JPH0629335B2 - Resin particles and method for producing the same - Google Patents
Resin particles and method for producing the sameInfo
- Publication number
- JPH0629335B2 JPH0629335B2 JP63156966A JP15696688A JPH0629335B2 JP H0629335 B2 JPH0629335 B2 JP H0629335B2 JP 63156966 A JP63156966 A JP 63156966A JP 15696688 A JP15696688 A JP 15696688A JP H0629335 B2 JPH0629335 B2 JP H0629335B2
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- JP
- Japan
- Prior art keywords
- resin particles
- resin
- solvent
- evoh
- parts
- Prior art date
- Legal status (The legal status 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 status listed.)
- Expired - Lifetime
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- Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)
Description
【発明の詳細な説明】 （産業上の利用分野） 本発明は樹脂粒子に関し、更に詳しくは粉体塗料用、発
泡成型用、焼結成型用等の材料、ポリマー改質剤、樹脂
成型品及び塗料等の艶消し剤、化粧品、トナー等の添加
剤として有用であり、且つ製造及び使用に際して作業性
に優れ、従来にない特徴を有する樹脂粒子を容易に提供
することを目的とする。Description: TECHNICAL FIELD The present invention relates to resin particles, and more specifically, materials for powder coating, foam molding, sintering molding, etc., polymer modifiers, resin molded articles, and An object of the present invention is to easily provide resin particles which are useful as a matting agent for paints and the like, an additive for cosmetics, toners and the like, have excellent workability in production and use, and have characteristics that have not been found in the past.
（従来の技術及びその問題点） 従来から種々の樹脂粒子が種々の方法により大量に生産
され且つ多くの用途に使用されている。従来の樹脂粒子
の中では、エチレン−ビニルアルコールコポリマー（以
下ＥＶＯＨという）又はポリアミド樹脂（以下ＰＡとい
う）の粉体化も試みられてきたが、特にＥＶＯＨについ
ては固体のＥＶＯＨを機械的に粉砕する方法が用いられ
てきた。(Prior Art and Problems Thereof) Various resin particles have been conventionally produced in large quantities by various methods and used in many applications. Among conventional resin particles, attempts have been made to pulverize an ethylene-vinyl alcohol copolymer (hereinafter referred to as EVOH) or a polyamide resin (hereinafter referred to as PA), but particularly for EVOH, solid EVOH is mechanically crushed. Methods have been used.
しかしながら、ＥＶＯＨは強靱なポリマーであるが故
に、機械的に粉砕する為には強力なエネルギーと長時間
を要し、更に機械的粉砕の特徴として均一且つ微細な粒
径の粉体を得ることが困難であるという欠点があった。However, since EVOH is a tough polymer, it requires strong energy and a long time to mechanically grind, and it is possible to obtain a powder having a uniform and fine particle diameter as a characteristic of mechanical grinding. It had the drawback of being difficult.
又、樹脂粒子は用途によっては多孔性で且つ球形にする
ことが要求されるが、上記機械的粉砕方法では多孔性且
つ球形な微粒子を得ることが困難であった。Further, the resin particles are required to be porous and spherical depending on the application, but it is difficult to obtain porous and spherical fine particles by the above mechanical pulverization method.
その為にＥＶＯＨの特徴である強靱性、耐油・耐有機溶
剤性、耐候性、吸水性等の特性を生かした樹脂粒子の用
途開発が困難であった。Therefore, it has been difficult to develop applications of resin particles that make use of the characteristics of EVOH such as toughness, oil / organic solvent resistance, weather resistance, and water absorption.
従って本発明は微細で均一粒径を有し且つ多孔性のＥＶ
ＯＨ樹脂粒子を安価にしかも安定的に大量生産で提供す
ることである。Therefore, the present invention provides an EV having a fine and uniform particle size and being porous.
It is to provide OH resin particles inexpensively and stably by mass production.
（問題点を解決するための手段） 本発明者は、上述の如き従来技術の要望に応えるべく鋭
意研究の結果、本発明を完成した。(Means for Solving Problems) The present inventor has completed the present invention as a result of earnest research in order to meet the above-described demands of the prior art.
