sich bei den erfindungsgemä- ßen Zusammensetzungen um solche enthaltend Furthermore, the compositions according to the invention are preferably containing those
(A) Polypropylen, (A) polypropylene,
(B) R3Si[OSiR2]p[OSiRR2]qOSiR3 mit R = Methyl, R2 = H-[O-(CH2)5- CO-]15-NH-(CH2)3-, p = 23, q = 1, (B) R 3 Si [OSiR 2 ] p [OSiRR 2 ] q OSiR 3 with R = methyl, R 2 = H- [O- (CH 2 ) 5 - CO-] 15 -NH- (CH 2 ) 3 - , p = 23, q = 1,
(C) anorganische Füllstoffe, (C) inorganic fillers,
(D) organische Fasern, (D) organic fibers,
(F) Biozide, (F) biocides,
(G) Pigmente, (G) pigments,
(H) UV-Absorber und (H) UV absorbers and
(I) HALS-Stabilisatoren. (I) HALS stabilizers.
Des Weiteren bevorzugt handelt es sich bei den erfindungsgemä- ßen Zusammensetzungen um solche enthaltend Furthermore, the compositions according to the invention are preferably containing those
(A) Polypropylen, (A) polypropylene,
(B) R3Si[OSiR2]p [OSiRR2]qOSiR3 mit R = Methyl, R2 = H-[O-(CH2)5- CO-]8-NH-(CH2)3-, p = 46, q = 4, (B) R 3 Si [OSiR 2 ] p [OSiRR 2 ] q OSiR 3 with R = methyl, R 2 = H- [O- (CH 2 ) 5 - CO-] 8 -NH- (CH 2 ) 3 - , p = 46, q = 4,
(D) anorganische Fasern, (D) inorganic fibers,
(E) Flammschutzmittel, (E) flame retardants,
(G) Pigmente und (G) pigments and
(I) HALS-Stabilisatoren. (I) HALS stabilizers.
Des Weiteren bevorzugt handelt es sich bei den erfindungsgemä- ßen Zusammensetzungen um solche enthaltend Furthermore, the compositions according to the invention are preferably containing those
(A) Polypropylen, (A) polypropylene,
(B) R3Si[OSiR2]p [OSiRR2]qOSiR3 mit R = Methyl, R2 = H-[O-(CH2)5- CO-]15-NH-(CH2)3-, p = 46,- q = 2, (B) R 3 Si [OSiR 2 ] p [OSiRR 2 ] q OSiR 3 with R = methyl, R 2 = H- [O- (CH 2 ) 5 - CO-] 15 -NH- (CH 2 ) 3 - , p = 46, - q = 2,
(D) organische Fasern, (D) organic fibers,
(F) Biozide, (F) biocides,
(G) Pigmente, (G) pigments,
(H) UV-Absorber und (I) HALS-Stabilisatoren. (H) UV absorbers and (I) HALS stabilizers.
In einer weiteren besonders bevorzugten Ausführungsform handelt es sich bei den erfindungsgemäßen Zusammensetzungen um solche enthaltend In a further particularly preferred embodiment, the compositions according to the invention are those containing
(A) Polypropylen, (A) polypropylene,
(B) R3Si[OSiR2]P[OSiRR2]qOSiR3 mit R = Methyl, R2 = H-[O- (CH2)5- CO-] -NH-(CH2)3-, p = 46, q = 2, (B) R 3 Si [OSiR 2 ] P [OSiRR 2 ] q OSiR 3 with R = methyl, R 2 = H- [O- (CH 2 ) 5 - CO-] -NH- (CH 2 ) 3 -, p = 46, q = 2,
(D) anorganische Fasern und (I) HALS-Stabilisatoren. (D) inorganic fibers and (I) HALS stabilizers.
Des Weiteren bevorzugt handelt es sich bei den erfindungsgemä- ßen Zusammensetzungen um solche enthaltend (A) Polyvinylchlorid, Furthermore, the compositions according to the invention are preferably those containing (A) polyvinyl chloride,
(B) R3Si[OSiR2]P[OSiRR2]qOSiR3 mit R = Methyl, R2 = H-[O-(CH2)5- CO-] 15-NH- (CH2)3-, p = 23, q = 1, (B) R 3 Si [OSiR 2 ] P [OSiRR 2 ] q OSiR 3 with R = methyl, R 2 = H- [O- (CH 2 ) 5 - CO-] 15 -NH- (CH 2 ) 3 - , p = 23, q = 1,
(C) anorganische Füllstoffe und (G) Pigmente. (C) inorganic fillers and (G) pigments.
Die erfindungsgemäßen Zusammensetzungen enthalten über die Kom- ponenten (A) bis (I) hinausgehend bevorzugt keine weiteren Be- standteile. The compositions according to the invention preferably contain no further constituents beyond components (A) to (I).
Bei den einzelnen Bestandteilen der erfindungsgemäßen Zusammen- setzungen kann es sich jeweils um eine Art eines solchen Be- standteils wie auch um ein Gemisch aus mindestens zwei ver- schiedenen Arten derartiger Bestandteile handeln. The individual constituents of the compositions according to the invention can each be one type of such a constituent as well as a mixture of at least two different types of such constituents.
Die erfindungsgemäßen Zusammensetzungen können nach beliebigen und bisher bekannten Verfahren hergestellt werden, wie z.B. Vermischen der Komponenten in beliebiger Reihenfolge. Hierzu können Mischer oder Kneter oder Extruder nach dem Stand der Technik verwendet werden. Ein weiterer Gegenstand der vorliegenden Erfindung ist ein Ver- fahren zur Herstellung der erfindungsgemäßen Zusammensetzungen durch Vermischen der Komponenten (A) und (B) sowie gegebenen- falls weiteren Komponenten, bevorzugt ausgewählt aus den Kompo- nenten (C) bis (I), in beliebiger Reihenfolge. The compositions according to the invention can be prepared by any desired processes known to date, such as, for example, mixing the components in any order. Mixers or kneaders or extruders according to the prior art can be used for this purpose. The present invention also provides a process for producing the compositions according to the invention by mixing components (A) and (B) and, if appropriate, further components, preferably selected from components (C) to (I) in any order.
Das erfindungsgemäße Verfahren kann in Anwesenheit oder Abwe- senheit von Lösungsmittel stattfinden, wobei die lösungsmittel- freie Herstellung bevorzugt ist. The process according to the invention can take place in the presence or absence of solvent, with solvent-free production being preferred.
Das erfindungsgemäße Verfahren kann kontinuierlich, diskontinu- ierlich oder semikontinuierlich durchgeführt werden, bevorzugt jedoch kontinuierlich. The process according to the invention can be carried out continuously, discontinuously or semicontinuously, but preferably continuously.
Das erfindungsgemäße Verfahren wird bevorzugt in kontinuierlich arbeitenden Knetern oder Mischern oder Extrudern durchgeführt, wobei die erfindungsgemäß zu mischenden Einzelkomponenten ent- weder in Reinform oder als Vormischung jeweils gravimetrisch o- der volumetrisch dem Mischaggregat kontinuierlich zugeführt werden. Komponenten, die in der Gesamtmischung mit einem Anteil von unter 1 Gew.-% enthalten sind, werden bevorzugt als Vormi- schung in einer der Komponenten mit einem größeren Anteil zuge- führt. The process according to the invention is preferably carried out in continuously operating kneaders or mixers or extruders, the individual components to be mixed according to the invention being fed continuously either in pure form or as a premix either gravimetrically or volumetrically to the mixing unit. Components which are contained in the total mixture in a proportion of less than 1% by weight are preferably fed in as a premix in one of the components in a larger proportion.
Die Temperaturen, bei denen das erfindungsgemäße Verfahren durchgeführt wird, hängen in erster Linie von den eingesetzten Komponenten ab und sind dem Fachmann bekannt, mit der Maßgabe, dass sie unterhalb der spezifischen Zersetzungstemperaturen der einzelnen eingesetzten Komponenten liegen. Bevorzugt wird das erfindungsgemäße Verfahren bei Temperaturen unterhalb von 250°C, besonders bevorzugt im Bereich von 150 bis 220°C, durch- geführt. Das erfindungsgemäße Verfahren wird bevorzugt beim Druck der umgebenden Atmosphäre, also zwischen 900 und 1100 hPa, durchge- führt. Es können aber auch höhere Drücke angewendet werden, die insbesondere vom verwendeten Mischaggregat abhängen. So ist der Druck in unterschiedlichen Bereichen der verwendeten Kneter, Mischer oder Extruder beispielsweise deutlich größer als 1000 hPa. The temperatures at which the process according to the invention is carried out depend primarily on the components used and are known to the person skilled in the art, with the proviso that they are below the specific decomposition temperatures of the individual components used. The process according to the invention is preferably carried out at temperatures below 250.degree. C., particularly preferably in the range from 150 to 220.degree. The method according to the invention is preferably carried out at the pressure of the surrounding atmosphere, that is between 900 and 1100 hPa. However, higher pressures can also be used, which in particular depend on the mixing unit used. For example, the pressure in different areas of the kneader, mixer or extruder used is significantly greater than 1000 hPa.
