JPS6392620A - Polybutadiene - Google Patents

Polybutadiene

Info

Publication number
JPS6392620A
JPS6392620A JP23967886A JP23967886A JPS6392620A JP S6392620 A JPS6392620 A JP S6392620A JP 23967886 A JP23967886 A JP 23967886A JP 23967886 A JP23967886 A JP 23967886A JP S6392620 A JPS6392620 A JP S6392620A
Authority
JP
Japan
Prior art keywords
polybutadiene
impact
polystyrene resin
present
viscosity
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
Application number
JP23967886A
Other languages
Japanese (ja)
Other versions
JPH0737491B2 (en
Inventor
Teruo Tanibuchi
谷渕 照夫
Koji Maeda
前田 孝二
Katsuyuki Isou
克之 五十右
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Ube Corp
Original Assignee
Ube Industries Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Ube Industries Ltd filed Critical Ube Industries Ltd
Priority to JP61239678A priority Critical patent/JPH0737491B2/en
Publication of JPS6392620A publication Critical patent/JPS6392620A/en
Publication of JPH0737491B2 publication Critical patent/JPH0737491B2/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Abstract

PURPOSE:To obtain a polybutadiene useful as a rubber component in the production of impact-resistant polystyrene excellent in impact resistance and gloss, by using a cis-1,4-structure polybutadiene having a Mooney viscosity and a solution viscosity each in a specified range as the principal component. CONSTITUTION:A polybutadiene is produced by polymerizing butadiene by using a catalyst containing an organoaluminum compound (e.g., diethylaluminum monochloride) and a cobalt or nickel compound (e.g., cobalt octenoate). By suitably adjusting the amount of water used in the polymerization, a cis-1,4- structure polybutadiene having a Mooney viscosity [ML1+4 (100 deg.C)] of 28-38 and a solution viscosity (in a 5wt% styrene at 30 deg.C) >=55 is produced. The obtained polybutadiene can be suitably used as a rubber component in the production of an impact-resistant polystyrene resin composition.

Description

【発明の詳細な説明】 〔産業上の利用分野〕 本発明は、ポリブタジェン、詳しくは、特に耐衝撃性ポ
リスチレン系樹脂組成物のゴム成分として好適に利用し
得るポリブタジェンに関する。
DETAILED DESCRIPTION OF THE INVENTION [Field of Industrial Application] The present invention relates to polybutadiene, and more particularly, to polybutadiene that can be suitably used as a rubber component of a high-impact polystyrene resin composition.

〔従来の技術及びその問題点〕[Conventional technology and its problems]

ポリブタジェンは、1.3−ブタジェンを重合させるこ
とにより、シス−1,4構浩体、トランス−1,4構造
体及び1,2−構造体の混合物として得られる種々の特
性に優れた合成ゴムで、種々の物性のものがあり、種々
の用途に利用され、耐衝撃性の要求される種々の成形品
の成形材料として汎用されている耐衝撃性ポリスチレン
系樹脂組成物のゴム成分としても多用されている。
Polybutadiene is a synthetic rubber with excellent various properties obtained as a mixture of cis-1,4 structure, trans-1,4 structure, and 1,2-structure by polymerizing 1,3-butadiene. It has various physical properties, is used for various purposes, and is widely used as a rubber component in impact-resistant polystyrene resin compositions, which are used as molding materials for various molded products that require impact resistance. has been done.

そして、耐衝撃性ポリスチレン系樹脂組成物においては
、その用途の拡大及び該組成物から得られる製品の品質
向上を図る上から、優れた耐衝撃性を有すると共に良好
な光沢を有する耐iJi Y性ポリスチレン系樹脂組成
物が要望されている。
In order to expand the use of impact-resistant polystyrene-based resin compositions and improve the quality of products obtained from the compositions, it is important to use impact-resistant polystyrene resin compositions that have excellent impact resistance and good gloss. There is a demand for polystyrene resin compositions.

しかし、耐?fi撃性ポリスチレン系樹脂組成吻の耐衝
撃性を向上させるためには、溶液粘度の高いものを用い
る必要があるが、一方、耐街堅性ボリスチレン系樹脂組
成物の光沢を改良するには、原料ポリブタジェンとして
、溶液粘度の低いものを用いる必要があり、溶液粘度の
低いポリブタジェンを用いると、得られる耐衝撃性ポリ
スチレン系樹脂組成物の耐衝撃性が低下する問題が生じ
る。
But resistance? In order to improve the impact resistance of the impact-resistant polystyrene resin composition, it is necessary to use a solution with high viscosity.On the other hand, in order to improve the gloss of the impact-resistant polystyrene resin composition, It is necessary to use a raw material polybutadiene with a low solution viscosity, and if a polybutadiene with a low solution viscosity is used, a problem arises in that the impact resistance of the resulting impact-resistant polystyrene resin composition is reduced.

