35 results about "1,5-Cyclooctadiene" patented technology

A catalysis system used by a method for synthesizing chiral cyclic amine through catalyzing asymmetric hydrogenation of quinolin-3-amine by iridium is a chiral diphosphine complex of iridium. A reaction is carried out under the following conditions: the temperature is 25-70DEG C; a solvent is a toluene/tetrahydrofuran mixed solvent (V/V=3:1); the pressure is 2-14atm; a ratio of a substrate to a catalyst is 25:1; and the catalyst is a (1,5-cyclooctadiene)iridium chloride dimer and chiral diphosphine ligand complex. A corresponding chiral cyclic amine derivative is prepared from quinolin-3-amine, and the enantiomeric excess value can reach 94%. The method has the advantages of simple and practical operation, easily available raw material, high enantioselectivity, good yield, and green, atom-economic and environmentally-friendly reaction.

The invention discloses a method for synthesizing a chiraltetrahydro naphthalenederivate through asymmetric hydrogenation on isoquinoline by means of an iridium catalyst. A catalysis system applied in the method is a chiral bi-phosphine complex of metal iridium. The reaction is carried out under the conditions that the temperature is 25-60 DEG C; the volume ratio of tetrahydrofuran to dichloromethane in a solvent, namely a mixed solvent of tetrahydrofuran and dichloromethane is 1:1; the pressure is 13-50 Mpa; the ratio of a substrate to a catalyst is 50:1; the catalyst is a coordination compound of a (1,5-cyclooctadiene) iridium chloridedipolymer and a chiral bi-phosphine ligand. The corresponding chiral 1-position or 3-position substituted tetrahydro naphthalenederivate through hydrogenation on isoquinoline, and the enantiomeric excess of the derivate can reach 96%. The method is simple and practical in operation, raw materials are easy to obtain, the enantioselectivity is high, the yield is high, the reaction has atom economy, and the environment is friendly.

The invention relates to an asymmetric hydrogenation synthetic method of a chiral aromatic amine compound of iridium-catalyzed imine with high steric hindrance. The catalyst adopted is a catalyst generated by in-situ reaction of a 1, 5-cyclooctadiene iridium chloride dimer and a chiral phosphine-phosphoramidite ligand. The reaction can be carried out under the following condition: the additives comprise iodine, potassium iodide and tetrabutyl ammonium iodide; the temperature is 0-200 DEG C; the solvent is dichloromethane, 1, 2-dichloroethane to the like; the pressure is 10-100 barometric pressures; the time is 12-48 hours; and the proportion of a primer and the catalyst can reach 100000/1. The method provided by the invention has the characteristics of mild reaction condition, high activity, high stereoselectivity, wide application range of the primer and the like.

The invention relates to an alpha-diimine nickel metal organic compound and a preparation method thereof. The preparation method comprises the following steps: adding NiBr2 (DME) and alpha-diimine into a dichloromethane solution for reaction under the protection of an inert atmosphere, reducing an obtained product in a diethyl ether or n-hexane solution by using metallic sodium, and then reacting with 1,5-cyclooctadiene to obtain a mononuclear nickel metal organic compound of alpha-diimine. The preparation method provided by the invention is simple, is high in product yield and good in purity and can be used as an olefin polymerization catalyst.

A method for synthesis of chiral piperidine derivatives through iridium-catalyzed asymmetric hydrogenation of pyridine employs a catalytic system of chiral diphosphine complex of iridium. The reaction can be carried out under the following conditions: temperature of 25-60 DEG C; a mixed solvent of toluene / dichloromethane (V/V=1:1); pressure of 13-50 barometric pressure; a ratio of substrate and catalyst of 50/1; and a catalyst of a complex of (1,5-cyclo-octadiene) iridium chloride dimer and diphosphine ligand. Hydrogenation of pyridine salt can obtain a corresponding chiral 2-substituted piperidine derivative, whose enantiomeric excess can reach 93%. The invention has advantages of simple and practical operation, easily available raw materials, high enantioselectivity, and good yield; in addition, the reaction has green atom economy and is friendly to environment.

A method for synthesis of 3-piperidone derivatives through iridium catalytic hydrogenation is provided, wherein a used catalyst is a triphenylphosphine complex of iridium. A reaction can be carried out under the following conditions: the temperature is 40-60 DEG C; the solvent is 1,2-dichloroethane; the pressure is 20-50 atmospheric pressures; the ratio of a substrate to a catalyst is 100 to 1; and the catalyst is a complex of chloro(1,5-cyclooctadiene)iridium(I) dimer and triphenylphosphine. Hydrogenation of 3-hydroxypyridine benzyl bromide salt can obtain the 3-piperidone derivatives with excellent chemoselectivity, the highest yield can reach 97%, and the chemical selectivity of ketones and alcohols is greater than 20:1. The method has the advantages of simple and convenient operation, easily obtained raw materials, high chemoselectivity, and good yield, and provides an atom economic and environment-friendly route for synthesis of a series of 3-piperidone derivatives.

The invention provides a preparing method for di-tertiary butyl-4-dimethylamino phenylphosphine. Di-tertiary butylphosphine is subjected to low-temperature lithiation under shielding of inert gas and then reacts with N,N-dimethyl p-chloroaniline, and di-tertiary butyl-4-dimethylamino phenylphosphine is obtained. According to the preparing method, di-tertiary butyl-4-dimethylamino phenylphosphine is purified after a quenching reaction. The invention further provides a preparing method for bis(di-tertiary butyl-4-dimethylamino phenylphosphine) palladium chloride. Di-tertiary butyl-4-dimethylamino phenylphosphine obtained through the preparing method is further subjected to complexation with (1,5-cyclooctadiene) palladium dichloride or bispalladium dichloride. A di-tertiary butyl-4-dimethylamino phenylphosphine ligand is prepared through the novel method, purified and then subjected to palladium complexation, and the preparing yield is greatly increased; meanwhile, the loss of palladium is reduced, the preparing cost is greatly reduced, and the obtained products are high in purity and good in quality.

