TW200823243A - Electrostatic dissipative polymer and polymer mixture thereof - Google Patents

Abstract

An electrostatic dissipative polymer having excellent light stability (less UV induced yellowing) as well as permanent electrostatic dissipative properties and polymer mixture thereof are disclosed. The electrostatic dissipative polymer comprises polyether based oligomer containing ethylene oxide, aliphatic diisocyanate and C2-C10 chain extender containing primary hydroxyl or amine terminal group. Preferably, the number-average molecular weight (Mn) of polyether based oligomer containing ethylene oxide is 500 to 10000. Preferably, the polyether based oligomer is selected from the group consisting of (i) linear homopolymer having a main chain consisting of ethylene oxide, and hydroxyl or amine terminal groups, (ii) linear copolymer having a main chain consisting of ethylene oxide and different kind of monomer, and hydroxyl or amine terminal groups, and (iii) mixture thereof.

Description

200823243 IX. Description of the Invention: [Technical Field] The present invention relates to a dissipative polymer and a polymerization mixture thereof, and has a static dissipative property with good static dissipative properties for ultraviolet light causing yellowing. Polymers and their polymerizations [Prior Art] It is known that on the surface of most plastic materials and because of the low conductivity of plastic materials, static charges tend to be easy materials. This accumulated static charge causes many difficulties in plastics in the industry. For example, if a film is made of a low electrical conductivity, the static charge causes the film to adhere to each other, or causes dust to adhere to the surface of the film, which is lowered. In particular, because of the extreme sensitivity of the motor/electronics industry, the generation and dissipation of the static charge in the storage, transport and assembly of such components is very important. A variety of discrete materials have been developed which can be dissipated and accumulated. One method is to add an anionic or cationic form of an electrostatic agent to a plurality of polymers, which is one of the conventional methods of imparting static electricity. However, because the thermal stability of the antistatic agent does not cleave at high polymer processing temperatures, the static dissipative antistatic agent is not sufficiently compatible with the polymer to be washed to the polymer surface, and the electrostatic dispersion characteristics are (electrostatic, in detail, has and has a permanent compound. Cumulative static charge. In the accumulation of plastic materials and the use of plastic materials, the adverse effects of the plastic film on the value of the static charge, the control of the static electricity The low molecular weight anti-dissipation property of the consumer is low, and the antistatic agent is degraded. Moreover, the antistatic agent is prone to decrease in time. 200823243 Another method of suppressing the generation and accumulation of static charge is to coat the conductive polymer on the surface of the plastic. However, this method has certain problems, such as the conductive polymer coating is easily peeled off and loses conductivity, and the surface of the damaged coating and the cut portion of the plastic material during the heat forming process cause "heat accumulation" of static charge.

A further method of suppressing the generation and accumulation of static charges is to use a polymer composite in combination with an organic or inorganic conductive filler such as metal or carbon black. However, in order to obtain sufficient static dissipative properties, at least 1% by weight of the filler is used, so that the physical properties (e.g., impact strength) of the polymer may be greatly reduced. In particular, packaging materials made from polymer composites containing carbon black can cause problems with the movement of carbon black, which can cause surface contamination of the packaged product. It has been developed to use an aromatic polyether-based thermoplastic polyamino phthalate as a static dissipative material to overcome such problems, and an aromatic polyether-based thermoplastic polyurethane contains ethylene oxide such as polyethylene glycol. Polyol and aromatic diisocyanate composition. However, as will be described later, the aliphatic polyether-based thermoplastic polyaminophthalate or polyurea polymer disclosed in the aliphatic diisocyanate of the present invention is compared with the conventional aromatic polyether-based thermoplastic polyamine group. The formate has unexpected static dissipative properties and light stability (lower yellowing due to UV). SUMMARY OF THE INVENTION An object of the present invention is to provide an aliphatic polyether-based thermoplastic polyurethane or polyurea polymer composed of an aliphatic diisocyanate and a polymerization mixture thereof.

200823243 Compound. The aliphatic polyether-based thermoplastic polyurethane and its polymerization mixture have lower surface resistance, lower electrical properties, and recyclability than conventional aromatic polyether thermoplastic esters. Preferred static dissipative properties Another object of the present invention is to provide a static dissipative polymer having a low yellowing effect of light stability and a further object of the present invention to provide a static dissipative polymixture, The electrostatically dissipative polymer and its polymerization mixture are very sensitive to the packaging of motor/electronic industrial components. For the purpose of achieving such a purpose, the present invention provides a static depolymerization polymer comprising a polyether oligomer having an ethylene oxide, an acid ester. And c2-c10 containing a primary hydroxyl group or an amine end group. Preferably, the number of polyether oligomers containing ethylene oxide is between 500 and 10,000. The epoxy-containing polyether is composed of a group consisting of (i) a homopolymer of ethylene oxide and a hydroxyl group, (ii) a monomer of ethylene oxide and a helium oxygen. A mixture of linear or amine end groups of linear copolymers. Furthermore, the present invention provides a polymerization mixture comprising a static dissipative property improving agent in the form of a machine salt and an electrostatic dissipative static dissipative property improving agent in an amount of from 0.1 to 20 parts by weight per 100 parts by weight of the static dissipative property improving agent. The present invention provides a static dissipative polymer mixture prepared by mixing a static dissipative polymer. Or polyurea polymeric polyaminocarbamate resistance, permanent enthalpy (a mixture caused by UV. The compound and its polymerization can be widely used for materials. Dispersion polymer, this aliphatic diisocyanate chain extender. The molecular weight is an intermediate oligomer or an amine end group composed of alkane and a different kind, and (iii) the first one is an inorganic or a polymer, wherein the electrically dissipative polymer composition and the plurality of poly 7 200823243 [Embodiment] A more complete understanding of the present invention and a number of attendant advantages will be better understood from the following detailed description.

The static dissipative polymer of the present invention is a thermoplastic polyamino phthalate or a polyurea polymer, which is composed of a polyether oligomer containing ethylene oxide, an aliphatic diisocyanate, and a primary hydrogen. Prepared by the reaction of a C2-C! 0 (2 to 10 carbon atoms) chain extender of an oxy or amine end group. The polyether oligomer of the present invention has both an alcohol (-OH) or an amine (-NH2) terminal group which can be reacted with a diisocyanate. The polyether oligomer of the present invention can use (i) a linear polymer (linear homopolymer) containing ethylene oxide, (ii) a linear polymer containing ethylene oxide and different kinds of monomers (linear Copolymer) or (iii) a mixture thereof. Examples of the monomer constituting the linear copolymer and ethylene oxide include 1,2-propylene oxide, 1,3-epoxypropane, epichlorohydrin, 1,2-butylene oxide, and 1,3- Butylene oxide, styrene oxide, allyl glycidyl ether, n-butyl epoxypropyl ether, glycidyl acrylate, methacrylic acid Glycidyl ester, 2-ethylhexyl glycidyl ether, and the like. The number average molecular weight (??) of the polyether oligomers is from about 500 to 10,000, particularly preferably from 600 to 4,000, most preferably from 1,000 to 2,000. If the number average molecular weight (?n) of the polyether oligomer is less than 500, the static dissipative property of the polymer may decrease and if the number average molecular weight of the polyether oligomer is more than 10, when Polyurethane polymerization is difficult. The ethylene oxide 8 200823243 group in the polyether oligomer provides hydrophilic properties of the polymer, so that the static dissipative polymer of the present invention has good and permanent conductivity.