従って、従来のポリブタジェンを用いた場合、耐衝撃性
を低下させることなく、良好な光沢を有する耐;is 
f4!:性ポリスチレン系樹脂組成物を得ることば回能
であった。
Therefore, when using conventional polybutadiene, it has good gloss without reducing impact resistance;
f4! : The ability to obtain polystyrene-based resin compositions was the key word.

従って、本発明の目的は、特に、優れた耐σi撃性及び
良好な光沢ををする耐衝撃性ポリスチレン系樹脂組成物
を得るためのゴム成分として好適に利用し得るポリブタ
ジェンを提供することにある。
Therefore, an object of the present invention is to provide a polybutadiene that can be suitably used as a rubber component to obtain an impact-resistant polystyrene resin composition that has excellent σi impact resistance and good gloss. .

〔問題点を解決するための手段〕 本発明者らは、種々検討した結果、ムーニー粘度及び溶
液粘度がそれぞれ特定範囲内にある高シスポリブタジェ
ンが上記目的を達成し得ることを知見した。
[Means for Solving the Problems] As a result of various studies, the present inventors found that a high-cis polybutadiene whose Mooney viscosity and solution viscosity are each within specific ranges can achieve the above object.

本発明は、上記知見に恭づきなされたもので、ムーニー
粘度CML1.4 (100℃)〕が28〜38で且つ
溶液粘度〔5重量%−スチレン(30°C) )が55
以上である、シス−1,4構造のものを主構成成分とす
るポリブタジェンを提供するものである。
The present invention was made based on the above knowledge, and the Mooney viscosity CML1.4 (100°C) is 28 to 38, and the solution viscosity [5% by weight of styrene (30°C)] is 55.
The present invention provides a polybutadiene whose main constituent is a cis-1,4 structure.

以下、本発明のポリブタジェンを、特に耐衝撃性ポリス
チレン系樹脂組成物のゴム成分として好適なものを耐衝
撃性ポリスチレン系樹脂組成物に用いる場合について詳
述する。
Hereinafter, the case where the polybutadiene of the present invention is used in a high-impact polystyrene-based resin composition, particularly one suitable as a rubber component of the high-impact polystyrene-based resin composition, will be described in detail.

本発明のポリブタジェンは、ムーニー粘度〔MLl−4
(100℃)〕が28〜38、好ましくは30〜36で
且つ溶液粘度〔5重量%−スチレン(30℃)〕が55
以上、好ましくは60以上である、シス−1,4構造の
ものを主構成成分とするもので、シス−1,4構造含有
率は、好ましくは85モル%以上、更に好ましくは90
モル%以上、例えば、シス−1,4構造含有率85〜9
9モル%、トランス−1,4構造含有率0.5〜10モ
ル%、1.2構造含有率0.5〜10モル%である。
The polybutadiene of the present invention has a Mooney viscosity [MLl-4
(100°C)] is 28 to 38, preferably 30 to 36, and the solution viscosity [5% by weight of styrene (30°C)] is 55.
As mentioned above, the main component is a cis-1,4 structure, preferably 60 or more, and the cis-1,4 structure content is preferably 85 mol% or more, more preferably 90
Mol% or more, for example, cis-1,4 structure content 85 to 9
The trans-1,4 structure content is 0.5 to 10 mol%, and the 1.2 structure content is 0.5 to 10 mol%.

ムーニー粘度又は?8液粘度が前記範囲を逸脱したポリ
ブタジェンでは、本発明の目的は達成できない。即ち、
ムーニー粘度が前記範囲内であっても溶液粘度が55未
満のポリブタジェンを用いた場合、或いは溶液粘度が前
記範囲内であってもムーニー粘度が38超若しくは28
未ン高のポリブタジェンを用いた場合には、優れた耐i
ji撃性及び良好な光沢を有する耐1! TJ性ポリス
チレン系樹脂組成物は得られない。
Mooney viscosity or? 8. If the polybutadiene has a liquid viscosity outside the above range, the object of the present invention cannot be achieved. That is,
Even if the Mooney viscosity is within the above range, the solution viscosity is less than 55. If polybutadiene is used, or even if the solution viscosity is within the above range, the Mooney viscosity is over 38 or 28.
When using polybutadiene with a high
Resistance 1 with high impact resistance and good gloss! A TJ polystyrene resin composition cannot be obtained.

