ORGANIC COLORANTS AND COLORED POLYMER COMPOSITIONS WITH GOOD PROCESSING PROPERTIES

DE502013016595D1Active Publication Date: 2025-07-17COVESTRO DEUTSCHLAND AG
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Patent Information

Application Number
DE502013016595
Authority / Receiving Office
DE · DE
Patent Type
Patents
Current Assignee / Owner
Priority Date
2012-12-20
Filing Date
2013-12-18
Publication Date
2025-07-17
Estimated Expiration
2033-12-18

AI Technical Summary

Technical Problem

Existing polycarbonate compositions lack colorants that provide high weathering stability and color stability at high processing temperatures, leading to undesirable color shifts during processing and degradation over time.

Method used

Incorporation of specific anthraquinone-based colorants with OH functionality and phosphate-based stabilizers into polycarbonate compositions, which are processed at high temperatures without significant color or property changes.

Benefits of technology

The compositions maintain high color stability and weathering resistance, ensuring consistent optical properties even under high processing temperatures and extended service life.

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Description

[0001] The present invention relates to colored molding compounds based on polycarbonate. In particular, the present invention relates to polycarbonate compositions containing special organic colorants with high color stability against weathering using special phosphate-based stabilizers.

[0002] The invention further relates to a polymer composition comprising at least one thermoplastic, at least one organic colorant, preferably a combination of at least two organic colorants of specific structure, and at least one phosphate-based stabilizer.

[0003] The invention further relates to the use of the colorant / stabilizer combination according to the invention for coloring polymer compositions, in particular for transparent settings, as required for the production of panes for use in buildings, motor vehicles and rail or aircraft vehicles.

[0004] In an alternative embodiment, the invention relates to opaquely colored molded bodies.

[0005] For the purposes of the present invention, transparency means that the background can be clearly seen when looking through the transparent material, e.g. in the form of a corresponding molded body. Mere light transmittance, such as in the case of frosted glass, through which the background only appears blurred, is not sufficient to describe the corresponding material as transparent. Transparent thermoplastic polymers or the thermoplastic polymer compositions within the meaning of the present invention furthermore have an initial haze of less than 5.0%, preferably 4.0%, more preferably less than 3.0%, particularly preferably less than 2.0%. For the purposes of the present invention, haze is determined according to ASTM D 1003 using a BYK Gardner Haze Gard, unless stated otherwise.

[0006] For the purposes of the present invention, opaquely colored materials are understood to mean materials that do not meet the above-described transparency requirements. In particular, this refers to molding compounds that have a light transmission of less than 1% or an L* of greater than 15.

[0007] Furthermore, the present invention relates to a process for the preparation of thermoplastic polymer compositions containing the colorant-stabilizer combination according to the invention.

[0008] The present invention also relates to the products, molded bodies or shaped articles, produced from the thermoplastic polymer compositions colored according to the invention.

[0009] The coloring of plastics is well known. However, there has been a lack of colorant combinations, particularly for transparent versions, that offer excellent weathering stability for applications with high optical requirements while simultaneously offering good processing stability. Applications with correspondingly high demands on the colorant combinations used include transparent finished parts for automotive glazing, which can be colored to varying degrees depending on the application. Due to the long service life of motor vehicles, it is important, especially in the case of high-priced cars, that the desired high-quality color impression of the material is maintained over its service life without any significant deterioration.

[0010] Due to the above requirements, the number of suitable weather-resistant colorants is limited.

[0011] Due to the required long service life, glass is often used as a glazing material. Glass is resistant to UV radiation, has low scratch sensitivity, and its mechanical properties remain unchanged over long periods. Since inorganic oxides, such as iron oxide, are used as pigments, the color properties remain virtually unchanged. However, the use of these pigments in thermoplastic materials is not possible, as they would lead to clouding and / or degradation of the corresponding matrix.

[0012] However, glazing made from compositions containing transparent thermoplastic polymers, such as polycarbonate, offers many advantages over conventional glass glazing for use in vehicles and buildings. These include, for example, increased shatter resistance and / or weight savings, which in the case of automotive glazing enable greater occupant safety in traffic accidents and lower fuel consumption. Finally, transparent materials containing transparent thermoplastic polymers allow for significantly greater design freedom due to their easier formability.

[0013] Due to the advantages of plastics described above, there is a need for materials that have both the good physical properties of thermoplastics and the high color stability of correspondingly colored glasses.

[0014] Among transparent thermoplastics, polymers based on polycarbonate and polymethyl methacrylate (PMMA), for example, are particularly well-suited for use as glazing materials. Due to its high toughness, polycarbonate in particular has a very good property profile for such applications and is preferred within the scope of the present invention.

[0015] In order to improve the longevity of thermoplastic materials, it is known to provide them with UV protection and / or scratch-resistant coatings.

[0016] As described above, the number of dyes that exhibit extremely high weathering stability is limited. Surprisingly, it was found that certain dyes, while extremely stable against weathering, exhibit a color shift during processing, i.e., in compounding, extrusion, or injection molding processes. This color shift is undesirable and significantly impairs the optical properties of the respective molded article. Surprisingly, the discoloration is particularly noticeable when processing polycarbonate with high molecular weights or high viscosities, sometimes in combination with high processing temperatures. At low viscosities or low temperatures, this effect is less pronounced or even unnoticeable.However, since the thermoplastic composition is often exposed to high temperatures during processing in extruders or injection molding machines – especially in hot runners – a temperature-stable composition is not only advantageous but essential. Higher-viscosity materials and materials with higher heat distortion temperature or higher glass transition temperatures require higher processing temperatures, at which the risk of color shift exists or increases, as described above.

[0017] It is therefore desirable that the polycarbonate composition can be processed at temperatures typical for thermoplastics without the color or other properties, such as mechanical properties, changing significantly during processing.

[0018] The objective was therefore to provide polycarbonate compositions containing colorants, or colorant combinations in combination with suitable stabilizers, that exhibit high weathering stability and high color stability at high processing temperatures, such as those found in polymers with high molecular weights and high viscosities or with high glass transition temperatures. Furthermore, the composition should be characterized by excellent melt stability.

[0019] A further object of the present invention was to provide a process for the preparation of thermoplastic polymer compositions containing the organic colorant / stabilizer combination according to the invention.

[0020] Furthermore, it was the object of the present invention to provide colored thermoplastic polymer compositions containing at least one organic colorant and at least one stabilizer for the production of multilayer articles, molded parts and finished parts.

[0021] Surprisingly, the object could be achieved by the organic colorant combinations according to the invention containing specific stabilizers and the thermoplastic polymer compositions according to the invention, produced using the organic colorant / stabilizer combination according to the invention.

[0022] It was found that the phosphorus-based additives commonly used to stabilize polycarbonate, such as phosphites or phenolic antioxidants, proved to be little or ineffective with regard to processing stabilization and long-term stabilization of the dyes.

[0023] The known state of the art does not provide any information on how dyes can be stabilized in a polycarbonate matrix both for processing and over the service life.

