44 results about "Cyclooctadiene" patented technology

A method of rapidly forming an elastomer with tunable properties is described herein. The method includes preparing a monomer solution comprising a catalyst and one or more monomers including 1,5-cyclooctadiene (COD). The one or more monomers may further include dicyclopentadiene (DCPD), and each of the COD and the DCPD may be present in the monomer solution at a predetermined volume percentage. A region of the monomer solution is activated to initiate an exothermic polymerization reaction and generate a self-propagating polymerization front, which moves through the monomer solution and polymerizes the one or more monomers. Thus, an elastomer having predetermined properties is rapidly formed.

The invention relates to a preparation method of a hydrolysis modified organic silicon high-temperature-resistant anticorrosive coating, and belongs to the technical field of anticorrosive coatings. The preparation method comprises the following steps: heating 1, 1 '-bis (dimethylsilyl) ferrocene, methylbenzene, chloroplatinic acid, 2, 2, 3, 3, 4, 4, 4-heptafluorobutyl acrylate and bis-(2-methylallyl) cyclooctyl-1, 5-diene ruthenium, and reacting to obtain an intermediate product 1; weighing methyltrimethoxysilane, phenyltrimethoxysilane and the intermediate product 1, uniformly stirring and mixing, slowly dropwise adding diluted hydrochloric acid, hydrolyzing, and heating to react, so as to obtain modified silicon resin; adding the modified silicon resin into petroleum ether, and adding silicone oil, an organic tin catalyst, a bis-ammonia coupling agent, filler and a curing agent to obtain the anticorrosive paint.

A Metal-containing film forming composition comprising a precursor having the formula: M(=NR1)(OR2)(OR3)mL. Wherein, M=V or Nb or Ta; R1-R3=independently H or C1-C10 alkyl group; L=Substituted or unsubstituted cyclopentadienes, cyclohexadienes, cycloheptadienes, cyclooctadienes, fluorenes, indenes, fused ring systems, propene, butadiene, pentadienes, hexadienes, heptadienes: m=0 or 1.

This invention provides a neutral-electron-reversed carbene, its preparation method, and its applications, belonging to the fields of organic chemistry and organic catalysis. The neutral-electron-reversed carbene described in this invention has the structure shown in formula (I). This invention synthesizes the neutral-electron-reversed carbene in one step by reacting a diazo compound as a precursor with a rhodium complex, followed by nitrogen removal and COD (1,5-cyclooctadiene) removal processes. The reaction conditions of this invention are simple, and the yield is good. Stable separation of neutral-electron-reversed carbene is achieved for the first time.

The invention relates to a preparation method of a high-temperature-resistant anticorrosive coating, and belongs to the technical field of anticorrosive coatings. The preparation method comprises the following steps: heating 1, 1 '-bis (dimethylsilyl) ferrocene, methylbenzene, chloroplatinic acid, 2, 2, 3, 3, 4, 4, 4-heptafluorobutyl acrylate and bis-(2-methylallyl) cyclooctyl-1, 5-diene ruthenium, and reacting to obtain an intermediate product 1; weighing methyltrimethoxysilane, phenyltrimethoxysilane and the intermediate product 1, uniformly stirring and mixing, slowly dropwise adding diluted hydrochloric acid, hydrolyzing, and heating to react, so as to obtain modified silicon resin; adding the modified silicon resin into petroleum ether, and adding silicone oil, an organic tin catalyst, a bis-ammonia coupling agent, a filler and a curing agent to obtain an anticorrosive coating; the surface of the metal equipment is polished and wiped clean, then is coated with an anticorrosive coating, and is cured at room temperature; the hydrolysis modified organic silicon high-temperature-resistant anticorrosive paint prepared by the invention has excellent corrosion resistance, good wear resistance and strong adhesive force.

The invention provides a construction method of a light-stable high-photon-number fluorescent probe and application of the light-stable high-photon-number fluorescent probe in single-molecule and super-resolution fluorescence imaging. The probe is efficiently prepared through one-pot multi-component reaction of aldehyde containing cyclooctatetraene, amine containing benzothiazole methyl sulfone, fluorophore carboxylic acid with a click tag and tert-butyl isocyanide. The probe can realize cysteine site specific labeling through nucleophilic aromatic substitution, the cyclooctadiene light stabilizer can effectively quench triplet, photon output and photobleaching resistance are improved synergistically, and the probe and the cyclooctadiene light stabilizer are suitable for super-resolution fluorescence imaging of biomacromolecules such as single molecules and nucleopore proteins. And a high-performance probe is provided for an advanced super-resolution fluorescence microscopy technology.

