WO2006025374A1 - Procédé servant à produire une résine de copolymère d'oxyde d'éthylène contenant des particules et procédé d'emballage - Google Patents

Procédé servant à produire une résine de copolymère d'oxyde d'éthylène contenant des particules et procédé d'emballage Download PDF

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Publication number
WO2006025374A1
WO2006025374A1 PCT/JP2005/015750 JP2005015750W WO2006025374A1 WO 2006025374 A1 WO2006025374 A1 WO 2006025374A1 JP 2005015750 W JP2005015750 W JP 2005015750W WO 2006025374 A1 WO2006025374 A1 WO 2006025374A1
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WO
WIPO (PCT)
Prior art keywords
powder
ethylene oxide
copolymer resin
containing ethylene
oxide copolymer
Prior art date
Application number
PCT/JP2005/015750
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English (en)
Japanese (ja)
Inventor
Alain Vallee
Paul-Andre Lavoie
Michiyuki Kono
Manabu Kikuta
Tetsuya Higashizaki
Hiroyuki Ebisu
Masaki Tezuka
Takao Yokohashi
Original Assignee
Avestor Limited Partnership
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 Avestor Limited Partnership filed Critical Avestor Limited Partnership
Publication of WO2006025374A1 publication Critical patent/WO2006025374A1/fr

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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L71/00—Compositions of polyethers obtained by reactions forming an ether link in the main chain; Compositions of derivatives of such polymers
    • C08L71/02—Polyalkylene oxides
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J3/00—Processes of treating or compounding macromolecular substances
    • C08J3/20—Compounding polymers with additives, e.g. colouring
    • C08J3/205—Compounding polymers with additives, e.g. colouring in the presence of a continuous liquid phase
    • C08J3/21—Compounding polymers with additives, e.g. colouring in the presence of a continuous liquid phase the polymer being premixed with a liquid phase
    • C08J3/212—Compounding polymers with additives, e.g. colouring in the presence of a continuous liquid phase the polymer being premixed with a liquid phase and solid additives
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2371/00—Characterised by the use of polyethers obtained by reactions forming an ether link in the main chain; Derivatives of such polymers
    • C08J2371/02—Polyalkylene oxides

