JPH0477536A - Rubber composition - Google Patents
Rubber compositionInfo
- Publication number
- JPH0477536A JPH0477536A JP18432490A JP18432490A JPH0477536A JP H0477536 A JPH0477536 A JP H0477536A JP 18432490 A JP18432490 A JP 18432490A JP 18432490 A JP18432490 A JP 18432490A JP H0477536 A JPH0477536 A JP H0477536A
- Authority
- JP
- Japan
- Prior art keywords
- rubber
- formula
- compound
- rubber composition
- group
- 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.)
- Pending
Links
- 229920001971 elastomer Polymers 0.000 title claims abstract description 32
- 239000005060 rubber Substances 0.000 title claims abstract description 32
- 239000000203 mixture Substances 0.000 title claims abstract description 17
- -1 amide compound Chemical class 0.000 claims abstract description 22
- 150000001875 compounds Chemical class 0.000 claims abstract description 9
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims abstract description 8
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 8
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims abstract description 8
- 244000043261 Hevea brasiliensis Species 0.000 claims abstract description 4
- 229920003052 natural elastomer Polymers 0.000 claims abstract description 4
- 229920001194 natural rubber Polymers 0.000 claims abstract description 4
- 229920003051 synthetic elastomer Polymers 0.000 claims abstract description 4
- 239000005061 synthetic rubber Substances 0.000 claims abstract description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- NDGRWYRVNANFNB-UHFFFAOYSA-N pyrazolidin-3-one Chemical class O=C1CCNN1 NDGRWYRVNANFNB-UHFFFAOYSA-N 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims 3
- 229940091173 hydantoin Drugs 0.000 abstract description 8
- 238000013329 compounding Methods 0.000 abstract description 5
- WJRBRSLFGCUECM-UHFFFAOYSA-N hydantoin Chemical compound O=C1CNC(=O)N1 WJRBRSLFGCUECM-UHFFFAOYSA-N 0.000 abstract description 3
- CMCWWLVWPDLCRM-UHFFFAOYSA-N phenidone Chemical compound N1C(=O)CCN1C1=CC=CC=C1 CMCWWLVWPDLCRM-UHFFFAOYSA-N 0.000 abstract description 3
- ZIUHHBKFKCYYJD-UHFFFAOYSA-N n,n'-methylenebisacrylamide Chemical compound C=CC(=O)NCNC(=O)C=C ZIUHHBKFKCYYJD-UHFFFAOYSA-N 0.000 abstract description 2
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 abstract 1
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 10
- 230000000052 comparative effect Effects 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 238000004073 vulcanization Methods 0.000 description 5
- FZERHIULMFGESH-UHFFFAOYSA-N N-phenylacetamide Chemical compound CC(=O)NC1=CC=CC=C1 FZERHIULMFGESH-UHFFFAOYSA-N 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 229920003048 styrene butadiene rubber Polymers 0.000 description 4
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 3
- 239000006229 carbon black Substances 0.000 description 3
- 239000000945 filler Substances 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- YIROYDNZEPTFOL-UHFFFAOYSA-N 5,5-Dimethylhydantoin Chemical compound CC1(C)NC(=O)NC1=O YIROYDNZEPTFOL-UHFFFAOYSA-N 0.000 description 2
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 2
- 229960001413 acetanilide Drugs 0.000 description 2
- 230000003712 anti-aging effect Effects 0.000 description 2
- 239000002131 composite material Substances 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 230000006866 deterioration Effects 0.000 description 2
- 150000001469 hydantoins Chemical class 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 229920002857 polybutadiene Polymers 0.000 description 2
- 239000010734 process oil Substances 0.000 description 2
