JPS6040134A - Preparation of fine particle of polyamide resin - Google Patents
Preparation of fine particle of polyamide resinInfo
- Publication number
- JPS6040134A JPS6040134A JP14732483A JP14732483A JPS6040134A JP S6040134 A JPS6040134 A JP S6040134A JP 14732483 A JP14732483 A JP 14732483A JP 14732483 A JP14732483 A JP 14732483A JP S6040134 A JPS6040134 A JP S6040134A
- Authority
- JP
- Japan
- Prior art keywords
- polyamide resin
- medium
- compound
- fine particles
- spherical
- 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.)
- Pending
Links
- 229920006122 polyamide resin Polymers 0.000 title claims abstract description 36
- 239000010419 fine particle Substances 0.000 title claims abstract description 18
- 150000001875 compounds Chemical class 0.000 claims abstract description 17
- 238000002844 melting Methods 0.000 claims abstract description 12
- 230000008018 melting Effects 0.000 claims abstract description 12
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims abstract description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 3
- 239000000203 mixture Substances 0.000 claims description 11
- 238000004519 manufacturing process Methods 0.000 claims description 9
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 239000002245 particle Substances 0.000 abstract description 32
- -1 polyoxyethylene Polymers 0.000 abstract description 6
- 238000003756 stirring Methods 0.000 abstract description 4
- 229920003171 Poly (ethylene oxide) Polymers 0.000 abstract description 3
- 239000007787 solid Substances 0.000 abstract description 3
- 238000004587 chromatography analysis Methods 0.000 abstract description 2
- 239000000314 lubricant Substances 0.000 abstract description 2
- 238000002156 mixing Methods 0.000 abstract description 2
- 229920001451 polypropylene glycol Polymers 0.000 abstract description 2
- 239000011248 coating agent Substances 0.000 abstract 2
- 238000000576 coating method Methods 0.000 abstract 2
- 239000000843 powder Substances 0.000 abstract 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 9
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 8
- JHWNWJKBPDFINM-UHFFFAOYSA-N Laurolactam Chemical compound O=C1CCCCCCCCCCCN1 JHWNWJKBPDFINM-UHFFFAOYSA-N 0.000 description 8
- 229920000299 Nylon 12 Polymers 0.000 description 8
- 239000011256 inorganic filler Substances 0.000 description 8
- 229910003475 inorganic filler Inorganic materials 0.000 description 8
- 238000000034 method Methods 0.000 description 8
- 229920002292 Nylon 6 Polymers 0.000 description 7
- 229920000642 polymer Polymers 0.000 description 6
- 239000002202 Polyethylene glycol Substances 0.000 description 5
- 238000001000 micrograph Methods 0.000 description 5
- 229920001223 polyethylene glycol Polymers 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- 238000009835 boiling Methods 0.000 description 4
- 229910000019 calcium carbonate Inorganic materials 0.000 description 4
- 239000002131 composite material Substances 0.000 description 4
- 150000002894 organic compounds Chemical class 0.000 description 4
- 239000004408 titanium dioxide Substances 0.000 description 4
- 239000004677 Nylon Substances 0.000 description 3
- 229920001778 nylon Polymers 0.000 description 3
- 238000001556 precipitation Methods 0.000 description 3
- 229920005989 resin Polymers 0.000 description 3
- 239000011347 resin Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 239000006229 carbon black Substances 0.000 description 2
- 239000000969 carrier Substances 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 238000007720 emulsion polymerization reaction Methods 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 229910052976 metal sulfide Inorganic materials 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 235000010582 Pisum sativum Nutrition 0.000 description 1
- 240000004713 Pisum sativum Species 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- WGLPBDUCMAPZCE-UHFFFAOYSA-N Trioxochromium Chemical compound O=[Cr](=O)=O WGLPBDUCMAPZCE-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 239000000987 azo dye Substances 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229910000423 chromium oxide Inorganic materials 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000010299 mechanically pulverizing process Methods 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000010557 suspension polymerization reaction Methods 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 239000010981 turquoise Substances 0.000 description 1
Landscapes
- Processes Of Treating Macromolecular Substances (AREA)
Abstract
Description
【発明の詳細な説明】
技術分野
本発明は、球状のポリアミド樹脂微粒子の製造法に関し
、更に詳しくは、球径及び粒度分布を任意に制御するこ
とができる実質的に球状の緻密な構造のポリアミド樹脂
粒子の製造法に関する。DETAILED DESCRIPTION OF THE INVENTION Technical Field The present invention relates to a method for producing spherical polyamide resin fine particles, and more specifically, to a method for producing spherical fine polyamide resin particles, and more particularly, to a method for producing polyamide resin particles having a substantially spherical, dense structure whose spherical diameter and particle size distribution can be arbitrarily controlled. This invention relates to a method for producing resin particles.