The aliphatic diisocyanate of the present invention provides light stability (lower yellowing effect by UV). The aliphatic diisocyanate may be a C6-C12 (that is, a 'carbon moiety of the aliphatic moiety is 6 to 12) a cycloaliphatic diisocyanate or a C 2 - C ! 〇 (ie, a carbon atom of an aliphatic moiety). It is 2 to 10 0) linear aliphatic diisomeric acid vinegar' and preferably C 2 - C 1 G linear aliphatic diisocyanate. Examples of aliphatic diisocyanates include 1,6-hexamethylene diisocyanate (HDI), 4,4-dicyclohexylmethane diisocyanate (4,4-dicyclohexylmethane diisocyanate, HuMDI), 3-isocyanatomethyl-3,5,5-trimethyl cyclohexyl isocyanate (IPDI), 1,4-cyclohexyl diisocyanate ( l, 4-cyclohexyl diisocyanate, CHDI), 2,2,4-trimethylmexamethylene diisocyanate (TMDI) and mixtures thereof. In order to obtain better electrical properties, it is preferable to use hydrazine, 6 • hexamethylene diisocyanate (HDI) and 2,2,4-trimethyl hexamethylene diisocyanate (TMDI). Linear aliphatic diisocyanate of i,6-hexamethylene diisocyanate (HDI). The chain extender for extending the polymer chain of the present invention is a compound having 2 to 10 anti atoms and containing a primary hydroxyl group or an amine end group. Examples of chain extenders include glycols such as ethylene glycol, diethylene glycol, propylene glycol, dipropylene glycol, 1,3-propanediol, ίο-butanediol, 1, 15-pentanediol, 1,1 - octanediol , 2,2-monomethyl-1,3-propanediol, 1,4-cyclohexanedimethanol, hydroquinone bis (2_ 9 200823243 hydroxyethyl) ether, 1,6-hexanediol, new Pentylene glycol (ne〇penthyl glyC0l), or diamines such as 1,2-propylenediamine, 1,3-propanediamine, iSOphorone diamine, ethylenediamine, N-mercaptopropene a mixture of diamine, n,N,-dimethylethylenediamine, or the like. A preferred chain extender is hydrazine, 4-butanediol. The amount of the chain extender per mole of the polyether oligomer is from about 1 to about 30 moles, particularly preferably from about 1 to about 10 moles and most preferably from 1 to 5 moles. . The amount of the diisocyanate of the 1.0 m mole extender and the polyether oligomer (that is, the chain extender + polyband oligomer) is 0.90 to 1.1 mole, especially 0.92. It is suitable for 1.05 moles and the best is 〇93 to 1〇. The static dissipative polymer of the present invention can be prepared by a conventional polymerization process. For example, the static dissipative polymer of the present invention can be simultaneously reacted by a one-stage polymerization process, in which a polyether oligomer containing ethylene oxide, a fat mono-isocyanate and a chain extender are simultaneously reacted. Besides, the preparation of the static dissipative polymer of the present invention can be obtained by blending a polyether oligomer with a chain extender, followed by reaction with an aliphatic diisocyanate. Alternatively, the preparation of the static dissipative polymer of the present invention can be carried out by first reacting the polyether oligomer with the fat without isocyanic acid to produce a prepolymer, followed by the prepolymer and the chain. The extension agent is obtained by reaction. The static dissipative polymer of the present invention preferably has a surface resistance of less than about 1 Torr + η Ω/square as measured by ASTM D-257, particularly preferably less than about 5 〇Ε + 10 Ω/square. An inorganic or organic salt may be added as a static dissipative property improving agent for further improving the conductivity of the static electricity and the ?-oxide of the present invention. The inorganic or organic salt of the static dissipative property enhancer is added to the static dissipative polymer to enhance the conductivity of the static dissipative polymer of this month. The amount of inorganic or organic salt is every 10 200823243 灞

The total amount of 100 parts by weight of the polyether-based polymer, the aliphatic diisocyanurate and the chain extender is from 0.1 to 20 parts by weight. The amount of the static dissipative property improving agent is less than 1 part by weight of the polyether-based polymer, the aliphatic diisocyanate S and the total amount of the chain extender. 1 part by weight, in the static dissipation Improvements in characteristics and conductivity will not be significant. If the amount of the static dissipative property improving agent is more than 20 parts by weight per 100 parts by weight of the polymerized polymer, the aliphatic diisocyanate and the chain extender, the static dissipating effect is less than that of the pres Improvement, but increased product cost and poor physical properties of the polymer. Examples of inorganic salts (static dissipative property improvers) include lithium perchlorate (LiC104), lithium hexafluorophosphate (LiPF6), lithium hexafluoropotassate (LiASF6), lithium iodide (Lil), lithium bromide (LiBr), lithium thiocyanate (LiSCN), lithium nitrate (LiN03), lithium sulfide (Li2S), tris(tri-l-mercaptosulfone)dimethyllithium (LiC(S02CF3)3), lithium trifluoromethanesulfonate (LiS03CF3), lithium (double) Trifluoromethanesulfonamide (LiN(S02CF3)2), (bis) lithium hexafluoroethane sulfonimide (LiN(S02C2F5)2), 5-lithium isophthalic acid, 3,5-diiodide Lithium -2-hydroxybenzoate, lithium 3,5-diiodohydroxide, lithium β-hydroxyacetonate, lithium diamine amide, lithium salt of p-nonyl sulfinate, poly(ethylene-co- A methacrylic acid) lithium salt, anthraquinone-4-sulfinic acid lithium anhydride or a mixture thereof. Preferably, lithium (bis)trifluoromethanesulfonimide (1^1^(802€?3)2) or lithium(bis)hexaethoxysulfonimide (LiN(S02C2F5)2) is used. Examples of the organic salt (static dissipative property improving agent) include an ionic salt composed of a nitrogen group and/or an anion which forms a weak coordinating bond with the cation. Examples of nitrogen-based cations include pyridine cations (pyHdinlum) ' 200823243 pyridazinium, mouth cations (pyrimidinium),

