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WO1995011948A1 - Composition antistatique et resine thermoplastique la contenant - Google Patents

Composition antistatique et resine thermoplastique la contenant Download PDF

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Publication number
WO1995011948A1
WO1995011948A1 PCT/JP1993/001576 JP9301576W WO9511948A1 WO 1995011948 A1 WO1995011948 A1 WO 1995011948A1 JP 9301576 W JP9301576 W JP 9301576W WO 9511948 A1 WO9511948 A1 WO 9511948A1
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WO
WIPO (PCT)
Prior art keywords
thermoplastic resin
composition
component
antistatic
resin
Prior art date
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Ceased
Application number
PCT/JP1993/001576
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English (en)
Japanese (ja)
Inventor
Makoto Yamauchi
Michio Narita
Masato Ono
Masahiro Fukuda
Hidetaka Ozaki
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Lion Corp
Original Assignee
Lion Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Lion Corp filed Critical Lion Corp
Priority to PCT/JP1993/001576 priority Critical patent/WO1995011948A1/fr
Priority to JP7503698A priority patent/JP2980686B2/ja
Publication of WO1995011948A1 publication Critical patent/WO1995011948A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
    • C08K5/41—Compounds containing sulfur bound to oxygen
    • C08K5/42—Sulfonic acids; Derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K3/00—Materials not provided for elsewhere
    • C09K3/16—Anti-static materials

Definitions

  • the present invention relates to a novel antistatic agent composition and a thermoplastic resin composition containing the same. More specifically, the present invention has excellent antistatic properties, does not impair moldability, does not impair the transparency of molded articles when molded with a transparent resin, and has a special composition.
  • a transparent resin such as acryl resin
  • an antistatic agent composition capable of exhibiting antistatic performance immediately after molding, and containing it, antistatic properties, moldability and in some cases
  • the present invention relates to a thermoplastic resin composition having excellent transparency. Background art
  • thermoplastic resins especially acrylic resins
  • acrylic resins are widely used as materials for films, fibers, molded products, etc. due to their excellent transparency and optical properties, good mechanical properties, processing properties, and appearance. It is widely used in products.
  • thermoplastics are generally hydrophobic and have a high electrical insulation, so they tend to be charged by the accumulation of static electricity-resulting in poor appearance, processes such as processing, packaging, printing, painting, etc. Inevitably leads to a decrease in work efficiency, and also causes an accident due to spark discharge. Therefore, various antistatic methods for thermoplastic resins, particularly acrylic resins, have been studied.
  • cationic, anionic, and nonionic surfactants are known as internal addition type antistatic agents for general synthetic resins, and these surfactants are synthesized by the antistatic effect. It is said that this phenomenon occurs by pre-drilling on the resin surface.
  • the processing temperature of the resin is relatively high. Therefore, it is difficult to use a cationic surfactant having poor thermal stability, and since the resin has a higher glass transition temperature than polyethylene or polypropylene, a nonionic surfactant is used. In such a case, a large amount of addition is necessary, but in this case, the heat distortion temperature and the transparency are reduced, the basic characteristics of the resin are impaired, and the surfactant excessively bleeds out to the resin surface. It is inevitable that the molded products will be tackled and become unusable.
  • alkane sulfonate, alkylbenzene sulfonate and fatty acid monoglyceride are used in combination with the acrylic resin, and the decrease in transparency is improved by using a sulfonate-based anionic surfactant as an antistatic composition.
  • a method has been proposed (Japanese Unexamined Patent Publication No. Hei 11-199552), the improvement effect is not always satisfactory.
  • an antistatic composition for polyolefin or polystyrene a metal salt of a sulfonic acid having a free carboxyl group neutralized with an amine compound (Japanese Patent Publication No. 58-19692) and fats
  • Japanese Patent Publication No. 58-19692 Japanese Patent Publication No. 58-19692
  • the present invention has superior antistatic properties to conventional antistatic agent compositions in thermoplastic resins such as acrylic resins, does not impair moldability, and is particularly blended with transparent resins.