（１）ＥＶＯＨを主成分とし、密度が０．１５〜０．３
g/cm3の多孔質に形成されている粉末状樹脂粒子、及び
ＥＶＯＨを主成分とする樹脂を溶剤に溶解し、貧溶剤と
の混合又は温度低下によって、樹脂粒子を析出後乾燥す
ることを特徴とする密度が０．１５〜０．３g/cm3の粉
末状多孔質樹脂粒子の製造方法である。(1) Main component is EVOH, and the density is 0.15 to 0.3
It is possible to dissolve the powdery resin particles having a porosity of g / cm 3 and the resin containing EVOH as a main component in a solvent, and to precipitate and dry the resin particles by mixing with a poor solvent or lowering the temperature. A method for producing powdery porous resin particles having a characteristic density of 0.15 to 0.3 g / cm 3 .
（作用） ＥＶＯＨを主成分とする樹脂を溶剤に溶解し、貧溶剤と
の混合又は温度低下等によって、樹脂粒子を析出後乾燥
することによって多孔性の樹脂粒子が微細に均一粒径で
容易に提供できる。(Function) A resin containing EVOH as a main component is dissolved in a solvent, and the resin particles are precipitated and dried by mixing with a poor solvent or by lowering the temperature, whereby porous resin particles are finely and easily made to have a uniform particle diameter. Can be provided.
（好ましい実施態様） 次に好ましい実施態様を挙げて本発明を更に詳しく説明
する。(Preferred Embodiment) Next, the present invention will be described in more detail with reference to preferred embodiments.
本発明に使用するＥＶＯＨとは、エチレン−酢酸ビニル
コポリマーの鹸化物であって、特に好適なものは、エチ
レン含有量が２０乃至６０モル％であって、残りの酢酸
ビニル単位の鹸化度が８０％以上、好ましくは９０％以
上のものである。The EVOH used in the present invention is a saponification product of an ethylene-vinyl acetate copolymer, and a particularly preferable one is an ethylene content of 20 to 60 mol% and a saponification degree of the remaining vinyl acetate units of 80. % Or more, preferably 90% or more.
本発明において上記ＥＶＯＨの粉体化に際してはＥＶＯ
Ｈ単独でもよいし、その中にＰＡを混合して混合物とし
て樹脂粒子とすることができる。In the present invention, when pulverizing the above EVOH, EVO is used.
H may be used alone, or PA may be mixed therein to form resin particles as a mixture.
このようなＰＡとして好ましいものは、アミド結合(-CO
NH-)の繰り返しによって主鎖を構成する合成線状ＰＡで
あり、例えば、カプロラクタムの開環重合物、６−アミ
ノカプロン酸の縮重合によるナイロン６、ヘキサメチレ
ンジアミンとのアジピン酸やセバシン酸等のジカルボン
酸の縮重合によるナイロン６６、ナイロン６１０、１１
−アミノウンデカン酸によるナイロン１１、その他ナイ
ロン１２のホモポリマー及びコポリマー等が挙げられ
る。この様なＰＡは自己滑性に優れているので、得られ
る粉体の摩擦係数が低下し、実際の応用に際して粉末状
態での流動性等が向上するので好ましい。Preferred as such PA is an amide bond (-CO
NH-) is a synthetic linear PA that constitutes the main chain, and examples thereof include ring-opening polymer of caprolactam, nylon 6 by condensation polymerization of 6-aminocaproic acid, adipic acid and sebacic acid with hexamethylenediamine, and the like. Nylon 66, Nylon 610, 11 by polycondensation of dicarboxylic acid
-Nylon 11 with aminoundecanoic acid and other homopolymers and copolymers of nylon 12 may be mentioned. Since such PA is excellent in self-lubricity, the friction coefficient of the obtained powder is lowered, and the fluidity in the powder state is improved in practical application, which is preferable.
混合するＰＡはＥＶＯＨ１００重量部当り約１乃至５０
重量部の範囲が好適であり、混合量が上記範囲未満では
混合した効果が不十分であり、又、上記範囲を越えると
ＰＡの自己融着性によって粉体化は困難となるので好ま
しくない。PA to be mixed is about 1 to 50 per 100 parts by weight of EVOH.
The range of parts by weight is preferable, and if the mixing amount is less than the above range, the effect of mixing is insufficient, and if it exceeds the above range, pulverization becomes difficult due to the self-fusion property of PA, which is not preferable.
