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1. WO2011031374 - OXIDATION OF HYDROCARBONS

Publication Number WO/2011/031374
Publication Date 17.03.2011
International Application No. PCT/US2010/041801
International Filing Date 13.07.2010
IPC
C07C 407/00 2006.01
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
407Preparation of peroxy compounds
C07C 409/08 2006.01
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
409Peroxy compounds
02the -O-O- group being bound between a carbon atom, not further substituted by oxygen atoms, and hydrogen, i.e. hydroperoxides
04the carbon atom being acyclic
08Compounds containing six-membered aromatic rings
C07C 409/14 2006.01
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
409Peroxy compounds
02the -O-O- group being bound between a carbon atom, not further substituted by oxygen atoms, and hydrogen, i.e. hydroperoxides
14the carbon atom belonging to a ring other than a six-membered aromatic ring
CPC
C07C 2601/14
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
2601Systems containing only non-condensed rings
12with a six-membered ring
14The ring being saturated
C07C 407/00
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
407Preparation of peroxy compounds
C07C 409/08
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
409Peroxy compounds
02the —O—O— group being bound between a carbon atom, not further substituted by oxygen atoms, and hydrogen, i.e. hydroperoxides
04the carbon atom being acyclic
08Compounds containing six-membered aromatic rings
C07C 409/14
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
409Peroxy compounds
02the —O—O— group being bound between a carbon atom, not further substituted by oxygen atoms, and hydrogen, i.e. hydroperoxides
14the carbon atom belonging to a ring other than a six-membered aromatic ring
Applicants
  • EXXONMOBIL CHEMICAL PATENTS INC. [US]/[US] (AllExceptUS)
  • WANG, Kun [US]/[US] (UsOnly)
  • DAKKA, Jihad, M. [IL]/[US] (UsOnly)
  • ZUSHMA, Stephen [US]/[US] (UsOnly)
Inventors
  • WANG, Kun
  • DAKKA, Jihad, M.
  • ZUSHMA, Stephen
Agents
  • BOONE, Anthony G.
Priority Data
61/237,98328.08.2009US
Publication Language English (EN)
Filing Language English (EN)
Designated States
Title
(EN) OXIDATION OF HYDROCARBONS
(FR) OXYDATION D'HYDROCARBURES
Abstract
(EN)
In a process for oxidizing a hydrocarbon to a corresponding hydroperoxide, alcohol, ketone, carboxylic acid or dicarboxylic acid, the hydrocarbon is contacted with an oxygen- containing gas in the presence of a catalyst comprising a cyclic imide of the general formula (I): wherein each of R1 and R2 is independently selected from hydrocarbyl and substituted hydrocarbyl radicals having 1 to 20 carbon atoms, or from the groups SO3H, NH2, OH and NO2, or from the atoms H, F, Cl, Br and I provided that R1 and R2 can be linked to one another via a covalent bond; each of Q1 and Q2 is independently selected from C, CH, N and CR3; each of X and Z is independently selected from C, S, CH2, N, P and elements of Group 4 of the Periodic Table; Y is O or OH; k is O, 1, or 2; 1 is 0, 1, or 2; m is 1 to 3, and R3 can be any of the entities listed for R1. The contacting produces an effluent comprising an oxidized hydrocarbon product and unreacted imide catalyst of said formula (I) and the effluent is treated with at least one solid sorbent chosen from alkali metal carbonates, alkali metal bicarbonates, alkali metal hydroxides, alkali metal hydroxide-carbonate complexes, alkaline earth metal carbonates, alkaline earth metal bicarbonates, alkaline earth metal hydroxides and alkaline earth metal hydroxide-carbonate complexes to remove at least part of the unreacted imide catalyst and produce a treated effluent comprising said oxidized hydrocarbon product. The organic phase can then be recovered.
(FR)
La présente invention concerne un procédé d'oxydation d'un hydrocarbure en un hydroperoxyde, un alcool, une cétone, un acide carboxylique ou un acide dicarboxylique correspondant, dans lequel l'hydrocarbure est mis en contact avec un gaz contenant de l'oxygène en présence d'un catalyseur comprenant un imide cyclique de formule générale (I) : dans laquelle chacun de R1 et R2 est indépendamment choisi parmi les radicaux hydrocarbyle et hydrocarbyle substitué ayant de 1 à 20 atomes de carbone, ou parmi les groupes SO3H, NH2, OH et NO2, ou parmi les atomes H, F, Cl, Br et I à condition que R1 et R2 puissent être liés les uns aux autres via une liaison covalente; chacun de Q1 et Q2 est indépendamment choisi parmi C, CH, N et CR3; chacun de X et Z est indépendamment choisi parmi C, S, CH2, N, P et les éléments du groupe 4 du tableau périodique; Y est O ou OH; k vaut 0, 1, ou 2; l vaut 0, 1, ou 2; m vaut de 1 à 3, et R3 peut être l'une quelconque des entités proposées pour R1. La mise en contact produit un effluent comprenant un produit hydrocarboné oxydé et un catalyseur à base d'imide n'ayant pas réagi de ladite formule (I) et l'effluent est traité avec au moins un sorbant solide choisi parmi des carbonates de métaux alcalins, des bicarbonates de métaux alcalins, des hydroxydes de métaux alcalins, des complexes carbonate-hydroxyde de métal alcalin, des carbonates de métaux alcalino-terreux, des bicarbonates de métaux alcalino-terreux, des hydroxydes de métaux alcalino-terreux et des complexes carbonate-hydroxyde de métal alcalino-terreux pour éliminer au moins une partie du catalyseur à base d'imide n'ayant pas réagi et pour produire un effluent traité comprenant ledit produit hydrocarboné. La phase organique peut alors être récupérée.
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