Definitions

  • the present invention relates to a method for producing a powder-containing ethylene oxide copolymer resin and a packaging method. More specifically, the present invention relates to a powder suitable for use as an extrusion molding raw material. The present invention relates to a production method and a packaging method of a powder-containing ethylene oxide copolymer resin dispersed in a resin copolymer resin.
  • extrusion molding In the processing of thermoplastic resin used in the production of molded articles, films and the like, extrusion molding using an extruder is often performed. In this extrusion molding, it is common to use a pelletized preliminary resin, melt it, mix an additive such as a plasticizer, and supply it to the extruder.
  • the ethylene oxide copolymer resin is partially decomposed by heat or mechanical shear to cause a decrease in molecular weight. For this reason, there has been a problem in that, when a powder having an oxidizing property such as a vanadium oxide compound is melt-mixed in a kneader and dispersed in a resin and then extruded, the molecular weight of the resin is reduced. .
  • JP 2002-284887A discloses extruding an ethylene butyl alcohol copolymer resin (EVOH) having a water content of 0.5% by weight or more.
  • EVOH ethylene butyl alcohol copolymer resin
  • a method is disclosed in which an aqueous dispersion solution of inorganic fine particles is blended and melt kneaded into EVOH in a water-containing and molten state in this extruder.
  • Patent Document 1 Japanese Patent Laid-Open No. 2002-284887
  • the present invention has been made in view of the above-mentioned problems, and is a method for producing a powder-containing ethylene oxide copolymer resin that can be used for extrusion molding and the like, and has a mechanical share. It is an object of the present invention to provide a production method in which the reduction in the molecular weight of the resin does not substantially decrease. Another object of the present invention is to provide a packaging method for maintaining the performance of the obtained powder-containing ethylene oxide copolymer resin for a long period of time.
  • the production method of the present invention is a method for producing a powder-containing ethylene oxide copolymer resin, in which a powder is mixed and dispersed in an ethylene oxide copolymer resin.
  • Ethylene oxide copolymer resin comprising 80 to 95% by weight of ethylene oxide and 5 to 20% by weight of an oxysilane compound copolymerizable with this ethylene oxide, and an ethylene oxide copolymer resin solution having solvent power
  • Copolymer resin solution power A step of obtaining a powder-containing ethylene oxide copolymer resin having fluidity by removing the solvent, and a powder-containing ethylene oxide copolymer resin having the fluidity. And pelletizing or granulating And drying the pelletized or granulated powder-containing ethylene oxide copolymer resin.
  • organic powder or inorganic powder can be used as the powder.
  • electrochemically active substance one or more selected from the group power consisting of transition metal oxide compounds, phosphate compounds, force bonbons, graphite and carbon one graphite are used. be able to.
  • Butylene oxide can be used as an oxysilane compound copolymerizable with ethylene oxide. [0011] In the step of mixing and dispersing the powder in the ethylene oxide copolymer resin solution
  • the step of removing the solvent from the powder-containing ethylene oxide copolymer resin solution to obtain a powder-containing ethylene oxide copolymer resin resin having fluidity is performed by using a powder-containing ethylene oxide resin solution. It is preferable that the first step of pre-concentrating the copolymer resin solution and the second step of further removing the solvent by stirring at a low temperature using a stirrer having a take-out function are preferable.
  • pelletized or granulated resin is pre-cooled and then cooled with a refrigerant while being pelletized.
  • a refrigerant preferably, it includes a step of wrinkling or granulating.
  • the step of drying the powder-containing ethylene oxide copolymer resin includes a step of drying while introducing an inert gas under reduced pressure.
  • the powder-containing ethylene oxide copolymer resin of the present invention is packaged by absorbing and absorbing the powder-containing ethylene oxide copolymer resin obtained by any one of the above-described production methods. In order to prevent the deterioration of performance due to oxygen, the packaging container is filled under an inert gas atmosphere.
  • ethylene oxide copolymer resin and solvent power are also obtained.
  • the powder is added to the thylene oxide copolymer resin solution and mixed and dispersed at a low viscosity.
  • the viscosity is preferably 1, OOOPa's or less at a temperature of 60 ° C.
  • the ethylene oxide copolymer resin used in the present invention is composed of 80 to 95% by weight of ethylene oxide and 5 to 20% by weight of an oxysilane compound copolymerizable with this ethylene oxide (total of both). And 100% by weight).
  • the molecular weight varies depending on the use of the resin and is not particularly limited, but is usually about 50,000 to 200,000 in weight average molecular weight.
  • Examples of the oxysilane compound copolymerizable with ethylene oxide include propylene oxide, butylene oxide, methyl daricidyl ether, ethyl daricidyl ether, propyl glycidyl ether, butyl daricidyl ether, and allyl glycidyl ether. Of these, one or more of these can be used. Of these, butylene oxide is particularly preferred.
  • the powder contains an electrochemically active substance that is either an organic substance, an inorganic substance, or a mixture of both.
  • the electrochemically active substance include transition metal oxide compounds, phosphate compounds, carbon, graphite, and carbon graphite mixtures, and may be a mixture of two or more of these.
  • transition metal oxide compounds include acid-vanadium compounds, acid-manganese compounds, and titanium oxide compounds.
  • An example of the phosphate compound is iron phosphate.
  • Examples of vanadium oxide compounds include VO, VO, and Li VO (X: 1. 0 to 1.4
  • the average particle size of the powder is not particularly limited, but is usually in the range of 1 to 10 ⁇ m.
  • the amount of the powder added is preferably in the range of 1 to L0 times, more preferably in the range of 1 to 4 times the weight of the resin.
  • an antioxidant an antiseptic, a light resistance improver, etc. may be added. Let's add some additional ingredients.
  • Examples of the solvent used for diluting and dissolving the resin include aromatic hydrocarbon solvents such as benzene, toluene, xylene, and ethylbenzene; solvents of ethylene glycol dialkyl ethers such as dimethoxyethane and ethylene glycol dimethyl ether.
  • a cyclic ether solvent such as tetrahydrofuran and dioxane, a solvent of alcohols such as methanol and ethanol; a polar solvent such as acetonitrile, N, N-dimethylformamide and acetone; or water.
