WO2021220831A1 - ゴム組成物およびゴム製品 - Google Patents
ゴム組成物およびゴム製品 Download PDFInfo
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- WO2021220831A1 WO2021220831A1 PCT/JP2021/015621 JP2021015621W WO2021220831A1 WO 2021220831 A1 WO2021220831 A1 WO 2021220831A1 JP 2021015621 W JP2021015621 W JP 2021015621W WO 2021220831 A1 WO2021220831 A1 WO 2021220831A1
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L9/00—Compositions of homopolymers or copolymers of conjugated diene hydrocarbons
- C08L9/06—Copolymers with styrene
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F236/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds
- C08F236/02—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds
- C08F236/04—Copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds the radical having only two carbon-to-carbon double bonds conjugated
- C08F236/06—Butadiene
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B60—VEHICLES IN GENERAL
- B60C—VEHICLE TYRES; TYRE INFLATION; TYRE CHANGING; CONNECTING VALVES TO INFLATABLE ELASTIC BODIES IN GENERAL; DEVICES OR ARRANGEMENTS RELATED TO TYRES
- B60C1/00—Tyres characterised by the chemical composition or the physical arrangement or mixture of the composition
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F212/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
- C08F212/02—Monomers containing only one unsaturated aliphatic radical
- C08F212/04—Monomers containing only one unsaturated aliphatic radical containing one ring
- C08F212/06—Hydrocarbons
- C08F212/08—Styrene
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/02—Elements
- C08K3/04—Carbon
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/34—Silicon-containing compounds
- C08K3/36—Silica
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
- C08K5/37—Thiols
- C08K5/372—Sulfides, e.g. R-(S)x-R'
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
- C08K5/38—Thiocarbonic acids; Derivatives thereof, e.g. xanthates ; i.e. compounds containing -X-C(=X)- groups, X being oxygen or sulfur, at least one X being sulfur
Definitions
- the present invention relates to rubber compositions and rubber products.
- Rubber hysteresis loss (hereinafter sometimes referred to simply as “loss") is the energy lost due to the history of rubber deformation, and refers to the difference between the energy applied during the deformation process of a substance and the energy returned during the recovery process. .. This difference turns into heat or sound. Therefore, it is known that the hysteresis loss of rubber has a great influence on, for example, the fuel efficiency of a tire and the damping property of a seismic isolation rubber.
- Patent Document 1 discloses a method for producing a rubber composition having a small hysteresis loss, low heat generation, and improved wear resistance.
- an object of the present invention is to provide a rubber composition capable of improving the balance between the hysteresis loss at low strain and the hysteresis loss at high strain of rubber.
- the rubber composition according to the present invention With rubber components At least one compound selected from the group consisting of the following general formulas (1) and (2), and It is a rubber composition containing. HS-R-COMM ⁇ ⁇ ⁇ (1) MOCO-R- (S) n- R-COMM ... (2) (During the ceremony, R is a linear or branched hydrocarbylene group that independently has 8 or more carbon atoms in the linear moiety connecting the sulfur atom and the COM group; M is an atom independently selected from the group consisting of alkali metals and alkaline earth metals; n is an integer from 2 to 8) This makes it possible to improve the balance between the hysteresis loss at low strain of rubber and the hysteresis loss at high strain.
- the rubber product according to the present invention is a rubber product produced by using any of the above rubber compositions. As a result, the balance between the hysteresis loss at low distortion and the hysteresis loss at high distortion is excellent.
- the present invention it is possible to provide a rubber composition capable of improving the balance between the hysteresis loss at low strain of rubber and the hysteresis loss at high strain. According to the present invention, it is possible to provide a rubber product having an excellent balance between hysteresis loss at low strain and hysteresis loss at high strain.
- the numerical range is intended to include the lower limit value and the upper limit value of the range unless otherwise specified.
- 20 to 150 parts by mass means 20 parts by mass or more and 150 parts by mass or less.
- the rubber composition according to the present invention With rubber components At least one compound selected from the group consisting of the following general formulas (1) and (2), and It is a rubber composition containing. HS-R-COMM ⁇ ⁇ ⁇ (1) MOCO-R- (S) n- R-COMM ... (2) (During the ceremony, R is a linear or branched hydrocarbylene group that independently has 8 or more carbon atoms in the linear moiety connecting the sulfur atom and the COM group; M is an atom independently selected from the group consisting of alkali metals and alkaline earth metals; n is an integer from 2 to 8)
- the rubber component is not particularly limited, and a rubber component of a known rubber composition can be used.
