WO2018235716A1 - Agent de décollement de résine de polycarbonate - Google Patents

Agent de décollement de résine de polycarbonate Download PDF

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Publication number
WO2018235716A1
WO2018235716A1 PCT/JP2018/022708 JP2018022708W WO2018235716A1 WO 2018235716 A1 WO2018235716 A1 WO 2018235716A1 JP 2018022708 W JP2018022708 W JP 2018022708W WO 2018235716 A1 WO2018235716 A1 WO 2018235716A1
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WO
WIPO (PCT)
Prior art keywords
polycarbonate resin
fatty acid
pentaerythritol
acid ester
resin composition
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PCT/JP2018/022708
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English (en)
Japanese (ja)
Inventor
勇 田口
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理研ビタミン株式会社
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Publication date
Application filed by 理研ビタミン株式会社 filed Critical 理研ビタミン株式会社
Priority to JP2019525514A priority Critical patent/JP7121002B2/ja
Publication of WO2018235716A1 publication Critical patent/WO2018235716A1/fr

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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
    • C08K5/04—Oxygen-containing compounds
    • C08K5/05—Alcohols; Metal alcoholates
    • C08K5/053—Polyhydroxylic alcohols
    • 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
    • C08K5/04—Oxygen-containing compounds
    • C08K5/10—Esters; Ether-esters
    • C08K5/101—Esters; Ether-esters of monocarboxylic acids
    • C08K5/103—Esters; Ether-esters of monocarboxylic acids with polyalcohols
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L69/00—Compositions of polycarbonates; Compositions of derivatives of polycarbonates

