MXPA98005913A - Composition of antistatic resin containing fluora phosphonium sulphonates - Google Patents

Abstract

An aesthetic thermoplastic resin composition of 90-99.95% by weight of a thermoplastic resin and correspondingly from 10 to 0.05% by weight of a halogenated carbonsulfonic acid salt of a polysubstituted phosphonium compound such as its fluorinated phosphonium sulfate and wherein the thermoplastic resin is either an aromatic polycarbonate, polyetherimide, polyester, polyphenylene ether, polyphenylene copolymer / styrene polymer blend, polyamide, polyketone, acrylonitrile-butadiene-styrene, mixtures thereof and mixtures thereof with other materials; thermoplastic resin is a transparent aromatic polycarbonate

Description

COMPOSITION OF ANTISTATIC RESIN CONTAINING FLUORITE FOSFONIQ SULPHONATES TO FIELD OF THE INVENTION This invention relates to an antistatic resin composition »particularly to transparent resin compositions comprising a thermoplastic polymer and a halogenated carbonsulfonic acid salt of a phosphonium pol isubstituted compound and a halogenated carbonic acid salt of a phosphonium pol isubstituted.

BACKGROUND OF THE INVENTION Many polymers or polymer blends are relatively non-conductive. This may result in an accumulation of static charge during the processing and use of the polymer. The molded parts of charged polymer can attract dust »which are small particles» and thus can interfere with a ready surface appearance. The particles attracted to the surface of a molded article can also produce a decrease in the transparency of the article. In addition »the electrostatic charge can be a serious obstacle in the production process of said polymers. In the past, electrically conductive agents such as carbon and metal particles or surfactants were used in several attempts to reduce electrostatic charges of synthetic macromolecular materials by mixing them internally with each other or by coating the material with an agent. These methods employing electrically conductive agents are not generally feasible for many reasons such as the large number of agents to be used, the difficulty in adding them to the material, the difficulty in obtaining a transparent product or the retention of mechanical and rheological properties. if that is the case »and the high cost of these drivers. In this way »these agents can be used only in limited situations. Antistatic agents are materials that are added to polymers to reduce their tendency to acquire an electrostatic charge or when a charge is present. These antistatic agents promote the dissipation of said charge. The antistatic agents are generally hydrophilic or ionic in nature. When they are present on the surface of polymeric materials »they facilitate the transfer of electrons and therefore eliminate the accumulation of static charge. Antistatic agents have been applied in two ways. One method uses external antistatic agents that are applied by spraying the surface or immersing the polymeric material. The second method employs internal antistatic agents that are added to the polymer before processing. It is necessary that the antistatic agents applied in this way be thermally stable and be able to migrate to the surface during processing.

Since there are many unsightly agents having surfactants as their main constituent, the appropriate ones can be selected therefrom depending on the situation. In fact, many of the types that have to be added internally have been considered and tested. However, when used as an internally applied antistatic agent, the anionic surfactants are difficult to handle because they are inferior in uniformity and uniform dispersibility and tend to decompose or deteriorate when calcined. Cationic surfactants containing quaternary nitrogen in their molecules and amphoteric surfactants, on the other hand, can only be used in limited situations because they are extremely deficient in heat resistance, although their antistatic characteristics are good. As regards non-ionic surfactants, they are relatively superior to the aforementioned nonionic surfactants in relation to compatibility with synthetic macro-olecular materials, but they tend to be weak in antistatic properties and their effects disappear over time at temperatures normal or high. In addition »due To the limited thermal stability of these antistatic nonionic surfactants, their use with engineering thermoplastic resins such as aromatic polycarbonates is also limited due to the temperatures at which said resins are processed. In this way, these types of surfactants adversely affect the optical properties of aromatic polycarbonates. Although metal salts of organic sulphonic acids have been reported, especially as antistatic agents internally applied to polycarbonates and polyester resins which are molded at high temperatures, they are not sufficient in compatibility with resins or heat resistance. An adverse consequence of insufficient compatibility is that the transparency characteristics of certain macromolecular materials such as polycarbonates are converted with said antistatic agents. The use of organic phosphonium salts or sulfonic acids having a halogen substi tute as a flame retardant (US Patent No. 4 093 589) has also been reported, but it is expected that they will also serve as antistatic agents. Another patent describes the reduction of the static charge on polycarbonate resins. This is the patent of E.U.A. No. 4, 943 »380 >; which describes an antistatic composition containing 90-99.9% by weight of polycarbonate and 0.1-10% by weight of a heat-resistant phosphono sulfonate having the general formula: (1) wherein R is a straight or branched chain alkyl group having from 1 to 18 carbon atoms »R4» R2 and R3 are the same »each being an aliphatic hydrocarbon with 1-18 carbon atoms or a group aromatic hydrocarbon "and R ^ is a hydrogen group with 1-lB carbon atoms. The corresponding cationic surfactants containing quaternary nitrogen in their molecules can be used in limited situations, because they are extremely deficient in heat resistance, although their antistatic characteristics are good (US Patent No. 5,46B »973).

