JP3168301B2 - Chlorinated polyethylene composition - Google Patents
Chlorinated polyethylene compositionInfo
- Publication number
- JP3168301B2 JP3168301B2 JP27502391A JP27502391A JP3168301B2 JP 3168301 B2 JP3168301 B2 JP 3168301B2 JP 27502391 A JP27502391 A JP 27502391A JP 27502391 A JP27502391 A JP 27502391A JP 3168301 B2 JP3168301 B2 JP 3168301B2
- Authority
- JP
- Japan
- Prior art keywords
- chlorinated polyethylene
- weight
- vulcanization
- parts
- composition
- 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.)
- Expired - Fee Related
Links
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
Description
【０００１】[0001]
【産業上の利用分野】本発明は塩素化ポリエチレンの組
成物に関するものである。さらに詳しくは、強固な強度
を有する優れた塩素化ポリエチレン組成物に関するもの
である。FIELD OF THE INVENTION The present invention relates to chlorinated polyethylene compositions. More specifically, the present invention relates to an excellent chlorinated polyethylene composition having strong strength.
【０００２】[0002]
【従来の技術】塩素化ポリエチレンは、その製造法の違
いから水性懸濁法と有機溶媒を用いる溶液法が知られい
る。塩素含量５〜４５重量％の塩素化ポリエチレンは充
分に架橋されることにより、優れた機械的諸特性、耐熱
性、耐候性、耐オゾン性、耐薬品性、耐油性を有するゴ
ム材料となり、種々の産業分野において利用されてい
る。2. Description of the Related Art An aqueous suspension method and a solution method using an organic solvent are known for chlorinated polyethylene due to the difference in the production method. Chlorinated polyethylene having a chlorine content of 5 to 45% by weight is sufficiently crosslinked to become a rubber material having excellent mechanical properties, heat resistance, weather resistance, ozone resistance, chemical resistance, and oil resistance. Is used in various industrial fields.
【０００３】塩素化ポリエチレンの架橋方法としては、
主に有機過酸化物が使用されており、その他チオウレア
誘導体、チウラムスルフィド類などによる架橋方法が提
案され、近年、２，５−ジメルカプト−１，３，４−チ
アジアゾールを架橋剤とした検討も多く報告されてい
る。[0003] As a method for crosslinking chlorinated polyethylene,
Organic peroxides are mainly used, and other crosslinking methods using thiourea derivatives and thiuram sulfides have been proposed. In recent years, there have been many studies using 2,5-dimercapto-1,3,4-thiadiazole as a crosslinking agent. It has been reported.
【０００４】しかし有機過酸化物による塩素化ポリエチ
レンの加硫は、特に定まった架橋点を有さないことから
架橋反応が進行しにくく、また加硫作業中に強い刺激臭
のあるガスを発生し、製品にも臭気が残る。そして空気
存在下では加硫遅れがあり加硫物が発泡し易く、又危険
物である為その貯蔵、取扱いに注意を要するなど問題点
を有している。一方、チオウレア誘導体、チウラムスル
フィド類による架橋方法では加硫遅れがあり、長い加硫
時間を必要とする。又、架橋剤として、２，５ジメルカ
プト−１，３，４−チアジアゾール、促進剤としてジシ
クロヘキシルアミン等を用いた架橋方法では、加硫作業
中に不快な臭気を発生し、製品にも臭気が残ることが問
題である。However, the vulcanization of chlorinated polyethylene with an organic peroxide has no particular cross-linking point, so that the cross-linking reaction does not easily proceed, and a gas having a strong pungent odor is generated during the vulcanization operation. , The odor remains in the product. In the presence of air, there is a problem that vulcanization is delayed due to vulcanization, and the vulcanized product is liable to foam. Further, since the vulcanized product is dangerous, storage and handling of the product require attention. On the other hand, the crosslinking method using a thiourea derivative or thiuram sulfide has a delay in vulcanization and requires a long vulcanization time. Further, in the crosslinking method using 2,5 dimercapto-1,3,4-thiadiazole as a crosslinking agent and dicyclohexylamine as an accelerator, an unpleasant odor is generated during the vulcanization operation, and the odor remains in the product. That is the problem.