本発明の樹脂粒子は上記ＥＶＯＨ又はこれとＰＡとの混
合物を適当な溶剤に溶解し、貧溶剤との混合又は温度低
下等によって、樹脂粒子を析出後乾燥することによって
得られる。The resin particles of the present invention can be obtained by dissolving the above EVOH or a mixture thereof with a PA in a suitable solvent, precipitating the resin particles by mixing with a poor solvent or lowering the temperature, and then drying.
ＥＶＯＨ又はこれとＰＡとの混合物を溶解する溶剤とし
ては、メタノール、エタノール、ｎ−プロパノール、イ
ソプロパノール、ブタノール、ベンジルアルコール、
Ｎ，Ｎ−ジメチルホルムアミド、ジメチルスルホキシド
等或いはこれらの混合物が挙げられ、これらの溶剤と混
合して樹脂の溶解性を促進し又は溶液を安定化するもの
として、水、エチレングリコール、プロピレングリコー
ル、グリセリン、トルエン、キシレン等の貧溶剤、CaCl
2、LiCl、NaCl等のハロゲン化アルカリ土類金属又はア
ルカリ金属を単独又は混合して添加して使用することが
できる。Solvents for dissolving EVOH or a mixture of EVOH and PA include methanol, ethanol, n-propanol, isopropanol, butanol, benzyl alcohol,
Examples thereof include N, N-dimethylformamide, dimethylsulfoxide, and the like, or a mixture thereof. Water, ethylene glycol, propylene glycol, glycerin is used as a material that promotes the solubility of the resin by mixing with these solvents or stabilizes the solution. , Poor solvent such as toluene, xylene, CaCl
2 , an alkaline earth metal halide or an alkali metal such as LiCl or NaCl can be used alone or in admixture before use.
ＥＶＯＨ又はこれとＰＡとの混合物の溶解は攪拌機付
き、常圧、加圧式又は加熱式等の溶解釜等従来公知のい
ずれの方法でもよく、溶解濃度は特に限定されないが、
得られる樹脂粒子の粒径等のコントロール性を考慮する
と好ましい濃度は５乃至５０重量％である。Dissolution of EVOH or a mixture of EVOH and PA with a stirrer may be performed by any conventionally known method such as an atmospheric pressure, pressure type or heating type dissolution pot, and the dissolution concentration is not particularly limited.
Considering the controllability of the particle size of the resin particles obtained, the preferred concentration is 5 to 50% by weight.
上記溶液から樹脂粒子を析出させる方法として、 （イ）常温（＜３０℃）で樹脂を溶解しない溶剤中に高
温下で樹脂を溶解した溶液を常温以下に冷却する方法、 （ロ）安定な樹脂溶液を攪拌しながら、この中に樹脂の
貧溶剤を加え樹脂粒子を析出させる方法、 （ハ）常温で樹脂を溶解し、その中に液体窒素を投入し
冷却する方法又は容器の外から冷却する方法、 （ニ）樹脂溶液から選択的に溶剤を蒸発（抽出）させて
貧溶剤下で析出させる方法 （ホ）樹脂溶液を貧溶剤の中へ投入する方法、 （へ）樹脂溶液をスプレイドライすることによって樹脂
粒子を析出させる方法等が挙げられる。好ましい方法は
(イ)及び(ロ)の方法であるが、本発明ではいずれの方法も
使用できる。As a method of precipitating resin particles from the above solution, (a) a method of cooling a solution of a resin dissolved at a high temperature in a solvent that does not dissolve the resin at a normal temperature (<30 ° C.) to a room temperature or lower, (b) a stable resin A method in which a poor solvent for the resin is added to the solution while stirring the solution to precipitate the resin particles, (c) a method in which the resin is dissolved at room temperature and liquid nitrogen is charged into the solution, or cooling is performed from outside the container Method, (d) Method of selectively evaporating (extracting) the solvent from the resin solution and precipitating in the poor solvent (e) Method of introducing the resin solution into the poor solvent, (v) Spray drying of the resin solution A method of precipitating resin particles by such a method can be given. The preferred method is
With respect to the methods (a) and (b), either method can be used in the present invention.