優れた耐衝撃性及び良好な光沢を有する耐衝撃性ポリス
チレン系樹脂組成物を得るためには、更に、重量平均分
子に(−)と数平均分子量(不)との比(Mw/Mn)
が3.7以下、特に3.5以下である、本発明のポリブ
タジェンを用いるのが好ましい。
In order to obtain an impact-resistant polystyrene resin composition having excellent impact resistance and good gloss, the ratio of the weight average molecular weight (-) to the number average molecular weight (-) (Mw/Mn)
It is preferable to use a polybutadiene according to the invention in which the

本発明のポリブタジェンは、有機アルミニウム化合物と
、コバルト又はニッケル化合物とを含む触媒を用いる等
の公知の製造法において、水の使用量を適当に調節する
ことによって製造できる。
The polybutadiene of the present invention can be produced by appropriately adjusting the amount of water used in a known production method such as using a catalyst containing an organoaluminum compound and a cobalt or nickel compound.

また、本発明のポリブタジェンを耐衝撃性ポリスチレン
系樹脂組成物のv!A造に用いる場合、その使用量は、
スチレン98〜85重量部に対して2〜15重量部、特
にスチレン95〜88重量部に対して5〜12重量部が
好ましく、その製造時に、必要に応し、本発明のポリブ
タジェンに、他の化合物、例えば、スチレン−ブタジェ
ン共重合体、エチレン−プロピレン共重合体、エチレン
−酢酸ビニル共重合体、アクリル系ゴム等を本発明のポ
リブタジェンに対し30重量%以内において併用するこ
とができ、また上記スチレンに該スチレンと共重合可能
なビニル系モノマーを該スチレンに対し30重皿%以内
において併用できる。また、必要に応じ、ムーニー粘度
又は溶液粘度が前記範囲外のポリブタジェンを、本発明
のポリブタジェンに対し50重量%以内において併用す
ることもできる。
In addition, the polybutadiene of the present invention can be used in an impact-resistant polystyrene resin composition. When used in A construction, the amount used is:
It is preferably 2 to 15 parts by weight based on 98 to 85 parts by weight of styrene, particularly 5 to 12 parts by weight based on 95 to 88 parts by weight of styrene. Compounds such as styrene-butadiene copolymer, ethylene-propylene copolymer, ethylene-vinyl acetate copolymer, acrylic rubber, etc. can be used together in an amount of up to 30% by weight based on the polybutadiene of the present invention, and the above-mentioned A vinyl monomer copolymerizable with the styrene may be used in combination with the styrene in an amount of up to 30% of the styrene. Further, if necessary, a polybutadiene having a Mooney viscosity or a solution viscosity outside the above range may be used in an amount of up to 50% by weight based on the polybutadiene of the present invention.

更に、本発明のポリブタジェンを上述の如く耐衝撃性ポ
リスチレン系樹脂組成物のゴム成分として用いる場合に
は、従来の耐衝撃性ポリスチレン系樹脂組成物と同様に
、その製造時に、必要に応し、種々の添加剤、例えば、
安定剤、着色剤、可塑剤、紫外線吸収剤を適宜添加でき
る。
Furthermore, when the polybutadiene of the present invention is used as a rubber component of a high-impact polystyrene resin composition as described above, as in the case of conventional high-impact polystyrene resin compositions, during production, if necessary, Various additives, e.g.
Stabilizers, colorants, plasticizers, and ultraviolet absorbers can be added as appropriate.

尚、本発明のポリブタジェンは、耐衝撃性ポリスチレン
系樹脂組成物の製造に用いられる他、従来のポリブタジ
ェンと同様に種々の用途に用いることができるもので、
その用途に制限されるものではない。
In addition, the polybutadiene of the present invention can be used in the production of impact-resistant polystyrene resin compositions, and can also be used for various purposes like conventional polybutadiene.
It is not limited to its use.

