JPS5817030B2 - How to set up ethylene propylene - Google Patents
How to set up ethylene propyleneInfo
- Publication number
- JPS5817030B2 JPS5817030B2 JP50140652A JP14065275A JPS5817030B2 JP S5817030 B2 JPS5817030 B2 JP S5817030B2 JP 50140652 A JP50140652 A JP 50140652A JP 14065275 A JP14065275 A JP 14065275A JP S5817030 B2 JPS5817030 B2 JP S5817030B2
- Authority
- JP
- Japan
- Prior art keywords
- rubber
- fibers
- formalin
- ethylene propylene
- acrylamide
- 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
Links
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C66/00—General aspects of processes or apparatus for joining preformed parts
- B29C66/70—General aspects of processes or apparatus for joining preformed parts characterised by the composition, physical properties or the structure of the material of the parts to be joined; Joining with non-plastics material
- B29C66/71—General aspects of processes or apparatus for joining preformed parts characterised by the composition, physical properties or the structure of the material of the parts to be joined; Joining with non-plastics material characterised by the composition of the plastics material of the parts to be joined
Landscapes
- Adhesives Or Adhesive Processes (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Reinforced Plastic Materials (AREA)
- Laminated Bodies (AREA)
- Moulding By Coating Moulds (AREA)
- Lining Or Joining Of Plastics Or The Like (AREA)
Description
【発明の詳細な説明】
本発明はエチレンプロピレン共重合体ゴムと繊維との接
着方法、特にパーオキサイド加硫可能なエチレンプロピ
レン共重合体ゴムを繊維と接着さ。DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a method for adhering ethylene propylene copolymer rubber to fibers, particularly for adhering peroxide vulcanizable ethylene propylene copolymer rubber to fibers.
せる方法に関するものである。This is related to how to
近年、コンベヤベルト、■ベルト、タイヤ、編上ホース
等のゴム製品においては使用榮注が益々苛酷化し、特に
耐熱性の妥求度が非常に高まり、従来の耐熱ゴムである
スチレンブタジェンゴム、あるいはブチルゴム等では使
用に耐えることが次第に難しい状況であったが、近時エ
チレンプロピレン共重合体ゴムが出現するに及んで高温
度の使用に耐えるゴム製品の開発が可能になるに至った
。In recent years, the use of rubber products such as conveyor belts, belts, tires, and braided hoses has become increasingly demanding, and the need for heat resistance in particular has increased significantly. Alternatively, butyl rubber and the like had become increasingly difficult to withstand, but with the recent appearance of ethylene propylene copolymer rubber, it has become possible to develop rubber products that can withstand use at high temperatures.
しかし、このエチレンプロピレン共重合体ゴムはその分
子内に不飽和結合を全く有しないか又はごくわずかしか
有していないため、硫黄加硫系では強力な促進剤と組合
わせなければならないか又はパーオキサイドによる加硫
する方法を行なわなければならない。However, this ethylene propylene copolymer rubber has no or very few unsaturated bonds in its molecules, so in sulfur vulcanization systems it must be combined with a strong accelerator or it cannot be cured. An oxide vulcanization method must be used.
就中、特に、最も耐熱性が期待できるのはパーオキサイ
ド力ロ硫コ゛ムである。Among these, peroxide-based sulfuric coatings are particularly expected to have the highest heat resistance.
ところが上記各種のゴム製品は繊維と組合わされた複合
体で有機繊維材料、例えばナイロン、ビニロン、レーヨ
ン、ポリエステル等の織物で補強された製品であるが1
.エチレンプロピレン共重合体ゴムのこれら繊維の従来
の接着剤であるRFL液の組合せでは加硫機構、接着機
構からして充分な接着力を得ることはできなかった。However, the various rubber products mentioned above are composites combined with fibers and reinforced with organic fiber materials, such as woven fabrics such as nylon, vinylon, rayon, and polyester.
.. With the combination of RFL liquid, which is a conventional adhesive for these fibers of ethylene propylene copolymer rubber, it was not possible to obtain sufficient adhesive strength due to the vulcanization mechanism and adhesion mechanism.