In einer bevorzugten Ausführungsform des erfindungsgemäßen Ver- fahrens wird Komponente (B) in einem sogenannten Masterbatch als Vormischung mit einem Teil des Polyolefins (A) sowie gege- benenfalls einer oder mehreren der Komponenten (C) bis (I) ein- gesetzt. Vorzugsweise wird diese Vormischung durch Vermischen der Komponenten (A) und (B) sowie gegebenenfalls einer oder mehreren der Komponenten (C) bis (I) bei Temperaturen zwischen 140°C und 230°C hergestellt, wobei das Vermischen kontinuier- lich, diskontinuierlich oder semikontinuierlich durchgeführt werden kann. Für den Mischvorgang können Mischer, Kneter oder Extruder nach dem Stand der Technik verwendet werden. In a preferred embodiment of the process according to the invention, component (B) is used in a so-called masterbatch as a premix with part of the polyolefin (A) and optionally one or more of components (C) to (I). This premix is preferably prepared by mixing components (A) and (B) and, if appropriate, one or more of components (C) to (I) at temperatures between 140 ° C. and 230 ° C., the mixing being continuous, discontinuous or can be carried out semi-continuously. Mixers, kneaders or extruders according to the prior art can be used for the mixing process.
Bevorzugt wird das Vermischen der Komponenten (A) und (B) kon- tinuierlich in einem Extruder oder Kneter nach dem Stand der Technik durchgeführt. Bevorzugt ist in dieser Vormischung das Copolymer (B) in einer Menge zwischen 5 und 35 Gew.-%, beson- ders bevorzugt zwischen 10 und 30 Gew.-%, insbesondere bevor- zugt zwischen 10 und 25 Gew.-%, jeweils bezogen auf das Gewicht der Vormischung, enthalten. The mixing of components (A) and (B) is preferably carried out continuously in an extruder or kneader according to the prior art. In this premix, the copolymer (B) is preferably based in an amount between 5 and 35% by weight, particularly preferably between 10 and 30% by weight, in particular preferably between 10 and 25% by weight, in each case based on the weight of the premix.
Die erfindungsgemäß hergestellte Vormischung liegt dabei bevor- zugt in Granulatform oder in Pulverform vor, bevorzugt jedoch in Granulatform. Durch mechanisches Vermahlen kann das Granulat auch zu einem Pulver verarbeitet werden bzw. durch eine entsprechende Granulierungsanlage auch als Mikrogranulat erhal- ten werden. The premix produced according to the invention is preferably in granulate form or in powder form, but preferably in granulate form. The granulate can also be processed into a powder by mechanical grinding or by a Corresponding granulation systems can also be obtained as micro-granules.
Bei dem erfindungsgemäßen Verfahren wird die so erhaltene Vor- mischung dann mit den restlichen Teilen der Komponente (A) und gegebenenfalls einer oder mehreren der Komponenten (C) bis (I) bevorzugt kontinuierlich in einen beheizbaren Mischer geför- dert. Dabei können die Komponenten separat zum Mischer zugege- ben werden oder zusammen zugegeben werden. In the process according to the invention, the premix obtained in this way is then conveyed with the remaining parts of component (A) and optionally one or more of components (C) to (I), preferably continuously, into a heatable mixer. The components can be added separately to the mixer or added together.
Das Mischen bzw. Homogenisieren der Einzelkomponenten findet dann bevorzugt bei Temperaturen von 150 bis 240°C, besonders bevorzugt bei 180 bis 210°C statt. The mixing or homogenization of the individual components then takes place preferably at temperatures of 150 to 240.degree. C., particularly preferably at 180 to 210.degree.
Nach dem Mischprozess der Einzelkomponenten wird bevorzugt die erfindungsgemäße Zusammensetzung dann als heiße, hochviskose Schmelze über eine Düse aus dem Reaktor ausgetragen. Dabei wird in einem bevorzugten Verfahren das Material nach dem Austritt mittels eines Kühlmediums abgekühlt und anschließend zerklei- nert bzw. granuliert. Hierbei können das Abkühlen des Materials und das Granulieren simultan durch eine Unterwassergranulierung erfolgen oder nacheinander. Als bevorzugte Kühlmedien werden entweder Wasser oder Luft verwendet. Bevorzugte Verfahren zur Granulierung sind dabei Unterwassergranulierung, Granulierung mittels Luftabschlag bzw. Stranggranulierung. Die erhaltenen Granulate haben ein Gewicht von bevorzugt weniger als 0,5 g, besonders bevorzugt weniger als 0,25 g, insbesondere weniger als 0,125 g. Bevorzugt sind die erfindungsgemäß erhaltene Gra- nulate zylinderförmig oder kugelförmig. After the mixing process of the individual components, the composition according to the invention is then preferably discharged from the reactor as a hot, highly viscous melt via a nozzle. In a preferred method, the material is cooled by means of a cooling medium after it has emerged and then comminuted or granulated. In this case, the cooling of the material and the granulation can take place simultaneously by underwater granulation or one after the other. Either water or air are used as preferred cooling media. Preferred processes for granulation are underwater granulation, granulation by means of air discharge or strand granulation. The granules obtained have a weight of preferably less than 0.5 g, particularly preferably less than 0.25 g, in particular less than 0.125 g. The granules obtained according to the invention are preferably cylindrical or spherical.
Die so erhaltenen Granulate können in einem nachfolgenden Schritt mittels einer weiteren thermoplastischen Verarbeitung zu einem Formkörper, bevorzugt einem Profil, extrudiert werden Dabei werden nach einer bevorzugten Verfahrensweise die erfin- dungsgemäßen Zusammensetzungen in Form eines Granulates konti- nuierlich in einen Kneter oder Extruder nach dem Stand der Technik gefördert, in diesem Kneter oder Extruder durch Tempe- ratureinwirkung erwärmt und plastifiziert und anschließend durch eine Düse gepresst, die die gewünschte Profilform vor- gibt. So können hier je nach Auslegung der Düse entweder Voll- profile aber auch Hohlprofile gefertigt werden. The granules obtained in this way can be extruded in a subsequent step by means of further thermoplastic processing to form a shaped body, preferably a profile. Compositions according to the invention in the form of granules are continuously conveyed into a kneader or extruder according to the prior art, heated and plasticized in this kneader or extruder by the action of temperature and then pressed through a nozzle which specifies the desired profile shape. Depending on the design of the nozzle, either solid profiles or hollow profiles can be produced here.
Ein weiterer Gegenstand der Erfindung sind Formkörper herge- stellt durch Extrusion der erfindungsgemäßen Zusammensetzungen oder durch die Verarbeitung mittels Spritzgussprozess. The invention also relates to moldings produced by extrusion of the compositions according to the invention or by processing by means of an injection molding process.
In einer bevorzugten Ausführung wird die erfindungsgemäße Zu- sammensetzung direkt über eine passende Düse kontinuierlich als Profil oder Folie extrudiert, welches dann ebenfalls nach Ab- kühlen abgelängt bzw. zugeschnitten werden kann. In a preferred embodiment, the composition according to the invention is continuously extruded directly through a suitable nozzle as a profile or film, which can then also be cut to length or cut after cooling.
Bei der Herstellung der erfindungsgemäßen Zusammensetzung kön- nen Mischer oder Kneter oder Extruder nach dem Stand der Tech- nik verwendet werden. In the production of the composition according to the invention, mixers or kneaders or extruders according to the state of the art can be used.
Die erfindungsgemäß erhaltenen Zusammensetzungen sind bevorzugt thermoplastisch, d.h. die Temperatur, bei welcher der Verlust- faktor (G"/G') gemäß DIN EN ISO 6721-2:2008 den Wert von 1 ein- nimmt, beträgt bevorzugt mindestens 40°C, besonders bevorzugt mindestens 100°C. The compositions obtained according to the invention are preferably thermoplastic, ie the temperature at which the loss factor (G "/ G ') according to DIN EN ISO 6721-2: 2008 assumes the value of 1 is preferably at least 40 ° C., particularly preferably at least 100 ° C.
Die erfindungsgemäßen Mischungen können überall dort verwendet werden, wo auch bisher Mischungen mit Polyolefinen eingesetzt wurden. The mixtures according to the invention can be used wherever mixtures with polyolefins have been used up to now.
