JP3887895B2 - Chloroprene rubber composition excellent in heat aging resistance and compression set - Google Patents

Description

【０００８】
以下、本発明について詳細に説明する。
【０００９】
本発明におけるクロロプレンゴムとは、クロロプレンと共重合可能なコモノマーを５０重量％以下含有している２−クロロ−１，３−ブタジエンの重合により得られるゴムである。ここで言うコモノマーとは、２−クロロ−１，３−ブタジエンと共重合可能な単量体であれば特に限定するものではなく、例えば、アクリロニトリル、メタクリロニトリル、塩化ビニリデン等のモノビニル化合物、アクリル酸エステル類、メタクリル酸エステル類、スチレン、α−メチルスチレン等の芳香族ビニル化合物、１，３−ブタジエン、１−クロロ−１，３−ブタジエン、２，３−ジクロロ−１，３−ブタジエン等の共役ジエン化合物、硫黄等が挙げられ、単独または２種以上を組み合わせて用いることができる。これらのうち、１−クロロ−１，３−ブタジエン、２，３−ジクロロ−１，３−ブタジエン等が特に好ましい。また本発明におけるクロロプレンゴムは、乳化重合、溶液重合、塊状重合などの公知の方法により製造することができる。
【００１０】
本発明における下式（１）又は（２）で表される構造を分子内に有するグリシジルアミン化合物
【００１１】
【化４】