【０００５】[0005]
【発明が解決しようとする課題】本発明が目的とする所
は塩素化ポリエチレンの新規加硫系を提供することであ
る。特に２，５−ジメルカプト−１，３，４−チアジア
ゾールとアリルトリフェニルホスホニウム塩とを用いた
新規加硫系を提供することである。しかも加硫作業中不
快な臭気を発生せず、製品にも臭気がなく、加硫遅れの
ない新規加硫系を提供することである。An object of the present invention is to provide a novel vulcanization system for chlorinated polyethylene. In particular, it is an object of the present invention to provide a novel vulcanization system using 2,5-dimercapto-1,3,4-thiadiazole and allyltriphenylphosphonium salt. Moreover, it is an object of the present invention to provide a novel vulcanization system which does not generate an unpleasant odor during the vulcanization operation, has no odor in the product, and has no vulcanization delay.
【０００６】[0006]
【問題点を解決するための手段】本発明者らは以上に述
べた技術認識に基づき鋭意検討を行った結果、２，５−
ジメルカプト−１，３，４−チアジアゾールによる架橋
方法において、２，５−ジメルカプト−１，３，４−チ
アジアゾールに更に特定のアリルトリフェニルホスホニ
ウム塩を添加使用することにより架橋反応を速やかに進
行させることを見出だし、本発明をなすに至った。Means for Solving the Problems The inventors of the present invention have conducted intensive studies based on the above-mentioned technical recognition, and have found that 2,5-
In the cross-linking method using dimercapto-1,3,4-thiadiazole, the cross-linking reaction is rapidly advanced by adding a specific allyltriphenylphosphonium salt to 2,5-dimercapto-1,3,4-thiadiazole. Have been found, and the present invention has been accomplished.
【０００７】即ち本発明は、塩素化ポリエチレン１００
重量部に対し、２，５−ジメルカプト−１，３，４−チ
アジアゾール０．１〜８重量部、下記一般式［Ｉ］で表
されるアリルトリフェニルホスホニウム塩０．２〜１０
重量部と受酸剤１〜３０重量部からなる塩素化ポリエチ
レン組成物である。That is, the present invention relates to chlorinated polyethylene 100
0.1 to 8 parts by weight of 2,5-dimercapto-1,3,4-thiadiazole, 0.2 to 10 parts by weight of an allyltriphenylphosphonium salt represented by the following general formula [I] based on parts by weight.
It is a chlorinated polyethylene composition comprising 1 part by weight and 1 to 30 parts by weight of an acid acceptor.
【０００８】[0008]
【化２】 （但し、Ｘはハロゲンを示す。）本発明の架橋系を構成
する、２，５−ジメルカプト−１，３，４−チアジアゾ
ールの添加量は塩素化ポリエチレン１００重量部に対
し、０．１〜８重量部である。０．１重量部未満では得
られる加硫物の強度が弱く８重量部を超えても効果に変
わりなく、むしろ伸びが低下し、硬くなるので好ましく
ない。最も好ましくは０．３〜４重量部である。Embedded image (However, X represents a halogen.) The amount of 2,5-dimercapto-1,3,4-thiadiazole constituting the crosslinking system of the present invention is 0.1 to 8 based on 100 parts by weight of chlorinated polyethylene. Parts by weight. If the amount is less than 0.1 part by weight, the strength of the obtained vulcanizate is weak, and if it exceeds 8 parts by weight, the effect does not change, but rather the elongation decreases and the hardness becomes unfavorable. Most preferably, it is 0.3 to 4 parts by weight.
【０００９】本発明で用いる一般式［Ｉ］で表されるア
リルトリフェニルホスホニウム塩の具体例としては、臭
化アリルトリフェニルホスホニウム、塩化アリルトリフ
ェニルホスホニウムなどが挙げられる。添加量は塩素化
ポリエチレン１００重量部に対し、アリルトリフェニル
ホスホニウム塩０．２〜１０重量部である。０．２重量
部未満では、加硫速度が遅くなり、１０重量部を超えて
も効果に変りなく、むしろスコーチの危険があり好まし
くない。最も好ましくは０．３〜６重量部である。Specific examples of the allyltriphenylphosphonium salt represented by the general formula [I] used in the present invention include allyltriphenylphosphonium bromide, allyltriphenylphosphonium chloride and the like. The amount of addition is 0.2 to 10 parts by weight of allyltriphenylphosphonium salt based on 100 parts by weight of chlorinated polyethylene. If the amount is less than 0.2 parts by weight, the vulcanization rate becomes slow, and if the amount exceeds 10 parts by weight, the effect remains unchanged. Most preferably, it is 0.3 to 6 parts by weight.
