JPH02281045A - Spherical particle of liquid crystalline polymer and its production - Google Patents
Spherical particle of liquid crystalline polymer and its productionInfo
- Publication number
- JPH02281045A JPH02281045A JP10294889A JP10294889A JPH02281045A JP H02281045 A JPH02281045 A JP H02281045A JP 10294889 A JP10294889 A JP 10294889A JP 10294889 A JP10294889 A JP 10294889A JP H02281045 A JPH02281045 A JP H02281045A
- Authority
- JP
- Japan
- Prior art keywords
- liquid crystalline
- crystalline polymer
- liquid crystal
- polymer
- spherical particles
- 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
- 229920000106 Liquid crystal polymer Polymers 0.000 title claims abstract description 51
- 239000012798 spherical particle Substances 0.000 title claims abstract description 25
- 238000004519 manufacturing process Methods 0.000 title claims description 5
- 239000002904 solvent Substances 0.000 claims abstract description 12
- 239000004977 Liquid-crystal polymers (LCPs) Substances 0.000 claims abstract description 11
- 239000002245 particle Substances 0.000 claims abstract description 11
- -1 polyethylene terephthalate Polymers 0.000 claims abstract description 11
- 239000004973 liquid crystal related substance Substances 0.000 claims abstract description 8
- 229920000139 polyethylene terephthalate Polymers 0.000 claims abstract description 7
- 239000005020 polyethylene terephthalate Substances 0.000 claims abstract description 7
- 229920000728 polyester Polymers 0.000 claims abstract description 5
- 238000001125 extrusion Methods 0.000 claims description 11
- 239000007788 liquid Substances 0.000 claims description 3
- 238000002844 melting Methods 0.000 claims description 3
- 230000008018 melting Effects 0.000 claims description 3
- 238000010438 heat treatment Methods 0.000 claims description 2
- 239000000945 filler Substances 0.000 abstract description 5
- 239000002994 raw material Substances 0.000 abstract description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract description 4
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 abstract description 4
- 229920000642 polymer Polymers 0.000 abstract description 4
- 239000000853 adhesive Substances 0.000 abstract description 3
- 230000001070 adhesive effect Effects 0.000 abstract description 3
- 239000000155 melt Substances 0.000 abstract description 3
- 239000000843 powder Substances 0.000 abstract description 3
- 229920001169 thermoplastic Polymers 0.000 abstract description 3
- 239000004974 Thermotropic liquid crystal Substances 0.000 abstract description 2
- 239000002861 polymer material Substances 0.000 abstract description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 2
- 239000011248 coating agent Substances 0.000 abstract 1
- 238000000576 coating method Methods 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 238000000034 method Methods 0.000 description 8
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 5
- 125000003118 aryl group Chemical group 0.000 description 5
- 238000000465 moulding Methods 0.000 description 4
- 239000008188 pellet Substances 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 210000003298 dental enamel Anatomy 0.000 description 2
- 238000000635 electron micrograph Methods 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 239000003973 paint Substances 0.000 description 2
- 238000005245 sintering Methods 0.000 description 2
- HHVIBTZHLRERCL-UHFFFAOYSA-N sulfonyldimethane Chemical compound CS(C)(=O)=O HHVIBTZHLRERCL-UHFFFAOYSA-N 0.000 description 2
- 238000010557 suspension polymerization reaction Methods 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- 239000004634 thermosetting polymer Substances 0.000 description 2
- 229920001187 thermosetting polymer Polymers 0.000 description 2
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- ISPYQTSUDJAMAB-UHFFFAOYSA-N 2-chlorophenol Chemical compound OC1=CC=CC=C1Cl ISPYQTSUDJAMAB-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 229920001893 acrylonitrile styrene Polymers 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- RLSSMJSEOOYNOY-UHFFFAOYSA-N m-cresol Chemical compound CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 229920001279 poly(ester amides) Polymers 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920001707 polybutylene terephthalate Polymers 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- SCUZVMOVTVSBLE-UHFFFAOYSA-N prop-2-enenitrile;styrene Chemical compound C=CC#N.C=CC1=CC=CC=C1 SCUZVMOVTVSBLE-UHFFFAOYSA-N 0.000 description 1
- 238000010298 pulverizing process Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- ISXOBTBCNRIIQO-UHFFFAOYSA-N tetrahydrothiophene 1-oxide Chemical compound O=S1CCCC1 ISXOBTBCNRIIQO-UHFFFAOYSA-N 0.000 description 1
- 239000004416 thermosoftening plastic 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)
- Liquid Crystal Substances (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
【発明の詳細な説明】
産業上の利用分野
本発明は新規な液晶性高分子球状粒子及びその製造方法
に関する。さらに詳しくは微細な液晶性高分子球状粒子
及びこのものを効果的に製造する方法に関する。DETAILED DESCRIPTION OF THE INVENTION Field of the Invention The present invention relates to novel liquid crystalline polymer spherical particles and a method for producing the same. More specifically, the present invention relates to fine liquid crystalline polymer spherical particles and a method for effectively producing them.
