JPS6323941A - Low heat generating rubber composition - Google Patents
Low heat generating rubber compositionInfo
- Publication number
- JPS6323941A JPS6323941A JP16661186A JP16661186A JPS6323941A JP S6323941 A JPS6323941 A JP S6323941A JP 16661186 A JP16661186 A JP 16661186A JP 16661186 A JP16661186 A JP 16661186A JP S6323941 A JPS6323941 A JP S6323941A
- Authority
- JP
- Japan
- Prior art keywords
- rubber
- weight
- parts
- rubber composition
- low heat
- 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 38
- 239000005060 rubber Substances 0.000 title claims abstract description 38
- 239000000203 mixture Substances 0.000 title claims abstract description 20
- -1 dithiouracil compound Chemical class 0.000 claims abstract description 11
- 244000043261 Hevea brasiliensis Species 0.000 claims abstract description 7
- 229920003052 natural elastomer Polymers 0.000 claims abstract description 7
- 229920001194 natural rubber Polymers 0.000 claims abstract description 7
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 6
- 239000012763 reinforcing filler Substances 0.000 claims abstract description 6
- 229920003051 synthetic elastomer Polymers 0.000 claims abstract description 5
- 239000005061 synthetic rubber Substances 0.000 claims abstract description 4
- 150000001993 dienes Chemical class 0.000 claims abstract description 3
- 230000020169 heat generation Effects 0.000 claims description 13
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims 1
- 229920003048 styrene butadiene rubber Polymers 0.000 abstract description 7
- 238000002156 mixing Methods 0.000 abstract description 3
- 238000004073 vulcanization Methods 0.000 abstract description 3
- BDEYNXDDWDOCPL-UHFFFAOYSA-N 3-butyl-2-sulfanylidene-1h-pyrimidin-4-one Chemical compound CCCCN1C(=O)C=CNC1=S BDEYNXDDWDOCPL-UHFFFAOYSA-N 0.000 abstract 1
- 239000003963 antioxidant agent Substances 0.000 abstract 1
- 230000003078 antioxidant effect Effects 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 description 10
- 238000003786 synthesis reaction Methods 0.000 description 10
- 230000000694 effects Effects 0.000 description 9
- ISAKRJDGNUQOIC-UHFFFAOYSA-N Uracil Chemical compound O=C1C=CNC(=O)N1 ISAKRJDGNUQOIC-UHFFFAOYSA-N 0.000 description 8
- 150000002832 nitroso derivatives Chemical class 0.000 description 7
- ZEQIWKHCJWRNTH-UHFFFAOYSA-N 1h-pyrimidine-2,4-dithione Chemical compound S=C1C=CNC(=S)N1 ZEQIWKHCJWRNTH-UHFFFAOYSA-N 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 5
- DPMFIGRDAIXBEQ-UHFFFAOYSA-N 5-ethyl-1H-pyrimidine-2,4-dithione Chemical compound C(C)C=1C(NC(NC1)=S)=S DPMFIGRDAIXBEQ-UHFFFAOYSA-N 0.000 description 4
- 229940035893 uracil Drugs 0.000 description 4
- HQYNBERMSSWQTG-UHFFFAOYSA-N 3-butyl-1h-pyrimidine-2,4-dithione Chemical compound CCCCN1C(=S)C=CNC1=S HQYNBERMSSWQTG-UHFFFAOYSA-N 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 229920002857 polybutadiene Polymers 0.000 description 3
- 229920001195 polyisoprene Polymers 0.000 description 3
- VZXXVGJBWNGBSW-UHFFFAOYSA-N 1-butylpyrimidine-2,4-dithione Chemical compound CCCCn1ccc(=S)[nH]c1=S VZXXVGJBWNGBSW-UHFFFAOYSA-N 0.000 description 2
- 235000021355 Stearic acid Nutrition 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical group C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 238000005299 abrasion Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 239000008117 stearic acid Substances 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 239000011593 sulfur Substances 0.000 description 2