- NEXZVOLIDKSFBH-UHFFFAOYSA-N (1,1-diphenyl-2-phosphonooxyethyl) 2-methylprop-2-enoate Chemical compound C=1C=CC=CC=1C(COP(O)(O)=O)(OC(=O)C(=C)C)C1=CC=CC=C1 NEXZVOLIDKSFBH-UHFFFAOYSA-N 0.000 description 1
- YRIOTLGRXFJRTJ-UHFFFAOYSA-N (1,1-diphenyl-2-phosphonooxyethyl) prop-2-enoate Chemical compound C=1C=CC=CC=1C(OC(=O)C=C)(COP(O)(=O)O)C1=CC=CC=C1 YRIOTLGRXFJRTJ-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- ASMQGLCHMVWBQR-UHFFFAOYSA-N Diphenyl phosphate Chemical group C=1C=CC=CC=1OP(=O)(O)OC1=CC=CC=C1 ASMQGLCHMVWBQR-UHFFFAOYSA-N 0.000 description 1
- OUBMGJOQLXMSNT-UHFFFAOYSA-N N-isopropyl-N'-phenyl-p-phenylenediamine Chemical compound C1=CC(NC(C)C)=CC=C1NC1=CC=CC=C1 OUBMGJOQLXMSNT-UHFFFAOYSA-N 0.000 description 1
- 239000005062 Polybutadiene Substances 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 1
- 230000001133 acceleration Effects 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 230000009477 glass transition Effects 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- OMNKZBIFPJNNIO-UHFFFAOYSA-N n-(2-methyl-4-oxopentan-2-yl)prop-2-enamide Chemical compound CC(=O)CC(C)(C)NC(=O)C=C OMNKZBIFPJNNIO-UHFFFAOYSA-N 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000002356 single layer Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 235000014692 zinc oxide Nutrition 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
【発明の詳細な説明】
（産業上の利用分野）
本発明は、タイヤ、防振ゴムや防舷材なと、各種のゴム
製品に適用可能なゴム組成物に関するものであり、特に
優れたグリップ性能を有する空気入りタイヤのトレッド
用に好適なゴム組成物に関するものである。Detailed Description of the Invention (Field of Industrial Application) The present invention relates to a rubber composition that can be applied to various rubber products such as tires, anti-vibration rubber, and fender materials, and particularly relates to a rubber composition that has excellent grip. The present invention relates to a rubber composition suitable for a tread of a pneumatic tire having high performance.
（従来の技術）
最近、自動車の性能向上や道路の舗装化、高速道路網の
発達に伴ない、高運動性能を備えた空気入りタイヤの要
求が強まり、特にグリップ性能は重要な要求特性であり
、加速性能やブレーキ性能に代表される。従って、これ
らの特性が高いほど一層高速でかつ更に正確に安全に走
行することかできる。(Prior art) Recently, with the improvement of automobile performance, the paving of roads, and the development of expressway networks, the demand for pneumatic tires with high maneuverability has increased, and grip performance is particularly important. , represented by acceleration performance and braking performance. Therefore, the higher these characteristics are, the faster, more accurately and safely the vehicle can travel.
従来、高グリップ性能を得るためには、タイヤのトレッ
ドゴム組成物として高スチレン含有率のスチレン−ブタ
ジェン共重合体ゴム（ガラス転移温度の高いゴム）を選
択するか、またはプロセスオイルおよびカーボンブラッ
クを高充填した配合系を選択し、ゴム組成物のｔａｎδ
値を大きくする必要があった。Conventionally, in order to obtain high grip performance, a styrene-butadiene copolymer rubber with a high styrene content (rubber with a high glass transition temperature) was selected as a tire tread rubber composition, or process oil and carbon black were selected. By selecting a highly filled compounding system, the tan δ of the rubber composition
I needed to increase the value.
また、温度上昇に伴なうグリップ性能低下を改良する方
法として、特開昭５９−１８７０１１号公報に、１．３
−ブタジェン、スチレンあるいはイソプレンなどのモノ
マーとジフェニル−２−メタクリロイロキジエチルホス
フエートやジフェニル−２−アクリロイロキシエチルホ
スフェートなどのジフェニルホスフェート基を含むアク
リレートあるいはメタクリレート化合物を共重合して得
られる共重合体ゴムを使用することか記載されている。In addition, as a method for improving grip performance deterioration due to temperature rise, 1.3
- A copolymer obtained by copolymerizing a monomer such as butadiene, styrene or isoprene with an acrylate or methacrylate compound containing a diphenyl phosphate group such as diphenyl-2-methacryloyloxyethyl phosphate or diphenyl-2-acryloyloxyethyl phosphate. It is stated that composite rubber should be used.