従来技術
熱可塑性樹脂の微粒子の製造方法として、￥ｌ！、濁重
合、又は乳化重合により微粒子を製造する方法、ポリマ
ーを溶媒に熔解させた後、これに非又は貧溶媒を加えて
析出沈澱させる方法、ポリマーを溶媒に加熱熔解させた
後に冷却し結晶化させて沈澱させる方法、ボールミル、
ジェットミル等を用いて機械的に粉砕する方法などが知
られている。しかしながら、懸濁重合法、乳化重合法な
どによるポリアミド°樹脂製造法は未だ確立されておら
ず、ポリマー／８液から析出させる方法では、析出時に
緻密な構造の微粒子は得られず、多孔質状になったり、
均質な球形微粒子が得られなかったりするという欠点が
あった。Conventional technology As a method for producing fine particles of thermoplastic resin, ¥1! , a method of producing fine particles by turbid polymerization or emulsion polymerization, a method of melting a polymer in a solvent and then adding a non- or poor solvent to it to precipitate it, a method of heating and melting a polymer in a solvent and then cooling it to crystallize it. method of precipitation, ball mill,
A method of mechanically pulverizing using a jet mill or the like is known. However, methods for producing polyamide resin using suspension polymerization, emulsion polymerization, etc. have not yet been established, and the method of precipitation from a polymer/8 solution does not yield fine particles with a dense structure during precipitation, resulting in porous particles. Become,
There was a drawback that homogeneous spherical fine particles could not be obtained.
発明の目的
従って、本発明の目的は、実質上完全に球形のポリアミ
ド樹脂の微粒子であって粒径、粒度分布を任意に調整す
ることができるポリアミ「樹脂微粒子の製造法を提供す
ることにある。OBJECTS OF THE INVENTION Accordingly, an object of the present invention is to provide a method for producing polyamide resin fine particles that are substantially completely spherical and whose particle size and particle size distribution can be arbitrarily adjusted. .
発明の構収
本発明に従えば、一般式（１）
％式％（１）
（式中、Ｒ及びＲ′はそれぞれ独立に水素原子又は炭素
数１〜１２の直鎖状もしくは分枝鎖状アルキル基、Ｒ”
は、水素原子又はメチルもしくはエチル基、ｎは２０以
上の数である）で表わされる化合物を媒体としＣ用い、
これとポリアミド樹脂とを、ポリアミド樹脂及び前記媒
体化合物の融点又は軟化点以上の温度で攪拌して十分に
混合分散せしめた後、ポリアミド樹脂を媒体から分離す
ることを特徴とする球形ポリアミド樹脂微粒子の製造法
が提供される。According to the present invention, the general formula (1) % formula % (1) (wherein R and R' are each independently a hydrogen atom or a linear or branched chain having 1 to 12 carbon atoms) Alkyl group, R”
is a hydrogen atom or a methyl or ethyl group, n is a number of 20 or more) is used as a medium and C is used,
This and the polyamide resin are stirred at a temperature higher than the melting point or softening point of the polyamide resin and the medium compound to sufficiently mix and disperse the polyamide resin, and then the polyamide resin is separated from the medium. A manufacturing method is provided.
灸塑！材葭感ｐ奥斐迫永班
本発明が適用しうるポリ）′ミド°樹脂は、炭素数が４
〜１２の直鎖状、分枝鎮状、環状の炭素鎖又はこれらの
任意の組合−已によってアミド括が結合されて成るポリ
）′ミドである。望ましくは、２４０℃での溶融粘度が
例えば剪断速度γ−１０Ｏ８の場合、３×１♂ｐｏｉｓ
ｅ以下であるのが好適である。Moxibustion! The polyester resin to which the present invention can be applied has a carbon number of 4.
It is a poly)'amide in which the amide linkages are bonded by ~12 linear, branched, or cyclic carbon chains or any combination thereof. Desirably, the melt viscosity at 240° C. is, for example, 3×1♂pois when the shear rate is γ-10O8.