[0024] While dyes not according to the invention, which have both a similar structure and a similar color characteristic to the dyes suitable according to the invention, are stable during processing and do not require any further stabilization, it was found that these colorants surprisingly do not meet the high requirements for weathering stability.

[0025] Dyes with high lightfastness or high stability against weathering are described, for example, in WO 2012 / 080398. However, this publication does not provide information on how the corresponding dyed mixtures behave at high processing temperatures or how the compositions can be stabilized against changes due to thermal stress.

[0026] EP 2 305 748 and WO 2009 / 100828 describe polycarbonate compositions containing phoshines and / or phosphates as stabilizers to improve the physical properties of the composition, such as hydrolytic stability. Specific colorant compositions are not described, nor is their stabilization described.

[0027] US Pat. No. 6,476,158 describes opaque, i.e., non-transparent, polycarbonate-polyester compositions that exhibit particularly high weathering stability and surface gloss retention. However, neither transparent adjustments nor the stabilization of the colorants against thermal influences are described.

[0028] US Pat. No. 6,355,723 describes hydroxy-functionalized anthraquinones in polycarbonate compositions, but no reference is made to the stabilization of these specific dye systems.

[0029] EP 1 275 694 describes a large number of colorants, including hydroxy-functionalized anthraquinone systems for use in polycarbonate, but no information is given on the thermal stability or weathering stability of the colorants.

[0030] In addition, a variety of stabilizers and special phosphates are described as catalysts, although no relationship between color stability, dye and stabilizer is revealed.

[0031] US 20100255295 and JP 2000191899 list a variety of dyes, including anthraquinone systems, but provide no indication of the high weathering stability of specific colorants. Furthermore, a variety of stabilizers, including phosphates, are listed without addressing their suitability for stabilizing the colorants.

[0032] JP 07033969 describes phosphonates and phosphites for stabilizing colorant mixtures, which can serve as comparative examples for the purposes of the present invention.

[0033] JP 2009035691 A1 discloses black-colored compositions containing aromatic polycarbonate, one or more colorants, wherein at least one anthraquinone dye is present as the colorant, and an alicyclic polyester. Specific phosphates may also be present. It is not described whether the anthraquinone dyes contain free OH groups or not.

[0034] EP 1857424 A1 describes compositions containing a polyvinyl acetal resin, a colorant, e.g., an anthraquinone, an IR-blocking additive, and a phosphoric acid ester, e.g., a trialkyl phosphate. Here, too, nothing is said about the OH functions of the colorants.

[0035] WO 2011 / 038842 A1 also describes thermoplastic compositions, in this case based on polycarbonate, containing phosphoric acid esters such as alkyl phosphates and, if appropriate, colorants. No further information is provided regarding the colorants.

[0036] JP 52 147655 A describes a polymer composition containing polycarbonate, trimethyl phosphate, colorant, and a pigment in a specific ratio. The composition is described as color-stable during processing. It is not described whether the colorants contain free OH functions or not.

[0037] US 2012 / 157587 A1 describes compositions containing a transparent thermoplastic polymer, at least one inorganic IR absorber, optionally an inorganic pigment, and one or more organic colorants. Specific compositions are disclosed that also contain triphenylphosphine as a thermal stabilizer. No distinction is made between the individual colorants with regard to their effects on weathering stability. Nor does the document indicate that the colorants exhibit different processing stability.

[0038] The prior art does not reveal which colorant systems can be stabilized in a polycarbonate matrix and in what way. The prior art does not provide any teaching on how to solve the problem described here.

[0039] Organic colorants according to the invention are the structures shown below under b), wherein the colored thermoplastic polymer compositions according to the invention contain at least one organic colorant of the structures disclosed under b). The mixture preferably contains further colorants; the colorants mentioned under b) are particularly preferred.

[0040] The composition according to the invention based on a thermoplastic polymer component a) contains: b) at least one anthraquinone-based colorant carrying at least one OH functionality. Particularly preferred anthraquinone-based colorants with at least one OH function are selected from the following structures 1 and 2:

[0041] Where Rx and Ry represent a branched or linear alkyl radical. In particular, they represent a linear or branched C1 to C12 radical, and particularly preferably methyl, ethyl, propyl, n-butyl, isopropyl, isobutyl, tert-butyl, pentyl, hexyl, heptyl, octyl, and very particularly preferably n-butyl, tert-butyl, and methyl. Such colorants are available, for example, from Lanxess AG under the trade name Macrolex® Green G (e.g., CAS No. 28198-05-2, 4851-50-7).

[0042] In the present invention, the designation C(number) (e.g. C1, C12) means a carbon chain with a chain length corresponding to the following (number), which also includes structural isomers.

[0043] R is selected from the group consisting of H and p-methylphenylamine residue; preferably R = H.

[0044] Such colorants are available, for example, under the trade name Macrolex ®< Violet B (CAS 81-48-1) from Lanxess AG.

[0045] b1) Optionally one or more further colorants, preferably anthraquinone-based, perinone-based or phthalocyanine-based, selected from the group of colorants according to the structures (3) to (8) where R1 and R2 independently of one another represent a linear or branched alkyl radical or halogen, preferably methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert-butyl, pentyl, neopentyl, hexyl, thexyl, or Cl, more preferably methyl, Cl, and particularly preferably Cl. n represents a natural number between 0 and 4.

[0046] In a particularly preferred embodiment, n=0 in all rings, so that all R1 and R2 = H.

[0047] Colorants of this structure (3) are commercially available under the Paliogen Blue series from BASF AG.

[0048] When using colorants of structure (3), particular preference is given to pigments which have a bulk volume (determined according to DIN ISO 787-11) of 2 l / kg - 10 l / kg, preferably 3 l / kg - 8 l / kg, a specific surface area (determined according to DIN 66132) of 5 m 2 < / g - 60 m 2 < / g, preferably 10 m 2 < / g - 55 m 2 < / g, and a pH value (determined according to DIN ISO 787-9) of 4 - 9. where Ra and Rb independently of one another represent a linear or branched alkyl radical or halogen, preferably methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert-butyl, pentyl, neopentyl, hexyl, thexyl, or Cl, more preferably methyl, Cl, and particularly preferably Cl. n, independently of the respective R, represents a natural number between 0 and 3, where the radical for n=0 is hydrogen.

[0049] In a preferred embodiment, Ra and / or Rb are Cl and are located in the o and / or p positions to the carbon atoms carrying the amine functionalities, such as diorthochloronaphthalino, di-ortho, mono-para-chloronaphthalino, and mono-ortho-naphthalino. Furthermore, in a preferred embodiment, Ra and Rb each represent a tert-butyl radical, which is preferably located in the meta position to the carbon atoms carrying the nitrogen functionalities.

[0050] In a particularly preferred embodiment, n=0 in all rings, so that all Ra and Rb = H. where Rc and Rd independently of one another represent a linear or branched alkyl radical or halogen, preferably methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert-butyl, pentyl, neopentyl, hexyl, thexyl, or Cl, more preferably methyl, Cl, and particularly preferably Cl. n, independently of the respective R, represents a natural number between 0 and 3, where the radical for n=0 is hydrogen.