Die erfindungsgemäßen Mischungen können zur Herstellung von Halbzeugen wie Folien, Rohren, Kabelumhüllungen, Platten, Profilen oder Fasern oder zur Herstellung 3-dimensionaler Form- teile verwendet werden. The mixtures according to the invention can be used for the production of semi-finished products such as films, pipes, cable sheaths, plates, Profiles or fibers or for the production of 3-dimensional molded parts can be used.
Die erfindungsgemäßen Zusammensetzungen haben den Vorteil, dass sie einfach in der Herstellung sind. The compositions according to the invention have the advantage that they are easy to manufacture.
Die erfindungsgemäßen Zusammensetzungen haben den Vorteil, dass bei der kontinuierlichen Verarbeitung dieser Zusammensetzungen zu Halbzeugen man Produkte erhält, die eine bessere Oberflä- chengüte aufweisen, die eine verbesserte Abriebbeständigkeit aufweisen können, die geringere Oberflächenenergien haben und die verbesserte mechanische Kennwerte zeigen. Überraschender- weise wurde gefunden, dass gerade Seitenketten funktionali- sierte, aliphatische Polyester-graft—Polysiloxan-Copolymere eine deutlich verbesserte Gleitwirkung in Polyolefinen aufwei- sen verglichen mit von der chemischen Zusammensetzung ver- gleichbaren linearen Polyester-block-Polysiloxan-Copolymeren o- der verglichen mit anderen für die Verarbeitung von Polyole- finen optimierten organischen Prozessadditiven. Darüber hinaus können diese Halbzeuge mit einer höheren Geschwindigkeit extru- diert werden. Die Herstellung 3-dimensionaler Formkörper aus den erfindungsgemäßen Zusammensetzungen hat den Vorteil, dass diese eine erhöhte Abriebfestigkeit aufweisen, der Verarbei- tungsprozess beschleunigt ablaufen kann durch die erhöhte Fließfähigkeit des Materiales, dass die Anhaftung an die Form reduziert werden kann und somit Entformungskräfte und Entfor- mungszeiten verringert werden können, das dünnwandigere Teile mit weniger Gewicht hergestellt werden können und dass die Oberflächengüte der aus den erfindungsgemäßen Mischungen herge- stellten Formkörper deutlich besser ist und man während des Spritzgussprozesses auftretende rheologisch Effekte wie z.B. Tiger-Stripes verhindert werden können. Die erfindungsgemäßen Zusammensetzungen haben den Vorteil, dass man in diesen nun leichtfließende Polymere mit schlechteren me- chanischen Kennwerten durch schwerer fließende Polymer mit bes- seren mechanischen Kennwerten ersetzen kann, wodurch die mecha- nischen Kennwerte der Zusammensetzungen insgesamt verbessert werden können. The compositions according to the invention have the advantage that when these compositions are continuously processed into semi-finished products, products are obtained which have a better surface quality, which can have improved abrasion resistance, which have lower surface energies and which show improved mechanical properties. Surprisingly, it has been found that aliphatic polyester-graft-polysiloxane copolymers functionalized in particular have a significantly improved lubricating effect in polyolefins compared to linear polyester-block-polysiloxane copolymers or comparable in terms of chemical composition compared to other organic process additives optimized for processing polyolefins. In addition, these semi-finished products can be extruded at a higher speed. The production of 3-dimensional moldings from the compositions according to the invention has the advantage that they have increased abrasion resistance, the processing process can be accelerated due to the increased flowability of the material, that the adhesion to the mold can be reduced and thus demolding forces and demolding. Measurement times can be reduced, thinner-walled parts can be produced with less weight and that the surface quality of the moldings produced from the mixtures according to the invention is significantly better and rheological effects such as tiger stripes occurring during the injection molding process can be prevented. The compositions according to the invention have the advantage that they can now replace easily flowing polymers with poorer mechanical characteristics with poorer flowing polymers with better mechanical characteristics, whereby the mechanical characteristics of the compositions can be improved overall.
Bei der Verwendung von Füllstoffen in den erfindungsgemäßen Zu- sammensetzungen hat man den Vorteil, dass der Gehalt an Füll- stoffen zur Verbesserung des Eigenschaftsprofiles leicht erhöht werden kann, ohne die Verarbeitungsfähigkeit zu beeinflussen. Schädigungen an anisotropen Füllstoffen wie z.B. Fasern können mittels der erfindungsgemäßen Mischungen vermieden werden was zu einem verbesserten Eigenschaftsprofil führt. The use of fillers in the compositions according to the invention has the advantage that the filler content can be increased slightly in order to improve the property profile without influencing the processability. Damage to anisotropic fillers such as fibers can be avoided by means of the mixtures according to the invention, which leads to an improved property profile.
In den nachstehend beschriebenen Beispielen beziehen sich alle Viskositätsangaben auf eine Temperatur von 25°C. Sofern nicht anders angegeben, werden die nachstehenden Beispiele bei einem Druck der umgebenden Atmosphäre, also etwa bei 1000 hPa, und bei einer Temperatur von 20°C, bzw. bei einer Temperatur, die sich beim Zusammengeben der Reaktanden bei Raumtemperatur ohne zusätzliche Heizung oder Kühlung einstellt, sowie bei einer relativen Luftfeuchtigkeit von etwa 50 % durchgeführt. Des Weiteren beziehen sich alle Angaben von Teilen und Prozentsätzen, soweit nichts anderes angegeben ist, auf das Gewicht. In the examples described below, all viscosity data relate to a temperature of 25 ° C. Unless otherwise stated, the following examples are carried out at a pressure of the surrounding atmosphere, i.e. around 1000 hPa, and at a temperature of 20 ° C., or at a temperature that is obtained when the reactants are combined at room temperature without additional heating or cooling and carried out at a relative humidity of about 50%. Furthermore, all parts and percentages are based on weight, unless otherwise stated.
Edukte : Educts:
Siloxan 1: α,ω-OH-terminiertes Polydimethylsiloxan mit einem Si-OH-Gehalt von 3,8 Gew.-%; Siloxane 1: α, ω-OH-terminated polydimethylsiloxane with an Si-OH content of 3.8% by weight;
Siloxan 2: α,ω-trimethylsilylterminiertes Polydimethylsiloxan mit einer Viskosität von 4,6 mPas; Prozesshilfsmittel (PI): „Struktol TPW 104" käuflich erhältlich bei der Fa. Schill- und Seilacher, D-Böblingen; Siloxane 2: α, ω-trimethylsilyl-terminated polydimethylsiloxane with a viscosity of 4.6 mPas; Processing aid (PI): "Struktol TPW 104" available from Schill- und Seilacher, D-Böblingen;
Prozesshilfsmittel (P2): „Struktol TPW 113" käuflich erhältlich bei der Fa. Schill- und Seilacher, D-Böblingen. Processing aid (P2): "Struktol TPW 113" available for purchase from Schill- und Seilacher, D-Böblingen.
Hordaphos MDIT: Phosphorsäure-isotridecylester der Fa. Clari- ant, D-Frankfurt am Main. Hordaphos MDIT: phosphoric acid isotridecyl ester from Clariant, D-Frankfurt am Main.