〔実施例〕〔Example〕

以下に本発明のポリブタジェンの製造を示す実施例、及
び該実施例で得られた本発明のポリブタジェン(本発明
品)を使用した使用例(耐i・li撃性ポリスチレン系
樹脂組成物の”A造例)を挙げて本発明の詳細な説明す
る。
Examples illustrating the production of the polybutadiene of the present invention and usage examples using the polybutadiene of the present invention (product of the present invention) obtained in the examples ("A" of the i/li impact resistant polystyrene resin composition) The present invention will be explained in detail with reference to a construction example.

実施例1 ヘンゼン1500mlに、1.3−ブタジェン380g
を加え、次いで下記表−1に示す量の水及びジエチルア
ルミニウムモノクロライト (DEAC)、シクロオク
タジエン(COD)  10mmol、及びオクテン酸
コバルト0.02 mmo+を加えた後、50℃下に4
0分間攪拌して1.3−ブタジェンの重合反応を行わせ
た。重合反応終了後、重合溶液に少量の2,6−ジ第三
ブチルバラクレゾールを含むメタノール5mlを注入し
て重合を停止させて、次いで重合溶液を水洗し、簡易型
コアギユレータ−装置にてゴムをクラムとして回収し、
60℃で乾燥してポリブタジェン(本発明品1)を得た
。得られたポリブタジェンのシス含す、ムーニー粘度、
溶液粘度、及び重量平均分子量(籟)と数平均分子@ 
(Mn)との比(Mw/Mn)を下記表=1に示す。
Example 1 1,3-butadiene 380g in 1500ml Hensen
Then, water, diethylaluminum monochlorite (DEAC), cyclooctadiene (COD) 10 mmol, and cobalt octenoate 0.02 mmol+ were added in the amounts shown in Table 1 below, and then the mixture was heated to 50°C for 4 hours.
The mixture was stirred for 0 minutes to carry out a polymerization reaction of 1,3-butadiene. After the polymerization reaction is completed, 5 ml of methanol containing a small amount of 2,6-di-tert-butylvalacresol is injected into the polymerization solution to stop the polymerization.Then, the polymerization solution is washed with water, and the rubber is processed using a simple coagulator device. Collected as crumbs,
It was dried at 60°C to obtain polybutadiene (product 1 of the present invention). Mooney viscosity of the obtained polybutadiene,
Solution viscosity, weight average molecular weight (籟) and number average molecule @
(Mn) ratio (Mw/Mn) is shown in Table 1 below.

実施例2及び比較例1.2 下記表−1に示す量の水及びDBACを用いた以外は上
記実施例1と同条件下に実施して、それぞれポリブタジ
ェン(本発明品2及び比較品1゜2)を得た。得られた
ポリブタジェンのソス含星、ムーニー粘度、溶液粘度、
及び重量平均分子L1(匙)と数平均分子量(、Mn)
との比(五/邪)を下記表−1に示す。
Example 2 and Comparative Example 1.2 Polybutadiene (inventive product 2 and comparative product 1. 2) was obtained. Sos star inclusion, Mooney viscosity, solution viscosity of the obtained polybutadiene,
and weight average molecule L1 (spoon) and number average molecular weight (,Mn)
The ratio (5/evil) is shown in Table 1 below.

表−1 *1:  ムーニー粘度(ML+、4(100°C)〕
JIS   K6300 *2:  溶液粘度〔5重量%−スチレン(30℃)〕
*3:  重量平均分子量(−)と数平均分子量(乙)
との比(Mw/石) 溶媒T HF 、温度40”01カラムG?IH600
0にて測定。
Table-1 *1: Mooney viscosity (ML+, 4 (100°C))
JIS K6300 *2: Solution viscosity [5% by weight - styrene (30°C)]
*3: Weight average molecular weight (-) and number average molecular weight (B)
(Mw/stone) Solvent T HF, Temperature 40”01 Column G?IH600
Measured at 0.

使用例1.2及び比較使用例1.2 上記の実施例1.2及び比較例1.2でそれぞれ得られ
た本発明品1.2及び比較品1.2を使用して下記の如
くしてそれぞれ酎fJi γ性ポリスチレン系樹脂hJ
1成物を製造した。
Use Example 1.2 and Comparative Use Example 1.2 Using the invention product 1.2 and comparative product 1.2 obtained in Example 1.2 and Comparative Example 1.2, respectively, the following procedure was carried out. respectively.
One product was produced.