（発明が解決しようとする課題）
しかしながら、高グリップ性能を得るため、スチレン−
ブタジェン共重合体のスチレン含有を増加させた場合、
確かにグリップ性能は高くなるか、タイヤ走行によるゴ
ムの温度上昇に伴ってｊａｎδ値が低下し、グリップ性
能は急激に低下してしまうといった問題点があった。ま
た一方、プロセスオイルやカーボンブラックの高充填に
よりグリップ性能は向上するものの、高充填には限界が
あり、これらを高充填すると破壊特性や耐摩耗性が著し
く低下するという問題点があった。(Problem to be solved by the invention) However, in order to obtain high grip performance, styrene
When the styrene content of the butadiene copolymer is increased,
It is true that the grip performance does not increase, or the jan δ value decreases as the temperature of the rubber increases due to tire running, resulting in a sharp decline in the grip performance. On the other hand, although the grip performance is improved by high filling of process oil and carbon black, there is a limit to how high the filling can be, and there is a problem in that high filling of these will significantly reduce the fracture characteristics and wear resistance.
また、上述の温度上昇に伴なうグリップ性能低下を改良
する特開昭５９−１８７０１１号公報記載の方法は、天
然ゴムに適用できないばかりではなく、製造条件によっ
てはポリマー、例えばスチレン−ブタジェン共重合体ゴ
ム、ポリブタジェンゴムの本来有すべき性質を損なうと
いう問題点かあった。Furthermore, the method described in JP-A-59-187011, which improves the deterioration of grip performance due to temperature rise, is not only inapplicable to natural rubber, but also depends on the manufacturing conditions of polymers, such as styrene-butadiene copolymer. There was a problem that the inherent properties of the composite rubber and polybutadiene rubber were impaired.
そこで本発明の目的は、上記問題点を解決し、他の性能
を損なうことなくグリップ性能を向上し得るゴム組成物
を提供することにある。SUMMARY OF THE INVENTION Therefore, an object of the present invention is to provide a rubber composition that can solve the above-mentioned problems and improve grip performance without impairing other performances.
（課題を解決するための手段）
本発明者等は、上記課題を解決すべく、鋭意検討した結
果その解決方法を発見し、すでに特許出願（特開昭６３
−１０６４５号公報）を行っている。(Means for Solving the Problems) In order to solve the above problems, the present inventors have discovered a method of solving the problems as a result of intensive study, and have already filed a patent application (Japanese Patent Laid-Open No. 63
-10645 Publication).
本発明もその一連の検討成果であり、ゴム成分に特定の
アミド化合物、ヒダント化合物およびピラゾリジノン化
合物の少なくとも１種を特定量配合することにより上記
課題を更に良好に解決し得ることを確認し、本発明を完
成するに至った。The present invention is also the result of a series of studies, and it has been confirmed that the above problems can be better solved by blending a specific amount of at least one of a specific amide compound, hydanto compound, and pyrazolidinone compound into the rubber component. The invention was completed.
すなわち、本発明は、天然ゴムおよび一層または合成ゴ
ムから成るゴム成分１００重量部に対して、次の一般式
、
（式中のＲ１およびＲ２はアルキル基、ベンジル基また
はアリル基を示す）で表されるアミド化合物、
次の一般式、
（式中のＲ３およびＲ４は個々に水素原子、アルキル基
、ベンジル基またはアリル基を示す）で表わされるヒダ
ントイン化合物、および次の一般式、（式中のＲＳ−Ｒ
”は個々に水素原子、アルキル基、ベンジル基またはア
リル基を示す）で表わされるピラゾリジノン化合物から
なる群から選ばれる少なくとも１種の化合物を０．１〜
１００重量部配合したことを特徴とするゴム組成物に関
するものである。That is, the present invention provides the following general formula for 100 parts by weight of a rubber component consisting of natural rubber and monolayer or synthetic rubber: An amide compound represented by the following general formula, (in which R3 and R4 each represent a hydrogen atom, an alkyl group, a benzyl group, or an allyl group), and a hydantoin compound represented by the following general formula, (in the formula, RS-R
"individually represents a hydrogen atom, an alkyl group, a benzyl group, or an allyl group".