0 pyrazinium, imidazolium, pyrazolium, thiazolium, oxazolium, triazolium or its a mixture of such. It is preferred to use an imidazole cation. Examples of anions include Cr, ruthenium, F_, HS04·, H2P〇4, Nor, CIO, BF4, PF6' SbF6_, AsF6·, organic anions such as decanoate, aromatic sulphate, and sulphur Sulfonic acid salts and the like, fluorinated organic anions such as perfluoroalkane sulfonates, cyanoperfluoroalkane sulfonylamides, bis(cyano) fluorocarbon anthraquinones (bis (cyano) Fluoroalkane sulfonylmethides), bis(perfluoroalkane sulfonyl)-imides, bis(perfluoro-alkane sulfonyl)-methides, three (all) A fluoroalkane-based tris(perfluoro-alkane sulf〇nyl)-methides, or the like, or a mixture thereof. It is preferred to use a fluoroorganic anion. The present invention also provides a static dissipative polymerization mixture prepared by adding an inorganic or organic salt static dissipative property improving agent to a static dissipative polymer, which is obtained by reacting a polyether containing ethylene oxide. A polymer, an aliphatic diisocyanate, and a C^C! 〇 chain extender having a primary hydroxyl group or an amine end group are prepared. The inorganic salt or organic salt has a static dissipative property improving agent in an amount of from 〇 to 20 parts by weight per 100 parts by weight of the static dissipative polymer. The static dissipative property enhancer can be dispersed in the static dissipative polymer by mixing with a plurality of mixers physical property 12 200823243 or by adding to a polymerization process, the plurality of mixers including an extruder.

The present invention further provides a polymerization mixture comprising a matrix polymer and a static dissipative polymer by using a polyether-based polymer of ethylene oxide, an aliphatic diisocyanate, and a primary hydrogen peroxide. The base or amine end group is prepared by reacting a c2-c1G chain extender. In the polymer mixture, the amount of the static dissipative polymer is from 3 to 80 parts by weight per 100 parts by weight of the parent polymer, wherein the static dissipative polymer may be electrostatically further added with an inorganic or organic salt. A polymer prepared by dissipating a property improving agent. The polymerization mixture can be prepared by mixing a static dissipative polymer with a parent polymer using a conventional mixing device such as an extruder. In the polymerization mixture, the amount of the static dissipative polymer is from 3 to 80 parts by weight, particularly preferably from 25 to 50 parts by weight, per 100 parts by weight of the mother polymer. The use of less than 3 parts by weight of the static dissipative polymer per 100 parts by weight of the parent polymer does not give an effective static dissipative property and more than 80 parts by weight does not exhibit a higher static dissipative property than expected. Examples of such parent polymers include polyacetal (POM), polyacrylic acid, poly(mercapto methacrylate) (PMMA), polystyrene (PS) homopolymer, polystyrene (PS) copolymer, styrene- Acrylonitrile (SAN), Acrylonitrile Butadiene Styrene (ABS), High Impact Polystyrene (111?8), Polycarbonate (?(:), Polyethylene (PE), Polypropylene (PP) Homopolymer, polypropylene (PP) copolymer, polyethylene terephthalate (PET), ethylene glycol modified polyethylene terephthalic acid (PETG), polybutylene terephthalate Ester (PBT), polyether-ester copolymer, polyether-acid amine copolymer, Nylon 6, Nylon 6, 6, Nylon 6, 10, Nylon 13 200823243 6,12, Nylon 11, Nylon 12, polyamidoxime Imine, polyarylates, polyurethanes, EPH, Epoxy propylene monomer (epdm), polyaromatic hydroxy sulfone, polyether sulfone, polyphenyl sulphide Polyphenylene sulfide, polyphenylene oxide, polyvinyl chloride (PVC), polysulfone, polyetherimide, polytetrafluoroethylene (polytetrafluoroethylene) Tetrafluoro ethylene (PTFE)), fluorinated propylene ethylene poly polyfluoroalkoxy, polychlorotrifluoroethylene, polyvinylidene fluoride, polyvinyl fluoride Fluoride), polyketene (PEK), polyether-etherketone (PEEK), polyether ketone ketone, or mixtures thereof.

Furthermore, the present invention provides a molded or formed article prepared by polymerizing a mixture comprising 3 to 80 parts by weight of a static dissipative polymer and 1 part by weight of a parent material, wherein the static electricity is dissipated. The polymer is prepared by reacting a polyether oligomer containing ethylene oxide, an aliphatic diisocyanate, and a C2-C1Q chain extender containing a primary hydroxyl group or an amine terminal. The preferred embodiments and comparative examples of the present invention are provided hereinafter to better understand the present invention. The following examples are intended to illustrate the invention, and the present invention is not limited by the following examples. [Comparative Example 1] 29.4% by weight of 4,4-diisologous acid after 64.3% by weight of a polyethylene having a number average molecular weight (Μη 14 200823243 of 1500 was heated to 120 °C) 4,4-methylene bis(phenyl isocyanate; MDI) and 6.3% by weight of 1,4-butanediol were heated to i2〇°c for 5 minutes and reacted with 5^-ethyl alcohol by one-stage polymerization. Then, it is aged in an convection heating oven at 8 ° C for 15 hours, whereby an aromatic polyurethane can be prepared. The aromatic polyamino phthalate obtained by this method is die at 180 ° C. To make a test sample, measure the surface resistance and UV stability of the sample, and the results are shown in the table.

The sample was treated according to A S T M D - 2 5 7 at a temperature of 23 ° C 1 ° C and a relative humidity of 50 ± 15% for 24 hours, and the surface resistance was measured by a resistance of β 10 . After the sample was UV-A exposed at 50 ° C for 400 hours with a Q-UV apparatus, the UV stability was evaluated by measuring the color change of the sample. The degree of color change is measured by the gray scale of AATCC, which shows the comparison of colors between 0th and 5th order after and after uv exposure. The 5th order in the gray scale indicates that the color is almost identical to the original color after the irradiation. [Comparative Example 2] Except that 61.4% by weight of a number of ethylene oxide propylene glycol (E0-PPG, an amount of Ethylene epoxide of 18 mol%) and 30.1 wt%/〇4,4 were used. A test sample of an aromatic polyamino phthalate was prepared in the same manner as described in Comparative Example 1, except that diphenylmethane diisocyanate (MDI) and 8.5 wt% of 4-butanediol. The surface resistance and uv stability of this sample were measured, and the results are shown in Table 1. [Comparative Example 3] In addition to the use of 62.8 cc/〇 of the number average molecular weight (??) of 2 〇〇〇 15 200823243 polyoxyalkylene amine, 29.4% by weight of 4,4-diisocyanate diphenyl decane (MDI) A test sample of an aromatic polyurethane was prepared in the same manner as described in Comparative Example 1, except that 7.8% by weight of 1,4-butanediol. The surface resistance and UV stability of this sample were measured, and the results are shown in Table 1. [Example 1]