  • the molded product does not impair the transparency of the molded product when it is molded, and when it is blended with a transparent resin such as acryl resin due to its special composition, the antistatic performance is not limited to extrusion molding but also to injection molding.
  • the purpose of the present invention is to provide an antistatic agent composition which is immediately expressed later. Disclosure of the invention
  • the present inventors have conducted intensive studies to develop an antistatic agent composition having the above-mentioned preferable characteristics, and as a result, have found that two kinds of sulfonic acid salts having a specific structure or a nonionic surfactant is used. It has been found that the combination can more advantageously achieve the purpose by combining a sulfonate having a specific structure with a specific glycol and a specific nonionic surfactant, The present invention has been accomplished based on this finding.
  • RR 2 o I and R 3 are each independently a straight-chain or branched alkyl or alkenyl group having 6 to 20 carbon atoms, and A 1 and A 2 are each independently An alkylene group having 2 to 4 carbon atoms, m and n each independently represent an integer of 6 to 50, and MM 2 and M 3 each independently represent an alkali metal atom or a phosphonium group having 4 hydrocarbon groups.
  • RR 2 and R 3 are each independently a straight-chain or branched alkyl or alkenyl group having 6 to 20 carbon atoms, and p and r are each independently a 2 to 4 integer, q and s integers each independently 1 to 100, MM 2 and M 3 are Hosuhoniumu group having each independently an alkali metal atom or 4 hydrocarbon group)
  • An antistatic composition comprising at least one selected from metal sulfonic acid salts represented by the following formulas: And a thermoplastic resin composition comprising:
  • the antistatic agent composition of the present invention comprises, as described above, a two-component system of the component ( ⁇ ) and the component ( ⁇ ), the component ( ⁇ ′) and the component ⁇ or ( ⁇ ′), the component (C), and the component (D). )), And another multi-component system in which component (II) is further added to this multi-component system.
  • RR 2 and R 3 in the component ( ⁇ ), the component ( ⁇ ′), the component ( ⁇ ) and the component ( ⁇ ′) of the antistatic agent composition are each an alkyl group having 6 to 20 carbon atoms. Or an alkenyl group, which may be linear or branched, and R 1 , R 2 and R 3 may be the same And may be different.
  • a 1 and A 2 in the component (A) and the component (B) are an alkylene group having 2 to 4 carbon atoms, for example, an ethylene group, a propylene group, and the like. may be, also be one or may be allowed combination of two or more, may be mutually identical, which may be the or different, one or both of preferably a 1 and a 2 It is preferred that at least 70% or more of the total number of alkylene groups be ethylene groups. If the number of ethylene groups is too small, the antistatic property tends to decrease. Further, m and n are 6 to 50, preferably 9 to 40, and when these are more than 50, the antistatic property is reduced, and when they are less than 6, the transparency is reduced.
  • C ( ⁇ ′) (CH 2 ) P and (CH 2 ) r in the component and the ( ⁇ ′) component are alkylene groups having 2 to 4 carbon atoms, that is, an ethylene group, a propylene group, or a butylene group. Or may be a combination of two or more kinds, and may be the same or different, and preferably one of the alkylene groups of these components Alternatively, it is preferred that at least 70% or more of the total number of both alkylene groups be ethylene groups. If the number of ethylene groups is too small, the antistatic property tends to decrease. In addition, q and s are 1 to 100, preferably 3 to 80, more preferably 6 to 50, and most preferably 9 to 40. If the properties of the blended thermoplastic resin are impaired, or if it is relatively small, there may be some problems in transparency and heat resistance depending on the type and amount of other components to be combined and the type of thermoplastic resin used. There is.
  • the sulfonate of the component (A), the component () ′), the component ( ⁇ ) and the component ( ⁇ ′) may be a corresponding metal salt of sulfonic acid or four hydrocarbon groups.