Provided are a method for producing an anion exchange resin which is capable of producing an electrolyte membrane with excellent mechanical property (strength).A monomer for forming a hydrophobic group is reacted with a monomer for forming a hydrophilic group in the presence of bis(1,5-cyclooctadiene)nickel(0) as a catalyst, 2,2′-bipyridine as a co-ligand, a bromide or an iodide as a co-catalyst, and a reducing agent to produce an anion exchange resin where the hydrophobic group is connected to the hydrophilic group via direct bond, in which a mole number of bis(1,5-cyclooctadiene)nickel(0) is 0.3 to 1.8 times a total mole number of the monomer for forming a hydrophobic group and the monomer for forming a hydrophilic group.

The invention discloses a synthetic method of an organic phosphine palladium G3 metal catalyst, and belongs to the technical field of metal complex catalysts, and the synthetic method comprises the following steps: in an argon atmosphere, carrying out stirring heating reaction on carbazole, 1, 5-cyclooctadiene palladium dichloride and sodium methanesulfonate in isopropanol; 2-dicyclohexylphosphine-2 ', 4', 6 '-triisopropyl biphenyl is added for a reaction, and after the reaction is stopped, filtering and recrystallization are performed to generate the target product organic phosphine palladium metal catalyst. According to the invention, carbazole is taken as a reaction raw material, a target product is synthesized in isopropanol by adopting a direct one-step method, the reaction temperature is lower, the reaction condition is milder, the operation is simpler and more convenient, the yield can reach more than 90%, and the method is very beneficial to actual industrial production.

The invention discloses a synthesis method of an eight-membered ring derivative, which comprises the following steps: adding 1, 5-cyclooctadiene, an organic solvent and a nickel catalyst into a reaction container, controlling the reaction temperature within the range of 35-45 DEG C, then dropwise adding an organic solvent solution of ethyl aminoacetate into the reaction system, and after dropwise adding, keeping the temperature at 35-45 DEG C for reaction; and after the reaction is finished, concentrating the reaction liquid, and purifying by column chromatography to obtain the eight-membered ring derivative. According to the invention, the nickel acetylacetonate is used as the catalyst instead of rhodium diacetate, and the cost (about 0.468 yuan / g) of the nickel acetylacetonate is far lower than that (about 3000 yuan / g) of the rhodium diacetate, so that the cost of the catalyst is greatly reduced, and the production cost is remarkably reduced.

The invention belongs to the technical field of resin synthesis, and particularly relates to a preparation method of 1, 5-cyclooctadiene modified petroleum resin. The preparation method of the 1, 5-cyclooctadiene modified petroleum resin provided by the invention comprises the following steps: performing rectification treatment on styrene, cyclodiolefin and ethylene cracking byproducts to obtain raw materials, mixing the raw materials, performing Friedel-Crafts reaction under the action of a heat stabilizer and a Lewis acid catalyst to obtain a polymerization product, and performing alkali washing, decoloration and gas stripping on the reaction product to obtain a final product. The invention provides the preparation method of the 1, 5-cyclooctadiene modified petroleum resin, the operation is simple, and the prepared petroleum resin has proper softening point and molecular weight, low viscosity, good compatibility, light color number and excellent actual use effect.

The invention belongs to the field of organic synthesis. The method comprises the following steps: mixing 1, 2-cyclohexane dicarboxylic acid anhydride, alkyl bromide and an organic solvent (N, N-dimethylacetamide) under the action of a transition metal catalyst bis ((1, 5-cyclooctadiene) nickel), a reducing agent (zinc powder) and a nitrogen ligand (2, 2 '-bipyridine ligand), and carrying out electrophilic reduction cross-coupling reaction to synthesize the gamma-alkyl ketonic acid compound. The cheap nickel is used as the metal catalyst, the use of an organic metal catalyst is avoided, the synthesis method is simple, the synthesis steps are few, the operation is convenient, the application range is wide, and various gamma-alkyl ketonic acid compounds can be synthesized.

