JP2017039844A - Rubber composition, tire and method for producing rubber composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a rubber composition excellent in low loss properties, fracture characteristics and filler dispersibility.SOLUTION: The rubber composition comprises a rubber component having diene rubber, a hydrazide compound represented by formula (1), and a filler, where Q is a group having a 3-pyridine skeleton or a group having a 3-quinoline skeleton].SELECTED DRAWING: None

Description

  The present invention relates to a rubber composition, a tire, and a method for producing the rubber composition.

  In recent years, there is an increasing demand for lower fuel consumption of automobiles, and tires with low rolling resistance are required. Therefore, a rubber composition having a low tan δ (hereinafter referred to as “low loss property”) and an excellent low heat generation property is required as a rubber composition used for tire treads and the like. In addition, a rubber composition for a tread is required to have excellent wear resistance and fracture characteristics in addition to low loss. On the other hand, in order to improve the low loss property, wear resistance and fracture characteristics of the rubber composition, it is necessary to improve the affinity between the rubber component and the filler such as carbon black and silica in the rubber composition. It is valid.

As a technique for improving the affinity with a filler in a rubber composition, for example, Patent Document 1 discloses a rubber composition containing a rubber component having a diene rubber, a filler, and a compound having a specific amidine structure. Thus, it is disclosed that the chemical interaction between the rubber component and the filler is enhanced to improve the high elastic modulus and tan δ.
However, in the technique of Patent Document 1, although certain effects have been obtained in terms of high elastic modulus and tan δ, there has been a demand for further reduction in loss and improvement in filler dispersibility.

  Therefore, for the purpose of improving the affinity with the filler while reducing the production cost, Patent Document 2 discloses a rubber composition in which carbon black and a specific hydrazide compound are blended with an elastomer containing natural rubber. Is disclosed.

International Publication No. 2014/052168 Special table 2014-501827 gazette

  However, the technique disclosed in Patent Document 2 also requires further improvement in low-loss properties in order to meet the demand for lower fuel consumption of automobiles. Further, in addition to the improvement of the low loss property, it has been desired to further improve the breakability when the filler is blended in the rubber composition and the dispersibility of the filler.

  Then, the objective of this invention is providing the manufacturing method of a rubber composition excellent in low loss property, a fracture | rupture characteristic, and the dispersibility of a filler, and a rubber composition. Another object of the present invention is to provide a tire excellent in low loss property and breaking property.

The present inventors have intensively studied to achieve the above object with respect to a rubber composition containing a rubber component having a diene rubber, a polar group-containing hydrazide compound, and a filler.
Then, for such a polar group-containing hydrazide compounds, the result of having a nitrogen-containing heterocyclic group, with nitrogen-containing heterocyclic carboxylic acid hydrazide having a hydrazide group at a specific position of the nitrogen-containing heterocyclic group (-CONHNH _2), It has been found that excellent low-loss properties, breaking properties and dispersibility of the filler can be realized, and the present invention has been completed.

［式中、Ｑは３−ピリジン骨格を有する基又は３−キノリン骨格を有する基である。］ That is, the rubber composition of the present invention is characterized by blending a rubber component having a diene rubber, a hydrazide compound represented by the formula (1), and a filler.

[Wherein, Q is a group having a 3-pyridine skeleton or a group having a 3-quinoline skeleton. ]

  The melting point of the hydrazide compound is preferably 200 ° C. or lower. This is because more excellent low-loss properties, breaking properties, and dispersibility of the filler can be realized.

  Moreover, it is preferable that the addition amount of the said hydrazide compound is 0.01 mass part or more with respect to 100 mass parts of rubber components, and it is more preferable that it is 0.1-1.5 mass parts. This is because it is possible to realize excellent low-loss properties, breaking characteristics, and dispersibility of the filler without causing deterioration in physical properties of the rubber composition.

  The filler preferably contains at least one of carbon black and silica. This is because more excellent low-loss properties, breaking properties, and dispersibility of the filler can be realized.

  The tire of the present invention is characterized by using the above rubber composition.

［式中、Ｑは３−ピリジン骨格を有する基又は３−キノリン骨格を有する基である。］ The method for producing a rubber composition of the present invention is characterized by blending a rubber component having a diene rubber, a hydrazide compound represented by the formula (1), and a filler.