【００１２】
【化５】

【００１３】
は、本発明のクロロプレンゴム組成物において主に脱塩酸捕捉剤として働く。そのグリシジルアミン化合物として、テトラグリシジルジアミノジフェニルメタン、トリグリシジルパラアミノフェノール、トリグリシジルメタアミノフェノール、ジグリシジルアニリン、ジグリシジルトルイジン、テトラグリシジルメタキシリレンジアミン、テトラグリシジルビスアミノメチルシクロヘキサン等が挙げられる。これらのうち好ましくは分子内に前述の式（２）で表される構造を有するグリシジルアミン化合物であり、特に好ましくはテトラグリシジルジアミノジフェニルメタン、ジグリシジルアニリンである。
【００１４】
本発明における前述の式（１）又は（２）で表される構造を分子内に有するグリシジルアミン化合物の量は、クロロプレンゴム１００重量部に対し、０．１〜１０重量部である。０．１重量部未満の場合、クロロプレンゴム組成物中の脱塩酸捕捉剤量が不足し、混練時または加硫時の熱により発生する塩酸ガスを捕捉しきれない。それにより混練機または金型等の金属表面が腐食されるため、好ましくない。また１０重量部を超えると、架橋反応速度が著しく低下し、十分な性能を持つ加硫物を得るためには長時間の加硫を要するため好ましくない。前述の式（１）又は（２）で表される構造を分子内に有するグリシジルアミン化合物の添加量は、好ましくは０．３〜５重量部である。
【００１５】
また、通常クロロプレンゴム組成物の脱塩酸捕捉剤として酸化マグネシウムが用いられるが、本発明においてはクロロプレンゴム組成物中に酸化マグネシウムが存在すると耐熱老化性及び圧縮永久歪を著しく損なうため、その使用量は０〜２重量部が好ましい。さらに好ましくは１重量部以下である。
【００１６】
本発明における酸化亜鉛は、本発明のクロロプレンゴム組成物において加硫剤または加硫促進助剤として働き、その量はクロロプレンゴム１００重量部に対し１〜２０重量部である。酸化亜鉛が１重量部未満の場合、クロロプレンゴム組成物を加硫しても架橋密度が低く満足な加硫物が得られない。また２０重量部を超える場合、クロロプレンゴム組成物を加硫することにより得られる加硫物の力学物性を損なう。酸化亜鉛の添加量は、好ましくは３〜１５重量部である。
【００１７】
本発明における加硫促進剤は、一般にクロロプレンゴム組成物に使用されるものであれば特に限定するものではなく、例えば、ジベンゾチアジルジスルフィド等のチアゾール系促進剤、Ｎ−シクロヘキシル−２−ベンゾチアゾイルスルフェンアミド等のスルフェンアミド系促進剤、ジ−ｏ−トルイルグアニジン等のグアニジン系促進剤、テトラメチルチウラムモノスルフィド、テトラメチルチウラムジスルフィド等のチウラム系促進剤、ジンクジエチルジチオカルバメート等のジチオカルバミン酸塩系促進剤、エチレンチオウレア、トリメチルチオウレア、ジエチルチオウレア等のチオウレア系促進剤、Ｎ，Ｎ´−ｍ−フェニレンビスマレイミド等のマレイミド系促進剤等が挙げられ、単独または２種以上を組み合わせて用いることができる。これらのうち、エチレンチオウレア、トリメチルチオウレアが特に好ましい。
【００１８】
本発明における加硫促進剤の量はクロロプレンゴム１００重量部に対し、０．１重量部を超える量である。その量が０．１重量部以下の場合、このクロロプレンゴム組成物を加硫することにより得られる加硫ゴムは架橋密度が低く、十分な引張応力が得られないため、強度を要求される部材には適さない。本発明においては、加硫促進剤の添加量は、０．１重量部を越える量であり、必要な加硫を行える量であればその上限は特に限定されるものではないが、過剰に添加するとクロロプレンゴム組成物のスコーチタイムが短くなり実用に適さない恐れがあり、さらに経済的効果も考慮すると、加硫促進剤の種類により異なるがその添加量は０．３〜１０重量部が好ましい。
【００１９】
本発明のクロロプレンゴム組成物は、通常知られているクロロプレンゴムと同様の方法で成型加硫できる。例えば、本発明のクロロプレンゴム組成物に、カーボンブラック、シリカ、炭酸カルシウム、クレー等の補強剤及び充填剤、フタル酸誘導体、アジピン酸誘導体、セバシン酸誘導体、リン酸誘導体、鉱物油、植物油等の可塑剤及び軟化剤、硫黄等の加硫剤、ナフチルアミン化合物、ジフェニルアミン化合物、フェニレンジアミン化合物、キノリン化合物、亜リン酸エステル化合物等の老化防止剤及び安定剤等、また必要に応じて極少量の脱塩酸捕捉剤をロール、ニーダーまたはバンバリー等の混練機によって混合し、目的に応じた形状に成型加工し、加硫する方法がある。本発明のクロロプレンゴム組成物を加硫することにより得られるゴム加硫物は、良好な力学物性を持ち、従来のクロロプレンゴム組成物より優れた耐熱老化性と優れた圧縮永久歪を合わせ持つので耐熱老化性または圧縮永久歪の要求の厳しい部材を始めとする各用途に使用可能である。
【００２０】
【実施例】
以下に本発明を実施例によってさらに具体的に示すが、本発明はこれら実施例により限定されるものではない。
【００２１】
クロロプレンゴムの原料ゴムのムーニー粘度は、ＪＩＳ Ｋ６３８８のＢ法（１９９６年版）に従い、角形溝のダイを使用して評価した。クロロプレンゴム組成物のムーニー粘度、ムーニースコーチタイムは、ＪＩＳ Ｋ６３００（１９９６年版）に従い角形溝のダイを使用して評価した。加硫ゴムの力学物性はＪＩＳＫ６２５１（１９９６年版）に従い、ダンベル状３号形の試験片を用い、引張速度５００ｍｍ／ｍｉｎにて評価した。圧縮永久歪はＪＩＳ Ｋ６２６２（１９９６年版）に従い、大型試験片を使用し、ギヤー式老化試験機を用い１００℃×２２時間の条件にて評価した。耐熱老化試験はＪＩＳ Ｋ６２５７（１９９６年版）に従い、ギヤー式老化試験機を用い１００℃×１６８時間の老化条件によって評価した。なお、以下の記述で重量部とは原料クロロプレンゴム１００重量部に対する重量比を表す。
【００２２】
実施例１
２−クロロ−１，３−ブタジエンの単独重合体であるクロロプレンゴムＡ（原料ゴムムーニー粘度 ＭＬ（１＋４）１００℃ ５０）を用い、表１に示す配合に従って１ ｌニーダーで混練を行いクロロプレンゴム組成物を得た。このクロロプレンゴム組成物のムーニー粘度及びスコーチタイムを表１に示した。そしてこのクロロプレンゴム組成物を１６０℃×３０分プレス加硫を行なうことにより加硫ゴムを作成した。加硫物の力学物性、１００℃×２２時間の条件で評価した圧縮永久歪、及び１００℃×１６８時間の老化条件によって評価した耐熱老化性をそれぞれ表１に示した。その結果、良好な力学物性を有し、優れた圧縮永久歪と優れた耐熱老化性を合わせ持つことが確認できた。
【００２３】
【表１】