It is preferable that it is less than or equal to e.
本発明に従えは、これらのポリアミド樹脂と前記一般式
（Ｉ）の媒体（ポリオキシエチレン系化合物）を両者の
融点又は軟化点以」二の温度で攪拌して両者を十分に混
合分ＨＪ１．（！シめる。使用するポリアミド樹脂と媒
体との比には特に限定はないが、一般には、ポリアミド
樹脂１〜７０重量％と媒体３０〜９９重量％とを混合す
る。媒体としては分子量５００〜Ｌ、０００，０００の
ポリオキシエチレン及びポリオキシプロピレンが好まし
く、前述のポリアミド樹脂の溶融粘度が高い場合には、
分子量１００００以上のものが好適である。この際、得
られるポリアミド樹脂微粒子の粒径及び粒度分布は、ポ
リアミド樹脂及び媒体化合物の液体状態での粘度の差、
界面張力並びに攪拌力などの因子によってＭｅ 響され
、本発明に従えばこれらを適当に選定し”ζ組み合せる
ことにより粒ｉ条及び粒度分布を任意に調節することが
できる。例えば、前記粘度の差を小さくすると得られる
ポリアミド樹脂微粒子の球径は小さくなり、又、攪拌を
激しくして良く分１１にさせると球径は小さくなる。上
記条件を組み合せ適当に調節することにより、ポリアミ
ド樹脂微粒子の平均粒径を１ｏｏｏμｍ以下の範囲に好
適に調整することができる。According to the present invention, these polyamide resins and the medium (polyoxyethylene compound) of the general formula (I) are stirred at a temperature of 2'2'' above their melting points or softening points, and the mixture is sufficiently mixed in a proportion of HJ1. (! Shrink. There is no particular limitation on the ratio of the polyamide resin to the medium used, but in general, 1 to 70% by weight of the polyamide resin and 30 to 99% by weight of the medium are mixed. The medium has a molecular weight of 500%. ~ L, 000,000 polyoxyethylene and polyoxypropylene are preferred, and when the aforementioned polyamide resin has a high melt viscosity,
Those having a molecular weight of 10,000 or more are preferred. At this time, the particle size and particle size distribution of the obtained polyamide resin fine particles are determined by the difference in viscosity between the polyamide resin and the medium compound in the liquid state,
Me is influenced by factors such as interfacial tension and stirring force, and according to the present invention, by appropriately selecting and combining these factors, the particle i-line and particle size distribution can be adjusted arbitrarily.For example, the viscosity When the difference is reduced, the spherical diameter of the polyamide resin fine particles obtained becomes smaller, and when the stirring is vigorously made to a ratio of 11, the spherical diameter becomes smaller. By combining and appropriately adjusting the above conditions, the spherical diameter of the polyamide resin fine particles obtained The average particle size can be suitably adjusted to a range of 100 μm or less.
ポリアミド樹脂と媒体化合物は、前記加熱条件下で十分
攪拌して混合分散せしめた後、ポリアミド樹脂の融点が
媒体化合物の融点もしくは軟化点より高い場合は、ポリ
アミド樹脂の融点以下でかつ媒体化合物の融点もしくは
軟化点以上の温度に冷却し、ポリアミｌ樹脂を濾過等の
分離操作を施すこ諒によって、媒体から分離し、更に必
要に応。After the polyamide resin and the medium compound are thoroughly mixed and dispersed under the heating conditions described above, if the melting point of the polyamide resin is higher than the melting point or softening point of the medium compound, the melting point of the polyamide resin and the medium compound must be lower than the melting point of the polyamide resin and the melting point of the medium compound. Alternatively, the polyamyl resin is cooled to a temperature above its softening point and separated from the medium by performing a separation operation such as filtration, and further as necessary.