[Wherein, Q is a group having a 3-pyridine skeleton or a group having a 3-quinoline skeleton. ]

  ADVANTAGE OF THE INVENTION According to this invention, the manufacturing method of the rubber composition and rubber composition which are excellent in low loss property, a fracture | rupture characteristic, and the dispersibility of a filler can be provided. Moreover, according to the present invention, it is possible to provide a tire excellent in low-loss property and breaking property.

Embodiments of the present invention will be specifically described below.
(Rubber composition)
The rubber composition of the present invention is a rubber composition in which a rubber component having a diene rubber, a hydrazide compound, and a filler are blended.

-Rubber component The rubber component contained in the rubber composition of the present invention is not particularly limited as long as it is a diene rubber. Examples of the diene rubber include natural rubber, polyisoprene rubber (IR), styrene / butadiene copolymer rubber (SBR), polybutadiene rubber (BR), and the like. These diene rubbers may be used alone or in a blend of two or more.

  As described above, in the rubber composition of the present invention, a polar group-containing hydrazide compound is blended with the rubber component.

［式中、Ｑは３−ピリジン骨格を有する基又は３−キノリン骨格を有する基である。］
ヒドラジド化合物において、３−ピリジル基又は３−キノリル基のような含窒素複素環を有することによって、カーボンブラックやシリカ等の充填材とともに配合された際、含窒素複素環の他の位置（例えば２位又は４位等）にヒドラジド基がある化合物を用いた場合に比べて、ゴム成分に満遍なく少量の極性基（好ましくは塩基性基）を導入することができるため、他の物性を低下させることなく、格段に優れた低ロス性、破断特性及び充填材の分散性を実現できる。 -Hydrazide compound And about the hydrazide compound contained in the rubber composition of this invention, it is a hydrazide compound represented by Formula (1), It is characterized by the above-mentioned.

[Wherein, Q is a group having a 3-pyridine skeleton or a group having a 3-quinoline skeleton. ]
The hydrazide compound has a nitrogen-containing heterocycle such as a 3-pyridyl group or 3-quinolyl group, so that when it is blended with a filler such as carbon black or silica, the other position of the nitrogen-containing heterocycle (for example, 2 Compared to the case of using a compound having a hydrazide group at the position or the 4-position), a small amount of polar groups (preferably basic groups) can be uniformly introduced into the rubber component, so that other physical properties are reduced. In particular, it is possible to realize remarkably low loss, breaking characteristics and dispersibility of the filler.

Here, the group having the 3-pyridine skeleton or the 3-quinoline skeleton includes a 3-pyridyl group or a 3-quinolyl group, or a 3-pyridyl group or a 3-quinolyl group having a substituent.
In addition, as the substituent when the 3-pyridyl group or the 3-quinolyl group has a substituent, for example, a halogen atom such as a fluorine atom, a chlorine atom, or a bromine atom, a methyl group, an ethyl group, an n-propyl group, Substitution with alkyl groups having 1 to 4 carbon atoms such as isopropyl group, n-butyl group and tert-butyl group, alkyl groups having 1 to 4 carbon atoms such as amino group, monomethylamino group, monoethylamino group and dimethylamino group An amino group, a cyano group, a nitro group, and the like that may be generated can be mentioned, and among these substituents, a halogen atom and an amino group are preferable.
These substituents may have any number of substitutable positions of the 3-pyridyl group or 3-quinolyl group, but the substituent is 2-position or 5-position of the 3-pyridyl group or 3-quinolyl group, respectively. It is preferable to have.

  Specific examples of the hydrazide compound represented by the formula (1) include nicotinohydrazide, 2-aminonicotinohydrazide, 5-bromonicotinohydrazide, quinoline-3-carbohydrazide, and among these, nicoti Nohydrazide, 2-aminonicotinohydrazide and quinoline-3-carbohydrazide are preferred, and nicotinohydrazide is particularly preferred.

  Moreover, about melting | fusing point of the said hydrazide compound, it is preferable that it is 200 degrees C or less, and it is more preferable that it is 180 degrees C or less. By reducing the melting point of the hydrazide compound, polar groups can be uniformly introduced into each molecule of the natural rubber when producing the modified natural rubber, so that it is possible to obtain a more excellent low-loss property in the rubber composition. This is because the dispersibility of the filler can also be enhanced.

