KR101433636B1 - Polymer resin having electrostatic dispersion performance and polymer resin composition containing the same - Google Patents

Abstract

Disclosed is a polymer resin using an ionic salt of an organic liquid, which is excellent in electrostatic dispersion performance, and which is semi-permanent in terms of electrostatic dispersion performance, and a polymer resin composition containing the same. Wherein the polymer resin comprises (a) a polyether polymer containing ethylene oxide and reacting with an isocyanate group, (b) an aromatic diisocyanate compound, and (c) a chain extender having 2 to 10 carbon atoms containing a primary hydroxyl group or an amine group ≪ / RTI > And ionic salts of organic liquids. The polymeric resin composition comprises 100 parts by weight of a base resin; And 3 to 80 parts by weight of the polymer resin having the electrostatic dispersion performance.

Electrostatic dispersion, electroconductive, polyurethane, organic liquid ionic salt

Description

TECHNICAL FIELD The present invention relates to a polymer resin having electrostatic dispersion performance and a polymer resin composition containing the same.

The present invention relates to a polymer resin using an ionic salt of an organic liquid and having not only excellent electrostatic dispersion performance but also an electrostatic dispersion performance, and a polymer resin composition containing the same.

Most plastic surfaces form and accumulate static charges. Since plastic materials have low conductivity, the tendency of electrostatic charges to accumulate is very large, and the accumulation of such electrostatic charges causes various problems in the processing and use of plastics. For example, when a film is produced with a plastic having a low conductivity, the films produced due to the electrostatic charge are strongly adhered to each other, which may interfere with the performance of the next process, . In particular, since the various components used in the electrical / electronics industry can be seriously damaged by minute amounts of electrostatic charges, the generation and distribution control of electrostatic charges in the storage, transport and assembly processes of these components is of utmost importance Element.

In order to suppress the generation and accumulation of electrostatic charges, various electrostatic dissipative materials have been developed. For example, a method of adding an antistatic agent having a low molecular weight anion or cationic form to various polymer materials and obtaining electrostatic dispersion performance has been used for a long time. However, a low-molecular-weight antistatic agent is poor in heat resistance, so that it is damaged at a high temperature condition of processing the polymer resin, and electrostatic dispersion performance is deteriorated. When the compatibility with the polymer resin is not sufficiently good, , There is a problem that the electrostatic dispersion performance deteriorates with time. Another method for suppressing the generation and accumulation of electrostatic charge is to coat a conductive polymer on a plastic surface. However, such a method has problems such that a coated conductive polymer easily peels off and the conductivity is lost, and a vacuum thermoforming ) Or the like, a hot spot may be generated in which charges are accumulated on the cut portion. In another method, there is a method of preparing a polymer composite resin composition by mixing an organic or inorganic filler such as metal or carbon black with a polymer resin. However, in order to obtain a sufficient electrostatic dispersion performance, The filler must be used in an excess amount, and the mechanical properties of the polymer composite resin composition such as impact strength are greatly deteriorated. Particularly, when a polymer composite resin composition containing carbon black is used as a packaging container or the like, there arises a problem that carbon black is eluted and the surface of the product to be packaged is contaminated.

In order to overcome the above problems, there has been proposed a method of using an aromatic polyether thermoplastic polyurethane resin made of an ethylene oxide-containing polyol such as polyethylene glycol and aromatic diisocyanate as an electrostatic dispersant However, such a resin alone is not sufficient for use in applications requiring excellent electrostatic dispersion performance, such as packaging materials for electric / electronic products, because the electrostatic dispersion performance is insufficient. Therefore, a method of using a lithium ion salt as an electrostatic dispersion improving agent has been developed. A method of adding the lithium ion salt at the time of polymerization of the polyurethane resin, and a method of kneading with the extruder or the like and adding the lithium ion salt to the polyurethane resin have been used. Since the lithium ion salt is in a powder form, it is difficult to uniformly disperse when added in the polymerization of aromatic polyether thermoplastic polyurethane resin, and it is dissolved in a co-solvent and used. However, when a polymer composite resin containing a co-solvent is used as an electronic product packaging container, if the compatibility of the co-solvent and the resin is not good, the co-solvent may be eluted to the surface and contaminate the product surface. Therefore, there are restrictions on the selection of the base resin in the production of the polymer composite resin having antistatic properties. Further, the lithium ion salt is very sensitive to moisture, and when it is exposed to the air, it absorbs moisture in the air and dissolves. Therefore, it is not easy to knead the lithium ion salt using an extruder.