し、以下に示すような水又は低沸点有機化合物で洗浄し
て媒体を実質的に完全に除去することができる。又、ポ
リアミド樹脂と媒体化合物との混合物をポリアミド樹脂
の副：点もしくは軟化点以下に冷却し、前記一般式（■
）で表わされる媒体化合物を熔箭νし、ポリアミ１樹脂
を溶ＩＷ又は膨潤しない水及び低沸点有機化合物のうら
から選ばれた１種もしくは２種以上の化合物によって媒
体化合物を溶解除去することによってポリアミド樹脂微
粒子を分離することができる。例えば、当該低沸点有機
化合物とは、メタノール、エタノール、アセトン等であ
り、水も好適に用いられ又、水で／Ｂ扇！除去した後、
又、低沸点有機化合物でδシ１７１することは差し支え
ない。必要により得られた粒子は常法によって乾燥する
ことができる。However, the medium can be substantially completely removed by washing with water or a low-boiling organic compound, as described below. Alternatively, the mixture of the polyamide resin and the medium compound is cooled to below the sub-point or softening point of the polyamide resin, and the mixture is expressed by the general formula (■
) by melting the medium compound represented by ν, dissolving the polyamide 1 resin with IW, or dissolving and removing the medium compound with one or more compounds selected from non-swelling water and a low-boiling point organic compound. Polyamide resin fine particles can be separated. For example, the low boiling point organic compound is methanol, ethanol, acetone, etc., and water is also preferably used. After removing
In addition, it is acceptable to use a low boiling point organic compound to reduce the δ value. If necessary, the obtained particles can be dried by a conventional method.
本発明に従えば、更に前記ポリアミド樹脂に無機充填剤
を配合し、これと前記一般式（１）の媒体化合物を前述
の如く処理して実仝（上体形の高分子複合材の微粒子を
製造するごとができる。According to the present invention, an inorganic filler is further blended into the polyamide resin, and this and the medium compound of the general formula (1) are treated as described above to actually (manufacture fine particles of a body-shaped polymer composite material). I can do things.
かかる目的で使用される無機充］芭剤としては任意の無
機充填剤を配合することができ、表面処理を施したもの
でもよい。具体例としてばシリカ、アルミナ、シリカア
ルミナ、酸化鉄、酸化クロム、酸化チタンなどの金属酸
化物、ツルク、炭酸カルシウム、カーボンブランク、金
属わ）（例えば鉄、アルミニウムなど）金属硫化物、粘
土：ｔ；ｒ＋ （カオリナイ１−、モンモリオナイト、
ヘン１−ナイト等）、ガラスピーズなどをあげることが
できる。使用する無機充填剤の粒径や形状には特に限定
ばないが、粒子径は製造しよ・）とする高分子複合杓の
目的粒子径の１／工０以下であるのが好ましく、１１５
０以下であるのが更に好ましい。上記無機充填剤は単独
又は２種以上の混合物として使用することができ、更に
アゾ染料、ヘンガラ、フタロシアニン系などの有機染料
も併用することができる。As the inorganic filler used for this purpose, any inorganic filler can be blended, and one that has been surface-treated may be used. Specific examples include silica, alumina, silica alumina, metal oxides such as iron oxide, chromium oxide, titanium oxide, turquoise, calcium carbonate, carbon blank, metal sulfide (e.g. iron, aluminum, etc.), metal sulfide, clay: ;r+ (kaolina 1-, montmorionite,
Hen 1-night, etc.), glass peas, etc. There are no particular limitations on the particle size or shape of the inorganic filler used, but the particle size is preferably 1/0 or less of the target particle size of the polymer composite ladle to be manufactured.
More preferably, it is 0 or less. The above-mentioned inorganic fillers can be used alone or as a mixture of two or more, and organic dyes such as azo dyes, hengara, and phthalocyanine-based dyes can also be used in combination.
本発明方法に従って無機充填剤を含む複合剤を製造する
場合にはポリアミド樹脂と無機充填剤とを予め混合して
おくことが望ましい。両者の混合比は所望高分子複合材
の用途に応して適宜選定することができるが、無機充填
剤の配合量は一般にポリアミド°樹脂１００市量部に対
し７０重量部以下であり、好ましくは０．５〜５０重量
部の範囲である。When producing a composite agent containing an inorganic filler according to the method of the present invention, it is desirable to mix the polyamide resin and the inorganic filler in advance. The mixing ratio of the two can be appropriately selected depending on the desired use of the polymer composite material, but the amount of inorganic filler blended is generally 70 parts by weight or less per 100 parts by weight of polyamide resin, and is preferably The range is from 0.5 to 50 parts by weight.
この様にして′Ｍ潰した実質上球形のポリアミド樹脂の
微粒子は、種々の方法によるわ）未塗装用塗料、摺動部
用固体潤滑剤、クロマトグラフィ用カラム担体、酵素担
持用担体等に好適に使用することができる。Substantially spherical polyamide resin fine particles crushed in this way can be suitably used as paints for unpainted surfaces, solid lubricants for sliding parts, column carriers for chromatography, carriers for supporting enzymes, etc. can be used.
