Chevron Phillips Chemical Company LP

Other

University of California

The Scripps Research Institute

Chervon Phillips Chemical Company LP

Chevron U.s.a. Inc.

Steven M Bischof

Orson L Sydora

Uriah J Kilgore

Jared T Fern

Daniel Halsell Ess

James L Hillier

Doo-Hyun Kwon

Bruce E Kreischer

Eric R Fernandez

Jeffery C Gee

Robert C Coffin

Brooke L Small

Steven Ross Hutchison

Max P McDaniel

Eric D Schwerdtfeger

Kent E Mitchell

Vy M Dong

Jack T Fuller, Iii

Stephen Karl Murphy

Kendall M Hurst

Mark L Hlavinka

Jason L Kreider

Kenneth D Hope

Graham R Lief

Kenneth M Lassen

Steve Hutchison

Darin B Tiedtke

Enrique Mancillas

Kamaljeet Kaur

Xuesong Wu

Ray Rios

Ronald C Smith, Jr

Lauren M Kattchee

Faben A Cruz

Sean K McLaughlin

Wei Qi

Paul Hobson

Qing R Yang

Hye-Kyung Cho Timken

Michael Sean Driver

Eric J Netemeyer

Richard M Buck

Gregory G Hendrickson

Ryan W Snell

Jamie N Sutherland

Scott G Morrison

Brian G Hashiguchi

Roy A Periana

Michael M Konnick

William J Fisher

Matthew F Milner

Michael S Webster-Gardiner

Ron D Knudsen

Mark John Stradiotto

Laura Turculet

Steven M Maley

Nicholas K Rollins

Holly A Ramirez

Thomas J Malinski

Jared Fern

The present disclosure relates to the integration of systems and methods associated with steam cracking, oligomerization reactions, hydrogenation reactions, and aromatization reactions for the production of benzene via the hydrogenation of oligomers produced from ethylene. In some aspects, the disclosed systems and methods utilize one or more of an oligomerization process, a hydrotreating process, and an aromatization process for producing a benzene comprising effluent. In further aspects, the systems and methods disclosed herein utilize one or more selective oligomerization catalyst systems.

Flexible benzene production via selective-higher-olefin oligomerization of ethylene

A process to produce 1-octene and 1-decene includes (a) separating a composition containing an oligomer product—which contains 15 to 80 mol % Colefins, 20 to 80 mol % Colefins, and 5 to 20 mol % C+ olefins—into a first oligomer composition containing Calkanes and at least 85 mol % Colefins (e.g., 1-hexene), a second oligomer composition containing at least 20 mol % Colefins (e.g., 1-octene), and a heavies stream containing C+ olefins, then (b) contacting a metathesis catalyst system with the first oligomer composition to form a first composition comprising Clinear internal olefins, (c) contacting the Clinear internal olefins with a catalytic isomerization catalyst system in the presence of photochemical irradiation to form a second composition comprising 1-decene, and (d) purifying the second composition to isolate a third composition comprising at least 90 mol % 1-decene. Processes to produce 1-hexene and 1-decene also are described, as well as related manufacturing systems and processes to produce higher carbon number normal alpha olefins from lower carbon number normal alpha olefins.

Selective 1-hexene/1-octene production with 1-decene

Disclosed is a heteroatomic ligand-metal compound complex transition-state model which has been developed for activity, purity, and/or selectivity for selective ethylene oligomerizations, and density functional theory calculations for determining heteroatomic ligand-metal compound complex reactivity, product purity, and/or selectivity for ethylene trimerizations and/or tetramerizations. Using reaction ground states and transition states, and/or reaction ground states and transition states in combination with the energetic span model, this disclosure reveals that a chromium chromacycle mechanism, there are multiple ground states and multiple transition states, which can account for activity, purity, and/or selectivity for selective ethylene oligomerizations. Based on the reaction ground states and transition states, and/or reaction ground states and transition states in combination with the energetic span model, the methods disclosed herein can qualitatively and semi-quantitatively used to predict relative heteroatomic ligand-metal compound complex activity, purity, and/or selectivity and lead to a successful process for catalyst design and implementation, in which new ligands can be successfully identified and experimentally validated.

Machine learning and statistical analysis for catalyst structure prediction and design

Oligomer products are produced by reacting an alpha olefin and a vinylidene compound in the presence of a solid catalyst, such as a solid oxide or a chemically-treated solid oxide. Metallocene compounds, organoaluminum compounds, and BFare not needed to perform the reaction. Oligomer products formed by processes disclosed herein have a trimer:tetramer weight ratio of at least 2:1.

Solid oxide and chemically-treated solid oxide catalysts for the production of polyalphaolefins

Methods for determining ethylene concentration in an ethylene oligomerization reactor using an ultrasonic flow meter are described, and these methods are integrated into ethylene oligomerization processes and related oligomerization reactor systems.