このものは、粉末成形用原料、焼結成形用原料、熱可塑
性高分子材料及び熱硬化性高分子材料の充てん材、耐熱
性塗料やエナメル、接着剤の充てん材などに有用である
。This product is useful as a raw material for powder molding, a raw material for sintering, a filler for thermoplastic and thermosetting polymer materials, a filler for heat-resistant paints, enamels, and adhesives.
従来の技術
従来、高分子の微粒子の製造法としては、固体状の高分
子を粉砕することにより製造される。また、懸濁重合法
によって球状粒子を得る方法も知られている。BACKGROUND OF THE INVENTION Conventionally, fine particles of polymers are produced by pulverizing solid polymers. A method of obtaining spherical particles by suspension polymerization is also known.
しかしながら、前者の方法では、球状体は得られず不定
形の微粒子やフィブリル状の微粒子しか得られないとい
う欠点がある。また、後者の方法では、懸濁重合により
得られる素材が限定されるという欠点がある。そして、
液晶性高分子の場合は、これらのいずれの方法によって
も微小球状粒子とすることはできなかった。However, the former method has the disadvantage that spherical bodies cannot be obtained, but only irregularly shaped particles or fibrillar particles can be obtained. Furthermore, the latter method has the disadvantage that the materials that can be obtained by suspension polymerization are limited. and,
In the case of liquid crystalline polymers, microspherical particles could not be formed by any of these methods.
発明が解決しようとする課題
本発明は、耐熱性や耐薬品性に優れた液晶性高分子から
成る新規な球状粒子体を提供することを目的としてなさ
れたものである。Problems to be Solved by the Invention The present invention has been made for the purpose of providing novel spherical particles made of a liquid crystalline polymer having excellent heat resistance and chemical resistance.
課題を解決するための手段
本発明者らは、上記目的を達成すべく鋭意研究を重ねた
結果、自己配向性を有する液晶性高分子と溶媒に可溶な
非液晶性高分子とを一定の割合で混合し、液晶性高分子
と非液晶性高分子の融解温度以上の温度で、液晶性高分
子が液晶状態を維持しうる温度に加熱し、押出成形し、
次いで非液晶性高分子を溶媒で溶解除去することにより
、その目的を達成しうることを見出し、この知見に基づ
いて本発明をなすに至った。 すなわち、本発明は平均
粒子径が０．５μｍ以上で、１０μｍ以下の液晶性高分
子球状粒子及び自己配向性を有する液晶性高分子とを重
量比３０：７０ないし１０：９０の範囲で混合したのち
液晶性高分子及び非液晶性高分子の融解温度以上の温度
でかつ液晶性高分子が液晶状態を維持しうる温度に加熱
して押出成形し、次いで非液晶性高分子を溶媒で溶解除
去することからなる粒子径が０．５μｍ以上で１０μｍ
以下の液晶性高分子球状粒子の製造方法を提供するもの
である。Means for Solving the Problems As a result of extensive research in order to achieve the above object, the present inventors have found that a liquid crystalline polymer having self-alignment properties and a non-liquid crystalline polymer soluble in a solvent are combined in a certain manner. mixed in proportions, heated at a temperature higher than the melting temperature of the liquid crystalline polymer and the non-liquid crystalline polymer at a temperature at which the liquid crystalline polymer can maintain its liquid crystal state, and extruded.