【００１０】本発明で用いる塩素化ポリエチレンは塩素
含量５〜４５重量％であり、懸濁法及び溶液法によって
製造されたものである。懸濁法は原料の粉末ポリエチレ
ンを水スラリー中で塩素を反応させる。得られる塩素化
ポリエチレンは塩素の分布が不均一で少量のポリエチレ
ン部分を残し石鹸類その他不純物が少量含まれる。一
方、溶液法は原料のポリエチレンを溶媒に溶解させて塩
素を反応させる。得られる塩素化ポリエチレンは塩素の
分布が均一で不純物を含まない。又、本発明で用いる塩
素化ポリエチレンには、エチレン系共重合体の塩素化で
ある塩素化エチレン・ブテン−１共重合体、塩素化エチ
レン・プロピレン共重合体、塩素化エチレン・ヘキセン
−１共重合体などの塩素化エチレン・αーオレフィン共
重合体を含めて言うものとする。本発明には、いずれの
製造法による塩素化ポリエチレンにも適用が可能であ
る。懸濁法により得た塩素化ポリエチレンを用いた本発
明の組成物は若干スコーチタイムが短くなる傾向を有す
るが、加硫作業中不快な臭気を発生せず、製品にも臭気
がなく強固な加硫物が得られる。一方、溶液法により得
た塩素化ポリエチレンを用いた本発明の組成物は良好な
スコーチタイムを示し、加硫作業中不快な臭気を発生せ
ず、製品の臭気もなく、加硫成形物の耐圧縮永久歪試験
に優れた強固な加硫物が得られる。この為、溶液法によ
り得た塩素化ポリエチレンを用いるのが好ましい。The chlorinated polyethylene used in the present invention has a chlorine content of 5 to 45% by weight and is produced by a suspension method and a solution method. In the suspension method, the raw material polyethylene powder is reacted with chlorine in a water slurry. The resulting chlorinated polyethylene has a non-uniform chlorine distribution and a small amount of polyethylene, leaving a small amount of soap and other impurities. On the other hand, in the solution method, the raw material polyethylene is dissolved in a solvent to react chlorine. The resulting chlorinated polyethylene has a uniform distribution of chlorine and no impurities. The chlorinated polyethylene used in the present invention includes chlorinated ethylene / butene-1 copolymer, chlorinated ethylene / propylene copolymer, and chlorinated ethylene / hexene-1 which are chlorinated ethylene copolymers. The term includes chlorinated ethylene / α-olefin copolymers such as polymers. The present invention is applicable to chlorinated polyethylene produced by any production method. Although the composition of the present invention using the chlorinated polyethylene obtained by the suspension method has a tendency to slightly shorten the scorch time, it does not generate an unpleasant odor during the vulcanization operation, and the product has no odor and has a strong odor. A sulphate is obtained. On the other hand, the composition of the present invention using the chlorinated polyethylene obtained by the solution method shows a good scorch time, does not generate an unpleasant odor during the vulcanization work, has no odor of the product, and is resistant to the vulcanized molded product. A strong vulcanizate excellent in compression set test can be obtained. For this reason, it is preferable to use chlorinated polyethylene obtained by a solution method.
