JPS63108030A - Production of thermoplastic resin microparticle - Google Patents
Production of thermoplastic resin microparticleInfo
- Publication number
- JPS63108030A JPS63108030A JP25307386A JP25307386A JPS63108030A JP S63108030 A JPS63108030 A JP S63108030A JP 25307386 A JP25307386 A JP 25307386A JP 25307386 A JP25307386 A JP 25307386A JP S63108030 A JPS63108030 A JP S63108030A
- Authority
- JP
- Japan
- Prior art keywords
- thermoplastic resin
- medium
- resin
- fine particles
- melting point
- 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.)
- Granted
Links
- 229920005992 thermoplastic resin Polymers 0.000 title claims abstract description 45
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 14
- 239000011859 microparticle Substances 0.000 title abstract description 4
- 229920002545 silicone oil Polymers 0.000 claims abstract description 10
- 238000002844 melting Methods 0.000 claims abstract description 9
- 230000008018 melting Effects 0.000 claims abstract description 9
- 229920005989 resin Polymers 0.000 claims abstract description 5
- 239000011347 resin Substances 0.000 claims abstract description 5
- 125000003710 aryl alkyl group Chemical group 0.000 claims abstract description 4
- 229920006122 polyamide resin Polymers 0.000 claims abstract description 4
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 3
- 229920005668 polycarbonate resin Polymers 0.000 claims abstract description 3
- 239000004431 polycarbonate resin Substances 0.000 claims abstract description 3
- 239000010419 fine particle Substances 0.000 claims description 28
- -1 polybutylene terephthalate Polymers 0.000 claims description 6
- 229920001707 polybutylene terephthalate Polymers 0.000 claims description 3
- 239000000126 substance Substances 0.000 claims 1
- 239000002245 particle Substances 0.000 abstract description 10
- 238000002156 mixing Methods 0.000 abstract description 5
- 238000001816 cooling Methods 0.000 abstract description 3
- 239000006185 dispersion Substances 0.000 abstract description 3
- 239000000203 mixture Substances 0.000 abstract description 3
- 239000003973 paint Substances 0.000 abstract description 3
- 238000013019 agitation Methods 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- 238000000034 method Methods 0.000 description 5
- 229920001296 polysiloxane Polymers 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 239000012299 nitrogen atmosphere Substances 0.000 description 3
- 239000004417 polycarbonate Substances 0.000 description 3
- 229920000515 polycarbonate Polymers 0.000 description 3
- JHWNWJKBPDFINM-UHFFFAOYSA-N Laurolactam Chemical compound O=C1CCCCCCCCCCCN1 JHWNWJKBPDFINM-UHFFFAOYSA-N 0.000 description 2
- 229920000299 Nylon 12 Polymers 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- 239000003463 adsorbent Substances 0.000 description 2
- 239000002537 cosmetic Substances 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 229920000178 Acrylic resin Polymers 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 229930182556 Polyacetal Natural products 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- 239000004734 Polyphenylene sulfide Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- 241000779819 Syncarpia glomulifera Species 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 230000009477 glass transition Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- 239000001739 pinus spp. Substances 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 229920000306 polymethylpentene Polymers 0.000 description 1
- 239000011116 polymethylpentene Substances 0.000 description 1
- 229920006324 polyoxymethylene Polymers 0.000 description 1
- 229920006380 polyphenylene oxide Polymers 0.000 description 1
- 229920000069 polyphenylene sulfide Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 238000011085 pressure filtration Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000012798 spherical particle Substances 0.000 description 1
- 235000015096 spirit Nutrition 0.000 description 1
- 229940036248 turpentine Drugs 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Landscapes
- Processes Of Treating Macromolecular Substances (AREA)
- Processing And Handling Of Plastics And Other Materials For Molding In General (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は球状熱可塑性樹脂微粒子の製造法に関するもの
である。DETAILED DESCRIPTION OF THE INVENTION [Field of Industrial Application] The present invention relates to a method for producing spherical thermoplastic resin particles.
製造された球状微粒子は塗料、化粧品基剤、吸着剤等工
業的に大きな価値を有している。The produced spherical fine particles have great industrial value as paints, cosmetic bases, adsorbents, etc.
