JPH02160839A - Pulpy polyarylene sulfide resin and its production - Google Patents
Pulpy polyarylene sulfide resin and its productionInfo
- Publication number
- JPH02160839A JPH02160839A JP63315556A JP31555688A JPH02160839A JP H02160839 A JPH02160839 A JP H02160839A JP 63315556 A JP63315556 A JP 63315556A JP 31555688 A JP31555688 A JP 31555688A JP H02160839 A JPH02160839 A JP H02160839A
- Authority
- JP
- Japan
- Prior art keywords
- polyarylene sulfide
- polymer
- pulpy
- flow rate
- resin
- 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
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 title claims abstract description 19
- 229920000412 polyarylene Polymers 0.000 title claims abstract description 17
- 229920005989 resin Polymers 0.000 title claims abstract description 16
- 239000011347 resin Substances 0.000 title claims abstract description 16
- 238000004519 manufacturing process Methods 0.000 title claims description 6
- 229920000642 polymer Polymers 0.000 claims abstract description 31
- 239000003960 organic solvent Substances 0.000 claims abstract description 8
- 239000007788 liquid Substances 0.000 claims abstract description 6
- 238000007712 rapid solidification Methods 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 12
- 239000000945 filler Substances 0.000 abstract description 7
- 239000002904 solvent Substances 0.000 abstract description 6
- 238000007599 discharging Methods 0.000 abstract description 2
- 239000000155 melt Substances 0.000 abstract 3
- 238000000034 method Methods 0.000 description 14
- 239000000047 product Substances 0.000 description 10
- 238000006116 polymerization reaction Methods 0.000 description 9
- 239000003513 alkali Substances 0.000 description 5
- -1 alkyl urea Chemical compound 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- OCJBOOLMMGQPQU-UHFFFAOYSA-N 1,4-dichlorobenzene Chemical compound ClC1=CC=C(Cl)C=C1 OCJBOOLMMGQPQU-UHFFFAOYSA-N 0.000 description 4
- 238000001816 cooling Methods 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 229910001854 alkali hydroxide Inorganic materials 0.000 description 2
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 239000012752 auxiliary agent Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 2
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 2
- 235000010234 sodium benzoate Nutrition 0.000 description 2
- 239000004299 sodium benzoate Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- RELMFMZEBKVZJC-UHFFFAOYSA-N 1,2,3-trichlorobenzene Chemical compound ClC1=CC=CC(Cl)=C1Cl RELMFMZEBKVZJC-UHFFFAOYSA-N 0.000 description 1
- MOXLHAPKZWTHEX-UHFFFAOYSA-N 1,2-dichloronaphthalene Chemical compound C1=CC=CC2=C(Cl)C(Cl)=CC=C21 MOXLHAPKZWTHEX-UHFFFAOYSA-N 0.000 description 1
- ZPQOPVIELGIULI-UHFFFAOYSA-N 1,3-dichlorobenzene Chemical compound ClC1=CC=CC(Cl)=C1 ZPQOPVIELGIULI-UHFFFAOYSA-N 0.000 description 1
- VZSRBBMJRBPUNF-UHFFFAOYSA-N 2-(2,3-dihydro-1H-inden-2-ylamino)-N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]pyrimidine-5-carboxamide Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C(=O)NCCC(N1CC2=C(CC1)NN=N2)=O VZSRBBMJRBPUNF-UHFFFAOYSA-N 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- 239000004734 Polyphenylene sulfide Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 150000001734 carboxylic acid salts Chemical class 0.000 description 1
- 239000004568 cement Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 229910000037 hydrogen sulfide Inorganic materials 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-M hydrosulfide Chemical compound [SH-] RWSOTUBLDIXVET-UHFFFAOYSA-M 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- GLNWILHOFOBOFD-UHFFFAOYSA-N lithium sulfide Chemical compound [Li+].[Li+].[S-2] GLNWILHOFOBOFD-UHFFFAOYSA-N 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920000069 polyphenylene sulfide Polymers 0.000 description 1
- DPLVEEXVKBWGHE-UHFFFAOYSA-N potassium sulfide Chemical compound [S-2].[K+].[K+] DPLVEEXVKBWGHE-UHFFFAOYSA-N 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 239000012744 reinforcing agent Substances 0.000 description 1
- 238000010583 slow cooling Methods 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052979 sodium sulfide Inorganic materials 0.000 description 1
- GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000004763 sulfides Chemical class 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
Abstract
Description
【発明の詳細な説明】
[産業上の利用分野]
本発明は、ポリアリーレンスルフィドの紙状物および他
樹脂等への充てん剤として好適なパルプ状ポリアリーレ
ンスルフィド樹脂およびそのIt方法に関するものであ
る。[Detailed Description of the Invention] [Industrial Application Field] The present invention relates to a pulp-like polyarylene sulfide resin suitable as a filler for polyarylene sulfide paper-like materials and other resins, and a method thereof. .