  • a Hosuhoniumu salts with the general formula of salt residue (I), ( ⁇ ), () and 1 in (IV), M 2 and M 3 may be mutually identical, were or It may be different.
  • As the alkali metal salt a sodium salt, a potassium salt, a lithium salt and the like are preferable.
  • R 4 , R 5 , R 6 and R 7 are a substituted or unsubstituted linear or branched alkyl group or phenyl group having 1 to 18 carbon atoms).
  • substituents include a hydroxyl group, a halogen atom, and an amino group.
  • Such compounds include, for example, tetramethylphosphonium, tetraethylphosphonium, tetrabutylphosphonium, trimethylstearylphosphonium, trimethyldodecylphosphonium, and trimethylphenylphosphonium.
  • Examples include a dimethyl group, a triphenylmethylphosphonium group, a tetraphenylphosphonium group, a di (2-hydroxyshethyl) dibutylphosphonium group, and a p-hydroxyphenyltriethylphosphonium group.
  • Phosphodimethyl salts are particularly effective as a highly heat-resistant resin composition.
  • components (A), ( ⁇ ′), ( ⁇ ) and ( ⁇ ′) may be used each alone or in combination of two or more.
  • the two-component antistatic agent composition at least two components of ( ⁇ ) and ( ⁇ ) are blended and used, but compared with the case where only the ( ⁇ ) component or the ( ⁇ ) component is used alone. This is advantageous because the antistatic property, particularly the stability over time of the performance and the transparency are better.
  • the compounding weight ratio of the component (ii) to the component (ii) is selected in the range of 9: 1 to 1: 9, preferably 8: 2 to 2: 8. If the ratio is higher than 9: 1, the antistatic property is reduced, and if the ratio is lower than 1: 9, the transparency is reduced. I do.
  • the antistatic property is higher than when only the ( ⁇ ') component or the ( ⁇ ') component is used alone. Stability over time and transparency are better, which is advantageous.
  • the compounding weight ratio of each component is in the range of 9: 1 to 1: 9, preferably 8: 2 to 2: 8. To be elected. If this ratio is higher than 9: 1, the antistatic property will decrease, and if it is lower than 1: 9, the transparency will decrease.
  • the component ( ⁇ ) and the component ( ⁇ ) are represented, for example, by the general formula ( ⁇ )
  • R 8 is a linear or branched alkyl 1 or alkenyl group having 6 to 20 carbon atoms
  • R 9 is a hydrogen atom or an alkyl group
  • ⁇ is a hydrogen atom or the above salt residue. is there
  • (X in the formula is an integer of 2 to 4, and the alkylene group of (CH 2 ) X may be one type, or a combination of two or more types, and y is 1 to 100
  • the polyalkyleneoxy group in KCH 2 ) x O ⁇ y is May be used alone or in combination of two or more
  • the lower alkyl ester of the compound of the general formula (VH) is converted to a glycol of the general formula (IX)
  • M is a hydrogen atom
  • the compound can be produced by subjecting the sulfonic acid of these reaction products to a predetermined salt-forming reaction.
  • the molar ratio of the compound represented by the general formula (II) and the polyalkylene glycol represented by the general formula (I) or the glycol represented by the general formula (K) is preferably in a range of 0.5: 1 to 2.0: 1. .
  • these reaction products contain the component (A) and the component (B), or contain the component ( ⁇ ′), the component ( ⁇ ′) and optionally the glycol (C) described later.
  • the reaction temperature is 50 to 150 ° C., preferably 80 to 120 ° C.
  • the reaction time is suitably from 30 minutes to 20 hours, preferably from 2 to 12 hours.
  • the reaction temperature is 50 to 150 ° C, preferably 80 to 120 ° C, and the reaction time is 10 minutes to 20 hours, preferably at normal pressure or reduced pressure. 30 minutes to 6 hours is appropriate.
  • reaction temperature and the reaction time are appropriately selected depending on the molar ratio, the degree of reduced pressure and the like.