置部Ｖ
以下、本発明を実施例に従って更に詳しく説明するが、
本発明の範囲をこれらの実施例に限定するものでないこ
とばいうまでもない。Place V The present invention will be explained in more detail according to examples below.
It goes without saying that the scope of the present invention is not limited to these Examples.
実施例１
ナイロン−６３０重量部とポリエチレングリコール（分
子量２００００） ７０重量部との混合物を２４０℃で
融解し、３０分間攪拌した後、室温まで冷却した。得ら
れた固形物を１５０°Ｃに加熱し、ポリエチレングリコ
ールを融解し、窒素雰囲気下で７ ｋｇ／ｃｍｌの圧力
をかり、瀘過によりナイロン−６を分離した。フィルタ
ー上のナイロン−６を、メタノール、温水で洗浄するこ
とによりナイロン−６表面に付いたポリエチレングリコ
ールを溶解除去したとごろ、球状のナイロン−６粒子が
得られた。Example 1 A mixture of 630 parts by weight of nylon and 70 parts by weight of polyethylene glycol (molecular weight 20,000) was melted at 240°C, stirred for 30 minutes, and then cooled to room temperature. The obtained solid was heated to 150°C to melt the polyethylene glycol, a pressure of 7 kg/cml was applied under a nitrogen atmosphere, and nylon-6 was separated by filtration. The nylon-6 on the filter was washed with methanol and hot water to dissolve and remove the polyethylene glycol attached to the surface of the nylon-6, and spherical nylon-6 particles were obtained.
得られた球状ナイロン−６粒子の顕微鏡写真（倍率１３
０倍）を第１図に示す。Micrograph of the obtained spherical nylon-6 particles (magnification: 13
0x) is shown in Figure 1.
実施例２
ナイロン−１２３０ｍ１ａ部とポリエチレングリコール
（分子量２００００） ７０重量部との混合物を２４０
°Ｃで融解し、６０分間攪拌後冷却した。凝固物をメタ
ノール、温水で洗浄することによりポリエチレングリ」
−ルを溶解、除去したところ、球状のナイロン−１２粒
子が１ｑられた。□
冑ら些た球状ナイロン−１２微粒子の顕微鏡写真（倍率
２６０倍）を第２図に示す。Example 2 A mixture of 1230 m1a part of nylon and 70 parts by weight of polyethylene glycol (molecular weight 20,000) was
It was melted at °C, stirred for 60 minutes, and then cooled. Polyethylene glycol is obtained by washing the coagulated material with methanol and warm water.
When the nylon-12 particles were dissolved and removed, 1q of spherical nylon-12 particles were obtained. □ A microscopic photograph (magnification: 260x) of small spherical nylon-12 particles is shown in Figure 2.
火樅匠１ “・
ナイロンＬ１″２ （実施例２で使用し“たものと同じ
）５０重量部と二酸化チタン（粒子径４１０ ｎｍ）５
重量部とを２００℃°で溶融混合した。この混合物を実
施例２と同様な加工工程で処理することにより、二酸化
チタンを含イ１する球状ナイロン−１２粒子をｉ：Ｉた
。50 parts by weight of Nylon L1 (same as that used in Example 2) and titanium dioxide (particle size 410 nm) 5
Parts by weight were melt-mixed at 200°C. This mixture was processed in the same processing steps as in Example 2 to yield i:I spherical nylon-12 particles containing titanium dioxide.
得られノこ二酸化チタンを金白する球状ナイロン−１２
粒子の顕敞鏡写シ倍率１３．０倍）菰第３図に示す。Spherical nylon-12 that coats the obtained titanium dioxide
A microscopic image of the particles (magnification: 13.0x) is shown in Figure 3.
型ｌ−
ナイロ７’−１２（実施例２で使ｍしたものと同じ）５
０重量部と炭酸カルシウム（粒子径３０ ｎｍ）１５重
量部とを２００℃を溶融混合した。この混合物を実施例
２と同様な加エエ１呈で処理するごとにより、炭酸カル
シＩ′）、、ムを含有する球状のナイロン−１２粒子を
得た。Type l-Nyro 7'-12 (same as used in Example 2) 5
0 parts by weight and 15 parts by weight of calcium carbonate (particle size 30 nm) were melt-mixed at 200°C. This mixture was treated with the same additives as in Example 2 to obtain spherical nylon-12 particles containing calcium carbonate I').
