JPS6339935A - Rubber compound composition - Google Patents
Rubber compound compositionInfo
- Publication number
- JPS6339935A JPS6339935A JP18322886A JP18322886A JPS6339935A JP S6339935 A JPS6339935 A JP S6339935A JP 18322886 A JP18322886 A JP 18322886A JP 18322886 A JP18322886 A JP 18322886A JP S6339935 A JPS6339935 A JP S6339935A
- Authority
- JP
- Japan
- Prior art keywords
- rubber
- plasticizer
- acyl group
- glycerin ester
- glycerin
- 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 21
- 239000005060 rubber Substances 0.000 title claims abstract description 21
- 239000000203 mixture Substances 0.000 title claims abstract description 13
- 150000001875 compounds Chemical class 0.000 title claims description 8
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims abstract description 23
- -1 glycerol ester Chemical class 0.000 claims abstract description 16
- 125000002252 acyl group Chemical group 0.000 claims abstract description 14
- 239000004014 plasticizer Substances 0.000 claims abstract description 9
- 229920003052 natural elastomer Polymers 0.000 claims abstract description 8
- 229920001194 natural rubber Polymers 0.000 claims abstract description 8
- 229920003051 synthetic elastomer Polymers 0.000 claims abstract description 7
- 239000005061 synthetic rubber Substances 0.000 claims abstract description 7
- 235000011187 glycerol Nutrition 0.000 claims description 16
- 125000004432 carbon atom Chemical group C* 0.000 claims description 10
- 244000043261 Hevea brasiliensis Species 0.000 claims description 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 abstract description 4
- 239000000945 filler Substances 0.000 abstract description 2
- 239000010734 process oil Substances 0.000 abstract description 2
- 239000000654 additive Substances 0.000 abstract 1
- 230000000694 effects Effects 0.000 description 4
- 229920003048 styrene butadiene rubber Polymers 0.000 description 4
- 238000004073 vulcanization Methods 0.000 description 3
- 239000002174 Styrene-butadiene Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 238000010058 rubber compounding Methods 0.000 description 2
- QSJXEFYPDANLFS-UHFFFAOYSA-N Diacetyl Chemical group CC(=O)C(C)=O QSJXEFYPDANLFS-UHFFFAOYSA-N 0.000 description 1
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 1
- 239000006057 Non-nutritive feed additive Substances 0.000 description 1
- 239000005062 Polybutadiene Substances 0.000 description 1
- 230000003712 anti-aging effect Effects 0.000 description 1
- 239000010692 aromatic oil Substances 0.000 description 1
- 239000010426 asphalt Substances 0.000 description 1
- 229920005549 butyl rubber Polymers 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 238000000113 differential scanning calorimetry Methods 0.000 description 1
- MIMDHDXOBDPUQW-UHFFFAOYSA-N dioctyl decanedioate Chemical compound CCCCCCCCOC(=O)CCCCCCCCC(=O)OCCCCCCCC MIMDHDXOBDPUQW-UHFFFAOYSA-N 0.000 description 1
- XWVQUJDBOICHGH-UHFFFAOYSA-N dioctyl nonanedioate Chemical compound CCCCCCCCOC(=O)CCCCCCCC(=O)OCCCCCCCC XWVQUJDBOICHGH-UHFFFAOYSA-N 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 230000009477 glass transition Effects 0.000 description 1
- 150000002314 glycerols Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000006082 mold release agent Substances 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 238000010060 peroxide vulcanization Methods 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 238000010059 sulfur vulcanization Methods 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 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）
本発明は新規なゴム用可塑廟、ざらに詳しくは、主にタ
イヤ用ゴムコンパウンドに特定のグリセリンニスデルを
配合することにより、その耐寒性を改良し氷雪路におけ
る走行性を著しく改善しうるゴム配合組成物に関する。DETAILED DESCRIPTION OF THE INVENTION (Field of Industrial Application) The present invention is a novel plastic compound for rubber, and more specifically, mainly by blending a specific glycerin nysdel into a rubber compound for tires, the cold resistance thereof is improved. The present invention relates to a rubber compound composition that can significantly improve running performance on icy and snowy roads.