Accordingly, an object of the present invention is to provide a polyurethane resin which has an equivalent level of surface resistivity and volume resistivity as compared with a conventional aromatic polyether thermoplastic polyurethane resin containing a lithium ion salt, Which is semi-permanent, recyclable, and has excellent electrostatic dispersion performance, and a polymer resin composition containing the same.

Another object of the present invention is to provide a polymer resin which is free from contamination of the product surface due to co-solvent and a polymer resin composition containing the same.

It is another object of the present invention to provide a polymer resin useful as a static electricity sensitive electric / electronic parts packaging material and a polymer resin composition containing the same.

(B) an aromatic diisocyanate compound, and (c) a compound having two or more carbon-carbon double bonds containing a primary hydroxyl group or an amine group, wherein the polyether- To 10 of a chain extender; And an ionic salt of an organic liquid. Here, it is preferable that the polyether polymer has a number average molecular weight (Mn) of 500 to 10,000, and has a main chain containing an ethylene oxide group and an alcohol or an amine at both end groups, and the ionic salt of the organic liquid is a nitrogen- A cation and an anion bonding thereto. The present invention also provides a resin composition comprising 100 parts by weight of a base resin; And 3 to 80 parts by weight of a polymer resin having the electrostatic dispersion performance, and a molded article produced from the polymer resin composition.

Hereinafter, the present invention will be described in more detail.

The polymer resin having electrostatic dispersing ability according to the present invention comprises: (a) a polyether polymer containing ethylene oxide and reacting with an isocyanate group; (b) an aromatic diisocyanate compound; And (c) a polymerization product prepared by reacting a chain extender having 2 to 10 carbon atoms containing a primary hydroxyl group or an amine group, and an ionic salt in an organic liquid.

The polyether polymer has an alcohol (-OH) or an amine (-NH ₂ ) which can react with a diisocyanate and a main chain containing an ethylene oxide group in both end groups. Examples of the polyether polymer include a linear polymer in the form of a homopolymer in which a backbone is formed only by ethylene oxide groups or a linear polymer in the form of a copolymer composed of ethylene oxide and other kinds of monomers, Mixtures may be used. Examples of the monomers constituting the copolymer together with the ethylene oxide include 1,2-propylene oxide, 1,3-propylene oxide, epichlorohydrin, 1,2-butylene oxide, 1,3-butylene oxide, styrene oxide, allyl glycidyl ether, allyl glycidyl ether, n-butyl glycidyl ether, glycidyl acrylate, glycidyl methacrylate, 2-ethylhexyl glycidyl ether, ), Mixtures thereof, and the like. These polyether polymers have a number average molecular weight (Mn) of about 500 to 10,000, preferably 600 to 4,000, and more preferably 1,000 to 2,000. When the number average molecular weight of the polyether polymer is less than 500, the antistatic performance of the polymerized resin is poor. When the number average molecular weight exceeds 10,000, the polyurethane polymerization reaction may be difficult. When the ethylene oxide and other monomers form a copolymer, the content of the ethylene oxide monomer is preferably 10 to 80% by weight of the entire monomer. If the content of the ethylene oxide monomer is too small, The conductivity of the resin may be deteriorated. When the content of the ethylene oxide monomer is too large, there is a possibility that the effect of improving the physical properties due to the addition of other kinds of monomers may not be sufficiently obtained. The ethylene oxide polar group of the polyether polymer is semi-permanent and has excellent electrical conductivity because it can form a hydrophilic polymer.