This invention relates to photosensitive organometallic compounds which are used in the production of metal deposits. In particular, this invention relates to photosensitive organometallic compounds such as bis-(perfluoropropyl)-1,5-cyclooctadiene platinum (II) (i.e. (C₃F₇)₂PtC₈H₁₂) which on exposure to UV radiation and then a reduction process forms a platinum metal deposit such as a substantially continuous thin ‘sheet-like’ film or a substantially narrow line which is capable of electrical conduction.

The invention discloses a method for preparing dicarbonyl iridium acetylacetonate (I). Dicarbonyl iridium acetylacetonate (I) is a precursor compound for preparing an iridium coating by MOCVD (metal-organic chemical vapor deposition), and is also a common carbonyl addition homogeneous catalyst. The method mainly comprises the following steps: (1) reacting iridous chloride hydrate and 1,5-cyclooctadiene to generate an intermediate (1,5-cyclooctadiene) iridium chloride (I) dimer; and (2) reacting the intermediate and carbon monoxide to introduce carbonyl group, reacting with acetylacetone to obtain the dicarbonyl iridium acetylacetonate (I). The preparation method has the advantages of simple technical process, high yield and high product purity, and is suitable for mass preparation of [Ir(CO)2(acac)].

The invention provides a method for preparing dichloro(1,5-cyclooctadiene)platinum(II) and relates to a method for preparing a platinum group metal compound which is used in an addition reaction of silicon and hydrogen for preparing an organic silicon compound and takes 1,5-cyclooctadiene as the ligand. The method is characterized in that a preparation process comprises reacting potassium chloroplatinite with 1,5-cyclooctadiene (COD) serving as the ligand in mixed solvent of water and normal propyl alcohol to obtain dichloro(1,5-cyclooctadiene)platinum(II) milky precipitate and obtaining the reaction product dichloro(1,5-cyclooctadiene)platinum(II) by suction filtration, washing with absolute ethanol and water and drying, wherein the temperature is controlled to be 60 to 90 DEG C in a reaction process, and the reaction time is 3 to 4 hours. The key technical point of the preparation method provided by the invention is to raise the reaction temperature to 60 to 90 DEG C and reduce the reaction time to 3 to 4 hours from 48 hours reported in documents. Thus, the reaction time is reduced effectively, and raw material waste and environmental damage are reduced.

The invention discloses a preparation method of 1,5-cyclooctadiene. In water-free inert environment in a pressure reaction kettle, under the conditions of the temperature being 80 to 120 DEG C and thesurface pressure being 0.10 to 0.60MPa, 1,3-butadiene is added into an inert hydrocarbon solvent dissolved with Ni-Al-P system catalysts for many times; a reaction of performing 1,3-butadiene cyclizing dimerization to synthesize 1,5-cyclooctadiene is performed; after the reaction is completed, synthesis liquid is transferred into a rectifying tower to be subjected to negative pressure refining toobtain a finished product of 1,5-cyclooctadiene. Generally, the preparation method has the advantages that the reaction conditions are mild; the operation is simple and convenient; the raw material conversion rate is high; the reaction selectivity is high; the operation links can be effectively reduced; the synthesis efficiency is improved; the yield is high; the pollution is small; the product quality is high; the use value is very high.

The invention provides a methanol gasoline power promoter. The methanol gasoline power promoter consists of isooctanol, diethoxyethylamine, 1,5-cyclooctadiene, 2-acetylbenzofuran, propargyl alcohol, n-propyl alcohol, zinc naphthenate, dinonylnaphthalene sulfonic acid, di(polyoxyethylene) fatty amine and pentamethyldiethylenetriamine. A preparing method of the methanol gasoline power promoter comprises the following steps: a, adding the isooctanol, the diethoxyethylamine, the 1, 5-cyclooctadiene and the 2-acetylbenzofuran into a reactor, and carrying out airtight ultrasonic agitation reaction at a temperature of 60-62 DEG C for 40-50 minutes; b, mixing the n-propyl alcohol, the zinc naphthenate and the dinonylnaphthalene sulfonic acid, and agitating for 15-25 minutes; c, sequentially adding the propargyl alcohol, a mixture in the step b, the di(polyoxyethylene) fatty amine and the pentamethyldiethylenetriamine into a mixture in the step a, agitating at a temperature of 33-35 DEG C for 20-25 minutes and cooling to obtain the methanol gasoline power promoter.

The invention discloses a method for recycling [(COD)IrCl]2. By the adoption of the method for recycling [(COD)IrCl]2, inactive [(COD)IrCl]2 or partially inactive [(COD)IrCl]2 is converted in hydrochloric acid, so that an iridium chloride mixture is obtained, the iridium chloride mixture and 1,5-cyclooctadiene react in an alcohol-water system, so that an active [(COD)IrCl]2 compound is obtained again. By the adoption of the method for recycling [(COD)IrCl]2, the utilization rate of the noble metal iridium can be increased, and the production cost can be effectively reduced; in addition, the operation process is simple, the recycling rate is high, and conditions are gentle. The method for recycling [(COD)IrCl]2 is suitable for recycling of iridium catalysis, wherein iridium is noble metal.