Definitions

  • the present invention relates to a mold release agent for polycarbonate resin, a polycarbonate resin composition containing the mold release agent, and a molded article of the resin composition.
  • polycarbonate resins have excellent physical properties, transparency and heat resistance, and are widely used in electric and electronic parts, optical disc substrates, automobile parts and the like.
  • the polycarbonate resin composition is used after being formed into a required shape by an injection molding method or the like, the shape of the molded product is complicated, and the molded product is often large. In some cases, it is difficult to mold, and further, there is a problem that deformation at the time of demolding, reduction in dimensional accuracy of the molded product due to internal strain, strength reduction, appearance defect and the like occur.
  • Patent documents 1 to 12 are disclosed as prior art in which fatty acid esters such as pentaerythritol fatty acid ester are used as a mold release agent, and although certain effects can be obtained, they are not sufficiently satisfactory from the viewpoint of mold releasability.
  • An object of the present invention is to provide a polycarbonate resin composition excellent in releasability and a release agent for polycarbonate resin used for a molded article of the resin composition.
  • the present invention consists of the following. [1] Releasing for polycarbonate resin, characterized in that it contains pentaerythritol tetra fatty acid ester composed of pentaerythritol and fatty acid having 8 to 22 carbon atoms, and the content of metallic element Ca is 16 mg / kg or more. Agent.
  • a polycarbonate resin composition comprising the polycarbonate resin and the release agent for a polycarbonate resin according to the above [1], and a molded article of the resin composition.
  • the mold release agent for polycarbonate resin described in the above [1] is added to a polycarbonate resin (or resin composition) to improve or improve the releasability of the polycarbonate resin (or resin composition or a molded article thereof) how to.
  • the mold release agent for a polycarbonate resin of the present invention exhibits the effect of improving the releasability of a molded article of the resin composition and not losing the physical properties by being blended with the polycarbonate resin composition.
  • the mold release agent for polycarbonate resin of the present invention contains pentaerythritol tetrafatty acid ester composed of pentaerythritol and a fatty acid having 8 to 22 carbon atoms. .
  • pentaerythritol which comprises the mold release agent of this invention
  • pentarit for example, pentarit, pentarit-TS (brand name; Hiroei Chemical Industries Co., Ltd. make), pentaerythritol (brand name; Mitsubishi Gas Chemical Company, Ltd.) And the like.
  • pentaerythritol may contain a condensate such as dipentaerythritol or tripentaerythritol as an impurity, but such pentaerythritol can also be used in the present invention.
  • the fatty acid constituting the release agent of the present invention is a fatty acid having 8 to 22 carbon atoms.
  • the fatty acid may be either a saturated fatty acid or an unsaturated fatty acid.
  • a behenic acid, a stearic acid, a palmitic acid, myristic acid are preferable when the melting point of pentaerythritol tetra-fatty acid ester is considered. These may be used alone or in combination of two or more.
  • the releasing agent of the present invention is a reaction product (esterification product) obtained by a reaction such as an esterification reaction of pentaerythritol with a fatty acid, or a transesterification reaction of pentaerythritol with a lower alcohol ester of a fatty acid.
  • esterification product obtained by a reaction such as an esterification reaction of pentaerythritol with a fatty acid, or a transesterification reaction of pentaerythritol with a lower alcohol ester of a fatty acid.
  • the reaction product obtained by any reaction may be used, but in consideration of productivity, it is preferable to adopt an esterification reaction.
  • the reactant is a mixture of unreacted fatty acid and pentaerythritol, pentaerythritol monofatty acid ester, pentaerythritol difatty acid ester, pentaerythritol trifatty acid ester, pentaerythritol tetrafatty acid ester and the like.
  • the mold release agent of the present invention is pentaerythritol tetrafatty acid ester, but may be a mixture containing such pentaerythritol tetrafatty acid ester.
  • the release agent of the present invention is the mixture, the content of pentaerythritol tetrafatty acid ester is preferably 75% or more, more preferably 85% or more, and still more preferably 95% or more. .
  • the content of the metal element Ca contained in the releasing agent of the present invention is preferably 16 mg / kg or more (for example, 18 mg / kg or more). Is 20 mg / kg or more. It is preferable in order to exhibit the effect of this invention as it is said content.
  • the upper limit of the content of the metallic element Ca is not particularly limited, but when the content of the metallic element Ca is large, the physical properties of the polycarbonate resin composition containing the releasing agent and the molded article of the resin composition are lowered.
  • the content of the metal element Ca is preferably 100 mg / kg or less, more preferably 80 mg / kg or less (eg, 60 mg / kg or less), still more preferably 50 mg / kg or less, 45 mg / Kg or less (40 mg / kg or less, 35 mg / kg or less, 30 mg / kg or less, etc.).
  • Examples of the catalyst containing the metallic element Ca and the calcium salt containing the metallic element Ca include, for example, inorganic calcium salts such as calcium hydroxide, calcium oxide, calcium carbonate and calcium phosphate, calcium octanoate, calcium decanoate, calcium laurate, myristic acid Examples thereof include calcium salts of long chain fatty acids such as calcium palmitate, calcium stearate, calcium behenate, calcium oleate and calcium montanate. These may be used alone or in combination of two or more.