[従来の技術1
ポリアリーレンスルフィドの製造方法は、特公昭45−
3368に開示されるごとく基本的にはポリへ〇芳香族
化合物と硫化アルカリを極性溶媒中で加熱して得られる
ものであるが、得られる重合体の形状は回収の方法によ
り異なったものとなる。顆粒状の重合体を得る方法とし
ては特開昭59−1536号、特開昭59−49232
号、特許111360−235838号に記載されてい
るような重合後の徐冷が効果的であり、また微粉状に回
収する方法としては重合系を高温からフラッシュする方
法が知られていた。しかしながら繊維状またはパルプ状
の形状を有するポリアリーレンスルフィドおよびその製
造方法は知られておらず、例えば紙状の成形品を与える
ための原料については知られていなかった。[Prior art 1 The method for producing polyarylene sulfide is
As disclosed in No. 3368, it is basically obtained by heating a polyhedroxyaromatic compound and an alkali sulfide in a polar solvent, but the shape of the resulting polymer differs depending on the method of recovery. . Methods for obtaining granular polymers include JP-A-59-1536 and JP-A-59-49232.
Slow cooling after polymerization as described in Japanese Patent No. 111360-235838 is effective, and a method of flashing the polymerization system from high temperature has been known as a method of recovering fine powder. However, polyarylene sulfide having a fibrous or pulp-like shape and a method for producing the same have not been known, and, for example, raw materials for producing paper-like molded products have not been known.
[発明が解決しようとする問題点]
従来用られているポリアリーレンスルフィドは水等の液
体中の分散状態から抄紙により紙状物を作製したり、伯
の樹脂等への充てん剤として使用するにはその形状から
困難であった。つまり形状が繊維またはバルブ状ではな
く、重合体間のからみ合いが少なく抄紙および充てん剤
としての使用に適していなかった。[Problems to be solved by the invention] Conventionally used polyarylene sulfide cannot be used to make paper-like products from a dispersion state in liquids such as water by papermaking, or to be used as a filler for resins, etc. was difficult due to its shape. In other words, the shape was not fiber-like or bulb-like, and there was little entanglement between polymers, making it unsuitable for use in paper making or as a filler.
本発明は、へ分子量のポリアリーレンスルフィドを使用
し特定の方法により一定の形状を有するポリアリーレン
スルフィド樹脂を提供せんとするものである。The present invention aims to provide a polyarylene sulfide resin having a certain shape using a polyarylene sulfide having a molecular weight of about 100 ml by a specific method.
[問題を解決するための手段]
本発明はバルブ状のポリアリーレンスルフィド樹脂を提
供するものである。本発明において、重合体の特性とし
てはその70−レート(MF)が50以下でかつかさ密
度(ゆるめ法)が0.05〜0.3y/d、形状が長さ
/直径比1.8以上であり、MFが50を超えるような
ものはバルブ状物を与えにくいとともに成形品等にした
場合機械的強度が低いものになってしまう。またゆるめ
法で測定したかさ密度が0.3g/dを超えるものはバ
ルブ状となり難く、0.05未満のものはかさ高く取(
及いが不便となる。ここでフローレ−1〜(MF)とは
、重合体を315.6℃にて1履φ×10tnlRの口
金孔を通し5 Kg/ c屑2の荷重下に押出した時の
量をg/10分間の単位で表わしたものである。[Means for Solving the Problems] The present invention provides a bulb-shaped polyarylene sulfide resin. In the present invention, the properties of the polymer include a 70-rate (MF) of 50 or less, a bulk density (loose method) of 0.05 to 0.3 y/d, and a length/diameter ratio of 1.8 or more. If the MF exceeds 50, it will be difficult to form a bulb-like object, and if it is made into a molded product, the mechanical strength will be low. In addition, those whose bulk density exceeds 0.3 g/d as measured by the loosening method are difficult to form into a bulb shape, and those whose bulk density is less than 0.05 are bulky (
The distance is inconvenient. Here, flow rate 1 ~ (MF) is the amount of polymer extruded at 315.6°C through a nozzle hole of 1 shoe φ x 10 tnlR under a load of 5 kg/c scrap 2 g/10 It is expressed in minutes.