The chain extender used in the present invention is a compound for extending the main chain of the polymer resin and has from 2 to 10 carbon atoms and contains a primary hydroxy group or an amine group at both end groups. The chain extender may be selected from the group consisting of ethylene glycol, diethylene glycol, propylene glycol, dipropylene glycol, 1,3-propanediol, 1 1,4-butanediol, 1,5-pentanediol, 1,10-decanediol, 2,2-dimethyl-1,3- Hydroquinone bis (2-hydroxyethyl) ether, such as 2,2-dimethyl-1,3-propanediol, 1,4-cyclohexane dimethaneol, hydroxyethyl ether, 1,6-hexanediol and neopentyl glycol, or 1,2-propylenediamine, 1,3 1,3-propylenediamine, isophoronediamine, ethylenediamine, N-methylpropylene-1,3-diamine, N, N'- - diamines such as dimethylethylenediamine (N, N'-dimethylethylenediamine) It can be used poisoned or mixed, and 1,4-butanediol is preferably used. The amount of the chain extender used is from 0.1 mol to 30 mol, preferably from 0.1 mol to 10 mol, more preferably from 0.1 mol to 5 mol, based on 1 mol of the polyether polymer.

Examples of the aromatic diisocyanate compound used in the present invention include 1,4-phenylene diisocyanate, 2,4-toluene diisocyanate, 2,6-toluene diisocyanate, 2,6-toluene diisocyanate and mixtures thereof; But are not limited to, 2,2-methylene diphenyl diisocyanate, 2,4'-methylene diphenyl diisocyanate, 4,4'-methylenediphenylenediisocyanate (4,4'-methylene diphenyl diisocyanate) and mixtures thereof; Naphthalene diisocyanate and the like may be used alone or in combination. Among them, 4,4'-methylene diphenyl diisocyanate is preferably used. The amount of the diisocyanate compound to be used is in the range of 0.90 to 1.10 mol, preferably 0.92 to 1.05 mol, most preferably 0.02 to 1.0 mol, per mol of 1.0 mol of the chain extender and the entire polyether polymer (i.e., chain extender + polyether polymer) Is 0.93 mol to 1.03 mol.

The polymerization product constituting the polymer resin according to the present invention can be produced by a conventional polyurethane or polyurea polymerization method. For example, the above-mentioned ethylene oxide-containing polyether-based polymer; Aromatic diisocyanate compounds; And a chain extender may be simultaneously reacted in a one-shot polymerization process, or the polyether polymer and the chain extender may be blended first and then reacted with an aromatic diisocyanate compound . If necessary, the polyether polymer and the aromatic diisocyanate may be first reacted to prepare a prepolymer and then reacted with the chain extender to prepare a polyurethane or polyurea having electrostatic dispersibility have.

As the ionic salt of the organic liquid used for the polymer resin of the present invention, an ionic salt composed of a nitrogen-based cation and an anion binding thereto can be used. Examples of the nitrogen-based cations include pyridinium, pyridazinium, pyrimidinium, pyrazinium, imidazolium, pyrazolium, thiazolium, ), Oxazolium, triazolium, etc. may be used alone or in combination, and it is preferable to use imidazolium. Examples of the anion which binds to, preferably weakly coordinate to, the nitrogen-based cation include Cl ^- , Br ^- , F ^- , HSO ₄ ^- , H ₂ PO ₄ ^- , NO ₃ ^- , ClO ₄ ^- , BF ₄ ^- Organic perions or perfluoroalkanesulfonates such as ₆ ^- , SbF ₆ ^- , AsF ₆ ^- , alkane sulfonates, aryl sulfonates and alkaryl sulfonates, Cyanoperfluoroalkanesulfonylamides, bis (cyano) fluoroalkanesulfonylmethides, bis (perfluoroalkanesulfonyl) imides, bisperfluoroalkanesulfonylimides, bisperfluoroalkanesulfonylimides, Fluoro-organic anions such as bis (perfluoroalkanesulfonyl) methides and tris (perfluoroalkanesulfonyl) methides can be used singly or in combination, and fluorinated organic anions can be used To use Is recommended.

The ionic salt of the organic liquid is used as an electrostatic dispersion improving agent in an amount of 0.1 to 20 parts by weight, preferably 0.5 to 10 parts by weight, based on 100 parts by weight of the total amount of the polyether polymer, the aromatic diisocyanate compound and the chain extender By dispersing the polymer in the main chain, a polymer resin having improved conductivity can be produced. If the amount of the ionic salt used in the organic liquid is less than 0.1 part by weight, the effect of improving electrostatic dispersion and conductivity is insignificant. If the amount is more than 20 parts by weight, further electrostatic dispersion and improvement of conductivity are insufficient, There is a problem that the product price increases due to excessive use of the enhancer. In addition, when the ionic salt is used in excess, the mechanical properties of the resin may be deteriorated. The method of dispersing the ionic salt of the organic liquid in the polymer resin may be a method of physically mixing the polymeric resin with an organic liquid feeder using various types of mixers such as a screw extruder, It can be dispersed by adding it during resin polymerization.

