JPS62181346A - Rubber composition - Google Patents
Rubber compositionInfo
- Publication number
- JPS62181346A JPS62181346A JP61022091A JP2209186A JPS62181346A JP S62181346 A JPS62181346 A JP S62181346A JP 61022091 A JP61022091 A JP 61022091A JP 2209186 A JP2209186 A JP 2209186A JP S62181346 A JPS62181346 A JP S62181346A
- Authority
- JP
- Japan
- Prior art keywords
- group
- rubber
- skid resistance
- formula
- parts
- 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 26
- 239000005060 rubber Substances 0.000 title claims abstract description 26
- 239000000203 mixture Substances 0.000 title claims abstract description 18
- 229910000077 silane Inorganic materials 0.000 claims abstract description 11
- -1 silane compound Chemical class 0.000 claims abstract description 11
- 229920003051 synthetic elastomer Polymers 0.000 claims abstract description 8
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 6
- 239000005061 synthetic rubber Substances 0.000 claims abstract description 6
- 244000043261 Hevea brasiliensis Species 0.000 claims abstract description 5
- 125000003342 alkenyl group Chemical group 0.000 claims abstract description 5
- 229920003052 natural elastomer Polymers 0.000 claims abstract description 5
- 229920001194 natural rubber Polymers 0.000 claims abstract description 5
- 125000002877 alkyl aryl group Chemical group 0.000 claims abstract description 4
- 125000003710 aryl alkyl group Chemical group 0.000 claims abstract description 3
- 125000003118 aryl group Chemical group 0.000 claims abstract description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- 125000005196 alkyl carbonyloxy group Chemical group 0.000 claims description 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 125000003396 thiol group Chemical group [H]S* 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims 2
- 238000005096 rolling process Methods 0.000 abstract description 11
- 150000004756 silanes Chemical class 0.000 abstract description 4
- 238000013329 compounding Methods 0.000 abstract description 2
- 230000000052 comparative effect Effects 0.000 description 8
- 239000003795 chemical substances by application Substances 0.000 description 5
- 239000003921 oil Substances 0.000 description 4
- 230000000694 effects Effects 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 229920003048 styrene butadiene rubber Polymers 0.000 description 3
- VHYFNPMBLIVWCW-UHFFFAOYSA-N 4-Dimethylaminopyridine Chemical compound CN(C)C1=CC=NC=C1 VHYFNPMBLIVWCW-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 239000004606 Fillers/Extenders Substances 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 2
- 229920005556 chlorobutyl Polymers 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- SJOQBSFUFYWLDC-UHFFFAOYSA-N dimethoxysilyloxy(dimethoxy)silane Chemical compound CO[SiH](OC)O[SiH](OC)OC SJOQBSFUFYWLDC-UHFFFAOYSA-N 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 239000000446 fuel Substances 0.000 description 2
- 238000002329 infrared spectrum Methods 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 229920002857 polybutadiene Polymers 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 238000004073 vulcanization Methods 0.000 description 2
- BXYWKXBAMJYTKP-UHFFFAOYSA-N 2-[2-[2-[2-(3-sulfanylpropanoyloxy)ethoxy]ethoxy]ethoxy]ethyl 3-sulfanylpropanoate Chemical compound SCCC(=O)OCCOCCOCCOCCOC(=O)CCS BXYWKXBAMJYTKP-UHFFFAOYSA-N 0.000 description 1
- MHKLKWCYGIBEQF-UHFFFAOYSA-N 4-(1,3-benzothiazol-2-ylsulfanyl)morpholine Chemical compound C1COCCN1SC1=NC2=CC=CC=C2S1 MHKLKWCYGIBEQF-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 230000002411 adverse Effects 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
- 229920005557 bromobutyl Polymers 0.000 description 1
- 229920005549 butyl rubber Polymers 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- AFZSMODLJJCVPP-UHFFFAOYSA-N dibenzothiazol-2-yl disulfide Chemical compound C1=CC=C2SC(SSC=3SC4=CC=CC=C4N=3)=NC2=C1 AFZSMODLJJCVPP-UHFFFAOYSA-N 0.000 description 1
- HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 230000009477 glass transition Effects 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- WIBFFTLQMKKBLZ-SEYXRHQNSA-N n-butyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCCCC WIBFFTLQMKKBLZ-SEYXRHQNSA-N 0.000 description 1
- 229940032017 n-oxydiethylene-2-benzothiazole sulfenamide Drugs 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
- 125000001117 oleyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 235000002639 sodium chloride Nutrition 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 229920001897 terpolymer Polymers 0.000 description 1
- CZDYPVPMEAXLPK-UHFFFAOYSA-N tetramethylsilane Chemical compound C[Si](C)(C)C CZDYPVPMEAXLPK-UHFFFAOYSA-N 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
Classifications
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02T—CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO TRANSPORTATION
- Y02T10/00—Road transport of goods or passengers
- Y02T10/80—Technologies aiming to reduce greenhouse gasses emissions common to all road transportation technologies
- Y02T10/86—Optimisation of rolling resistance, e.g. weight reduction
Abstract
Description
【発明の詳細な説明】
（産業上の利用分野）
この発明は、ゴム組成物、特に転がり抵抗が小さく、抗
すべり性にすぐれるタイヤに好適に使用されるゴム組成
物に関する。DETAILED DESCRIPTION OF THE INVENTION (Field of Industrial Application) The present invention relates to a rubber composition, particularly a rubber composition suitable for use in tires having low rolling resistance and excellent anti-slip properties.