1) Herstellung eines Siloxans mit seitenständigen Aminogruppen (Al) 1) Production of a siloxane with pendant amino groups (Al)
104,6 g Aminopropyldiethoxysilan (191 g/mol), 788,7 g Siloxan 1 und 438,2 g Siloxan 2 wurden in eine 4 Liter 3-Hals-Kolben vor- gelegt und unter Rühren mittels eines KPG-Rührers bei Raumtem- peratur vermischt. Nach 1 h wurde langsam auf 130 °C erhitzt und nach Erreichen der 130 °C wurde der Druck für 1 h auf 300 hPa verringert, wobei langsam ein Wasser-Ethanol-Gemisch ab- destillierte. Danach wurde der Druck wieder auf Normaldruck er- höht und die Temperatur wurde auf 90 °C verringert. Anschlie- ßend gab man 1,3 g Kaliumhydroxid als 20 % Lösung Methanol zu- gegeben (1000 ppm KOH), langsam der Druck wiederum auf 300 hPa verringert und die Temperatur für 8 h auf 130 °C erhöht, wobei cyclische Siloxane als Destillat anfielen. Danach wurde mittels Stickstoffs der Druck wiederum auf Normaldruck erhöht und es wurden 1,0 g Hordaphos MDIT zur Neutralisation des Kaliumhydro- xides zugegeben. Anschließend wurde unter Rühren und unter re- duziertem Druck von 2 hPa auf 150 °C erhitzt und weitere Silo- xancyclen abdestilliert. Man erhielt als Produkt 1081,3 g eines in der Seitenkette mit Aminopropylgruppen funktionalisierten, klaren, farblosen Polydimethylsiloxans mit einer Aminzahl von 25,5 mg KOH/g und 215,6 g Siloxancyclen als Nebenanfall. 2) Herstellung eines Siloxans mit seitenständigen Aminogruppen (A2) 104.6 g of aminopropyldiethoxysilane (191 g / mol), 788.7 g of siloxane 1 and 438.2 g of siloxane 2 were placed in a 4 liter 3-neck flask and stirred using a KPG stirrer at room temperature mixed. After 1 h, the mixture was slowly heated to 130 ° C. and after 130 ° C. had been reached, the pressure was reduced to 300 hPa for 1 h, a water-ethanol mixture slowly distilling off. The pressure was then increased back to normal pressure and the temperature was reduced to 90.degree. Then 1.3 g of potassium hydroxide were added as a 20% solution of methanol (1000 ppm KOH), the pressure was slowly reduced again to 300 hPa and the temperature was increased to 130 ° C. for 8 h, cyclic siloxanes being obtained as distillate . The pressure was then increased again to normal pressure by means of nitrogen and 1.0 g of Hordaphos MDIT was added to neutralize the potassium hydroxide. The mixture was then heated to 150 ° C., with stirring and under reduced pressure of 2 hPa, and further siloxane compounds were distilled off. The product obtained was 1081.3 g of a clear, colorless polydimethylsiloxane functionalized with aminopropyl groups in the side chain and having an amine number of 25.5 mg KOH / g and 215.6 g of siloxane clene as secondary accumulations. 2) Production of a siloxane with pendant amino groups (A2)
192,4 g Aminopropyldiethoxysilan (191 g/mol) und 40,0 g Wasser wurden in einem 4 Liter 3-Hals-Kolben vorgelegt und unter Rüh- ren mittels eines KPG-Rührers bei Raumtemperatur vermischt.192.4 g of aminopropyldiethoxysilane (191 g / mol) and 40.0 g of water were placed in a 4 liter 3-neck flask and mixed with stirring using a KPG stirrer at room temperature.
Nach 1 h wurde 967,3 g Siloxan 1 und 201,5 g Siloxan 2 zugege- ben und langsam auf 130 °C erhitzt und nach Erreichen der 130 °C wurde der Druck für 1 h auf 300 hPa verringert, wobei langsam ein Wasser-Ethanol-Gemisch abdestillierte. Danach wurde der Druck wieder auf Normaldruck erhöht und die Temperatur wurde auf 90 °C verringert. Anschließend gab man 1,4 g Kalium- hydroxid als 20 % Lösung Methanol zugegeben (1000 ppm KOH), langsam der Druck wiederum auf 300 hPa verringert und die Tem- peratur für 8 h auf 130 °C erhöht, wobei cyclische Siloxane als Destillat anfielen. Danach wurde mittels Stickstoffs der Druck wiederum auf Normaldruck erhöht und es wurden 1,0 g Hordaphos MDIT zur Neutralisation des Kaliumhydroxides zugegeben. An- schließend wurde unter Rühren und unter reduziertem Druck von 2 hPa auf 150 °C erhitzt und weitere Siloxancyclen abdestilliert. Man erhielt als Produkt 1047,0 g eines in der Seitenkette mit Aminopropylgruppen funktionalisierten, klaren, farblosen Poly- dimethylsiloxans mit einer Aminzahl von 48,7 mg KOH/g und 253,6 g Siloxancyclen als Nebenanfall. After 1 h, 967.3 g of siloxane 1 and 201.5 g of siloxane 2 were added and slowly heated to 130 ° C. After reaching 130 ° C, the pressure was reduced to 300 hPa for 1 h, slowly adding a water pressure. Ethanol mixture distilled off. Thereafter, the pressure was increased back to normal pressure and the temperature was reduced to 90.degree. 1.4 g of potassium hydroxide were then added as a 20% solution of methanol (1000 ppm KOH), the pressure was slowly reduced again to 300 hPa and the temperature was increased to 130 ° C. for 8 h, cyclic siloxanes being obtained as distillate . The pressure was then increased again to normal pressure by means of nitrogen and 1.0 g of Hordaphos MDIT was added to neutralize the potassium hydroxide. The mixture was then heated to 150 ° C. with stirring and under reduced pressure of 2 hPa and further siloxane groups were distilled off. The product obtained was 1047.0 g of a clear, colorless polydimethylsiloxane functionalized with aminopropyl groups in the side chain and having an amine number of 48.7 mg KOH / g and 253.6 g of siloxane clene as a secondary product.
3) Herstellung eines Siloxans mit seitenständigen Aminogruppen (A3) 3) Production of a siloxane with pendant amino groups (A3)
104,6 g Aminopropyldiethoxysilan (191 g/mol), 1051,6 g Siloxan 1 und 219,1 g Siloxan 2 wurden in eine 4 Liter 3-Hals-Kolben vorgelegt und unter Rühren mittels eines KPG-Rührers bei Raum- temperatur vermischt. Nach 1 h wurde langsam auf 130 °C erhitzt und nach Erreichen der 130 °C wurde der Druck für 1 h auf 300 hPa verringert, wobei langsam ein Wasser-Ethanol-Gemisch ab- destillierte. Danach wurde der Druck wieder auf Normaldruck erhöht und die Temperatur wurde auf 90 °C verringert. Anschlie- ßend gab man 1,4 g Kaliumhydroxid als 20 % Lösung Methanol zu- gegeben (1000 ppm KOH), langsam der Druck wiederum auf 300 hPa verringert und die Temperatur für 8 h auf 130 °C erhöht, wobei cyclische Siloxane als Destillat anfielen. Danach wurde mittels Stickstoffs der Druck wiederum auf Normaldruck erhöht und es wurden 1,0 g Hordaphos MDIT zur Neutralisation des Kaliumhydro- xides zugegeben. Anschließend wurde unter Rühren und unter re- duziertem Druck von 2 hPa auf 150 °C erhitzt und weitere Silo- xancyclen abdestilliert. Man erhielt als Produkt 1063,2 g eines in der Seitenkette mit Aminopropylgruppen funktionalisierten, klaren, farblosen Polydimethylsiloxans mit einer Aminzahl von 25,5 mg KOH/g und 250,7 g Siloxancyclen als Nebenanfall. 104.6 g of aminopropyldiethoxysilane (191 g / mol), 1051.6 g of siloxane 1 and 219.1 g of siloxane 2 were placed in a 4 liter 3-neck flask and mixed with stirring using a KPG stirrer at room temperature. After 1 h, the mixture was slowly heated to 130 ° C. and after 130 ° C. had been reached, the pressure was reduced to 300 hPa for 1 h, a water-ethanol mixture slowly distilling off. Thereafter, the pressure returned to normal pressure increased and the temperature was decreased to 90 ° C. 1.4 g of potassium hydroxide were then added as a 20% solution of methanol (1000 ppm KOH), the pressure was slowly reduced again to 300 hPa and the temperature was increased to 130 ° C. for 8 h, cyclic siloxanes being obtained as distillate . The pressure was then increased again to normal pressure by means of nitrogen and 1.0 g of Hordaphos MDIT was added to neutralize the potassium hydroxide. The mixture was then heated to 150 ° C., with stirring and under reduced pressure of 2 hPa, and further siloxane compounds were distilled off. The product obtained was 1063.2 g of a clear, colorless polydimethylsiloxane functionalized with aminopropyl groups in the side chain and having an amine number of 25.5 mg KOH / g and 250.7 g of siloxane clene as secondary accruals.