本発明はかXる従来の加硫における問題点に着目し、そ
の解決を図ったもので、エチレンプロピレン共重合体ゴ
ムと繊維の接着力を向上させることを目的とするもので
あり、エチレンプロピレン共重合体ゴムと繊維の接着に
おいて、アクリルアミドとホルマリンをアルカリの存在
下で反応させ、該液をレゾルシン、ホルマリン、ラテッ
クスあるいはレゾルシン、ラテックスからなる液に加え
て熟成させた後、該繊維をこの液で処理し、次いで該ゴ
ムと密着してパーオキサイド加硫することを特徴とする
ものである。The present invention focuses on and attempts to solve the problems in conventional vulcanization, and aims to improve the adhesive strength between ethylene propylene copolymer rubber and fibers. In bonding copolymer rubber and fibers, acrylamide and formalin are reacted in the presence of an alkali, and the solution is added to resorcinol, formalin, latex, or a solution consisting of resorcinol and latex, and after aging, the fibers are bonded to this solution. The rubber is treated with peroxide and then vulcanized with peroxide in close contact with the rubber.
以下、これを更に順次詳述する。This will be explained in more detail below.
先ず、前記本発明における接着肌理剤はアクリルアミド
1モルに対してホルマリン0.3〜2.5モルを触媒と
して0.005〜0.08規定のアルカリの存在下で4
0〜100°Cで1〜7日間反応させて液中にNメチロ
ールアクリルアミドを含む液とし、この液をレゾルシン
1モルに対しホルマリン0〜2.0モルとラテックスか
らなるRFL液の固形分(ホルマリンも含む)100重
量部に対して40〜400重量部加えて熟成させる。First, the adhesive texture agent in the present invention is prepared by treating 1 mole of acrylamide with 0.3 to 2.5 moles of formalin as a catalyst in the presence of a 0.005 to 0.08 normal alkali.
The reaction is carried out at 0 to 100°C for 1 to 7 days to obtain a liquid containing N-methylol acrylamide, and this liquid is mixed with the solid content (formalin (including 40 to 400 parts by weight) per 100 parts by weight and ripened.
尚、Nメチロールアクリルアミドを含む液を作る際に、
若しホルマリンを過剰に添加すれば、ホルマリンを含才
ないレゾルシンとラテックスからなる液に加えるように
すればよい。In addition, when making a liquid containing N-methylol acrylamide,
If too much formalin is added, formalin can be added to a liquid consisting of unsaturated resorcinol and latex.
Nメチロールアクリルアミド生成には反応系をアルカリ
性にすることが必要で、酸性ではゲル化する。In order to generate N-methylol acrylamide, it is necessary to make the reaction system alkaline, and if it is acidic, it will gel.
アルカリ性ではアクリルアミドはホルマリンと反応して
Nメチロールアクリルアミドを生成することは一般に知
られている。It is generally known that in alkaline conditions, acrylamide reacts with formalin to produce N-methylolacrylamide.
又、本発明で使用する前記アルカリとしては水酸化ナト
リウム、水酸化カリウム等が挙げられる。Further, examples of the alkali used in the present invention include sodium hydroxide and potassium hydroxide.
更に、ラテックスには天然ゴム、スチレンブタジェン共
重合体、スチレンブタジェンビニルピリジン共重合体、
カルボキシル化アクリロニl−IJルブタジエン共重合
体、クロロプレン重合体等かあ。Furthermore, the latex contains natural rubber, styrene-butadiene copolymer, styrene-butadiene vinylpyridine copolymer,
Carboxylated acryloni l-IJ butadiene copolymer, chloroprene polymer, etc.
る。Ru.
次に上記のようにして得られた接着処理剤を用いて、こ
れに繊維を浸漬した後、通常、130〜180℃で5〜
15分間の熱肌理を行ない、次いで未加硫のエチレンプ
ロピレン共重合体ゴムと密。Next, using the adhesive treatment agent obtained as described above, after immersing the fibers in this, the adhesive agent is usually heated for 5 to 50 minutes at 130 to 180°C.
The material was heat-textured for 15 minutes and then packed with unvulcanized ethylene propylene copolymer rubber.
着させ、パーオキサイド加硫を行なう。and peroxide vulcanization.
なお、本発明の適用される繊維とは綿、レーヨン、ビニ
ロン、ナイロン、ポリエステル等の繊維、コード、織布
、不織布、シート、フェルト等のすべての形態のものを
包含する。The fibers to which the present invention is applied include all forms of fibers such as cotton, rayon, vinylon, nylon, and polyester, cords, woven fabrics, nonwoven fabrics, sheets, and felts.
更に、エチレンプロピレン共重合体ゴムとはパーオキサ
イド加硫が可能であり、エチレンプロピレン以外に第3
成分として例えば1,4−ペンクジエン、2−メチル−
1,4−ペンタジェン、1゜5−へキサジエン、2−メ
チル−1,5−へキサ。Furthermore, ethylene propylene copolymer rubber can be peroxide vulcanized, and ethylene propylene copolymer rubber can be cured with peroxide.