11セパラブルフラスコを窒素ガスで置換し、スチレン
558gと下記表−2に示すポリブタジェン(本発明品
1,2、比較品L  2)42g(ゴム7重■%)とを
加えて溶解し、次いでn −ドデシルメルカプタン0.
30gを加えて、115℃でスチレン重合率が30%に
なるまで撹拌下に予備重合した。次いで予備重合溶液を
0.5重量%のポリビニルアルコール 1、51のオートクレーブに注入し、ベンゾイルパーオ
キサイド1.2g及びジクミルパーオキサイド1、2g
を加えて、100℃で2時間、次いで125°Cで3時
間、次いで140℃で2時間攪拌下に重合した。重合反
応混合物からビーズ状のポリマーをυW’Jし、水洗し
、乾燥し、押出機でペレット化して、それぞれ耐衝撃性
ポリスチレン系樹脂組成物555gを得た。得られた耐
衝撃性ポリスチレン系樹脂組成物をそれぞれ射出成形し
て、物性測定用の試験片を作成し、それぞれ下記表−2
に示す物性を測定した。それらの測定結果を下記表−2
に示す。
11 The separable flask was replaced with nitrogen gas, and 558 g of styrene and 42 g of polybutadiene (present invention products 1 and 2, comparative product L 2) shown in Table 2 below (rubber 7% by weight) were added and dissolved. n-dodecyl mercaptan 0.
30 g was added and prepolymerized with stirring at 115° C. until the styrene polymerization rate reached 30%. The prepolymerization solution was then poured into an autoclave containing 0.5% by weight of polyvinyl alcohol 1.51, 1.2 g of benzoyl peroxide and 1.2 g of dicumyl peroxide.
was added and polymerized with stirring at 100°C for 2 hours, then at 125°C for 3 hours, and then at 140°C for 2 hours. Bead-like polymers were υW'J from the polymerization reaction mixture, washed with water, dried, and pelletized using an extruder to obtain 555 g of each impact-resistant polystyrene resin composition. The obtained impact-resistant polystyrene resin compositions were each injection molded to prepare test pieces for measuring physical properties, and the results were as shown in Table 2 below.
The physical properties shown in were measured. The measurement results are shown in Table 2 below.
Shown below.

上記表−2に示す結果から、本発明のポリブタジェン(
本発明品1,2)を用いて得られる耐衝撃性ポリスチレ
ン系樹脂組成物(使用例1,2)は、優れた耐fJj 
’J性及び良好な光沢を有するが、ムーニー粘度又は溶
液粘度が本発明の範囲を逸脱したポリブタジェン(比較
品1.2)を用いて得られる耐衝撃性ポリスチレン系樹
脂組成物(比較使用例1,2)は、優れた耐衝撃性及び
良好な光沢を併有していないことが判る。
From the results shown in Table 2 above, the polybutadiene of the present invention (
The impact-resistant polystyrene resin compositions (Usage Examples 1 and 2) obtained using the products of the present invention 1 and 2) have excellent fJj resistance.
Impact-resistant polystyrene resin composition (Comparative Use Example 1) obtained using polybutadiene (Comparative Product 1.2) which has J properties and good gloss but whose Mooney viscosity or solution viscosity is outside the range of the present invention. , 2) do not have both excellent impact resistance and good gloss.

〔発明の効果〕〔Effect of the invention〕

本発明のポリブタジェンによれば、優れた耐衝撃性及び
良好な光沢を有する耐衝撃性ポリスチレン系樹脂組成物
を得ることができる。
According to the polybutadiene of the present invention, an impact-resistant polystyrene resin composition having excellent impact resistance and good gloss can be obtained.

Claims (4)