近年、氷雪路の走行安定性を改善するため、タイヤトレ
ッドの形状を改良したり、タイヤトレッドにスパイクピ
ンを打ち込む等の方法が検討され効果を上げている。し
かし、タイヤトレッドの形状改良だけでは、雪路の走行
安定性は良くなるが、凍った路面での走行安定性改良に
は不十分であり、このためタイヤ１〜レツドにスパイク
ピンを打ち込み、凍った路面でも走行安定性が得られる
よう改善がなされてきている。In recent years, methods such as improving the shape of tire treads and driving spike pins into tire treads have been studied and are proving effective in order to improve driving stability on icy and snowy roads. However, although improving the tire tread shape alone improves running stability on snowy roads, it is not sufficient to improve running stability on frozen roads. Improvements have been made to ensure driving stability even on rough road surfaces.
ところが各種報道でも話題となっているように、スパイ
クタイヤは氷雪融ｗＣ時には、舗装路表面をスパイクピ
ンで削ることになるため、舗装路をいためたり、削られ
たアスファルト粉等で粉塵公害を起したりするため問題
となっており、スパイクピンを打ち込むことなく、氷雪
路で安定した走行のできるタイ入２が望まれていた。こ
のためには、タイヤに用いられるゴムのガラス転位点（
以下Ｔｇと略す）を下げ、タイヤ、特にトレッド部が堅
くならないようにすることと、氷雪路の安定走行性の商
に相関関係のあることが知られている（特開昭５９−２
０６２０８号、特開昭５９−２０６２０９号、特開昭６
０−２１５４０３ ＠）。この目的に従来ジオクヂルセ
バケート（以下ＤＯ３と略す）、ジオクチルアゼレート
（以下ＤＯＺと略す）等のエステル系耐寒性可塑剤が検
討されており、良い効果を上げているが価格が高く、産
業上利用しにくい欠点があった。However, as has been discussed in various media reports, spiked tires use spike pins to scrape the surface of the paved road during ice and snow melting season, which can damage the paved road and cause dust pollution with scraped asphalt powder. Therefore, there was a desire for a tie-in 2 that could run stably on icy and snowy roads without having to drive in spike pins. For this purpose, the glass transition point (
It is known that there is a correlation between lowering the Tg (hereinafter abbreviated as Tg) to prevent the tire, especially the tread part, from becoming stiff and the quotient of stable running on icy and snowy roads (Japanese Patent Laid-Open No. 59-2
No. 06208, JP-A-59-206209, JP-A-6
0-215403 @). For this purpose, ester-based cold-resistant plasticizers such as dioctyl sebacate (hereinafter abbreviated as DO3) and dioctyl azelate (hereinafter abbreviated as DOZ) have been studied, and although they have shown good effects, they are expensive and expensive. There were drawbacks that made it difficult to use industrially.
（問題を解決するための手段）
本発明者は、従来技術における問題点を考慮し、スパイ
クピンを打ち込むことなく氷雪路で安定した走行ができ
るゴム配合組成物を得ることを目的に、鋭意検討した結
果、天然ゴム又は合成ゴムあるいはこれらのブレンドゴ
ムに対して、ＤＯ３，ＤＯＺより比較的安価に得られる
グリセリンニスデルを添加することにより、ゴムのＴｇ
を下げ、氷雪路においてもタイヤ、特にトレッド部が堅
くならず、氷雪路の走行安定性に寄与するゴム配合組成
物が（Ｊられることを児い出し、本発明を完成した。(Means for Solving the Problem) The present inventor took into consideration the problems in the prior art, and conducted extensive studies with the aim of obtaining a rubber compound composition that allows stable running on icy and snowy roads without driving in spike pins. As a result, by adding glycerinnisdel, which is relatively cheaper than DO3 and DOZ, to natural rubber, synthetic rubber, or a blend of these rubbers, the Tg of rubber can be increased.
The present invention has been completed by devising a rubber compounded composition that lowers the tire pressure, does not make the tire, especially the tread part, stiff even on icy and snowy roads, and contributes to driving stability on icy and snowy roads.