  • aromatic hydrocarbon solvents such as benzene, toluene, xylene, and ethylbenzene
  • solvents of ethylene glycol dialkyl ethers such as dimethoxyethane and ethylene glycol dimethyl ether.
  • a cyclic ether solvent such as tetrahydrofuran and dioxane, a solvent of alcohols such
  • the amount of the solvent is more preferably 10 to 40% by weight, more preferably 5 to 70% by weight of the resin solids in the solution.
  • the apparatus used for mixing and dispersion is not particularly limited, but a reactor equipped with a stirring blade (helical ribbon blade, super blend blade, max blend blade, full zone blade, etc.), a proshaker mixer, a combination mix, etc. Is a preferred example. Since the usage conditions differ depending on the equipment used, set the conditions according to the equipment.
  • the temperature of the solution during mixing is preferably 40 to 100 ° C, more preferably 60 to 80 ° C.
  • the solvent removal step in the present production method is performed by volatilizing and removing the solvent used as a solvent, such as a powder-containing ethylene oxide copolymer resin solution, to provide a fluid-containing powder-containing ethylene oxide copolymer.
  • a solvent such as a powder-containing ethylene oxide copolymer resin solution
  • the solvent removal step passed through a first stage (preliminary concentration) in which the solvent used as the solvent was partially volatilized from the powder-containing ethylene oxide copolymer resin solution at a low temperature and the first stage. Remove the powdered ethylene oxide copolymer resin solution and transfer it to a stirrer equipped with a function.
  • the solvent removal step in the first step is a step of concentration until the amount of solvent (solvent concentration) in the solution is preferably 25 to 60% by weight, more preferably 30 to 50% by weight.
  • solvent concentration is less than 25% by weight, the viscosity of the resin solution increases rapidly, requiring a high-powered stirrer and making it difficult to remove the evaporation tank.
  • the apparatus used for solvent removal is not particularly limited, but a stirring type evaporation tank capable of reducing pressure is preferable.
  • a stirring blade for example, a helical ribbon blade, a super blend blade, a max blend blade, or a full zone blade can be used. You can also use a professional share mixer or combination mix. Use conditions are set according to the device.
  • the solvent removal temperature is preferably 40 to 110 ° C, particularly preferably 60 to 90 ° C.
  • the temperature is lower than 40 ° C, the viscosity at the end of concentration increases.
  • the temperature exceeds 110 ° C, the molecular weight decreases.
  • the solvent concentration is preferably 5 to 30% by weight, more preferably 10 to 25% by weight. If the solvent concentration is less than 5% by weight, it cannot be stirred even with a high-powered stirrer, and the removal of the molecular weight is caused by the mechanical shear that may be impossible to remove. Furthermore, since the fluidity of the fat is lost, it is difficult to arbitrarily change the shape at the time of taking out.
  • the device used in the second stage is a solvent removal device having a take-out function
  • the take-out function is a mechanism such as a screw that feeds the contents of the device or a mechanism in which the upper part or side part is largely opened.
  • Specific examples include (a) a device equipped with a feed mechanism, a twin screw extruder (KRC), a self-cleaning reactor (SCR), a single screw extruder, and (b) itself.
  • KRC twin screw extruder
  • SCR self-cleaning reactor
  • a vacuum drum dryer, a vacuum belt dryer, (c) an open part on the top and Z or side, and a pro-share mixer etc. can be taken out from the open part.
  • various shapes such as a block shape (a block shape), a rod shape or a string shape (a strand shape), and a plate shape (a sheet shape) can be used. Use conditions are set according to the device.
  • the solvent removal temperature at this stage is preferably 40 to 110 ° C, more preferably 50 to 90 ° C.
  • Pelletization (granulation) step of powder-containing ethylene oxide copolymer resin The powder-containing ethylene oxide copolymer plate taken out in a shape corresponding to the apparatus through the above steps Make fat as pellets (granular) as the final product.
  • the method is preferably a method in which a lump is once formed into a sheet or string with an extruder or the like, and then the mold is cooled and solidified to process the force into a pellet (granular). It can also be directly pelletized (granular) from the product.
  • a polymer pump or gear pump is attached to the take-out port (wax discharge port) of the solvent removal device described above, and A method of extruding the body-containing ethylene oxide copolymer resin from the solvent removal apparatus and extruding it with a connected extruder, or a method using a T die or a roll instead of the extruder is preferably used.
  • extruder examples include a single screw extruder, a twin screw extruder, a self-cleaning reactor (
  • the temperature when using the extruder is preferably 40 to 110 ° C, more preferably 50 to 80 ° C, and the degree of vacuum is preferably 1 to 25 kPa, more preferably 5 to 15 kPa.
  • the resin is cooled and solidified with a refrigerant in advance, and is put together with the refrigerant into a pulverizer, and cut or cut. It is preferable to grind.
  • the refrigerant is introduced by adjusting so that the resin temperature at the outlet is preferably 20 ° C. or lower, more preferably 10 ° C. or lower, and further preferably 0 ° C. or lower.
  • the refrigerant include liquid nitrogen, carbon dioxide, nitrogen gas and the like.
  • the device to be used is not particularly limited in shape and material as long as it is a device equipped with a container that can be depressurized and sealed, but it can be depressurized from the upper part of the container and can introduce an inert gas from the lower part. Can be preferably used.
  • the temperature control function is not particularly required, but it may be equipped. Examples of equipment include professional share mixers, nauter mixers, vacuum dryers, and vacuum shelf dryers.
  • the pressure is preferably maintained while keeping the temperature in the range of 0 to 30 ° C so that the resin does not melt or deteriorate.
  • the pressure is reduced to a range of 1 to 10 kPa, more preferably 3 to 6 kPa, to remove residual solvent 'moisture.
  • an inert gas is introduced from the bottom of the container as necessary.
  • Examples of the inert gas include nitrogen gas, helium gas, and argon gas, and the introduced gas is heated to a suitable temperature as necessary.
  • the powder-containing ethylene oxide copolymer resin that has been pelletized (granulated) as described above is subject to moisture absorption and performance degradation when exposed to moisture and oxygen after drying.