[0051] In a preferred embodiment, Rc and / or Rd are Cl and are located in the o and / or p positions to the carbon atoms carrying the amine functionalities, such as diorthochloronaphthalino, di-ortho, mono-para-chloronaphthalino, and mono-ortho-naphthalino. Furthermore, in a preferred embodiment, Rc and Rd each represent a tert-butyl radical, which is preferably located in the meta position to the carbon atoms carrying the nitrogen functionalities.

[0052] In a particularly preferred embodiment, n=0 in all rings, so that all Rc and Rd = H.

[0053] The structures (4a) and (4b) or (5a) and (5b) are isomeric to one another. The respective isomers can be used alone or in a mixture. In a particular embodiment, a 1:1 isomer mixture (based on the respective amount of the isomer in the isomer mixture in wt. %) of (4a) and (4b) or (5a) and (5b) is used.

[0054] The production of such colorants has been described, for example, in DE 2148101 or WO 2009 074504 A1.

[0055] The composition according to the invention preferably contains at least one colorant of the structures (4a), (4b), (5a) and (5b), of which the colorants of the structures (4a) and (4b) are particularly preferred.

[0056] In a further embodiment, the structures (4a), (4b), (5a) and (5b) are used as pure isomers, wherein the pure isomers can be obtained, for example, by preparative HPLC. where R3 is preferably halogen, and particularly preferably Cl, with n being particularly preferably 4. Further preferred is an embodiment with n=0, so that R3 = H.

[0057] Such colorants are available from Lanxess AG, for example, under the names Macrolex ®< Orange 3G or Macrolex ®< Red EG.

[0058] If R3 is Cl and n = 4, the colorant with structure (7) can be used instead of the colorant with structure (6) to achieve the same color properties:

[0059] Such colorants are available, for example, under the trade name Macrolex ®< Red E2G from Lanxess AG.

[0060] The radicals R(5-20) are each independently hydrogen, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert-butyl, pentyl, neopentyl, hexyl, thexyl, fluorine, chlorine, bromine, sulfone, CN.

[0061] Preferably, R(5-20) is the same in all positions. More preferably, R(5-20) is H in all positions. In an alternative embodiment, R(5-20) is Cl in all positions.

[0062] M is preferably aluminum (with R=H: aluminum phthalocyanine, CAS: 14154-42-8). Nickel (with R=H: nickel phthalocyanine, CAS: 14055-02-8), cobalt (with R=H: cobalt phthalocyanine, CAS: 3317-67-7), iron (with R=H: iron phthalocyanine, CAS: 132-16-1), zinc (with R=H: zinc phthalocyanine, CAS: 14320-04-08), copper (with R=H: copper phthalocyanine, CAS: 147-14-8; with R=H and Cl: polychlorocopper phthalocyanine, CAS: 1328-53-6; with R = C1: hexadecachlorophthalocyanine, CAS: 28888-81-5; with R=Br: hexadecabromophthalocyanine, CAS: 28746-04-5), manganese (with R=H: manganese phthalocyanine, CAS: 14325-24-7).

[0063] Particularly preferred is the combination of M = Cu and R = H for all positions. Thus, a compound of structure (8b) with M=Cu and R(5-20)=H is available as Heliogen®< Blue K 6911D or Heliogen®< Blue K 7104 KW from BASF AG, Ludwigshafen.

[0064] Compounds of structure (8a) are available, for example, as Heliogen ®< Blue L 7460 from BASF AG, Ludwigshafen.

[0065] The organic colorants disclosed as components b) and b1) in the context of the present invention are used, based on the respective individual component, in amounts of 0.000001 wt.% to 1.000000 wt.%, preferably from 0.00005 wt.% to 0.50000 wt.% and particularly preferably from 0.0001 wt.% to 0.1000 wt.% in thermoplastic polymer compositions.

[0066] In a specific embodiment for transparently colored thermoplastic polymer compositions, the organic colorants according to the invention are used in the thermoplastic polymer compositions in amounts of 0.00001 wt.% to 0.30000 wt.%, preferably 0.00005 wt.% to 0.10000 wt.% and particularly preferably 0.00010 wt.% to 0.05000 wt.%, based on the respective individual component.

[0067] The amounts in wt. % refer to a resulting polymer composition containing the organic colorants or organic colorant combinations according to the invention.

[0068] In a preferred embodiment, the colorant compositions according to the invention necessarily contain at least one colorant selected from component b1).

[0069] The thermoplastic polymer compositions according to the invention containing the organic colorants or organic colorant combinations according to the invention are particularly preferably based on polycarbonate. c) at least one phosphate-based stabilizer or processing aid. The phosphate has the following structure (9) where R21 to R23 may be H, identical or different linear, branched, or cyclic alkyl radicals. C1-C18 alkyl radicals are particularly preferred. C1-C18 alkyl stands, for example, for methyl, ethyl, n-propyl, iso-propyl, n-butyl, sec-butyl, tert-butyl, n-pentyl, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl, neo-pentyl, 1-ethylpropyl, cyclohexyl, cyclopentyl, n-hexyl, 1,1-Dimethylpropyl, 1,2-Dimethylpropyl, 1,2-Dimethylpropyl, 1-Methylpentyl, 2-Methylpentyl, 3-Methylpentyl, 4-Methylpentyl, 1,1-Dimethylbutyl, 1,2-Dimethylbutyl, 1,3-Dimethylbutyl, 2,2-Dimethylbutyl, 2,3-Dimethylbutyl, 3,3-Dimethylbutyl, 1-Ethylbutyl, 2-Ethylbutyl, 1,1,2-trimethylpropyl, 1,2,2-trimethylpropyl, 1-ethyl-1-methylpropyl, 1-ethyl-2-methylpropyl or 1-ethyl-2-methylpropyl, n-heptyl and n-octyl, pinakyl, adamantyl, the isomeric menthyls, n-nonyl, n-decyl, n-dodecyl, n-Tridecyl, n-tetradecyl, n-hexadecyl or n-octadecyl.

[0070] Alkyl phosphates suitable according to the invention are, for example, mono-, di- and trihexyl phosphate, triisoctyl phosphate and trinonyl phosphate.

[0071] Triisooctyl phosphate (tris-2-ethylhexyl phosphate) is preferred as the alkyl phosphate. Mixtures of various mono-, di-, and trialkyl phosphates can also be used.

[0072] The alkyl phosphates used are used in amounts of less than 0.0500 wt.%, preferably from 0.00005 wt.% to 0.05000 wt.%, particularly preferably from 0.0002 to 0.0500 wt.%, very particularly preferably from 0.0005 wt.% to 0.0300 wt.% and in a very preferred case from 0.001 to 0.0120 wt.%, based on the total weight of the composition. d) optionally 0.0 wt.% to 1.0 wt.%, preferably 0.01 wt.% to 0.50 wt.%, particularly preferably 0.01 wt.% to 0.40 wt.% of one or more mold release agents, based on the total weight of the composition. Particularly suitable mold release agents for the composition according to the invention are pentaerythritol tetrastearate (PETS) or glycerol monostearate (GMS), preferably PETS e) optionally 0.00 wt.% to 20.00 wt.%, preferably from 0.05 wt.% to 10.00 wt.%, more preferably from 0.10 wt.% to 1.00 wt.%, even more preferably 0.10 wt.% to 0.50 wt.% and very particularly preferably 0.10 wt.% to 0.30 wt.% of at least one UV (ultraviolet) absorber.