- the rubber component include natural rubber (NR), synthetic isoprene rubber (IR), butadiene rubber (BR), styrene-butadiene rubber (SBR), acrylonitrile-butadiene rubber (NBR), butyl rubber (IIR), chloroprene rubber, and ethylene.
- NR natural rubber
- IR synthetic isoprene rubber
- BR butadiene rubber
- SBR styrene-butadiene rubber
- NBR acrylonitrile-butadiene rubber
- IIR butyl rubber
- chloroprene rubber and ethylene.
- EPM -propylene rubber
- EPDM ethylene-propylene-diene rubber
- polysulfide rubber silicone rubber
- fluororubber fluororubber
- urethane rubber urethane rubber
- a diene-based polymer known in the rubber composition may be used.
- the rubber component may be used alone or in combination of two or more.
- the rubber component is at least one selected from the group consisting of NR, IR, BR, SBR and modified products thereof.
- the styrene content in the SBR is not particularly limited and can be appropriately adjusted.
- the styrene content in the SBR is, for example, greater than 0% by weight and in the range of 50% by weight or less. In one embodiment, the styrene content in the SBR is greater than 0% by weight, 1% by weight or more, 3% by weight or more, 5% by weight or more, 10% by weight or more, 15% by weight or more, 20% by weight or more, 30% by weight. % Or more or 40% by weight or more.
- the styrene content in the SBR is 50% by weight or less, 45% by weight or less, 40% by weight or less, 30% by weight or less, 20% by weight or less, 15% by weight or less, 10% by weight or less or 5% by weight. % Or less.
- the vinyl content of the butadiene portion of SBR is not particularly limited and can be appropriately adjusted.
- the vinyl content of the butadiene moiety of SBR is, for example, 1 mol% to 70 mol%.
- the vinyl content of the butadiene moiety of SBR is 1 mol% or more, 5 mol% or more, 10 mol% or more, 20 mol% or more, 30 mol% or more, 35 mol% or more, 40 mol% or more, 45 mol% or more, 50 mol% or more, or It is 60 mol% or more.
- the vinyl content of the butadiene moiety of SBR is 70 mol% or less, 60 mol% or less, 50 mol% or less, 45 mol% or less, 40 mol% or less, 35 mol% or less, 30 mol% or less, 20 mol% or less, 10 mol% or less. Or it is 5 mol% or less.
- the weight average molecular weight (Mw) of the rubber component is not particularly limited and can be appropriately adjusted.
- the Mw of the rubber component is, for example, 10,000 to 10,000,000.
- the Mw of the rubber component is 10,000 or more, 50,000 or more, 100,000 or more, 150,000 or more, 200,000 or more, 250,000 or more, 300,000 or more, 400,000 or more. , 500,000 or more, 1,000,000 or more, or 5,000,000 or more.
- the Mw of the rubber component is 1,000,000 or less, 5,000,000 or less, 4,000,000 or less, 3,000,000 or less, 2,000,000 or less, 1,000 or less. 000 or less, 500,000 or less, 400,000 or less, 300,000 or less, 250,000 or less, 200,000 or less, 150,000 or less or 100,000 or less.
- Mw of the rubber component can be obtained by measuring using gel permeation chromatography and converting to monodisperse polystyrene.
- R is independently a linear or branched hydrocarbylene group having 8 or more carbon atoms in the linear portion connecting the sulfur atom and the COOM group.
- the structure of the compound of the general formula (1) is HS- (CH 2 ) 8- COM.
- R may be a branched hydrocarbylene group as long as the number of carbon atoms in the linear portion connecting the sulfur atom and the COOM group is 8 or more.
- R has 8 carbon atoms in the linear portion connecting the sulfur atom and the COOM group, and is adjacent to the sulfur atom. It is a hydrocarbylene group branched with carbon.
- the carbon number of the linear portion connecting the sulfur atom and the COOM group in R of the compounds of the general formulas (1) and (2) is, for example, 8 to 30. In one embodiment, the carbon number of the linear portion connecting the sulfur atom and the COOM group in R of the compounds of the general formulas (1) and (2) is 8 or more, 10 or more, 12 or more, 14 or more, 16 or more. , 18 or more, 20 or more, 22 or more, 24 or more, 26 or more or 28 or more. In another embodiment, the carbon number of the linear portion connecting the sulfur atom and the COOM group in R of the compounds of the general formulas (1) and (2) is 30 or less, 28 or less, 26 or less, 24 or less, 22. Below, 20 or less, 18 or less, 16 or less, 14 or less, 12 or less or 10 or less.