In addition to using 64.0% by weight of polyethylene glycol having an average molecular weight (?η) of 1,500, 25.9% by weight of 1,6-hexamethylene diisocyanate (HDI) and 10.1% by weight of 1,4-butanediol Further, a test sample of an aliphatic polyamino phthalate was prepared in the same manner as described in Comparative Example 1. The surface resistance and UV stability of this sample were measured, and the results are shown in Table 1. [Example 2] Except that 69.7 wt% of polyethylene glycol having an average molecular weight (?η) of 1,500, 22.4 wt% of 1,6-hexamethylene diisocyanate (HDI), and 7.9% by weight were used. A test sample of an aliphatic polyamino phthalate other than 1,4-butanediol was prepared in the same manner as described in Comparative Example 1. The surface resistance and UV stability of this sample were measured, and the results are shown in Table 1. [Example 3] Except that 77.0% by weight of polyethylene glycol having an average molecular weight (?n) of 1,500, 18.3% by weight of 1,6-hexamethylene diisocyanate (HDI) and 4.7 wt% of 1, A test sample of an aliphatic polyamino phthalate other than 4-butanediol was prepared in the same manner as described in Comparative Example 1. The surface resistance and UV stability of this sample were measured, and the results are shown in Table 1. [Example 4] Except that 62.5 wt% of poly 16 200823243 ethylene glycol, 3 0 · 5 wt% of 4 4 - β 1 4,4-hexanyl decane having an average molecular weight (??) of 1 500 was used. Diisocyano (H12MDI) and 7·〇% by weight of 1 4 denier, and the test sample of the aliphatic polyurethane was described in the same manner as in Comparative Example 1. Prepared in the same way. The surface resistance of this sample and the UV loyalty 6 k , m long U V document were measured, and the results are shown in Table 1. [Example 5] In addition to the use of 65.1% by weight of eucalyptus VIII, the average molecular weight (from 15 聚 polyethylene glycol, 28.7% by weight 4 4 - β 1 minute also 4, 4 _ A test sample of 裱hexylmethane diisocyanate (η12 face) and 6.2% by weight of a 4m lipid polyurethane acetal was prepared in the same manner as described in Comparative Example 。. The surface resistance and UV stability of the sample were measured, The results are shown in Table i. [Example 6] Except that 6 M weight% of the average molecular weight (1^) was 24 Å of ethylene bromide·propylene glycol (E0-PPG, the amount of epoxy bake was 18 mol) Ear %), heavy/〇1,6-, methylene diisocyanate (HDI) and 9% by weight of 1,4-butanediol, The test sample was prepared in the same manner as described in Comparative Example 1. The surface resistance and UV stability of the sample were measured, and the results are shown in Table 丨. [Example 7] Except that 69.5 wt% was used. Cheng Hao eight, ^ Qianjun knife to buy (Μη) 2000 polymethyl diisocyanate vinegar (legs) mystery 8.6 weight 1% of bismuth-butanediol, aliphatic The sample of the urethane sulphate was prepared in the same manner as described in the lighter luxury method. The surface resistance and UV stability were measured. The results are shown in Table b 17 200823243 1 Table c < Port S Bath Μ _ I 1 1 El 璲: VC^l μΠ D ^«w; U\ w: 1 ί:>-*·ΐ 5 :h key 丨Ί i ;-s : Li: M ::ig : Μ Μ _ m ! I 淘 m m Μ 纤 mm mm il -s SI m ®: XV —. mw I ga 〇® VN I? How 21 Is u 9 s_ : ' [N 丨: , C;l:1 < g®| '' P丨: i ! h 1 Free fcs> o 〇m 4- K : ; a * fcs> ▲ 1 it «ί 1 丨叫o •必. Ψ i ml Ιλ 沴ip capacity f C\ 容 f 13⁄4 _ with N>.; 'Mr lii | ld| !^[ ;| 1 β I 9 ls>V£> • Sen Shu · bo β a ; Uj Μ Lan SU Ov窀s IPI _ 丨 ί ! zero s I « gc? 〖il i one; 5^· la m έ Ι-4Ϊ ik>i 1^1 1 gauge μ % 4 1 s Μ spread Ι u u>k> 8 Produce! :^1 1 华丨丨: im^· ae u 零> 1 « ^JF Ο 容 m S <^»- ΪΛ 1 #sw4 #W^· 丨~1 il ! ^ ? KJt- j豸i 1 \ Ϊ κ> U Rong Chu; Φ t (Xf b ? Wi isJ! 爹! 1 Nu 1 -Oi 1裘1 a 1 « Ctk Ut 衮| v£>bg;s〇| " 丨 4 1 Cv 66· *—*· St I GS; • Sx o to s όό ; bs! | ·. % more 03⁄4 s let • ten

18 200823243 檨Π 檨Π 用 狭 狭 狭 狭 狭 狭 狭 狭 狭 狭 狭 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 。 The ruthenium has a superior uv stability as compared with the test sample prepared by using aromatic diisocyanate in Comparative Example U 3 . In particular, the use of linear, 6 • hexamethylene (diisocyanate) (HDI) (Examples 1, 2, 3, 6, 7) prepared by polyamidoformate or polyurea test samples and Use aromatic or cycloaliphatic diisocyanate (comparative implementation)

The test samples prepared in Examples 2, 3, and Example 4 '5) have a surface resistance lower than about 2 orders of magnitude. [Comparative Example 4] 33.3 wt% of 4,4-diisocyanate diphenylmethane after heating to 120 ° C of 58.2% by weight of polyethylene glycol having an average molecular weight (Mn) of ι 5 ( ( MDI) with 8.5 weight. /〇 I, 4-butanediol is heated at not for $minutes and reacted with polyethylene glycol by a one-stage polymerization process' followed by aging at 80 °C for 15 hours in a convection heating coal box. An aromatic polyamino decanoic acid S is prepared. A test sample of the sheet was prepared in the same manner as described in Comparative Example 1. The surface resistance and UV stability of this sample were measured, and the results are shown in Table 2. [Comparative Example 5] Except that 63.8% by weight of polyethylene glycol having an average molecular weight (?n) of 1,500, 28.4% by weight of 4,4-diisocyanate diphenylmethane (MDI) and A test sample of the sheet was prepared in the same manner as described in Comparative Example 4, except for 8% by weight of hydrazine, 4-butanediol. The surface resistance and UV stability of this sample were measured, and the results are shown in Table 2. [Comparative Example 6] 19 200823243 In addition to using 63.8 wt% of polyethylene glycol having an average molecular weight (?n) of 1,500, 26.3% by weight of 4,4-diisocyanate diphenyl oxime (MDI) and 5.4 A test sample of the sheet was prepared in the same manner as described in Comparative Example 4 except for the weight% of 1,4-butanediol. The surface resistance and UV stability of this sample were measured, and the results are shown in Table 2. [Embodiment 8]