- 235000014692 zinc oxide Nutrition 0.000 description 2
- 239000011787 zinc oxide Substances 0.000 description 2
- OWRCNXZUPFZXOS-UHFFFAOYSA-N 1,3-diphenylguanidine Chemical compound C=1C=CC=CC=1NC(=N)NC1=CC=CC=C1 OWRCNXZUPFZXOS-UHFFFAOYSA-N 0.000 description 1
- MUEKJTHBUFFNQY-UHFFFAOYSA-N 1-butylpyrimidine-2,4-dione Chemical compound CCCCN1C=CC(=O)NC1=O MUEKJTHBUFFNQY-UHFFFAOYSA-N 0.000 description 1
- GJHVUNPZKRIADK-UHFFFAOYSA-N 2-nitrosoquinoline Chemical class C1=CC=CC2=NC(N=O)=CC=C21 GJHVUNPZKRIADK-UHFFFAOYSA-N 0.000 description 1
- RHIULBJJKFDJPR-UHFFFAOYSA-N 5-ethyl-1h-pyrimidine-2,4-dione Chemical compound CCC1=CNC(=O)NC1=O RHIULBJJKFDJPR-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 230000003712 anti-aging effect Effects 0.000 description 1
- 229920005549 butyl rubber Polymers 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000000354 decomposition reaction 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
- 238000004134 energy conservation Methods 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 230000036571 hydration Effects 0.000 description 1
- 238000006703 hydration reaction Methods 0.000 description 1
- 230000001965 increasing effect Effects 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- KOOMFXGDLMRWSN-UHFFFAOYSA-N n-phenylnitrous amide Chemical class O=NNC1=CC=CC=C1 KOOMFXGDLMRWSN-UHFFFAOYSA-N 0.000 description 1
- CYQAYERJWZKYML-UHFFFAOYSA-N phosphorus pentasulfide Chemical compound S1P(S2)(=S)SP3(=S)SP1(=S)SP2(=S)S3 CYQAYERJWZKYML-UHFFFAOYSA-N 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000002510 pyrogen Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000003014 reinforcing effect Effects 0.000 description 1
- GPNLWUFFWOYKLP-UHFFFAOYSA-N s-(1,3-benzothiazol-2-yl)thiohydroxylamine Chemical compound C1=CC=C2SC(SN)=NC2=C1 GPNLWUFFWOYKLP-UHFFFAOYSA-N 0.000 description 1
- 238000007665 sagging Methods 0.000 description 1
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 229920002554 vinyl polymer Chemical group 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-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） 本発明は低発熱性ゴム組成物に関するものである。[Detailed description of the invention] (Industrial application field) The present invention relates to a low heat generation rubber composition.
（従来の技術）
省資源、省エネルギーの社会的要求に対応するため、ゴ
ム業界特にタイヤ業界において、ここ数年来、低燃費タ
イヤの開発か盛んに行なわれるようになってきた。この
ような低燃費タイヤの開発には低発熱性ゴム組成物が不
可欠であり１例えば、特に乗用車用タイヤを目的として
、特開昭５７−５１５０３号、特開昭５７−５５２０４
号、特開昭５１１−３５７０５号に記載されているよう
に、結合スチレンとビニル結合の含有率をコントロール
したスチレン−ブタジェンゴム（ＳＢＩ’ｔ）を使用す
る方法があるか、これらの方法はＳＢＲ以外のゴム、特
に正車両用タイヤにもっとも広く使用されている天然ゴ
ムには全く応用てきなかった。(Prior Art) In response to social demands for resource and energy conservation, the rubber industry, particularly the tire industry, has been actively developing tires with low fuel consumption over the past few years. Low heat generation rubber compositions are indispensable for the development of such fuel-efficient tires.
Is there a method of using styrene-butadiene rubber (SBI't) in which the content of bound styrene and vinyl bonds is controlled, as described in JP-A-511-35705? It has not been applied at all to rubber, especially natural rubber, which is most widely used in tires for regular vehicles.