- the carbon number of the linear portion connecting the sulfur atom and the COOM group in R of the compounds of the general formulas (1) and (2) is 10 or more.
- R of the compounds of the general formulas (1) and (2) is a branched hydrocarbylene group
- the total number of carbons in the hydrocarbylene group is, for example, 9 to 50.
- the total number of carbons in the hydrocarbylene group is 9 or more, 10 or more, 15 or more, 20 25 or more, 30 or more, 35 or more, 40 or more, or 45 or more.
- the total number of carbons in the hydrocarbylene group is 50 or less, 45 or less, 40 or less, 35 or less, 30 or less, 25 or less, 20 or less, 15 or less or 10 or less.
- R of the compounds of the general formulas (1) and (2) is a branched hydrocarbylene group
- the carbon number of the linear portion connecting the sulfur atom and the COM group is branched from the straight chain. It has more carbon atoms than the branched chain.
- the R is a linear hydrocarbylene group.
- the R of the compounds of the general formulas (1) and (2) is a branched hydrocarbylene group, branched at a carbon adjacent to the sulfur atom.
- examples of such a compound of the general formula (1) include HS-CH (CH 3 )-(CH 2 ) 7- COOM.
- the R of the compounds of the general formulas (1) and (2) is a branched hydrocarbylene group, branched at a carbon two adjacent to the sulfur atom.
- examples of such a compound of the general formula (1) include HS- (CH 2 ) -CH (CH 3 )-(CH 2 ) 6- COOM.
- the R of the compounds of the general formulas (1) and (2) is a branched hydrocarbylene group with 3, 4, 5, 6, 7, or 8 sulfur atoms. It branches at the next carbon.
- the compounds of the general formulas (1) and (2) do not contain compounds branched from carbon adjacent to the sulfur atom. In another embodiment, the compounds of the general formulas (1) and (2) are branched at two or more adjacent carbons of the sulfur atom.
- the two Rs of the compound of the general formula (2) may be the same or different.
- M is an atom independently selected from the group consisting of alkali metals and alkaline earth metals.
- M include Li, Na, K, Rb, Cs, Fr; Mg, Ca, Sr, Ba and Ra.
- M is at least one independently selected from the group consisting of Li, Na and K. From the viewpoint of the balance between the low-distortion hysteresis loss and the high-distortion hysteresis loss, M is preferably Na.
- M of the compounds of the general formulas (1) and (2) is an atom selected from the group consisting of alkali metals and alkaline earth metals.
- M in R of the compounds of the general formulas (1) and (2) is Na.
- the two Ms of the compound of the general formula (2) may be the same or different.
- n is an integer selected from 2, 3, 4, 5, 6, 7 and 8.
- n in the compound of the general formula (2) is 2 to 4.
- the rubber composition according to the present invention contains a compound of the general formula (1). In another embodiment, the rubber composition according to the present invention comprises a compound of the general formula (2). In another embodiment, the rubber composition according to the present invention comprises compounds of the general formulas (1) and (2). In another embodiment, the rubber composition according to the present invention contains the compound of the general formula (1) and does not contain the compound of the general formula (2). In another embodiment, the rubber composition according to the present invention contains the compound of the general formula (2) and does not contain the compound of the general formula (1).
- the compound of the general formula (1) may, HS- (CH 2) 8 -COOLi , HS- (CH 2) 8 -COONa, HS- (CH 2) 8 -COOK, HS- (CH 2) 8 -COOMg, HS- (CH 2) 8 -COOCa, HS- (CH 2) 10 -COOLi, HS- (CH 2) 10 -COONa, HS- (CH 2) 10 -COOK, HS- (CH 2) 10 -COOMg, HS- (CH 2) 10 -COOCa, HS- (CH 2) 12 -COOLi, HS- (CH 2) 12 -COONa, HS- (CH 2) 12 -COOK, HS- (CH 2) 12 -COOMg, HS- (CH 2) 12 -COOCa, HS- (CH 2) 14 -COOLi, HS- (CH 2) 14 -COONa, HS- (CH 2) 14 -COOK, HS- (CH 2) 14 -COOM
- the compound of the general formula (2) is, LiOCO- (CH 2) 8 - (S) 2 - (CH 2) 8 -COOLi, NaOCO- (CH 2) 8 - (S) 2 - (CH 2) 8 -COONa, KOCO- (CH 2) 8 - (S) 2 - (CH 2) 8 -COOK, MgOCO- (CH 2) 8 - (S) 2 - (CH 2) 8 -COOMg, CaOCO- (CH 2) 8 - (S ) 2 - (CH 2) 8 -COOCa, LiOCO- (CH 2) 10 - (S) 2 - (CH 2) 10 -COOLi, NaOCO- (CH 2) 10 - (S ) 2- (CH 2 ) 10- COONa, KOCO- (CH 2 ) 10- (S) 2- (CH 2 ) 10- COOK, MgOCO- (CH 2 ) 10- (S) 2- (CH 2 ) 10- COOK, MgOCO- (CH 2 ) 10- (S) 2- (
- the compound of the general formula (1) may be used alone or in combination of two or more.