熱可塑性樹脂を微粒子にする方法としてはペレットなど
の塊状物を機械的に粉砕する方法あるいは適当な溶媒を
用いて温度による溶解度差を利用するか、または貧溶媒
を加えて沈殿を析出させる方法などがあるが、形状が不
均一な不定形であったり多孔質状であったり均質な球状
微粒子が得られない欠点がある。一方従来からポリアミ
ド樹脂の球状微粒子の製造方法としてポリエチレングリ
コールを媒体とする方法が知られている。（例えば特開
昭６０−４０１３４号）
〔発明が解決しようとする問題点〕
しかしながらポリエチレングリコールを媒体とする方法
は媒体が常温で固体であり微粒子化したポリアミド樹脂
と媒体の分離操作に支障をきたす欠点を有する。また媒
体自身の耐熱性が１７０℃なので製造中に変質する欠点
を有している。Methods of making thermoplastic resin into fine particles include mechanically crushing agglomerates such as pellets, using an appropriate solvent to utilize the difference in solubility due to temperature, or adding a poor solvent to precipitate. However, they have the disadvantage that they are nonuniform, amorphous, porous, and cannot produce homogeneous spherical particles. On the other hand, a method using polyethylene glycol as a medium has been known as a method for producing spherical fine particles of polyamide resin. (For example, JP-A No. 60-40134) [Problems to be solved by the invention] However, in the method using polyethylene glycol as a medium, the medium is solid at room temperature, which poses a problem in separating the micronized polyamide resin and the medium. It has its drawbacks. In addition, since the heat resistance of the medium itself is 170° C., it has the disadvantage of deterioration during production.
本発明者らは熱可塑性樹脂微粒子の製造法について鋭意
研究を重ねた結果、媒体中に熱可塑性樹脂を加熱分散す
る方法において、媒体として一般式
％式％
（式中Ｒは０１〜１ｏのアルキル基、又はアラルキル基
、ｎは５０〜１０００の数である）で表されるシリコー
ンオイルを用いた場合、均質な球状微粒子が得られ、し
かも媒体からの分離操作も極めて容易であることを見出
した。As a result of extensive research into the method for producing thermoplastic resin fine particles, the present inventors found that in a method of heating and dispersing thermoplastic resin in a medium, the medium has the general formula % formula % (where R is an alkyl group of 01 to 1o). It has been found that when using a silicone oil represented by an aralkyl group or an aralkyl group, where n is a number from 50 to 1000, homogeneous spherical fine particles can be obtained and separation from the medium is extremely easy. .
すなわち本発明は、媒体とこれに溶解しない熱可塑性樹
脂とを熱可塑性樹脂の軟化点又は融点以上の温度で混合
分散せしめ、しかる後熱可塑性樹脂の軟化点又は融点よ
り低い温度に冷却し、固化した熱可塑性樹脂を媒体から
分離する熱可塑性樹脂微粒子の製造方法であって、前記
媒体が一般式
（式中Ｒは００〜１ｏのアルキル基、又はアラルキル基
、ｎは５０〜１０００の数である）で表されるシリコー
ンオイルであることを特徴とする熱可塑性樹脂微粒子の
製造方法である。That is, the present invention involves mixing and dispersing a medium and a thermoplastic resin that does not dissolve therein at a temperature higher than the softening point or melting point of the thermoplastic resin, and then cooling it to a temperature lower than the softening point or melting point of the thermoplastic resin to solidify it. A method for producing thermoplastic resin fine particles in which a thermoplastic resin is separated from a medium, wherein the medium has the general formula ) is a method for producing thermoplastic resin fine particles characterized by using silicone oil represented by:
以下本発明を具体的に説明する。The present invention will be specifically explained below.
本発明においては、熱可塑性樹脂は通常不活性ガス雰囲
気下で熱可塑性樹脂の軟化点又は融点以上の温度で媒体
と充分に混合する。In the present invention, the thermoplastic resin is sufficiently mixed with the medium at a temperature higher than the softening point or melting point of the thermoplastic resin, usually under an inert gas atmosphere.