本発明でいうグリセリンエステルは、
ｉ）炭素数６〜２２のアシル基を有するグリセリン七ノ
エスデルと、炭素数２〜４の低級脂肪酸無水物との反応
物を脱酸することによって得られるグリセリンエステル
ｉｉ）炭素数２〜４のアシル基を有するトリグリセライ
ドと炭素数６〜２２のアシル基を有する１−リグリセラ
イドとのエステル交換反応によって１９られるグリセリ
ンエステル
等を指すが、製造上の制約は特になく、下記一般式で表
わされるグリセリンエステルであればよい。The glycerin ester referred to in the present invention is i) a glycerin ester obtained by deoxidizing a reaction product of glycerin heptanoesder having an acyl group having 6 to 22 carbon atoms and a lower fatty acid anhydride having 2 to 4 carbon atoms; ii) ) Refers to glycerin esters etc. produced by the transesterification reaction between triglyceride having an acyl group having 2 to 4 carbon atoms and 1-liglyceride having an acyl group having 6 to 22 carbon atoms, but there are no particular restrictions on production. Any glycerin ester represented by the following general formula may be used.
一般式
％式％
（式中Ｒ１，Ｒ２，Ｒ＋はアシル基又は水素原子を示し
、該アシル基は炭素数２〜２２からなる。望むらくは炭
素数２〜４のアシル基および炭素数６〜２２のアシル基
からなり、炭素数２〜４のアシル基はグリセリン１モル
に対して平均２モル以下で好ましくは２モル、炭素数６
〜２２のアシル基はグリセリン１モルに対して平均０．
９モル以上で好ましくは１モルであり、且つアシル基の
総モル数がグリセリン１モルに対して２．５〜３モルで
好ましくは３モルである）
本発明でいうグリセリンニスデルの添加量は、ゴム１０
０小量部に対して１〜１５０重量部であり、タイヤ用コ
ンパウンドに対しては、ゴム１００小量部に対して、５
〜３０＠ｆｆｉ部が好ましい。General formula % Formula % (In the formula, R1, R2, R+ represent an acyl group or a hydrogen atom, and the acyl group has 2 to 22 carbon atoms. Preferably, an acyl group with 2 to 4 carbon atoms and an acyl group with 6 to 4 carbon atoms are used. Consisting of 22 acyl groups, the acyl group having 2 to 4 carbon atoms has an average of 2 mol or less, preferably 2 mol, and 6 carbon atoms per mol of glycerin.
~22 acyl groups have an average of 0.
(9 moles or more, preferably 1 mole, and the total number of moles of acyl groups is 2.5 to 3 moles, preferably 3 moles, per mole of glycerin) , rubber 10
1 to 150 parts by weight per 0 small parts, and for tire compounds, 5 parts per 100 small parts of rubber.
~30@ffi parts are preferred.
本発明でいうゴムとは天然ゴム及び合成ゴムで合成ゴム
とはブタジェンゴム、イソブチレンゴム、°スチレンー
ブタジェン共重合体ゴム、ブチルゴム等をさし、これら
を１種または２種以 １上ブレンドしてもよい。Rubber in the present invention refers to natural rubber and synthetic rubber, and synthetic rubber refers to butadiene rubber, isobutylene rubber, styrene-butadiene copolymer rubber, butyl rubber, etc., and one or more of these are blended. You can.
本発明でいうグリセリンエステルはタイヤ用コンパウン
ドに配合し、その耐寒性を改良することを目的に開発し
たが、伯の耐寒性の要求されるゴム製品についても、勿
論使用でき、この場合、製品の要求性能に合わせて添加
ωは適宜選択される。The glycerin ester referred to in the present invention was developed with the aim of improving the cold resistance by blending it into tire compounds, but it can of course also be used for rubber products that require high cold resistance. The addition amount ω is appropriately selected depending on the required performance.
なお、本発明でいうゴム配合組成物中には、通常使用さ
れているゴム配合剤、例えば充填剤。In addition, the rubber compounding composition referred to in the present invention includes commonly used rubber compounding agents, such as fillers.
プロセスオイル、一般可塑剤、加硫剤、加硫促進剤、加
硫促進助剤、粘着付与剤、離型剤、顔料、老化防止剤、
金属石ケン、加工助剤等が適宜添加されて−５よ、く、
又従来耐寒性改良のために用いられているＤＯ３，００
７Ｍのエステル等可塑剤と本発明でいうグリセリンエス
テルを併用使用することについても、何ら問題はない。Process oil, general plasticizer, vulcanizing agent, vulcanization accelerator, vulcanization accelerator, tackifier, mold release agent, pigment, anti-aging agent,
Metal soap, processing aids, etc. are added as appropriate.