BRIEF DESCRIPTION OF THE INVENTION It is therefore an object of this invention to provide an antistatic resin composition comprising polymers such as polycarbonate, polyetherimide, polyester, mixtures of polyethylene ether, polystyrene, polyamides, polyketones, acrylonitrile, butadiene styrene. (ABS) or mixtures of these polymers or mixtures thereof with other materials or polymers »and a heat-resistant antistatic material with which the aforementioned problems of conventional agents can be eliminated. Another object of this invention is to provide a novel antistatic agent which can be added internally to a synthetic resin which preferably has transparent characteristics in the molded state without adversely affecting the transparency and mechanical properties of the molded article. However, this invention is not limited to transparent thermoplastics since the antistatic requirements are also applicable to articles of molded thermoplastic pigmented or translucent polymers.

DETAILED DESCRIPTION OF THE INVENTION It has been shortly "discovered" according to the present invention, that relatively small amounts of certain substituted phosphonium salts resistant to the heat of halogenated flurocarbonsulfonic acids of medium or short chain of about 0.05-10% by weight »preferably of about 0 .2-1.5% by weight »and very particularly around O.5-1.5% by weight» can be used as internal antistatic agents in polyester carbonate »polyetherimide» polyester »mixtures of polyphenol ether / polystyrene» polyamides »polyketones» ABS or mixtures of these polymeric resins of about 90.99.95% by weight »preferably of about 98.5-99.8% by weight and most particularly of about 98.5-99.5% by weight» the percentage by weight based in the total weight of the polymer and additive. In general, the substituted phosphonium salts of the medium and short chain sulfonic acids have the following formula: r / CX5 (CX2) n Y (CXa) mCH2 - fe1 - O? p £) ¿' (2) wherein X is independently selected from halogen or hydrogen provided that at least (1) X is halogen; n, m and p are integers from 0 to 12; and Y is O or a heterocyclic atom, other than carbon. of an aromatic ring and is nitrogen »oxygen» sulfur »selenium, phosphorus» arsenic and the like; R ^ »R2 and R3 are the same, each having a hydrocarbon radical to the phatic with 1-8 carbon atoms or an aromatic hydrocarbon radical of S-12 carbon atoms and R ^ is a hydrocarbon radical with 1-13 carbon atoms. carbon. The halogens can be independently selected from bromine »chlorine» fluorine and iodine. Preferably »halogen is fluorine. The phosphonium sulfonate is preferably fluorinated phosphonium sulfonate and is composed of a fluorocarbon containing an organic sulfate anion and an organic phosphonium cation. Examples of said sulfate anions include perfluoromethane sulfonate, perf 1-uorobutane sulfonate, perfluorohexane sulfonate, per-1-chlorheptane sulfonate and perfluorooctane sulfonate. Examples of the phospho-ion cation mentioned above include phosphon or aliphatic such as tetra eti lfos onio »tetraet Ifos onium» tetrabuti Ifosphonium »trieti I eti Ifosfonio» tri buti Imeti Ifosfonio. tributi leti "I- phosphonium» trioctilmeti Ifosfonio »trimeti Ibut Ifosphonium »trimeti loct l osphonium» trimeti 1 lauri lfos or iol »trimeti lesteri 1 phosphonium» trieti locti Ifosphonium and aromatic phosphoniums such as tetrafen Ifosphonium »triphenyl Imet Ifosphonium» tripheni Ibenci 1-phosphonium »tributi 1 benzylphosphonium. The fluorinated phosphonium sulfonate of the present invention can be obtained by combining any of these organic sulfonate anions and organic cations but this invention is not limited by the examples given above. The fluorinated phosphonium sulfonate can be produced in a very pure form by mixing the corresponding sulfonic acid and the quaternary phosphonium hydroxide in a mixture of solvents