一方、特公昭５０−コ８１３１号、英国特許第１１８５
８９５号、米国特許第２３１５１３５５号及び特許第２
３１５８５６号等にニトロソキノリン類、ニトロソアニ
リン類等を添加することにより、ゴム組成物の発熱性が
改善されることが記載されている。しかしながら、この
ようなニトロソ化合物は、確かに発熱性を改善するが、
特にポリイソプレンゴムに適用した場合、ポリマーのし
やっ解作用が大きくゴム組成物の耐摩耗性を著しく低下
させるといった欠点を有していた。また上記ニトロソ化
合物はポリイソプレンゴムに適用した場合には発熱性を
著しく改善するが、合成ゴム、例えばスチレン−ブタジ
ェン共重合ゴムやポリブタジェンゴム等に適用した場合
、発熱性改良効果は余り期待てきなかった。On the other hand, Japanese Patent Publication No. 8131, British Patent No. 1185
No. 895, U.S. Patent No. 2,315,1355 and Patent No. 2
No. 315856 and the like describes that the heat generation properties of rubber compositions are improved by adding nitrosoquinolines, nitrosoanilines, etc. However, although such nitroso compounds do improve pyrogenicity,
Particularly when applied to polyisoprene rubber, it has the disadvantage that the polymer has a large softening effect that significantly reduces the abrasion resistance of the rubber composition. Furthermore, when the above-mentioned nitroso compound is applied to polyisoprene rubber, it significantly improves the heat generation property, but when applied to synthetic rubber, such as styrene-butadiene copolymer rubber and polybutadiene rubber, the effect of improving heat generation property is not expected to be as great. I couldn't come.
（発明か解決しようとする問題点）
本発明は前記のような、天然ゴムに応用することができ
なかったり、ポリイソプレンゴムに適用した場合、しゃ
っ解作用が大きかったり、更にはスチレン−ブタジェン
共重合体ゴムやポリブタジェンゴムに適用した場合、余
り発熱改良効果が期待できなかったりする問題を解決し
て、このような欠点のない低発熱性ゴム組成物を提供し
ようとするものである。(Problems to be Solved by the Invention) The present invention cannot be applied to natural rubber, as described above, and when applied to polyisoprene rubber, the hydration effect is large, and styrene-butadiene rubber The purpose of this invention is to solve the problem that when applied to copolymer rubber or polybutadiene rubber, the heat generation improvement effect cannot be expected much, and to provide a low heat generation rubber composition that does not have such drawbacks. .
（問題点を解決するための手段）
本発明者らは、上記欠点を改善することを目的として、
ニトロソ化合物以外の発熱改良剤について鋭意検討した
結果、本発明に到達したものである。(Means for solving the problems) In order to improve the above drawbacks, the present inventors have
The present invention was arrived at as a result of intensive studies on heat generation improvers other than nitroso compounds.
すなわち、本発明は、天然ゴム及び／又はジエン系合成
ゴムからなるゴム１００重量部に、補強性充填剤２０〜
１５０部とジチオウラシル化合物０．１〜ｌＯ重量部を
配合したことを特徴とする低発熱性ゴム組成物に関する
ものである。That is, in the present invention, 20 to 20 parts by weight of a reinforcing filler is added to 100 parts by weight of rubber made of natural rubber and/or diene-based synthetic rubber.
The present invention relates to a low heat build-up rubber composition characterized in that it contains 150 parts by weight of a dithiouracil compound and 0.1 to 10 parts by weight of a dithiouracil compound.
本発明において使用するゴムとしては、天然ゴム、合成
ポリイソプレンゴム、スチレン−ブタジェン共重合ゴム
、ポリブタジェンゴム、ブチルゴム等であり、これらの
ゴムを単独もしくは２種以上併用することかてきる。Rubbers used in the present invention include natural rubber, synthetic polyisoprene rubber, styrene-butadiene copolymer rubber, polybutadiene rubber, butyl rubber, and these rubbers may be used alone or in combination of two or more.
本発明において使用するジチオウラシル化合物とは、次
の一般式
一般式
式中Ｒ１および／又はＲ２は水素原子、炭素数１から４
のアルキル基、Ｒ１は水素原子、メチル基、エチル基、
Ｒ４は水素原子、炭素数１から６のアルキル基を示す。The dithiouracil compound used in the present invention is represented by the following general formula, where R1 and/or R2 are hydrogen atoms and have 1 to 4 carbon atoms.
an alkyl group, R1 is a hydrogen atom, a methyl group, an ethyl group,
R4 represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms.