  • a conventional catalyst such as an acid catalyst such as p-toluenesulfonic acid and sulfuric acid, and a base catalyst such as sodium hydroxide, potassium hydroxide and sodium hydrogen carbonate are used.
  • an acid catalyst such as p-toluenesulfonic acid and sulfuric acid
  • a base catalyst such as sodium hydroxide, potassium hydroxide and sodium hydrogen carbonate
  • the salt formation reaction method is not particularly limited, and a conventionally known method can be used.
  • an alkali metal salt of the sulfonic acid can be obtained by allowing a hydroxide, carbonate, bicarbonate or the like of the alkali metal to act on the sulfonic acid of the above reaction product.
  • the phosphonium salt is obtained by adding phosphonium salt to the alkali metal salt of the sulfonic acid.
  • the compound can be obtained by metathesis by the action of a halogen salt of a platinum compound or by direct action of a phosphonium hydroxide compound.
  • t is an integer of 2 to 4, preferably 2 or 3
  • the alkylene group of (CH 2 ) t may be one type or a combination of two or more types.
  • u is selected in the range of 2 to 100, preferably 3 to 80, more preferably 6 to 50, and most preferably 9 to 40, and the polio of KCH 2 ) t O ⁇ u is selected.
  • the xyalkylene group may be a single type or a combination of two or more types. Examples of such compounds include polyethylene glycol, polypropylene glycol, and ethylene glycol-propylene glycol copolymer.
  • the specific nonionic surfactant (D) is a fatty acid glyceride derived from a fatty acid having 6 to 14 carbon atoms and having a fatty acid monoglyceride content of 70% by weight or more. At least one selected from fatty acid diethanolamide derived from fatty acids having 6 to 14 carbon atoms and jetanolamine N-substituted with an alkyl or alkenyl group having 6 to 14 carbon atoms Is a main component. If the number of these carbon atoms is too small, the volatility becomes high, and problems such as smoke are generated. If the number is too large, the immediate effect of antistatic performance cannot be obtained.
  • the fatty acid glyceride of the component (D) needs to have a fatty acid monoglyceride content of 70% by weight or more, and is a mixture of fatty acid monoglyceride ⁇ and fatty acid diglyceride ⁇ fatty acid triglyceride. Are used. If the content of the fatty acid monoglyceride is less than 70% by weight, immediate effect of antistatic performance cannot be obtained.
  • nonionic surfactants include, for example, glyceride monoproic acid, diglyceride cabronate, triglyceride proproate, monoglyceride octylate, diglyceride octylate, triglyceride octylate, decanoate.
  • another multi-component antistatic agent composition of above by its having a composition component (E) component, the surface resistance of the molded after immediate can be less than 10 U Q.
  • the component (E) include sodium paraffin sulfonate, and linear or branched d 2 alkyl-benzene sulfonate sodium.
  • auxiliary component for example, ethylene glycol stearate, polyethylene glycol stearate, polyethylene glycol laurate, palmitic acid monoglyceride, palmitic diglyceride, palmitic acid Triglyceride, monoglyceride stearate, diglyceride stearate, triglyceride stearate, pentaerythritol monostearate ester, pentaerythritol dilaurate, stearyl alcohol, lauryl alcohol, octyl alcohol, glycerin Monostearic acid succinate, diethanolstearylamine, diethanol palmitylamine, panolemitic acid jetanolamide, It may be contained, such as ants phosphate diethanolamine de. These may be used alone or in combination of two or more.
  • a suitable compounding ratio of each component is such that ⁇ ( ⁇ ′) + ( ⁇ ′) ⁇ / (C) is from 90/10 to 30/70 on a weight basis. 85 715-40 60 60, ⁇ ( ⁇ ') + ( ⁇ ') ⁇ + (C) / (D) is in the range of 20 ⁇ 80-80 ⁇ 20, preferably 25 ⁇ 75-75 ⁇ 25, and if it deviates from this range, a sufficient effect can be obtained. It becomes difficult.
