Tire composition and method for manufacturing the same

Abstract

To provide an improved resin to improve both wet grip and rolling resistance in a rubber composition.SOLUTION: The disclosure relates to a composition for use in tires. The rubber composition comprises a blend of a rubber component and, based on 100 pts.wt. (phr) of the rubber component, 50 to 200 phr of a filler, 0 to 25 phr of a plasticizer, and 5 to 90 phr of dimeric decarboxylated rosin (DDCR). The DDCR resin comprises 50 to 100 wt.% of polycyclic hydrocarbon compounds having one or more aliphatic, unsaturated or aromatic groups and 34-80 carbon atoms, with a molecular weight Mn of 250-900 Da, a polydispersity index of 1.0-1.35, and an oxygen to carbon ratio of less than 5%.SELECTED DRAWING: None

Description

[Technical Field]

[0001] This disclosure relates to compositions for use in tire applications and methods for producing the same. [Background technology]

[0002] Rubber tires should ideally have a rubber tread that possesses excellent wet grip (wet traction) and rolling resistance, such as the resistance to the tire's movement as it rolls across the surface. While dry grip is usually maintained by many rubber compositions, satisfactory wet grip is often not achieved. Rubber compositions with good wet grip improve wet skid resistance but suffer from increased rolling resistance, which leads to decreased fuel efficiency.

[0003] The two characteristics of lower rolling resistance and higher wet grip performance are generally influenced by mutually conflicting properties. Optimizing the tread for rolling resistance may compromise wet grip, and optimizing for wet grip may negatively impact rolling resistance. For example, the use of resins (additives) is known to improve wet grip, but can be detrimental to rolling resistance. [Overview of the Initiative] [Problems that the invention aims to solve]

[0004] Therefore, there remains a need for improved resins to enhance both wet grip and rolling resistance in rubber compositions. [Means for solving the problem]

[0005] (Summary) In one embodiment, a rubber composition is disclosed. The composition comprises, essentially consists of, or comprises a blend of a rubber component and, per 100 parts by weight (phr) of the rubber component, 50 to 200 phr of a filler, 0 to 25 phr of a plasticizer, and 5 to 90 phr of a dimeric decarboxylated rosin (DDCR) resin. The DDCR resin comprises, essentially consists of, or comprises 50 to 100 wt.% of a polycyclic hydrocarbon compound having one or more aliphatic, unsaturated, or aromatic groups and 34 to 80 carbon atoms. The DDCR resin has a molecular weight of M n It is characterized by having a density of 250-900 Da, a polydispersity index of 1.0-1.35, and an oxygen-to-carbon ratio of <5%. DDCR resin is formed by decarboxylating dimeric rosinic acid or by dimerizing decarboxylated rosin.

[0006] In another embodiment, a method for preparing a rubber composition is disclosed. The method includes, essentially consists of, or comprises the steps of: preparing 0 to 100 parts by weight (phr) of a rubber component; preparing 5 to 90 phr of a dimeric decarboxylated rosin (DDCR) resin; preparing 50 to 200 phr of a filler and optionally 75 phr or less of a plasticizer; mixing the rubber component, DDCR resin, filler and optional plasticizer to form a mixture; kneading the mixture; and incorporating a crosslinking system into the kneaded mixture to form a tire rubber composition. The DDCR resin contains, essentially consists of, or comprises 50 to 100 wt.% of a polycyclic hydrocarbon compound having one or more aliphatic, unsaturated or aromatic groups and 34 to 80 carbon atoms. The molecular weight of DDCR resin was measured using gel permeation chromatography and polystyrene calibration standards. nIt is characterized by having a density of 250-900 Da, a polydispersity index of 1.0-1.35, and an oxygen-to-carbon ratio of <5%. DDCR resin is formed by decarboxylating dimeric rosinic acid or by dimerizing decarboxylated rosin. [Modes for carrying out the invention]

[0007] Unless otherwise indicated, the following terms shall have the meanings set forth below.

[0008] "At least one of the [groups A, B, and C, etc.]", "any of the [groups A, B, and C, etc.]", or "selected from the [groups A, B, and C, etc.]" means a single member of a group, one or more members of a group, or a combination of members of a group. For example, at least one of A, B, and C includes, for example, only A, only B, or only C; similarly, A and B, A and C, B and C; or A, B and C, or any other combination of A, B and C. In another example, at least one of A and B means only A, only B, similarly A and B. A list of embodiments presented as "A, B, or C" should be interpreted as including embodiments of only A, only B, only C, "A or B", "A or C", "B or C", or "A, B, or C".

[0009] "phr" stands for parts per 100 parts of diene elastomer (rubber).

[0010] "Elastomer" refers to any polymer or combination of polymers that conforms to the definition in ASTM D1566 and may be used interchangeably with the term "rubber".

[0011] "Polymers" and "interpolymers" include copolymers, terpolymers, tetrapolymers, etc., and are prepared by polymerization or oligomerization of at least two different monomers, with a number average molecular weight (M) of 100 or more. n It is used interchangeably to mean a higher-order oligomer having ).

[0012] MW is the weight-average distribution of the molecules calculated by

[0013]

Number

[0014] M n is

[0015]

Number

[0016] M Z is the higher-order molecular weight average or the cubic molecular weight,

[0017]

Number

[0020] T sp The softening point can be determined by ASTM E28, i.e., the ring-spherical or ring-and-cup softening point test.

[0021] The acid value can be measured using ASTM D1240-14(2018).

[0022] Properties such as tensile strength, elongation, and modulus of elasticity can be measured according to the procedures described in ASTM D412 or ISO 37.

[0023] The hardness refers to Shore A hardness according to DIN 53506.

[0024] The density can be measured using ASTM D792-13.

[0025] GPC molecular weight can be measured using a triple detection array and mixed column set, in comparison to a polystyrene calibration standard.

[0026] The Mooney viscosity MS or ML(1+4) at 100°C can be measured according to DIN 53523.

[0027] DIN wear resistance can be measured according to ISO 4649.

[0028] One method for characterizing viscoelastic polymer materials is G * This is done by measuring the complex modulus, defined as G' + iG'', where G' and G'' are the storage modulus and loss modulus, respectively, and "i" is the imaginary unit. The storage modulus G' and loss modulus G'' may be measured by dynamic mechanical analysis (DMA). G' relates to the storage and release of energy during periodic deformation, and G'' relates to the dissipation of energy and its conversion to heat. G' and G'' allow for a comparison between the material's ability to recover energy and its ability to lose energy. Complex modulus |G * | is [(G') 2 +(G'') 2 ]1 / 2 It is also defined as the ratio of maximum stress to maximum strain (σ o / ε o ) represents.

[0029] Dynamic mechanical properties, such as storage modulus (G'), loss modulus (G''), phase angle (δ), and damping, can be measured as a function of strain amplitude through dynamic mechanical analysis (DMA) from -100°C to +100°C according to ASTM D7605, and serve as indicators of durability, traction, and handling. The magnitude of the storage modulus (G') at -20°C and -30°C is used as an indicator of ice grip.

[0030] tanδ is the ratio of energy loss as heat (loss modulus) to stored and released energy (storage modulus), i.e., G'' / G', where δ is the phase angle between the applied force and the material's response to that force. A larger tanδ indicates a larger loss modulus, and consequently, a more damped rate of rebound. The wear index is indicated by the magnitude of the volume reduction of the material after wear relative to its initial volume. tanδ can be measured using a dynamic viscoelasticity tester with a temperature sweep in a two-sided shear mode from -60°C to +100°C, a heating rate of 1°C / min at 10 Hz, a dynamic strain of 0.1% (-60°C to -5°C), and a dynamic strain of 3% (-5°C to 100°C), using DMA. tanδ at 100°C indicates tire grip and other enhanced performance characteristics under harsh operating conditions. The commonly used index for wet grip is tanδ at 0°C, and the commonly used index for rolling resistance is tanδ at 60°C. The magnitude of tanδ at -20℃ can be used as an indicator for snow grip.

[0031] Disclosed herein are rubber compositions that can be used for a variety of applications, including tires. The rubber compositions comprise rubber, a resin, an optional plasticizer, and a filler. The resin is dimerized decarboxylated rosin (DDCR).

[0032] Resin component - DDCR The resin component is a dimerized decarboxylated rosin (DDCR) containing one or more polycyclic compounds in an amount of 50-100 wt.% that contain one or more aliphatic, unsaturated, or aromatic groups having 34-80 carbon atoms, or 34-60, or 34-40, or 36-38 carbon atoms. Examples of polycyclic compounds include, but are not limited to, dimers, trimers, and higher-order oligomers / polymers. In embodiments, the DDCR resin is (I) and (II)

[0033] [ka] This includes polycyclic compounds having the typical structure shown.

[0034] DDCR resin mainly consists of dimers and trimers, with a total of ≥75 wt.%, ≥80 wt.%, ≥85 wt.%, ≥90 wt.%, ≥95 wt.%, ≥99 wt.%, 75-99.9 wt.%, 75-98 wt.%, or 80-97 wt.% of dimers and trimers. In embodiments, DDCR resin is mainly dimers in amounts of ≥50 wt.%, ≥60 wt.%, ≥70 wt.%, ≥80 wt.%, ≥90 wt.%, ≥95 wt.%, ≥99 wt.%, 50-99.9 wt.%, 60-99.9 wt.%, 70-95 wt.%, or 70-90 wt.%. In embodiments, the DDCR resin is mainly trimer species in amounts of ≥50 wt.%, or ≥60 wt.%, or ≥70 wt.%, or ≥80 wt.%, or ≥90 wt.%, or ≥95 wt.%, or ≥99 wt.%, or 50-99.9 wt.%, or 60-99.9 wt.%, or 70-95 wt.%, or 70-90 wt.%. The remainder of the DDCR resin may be monomer species and / or larger polymer groups.

[0035] In one embodiment, the DDCR resin is prepared by decarboxylating dimeric rosinic acid (DRA) and isolating a purified form of DDCR therefrom. In a second embodiment, DRA is first prepared in situ from rosinic acid starting material. The in-situ formed DRA is then decarboxylated to produce crude DDCR for subsequent isolation / purification, thereby producing the DDCR resin. In a third embodiment, rosinic acid is first decarboxylated, and the resulting decarboxylated rosin is then dimerized to produce crude DDCR. The crude DDCR is then isolated / purified in one or more steps, for example, by separation based on boiling point differences, by evaporation such as fractional distillation, wiped-film evaporation, or a combination thereof.

[0036] In the embodiment, the DDCR is either unhydrogenated, partially hydrogenated, or hydrogenated.

[0037] In embodiments, the DDCR resin can be single or double functionalized with a hydrosilylation agent, such as a compound (cyclic or acyclic) having Si-H bonds that reacts catalytically with the main chain of the DDCR resin. The DDCR resin component can be used as an extender for rubber compositions.

[0038] In embodiments, the DDCR resin is used in combination with substituted or unsubstituted units derived from other known resins, such as cyclopentadiene homopolymer or copolymer resins ("CPD"), dicyclopentadiene homopolymer or copolymer resins ("DCPD"), terpene homopolymer or copolymer resins, rosin-derived resins, rosin / rosin esters, pinene homopolymer or copolymer resins, C5 fraction homopolymer or copolymer resins, C9 fraction homopolymer or copolymer resins, α-methylstyrene homopolymer or copolymer resins, and combinations thereof.

[0039] In the embodiment, the DDCR resin has a molar mass (Mn) in the range of 250-900 Da, 300-600 Da, 350-450 Da, or 380-420 Da, measured using GPC with a triple detection array and mixed column set (compared to a polystyrene calibration standard).

[0040] In the embodiment, the DDCR resin exhibits a polydispersity index (PDI) (GPC) of 1.0 to 1.35, or 1.0 to 1.34, or 1.0 to 1.33, or 1.0 to 1.32, or 1.0 to 1.31, or 1.0 to 1.30, or 1.0 to 1.2, or 1.05 to 1.15.

[0041] In embodiments, the DDCR resin has a glass transition temperature (T) measured by differential scanning calorimetry according to ASTM E1356. g It has a temperature range of >-20℃, or >-10℃, or >0℃, or >15℃, or -20℃ to 110℃, or 0℃ to 90℃, or 15 to 75℃, or 25 to 70℃, or <110℃, or <100℃, or <90℃, or <80℃, or <70℃.

[0042] In an embodiment, the DDCR resin is T g / M n This indicates a ratio (K / Da) > 0.6, or 0.6 to 1.0, or 0.65 to 0.9, or 0.7 to 0.85, or < 0.85.

[0043] In one embodiment, the DDCR resin has an acid value of <80 mg KOH / g, or <50 mg KOH / g, or <40 mg KOH / g, or <30 mg KOH / g, or <25 mg KOH / g, or <15 mg KOH / g, or <5 mg KOH / g, or 0 to 80 mg KOH / g, or 0 to 50 mg KOH / g, or 0 to 25 mg KOH / g, or 0 to 20 mg KOH / g, or 0 to 10 mg KOH / g, or 1 to 15 mg KOH / g, or 0 to 5 mg KOH / g, according to ASTM D465.

[0044] DDCR resin is a solid having a ring-spherical softening point >30°C, >35°C, >40°C, or >50°C, or >60°C, or >70°C, or >75°C, or 30–160°C, or 50–125°C, or 60–120°C, or 70–120°C, or 75–120°C, or <160°C, or <125°C, or <120°C, as measured by ASTM E28-18.

[0045] In embodiments, the DDCR resin has a Gardner color (neat) >18, or >10, or >5, or >2, or 0-18, or 1-14, or 2-10, according to ASTM D6166. In embodiments relating to hydrogenated DDCR, the DDCR resin has a Gardner color <18, <12, or <8, or <5, or 0-18, or 1-14, or 2-10.

[0046] In embodiments, the DDCR resin has a Brookfield viscosity measured at 177°C according to ASTM D2196 of >15 mPa·s, or >20 mPa·s, or >25 mPa·s, or 15 to 1000 mPa·s, or 20 to 750 mPa·s, or 25 to 500 mPa·s, or 35 to 250 mPa·s, <1000 mPa·s, or <750 mPa·s, or <500 mPa·s, or <250 mPa·s.

[0047] In the embodiment, the DDCR resin has a flash point >150°C or >175°C according to ASTM D92.

[0048] In the embodiment, the DDCR resin has a density of 1.00 to 1.05, or 1.00 to 1.04, or 1.01 to 1.03, or 1.015 to 1.025 g / cm³. 3 It holds.

[0049] In embodiments, the DDCR resin is characterized by having an oxygen content of <5%, <3%, <2%, 0-5%, 0-4%, 0-3%, 0-2%, or 0-1%. The oxygen content (in percent) in the DDCR is calculated as the oxygen-to-carbon ratio, i.e., the total number of oxygen atoms divided by the total number of carbon atoms present in the DDCR, and the number of oxygen and carbon atoms is obtained from elemental analysis.

[0050] In embodiments, the DDCR resin exhibits a low cloud point in polyolefins, which means high compatibility with non-polar polymers. In embodiments, the DDCR resin exhibits a cloud point in polyolefins of <70°C, or <60°C, or <50°C, or <40°C, or >-30°C, or >-15°C, or -30 to 70°C, or -20 to 65°C, or -10 to 60°C, or 0 to 50°C, and the starting DRA material is miscible over a temperature range of 0 to 200°C.

[0051] The DDCR resin components can be used alone or in combination of two or more resins in amounts ranging from 1 to 90 phr, 5 to 80 phr, or 10 to 50 phr. In embodiments, the rubber composition includes any of 5, 10, 15, 20, 25, 30, 35, 40, 45, 50, 55, 60, 65, 70, 75, 85, or any range between the aforementioned numbers.

[0052] Rubber components The terms “rubber” or “elastomer” include both natural rubber and its various raw and recycled forms, and various synthetic rubbers. In embodiments, the rubber component includes any unsaturated diene elastomer selected from polybutadiene, natural rubber, synthetic polyisoprene, butadiene copolymer, isoprene copolymer, and mixtures thereof.

[0053] In some embodiments, the rubber is selected from butyl rubber, halogenated butyl rubber, EPDM (ethylene propylene diene monomer rubber), and mixtures thereof. In other embodiments, the rubber component is natural rubber (NR), styrene-butadiene rubber (SBR), butadiene rubber (BR), synthetic polyisoprene rubber, epoxidized natural rubber, polybutadiene rubber, nitrile-hydrogenated butadiene rubber (HNBR), hydrogenated SBR, ethylene propylene diene monomer rubber, ethylene propylene rubber, maleic acid-modified ethylene propylene rubber, butyl rubber, isobutylene-aromatic vinyl or diene monomer copolymer, brominated NR, chlorinated NR, brominated isobutylene p-methylstyrene copolymer, chloroprene rubber, epichlorohydrin homopolymer rubber, epichlorohydrin-ethylene oxide Alternatively, allyl glycidyl ether copolymer rubber, epichlorohydrin-ethylene oxide-allyl glycidyl ether copolymer rubber, chlorosulfonated polyethylene, chlorinated polyethylene, maleic acid-modified chlorinated polyethylene, methyl vinyl silicone rubber, dimethyl silicone rubber, methylphenyl vinyl silicone rubber, polysulfide rubber, vinylidene fluoride rubber, tetrafluoroethylene-propylene rubber, fluorinated silicone rubber, fluorinated phosphagen rubber, styrene elastomer, thermoplastic olefin elastomer, polyester elastomer, urethane elastomer, and polyamide elastomer are selected.

[0054] Examples of SBR rubber include emulsion-polymerized styrene-butadiene rubber (unmodified E-SBR) and solution-polymerized styrene-butadiene rubber (unmodified S-SBR), and modified SBR (modified E-SBR and modified S-SBR) obtained by modifying their ends can be used. In embodiments, the rubber components include rubber components other than SBR and BR, such as natural rubber (NR), isoprene rubber (IR), epoxidized natural rubber (ENR), butyl rubber, acrylonitrile butadiene rubber (NBR), ethylene propylene diene rubber (EPDM), chloroprene rubber (CR), and styrene-isoprene-butadiene rubber (SIBR), which are used alone or in combination as needed.

[0055] The rubber component may be coupled, star-branched, branched, and / or functionalized with a coupling agent and / or a star-branching agent or functionalizing agent. The branched rubber may be any of the following: branched ("star-branched") butyl rubber, halogenated star-branched butyl rubber, poly(isobutylene-co-p-methylstyrene), brominated butyl rubber, chlorinated butyl rubber, star-branched polyisobutylene rubber, and mixtures thereof.

[0056] In embodiments, the rubber is functionalized at the end groups to improve its affinity for fillers, such as carbon black and / or silica. Examples of coupling groups / functional groups include C-Sn bonded or amination functional groups, such as benzophenone, silanol functional groups or polysiloxane functional groups having silanol termini, alkoxysilane groups and polyether groups.

[0057] Filler The rubber composition further comprises a filler of 30-200 phr or 30-150 phr. Examples, but not limited to, include calcium carbonate, carbon nanotubes, clay, mica, silica, silicates, talc, titanium dioxide, alumina, zinc oxide, starch, wood flour, carbon black, or mixtures thereof. The filler may be of any size, for example, 0.0001 μm to 100 μm.

[0058] Other examples of fillers include ultra-high molecular weight polyethylene (UHMWPE), granular polymer gels, and plasticized starch composite fillers known in the art.

[0059] In the embodiment, the filler is surface-treated, for example, by being coated with or blended with the above-mentioned resin, or by being coated with or reacted with an organosilane species.

[0060] Coupling agent In embodiments, the rubber composition further comprises a coupling agent. “Coupling agent” means any agent that enables a stable chemical and / or physical interaction between two species that would not otherwise interact, for example, between a filler such as silica and an elastomer. The coupling agent provides a reinforcing effect on the rubber from the silica. In embodiments, the coupling agent is a sulfur-based coupling agent, an organic peroxide-based coupling agent, an inorganic coupling agent, a polyamine coupling agent, a resin coupling agent, a sulfur compound-based coupling agent, an oxime-nitrosamine-based coupling agent, and sulfur.

[0061] In embodiments, the coupling agent is bifunctional. Examples include organosilanes or polyorganosiloxanes. Other suitable examples of coupling agents include silane polyfluids. The coupling agent may also be a bifunctional polyorganosiloxane or hydroxysilane polyfluid. The coupling agent may also include other silane sulfides, e.g., silanes having at least one thiol (-SH) functional group (referred to as mercaptosilane) and / or at least one masked thiol functional group. The coupling agent may also include a combination of one or more coupling agents described herein. In embodiments, the coupling agent is an alkoxysilane or polysulfide alkoxysilane, e.g., polysulfide alkoxysilane.

[0062] The coupling agent is present in amounts of 1-20 phr, 1-10 phr, or 3-15 phr.

[0063] Optional plasticizer components Plasticizers (also known as process oils) are petroleum-derived process oils and synthetic plasticizers that extend elastomers and improve the processability of compositions. Suitable plasticizers, though not limited to these, include aliphatic acid esters, hydrocarbon process oils, tall oil pitch and modified tall oil pitch, and combinations thereof.

[0064] In embodiments, the plasticizer is a modified tall oil pitch selected from the group consisting of pitch esters, decarboxylated tall oil pitch, tall oil pitch soap, heat-treated tall oil pitch, and heat and catalytically treated tall oil pitch.

[0065] In embodiments, the plasticizer includes both an extensible oil present in the elastomer and a process oil added during compounding. Suitable process oils include aromatic oils, paraffinic oils, naphthenic oils and low-PCA oils, such as MES, TDAE and heavy naphthenic oils, as well as vegetable oils, such as sunflower oil, soybean oil and safflower oil. Examples of low-PCA oils include those with a polycyclic aromatic content of less than 3% by weight. Suitable vegetable oils include, for example, soybean oil, sunflower oil and canola oil in the form of esters that are somewhat unsaturated.

[0066] In one embodiment, the plasticizer is present in an amount of 0-25 phr or 5-15 phr. In another embodiment, the plasticizer is present in an amount of resin-to-plasticizer weight ratio >1, >3, or >6.

[0067] Crosslinking agent In embodiments, the rubber components in the composition may be crosslinked by adding curing agents, such as sulfur, metals, metal oxides such as zinc oxide, peroxides, organometallic compounds, radical initiators, fatty acids, and other agents commonly used in the art. Other known curing methods that may be used include peroxide curing systems, resin curing systems, and thermal or radiation-induced crosslinking of polymers. Accelerators, activators, and retarders may also be used in the curing process.

[0068] The crosslinking agent is present in amounts of 0.3 to 10 phr, or 0.5 to 5.0 phr, or >0.3 phr, or >0.5 phr, or <15 phr, or <10 phr, or <8 phr, or <5 phr.

[0069] Other additives The composition can be compounded with other components known in the art in amounts of 10 phr or less, such as sulfur donors, curing aids, such as accelerators, activators and retarders, as well as processing additives, pigments, fatty acids, zinc oxide, waxes, antioxidants and ozone degradation inhibitors and deconjugates.

[0070] Method for forming a tire rubber composition The tire composition can be formed by methods known in rubber compounding technology. The compound was mixed in a 379 ml Banbury-type closed mixer using a three-step mixing protocol known in the art. For example, the components are typically mixed in two steps, for example, at least one non-production step and a subsequent production mixing step. The final curing agent, for example, a sulfur-vulcanizing agent, is typically mixed in a final step conventionally called the "production" mixing step, where mixing typically occurs at a temperature lower than the (one or more) mixing temperatures used in the preceding non-production mixing steps.

[0071] The tire composition may follow a thermomechanical mixing step, which generally includes machining in a mixer or extruder for a time appropriate to bring the rubber temperature to 140°C to 190°C. The duration of thermomechanical machining varies depending on the operating conditions, volume, and properties of the components. For example, thermomechanical machining may be 1 to 20 minutes.

[0072] characteristics Tire compositions containing DDCR resin exhibit reduced rolling resistance and improved wet grip performance.

[0073] In embodiments, tire tread compositions containing DDCR resin exhibit similar wet grip, lower rolling resistance as expressed by tanδ at 0°C and tanδ value at 60°C, compared to tire tread compositions containing a similar amount of alpha-methylstyrene resin (AMS), with rolling resistance being >5%, >10%, or >15% lower.

[0074] In embodiments, tire tread compositions containing DDCR resin exhibit similar wet grip, lower rolling resistance, as expressed by tanδ at 0°C and tanδ value at 60°C, compared to tire tread compositions containing a similar amount of dimeric rosinic acid, with rolling resistance being >5% lower, >10% lower, >15% lower, or >20% lower.

[0075] In the embodiment, the tire tread composition containing DDCR resin exhibits an improvement in wet grip, expressed as a tanδ value at 0°C, that is >5% higher, >10% higher, or >15% higher, compared to a tire tread composition containing a similar amount of treated distillate aromatic extract oil.

[0076] In the embodiment, the tire tread composition containing DDCR resin has a wet grip resistance to rolling resistance index ratio (tanδ at 0°C / tanδ at 60°C) that is >5% higher, >10% higher, >15% higher, or >20% higher than that of the tire tread composition containing an equivalent amount of AMS.

[0077] In the embodiment, the tire tread composition containing DDCR resin has a wet grip resistance to rolling resistance index ratio (tanδ at 0°C / tanδ at 60°C) that is >20%, >30%, >40%, or >50% higher than that of a tire tread composition containing an equivalent amount of dimeric rosinic acid.

[0078] In the embodiment, the tire tread composition containing DDCR resin has a wet grip resistance to rolling resistance index ratio (tanδ at 0°C / tanδ at 60°C) that is >5% higher, >10% higher, >15% higher, >20% higher, or >25% higher than the tire tread composition containing an equivalent amount of treated distillate aromatic extract oil.

[0079] In the embodiment, the tire tread composition containing DDCR resin exhibits a lower storage modulus G' at 60°C compared to a tire tread composition containing a similar amount of AMS, with the storage modulus being <3% lower, <5% lower, <10% lower, <15% lower, or <20% lower.

[0080] In the embodiment, a tire tread composition containing DDCR resin exhibits a lower loss modulus G'' at 60°C compared to a tire tread composition containing a similar amount of AMS, with the loss modulus being >5% lower, >10% lower, >20% lower, >30% lower, or >40% lower.

[0081] Purpose Beyond tire applications, the composition can be extruded, compression-molded, injection-molded, or laminated to produce a variety of molded products, such as fibers, films, laminates, layers, and industrial parts like automotive components, equipment casings, consumer products, and packaging materials.

[0082] In tire applications, rubber compositions are useful for producing a variety of tires, such as truck tires, bus tires, automobile tires, motorcycle tires, off-road tires, and aircraft tires. Rubber compositions can also be used to manufacture tire components, such as treads, sidewalls, chafer strips, tire rubber layers, reinforcing cord coating materials, and cushioning layers. Rubber compositions may also be useful in other applications, such as curing bladders, inner tubes, air sleeves, hoses, belts, footwear components, rollers, vibration isolation devices, adhesives, caulking materials, sealing materials, glazing compounds, protective coatings, air cushions, air springs, and air bellows.

[0083] The rubber composition can also be used to produce molded rubber parts, such as automotive suspension bumpers, automotive exhaust hangers, and body mounts. In further applications, the rubber composition can also be used in medical applications, such as pharmaceutical stoppers and closures, and coatings for medical devices. [Examples]

[0084] The following exemplary examples are intended to be non-limiting.

[0085] In the examples, the resins listed in Table 1 below were incorporated into tire tread compositions as shown in Table 2, and their performance was tested.

[0086] The tire tread composition was mixed in a 379 ml Banbury-type closed mixer using a three-step mixing protocol known in the art.

[0087] The performance characteristics of the tire tread composition are shown in Table 3 below.

[0088] The determination of tanδ was performed by DMA using a Metravib+450N with a heating rate of 1°C / min at 10 Hz, dynamic strain (-60°C to -5°C) of 0.1%, and dynamic strain (-5°C to 100°C) of 3%, in a two-sided shear mode from -60°C to +100°C. Properties such as tensile strength, elongation, and modulus of elasticity were measured according to the procedure described in ISO 37. DIN abrasion resistance was measured according to ISO 4649 using a DIN abrasion tester.

[0089] [Table 1]

[0090] [Table 2] TIFF0007876275000007.tif131160

[0091] [Table 3]

[0092] As used herein, the term “comprising” means including any element or step specified after it, but not all such elements or steps are exhaustive, and embodiments may include other elements or steps.