As a component, for example, 1,4-pencdiene, 2-methyl-
1,4-pentadiene, 1°5-hexadiene, 2-methyl-1,5-hex.
ジエン、ジシクロペンタジェン、2−メチレン−2,5
−ノルボルネン等の非共役二重結合を有する二元共重合
体ゴムでこれらのゴムを単独又は任意の割合にブレンド
して用いる。diene, dicyclopentadiene, 2-methylene-2,5
- A binary copolymer rubber having a non-conjugated double bond such as norbornene, and these rubbers are used alone or as a blend in any proportion.
又、パーオキサイドはジクミルパーオキサイド、・α、
α′−ビス(ターシャリペルオキシ)パラジイソプロピ
ルベンゼン、2,5−ジエチル−2,5−ジ(クーシャ
リブチルペルオキシ)ヘキサン、2.5−ジメチル−2
,5−ジ(ターシャリブチルペルオキシ)ヘキシン−3
,n−ブチル−4,4−ヒスタージャリフチルオキシペ
ルバレレート等で、これらは単独で使用するが、多くの
場合は炭酸カルシウム等の無機充填剤に希釈して使用す
る。Also, the peroxide is dicumyl peroxide, α,
α'-bis(tert-peroxy)paradiisopropylbenzene, 2,5-diethyl-2,5-di(cuc-butylperoxy)hexane, 2,5-dimethyl-2
,5-di(tert-butylperoxy)hexyne-3
, n-butyl-4,4-hysteralifthyloxypervalerate, etc. These are used alone, but in many cases they are used diluted with an inorganic filler such as calcium carbonate.
本発明における接着の機構としては前記接着処理剤のN
メチロールアクリルアミドのメチロール基が直接繊維の
アミド基又は水酸基と反応するか又は水素結合を生成し
て接着するか、あるいは、Nメチロールアクリルアミド
のメチロール基とし:ゾルシン、ホルマリンが反応して
メチロール化されたレゾルシンのメチロール基と脱水反
応を生じてエーテル結合を生じ、フリーのレゾルシンの
メチロール基が繊維のアミド基又は水酸基と結合を生じ
るか又は水素結合で接着を形成するものと見・られる。The adhesion mechanism in the present invention is the N of the adhesive treatment agent.
The methylol group of methylol acrylamide directly reacts with the amide group or hydroxyl group of the fiber, or forms a hydrogen bond and adheres to it, or the methylol group of N-methylol acrylamide reacts with sorcin, formalin, and becomes methylolated resorcin. It is thought that a dehydration reaction occurs with the methylol group of the resorcinol to form an ether bond, and the methylol group of the free resorcinol forms a bond with the amide group or hydroxyl group of the fiber or forms an adhesion through hydrogen bonding.
このようにして繊維と接着肌理剤は結合し、次いでエチ
レンプロピレン共重合体ゴムをパーオキサイド加硫すれ
ば、パーオキサイドラジカルによってゴムの水素が引き
抜かれて炭素ラジカル(以下、ゴムラジカルと言う)を
生じる。In this way, the fibers and the adhesive texture agent are combined, and then when the ethylene propylene copolymer rubber is peroxide vulcanized, hydrogen from the rubber is extracted by the peroxide radicals and carbon radicals (hereinafter referred to as rubber radicals) are generated. arise.
そし)てこのラジカル同志が結合してゴムが架橋し、更
に繊維表面ではNメチロールアクリルアミドの不飽和結
合とゴムラジカルが反応して結合を生じてエチレンプロ
ピレン共重合体ゴム組成物と繊維が強固に接着する。Then, the lever radicals combine to crosslink the rubber, and furthermore, on the fiber surface, the unsaturated bonds of N-methylol acrylamide and the rubber radicals react to form a bond, and the ethylene propylene copolymer rubber composition and the fiber become stronger. Glue.
・ 斜上のような接着反応を生じさせる方法は従来に見
られない全く新規なもので、接着力においても従来のレ
ゾルシン、ホルマリン、ラテックスの逃理液を使用する
場合よりはるかにすぐれており、剥離状態でもゴム−ゴ
ム破壊となることが実験の;結果、裏付けられた。・The method of producing an adhesive reaction such as an upward slope is completely new and has far superior adhesive strength than the conventional release liquids of resorcinol, formalin, and latex. Experimental results have confirmed that rubber-to-rubber destruction occurs even in a peeled state.