【００２４】
実施例２
表１に示す配合に従い、実施例１と同様に評価し、それらの評価結果を表１に示した。その結果、良好な力学物性を有し、優れた圧縮永久歪と優れた耐熱老化性を合わせ持つことが確認できた。
【００２５】
比較例１
表１に示す配合に従い、実施例１と同様に評価し、それらの評価結果を表１に示した。その結果、圧縮永久歪及び耐熱老化性が劣っていた。
【００２６】
実施例３、実施例４
表１に示す配合に従い、実施例１と同様に評価し、それらの評価結果を表１に示した。その結果、良好な力学物性を有し、優れた圧縮永久歪と優れた耐熱老化性を合わせ持つことが確認できた。
【００２７】
比較例２
表１に示す配合に従い、実施例１と同様に評価し、それらの評価結果を表１に示した。その結果、圧縮永久歪及び耐熱老化性が劣っていた。
【００２８】
実施例５
表１に示す配合に従い、実施例１と同様に評価し、それらの評価結果を表１に示した。その結果、良好な力学物性を有し、優れた圧縮永久歪と優れた耐熱老化性を合わせ持つことが確認できた。
【００２９】
実施例６
表２に示す配合に従い、実施例１と同様に評価し、それらの評価結果を表２に示した。その結果、良好な力学物性を有し、優れた圧縮永久歪と老化防止剤を含有するため更に優れた耐熱老化性を合わせ持つことが確認できた。
【００３０】
【表２】

【００３１】
実施例７
表２に示す配合に従い、実施例１と同様に評価し、それらの評価結果を表２に示した。その結果、良好な力学物性を有し、優れた圧縮永久歪と老化防止剤を含有するため更に優れた耐熱老化性を合わせ持つことが確認できた。
【００３２】
比較例３
表２に示す配合に従い、実施例１と同様に評価し、それらの評価結果を表２に示した。その結果、圧縮永久歪が劣っていた。耐熱老化性は等量の老化防止剤を含有している実施例６、７より劣っていた。
【００３３】
実施例８、実施例９
実施例１のクロロプレンゴムＡの代わりに２−クロロ−１，３−ブタジエンと２，３−ジクロロ−１，３−ブタジエンの共重合体であるクロロプレンゴムＢ（原料ゴムムーニー粘度 ＭＬ（１＋４）１００℃ ４９）を使用し、表２に示す配合に従い、実施例１と同様に評価し、それらの評価結果を表２に示した。その結果、良好な力学物性を有し、優れた圧縮永久歪と優れた耐熱老化性を合わせ持つことが確認できた。
【００３４】
実施例１０、実施例１１
表２に示す配合に従い、実施例１と同様に評価し、それらの評価結果を表２に示した。その結果、良好な力学物性を有し、優れた圧縮永久歪と優れた耐熱老化性を合わせ持つことが確認できた。
【００３５】
実施例１２
表３に示す配合に従い、実施例１と同様に評価し、それらの評価結果を表３に示した。その結果、良好な力学物性を有し、優れた圧縮永久歪と優れた耐熱老化性を合わせ持つことが確認できた。
【００３６】
【表３】

