JPS62259809A - Manufacture of resinous molded item - Google Patents
Manufacture of resinous molded itemInfo
- Publication number
- JPS62259809A JPS62259809A JP10319586A JP10319586A JPS62259809A JP S62259809 A JPS62259809 A JP S62259809A JP 10319586 A JP10319586 A JP 10319586A JP 10319586 A JP10319586 A JP 10319586A JP S62259809 A JPS62259809 A JP S62259809A
- Authority
- JP
- Japan
- Prior art keywords
- heating
- melted
- molding
- styrene
- 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
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 8
- 229920000642 polymer Polymers 0.000 claims abstract description 18
- 229920005989 resin Polymers 0.000 claims abstract description 18
- 239000011347 resin Substances 0.000 claims abstract description 18
- 238000000465 moulding Methods 0.000 claims abstract description 15
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims abstract description 13
- 238000010438 heat treatment Methods 0.000 claims abstract description 12
- 239000002904 solvent Substances 0.000 claims abstract description 9
- 238000001816 cooling Methods 0.000 claims abstract description 7
- 238000002844 melting Methods 0.000 claims description 3
- 230000008018 melting Effects 0.000 claims description 3
- 238000000034 method Methods 0.000 abstract description 13
- 239000008188 pellet Substances 0.000 abstract description 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract description 4
- 150000004945 aromatic hydrocarbons Chemical class 0.000 abstract description 2
- 239000011203 carbon fibre reinforced carbon Substances 0.000 abstract description 2
- CREMABGTGYGIQB-UHFFFAOYSA-N carbon carbon Chemical compound C.C CREMABGTGYGIQB-UHFFFAOYSA-N 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- -1 poly(alkyl styrene Chemical compound 0.000 description 14
- 239000004793 Polystyrene Substances 0.000 description 7
- 229920002223 polystyrene Polymers 0.000 description 7
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 239000012778 molding material Substances 0.000 description 6
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 238000005481 NMR spectroscopy Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 125000003011 styrenyl group Chemical group [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 3
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 230000006866 deterioration Effects 0.000 description 2
- 238000004898 kneading Methods 0.000 description 2
- 239000011148 porous material Substances 0.000 description 2
- 238000010791 quenching Methods 0.000 description 2
- 230000000171 quenching effect Effects 0.000 description 2
- 238000010526 radical polymerization reaction Methods 0.000 description 2
- 150000003440 styrenes Polymers 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 238000000944 Soxhlet extraction Methods 0.000 description 1
- YMOONIIMQBGTDU-VOTSOKGWSA-N [(e)-2-bromoethenyl]benzene Chemical compound Br\C=C\C1=CC=CC=C1 YMOONIIMQBGTDU-VOTSOKGWSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical group [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000000748 compression moulding Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- QOXHZZQZTIGPEV-UHFFFAOYSA-K cyclopenta-1,3-diene;titanium(4+);trichloride Chemical compound Cl[Ti+](Cl)Cl.C=1C=C[CH-]C=1 QOXHZZQZTIGPEV-UHFFFAOYSA-K 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- FUKUFMFMCZIRNT-UHFFFAOYSA-N hydron;methanol;chloride Chemical compound Cl.OC FUKUFMFMCZIRNT-UHFFFAOYSA-N 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 239000012770 industrial material Substances 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- CPOFMOWDMVWCLF-UHFFFAOYSA-N methyl(oxo)alumane Chemical compound C[Al]=O CPOFMOWDMVWCLF-UHFFFAOYSA-N 0.000 description 1
- 238000001225 nuclear magnetic resonance method Methods 0.000 description 1
- 229920001596 poly (chlorostyrenes) Polymers 0.000 description 1
- 229920001608 poly(methyl styrenes) Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 239000012744 reinforcing agent Substances 0.000 description 1
- 239000011342 resin composition Substances 0.000 description 1
- 238000003856 thermoforming Methods 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Landscapes
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
- Processing And Handling Of Plastics And Other Materials For Molding In General (AREA)
- Heating, Cooling, Or Curing Plastics Or The Like In General (AREA)
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は樹脂成形品の製造方法に関し、詳しくは特定の
樹脂素材を用いるとともに、急冷操作を行なうことによ
り、樹脂成形品を比較的低い温度で製造することのでき
る方法に関する。[Detailed Description of the Invention] [Industrial Application Field] The present invention relates to a method for manufacturing a resin molded product, and more specifically, a method for producing a resin molded product at a relatively low temperature by using a specific resin material and performing a rapid cooling operation. It relates to a method by which it can be manufactured.
