The invention is concerned with the production of 1-hexene and octenes from ethene. 1-Butene is optionally also to be produced. The problem addressed by the present invention is that of developing a process for producing 1-hexene from ethene by MTHxE etherification to achieve better chemical utilization of the employed carbon atoms. This problem is solved by catalytic retrocleavage of MTHxE into the C.sub.6 olefins and the alcohol, reuse of the alcohol in the etherification and reaction of the obtained C.sub.6 olefins with ethene to afford C.sub.8 olefins. In this way the alcohol is not lost from the process but rather is internally recirculated as a derivatizing agent. The less attractive C.sub.6 olefins from the cleavage product are upgraded to octene with further ethene in order to provide a further commercial product.

Provided are a novel acyclic carbene ligand for ruthenium complex formation; a ruthenium complex catalyst using the ligand; a method of using the complex as a catalyst in an ethylene-metathesis ethenolysis reaction; a method of preparing the ruthenium complex catalyst; and a method of preparing a linear alpha-olefin, the method including the step of reacting a linear or cyclic alkene compound in the presence of the ruthenium complex catalyst. The acyclic carbene ligand of the present invention and the ruthenium complex catalyst using the same have high selectivity and turnover number for terminal olefin formation in an ethylene-metathesis ethenolysis reaction, and thus linear α-olefins may be prepared with a high yield.

The present invention relates to a process for treating an effluent obtained from an oligomerization step in a vaporization step. In particular, the oligomerization step is a step for dimerization of ethylene to 1-butene with a nickel-based catalytic system.

Disclosed is a method for continuously synthesizing a propellane compound. The method includes the following steps: using 1,1-dibromo-2,2-bis(chloromethyl)cyclopropane or a derivative thereof as a raw material to form a ring with a lithium metal agent by a continuous reaction, so as to synthesize the propellane compound. A technical scheme of the present disclosure is applied, and a continuous reaction device is used.

The invention relates to a process for the oligomerization of ethylene, carried out at a pressure of between 0.1 and 10.0 MPa, at a temperature of between 30 and 200° C., in a cascade of N gas/liquid reactors in series, N being at least equal to 2, comprising a step of introducing a catalytic oligomerization system into at least the first reactor of the cascade, a step of bringing said catalytic system and an optional solvent into contact with ethylene by introducing said ethylene into the lower part of the reaction chamber of at least the first reactor of the cascade, for each reactor n, a step of withdrawing a liquid fraction in the lower part of the reaction chamber of the reactor n, the liquid fraction being separated into two streams: a first stream corresponding to a first, “main”, part of the liquid fraction, which is conveyed to a heat exchanger for cooling; a second stream corresponding to the second part of the liquid fraction which constitutes the liquid feedstock of the following reactor n+1 in the cascade, a step of introducing said second part of the liquid phase withdrawn from the reactor n towards the reaction chamber of the following reactor n+1 in the direction of flow, a step of cooling said first part of the liquid fraction withdrawn from the reactor n in step c) by passing said first part of the liquid fraction into a heat exchanger in order to obtain a cooled liquid fraction, a step of introducing said liquid fraction cooled in step e) at the top of the reaction chamber of said reactor n, the steps a) to f) being carried out, unless indicated otherwise, for each reactor n of the cascade, n being between 1 and N. The invention also relates to a device of N stirred gas/liquid reactors in a cascade, enabling the oligomerization process to be carried out.

A process includes periodically or continuously introducing an olefin monomer and periodically or continuously introducing a catalyst system or catalyst system components into a reaction mixture within a reaction system, oligomerizing the olefin monomer within the reaction mixture to form an oligomer product, and periodically or continuously discharging a reaction system effluent comprising the oligomer product from the reaction system. The reaction system includes a total reaction mixture volume and a heat exchanged portion of the reaction system comprising a heat exchanged reaction mixture volume and a total heat exchanged surface area providing indirect contact between the reaction mixture and a heat exchange medium. A ratio of the total heat exchanged surface area to the total reaction mixture volume within the reaction system is in a range from 0.75 in.sup.−1 to 5 in.sup.−1, and an oligomer product discharge rate from the reaction system is between 1.0 (lb)(hr.sup.−1)(gal.sup.−1) to 6.0 (lb)(hr.sup.−1)(gal.sup.−1).

Methods of preparing oligomers of an olefin are provided. The methods can include providing an alkylaluminum compound and irradiating the alkylaluminum compound with microwave radiation to provide an irradiated alkylaluminum compound. The methods can further include mixing the irradiated alkylaluminum compound with a chromium compound, a pyrrole compound, and a zinc compound to provide a catalyst composition. The methods can further include contacting an olefin with the composition to form oligomers of the olefin. The olefin can include ethylene, and the oligomers of the olefin can include 1-hexene.

A method of performing a chemical reaction includes reacting a compound selected from the group consisting of an organohalide and an organo-pseudohalide, and a protected organoboronic acid represented by formula (I) in a reaction mixture:
R.sup.1—B-T  (I);
where R.sup.1 represents an organic group, T represents a conformationally rigid protecting group, and B represents boron having sp.sup.3 hybridization. When unprotected, the corresponding organoboronic acid is unstable by the boronic acid neat stability test. The reaction mixture further includes a base having a pK.sub.B of at least 1 and a palladium catalyst. The method further includes forming a cross-coupled product in the reaction mixture.

A three step method for the conversion of ethanol into fuels that can be utilized as full-performance military jet or diesel fuels. Embodiments of the invention further describe methods for the selective conversion of ethanol to full performance saturated hydrocarbon fuels that are suitable for both jet and diesel propulsion.

A method of precipitating polymer and deactivated organometallic catalyst in an olefin oligomerization reaction is provided. The method includes providing an effluent stream from an olefin oligomerization reaction. The effluent stream can include a polymer and an organometallic catalyst. The method can further include introducing sorbent particles into the effluent stream. The sorbent particles can include a deactivating agent. The deactivating agent can be water, an alcohol, an amine, an amino alcohol, or a combination thereof. At least about 10% of the sorbent particles can have a particle size in a range from 10 μm and 60 μm. The method can further include cooling the effluent stream, thereby precipitating polymer and deactivated organometallic catalyst from the effluent stream to provide a precipitate that includes sorbent, polymer, and deactivated catalyst.