（従来の技術）
最近、ぬれた路面での抗すべり性である耐ウエツトスキ
ツド性及び雪水路面での抗丁べり性である耐アイススキ
ツド性にすぐれる、いわゆるオールシーズンタイヤであ
って、しかも転がり抵抗の小さい、低燃費性にもすぐれ
るタイヤを要求する傾向が高まり、これについて種々検
討されるに至った。この場合の大きな問題は、これらの
特性が互いに二律背反的であって前記３％性を同時に実
現することが極めて困難であることである。中でも、耐
ウエツトスキツド性と転がり抵抗との両者、及び耐ウエ
ツトスキツド性と耐アイススキツド性との両者の間では
、それぞれ二律背反する端間が顕著である。(Prior art) Recently, so-called all-season tires have been developed that have excellent wet skid resistance, which is anti-slip property on wet roads, and ice skid resistance, which is anti-slip property on snowy roads. There has been an increasing trend to demand tires with low fuel consumption and excellent fuel efficiency, and various studies have been conducted regarding this. The big problem in this case is that these properties are antinomic to each other, and it is extremely difficult to simultaneously achieve the above-mentioned 3% property. Among these, there is a remarkable trade-off between wet skid resistance and rolling resistance, and between wet skid resistance and ice skid resistance.
これに関し、特開昭５４−６２２４８号、５６−１１０
７５１’１号、５６−１４３２０９号又は５５−１２１
３３号各公報などに、リチウム取合開始剤などを用いて
得られるポリブタジェンゴム及びスチレンブタジェン共
重合体の改質とこのような改質ゴムを用いるゴム組成物
の耐ウエツトスキツド性と転がり抵抗のバランスのかな
りの改良が記載されるが、その耐アイススキツド性はな
お劣り、寒冷地でのタイヤ走行安定性に問題があるので
、前記８特性を備えるオールシーズンタイヤ用ゴム組成
物には至らなかった。Regarding this, JP-A-54-62248, 56-110
751'1, 56-143209 or 55-121
No. 33 and other publications describe the modification of polybutadiene rubber and styrene-butadiene copolymer obtained using a lithium incorporation initiator, and the wet skid resistance and rolling properties of rubber compositions using such modified rubber. Although considerable improvement in the balance of resistance has been described, the ice skid resistance is still inferior and there are problems with tire running stability in cold regions, so a rubber composition for all-season tires having the above eight properties has not been achieved. There wasn't.
これに対し、耐アイススキツド性を改良するには低温領
域におけるゴムの硬さを減じ、柔らかくすればよいこと
に着目して、流動点が一１０゛Ｃ以下の伸展油を全伸展
油の″２０４１ｊｉｔ％以上含有する伸展油を用いたト
レッドゴム組成物をトラック・バス用タイヤに使用して
、耐アイススキツド性及びｌ耐ウエツトスキツド性を同
時に改良することが特公昭５８−４６２５７号公報に記
載されるが、その改良効果がじゆ５ぷんでないばかりか
、流動点の低い伸展油を使用することにより、ゴムＡ’
Ｊｉ酸物のガラス転移、φが低温側ヘシフトするため、
むしろ耐ウエツトスキツド性は低下する煩向を示し、耐
ウエツトスキツド性と耐アイススキツド性との二律背反
現象を本質的に克服するものではなかった。On the other hand, focusing on the fact that in order to improve the ice skid resistance, it is sufficient to reduce the hardness of the rubber in the low temperature range and make it softer, we decided to use an extension oil with a pour point of 110°C or less, which is 2041JIT of the total extension oil. It is described in Japanese Patent Publication No. 58-46257 that a tread rubber composition using extender oil containing % or more is used for truck and bus tires to simultaneously improve ice skid resistance and wet skid resistance. Not only is the improvement effect not so great, but by using extender oil with a low pour point, rubber A'
Because the glass transition of Ji oxide and φ shift to the lower temperature side,
On the contrary, the wet skid resistance tended to deteriorate, and the antinomy phenomenon between wet skid resistance and ice skid resistance was not essentially overcome.