4) Herstellung eines Siloxans mit aliphatischen Polyester-Sei- tenketten (A4) 4) Production of a siloxane with aliphatic polyester side chains (A4)
125 g des mit Aminopropyl-Gruppen in der Seitenkette funktiona- lisierten Polydimethylsiloxans (Al) wurden in einem 500 g 3- Hals-Kolben auf 80 °C unter Rühren mittels eines KPG-Rührers zusammen mit 0,25 g Zinn-II-ethylhexanoat und 125 epsilon-Ca- prolacton für etwas 1 h erhitzt. Anschließend wurde die Reakti- onsmischung unter Rühren auf 140 °C aufgeheizt und 3 h bei 140 °C gerührt. Zuletzt wurde bei 140 °C unter Rühren für 30 Minuten bei einem Druck von 5 hPa noch 2,2 g verbliebendes ep- silon-Caprolactons mittels einer Destillationsbrücke abdestil- liert und das Produkt in warmen Zustand als Schmelze ausgegos- sen und anschließend pastilliert. Es werden 246,3 g eines Poly- dimethylsiloxan-graft-poly-epsilon-caprolacton Copolymers er- halten mit einem Schmelzpunkt bei 53 °C und einem Siloxangehalt von 50 %. 5) Herstellung eines Siloxans mit aliphatischen Polyester-Sei- tenketten (A5) 125 g of the polydimethylsiloxane (Al) functionalized with aminopropyl groups in the side chain were placed in a 500 g 3-neck flask at 80 ° C. with stirring using a KPG stirrer together with 0.25 g of tin (II) ethylhexanoate and 125 epsilon-caprolactone heated for about 1 h. The reaction mixture was then heated to 140 ° C. with stirring and stirred at 140 ° C. for 3 h. Finally, 2.2 g of remaining epsilone-caprolactone were distilled off by means of a distillation bridge at 140 ° C. with stirring for 30 minutes at a pressure of 5 hPa and the product was poured out as a melt in a warm state and then pastilled. 246.3 g of a poly-dimethylsiloxane-graft-poly-epsilon-caprolactone copolymer are obtained with a melting point of 53 ° C. and a siloxane content of 50%. 5) Production of a siloxane with aliphatic polyester side chains (A5)
125g des mit Aminopropyl-Gruppen in der Seitenkette funktiona- lisierten Polydimethylsiloxans (A2) wurden in einem 500 g 3- Hals-Kolben auf 80 °C unter Rühren mittels eines KPG-Rührers zusammen mit 0,25 g Zinn-II-ethylhexanoat und 125 epsilon-Ca- prolacton für etwas 1 h erhitzt. Anschließend wurde die Reakti- onsmischung unter Rühren auf 140 °C aufgeheizt und 3 h bei 140 °C gerührt. Zuletzt wurde bei 140 °C unter Rühren für 30 Minuten bei einem Druck von 5 hPa 1,5 g noch verbliebendes ep- silon-Caprolactons mittels einer Destillationsbrücke abdestil- liert und das Produkt in warmen Zustand als Schmelze ausgegos- sen und anschließend pastilliert. Es werden 247,6 g eines Poly- dimethylsiloxan-graft-poly-epsilon-caprolacton Copolymers er- halten mit einem Schmelzpunkt bei 52 °C und einem Siloxangehalt von 50 %. 125 g of the polydimethylsiloxane (A2) functionalized with aminopropyl groups in the side chain were placed in a 500 g 3-neck flask at 80 ° C. with stirring using a KPG stirrer together with 0.25 g of tin (II) ethylhexanoate and 125 g epsilon-caprolactone heated for about 1 h. The reaction mixture was then heated to 140 ° C. with stirring and stirred at 140 ° C. for 3 h. Finally, 1.5 g of epsilone-caprolactone still remaining were distilled off by means of a distillation bridge at 140 ° C. with stirring for 30 minutes at a pressure of 5 hPa, and the product was poured out as a melt in a warm state and then pastilled. 247.6 g of a polydimethylsiloxane-graft-poly-epsilon-caprolactone copolymer are obtained with a melting point of 52 ° C. and a siloxane content of 50%.
6) Herstellung eines Siloxans mit aliphatischen Polyester-Sei- tenketten (A6) 6) Production of a siloxane with aliphatic polyester side chains (A6)
125g eines mit Aminopropyl-Gruppen in der Seitenkette funktio- nalisierten Polydimethylsiloxans (A3) wurden in einem 500 g 3- Hals-Kolben auf 80 °C unter Rühren mittels eines KPG-Rührers zusammen mit 0,25 g Zinn-II-ethylhexanoat und 125 epsilon-Ca- prolacton für etwas 1 h erhitzt. Anschließend wurde die Reakti- onsmischung unter Rühren auf 140 °C aufgeheizt und 3 h bei 140 °C gerührt. Zuletzt wurde bei 140 °C unter Rühren für 30 Minuten bei einem Druck von 5 hPa noch 3,1 g verbliebendes ep- silon-Caprolactons mittels einer Destillationsbrücke abdestil- liert und das Produkt in warmen Zustand als Schmelze ausgegos- sen und anschließend pastilliert. 125 g of a polydimethylsiloxane (A3) functionalized with aminopropyl groups in the side chain were placed in a 500 g 3-neck flask at 80 ° C. while stirring using a KPG stirrer together with 0.25 g of tin (II) ethylhexanoate and 125 g epsilon-caprolactone heated for about 1 h. The reaction mixture was then heated to 140 ° C. with stirring and stirred at 140 ° C. for 3 h. Finally, 3.1 g of remaining epsilone-caprolactone were distilled off by means of a distillation bridge at 140 ° C. with stirring for 30 minutes at a pressure of 5 hPa and the product was poured out as a melt in a warm state and then pastilled.
Es werden 245,8 g eines Polydimethylsiloxan-graft-poly-epsilon- caprolacton Copolymers erhalten mit einem Schmelzpunkt bei 53 °C und einem Siloxangehalt von 50 %. 7) Herstellung eines Siloxans mit aliphatischen Polyester-End- gruppen (A7) 245.8 g of a polydimethylsiloxane-graft-poly-epsilon-caprolactone copolymer are obtained with a melting point of 53 ° C. and a siloxane content of 50%. 7) Production of a siloxane with aliphatic polyester end groups (A7)
125 g eines mit je einer Aminopropyl-Gruppe am Kettenende funk- tionalisierten Polydimethylsiloxans mit einem Molekulargewicht von 3230 g/mol wurden in einem 500 g 3-Hals-Kolben auf 80 °C unter Rühren mittels eines KPG-Rührers zusammen mit 0,25 g Zinn-II-ethylhexanoat und 125 epsilon-Caprolacton für etwas 1 h erhitzt. Anschließend wurde die Reaktionsmischung unter Rühren auf 140 °C aufgeheizt und 3 h bei 140 °C gerührt. Zuletzt wurde bei 140 °C unter Rühren für 30 Minuten bei einem Druck von 5 hPa noch 1.5 g verbliebendes epsilon-Caprolactons mittels einer Destillationsbrücke abdestilliert und das Produkt in warmem Zu- stand als Schmelze ausgegossen und anschließend pastilliert. Es werden 246,9 g eines Polydimethylsiloxan-block-poly-epsilon-ca- prolacton Copolymers mit einem Schmelzpunkt von 51 °C und einem Siloxangehalt von 50 % erhalten. 125 g of a polydimethylsiloxane functionalized with an aminopropyl group at the chain end and having a molecular weight of 3230 g / mol were added to a 500 g 3-neck flask at 80 ° C. with stirring using a KPG stirrer together with 0.25 g Tin-II-ethylhexanoate and 125 epsilon-caprolactone heated for about 1 h. The reaction mixture was then heated to 140 ° C. with stirring and stirred at 140 ° C. for 3 h. Finally, 1.5 g of remaining epsilon-caprolactone were distilled off by means of a distillation bridge at 140 ° C. with stirring for 30 minutes at a pressure of 5 hPa and the product was poured out as a melt in a warm state and then pastilled. 246.9 g of a polydimethylsiloxane-block-poly-epsilon-caprolactone copolymer with a melting point of 51 ° C. and a siloxane content of 50% are obtained.
Beispiele 1-4 Examples 1-4
Die oben hergestellten Polyester-Polysiloxan-Copolymere (A4) bis (A6) wurden jeweils mit einem Polyethylen (PE 1) hoher Dichte (käuflich erhältlich unter der Bezeichnung „HDPE, Purell GA 7760" bei der Fa. LyondellBasell, D-Frankfurt) in den in Ta- belle 1 angegebenen Mengen bei Raumtemperatur homogen ver- mischt, wobei die Gesamtmenge der jeweiligen Mischung 1000 g betrug. The polyester-polysiloxane copolymers (A4) to (A6) prepared above were each coated with a high-density polyethylene (PE 1) (commercially available under the name "HDPE, Purell GA 7760" from LyondellBasell, D-Frankfurt) in the amounts given in Table 1 were mixed homogeneously at room temperature, the total amount of the respective mixture being 1000 g.
Anschließend wurde diese Mischung jeweils in einem gegenläufi- gen Zwei-Wellen Extruder der Fa. Collin bei einer Temperatur von 195°C compoundiert. Dabei betrug die Temperatur im Einzugs- bereich (Zone 1) 95°C, wurde in Zone 2 und Zone 3 auf 190°C ge- steigert und in Zone 4 und Zone 5 auf 195°C weiter gesteigert. Zone 6 (Düse) wurde auf 190°C temperiert. Die Mischung wurde als Strang extrudiert, der anschließend granuliert wurde. Die Umdrehungszahl der Schnecken betrug 50 U/min. Die Austragsge- schwindigkeit betrug etwa 1,5 kg/h. This mixture was then compounded in a counter-rotating twin-screw extruder from Collin at a temperature of 195.degree. The temperature in the catchment area (Zone 1) was 95 ° C, was increased to 190 ° C in Zone 2 and Zone 3 and increased further to 195 ° C in Zone 4 and Zone 5. Zone 6 (nozzle) was heated to 190 ° C. The mix was extruded as a strand, which was then granulated. The number of revolutions of the screws was 50 rpm. The discharge rate was about 1.5 kg / h.