  • the content of the metal element (hereinafter also referred to as "other metal element") other than the metal element Ca contained in the release agent of the present invention is not particularly limited, but preferably 20 mg / kg or less, more preferably 10 mg / kg. It is at most kg, even more preferably at most 5 mg / kg.
  • the content of the other metal element is in the above range, the heat resistance, colorability and physical properties of the polycarbonate resin composition containing the releasing agent and the molded article of the resin composition are improved, which is preferable.
  • said other metal element Na, Sn, Zn etc. are mentioned, for example.
  • the content of these other metal elements is preferably such that each of the other metal elements is in the above range.
  • the reaction product is selected from raw materials containing or not containing other metal elements.
  • Method of preparation method of not using a catalyst containing other metal elements when preparing a reactant, method of removing other metal elements in any step of preparing a reactant, combining the above methods with other methods And the like, and the like.
  • the method for producing the release agent of the present invention known methods are adopted as described above.
  • the following method can be exemplified.
  • a method of producing using a catalyst containing metallic element Ca the following method may be mentioned.
  • a catalyst containing metallic element Ca is added, and mixed by stirring.
  • dipentaerythritol tetra fatty acid ester containing metallic element Ca is obtained by heating at a predetermined temperature using a temperature controller while removing water generated by the esterification reaction out of the system.
  • the feed molar ratio of the fatty acid is preferably 3.5 to 4.5 moles, more preferably 3.8 to 4.0 moles with respect to 1.0 mole of pentaerythritol.
  • the amount of the catalyst containing the metallic element Ca is preferably 0.0016 to 0.010% by mass as a Ca element in the catalyst containing the metallic element Ca based on the total amount of pentaerythritol and fatty acid used. Preferably, it is 0.0020 to 0.0070% by mass.
  • the reaction temperature is usually in the range of about 190 to 250 ° C., preferably in the range of about 210 to 240 ° C.
  • the reaction pressure conditions may be under reduced pressure or normal pressure.
  • the end point of the reaction is usually determined by measuring the acid value of the reaction mixture and about 3.0 or less.
  • a method of producing using a calcium salt containing metallic element Ca the following method may be mentioned.
  • a normal reaction vessel equipped with a stirrer a jacket for heating, a nitrogen introducing pipe, a water measuring pipe, an air cooling pipe, etc., pentaerythritol and fatty acid are charged, and a catalyst containing no metallic element Ca is added or not, Stir and mix, heat at a predetermined temperature using a temperature controller while removing water generated by the esterification reaction out of the system under a nitrogen gas atmosphere, and then, if necessary, neutralize, treat with an adsorbent, and filter As a result, the esterification reaction product (esterification product) is obtained.
  • a calcium salt of long-chain fatty acid is added in the range of 80 to 160 ° C. of the obtained reaction product to obtain pentaerythritol tetra fatty acid ester containing metallic element Ca.
  • conditions such as the feed molar ratio of fatty acid, reaction temperature, reaction pressure conditions, end point of reaction and the like can be exemplified the same conditions as described in the method of producing using a catalyst containing metallic element Ca.
  • the amount of the catalyst containing no metallic element Ca is 0.01 to 1% by mass, preferably 0.05 to 0.2%, based on the total amount of pentaerythritol and fatty acid used. %.
  • the catalyst containing no metallic element Ca is not particularly limited, but tin catalysts such as tin (II) oxide, tin (II) octylate, dibutyltin dilaurate (IV), dibutylthitin oxide (IV), titanium Metal-based catalysts such as titanium catalysts such as tetraisopropoxide and titanium tetra-n-butoxide can be mentioned. One or more of these may be used in combination.
  • the reactant (esterification product) obtained by the esterification reaction is optionally subjected to excess fatty acid in the esterification product, unreacted pentaerythritol, or the ester reaction by a method such as molecular distillation or chromatography. It is also possible to remove the water etc. generated in As the molecular distillation method, for example, a falling film type molecular distillation machine or a centrifugal molecular distillation machine may be used. Specifically, first, usually, a temperature of about 100 to 200 ° C. and a vacuum condition of about 20 to 10 Pa The low-boiling compounds such as water are removed under the following conditions, and then the unreacted fatty acid etc. is removed as a fraction under high vacuum conditions, usually about 200 ° C. to 300 ° C. and high vacuum conditions of about 10 Pa to 0.1 Pa. Product can be obtained.
  • a treatment for removing the other metal element can be performed.
  • a treatment method in which other metal elements are removed by adsorbent treatment, neutralization treatment, and the like.
  • an adsorbent containing aluminum silicate, magnesium silicate, magnesium oxide, aluminum hydroxide and the like is added in any of the production steps, optionally mixed by heating, and then the adsorbent is filtered. The removal method etc. are mentioned.
  • the addition amount of the adsorbent is not particularly limited, but, for example, 0.1 to 5 parts by mass with respect to 100 parts by mass of the substance containing another metal element, and the adsorption treatment in the case of heating and mixing if desired