  • a suitable mixing ratio of each component is as follows: (( ⁇ ′) + ( ⁇ ′)) / (C) is 90Z10 to 30Z70, preferably 85 / 15 ⁇ 40 60, ⁇ ( ⁇ ' ) + ( ⁇ ') + (C) ⁇ / (D) is 20/80 to 80/20 preferably 25 / / 75 ⁇ 75 25, ⁇ ( ⁇ ') + ( ⁇ ') + (C) + (D) ⁇ / ( ⁇ ) is in the range of 99 ⁇ 1 to 50 ⁇ 50, and if it deviates from this range, it is difficult to obtain a sufficient effect.
  • the antistatic agent composition of the present invention can impart an antistatic property to a thermoplastic resin without impairing its original properties and moldability.
  • the thermoplastic resin is not particularly limited, but a transparent resin such as an acrylic resin, a vinyl chloride resin, a polyethylene terephthalate resin, a polybutylene terephthalate resin, or a polycarbonate resin is impaired in transparency.
  • a transparent resin such as an acrylic resin, a vinyl chloride resin, a polyethylene terephthalate resin, a polybutylene terephthalate resin, or a polycarbonate resin is impaired in transparency.
  • the acryl resin of these transparent resins include, for example, methyl methacrylate homopolymer or methyl methacrylate, and 50% by weight or less of an acrylate or methacrylate other than methyl methacrylate, acrylic acid, methacryl. Copolymers with acid, styrene, acrylonitrile, butadiene, etc.
  • rubber components such as polybutadiene, styrene-butadiene rubber, acrylonitrile rubber, etc.
  • Butadiene rubber or the like may be blended by a conventional method.
  • the acrylate include methyl acrylate, ethyl acrylate, and butyl acrylate.
  • the methacrylate include ethyl methacrylate, butyl methacrylate, and cyclohexyl methacrylate.
  • the antistatic agent composition of the present invention is prepared by preparing a masterbatch kneaded in a thermoplastic resin at a concentration higher than the concentration in a target thermoplastic resin composition in advance and adding the calculated amount at the time of molding. Can be used.
  • This master batch can be prepared by blending 6 to 50 parts by weight, preferably 10 to 40 parts by weight, of the antistatic composition of the present invention with 100 parts by weight of the thermoplastic resin. If the amount is more than 50 parts by weight, In addition, it becomes difficult to uniformly disperse at the time of fabricating, and the concentration of the antistatic agent composition is too high, resulting in poor dispersibility at the time of addition.
  • thermoplastic resin composition having excellent antistatic properties and moldability is prepared.
  • the amount of the antistatic agent composition is usually 0.5 to 6.0% by weight, preferably 1% by weight, based on 100 parts by weight of the thermoplastic resin. It is preferable to add so that the amount is from 0 to 4.0 parts by weight. If the amount is less than 0.5 part by weight, the effect of imparting antistatic properties is not sufficiently exhibited, and if it exceeds 6 parts by weight, no further improvement in the antistatic effect is observed, and the physical properties of the thermoplastic resin are adversely affected. Influence, not preferred.
  • thermoplastic resin such as an acryl resin
  • melt-kneading with an extruder and then extruding the blended component
  • a method of preparing a master patch kneaded with a resin at a high concentration and adding this at the time of molding can be used.
  • thermoplastic resin composition When preparing the thermoplastic resin composition, various commonly used additives can be used in combination, if necessary.
  • additional components include phosphorus-based antioxidants such as tri (nonylphenyl) phosphite and triphenylphosphite, dioctadecyl 3,3′-thiodipropionate, and didodecyl 3,3′-thiodipropionate.