- the compound of the general formula (2) may be used alone or in combination of two or more.
- the total amount of at least one compound selected from the group consisting of the general formulas (1) and (2) in the rubber composition is, for example, that the total amount of COOM groups in the compound is 2 to 100 g of the rubber component. It is 20 mmol. In one embodiment, the total amount of at least one compound selected from the group consisting of the general formulas (1) and (2) in the rubber composition is 2 mmol or more, 3 mmol or more and 4 mmol or more with respect to 100 g of the rubber component. 5 mmol or more, 6 mmol or more, 7 mmol or more, 8 mmol or more, 9 mmol or more, 10 mmol or more, 12 mmol or more, 14 mmol or more, 16 mmol or more or 18 mmol or more.
- the total amount of at least one compound selected from the group consisting of the general formulas (1) and (2) in the rubber composition is 20 mmol or less, 18 mmol or less, 16 mmol or less with respect to 100 g of the rubber component. , 14 mmol or less, 12 mmol or less, 10 mmol or less, 9 mmol or less, 8 mmol or less, 7 mmol or less, 6 mmol or less, 5 mmol or less, 4 mmol or less or 3 mmol or less.
- the rubber composition according to the present invention may contain a known component used in the rubber composition in addition to the rubber component and the compound of the above general formula.
- known components include, for example, fillers such as silica and carbon black; vulcanizing agents (crosslinking agents), vulcanization accelerators, vulcanization retarders, antioxidants, stearic acids, zinc oxide, reinforcing agents. , Softener, vulcanization aid, colorant, flame retardant, lubricant, foaming agent, thermoplastic resin, thermosetting resin, plasticizer, processing aid, antioxidant, scorch inhibitor, UV inhibitor, antistatic Agents, anti-coloring agents and oils and the like. These may be used individually by 1 type or in combination of 2 or more type, respectively.
- filler known fillers such as carbon black and silica can be appropriately selected and used.
- Carbon black The carbon black is not particularly limited and can be appropriately selected depending on the intended purpose.
- carbon black for example, carbon black such as FEF, SRF, HAF, ISAF, and SAF grade can be used. Carbon black may be used alone or in combination of two or more.
- the nitrogen adsorption specific surface area (N 2 SA) of carbon black is not particularly limited, and may be, for example, 20 to 250 m 2 / g. Carbon black N 2 SA is measured according to JIS K 6217-2: 2001.
- silica is not particularly limited, and for example, general grade silica, special silica surface-treated with a silane coupling agent or the like, and the like can be used depending on the intended use.
- Silica may be used alone or in combination of two or more.
- silica examples include wet silica (hydrous silicic acid), dry silica (silicic anhydride), calcium silicate, aluminum silicate, and the like, and among these, wet silica is preferable.
- Precipitated silica can be used as the wet silica.
- Precipitated silica means that the reaction solution is allowed to react in a relatively high temperature, neutral to alkaline pH range at the initial stage of production to grow silica primary particles, and then controlled to the acidic side to aggregate the primary particles. Refers to the silica obtained.
- the specific surface area for adsorption of cetyltrimethylammonium bromide (CTAB specific surface area) of silica is not particularly limited and can be appropriately adjusted.
- CTAB specific surface area of silica may be, for example, 70 to 250 m 2 / g.
- the CTAB specific surface area refers to a value measured according to ASTM D3765-92.
- the adsorption cross-sectional area per molecule of cetyltrimethylammonium bromide on the silica surface is 0.35 nm 2
- the specific surface area (m 2 / g) calculated from the adsorption amount of CTAB is defined as the CTAB specific surface area.
- the BET specific surface area of silica is not particularly limited and can be appropriately adjusted.
- the BET specific surface area of silica can be, for example, 100 to 250 m 2 / g.
- the BET specific surface area refers to the specific surface area obtained by the BET method.