【００３７】
比較例４
表３に示す配合に従い、実施例１と同様の評価を試みた。しかし十分な脱塩酸捕捉剤を含まないために十分な加硫が行なえず、加硫ゴムが得られなかったのでその後の評価を中止した。
【００３８】
比較例５
表３に示す配合に従い、長時間加硫を行なうことにより実施例１と同様の評価を試みたが、加硫反応速度が低いため、十分な加硫が行なえず、加硫ゴムが得られなかったのでその後の評価を中止した。
【００３９】
比較例６
表３に示す配合に従い、実施例１と同様の評価を試みた。しかし酸化亜鉛を含まないために十分な加硫が行なえず、加硫ゴムが得られなかったのでその後の評価を中止した。
【００４０】
比較例７
表３に示す配合に従い、実施例１と同様に評価し、それらの評価結果を表３に示した。その結果、力学物性が劣っていた。
【００４１】
比較例８
表３に示す配合に従い、実施例１と同様に評価し、それらの評価結果を表３に示した。その結果、力学物性及び圧縮永久歪が劣っていた。
【００４２】
【発明の効果】
以上の結果から、本発明により得られるクロロプレンゴム組成物が、良好な力学物性を持ち、従来のクロロプレンゴム組成物より優れた耐熱老化性と優れた圧縮永久歪を合わせ持つことが明らかである。
【００４３】[0001]
BACKGROUND OF THE INVENTION
The present invention relates to a chloroprene rubber composition. More specifically, the present invention relates to a chloroprene rubber composition having good mechanical properties and having both heat aging resistance superior to conventional chloroprene rubber compositions and excellent compression set.
[0002]
[Prior art]
As industrial products such as automobiles in recent years have been improved in quality and extended in life, there has been an increasing demand for improving the quality of rubber members used in them. However, changing the raw material to a rubber material having better quality generally causes an increase in cost, and thus is not preferable. Improvement of quality using the current rubber material is being studied as much as possible.
[0003]
Chloroprene rubber is used in a wide range of applications because of its good balance of physical properties among various synthetic rubbers, but for the reasons described above, further improvements such as heat aging resistance and compression set are required. On the other hand, improvement by changing the anti-aging agent, vulcanizing agent, compounding agent, etc. has been studied, but there is a limit to improve without impairing other properties, and in order to make further quality improvement Being aware of the cost increase, changes to other rubber materials were being considered.
[0004]
[Problems to be solved by the invention]
The present invention has been made in view of the above-mentioned problems, and its purpose is to maintain good mechanical properties without impairing the properties of chloroprene rubber, superior heat aging resistance and superior compression than conventional chloroprene rubber compositions. It is to provide a chloroprene rubber composition having both permanent set.
[0005]
[Means for Solving the Problems]
As a result of intensive studies to solve the above-mentioned problems, the present inventors have identified a dehydrochlorination scavenger of the chloroprene rubber composition, have good mechanical properties, and are superior to conventional chloroprene rubber compositions. It has been found that a chloroprene rubber composition having both heat aging resistance and excellent compression set can be obtained, and has led to the present invention.
[0006]
That is, in the present invention, 0.1 to 10 parts by weight of a glycidylamine compound having a structure represented by the following formula (1) in the molecule, 1 to 20 parts by weight of zinc oxide, and 100 parts by weight of chloroprene rubber; A chloroprene rubber composition excellent in heat aging resistance and compression set, characterized by comprising a vulcanization accelerator in an amount exceeding 1 part by weight.
[0007]
[Chemical 3]

[0008]
Hereinafter, the present invention will be described in detail.
[0009]
The chloroprene rubber in the present invention is a rubber obtained by polymerization of 2-chloro-1,3-butadiene containing 50% by weight or less of a comonomer copolymerizable with chloroprene. The comonomer here is not particularly limited as long as it is a monomer copolymerizable with 2-chloro-1,3-butadiene, and examples thereof include monovinyl compounds such as acrylonitrile, methacrylonitrile, vinylidene chloride, acrylic Aromatic vinyl compounds such as acid esters, methacrylic acid esters, styrene, α-methylstyrene, 1,3-butadiene, 1-chloro-1,3-butadiene, 2,3-dichloro-1,3-butadiene, etc. Conjugated diene compounds, sulfur and the like, and can be used alone or in combination of two or more. Of these, 1-chloro-1,3-butadiene, 2,3-dichloro-1,3-butadiene, and the like are particularly preferable. Further, the chloroprene rubber in the present invention can be produced by a known method such as emulsion polymerization, solution polymerization, bulk polymerization and the like.
[0010]
Glycidylamine compound having in its molecule the structure represented by the following formula (1) or (2) in the present invention
[Formula 4]