【００１１】本発明の組成物中に、当該技術分野で通常
採用されている充填剤、補強剤、可塑剤、老化防止剤、
加工助剤、顔料等を適宣、自由に配合できる。また本発
明組成物中に、受酸剤となり得るある種の金属酸化物を
配合することは加硫物の熱安定性の面から必要である。
添加量は塩素化ポリエチレン１００重量部に対し、金属
酸化物１〜３０重量部である。１重量部未満では受酸効
果が小さく、３０重量部を超えても受酸効果に変わりな
く、むしろ加硫物が硬くなるので好ましくない。最も好
ましくは２〜２０重量部である。この金属酸化物として
は周期律表第ＩＩ族金属の酸化物、水酸化物、ケイ酸
塩、カルボン酸塩、炭酸塩、ホウ酸塩、亜リン酸塩であ
り、具体例としては、酸化マグネシウム、酸化カルシウ
ム、水酸化マグネシウム、水酸化カルシウム、炭酸マグ
ネシウム、炭酸カルシウム、ケイ酸カルシウム、ステア
リン酸カルシウム、フタル酸カルシウム、亜リン酸カル
シウムなどが挙げられる。また周期律表第ＩＶａ族金属
の酸化物、塩基性炭酸塩、塩基性カルボン酸塩、塩基性
亜リン酸塩、塩基性亜硫酸塩、三塩基性硫酸塩であり、
具体例としてはリサージ、鉛丹、酸化錫、酸化亜鉛、二
塩基性フタル酸鉛、二塩基性炭酸鉛、塩基性亜リン酸
鉛、塩基性亜硫酸鉛、三塩基性硫酸鉛などが挙げられ
る。塩素化ポリエチレンに対する各種配合物の混合方法
としては、オープンロールあるいはバンバリー、ニーダ
ー等を利用することが出来る。In the composition of the present invention, fillers, reinforcing agents, plasticizers, anti-aging agents, which are commonly employed in the art,
Processing aids, pigments, etc. can be appropriately and freely compounded. It is necessary to mix a certain metal oxide which can serve as an acid acceptor in the composition of the present invention from the viewpoint of thermal stability of the vulcanized product.
The addition amount is 1 to 30 parts by weight of the metal oxide based on 100 parts by weight of the chlorinated polyethylene. If it is less than 1 part by weight, the acid-accepting effect is small, and if it exceeds 30 parts by weight, the acid-accepting effect is not changed, and the vulcanized product is hardened, which is not preferable. Most preferably, it is 2 to 20 parts by weight. Examples of the metal oxide include oxides, hydroxides, silicates, carboxylates, carbonates, borates, and phosphites of metals belonging to Group II of the periodic table, and specific examples include magnesium oxide. , Calcium oxide, magnesium hydroxide, calcium hydroxide, magnesium carbonate, calcium carbonate, calcium silicate, calcium stearate, calcium phthalate, calcium phosphite and the like. In addition, an oxide of a Group IVa metal of the periodic table, a basic carbonate, a basic carboxylate, a basic phosphite, a basic sulfite, a tribasic sulfate,
Specific examples include litharge, leadtan, tin oxide, zinc oxide, dibasic lead phthalate, dibasic lead carbonate, basic lead phosphite, basic lead sulfite, and tribasic lead sulfate. As a method for mixing various compounds with the chlorinated polyethylene, an open roll, a Banbury, a kneader, or the like can be used.
【００１２】本発明による架橋生成物の製造には、従来
該技術分野で行なわれている各種の手段、例えばプレス
加硫、スチーム加硫、熱空気加硫、等を利用することが
可能である。For producing the crosslinked product according to the present invention, it is possible to use various means conventionally used in the technical field, such as press vulcanization, steam vulcanization, hot air vulcanization and the like. .
【００１３】本発明組成物は、たとえば電線、耐油耐溶
剤性ホース、ガスケット、パッキン、ダイヤフラム、自
動車用ブーツ、ベルト等の成形製品に好適である。The composition of the present invention is suitable for molded products such as electric wires, oil-resistant and solvent-resistant hoses, gaskets, packings, diaphragms, automobile boots and belts.
【００１４】[0014]
【実施例】次に実施例にもとづき本発明をさらに詳しく
説明するが、これらは本発明を助けるための例であって
本発明はこれらの実施例より何等の制限を受けるもので
はない。Next, the present invention will be described in more detail with reference to examples, but these are examples for assisting the present invention, and the present invention is not limited by these examples.
【００１５】なお以下の実施例で用いた懸濁法塩素化ポ
リエチレンは市販品としての昭和電工株式会社の商品名
エラスレン３０１Ａを用いた。The suspension method chlorinated polyethylene used in the following examples was Eraslen 301A (trade name, Showa Denko KK) as a commercial product.
【００１６】一方溶液法塩素化ポリエチレンは、３０ｌ
オートクレーブ中で、溶媒にポリエチレンを溶解させ、
反応温度１００℃、反応圧力２．５ｋｇ／ｃｍ２で塩素
ガスを吹込み合成した塩素含量３０重量％及び３５重量
％の塩素化ポリエチレンを用いた。On the other hand, the solution method chlorinated polyethylene is 30 l
In an autoclave, dissolve the polyethylene in the solvent,
Chlorinated polyethylene having a chlorine content of 30% by weight and 35% by weight was synthesized by blowing chlorine gas at a reaction temperature of 100 ° C. and a reaction pressure of 2.5 kg / cm 2 .