これにより媒体中に熱可塑性樹脂の微小液滴が分散した
系を形成する。This forms a system in which minute droplets of thermoplastic resin are dispersed in the medium.
しかる後撹拌下に分散系全体を、そのまま又は熱可塑性
樹脂を溶解せずに媒体を溶解する溶剤例えばベンゼン、
キシレン、ミネラルスピリット、ターペン、Ｍ Ｉ Ｂ
Ｋ、ＭＥＫ、トルエン、等の中に投入してから、熱可塑
性樹脂の軟化点又は融点好ましくはガラス転移点より低
い温度に冷却することにより前記微小液滴を固化し熱可
塑性樹脂微粒子を形成する。Thereafter, while stirring, the entire dispersion is mixed with a solvent which dissolves the medium as it is or without dissolving the thermoplastic resin, such as benzene,
xylene, mineral spirits, turpentine, MIB
After pouring into K, MEK, toluene, etc., the micro droplets are solidified by cooling to a temperature lower than the softening point or melting point of the thermoplastic resin, preferably lower than the glass transition point, to form thermoplastic resin microparticles. .
その後濾過等の分離操作を行ない媒体から熱可塑性樹脂
微粒子を単離する。Thereafter, a separation operation such as filtration is performed to isolate the thermoplastic resin fine particles from the medium.
このとき必要に応じ単離した前記微粒子を前記の如き媒
体を溶解する溶剤にて洗浄することにより前記微粒子よ
り媒体を完全に除去することができる。At this time, the medium can be completely removed from the fine particles by washing the isolated fine particles with a solvent that dissolves the medium as described above, if necessary.
熱可塑性樹脂と媒体の混合割合は熱可塑性樹脂が４０重
量％以下となる割合が好ましい。The mixing ratio of the thermoplastic resin and the medium is preferably such that the thermoplastic resin is 40% by weight or less.
熱可塑性樹脂の割合が４０重量％より大きくなった場合
には熱可塑性樹脂の媒体中への十分な均一分散ができず
球状微粒子の生成が困難となることがある。If the proportion of the thermoplastic resin exceeds 40% by weight, the thermoplastic resin may not be sufficiently uniformly dispersed in the medium, making it difficult to produce spherical fine particles.
本発明に従って得られる熱可塑性樹脂微粒子の粒径及び
粒度分布は媒体との混合割合や撹拌力、温度などの因子
によって影響され例えば撹拌を強くしたり、熱可塑性樹
脂の割合を小さくすれば球径は小さくなる。これら製造
条件を適当に選定し組み合わせることにより粒径及び粒
度分布を任意に調整することができる。The particle size and particle size distribution of the thermoplastic resin fine particles obtained according to the present invention are influenced by factors such as the mixing ratio with the medium, stirring force, and temperature. becomes smaller. By appropriately selecting and combining these manufacturing conditions, the particle size and particle size distribution can be adjusted as desired.
本発明において媒体として用いられるシリコーンオイル
は前記の如き一般式からなるものでＦ４４２０ （東芝
シリコーン社製商品名）、ＫＦ９６．ＫＦ５０ （信越
化学社製商品名）等が使用できるが、その粘度が１００
ｃｓｔ／２５℃以上のものが好ましく ｌ０００ｃｓ
ｔ／２５℃以上のものが特に好ましい。The silicone oil used as a medium in the present invention has the general formula as described above, and includes F4420 (trade name manufactured by Toshiba Silicone Co., Ltd.), KF96. KF50 (product name manufactured by Shin-Etsu Chemical Co., Ltd.) etc. can be used, but its viscosity is 100%.
cst/25℃ or higher is preferable l000cs
Particularly preferred are those with a temperature of t/25°C or higher.
粘度が１００ｃｓｔ／２５℃未満の場合は熱可塑性樹脂
が均一に分散できないため球状の微粒子ができにくくな
る。If the viscosity is less than 100 cst/25°C, the thermoplastic resin cannot be uniformly dispersed, making it difficult to form spherical fine particles.