[0012]
[Chemical formula 5]

[0013]
Acts mainly as a dehydrochlorination scavenger in the chloroprene rubber composition of the present invention. Examples of the glycidylamine compound include tetraglycidyldiaminodiphenylmethane, triglycidylparaaminophenol, triglycidylmetaaminophenol, diglycidylaniline, diglycidyltoluidine, tetraglycidylmetaxylylenediamine, tetraglycidylbisaminomethylcyclohexane and the like. Among these, a glycidylamine compound having a structure represented by the above formula (2) in the molecule is preferable, and tetraglycidyldiaminodiphenylmethane and diglycidylaniline are particularly preferable.
[0014]
The amount of the glycidylamine compound having a structure represented by the above formula (1) or (2) in the present invention in the molecule is 0.1 to 10 parts by weight with respect to 100 parts by weight of the chloroprene rubber. When the amount is less than 0.1 part by weight, the amount of the dehydrochlorination scavenger in the chloroprene rubber composition is insufficient, and the hydrochloric acid gas generated by heat during kneading or vulcanization cannot be completely captured. This is not preferable because the metal surface of the kneader or the mold is corroded. On the other hand, when the amount exceeds 10 parts by weight, the crosslinking reaction rate is remarkably lowered, and a long-term vulcanization is required to obtain a vulcanizate having sufficient performance, which is not preferable. The amount of the glycidylamine compound having the structure represented by the above formula (1) or (2) in the molecule is preferably 0.3 to 5 parts by weight.
[0015]
In addition, magnesium oxide is usually used as a scavenger for dehydrochlorination of the chloroprene rubber composition. However, in the present invention, the presence of magnesium oxide in the chloroprene rubber composition significantly deteriorates the heat aging resistance and compression set. Is preferably 0 to 2 parts by weight. More preferably, it is 1 part by weight or less.
[0016]
In the chloroprene rubber composition of the present invention, zinc oxide in the present invention functions as a vulcanizing agent or a vulcanization acceleration aid, and the amount thereof is 1 to 20 parts by weight with respect to 100 parts by weight of chloroprene rubber. When the zinc oxide is less than 1 part by weight, even if the chloroprene rubber composition is vulcanized, a satisfactory vulcanizate cannot be obtained because the crosslinking density is low. Moreover, when it exceeds 20 weight part, the mechanical physical property of the vulcanizate obtained by vulcanizing a chloroprene rubber composition will be impaired. The amount of zinc oxide added is preferably 3 to 15 parts by weight.
[0017]
The vulcanization accelerator in the present invention is not particularly limited as long as it is generally used in a chloroprene rubber composition. For example, thiazole accelerators such as dibenzothiazyl disulfide, N-cyclohexyl-2-benzothia Sulfenamide accelerators such as zoylsulfenamide, guanidine accelerators such as di-o-toluylguanidine, thiuram accelerators such as tetramethylthiuram monosulfide and tetramethylthiuram disulfide, and dithiocarbamines such as zinc diethyldithiocarbamate Examples thereof include acid salt accelerators, thiourea accelerators such as ethylenethiourea, trimethylthiourea and diethylthiourea, maleimide accelerators such as N, N′-m-phenylenebismaleimide, and the like, alone or in combination of two or more. Can be used Of these, ethylenethiourea and trimethylthiourea are particularly preferred.
[0018]
The amount of the vulcanization accelerator in the present invention is an amount exceeding 0.1 parts by weight with respect to 100 parts by weight of the chloroprene rubber. When the amount is 0.1 parts by weight or less, the vulcanized rubber obtained by vulcanizing the chloroprene rubber composition has a low crosslink density and cannot obtain a sufficient tensile stress. Not suitable for. In the present invention, the addition amount of the vulcanization accelerator is an amount exceeding 0.1 parts by weight, and the upper limit is not particularly limited as long as necessary vulcanization is possible, but it is added excessively. Then, the scorch time of the chloroprene rubber composition may be shortened and may not be suitable for practical use. Further, considering the economic effect, the addition amount is preferably 0.3 to 10 parts by weight although it varies depending on the type of vulcanization accelerator.
[0019]
The chloroprene rubber composition of the present invention can be molded and vulcanized in the same manner as a conventionally known chloroprene rubber. For example, in the chloroprene rubber composition of the present invention, reinforcing agents and fillers such as carbon black, silica, calcium carbonate, clay, phthalic acid derivatives, adipic acid derivatives, sebacic acid derivatives, phosphoric acid derivatives, mineral oils, vegetable oils, etc. Plasticizers and softeners, sulfur vulcanizing agents, naphthylamine compounds, diphenylamine compounds, phenylenediamine compounds, quinoline compounds, phosphite compounds and other anti-aging agents and stabilizers, etc. There is a method in which a hydrochloric acid scavenger is mixed with a kneader such as a roll, kneader, or Banbury, molded into a shape suitable for the purpose, and vulcanized. The rubber vulcanizate obtained by vulcanizing the chloroprene rubber composition of the present invention has good mechanical properties, and has both heat aging resistance superior to conventional chloroprene rubber compositions and excellent compression set. It can be used in various applications including members requiring severe heat aging resistance or compression set.
[0020]
【Example】
The present invention will be described more specifically with reference to the following examples. However, the present invention is not limited to these examples.
[0021]
The Mooney viscosity of the raw material rubber of chloroprene rubber was evaluated using a square groove die according to JIS K6388, Method B (1996 version). The Mooney viscosity and Mooney scorch time of the chloroprene rubber composition were evaluated using a square groove die in accordance with JIS K6300 (1996 edition). The mechanical properties of the vulcanized rubber were evaluated according to JISK6251 (1996 edition) using dumbbell-shaped No. 3 test pieces at a tensile speed of 500 mm / min. The compression set was evaluated according to JIS K6262 (1996 edition) using a large test piece and using a gear type aging tester at 100 ° C. for 22 hours. The heat aging test was evaluated according to aging conditions of 100 ° C. × 168 hours using a gear type aging tester according to JIS K6257 (1996 edition). In the following description, “part by weight” represents a weight ratio with respect to 100 parts by weight of the raw material chloroprene rubber.
[0022]
Example 1
Chloroprene rubber A (raw rubber Mooney viscosity ML (1 + 4) 100 ° C. 50), which is a homopolymer of 2-chloro-1,3-butadiene, is kneaded in a 1 l kneader according to the formulation shown in Table 1, and the chloroprene rubber composition I got a thing. The Mooney viscosity and scorch time of this chloroprene rubber composition are shown in Table 1. The chloroprene rubber composition was press vulcanized at 160 ° C. for 30 minutes to prepare a vulcanized rubber. Table 1 shows the mechanical properties of the vulcanizate, the compression set evaluated under conditions of 100 ° C. × 22 hours, and the heat aging resistance evaluated under aging conditions of 100 ° C. × 168 hours. As a result, it was confirmed that it had good mechanical properties and had both excellent compression set and excellent heat aging resistance.
[0023]
[Table 1]