得られた炭酸力、ルシウムを含有する球状のナイＹンー
１２粒子の顕微鏡写真ｃ（ｐ＊ｉ３ｏ倍）を第４．図龜
示す。、′
、 ′
実施例５ ′ 。A micrograph c (p*i3o times) of the obtained spherical NaY-12 particles containing carbonic acid and lucium is shown in the 4th. Show the picture. ,','Example 5'.
ナイロン−６（実施例１で使用したものと同し）３ｏａ
ｐ部とカーボンブラック（粒子径１８ｎｍ）３重量−ｊ
ｌＢとを２４０℃で溶融混合した。この混合物を実施例
１と同様な加工工程で処理することにより、カーボンブ
ラックを含有する平均粒径２５μｍの球状ナイロン−６
粒子を得た。Nylon-6 (same as used in Example 1) 3 oa
p part and carbon black (particle size 18 nm) 3 weight -j
1B and were melt-mixed at 240°C. By processing this mixture in the same processing steps as in Example 1, spherical nylon-6 containing carbon black and having an average particle size of 25 μm was obtained.
Particles were obtained.
第１図は実施例１で得られた球状ナイｌコンー６１幣粒
子の構造を示す顕微鏡写真（１３０倍）であり、第２図
は実施例２で得られた球状ナイ１」ンー、１２微譚子の
構造を示す顕微鏡写真（２６０倍）である。
第３面ば実施例３で得られた二酸化チタンを含有す基ナ
イロンー１２微粒子の構造を示す顕微鏡写真（１３０倍
）である。
第４図は実施例４で得られた炭酸カルシウムを含有する
ナイロン−１２微粒子の構造を示す顕微鏡写直（１３０
倍）である。
特許出願人
昭和電工株式会社
特許出願代理人
弁理士 青 木 朗
弁理士西舘和之
弁理士 石 １） 敬
弁理士 山 口 昭 之
弁理士西山雅也
弔１図
型２図
２１５３回
焔４回FIG. 1 is a micrograph (130x) showing the structure of the spherical N1-61 particles obtained in Example 1, and FIG. This is a micrograph (260x magnification) showing the structure of Tanzi. The third side is a micrograph (130x magnification) showing the structure of the titanium dioxide-containing base nylon-12 fine particles obtained in Example 3. FIG. 4 is a microscopic photograph showing the structure of nylon-12 fine particles containing calcium carbonate obtained in Example 4 (130
times). Patent Applicant: Showa Denko Co., Ltd. Patent Attorney: Akira Aoki, Patent Attorney: Kazuyuki Nishidate, Patent Attorney: 1) Honorable Patent Attorney: Akira Yamaguchi, Patent Attorney: Masaya Nishiyama, 1 Figure, 2 Figures, 2,153 Flames, 4 Times
Claims (1)
数１〜１２の直鎖状もしくは分枝鎖状アルキル基°、Ｒ
゛′は、水素原子又はメチルもしくはエチル基、ｎは２
０以上の数である）で表わされる化合物を媒体として用
い、これとポリアミド樹脂とを、ポリアミド樹脂及び前
記媒体化合物の融点又は軟化点以上の温度で攪拌して十
分に混合分Ｉｔ＆せしめた後、ポリアミド樹脂を媒体か
ら分離することを特徴とする球形ポリアミド樹脂微粒子
の製造法。[Claims] ■ General formula (1) % formula % (1) (wherein R and R' are each independently a hydrogen atom or a linear or branched alkyl group having 1 to 12 carbon atoms. °, R
゛' is a hydrogen atom or a methyl or ethyl group, n is 2
Using a compound represented by (a number of 0 or more) as a medium, this and a polyamide resin are stirred at a temperature higher than the melting point or softening point of the polyamide resin and the medium compound, and the mixture is sufficiently mixed. A method for producing spherical polyamide resin fine particles, characterized by separating polyamide resin from a medium.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP14732483A JPS6040134A (en) | 1983-08-13 | 1983-08-13 | Preparation of fine particle of polyamide resin |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP14732483A JPS6040134A (en) | 1983-08-13 | 1983-08-13 | Preparation of fine particle of polyamide resin |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS6040134A true JPS6040134A (en) | 1985-03-02 |
Family
ID=15427603
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP14732483A Pending JPS6040134A (en) | 1983-08-13 | 1983-08-13 | Preparation of fine particle of polyamide resin |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6040134A (en) |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS619433A (en) * | 1984-06-26 | 1986-01-17 | Technol Risooshizu Inkooporeetetsudo:Kk | Production of thermoplastic resin microsphere |