【００１７】実施例１ 表１に示した配合、割合で溶液法塩素化ポリエチレン
（塩素含量３０重量％）と酸化マグネシウム、ＦＥＦカ
ーボン、可塑剤ＤＯＳをバンバリー混合機で混練りし、
次に架橋剤２，５−ジメルカプト−１，３，４−チアジ
アゾール、促進剤臭化アリルトリフェニルホスホニウム
を８インチオープンロールで添加して塩素化ポリエチレ
ン組成物を得た。この組成物の未加硫物特性は、ムーニ
ースコーチ計（島津製作所製）を使用して１２５℃のス
コーチタイム（ｔ5 ：分）を測定した。一方、上記組成
物をプレス加硫器を用い、温度１６０℃、圧力１２０ｋ
ｇ／ｃｍ２分間加熱して加硫成形物を得た。この得た加
硫成形物の特性を引張試験と圧縮永久歪試験（試験条
件：１２０℃×２２時間）で測定した。測定方法はＪＩ
ＳＫ ６３０１に準拠して得た。また、上記組成物の加
硫作業中の不快な臭気の発生状態と加硫成形品の臭気を
注意深く観察した。その結果を表２に示す。Example 1 A solution-processed chlorinated polyethylene (chlorine content: 30% by weight), magnesium oxide, FEF carbon, and a plasticizer DOS were kneaded with a Banbury mixer in the proportions and proportions shown in Table 1.
Next, a crosslinking agent 2,5-dimercapto-1,3,4-thiadiazole and an accelerator allyltriphenylphosphonium bromide were added by an 8-inch open roll to obtain a chlorinated polyethylene composition. The unvulcanized product characteristics of this composition were measured by using a Mooney scorch meter (manufactured by Shimadzu Corporation) at a scorch time (t5: minute) at 125 ° C. On the other hand, the above composition was pressed at a temperature of 160 ° C. and a pressure of 120 k using a press vulcanizer.
g / cm for 2 minutes to obtain a vulcanized molded product. The properties of the obtained vulcanized molded product were measured by a tensile test and a compression set test (test conditions: 120 ° C. × 22 hours). Measurement method is JI
Obtained according to SK6301. During the vulcanization of the above composition, the state of generation of unpleasant odor and the odor of the vulcanized molded product were carefully observed. Table 2 shows the results.
【００１８】実施例２ 表１に示した配合、割合で実施例１の溶液法塩素化ポリ
エチレンの塩素含量を３０重量％から３５重量％に代え
て塩素化ポリエチレン組成物を得た以外は、実施例１と
同様に行った。その結果を表２に示す。Example 2 A chlorinated polyethylene composition was obtained except that the chlorine content of the solution-processed chlorinated polyethylene of Example 1 was changed from 30% by weight to 35% by weight according to the formulation and proportions shown in Table 1. It carried out like Example 1. Table 2 shows the results.
【００１９】実施例３ 表１に示した配合、割合で実施例１の臭化アリルトリフ
ェニルホスホニウムを塩化アリルトリフェニルホスホニ
ウに代えて塩素化ポリエチレン組成物を得た以外は、実
施例１と同様に行った。その結果を表２に示す。Example 3 The procedure of Example 1 was repeated except that the allyltriphenylphosphonium bromide of Example 1 was replaced by allyltriphenylphosphonium chloride in the proportions and proportions shown in Table 1 to obtain a chlorinated polyethylene composition. Performed similarly. Table 2 shows the results.
【００２０】実施例４ 表１に示した配合、割合で実施例１の溶液法塩素化ポリ
エチレンを懸濁法塩素化ポリエチレンに代えて塩素化ポ
リエチレン組成物を得た以外は、実施例１と同様に行っ
た。その結果を表２に示す。表２のとおり、これら実施
例１〜４の観察及び測定結果、溶液法塩素化ポリエチレ
ン組成物は、良好なスコーチタイムを示し、懸濁法塩素
化ポリエチレン組成物はスコーチタイムが若干短いもの
の、いずれの実施例においても加硫作業中、不快な臭気
の発生がなく、加硫成形品にも臭気がなく、また優れた
圧縮永久歪試験を示した。Example 4 A chlorinated polyethylene composition was prepared in the same manner as in Example 1 except that the chlorinated polyethylene composition of Example 1 was replaced with the chlorinated polyethylene of the suspension method in the proportions and proportions shown in Table 1. I went to. Table 2 shows the results. As shown in Table 2, the observation and measurement results of these Examples 1 to 4, the solution method chlorinated polyethylene composition shows a good scorch time, and the suspension method chlorinated polyethylene composition has a slightly shorter scorch time. In Example 1, no unpleasant odor was generated during the vulcanization operation, and the vulcanized molded product was free of odor, and showed an excellent compression set test.