In addition to 58.2% by weight of polyethylene glycol having an average molecular weight (?η) of 1,500, 29.5% by weight of 1,6-hexamethylenediamine (diisocyanate) (HDI) and 12.3% by weight of 1,4-butyl A test sample of the sheet was prepared in the same manner as described in Comparative Example 4, except for the diol. The surface electric power f and UV stability of this sample were measured, and the results are shown in Table 2. [Example 9] Except that 63.8 wt% of polyethylene glycol having an average molecular weight (?n) of 1,500, 26.1% by weight of 1,6-hexamethylenediamine (diisocyanate) (HDI), and 10.1% by weight were used. A test sample of an aliphatic polyurethane sheet was prepared in the same manner as in Comparative Example 4 except for 1,4-butanediol. The surface resistance and UV stability of this sample were measured, and the results are shown in Table 2. [Example 10] Except that 68.3 wt% of polyethylene glycol having an average molecular weight (?n) of 1,500, and 23.3% by weight of 1,6-hexamethylene (diisocyanate) (HDI) were used. A test sample of an aliphatic polyurethane sheet was prepared in the same manner as in Comparative Example 4, except that 8.4% by weight of 1,4-butanediol was used. The surface resistance and UV stability of this sample were measured, and the results are shown in Table 2. 20 200823243 1 2 Table rk sea 1 慧£Σ^. ξΞΙ2 m 8 Chu| m _ *H.: i ^Slg >rl€H mmm Μ m Since _ 1 ! Construct ~smm ζΝί m I & \ i ? — 〇〇- 蒙: oo 'W 1 δΝ> nt mi 犹· each: r— 安to :Shk bo 承 1 © W sale double: room, i bO L^· Cp· <z> 衾1 bO δϊ po ΟΛ* FR Sound &; ψ es Eo w L·^. 1 济 i & c: -W- s. Domain ί>0 S φ 1 m Taste 'Si so·; Cp VC, § m 1 m U Μ -ϊ Μ, 1S ^ ( ί ; Table 2 shows the surface resistance between a polyurethane using an aromatic diisocyanate and a polyurethane using an aliphatic diisocyanate and 21 200823243

UV stability, both have equal amounts of hard fragments (amount of diisocyanate + chain extender). Polyurethane polymer prepared using linear aliphatic diisocyanate S (1,6-hexamethylenediamine (HDI)) (Examples 8-10) has a fragrance compared to the use of The polyisocyanate polymer prepared by the isocyanate (4,4-diisocyanate diphenylmethane (MDI)) (Comparative Examples 4-6) is a surface resistance of the order of 1 to 2 lower, so the linear aliphatic The diisocyanate polyurethane polymer (Example 8-10) has better UV stability and excellent static dissipative properties under the same amount of hard segment. [Comparative Example 7] A lithium bis(hexafluoroethane)sulfonimide (LiN(S02C2F5)2) 2* scented polyurethane was prepared by a one-stage polymerization process. The aromatic polyurethane obtained therefrom has a number average molecular weight (?η) of 1,500 g of polyethylene glycol and (B) 25.0% by weight of 4,4-diisocyanate. Diphenylmethane (MDI) and (C) 3.2% by weight of ethylene glycol, and the amount of (bis) hexafluoroethane sulfonimide lithium (1^1^(3020:2?5)2) is 2.5 parts by weight per 100 parts by weight of total compound A + B + C. The obtained polyurethane acetal was compression molded at 180 ° C to prepare a test sample. The surface resistance, volume resistance and UV stability of the prepared sample were measured, and the results are shown in Table 3. This sample was measured by ASTM D-257 at a temperature of 23 ±; I X: and a relative humidity of 50 ± 15% for 24 hours, and the surface resistance and volume resistance were measured by an electric resistance meter. The UV stability was measured in the same manner as described in Comparative Example 1. [Example 11] 22 200823243 In addition to using 78.2% by weight of a polymethyl group having a mean molecular weight (?n) of 1 500 (diisocyanate and ethylene glycol, 18.3% by weight of 1,6-hexaite in Example 7) The measured results are shown in Table 3. 3.5% by weight of ethylene glycol's surface resistance and volume resistance of the sample prepared by the same method as the comparative example of the aliphatic polyurethane film. UV stability, [Example 12]

In addition to (78) 78.2% by weight of the average molecular weight (15 〇〇 polyethylene glycol, (Β) 18·3 wt% of hexamethylene (diisocyanate) (HDI), (C) 3.5% by weight of ethylene glycol and 1 part by weight of total compound (A + B + C) 1 · Weight: E part of (bis) hexafluoroethane sulfonimide lithium (L i N (S Ο 2 C 2 F5) 2 ) Reaction outside the sample prepared as in the same manner as in Comparative Example 7, a sample of the aliphatic polyaminophthalic acid vinegar sheet was prepared. The surface resistance and volume of the sample prepared were measured. Resistance and UV stability, the results are shown in Table 3. [Example 13] In addition to (A) 78.2% by weight of a polyethylene glycol having a number average molecular weight (Mn) of 15 Å (), (B) 1 8 · 3 1% by weight of 1,6-hexamethylene (diisocyanate) (HDI), (C) 3.5% by weight of ethylene glycol and 1·5 by weight of total compound (A+B + C) per part by weight A sample of the aliphatic polyamino formate sheet was prepared in the same manner as described in Comparative Example 7, except for the reaction of lithium (di)hexafluoroethanesulfonimide (LiN(S02C: 2F5)2). Measuring the surface resistance and body of the prepared sample Resistance and UV stability, the results are shown in Table 3. [Example 14] In addition to (A) 7 8.2% by weight of the number average molecular weight (?η) of 1,500 polyethylene glycol, (Β) 18.3 weight 0 / 〇 1,6-hexamethylene (diisocyanate 23

200823243 Ester) (HDI), (C) 3.5% by weight of ethylene glycol and 2.0 parts by weight (bis) hexafluoroethane sulfonimide (LiN (S02C2F5) per 100 parts by weight of total compound (A + B + C) 2) A sample of an aliphatic polyamino citric acid cool sheet was prepared in the same manner as in Comparative Example 7, except for the reaction. The surface resistance, volume resistance and UV stability of the obtained product were measured, and the results are shown in the table: [Example 15] except that (eight) 78.2% by weight of the average molecular weight (?n) was 1,500 PEG, (Β 18.3% by weight of 1,6-hexamethylene (diisocyanate) (HDI), (C) 3.5% by weight of ethylene glycol and 2.5 parts by weight per 100 parts by weight of total compound (A + B + C) A sample of the aliphatic polyurethane sheet was prepared in the same manner as in Comparative Example 7, except that the (bis) hexafluoroacetin sulfonimide (LiN(S02C2F5)2) was reacted. The surface resistance, volume resistance, and UV stability of the obtained product were measured, and the results were shown to be 5 ° lithium silicate samples in the form of lithium. 3 〇 24 200823243