て表わされる化合物であり、更に具体的にはジチオウラ
シル（ＤＴＵ） 、３−ｎ−ブチルジチオウラシル（３
Ｂ−ＤＴＵ）、１−ローブチルジチオウラシル（ＩＢ−
［ＩＴＵ）、５−エチルジチオウラシル（５Ｅ−ＤＴＩ
Ｉ）、４−ｎ−ヘキシルジチオウラシル（４Ｈ−ＤＴＵ
）等てあり、これらは単独であっても２種以上併用して
もよい。ジチオウラシル化合物の配合量は０．１〜１０
重量部である。It is a compound represented by, more specifically, dithiouracil (DTU), 3-n-butyldithiouracil (3
B-DTU), 1-lobetildithiouracil (IB-
[ITU), 5-ethyldithiouracil (5E-DTI
I), 4-n-hexyldithiouracil (4H-DTU
), and these may be used alone or in combination of two or more. The amount of dithiouracil compound is 0.1 to 10
Parts by weight.
０．１重量部未満てはゴム組成物の発熱改良効果かほと
んど期待できず、 １０重量部を越えるともはや増量効
果がなくなるばかりか、ゴム組成物の機械的性質が低下
するため好ましくない。If it is less than 0.1 parts by weight, little effect on improving heat generation of the rubber composition can be expected, and if it exceeds 10 parts by weight, not only will there be no increasing effect, but the mechanical properties of the rubber composition will deteriorate, which is not preferable.
本発明において補強性充填剤（カーボンブラックなど）
の配合量は、２０〜１５０重量部であり、２０重量部未
満ではゴム組成物の補強性が劣り、１５０重量部を越え
ると発熱性が著しく悪化するばかりでなく、耐摩耗性等
の物性か著しく悪化する。In the present invention, a reinforcing filler (such as carbon black)
The blending amount is 20 to 150 parts by weight; if it is less than 20 parts by weight, the reinforcing properties of the rubber composition will be poor, and if it exceeds 150 parts by weight, not only will the heat generation property deteriorate significantly, but the physical properties such as abrasion resistance will deteriorate. Significantly worsens.
本発明においては、上記の補強性充填剤と発熱改良剤以
外に、必要に応じて軟化剤、老化防止剤、加硫促進剤、
加硫促進助剤、加硫剤等の通常ゴム工業で使用される配
合剤を適宜配合することかできる。In the present invention, in addition to the above-mentioned reinforcing fillers and heat generation improvers, softeners, anti-aging agents, vulcanization accelerators,
Compounding agents commonly used in the rubber industry, such as vulcanization accelerators and vulcanizing agents, may be appropriately blended.
また、本発明のゴム組成物は、タイヤ、コンベアベルト
、ホース等のあらゆるゴム製品に適用できる。Further, the rubber composition of the present invention can be applied to all kinds of rubber products such as tires, conveyor belts, hoses, etc.
（実施例）
以下、本発明を合成例、実施例及び比較例により詳細に
説明する。(Example) Hereinafter, the present invention will be explained in detail with reference to Synthesis Examples, Examples, and Comparative Examples.
合成例１ ジチオウラシル（ＤＴＵ）
ウラシル２２．４ｇ（０−２モＪし）、スルホラン２０
０冒又を３００ｍ１の４頭のフラスコに仕込み、これに
五硫化リン１９．６ｇ（０，２ｘ２１５ ｘｌ、１モル
）を加え、１２０”Ｃ−１３０℃に加熱昇温し、８時間
攪拌した。冷却後反応混合液を木１．５文に注ぎ、析出
した結糸を濾取し、充分に水洗した後、乾燥して目的と
するジチオウラシル１９．１ｇ （収率５６．９％、分
解点２７Ｌ５℃）を得た。Synthesis Example 1 Dithiouracil (DTU) 22.4 g of uracil (0-2 moJ), 20 sulfolane
A 300 ml four-head flask was charged with 19.6 g of phosphorus pentasulfide (0.2 x 215 xl, 1 mol), heated to 120"C-130C, and stirred for 8 hours. After cooling, the reaction mixture was poured into a 1.5-gram wooden plate, the precipitated knots were collected by filtration, thoroughly washed with water, and dried to give the desired dithiouracil 19.1 g (yield 56.9%, decomposition point 27L (5°C) was obtained.