| JPS6272727A (en) * | 1985-09-26 | 1987-04-03 | Konishiroku Photo Ind Co Ltd | Production of fine resin particle |
| US5932342A (en) * | 1996-11-14 | 1999-08-03 | Nashua Corporation | Optical diffusers obtained by fluid phase mixing of incompatible materials |
| WO1999050339A1 (en) * | 1998-03-31 | 1999-10-07 | Basf Aktiengesellschaft | Method for producing thermoplastic powders |
| JP2007246718A (en) * | 2006-03-16 | 2007-09-27 | Sumitomo Seika Chem Co Ltd | Method for producing spherical thermoplastic resin particle |
| JP2007277546A (en) * | 2006-04-01 | 2007-10-25 | Degussa Gmbh | POLYMER POWDER, PROCESS FOR PRODUCING THE POWDER AND USE THEREOF, AND MOLDED BODY COMPRISING THE POWDER |
| WO2010064696A1 (en) * | 2008-12-05 | 2010-06-10 | ダイセル・エボニック株式会社 | Spherical composite particles and manufacturing method therefor |
| JP5024672B2 (en) * | 2005-02-02 | 2012-09-12 | 宇部興産株式会社 | Method for producing porous spherical polyamide particles |
| WO2018207728A1 (en) | 2017-05-12 | 2018-11-15 | 東レ株式会社 | Method for producing polyamide fine particles, and polyamide fine particles |
-
1983
- 1983-08-13 JP JP14732483A patent/JPS6040134A/en active Pending
Cited By (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS619433A (en) * | 1984-06-26 | 1986-01-17 | Technol Risooshizu Inkooporeetetsudo:Kk | Production of thermoplastic resin microsphere |
| JPS6272727A (en) * | 1985-09-26 | 1987-04-03 | Konishiroku Photo Ind Co Ltd | Production of fine resin particle |
| US5932342A (en) * | 1996-11-14 | 1999-08-03 | Nashua Corporation | Optical diffusers obtained by fluid phase mixing of incompatible materials |
| WO1999050339A1 (en) * | 1998-03-31 | 1999-10-07 | Basf Aktiengesellschaft | Method for producing thermoplastic powders |
| JP5024672B2 (en) * | 2005-02-02 | 2012-09-12 | 宇部興産株式会社 | Method for producing porous spherical polyamide particles |
| JP2007246718A (en) * | 2006-03-16 | 2007-09-27 | Sumitomo Seika Chem Co Ltd | Method for producing spherical thermoplastic resin particle |
| JP2007277546A (en) * | 2006-04-01 | 2007-10-25 | Degussa Gmbh | POLYMER POWDER, PROCESS FOR PRODUCING THE POWDER AND USE THEREOF, AND MOLDED BODY COMPRISING THE POWDER |
| WO2010064696A1 (en) * | 2008-12-05 | 2010-06-10 | ダイセル・エボニック株式会社 | Spherical composite particles and manufacturing method therefor |
| JP2010132811A (en) * | 2008-12-05 | 2010-06-17 | Daicel-Evonik Ltd | Globular composite particle and method for producing the same |
| WO2018207728A1 (en) | 2017-05-12 | 2018-11-15 | 東レ株式会社 | Method for producing polyamide fine particles, and polyamide fine particles |
| KR20190141664A (en) | 2017-05-12 | 2019-12-24 | 도레이 카부시키가이샤 | Method for producing polyamide fine particles and polyamide fine particles |
| CN110612320A (en) * | 2017-05-12 | 2019-12-24 | 东丽株式会社 | Method for producing polyamide fine particles and polyamide fine particles |
| CN110612320B (en) * | 2017-05-12 | 2022-04-15 | 东丽株式会社 | Method for producing polyamide microparticles and polyamide microparticles |
| US11485822B2 (en) | 2017-05-12 | 2022-11-01 | Toray Industries, Inc. | Method of producing polyamide fine particles, and polyamide fine particles |
| US11807717B2 (en) | 2017-05-12 | 2023-11-07 | Toray Industries, Inc. | Method of producing polyamide fine particles, and polyamide fine particles |
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