The invention relates to the technical field of hydrogenation cyclization catalysts, and provides a preparation method of (1, 5-cyclooctadiene) dichloroplatinum (II). The preparation method comprises the following steps: dissolving potassium chloroplatinite in a first polar solvent to obtain a potassium chloroplatinite solution; and mixing the potassium chloroplatinite solution, a second polar solvent, an auxiliary agent and 1, 5-cyclooctadiene, and carrying out a coordination reaction to obtain the (1, 5-cyclooctadiene) dichloroplatinum (II). According to the invention, the polar solvent and the auxiliary agent are added in the coordination reaction, so that the coordination reaction can be promoted to be efficiently carried out under mild conditions, and the reaction efficiency and the product yield are improved. Results of the embodiment show that when the method is used for preparing the (1, 5-cyclooctadiene) dichloroplatinum (II), the reaction time is only 0.5 h, and the product yield can reach 93% or above. In addition, the method is simple in process, short in synthesis route, good in safety, cheap and easily available in raw materials and suitable for industrial production.

The application relates to the technical field of electrochemical materials, and discloses a nitrogen heterocyclic covalent organic framework material with a chemical formula of (C 42 H 18 N 12 ) n , wherein n is a positive integer greater than or equal to 4; a preparation method thereof comprises the following steps: S1: under an inert atmosphere, six nitrogen heterocyclic triphenylene-2,3,8,9,14,15-hexahalogen-substituted compounds, 2,3,6,7,10,11-hexaaminotriphenylhexa-hydrochloride, a deprotonation reagent, bis (1,5-cyclooctadiene) rhodium (I) tetrafluoroborate and 1,3-diisopropylimidazole chloride are added into an organic solvent in a molar ratio of 1:(1-1.5):(9-18):(0.02-0.12):(0.04-0.25), are uniformly mixed, are reacted at 50-150 DEG C for 1-7 days, are naturally cooled to room temperature, are filtered to collect precipitates, and a crude product is obtained; S2: the crude product in S1 is washed and dried to obtain the nitrogen heterocyclic covalent organic framework material; and the material is applied to lithium ion battery negative electrode materials and positive electrode materials. The scheme solves the problems of poor rate performance and limited application range of existing covalent organic framework materials.

A Metal-containing film forming composition comprising a precursor having the formulawherein, M=V or Nb or Ta; R1-R3=independently H or C1-C10 alkyl group; L=Substituted or unsubstituted cyclopentadienes, cyclohexadienes, cycloheptadienes, cyclooctadienes, fluorenes, indenes, fused ring systems, propene, butadiene, pentadienes, hexadienes, heptadienes; m=0 or 1.

The application discloses an indigoid exocyclic diene compound and a preparation method. N 2' / S N 2” addition, and reaction with (E)-1-benzyl-3-(2-oxo-2-phenylene)indole-2-ketone compounds, a tandem reaction of intermolecular [4+2] / elimination occurs, and an indigoid exocyclic diene structure is obtained in a good yield and high diastereoselectivity. The application has the advantages of good diastereoselectivity, good yield, greenness, high efficiency, mild reaction conditions, convenient operation, relatively short reaction time (20-24h), and less by-products.

The invention relates to a synthesis process of cyclooctene, which comprises the following steps: by taking cyclooctadiene and alkyl aldehyde as raw materials, carrying out addition reaction under the action of a catalyst and an organic amine additive to synthesize a series of perfume molecules with a cyclooctene skeleton. The perfume has native fragrance, natural fragrance, flower fragrance, green fragrance and costustoot, and can be applied to the field of high-end perfume and fragrance.

The invention discloses a preparation method and application of ring-shaped end hydrogen-containing siloxane, and is characterized in that tetramethyldisiloxane and an ethanol solution of sodium hydroxide react for 3-6 hours in a closed container at 100-120 DEG C, and after reduced pressure distillation, washing and drying, sodium dimethyl silica crystals are prepared; reacting the sodium dimethyl silica crystal with cyclooctadiene, a platinum catalyst and a solvent in a closed container at 100-120 DEG C for 2-4 hours, and carrying out reduced pressure distillation, washing and drying to obtain an annular sodium dimethyl silica crystal; and stirring the cyclic sodium dimethyl silica crystal and dimethyl chlorosilane in a closed container at room temperature for 6-10 hours, filtering out a solid reactant, and carrying out reduced pressure distillation at 100-120 DEG C to obtain the cyclic siloxane containing hydrogen at the end. Active hydrogen of the prepared ring-end hydrogen-containing siloxane is located at the tail end of a molecular chain, the influence caused by steric hindrance can be effectively reduced, and compared with traditional hydrogen-containing silicone oil, the reaction of the ring-end hydrogen-containing siloxane and vinyl is more sufficient; and secondly, the internal cyclic carbon chain structure is beneficial to improving the mechanical properties such as elasticity or strength of the organic silicon addition type adhesive.