合成例２３−ローブチルジチオウラシル（３Ｂ−ＤＴＵ
）ウラシルの代りに３−〇−フチルウラシル：１１６ｇ
（０，２モル）を用いた他は合成例１に準拠して、目的
物の３−ｎ−ブチルジチオウラシル２５．８ｇ （収
率６４．５％）を得た。Synthesis Example 23-lobed tildithiouracil (3B-DTU
) 3-0-phthyluracil instead of uracil: 116g
25.8 g (yield: 64.5%) of the target product, 3-n-butyldithiouracil, was obtained in accordance with Synthesis Example 1, except that (0.2 mol) was used.
合成例３】−ｎ−ブチルジチオウラシル（１Ｂ−ＤＴＵ
）ウラシルの代りに１−ｎ−ブチルウラシル３：１．６
ｇ（０，２モル）を用いた他は合成例１に準拠して目的
物の１−ｎ−ブチルジチオウラシル２４．１ｇ （収
率５０．１％）を得た。Synthesis Example 3 -n-butyldithiouracil (1B-DTU
) 1-n-butyluracil 3:1.6 instead of uracil
24.1 g (yield: 50.1%) of the target product, 1-n-butyldithiouracil, was obtained according to Synthesis Example 1, except that 1-n-butyldithiouracil was used.
合成例４５−エチルジチオウラシル（５Ｅ−ＤＴＵ）ウ
ラシルの代りに５−エチルウラシル２８．０ｇ（０，２
モル）を用いた他は合成例１に準拠して目的物の５−エ
チルジチオウラシル２１．５ｇ （収率６２゜％）得
た。Synthesis Example 4 5-ethyldithiouracil (5E-DTU) 28.0 g of 5-ethyluracil (0,2
21.5 g (yield: 62%) of the target product, 5-ethyldithiouracil, was obtained in accordance with Synthesis Example 1, except that 5-ethyldithiouracil (mol) was used.
合成例５ ＝１−ｎ−ヘキシルジチオウラシル（４Ｈ
−ＤＴＵ）ウラシルの代りに４−ｎ−へキシルウラシル
３９．２ｇ（０，２モル）を用いた他は合成例１に準拠
して目的物の４−ｎ−へキシルジチオウラシル２６．３
ｇ （収率５７．５％）を得た。Synthesis example 5 = 1-n-hexyldithiouracil (4H
-DTU) The desired product, 4-n-hexyldithiouracil 26.3, was prepared according to Synthesis Example 1 except that 39.2 g (0.2 mol) of 4-n-hexyluracil was used instead of uracil.
g (yield 57.5%) was obtained.
実施例１〜５．比較例１〜３
天然ゴム１００重量部にｌ５ＡＦ力−ボンブラツク５０
重量部、ステアリン酸３重量部、Ｎ−（１，：ｌ−ジメ
チルブチル）−Ｎ′−フェニル−ｐ−フェニレンジアミ
ン１重量部、亜鉛華５重量部、Ｎ−才キシシエチレン−
２−ベンゾチアゾールスルフェンアミド０．５重量部、
硫黄２．５重量部に第１表に示した各種ジチオクラシル
化合物を５．７５ｘ １０−’モル相出量を配合した各
種ゴム組成物をバンバリーミキサ−を用いて混練りして
作成し１反発弾性、ゾル分子量について評価した。比較
のため、ニトロソ化合物についても同様に評価した。結
果を第１表に示した。Examples 1-5. Comparative Examples 1 to 3 100 parts by weight of natural rubber with l5AF force-Bon Black 50
parts by weight, 3 parts by weight of stearic acid, 1 part by weight of N-(1,:l-dimethylbutyl)-N'-phenyl-p-phenylenediamine, 5 parts by weight of zinc white, N-oxyethylene-
0.5 parts by weight of 2-benzothiazolesulfenamide,
Various rubber compositions were prepared by blending 2.5 parts by weight of sulfur with various dithiocracil compounds shown in Table 1 in an amount of 5.75 x 10-' molar phase out using a Banbury mixer. , the sol molecular weight was evaluated. For comparison, nitroso compounds were also evaluated in the same way. The results are shown in Table 1.