上記方法で析出させた樹脂粒子は多孔性となっており、
この多孔性を保持したまま樹脂粒子を溶媒から分離する
ことが重要であり、高温で乾燥すると樹脂粒子同士が融
着したり多孔性が失われたりするため、比較的低温で樹
脂粒子から溶剤を除去するのが好ましい。しかしなが
ら、用途によっては溶剤を分離することなくそのまま樹
脂粒子の分散液としても使用することもできる。The resin particles deposited by the above method are porous,
It is important to separate the resin particles from the solvent while maintaining this porosity, and when the resin particles are dried at a high temperature, the resin particles fuse together or lose their porosity, so the solvent is removed from the resin particles at a relatively low temperature. It is preferably removed. However, depending on the application, it can be used as it is as a dispersion liquid of resin particles without separating the solvent.
溶剤と樹脂粒子とを分離する方法として、樹脂粒子の分
散液を真空乾燥、凍結乾燥、遠心分離、濾過等の公知の
方法で濃縮及び乾燥する方法が好ましい。As a method of separating the solvent and the resin particles, a method of concentrating and drying the dispersion liquid of the resin particles by a known method such as vacuum drying, freeze-drying, centrifugal separation, and filtration is preferable.
上記方法によって種々の樹脂粒子が得られるが、樹脂粒
子の粒径の制御は、溶液の樹脂濃度、析出方法、濃縮方
法、乾燥方法等の因子が複雑に作用する。粒径を小さく
する方法として、溶液の樹脂濃度を低くして強力な攪拌
下で析出させ、更に析出した樹脂粒子が凝集しないよう
に、又は溶剤によって再溶解しないように低温でしかも
強力な攪拌下で溶剤を除去し、乾燥することが望まし
い。Although various resin particles can be obtained by the above method, factors such as the resin concentration of the solution, the precipitation method, the concentration method, and the drying method act in a complicated manner to control the particle size of the resin particles. As a method of reducing the particle size, lower the resin concentration of the solution to precipitate under strong stirring, and at a low temperature under strong stirring so that the precipitated resin particles do not aggregate or are not redissolved by the solvent. It is desirable to remove the solvent with and dry.
この様にして得られた本発明の樹脂粒子は約０．５μｍ
乃至２mm、好ましくは約０．５乃至μｍの粒子径を有
し、顕微鏡的にはスポンジ状の多孔質粒子であり、密度
としては０．１５乃至０．３g/cm3であり、更に多くの
場合に粒径の揃った球形である。The resin particles of the present invention thus obtained have a particle size of about 0.5 μm.
To 2 mm, preferably about 0.5 to μm, microscopically sponge-like porous particles with a density of 0.15 to 0.3 g / cm 3 , and more In some cases, it has a spherical shape with uniform particle size.
以上に如き本発明の樹脂子中にはＰＡの他に必要に応じ
て本発明の目的達成を妨げない範囲において他の樹脂、
顔料、安定剤、滑剤、界面活性剤、繊維粉、金属粉等の
いずれの添加剤も任意に混合することができる。In the resin element of the present invention as described above, in addition to PA, other resins may be used, if necessary, within a range not hindering the achievement of the object of the present invention.
Any additives such as pigments, stabilizers, lubricants, surfactants, fiber powders and metal powders can be optionally mixed.
（効果） 以上の如き本発明によれば、ＥＶＯＨを主成分とする樹
脂を溶剤に溶解し、貧溶剤との混合又は温度低下によっ
て、樹脂粒子を析出後、乾燥することによって多孔性の
樹脂粒子が微細に均一粒径で容易に提供される。(Effects) According to the present invention as described above, porous resin particles are prepared by dissolving a resin containing EVOH as a main component in a solvent, depositing the resin particles by mixing with a poor solvent or lowering the temperature, and then drying the resin particles. Are easily provided with a fine and uniform particle size.
このような作用効果は、ＥＶＯＨ又はＰＡは多くの水素
結合を有して結晶性及び凝集性が高いため、溶剤からの
析出に際してゲル化せず、球形且つ多孔質に析出し且つ
乾燥によってもこれらの球形及び多孔質を保持できるも
のと考えられる。Such an effect is that EVOH or PA has many hydrogen bonds and has high crystallinity and aggregability, so that it does not gel upon precipitation from a solvent, and it precipitates spherically and porously, and even when dried. It is considered that the spherical shape and the porosity can be retained.
（実施例） 次に実施例を挙げて本発明を更に具体的に説明する。
尚、文中部又は％とあるのは特に断りのない限り重量基
準である。(Example) Next, an Example is given and this invention is demonstrated still more concretely.