The present invention also provides a polymer resin composition comprising 3 to 80 parts by weight, preferably 25 to 50 parts by weight, of a polymer resin having electrostatic dispersibility according to the present invention, based on 100 parts by weight of a base polymer . The resin composition can be produced by mixing the polymer resin having the electrostatic dispersion property and the base resin with a conventional mixer such as a screw extruder. When the content of the polymer resin having the electrostatic dispersing ability is less than 3 parts by weight, an effective antistatic property can not be expected. When the amount exceeds 80 parts by weight, further improvement of the antistatic performance of the prepared composite resin composition The effect is minimal. The base resin may be at least one selected from the group consisting of polyoxymethylene (POM), polyacryl, polymethylmethacrylate (PMMA), polystyrene (PS) homopolymer or polystyrene copolymer, styrene- Acrylonitrile-butadiene-styrene (ABS), high impact polystyrene (HIPS), polycarbonate (PC), and polyethylene (PE) ), Polypropylene (PP) homopolymer or polypropylene copolymer, polyethylene terephthalate (PET), glycol modified polyethylene terephthalate (PETG), polybutylene terephthalate PBT), polyether-ester copolymers, polyether-amide copolymers (Po nylon 6, nylon 6,6, nylon 6,10, nylon 6,12, nylon 6,12, nylon 6, nylon 6, 11, nylon 12, polyamideimides, polyarylates, polyurethanes, ethylene propylene rubber (EPR), ethylene propylene diene monomer (EPDM), polyarylsulfone, polyethersulfone, polyphenylene sulfide, polyphenylene oxide, polyvinyl chloride (PVC), polysulfone ), Polyetherimide, polytetrafluoroethylene (PTFE), fluorinated propylene ethylene, polyfluoroalkoxy, polychlorotrifluoroethylene, polyvinylsulfone Liden Polyetheretherketone (PEEK), polyetherketone ketone (Polyether ketone ketone), and the like may be used singly or in combination with one or more of the following materials: polyvinylidene fluoride, polyvinyl fluoride, polyetherketone (PEK), polyether etherketone Can be used.

The present invention also provides a molded article made from a composite resin composition comprising 3 to 80 parts by weight, preferably 25 to 50 parts by weight, of a polymer resin having an electrostatic dispersing ability according to the present invention, based on 100 parts by weight of a base resin .

Hereinafter, the present invention will be described in more detail by way of specific examples and comparative examples. The following examples are intended to further illustrate the present invention, and the scope of the present invention is not limited by the following examples.

[Comparative Example 1]

64.3% by weight of polyethylene glycol having a number average molecular weight of 1,500 was heated to 120 DEG C, 29.4% by weight of 4,4-methylenebis (phenyl isocyanate): MDI, One-shot polymerization was carried out by heating at 120 ° C for 5 minutes and then aging was carried out in a hot air oven at 80 ° C for 15 hours to prepare an aromatic (aromatic ) Polyurethane. The prepared aromatic polyurethane was melted in a hot press at 180 占 폚 to prepare a sheet specimen and the surface resistivity was measured according to ASTM D-257 at a temperature of 23 占 占 폚 and a relative humidity of 50 ± 15% for 24 hours, and then measured using a resistivity meter. The results are shown in Table 1 below.

[Comparative Example 2]

61.4% by weight of propylene glycol (EO-PPG) having a number average molecular weight of 2,400, 18% of ethylene oxide in the molecule, 30.1% by weight of 4,4-methylenebisphenyl isocyanate (MDI) An aromatic polyurethane sheet specimen was prepared in the same manner as in Comparative Example 1, except that 8.5 wt% 4-butanediol was used, and the surface resistivity was measured and shown in Table 1 below.

[Comparative Example 3]

Except that 62.8 wt% of polyoxyethylene amine having a number average molecular weight of 2000, 29.4 wt% of 4,4-methylenebisphenyl isocyanate (MDI) and 7.8 wt% of 1,4-butanediol were used. The aromatic polyurea sheet specimens were prepared in the same manner as in Example 1, and the surface resistivity was measured and shown in Table 1 below.