followed by evaporation of the solvent mixture. The tetrabuti Ifosphonium perfluorobutanesulfonate "for example" can be produced with a yield of approximately 95% by placing 96.8 g of perfluorobutanesulfonic acid »200 ml of a 40% by weight solution of tetrabutylphosphonium hydroxide and 500 ml of a solvent mixture in a flask »by stirring the mixture for 1 hour at room temperature, isolating phosphonium sulfonate which is separated as an oil layer, washing it with 100 ml of water »followed by evaporation of the solvents using a vacuum pump. As indicated, the preferred phosphonium sulfate employed herein is a fluorinated phosphonium sulfate having the general formula: (3) where F is fluorine; n is an integer from 1 to 12 »S is sulfur» R .. »Rz and Ra are" themselves "each having an aliphatic hydrocarbon radical of 1-8 carbon atoms or an aromatic hydrocarbon radical of S-12 atoms of carbon and R ^ is a hydrocarbon radical of 1-18 carbon atoms.The antistatic compositions comprising fluorinated phosphonium sulfate shown by formula (3) having the main component thereof can be used in many different ways to use their antistatic and compatibility and heat resistance characteristics by providing such antistatic properties to polycarbonate »polyetherimide» polyester »mixtures of polyester ether / polystyrene» polyamides »polyketones» ABS or mixtures of these polymers Phosphonium fluorocarbonosulfonate salts for this invention are simisolids of melting point tc "1" and as such »lO It can be handled as a molten liquid. Some embodiments in the present invention are solid crystalline materials at room temperature (15-25 ° C) and are easy to weigh »handle and add to polycarbonate» polyetherimide »polyester» mixtures of polyester ether / polystyrene »polyamides» polyketones »ABS or mixtures of these polymers. A common way to implement this method is to add the agent directly and mix it at the time of polymer production or manufacture. It can be processed by conventional means »including extrusion» injection »molding» compression or cast molding. The amount of the phosphonium fluorocarbonoephonate salt added to the polycarbonate, polyesterimide, polyester, poly ether / polystyrene ether mixtures, polyketones ABS, and mixtures of these polymers is an amount effective to reduce or eliminate a static charge and can be varied in a scale. It has been found that if too little of the antistatic substituted phosphonium fluorocarbonosulfonate salt is added to the resin, there may be a tendency for a static charge to accumulate on the article made of the resin. If the charges of the antistatic additive become too high, the addition of these quantities becomes uneconomical and at a certain level may begin to adversely affect other properties of the resin. For example, "in order to obtain a favorable result by said internal expansion method in transparent polycarbonate grades" it is preferable to add an agent of the present invention at the rate of 0.1-1.5% by weight with respect to the molding composition and it is even more preferable to do so at the speed of 0.4-0.8% by weight. The antistats of the present invention are more strongly resistant to heat and can be added in lower amounts than conventional ionic surfactants, for example phosphonium alkylsulfonate, and the resin compositions have good transparency and mechanical properties.

DETAILED DESCRIPTION OF THE EXAMPLES This invention can be further described by means of the following examples. However, it should be understood that this invention should not be limited by these examples. In the examples where the comments are in percentage terms, they are in percent by weight. The following two procedures were used to analyze samples for antistatic behavior. These were the dust attraction test »measurements of static charge and surface resistivity by measurement of static charge.