【特許請求の範囲】[Claims] (1)ムーニー粘度〔ML_1_+_4(100℃)〕
が28〜38で且つ溶液粘度〔5重量%−スチレン(3
0℃)〕が55以上である、シス−1,4構造のものを
主構成成分とするポリブタジエン。
(1) Mooney viscosity [ML_1_+_4 (100℃)]
is 28 to 38, and the solution viscosity is [5% by weight - styrene (3
0° C.)] is 55 or more, and whose main constituent is a polybutadiene having a cis-1,4 structure.
(2)ムーニー粘度が30〜36で且つ溶液粘度が60
以上である、特許請求の範囲第(1)項記載のポリブタ
ジエン。
(2) Mooney viscosity is 30 to 36 and solution viscosity is 60
The polybutadiene described in claim (1) above.
(3)ポリブタジエンにおける重量平均分子量(@Mw
@)と数平均分子量(@Mn@)との比が(@Mw@/
@Mn@)が3.7以下、好ましくは3.5以下である
、特許請求の範囲第(1)項記載のポリブタジエン。
(3) Weight average molecular weight in polybutadiene (@Mw
The ratio of @) to the number average molecular weight (@Mn@) is (@Mw@/
Polybutadiene according to claim 1, wherein @Mn@) is 3.7 or less, preferably 3.5 or less.
(4)ポリブタジエンにおけるシス−1,4構造含有率
が85モル%以上である、特許請求の範囲第(1)項記
載のポリブタジエン。
(4) The polybutadiene according to claim (1), wherein the content of cis-1,4 structure in the polybutadiene is 85 mol% or more.
JP61239678A 1986-10-08 1986-10-08 Polybutadiene Expired - Lifetime JPH0737491B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP61239678A JPH0737491B2 (en) 1986-10-08 1986-10-08 Polybutadiene

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP61239678A JPH0737491B2 (en) 1986-10-08 1986-10-08 Polybutadiene

Publications (2)

Publication Number Publication Date
JPS6392620A true JPS6392620A (en) 1988-04-23
JPH0737491B2 JPH0737491B2 (en) 1995-04-26

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Family Applications (1)

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JP61239678A Expired - Lifetime JPH0737491B2 (en) 1986-10-08 1986-10-08 Polybutadiene

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Country Link
JP (1) JPH0737491B2 (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0245508A (en) * 1988-08-05 1990-02-15 Ube Ind Ltd Polybutadiene and impact-resistant polystyrenic resin composition using said polybutadiene
WO1999029747A1 (en) * 1997-12-08 1999-06-17 Japan As Represented By Director General Of The Agency Of Industrial Science And Technology Butadiene polymer, process for the preparation of conjugated diene polymers, and catalyst
WO1999065955A1 (en) * 1998-06-15 1999-12-23 Nippon Zeon Co., Ltd. Resin modifier, resin composition containing the same, and polyaromatic vinyl resin composition

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS57170909A (en) * 1981-04-15 1982-10-21 Ube Ind Ltd Polybutadiene and its preparation
JPS5951903A (en) * 1982-09-20 1984-03-26 Ube Ind Ltd Production of polybutadiene
JPS5964609A (en) * 1982-10-05 1984-04-12 Ube Ind Ltd Production of reinforced polybutadiene
JPS59117512A (en) * 1982-12-24 1984-07-06 Japan Synthetic Rubber Co Ltd Preparation of high cis 1,4-polybutadiene
JPS59164313A (en) * 1983-03-08 1984-09-17 Ube Ind Ltd Production of reinforced polybutadiene rubber
JPS60104112A (en) * 1983-11-11 1985-06-08 Asahi Chem Ind Co Ltd Impact-resistant polystyrene resin and its production

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS57170909A (en) * 1981-04-15 1982-10-21 Ube Ind Ltd Polybutadiene and its preparation
JPS5951903A (en) * 1982-09-20 1984-03-26 Ube Ind Ltd Production of polybutadiene
JPS5964609A (en) * 1982-10-05 1984-04-12 Ube Ind Ltd Production of reinforced polybutadiene
JPS59117512A (en) * 1982-12-24 1984-07-06 Japan Synthetic Rubber Co Ltd Preparation of high cis 1,4-polybutadiene
JPS59164313A (en) * 1983-03-08 1984-09-17 Ube Ind Ltd Production of reinforced polybutadiene rubber
JPS60104112A (en) * 1983-11-11 1985-06-08 Asahi Chem Ind Co Ltd Impact-resistant polystyrene resin and its production

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0245508A (en) * 1988-08-05 1990-02-15 Ube Ind Ltd Polybutadiene and impact-resistant polystyrenic resin composition using said polybutadiene
WO1999029747A1 (en) * 1997-12-08 1999-06-17 Japan As Represented By Director General Of The Agency Of Industrial Science And Technology Butadiene polymer, process for the preparation of conjugated diene polymers, and catalyst
WO1999065955A1 (en) * 1998-06-15 1999-12-23 Nippon Zeon Co., Ltd. Resin modifier, resin composition containing the same, and polyaromatic vinyl resin composition
US6448336B1 (en) 1998-06-15 2002-09-10 Zeon Corp. Resin modifier, resin composition containing the same, and polyaromatic vinyl resin composition

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