Next, it was discovered that the objective could be achieved by dissolving and removing the non-liquid crystalline polymer with a solvent, and based on this knowledge, the present invention was accomplished. That is, in the present invention, liquid crystal polymer spherical particles having an average particle diameter of 0.5 μm or more and 10 μm or less and a liquid crystal polymer having self-alignment properties are mixed in a weight ratio of 30:70 to 10:90. Afterwards, extrusion molding is performed by heating to a temperature higher than the melting temperature of the liquid crystalline polymer and the non-liquid crystalline polymer and at a temperature at which the liquid crystalline polymer can maintain its liquid crystal state, and then the non-liquid crystalline polymer is dissolved and removed with a solvent. The particle size is 0.5 μm or more and 10 μm
The following method for producing liquid crystalline polymer spherical particles is provided.
本発明方法に用いる液晶性高分子は、自己配向性を有す
るものであれば、特に制限されないが、サーモトロピッ
ク液晶ポリマーが好適に用いられる。The liquid crystalline polymer used in the method of the present invention is not particularly limited as long as it has self-alignment properties, but thermotropic liquid crystalline polymers are preferably used.
このようなサーモトロピック液晶ポリマーとしては、ベ
クトラＡのような芳香族ポリエステル、ベクトラＢのよ
うな芳香族ポリ （エステル−アミド）、芳香族ポリエ
ステル−カーボネートなどが挙げられる。Examples of such thermotropic liquid crystal polymers include aromatic polyesters such as Vectra A, aromatic poly(ester-amides) such as Vectra B, aromatic polyester-carbonates, and the like.
本発明方法に用いる非液晶性高分子物質は、溶媒に可溶
なものであれば特に制限されないが、好ましいものとし
て、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、ポリカーボネート、ポリスチレン、ポリメチ
ルメタクリレート、アクリロニトリル−スチレン共重合
体などを挙げることができる。The non-liquid crystalline polymer used in the method of the present invention is not particularly limited as long as it is soluble in a solvent, but preferred examples include polyethylene terephthalate, polybutylene terephthalate, polycarbonate, polystyrene, polymethyl methacrylate, and acrylonitrile-styrene. Examples include polymers.
本発明方法においては、この液晶性高分子と非液晶性高
分子とを重量比３０：７０ないし１０：９０に混合する
ことが必要である。In the method of the present invention, it is necessary to mix the liquid crystalline polymer and the non-liquid crystalline polymer at a weight ratio of 30:70 to 10:90.
液晶性高分子の重量割合が３０重量％よりも多くなると
液晶性高分子がフィブリル状のネットワークとなり、非
液晶性高分子を溶媒で溶解したときに、球状粒子が得ら
れない。液晶性高分子の重量割合が１０重量％よりも少
なくなると、平均粒子径が０．５μｍ以上で１０μｍ以
下の液晶性高分子球状粒子が得られない。When the weight ratio of the liquid crystalline polymer exceeds 30% by weight, the liquid crystalline polymer forms a fibrillar network, and spherical particles cannot be obtained when the non-liquid crystalline polymer is dissolved in a solvent. If the weight proportion of the liquid crystalline polymer is less than 10% by weight, liquid crystalline polymer spherical particles having an average particle diameter of 0.5 μm or more and 10 μm or less cannot be obtained.