The present invention relates to a rubber composition characterized in that it contains 100 parts by weight.
本発明において、コム成分としては天然コムまたは合成
コムの単独あるいはこれらをブレンドして使用すること
かできる。また、この合成コムの例としては合成ポリイ
ソプレンコム、ポリブタジェンコムやスチレンブタジェ
ンゴム等が挙けられる。In the present invention, as the comb component, natural comb or synthetic comb may be used alone or in combination. Examples of the synthetic comb include synthetic polyisoprene comb, polybutadiene comb, and styrene-butadiene rubber.
次に、本発明において使用するアミド化合物（Ｉ）とし
ては、メチレンビスアクリルアミド、アセトアニリド、
ジアセトンアクリルアミド、ヒダントイン化合物（ＩＩ
）としてはヒダントイン、５．５−ジメチルヒダントイ
ン、またピラゾリジノン化合物（ＩＩＩ）としては１−
フェニル−３−ピラゾリジノンなどが挙げられる。Next, the amide compound (I) used in the present invention includes methylene bisacrylamide, acetanilide,
Diacetone acrylamide, hydantoin compound (II
) as hydantoin, 5,5-dimethylhydantoin, and pyrazolidinone compound (III) as 1-
Examples include phenyl-3-pyrazolidinone.
本発明においてこれら化合物の配合量をゴム成分１００
重量部に対して０．１〜１００重量部と規定したのは、
その配合量が０．１重量部未満では本発明の目的とする
所望の効果を得ることができず、また１００重量部を超
えると、その増量に見合った効果が得られないばかりで
な（、加硫後の諸物性に悪影響を及はし、好ましくない
結果をもたらすからである。In the present invention, the compounding amount of these compounds is 100% of the rubber component.
The reason for specifying 0.1 to 100 parts by weight is as follows:
If the amount is less than 0.1 part by weight, the desired effect aimed at by the present invention cannot be obtained, and if it exceeds 100 parts by weight, the effect commensurate with the increased amount cannot be obtained. This is because it adversely affects various physical properties after vulcanization, resulting in unfavorable results.
なお、本発明においては上述のアミド化合物、ヒダント
イン化合物、ビラソリジノン化合物のほかに、ゴム工業
界で通常使用されている配合剤、例えば充填剤、軟化剤
、老化防止剤、加硫促進剤、加硫促進助剤、加硫剤等を
必要に応じて通常の配合量の範囲内で配合することかで
きるのは勿論のことである。In addition to the above-mentioned amide compounds, hydantoin compounds, and virazolidinone compounds, the present invention also uses compounding agents commonly used in the rubber industry, such as fillers, softeners, anti-aging agents, vulcanization accelerators, and vulcanization accelerators. It goes without saying that accelerators, vulcanizing agents, etc. can be added within the usual range of amounts, if necessary.
（作 用）
本発明において使用する特定のアミド化合物、ヒダント
イン化合物、ピラソリジノン化合物は、ゴム分子とコム
分子、ゴム分子と充填剤粒子（特にカーボンブラック粒
子）、充填剤粒子と充填剤粒子間等の相互作用を大きく
する効果かあり、これにより高温においても大きなｊａ
ｎδ値を有するゴム組成物を得ることかできる。(Function) The specific amide compound, hydantoin compound, and pyrasolidinone compound used in the present invention can be used to bond between rubber molecules and comb molecules, between rubber molecules and filler particles (especially carbon black particles), between filler particles, etc. This has the effect of increasing the interaction, which results in large ja
It is possible to obtain a rubber composition having a nδ value.
（実施例） 次に本発明を実施例および比較例により説明する。(Example) Next, the present invention will be explained with reference to Examples and Comparative Examples.