尚、評価方法は以下の通りである。The evaluation method is as follows.
反発弾性： ＪＩＳ Ｋ６３０１に従って測定した。Repulsion resilience: Measured according to JIS K6301.
ゾル分子量・未加硫ゴム組成物をテトラヒドロフランに
浸漬し４８時間後、カー
ボンゲルを除去した残液にて、東
洋曹達製旧ｇｈ ５ｐｅｅｄ ＬｉｑｕｉｄＣｈｒｏｍ
ａｔｏｇｒａｐｈ ｔ−ＩＬＣ−８０２Ａを使用してゾ
ル分の分子量（Ｍｗ）を測定
した。The sol molecular weight/unvulcanized rubber composition was immersed in tetrahydrofuran for 48 hours, and the remaining liquid after removing the carbon gel was used to make Toyo Soda's former gh 5peed LiquidChrom.
The molecular weight (Mw) of the sol fraction was measured using atograph t-ILC-802A.
第１表より１本発明のゴム組成物はポリマーのしゃっ解
作用がなく１発熱性か著しく改善されていることが明ら
かである。From Table 1, it is clear that the rubber composition of the present invention does not have the sagging effect of the polymer and has significantly improved exothermic properties.
実施例６〜１０．比較例４〜６
スチレン・ブタジェン共重合ゴム（５ＢＲ１７１２）１
３７．５重量部に、ｌ５ＡＦ力−ボンブラツク５５重量
部、ステアリン酸１重量部、亜鉛華３重量部、１゜３−
ジフェニルグアニジン０．５重量部、ジベンゾチアジル
ジスルフィド１．０重量部、硫黄１．５重量部に第２表
に示した各種ジチオウラシル化合物を５．７５Ｘ １０
−”モル相当量を配合した各種ゴム組成物をバンバリー
ミキサ−を用いて混練して作成し、反発弾性について評
価した。比較のためニトロソ化合物についても同様に評
価した。結果を第２表に示した。Examples 6-10. Comparative Examples 4-6 Styrene-butadiene copolymer rubber (5BR1712) 1
37.5 parts by weight, 55 parts by weight of l5AF force-bon black, 1 part by weight of stearic acid, 3 parts by weight of zinc white, 1°3-
Various dithiouracil compounds shown in Table 2 were added to 0.5 parts by weight of diphenylguanidine, 1.0 parts by weight of dibenzothiazyl disulfide, and 1.5 parts by weight of sulfur at 5.75×10
Various rubber compositions were prepared by kneading them using a Banbury mixer and evaluated for impact resilience. For comparison, nitroso compounds were also evaluated in the same manner. The results are shown in Table 2. Ta.
第２表から明らかなように、ジチオウラシル化合物を配
合した本発明のスチレン−ブタジェン共重合ゴム組成物
は、ニトロソ化合物を配合した比較例対比１発熱改良効
果が著しいことがわかる。As is clear from Table 2, the styrene-butadiene copolymer rubber composition of the present invention containing a dithiouracil compound has a remarkable heat generation improvement effect compared to the comparative example containing a nitroso compound.
（効果）
本発明のゴム組成物は実施例に示す如く、比較例に使用
したニトロソ化合物対比発熱効果が改善された。(Effects) As shown in the examples, the rubber composition of the present invention had improved exothermic effect compared to the nitroso compound used in the comparative example.