本発明の樹脂の重合方法は公知の方法によって製造され
るものであり、すなわち芳香族ポリハロゲン化物と硫化
アルカリを穫性有機溶媒中で200〜350℃の範囲に
所定時間加熱して得られるものである。ここで芳香族ポ
リハロゲン化物としては、p−ジクロルベンゼン、m−
ジクロルベンゼン、1.2.3−トリクロルベンゼン、
2.6ジクロルナフタレン、4.4’ −ジハロビフェ
ニル、4.4′−ジクロルジフェニルスルホン、4.4
′−ジクロルジフェニルケトンまたはこれらのアルキル
、フェニル置換体等が挙げられる。The polymerization method of the resin of the present invention is produced by a known method, that is, the resin is obtained by heating an aromatic polyhalide and an alkali sulfide in a reproducible organic solvent to a temperature in the range of 200 to 350°C for a predetermined period of time. It is. Here, the aromatic polyhalides include p-dichlorobenzene, m-
dichlorobenzene, 1.2.3-trichlorobenzene,
2.6 dichlornaphthalene, 4.4'-dihalobiphenyl, 4.4'-dichlorodiphenyl sulfone, 4.4
'-dichlorodiphenylketone or alkyl- or phenyl-substituted derivatives thereof.
硫化アルカリとしては硫化ナトリークム、硫化カリウム
、硫化リチウム等があるがこれらはさらに前駆体の水硫
化アルカリと水酸化アルカリの混合物からまたは硫化水
素と水酸化アルカリから調整して使用することができる
。有機溶媒としては例えばN−アルキルラクタム、N−
アルキル尿素等の溶媒中で行なわれるが重合反応に先立
って系内を脱水するための蒸留操作が行なわれるのが一
般的である。特に重合度を上昇させる方法として重合時
に多官能性芳香族ハロゲン化物を使用したり、カルボン
酸アルカリ塩、スルホン酸塩、ハロゲン化リチウム等の
助剤を使用してMF50以下の重合体を用意する方法が
好ましい。Examples of alkali sulfides include sodium sulfide, potassium sulfide, and lithium sulfide, which can be further prepared from a mixture of alkali hydrosulfide and alkali hydroxide as precursors, or from hydrogen sulfide and alkali hydroxide. Examples of organic solvents include N-alkyllactam, N-
Although the reaction is carried out in a solvent such as an alkyl urea, a distillation operation is generally performed to dehydrate the system prior to the polymerization reaction. In particular, as a method of increasing the degree of polymerization, a polyfunctional aromatic halide is used during polymerization, or an auxiliary agent such as an alkali carboxylic acid salt, a sulfonate, or a lithium halide is used to prepare a polymer with an MF of 50 or less. The method is preferred.
本発明の方法において、特定の形状を有する重合体の製
造方法について述べる。製造するに際して重合体は有機
溶媒に溶解している必要があり、この目的に適している
溶媒としては重合時に使用され得るもの、すなわちN−
アルキルラクタム、N−アルキル尿素等が好適であるが
ジフェニルエーテル、りOルナフタレン、ビフェニル等
の高沸点有機溶媒も使用することができる。MFが50
以下の重合体を使用しこれら溶媒中に均一に溶解させる
ためには少なくとも240℃以上の高温で溶解させるの
が好ましいが、このような高温下に重合されたΦ台系を
そのまま使用することも可能である。−度単離した重合
体を溶媒中へ再溶解してもかまわないが、この際溶液中
に添加剤、充てん剤、安定剤等を含有せしめることもで
きる。このようにして調整されIζ高温の溶液はポリマ
を溶解しない不活性な液体中へ吐出し同時に急冷するこ
とによってバルブ状重合体を得ることができる。In the method of the present invention, a method for producing a polymer having a specific shape will be described. During production, the polymer must be dissolved in an organic solvent, and suitable solvents for this purpose include those that can be used during polymerization, i.e., N-
Alkyl lactams, N-alkylureas, etc. are preferred, but high boiling point organic solvents such as diphenyl ether, dilunaphthalene, biphenyl, etc. can also be used. MF is 50
In order to uniformly dissolve the following polymers in these solvents, it is preferable to dissolve them at a high temperature of at least 240°C or higher, but it is also possible to use the Φ-base system that has been polymerized at such high temperatures as is. It is possible. The isolated polymer may be redissolved in a solvent, but in this case, additives, fillers, stabilizers, etc. may also be included in the solution. A bulb-shaped polymer can be obtained by discharging the thus prepared high-temperature solution into an inert liquid that does not dissolve the polymer and simultaneously rapidly cooling it.