  • the temperature may be, for example, 70 to 100 ° C.
  • the treatment time of the adsorption treatment may be, for example, 0.5 to 3.0 hours.
  • Kyo Ward 200, Kyo Ward 700 (a brand name; Kyowa Chemical Industry Co., Ltd. make), etc. are mentioned.
  • the acid value of the release agent of the present invention is not particularly limited, but is preferably 3.0 mg KOH / g or less, more preferably 1.5 mg KOH / g or less from the viewpoint of physical properties and heat resistance.
  • the hydroxyl value of the releasing agent of the present invention is not particularly limited, but is preferably 0.1 to 30 mg KOH / g, more preferably 0.5 to 20 mg KOH / g, and more preferably 1 to 10 mg KOH / g from the viewpoint of physical properties and heat resistance. g is even more preferred.
  • the polycarbonate resin used in the polycarbonate resin composition of the present invention may be obtained by the phosgene method in which dihydric phenol and phosgene are reacted, or the transesterification method in which dihydric phenol and carbonate ester such as carbonate precursor are reacted. It is union. Specifically, reaction of dihydric phenol and phosgene, transesterification of dihydric phenol and diphenyl carbonate, and the like can be mentioned.
  • dihydric phenol 2,2-bis (4-hydroxyphenyl) propane (bisphenol A), 1,1-bis (4-hydroxyphenyl) methane, 1,1-bis (4-hydroxyphenyl) ethane, Bis (4-hydroxyphenyl) alkanes such as 4,4'-dihydroxydiphenyl, 2,2-bis (4-hydroxy-3,5-dimethylphenyl) propane; bis (4-hydroxyphenyl) cycloalkanes, bis (4) -Hydroxyphenyl) oxide, bis (4-hydroxyphenyl) sulfide, bis (4-hydroxyphenyl) sulfone, bis (4-hydroxyphenyl) sulfoxide, bis (4-hydroxyphenyl) ether, bis (4-hydroxyphenyl) ketone Etc.
  • dihydric phenols may be homopolymers of one type or copolymers of two or more types.
  • Examples of the carbonate precursor include carbonyl halides, haloformates, and carbonates, and specific examples include phosgene, dihaloformates of dihydric phenol, diphenyl carbonate, dimethyl carbonate, and diethyl carbonate.
  • the polycarbonate resin used in the present invention may have a branched structure, and as a branching agent for introducing the branched structure, for example, 1,1,1-tris (4-hydroxyphenyl) ethane, ⁇ , ⁇ ′ , ⁇ ''-tris (4-hydroxyphenyl) -1,3,5-triisopropylbenzene; 1- [ ⁇ -methyl- ⁇ - (4'-hydroxyphenyl) ethyl] -4- [ ⁇ ', ⁇ ' And -bis (4 ′ ′-hydroxyphenyl) ethyl] benzene, phloroglucin, trimellitic acid, and isatin bis (o-cresol).
  • 1,1,1-tris (4-hydroxyphenyl) ethane ⁇ , ⁇ ′ , ⁇ ''-tris (4-hydroxyphenyl) -1,3,5-triisopropylbenzene
  • the viscosity average molecular weight of the polycarbonate resin used in the present invention is usually 10,000 to 100,000, preferably 10,000 to 40,000, from the viewpoint of the physical properties of the resin composition.
  • the addition amount of the release agent of the present invention used in the polycarbonate resin composition of the present invention is 0.1 parts by mass with respect to 100 parts by mass of the polycarbonate resin from the viewpoint of releasability, moldability, physical properties, etc. -3.0 parts by mass is preferable, and 0.2-2.0 parts by mass is more preferable.
  • additives that are generally used in polycarbonate resin compositions can be blended, as long as the effects of the present invention are not impaired.
  • other additives for example, release agents other than the release agent of the present invention, weathering agents, UV absorbers, fluidity improvers, antistatic agents, inorganic fillers, flame retardants, flame retardant aids, coloring Agents, antibacterial agents, compatibilizers and the like.
  • resins or elastomers may be added to the polycarbonate resin composition of the present invention as long as the effects of the present invention are not impaired.
  • examples of other resins include polyolefin resins such as polyethylene and polypropylene, polyethylene terephthalate and polybutylene terephthalate.
  • acrylonitrile / styrene-acrylonitrile resin acrylonitrile / butadiene / styrene copolymer
  • polyamide resin polyimide resin, polyetherimide resin, polyurethane resin, polyphenylene ether resin, polyphenylene sulfide resin, polysulfone resin And polymethacrylate resin, silicone resin, phenol resin, epoxy resin and the like.
  • elastomer examples include acrylic elastomers, olefin elastomers, polyester elastomers, polyamide elastomers, isobutylene / isoprene rubber, styrene / butadiene rubber, ethylene / propylene rubber, methyl methacrylate / styrene / butadiene rubber, methyl methacrylate / acrylonitrile / Styrene rubber etc. are mentioned.
  • a polycarbonate resin, the mold release agent of the present invention, and optionally, other additives, other resins, elastomers, etc. are blended, and premixed with a ribbon blender, drum tumbler, etc. Then, they are pelletized by kneading with a single-screw or multi-screw extruder, Henschel mixer, Banbury mixer, etc., then injection molding, injection compression molding, extrusion molding, blow molding, press molding, vacuum
  • the heating temperature at the time of kneading and molding is preferably 240 to 300.degree.
  • the molded article of the polycarbonate resin composition of the present invention can be used as an optical material such as an optical disc substrate, a copier, a facsimile, a television, a radio, a tape recorder, a video deck, a personal computer, a printer, a telephone, an information terminal , OA equipment such as refrigerators and microwaves, home appliances, electric and electronic equipment parts, etc.
  • optical material such as an optical disc substrate, a copier, a facsimile, a television, a radio, a tape recorder, a video deck, a personal computer, a printer, a telephone, an information terminal , OA equipment such as refrigerators and microwaves, home appliances, electric and electronic equipment parts, etc.