I 3 table rL

Nr J—t empty, > =i - js : 1 ; 2 1 5 5 read t=^ ^z> star '〇〇Γ=3^ S3: ^ηέ 'Κ^ mm 〇i mm sc acid, 1 5-^* \ : ii Seal Si bs &: > Kk pin I i throw m snow CN M love fs ; ; t ί:: κ: ; 5' turn ί \m} ;;^-r ~-, Net% \ 备 Reserve volume - Ζ3 mf Ξ〇· L·^- 济:雄: 弥1 1-* 5 ;5^—: I :' r I !: 4 : j tX3 oo -«-c3淡 ft 1 ^ 〇〇· L·^· 铋丨竣? :斋S^S>::?^s;;;\jo; -S^-·: w ts〇i BS . From W 铋I viMM> W»»^i'»i«·^:· > *—* 〇〇·承珍113⁄43⁄4 Γ室: k^> ! w. , C3% b>o <£Σ> 〇-* :GSx 〇-» Ξ〇· 一1ΐ :> ί:? 竣': ι尔:, i® IJ 1 1 1 f;to 〜,3 'CZ5 tX2 & -C3% \^ti I 〇〇ae domain : ; window: tx; U Table 3 shows the increase in static dissipative properties by adding an inorganic salt static dissipative property enhancer ((bis) hexafluoroethane sulfonimide lithium (LiN(S02C2F5)2))) Even for Example n, it is less than the static dissipative property enhancer gt 用于 for comparing the electric ΐκΐ5 sample, α Example 7 Sample amount 'Poly amino acid prepared using linear aliphatic cyanuric acid sulfonate (1,6_hexa _ 舻 的 4 4 二 二 二 二 二 二 二 二 二) The test sample ^ M 4 Court Example U] 5) has a polyamine group prepared by using an aromatic diisoindole (, ~ isocyanide ϋ 认 u, 目, 丨 μ a methane (MDI)) The test sample of the formic acid sheet (K Example 7) has a low surface resistance and volume resistance. Therefore, the polyamine ruthenium vinegar polymer prepared by using the linear unknown aliphatic diisocyanate has a static dissipative property better than that of the polyamine-based polymer prepared by using the scented diisocyanate. UV stability [Example 16] In addition to (A) 78.2% by weight, the average molecular weight (?n) is 1 500 polyethylene alcohol, (Β) 18·3 wt% of 1,6·hexamethylene (based on Isocyanate XHDI) '(3.5% by weight of ethylene glycol and 2.0 parts by weight of lithium silicate (LiN〇3) per 1 part by weight of total compound (A + B + C)) A test sample of an aliphatic polyamino phthalate was prepared by the method described in the parent's example 7. The surface resistance, volume resistance and uv characterization of the prepared sample were measured, and the crucibles are shown in Table 4 ^ [Example 17] Except that (A) 78.2% by weight of the average molecular weight (?η) is 1500 polyethylene glycol, (Β) 18·3 wt% of 1,6-hexamethylene (diisocyanate) (HDI), ( C) 3.5 weight 〇 / 0 of ethylene glycol and 2.0 parts by weight of lithium perchlorate (Lici 〇 4) per 1 liter by weight of total compound (A + B + C), according to the comparison The method described in Example 7 was used to prepare an acid sample of an aliphatic polycarbamic acid amount of isocyanurate acid acid in a test sample of the acid phase ester of the test 26 200823243. The surface resistance and volume of the sample prepared were measured. Resistance and uv stability, the results are shown in Table 4. [Example 18]

In addition to (Α) 78.2% by weight of the average molecular weight (?η) of 1 500 polyethylene glycol, (Β) 18.3 wt% of 1,6-hexamethylene (diisocyanate) (HDI), (C) 3.5% by weight of ethylene glycol and 2.0 parts by weight per 100 parts by weight of total compound (A + B + C) of an organic salt consisting of an imidazolyl cation and a (bis)trifluoromethanesulfonimide anion A test sample of an aliphatic polyurethane was prepared in the same manner as described in Comparative Example 7. The surface resistance, volume resistance and UV stability of the prepared samples were measured, and the results are shown in Table 4.

27 200823243

[Table 4] Example 16 Example 17 Example 18 Polyethylene glycol (Mn: 1500) 78.2% 78.2% 78.2% 1,6-hexamethylidene (diisocyanate) 18.3% 18.3% 18.3% Ethylene glycol 3.5% 3.5% 3.5% lithium nitrate (LiN03) 2 _ - lithium perchlorate (LiC104) - 2 - MM^-N(S〇2CF3)2 - - 2 Surface resistance (Ω/square) 1.3E+07 6.7E+ 06 8.6E+06 Volume resistance (Ω cm) 1.0E+08 6.0E+07 7.1E+07 UV stability (gray scale) 4.5 4.5 4.5 Table 4 shows the addition of various static dissipative property improvers to the use of aliphatic polyamines. The linear aliphatic diisocyanate of formic acid (1,6-hexamethylidene (diisocyanate) (HDI)) (Examples 16-1 8) provides excellent UV stability and good static dissipative properties. [Comparative Example 8]

a polymer mixture consisting of 25% by weight of the polyamino phthalate ester of Comparative Example 1 and 5% by weight of ethylene glycol modified polyethylene terephthalate (PETG) was mixed by an extruder. Then granulate. The surface resistance, volume resistance and static dissipation time of the sheet made of the above-mentioned granulated polymerization mixture by a sheet extruder were measured, and the results are shown in Table 5. The obtained sheet was treated according to ASTM D-257 at a temperature of 23 ± 1 ° C and a relative humidity of 50 ± 15 % for 24 hours, and the surface resistance and volume resistance were measured by an electric resistance meter. . The UV stability was measured in the same manner as described in Comparative Example 1. "Static Dissipation Time" is the time required for the electrostatic potential of the test sample to be from 1000 V to 10 V, and is measured according to the FTMS-1001C using a static elimination monitor. 28 200823243 [Example 19] Except that 25 wt% of the poly. urethane of Example 1 and 75 wt% of ethylene glycol modified polyethylene terephthalate (PETG) were used, A test sheet of this polymerization mixture was prepared in the same manner as in Comparative Example 8. The surface resistance, volume resistance and static dissipation time of the test sheets were measured, and the results are shown in Table 5. [Comparative Example 9]