この際に有効な不活性液体としては水、アルコール類、
炭化水素系類、ケトン類等が挙げられるが水が最も好ま
しい。特に水を使用する場合には重合体溶液は水に可溶
なアミド系溶媒が好ましい。Effective inert liquids at this time include water, alcohols,
Examples include hydrocarbons and ketones, but water is most preferred. Particularly when water is used, the polymer solution is preferably a water-soluble amide solvent.
吐出はノズルから行なわれるが重合体を急速に析出、固
化させるために少なくとも10℃/秒以上の速度で重合
体が冷却される必要があり、この冷却速度が遅いと重合
体が粒子状になり易く本発明のバルブ状物は得難くなっ
てくる。Discharge is performed from a nozzle, but in order to rapidly precipitate and solidify the polymer, it is necessary to cool the polymer at a rate of at least 10°C/sec. If this cooling rate is slow, the polymer will become particulate. However, it becomes difficult to obtain the bulb-shaped product of the present invention.
本発明の重合体は、該有機溶媒に可溶な他の重合体との
混合物、場合によってはブロックあるいはグラフト状に
結合した重合体とともに吐出されバルブ状物を作$1す
ることもできる。The polymer of the present invention can also be discharged as a mixture with other polymers soluble in the organic solvent, or in some cases, with polymers bonded in a block or graft form to form a bulb-shaped product.
本発明のバルブ状重合体は、本質的に針状または繊維状
形状をしているため通常の抄紙方法により紙状物を得た
り、充てん剤あるいは補強剤として他の物質へ混入する
ごとが可能であり、これら成形体の強度の向上や寸法安
定性の向上に有効である。例えば、ポリアリーレンスル
フィドよりも低融点、低成形温度を有する樹脂への混入
、セメント等の無機構造材料へのu人等である。Since the bulb-like polymer of the present invention has an essentially acicular or fibrous shape, it can be used to obtain paper-like products using normal papermaking methods, or mixed into other substances as a filler or reinforcing agent. This is effective in improving the strength and dimensional stability of these molded bodies. For example, it can be mixed into resins that have a lower melting point and lower molding temperature than polyarylene sulfide, or it can be mixed into inorganic structural materials such as cement.
し実施例]
以下本発明を実施例により具体的に説明するが、本発明
はこれら実施例によってのみ限定されるものではない。EXAMPLES] The present invention will be specifically explained below using Examples, but the present invention is not limited only by these Examples.
実施例1
扱出し弁を有する11オートクレーブに1モルのNa
S ”91−120,2.5モルのN−メチルピロリ
ドン、0.5モルの安息香酸ナトリウムを入れ215℃
まで窒素気流下に加熱し脱水を行なった。系を170”
Cまで冷却した後、0.009モルの1.3.5トリク
ロルベンゼン、1モルのp−ジクロルベンゼンを0.5
モルのN−メチルピロリドンとともに封入し260℃に
て4時間攪拌下に重合を行なった。!!!拌下に、この
温度で下部の弁を開は内容物を導管を通して水中へ直接
へ吐出させた。この時の冷却温度は約り00℃/秒であ
りバルブ状物が得られた。これを水洗、アセトン洗浄し
た後乾燥しMF5.5の重合体を回収した。かさ密度は
0.11y/++e、平均の長さ/直径比は35であっ
た。また水洗中に一部をミキサー中で切断し均一なバル
ブ状物にした後金網により抄紙し乾燥したところ紙状物
を得ることができた。Example 1 1 mol Na in a 11 autoclave with a handling valve
S "91-120, 2.5 mol of N-methylpyrrolidone, 0.5 mol of sodium benzoate were added and heated to 215°C.