Powder attraction test. Powder attraction developed in transparent polycarbonate articles. In this procedure, several colored plates were placed in an exciter which was saturated with a HCl powder prepared in n Si during SO minutes. The powder chamber was equilibrated for 1 hour before the samples were inserted. After 1 hour, the samples were removed and photos of the color plates were taken along with the reference material using a projector lamp as a light source. The plates are visibly analyzed for appearance against a polycarbonate reference plate that does not contain antistatic agent.

Surface Resistivity Surface resistivity measurements were made at 55 ° C due to the fact that resistivity values at room temperature have values on the scale of IO ^ -IO113 Ohms, in which accurate results are difficult to obtain. Therefore »at a temperature of 55 ° C» resistivity values have values on the scale of IO ^ -IO ^ Ohms. In addition to the previous tests, the following tests were also conducted: yellowness index (/ A) -determined according to ASTM 1925-63T. Transparency - determined according to ASTM D-1003. Turbidity - determined according to ASTM 1925 S3T and ASTM D-1003 Melt volume rate - determined according to ASTM - Z3B.

EXAMPLE 1 This example describes the preparation of a fluorinated phosphonium sulfonate of this invention. Perflorobut potassium isufonate was used as the starting material. Potassium (ion K "*") was exchanged first by an ion H "* - using an ion exchange column (Rohm d Haas» A berjet 120O H) .A second step used in this procedure was an acid reaction. base using a fluorocarbon sulfonic acid acid and a tetrabuti hydroxide ifosfom'o in a fluorinated phosphonium sulfonate of high yield and high purity.The reaction is as follows: CFJCFJCF, CF2 - H9 CßH9 (4) tetrabuti Ifosphonium nonafluoro-1-butansulfonate.

EXAMPLE 2 This example describes the preparation of a fluorinated phosphonium sulfonate of this invention. Potassium nonafluoroethoxyeti-1-sulphonate was used as the starting material. Potassium (K * ion) was first exchanged for an H * ion using an ion exchange column (Rohm d Haas, Amberjet 1200 H) A second step used in this procedure was an acid-base reaction using an acid sulphonic fluorocarbon glue and a tetrabutylphosphonium hydroxide in a fluorinated phosphonium sulfonate of high yield and high purity The compound obtained had the following formula: (5) EXAMPLE 3 This example describes the preparation of fluorinated phosphonium sulfonate of this invention.

Zoni 1-TBS (DuPont) »which is a mixture of different sulfonic acids containing fluorocarbon and ammonium sulfonates containing fluorocarbon was used as the starting material. Ammonium (NH-) was first exchanged for an H * 5 ion using an ion exchange column (Rohm S Hass »Amberject 1200H). A second step employed in the process was an acid-base reaction using the mixture of sulfonic acids containing fluorocarbon glue and tetrabutylphosphonium hydroxide. The mixture of compound obtained consisted of the following, where y is an integer of 1-9.

(S) EXAMPLE 4 The unsightly properties of the fluorinated phosphonium sulfonate of Example 1 above were determined by first mixing under melting with antistatic agent a transparent aromatic polycarbonate resin having an intrinsic viscosity of about 0.46 deciliters per 1S gram (dl / g) as measured in methylene chloride at 20 ° C in a twin screw extruder at a temperature of 2B5 ° C »extruded through a die hole in strips that were cooled in water and with which then pellaes formed. The pellets 5 were dried at about 25 ° C for about 2 hours. The dried pellets were injection molded into plates of about 10 cmz by about 2.5 mm thick at an injection molding temperature of about 285 ° C using a single-screw injection molding machine. Obviously »the temperature profile in the injection molding cylinder was varied to a final value of approximately 2S5 ° C. In this example, the cylinder temperature varied from about 20 ° C to about 285 ° C. Each composition shown in table 1 below is prepared under the same conditions as discussed above with the polycarbonate content varied with respect to the concentration of the antistatic agent present in each formulation. Each formulation also contained the same amount of mold release agent »UV absorber» 2? stabilizers »antioxidant and colorant» whose total was approximately 0.8% by weight of the polycarbonate used. The results obtained were the following: TABLE 1 Concentration Resistivity MVR surface anti-static (1%) (10a - * ohms TransAmari 11th kg / 300 to 55 ° C) paren ° C cia Índ ce Turbidity cm3 / 10 (%) m 0 16.3 89.6 1.35 O.S 12.1 0. 2 S.13 89.4 1.30 0.9 12.4 0. 4 7.63 89.5 1.40 1.0 12.0 0. 5 7.95 89.6 1.50 0.8 11.9 O.S 1.74 89.5 1.60 0.7 12.1 0. 8 0.26 89.7 1.45 0.8 12.3 1. 0 0.06 89.9 1.50 0.50 12.8 1. 5 0.004 89.0 1.70 0.65 13.6 The results clearly show the excellent antistatic properties of the composition of this invention as shown by the results of surface resistivity and transparency without affecting transparency or color.