  • an inert gas using a depressurized mixing tank and replace moisture or moist air before filling the container.
  • nitrogen gas, helium gas, argon gas or the like is used as described above. If necessary, the replacement rate can be increased by reducing the pressure in the mixing tank.
  • a gas-permeable and moisture-permeable bag having a low material strength is preferred in order to prevent air from entering.
  • an aluminum laminated bag having an inner surface coated with a resin is preferably used.
  • the bag is preferably flushed with an inert gas such as nitrogen immediately before filling to expel the pre-filled air. If necessary, after filling the product, introduce an inert gas into the bag using a nozzle, etc., and then seal the opening of the bag.
  • the molecular weights (weight average molecular weights) of the copolymers in the following synthesis examples and examples were measured by gel permeation chromatography (GPC) analysis.
  • the measurement conditions are as follows.
  • Reference material Polyethylene oxide manufactured by Tosoh Corporation, molecular weight 2,000-900, 000
  • Copolymer solution 1 was obtained by charging 15 kg of ethylene oxide and 1,2-butylene oxide as raw materials for the resin in a ratio of 90:10 (weight ratio) and reacting them. When the molecular weight of the copolymer was examined, it was 113,000.
  • the resulting concentrated solution is transferred to a process air mixer, and toluene is further reduced in pressure until the toluene content reaches 15% by weight. Distilled off.
  • the obtained concentrate was taken out in the form of a lump directly at the upper part of the apparatus.
  • the taken out mass was cooled to 10 ° C or less with carbon dioxide gas, pulverized into granules with a molding runner pulverizer, transferred to a Nauter mixer, and dried under reduced pressure at a temperature of 25 ° C and a pressure of 4 kPa.
  • the dried granular material was transferred to an aluminum laminated bag (inner polyethylene polyethylene coating, the same applies hereinafter) under a nitrogen atmosphere and sealed by heat sealing.
  • Table 1 shows the molecular weight immediately after concentration of the concentrate (before pelletization or granulation, the same applies hereinafter), immediately after heat sealing of the granular material, and after storage for 1 month.
  • the obtained flake shaped product was cut into pellets with a pelletizer while being cooled with nitrogen gas.
  • the obtained pellets were transferred to a vacuum shelf dryer and dried under reduced pressure at a temperature of 30 ° C and a pressure of 6 kPa.
  • the dried pellets were transferred to an aluminum laminate bag under a nitrogen atmosphere and sealed by heat sealing.
  • Table 1 shows the molecular weight immediately after concentration of the concentrate, immediately after heat sealing of the pellet, and after storage for 1 month.
  • a sheet-like molded product having a toluene content of 5% by weight was obtained.
  • the obtained sheet-shaped product was cut into pellets with a pelletizer while being cooled with nitrogen gas.
  • the obtained pellet was transferred to a vacuum shelf dryer and dried under reduced pressure at a temperature of 30 ° C and a pressure of 6 kPa.
  • the dried pellets were transferred to an aluminum laminate bag under a nitrogen atmosphere and sealed by heat sealing.
  • Table 1 shows the molecular weight immediately after concentration of the concentrate, immediately after heat sealing of the pellet, and after storage for 1 month.
  • This concentrated solution was continuously introduced into a single-screw extruder equipped with a decompression line, and extruded from a nozzle while distilling off toluene under reduced pressure to obtain a strand-shaped product having a toluene content of 10%.
  • the obtained strand-shaped molded product was cut with a pelletizer (strand cut type) while cooling to 5 ° C. with carbon dioxide gas to obtain pellets.
  • the obtained pellets were dried in the same manner as in Example 1, then transferred to an aluminum laminate bag in a glove box in which argon gas was sealed, and sealed by heat sealing.
  • Table 1 shows the molecular weights immediately after concentration of the concentrate, immediately after heat sealing of the pellets, and after storage for 1 month.
  • pelletizer hot cut type
  • the obtained pellets were transferred to a Nauter mixer and dried under reduced pressure at a temperature of 25 ° C. and a pressure of 8 kPa while introducing nitrogen gas. Transfer the dried granular material to an aluminum laminate bag in a nitriding atmosphere.
  • Table 1 shows the molecular weights immediately after concentration of the concentrate, immediately after heat sealing of the pellets, and after storage for 1 month.
  • Example 2 The concentrated solution was transferred to a Proshare mixer, and toluene was further distilled off under reduced pressure while stirring until the toluene content became 3% by weight.
  • the obtained concentrate was directly taken out as a lump from the upper part of the apparatus at a temperature of 60 ° C. The following operations were performed in the same manner as in Example 1.
  • Table 1 shows the molecular weights immediately after concentration of the concentrate, immediately after heat sealing of the pellets, and after storage for 1 month.
  • Example 1 pulverization was performed in a molding runner pulverizer in an environment with an air temperature of 27 ° C and a relative humidity of 82%. After 20 minutes from the start of pulverization, the lump was melted and fused inside the pulverizer, and pulverization could not be continued. [0070] [Comparative Example 4]
  • Example 2 pellets having a toluene content of 5% by weight obtained by cutting were transferred to a vacuum shelf dryer and dried under reduced pressure at a temperature of 35 ° C. and a pressure of 30 kPa. The toluene content after drying for 5 hours was 2% by weight and was not dried. Subsequently, the pellet was transferred to a polyethylene bag in an air environment having an air temperature of 27 ° C. and a relative humidity of 82%, and sealed by heat sealing.
  • Table 1 shows the molecular weight immediately after the concentration of the concentrate, the molecular weight immediately after the heat sealing of the pellet, and after storage for 1 month.
  • Example 2 the resin solution was concentrated in the same manner except that the pressure reduction degree of the reactor of the self-cleaning reactor was changed to 50 kPa and the temperature was changed to 80 ° C. Since the composition taken out from the vacuum drum dryer had a solvent concentration of 35% by weight and had fluidity and could not be solidified, a sheet could not be formed.
  • the powder-containing ethylene oxide copolymer resin obtained by the production method of the present invention is: For example, it can be suitably used as a positive electrode material for a lithium secondary battery.