[0073] Suitable UV absorbers are described, for example, in EP 1 308 084 A1, in DE 102007011069 A1 and in DE 10311063 A1; Particularly suitable ultraviolet absorbers are hydroxybenzotriazoles, such as 2-(3',5'-bis-(1,1-dimethylbenzyl)-2'-hydroxy-phenyl)-benzotriazole (Tinuvin ®< 234, BASF AG, Ludwigshafen), 2-(2'-hydroxy-5'-(tert.-octyl)-phenyl)-benzotriazole (Tinuvin ®< 329, BASF AG, Ludwigshafen), 2-(2'-hydroxy-3'-(2-butyl)-5'-(tert.butyl)-phenyl)-benzotriazole (Tinuvin ®< 350, BASF AG, Ludwigshafen), bis-(3-(2H-benzotriazolyl)-2-hydroxy-5-tert.-octyl)methane, (Tinuvin ®< 360, BASF AG, Ludwigshafen), (2-(4,6-diphenyl-1,3,5-triazin-2-yl)-5-(hexyloxy)-phenol (Tinuvin ®< 1577, BASF AG, Ludwigshafen), as well as the benzophenones 2,4-dihydroxy-benzophenone (Chimasorb ®< 22, BASF AG, Ludwigshafen) and 2-hydroxy-4-(octyloxy)-benzophenone (Chimassorb ®< 81, Ciba, Basel), 2-propenoic acid, 2-cyano-3,3-diphenyl-, 2,2-bis[[(2-cyano-1-oxo-3,3-diphenyl-2-propenyl)oxy]-methyl]-1,3-propanediyl ester (9CI) (Uvinul ®< 3030, BASF AG Ludwigshafen), 2-[2-hydroxy-4-(2-ethylhexyl)oxy]phenyl-4,6-di(4-phenyl)phenyl-1,3,5-triazine (Tinuvin®< 1600, BASF AG, Ludwigshafen) or tetra-ethyl-2,2'-(1,4-phenylene-dimethylidene)-bismalonate (Hostavin®< B-Cap, Clariant AG). Mixtures of these ultraviolet absorbers can also be used f) optionally 0.00 wt.% - 0.20 wt.%, preferably 0.01 wt.% - 0.10 wt.%, more preferably 0.01 wt.% to 0.05 wt.%, particularly preferably 0.015 wt.% to 0.040 wt.% of one or more thermal orProcessing stabilizers, other than c), based on the weight of the total composition, preferably selected from the group of phosphines, phosphites and phenolic antioxidants and mixtures thereof.

[0074] Geeignete Stabilisatoren sind Triphenylphosphit, Diphenylalkylphosphit, Phenyldialkylphosphit, Tris(nonylphenyl)phosphit, Trilaurylphosphit, Trioctadecyl phosphit, Distearylpentaerythritoldiphosphit, Tris(2,4-di-tert-butylphenyl)phosphit, Diisodecylpentaerythritoldiphosphit, Bis(2,4-di-tert-butylphenyl)pentaerythritoldiphosphit, Bis(2,4-di- cumylphenyl)pentaerythritol diphosphit, Bis(2,6-di-tert-butyl-4-methylphenyl)pentaerythritoldiphosphit, Diisodecyloxypentaerythritoldiphosphit, Bis(2,4-di-tert-butyl-6-methylphenyl)- pentaerythritoldiphosphit, Bis(2,4,6-tris(tert-butylphenyl)pentaerythritoldiphosphit, Tristea-rylsorbitoltriphosphit, Tetrakis(2,4-di-tert-butylphenyl)-4,4'-biphenylen diphosphonit, 6-Isooctyloxy-2,4,8,10-tetra-tert-butyl-12H-dibenz[d,g]-1,3,2-dioxaphosphocin, Bis(2,4-di-tert-butyl-6-methylphenyl)methylphosphit, Bis(2,4-di-tert-butyl-6-methylphenyl)ethylphosphit, 6-Fluoro-2,4,8, 10-tetra-tert-butyl-12-methyl-dibenz[d,g]-1 ,3,2-dioxaphosphocin, 2,2',2"-Nitrilo-[triethyltris(3,3',5,5'-tetra-tert-butyl-1,1'-biphenyl-2,2'-diyl)phosphite], 2-ethylhexyl(3,3',5,5'-tetra-tert-butyl-1,1'-biphenyl-2,2'-diyl)phosphite, 5-Butyl-5-ethyl-2-(2,4,6-tri-tert-butylphenoxy)-1,3,2-dioxaphosphiran, bis(2,6-di-tert-butyl-4-methylphenyl)pentaerythritol diphosphite, triphenylphosphine (TPP), trialkylphenylphosphine, bisdiphenylphosphino-ethane or a trinaphthylphosphine.

[0075] Particular preference is given to using triphenylphosphine (TPP), Irgafos ®< 168 (tris(2,4-di-tert-butylphenyl) phosphite) and tris(nonylphenyl) phosphite or mixtures thereof.

[0076] Phenolic antioxidants such as alkylated monophenols, alkylated thioalkylphenols, hydroquinones, and alkylated hydroquinones can also be used. Irganox ®< 1010 (pentaerythritol 3-(4-hydroxy-3,5-di-tert-butylphenyl)propionate; CAS: 6683-19-8) and Irganox 1076 ®< (2,6-di-tert-butyl-4-(octadecanoxycarbonylethyl)phenol) are particularly preferred.

[0077] Component g) The polycarbonate composition according to the invention can optionally contain from 0.0% to 5.0% by weight, preferably from 0.01% to 1.00% by weight, of further additives. The further additives are customary polymer additives, such as the flame retardants, optical brighteners, flow improvers, heat stabilizers, inorganic pigments, mold release agents, or processing aids described in EP-A 0 839 623, WO-A 96 / 15102, EP-A 0 500 496, or "Plastics Additives Handbook," Hans Zweifel, 5th Edition 2000, Hanser Verlag, Munich.

[0078] Optionally, the composition contains a nanoscale pigment, preferably carbon black, as an additive. The carbon black is preferably finely dispersed in the organic polymer matrix. Suitable carbon blacks preferably have an average particle size of less than 100 nanometers (nm), more preferably less than 75 nm, even more preferably less than 50 nm, and particularly preferably less than 40 nm, with the average particle size preferably being greater than 0.5 nm, more preferably greater than 1 nm, and particularly preferably greater than 5 nm.