  • Pentaerythritol tetrafatty acid ester 1 corresponds to an example of the present invention.
  • the contents of the metal elements Ca, Na and Sn of the pentaerythritol tetra-fatty acid ester obtained by the above method are summarized in Table 1.
  • the acid value (mg KOH / g), hydroxyl value (mg KOH / g), saponification value (mg KOH / g), esterification ratio (%) and tetraester content (%) are also shown in Table 1. Further, the above-mentioned items of pentaerythritol tetra fatty acid esters 2 to 7 described later are also shown in Table 1.
  • the contents of the metallic elements Ca, Na and Sn were measured by acid decomposition-inductively coupled plasma emission spectrometry (ICP-AES method) using an ICP emission analyzer (ICPE-9800 manufactured by Shimadzu Corporation). It is a thing.
  • metal elements other than the above, such as Zn can be measured in the same manner.
  • the acid value and the hydroxyl value are [2.3.1-2013 acid value] and [2.3.6.2-1996] of "Standard oil and fat analysis test method (I)" (The Japan Oil Chemistry Association edition). It was measured in accordance with the hydroxyl value].
  • the saponification value is measured in accordance with [3.3.2-1996 Saponification value] of "Standard Oil and Fat Analysis Test Method (I)” (The Japan Oil Chemistry Society ed.), And the esterification ratio is And tetra-ester content rate is computed by said Formula and method.
  • pentaerythritol tetra fatty acid ester 2 [Preparation of pentaerythritol tetra fatty acid ester 2]
  • pentaerythritol tetra-fatty acid ester 1 187.8 g of pentaerythritol (trade name: Pentalite TS; manufactured by Hiroe Kagaku Co., Ltd.) and 187.8 g, stearic acid 300 (trade name; manufactured by Shin Nippon Rika Co., Ltd.) 1060.8 g
  • .9 g and 355.2 g of palmitic acid 98 (trade name; manufactured by Natural Oleo) were changed to 847.3 g, 1400 g of pentaerythritol tetrafatty acid ester 2 was obtained.
  • Pentaerythritol tetra fatty acid ester 2 corresponds to an example of the present invention.
  • Pentaerythritol tetra fatty acid ester 4 corresponds to an example of the present invention.
  • Pentaerythritol tetra fatty acid ester 5 corresponds to an example of the present invention.
  • Kyo Ward 200 (trade name: manufactured by Kyowa Chemical Industry Co., Ltd., aluminum hydroxide adsorbent) and Kyo Ward 700 (trade name; manufactured by Kyowa Chemical Industries, aluminum silicate adsorbent) as treatments for removing metal elements
  • 1400 g of pentaerythritol tetra fatty acid ester 6 was obtained by removing the said adsorption agent by filtration.
  • Pentaerythritol tetra fatty acid ester 6 corresponds to a comparative example of the releasing agent of the present invention.
  • pentaerythritol tetra fatty acid ester 7 [Preparation of pentaerythritol tetra fatty acid ester 7]
  • pentaerythritol tetra-fatty acid ester 2 187.8 g of pentaerythritol (trade name: Pentalite TS; manufactured by Hiroei Kagaku Co., Ltd.) is added to 188.8 g of pentaerythritol (trade name: Pentalit; manufactured by Hiroei Kagaku Co.) Trade name: manufactured by Shin Nippon Rika Co., Ltd.) at 564.9 g at 1056.0 g, and palmitic acid 98 (trade name; manufactured by Natural Oleo) at 845.2 g at 355.2 g, and no catalyst was used.
  • Pentaerythritol tetra fatty acid ester 7 corresponds to a comparative example of the releasing agent of the present invention.
  • Blending of Polycarbonate Resin Composition Table 2 shows the blending composition of the polycarbonate resin composition produced using the above-mentioned raw materials and the molded product of the resin composition.
  • the polycarbonate resin compositions 1 to 5 are examples, the polycarbonate resin compositions 6 and 7 are comparative examples, and the polycarbonate resin composition 8 is a reference example.
  • ⁇ Method of Producing Polycarbonate Resin Composition Twenty times the amount of the raw materials listed in Table 2 are extruded by melt-kneading using a twin-screw extruder (type: TP20-T; manufactured by Thermo Plastics Co., Ltd.) equipped with a strand die at a molding temperature of 280 ° C. The product was cut into pellets and dried in a thermostat (model: GPHH-201; manufactured by ESPEC Corporation) at 120 ° C. for 5 hours to obtain polycarbonate resin compositions 1 to 8 in pellet form.
  • a twin-screw extruder type: TP20-T; manufactured by Thermo Plastics Co., Ltd.
  • the product was cut into pellets and dried in a thermostat (model: GPHH-201; manufactured by ESPEC Corporation) at 120 ° C. for 5 hours to obtain polycarbonate resin compositions 1 to 8 in pellet form.
  • Injection pressure 89MPa Holding pressure: 30MPa Back pressure: 2 MPa Screw rotation speed: 100 rpm Mold temperature: 80 ° C
  • Cooling time 30 seconds
  • evaluation criteria The decrease in tensile maximum point stress is less than 3.0 MPa as compared with the case where no release agent is added.
  • ⁇ The decrease in maximum tensile stress is 3.0 or more and less than 5.0 MPa as compared with the case where no release agent is added.
  • X The reduction of the tensile maximum point stress is 5.0 MPa or more as compared with the case where no release agent is added.
  • molded articles of polycarbonate resin compositions 1 to 5 using the mold release agent (pentaerythritol tetra fatty acid ester 1 to 5) of the present invention were able to improve the mold releasability.
  • physical properties tensile strength
  • the molded article of the polycarbonate resin composition 6 using pentaerythritol tetra fatty acid ester 6 as a mold release agent maintains physical properties (tensile strength)
  • the molded article of polycarbonate resin composition 7 using pentaerythritol tetra-fatty acid ester 7 as a mold release agent can not improve the releasability and can not maintain physical properties (tensile strength).
  • a mold release agent for polycarbonate resin and the like can be provided.