このような本発明による接着力の向上は前述せる各種の
ゴム製品をより高温における使用を可能ならしめるばか
りでなく、苛酷な動的使用条件にも耐えさせるものであ
り、極めて顕著な効果である。This improvement in adhesive strength achieved by the present invention not only enables the various rubber products mentioned above to be used at higher temperatures, but also allows them to withstand severe dynamic usage conditions, which is an extremely remarkable effect. .
なお、使用するアクリルアミドは、エチレンプロピレン
共重合体ゴムのパーオキサイド加硫においては架橋助剤
としても作用するため、ホルマリンに対してアクリルア
ミドが多い場合は反応残余iのアクリルアミドが架橋助
剤として働き、ゴム物性の向上に有効に作用する。Note that the acrylamide used also acts as a crosslinking aid in the peroxide vulcanization of ethylene propylene copolymer rubber, so if there is a large amount of acrylamide compared to formalin, the acrylamide in the reaction residue i acts as a crosslinking aid, Effectively works to improve rubber physical properties.
又、繊維の浸漬処理後の熱肌理時には、アクリルアミド
が重合してポリアクリルアミドになっても架橋助剤とし
ての効果は充分期待できることが分った。Furthermore, it has been found that even when acrylamide polymerizes to form polyacrylamide during thermal texture of fibers after dipping treatment, it can be expected to be sufficiently effective as a crosslinking aid.
アクリルアミドに対してホルマリンが多い時は反応残余
のホルマリンはレゾルシンのメチロール化に用いられる
。When there is more formalin than acrylamide, the remaining formalin from the reaction is used to methylolize resorcinol.
次に、本発明方法の具体例実施の態様を以下に記述する
実施例によって説明するが、本発明が勿論、か5る実施
例に限定されるものでないことは当然である。Next, specific embodiments of the method of the present invention will be explained with reference to the examples described below, but it goes without saying that the present invention is not limited to these five examples.
実施例 1
第1表に示すようにアクリルアミド、37%ホルマリン
を水酸化ナトリウムの存在下で50℃、3日間反応させ
てNメチロールアクリルアミドの混液(IX2)を得た
。Example 1 As shown in Table 1, acrylamide and 37% formalin were reacted in the presence of sodium hydroxide at 50°C for 3 days to obtain a mixed solution of N-methylolacrylamide (IX2).
※ 0.01規定、※※ 0.1規定
k 得られた混液(1)は無色透明であるが、液(2)
は白色の沈澱物を生じた。* 0.01 normal, ** 0.1 normal k The obtained mixture (1) is colorless and transparent, but the liquid (2)
produced a white precipitate.
次に混液(1)を20C,eとり、100CCのアセト
ンを加えて一20℃で1日放置すると白色粉末が析出し
た。Next, the mixture (1) was taken at 20C, e, and 100CC of acetone was added thereto, and when it was left at -20C for 1 day, a white powder was precipitated.
この粉末を赤外線吸収スペクトルで調べると第2図のよ
うになり、エーテル結合(1100。When this powder is examined by infrared absorption spectrum, it shows the ether bond (1100) as shown in Figure 2.
1 1140CrrL)が見られる。1 1140CrrL) can be seen.
これを、第1図のNメチロールアクリルアミドの赤外線
吸収スペクトルと対比して考察すると、該液はNメチロ
ールアクリルアミドのメチロール基同志が脱水縮合した
ものとNメチロールアクリルアミドの混合物であると認
めることができる。When this is considered in comparison with the infrared absorption spectrum of N-methylolacrylamide in FIG. 1, it can be recognized that the liquid is a mixture of N-methylolacrylamide and N-methylol acrylamide in which the methylol groups are dehydrated and condensed.
次に、第2表に示す組成からRF液を作り、更に第3表
に示す組成から50°C13日間熟成して接着処理剤を
得た。Next, an RF liquid was prepared from the composition shown in Table 2, and further aged at 50°C for 13 days from the composition shown in Table 3 to obtain an adhesive treatment agent.
゛ム破断50係
A°ゴム−ゴム破断、 B=(づ、衾ニー、、5o係
次いで、ナイロン帆布を第3表肌理液(IX2X3)に
浸漬し、150°Cで10分間熱姐理を行ない、これを
第4表に示す配合ゴムと密着して150°C160分間
加熱して加硫接着した。50% A°Rubber - Rubber rupture, B=(Z, Knee, 5o) Next, the nylon canvas was immersed in Table 3 texture liquid (IX2X3) and heated at 150°C for 10 minutes. This was then vulcanized and bonded by heating at 150° C. for 160 minutes in close contact with the compounded rubber shown in Table 4.