The present invention belongs to the field of biomedicine, and specifically relates to the application of norbornadiene dichloroplatinum (II) and its composition with (1,5-cyclooctadiene) dichloroplatinum (II) in the preparation of anti-resistant fungal drugs. The present invention first found that norbornadiene dichloroplatinum (II) has strong antibacterial activity against wild-type and fluconazole-tolerant Candida albicans, and has low cytotoxicity, and the concentration required for 95% inhibition rate is 0.36 μM, which is better than the currently reported best metal compound (1,5-cyclooctadiene) dichloroplatinum (II), and can overcome the drug resistance of fungi. At the same time, the present invention also found that norbornadiene dichloroplatinum (II) and (1,5-cyclooctadiene) dichloroplatinum (II) have a synergistic antibacterial effect, and the composition formed by the two can further improve the inhibition rate of Candida albicans, and reduce the amount of drug used, providing a new treatment for Candida albicans infection.

This invention provides a method for manufacturing anion exchange resin capable of producing electrolyte membranes with excellent mechanical properties (strength). In the presence of bis(1,5-cyclooctadiene)nickel (0) as a catalyst, 2,2'-bipyridine as a co-ligand, a bromide or iodide as a co-catalyst, and a reducing agent, when reacting a monomer for forming hydrophobic groups with a monomer for forming hydrophilic groups to produce anion exchange resin in which hydrophobic and hydrophilic groups are bonded via direct bonding, the molar number of bis(1,5-cyclooctadiene)nickel (0) is set to 0.3 to 1.8 times the total molar number of the monomers for forming hydrophobic and hydrophilic groups.

The invention provides a catalyst carrier, a porous catalyst and a preparation method and application thereof, and belongs to the technical field of catalysts. According to the present invention, 1, 3, 5-tri (4-bromophenyl) benzene is adopted as a polymerization monomer, and a polymerization reaction is performed under the catalysis of bis (1, 5-cyclooctadiene) nickel (0) to obtain a carrier skeleton structure; the interior of the obtained carrier has various characteristics including nano-scale pore channels, large specific surface area, good thermal stability and chemical stability and the like. The porous catalyst with good catalytic performance, thermal stability and chemical stability is prepared by taking the carrier disclosed by the invention as a substrate and taking titanium as an active component.

The invention discloses a ruthenium-based catalyst for purifying fan blade pyrolysis waste gas as well as a preparation method and application of the ruthenium-based catalyst. The method comprises the following steps: adding a solid raw material consisting of bis (2-methylallyl) (1, 5-cyclooctadiene) ruthenium (II) and 1, 1, 1-tris (diphenylphosphino methyl) ethane into a pressure-resistant pipe in the presence of inert gas, adding a solvent, sealing, and reacting in a high-temperature magnetic stirrer to obtain a catalyst crude product; after the reaction is finished, cooling to room temperature, adding a mixed solution to dissolve a crude product of the catalyst, and then refrigerating the pressure-resistant pipe to separate out crystals; and filtering and separating to obtain crystals, washing and drying in vacuum to obtain the ruthenium-based catalyst. The catalyst provided by the invention can significantly reduce the ignition temperature and complete oxidation temperature of pyrolysis waste gas, keeps stable activity in HBr gas, has halogen poisoning resistance, and is long in service life and low in production cost.