  The blending amount of the polar group-containing hydrazide compound is blended with fillers such as carbon black and silica, and when considering improving low loss characteristics and wear resistance without degrading workability, the rubber component is evenly distributed. It is important that a small amount of polar groups, preferably basic groups, are introduced. Specifically, it is preferable that the compounding quantity of a hydrazide compound is 0.01 mass part or more with respect to 100 mass parts of said rubber components, and it is more preferable that it is 0.1-1.5 mass parts. By making the blending amount 0.01 parts by mass or more with respect to 100 parts by mass of the solid rubber component, desired low loss property, breaking characteristics and dispersibility of the filler can be obtained. By setting it as 0.1-1.5 mass parts with respect to a part, the outstanding low loss property, fracture | rupture characteristic, and the dispersibility of a filler can be obtained, without reducing another physical property.

Filler The rubber composition of the present invention is characterized by blending a filler in addition to the rubber component and the polar group-containing hydrazide compound described above.
By including it together with the rubber component and the polar group-containing hydrazide compound, it is possible to realize excellent low-loss properties, breaking characteristics, and filler dispersion without deteriorating other physical properties.

  Here, the blending amount of the filler is not particularly limited, but is preferably in the range of 20 to 120 parts by mass and more preferably in the range of 30 to 100 parts by mass with respect to 100 parts by mass of the rubber component. This is because, by optimizing the amount of the filler, it is possible to realize more excellent low loss property, fracture characteristics, and filler dispersion without lowering other physical properties.

The filler preferably contains at least one of carbon black and silica. This is because, by the interaction of the hydrazide compound with a group having a 3-pyridine skeleton or a group having a 3-quinoline skeleton, more excellent low loss property, breaking property and dispersibility of the filler can be obtained.
Examples of the carbon black include GPF, FEF, SRF, HAF, ISAF, IISAF, and SAF grade carbon black.
Examples of the silica include wet silica, dry silica, and colloidal silica.

In addition to silica and carbon black, an inorganic compound represented by the following formula (I) can also be used as the filler.
nM · xSiO _Y · zH ₂ O (I)
(In the formula, M is a metal selected from the group consisting of aluminum, magnesium, titanium, calcium and zirconium, an oxide or hydroxide of these metals, and a hydrate thereof, or a carbonate of these metals. N, x, y and z are each an integer of 1 to 5, an integer of 0 to 10, an integer of 2 to 5, and an integer of 0 to 10).

Examples of the inorganic compound of the above formula (I) include alumina (Al ₂ O ₃ ) such as γ-alumina and α-alumina; alumina monohydrate such as boehmite and diaspore (Al ₂ O ₃ .H ₂ O); gibbsite Aluminum hydroxide [Al (OH) ₃ ], such as bayerite; aluminum carbonate [Al ₂ (CO ₃ ) ₃ ], magnesium hydroxide [Mg (OH) ₂ ], magnesium oxide (MgO), magnesium carbonate (MgCO ₃ ), Talc (3MgO · 4SiO ₂ · H ₂ O), attapulgite (5MgO · 8SiO ₂ · 9H ₂ O), titanium white (TiO ₂ ), titanium black (TiO _2n-1 ), calcium oxide (CaO), hydroxylated Calcium [Ca (OH) ₂ ], aluminum magnesium oxide (MgO.Al ₂ O ₃ ), clay (Al ₂ O ₃ .2SiO ₂ ), kaolin (Al ₂ O ₃ .2Si) O ₂ · 2H ₂ O), pyrophyllite (Al ₂ O ₃ · 4SiO ₂ · H ₂ O), bentonite (Al ₂ O ₃ · 4SiO ₂ · 2H ₂ O), aluminum silicate (Al ₂ SiO ₅ , Al ₄ · 3SiO ₄ · 5H ₂ O), magnesium silicate (Mg ₂ SiO ₄ , MgSiO ₃ etc.), calcium silicate (Ca ₂ SiO ₄ etc.), aluminum calcium silicate (Al ₂ O ₃ · CaO · 2SiO ₂₎ Etc.), magnesium calcium silicate (CaMgSiO ₄ ), calcium carbonate (CaCO ₃ ), zirconium oxide (ZrO ₂ ), zirconium hydroxide [ZrO (OH) ₂ .nH ₂ O], zirconium carbonate [Zr (CO ₃ ) ₂ ], A crystalline aluminosilicate containing hydrogen, alkali metal or alkaline earth metal that corrects the charge as in various zeolites.