以上のごとく、現在まで前記３特性を同時に備えた、す
なわち転がり特性に丁ぐれたオールシーズンタイヤに好
適なゴム組成物は存在しないのが実状である。As described above, the reality is that to date there is no rubber composition suitable for all-season tires that simultaneously has the above three properties, that is, has excellent rolling properties.
（発明が解決しようとする問題点）
この発明は、転がり抵抗が小さく、かつ耐アイススキツ
ド性及び耐ウエツトスキツド性にすぐれたオールシーズ
ンタイヤに好適なゴム組成物を提供するという問題を解
決する。(Problems to be Solved by the Invention) The present invention solves the problem of providing a rubber composition suitable for all-season tires that has low rolling resistance and excellent ice skid resistance and wet skid resistance.
（問題点を解決するための手段）
本発明者らは、前記現状において、このような問題点を
解決すべく鋭意検討した結果、特定のシラン化合物をゴ
ムに配合することにより上記問題点を解決しうろことを
確かめ、この発明を達成するに至った。(Means for Solving the Problems) Under the current situation, the inventors of the present invention have made extensive studies to solve these problems, and as a result, they have solved the above problems by blending a specific silane compound into rubber. After confirming this fact, we were able to achieve this invention.
すなわち、この発明は、天然ゴム及び合成ゴムよりなる
群の中から選ばれた少なくともＩｆｔのゴム１ｏｏＩｉ
Ｌ曾部に対し、一般式
（式中、Ｒは炭素原子＃１〜１８個のアルキル基、アラ
ルキル基、アリール基、アルカリール基、アルケニル基
又は＋ＯＨ，！（Ｊ、１ｉｎＲ基を示し、ここでＲは炭
素原子数１〜１８個のアルキル基、アルケニル基、アル
キルカルボニルオキシ基、アの中から選ばれた基を示し
、ｍは１〜５５の整数であり、前記Ｒ：はシアノ基、メ
ルカプト基、アルコキシ基又はハロゲン原子で置＃ｊる
ことかで、ぎ、ｎは１−８の整数である。）
で表される少な（とも１種のシラン化合物を１〜２０Ｌ
Ｊｉｊｉ部配合するゴム組成物である。That is, the present invention provides at least Ift rubber 1ooIi selected from the group consisting of natural rubber and synthetic rubber.
For the L part, the general formula (wherein R represents an alkyl group, aralkyl group, aryl group, alkaryl group, alkenyl group or +OH, !(J, 1inR group having #1 to 18 carbon atoms, where R represents a group selected from alkyl groups having 1 to 18 carbon atoms, alkenyl groups, alkylcarbonyloxy groups, and a, m is an integer of 1 to 55, and R is a cyano group, mercapto group, alkoxy group or halogen atom, where n is an integer of 1-8.
This is a rubber composition in which Jiji part is blended.
この発明において合成ゴムとは、合成ポリイソプレンゴ
ム、ポリブタジェンゴム、スチレンブタジェンゴム、塩
素化ブチルゴム、臭素化ブチルゴム、ブチルゴム、エチ
レンプロピレンターポリマーなどであり、これらは単独
でもブレンドでもよい。天然ゴムも単独で使用しても、
上記合成ゴムの少な（とも１種のゴムとのブレンドで使
用してもよい。In this invention, the synthetic rubber includes synthetic polyisoprene rubber, polybutadiene rubber, styrene-butadiene rubber, chlorinated butyl rubber, brominated butyl rubber, butyl rubber, ethylene propylene terpolymer, etc., and these may be used alone or as a blend. Even if natural rubber is used alone,
The above synthetic rubbers may be used in blends with a small amount (or one type of rubber).