The invention discloses a method for catalytically synthesizing a hole transport material Spiro-OMeTAD by using a nickel-based catalyst, which comprises the following steps: under the catalysis of bis-(1, 5-cyclooctadiene) nickel and 1, 3-bis (2, 6-diisopropyl phenyl) imidazole-2-ene, taking sodium hydride as an alkaline dehydrogenating agent, and directly synthesizing the Spiro-OMeTAD through 2, 3-bis (2, 6-diisopropyl phenyl) imidazole-2-ene in the presence of 2, 3-bis (1, 5-cyclooctadiene) nickel and 1, 3-bis (2, 6-diisopropyl phenyl) imidazole-2-ene. According to the present invention, Spiro-OMeTAD is synthesized through the reaction of 2, 2 ', 7, 7'-tetrabromo-9, 9 '-spirobifluorene and 4, 4'-dimethoxydiphenylamine, and zinc powder is added during the reaction process to promote the circular reaction, such that the side reaction can be effectively inhibited, and the reaction safety, the selectivity and the yield can be improved; besides, according to the method, phosphine ligands are not used, a dehydrogenating agent is sodium hydride, the problems of high toxicity and the like in the catalysis process are solved, and the burden on the environment is reduced.

The present invention relates to a method for removing arsenic elements from electronic-grade hydrochloric acid; in the present invention, industrial-grade hydrochloric acid is separated by distillation to produce gaseous hydrogen chloride, which sequentially passes through an activated carbon adsorption tower, an acid-resistant molecular sieve adsorption tower, and a zirconia adsorption tower, and then enters a temporary storage tank containing high-purity water after adsorption; the hydrogen chloride in the temporary storage tank is formulated into hydrochloric acid with a mass concentration of 28-32% and enters a distillation column, and the gaseous hydrogen chloride after distillation enters a blending tank; the gaseous hydrogen chloride in the blending tank is formulated into hydrochloric acid with a mass concentration of 36-37% and enters a finished product tank, and the hydrochloric acid in the finished product tank is obtained as electronic-grade hydrochloric acid through multi-stage filtration; the acid-resistant molecular sieve adsorption tower of the present invention uses a modified Y-type molecular sieve, which is prepared by reacting Γ-glycidoxypropyltrimethoxysilane, Y-type molecular sieve, aminotrimethylenephosphonic acid, and bis-(2-methylallyl)cyclooctane-1,5-diene ruthenium; the electronic-grade hydrochloric acid prepared by the present invention has low impurity content and high arsenic element removal rate.

The invention discloses a cyclooctyne-derived phosphoramidite monomeric compound as shown in a formula I and a preparation method and application thereof, and belongs to the field of chemical modification of oligonucleotide and development of functional nucleic acid, the preparation method comprises the following steps: cyclopropanation is carried out on cyclooctyl-1, 5-diene and ethyl diazoacetate to obtain bicyclo [6.1. 0] non-4-ene-9-carboxylic acid ethyl ester, and the bicyclo [6.1. 0] non-4-ene-9-carboxylic acid ethyl ester is subjected to cyclopropanation to obtain the cyclooctyne-derived phosphoramidite monomeric compound as shown in the formula II; the preparation method comprises the following steps: carrying out an addition reaction with bromine and a subsequent elimination reaction to obtain bicyclo [6.1. 0] nonyl-4-alkyne-9-carboxylic acid ethyl ester, carrying out ester hydrolysis to obtain bicyclo [6.1. 0] nonyl-4-alkyne-9-carboxylic acid, carrying out a condensation reaction on the bicyclo [6.1. 0] nonyl-4-alkyne-9-carboxylic acid and 6-amino-1-hexanol to obtain N-(6-hydroxyhexyl) bicyclo [6.1. 0] nonyl-4-alkyne-9-carboxamide, and carrying out a condensation reaction on the N-(6-hydroxyhexyl) bicyclo [6.1. 0] nonyl-4-alkyne-9-carboxamide and 2-cyanoethyl-N, N-dimethylformamide to obtain the target product. And reacting with N, N-diisopropyl phosphoramidite chloride to obtain a target product. The compound is applied to oligonucleotide alkynyl modification, and a new thought and a valuable intermediate are provided for functionalization of DNA / RNA.

The invention belongs to the technical field of metal organic optical functional materials, and relates to a low-valence iridium (I) corroline complex with stable peripheral dipyrrole coordination as well as a preparation method and application thereof. The general formula of the complex is [Ir (COD) (L)], COD is 1, 5-cyclooctadiene, and L is a corroline derivative ligand. The center of Ir (I) is coordinated with a specific dipyrromethene unit on the periphery of the ligand L through a kappa 2-N, N 'coordination mode to form a stable planar tetragonal structure. The complex is FPh-Ir or Py-Ir, and the structural formula of the complex is shown in the description. The compound has strong absorption (epsilon is greater than 50,000 M <-1 > cm <-1 >) in a green light region of 500-600 nm, and shows high singlet oxygen quantum yield (phi delta is equal to 0.65-0.69) under irradiation of green light of 532 nm. The invention also discloses a preparation method of the complex and application of the complex as a high-efficiency green light photosensitizer in the fields of photodynamic therapy, antibacterial disinfection, photocatalytic oxidation and the like. The invention solves the problem of poor stability of low-valence iridium (I) complexes, and provides a novel photosensitive material with excellent performance.