〔従来の技術および発明が解決しようとする問題点〕一
般に、ポリスチレンはラジカル重合によって製造された
ものが用いられている。このラジカル重合によるポリス
チレンは、立体規則性がアククチツク構造であるため、
得られる成形品は機械的強度や耐熱性に劣るという問題
があった。[Prior art and problems to be solved by the invention] Generally, polystyrene produced by radical polymerization is used. Polystyrene produced by this radical polymerization has an active structure with stereoregularity, so
There was a problem in that the resulting molded product had poor mechanical strength and heat resistance.
そこで、本発明者らは上記従来の欠点を解消したポリス
チレン系樹脂の成形品を開発すべく鋭意研究を重ねたと
ころ、本発明者らのグループが先般開発した立体規則性
が高度のシンジオタクチック構造を存するスチレン系重
合体が、耐熱性や機械的強度にすくれた性質を有するこ
とを見出した。Therefore, the present inventors conducted extensive research in order to develop a polystyrene-based resin molded product that overcomes the above-mentioned conventional drawbacks, and found that a syndiotactic molded product with a high degree of stereoregularity recently developed by the present inventors' group. We have discovered that styrenic polymers with a structure have excellent heat resistance and mechanical strength.
しかし、この高度のシンジオタクチック構造を有するス
チレン系重合体は、耐熱性が良好であるが故に、成形に
際しては高い成形温度を必要とし、分解劣化を住じやす
いなどの問題を有するとともに、成形装置や成形操作な
どにおいて様々な問題を有する。However, although this styrenic polymer with a highly syndiotactic structure has good heat resistance, it requires a high molding temperature when molding, and has problems such as being susceptible to decomposition and deterioration. There are various problems with equipment, molding operations, etc.
本発明者らはこのような問題を解決するために、さらに
研究を続けた結果、シンジオタクチック構造を有するス
チレン系重合体を成形するにあたって、一旦溶融あるい
は溶解したスチレン系重合体を急冷することにより、低
い温度で成形が可能になることを見出した。本発明はか
かる知見に基いて完成したものである。In order to solve these problems, the present inventors continued their research and found that when molding a styrenic polymer having a syndiotactic structure, it is necessary to rapidly cool the styrenic polymer once melted or dissolved. It has been found that molding can be performed at low temperatures. The present invention was completed based on this knowledge.
すなわち本発明は、主としてシンジオタクチック構造を
有するスチレン系重合体を主成分とする樹脂を、加熱溶
融あるいは溶媒中で加熱熔解し、次いで急冷した後に成
形することを特徴とする樹脂成形品の製造方法を提供す
るものである。That is, the present invention relates to the production of a resin molded article, which is characterized in that a resin whose main component is a styrene polymer having a syndiotactic structure is melted by heating or melted by heating in a solvent, and then rapidly cooled and then molded. The present invention provides a method.
本発明の製造方法においては、成形素材として、主とし
てシンジオタクチック構造を有するスチレン系重合体を
主成分とする樹脂が用いられる。このスチレン系重合体
は、主としてシンジオタクチック構造、即ち炭素−炭素
結合から形成される主鎖に対して側鎖であるフェニル基
や置換フェニル基が交互に反対方向に位置する新規な立
体構造を有するものであり、そのタフティシティ−は核
磁気共鳴法（ＮＭＲ法）により定量される。In the manufacturing method of the present invention, a resin whose main component is a styrene polymer having a syndiotactic structure is used as the molding material. This styrenic polymer mainly has a syndiotactic structure, that is, a new three-dimensional structure in which phenyl groups and substituted phenyl groups, which are side chains, are located alternately in opposite directions with respect to the main chain formed from carbon-carbon bonds. The toughness is determined by nuclear magnetic resonance method (NMR method).
ＮＭＲにより測定されるタフティシティ−は、連続する
複数個の構造単位の存在割合、例えば２個の場合はグイ
アンド、３個の場合はトリア・ノド。Toughness measured by NMR refers to the proportion of a plurality of consecutive structural units present; for example, if there are two structural units, it is a guiando, and if there are three structural units, it is a tria-nod.