The same as in Comparative Example 8 except that 25 wt% of the polyurethane of Comparative Example 7 and 75 wt% of ethylene glycol modified polyethylene terephthalate (PETG) were used. Method A test sheet of this polymerization mixture was prepared. The surface resistance, volume resistance and static dissipation time of the test sheets were measured, and the results are shown in Table 5. [Example 20] Except that 25 wt% of the polyamino phthalate of Example 12 and 75 wt% of ethylene glycol modified polyethylene terephthalate (PETG) were used, A test sheet of this polymerization mixture was prepared in the same manner as in Example 8. The surface resistance, volume resistance and static dissipation time of the test sheets were measured, and the results are shown in Table 5. [Example 21] Except that 30% by weight of the polyurethane of Example 12 and 70% by weight of ethylene glycol modified polyethylene terephthalate (PETG) were used, it is described in Comparative Example 8. The test sheet of this polymerization mixture was prepared in the same manner. The surface resistance, volume resistance and static dissipation time of the test sheets were measured, and the results are shown in Table 5. 29

200823243 Compared to the polymerization mixture of formate, the former has a relatively low surface resistance and volume resistance of at least 1 and also has a relatively short static dissipation. Further, a polymerization mixture containing a polyamine phthalate prepared using a linear aliphatic diisocyanate has superior UV stability as compared with a polymerization mixture containing a polyurethane prepared using an aromatic diisocyanate (Example 8 is relatively In Example IX, Comparative Example 9 vs. Example 2 0) As described above, the polymer and polymerization mixture of the present invention have lower sheet resistance and volume resistance, permanent electrical properties, recyclability, and better electricity. Dissipation characteristics. Further, the polymer and the polymerization mixture of the present invention have good light stability (lower yellowing effect by UV). Therefore, the static dissipative polymer and its polymerization mixture can be widely used as packaging materials for motor/electronic industrial components which are very sensitive to static charges. Sex-based time base

32 200823243 [Comparative Example] This was prepared in the same manner as in Comparative Example 8, except that 40% by weight of the polyurethane of Example 1 and 60% by weight of high impact polystyrene (HIPS) were used. A test sheet of the polymerization mixture. The surface resistance, volume resistance, and static dissipation of the test sheet were measured, and the results are shown in Table 5. [Example 22]

A test sheet of this polymerization mixture was prepared in the same manner as in Comparative Example 8, except that 30% by weight of the polyamino phthalate of Example 12 and 70% by weight of high impact polystyrene (HIPS) were used. The surface resistance, volume resistance and static dissipation time of the test sheets were measured, and the results are shown in Table 5. [Example 23] This polymerization mixture was prepared in the same manner as in Comparative Example 8, except that 40% by weight of the polyamino phthalate of Example 12 and 60% by weight of high impact polystyrene (HIPS) were used. Test sheet. The surface resistance, volume resistance and static dissipation time of the test sheets were measured, and the results are shown in Table 5.

30 200823243 1 5 Table 53⁄43⁄4 1|1: Sill Μι 1 1!| .丄 “i 二: ! ι — Μ ϋ 燔i ί^> g 严, ο tr, | 锋涂t3 Η 灿mmmm salt r. n 萼m H carboxy 1 mm i- I m SH 镣'mm -3 t τ-r I 鸢*—* carboxy mmsm to 渰ζΛ 1 s; : ί ί: • ί ^-rFFs Chen: if; 〇Ι 〇& Ο% heart!Ιλ (£ f 1 ί fe 十 5 1 #在1 1 寒Ss>^=0 I ?ί : Ϋ; : ί >N>Γδ;〇〇\ b\ ψ & o JE k IS 承1 ig:E: 13⁄4 Μ1 m ^Ι〇>-* P' 1 B t t> KI i lotus _ ϊ: ?: ! 1 φ i ο ί 1S> 目 t I 00 # £ h 1 1 珍霜: :笪•:b?' διδ fr I CO i ο [s? 1 o V l 8 〇 \ 1 !FFi -:m\ mm jo: Umbrella i ψ po 荦B u> s K « » 1 ; Si i jujube ^|p τ § i y> 1 sst ov , (4) 11; _ : Ά 酯 酯 酯 之 之 之 胺 胺 胺 胺 胺 胺 胺 胺 胺 胺 SI SI SI SI SI SI SI SI SI SI SI SI SI SI The use of fat in the family to make the fat contain the line and the use of the mixture to form a mixture of 31

Claims (1)