The invention belongs to the field of organic synthesis, and particularly relates to a synthetic method of heteroaryl alkyl ketone compounds and derivatives. The method comprises the following steps: mixing (1-bromoethyl) benzene, heteroaryl iodide and carbon monoxide with an organic solvent (N, N-dimethylformamide) in the presence of a transition metal catalyst (bis-(1, 5-cyclooctadiene) nickel), and carrying out reduction cross-coupling reaction at 40 DEG C to synthesize the heteroaryl alkyl ketone compound. According to the invention, a one-pot three-component synthesis method is adopted, the operation process is simple, the reaction steps are shortened, the loss of raw materials and products in the transfer process is reduced, and the yield of the product is improved; carbon monoxide is used as a carbon source of carbonyl, cheap transition metal is used for catalyzing bis-(1, 5-cyclooctadiene) nickel to serve as a catalyst, the use amount of the catalyst is very small, meanwhile, zinc powder is added to serve as a reducing agent, and the requirements for environment-friendly economy, sustainable development and safety are met; conditions required by the reaction are simple, extreme heating or cooling is not needed, and water bath heating is needed; the reaction can be performed at normal pressure without extreme pressurization, so that the operation is safe and convenient; the heteroaryl iodide can have multiple choices, introduction of multiple heteroaromatic rings such as pyridine, indole, pyrazole, benzothiophene and benzothiazole is achieved, good adaptability of a substrate is expanded, and an organic molecular structure with functionality is successfully synthesized. Therefore, the synthesis method disclosed by the invention is wider in applicability and can be used for synthesizing various heteroaryl alkyl ketone compounds.

A metal-containing film-forming composition comprising a precursor having the formula: M(=NR 1 )(OR 2 )(OR 3 ) m L. Wherein, M = V or Nb or Ta; R 1 -R 3 = independently, H or a C1-C10 alkyl group; L = a substituted or unsubstituted cyclopentadiene, cyclohexadiene, cycloheptadiene, cyclooctadiene, fluorene, indene, fused ring system, propylene, butadiene, pentadiene, hexadiene, heptadiene; m = 0 or 1.

The present invention discloses a preparation method of an iridium dimer catalyst, and the iridium dimer catalyst is Ir2Cl2C 16 H 24 dimer, comprising: dissolving an iridium-containing and chlorine-containing compound in distilled water and injecting it into a raw material tube to obtain solution A; mixing cyclooctadiene and a reducing agent acid and injecting them into another raw material tube to obtain solution B; slowly injecting solutions A and B into a continuous reactor simultaneously for cyclic reaction. The method of the present invention abandons the conventionally used reactants (alcohols and aldehydes), uses a novel reactant (acid), and adopts a continuous flow reaction, which can shorten the reaction time and obtain high-purity Ir2Cl2C 16 H 24 dimer with a yield as high as 97%; and potassium permanganate is used to neutralize the mercury catalyst during the waste liquid treatment process to generate a mercury complex precipitate from the excess cyclooctadiene in the waste liquid, greatly reducing the environmental pollution of the waste liquid and facilitating batch industrialization. The present invention reduces the dosage of cyclooctadiene, reduces waste liquid treatment, and lowers the production cost.

A butadiene cyclization polymerization method is characterized in that the method uses 1,3-butadiene as a raw material, and a cyclization polymerization reaction occurs at 30-90 DEG C in the presence of a heterogeneous catalyst composed of an EMM-23 molecular sieve subjected to silanization treatment and titanium supported thereon, and an alkyl aluminum chloride as a cocatalyst, so that 1,5,9-cyclododecatriene, 1,5-cyclooctadiene and 4-vinyl cyclohexene with high selectivity are obtained.

A rubber composition comprising an inorganic material and a ring-opened copolymer containing a structural unit derived from cyclooctadiene and a structural unit derived from a norbornene compound is provided.