５個の場合はペンタッドによって示すことができるが、
本発明に言う主としてシンジオタクチ・ツク構造を有す
るスチレン系重合体とは、総じてダイアツドで８５％以
上若しくはペンタッドで３５％以上のシンジオタクチッ
ク構造を有するポリスチレン、ポリ （アルキルスチレ
ン）、ポリ （ハロゲン化スチレン）、ポリ （アルコ
キシスチレン）。The case of 5 can be represented by a pentad, but
In the present invention, the styrenic polymer mainly having a syndiotactic structure refers to polystyrene, poly(alkyl styrene), poly(halogenated styrene) having a syndiotactic structure of 85% or more in terms of diad or 35% or more in pentad. ), poly(alkoxystyrene).
ポリ （安息香酸エステルスチレン）およびこれらの混
合物、あるいはこれらを主成分とする共重合体、樹脂組
成物を相称する。なお、ここでポリ（アルキルスチレン
）としては、ポリ （メチルスチレン）、ポリ （エチ
ルスチレン）、ポリ （イソプロピルスチレン）、ポリ
（ターシャリ−ブチルスチレン）などがあり、ポリ
（ハロゲン化スチレン）としては、ポリ （クロロスチ
レン）、ポリ。The term refers to poly(benzoate styrene), mixtures thereof, copolymers and resin compositions having these as main components. Note that poly(alkylstyrene) here includes poly(methylstyrene), poly(ethylstyrene), poly(isopropylstyrene), poly(tert-butylstyrene), etc.
Examples of (halogenated styrene) include poly (chlorostyrene) and poly.
（ブロモスチレン）などがある。また、ポリ （アルコ
キシスチレン）としては、ポリ （メトキシスチレン）
、ポリ （エトキシスチレン）などがある。(bromostyrene), etc. In addition, as poly(alkoxystyrene), poly(methoxystyrene)
, poly(ethoxystyrene), etc.
本発明の製造方法の成形素材は、上述のスチレン系重合
体を主成分とする樹脂であるが、さらに酸化防止剤、紫
外線吸収剤、滑剤１強化剤、充填剤など様々な添加剤を
加えることもできる。The molding material used in the production method of the present invention is a resin whose main component is the above-mentioned styrene polymer, but various additives such as an antioxidant, an ultraviolet absorber, a lubricant 1 reinforcing agent, and a filler may be added. You can also do it.
本発明の方法では、まず上記成形素材を加熱溶融あるい
は溶媒中で加熱溶解する。加熱溶融の温度は、通常は２
６０〜３５０℃、好ましくは２８０〜３３０℃である。In the method of the present invention, first, the above-mentioned molding material is melted by heating or melted by heating in a solvent. The temperature of heating and melting is usually 2
The temperature is 60-350°C, preferably 280-330°C.
また溶媒中で加熱溶解する場合には、溶媒としては一般
にトルエン、キシレン。When dissolving by heating in a solvent, the solvent is generally toluene or xylene.
ベンゼン、エチルベンゼンなどの芳香族炭化水素が好適
に用いられる。Aromatic hydrocarbons such as benzene and ethylbenzene are preferably used.
本発明の方法では、成形素材を上述のようにして充分に
溶融あるいは溶解した後、急冷することが必要である。In the method of the present invention, it is necessary to sufficiently melt or melt the molding material as described above and then rapidly cool it.
この急冷操作により、成形素材であるシンジオタクチッ
ク構造を有するスチレン系重合体が非晶質のものとなり
、そのため後続する成形操作を低温下で進行させること
が可能となるのである。By this rapid cooling operation, the styrenic polymer having a syndiotactic structure, which is the molding material, becomes amorphous, which allows the subsequent molding operation to proceed at a low temperature.
したがって、この急冷は上記スチレン系重合体が非晶質
のものとなるような条件で行なえばよく、その条件は特
に制限されないが、可能な限り速やかに冷却すべきであ
り、具体的には５０℃／分以上、好ましくは１００℃／
分以上の冷却速度で１００″Ｃ以下にまで冷却すればよ
い。Therefore, this quenching may be carried out under conditions such that the styrenic polymer becomes amorphous, and although the conditions are not particularly limited, it should be cooled as quickly as possible. ℃/min or more, preferably 100℃/min
It is sufficient to cool down to 100″C or less at a cooling rate of 1 minute or more.
本発明の方法においては、このように急冷して得た成形
素材のペレットを適宜手段で成形することにより、目的
とする樹脂成形品を製造することができる。この際の成
形は圧縮成形、押出成形。In the method of the present invention, the desired resin molded product can be manufactured by molding the pellets of the molding material obtained by rapid cooling using an appropriate means. The molding used in this case is compression molding or extrusion molding.