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

Abstract

La présente invention concerne une composition de résine de polycarbonate présentant une excellente aptitude au décollement et un agent de décollement de résine de polycarbonate destiné à un article moulé de la composition de résine. La présente invention concerne un agent de décollement de résine de polycarbonate caractérisé en ce qu'il contient un ester d'acide gras de pentaérythritol tétra qui est composé de pentaérythritol et d'un acide gras possédant un nombre d'atomes de carbone allant de 8 à 22 et contenant un élément métal Ca en une quantité supérieure ou égale à 16 mg/kg.
PCT/JP2018/022708 2017-06-20 2018-06-14 Agent de décollement de résine de polycarbonate WO2018235716A1 (fr)

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CN111333510A (zh) * 2020-03-05 2020-06-26 广东炜林纳新材料科技股份有限公司 耐高温润滑剂及其制备方法和应用
CN112852444A (zh) * 2019-11-27 2021-05-28 Dic株式会社 液晶组合物和使用其的液晶显示元件

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CN112852444A (zh) * 2019-11-27 2021-05-28 Dic株式会社 液晶组合物和使用其的液晶显示元件
CN111333510A (zh) * 2020-03-05 2020-06-26 广东炜林纳新材料科技股份有限公司 耐高温润滑剂及其制备方法和应用

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