このようにして得られた混合物は、押出成形の常法に従
い、−軸スクリュー押出しや、二輪スクリュー押出し、
ギヤーポンプ押出しなどにより、ストランド状あるいは
シート状に成形される。The mixture thus obtained is processed by conventional extrusion methods such as -axial screw extrusion, two-wheel screw extrusion,
It is formed into a strand or sheet by gear pump extrusion.
スクリュー押出しの際に、スクリュー先端部からストラ
ンドダイやシートダイに至る溶融樹脂の流路にブレーカ
−プレートを挿入して押出しが行われるが、メツシュは
挿入しない。また、ストランドダイを使用する場合はダ
イの平行部長さ（Ｌ）とダイの出口直径（Ｄ）の比、Ｌ
／Ｄは４以下であることが好ましい。During screw extrusion, extrusion is performed by inserting a breaker plate into the flow path of the molten resin from the tip of the screw to the strand die or sheet die, but no mesh is inserted. In addition, when using a strand die, the ratio of the parallel length (L) of the die to the exit diameter (D) of the die, L
/D is preferably 4 or less.
この押出成形においては、液晶性高分子が液晶状態を維
持しつる成形温度等の成形条件の下で行われる。In this extrusion molding, the liquid crystalline polymer maintains a liquid crystal state and is carried out under molding conditions such as a vine molding temperature.
次いで、このように得られた成形体は溶媒により非液晶
性高分子が選択的に溶解され、濾過または遠心分離等に
より分離されたのち、球状粒子が得られる。Next, the non-liquid crystalline polymer in the thus obtained molded body is selectively dissolved in a solvent, and after separation by filtration or centrifugation, spherical particles are obtained.
このような溶媒としては、液晶性高分子を溶解すること
なく、非液晶性高分子のみを選択的に溶解するものであ
れば用いることができ、特に制限はないが、非液晶性高
分子の種類に応じて、ニトロベンゼン、フェノール、ｍ
−クレゾール、０クロロフエノール、トリフルオロ酢酸
、芳香族炭化水素、四塩化炭素、メチルエチルケトン、
アセトン、酢酸エチル、塩化エチレン、ギ酸、ジメチル
ホルムアミド、ジメチルスルホキシド、ジメチルスルホ
ン、テトラメチルスルホン、テトラメチレンスルホキシ
ド、塩化メチレンなどが用いられる。As such a solvent, any solvent can be used as long as it selectively dissolves only the non-liquid crystal polymer without dissolving the liquid crystal polymer, and there is no particular restriction. Depending on the type, nitrobenzene, phenol, m
-Cresol, chlorophenol, trifluoroacetic acid, aromatic hydrocarbons, carbon tetrachloride, methyl ethyl ketone,
Acetone, ethyl acetate, ethylene chloride, formic acid, dimethylformamide, dimethyl sulfoxide, dimethyl sulfone, tetramethyl sulfone, tetramethylene sulfoxide, methylene chloride, etc. are used.
溶媒から分離した球状粒子はエタノール、アセトンまた
は水などでよく洗浄したのち、風乾または減圧乾燥を行
う。The spherical particles separated from the solvent are thoroughly washed with ethanol, acetone, water, etc., and then air-dried or dried under reduced pressure.
このようにして得られた球状粒子の径は０．５μｍ以上
、１０μｍ以下であり、多くの有機溶剤に対し耐溶剤性
を示し、２５０℃まで形状変化を示さないなどの性質を
有している。The spherical particles thus obtained have a diameter of 0.5 μm or more and 10 μm or less, exhibit solvent resistance to many organic solvents, and have properties such as not showing any change in shape up to 250°C. .
発明の効果
本発明の球状粒子は、融液状態で液晶を形成し、液晶ド
メイン内で分子鎖が配列した液晶構造から固化すること
で、規則性のある固体構造により形成された表面の平滑
な新規構造のものであって、従来において例を見ない液
晶性高分子球状粒子である。Effects of the Invention The spherical particles of the present invention form a liquid crystal in a melt state, and solidify from a liquid crystal structure in which molecular chains are arranged within the liquid crystal domain, resulting in a smooth surface formed by a regular solid structure. These liquid crystalline polymer spherical particles have a novel structure and have never been seen before.