[0024]
Example 2
According to the formulation shown in Table 1, evaluation was performed in the same manner as in Example 1, and the evaluation results are shown in Table 1. As a result, it was confirmed that it had good mechanical properties and had both excellent compression set and excellent heat aging resistance.
[0025]
Comparative Example 1
According to the formulation shown in Table 1, evaluation was performed in the same manner as in Example 1, and the evaluation results are shown in Table 1. As a result, compression set and heat aging resistance were inferior.
[0026]
Example 3 and Example 4
According to the formulation shown in Table 1, evaluation was performed in the same manner as in Example 1, and the evaluation results are shown in Table 1. As a result, it was confirmed that it had good mechanical properties and had both excellent compression set and excellent heat aging resistance.
[0027]
Comparative Example 2
According to the formulation shown in Table 1, evaluation was performed in the same manner as in Example 1, and the evaluation results are shown in Table 1. As a result, compression set and heat aging resistance were inferior.
[0028]
Example 5
According to the formulation shown in Table 1, evaluation was performed in the same manner as in Example 1, and the evaluation results are shown in Table 1. As a result, it was confirmed that it had good mechanical properties and had both excellent compression set and excellent heat aging resistance.
[0029]
Example 6
According to the formulation shown in Table 2, the evaluation was performed in the same manner as in Example 1, and the evaluation results are shown in Table 2. As a result, it has been confirmed that it has good mechanical properties and has excellent compression set and anti-aging agent, so that it has further excellent heat aging resistance.
[0030]
[Table 2]