実施例１〜３、比較例１
下記の第１表に示す配合処方（重量部）の原材料をバン
バリーミキサにて混合し、しかる後加硫を行なった。得
られた加硫物につき、岩本製作所製スペクトロメータを
用いて、動的歪１％の条件下で、５０℃におけるｊａｎ
δ値を測定した。得られた結果を第１表の下段に示す。Examples 1 to 3, Comparative Example 1 Raw materials having the formulations (parts by weight) shown in Table 1 below were mixed in a Banbury mixer, and then vulcanized. The obtained vulcanizate was measured using a spectrometer manufactured by Iwamoto Seisakusho under the condition of 1% dynamic strain at 50°C.
The δ value was measured. The results obtained are shown in the lower part of Table 1.
第１表に示す結果から、実施例として示した本発明のゴ
ム組成物は、いずれも比較例１のゴム組成物に比へて、
ｔａｎδ（５０°Ｃ）の値か大きくなっていることか分
かる。From the results shown in Table 1, the rubber compositions of the present invention shown as Examples were all compared to the rubber composition of Comparative Example 1.
It can be seen that the value of tan δ (50°C) has increased.
実施例４〜６、比較例２
スチレン含有率３５％のスチレン・ブタジェンゴム１０
０重量部に対し、ｌ５ＡＦ力−ボンブラツク８０重量部
、アロマオイル１００重量部、ステアリン酸１重量部、
老化防止剤（ＩＰＰＤ） １重量部、亜鉛華３重量部、
加硫促進剤ＤＰＧ０．３重量部、加硫促進剤ＤＭＯ８７
重量部および硫黄１．５重量部を配合したゴム組成物に
、アセトアニリド、５，５−ジメチルヒダントイン、ｌ
−フェニル−３−ピラゾリジノンを夫々２０重量部配合
したゴム組成物を用いてトレッド部を構成したサイズ２
０５１５１５−１３ （前輪用） 、２２５１５１５１
３（後輪用）のタイヤを作製した。Examples 4 to 6, Comparative Example 2 Styrene-butadiene rubber 10 with 35% styrene content
0 parts by weight, 80 parts by weight of l5AF force-bon black, 100 parts by weight of aroma oil, 1 part by weight of stearic acid,
Anti-aging agent (IPPD) 1 part by weight, zinc white 3 parts by weight,
Vulcanization accelerator DPG 0.3 parts by weight, vulcanization accelerator DMO87
acetanilide, 5,5-dimethylhydantoin, l.
- Size 2 in which the tread portion was constructed using a rubber composition containing 20 parts by weight of each phenyl-3-pyrazolidinone.
051515-13 (for front wheel), 22515151
3 (for rear wheels) was manufactured.
これらタイヤにつき１周４．４１１ａｎからなるサーキ
ットをできるだけ高速で走行し、１０〜２０周目のラッ
プタイムを計測し、その時のベストタイムを求めた。ま
た、本発明における特定のアミド化合物、ヒダントイン
化合物、ピラゾリジノン化合物のいずれをも配合しない
で、上述の実施例と同様にして作製したタイヤ（比較例
２）の１０〜２０周目のへストラップタイムを求め、こ
れを１００として指数化した結果を第２表に示す。These tires were run on a circuit consisting of 4.411 ann per lap as fast as possible, lap times from 10th to 20th laps were measured, and the best time at that time was determined. In addition, the strap time at the 10th to 20th laps of a tire (Comparative Example 2) produced in the same manner as in the above example without blending any of the specific amide compounds, hydantoin compounds, and pyrazolidinone compounds in the present invention was Table 2 shows the results obtained by indexing this value as 100.
ここで値か大なる程、ラップタイムか速；、高速走行で
のグリップ性能か優れていることを示している。Here, the larger the value, the better the lap time, speed, and grip performance at high speeds.
第２表の結果より、本発明の化合物配合系は、未配合系
に比べて、いづれもグリップ性能か大きくなっているこ
とか分かる。From the results in Table 2, it can be seen that the grip performance of the systems containing the compound of the present invention is greater than that of the systems without the compound.