本発明の液晶性高分子球状粒子は、このような優れた特
性を利用して、例えば粉末成形用原料、焼結成形用原料
、熱可塑性高分子材料や熱硬化性高分子材料の充てん材
、耐熱性塗料やエナメル、接着剤の充てん材などに好適
に用いられる。The liquid crystalline polymer spherical particles of the present invention can be used, for example, as raw materials for powder molding, raw materials for sintering, fillers for thermoplastic polymer materials and thermosetting polymer materials, by utilizing such excellent properties. Suitable for use in heat-resistant paints, enamels, adhesive fillers, etc.
実施例 次に実施例によって本発明をさらに詳細に説明する。Example Next, the present invention will be explained in more detail with reference to Examples.
実施例１、比較例１〜２
芳香族液晶性ポリエステル（ベクトラＡ９５０、■ポリ
プラスチフッ社製）のベレットと、ポリエチレンテレフ
タレートのペレットとを所定量混合し、９０℃で１２時
間、さらに１５０℃で４時間乾燥したのち、シリンダー
内径３０市の押出機とシートダイを用いて押出温度３１
０℃で押出し、厚さ０．３〜１鰭の長尺シートを成形し
た。このとき、シリンダーとシートダイをつなぐクロス
ヘツドの融液流路の人口部にはブレーカ−プレートを挿
入している。このようにして得られた固体シートを冷却
後、トリフルオロ酢酸に浸漬し、ポリエチレンテレフタ
レートを溶解し、濾過により球状粒子を得た。Example 1, Comparative Examples 1 to 2 A predetermined amount of pellets of aromatic liquid crystalline polyester (Vectra A950, manufactured by Polyplastics Co., Ltd.) and pellets of polyethylene terephthalate were mixed and heated at 90°C for 12 hours and then at 150°C. After drying for 4 hours, extrusion temperature was increased to 31 mm using an extruder with a cylinder inner diameter of 30 mm and a sheet die.
It was extruded at 0°C to form a long sheet with a thickness of 0.3 to 1 fin. At this time, a breaker plate is inserted into the artificial part of the melt flow path of the crosshead connecting the cylinder and the sheet die. After cooling the solid sheet thus obtained, it was immersed in trifluoroacetic acid to dissolve polyethylene terephthalate and filtered to obtain spherical particles.
得られた球状粒子の電子顕微鏡写真を図に示した。An electron micrograph of the obtained spherical particles is shown in the figure.
また、この球状粒子の平均粒子径を表に示した。Furthermore, the average particle diameter of the spherical particles is shown in the table.
実施例２
芳香族液晶性ポリエステル（ベクトラＡ ９５０）のベ
レットとポリエチレンテレフタレートのベレットを所定
量混合し、９０℃で１２時間、さらに１５０℃で４時間
乾燥したのち、シリンダー内径３０市の押出機とギヤポ
ンプ、ストランドダイ （Ｌ／Ｄは２、出口直径４ｍｍ
）を用いて押出温度３００℃で押出し、ストランドを成
形した。このようにして得られたストランドを冷却後、
トリフルオロ酢酸に浸漬し、ポリエチレンテレフタレー
トを溶解し、濾過により球状粒子を得た。Example 2 A predetermined amount of pellets of aromatic liquid crystalline polyester (Vectra A 950) and pellets of polyethylene terephthalate were mixed, dried at 90°C for 12 hours and then at 150°C for 4 hours, and then put into an extruder with a cylinder inner diameter of 30 mm. Gear pump, strand die (L/D is 2, outlet diameter 4mm
) at an extrusion temperature of 300°C to form a strand. After cooling the strand thus obtained,
Spherical particles were obtained by immersion in trifluoroacetic acid to dissolve polyethylene terephthalate and filtration.