[0031]
Example 7
According to the formulation shown in Table 2, the evaluation was performed in the same manner as in Example 1, and the evaluation results are shown in Table 2. As a result, it has been confirmed that it has good mechanical properties and has excellent compression set and anti-aging agent, so that it has further excellent heat aging resistance.
[0032]
Comparative Example 3
According to the formulation shown in Table 2, the evaluation was performed in the same manner as in Example 1, and the evaluation results are shown in Table 2. As a result, the compression set was inferior. The heat aging resistance was inferior to Examples 6 and 7 containing an equal amount of anti-aging agent.
[0033]
Example 8 and Example 9
Chloroprene rubber B (raw material rubber Mooney viscosity ML (1 + 4) 100, which is a copolymer of 2-chloro-1,3-butadiene and 2,3-dichloro-1,3-butadiene, instead of chloroprene rubber A of Example 1 49 ° C. was used and evaluated in the same manner as in Example 1 in accordance with the formulation shown in Table 2. The evaluation results are shown in Table 2. As a result, it was confirmed that it had good mechanical properties and had both excellent compression set and excellent heat aging resistance.
[0034]
Example 10 and Example 11
According to the formulation shown in Table 2, the evaluation was performed in the same manner as in Example 1, and the evaluation results are shown in Table 2. As a result, it was confirmed that it had good mechanical properties and had both excellent compression set and excellent heat aging resistance.
[0035]
Example 12
According to the formulation shown in Table 3, evaluation was performed in the same manner as in Example 1, and the evaluation results are shown in Table 3. As a result, it was confirmed that it had good mechanical properties and had both excellent compression set and excellent heat aging resistance.
[0036]
[Table 3]

[0037]
Comparative Example 4
According to the formulation shown in Table 3, the same evaluation as in Example 1 was tried. However, since sufficient dehydrochlorination scavenger was not included, sufficient vulcanization could not be performed and vulcanized rubber could not be obtained.
[0038]
Comparative Example 5
The same evaluation as in Example 1 was attempted by performing vulcanization for a long time according to the formulation shown in Table 3, but because the vulcanization reaction rate was low, sufficient vulcanization could not be performed and vulcanized rubber could not be obtained. Therefore, the subsequent evaluation was stopped.
[0039]
Comparative Example 6
According to the formulation shown in Table 3, the same evaluation as in Example 1 was tried. However, since it did not contain zinc oxide, sufficient vulcanization could not be performed and vulcanized rubber could not be obtained, so the subsequent evaluation was stopped.
[0040]
Comparative Example 7
According to the formulation shown in Table 3, evaluation was performed in the same manner as in Example 1, and the evaluation results are shown in Table 3. As a result, the mechanical properties were inferior.
[0041]
Comparative Example 8
According to the formulation shown in Table 3, evaluation was performed in the same manner as in Example 1, and the evaluation results are shown in Table 3. As a result, mechanical properties and compression set were inferior.
[0042]
【The invention's effect】
From the above results, it is clear that the chloroprene rubber composition obtained according to the present invention has good mechanical properties and has both excellent heat aging resistance and excellent compression set as compared with conventional chloroprene rubber compositions.
[0043]

Claims (2)

Over 100 parts by weight of chloroprene rubber, 0.1 to 10 parts by weight of a glycidylamine compound having a structure represented by the following formula (1) in the molecule, 1 to 20 parts by weight of zinc oxide, and more than 0.1 part by weight A chloroprene rubber composition excellent in heat aging resistance and compression set, characterized by comprising an amount of a vulcanization accelerator.

2. The chloroprene excellent in heat aging resistance and compression set according to claim 1, wherein the glycidylamine compound according to claim 1 is a glycidylamine compound having a structure represented by the following formula (2) in the molecule. Rubber composition.