An den so erhaltenen Polymermischungen wurden im Anschluss mit- tels eines MFI-Gerätes der Fa. Göttfert (MI II) die Schmelz-Vo- lumen-Rate (MVR) bei einer Temperatur von 175 °C und einem Be- lastungsgewicht von 2,16 kg und einer Temperierungszeit von 5 Minuten bei einem Düsendurchmesser von 2 mm nach DIN ISO 1133 bestimmt. Dabei wurden jeweils 3 Messwerte bestimmt und diese dann gemittelt. The polymer mixtures obtained in this way were then measured using an MFI device from Göttfert (MI II) to measure the melt volume rate (MVR) at a temperature of 175 ° C. and a loading weight of 2.16 kg and a temperature control time of 5 minutes with a nozzle diameter of 2 mm according to DIN ISO 1133. In each case, 3 measured values were determined and these were then averaged.
Die Ergebnisse finden sich in Tabelle 1. The results can be found in Table 1.
Vergleichsbeispiel VI Comparative Example VI
Die in Beispielen 1-4 beschriebene Arbeitsweise wird wiederholt mit der Abänderung, dass keines der Copolymere (A4) bis (A6) eingesetzt wurde. Die Ergebnisse finden sich in Tabelle 1. The procedure described in Examples 1-4 is repeated with the modification that none of the copolymers (A4) to (A6) were used. The results can be found in Table 1.
Vergleichsbeispiel V2 Comparative example V2
Die in Beispielen 1-4 beschriebene Arbeitsweise wird wiederholt mit der Abänderung, dass anstelle von Copolymer (A4) bis (A6) Prozesshilfsmittel (PI) in den in Tabelle 1 angegebenen Mengen eingesetzt wurde. Die Ergebnisse finden sich in Tabelle 1. The procedure described in Examples 1-4 is repeated with the modification that, instead of copolymers (A4) to (A6), processing auxiliaries (PI) were used in the amounts indicated in Table 1. The results can be found in Table 1.
Vergleichsbeispiel V3 Comparative example C3
Die in Beispielen 1-4 beschriebene Arbeitsweise wird wiederholt mit der Abänderung, dass anstelle von Copolymer (A4) bis (A6) Prozesshilfsmittel (P2) eingesetzt wurde. Die Ergebnisse finden sich in Tabelle 1. The procedure described in Examples 1-4 is repeated with the modification that instead of copolymers (A4) to (A6) processing aids (P2) were used. The results can be found in Table 1.
Vergleichsbeispiel V4 Comparative example V4
Die in Beispielen 1-4 beschriebene Arbeitsweise wird wiederholt mit der Abänderung, dass anstelle von Copolymer (A4) bis (A6) das Copolymer (A7) eingesetzt wurde. Die Ergebnisse finden sich in Tabelle 1. The procedure described in Examples 1-4 is repeated with the modification that instead of copolymers (A4) to (A6) the copolymer (A7) was used. The results can be found in Table 1.
Vergleichsbeispiel V5 Comparative example V5
Die in Beispielen 1-4 beschriebene Arbeitsweise wird wiederholt mit der Abänderung, dass anstelle von Copolymer (A4) bis (A6) Prozesshilfsmittel (PI) in den in Tabelle 1 angegebenen Mengen eingesetzt wurde. Die Ergebnisse finden sich in Tabelle 1. The procedure described in Examples 1-4 is repeated with the modification that, instead of copolymers (A4) to (A6), processing auxiliaries (PI) were used in the amounts indicated in Table 1. The results can be found in Table 1.
Tabelle 1 : Table 1 :
Man erkennt, dass die seitenständig funktionalisierten Polyes- ter-Polysiloxan-Copolymere (A4), (A5) und (A6) in den Mischun- gen der Ausführungsbeispiele 1-4 zu deutlich höheren Fließfä- higkeiten führen wie z.B. ein lineares Polyester-Polysiloxan- Copolymer des Vergleichsbeispiels V4 bzw. kommerzieller, orga- nischer HDPE-Additive in den Vergleichsbeispielen V2, V3 und V5. Dabei ist das Copolymer aus Beispiel 1 in etwa doppelt so wirksam wie das kommerzielle Vergleichsprodukt (PI) oder aber das lineare Copolymere aus Vergleichsbeispiel V4, da man hier den gleichen Effekt bei nur halber Zugabemenge findet. Beispiele 5-7 It can be seen that the laterally functionalized polyester-polysiloxane copolymers (A4), (A5) and (A6) in the mixtures of Examples 1-4 lead to significantly higher flow properties, such as, for example, a linear polyester-polysiloxane Copolymer of Comparative Example C4 or commercial, organic HDPE additives in Comparative Examples V2, C3 and C5. The copolymer from Example 1 is about twice as effective as the commercial comparative product (PI) or the linear copolymer from Comparative Example C4, since the same effect is found here with only half the added amount. Examples 5-7
Die oben hergestellten Polyester-Polysiloxan-Copolymere (A4) bis (A6) wurden jeweils mit einem Polyethylen (PE 2) hoher Dichte (käuflich erhältlich unter der Bezeichnung „HDPE,The polyester-polysiloxane copolymers (A4) to (A6) produced above were each coated with a high-density polyethylene (PE 2) (commercially available under the name "HDPE,
BB2581" bei der Fa. Borealis Polyolefine, Linz) in den in Ta- belle 1 angegebenen Mengen bei Raumtemperatur homogen ver- mischt, wobei die Gesamtmenge der jeweiligen Mischung 1000 g betrug. BB2581 "from Borealis Polyolefine, Linz) mixed homogeneously in the amounts given in Table 1 at room temperature, the total amount of the respective mixture being 1000 g.
Anschließend wurde diese Mischung in einem gegenläufigen Zwei- Wellen Extruder der Fa. Collin bei einer Temperatur von 195°C compoundiert. Dabei betrug die Temperatur im Einzugsbereich (Zone 1) 95°C, wurde in Zone 2 und Zone 3 auf 190°C gesteigert und in Zone 4 und Zone 5 auf 195°C weiter gesteigert. Zone 6 (Düse) wurde auf 195°C temperiert. Die Mischung wurde als Strang extrudiert, der anschließend granuliert wurde. Die Um- drehungszahl der Schnecken betrug 50 U/min. Die Austragsge- schwindigkeit betrug etwa 1,5 kg/h. This mixture was then compounded in a counter-rotating twin-screw extruder from Collin at a temperature of 195.degree. The temperature in the catchment area (zone 1) was 95 ° C, was increased to 190 ° C in zone 2 and zone 3 and further increased to 195 ° C in zone 4 and zone 5. Zone 6 (nozzle) was heated to 195 ° C. The mixture was extruded as a strand, which was then granulated. The speed of rotation of the screws was 50 rpm. The discharge rate was about 1.5 kg / h.
An den so erhaltenen Polymermischungen wurden im Anschluss mit- tels eines MFI-Gerätes der Fa. Göttfert (MI II) die Schmelz-Vo- lumen-Rate (MVR) bei einer Temperatur von 190 °C und einem Be- lastungsgewicht von 10 kg und einer Temperierungszeit von 5 Mi- nuten bei einem Düsendurchmesser von 2 mm nach DIN ISO 1133 be- stimmt. Dabei wurden jeweils 3 Messwerte bestimmt und diese dann gemittelt. The polymer mixtures obtained in this way were then measured using an MFI device from Göttfert (MI II) to measure the melt volume rate (MVR) at a temperature of 190.degree. C. and a loading weight of 10 kg and a tempering time of 5 minutes with a nozzle diameter of 2 mm according to DIN ISO 1133. In each case, 3 measured values were determined and these were then averaged.
Die Ergebnisse finden sich in Tabelle 2. The results can be found in Table 2.