４、4,
図は、
本発明の実施例１で得た球状粒子の構造を示す電子顕微
鏡写真である。The figure is an electron micrograph showing the structure of spherical particles obtained in Example 1 of the present invention.
Claims (3)
晶性高分子球状粒子。(1) Liquid crystalline polymer spherical particles having an average particle diameter of 0.5 μm or more and 10 μm or less.
液晶性高分子とを重量比３０：７０ないし１０：９０の
範囲で混合したのち液晶性高分子及び非液晶性高分子の
融解温度以上の温度でかつ液晶性高分子が液晶状態を維
持しうる温度に加熱して押出成形し、次いで非液晶性高
分子を溶媒で溶解除去することからなる粒子径が０．５
μｍ以上で１０μｍ以下の液晶性高分子球状粒子の製造
方法。(2) After mixing a self-aligning liquid crystal polymer and a solvent-soluble non-liquid crystal polymer at a weight ratio of 30:70 to 10:90, the liquid crystal polymer and the non-liquid crystal polymer are mixed. Extrusion molding is performed by heating at a temperature higher than the melting temperature and at which the liquid crystalline polymer can maintain its liquid crystal state, and then the non-liquid crystalline polymer is dissolved and removed with a solvent, so that the particle size is 0.5
A method for producing liquid crystalline polymer spherical particles having a size of 1 μm or more and 10 μm or less.
テル、非液晶性高分子がポリエチレンテレフタレートで
ある請求項（２）記載の液晶性高分子球状粒子の製造方
法。(3) The method for producing liquid crystalline polymer spherical particles according to claim (2), wherein the liquid crystalline polymer is thermotropic liquid crystalline polyester and the non-liquid crystalline polymer is polyethylene terephthalate.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1102948A JPH06102731B2 (en) | 1989-04-21 | 1989-04-21 | Thermotropic liquid crystalline polyester microspheres |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1102948A JPH06102731B2 (en) | 1989-04-21 | 1989-04-21 | Thermotropic liquid crystalline polyester microspheres |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP12290494A Division JP2590435B2 (en) | 1994-06-06 | 1994-06-06 | Method for producing liquid crystalline polymer microspheres |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH02281045A true JPH02281045A (en) | 1990-11-16 |
| JPH06102731B2 JPH06102731B2 (en) | 1994-12-14 |
Family
ID=14341043
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP1102948A Expired - Lifetime JPH06102731B2 (en) | 1989-04-21 | 1989-04-21 | Thermotropic liquid crystalline polyester microspheres |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH06102731B2 (en) |
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1201726A3 (en) * | 2000-09-19 | 2002-12-04 | MERCK PATENT GmbH | Polymer beads |
| JP2005112945A (en) * | 2003-10-06 | 2005-04-28 | Toyota Motor Corp | Method for producing polymer liquid crystal spherical fine particle, coloring material comprising polymer liquid crystal spherical fine particle, and coating |
| JP2006096946A (en) * | 2004-09-30 | 2006-04-13 | Daicel Degussa Ltd | Method for producing elliptically spherical thermoplastic resin fine particle |
| JP2006299180A (en) * | 2005-04-25 | 2006-11-02 | Daicel Degussa Ltd | Method for producing resin particle |
| US7375335B2 (en) | 2003-10-07 | 2008-05-20 | E. I. Du Pont De Nemours And Company | Effect-particle orientation and apparatus therefor |
| JP2010031104A (en) * | 2008-07-28 | 2010-02-12 | Sumitomo Chemical Co Ltd | Liquid crystalline polyester particle and its molded article |
| WO2018230498A1 (en) * | 2017-06-13 | 2018-12-20 | 住友化学株式会社 | Aromatic polyester particles and method for producing aromatic polyester particles |
| WO2019240153A1 (en) * | 2018-06-14 | 2019-12-19 | ポリプラスチックス株式会社 | Method for producing liquid-crystal resin microparticles |