接着力測定はJIS K6301に準じて行ない、得ら
れた結果は前記第3表に併記した通りである。The adhesive force measurement was carried out according to JIS K6301, and the obtained results are shown in Table 3 above.
実施例 2
第5表に示すように過剰のホルマリンを加え突米流側1
と同様な方法によりNメチロールアクリルアミドの混液
(3)を得た。Example 2 Add excess formalin as shown in Table 5
A mixed solution (3) of N-methylolacrylamide was obtained in the same manner as above.
この得られた混液(3)は無色透明であった。The obtained liquid mixture (3) was colorless and transparent.
次に、第6表に示す組成から、50℃、3日間熟成して
接着処理剤を得た。Next, an adhesive treatment agent was obtained from the composition shown in Table 6 by aging at 50° C. for 3 days.
そしてこの接着処理剤にナイロン帆布を浸漬し、実施例
1と同様の方法で魁理を行ない、第4表に示す配合ゴム
と加硫接着した。A nylon canvas was immersed in this adhesive treatment agent and treated in the same manner as in Example 1, and was vulcanized and bonded to the compounded rubber shown in Table 4.
その接着力の結果は第6表に併記した通りである。The results of the adhesive strength are also shown in Table 6.
比較例 1
前記実施ρす1,2に対し、次に第7表に示すように、
アクリルアミドを含まない組成から実施例と同じく、5
0℃で3日間熟成させて別の接着処理剤を鍔た。Comparative Example 1 In contrast to the above implementations 1 and 2, as shown in Table 7,
As in the example, the composition does not contain acrylamide.
After aging at 0° C. for 3 days, another adhesive treatment agent was applied.
そしてこの処理剤を用いて実施例と同じく接着力を測定
したところ、゛第7表に示す通りであった。Using this treatment agent, the adhesive strength was measured in the same manner as in the examples, and the results were as shown in Table 7.
以上の各実施例、比較例の結果より、本発明における接
着処理剤はエチレンプロピレン共重合体ゴムのパーオキ
サイド加硫ゴムと繊維の接着に顕著な効果ウコあり、本
発明接着方法が従来の接着方法に比しすぐれた接着方法
であることが分る。From the results of the above Examples and Comparative Examples, the adhesive treatment agent of the present invention has a remarkable effect on adhesion between peroxide vulcanized rubber of ethylene propylene copolymer rubber and fibers. It can be seen that this adhesion method is superior to that of the conventional method.
第1図はNメチロールアクリルアミドの赤外線吸収スペ
クトルを示すグラフ、第2図は前記第1表における混液
(1)に係る赤外線吸収スペクトルを示すグラフである
。FIG. 1 is a graph showing the infrared absorption spectrum of N-methylolacrylamide, and FIG. 2 is a graph showing the infrared absorption spectrum of the mixture (1) in Table 1.
Claims (1)
いて、アクリルアミドとホルマリンをアル;カリの存在
下で反応させ、得られた液をレゾルシン、ホルマリン、
ラテックスあるいはレゾルシン、ラテックスからなる液
に加えて熟成させた後、繊維をこの液で処理し、次いで
前記ゴムと密着してパーオキサイド加硫することを特徴
とするエチレ。 ンプロピレン共重合体ゴムと繊維の接着方法。[Claims] 1. In adhesion of ethylene propylene copolymer rubber and fibers, acrylamide and formalin are reacted in the presence of alkaline and potassium, and the resulting liquid is mixed with resorcin, formalin,
Latex or resorcinol, an ethylene fiber characterized in that after being aged in a liquid made of latex, the fibers are treated with this liquid, and then the fibers are brought into close contact with the rubber and vulcanized with peroxide. A method for adhering propylene copolymer rubber and fibers.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP50140652A JPS5817030B2 (en) | 1975-11-22 | 1975-11-22 | How to set up ethylene propylene |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP50140652A JPS5817030B2 (en) | 1975-11-22 | 1975-11-22 | How to set up ethylene propylene |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS5263978A JPS5263978A (en) | 1977-05-26 |
JPS5817030B2 true JPS5817030B2 (en) | 1983-04-04 |
Family
ID=15273619
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP50140652A Expired JPS5817030B2 (en) | 1975-11-22 | 1975-11-22 | How to set up ethylene propylene |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS5817030B2 (en) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS58198546A (en) * | 1982-05-17 | 1983-11-18 | Teijin Ltd | Rubber reinforcer |
-
1975
- 1975-11-22 JP JP50140652A patent/JPS5817030B2/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
JPS5263978A (en) | 1977-05-26 |
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