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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)
  • Processes Of Treating Macromolecular Substances (AREA)
  • Packages (AREA)

Abstract

Procédé servant à produire une résine de copolymère d'oxyde d'éthylène contenant des particules ne souffrant d'aucune diminution de poids moléculaire de la résine sous un cisaillement mécanique, etc. Le procédé de production comprend : une étape selon laquelle des particules comprenant une substance électrochimiquement active sont mélangées et dispersées dans une solution de résine de copolymère d'oxyde d'éthylène comprenant un solvant et une résine de copolymère d'oxyde d'éthylène formée de 80-95 % en poids d'oxyde d'éthylène et de 5-20 % en poids d'un composé oxirane copolymérisable avec celui-ci pour préparer une solution de résine de copolymère d'oxyde d'éthylène contenant des particules ; une étape selon laquelle le solvant est enlevé de cette solution de résine de copolymère d'oxyde d'éthylène contenant des particules pour obtenir une résine fluide de copolymère d'oxyde d'éthylène contenant des particules ; une étape selon laquelle cette résine fluide de copolymère d'oxyde d'éthylène contenant des particules est mise sous forme de pastilles ou de particules ; et une étape selon laquelle les pastilles ou particules de la résine de copolymère d'oxyde d'éthylène contenant des particules sont séchées.
PCT/JP2005/015750 2004-09-03 2005-08-30 Procédé servant à produire une résine de copolymère d'oxyde d'éthylène contenant des particules et procédé d'emballage WO2006025374A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2004257709A JP2007186533A (ja) 2004-09-03 2004-09-03 粉体含有エチレンオキシド系共重合体樹脂の製造方法及び包装方法
JP2004-257709 2004-09-03

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JP5248814B2 (ja) 2007-07-18 2013-07-31 日立オートモティブシステムズ株式会社 モータ駆動装置およびその検査方法
WO2010052088A1 (fr) * 2008-11-04 2010-05-14 Basf Se Utilisation de films composites comme matériau d'emballage de polymères sensibles à l'oxydation, procédé d'emballage de ceux-ci et formes d'emballage les contenant

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5518420A (en) * 1978-07-25 1980-02-08 Toray Ind Inc Preparation of conductive polyether polymer composition having improved moldability

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5518420A (en) * 1978-07-25 1980-02-08 Toray Ind Inc Preparation of conductive polyether polymer composition having improved moldability

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