[Example 1]

(A) 64.3% by weight of polyethylene glycol having a number average molecular weight of 1500, (B) 29.4% by weight of 4,4-methylenebisphenyl isocyanate (MDI), (C) 1,4- and 2.5 parts by weight of 1,3-methylbutyl imidazolium bistrimethylflourosulfonylimide was added to 100 parts by weight of the total compound (A + B + C) The results are shown in Table 1. The results are shown in Table 1. The results are shown in Table 1. [Table 1] < tb > < TABLE >

[Example 2]

(A) 61.4% by weight of propylene glycol (EO-PPG) containing 18% of ethylene oxide in the molecule, (B) 4,4-methylenebisphenyl isocyanate (MDI) 2.5 parts by weight of 1, 3-methylbutylimidazolium bistrimethylfluorosulfonylimide per 100 parts by weight of (C) 1,4-butanediol 8.5% by weight and the total compound (A + B + C) The results are shown in Table 1 below, except that the aromatic polyurethane sheet specimens were prepared in the same manner as in Comparative Example 1,

[Example 3]

62.8 wt% of (A) polyoxyethylene amine having a number average molecular weight of 2000, (B) 29.4 wt% of 4,4-methylenebisphenyl isocyanate (MDI), (C) 7.8 wt% And 2.5 parts by weight of 1,3-methylbutylimidazolium bistrimethylfluorosulfonylimide was added to 100 parts by weight of the total compound (A + B + C). The aromatic polyurea sheet specimens were prepared in the same manner, and the surface resistivity was measured and shown in Table 1 below.

[Table 1]

Comparative Example 1 Comparative Example 2 Comparative Example 3 Example 1 Example 2 Example 3 Polyethylene glycol
(PEG, Mn = 1500) 64.3% - - 64.3% - - Ethylene oxide-propylene glycol (EO-PPG, Mn = 2400, EO content 18%) - 61.4% - - 61.4% - Polyoxyethylene amine
(Mn = 2000) - - 62.8% - - 62.8% 4,4-methylenebisphenyl
Isocyanate 29.4% 30.1% 29.4% 29.4% 30.1% 29.4% 1,4-butanediol 6.3% 8.5% 7.8% 6.3% 8.5% 7.8% 1,3-Methylbutylimidazolium bistrimethyl
Fluorosulfonylimide - - - 2.5 phr 2.5 phr 2.5 phr Surface resistivity (Ω / square) 2.0E + 11 3.9E + 11 3.0E + 11 3.5E + 7 6.2E + 7 5.3E + 7

Table 1 above shows that when 1,3-methylbutylimidazolium bistrimethylfluorosulfonylimide, which is an imidazolium-based liquid ionic salt, is added to various aromatic polyether urethanes or ureas, electrical conductivity is improved. Specifically, when 2.5 parts by weight (phr) of 1,3-methylbutylimidazolium bistrimethylfluorosulfonylimide is added, the surface resistivity is lowered by about 4 orders, which indicates that the electrostatic dispersion performance is improved.

[Comparative Example 4]

, 71.0% by weight of polyethylene glycol having a number average molecular weight of 1500, 25.0% by weight of 4,4-methylenebis (phenyl isocyanate): MDI and 3.2% by weight of ethylene glycol, , An aromatic polyurethane sheet specimen was prepared in the same manner as in Comparative Example 1, and the surface resistivity was measured and shown in Table 2 below.

[Example 4]

(A) + (B + B) + (B) + (B) + (B) Except that 1 part by weight of 1,3-methylbutylimidazolium bistrimethylfluorosulfonylimide was added and reacted with 100 parts by weight of the aromatic polyurethane sheet sample (C) in the same manner as in Comparative Example 1 After the preparation, the surface resistivity was measured and shown in Table 2 below.

[Example 5]

(A) + (B + B) + (B) + (B) + (B) Except that 3 parts by weight of 1,3-methylbutylimidazolium bistrimethylfluorosulfonylimide was added to 100 parts by weight of the aromatic polyurethane sheet (C) After the preparation, the surface resistivity was measured and shown in Table 2 below.