- the BET specific surface area can be measured according to ASTM D4820-93.
- the amount of the filler in the rubber composition is, for example, 20 to 150 parts by mass with respect to 100 parts by mass of the rubber component.
- the amount of the filler is 20 parts by mass or more, 30 parts by mass or more, 40 parts by mass or more, 50 parts by mass or more, 60 parts by mass or more, 70 parts by mass or more, based on 100 parts by mass of the rubber component. 80 parts by mass or more, 90 parts by mass or more, 100 parts by mass or more, 110 parts by mass or more, 120 parts by mass or more, 130 parts by mass or more, or 140 parts by mass or more. In another embodiment, the amount of the filler is 150 parts by mass or less, 140 parts by mass or less, 130 parts by mass or less, 120 parts by mass or less, 110 parts by mass or less, 100 parts by mass or less with respect to 100 parts by mass of the rubber component. 90 parts by mass or less, 80 parts by mass or less, 70 parts by mass or less, 60 parts by mass or less, 50 parts by mass or less, 40 parts by mass or less, or 30 parts by mass or less.
- the method for preparing a rubber composition is not particularly limited except that it contains the above rubber component and a compound of a general formula, and a known method for preparing a rubber composition can be used.
- the preparation of the rubber composition includes a non-production step (also referred to as a non-professional kneading step) and a production step (also referred to as a professional kneading step), the vulcanization system (vulcanizing agent and vulcanization promotion) is performed in the non-production step.
- Rubber component without agent part or all of the compound of the general formula; filler; and other components such as stearic acid are kneaded and vulcanized and vulcanized into the kneaded product from the non-production process in the production process.
- a rubber composition may be prepared by adding zinc oxide or the like and kneading the mixture.
- the preparation of the rubber composition when the preparation of the rubber composition includes a non-production step and a production step, all the compounds of the general formula are added in the non-production step. In another embodiment, if the preparation of the rubber composition comprises a non-production step and a production step, then in the non-production step, a part of the compound of the general formula is added, and in the production step, the remaining compound of the general formula is added. Added.
- the non-production step may be only one step or two steps.
- the rubber product according to the present invention is a rubber product produced by using any of the above rubber compositions.
- rubber products include tires; anti-vibration rubber; anti-vibration rubber; hoses; belts such as conveyor belts; rubber pads (MT pads); rubber crawler; bellows (air springs); pneumatic chucks such as air pickers and air grippers.
- Rubber bearings such as rubber bearings for bridges; Rubber-coated chain type bridge fall prevention devices; Rubber for office equipment such as OA rollers.
- the rubber product is a tire; anti-vibration rubber; anti-vibration rubber; hose; belt such as a conveyor belt; rubber pad (MT pad); rubber crawler; bellows (air spring); air pressure such as an air picker and an air gripper.
- Type chuck rubber bearings such as rubber bearings for bridges; rubber-coated chain type bridge fall prevention devices; at least one selected from the group consisting of rubber for office equipment such as OA rollers.
- the tire according to the present invention is a tire using any of the above rubber compositions.
- the tire is not particularly limited except that any of the above rubber compositions is used, and a known tire configuration and manufacturing method can be adopted.
- the member in the tire include a tread portion, a shoulder portion, a sidewall portion, a bead portion, a belt layer, a carcass and the like.
- the present invention will be described in more detail with reference to examples, but these examples are for the purpose of exemplifying the present invention and do not limit the present invention in any way.
- the blending amount means parts by mass unless otherwise specified.
- Styrene-butadiene rubber SBR
- SBR Styrene-butadiene rubber
- Anti-aging agent "Nocrack 6C” manufactured by Ouchi Shinko Kagaku Kogyo Co., Ltd.
- Vulcanization accelerator 1 Bis (2-benzothiazolyl) Persulfide
- Example 1 A vulcanized rubber was obtained by performing a non-production process and a production process with the formulations shown in Table 1. In the non-production process, the maximum temperature of the rubber composition was adjusted to 150 ° C. In the production process, the maximum temperature of the rubber composition was adjusted to 110 ° C. The compounding amount of the compound of the general formula (1) was such that the number of moles of COONa groups was 5 mmol with respect to 100 g of SBR. (Comparative Examples 1 to 3) A vulcanized rubber was obtained in the same manner as in Example 1 except that the composition of the rubber composition was changed to the composition shown in Table 1. In Comparative Examples 2 and 3, the comparative compound was blended so that the number of moles of the COONa group or the COOH group of the comparative compound was equal to the number of moles of the COONa group of the compound of the general formula (1) of Example 1.