-Other components In addition to the rubber component, the hydrazide compound and the filler, the rubber composition of the present invention contains compounding agents usually used in the rubber industry, such as anti-aging agents, softeners, silane couplings. An agent, stearic acid, zinc white, a vulcanization accelerator, a vulcanizing agent, and the like can be appropriately selected and blended within a range that does not impair the object of the present invention. As these compounding agents, commercially available products can be suitably used.

(Method for producing rubber composition)
Next, the manufacturing method of the rubber composition of this invention is demonstrated.
The method for producing a rubber composition of the present invention is characterized by blending a rubber component having a diene rubber, a hydrazide compound represented by the formula (1), and a filler.
By blending a nitrogen-containing heterocyclic carboxylic acid hydrazide having a low melting point and a hydrazide group at the 3-position, the resulting rubber composition has excellent low-loss properties, rupture properties, and dispersibility of the filler.
In addition, about the other conditions of the manufacturing method of the rubber composition of this invention, it is the same as that of the "rubber composition" mentioned above.

(tire)
The rubber composition of the present invention can be used as a tire material. By including the rubber composition of the present invention, it is possible to realize an excellent low loss property and breaking property without lowering other physical properties.
The rubber composition is preferably used for a tread among tires. A tire using the rubber composition as a tread is excellent in low loss. The tire of the present invention is not particularly limited except that the rubber composition described above is used for any of the tire members, and can be produced according to a conventional method. Moreover, as gas with which this tire is filled, inert gas, such as nitrogen, argon, helium other than normal or the air which adjusted oxygen partial pressure, can be used.

  Hereinafter, the present invention will be described in more detail with reference to examples. However, the present invention is not limited to the following examples.

(Hydrazide compound)
About each hydrazide compound A-1, B-1, C-1, and D-1, a manufacturing method and chemical formula are shown below. Similarly, the production methods and chemical formulas of comparative hydrazide compounds E-1, F-1 and G-1 for use in comparative tests are shown below.
Table 1 shows the results of the types of hydrazide compounds and comparative hydrazide compounds, the positions of hydrazide groups, melting points, and ¹ H-NMR measurements (conditions: 300 MHz, DMSO-D ⁶ , δ ppm).

（Ｂ−１：キノリン−３−カルボヒドラジド）
１００％ヒドラジン一水和物０．５８ｇのメタノール８ｍＬ溶液に、キノリン−３−カルボン酸メチル１．００ｇを加え、２０分間加熱還流した。室温に冷却して反応液を濾過し、得られた固体をメタノール５ｍＬで洗浄し、減圧乾燥してキノリン−３−カルボヒドラジド０．６８ｇ（収率６３％）を得た。

（Ｃ−１：２−アミノニコチノヒドラジド）
２−アミノニコチン酸メチル４．００ｇのメタノール８０ｍＬ溶液に、８４％ヒドラジン一水和物１２．５ｇを加え、一晩加熱還流した。室温に冷却して反応液を濾過し、得られた固体をメタノール８０ｍＬで洗浄し、減圧乾燥して２−アミノニコチノヒドラジド２．３８ｇ（収率６０％）を得た。

（Ｄ−１：５−ブロモニコチノヒドラジド）
５−ブロモニコチン酸エチル４．００ｇのメタノール８０ｍＬ溶液に、８４％ヒドラジン一水和物８．３０ｇを加え、一晩加熱還流した。室温に冷却して反応液を濾過し、得られた固体をメタノール８０ｍＬで洗浄し、減圧乾燥して５−ブロモニコチノヒドラジド２．７２ｇ（収率７５％）を得た。

（Ｅ−１：イソニコチノヒドラジド）
イソニコチン酸メチル１３．７ｇのイソプロピルアルコール２６ｍＬ溶液に１００％ヒドラジン一水和物５．５０ｇを加え、一晩加熱還流した。室温に冷却して反応液を濾過し、得られた固体をイソプロピルアルコール２０ｍＬで解砕洗浄し、減圧乾燥してイソニコチノヒドラジド１１．８ｇ（収率８６％）を得た。

（Ｆ−１：キノリン−４−カルボヒドラジド）
１００％ヒドラジン一水和物１．７３ｇのメタノール１０ｍＬ溶液に、キノリン−４−カルボン酸メチル３．００ｇを室温で加え、４時間加熱還流した。室温に冷却して反応液を濾過し、得られた固体をブタノール５ｍＬで洗浄し、減圧乾燥してキノリン−４−カルボヒドラジド１．５２ｇ（収率４７％）を得た。