この発明において、シラン化合物は、例えばｒ−メルカ
プトプロピルトリー２−シアノエトヤシシラン；ｒ−メ
ルカプトプロピルトリベンシルオキシシラン；ｒ−メル
カプトプロピルメトキシビスステアリルオキシシラン；
ポリエチレングリコールｐ−ノニルフェニルｒ−メルカ
プトフロビルジメトキシシリルエーテル（ｎ ＝ ７．
５又はｎ＝２０）；テトラエチレングリコールビス（ｒ
−メルカプトプロピルジメトキシシリル）エーテル；ｒ
−メルカブトグロビルメトキシビス（２−メルカプトエ
トキシ）シラン；ｒ−メルカプトプロピルジメトキシ−
β−ナフトキシシラン；ポリエチレングリコールオレイ
ルｒ−メルカプトプロピルジメトキシシリルエーテル；
及び次の構造式で表すれるシラン化合物などがあげられ
、これらの化合物は単独で使用しても２種以上を併用し
てもよい。また、これらのシラン化合物の配合量はゴム
１００亀を部に対して１−２０慮葉部である。In this invention, the silane compound includes, for example, r-mercaptopropyl tri-2-cyanoethoyasisilane; r-mercaptopropyltribenzyloxysilane; r-mercaptopropylmethoxybisstearyloxysilane;
Polyethylene glycol p-nonylphenyl r-mercaptoflovir dimethoxysilyl ether (n = 7.
5 or n=20); tetraethylene glycol bis(r
-mercaptopropyldimethoxysilyl)ether; r
-mercabutoglobylmethoxybis(2-mercaptoethoxy)silane; r-mercaptopropyldimethoxy-
β-naphthoxysilane; polyethylene glycol oleyl r-mercaptopropyl dimethoxysilyl ether;
and silane compounds represented by the following structural formulas, and these compounds may be used alone or in combination of two or more. The blending amount of these silane compounds is 1 to 20 parts per 100 parts of rubber.
１１ｔ部未満では効果がなく、２０咳葉都を超えると、
その増量効果がなくなるばかりでく、スコーチ性や加ｖ
ｌ後の機械的性質に悪影響を与えるため好ましくない。It is not effective if it is less than 11 tons, and if it exceeds 20 tons,
Not only will the bulking effect disappear, but it will also reduce scorching and additive effects.
This is undesirable because it adversely affects the mechanical properties after treatment.
この発明においては上述のシラン化合物のほかに、ゴム
工業で通常使用される配合剤、例えば欧化剤、老化防止
剤、加硫促進剤、加硫促進助剤、加硫剤、充てん剤等を
必要に応じて通常の配合量の範囲内で配合することがで
きる。In addition to the above-mentioned silane compound, this invention requires compounding agents commonly used in the rubber industry, such as odorizing agents, anti-aging agents, vulcanization accelerators, vulcanization accelerators, vulcanizing agents, and fillers. It can be blended within the usual range of blending amount depending on the situation.
（実施例）
以下、この発明を参考例、実施例及び比較例により更に
詳しく説明する。まず、各種シラン化合物は次の参考例
に記載の方法で合成した。(Example) Hereinafter, the present invention will be explained in more detail with reference to Reference Examples, Examples, and Comparative Examples. First, various silane compounds were synthesized by the methods described in the following reference examples.
参考例１〜１２
バキュームシール付攪拌機、温度計及び還流冷却機を備
え付けた四つロフラスコにｒ−メルカプトプロピルトリ
メトキシシラン８９．２．９ （０，２０モル）と所定
量のアルコール及び必要に応じて４−ジメチルアミノピ
リジン０．２４．９ （０，００２モル）を第１表に示
す減圧、温度及び時間で反応させる事により目的とする
シラン化合物を得た。反応物の構造は赤外スペクトル及
びプロトン核磁気共鳴スペクトルにより確認した。なお
、赤外スペクトルは２０″Ｃで岩塩板セルを用いてｆＡ
１１定し、プロトン核磁気共鳴スペクトルは（３ＤＯ１
，中、２０゛Ｃでテトラメチルシランを内部標準に用い
て測定した。Reference Examples 1 to 12 In a four-bottle flask equipped with a vacuum-sealed stirrer, a thermometer, and a reflux condenser, r-mercaptopropyltrimethoxysilane 89.2.9 (0.20 mol), a predetermined amount of alcohol, and as necessary The desired silane compound was obtained by reacting 0.24.9 (0,002 mol) of 4-dimethylaminopyridine under reduced pressure, temperature and time shown in Table 1. The structure of the reactant was confirmed by infrared spectrum and proton nuclear magnetic resonance spectrum. In addition, the infrared spectrum was measured using a rock salt plate cell at 20"C.
11, and the proton nuclear magnetic resonance spectrum is (3DO1
, at 20°C using tetramethylsilane as an internal standard.
結果を第１表に示す。The results are shown in Table 1.
実施例１〜１２、比較例１〜２
天然コム４０ ｆｆ１ｔ！、スチレンブタジェンゴム５
０重量部、塩素化ブチルゴム１０重信部にＮ３３９カー
ボンブラツク５ｏｎｇ部、アロマチックオイル６眞愉部
、ステアリン酸１瓜量部、亜鉛Ｉｓ８眞量部、Ｎ−１，
８−ジメチルブチル−Ｎ′−フェニル−ｐ−フェニレン
ジアミン１１９部、ｔ、ａ−ジフェニルグアニジン０．
２１−１を部、ジベンゾチアジルジスルフィド０．４車
ｉｔ部、Ｎ−オキシジエチレン−２−ベンゾチアゾール
スルフェンアミド０．５ 重量部、硫黄１．５ル蝋部及
び第１表に示したシラン化合物５ｍ１ｓを配合してなる
各種ゴム組成物をトレッドとするタイヤサイズ１６５
ＳＲｌ ８のタイヤを作成した（実施例１〜１２）。Examples 1-12, Comparative Examples 1-2 Natural Comb 40 ff1t! , styrene butadiene rubber 5
0 parts by weight, 10 parts of chlorinated butyl rubber, 5 parts of N339 carbon black, 6 parts of aromatic oil, 1 part of stearic acid, 8 parts of zinc Is, N-1,
119 parts of 8-dimethylbutyl-N'-phenyl-p-phenylenediamine, 0.0 parts of t,a-diphenylguanidine.
21-1 parts, 0.4 parts of dibenzothiazyl disulfide, 0.5 parts by weight of N-oxydiethylene-2-benzothiazolesulfenamide, 1.5 parts of wax, and the silane shown in Table 1. Tire size 165 whose tread is made of various rubber compositions containing compound 5mls
Tires with SRl 8 were created (Examples 1 to 12).
また、上記配合においてシラン化合物を配合しない場合
（比較例１）及びシラン化合物の代りに低温性可１Ｊｌ
ｉ剤であるオレイン酸ブチルエステルを配合した場合（
比較例２）の同サイズタイヤをも作成した。In addition, in the case where the silane compound is not blended in the above formulation (Comparative Example 1) and in place of the silane compound, low-temperature 1 Jl
When the i-agent, butyl oleate, is added (
A tire of the same size as Comparative Example 2) was also created.
各タイヤにつき耐アイススキツド性試験として雪氷路面
での踏面把握力、耐ウエツトスキツド性として湿潤路面
における甜制動性及び転がり抵抗を下記方法で評価した
。For each tire, the tread gripping force on a snowy and icy road surface was evaluated as an ice skid resistance test, and the braking performance and rolling resistance on a wet road surface were evaluated as wet skid resistance tests using the following methods.
評価方法
（１）雪水路面での踏面把握力
雪氷路面において、速度２０．８０および４０Ｋｌｌ／
ｈで走行中にブレーキをかけ停止距離を測定し、比較例
１のタイヤの値を１００として指数で表示した。数値の
大きい程良好。′
（２）湿潤路［ｍにおける耐制動性
槁れたアスファルト路面において、速１３［４０ｋｍ／
ｈ 、 ７０ ｖ／１１及び１００にｍ／ｈの各速度か
ら急制動を与え、完全に停止するまでの進行距離を求め
、その値を比較例１を１００として指数で表示した。数
値の大きい程農好。Evaluation method (1) Tread gripping force on snowy road surface On snowy road surface, speed 20.80 and 40Kll/
The brake was applied while the vehicle was running at 100 m, and the stopping distance was measured, and the value of the tire of Comparative Example 1 was set as 100, and the value was expressed as an index. The higher the number, the better. (2) Braking resistance on a wet road [m] On a rough asphalt road, a speed of 13 [40 km/h]
Sudden braking was applied from each speed of m/h, 70 v/11 and 100 m/h, the travel distance until a complete stop was determined, and the value was expressed as an index with Comparative Example 1 set as 100. The higher the number, the better the agriculture.
（８）転がり抵抗
直径１７０７．１５ｍ、幅８５０ｕのスチール裂ドラム
上において、８８５に９の荷重を内圧１．７に９／♂の
タイヤに掛け、ドラムをモータ駆動により回転させ、速
度８０ ｋｍ／ｈにて３０分間慣らし老朽を行った後、
速度を２００ ｋｍ／ｈまで上昇させた。(8) Rolling Resistance On a steel split drum with a diameter of 1707.15 m and a width of 850 u, a load of 9 on 885 was applied to a 9/♂ tire with an internal pressure of 1.7, the drum was rotated by a motor, and a speed of 80 km/ After 30 minutes of break-in at h,
The speed was increased to 200 km/h.
次いでモータ駆動クラッチを切って惰行させ、ドラム減
速度と時間変化を基にして速度５０ ｋｌｌ／ｈにおけ
るタイヤとドラムの転がり抵抗を算出した。Next, the motor drive clutch was disengaged to coast, and the rolling resistance of the tire and drum at a speed of 50 kll/h was calculated based on the drum deceleration and time change.
この値からあらかじめ算出′℃ておいたドラム抵抗を差
し引いて正味のタイヤの転がり抵抗を求めた。From this value, the drum resistance, which had been calculated in advance at 100°C, was subtracted to determine the net rolling resistance of the tire.
この際の比較例１の数値を１００とし、指数で表示した
。数値の大きい程良好。In this case, the numerical value of Comparative Example 1 was set to 100, and it was expressed as an index. The higher the number, the better.
評価結果を第２表に示す。The evaluation results are shown in Table 2.
（発明の効果）
以上、実施例及び比較例で示すように、この発明は、一
般式（Ｉ）で示す特定の構造を有するシラン化合物？１
〜２０心量部天然ゴム及び／又は合成ゴムに配合したゴ
ム組成物を提供し、これをタイヤトレッド用ゴムＭｆ’
Ｊｉ物として用いるタイヤは耐アイススキツド性、耐ウ
エツトスキツド性及び転がり抵抗が１司）１：ｆに改良
されるので、オールシーズンタイヤ用に好適に使用する
ことができる。(Effects of the Invention) As shown above in the Examples and Comparative Examples, the present invention provides a silane compound having a specific structure represented by general formula (I). 1
Provide a rubber composition blended with ~20 parts by weight natural rubber and/or synthetic rubber, and use this as tire tread rubber Mf'
Since the tires used as JI products have improved ice skid resistance, wet skid resistance, and rolling resistance to a ratio of 1:f, they can be suitably used as all-season tires.
この発明のゴム組成物は、前記のようにタイヤトレッド
用に使用し５るばかりでなく、必要に応じてタイヤの他
の部分や工梁用品などに使用することも可能である。The rubber composition of the present invention can be used not only for tire treads as described above, but also for other parts of tires, construction beam parts, etc., as required.
Claims (1)
少なくとも１種のゴム１００重量部に対し、一般式 ▲数式、化学式、表等があります▼（ I ） （式中、Ｒ＾１は炭素原子数１〜１８個のアルキル基、
アラルキル基、アリール基、アルカリール基、アルケニ
ル基又は−（ＣＨ＿２ＣＨ＿２Ｏ）−＿ｍＲ＾２基を示
し、ここでＲ＾２は炭素原子数１〜１８個のアルキル基
、アルケニル基、アルキルカルボニルオキシ基、アルカ
リール基及び ▲数式、化学式、表等があります▼基よりなる群の中か
ら選ばれ た基を示し、ｍは１〜５５の整数であり、前記Ｒ＾１は
シアノ基、メルカプト基、アルコキシ基又はハロゲン原
子で置換することができ、ｎは１〜８の整数である。） で表される少なくとも１種のシラン化合物を１〜２０重
量部配合することを特徴とするゴム組成物。[Claims] 1. For 100 parts by weight of at least one rubber selected from the group consisting of natural rubber and synthetic rubber, a general formula ▲a mathematical formula, a chemical formula, a table, etc.▼(I) (formula where R^1 is an alkyl group having 1 to 18 carbon atoms,
It represents an aralkyl group, an aryl group, an alkaryl group, an alkenyl group or a -(CH_2CH_2O)-_mR^2 group, where R^2 is an alkyl group having 1 to 18 carbon atoms, an alkenyl group, an alkylcarbonyloxy group, Indicates a group selected from the group consisting of an alkaryl group and a ▼ group with mathematical formulas, chemical formulas, tables, etc., m is an integer from 1 to 55, and R^1 is a cyano group, a mercapto group, an alkoxy group. It can be substituted with a group or a halogen atom, and n is an integer of 1 to 8. ) A rubber composition comprising 1 to 20 parts by weight of at least one silane compound represented by:
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61022091A JPS62181346A (en) | 1986-02-05 | 1986-02-05 | Rubber composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61022091A JPS62181346A (en) | 1986-02-05 | 1986-02-05 | Rubber composition |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS62181346A true JPS62181346A (en) | 1987-08-08 |
Family
ID=12073198
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP61022091A Pending JPS62181346A (en) | 1986-02-05 | 1986-02-05 | Rubber composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS62181346A (en) |
Cited By (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0718358A1 (en) * | 1994-12-19 | 1996-06-26 | Sumitomo Rubber Industries Ltd. | Rubber composition for treads of studless tyres |
| EP1236767A3 (en) * | 2001-03-02 | 2003-08-13 | Bayer Inc. | Filled elastomeric compositions |
| JP2005008639A (en) * | 2003-06-20 | 2005-01-13 | Degussa Ag | Organosilicon compound |
| EP1683801A2 (en) | 2005-01-20 | 2006-07-26 | Degussa GmbH | Mercaptosilanes |
| JP2006523259A (en) * | 2003-04-02 | 2006-10-12 | ゼネラル・エレクトリック・カンパニイ | Coupling agent for mineral-filled elastomer compositions |
| US7462221B2 (en) | 2004-06-25 | 2008-12-09 | Evonik Degussa Gmbh | Process and device for the extraction of substances from silane-modified fillers |
| EP2022795A2 (en) | 2007-08-09 | 2009-02-11 | Evonik Degussa GmbH | Method for manufacturing alkylpolyether-substituted mercaptosilanes |
| US7518009B2 (en) | 2005-05-03 | 2009-04-14 | Evonik Degussa Gmbh | Process for preparing mercaptoorganyl (alkoxysilanes) |
| JP2009519287A (en) * | 2005-12-16 | 2009-05-14 | エボニック デグサ ゲーエムベーハー | Method for producing (mercaptoorganyl) alkyl polyether silane |
| JP2009527627A (en) * | 2006-02-21 | 2009-07-30 | モメンティブ パフォーマンス マテリアルズ インコーポレイテッド | Rubber composition containing organofunctional silane |
| JP2009529067A (en) * | 2006-02-21 | 2009-08-13 | モメンティブ パフォーマンス マテリアルズ インコーポレイテッド | Organofunctional silane based free flowing filler composition |
| JP2010013463A (en) * | 2001-08-06 | 2010-01-21 | Evonik Degussa Gmbh | Organosilicon compound, production method of the same, rubber mixture containing the same and use of the same |
| JP2010505999A (en) * | 2006-10-06 | 2010-02-25 | モメンティブ パフォーマンス マテリアルズ インコーポレイテッド | Elastomer compositions containing mercapto-functional silanes and processes for their preparation |
| US7705076B2 (en) | 2006-06-09 | 2010-04-27 | Evonik Degussa Gmbh | Rubber mixtures |
| US7767742B2 (en) | 2002-05-28 | 2010-08-03 | Evonik Degussa Gmbh | Organosilicon compounds, process for their production and their use |
| US7777063B2 (en) | 2005-08-17 | 2010-08-17 | Evonik Degussa Gmbh | Organosilicon compounds their preparation and their use |
| WO2011132594A1 (en) * | 2010-04-23 | 2011-10-27 | Jsr株式会社 | Rubber composition and tires |
| JP2014108922A (en) * | 2012-11-30 | 2014-06-12 | Daiso Co Ltd | Mixture of organosilicon compound and rubber composition |
| US20150175782A1 (en) * | 2012-04-05 | 2015-06-25 | Evonik Industries Ag | Mercaptosilane-carbon black blend |
| US20150353734A1 (en) * | 2013-03-04 | 2015-12-10 | Torsten Peterle | Mercaptosilane polymer mixture |
| JP2016053021A (en) * | 2014-09-03 | 2016-04-14 | 国立研究開発法人産業技術総合研究所 | Alkoxysilanes, and oligosiloxanes and method for producing the same |
-
1986
- 1986-02-05 JP JP61022091A patent/JPS62181346A/en active Pending
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|---|---|---|---|---|
| US5618869A (en) * | 1994-12-19 | 1997-04-08 | Sumitomo Rubber Industries, Ltd. | Rubber composition for treads of studless tires |
| EP0718358A1 (en) * | 1994-12-19 | 1996-06-26 | Sumitomo Rubber Industries Ltd. | Rubber composition for treads of studless tyres |
| EP1236767A3 (en) * | 2001-03-02 | 2003-08-13 | Bayer Inc. | Filled elastomeric compositions |
| JP4589444B2 (en) * | 2001-08-06 | 2010-12-01 | エボニック デグサ ゲーエムベーハー | Organosilicon compound, process for its production, rubber mixture containing said compound and use of said compound |
| JP2010013463A (en) * | 2001-08-06 | 2010-01-21 | Evonik Degussa Gmbh | Organosilicon compound, production method of the same, rubber mixture containing the same and use of the same |