Also, DO3,00, which has been conventionally used to improve cold resistance.
There is no problem in using the glycerin ester referred to in the present invention in combination with a plasticizer such as 7M ester.
ざらに、最終製品にするための加硫の方法についても、
イオウ加硫、過酸化物加硫等いずれでも良く、特に制限
はない。In general, we also discuss the vulcanization method used to create the final product.
Sulfur vulcanization, peroxide vulcanization, etc. may be used, and there are no particular limitations.
以下に試験例によって本発明を説明する。 The present invention will be explained below using test examples.
試験例−１（実施例１〜７．比較例１〜４）天然ゴム１
００重♀部と試料（変母）をオープンロールで混練し、
示差走査熱ｆｌｉ；ｆ’ （以下ＤＳＣと略す）により
、Ｔｇを測定した。Test example-1 (Examples 1 to 7. Comparative examples 1 to 4) Natural rubber 1
Knead 00 parts by weight and the sample (variable mother) with an open roll,
Tg was measured by differential scanning calorimetry fli;f' (hereinafter abbreviated as DSC).
試料Ａ・・・ジアセチルモノラウリルグリセリンエステ
ル
試料Ｂ・・・ジブチルモノオレイングリセリンニスデル
試料Ｃ・・・ジアセチルモノラウリルグリセリンエステ
ルとＤＯ３の１：１混合物
表−１でわかるように、本発明でいうグリセリンエステ
ルは、天然ゴムのＴｙを大幅に下げ、その効果はアロマ
系オイルや一般可塑剤であるＤ ＯＰより大きく、試料
Ａの場合ＤＯ３とほぼ同等であり試料ＣのようにＤＯ３
と併用使用しても、何ら問題のないことがわかる。Sample A: Diacetyl monolauryl glycerin ester Sample B: Dibutyl monooleic glycerin Nisdell Sample C: 1:1 mixture of diacetyl monolauryl glycerin ester and DO3 As shown in Table 1, as referred to in the present invention Glycerin ester significantly lowers the Ty of natural rubber, and its effect is greater than that of aromatic oils or DOP, which is a general plasticizer.
It can be seen that there is no problem when used in combination with
試験例−２（実施例８〜１４．比較例５〜８）スヂレン
・ブタジェン共重合体ゴム（ＳＢＲ）１００重量部と試
料（変量）をオープンロールて混錬し、ＤＳＣでＴ ｇ
を測定した。Test Example 2 (Examples 8 to 14. Comparative Examples 5 to 8) 100 parts by weight of styrene-butadiene copolymer rubber (SBR) and a sample (variety) were kneaded using an open roll, and the T g was measured by DSC.
was measured.
表−２
試料Ａ・・・ジアセチルモノラウリルグリセリンエステ
ル
試料Ｃ・・・ジアセチルモノラウリルグリセリンエステ
ルとＤＯ３の１：１混合物
試料Ｄ・・・ジアセヂル七ノステアリングリセリンエス
テル
表−２でわかるように、本発明でいうグリセリンエステ
ルは、ＳＢＲのＴ９を大幅に下げ、その効果は７０マ系
オイルや一般可塑剤であるＤＯＰＪ、り大きく、試料Ａ
の場合、ＤＯ３とほぼ同等であり、試料ＣのようにＤＯ
３と併用しても何ら問題のないことがわかる。Table 2 Sample A: Diacetyl monolauryl glycerin ester Sample C: 1:1 mixture of diacetyl monolauryl glycerin ester and DO3 Sample D: Diacetyl heptanothyryl glycerin ester As shown in Table 2, this book The glycerin ester referred to in the invention significantly lowers the T9 of SBR, and its effect is greater than that of DOPJ, which is a 70 mm oil and a general plasticizer, and sample A.
In the case of , it is almost equivalent to DO3, and as in sample C, DO
It can be seen that there is no problem when used in combination with 3.