（Ｇ−１：２−アニリノアセトヒドラジド）
エチル＝２−クロロアセタート１０．０ｇとアニリン１１．４ｇのメタノール２００ｍＬ溶液に、室温でトリエチルアミン１２．３ｇを加え、６０℃に昇温して一晩撹拌した。反応液を減圧濃縮し、クロロホルムと１N塩酸で分液し、有機層を飽和塩化ナトリウム水溶液で洗浄し、無水硫酸マグネシウムで乾燥して減圧濃縮した。得られたエチル＝２−アニリノアセタートの粗生成物に、メタノール７０ｍLを加えて溶解させ、室温でヒドラジン一水和物４．９０ｇを加えて７０℃に昇温し、５時間撹拌した。反応液を減圧濃縮し、析出した固体をメタノールとジイソプロピルエーテルの混合液で洗浄し、目的とする２−アニリノアセトヒドラジド４．８９ｇ（収率３６％）を得た。

(A-1: Nicotinohydrazide)
To a solution of 13.7 g of methyl nicotinate in 26 mL of isopropyl alcohol was added 5.50 g of 100% hydrazine monohydrate, and the mixture was heated to reflux overnight. After cooling to room temperature, the reaction solution was filtered, and the resulting solid was crushed and washed with 20 mL of isopropyl alcohol and dried under reduced pressure to obtain 12.2 g (yield 88%) of nicotinohydrazide.

(B-1: quinoline-3-carbohydrazide)
To a solution of 0.58 g of 100% hydrazine monohydrate in 8 mL of methanol was added 1.00 g of methyl quinoline-3-carboxylate, and the mixture was heated to reflux for 20 minutes. After cooling to room temperature, the reaction solution was filtered, and the resulting solid was washed with 5 mL of methanol and dried under reduced pressure to obtain 0.68 g (yield 63%) of quinoline-3-carbohydrazide.

(C-1: 2-aminonicotinohydrazide)
To a solution of methyl 2-aminonicotinate (4.00 g) in methanol (80 mL), 84% hydrazine monohydrate (12.5 g) was added, and the mixture was heated to reflux overnight. After cooling to room temperature, the reaction solution was filtered, and the resulting solid was washed with 80 mL of methanol and dried under reduced pressure to obtain 2.38 g (yield 60%) of 2-aminonicotinohydrazide.

(D-1: 5-bromonicotinohydrazide)
To a solution of ethyl 5-bromonicotinate (4.00 g) in methanol (80 mL), 84% hydrazine monohydrate (8.30 g) was added, and the mixture was heated to reflux overnight. After cooling to room temperature, the reaction solution was filtered, and the resulting solid was washed with 80 mL of methanol and dried under reduced pressure to obtain 2.72 g (yield 75%) of 5-bromonicotinohydrazide.

(E-1: isonicotinohydrazide)
To a solution of 13.7 g of methyl isonicotinate in 26 mL of isopropyl alcohol was added 5.50 g of 100% hydrazine monohydrate, and the mixture was heated to reflux overnight. After cooling to room temperature, the reaction solution was filtered, and the resulting solid was crushed and washed with 20 mL of isopropyl alcohol and dried under reduced pressure to obtain 11.8 g (yield 86%) of isonicotinohydrazide.

(F-1: quinoline-4-carbohydrazide)
To a 10 mL methanol solution of 1.73 g of 100% hydrazine monohydrate, 3.00 g of methyl quinoline-4-carboxylate was added at room temperature, and the mixture was heated to reflux for 4 hours. After cooling to room temperature, the reaction solution was filtered, and the resulting solid was washed with 5 mL of butanol and dried under reduced pressure to obtain 1.52 g (yield 47%) of quinoline-4-carbohydrazide.

(G-1: 2-anilinoacetohydrazide)
To a 200 mL methanol solution of 10.0 g of ethyl 2-chloroacetate and 11.4 g of aniline, 12.3 g of triethylamine was added at room temperature, and the mixture was heated to 60 ° C. and stirred overnight. The reaction solution was concentrated under reduced pressure, partitioned between chloroform and 1N hydrochloric acid, and the organic layer was washed with a saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. To the obtained crude product of ethyl = 2-anilinoacetate, 70 mL of methanol was added and dissolved, and 4.90 g of hydrazine monohydrate was added at room temperature, the temperature was raised to 70 ° C., and the mixture was stirred for 5 hours. The reaction solution was concentrated under reduced pressure, and the precipitated solid was washed with a mixed solution of methanol and diisopropyl ether to obtain 4.89 g (yield 36%) of the desired 2-anilinoacetohydrazide.