[0079] Carbon blacks suitable for the purposes of the invention differ from so-called conductive carbon blacks in that they have little or no electrical conductivity. In comparison to the carbon blacks used here, conductive carbon blacks have certain morphologies and superstructures in order to achieve high conductivity. In contrast, the nanoscale carbon blacks used here can be dispersed very well in thermoplastics, so that hardly any coherent regions of carbon black occur from which corresponding conductivity could result. Commercially available carbon blacks suitable for the purposes of the invention are available under a variety of trade names and forms, such as pellets or powder. Suitable carbon blacks are available under the trade name BLACK PEARLS ®< , as wet-processed pellets under the names ELFTEX ®< , REGAL ®< and CSX ®< , and in a flaked form under MONARCH ®< , ELFTEX ®< , REGAL ®< and MOGUL ®< - all available from Cabot Corporation.

[0080] In a particularly preferred embodiment, the carbon black types have particle sizes of 10-30 nm and preferably have a surface area of ​​35-138 m² per g (m² / g). The carbon black can be treated or untreated—for example, the carbon black can be treated with certain gases, with silica, or with organic substances such as butyllithium. Such treatment can result in a modification or functionalization of the surface. This can promote compatibility with the corresponding matrix used.

[0081] Particularly preferred are carbon blacks sold under the trade name BLACK PEARLS ®< (CAS No. 1333-86-4) (particle size approx. 17 nm).

[0082] The nanoscale carbon black is preferably used in the composition according to the invention in concentrations of 0.0005 wt.% - 0.035 wt.%.

[0083] The substances already disclosed as components b) to f) of the present invention are expressly not part of component g) in this context.

[0084] The proportion of the thermoplastic polymer of component a) adds up to the proportions of the other components to 100 wt.%.

[0085] Preferred embodiments mentioned in the present invention can be present both individually and in combination with one another.

[0086] In a preferred embodiment, the composition consists of components a, c, d, e and f, in a further preferred embodiment of components a - f and in a particularly preferred embodiment of components a - g.

[0087] The polymer component a) contains: a thermoplastic, preferably transparent thermoplastic, preferably polycarbonate, copolycarbonate, polyester carbonate, polystyrene, styrene copolymers, aromatic polyesters such as polyethylene terephthalate (PET), PET-cyclohexanedimethanol copolymer (PETG), polyethylene naphthalate (PEN), polybutylene terephthalate (PBT), cyclic polyolefin, poly- or poly- or copolyacrylates and poly- or copolymethacrylate such as poly- or copolymethyl methacrylates (such as PMMA) as well as copolymers with styrene such as transparent polystyrene acrylonitrile (PSAN), thermoplastic polyurethanes, polymers based on cyclic olefins (e.g.TOPAS ®< , a commercial product of the company Ticona) more preferably polycarbonate, copolycarbonate, polyester carbonate, aromatic polyester or polymethyl methacrylate, or mixtures of the components mentioned, and particularly preferably polycarbonate and copolycarbonate, wherein the transparent thermoplastic is added in an amount that this amounts to 100 wt.% with all other components.

[0088] Mixtures of several transparent thermoplastic polymers, in particular if they are transparently miscible with each other, are also possible, whereby in a special embodiment a mixture of polycarbonate with PMMA (more preferably with PMMA < 2 wt.%) or polyester is preferred.

[0089] In this context, a further specific embodiment contains a mixture of polycarbonate and PMMA with less than 2.0%, preferably less than 1.0%, more preferably less than 0.5%, wherein at least 0.01% PMMA is present based on the amount of polycarbonate, wherein the PMMA preferably has a molecular weight of <40,000 g / mol. In a particularly preferred embodiment, the proportion of PMMA is 0.2% and particularly preferably 0.1% based on the amount of polycarbonate, wherein the PMMA preferably has a molecular weight of <40,000 g / mol.

[0090] An alternative further specific embodiment contains a mixture of PMMA and polycarbonate with less than 2%, preferably less than 1%, more preferably less than 0.5%, even more preferably with 0.2% and particularly preferably 0.1% polycarbonate based on the amount of PMMA.

[0091] Suitable polycarbonates for the production of the plastic composition according to the invention are all known polycarbonates. These include homopolycarbonates, copolycarbonates, and thermoplastic polyestercarbonates.

[0092] The suitable polycarbonates preferably have average molecular weights M w of 10,000 to 50,000, preferably of 14,000 to 40,000 and in particular of 16,000 to 32,000, determined by gel permeation chromatography with polycarbonate calibration. The polycarbonates are preferably produced by the interfacial process or the melt transesterification process, which are widely described in the literature.

[0093] For the phase boundary process, reference is made, for example, to H. Schnell, "Chemistry and Physics of Polycarbonates", Polymer Reviews, Vol. 9, Interscience Publishers, New York 1964, p. 33 ff., to Polymer Reviews, Vol. 10, "Condensation Polymers by Interfacial and Solution Methods", Paul W. Morgan, Interscience Publishers, New York 1965, Chapter VIII, p. 325, to Drs. U. Grigo, K. Kircher and P. R. Müller "Polycarbonate" in Becker / Braun, Kunststoff-Handbuch, Volume 3 / 1, Polycarbonates, Polyacetals, Polyesters, Celluloseesters, Carl Hanser Verlag Munich, Vienna 1992, pp. 118-145 and to EP 0 517 044 A1.

[0094] The melt transesterification process is described, for example, in the Encyclopedia of Polymer Science, Vol. 10 (1969), Chemistry and Physics of Polycarbonates, Polymer Reviews, H. Schnell, Vol. 9, John Wiley and Sons, Inc. (1964) and in the patents DE-B 10 31 512 and US-B 6 228 973.

[0095] The polycarbonates are preferably prepared by reactions of bisphenol compounds with carbonic acid compounds, in particular phosgene or, in the melt transesterification process, diphenyl carbonate or dimethyl carbonate.

[0096] Homopolycarbonates based on bisphenol A and copolycarbonates based on the monomers bisphenol A and 1,1-bis-(4-hydroxyphenyl)-3,3,5-trimethylcyclohexane are particularly preferred.

[0097] These and other bisphenol or diol compounds which can be used for polycarbonate synthesis are disclosed, inter alia, in WO 2008037364 A1 (p. 7, line 21 to p. 10, line 5), EP 1 582 549 A1 (

[0018] to

[0034] ), WO 2002026862 A1 (p. 2, line 20 to p. 5, line 14), WO 2005113639 A1 (p. 2, line 1 to p. 7, line 20).

[0098] The polycarbonates can be linear or branched. Blends of branched and unbranched polycarbonates can also be used.

[0099] Suitable branching agents for polycarbonates are known from the literature and are described, for example, in the patent specifications US-B 4 185 009 and DE 25 00 092 A1 (3,3-bis-(4-hydroxyaryl-oxindoles according to the invention, see the entire document in each case), DE 42 40 313 A1 (see page 3, lines 33 to 55), DE 19 943 642 A1 (see page 5, lines 25 to 34) and US-B 5 367 044 and in the literature cited therein.

[0100] Furthermore, the polycarbonates used can also be intrinsically branched, in which case no branching agent is added during polycarbonate production. An example of intrinsic branching is so-called Fries structures, as disclosed for melt polycarbonates in EP 1 506 249 A1.

[0101] Chain terminators can also be used in polycarbonate production. Phenols such as phenol, alkylphenols such as cresol and 4-tert-butylphenol, chlorophenol, bromophenol, cumylphenol, or mixtures thereof are preferred chain terminators.

[0102] In a preferred embodiment, polycarbonate or copolycarbonate based on 1,1-bis-(4-hydroxyphenyl)-3,3,5-trimethylcyclohexane (APEC ®< from Bayer MaterialScience, Leverkusen) is used as the thermoplastic polymer or copolymer or component of a mixture of thermoplastic polymers.

[0103] The viscosity of the thermoplastic polymer is preferably in the range of an MVR of 38 to 4, more preferably of 20 to 6 and most preferably of 14 to 8.

[0104] The thermoplastic polymer compositions according to the invention based on the polymer component can, in addition to the organic colorants or organic colorant combinations of components b) and b1) according to the invention and the stabilizer c) according to the invention and components d), e) and f), optionally also contain the further component g). These include, for example, IR absorbers: The polycarbonate composition according to the invention can optionally contain 0.000 wt. % to 0.015 wt. %, preferably 0.00150 wt. % to 0.01500 wt. %, more preferably 0.00180 wt. % to 0.01100 wt. % and particularly preferably 0.00200 wt. % to 0.00900 wt. % of at least one organic or inorganic IR absorber, calculated as the solids content of IR absorber in the overall polymer composition. In a specific embodiment, the IR absorbers are used in an amount of preferably 0.00350 wt.% to 0.00850 wt.% and particularly preferably 0.00400 wt.% to 0.00800 wt.% calculated as the solids content of IR absorber in the total polymer composition. In this context, the solids content of IR absorber refers to the IR absorber as a pure substance and not a suspension or other preparation containing the pure substance.

[0105] Suitable IR absorbers are disclosed, for example, in EP 1 559 743 A1, EP 1 865 027 A1, DE 10022037 A1, DE 10006208 A1 and in the Italian patent applications RM2010A000225, RM2010A000227 and RM2010A000228.

[0106] Of the IR absorbers mentioned in the cited literature, those based on boride and tungstate as well as on ITO and ATO and combinations thereof are preferred.

[0107] The composition optionally contains 0 wt% to 50 wt%, preferably 0 wt% to 35 wt%, more preferably 0 wt% to 30 wt%, particularly preferably 10 wt% to 30 wt% of fillers and reinforcing materials.

[0108] Fillers and reinforcing materials for polymer compositions are described, for example, in EP 1 624 012 A1, DE 3742881 A1, US 6860539 B2, US 20060105053 A1, DE 102006055479 A1, WO 2005030851 A1 and WO 2008122359 A1.

[0109] The compositions according to the invention are stable under the processing temperatures customary for thermoplastics, ie at temperatures above 300 °C, such as 350 °C, without the color or the performance data changing significantly during processing.

[0110] The polymer compositions according to the invention containing components a) to h) are prepared using conventional incorporation methods by combining, mixing, and homogenizing, with homogenization preferably taking place in the melt under the action of shear forces. Optionally, the combining and mixing takes place before melt homogenization using powder premixes.

[0111] Premixes may also be used which have been prepared from solutions of the mixture components in suitable solvents, optionally homogenising in solution and subsequently removing the solvent.

[0112] In particular, the components of the composition according to the invention can be introduced by known methods such as, inter alia, as a masterbatch.

[0113] The use of masterbatches, powder mixtures, or compacted premixes is particularly suitable for incorporating components a) to h). All of the aforementioned components can be premixed. Alternatively, premixes of colorants from b) and / or b1) as well as any other combinations are also possible. In all cases, for improved metering during the production of the thermoplastic polymer compositions, the aforementioned component premixes are preferably filled with powdered polymer components to create easily manageable total volumes.

[0114] In a particular embodiment, the above-mentioned components can be mixed to form a masterbatch, with the mixing preferably taking place in the melt under the action of shear forces (for example, in a kneader or twin-screw extruder). This process offers the advantage that the components are better distributed in the polymer matrix. The thermoplastic polymer, which also represents the main component of the final overall polymer composition, is preferably chosen as the polymer matrix for the production of the masterbatch.

[0115] In this context, the composition can be combined, mixed, homogenized, and then extruded in conventional equipment such as screw extruders (e.g., twin-screw extruders, ZSK), kneaders, Brabender or Banbury mills. After extrusion, the extrudate can be cooled and ground. Individual components can also be premixed, and then the remaining starting materials can be added individually and / or mixed.

[0116] The polymer compositions according to the invention can be processed into products or shaped bodies, for example by first extruding the polymer compositions into granules as described and then processing these granules into various products or shaped bodies in a known manner by suitable methods.

[0117] In this context, the compositions according to the invention can be converted into finished products, molded bodies, or molded articles, for example, by hot pressing, spinning, blow molding, deep drawing, extrusion, or injection molding. The use of multilayer systems is also of interest. Application can occur simultaneously with or immediately after the molding of the base body, e.g., by coextrusion or multi-component injection molding. However, application can also occur on the finished base body, e.g., by lamination with a film or by coating with a solution.

[0118] Sheets or molded bodies made of base and optional cover layer(s) (multi-layer systems) can be produced by (co)extrusion, direct skinning, direct coating, insert molding, film back-injection molding, or other suitable processes known to the person skilled in the art.

[0119] Injection molding processes are known to those skilled in the art and are described, for example, in the "Handbook of Injection Molding", Friedrich Johannnaber / Walter Michaeli, Munich; Vienna: Hanser, 2001, ISBN 3-446-15632-1 or "Instructions for the Construction of Injection Molds", Menges / Michaeli / Mohren, Munich; Vienna: Hanser, 1999, ISBN 3-446-21258-2.

[0120] Extrusion processes are known to those skilled in the art and, for example, for coextrusion, are described in EP-A 0 110 221, EP-A 0 110 238 and EP-A 0 716 919, among others. For details of the adapter and nozzle process, see Johannaber / Ast: "Kunststoff- Maschinenführer", Hanser Verlag, 2000 and in Gesellschaft Kunststofftechnik: "Coextrudierte Folien und Platten: Zukunftsperspektiven, Anforderungen, Anlagen und Fertigung, Qualitätssicherung", VDI-Verlag, 1990.

[0121] Products, moldings or shaped objects preferred according to the invention are glazing, for example car windows, windows of rail vehicles and aircraft, car sunroofs, safety windows, roofing or building glazing, LEDs, lamp covers for the interior of vehicles and buildings, lamp covers for outdoor areas such as street lamp covers, visors, spectacles, extrusion and solution films for displays or electric motors, also ski films, traffic light lenses, which contain the compositions according to the invention. In addition to solid sheets, twin-wall sheets or multi-wall sheets can also be used. As further components of the products according to the invention, in addition to the compositions according to the invention, for example, other material parts can be contained in the products according to the invention.

[0122] In a particular embodiment, the articles made from the composition of the present invention are coated. This coating serves to protect the thermoplastic material against general weathering (e.g., damage from sunlight) as well as against mechanical damage to the surface (e.g., scratching), thus increasing the durability of the correspondingly treated articles.

[0123] It is known that polycarbonate can be protected against UV radiation using various coatings. These coatings typically contain UV absorbers. These layers also increase the scratch resistance of the corresponding article. The articles of the present invention can be single-layer or multi-layer systems. They can be coated on one or both sides. In a preferred embodiment, the article contains a scratch-resistant coating containing UV absorbers. In a particular embodiment, the multi-layer product contains at least one layer containing the composition according to the invention, at least one UV protection layer, and optionally a scratch-resistant coating.

[0124] In the case of glazing materials, the article shall have at least one scratch-resistant and / or anti-reflective coating on at least one side. Examples

[0125] In the following, the invention is described in more detail using exemplary embodiments, wherein the determination methods described here are used for all corresponding quantities in the present invention, unless otherwise described. Light transmission (Ty):

[0126] The transmission measurements were carried out on a Lambda 900 spectrophotometer from Perkin Elmer with a photometer sphere according to ISO 13468-2 (i.e. determination of the total transmission by measuring the diffuse transmission and direct transmission).

[0127] The color in transmission is determined using a Lambda 900 spectrophotometer from Perkin Elmer with a photometer sphere in accordance with ASTM E1348 using the weighting factors and formulas described in ASTM E308.

[0128] The CIELAB color coordinates L*, a*, b* are calculated for illuminant D 65 and 10° standard observer. Color change:

[0129] ΔE is a calculated value for the perceived color difference according to ASTM D 2244. In these tests, illuminant D 65 / 10° was used. Formula 7 in ASTM D 2244 was used to calculate the ΔE value.

[0130] The viscosity is determined as MVR at 300 °C and 1.2 kg load according to ISO 1033. Materials for the production of the test specimens:

[0131] Component b) The anthraquinone-based colorant of formula (1) used is Macrolex Green G (Solvent Green 28; CAS 28198-05-2) from Lanxess AG, Leverkusen, with R = t-butyl. The anthraquinone-based colorant of formula (2) used is Macrolex Violet B (Solvent Violet 13, CAS 81-48-1) with R=H from Lanxess AG, Leverkusen. The anthraquinone-based colorant not according to the invention is Macrolex Green 5B (Solvent Green 3; CAS 128-80-3) from Lanxess AG, Leverkusen. The anthraquinone-based colorant not according to the invention is Macrolex Violet 3R (Solvent Violet 36; CAS 61951-89-1) from Lanxess AG, Leverkusen. Component c) Triisooctyl phosphate (TOF; tris-2-ethylhexyl phosphate; CAS 78-42-2) is used as the phosphate-based stabilizer according to the invention; triphenylphosphine (TPP) (CAS 603-35-0) is used as the non-inventive stabilizer.Irgafos PEP-Q (CAS 119345-01-6) is used as a non-inventive stabilizer. The non-inventive stabilizer used is Irganox B900 (mixture of Irgafos 168 (80%) and Irganox 1076 (20%)); Irgafos 168 (tris-(2,4-di-tert-butylphenyl)phosphite; CAS 31570-04-4); Irganox 1076 (octadecyl-3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate); The non-inventive stabilizer used is Doverphos S 9228 (bis(2,4-dicumylphenyl) pentaerythritol diphosphite (CAS 154862-43-8)). The polymer component used is linear bisphenol A polycarbonate with end groups based on phenol with a melt volume rate (MVR) of 9.5 cm 3< / 10 min, measured at 300 °C and 1.2 kg load according to ISO 1033 [PC-A]. This polycarbonate contains no additives. Furthermore, linear bisphenol A polycarbonate with tert-butylphenol end groups is used as a polymer component.-Butylphenol with a melt volume rate (MVR) of 17 cm 3 / 10 min, measured at 250 °C and 2.16 kg load according to ISO 1033. This polycarbonate contains a mold release agent but no thermal stabilizer (Makrolon OD 2015 from Bayer Materialscience AG).

[0132] Production of the thermoplastic polymer compositions and production of the injection-molded bodies: The granules are dried at 120 °C for 3 hours in vacuum.

[0133] The compounds and injection-molded bodies were manufactured using a mini extruder and micro injection molding machine from DSM (DSM-Mini Extruder Midi 2000 and DSM Research Micro Injection Molding Machine, DSM; 6401 JH Heerlen (NL)). The molded bodies have a circular geometry (round plate) and a diameter of 20 mm and a thickness of 1.6 mm. The extrusion temperature is specified below. Table 1: Colorant compositions (amounts in wt.%); base composition without stabilizer Input material Example 1 Example 2 Example 3 Example 4 PC-A 99,99 99,99 99,99 99,99 Macrolex Violet B 0,01 - - - Macrolex Violet 3R - 0,01 - - Macrolex Green G - - 0,01 - Macrolex Green 5B - - - 0,01

[0134] The compositions of Examples 1 to 4 are processed into circular injection-molded bodies (see above) at a temperature of 300 °C and a residence time of 5 minutes using the equipment described above. Table 2 : Colorant compositions containing various stabilizers (amounts in wt.%) Input material Example 5 Example 6 Example 7 Example 8 Example 9 Example 10 Example 11 Example 12 Example 13 Example 14 Example 15 Example 16 PC A 99,99 99,99 99,98 99,98 99,94 99,94 99,94 99,94 99,94 99,94 99,94 99,94 Macrolex Violet B 0,01 - 0,01 - 0,01 - 0,01 - 0,01 - 0,01 - Macrolex Green G - 0,01 - 0,01 - 0,01 - 0,01 - 0,01 - 0,01 TOF - - 0,01 0,01 - - - - - - - - Irganox B 900 - - - - 0,05 0,05 - - - - - - TPP - - - - - - 0,05 0,05 - - - - Irgafos PEP-Q - - - - - - - - 0,05 0,05 - - Doverphos S-9228 - - - - - - - - - - 0,05 0,05

[0135] The colorant compositions of Examples 5 to 16 were injection-molded under elevated temperatures to test the color stability of individual compositions. The compositions of Examples 5 to 16 were processed into circular injection-molded articles at a temperature of 350 °C and a residence time of 5 minutes using the equipment described above. The results (color measurements) are shown in Tables 4 and 5. Table 3: Colorant compositions containing various stabilizers (amounts in wt.%) (comparative colorants) Input material Example 17 Example 18 PC A 99,99 99,99 Macrolex Violet 3R 0,01 - Macrolex Green 5B - 0,01 TOF - - Irganox B 900 - - TPP - - Irgafos PEP-Q - - Doverphos S-9228 - -

[0136] The colorant compositions of Examples 17 and 18 are sprayed at 350 °C and a melt residence time of 5 min.

[0137] The Delta-E values ​​are based on the setting without stabilizers, which was produced under low temperature stress (300 °C). Table 4: Settings with Macrolex Green G Example 3 Example 6 Example 8 According to the invention Example 10 Compare Example 12 Compare Example 14 Compare Example 16 Compare L* 84,28 87,07 83,94 85,13 85,33 88,89 86,29 a* -27,06 -5,85 -25,65 -15,10 -11,72 -12,10 -12,06 b* 1,62 6,07 2,48 3,84 4,51 2,10 3,78 Delta E 0,0 21,85 1,69 12,19 15,65 15,66 15,29

[0138] From Example 3 and Example 6, which do not contain stabilizers, one can see the drastic color shift at higher processing temperatures (Example 3 at 300° C; Example 6 at 350° C).

[0139] Comparing Examples 3, 6, and 8, it can be seen that the polycarbonate composition according to the invention (Example 8) can almost completely prevent color shift during processing. Comparative Examples 10, 12, 14, and 16 demonstrate that stabilizers conventionally used for PC have little or no effect on colorant stabilization. Table 5: Settings with Macrolex Violet B Example 1 Example 5 Example 7 According to the invention Example 9 Compare Example 11 Compare Example 13 Compare Example 15 Compare L* 73,98 80,29 73,88 70,90 82,14 72,63 79,96 a* 5,31 9,93 4,61 11,40 8,54 7,60 9,41 b* -28,02 -12,62 -26,61 -25,18 -11,73 -26,31 -15,39 Delta E 0,0 17,27 1,58 7,39 18,50 3,16 14,56

[0140] Example 1 (processed at 300 °C) and Example 5 (processed at 350 °C), which do not contain stabilizers, show that drastic color shifts occur at higher processing temperatures. The inventive composition in Example 7 demonstrates that the color shift can be significantly reduced. In contrast, the stabilizers conventionally used for polycarbonate are ineffective or significantly less effective compared to the inventive composition.

[0141] Adjustment with reference colorant Macrolex Green 5B Table 6 Example 4 Example 18 L* 78,38 77,66 a* -25,15 -24,80 b* -11,88 -9,71 Delta E 0,0 2,31 Table 7 Example 2 Example 17 L* 79,58 78,50 a* 13,39 13,73 b* -16,95 -17,16 Delta E 0,0 1,15

[0142] Surprisingly, the colorants Macrolex Green 5B and Macrolex Violet 3R, although structurally similar to the above-mentioned inventive colorants (also anthrachionone-based), exhibit significantly higher thermal stability. Stabilization is therefore not necessary for these colorants.

[0143] However, the use of the thermostable colorants Macrolex Green 5B and Macrolex Violet 3R is not possible in corresponding applications with high color stability requirements (lightfastness; weathering) due to their lack of weathering stability. It was surprising that, in contrast, the structurally similar colorants Macrolex Violet B and Macrolex Green G exhibit high weathering stability.

[0144] With the compositions according to the invention, both the goal of high processing stability and the goal of high weathering stability can be achieved.

Claims

1. Polymer composition having improved color stability and comprising: a) thermoplastic polymer in a proportion which together with the other components adds up to 100% by weight, b) at least one colorant based on anthraquinone and having at least one free hydroxyl function in a proportion of from 0.000001% by weight to 1.000000% by weight, c) at least one stabilizer based on phosphate and having the following structure (9) where R21 to R23 are H or identical or different linear, branched or cyclic alkyl radicals, where c) is present in a proportion of from 0.00005 to 0.05000% by weight.

2. Composition according to Claim 1, characterized in that it comprises the following components d) - h): d) from 0.0% by weight to 1.0% by weight of one or more mold release agents, based on the total weight of the composition, e) from 0.0% by weight to 20.00% by weight of one or more UV absorbers, based on the total weight of the composition, f) from 0.00% by weight to 0.20% by weight of one or more thermal or processing stabilizers different from c), based on the total weight of the composition, g) from 0.0% by weight to 5.0% by weight of one or more further additives, based on the total weight of the composition.

3. Composition according to Claim 1 or 2, characterized in that it comprises components b) - h) in each case based on the total weight of the composition, in proportions of: b) at least one colorant based on anthraquinone and having at least one free hydroxyl function in a proportion of from 0.00005% by weight to 0.50000% by weight, c) at least one stabilizer based on phosphate in a proportion of from 0.0002% by weight to 0.0500% by weight, d) from 0.01% by weight to 0.50% by weight of one or more mold release agents, based on the total weight of the composition, e) from 0.05% by weight to 10.00% by weight of one or more UV absorbers, based on the total weight of the composition, f) from 0.01% by weight to 0.05% by weight of one or more thermal or processing stabilizers different from c), based on the total weight of the composition, g) from 0.01% by weight to 1.00% by weight of one or more further additives, based on the total weight of the composition.

4. Composition according to any of the preceding claims, characterized in that the thermoplastic polymer is a polycarbonate.

5. Composition according to any of the preceding claims, characterized in that the colorants are selected from the group consisting of the following structures: where Rx and Ry are each a branched or linear alkyl radical, where R is selected from the group consisting of H and the p-methylphenylamine radical.

6. Composition according to Claim 5, wherein Rx and Ry in the formula 1 are n-butyl, tert-butyl and methyl, and R in the formula 2 is H.

7. Composition according to any of the preceding claims, characterized in that component c) is selected from the group consisting of monohexyl, dihexyl and trihexyl phosphate, triisooctyl phosphate and trinonyl phosphate.

8. Composition according to any of the preceding claims, characterized in that component c) is triisoctyl phosphate.

9. Composition according to any of the preceding claims, characterized in that the composition comprises at least one further colorant of the component b1) selected from the group of colorants based on anthraquinone, based on perinone and based on phthalocyanine.

10. Composition according to any of the preceding claims, characterized in that the composition comprises a further colorant of the component b1) selected from the group consisting of the structures (3) to (8): where - R1 and R2 are each, independently of one another, a linear or branched alkyl radical or halogen, - n is a natural number in the range from 0 to 4, where - Ra and Rb are each, independently of one another, a linear or branched alkyl radical or halogen, - n is, independently of the respective R, a natural number in the range from 0 to 3, where the radical for n = 0 is hydrogen, where - Rc and Rd are each, independently of one another, a linear or branched alkyl radical or halogen, - n is, independently of the respective R, a natural number in the range from 0 to 3, where the radical for n = 0 is hydrogen, where R3 is preferably halogen and H, where the radicals R(5-20) are each, independently of one another, hydrogen, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert-butyl, pentyl, neopentyl, hexyl, thexyl, fluorine, chlorine, bromine, sulfone, CN.

11. Use of TOF for stabilizing colorants based on anthraquinone and having at least one free hydroxyl function in the compounding of polycarbonate compositions according to any of Claims 4 to 10.

12. Molding produced using one of the compositions according to any of Claims 1-10.

13. Molding according to Claim 12, characterized in that it is an automobile window.

14. Multilayer product comprising: a) a substrate layer consisting of a composition according to any of Claims 1-10, b) at least one covering layer as antiscratch layer.

15. Multilayer product according to Claim 14, characterized in that the layer b) additionally comprises a UV protection layer.