Vergleichsbeispiel V6 Comparative example C6
Die in Beispielen 5-7 beschriebene Arbeitsweise wird wiederholt mit der Abänderung, dass keines der Copolymere (A4) bis (A6) eingesetzt wurde. Die Ergebnisse finden sich in Tabelle 2 The procedure described in Examples 5-7 is repeated with the modification that none of the copolymers (A4) to (A6) were used. The results can be found in Table 2
Vergleichsbeispiel V7 Die in Beispielen 5-7 beschriebene Arbeitsweise wird wiederholt mit der Abänderung, dass anstelle von Copolymer (A4) bis (A6) Prozesshilfsmittel (PI) in den in Tabelle 2 angegebenen Mengen eingesetzt wurde. Die Ergebnisse finden sich in Tabelle 2 Comparative example C7 The procedure described in Examples 5-7 is repeated with the modification that, instead of copolymers (A4) to (A6), processing auxiliaries (PI) were used in the amounts indicated in Table 2. The results can be found in Table 2
Tabelle 2: Table 2:
Beispiele 8-10 Examples 8-10
Die oben hergestellten Polyester-Polysiloxan-Copolymere (A4) bis (A6) wurden jeweils mit einem Polypropylen Hompolymer(PP 1) (käuflich erhältlich unter der Bezeichnung „HC205 TF" bei der Fa. Borealis, Polyolefine Linz) in den in Tabelle 3 angegebenen Mengen bei Raumtemperatur homogen vermischt, wobei die Gesamt- menge der jeweiligen Mischung 1000 g betrug. The polyester-polysiloxane copolymers (A4) to (A6) prepared above were each mixed with a polypropylene homopolymer (PP 1) (commercially available under the name “HC205 TF” from Borealis, Polyolefine Linz) in the table 3 Quantities mixed homogeneously at room temperature, the total quantity of the respective mixture being 1000 g.
Anschließend wurde diese Mischung in einem gegenläufigen Zwei- Wellen Extruder der Fa. Collin bei einer Temperatur von 210°C compoundiert. Dabei betrug die Temperatur im Einzugsbereich (Zone 1) 95°C, wurde in Zone 2 und Zone 3 auf 190°C gesteigert und in Zone 4 und Zone 5 auf 205°C weiter gesteigert. Zone 6 (Düse) wurde auf 200°C temperiert. Die Mischung wurde als Strang extrudiert, der anschließend granuliert wurde. Die Um- drehungszahl der Schnecken betrug 50 U/min. Die Austragsge- schwindigkeit betrug etwa 1,5 kg/h. This mixture was then compounded in a counter-rotating twin-screw extruder from Collin at a temperature of 210.degree. The temperature in the catchment area (zone 1) was 95 ° C, was increased to 190 ° C in zone 2 and zone 3 and further increased to 205 ° C in zone 4 and zone 5. Zone 6 (nozzle) was heated to 200 ° C. The mixture was extruded as a strand, which was then granulated. The speed of rotation of the screws was 50 rpm. The discharge rate was about 1.5 kg / h.
An den so erhaltenen Polymermischungen wurden im Anschluss mit- tels eines MFI-Gerätes der Fa. Göttfert (MI II) die Schmelz- Volumen-Rate (MVR) bei einer Temperatur von 230 °C und einem Belastungsgewicht von 2,16 kg und einer Temperierungszeit von 5 Minuten bei einem Düsendurchmesser von 2 mm nach DIN ISO 1133 bestimmt. Dabei wurden jeweils 3 Messwerte bestimmt und diese dann gemittelt. The polymer mixtures obtained in this way were then melted using an MFI device from Göttfert (MI II). Volume rate (MVR) at a temperature of 230 ° C. and a loading weight of 2.16 kg and a tempering time of 5 minutes with a nozzle diameter of 2 mm according to DIN ISO 1133. In each case, 3 measured values were determined and these were then averaged.
Die Ergebnisse finden sich in Tabelle 3. The results can be found in Table 3.
Vergleichsbeispiel V8 Comparative example C8
Die in Beispielen 8-10 beschriebene Arbeitsweise wird wieder- holt mit der Abänderung, dass keines der Copolymere (A4) bis (A6) eingesetzt wurde. Die Ergebnisse finden sich in Tabelle 3 The procedure described in Examples 8-10 is repeated with the modification that none of the copolymers (A4) to (A6) were used. The results can be found in Table 3
Vergleichsbeispiel V9 Comparative example C9
Die in Beispielen 8-10 beschriebene Arbeitsweise wird wieder- holt mit der Abänderung, dass anstelle von Copolymer (A4) bis (A6) Prozesshilfsmittel (PI) in den in Tabelle 3 angegebenen Mengen eingesetzt wurde. Die Ergebnisse finden sich in TabelleThe procedure described in Examples 8-10 is repeated with the modification that, instead of copolymers (A4) to (A6), processing aids (PI) were used in the amounts indicated in Table 3. The results can be found in the table
3 . 3.
Tabelle 3: Table 3:

Claims

Patentansprüche Claims
1. Zusammensetzungen enthaltend 1. Containing compositions
(A) Polyolefine, die gegebenenfalls substituiert sein können sowie (A) Polyolefins, which can optionally be substituted as well
(B) mindestens eine Organosiliciumverbindung der allgemeinen Formel (B) at least one organosilicon compound of the general formula
R3-a-b (OR1)aR2 bSi[OSiR2]p [OSiRR2]q [OSiR2 2]rOSiR3-a-b (OR1)aR2b (I), wobei R 3-ab (OR 1 ) a R 2 b Si [OSiR 2 ] p [OSiRR 2 ] q [OSiR 2 2 ] r OSiR 3-ab (OR 1 ) a R 2 b (I), where
R gleich oder verschieden sein kann und einen einwertigen, ge- gebenenfalls substituierten, Sic-gebundenen Kohlenwasserstoff- rest bedeutet, R can be the same or different and denotes a monovalent, optionally substituted, Sic-bonded hydrocarbon radical,
R1 gleich oder unterschiedlich sein kann und Wasserstoffatom o- der einen einwertigen, gegebenenfalls substituierten Kohlenwas- serstoffrest bedeutet, R 1 can be the same or different and denotes a hydrogen atom or a monovalent, optionally substituted hydrocarbon radical,
R2 eine SiC-gebundene Polyestereinheit der allgemeinen Formel R5-[O- (CR3 2)n-CO-]m-X-R4- (II) bedeutet, worin X -O- oder -NRx- ist, R 2 is an SiC-bonded polyester unit of the general formula R 5 - [O- (CR 3 2 ) n -CO-] m -XR 4 - (II), in which X is -O- or -NR x -,
R3 gleich oder verschieden sein kann und Wasserstoffatom oder monovalente, gegebenenfalls substituierte Kohlenwasserstoff- reste bedeutet, R 3 can be the same or different and denotes a hydrogen atom or monovalent, optionally substituted hydrocarbon radicals,
R4 bivalente, gegebenenfalls substituierte Kohlenwasserstoff- reste mit 1 bis 40 Kohlenstoffatomen bedeutet, wobei einzelne Kohlenstoffatome durch Sauerstoffatome oder -NRz- ersetzt sein können, R 4 denotes divalent, optionally substituted hydrocarbon radicals with 1 to 40 carbon atoms, it being possible for individual carbon atoms to be replaced by oxygen atoms or -NR z -,
R5 Wasserstoffatom oder monovalente, gegebenenfalls substitu- ierte Kohlenwasserstoffreste mit 1 bis 40 Kohlenstoffatomen be- deutet, wobei einzelne Kohlenstoffatome durch Sauerstoffatome oder Carbonylgruppen -CO- ersetzt sein können, oder Organo- silylreste bedeutet, R 5 denotes a hydrogen atom or monovalent, optionally substituted hydrocarbon radicals with 1 to 40 carbon atoms, individual carbon atoms being replaced by oxygen atoms or carbonyl groups -CO- can be replaced, or organosilyl radicals,
Rx Wasserstoffatom, monovalente, gegebenenfalls substituierteR x hydrogen atom, monovalent, optionally substituted
Kohlenwasserstoffreste mit 1 bis 20 Kohlenstoffatomen, wobei einzelne Kohlenstoffatome durch Sauerstoffatome ersetzt sein können, oder Organosilylreste -SiR'3 bedeutet, worin R' gleiche oder verschiedene,monovalente, gegebenenfalls substituierte Kohlenwasserstoffreste darstellen, Hydrocarbon radicals with 1 to 20 carbon atoms, where individual carbon atoms can be replaced by oxygen atoms, or organosilyl radicals -SiR ' 3 , in which R' represent identical or different, monovalent, optionally substituted hydrocarbon radicals,
Rz monovalente, gegebenenfalls substituierte Kohlenwasserstoff- reste mit 1 bis 20 Kohlenstoffatomen, wobei einzelne Kohlen- stoffatome durch Sauerstoffatome ersetzt sein können, Polyes- ter-Reste R5-[O- (CR3 2)n-CO-]m- oder Organosilylreste -SiR'3 be- deutet, worin R ' gleiche oder verschiedene,monovalente, gege- benenfalls substituierte Kohlenwasserstoffreste darstellen, n eine ganze Zahl von 3 bis 6 ist, m eine ganze Zahl von 1 bis 100 ist, a eine ganze Zahl von 0 bis 3 ist, b eine ganze Zahl von 0 bis 1 ist, p 0 oder eine ganze Zahl von 1 bis 1000, q 0 oder eine ganze Zahl von 1 bis 100 und r 0 oder eine ganze Zahl von 1 bis 100, mit der Maßgabe, dass a + b ≤ 3 ist und q + r eine ganze Zahl größer als 0 ist. R z monovalent, optionally substituted hydrocarbon radicals with 1 to 20 carbon atoms, it being possible for individual carbon atoms to be replaced by oxygen atoms, polyester radicals R 5 - [O- (CR 3 2 ) n -CO-] m - or Organosilyl radicals -SiR ' 3 means in which R' represent identical or different, monovalent, optionally substituted hydrocarbon radicals, n is an integer from 3 to 6, m is an integer from 1 to 100, a is an integer from 0 to 3, b is an integer from 0 to 1, p is 0 or an integer from 1 to 1000, q is 0 or an integer from 1 to 100 and r is 0 or an integer from 1 to 100, with the Provided that a + b 3 and q + r is an integer greater than 0.