200823243 X. Patent application scope: 1. A static dissipative polymer comprising: a polyether oligomer containing ethylene oxide; an aliphatic diisocyanate; and a first hydroxyl group or an amine end group C2-C1G chain extender. 2. The static dissipative polymer of claim 1, wherein the aliphatic diisocyanate is selected from the group consisting of: 1,6-hexamethylene diisocyanate (HDI), 4, 4-dicyclohexyldecane diisocyanate (H12MDI), 3-isocyanatomethyl-3,5,5-trimethylcyclohexyl isocyanate (IPDI), 1,4-cyclohexyl diisocyanate (CHDI), 2 , 2,4-trimercaptohexamethylene diisocyanate (TMDI) and mixtures thereof. 3. The static dissipative polymer of claim 1, wherein the aliphatic diisocyanate is a C 2 -C i 〇 linear aliphatic diisocyanate. 4. The static dissipative polymer of claim 1, wherein the aliphatic diisocyanate is 1,6-hexamethylene diisocyanate (HDI) 〇 5. as described in claim 1 a static dissipative polymer, wherein the ethylene oxide-containing polyether oligomer is a group selected from the group consisting of: (i) a linear composition consisting of ethylene oxide and a hydroxyl group or an amine end group All 33 200823243 polymer, (ii) a linear copolymer composed of ethylene oxide and different kinds of monomers with hydroxyl or amine end groups, and (iii) a mixture thereof, and the number of oligomers The average molecular weight is between 500 and 10,000. 6. The static dissipative polymer according to claim 5, wherein the monomer constituting the linear copolymer of the polyether oligomer and ethylene oxide is selected from the group consisting of: 2-propylene oxide, 1,3-propylene oxide, epichlorohydrin, 1,2-epoxybutylene, 1,3-butylene oxide, styrene oxide, propylene epoxypropyl ether, positive a mixture of butyl glycidyl ether, glycidyl acrylate, glycidyl methacrylate, 2-ethylhexylepoxypropyl ether and the like. 7. The static dissipative polymer of claim 1, wherein the chain extender is selected from the group consisting of ethylene glycol, diethylene glycol, propylene glycol, dipropylene glycol, 1, 3 - Propylene glycol, 1,4-butanediol, 1, 1,5-pentanediol, 1,10-octanediol, 2,2-dimercapto-1,3-propanediol, 1,4-cyclohexane Sterol, hydroquinone bis(2-hydroxyethyl) ether, 1,6·hexanediol, neopentyl glycol, 1,2-propylenediamine, 1,3,propylenediamine, isophorone Diamine, ethylenediamine, N-mercaptopropene-1,3-diamine, hydrazine, hydrazine-dimethylethylenediamine, and mixtures thereof, etc. 8. As described in claim 1 A static dissipative polymer wherein the amount of the aliphatic diisocyanate is from 0.90 to 1.10 moles per liter of chain extension of the 200823243 agent and the polyether oligomer. 9. The static dissipative polymer of claim 1, wherein the amount of the chain extender is from 0.1 to 3 moles per 1.0 mole of the polyether oligomer. 10. The static dissipative polymer according to claim 1, which further comprises 0.1 to 20 parts by weight per 1 part by weight of the polyether oligomer, the aliphatic diisocyanate and the chain extender. The portion is a static dissipative property enhancer in the form of an inorganic or organic salt. 11. The static dissipative polymer according to claim 10, wherein the static dissipative property improving agent is an inorganic salt selected from the group consisting of perchloric acid (LiCl〇4), six Lithium fluorophosphate (LiPF6), lithium hexafluoropentate (LiASF6), lithium iodide (Lil), lithium bromide (LiBr), lithium thiocyanate (LiSCN), lithium nitrate (LiN03), lithium sulfide (Li2S), three (Trifluoromethyl sulfone) lithium dichloride (LiC(S02CF3)3), lithium trifluoromethanesulfonate (LiS03CF3), lithium (di)trifluorodecanesulfonamide (LiN(S02CF3)2), ( Bi) lithium hexafluoroethane sulfonium imide (LiN(S02C2F5)2), 5-lithium isophthalic acid, lithium 3,5-diiodo-2-hydroxybenzoate, 3,5-diiodo water Lithium citrate, lithium β-hydroxypyruvate, lithium diamine sulfonate, lithium p-toluenesulfinate, lithium poly(ethylene-co-methacrylic acid), lithium benzene-4-sulfinate a mixture of salic anhydride or the like. Preferably, lithium (bis)trifluorodecanesulfonimide (LiN(S〇2CF3)2) or (bis) 35 200823243 hexafluoroethanesulfonimide (LiN(S02C2F5)2) and the like are used. a mixture. Sub-group separation, group shihuang ί, stone-like ether-based electricity 1 2. The static dissipative polymer according to claim 10, wherein the static dissipative property improving agent is composed of a nitrogen-based cation and an anion The organic salt, wherein the nitrogen cation is a group selected from the group consisting of pyridine cation, pyridazine cation, pyrimidine cation, pyrazine positive, sub, imidazolium cation, carbazole cation, thiazole a mixture of ions, oxazole cation triazole cations and the like, and the anion is selected from the group consisting of Cl·, Br_, F·, HS〇4·, H2P0, ΝΟΓ, C104 BF4·, PF6-, SbF6·, AsF6·, alkyl sulfonate, aromatic hydroxy acid salt, alkyl aryl sulfonate, perfluoroalkane sulfonate, cyano perfluoroalkane bismuth (cyano) a fluorosulfonyl decylamine, a bis(perfluoroalkylsulfone)imide, a bis(perfluoroalkyl)dimethyl salt, a tris(perfluoroalkylsulfone)dimethyl salt, and mixtures thereof. A polymerization mixture comprising: φ a static dissipative polymer by allowing a polyethylene-containing poly-oligomer, an aliphatic diisocyanate, and a first-order hydroxyl group or an amine terminal h The c2-c1() chain extender is prepared by reacting with each other; and the static dissipative property improving agent of the inorganic or organic salt, wherein the amount of the static dissipative property improving agent is 1 part by weight of the static dissipative polymer. 〇·1 to 20 parts by weight. A polymerization mixture comprising: 36 200823243 a matrix polymer; and a static dissipative polymer by allowing a polyethylene oxide-containing polyether-based polymer, fat The diisocyanate and the CyC 1 oxime chain extender containing a primary hydroxyl group or an amine end group are prepared by reacting with each other, wherein the amount of the static dissipative property improving agent is 3 parts by weight of the static dissipative parent polymer used. Up to 80 parts by weight. The polymerization mixture of claim 14, wherein the parent polymer is a group selected from the group consisting of polyacetal (poly), polyacrylic acid, polymethyl methacrylate (ρΜΜΑ), polystyrene (PS) homopolymer, polystyrene (PS) copolymer, styrene-acrylonitrile (SAN), acrylonitrile-butadiene-stupid ethylene (ABS), high impact polystyrene (HIPS), polycarbonate (PC), polyethylene (PE), polypropylene (pp) homopolymer, polypropylene (PP) copolymer, polyethylene terephthalate (PET) glycol modification Polyethylene terephthalate (PETG), polybutylene terephthalate (pbt), polyether-ester φ copolymer, polyether-melamine copolymer, nylon 6 (Nylon 6), nylon 6, 6 (Nylon 6,6), Nylon 6,10 (Nylon 6,10), Nylon 6,12 (Nylon 6,12), Nylon 11^71〇1111), Nylon 12^71〇1112), Polyamidoguanidine Imine, polyarylates, polyurethanes, ethylene propylene rubber (EPR), ethylene propylene diene monomer (EPDM), polyarylsulfone, polyether sulfonium, polyphenylene sulfide Ether (polyph Enylene sulfide), polyphenylene oxide, polyvinyl chloride (PVC), polysulfone, polyetherimide, polytetrafluoroethylene (PTFE), fluorinated 37 200823243 fluorinated propylene ethylene ), polyfluoroalkoxy, polychlorotrifluoroethylene, polyvinylidene fluoride, polyvinyl fluoride, polyetherketone (PEK), polyether-ether ketone (PEEK), poly A mixture of ether ketone-ketones and the like. 1 6. A molded article prepared from a polymerization mixture, wherein the polymerization mixture comprises a parent polymer, and a static dissipative polymer, which is obtained by allowing ethylene oxide to be contained. The polyether oligomer, the aliphatic diisocyanate, and the C2-C! oxime chain extender containing a primary hydroxyl group or an amine terminal group are reacted with each other, wherein the amount of the static dissipative property improving agent is 1 〇〇 The static dissipative parent polymer is used in an amount of from 3 to 80 parts by weight. 38 200823243 VII. Designation of Representative Representatives (1) The representative representative of the case is: (). (2) The symbolic representation of the symbol of the representative figure is as follows: 8. If there is a chemical formula in this case, please disclose the chemical formula that best shows the characteristics of the invention: