KR-102963188-B1 - CONJUGATED DIENE-BASED ELASTOMER AND RUBBER COMPOSITION COMPRISING THE SAME

KR102963188B1KR 102963188 B1KR102963188 B1KR 102963188B1KR-102963188-B1

Abstract

The present invention relates to a conjugated diene elastomer and a rubber composition comprising the same, wherein the conjugated diene elastomer comprises a modified conjugated diene polymer; and a functional group-containing oligomer, wherein the functional group-containing oligomer comprises a repeating unit derived from a compound represented by Formula 1; and a unit derived from a modifying agent, wherein the modifying agent is a compound comprising an aminoalkoxysilyl group or an alkoxysilyl group; and a rubber composition comprising the same.

Inventors

신혜정
서유석
최재선
김혜영

Assignees

주식회사 엘지화학

Dates

Publication Date: 20260513
Application Date: 20200909

Claims (13)

Modified conjugated diene polymer; and It comprises a functional group-containing oligomer having a weight-average molecular weight of 1,000 g/mol or more and 30,000 g/mol or less, and The above functional group-containing oligomer comprises repeating units derived from a compound represented by the following chemical formula 1 and units derived from a denaturant, and The above-mentioned modifying agent is a conjugated diene-based elastomer that is a compound containing an aminoalkoxysilyl group or an alkoxysilyl group: [Chemical Formula 1] In the above chemical formula 1, R1a to R1c are independently hydrogen atoms; an alkyl group having 1 to 20 carbon atoms; an alkenyl group having 2 to 20 carbon atoms; an alkynyl group having 2 to 20 carbon atoms; a heteroalkyl group having 1 to 20 carbon atoms, a heteroalkenyl group having 2 to 20 carbon atoms; a heteroalkynyl group having 2 to 20 carbon atoms; a cycloalkyl group having 5 to 20 carbon atoms; an aryl group having 6 to 20 carbon atoms; or a heterocyclic group having 3 to 20 carbon atoms, and R 1d is a single bond, an alkylene group having 1 to 20 carbon atoms substituted or unsubstituted with a substituent; a cycloalkylene group having 5 to 20 carbon atoms substituted or unsubstituted with a substituent; or an arylene group having 6 to 20 carbon atoms substituted or unsubstituted with a substituent, wherein the substituent is an alkyl group having 1 to 10 carbon atoms, a cycloalkyl group having 5 to 10 carbon atoms, or an aryl group having 6 to 20 carbon atoms. R 1f and R 1g are independently single bonds, C1 to C20 alkylene groups substituted or unsubstituted with substituents; C5 to C20 cycloalkylene groups substituted or unsubstituted with substituents; or C6 to C20 arylene groups substituted or unsubstituted with substituents, wherein the substituents are C1 to C10 alkyl groups, C5 to C10 cycloalkyl groups, or C6 to C20 aryl groups, and R1h , R1i , R1j , and R1k are independently an alkyl group having 1 to 20 carbon atoms; an alkenyl group having 2 to 20 carbon atoms; an alkynyl group having 2 to 20 carbon atoms; a heteroalkyl group having 1 to 20 carbon atoms; a heteroalkenyl group having 2 to 20 carbon atoms; a heteroalkynyl group having 2 to 20 carbon atoms; a cycloalkyl group having 5 to 20 carbon atoms; an aryl group having 6 to 20 carbon atoms; or a heterocyclic group having 3 to 20 carbon atoms.
In paragraph 1, In the above chemical formula 1, R1a to R1c are independently a hydrogen atom; an alkyl group having 1 to 10 carbon atoms; an alkenyl group having 2 to 10 carbon atoms; an alkynyl group having 2 to 10 carbon atoms; a heteroalkyl group having 1 to 10 carbon atoms, a heteroalkenyl group having 2 to 10 carbon atoms; a heteroalkynyl group having 2 to 10 carbon atoms; a cycloalkyl group having 5 to 10 carbon atoms; an aryl group having 6 to 12 carbon atoms; or a heterocyclic group having 3 to 10 carbon atoms, and R1d is a single-bonded or unsubstituted alkylene group having 1 to 10 carbon atoms, and R1f and R1g are independently single-bonded or unsubstituted alkylene groups having 1 to 10 carbon atoms, and R 1h, R 1i, R 1j , and R 1k are independently conjugated diene elastomers in which alkyl groups having 1 to 10 carbon atoms; alkenyl groups having 2 to 10 carbon atoms; alkynyl groups having 2 to 10 carbon atoms; heteroalkyl groups having 1 to 10 carbon atoms; heteroalkenyl groups having 2 to 10 carbon atoms; heteroalkynyl groups having 2 to 10 carbon atoms; cycloalkyl groups having 5 to 10 carbon atoms; aryl groups having 6 to 12 carbon atoms; or heterocyclic groups having 3 to 10 carbon atoms.
In paragraph 1, In the above chemical formula 1, A conjugated diene elastomer in which R1a to R1c are independently hydrogen atoms; or carbon atoms having 1 to 10 carbon atoms, R1d is a single-bonded or unsubstituted alkylene group having 1 to 6 carbon atoms, R1f and R1g are independently single-bonded or unsubstituted alkylene groups having 1 to 6 carbon atoms, and R1h, R1i , R1j and R1k are independently alkyl groups having 1 to 10 carbon atoms.
In paragraph 1, A conjugated diene elastomer comprising 100 parts by weight of a modified conjugated diene polymer; and 10 parts by weight or less of a functional group-containing oligomer.
In paragraph 1, Conjugated diene elastomer having an N atomic content of 100 ppm or more relative to the total weight of the conjugated diene elastomer.
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In paragraph 1, The above functional group-containing oligomer is a conjugated diene elastomer in which oligomer chains comprising repeating units derived from a compound represented by Chemical Formula 1 are coupled by units derived from a denaturing agent.
In Paragraph 7, The above oligomer chain is a conjugated diene elastomer that further comprises repeating units derived from conjugated diene monomers.
In paragraph 1, The above modified conjugated diene polymer is a conjugated diene elastomer comprising a homopolymer containing repeating units derived from a conjugated diene monomer or a copolymer containing repeating units derived from a conjugated diene monomer and repeating units derived from an aromatic vinyl monomer.
In paragraph 1, The above modified conjugated diene polymer is a conjugated diene elastomer comprising a functional group including one or more of N and Si.
A rubber composition comprising the conjugated diene elastomer and filler of claim 1.
In Paragraph 11, The above filler is a rubber composition in which the filler is a silica-based filler or a carbon black-based filler.
In Paragraph 11, A rubber composition comprising 0.1 to 200 parts by weight of a filler per 100 parts by weight of a conjugated diene elastomer.

Description

Conjugated diene-based elastomer and rubber composition comprising the same The present invention relates to a conjugated diene elastomer having excellent processability, wear resistance, and rolling resistance, and a rubber composition containing the same. With the recent increase in interest in energy conservation and environmental issues, there is a demand for fuel-efficient vehicles. Consequently, there is a need for rubber materials for tires that possess low rolling resistance, excellent wear resistance and tensile properties, and steering stability, represented by wet skid resistance. In order to reduce the rolling resistance of a tire, there is a method to minimize the hysteresis loss of vulcanized rubber, and indicators for evaluating such vulcanized rubber include rebound elasticity, tan δ, and Goodrich heat generation at 50°C to 80°C. That is, a rubber material with high rebound elasticity at the above temperature or low tan δ and Goodrich heat generation is preferred. As one of the methods to achieve this, a method has been proposed to reduce the heat generation of the tire by using inorganic fillers such as silica or carbon black in a rubber composition for forming a tire; however, this has the problem that the physical properties of the rubber composition, including wear resistance, crack resistance, and processability, are degraded overall because the dispersion of the inorganic fillers within the rubber composition is not easy. To solve this problem, a method was proposed to improve the dispersibility of inorganic fillers such as silica or carbon black in rubber compositions by modifying the polymerization active site of a conjugated diene polymer obtained by anionic polymerization using organolithium with a modifier containing a functional group capable of interacting with the inorganic filler. However, while the low heat generation is improved, there is still a problem in that tensile properties, wear resistance, and processability are reduced. Hereinafter, the present invention will be described in more detail to aid in understanding the invention. Terms and words used in the description and claims of the present invention should not be interpreted as being limited to their ordinary or dictionary meanings, but should be interpreted in a meaning and concept consistent with the technical spirit of the present invention, based on the principle that the inventor can appropriately define the concept of the terms to best describe his invention. definition In this specification, the term 'polymer' refers to a polymer compound produced by polymerizing monomers, whether of the same or different types. Thus, the general term polymer encompasses the terms homopolymer and copolymer, which are commonly used to refer to a polymer produced from only one type of monomer. In this specification, the term 'oligomer chain' may refer to a low-molecular-weight polymer chain in which monomer-derived units are repeatedly linked by the polymerization of one or more monomers, with the number of repetitions ranging from several to tens, and the molecular weight being relatively small. In this specification, the term 'oligomer' may mean an aggregate of oligomer chains comprising the above-mentioned oligomer chains. In this specification, the term 'vinyl content' refers to the mass (or weight) percentage of butadiene contained at positions 1 and 2 within the polymer chain, based on the portion of the conjugated diene monomer (butadiene, etc.) in the polymer (total amount of polymerized butadiene). In this specification, the term 'monovalent hydrocarbon group' may refer to a monovalent atomic group in which carbon and hydrogen are bonded, such as a monovalent alkyl group, an alkenyl group, an alkynyl group, a cycloalkyl group, a cycloalkyl group containing one or more unsaturated bonds, and an aryl group, and the minimum number of carbon atoms of a substituent represented as a monovalent hydrocarbon may be determined according to the type of each substituent. In this specification, the term 'divalent hydrocarbon group' may refer to a divalent atomic group in which carbon and hydrogen are bonded, such as a divalent alkylene group, an alkenylene group, an alkynylene group, a cycloalkylene group, a cycloalkylene group containing one or more unsaturated bonds, and an arylene group, and the minimum number of carbon atoms of a substituent represented as a divalent hydrocarbon may be determined according to the type of each substituent. In this specification, the term 'alkyl group' may mean a monovalent aliphatic saturated hydrocarbon and may include all linear alkyl groups such as methyl, ethyl, propyl, and butyl, and branched alkyl groups such as isopropyl, sec-butyl, tert-butyl, and neo-pentyl. In this specification, the term 'alkenyl group' may mean a monovalent aliphatic unsaturated hydrocarbon containing one or more double bonds. In this specification, the term 'alkynyl group' may mean a monovalent aliphatic unsaturate