<Examples 1-7, Comparative Examples 1-6>
Next, a rubber composition having a formulation shown in Table 2 was prepared by kneading with a plast mill. With respect to each prepared rubber composition, tan δ macro dispersion, tensile stress and elongation at break were measured and evaluated by the following methods.
The evaluation results are shown in Table 2.

(1) tan δ (low loss)
Each rubber composition was vulcanized at 145 ° C. for 33 minutes to obtain a vulcanized rubber. The obtained vulcanized rubber was measured for loss tangent (tan δ) at a temperature of 50 ° C., a strain of 5%, and a frequency of 15 Hz using a viscoelasticity measuring device (manufactured by Rheometrics).
Note that tan δ is an index when the value of Comparative Example 1 is 100, and the smaller the value, the better the low loss property.

(2) Macro dispersion (dispersibility)
Each rubber composition was vulcanized at 145 ° C. for 33 minutes to obtain a vulcanized rubber. With respect to the obtained vulcanized rubber, the X value of the RCB method was measured using a disperser grade (manufactured by TECH PRO) and carbon dispersibility was evaluated.
The X value is an index when the value of Comparative Example 1 is 100, and the larger the value, the better the dispersibility.

(3) Tensile stress and elongation at break (rupture characteristics)
A vulcanized rubber obtained by vulcanizing each rubber composition at 145 ° C. for 33 minutes was adjusted to 25 ° C. using a No. 3 dumbbell type test piece in accordance with JIS K 6301-1995 (No. 3 type test piece). A measurement test was conducted to measure tensile stress (Tb) and elongation (Eb) at break.
In addition, Eb and Tb are shown by an index when the measured value of Comparative Example 1 is 100, and the larger the value, the better the fracture characteristics.

* 1) TSR20 (natural rubber type)
* 2) Product name “# 80” manufactured by Asahi Carbon Corporation
* 3) “A / O MIX” manufactured by Sankyo Oil Chemical Co., Ltd.
* 4) N-1,3-dimethylbutyl-N'-phenyl-p-phenylenediamine, manufactured by Ouchi Shinsei Chemical Industry Co., Ltd., "NOCRACK 6C"
* 5) 2,2,4-trimethyl-1,2-dihydroquinoline polymer, manufactured by Ouchi Shinsei Chemical Co., Ltd., trade name “NOCRACK 224”
* 6) N-tert-butyl-2-benzothiazolylsulfenamide, manufactured by Sanshin Chemical Industry Co., Ltd., trade name “Sunseller NS”
* 7) Product name “Nip Seal AQ”, manufactured by Tosoh Silica Co., Ltd., BET surface area: 205 m ² / g
* 8) Bis (3-triethoxysilylpropyl) disulfide, manufactured by Evonik, trade name “Si75” (registered trademark), average sulfur chain length: 2.35

  From the results of Table 2, it was found that all the rubber compositions of the examples exhibited good low loss properties, dispersibility, and constant viscosity. On the other hand, about the rubber composition of Comparative Examples 1-7, it turned out that it is inferior or comparable to the rubber composition of an Example about all the evaluation items.

  According to the present invention, it is possible to provide a rubber composition excellent in low-loss property, breaking property and filler dispersibility. Moreover, according to the present invention, it is possible to provide a tire excellent in low-loss property and breaking property.

Claims (6)

A rubber composition comprising a rubber component having a diene rubber, a hydrazide compound represented by the formula (1), and a filler.

[Wherein, Q is a group having a 3-pyridine skeleton or a group having a 3-quinoline skeleton. ]   The rubber composition according to claim 1, wherein the hydrazide compound has a melting point of 200 ° C. or lower. The rubber composition according to claim 1 or 2, wherein the addition amount of the hydrazide compound is 0.01 parts by mass or more with respect to 100 parts by mass of the rubber component.   The rubber composition according to any one of claims 1 to 3, wherein the compounding amount of the hydrazide compound is 0.1 to 1.5 parts by mass with respect to 100 parts by mass of the rubber component. .  A tire using the rubber composition according to any one of claims 1 to 4. A method for producing a rubber composition, comprising blending a rubber component having a diene rubber, a hydrazide compound represented by the formula (1), and a filler.

[Wherein, Q is a group having a 3-pyridine skeleton or a group having a 3-quinoline skeleton. ]