EXAMPLE 5 The formulations of Example 4 were molded under excessive molding conditions "ie" at the molding temperature of Example 4 + 20 ° C and a cooling time of 120 seconds compared to the cooling time of Example 4 of 20 seconds. The results obtained were the following: TABLE 2 Concentration Resistivity Appearance of anti-static surface (%) (10 - * ohms to Transparency Love "11 am 55 ° C) (%) Turbidity index 0 14.8 89.5 1.50 0.8 0. 2 18.8 89.4 1.40 0.85 0. 4 11.6 89.5 1.70 1.0 0. 5 0.85 89.7 1.70 0.75 O.S 0.33 89.6 1.75 0.85 0. 8 0.015 89.7 1.50 0.07 1. 0 n.d. n.d. n.d. n.d. 1. 5 n.d. n.d. n.d. n.d. n.d. - undetermined The results of injection molding of the same samples at different levels using excessive conditions (Temp. + • 20 ° C and cooling time = 120 seconds instead of 20 seconds) are shown in Table 2. The comparison of the results of Tables 1 and 2 show that if excessive molding conditions are used »the antistatic additive concentration in order to obtain antistatic precarbonate is slightly reduced at loads greater than 0.5%. This is an additional indication of the improved surface search capabilities of the antistatic additive of this invention even at higher processing temperatures. This was also confirmed for molded parts at excessive temperatures (+ 20 ° c) with the normal cycle time (t = 20 sec). For molded samples using normal and excessive molding with a cycle time of 20 seconds using loads of 0.6% antistatic concentration »the surface resistivity decreased from 1.74 (Table 1) to 0.33 (Table 2) respectively. These results clearly show the effect of the molding conditions on the surface resistivity behavior and that the surface search capacity of the antistatic additive is dependent on the temperature and time of the cycle.

EXAMPLE G Example 4 was repeated except that the cooled anti-static material was EPA-202 »a prior art phosphonium sulfonate obtained from Take oto Oil and Fat Co.» LTD. The composition of EPA-202 has the following formula and is an antistatic composition of E.U.A. 4 »943» 380. (7) The results obtained were the following; TABLE 3 Concentrat ón Resistivity MVR surface anti-static appearance (1.2 tic (%) (10a - 4 ohms to Transpa- Yellowing kg / 300 55 ° C) Index index Turbidity ° C (%) cm3 / 10 mi 0 6 .47 B9.6 1.35 O. 8 12.07 0.5 6. 81 87.9 2.70 2. 10 16.97 1. 5 1 .85 89.1 1. 85 1.55 23.00 2.0 0.30 89.4 2.05 1.15 26.71 1.5 < - > 0. 5 83. G 5 .80 0.6 23. OO (a) excessive molding conditions as used in Example 5 above. It should be noted that the antistatic properties of the antistatic agent of this invention (tetrabutyl isulfonium nonafluoro-1-butanesulfonate in Example 1) have better antistatic properties at a significantly lower concentration than the antistatic property of the phosphonium sulfonate of the previous technique EPA-202. The lower the surface resistivity, the better the antistatic property of the additive. At a 2.0% concentration of the additive of the prior art the resistivity is equivalent to a concentration of 0.8% of the antistatic additive of the invention. As well, it is noted that EPA-202 is a yellow viscous oil which increases the yellowness index while the antistatic additive, Example 1 »is a white solid which thus facilitates a better dispersion of a powder than a viscous oil. Furthermore, it is also noted that the molten bath flow of the composition of the invention is not affected essentially as determined by MVR. Even at a 1.5% concentration (Table 1) the MVR is only slightly larger than a composition without additive. In Table 3, at a concentration of 1.5% of the antistatic agent of the prior art »the MVR is almost double compared to the case where there is no additive. This demonstrates that the additive of the prior art acts as a plasticizer which has a significant negative aspect on the mechanical properties, particularly aromatic polycarbonate resins.