射出成形など様々な熱成形手段によればよいが、このと
きの成形温度は急冷操作をしない場合に比べて大幅に低
下させることができる。Various thermoforming methods such as injection molding may be used, but the molding temperature at this time can be significantly lowered than when no rapid cooling operation is performed.
〔発明の効果〕
叙上の如く、本発明の方法によれば、その過程で比較的
低温下に成形することができるペレットが得られるとと
もに、このペレットから低温下の成形で樹脂成形品が製
造される。そのため、本発明の方法で得られる樹脂成形
品は、分解劣化などがほとんどなく高品質のものである
。[Effects of the Invention] As described above, according to the method of the present invention, pellets that can be molded at relatively low temperatures are obtained in the process, and resin molded products can be manufactured from these pellets by molding at low temperatures. be done. Therefore, the resin molded product obtained by the method of the present invention is of high quality with almost no decomposition and deterioration.
したがって、本発明の方法によって製造される樹脂成形
品は、各種日用品をはじめ、様々な機械部品や産業用の
資材として有効かつ幅広く利用することができる。Therefore, resin molded products produced by the method of the present invention can be effectively and widely used as various daily necessities, various mechanical parts, and industrial materials.
次に本発明を実施例によりさらに詳しく説明する。 Next, the present invention will be explained in more detail with reference to Examples.
参考例１
反応容器に溶媒としてトルエン１１と、触媒成分である
シクロペンタジェニルチタニウムトリクロライド１０ミ
リモル、およびメチルアルミノキサンをアルミニウム原
子として０．４モル加え、２０°Ｃにおいてスチレン１
．８βを加えて１時間重合反応を行なった。反応終了後
、生成物を塩酸−メタノール混合液で洗浄し、触媒成分
を分解除去した。ついで乾燥して重合体１６５ｇを得た
。Reference Example 1 To a reaction vessel, 11 toluene as a solvent, 10 mmol of cyclopentadienyl titanium trichloride as a catalyst component, and 0.4 mol of methylaluminoxane as an aluminum atom were added, and at 20°C 11 styrene was added.
．． 8β was added and a polymerization reaction was carried out for 1 hour. After the reaction was completed, the product was washed with a hydrochloric acid-methanol mixture to decompose and remove the catalyst component. It was then dried to obtain 165 g of a polymer.
つぎに、この重合体をメチルエチルケトンを溶媒として
ソックスレー抽出し、抽出残分９５１ｉ量％を得た。こ
の重合体は重量平均分子量が２８００００数平均分子量
５７０００であり、融点は２７０℃であった。また、こ
の重合体は同位体炭素の核磁気共鳴（１３Ｃ−ＮＭＲ）
による分析からシンジオタクチック構造に基因する１４
５．３５ｐｐｍに吸収が認められ、そのピーク面積から
算出したペンタッドでのシンジオタクテイシテイ−は９
６％のポリスチレンであった。Next, this polymer was subjected to Soxhlet extraction using methyl ethyl ketone as a solvent to obtain an extraction residue of 951i weight %. This polymer had a weight average molecular weight of 280,000, a number average molecular weight of 57,000, and a melting point of 270°C. In addition, this polymer has been analyzed by carbon isotope nuclear magnetic resonance (13C-NMR).
Based on the analysis by
Absorption was observed at 5.35 ppm, and the syndiotacticity in pentad calculated from the peak area was 9.
It was 6% polystyrene.
実施例１
参考例１で得られたポリスチレンを押出機に供給し、３
００℃において溶融混練したのち、細孔から押出し、直
ちに氷水中に導入して急冷した。Example 1 The polystyrene obtained in Reference Example 1 was fed to an extruder, and 3
After melt-kneading at 00° C., the mixture was extruded through the pores and immediately introduced into ice water for quenching.
得られた細線状の樹脂を切断してペレットを得た。The obtained thin wire-shaped resin was cut to obtain pellets.
ここで得られたペレットは非晶質であり、２００℃にお
いて溶融成形することができた。The pellets obtained here were amorphous and could be melt-molded at 200°C.
比較例１
参考例１で得られたポリスチレンを押出機に供給し、３
００℃において溶融混練したのち、細孔から押出し、空
気中で徐冷した。得られた細線状の樹脂を切断してペレ
ットを得た。このペレットは溶融成形のために３００℃
まで加熱昇温することが必要であった。Comparative Example 1 The polystyrene obtained in Reference Example 1 was fed to an extruder, and 3
After melt-kneading at 00°C, it was extruded through pores and slowly cooled in air. The obtained thin wire-shaped resin was cut to obtain pellets. This pellet is heated to 300℃ for melt molding.