2. Zusammensetzungen gemäß Anspruch 1, dadurch gekennzeichnet, dass die eingesetzten Polyolefine (A) Einheiten der allgemeinen Formel 2. Compositions according to claim 1, characterized in that the polyolefins (A) used are units of the general formula
[-CR6R7-CR8R9-]x (III) enthalten, wobei R6, R7, R8 und R9 jeweils unabhängig voneinander Wasserstoffatom, gesättigte, gegebenenfalls substituierte Koh- lenwasserstoffreste, ungesättigte Kohlenwasserstoffreste, aromatische Kohlenwasserstoffreste, Vinylesterreste oder Halogenatom bedeuten und x eine Zahl zwischen 100 und 100000 ist. [-CR 6 R 7 -CR 8 R 9 -] x (III), where R 6 , R 7 , R 8 and R 9 each independently of one another hydrogen atom, saturated, optionally substituted hydrocarbon radicals, unsaturated hydrocarbon radicals, Aromatic hydrocarbon radicals, vinyl ester radicals or halogen atom and x is a number between 100 and 100,000.
3. Zusammensetzungen gemäß Anspruch 1 oder 2, dadurch gekennzeichnet, dass es sich bei den Polyolefinen (A) um Polymere ausgewählt aus der Gruppe der Polypropylene (PP), Polyethylene höherer Dichte (HDPE), Polyethylene niedriger Dichte (LDPE), linearen Polyethylene niedriger Dichte (LLDPE), Polyvinylchloride (PVC), Polystyrole (PS) und Polyvinylidenfluoride (PVDF). 3. Compositions according to claim 1 or 2, characterized in that the polyolefins (A) are polymers selected from the group of polypropylenes (PP), polyethylenes of higher density (HDPE), polyethylenes of low density (LDPE), linear polyethylenes of lower Density (LLDPE), polyvinylchloride (PVC), polystyrenes (PS) and polyvinylidene fluoride (PVDF).
4. Zusammensetzungen gemäß einem oder mehreren der Ansprüche 1 bis 3, dadurch gekennzeichnet, dass der Anteil der Polyolefine (A) 60 Gew.-% bis 99,99 Gew.-% beträgt. 4. Compositions according to one or more of claims 1 to 3, characterized in that the proportion of polyolefins (A) is 60% by weight to 99.99% by weight.
5. Zusammensetzungen gemäß einem oder mehreren der Ansprüche 1 bis 4, dadurch gekennzeichnet, dass a=b=0 ist. 5. Compositions according to one or more of claims 1 to 4, characterized in that a = b = 0.
6. Zusammensetzungen gemäß einem oder mehreren der Ansprüche 1 bis 5, dadurch gekennzeichnet, dass Komponente (B) in Mengen von 0,05 Gew.-% bis 40 Gew.-%, bezogen auf die Menge an Kompo- nente (A), eingesetzt wird. 6. Compositions according to one or more of claims 1 to 5, characterized in that component (B) in amounts of 0.05% by weight to 40% by weight, based on the amount of component (A), is used.
7. Zusammensetzungen gemäß einem oder mehreren der Ansprüche 1 bis 6, dadurch gekennzeichnet, dass es sich um solche handelt enthaltend 7. Compositions according to one or more of claims 1 to 6, characterized in that they are containing
(A) HDPE, (A) HDPE,
(B) R3Si[OSiR2]p[OSiRR2]qOSiR3 mit R = Methyl, R2 = H-[O-(CH2)5- CO-]15-NH-(CH2)3-, p = 23, q = 1, gegebenenfalls (C) anorganische Füllstoffe, gegebenenfalls (D) organische oder anorganische Fasern, gegebenenfalls (E) Flammschutzmittel, gegebenenfalls (F) Biozide, gegebenenfalls (G) Pigmente, gegebenenfalls (H) UV-Absorber und gegebenenfalls (I) HALS-Stabilisatoren. (B) R 3 Si [OSiR 2 ] p [OSiRR 2 ] q OSiR 3 with R = methyl, R 2 = H- [O- (CH 2 ) 5 - CO-] 15 -NH- (CH 2 ) 3 - , p = 23, q = 1, optionally (C) inorganic fillers, optionally (D) organic or inorganic fibers, optionally (E) flame retardants, optionally (F) biocides, optionally (G) pigments, optionally (H) UV absorbers and optionally (I) HALS stabilizers.
8. Verfahren zur Herstellung der Zusammensetzungen gemäß einem oder mehreren der Ansprüche 1 bis 7 durch Vermischen der Kompo- nenten (A) und (B) sowie gegebenenfalls weiterer Komponenten in beliebiger Reihenfolge. 8. Process for the preparation of the compositions according to one or more of claims 1 to 7 by mixing components (A) and (B) and, if appropriate, further components in any order.
9. Verfahren nach Anspruch 8, dadurch gekennzeichnet, dass es kontinuierlich durchgeführt wird. 9. The method according to claim 8, characterized in that it is carried out continuously.
10. Formkörper hergestellt durch Extrusion der Zusammensetzun- gen gemäß einem oder mehreren der Ansprüche 1 bis 7 durch die Verarbeitung mittels Spritzgussprozess. 10. Moldings produced by extrusion of the compositions according to one or more of claims 1 to 7 by processing by means of an injection molding process.
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Family Cites Families (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3778458A (en) 1971-03-22 1973-12-11 Union Carbide Corp Lactone-silicone compositions
DE2947964A1 (en) 1979-11-28 1981-06-19 Bayer Ag, 5090 Leverkusen GRAFT POLYMER DISPERSIONS
DE3427208C2 (en) 1984-07-24 1986-06-05 BYK-Chemie GmbH, 4230 Wesel Lacquers and molding compounds with a content of siloxanes which promotes flow and increases lubricity, and the use of such siloxanes as additives for paints and molding compounds
US5235003A (en) 1985-01-04 1993-08-10 Thoratec Laboratories Corporation Polysiloxane-polylactone block copolymers
DE3535283A1 (en) * 1985-10-03 1987-04-09 Byk Chemie Gmbh POLYSILOXANES CONTAINING POLYESTER GROUPS FOR VARNISHES AND MOLDS AND THE USE THEREOF
JP2687319B2 (en) 1988-10-06 1997-12-08 竹本油脂株式会社 Impact resistance improving agent for polyester resin and polyester resin composition containing the improving agent
JPH02228323A (en) 1989-03-02 1990-09-11 Dainichiseika Color & Chem Mfg Co Ltd Siloxane-modified polyester resin and preparation thereof
JPH0892528A (en) * 1994-09-19 1996-04-09 Toyobo Co Ltd Heat-resistant coating composition
DE10059454A1 (en) 2000-11-30 2002-06-20 Goldschmidt Ag Th Siloxane-modified polyolefins and their use as additives for polymer formulations
CN1711598A (en) * 2002-11-18 2005-12-21 旭硝子株式会社 Optical disk having a hard coat layer to which sebum stain proofness is imparted
JP2005255946A (en) * 2004-03-15 2005-09-22 Jsr Corp Liquid curable resin composition
DE102004035835A1 (en) 2004-07-23 2006-03-16 Degussa Ag Direct metallizable polyester molding compound
CA2811532C (en) 2010-09-17 2019-09-10 Evonik Rohm Gmbh Weather-resistant, dyed molded part having improved shine and wipe resistance
CN107286469B (en) * 2017-07-20 2020-04-07 上海日之升科技有限公司 Spraying-free scratch-resistant PP alloy material and preparation method thereof
ES2931503T3 (en) * 2017-07-26 2022-12-30 Ineos Styrolution Group Gmbh Scratch resistant styrene copolymer composition containing nanoparticles of inorganic metal compounds
JP6969501B2 (en) 2018-05-28 2021-11-24 株式会社デンソー Semiconductor device

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