| CN110804272A (en) * | 2019-10-25 | 2020-02-18 | 湖北工业大学 | Preparation method and application of polymer-based heat-conducting plastic |
| WO2021213964A1 (en) * | 2020-04-21 | 2021-10-28 | Solvay Specialty Polymers Usa, Llc | Production process of polyester micropowders |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63139921A (en) * | 1986-12-01 | 1988-06-11 | Unitika Ltd | Production of powder |
| JPS63258902A (en) * | 1987-01-16 | 1988-10-26 | インペリアル ケミカル インダストリーズ パブリック リミティド カンパニー | Polymerization method |
-
1989
- 1989-04-21 JP JP1102948A patent/JPH06102731B2/en not_active Expired - Lifetime
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63139921A (en) * | 1986-12-01 | 1988-06-11 | Unitika Ltd | Production of powder |
| JPS63258902A (en) * | 1987-01-16 | 1988-10-26 | インペリアル ケミカル インダストリーズ パブリック リミティド カンパニー | Polymerization method |
Cited By (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1201726A3 (en) * | 2000-09-19 | 2002-12-04 | MERCK PATENT GmbH | Polymer beads |
| JP2005112945A (en) * | 2003-10-06 | 2005-04-28 | Toyota Motor Corp | Method for producing polymer liquid crystal spherical fine particle, coloring material comprising polymer liquid crystal spherical fine particle, and coating |
| US7375335B2 (en) | 2003-10-07 | 2008-05-20 | E. I. Du Pont De Nemours And Company | Effect-particle orientation and apparatus therefor |
| JP2006096946A (en) * | 2004-09-30 | 2006-04-13 | Daicel Degussa Ltd | Method for producing elliptically spherical thermoplastic resin fine particle |
| JP4527487B2 (en) * | 2004-09-30 | 2010-08-18 | ダイセル・エボニック株式会社 | Production method of oval spherical thermoplastic resin fine particles |
| JP2006299180A (en) * | 2005-04-25 | 2006-11-02 | Daicel Degussa Ltd | Method for producing resin particle |
| JP2010031104A (en) * | 2008-07-28 | 2010-02-12 | Sumitomo Chemical Co Ltd | Liquid crystalline polyester particle and its molded article |
| JP2019001866A (en) * | 2017-06-13 | 2019-01-10 | 住友化学株式会社 | Aromatic polyester particle and method for producing aromatic polyester particle |
| WO2018230498A1 (en) * | 2017-06-13 | 2018-12-20 | 住友化学株式会社 | Aromatic polyester particles and method for producing aromatic polyester particles |
| US11198758B2 (en) | 2017-06-13 | 2021-12-14 | Sumitomo Chemical Company, Limited | Aromatic polyester particles and method for producing aromatic polyester particles |
| WO2019240153A1 (en) * | 2018-06-14 | 2019-12-19 | ポリプラスチックス株式会社 | Method for producing liquid-crystal resin microparticles |
| JP6697644B1 (en) * | 2018-06-14 | 2020-05-20 | ポリプラスチックス株式会社 | Method for producing liquid crystal resin fine particles |
| CN114249910A (en) * | 2018-06-14 | 2022-03-29 | 宝理塑料株式会社 | Method for producing liquid crystalline resin fine particles |
| CN114249910B (en) * | 2018-06-14 | 2023-05-16 | 宝理塑料株式会社 | Method for producing liquid crystal resin fine particles |
| CN110804272A (en) * | 2019-10-25 | 2020-02-18 | 湖北工业大学 | Preparation method and application of polymer-based heat-conducting plastic |
| CN110804272B (en) * | 2019-10-25 | 2022-09-13 | 湖北工业大学 | Preparation method and application of polymer-based heat-conducting plastic |
| WO2021213964A1 (en) * | 2020-04-21 | 2021-10-28 | Solvay Specialty Polymers Usa, Llc | Production process of polyester micropowders |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH06102731B2 (en) | 1994-12-14 |
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