（発明の効果）
以上説明してきたように本発明のゴム組成物は、ゴム成
分に特定のアミド化合物、ヒダントイン物およびピラゾ
リジノン化合物の少なくとも１種を特定量配合したこと
により、これをタイヤのトレッドに適用した場合、他の
諸性能を損なうことなくグリップ性能を大幅に向上させ
ることかできるという効果か得られる。(Effects of the Invention) As explained above, the rubber composition of the present invention contains a specific amount of at least one of a specific amide compound, a hydantoin compound, and a pyrazolidinone compound in the rubber component, so that it can be applied to a tire tread. When applied, the effect is that grip performance can be significantly improved without impairing other performances.
Claims (1)
００重量部に対して、 次の一般式、 ▲数式、化学式、表等があります▼（ I ） （式中のＲ＾１びＲ＾２はアルキル基、ベンジル基また
はアリル基を示す）で表されるアミド化合物、 次の一般式、 ▲数式、化学式、表等があります▼（II） （式中のＲ＾３およびＲ＾４は個々に水素原子、アルキ
ル基、ベンジル基またはアリル基を示す）で表わされる
ヒダントイン化合物、および次の一般式、 ▲数式、化学式、表等があります▼（III） （式中のＲ＾５〜Ｒ＾９は個々に水素原子、アルキル基
、ベンジル基またはアリル基を示す）で表わされるピラ
ゾリジノン化合物からなる群から選ばれる少なくとも１
種の化合物を０．１〜１００重量部配合したことを特徴
とするゴム組成物。[Claims] 1. Rubber component 1 consisting of natural rubber and/or synthetic rubber
00 parts by weight, the following general formula, ▲numerical formula, chemical formula, table, etc.▼(I) (R^1 and R^2 in the formula represent an alkyl group, benzyl group, or allyl group) There are amide compounds with the following general formula, ▲mathematical formula, chemical formula, table, etc.▼(II) (In the formula, R^3 and R^4 each represent a hydrogen atom, an alkyl group, a benzyl group, or an allyl group. ), and the following general formula, ▲Mathematical formula, chemical formula, table, etc.▼(III) (In the formula, R^5 to R^9 are each a hydrogen atom, an alkyl group, a benzyl group, or an allyl group. At least one selected from the group consisting of pyrazolidinone compounds represented by
A rubber composition comprising 0.1 to 100 parts by weight of a seed compound.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP18432490A JPH0477536A (en) | 1990-07-13 | 1990-07-13 | Rubber composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP18432490A JPH0477536A (en) | 1990-07-13 | 1990-07-13 | Rubber composition |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH0477536A true JPH0477536A (en) | 1992-03-11 |
Family
ID=16151337
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP18432490A Pending JPH0477536A (en) | 1990-07-13 | 1990-07-13 | Rubber composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0477536A (en) |
Cited By (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS61214727A (en) * | 1985-03-18 | 1986-09-24 | 東京電力株式会社 | System stabilization |
| JP2000191839A (en) * | 1998-12-28 | 2000-07-11 | Sumitomo Rubber Ind Ltd | Rubber composition for tire tread |
| WO2012133177A1 (en) * | 2011-03-25 | 2012-10-04 | 住友ゴム工業株式会社 | Rubber composition and pneumatic tire |
| JP2012201824A (en) * | 2011-03-25 | 2012-10-22 | Sumitomo Rubber Ind Ltd | Rubber composition and pneumatic tire |
| JP2012229277A (en) * | 2011-04-22 | 2012-11-22 | Sumitomo Rubber Ind Ltd | Rubber composition, and pneumatic tire |
| JP2013006905A (en) * | 2011-06-22 | 2013-01-10 | Sumitomo Rubber Ind Ltd | Rubber composition, and pneumatic tire |
| JP2013006902A (en) * | 2011-06-22 | 2013-01-10 | Sumitomo Rubber Ind Ltd | Rubber composition and pneumatic tire |