Methods for operating ethylene oligomerization reactor systems with an integrated ultrasonic flow meter

Processes for producing n-heptane from a mixture of 1-hexene and 1-octene in the presence of a suitable isomerization-metathesis catalyst followed by a hydrogenation step are disclosed. Integrated manufacturing systems for producing n-heptane with minimal waste also are disclosed.

Synthesis of n-heptane from olefins and related production systems

This disclosure provides new methods for the design and development of ethylene polymerization catalysts, including Group 4 metallocene catalysts such as zirconocenes, which are based on an improved ability to adjust co-monomer incorporation into the polymer. Computational analyses with and without dispersion corrections revealed that designing catalyst scaffolds which induce stabilizing non-covalent dispersion type interactions with incoming α-olefin co-monomers can be used to modulate co-monomer selectivity into the polyethylene chain. Demonstrated herein is a lack of correlation of computed ΔΔGvalues against experimental ΔΔGvalues when the dispersion correction (D3BJ) was disabled, and B3LYP was used in the absence of Grimme's D3 dispersion and Becke-Johnson (BJ) dampening, but a correlation of computed against experimental ΔΔGwith B3LYP+D3BJ, which are used to design new catalyst scaffolds.

Modulating co-monomer selectivity using non-covalent dispersion interactions in group 4 olefin polymerization catalysts

Disclosed herein are oligomerization processes in which ethylene and a catalyst system are first combined for a suitable residence time in an activation vessel, prior to introduction into a reaction zone to oligomerize ethylene to form a desired oligomer product, such as 1-hexene and/or 1-octene. Related oligomerization reaction systems that include the activation vessel also are disclosed. In these oligomerization processes and reaction systems, the catalyst system can be fully activated as it leaves the activation vessel and enters the reaction zone, thus providing greater catalyst utilization and less catalyst waste.

Oligomerization catalyst system activation and related ethylene oligomerization processes and reaction systems

Processes and reaction systems for olefin metathesis by reactive distillation, utilizing liquid phase metathesis of reactant olefins in the presence of a homogeneous metathesis catalyst system, where the light metathesis product is produced and leaves the liquid phase as vapor phase and the heavy metathesis product is produced in liquid phase. Separation can be performed on the light metathesis product and a distinct other separation can be performed on the heavy metathesis product.

Olefin metathesis by reactive distillation

Metathesis of olefins in a loop reactor having liquid reaction medium circulated therein that contains reactant olefins and homogeneous metathesis catalyst system in liquid phase. Recovery of product olefin(s) occurs after removing a liquid reactor effluent from the loop reactor, and unreacted reactant olefin(s) recovered from the liquid reactor effluent can be recycled to the loop reactor.

Olefin metathesis in a loop reactor

The present disclosure relates to a catalyst system comprising i) (a) a bicyclic 2-[(phosphinyl)aminyl] cyclic imine chromium salt or (b) a chromium salt and a bicyclic 2-[(phosphinyl)aminyl] cyclic imine and ii) an organoaluminum compound. The present disclosure also relates to a process comprising: a) contacting i) ethylene; ii) a catalyst system comprising (a) a 2-[(phosphinyl)aminyl] cyclic imine chromium salt complex or (b) a chromium salt and a bicyclic 2-[(phosphinyl)aminyl] cyclic imine; ii) an organoaluminum compound, and iii) optionally an organic reaction medium; and b) forming an oligomer product in a reaction zone.

Chromium phosphinyl hydroisoindole amidine complexes for tetramerization of ethylene

The present disclosure relates to a catalyst system comprising i) (a) an N-phosphinyl bicyclic amidine chromium salt or (b) a chromium salt and an N-phosphinyl bicyclic amidine and ii) an organoaluminum compound. The present disclosure also relate to a process comprising: a) contacting i) ethylene; ii) a catalyst system comprising (a) an N-phosphinyl bicyclic amidine chromium salt complex or (b) a chromium salt and an N-phosphinyl bicyclic amidine; ii) an organoaluminum compound, and iii) optionally an organic reaction medium; and b) forming an oligomer product in a reaction zone.

Chromium bicyclic phosphinyl amidine complexes for tetramerization of ethylene

The present disclosure relates to a catalyst system comprising i) (a) a bicyclic 2-[(phosphinyl)aminyl] cyclic imine chromium salt or (b) a chromium salt and a bicyclic 2-[(phosphinyl)aminyl] cyclic imine and ii) an organoaluminum compound. The present disclosure also relate to a process comprising: a) contacting i) ethylene; ii) a catalyst system comprising (a) a 2-[(phosphinyl)aminyl] cyclic imine chromium salt complex or (b) a chromium salt and a bicyclic 2-[(phosphinyl)aminyl] cyclic imine; ii) an organoaluminum compound, and iii) optionally an organic reaction medium; and b) forming an oligomer product in a reaction zone.

Chromium phosphinyl isoindole amidine complexes for tetramerization of ethylene

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Humble, TX, United States of America

Steven M Bischof