【００２１】比較例１ 表３に示した配合、割合で実施例１の溶液法塩素化ポリ
エチレンを懸濁法塩素化ポリエチレンに代え、臭化アリ
ルトリフェニルホスホニウムをジシクロヘキシルアミン
に代えて塩素化ポリエチレン組成物を得た以外は、実施
例１と同様に行った。その結果を表４に示す。観察及び
測定結果、スコーチタイムが短く加硫作業中、不快な臭
気が発生し、加硫成形品にも臭気が残った。Comparative Example 1 A chlorinated polyethylene composition was prepared by replacing the solution-method chlorinated polyethylene of Example 1 with the suspension-method chlorinated polyethylene and replacing allyltriphenylphosphonium bromide with dicyclohexylamine in the proportions and proportions shown in Table 3. Except having obtained the thing, it carried out similarly to Example 1. Table 4 shows the results. As a result of observation and measurement, the scorch time was short and an unpleasant odor was generated during the vulcanization operation, and the odor remained in the vulcanized molded product.
【００２２】比較例２ 表３に示した配合、割合で実施例１の溶液法塩素化ポリ
エチレンを懸濁法塩素化ポリエチレンに代え、臭化アリ
ルトリフェニルホスホニウムを除いて塩素化ポリエチレ
ン組成物を得た以外は、実施例１と同様に行った。その
結果を表４に示す。この組成物は、加硫が進行せず、加
硫成形物が得られなかった。Comparative Example 2 A chlorinated polyethylene composition was obtained by replacing the solution-method chlorinated polyethylene of Example 1 with the suspension-method chlorinated polyethylene and excluding allyltriphenylphosphonium bromide in the proportions and proportions shown in Table 3. The procedure was performed in the same manner as in Example 1 except for the above. Table 4 shows the results. With this composition, vulcanization did not proceed, and a vulcanized molded product could not be obtained.
【００２３】比較例３ 表３に示した配合、割合で実施例１の溶液法塩素化ポリ
エチレンを懸濁法塩素化ポリエチレンに代え、臭化アリ
ルトリフェニルホスホニウムをジフェニルグアニジンに
代えて塩素化ポリエチレン組成物を得た以外は、実施例
１と同様に行った。その結果を表４に示す。観察及び測
定結果、スコーチタイムが短く加硫作業中、不快な臭気
が発生し、加硫成形品にも臭気が残った。Comparative Example 3 A chlorinated polyethylene composition was prepared by replacing the chlorinated polyethylene by the solution method of Example 1 with the chlorinated polyethylene by the suspension method and replacing allyltriphenylphosphonium bromide by diphenylguanidine in the proportions and proportions shown in Table 3. Except having obtained the thing, it carried out similarly to Example 1. Table 4 shows the results. As a result of observation and measurement, the scorch time was short and an unpleasant odor was generated during the vulcanization operation, and the odor remained in the vulcanized molded product.
【００２４】以上の実施例と比較例を参照すれば明らか
な様に、本発明で得られる塩素化ポリエチレン組成物
は、加硫作業中不快な臭気を発生せず、製品にも臭気が
ない強固な強度を有する優れた組成物であることが分
る。As is clear from the above Examples and Comparative Examples, the chlorinated polyethylene composition obtained according to the present invention does not generate an unpleasant odor during the vulcanization operation, and the product has a strong odor without odor. It can be seen that the composition was excellent in strength.