It was necessary to heat and raise the temperature to .
Claims (1)
ン系重合体を主成分とする樹脂を、加熱溶融あるいは溶
媒中で加熱溶解し、次いで急冷した後に成形することを
特徴とする樹脂成形品の製造方法。(1) A method for producing a resin molded article, which comprises heating and melting a resin mainly composed of a styrene polymer having a syndiotactic structure or heating and dissolving it in a solvent, followed by rapid cooling and molding.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61103195A JPH07112699B2 (en) | 1986-05-07 | 1986-05-07 | Method for manufacturing resin molded products |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61103195A JPH07112699B2 (en) | 1986-05-07 | 1986-05-07 | Method for manufacturing resin molded products |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS62259809A true JPS62259809A (en) | 1987-11-12 |
| JPH07112699B2 JPH07112699B2 (en) | 1995-12-06 |
Family
ID=14347734
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP61103195A Expired - Fee Related JPH07112699B2 (en) | 1986-05-07 | 1986-05-07 | Method for manufacturing resin molded products |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH07112699B2 (en) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH01272608A (en) * | 1988-04-26 | 1989-10-31 | Asahi Chem Ind Co Ltd | Production of syndiotactic polystyrene structure |
| JPH01272607A (en) * | 1988-04-26 | 1989-10-31 | Asahi Chem Ind Co Ltd | Production of syndiotactic polystyrene crystal structure |
| US5169893A (en) * | 1988-09-01 | 1992-12-08 | The Dow Chemical Company | Mixtures containing stereoregular polystyrene |
| JPH0632938A (en) * | 1992-07-14 | 1994-02-08 | Nippon Plant Gijutsu Kk | Improved method of recycling plastic waste comprising synthetic styrenic resin |
| WO1996037352A1 (en) * | 1995-05-26 | 1996-11-28 | Idemitsu Petrochemical Co., Ltd | Process for producing styrenic resin |
| WO1996037353A1 (en) * | 1995-05-26 | 1996-11-28 | Idemitsu Petrochemical Co., Ltd. | Process for producing styrenic resin |
| WO2002070220A1 (en) * | 2001-03-06 | 2002-09-12 | Idemitsu Petrochemical Co., Ltd. | Process for producing granular styrene resin and molded article |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5055662A (en) * | 1973-09-04 | 1975-05-15 |
-
1986
- 1986-05-07 JP JP61103195A patent/JPH07112699B2/en not_active Expired - Fee Related
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5055662A (en) * | 1973-09-04 | 1975-05-15 |
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH01272608A (en) * | 1988-04-26 | 1989-10-31 | Asahi Chem Ind Co Ltd | Production of syndiotactic polystyrene structure |
| JPH01272607A (en) * | 1988-04-26 | 1989-10-31 | Asahi Chem Ind Co Ltd | Production of syndiotactic polystyrene crystal structure |
| US5169893A (en) * | 1988-09-01 | 1992-12-08 | The Dow Chemical Company | Mixtures containing stereoregular polystyrene |
| JPH0632938A (en) * | 1992-07-14 | 1994-02-08 | Nippon Plant Gijutsu Kk | Improved method of recycling plastic waste comprising synthetic styrenic resin |
| WO1996037352A1 (en) * | 1995-05-26 | 1996-11-28 | Idemitsu Petrochemical Co., Ltd | Process for producing styrenic resin |
| WO1996037353A1 (en) * | 1995-05-26 | 1996-11-28 | Idemitsu Petrochemical Co., Ltd. | Process for producing styrenic resin |
| EP0778113A1 (en) * | 1995-05-26 | 1997-06-11 | Idemitsu Petrochemical Co., Ltd. | Process for producing styrenic resin |
| EP0778113A4 (en) * | 1995-05-26 | 1997-11-26 | Idemitsu Petrochemical Co | Process for producing styrenic resin |
| WO2002070220A1 (en) * | 2001-03-06 | 2002-09-12 | Idemitsu Petrochemical Co., Ltd. | Process for producing granular styrene resin and molded article |
| JPWO2002070220A1 (en) * | 2001-03-06 | 2004-07-02 | 出光石油化学株式会社 | Method for producing styrene resin particles and molded article |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH07112699B2 (en) | 1995-12-06 |
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