本発明に用いられる熱可塑性樹脂としては前記媒体に溶
解しないものであれば特に制限はされなく、例えばポリ
エチレン、ポリプロピレン、アクリル樹脂、ポリアセタ
ール、ポリアミド、ポリカーボネート、ポリエチレンテ
レフタレート、ポリブチレンテレフタレート、ポリフェ
ニレンサルファイド、フッ素樹脂、ポリフェニレンオキ
サイド、ポリメチルペンテンなどの熱可塑性樹脂が使用
できる。The thermoplastic resin used in the present invention is not particularly limited as long as it does not dissolve in the medium, and examples thereof include polyethylene, polypropylene, acrylic resin, polyacetal, polyamide, polycarbonate, polyethylene terephthalate, polybutylene terephthalate, polyphenylene sulfide, and fluorine. Thermoplastic resins such as resin, polyphenylene oxide, and polymethylpentene can be used.
以下実施例をあげて説明する。This will be explained below by giving examples.
実施例１
ナイロン−１２６０ｇとジメチルシリコーンオイル５Ｈ
−２００（東しシリコーン社製商品名）（粘度１０００
０ｃｓｔ／ ２５℃）２４０ｇを窒素雰囲気下で２１０
℃に加熱し１時間撹拌した後６０℃まで冷却し加圧濾過
にて分離したナイロン−１２の微粒子を更にトルエンに
て洗浄した。Example 1 Nylon-1260g and dimethyl silicone oil 5H
-200 (product name manufactured by Toshi Silicone Co., Ltd.) (viscosity 1000
0cst/25℃) 240g at 210g under nitrogen atmosphere
The mixture was heated to .degree. C. and stirred for 1 hour, then cooled to 60.degree. C., and the fine particles of nylon-12 separated by pressure filtration were further washed with toluene.
得られたナイロン−１２の微粒子は粒径５〜５０μの球
状の微粒子であった。The obtained nylon-12 fine particles were spherical fine particles with a particle size of 5 to 50 μm.
実施例２
ポリカーボネート樹脂６０ｇとジメチルシリコーンオイ
ル５Ｈ−２００（東しシリコーン社製商品名） （５
，０００ｃｓｔ／ ２５℃）２４０ｇを窒素雰囲気下で
２６０℃に加熱し３０分間撹拌した後５０℃まで冷却し
加圧濾過した後フィルター上のポリ−カーボネート微粒
子をｎ−ヘキサンにて洗浄した。得られたポリカーボネ
ートの微粒子は粒径１０〜１００μの球状微粒子であっ
た。Example 2 60 g of polycarbonate resin and dimethyl silicone oil 5H-200 (trade name manufactured by Toshi Silicone Co., Ltd.) (5
,000cst/25°C) was heated to 260°C under a nitrogen atmosphere, stirred for 30 minutes, cooled to 50°C, filtered under pressure, and the polycarbonate fine particles on the filter were washed with n-hexane. The obtained polycarbonate fine particles were spherical fine particles with a particle size of 10 to 100 μm.
実施例３
ベレット状ポリブチレンテレフタレート５０ｇとジメチ
ルシリコーンオイルＴＳＦ４５（東芝シリコーン社製商
品名） ＜ ５，０ＯＯｃｓｔ／ ２５℃）２５０ｇ
を窒素雰囲気下で２６０℃に加熱し約３０分間撹拌しな
後６０℃に冷却し加圧濾過したフィルター上の微粒子を
トルエンにて洗浄した。Example 3 50 g of pellet-shaped polybutylene terephthalate and 250 g of dimethyl silicone oil TSF45 (trade name manufactured by Toshiba Silicone Corporation) <5,0OOcst/25°C)
The mixture was heated to 260° C. under a nitrogen atmosphere, stirred for about 30 minutes, cooled to 60° C., filtered under pressure, and the fine particles on the filter were washed with toluene.
得られた微粒子は５〜２００μの球状微粒子であった。The obtained fine particles were spherical fine particles with a size of 5 to 200 μm.
本発明の方法に従うと容易に均質な球状微粒子が得られ
るので、塗料、化粧品、吸着剤等の工業分野で巾広く利
用できる。Since homogeneous spherical fine particles can be easily obtained according to the method of the present invention, they can be widely used in industrial fields such as paints, cosmetics, and adsorbents.