（発明の効果）
試験例−１，試験例−２で示されたように、本発明でい
うグリセリンエステルを天然ゴム又は合成ゴムあるいは
これらのブレンドゴムに添加することにより、ゴムのＴ
９を下げ、ひいてはタイヤの場合氷雪路でもタイＶ、特
にトレッド部が堅くならず、走行安定性に寄与しうるゴ
ム配合組成物を提供できることかわかった。又、本発明
のグリセリンエステルの価格は、ＤＯ３゜ＤＯＺの価格
の約２７３以下で供給できるものであり、価格面でも産
業上、非常に右利に利用されうる−しのである。(Effect of the invention) As shown in Test Example 1 and Test Example 2, by adding the glycerin ester referred to in the present invention to natural rubber, synthetic rubber, or blend rubber thereof, the T of rubber can be increased.
It has been found that it is possible to provide a rubber compounded composition that can lower the tire speed, thereby preventing the tie V, especially the tread portion, from becoming hard even on icy and snowy roads, thereby contributing to running stability. Moreover, the glycerin ester of the present invention can be supplied at a price of about 273 times less than the price of DO3°DOZ, and can be used to great advantage in industry in terms of price.
Claims (1)
に対して、下記一般式で表わされるグリセリンエステル
を可塑剤として添加することを特徴とするゴム配合組成
物。 一般式 ▲数式、化学式、表等があります▼ （式中Ｒ＿１、Ｒ＿２、Ｒ＿３はアシル基又は水素原子
を示し、該アシル基は炭素数２〜２２からなる。）[Scope of Claims] A rubber compound composition characterized in that a glycerin ester represented by the following general formula is added as a plasticizer to natural rubber, synthetic rubber, or a blend rubber thereof. General formula ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ (In the formula, R_1, R_2, R_3 represent an acyl group or a hydrogen atom, and the acyl group has 2 to 22 carbon atoms.)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP18322886A JPS6339935A (en) | 1986-08-04 | 1986-08-04 | Rubber compound composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP18322886A JPS6339935A (en) | 1986-08-04 | 1986-08-04 | Rubber compound composition |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS6339935A true JPS6339935A (en) | 1988-02-20 |
Family
ID=16132029
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP18322886A Pending JPS6339935A (en) | 1986-08-04 | 1986-08-04 | Rubber compound composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6339935A (en) |
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5252649A (en) * | 1991-07-18 | 1993-10-12 | Semperit Reifen Ag | Pneumatic tire with tread containing plasticizer, plasticizer mixture for pneumatic tire, and method of producing such plasticizer mixture |
| AT397372B (en) * | 1992-03-17 | 1994-03-25 | Semperit Ag | VEHICLE TIRES |
| JP2005534759A (en) * | 2002-07-29 | 2005-11-17 | ソシエテ ドゥ テクノロジー ミシュラン | Rubber composition for pneumatic tire tread cap |
| JP2007510025A (en) * | 2003-10-30 | 2007-04-19 | ソシエテ ド テクノロジー ミシュラン | Pneumatic tire tread |
| US7987881B2 (en) * | 2003-10-30 | 2011-08-02 | Michelin Recherche Et Technique S.A. | Tread comprising relief elements covered by a specific mixture |
| WO2014098155A1 (en) * | 2012-12-19 | 2014-06-26 | 株式会社ブリヂストン | Rubber composition, and tire manufactured using same |
| WO2014185545A1 (en) * | 2013-05-17 | 2014-11-20 | 株式会社ブリヂストン | Rubber composition and tire using same |
| JP2016505667A (en) * | 2012-12-04 | 2016-02-25 | ランクセス・ドイチュランド・ゲーエムベーハー | Rubber mixtures containing short-chain alkyl esters of glycerol |
| JP2016037520A (en) * | 2014-08-06 | 2016-03-22 | 横浜ゴム株式会社 | Rubber composition and pneumatic tire using the same |
| JP2016037556A (en) * | 2014-08-07 | 2016-03-22 | 横浜ゴム株式会社 | Rubber composition and pneumatic tire |
| WO2017006827A1 (en) * | 2015-07-07 | 2017-01-12 | 横浜ゴム株式会社 | Thermoplastic resin composition, inner liner and pneumatic tire |