Dehydration was performed by heating under a nitrogen stream until the temperature reached 100 mL. 170" system
After cooling to C, 0.009 mol of 1.3.5 trichlorobenzene, 1 mol of p-dichlorobenzene and 0.5
It was sealed together with mol of N-methylpyrrolidone and polymerized at 260° C. for 4 hours with stirring. ! ! ! At this temperature, while stirring, the lower valve was opened to discharge the contents through the conduit directly into the water. The cooling temperature at this time was approximately 00° C./sec, and a bulb-shaped product was obtained. This was washed with water and acetone, and then dried to recover a polymer with an MF of 5.5. The bulk density was 0.11y/++e, and the average length/diameter ratio was 35. Further, during washing with water, a part was cut in a mixer to make a uniform bulb-shaped product, and then paper-formed with a wire mesh and dried to obtain a paper-like product.
実施例2
米国フィリップス・ベトローリアム社製°゛ライドン”
PRO6(ポリフェニレンスルフィド)粉末(MF12
2)をオーブン中230℃、10時間加熱してかつ色の
粉末を得た。このキュア処理された重合体はMFlo、
3であった。この重合体100gを実施例1と同じオー
トクレーブに入れ、3gのp−ジクロルベンゼン、35
0aeのNメチルピロリドンとともに270℃にて1時
間加熱した後、同様に水中へ急吐出しバルブ状物を得た
。MFlかさ密度、平均長ざ/直径比は18.0.19
g/d、28であった。この重合体からも実施例1と同
様に紙状物を抄紙することができた。Example 2 “Rydon” manufactured by Philips Vetroleum, USA
PRO6 (polyphenylene sulfide) powder (MF12
2) was heated in an oven at 230° C. for 10 hours and a colored powder was obtained. This cured polymer is MFlo,
It was 3. 100 g of this polymer was placed in the same autoclave as in Example 1, and 3 g of p-dichlorobenzene and 35 g of p-dichlorobenzene were added.
After heating at 270°C for 1 hour with 0ae of N-methylpyrrolidone, the mixture was similarly rapidly discharged into water to obtain a bulb-shaped product. MFL bulk density, average length/diameter ratio is 18.0.19
g/d, 28. A paper-like material could also be made from this polymer in the same manner as in Example 1.
比較例1
実施例1と同じオートクレーブを使用し同様に重合を行
なったが、助剤として安息香酸ナトリウムを使用しなか
ったことを除いて同様な手順で重合体を水中へ吐出させ
粉末状重合体を得た。水洗、乾燥後この重合体はMF2
65であり、がさ密度0.38g/dを有していた。ま
た長さ/直径比は平均1.3であり水分散系からは紙状
物は得られなかった。Comparative Example 1 Polymerization was carried out in the same manner as in Example 1 using the same autoclave, except that sodium benzoate was not used as an auxiliary agent, and the polymer was discharged into water to produce a powdered polymer. I got it. After washing with water and drying, this polymer is MF2
65, and had a bulk density of 0.38 g/d. Further, the average length/diameter ratio was 1.3, and no paper-like material was obtained from the water dispersion system.
比較例2
実施例1と全く同様な系で260℃、4時間重合し、系
を1℃7 minで徐冷し粒子状重合体を得た。粒子の
平均長さ/直径は1.1でありほぼ球状物でありMFは
3.7、かさ密度は0.42g/CCであったが紙状物
を得ることはできなかった。Comparative Example 2 Polymerization was carried out at 260° C. for 4 hours in the same system as in Example 1, and the system was slowly cooled at 1° C. for 7 min to obtain a particulate polymer. The particles had an average length/diameter of 1.1, were almost spherical, had an MF of 3.7, and had a bulk density of 0.42 g/CC, but no paper-like material could be obtained.
Claims (2)
が0.05〜0.3g/ml、形状が長さ/直径比1.
8以上であるパルプ状ポリアリーレンスルフイド樹脂。(1) The flow rate (MF) is 50 or less, the bulk density is 0.05 to 0.3 g/ml, and the shape has a length/diameter ratio of 1.
A pulp-like polyarylene sulfide resin having a molecular weight of 8 or more.