Claims

1. The rubber component and, relative to 100 parts by weight (phr) of the rubber component, Filler 50-200 phr, Plasticizer 0 to 25 phr, and A dimerized decarboxylated rosin (DDCR) resin containing 50-100 wt.% of a polycyclic hydrocarbon compound having one or more aliphatic, unsaturated, or aromatic groups and 34-80 carbon atoms, in quantities of 5-90 phr. A rubber composition comprising a blend of, DDCR resin, Molecular weight M measured using gel permeation chromatography and polystyrene calibration standard ｎ 250-900Da, The polyvariance index is 1.0 to 1.35, and It has an oxygen-to-carbon ratio of <5%, A rubber composition comprising DDCR resin containing ≥50 wt.% of a dimer species and the remainder consisting of monomer species, trimer species and larger polymer species.

2. DDCR resin, Acid value <80 mgKOH / g as measured using ASTM D465. Flash point > 150°C according to ASTM D92. From the ring-spherical softening point (Tsp) > 30°C according to ASTM E28-18, ASTM D2196, Brookfield viscosity at 177°C: 15–1000 mPa·s. According to ASTM E1356, the glass transition temperature (Tg) is -20 to 110°C. Density according to ASTM D792-13: 1.00–1.05 g / cm³ ３ , T ｇ / M ｎ (K / Da) ratio > 0.6, Cloud point <70°C in polyolefins The rubber composition according to claim 1, characterized by having one or more of the following.

3. The rubber composition according to claim 1 or 2, wherein the DDCR resin has a polydispersity index (PDI) (GPC) of 1.05 to 1.

2.

4. DDCR resin, T ｇ / M ｎ The rubber composition according to claim 1 or 2, having a ratio (K / Da) of 0.6 to 1.

0.

5. The rubber composition according to claim 1 or 2, wherein the DDCR resin has an oxygen content ratio of <3%.

6. The rubber composition according to claim 1 or 2, wherein the DDCR resin is unhydrogenated, partially hydrogenated, or fully hydrogenated.

7. The rubber composition according to claim 1 or 2, which is formed into a molded rubber part by extrusion, compression molding, injection molding or lamination.

8. A method for preparing a tire rubber composition, The steps include preparing 100 parts by weight (phr) of rubber component, Molecular weight M measured using gel permeation chromatography and polystyrene calibration standard ｎ 250-900Da, The polyvariance index is 1.0 to 1.35, and Having an oxygen-to-carbon ratio of <5%, A step of preparing 5 to 75 phr of a dimeric decarboxylated rosin (DDCR) resin containing 50 to 100 wt.% of a polycyclic hydrocarbon compound having one or more aliphatic, unsaturated, or aromatic groups and 34 to 80 carbon atoms, wherein the DDCR resin comprises ≥ 50 wt.% of a dimer species and the remainder being monomer species, trimer species and larger polymer species. The steps include: preparing a filler of 50 to 200 phr and optionally a plasticizer of 75 phr or less; The process involves mixing rubber components, DDCR resin, fillers, and optionally selected plasticizers to form a mixture, The steps include kneading the mixture and The steps include: incorporating a crosslinking system into a kneaded mixture to form a tire rubber composition; Methods that include...

9. DDCR resin, Acid value <80 mgKOH / g as measured using ASTM D465. Flash point > 150°C according to ASTM D92. From the ring-spherical softening point (Tsp) > 30°C according to ASTM E28-18, ASTM D2196, Brookfield viscosity at 177°C: 15–1000 mPa·s. According to ASTM E1356, the glass transition temperature (Tg) is -20 to 110°C. Density according to ASTM D792-13: 1.00–1.05 g / cm³ ３ , T ｇ / M ｎ (K / da) ratio > 0.6, and Cloud point <70°C in polyolefins The method according to claim 8, characterized by having one or more of the above.

10. The method according to claim 8 or 9, wherein the DDCR resin contains a total of ≥75 wt.% of dimer and trimer species.

11. The method according to claim 8 or 9, wherein the DDCR resin has a polydispersity index (PDI) (GPC) of 1.05 to 1.

15.

12. DDCR resin, T ｇ / M ｎ The method according to claim 8 or 9, having a ratio (K / Da) of 0.6 to 1.

0.

13. The method according to claim 8 or 9, wherein the DDCR resin has an oxygen content ratio of <3%.

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