In addition, unless otherwise specified, "parts" and "%" in the text are based on weight.
実施例１ エチレン共重合比率４７モル％のＥＶＯＨ２０部、メタ
ノール６０部及び水２０部を攪拌機付き溶解釜に投入
し、６０℃で３時間の攪拌をし透明な樹脂溶液を得た。
次に溶解釜を冷却しながら攪拌を続けた。溶液は次第に
濁りを生じ５℃まで冷却すると樹脂粒子は完全に析出し
白濁した樹脂粒子の分散液が得られた。Example 1 20 parts of EVOH having an ethylene copolymerization ratio of 47 mol%, 60 parts of methanol and 20 parts of water were charged into a dissolution vessel equipped with a stirrer and stirred at 60 ° C. for 3 hours to obtain a transparent resin solution.
Then, stirring was continued while cooling the melting pot. The solution gradually became cloudy, and when cooled to 5 ° C., the resin particles were completely precipitated and a cloudy dispersion of resin particles was obtained.
５℃の状態で全体を均一に混合しながら減圧蒸留を続け
樹脂液の溶剤の抽出量が５６部になったところで釜の温
度を６０℃まで上げて、５時間の乾燥を行って本発明の
樹脂粒子を得た。このものの平均粒径は１μｍで比重は
０．１７g/cm3であり、顕微鏡写真（第１図）から明ら
かなように多孔性で均一粒径の球形である。Vacuum distillation was continued while uniformly mixing the whole at 5 ° C, and when the amount of solvent extracted from the resin liquid reached 56 parts, the temperature of the kettle was raised to 60 ° C and drying was carried out for 5 hours. Resin particles were obtained. This product has an average particle size of 1 μm and a specific gravity of 0.17 g / cm 3 , and is porous and spherical with a uniform particle size, as is apparent from the micrograph (FIG. 1).
上記樹脂粒子を艶消剤としてアクリル塗料１００部当り
５０部の割合で混合分散し、この艶消塗料を軟質塩化ビ
ニールレザーの表面に塗布した。得られた艶消しレザー
は従来から使用されているシリカを含む同じ塗料による
ものと比較して艶消感に優れ、しかも爪等による表面の
引っ掻き抵抗は著しく改善されていた。The resin particles were mixed and dispersed as a matting agent at a ratio of 50 parts per 100 parts of acrylic paint, and the matte paint was applied to the surface of soft vinyl chloride leather. The matte leather obtained was superior in matt feeling to the one using the same coating material containing silica that has been conventionally used, and the scratch resistance of the surface with nails was remarkably improved.
実施例２ エチレン共重合比率４４モル％のＥＶＯＨ（融点164
℃）７部及び共重合ナイロン（商品名プラタボンドM127
6、融点115℃）３部をエタノール６０部及び水３０部を
溶解釜中で温度８０℃で３時間の攪拌を行い樹脂を完全
に溶解した。更にこの溶液中に塗料用酸化チタン顔料２
部を加え均一に分散した。Example 2 EVOH having an ethylene copolymerization ratio of 44 mol% (melting point: 164
℃) 7 parts and copolymer nylon (brand name Platabond M127
(6, melting point 115 ° C.) 3 parts of ethanol and 60 parts of water were stirred in a dissolution vessel at a temperature of 80 ° C. for 3 hours to completely dissolve the resin. Furthermore, in this solution titanium oxide pigment 2 for paints
Parts were added and uniformly dispersed.
次に温度を５０℃に下げて攪拌を続けながら、エタノー
ル／水（重量費4/6）の混合溶剤６０部を少量づつ釜に
加えて樹脂をコロイド状に析出させた。このものを常温
下でスプレイドライ方式で乾燥を行い白色の樹脂粒子を
得た。Next, while the temperature was lowered to 50 ° C. and stirring was continued, 60 parts of a mixed solvent of ethanol / water (weight ratio 4/6) was added little by little to the kettle to precipitate the resin in a colloidal form. This was dried at room temperature by a spray dry method to obtain white resin particles.