[Example 6]

(A) + (B + B) + (B) + (B) + (B) Except that 5 parts by weight of 1,3-methylbutylimidazolium bistrimethylfluorosulfonylimide was added to 100 parts by weight of the aromatic polyurethane sheet After the preparation, the surface resistivity was measured and shown in Table 2 below.

[Table 2]

Comparative Example 4 Example 4 Example 5 Example 6 Polyethylene glycol (Mn: 1500) 71.8% 71.8% 71.8% 71.8% 4,4-methylenebisphenyl isocyanate 25.0% 25.0% 25.0% 25.0% Ethylene glycol 3.2% 3.2% 3.2% 3.2% 1,3-methylbutylimidazolium bistrimethyl fluoride sulfonylimide - 1 phr 3 phr 5 phr Surface resistivity (Ω / square) 8.5E + 10 1.3E + 8 2.7E + 7 1.4 E + 7

Table 2 shows the effect of improving the electrostatic dispersion performance by adding 1,3-methylbutylimidazolium bistrimethylfluorosulfonylimide, which is an imidazolium-based liquid ionic salt. It can be confirmed that even when only 1 part by weight of 1,3-methylbutylimidazolium bistrimethylfluorosulfonylimide is added to the aromatic polyether-based urethane, the surface resistivity is lowered by 2.5 orders or more and the electrostatic dispersion performance is improved.

[Example 7]

(A) 64.3% by weight of polyethylene glycol having a number average molecular weight of 1500, (B) 29.4% by weight of 4,4-methylenebisphenyl isocyanate (MDI), (C) 6.3% by weight of 1,4- Except that 1 part by weight of a pyridinium type liquid ionic salt (trade name: IL-P1) of KOEI chemical was added to 100 parts by weight of a polyimide precursor And the surface resistivity was measured. The results are shown in Table 3 below. ≪ tb > < TABLE >

[Example 8]

(A) 64.3% by weight of polyethylene glycol having a number average molecular weight of 1500, (B) 29.4% by weight of 4,4-methylenebisphenyl isocyanate (MDI), (C) 6.3% by weight of 1,4- Except that 3 parts by weight of a pyridinium based liquid phase ionic salt (trade name: IL-P1) of KOEI chemical was added to 100 parts by weight of a surfactant And the surface resistivity was measured. The results are shown in Table 3 below. ≪ tb > < TABLE >

[Example 9]

(A) 64.3% by weight of polyethylene glycol having a number average molecular weight of 1500, (B) 29.4% by weight of 4,4-methylenebisphenyl isocyanate (MDI), (C) 6.3% by weight of 1,4- Except that 1 part by weight of an imidazolium-based liquid ionic salt (trade name: IL-IM1) of KOEI chemical was added to 100 parts by weight of an inorganic filler (A + B + C) The aromatic polyurethane sheet specimens were prepared, and the surface resistivity was measured and shown in Table 3 below.

[Example 10]

(A) 64.3% by weight of polyethylene glycol having a number average molecular weight of 1500, (B) 29.4% by weight of 4,4-methylenebisphenyl isocyanate (MDI), (C) 6.3% by weight of 1,4- Except that 3 parts by weight of an imidazolium-based liquid ionic salt (trade name: IL-IM1) of KOEI chemical was added to 100 parts by weight of polyvinyl alcohol And the surface resistivity was measured. The results are shown in Table 3 below. ≪ tb > < TABLE >

  [Table 3]

Example 7 Example 8 Example 9 Example 10 Polyethylene glycol (PEG, Mn = 1500) 64.3% 64.3% 64.3% 64.3% 4,4-methylenebisphenyl isocyanate 29.4% 29.4% 29.4% 29.4% 1,4-butanediol 6.3% 6.3% 6.3% 6.3% IL-P14 1 phr 3 phr IL-IM1 1 phr 3 phr Surface resistivity (Ω / square) 1.1E + 8 4.9E + 7 3.2E + 7 1.8E + 7

From Table 3, it can be seen that the electrical conductivity of the aromatic thermoplastic polyether polyurethane, i.e. the electrostatic dispersion performance, is improved by the addition of various liquid ionic salts.