  • Sulfur-based antioxidants such as butylated hydroxytoluene, tetrakis [methylene-3- (3 ', 5'-di-t-butyl-4'-hydroxyphenyl) propionate] methinol-based oxidation, such as methane Inhibitors, UV absorbers, nucleating agents, ethylene bisamides, monoalkyl amides, polyolefin waxes such as montanic acid wax, polyethylene resin, lubricants such as higher fatty acid metal salts, and fluorescent brightening agents such as oxazole and coumarins Agent, barium sulfate, titanium oxide 4 Includes resin reinforcing or light scattering inorganic fillers such as tan and calcium carbonate, and other colorants.
  • thermoplastic resin composition thus prepared can be molded by various molding methods such as injection molding, extrusion molding, blow molding, and the like. And parts, meter covers, films, sheets, panels, and molded products such as fine fibers such as optical fibers.
  • Blending composition (A) Component (B) Component
  • RR 2 and R 3 are represented as C k (k is the number of carbon atoms) according to the number of carbon atoms in the alkyl group.
  • EO ethyleneoxy
  • PO propyleneoxy
  • DDP dibutyldiphenylphosphonium
  • PS sodium paraffin sulfonate (average carbon chain length 14)
  • Example 19 to 22 2% by weight of the antistatic agent composition having the composition No. 1 was added to the various transparent resins shown in Table 4, and in Examples 23 to 26, the mixed components of the composition No. 1 were mixed. 2.5% by weight of an equal weight mixture of styrene and polyethylene glycol having an average degree of polymerization of 9 to prepare various resin compositions, which were molded according to the method of Example 1 to determine the performance of the molded articles. Table 4 shows the results. Table 4
  • the obtained strand is pressed with a pelletizer, the pelletized c- pellet is dried, and then is injection-molded at 240 ° C by an injection molding machine, and a lO Ox l O Ox 2 mm test piece is formed. Created.
  • the surface resistance of the test piece was measured immediately after molding and 6 months after molding.
  • the moldability of the test piece the surface condition of the molded article was visually judged.
  • the surface resistance of each molded product of each example was evaluated as B immediately after molding, and A after 6 months from molding, indicating excellent antistatic performance, good moldability, and good moldability. Smoke emission was also low.
  • LMG monoglyceride laurate
  • SA stearyl alcohol
  • LDG diglyceride laurate
  • SMG monoglyceride stearate
  • LDAd diethanolamide laurate
  • LDAn lauryldiethanolamine
  • RR 2 and R 3 are represented as C k (k is the number of carbon atoms) according to the number of carbon atoms in the alkyl group.
  • Table 6
  • AB S denotes branched d 2 sodium alkylbenzene sulfonate
  • PS is C 14 sodium paraffin sulfonate
  • LAS is a linear C 1 2 alkyl Le benzenesulfonic acid Natoriumu respectively.
  • a 300 ml three-necked flask was equipped with a stirrer, Dimroth condenser, and thermometer, and 200 g of methyl methacrylate and 1 g of benzoyl peroxide were added.Then, the mixture was heated to 90 ° C in a water bath to polymerize. When the viscosity became 100 centi-boise, it was quenched with ice water to obtain a dry mouth.
  • a silicone rubber tube and a spacer with a thickness of 2 mm were sandwiched between two glass plates (100 x 100 x 5 mm) to create a mold for putting syrup.
  • an antistatic agent having a composition of mixture No. 18 shown in Table 5 or a mixture of 60% by weight of this mixture and 40% by weight of PEG (9).
  • the cast resin plate produced from the mold was taken out and the performance of the molded product was determined.
  • the surface resistance was 6 X 10 ⁇ one day after molding. 5 X 10 ! 1 ⁇ six months after molding. The haze was 7.8, and the latter antistatic agent was used. If you were, surface resistance molding 1 ⁇ 3 X 10 U Q, a 4x 10 Micromax Omega after molding 6 months, The haze was 4.7.
  • Example 48 Sodium paraffin sulfonate was used in place of the antistatic agent composition of Example 48, and this was added to the same syrup as in Example 48, but did not dissolve in the syrup.