更にこのものを攪拌機付き減圧容器に移し３０℃で減圧
乾燥し残りの溶剤を抽出し本発明の乾燥樹脂粒子を得
た。この樹脂粒子の平均粒径は５μｍで比重は０．２g/
cm3であった。このものを粉体塗料として流動浸漬法に
よって１９０℃に加熱した金属板に４０乃至５０μｍの
厚さの白色塗膜を形成した。この塗膜は光沢、物性、耐
溶剤性等に優れており、粉体塗料として有用である。更
に、この樹脂粒子を分級し、平均粒径０．５μｍの樹脂
粒子を取出し、ファンディションに応用したところ、使
用した樹脂粒子の球形及び多孔性の性質に加えて、ＥＶ
ＯＨとＰＡの吸水性の効果によって、感触も良好で化粧
の持ちも良好であった。Further, this was transferred to a reduced pressure container equipped with a stirrer and dried under reduced pressure at 30 ° C. to extract the remaining solvent to obtain dried resin particles of the present invention. The resin particles have an average particle size of 5 μm and a specific gravity of 0.2 g /
It was cm 3 . A white coating film having a thickness of 40 to 50 μm was formed on a metal plate heated to 190 ° C. by a fluidized dipping method using this as a powder coating material. This coating film has excellent gloss, physical properties, solvent resistance and the like and is useful as a powder coating material. Further, the resin particles were classified, and the resin particles having an average particle size of 0.5 μm were taken out and applied to the foundation. In addition to the spherical and porous properties of the used resin particles, EV
Due to the water absorbing effect of OH and PA, the feel was good and the makeup lasted well.
実施例３ エチレン共重合比率３２モル％のＥＶＯＨ３０部、メタ
ノール１０部、エタノール３０部及び水２０部を実施例
１と同様に６０℃、１０時間で完全に溶解した。この溶
液１００部に対して水１００部の割合で混合できる容量
２００ccの混合槽を有する瞬間混合機を使用して本発明
の樹脂粒子を得た。この時のＥＶＯＨ溶液の温度６０
℃、水の温度５℃、瞬間混合機の攪拌翼の回転数は３，
０００rpmである。Example 3 30 parts of EVOH having an ethylene copolymerization ratio of 32 mol%, 10 parts of methanol, 30 parts of ethanol and 20 parts of water were completely dissolved in the same manner as in Example 1 at 60 ° C. for 10 hours. Resin particles of the present invention were obtained by using an instantaneous mixer having a mixing tank with a capacity of 200 cc capable of mixing 100 parts of this solution with 100 parts of water. Temperature of EVOH solution at this time 60
℃, water temperature 5 ℃, the rotation speed of the stirring blade of the instantaneous mixer is 3,
It is 000 rpm.
混合槽から出てきた析出樹脂液は析出樹脂粒子と溶剤が
分離した状態であった。このものを水で洗いながら遠心
分離機にかけて、溶剤と析出樹脂粒子とを分離した。こ
の樹脂粒子を弱く混合しながら８０℃で乾燥し、平均粒
径１．５mmの本発明の乾燥樹脂粒子を得た。この粒子の
比重は０．３g/cm3で形状は球状であった。The precipitated resin liquid coming out of the mixing tank was in a state in which the precipitated resin particles and the solvent were separated. This was washed with water and centrifuged to separate the solvent from the precipitated resin particles. The resin particles were dried at 80 ° C. with weak mixing to obtain dry resin particles of the present invention having an average particle size of 1.5 mm. The specific gravity of the particles was 0.3 g / cm 3 and the shape was spherical.
この樹脂粒子を、予め離型剤を塗布した枠付きのステン
レス板の上に均一になるように広げ、温度２００℃のプ
レス機で圧力５０kg/cm2、時間１０分間のプレスをして
成型した成型板を取出し常温まで冷却して樹脂粒子から
なる成型体を得た。この成型体は通気性があり、耐油、
耐有機溶剤性、強度に優れているのでフィルターとして
有用であった。The resin particles were spread evenly on a stainless steel plate with a frame to which a release agent had been applied in advance, and were pressed with a press machine at a temperature of 200 ° C. under a pressure of 50 kg / cm 2 for 10 minutes to mold the resin particles. The molded plate was taken out and cooled to room temperature to obtain a molded body made of resin particles. This molding is breathable, oil resistant,
It was useful as a filter because of its excellent resistance to organic solvents and strength.