| US7767742B2 (en) | 2002-05-28 | 2010-08-03 | Evonik Degussa Gmbh | Organosilicon compounds, process for their production and their use |
| JP2006523259A (en) * | 2003-04-02 | 2006-10-12 | ゼネラル・エレクトリック・カンパニイ | Coupling agent for mineral-filled elastomer compositions |
| US7423165B2 (en) | 2003-06-20 | 2008-09-09 | Degussa Ag | Organosilicon compounds |
| JP4606785B2 (en) * | 2003-06-20 | 2011-01-05 | エボニック デグサ ゲーエムベーハー | Organosilicon compound |
| JP2005008639A (en) * | 2003-06-20 | 2005-01-13 | Degussa Ag | Organosilicon compound |
| US7462221B2 (en) | 2004-06-25 | 2008-12-09 | Evonik Degussa Gmbh | Process and device for the extraction of substances from silane-modified fillers |
| TWI395780B (en) * | 2005-01-20 | 2013-05-11 | Evonik Degussa Gmbh | Mercaptosilanes |
| EP1683801A3 (en) * | 2005-01-20 | 2006-09-27 | Degussa GmbH | Mercaptosilanes |
| US8013178B2 (en) | 2005-01-20 | 2011-09-06 | Evonik Degussa Gmbh | Mercaptosilanes and derivatives thereof |
| JP2006249069A (en) * | 2005-01-20 | 2006-09-21 | Degussa Ag | Mercaptosilane |
| US9617287B2 (en) | 2005-01-20 | 2017-04-11 | Evonik Degussa Gmbh | Mercaptosilanes |
| AU2006200255B2 (en) * | 2005-01-20 | 2010-07-08 | Evonik Operations Gmbh | Mercaptosilanes |
| EP1683801A2 (en) | 2005-01-20 | 2006-07-26 | Degussa GmbH | Mercaptosilanes |
| US7518009B2 (en) | 2005-05-03 | 2009-04-14 | Evonik Degussa Gmbh | Process for preparing mercaptoorganyl (alkoxysilanes) |
| US7777063B2 (en) | 2005-08-17 | 2010-08-17 | Evonik Degussa Gmbh | Organosilicon compounds their preparation and their use |
| JP2009519287A (en) * | 2005-12-16 | 2009-05-14 | エボニック デグサ ゲーエムベーハー | Method for producing (mercaptoorganyl) alkyl polyether silane |
| US7799938B2 (en) | 2005-12-16 | 2010-09-21 | Evonik Degussa Gmbh | Method for the production of (mercaptoorganyl)alkyl polyether silanes |
| JP2009527627A (en) * | 2006-02-21 | 2009-07-30 | モメンティブ パフォーマンス マテリアルズ インコーポレイテッド | Rubber composition containing organofunctional silane |
| JP2009529067A (en) * | 2006-02-21 | 2009-08-13 | モメンティブ パフォーマンス マテリアルズ インコーポレイテッド | Organofunctional silane based free flowing filler composition |
| US7705076B2 (en) | 2006-06-09 | 2010-04-27 | Evonik Degussa Gmbh | Rubber mixtures |
| JP2010505999A (en) * | 2006-10-06 | 2010-02-25 | モメンティブ パフォーマンス マテリアルズ インコーポレイテッド | Elastomer compositions containing mercapto-functional silanes and processes for their preparation |
| DE102007037556A1 (en) | 2007-08-09 | 2009-02-12 | Evonik Degussa Gmbh | Process for the preparation of alkylpolyether-substituted mercaptosilanes |
| EP2022795A2 (en) | 2007-08-09 | 2009-02-11 | Evonik Degussa GmbH | Method for manufacturing alkylpolyether-substituted mercaptosilanes |
| WO2011132594A1 (en) * | 2010-04-23 | 2011-10-27 | Jsr株式会社 | Rubber composition and tires |
| US20150175782A1 (en) * | 2012-04-05 | 2015-06-25 | Evonik Industries Ag | Mercaptosilane-carbon black blend |
| US9598562B2 (en) * | 2012-04-05 | 2017-03-21 | Evonik Degussa Gmbh | Mercaptosilane-carbon black blend |
| JP2014108922A (en) * | 2012-11-30 | 2014-06-12 | Daiso Co Ltd | Mixture of organosilicon compound and rubber composition |
| US20150353734A1 (en) * | 2013-03-04 | 2015-12-10 | Torsten Peterle | Mercaptosilane polymer mixture |
| US9512306B2 (en) * | 2013-03-04 | 2016-12-06 | Evonik Degussa Gmbh | Mercaptosilane polymer mixture |
| JP2016053021A (en) * | 2014-09-03 | 2016-04-14 | 国立研究開発法人産業技術総合研究所 | Alkoxysilanes, and oligosiloxanes and method for producing the same |
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