- Hysteresis loss measurement Using a universal material tester (manufactured by Instron), perform a loading-unloading test at a temperature of 25 ° C, strain of 10% or strain of 300%, and speed of 200 mm / sec to measure the percentage of energy lost. bottom.
- Each hysteresis loss of Comparative Example 1 was set to 100, and the hysteresis loss of the other Examples and the Comparative Example was indexed. The results are shown in Table 1. It is shown that the smaller the hysteresis loss at 10% of the strain, the better the low heat generation. The larger the hysteresis loss at 300% strain, the better the durability.
- the vulcanized rubber using the rubber composition according to the present invention can improve the balance between the hysteresis loss at low strain and the hysteresis loss at high strain.
- the present invention it is possible to provide a rubber composition capable of improving the balance between the hysteresis loss at low strain of rubber and the hysteresis loss at high strain. According to the present invention, it is possible to provide a rubber product having an excellent balance between hysteresis loss at low strain and hysteresis loss at high strain.
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Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP21796726.4A EP4144791A4 (en) | 2020-04-30 | 2021-04-15 | RUBBER COMPOSITION AND RUBBER PRODUCT |
| CN202180031275.XA CN115461401B (zh) | 2020-04-30 | 2021-04-15 | 橡胶组合物和橡胶制品 |
| US17/995,524 US12516144B2 (en) | 2020-04-30 | 2021-04-15 | Rubber composition and rubber product |
| JP2022517629A JP7601860B2 (ja) | 2020-04-30 | 2021-04-15 | ゴム組成物およびゴム製品 |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2020-080713 | 2020-04-30 | ||
| JP2020080713 | 2020-04-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO2021220831A1 true WO2021220831A1 (ja) | 2021-11-04 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/JP2021/015621 Ceased WO2021220831A1 (ja) | 2020-04-30 | 2021-04-15 | ゴム組成物およびゴム製品 |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US12516144B2 (https=) |
| EP (1) | EP4144791A4 (https=) |
| JP (1) | JP7601860B2 (https=) |
| CN (1) | CN115461401B (https=) |
| WO (1) | WO2021220831A1 (https=) |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2013108003A (ja) | 2011-11-22 | 2013-06-06 | Bridgestone Corp | ゴム組成物及びその製造方法 |
| JP2017502137A (ja) * | 2013-12-20 | 2017-01-19 | 株式会社ブリヂストン | タイヤ製造用ゴム配合物 |
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|---|---|---|---|---|
| BRPI0622192B1 (pt) * | 2006-12-13 | 2019-11-19 | Pirelli | pneu |
| DE102007044175A1 (de) * | 2007-09-15 | 2009-03-19 | Lanxess Deutschland Gmbh | Funktionalisierte Hochvinyl-Dienkautschuke |
| EP2724870A1 (de) | 2012-10-25 | 2014-04-30 | LANXESS Deutschland GmbH | Polysulfidmischungen, Verfahren zu ihrer Herstellung und Verwendung der Polysulfidmischungen in Kautschukmischungen |
-
2021
- 2021-04-15 US US17/995,524 patent/US12516144B2/en active Active
- 2021-04-15 EP EP21796726.4A patent/EP4144791A4/en active Pending
- 2021-04-15 WO PCT/JP2021/015621 patent/WO2021220831A1/ja not_active Ceased
- 2021-04-15 JP JP2022517629A patent/JP7601860B2/ja active Active
- 2021-04-15 CN CN202180031275.XA patent/CN115461401B/zh active Active
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2013108003A (ja) | 2011-11-22 | 2013-06-06 | Bridgestone Corp | ゴム組成物及びその製造方法 |
| JP2017502137A (ja) * | 2013-12-20 | 2017-01-19 | 株式会社ブリヂストン | タイヤ製造用ゴム配合物 |
Non-Patent Citations (1)
| Title |
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| See also references of EP4144791A4 |
Also Published As
| Publication number | Publication date |
|---|---|
| US12516144B2 (en) | 2026-01-06 |
| CN115461401A (zh) | 2022-12-09 |
| CN115461401B (zh) | 2025-01-24 |
| JP7601860B2 (ja) | 2024-12-17 |
| EP4144791A1 (en) | 2023-03-08 |
| US20230151132A1 (en) | 2023-05-18 |
| EP4144791A4 (en) | 2023-09-27 |
| JPWO2021220831A1 (https=) | 2021-11-04 |
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