| JP2013014732A (en) * | 2011-07-06 | 2013-01-24 | Sumitomo Rubber Ind Ltd | Rubber composition and pneumatic tire |
| US9181413B2 (en) | 2011-04-22 | 2015-11-10 | Sumitomo Rubber Industries, Ltd. | Rubber composition and pneumatic tire |
| US9267020B2 (en) | 2010-12-13 | 2016-02-23 | Sumitomo Rubber Industries, Ltd. | Rubber composition and pneumatic tire |
| US9328225B2 (en) | 2010-07-23 | 2016-05-03 | Sumitomo Rubber Industries, Ltd. | Rubber composition and pneumatic tire |
| US9845385B2 (en) | 2011-04-28 | 2017-12-19 | Sumitomo Rubber Industries, Ltd. | Rubber composition and pneumatic tire |
| US9932460B2 (en) | 2011-04-22 | 2018-04-03 | Sumitomo Rubber Industries, Ltd. | Rubber composition and pneumatic tire |
| JP2018177935A (en) * | 2017-04-11 | 2018-11-15 | 大塚化学株式会社 | Rubber additive, rubber composition, and tire prepared therewith |
| US10189987B2 (en) | 2013-11-25 | 2019-01-29 | Sumitomo Rubber Industries, Ltd. | Pneumatic tire |
-
1990
- 1990-07-13 JP JP18432490A patent/JPH0477536A/en active Pending
Cited By (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2505403B2 (en) * | 1985-03-18 | 1996-06-12 | 東京電力株式会社 | System stabilization method |
| JPS61214727A (en) * | 1985-03-18 | 1986-09-24 | 東京電力株式会社 | System stabilization |
| JP2000191839A (en) * | 1998-12-28 | 2000-07-11 | Sumitomo Rubber Ind Ltd | Rubber composition for tire tread |
| US9328225B2 (en) | 2010-07-23 | 2016-05-03 | Sumitomo Rubber Industries, Ltd. | Rubber composition and pneumatic tire |
| US9267020B2 (en) | 2010-12-13 | 2016-02-23 | Sumitomo Rubber Industries, Ltd. | Rubber composition and pneumatic tire |
| US9315647B2 (en) | 2011-03-25 | 2016-04-19 | Sumitomo Rubber Industries, Ltd. | Rubber composition and pneumatic tire |
| CN103443189A (en) * | 2011-03-25 | 2013-12-11 | 住友橡胶工业株式会社 | Rubber composition and pneumatic tire |
| JP2012201824A (en) * | 2011-03-25 | 2012-10-22 | Sumitomo Rubber Ind Ltd | Rubber composition and pneumatic tire |
| WO2012133177A1 (en) * | 2011-03-25 | 2012-10-04 | 住友ゴム工業株式会社 | Rubber composition and pneumatic tire |
| US9181413B2 (en) | 2011-04-22 | 2015-11-10 | Sumitomo Rubber Industries, Ltd. | Rubber composition and pneumatic tire |
| JP2012229277A (en) * | 2011-04-22 | 2012-11-22 | Sumitomo Rubber Ind Ltd | Rubber composition, and pneumatic tire |
| US9932460B2 (en) | 2011-04-22 | 2018-04-03 | Sumitomo Rubber Industries, Ltd. | Rubber composition and pneumatic tire |
| US9845385B2 (en) | 2011-04-28 | 2017-12-19 | Sumitomo Rubber Industries, Ltd. | Rubber composition and pneumatic tire |
| JP2013006905A (en) * | 2011-06-22 | 2013-01-10 | Sumitomo Rubber Ind Ltd | Rubber composition, and pneumatic tire |
| JP2013006902A (en) * | 2011-06-22 | 2013-01-10 | Sumitomo Rubber Ind Ltd | Rubber composition and pneumatic tire |
| JP2013014732A (en) * | 2011-07-06 | 2013-01-24 | Sumitomo Rubber Ind Ltd | Rubber composition and pneumatic tire |
| US10189987B2 (en) | 2013-11-25 | 2019-01-29 | Sumitomo Rubber Industries, Ltd. | Pneumatic tire |
| JP2018177935A (en) * | 2017-04-11 | 2018-11-15 | 大塚化学株式会社 | Rubber additive, rubber composition, and tire prepared therewith |
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