| JP2017518418A (en) * | 2014-06-03 | 2017-07-06 | ランクセス・ドイチュランド・ゲーエムベーハー | Diphenylguanidine-free rubber mixture containing short-chain alkyl esters of glycerol |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS538643A (en) * | 1976-07-13 | 1978-01-26 | Japan Synthetic Rubber Co Ltd | Rubber-containing composition |
| JPS5584333A (en) * | 1978-12-19 | 1980-06-25 | Lion Corp | Anti-static resin composition with excellent heat resistance |
| JPS5740535A (en) * | 1980-08-22 | 1982-03-06 | Kawaguchi Kagaku Kogyo Kk | Rubber composition |
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1986
- 1986-08-04 JP JP18322886A patent/JPS6339935A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS538643A (en) * | 1976-07-13 | 1978-01-26 | Japan Synthetic Rubber Co Ltd | Rubber-containing composition |
| JPS5584333A (en) * | 1978-12-19 | 1980-06-25 | Lion Corp | Anti-static resin composition with excellent heat resistance |
| JPS5740535A (en) * | 1980-08-22 | 1982-03-06 | Kawaguchi Kagaku Kogyo Kk | Rubber composition |
Cited By (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5252649A (en) * | 1991-07-18 | 1993-10-12 | Semperit Reifen Ag | Pneumatic tire with tread containing plasticizer, plasticizer mixture for pneumatic tire, and method of producing such plasticizer mixture |
| AT396909B (en) * | 1991-07-18 | 1993-12-27 | Semperit Ag | VEHICLE TIRES WHOSE TREADS ARE MADE OF A RUBBER BLEND AND METHOD FOR PRODUCING A RUBBER BLEND FOR A TREAD |
| AT397372B (en) * | 1992-03-17 | 1994-03-25 | Semperit Ag | VEHICLE TIRES |
| JP2005534759A (en) * | 2002-07-29 | 2005-11-17 | ソシエテ ドゥ テクノロジー ミシュラン | Rubber composition for pneumatic tire tread cap |
| JP2007510025A (en) * | 2003-10-30 | 2007-04-19 | ソシエテ ド テクノロジー ミシュラン | Pneumatic tire tread |
| US7987881B2 (en) * | 2003-10-30 | 2011-08-02 | Michelin Recherche Et Technique S.A. | Tread comprising relief elements covered by a specific mixture |
| JP2016505667A (en) * | 2012-12-04 | 2016-02-25 | ランクセス・ドイチュランド・ゲーエムベーハー | Rubber mixtures containing short-chain alkyl esters of glycerol |
| WO2014098155A1 (en) * | 2012-12-19 | 2014-06-26 | 株式会社ブリヂストン | Rubber composition, and tire manufactured using same |
| US9765202B2 (en) | 2012-12-19 | 2017-09-19 | Bridgestone Corporation | Rubber composition and tire produced by using the same |
| JPWO2014098155A1 (en) * | 2012-12-19 | 2017-01-12 | 株式会社ブリヂストン | Rubber composition and tire using the same |
| WO2014185545A1 (en) * | 2013-05-17 | 2014-11-20 | 株式会社ブリヂストン | Rubber composition and tire using same |
| CN105229073A (en) * | 2013-05-17 | 2016-01-06 | 株式会社普利司通 | Rubber combination and the tire using it |
| US9908368B2 (en) | 2013-05-17 | 2018-03-06 | Bridgestone Corporation | Rubber composition and tire using same |
| JP2017518418A (en) * | 2014-06-03 | 2017-07-06 | ランクセス・ドイチュランド・ゲーエムベーハー | Diphenylguanidine-free rubber mixture containing short-chain alkyl esters of glycerol |
| US10150853B2 (en) | 2014-06-03 | 2018-12-11 | Lanxess Deutschland Gmbh | Diphenylguanidine-free rubber mixtures containing short-chain alkyl esters of glycerin |
| JP2016037520A (en) * | 2014-08-06 | 2016-03-22 | 横浜ゴム株式会社 | Rubber composition and pneumatic tire using the same |
| JP2016037556A (en) * | 2014-08-07 | 2016-03-22 | 横浜ゴム株式会社 | Rubber composition and pneumatic tire |
| JP2017019891A (en) * | 2015-07-07 | 2017-01-26 | 横浜ゴム株式会社 | Thermoplastic resin composition, inner liner and pneumatic tire |
| WO2017006827A1 (en) * | 2015-07-07 | 2017-01-12 | 横浜ゴム株式会社 | Thermoplastic resin composition, inner liner and pneumatic tire |
| US10889709B2 (en) | 2015-07-07 | 2021-01-12 | The Yokohama Rubber Co., Ltd. | Thermoplastic resin composition, inner liner and pneumatic tire |
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