  • the antistatic agent composition of the present invention When the antistatic agent composition of the present invention is blended with a thermoplastic resin, the antistatic agent composition can stably provide excellent antistatic performance and also improve the moldability. Further, the multi-component antistatic composition can also exhibit a stable antistatic performance immediately after molding with a small amount of addition even in injection molding, and can reduce smoke during molding. When a transparent resin such as an acryl resin is used for the thermoplastic resin, a remarkable effect that the transparency is not deteriorated is exerted.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

Composition antistatique (I) comprenant un mélange de deux sels d'acide sulfonique spécifiés, autre composition antistatique (II) comprenant un mélange d'un sel d'acide sulfonique spécifié, un glycol spécifié et au moins un élément choisi dans le groupe constitué d'un glycéride d'acide gras contenant une proportion donnée d'un monoglycéride, d'un diéthanolamide d'acide gras et d'une N-(alkyle ou alcényle)diéthanolamine, et autre composition antistatique (III) comprenant le mélange mentionné ci-dessus dans la composition (II) et un sel métallique d'un acide sulfonique. Lorsqu'elles sont ajoutées à une résine thermoplastique, lesdites compositions peuvent conférer à cette dernière une excellente propriété antistatique stable et améliorer l'aptitude au moulage de ladite résine. En outre, les deux compositions (II) et (III) permettent à la résine de présenter une propriété antistatique stable immédiatement après le moulage par injection, même en cas d'ajout d'une petite quantité, et peuvent supprimer la production de fumée lors de la phase de moulage. En particulier, même lorsqu'une résine transparente telle qu'une résine acrylique est utilisée en tant que résine thermoplastique, la transparence ne s'en trouve pas entravée. La présente invention concerne également une composition de résine thermoplastique contenant ladite composition antistatique.
PCT/JP1993/001576 1993-10-29 1993-10-29 Composition antistatique et resine thermoplastique la contenant Ceased WO1995011948A1 (fr)

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PCT/JP1993/001576 WO1995011948A1 (fr) 1993-10-29 1993-10-29 Composition antistatique et resine thermoplastique la contenant
JP7503698A JP2980686B2 (ja) 1993-10-29 1993-10-29 帯電防止剤組成物及びそれを含有する熱可塑性樹脂組成物

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6139764A (en) * 1998-02-09 2000-10-31 Bayer Aktiengesellschaft Biodegradable coating compositions
RU2161635C2 (ru) * 1996-02-09 2001-01-10 Циба Спешиалти Кемикалс Холдинг Инк. Композиция полимера с антистатической отделкой, способ ее получения и композиция для антистатической отделки

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS568444A (en) * 1979-06-30 1981-01-28 Takemoto Oil & Fat Co Ltd Antistatic synthetic macromolecular material composition
JPS5974150A (ja) * 1982-10-20 1984-04-26 Takemoto Oil & Fat Co Ltd メチルメタクリレ−ト系樹脂成形物の帯電防止方法
JPH04153368A (ja) * 1990-10-11 1992-05-26 Lion Corp 繊維処理剤
JPH04156934A (ja) * 1990-10-17 1992-05-29 Lion Corp 石油樹脂エマルジョン用乳化剤

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS568444A (en) * 1979-06-30 1981-01-28 Takemoto Oil & Fat Co Ltd Antistatic synthetic macromolecular material composition
JPS5974150A (ja) * 1982-10-20 1984-04-26 Takemoto Oil & Fat Co Ltd メチルメタクリレ−ト系樹脂成形物の帯電防止方法
JPH04153368A (ja) * 1990-10-11 1992-05-26 Lion Corp 繊維処理剤
JPH04156934A (ja) * 1990-10-17 1992-05-29 Lion Corp 石油樹脂エマルジョン用乳化剤

Cited By (2)

* Cited by examiner, † Cited by third party
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US6139764A (en) * 1998-02-09 2000-10-31 Bayer Aktiengesellschaft Biodegradable coating compositions

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