[Comparative Example 5]

75% by weight of glycol-modified polyethylene terephthalate (PETG) and 25% by weight of the polyurethane of Comparative Example 1 were melted and kneaded by an extruder to prepare a pellet-type composite resin composition. The prepared composite resin composition was made into a sheet-like product by using an extruder, and the surface resistivity and "static decay time" were measured and shown in Table 4 below. The surface resistivity was measured using a resistivity meter after standing for 24 hours at a temperature of 23 ± 1 ° C. and a relative humidity of 50 ± 15% according to ASTM D-257, and the static decay time ) Measured the time taken for the test specimen to discharge from 1000V to 10V according to the FTMC-101C specification.

[Example 11]

A composite resin composition specimen was prepared in the same manner as in Comparative Example 5 except that 75% by weight of glycol-modified polyethylene terephthalate (PETG) and 25% by weight of the polyurethane of Example 9 were used, quot; static decay time "were measured and shown in Table 4 below.

[Example 12]

A composite resin composition specimen was prepared in the same manner as in Comparative Example 5, except that 75% by weight of glycol-modified polyethylene terephthalate (PETG) and 25% by weight of the polyurethane of Example 10 were used, quot; static decay time "were measured and shown in Table 4 below.

[Example 12a]

A composite resin composition specimen was prepared in the same manner as in Comparative Example 5, except that 30 wt% of the polyurethane of Example 10 was used in 70 wt% of glycol-modified polyethylene terephthalate (PETG) static decay time "was measured and shown in Table 4 below.

[Comparative Example 6]

A composite resin composition specimen was prepared in the same manner as in Comparative Example 5 except that 75% by weight of High Impact Polystyrene (HIPS) and 25% by weight of the polyurethane of Comparative Example 1 were used, "static decay time" was measured and shown in Table 4 below.

[Example 13]

A composite resin composition specimen was prepared in the same manner as in Comparative Example 5 except that 75% by weight of high-impact polystyrene and 25% by weight of the polyurethane of Example 9 were used, and the surface resistivity and the "static decay time" Are shown in Table 4 below.

[Example 14]

A composite resin composition specimen was prepared in the same manner as in Comparative Example 5 except that 75% by weight of high-impact polystyrene and 25% by weight of the polyurethane of Comparative Example 10 were used, and the surface resistivity and the "static decay time" Are shown in Table 4 below.

[Table 4]

Comparative Example 5 Example 11 Example 12 Example 12a Comparative Example 6 Example
13 Example 14 PETG 75% 75% 75% 70% - - - HIPS - - - - 75% 75% 75% The polyurethane of Comparative Example 1 25% - - - 25% - - The polyurethane of Example 9 - 25% - - - 25% - The polyurethane of Example 10 - - 25% 30% - - 25% Surface resistivity (Ω / square) 1.1E + 11 4.8 E + 9 2.1 E + 9 9.2 E + 8 2.0 E + 11 3.5 E + 9 1.7 E + 9 Static decay time (sec) 60 0.3 0.2 0.1 62 0.2 0.1

Table 4 shows that the electrostatic dispersion performance is improved when a polymer resin containing a liquid ionic salt is added to various base resin. (Examples 11 and 13) in which 25 wt% of a polymer resin containing an imidazolium-based liquid ionic salt salt was used as a base resin was used in the case of using 25 wt% of a polymer resin not containing a liquid ionic salt (Comparative Example 5 and 6), the surface resistivity is improved by about two orders or more, and the "static decay time" is also reduced to less than 0.3 seconds from 60 seconds, thereby remarkably improving the electrostatic dispersion performance.

As described above, the polymer resin and the polymer resin mixture containing the same according to the present invention have low surface resistivity, are semi-permanent electrical characteristics, can be recycled, have excellent electrostatic dispersion performance, It is excellent in compatibility with other polymer resins. Therefore, the polymer resin and the polymer resin mixture containing the polymer resin according to the present invention can be widely used for electrostatic sensitive electric / electronic parts packaging materials.