Claims (1)
性樹脂の軟化点又は融点以上の温度で混合分散せしめ、
しかる後熱可塑性樹脂の軟化点又は融点より低い温度に
冷却し、固化した熱可塑性樹脂を媒体から分離する熱可
塑性樹脂微粒子の製造方法であって、前記媒体が一般式
▲数式、化学式、表等があります▼ （式中ＲはＣ＿１〜＿１＿０のアルキル基、又はアラル
キル基、ｎは５０〜１０００の数である） で表わされるシリコーンオイルであることを特徴とする
熱可塑性樹脂微粒子の製造方法。 ２、熱可塑性樹脂がポリアミド樹脂である特許請求の範
囲第１項記載の熱可塑性樹脂微粒子の製造方法。 ３、熱可塑性樹脂がポリカーボネート樹脂である特許請
求の範囲第１項記載の熱可塑性樹脂微粒子の製造方法。 ４、熱可塑性樹脂がポリブチレンテレフタレート樹脂で
ある特許請求の範囲第１項記載の熱可塑性樹脂微粒子の
製造方法。[Claims] 1. A medium and a thermoplastic resin that does not dissolve in the medium are mixed and dispersed at a temperature higher than the softening point or melting point of the thermoplastic resin,
A method for producing thermoplastic resin fine particles, wherein the thermoplastic resin is then cooled to a temperature lower than the softening point or melting point of the thermoplastic resin, and the solidified thermoplastic resin is separated from a medium, the medium having a general formula ▲ mathematical formula, chemical formula, table, etc. ▼ (wherein R is an alkyl group of C_1 to_1_0, or an aralkyl group, and n is a number from 50 to 1000) A method for producing thermoplastic resin fine particles, characterized in that the silicone oil is a silicone oil represented by: 2. The method for producing thermoplastic resin fine particles according to claim 1, wherein the thermoplastic resin is a polyamide resin. 3. The method for producing thermoplastic resin fine particles according to claim 1, wherein the thermoplastic resin is a polycarbonate resin. 4. The method for producing thermoplastic resin fine particles according to claim 1, wherein the thermoplastic resin is polybutylene terephthalate resin.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP25307386A JPH0689153B2 (en) | 1986-10-23 | 1986-10-23 | Method for producing thermoplastic resin fine particles |
| US07/109,797 US4863646A (en) | 1986-10-23 | 1987-10-14 | Method of producing fine particles of thermoplastic resin |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP25307386A JPH0689153B2 (en) | 1986-10-23 | 1986-10-23 | Method for producing thermoplastic resin fine particles |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS63108030A true JPS63108030A (en) | 1988-05-12 |
| JPH0689153B2 JPH0689153B2 (en) | 1994-11-09 |
Family
ID=17246114
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP25307386A Expired - Lifetime JPH0689153B2 (en) | 1986-10-23 | 1986-10-23 | Method for producing thermoplastic resin fine particles |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0689153B2 (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH03243658A (en) * | 1990-02-21 | 1991-10-30 | Toray Ind Inc | Polyamide composite grain |
| JP2019199596A (en) * | 2018-05-17 | 2019-11-21 | ゼロックス コーポレイションＸｅｒｏｘ Ｃｏｒｐｏｒａｔｉｏｎ | Curable unsaturated crystalline polyester powder and methods of making the same |
| JP2021014532A (en) * | 2019-07-12 | 2021-02-12 | コニカミノルタ株式会社 | Product including resin part and recycle system thereof |
-
1986
- 1986-10-23 JP JP25307386A patent/JPH0689153B2/en not_active Expired - Lifetime
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH03243658A (en) * | 1990-02-21 | 1991-10-30 | Toray Ind Inc | Polyamide composite grain |
| JP2019199596A (en) * | 2018-05-17 | 2019-11-21 | ゼロックス コーポレイションＸｅｒｏｘ Ｃｏｒｐｏｒａｔｉｏｎ | Curable unsaturated crystalline polyester powder and methods of making the same |
| JP2021014532A (en) * | 2019-07-12 | 2021-02-12 | コニカミノルタ株式会社 | Product including resin part and recycle system thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0689153B2 (en) | 1994-11-09 |
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