第１図は本発明の樹脂粒子の粒子構造を示す倍率５，０
００倍の顕微鏡写真である。FIG. 1 is a magnification of 5,0 showing the particle structure of the resin particles of the present invention.
It is a micrograph of 00 times.
───────────────────────────────────────────────────── フロントページの続き (56)参考文献 特公 昭62−14642（ＪＰ，Ｂ２) ─────────────────────────────────────────────────── ─── Continuation of the front page (56) References Japanese Patent Publication Sho 62-14642 (JP, B2)
Claims (5)
主成分とし、密度が０．１５〜０．３g/cm3の多孔質に
形成されている粉末状樹脂粒子。1. Powdery resin particles containing an ethylene-vinyl alcohol copolymer as a main component and having a density of 0.15 to 0.3 g / cm 3 .
末状樹脂粒子。2. The powdery resin particles according to claim 1, which contain a polyamide resin.
載の粉末状樹脂粒子。3. The powdery resin particles according to claim 1, which have a particle size of 2 mm or less.
記載の粉末状樹脂粒子。4. The powdery resin particles according to claim 1, which are substantially spherical in shape.
主成分とする樹脂を溶剤に溶解し、貧溶剤との混合又は
温度低下によって、樹脂粒子を析出後乾燥することを特
徴とする密度が０．１５〜０．３g/cm3の粉末状多孔質
樹脂粒子の製造方法。5. A resin having an ethylene-vinyl alcohol copolymer as a main component is dissolved in a solvent, and the resin particles are precipitated and dried by mixing with a poor solvent or by lowering the temperature, and the density is 0.15 to 0.15. A method for producing powdery porous resin particles of 0.3 g / cm 3 .
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP63156966A JPH0629335B2 (en) | 1988-06-27 | 1988-06-27 | Resin particles and method for producing the same |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP63156966A JPH0629335B2 (en) | 1988-06-27 | 1988-06-27 | Resin particles and method for producing the same |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH028230A JPH028230A (en) | 1990-01-11 |
| JPH0629335B2 true JPH0629335B2 (en) | 1994-04-20 |
Family
ID=15639215
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP63156966A Expired - Lifetime JPH0629335B2 (en) | 1988-06-27 | 1988-06-27 | Resin particles and method for producing the same |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0629335B2 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP3006488A4 (en) * | 2013-05-31 | 2017-03-15 | Toray Industries, Inc. | Ethylene-vinyl alcohol copolymer microparticles, dispersion liquid and resin composition including same, and method for producing said microparticles |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2707659B1 (en) * | 1993-06-30 | 1995-09-22 | Atochem Elf Sa | Polyamide-based powder composition for coating metallic substrates. |
| FR2731005B1 (en) * | 1994-12-29 | 1997-04-04 | Atochem Elf Sa | POLYAMIDE-BASED POWDER COMPOSITION FOR COATING METALLIC SUBSTRATES |
| JP4808499B2 (en) * | 2006-01-17 | 2011-11-02 | 日機装株式会社 | Method for producing porous beads |
| JP6270097B2 (en) * | 2013-06-05 | 2018-01-31 | 国立大学法人大阪大学 | Porous body of ethylene vinyl alcohol copolymer and method for producing the same |
| TWI712639B (en) * | 2015-11-24 | 2020-12-11 | 日商Ｊｓｒ股份有限公司 | Method for manufacturing porous particles, method for separating porous particles, carriers, tubing columns, and target materials |
| CN109694436A (en) * | 2017-10-24 | 2019-04-30 | 中国石油化工股份有限公司 | A kind of alkene-alkene alkoxide polymer and preparation method thereof |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6214642A (en) * | 1985-07-12 | 1987-01-23 | Sharp Corp | Replacement type converging optical transmitter array device |
-
1988
- 1988-06-27 JP JP63156966A patent/JPH0629335B2/en not_active Expired - Lifetime
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP3006488A4 (en) * | 2013-05-31 | 2017-03-15 | Toray Industries, Inc. | Ethylene-vinyl alcohol copolymer microparticles, dispersion liquid and resin composition including same, and method for producing said microparticles |
| TWI623556B (en) * | 2013-05-31 | 2018-05-11 | Toray Industries | Ethylene-vinyl alcohol copolymer microparticles, and dispersion liquid and resin composition therewith, and method for producing the microparticles |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH028230A (en) | 1990-01-11 |
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