Claims (9)

(a) a polyether polymer containing ethylene oxide and reacting with an isocyanate group, (b) an aromatic diisocyanate compound, and (c) a chain extender having 2 to 10 carbon atoms containing a primary hydroxyl group or an amine group Polymerization products; And an imidazolium-based liquid phase ionic salt, wherein the imidazolium-based liquid phase ionic salt is imidazolium; And perfluoroalkanesulfonylamides, bisperfluoroalkanesulfonylimides, bisperfluoroalkanesulfonylimides, bisperfluoroalkanesulfonylamides, bisperfluoroalkanesulfonylimides, bisperfluoroalkanesulfonylimides, bisperfluoroalkanesulfonylimides, bisperfluoroalkanesulfonylimides, bisperfluoroalkanesulfonylimides, Wherein the polyether polymer is a linear homopolymer composed of an anion selected from the group consisting of an alkyl ether, an alkyl ether, an alkyl ether, an alkyl ether, a cycloalkane sulfonyl methide, and a mixture thereof, and the polyether polymer is a main chain composed only of ethylene oxide. The polymer resin according to claim 1, wherein the polyether polymer has a number average molecular weight (Mn) of 500 to 10,000 and an alcohol or amine at both end groups. delete The aromatic diisocyanate compound according to claim 1, wherein the aromatic diisocyanate compound is 1,4-phenylene diisocyanate, 2,4-toluene diisocyanate, 2,6-toluene diisocyanate, 2,2-methylenediphenylenediisocyanate, Methylene diphenylene diisocyanate, 4,4'-methylene diphenylene diisocyanate, naphthalene diisocyanate, and mixtures thereof, wherein the chain extender is selected from the group consisting of ethylene glycol, diethylene glycol, propylene glycol, dipropylene glycol , 1,3-propanediol, 1,4-butanediol, 1,5-pentanediol, 1,10-decanediol, 2,2-dimethyl-1,3-propanediol, 1,4-cyclohexane- , Hydroquinone bis (2-hydroxyethyl) ether, 1,6-hexanediol, neopentyl glycol, 1,2-propylenediamine, 1,3-propylenediamine, isophoronediamine, ethylenediamine, , 3-diamine, N, N'-dimethylethylenediamine and their The polymer resin is selected from the group consisting of compounds. The polyurethane elastomer composition of claim 1, wherein the diisocyanate compound is used in an amount of 0.90 to 1.10 mol based on 1.0 mol of the chain extender and the total amount of the polyether polymer, and the amount of the chain extender is 0.1 Mole to 30 moles. delete delete 100 parts by weight of a base resin; And (a) a polyether polymer containing ethylene oxide and reacting with an isocyanate group, (b) an aromatic diisocyanate compound, and (c) a chain extender having 2 to 10 carbon atoms containing a primary hydroxyl group or an amine group Polymerization products; And an imidazolium-based liquid phase ionic salt, wherein the imidazolium-based liquid phase ionic salt is imidazolium; And perfluoroalkanesulfonylamides, bisperfluoroalkanesulfonylimides, bisperfluoroalkanesulfonylimides, bisperfluoroalkanesulfonylamides, bisperfluoroalkanesulfonylimides, bisperfluoroalkanesulfonylimides, bisperfluoroalkanesulfonylimides, bisperfluoroalkanesulfonylimides, bisperfluoroalkanesulfonylimides, 3 to 80 parts by weight of a polymeric resin having an electrostatic dispersing ability, which is a linear homopolymer composed of an anion selected from the group consisting of anions selected from the group consisting of alkylbenzenesulfonates, toluenesulfonylamides, and mixtures thereof, and the polyether polymer is a main chain consisting of ethylene oxide . 100 parts by weight of a base resin; And (a) a polyether polymer containing ethylene oxide and reacting with an isocyanate group, (b) an aromatic diisocyanate compound, and (c) a chain extender having 2 to 10 carbon atoms containing a primary hydroxyl group or an amine group Polymerization products; And an imidazolium-based liquid phase ionic salt, wherein the imidazolium-based liquid phase ionic salt is imidazolium; And perfluoroalkanesulfonylamides, bisperfluoroalkanesulfonylimides, bisperfluoroalkanesulfonylimides, bisperfluoroalkanesulfonylamides, bisperfluoroalkanesulfonylimides, bisperfluoroalkanesulfonylimides, bisperfluoroalkanesulfonylimides, bisperfluoroalkanesulfonylimides, bisperfluoroalkanesulfonylimides, 3 to 80 parts by weight of a polymeric resin having an electrostatic dispersing ability, which is a linear homopolymer composed of an anion selected from the group consisting of anions selected from the group consisting of alkylbenzenesulfonates, toluenesulfonylamides, and mixtures thereof, and the polyether polymer is a main chain consisting of ethylene oxide Or a mixture thereof.