EXAMPLE 7 A high-flux aromatic polycarbonate resin, having an intrinsic viscosity of about 0.42 deciliters per gram as measured in methylene chloride at 20 ° C, was mixed under melting and injection molded under the same conditions as those used in the Example 4 except compact disc (CD) preforms were molded. Three compositions and sets of CD (10 per composition) were prepared as described above with the content of polycarbonate varied with respect to the concentration of the antistatic agent present in the formulation. Each formulation contained the same amount of mold releasing agent and stabilizer. The sample CD preforms were then evaluated for transparency »color and static charge. The static charge was measured directly after molding each CD preform using a field manual clamping meter calibrated by SIMCO. "The results obtained were as follows: TABLE 4 Concentration Static charge Appearance of unsightly (%) (Volts) Transparency Coloring 0 1400 good nor guna O. 3 800 good none 0. 5 4O0 good nor guna The results clearly show that in excellent antistatic properties of very high flow degree are obtained without affecting the transparency and color. The formulation containing 0.5% antistatic additive did not show dust attraction in the dust attraction test. The addition of 0.3% antistatic agent showed a significant improvement compared to the reference without antistatic additives.

EXAMPLE B The antistatic properties of the fluorinated phosphonium sulfonate of Examples 2 and 3 (formulas 5 and 6) above were determined by first mixing under melting with antistatic agent a clear aromatic polycarbonate resin having an intrinsic viscosity of about 0.46 deciliters per gram (dl / gm) as measured in methylene chloride at 20 ° C > in a twin screw extruder at a temperature of about 285 ° C »extruded through a die hole in strips that were cooled in water and then pellets were formed therewith. The pellets were dried at about 125 ° C for about 2 hours. The dried pellets were injection molded into plates of about 10 cm 2 by about 2.5 mm thick at an injection molding temperature of about 285 ° C using a single screw injection molding machine. Obviously »the temperature profile in the injection molding cylinder was varied to a final value of approximately 285 ° C. In this example, the cylinder temperature varied from about 20 ° C to about 285 ° C. Each composition set forth in Table 5 below was prepared under the same conditions as set forth above with the polycarbonate content varied with respect to the concentration of the antistatic agent present in each formulation. Each formulation also contained the same amount of mold release agent »UV absorber» stabilizers »antioxidant and colorant» which total was about 0.8% by weight of the polycarbonate used. The results obtained were the following: TABLE 5 Appearance Concentrating agent- Anti-traction resistivity of super- Transpa- Yellow-static (% in fi x 10a - * weight retention) ohm at 55 ° C) (%) Turbidity index Control O 16.6 89.6 1 .35 0. 8 Example 2 0.5 8.90 89.1 1. 35 1.0 Example 2 1.0 0.21 89.8 1.40 0.9 Example 3 0.5 7.74 89. 2 1.45 1 .1 Example 3 1.0 0.12 89.7 1 .30 1 .4 As seen from the examples, the results clearly show a lower surface resistivity of the molded plates with the antistatic composition of this invention at lower additive charges compared to prior art EPA-202 described in Example 6 In addition, severe yellowing occurred with EPA-202 using excessive molding conditions and this was not observed for the anti-aging compositions. static newly synthesized. It was also noted that EPA-202 appears to be a plasticizer for polycarbonate as evidenced by the increase in MVR values while essentially no difference in flow is observed for the fluorinated phosphonium sulfonates of this invention. In the present invention, those skilled in the art should understand that various changes can be made in the particular embodiments described above without departing from the spirit and scope of the invention as defined in the appended claims.

Claims (13)

NOVELTY OF THE INVENTION CLAIMS

1. - An antistatic thermoplastic resin composition comprising in admixture a thermoplastic resin and an antistatic agent comprising a halogenated carbonsulfonic acid of a phosphonium compound pol isubsthe said phosphonium compound being present in an amount sufficient to improve the antistatic properties to a article molded from said thermoplastic resin composition.

2. The composition according to claim 1, further characterized in that the antistatic agent is a fluorinated carbonsulic acid salt of a phosphonium polubstituted compound.

3. The composition according to claim 1, further characterized in that the thermoplastic resin is selected from the group consisting of aromatic polycarbonates, polyester, polyesters, polyester ethers, mixtures of polyether ether / styrene polymer. , polyamides »polyketones» acrylonitrile-butadine-styrenes, mixtures thereof, and mixtures thereof with other materials.

4. The composition according to claim 1 »further characterized in that the thermoplastic resin composition comprises 90-99.95% by weight of the thermoplastic resin and correspondingly 10-0.05% by weight of the antistatic agent based on the weight of the resin thermoplastic and additional.

5. The composition according to claim 4, further characterized in that the thermoplastic resin composition comprises about 99.5-99.8% by weight of the thermoplastic resin and correspondingly 0.2-1.5% by weight of the antistatic agent. S.

The composition according to claim 4, further characterized in that the thermoplastic resin composition comprises about 98.5-99.5% by weight and correspondingly about 0.5.-1.5% by weight of the anti-static agent.

7. The composition according to claim 2 »further characterized in that the fluorinated carbonsulfonic acid of the phosphonium compound pol isubstido is a fluorinated phosphonium sulfonate compound of the following formula: where n is an integer from 0 to 18 Rx, R2 and R3 are the same and each is selected from the group consisting essentially of? n aliphatic hydrocarbon radical of 1-8 carbon atoms and an aromatic hydrocarbon radical of 6-12 carbon atoms, and R ^ is a hydrocarbon radical of 1-18 carbon atoms.

8. The composition according to claim 7 »further characterized in that the fluorinated phosphonium sulfonate has the following formula: CFsCF2CF2CF2

9. - The composition according to claim 7 »further characterized in that the thermoplastic resin is selected from the group consisting essentially of aromatic polycarbonates» polyetherimides »polyesters» polyphenylene ethers, mixtures of polyester ether / polymer / styrene polymer, polyamides , polyketones, acri loni tri lo-butadiene-styrene »mixtures thereof and mixtures thereof with other materials 10.

The composition according to claim 9» further characterized in that the thermoplastic resin is a transparent aromatic polycarbonate. .- An antistatic compound that has the formula: CX, (CX2) nY (CX2) m (CH2) p wherein X is independently selected from the group consisting essentially of halogen and hydrogen provided that at least X is halogen; n »m and p are integers from 0 to 12; and Y is 0 or a heterocyclic atom other than the carbon atom of an atomic ring and is selected from the group consisting of nitrogen, oxygen, sulfur, selenium, phosphorus, arsenic and the like.

R x, R 2 and R 3 are the same as independently selected from the group consisting essentially of an aliphatic hydrocarbon radical of 1-8 carbon atoms and an aromatic hydrocarbon radical of S-12 carbon atoms; R ^ is a hydrocarbon radical of 1-1B carbon atoms and halogen is independently selected from the group consisting essentially of bromine »chlorine» fluorine and iodine.

12. The compound according to claim 11 »further characterized in that X is fluorine.

13. The compound according to the rei indication 12"further characterized in that n is 4 and R ^" Ra, R3 and R_, are each alkyl radicals of 4 carbon atoms "and Y" m and p are zero.