【００２５】[0025]
【表１】 [Table 1]
【００２６】[0026]
【表２】 [Table 2]
【００２７】[0027]
【表３】 [Table 3]
【００２８】[0028]
【表４】 [Table 4]
【００２９】[0029]
【発明の効果】本発明により塩素化ポリエチレンの２，
５−ジメルカプト−１，３，４−チアジアゾール加硫系
において、架橋反応を速やかに進行させ、加硫作業中不
快な臭気を発生せず、製品に臭気がなく充分な強度を有
している加硫物を得ることができる。According to the present invention, chlorinated polyethylene 2,
In the 5-dimercapto-1,3,4-thiadiazole vulcanization system, the crosslinking reaction proceeds promptly, no unpleasant odor is generated during the vulcanization operation, and the product has no odor and has sufficient strength. A sulphate can be obtained.
Claims (1)
２，５−ジメルカプト−１，３，４−チアジアゾール
０．１〜８重量部、下記一般式［Ｉ］で表されるアリル
トリフェニルホスホニウム塩０．２〜１０重量部と受酸
剤１〜３０重量部からなる塩素化ポリエチレン組成物。 【化１】 （但し、Ｘはハロゲンを示す。）(1) 100 parts by weight of chlorinated polyethylene,
0.1 to 8 parts by weight of 2,5-dimercapto-1,3,4-thiadiazole, 0.2 to 10 parts by weight of an allyltriphenylphosphonium salt represented by the following general formula [I], and acid acceptors 1 to 30 A chlorinated polyethylene composition comprising parts by weight. Embedded image (However, X represents a halogen.)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP27502391A JP3168301B2 (en) | 1991-09-27 | 1991-09-27 | Chlorinated polyethylene composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP27502391A JP3168301B2 (en) | 1991-09-27 | 1991-09-27 | Chlorinated polyethylene composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH0586243A JPH0586243A (en) | 1993-04-06 |
| JP3168301B2 true JP3168301B2 (en) | 2001-05-21 |
Family
ID=17549802
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP27502391A Expired - Fee Related JP3168301B2 (en) | 1991-09-27 | 1991-09-27 | Chlorinated polyethylene composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP3168301B2 (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1833901B1 (en) * | 2004-12-21 | 2011-04-20 | Dow Global Technologies LLC | Vulcanizable halogenated elastomer compositions |
-
1991
- 1991-09-27 JP JP27502391A patent/JP3168301B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0586243A (en) | 1993-04-06 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CA1253280A (en) | Polymer compositions | |
| JP2005139239A (en) | Vulcanization accelerator using amine derived from natural fat and oil, and rubber composition | |
| US4172939A (en) | Vulcanizable ethylene/vinyl acetate/carbon monoxide terpolymers | |
| JP2005060546A (en) | Chloroprene-based rubber composition and vulcanized material thereof | |
| JP3168301B2 (en) | Chlorinated polyethylene composition | |
| JP2604594B2 (en) | Vulcanizable rubber composition | |
| US3278480A (en) | Sulfochlorinated hydrocarbon polymers as cure accelerators for sulfur curable ethylene-propylene terpolymer rubbers | |
| JP2019099799A (en) | Rubber composition | |
| JP3501504B2 (en) | Halogenated butyl rubber composition | |
| JP3086892B2 (en) | Chlorinated polyethylene composition | |
| JP2838313B2 (en) | Chlorinated polyethylene composition | |
| JP3693575B2 (en) | In situ preparation of bis (benzothiazolesulfen) amide in polymer matrix | |
| US2992202A (en) | Vulcanizable halogenated butyl rubber composition containing mercaptobenzothiazole and process of vulcanizing same | |
| US2022953A (en) | Vulcanization of rubber | |
| JP2813407B2 (en) | Vulcanizable rubber composition | |
| TW201702304A (en) | Chloroprene rubber composition, vulcanized moulded body and use thereof | |
| JP2000327868A (en) | Chlorosulfonated polyolefin composition | |
| JPH05262920A (en) | Rubber formulating agent | |
| JPH05271479A (en) | Vulcanizable rubber composition having excellent processability, good heat resistance and good mechanical and dynamic properties | |
| WO2021161734A1 (en) | Chloroprene rubber composition | |
| JPH0456059B2 (en) | ||
| JP5221432B2 (en) | Rubber composition for coating steel cord and use thereof | |
| JPS5925832A (en) | Automobile tensioner damper | |
| JPS63312334A (en) | Chlorosulfonated polyethylene elastomer composition | |
| JPH06279634A (en) | Chlorinated polyethylene composition |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20080316 Year of fee payment: 7 |
|
| FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20090316 Year of fee payment: 8 |
|
| LAPS | Cancellation because of no payment of annual fees |