Claims (1)
１００重量部に、補強性充填剤２０〜１５０重量部とジ
チオウラシル化合物０．１〜１０重量部を配合したこと
を特徴とする低発熱性ゴム組成物。 ２、ジチオウラシル化合物が次の一般式 一般式 ▲数式、化学式、表等があります▼ 式中Ｒ＿１および／又はＲ＿２は水素原子、炭素数１か
ら４のアルキル基、Ｒ＿３は水素原子、メチル基、エチ
ル基、Ｒ＿４は水素原子、炭素数１から６のアルキル基
を示す。 で表わされる特許請求の範囲第１項記載の低発熱性ゴム
組成物。[Claims] 1. 20 to 150 parts by weight of a reinforcing filler and 0.1 to 10 parts by weight of a dithiouracil compound are blended with 100 parts by weight of rubber made of natural rubber and/or diene-based synthetic rubber. Characteristic low heat generation rubber composition. 2. The dithiouracil compound has the following general formula ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ In the formula, R_1 and/or R_2 are hydrogen atoms, alkyl groups having 1 to 4 carbon atoms, R_3 is hydrogen atoms, methyl groups, The ethyl group and R_4 represent a hydrogen atom or an alkyl group having 1 to 6 carbon atoms. A low heat build-up rubber composition according to claim 1, which is represented by:
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP16661186A JPS6323941A (en) | 1986-07-17 | 1986-07-17 | Low heat generating rubber composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP16661186A JPS6323941A (en) | 1986-07-17 | 1986-07-17 | Low heat generating rubber composition |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS6323941A true JPS6323941A (en) | 1988-02-01 |
Family
ID=15834516
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP16661186A Pending JPS6323941A (en) | 1986-07-17 | 1986-07-17 | Low heat generating rubber composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6323941A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6156830A (en) * | 1998-06-26 | 2000-12-05 | Witco Vinyl Additives Gmbh | 5-substituted 6-aminouracils as stabilizers for halogenated polymers |
-
1986
- 1986-07-17 JP JP16661186A patent/JPS6323941A/en active Pending
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6156830A (en) * | 1998-06-26 | 2000-12-05 | Witco Vinyl Additives Gmbh | 5-substituted 6-aminouracils as stabilizers for halogenated polymers |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Heideman et al. | Activators in accelerated sulfur vulcanization | |
| AU741120B2 (en) | Vulcanisable rubber composition with sulphur containing silica | |
| JPH09511277A (en) | Reinforcing additive | |
| JPH04136048A (en) | Rubber composition | |
| JP2009126907A (en) | Rubber composition | |
| JPH09176383A (en) | Sulfur-vulcanizable rubber mixture, production thereof, formed material containing the same for tire and structural member | |
| US20100152364A1 (en) | Polymers, rubber compositions, and tires | |
| JP2002241540A (en) | Oil-extended 1,2-polybutadiene and method for producing the same | |
| JPH1180439A (en) | Trans 1,4-butadiene/isoprene copolymer and tire provided with tread made therefrom | |
| JP4230622B2 (en) | A rubber composition containing an anti-reversion material and a tire having the component. | |
| TW202108595A (en) | Silane coupling agent composition containing silane compound and protein denaturing agent, and rubber composition containing said composition | |
| JPS58167634A (en) | Vulcanizable rubber composition | |
| US6017985A (en) | Hydrosilated crystalline high trans polybutadine with silica filler, tires having a base of said composition and method of preparing same | |
| JP2002220491A (en) | Production method of rubber composition for tire | |
| JP3996694B2 (en) | Rubber composition | |
| JP3690890B2 (en) | Low exothermic rubber composition | |
| JPS63150339A (en) | Rubber composition of improved heat resistance | |
| JPS6323941A (en) | Low heat generating rubber composition | |
| JPS6395240A (en) | Low heat-generation rubber composition | |
| JPS62263239A (en) | Low heat-generating rubber composition | |
| US4278585A (en) | Rubber compositions | |
| JPH10251449A (en) | Rubber composition | |
| JP2009263585A (en) | Rubber composition and pneumatic tire using the same | |
| JPH01207337A (en) | Rubber composition having low exothermic property | |
| JP3742476B2 (en) | Modified rubber and tire-containing carbon black-containing rubber composition comprising the same |