スルフイドの有機溶媒溶液を240℃以上の状態から、
ポリマを溶解しない不活性液体中へ吐出させ、10℃/
秒以上の速度で急速に固化することを特徴とするパルプ
状ポリアリーレンスルフイド樹脂の製造方法。(2) An organic solvent solution of polyarylene sulfide with a flow rate (MF) of 50 or less from a state of 240°C or higher,
Discharge into an inert liquid that does not dissolve the polymer, and heat at 10℃/
A method for producing a pulp-like polyarylene sulfide resin, which is characterized by rapid solidification at a speed of seconds or more.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP63315556A JP2541303B2 (en) | 1988-12-14 | 1988-12-14 | Pulpy polyarylene sulfide resin and method for producing the same |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP63315556A JP2541303B2 (en) | 1988-12-14 | 1988-12-14 | Pulpy polyarylene sulfide resin and method for producing the same |
Publications (2)
Publication Number | Publication Date |
---|---|
JPH02160839A true JPH02160839A (en) | 1990-06-20 |
JP2541303B2 JP2541303B2 (en) | 1996-10-09 |
Family
ID=18066767
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP63315556A Expired - Fee Related JP2541303B2 (en) | 1988-12-14 | 1988-12-14 | Pulpy polyarylene sulfide resin and method for producing the same |
Country Status (1)
Country | Link |
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JP (1) | JP2541303B2 (en) |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH0585861A (en) * | 1991-09-30 | 1993-04-06 | Seto Seido Kk | Raw material for pottery using shirasu balloon and its production |
US5393865A (en) * | 1993-09-17 | 1995-02-28 | Phillips Petroleum Company | Poly(arylene sulfide) fibrid particles and process for their preparation |
JP2006225807A (en) * | 2005-02-18 | 2006-08-31 | Toray Ind Inc | Pulp, method for producing the same, paper and electric insulation material |
WO2009119466A1 (en) * | 2008-03-28 | 2009-10-01 | 東レ株式会社 | Process for producing fine particles of polyphenylene sulfide resin, fine particles of polyphenylene sulfide resin, and dispersion thereof |
JP2009242498A (en) * | 2008-03-28 | 2009-10-22 | Toray Ind Inc | Coarse particle of polyphenylene sulfide and method of manufacturing fine particle using the same |
JP2010106232A (en) * | 2008-03-28 | 2010-05-13 | Toray Ind Inc | Process for producing fine particle of polyphenylene sulfide resin, fine particle of polyphenylene sulfide resin, and dispersion thereof |
WO2015178105A1 (en) * | 2014-05-22 | 2015-11-26 | Dic株式会社 | Polyarylene sulfide dispersion, powder particles, method for producing polyarylene sulfide dispersion, and method for producing powder particles |
-
1988
- 1988-12-14 JP JP63315556A patent/JP2541303B2/en not_active Expired - Fee Related
Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH0585861A (en) * | 1991-09-30 | 1993-04-06 | Seto Seido Kk | Raw material for pottery using shirasu balloon and its production |
US5393865A (en) * | 1993-09-17 | 1995-02-28 | Phillips Petroleum Company | Poly(arylene sulfide) fibrid particles and process for their preparation |
JP2006225807A (en) * | 2005-02-18 | 2006-08-31 | Toray Ind Inc | Pulp, method for producing the same, paper and electric insulation material |
JP4710344B2 (en) * | 2005-02-18 | 2011-06-29 | 東レ株式会社 | Electrical insulation material |
WO2009119466A1 (en) * | 2008-03-28 | 2009-10-01 | 東レ株式会社 | Process for producing fine particles of polyphenylene sulfide resin, fine particles of polyphenylene sulfide resin, and dispersion thereof |
JP2009242498A (en) * | 2008-03-28 | 2009-10-22 | Toray Ind Inc | Coarse particle of polyphenylene sulfide and method of manufacturing fine particle using the same |
JP2010106232A (en) * | 2008-03-28 | 2010-05-13 | Toray Ind Inc | Process for producing fine particle of polyphenylene sulfide resin, fine particle of polyphenylene sulfide resin, and dispersion thereof |
US8563681B2 (en) | 2008-03-28 | 2013-10-22 | Toray Industries, Inc. | Process for producing fine polyphenylene sulfide resin particles, fine polyphenylene sulfide resin particles, and dispersion thereof |
WO2015178105A1 (en) * | 2014-05-22 | 2015-11-26 | Dic株式会社 | Polyarylene sulfide dispersion, powder particles, method for producing polyarylene sulfide dispersion, and method for producing powder particles |
Also Published As
Publication number | Publication date |
---|---|
JP2541303B2 (en) | 1996-10-09 |
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