DE10346532A1 - Production of aliphatic olefin, amine, aldehyde and alcohol and alkylaryl compounds and sulfonate useful in detergents involves catalytic addition of butenes to butadienes and isomerization to conjugated diene with same carbon number - Google Patents

Production of aliphatic olefin, amine, aldehyde and alcohol and alkylaryl compounds and sulfonate useful in detergents involves catalytic addition of butenes to butadienes and isomerization to conjugated diene with same carbon number Download PDF

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Publication number
DE10346532A1
DE10346532A1 DE2003146532 DE10346532A DE10346532A1 DE 10346532 A1 DE10346532 A1 DE 10346532A1 DE 2003146532 DE2003146532 DE 2003146532 DE 10346532 A DE10346532 A DE 10346532A DE 10346532 A1 DE10346532 A1 DE 10346532A1
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Germany
Prior art keywords
butenes
dienes
mixture
production
isomerization
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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DE2003146532
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German (de)
Inventor
Ulrich Steinbrenner
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BASF SE
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BASF SE
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Publication date
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Priority to DE2003146532 priority Critical patent/DE10346532A1/en
Publication of DE10346532A1 publication Critical patent/DE10346532A1/en
Withdrawn legal-status Critical Current

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
    • C07C303/02—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof
    • C07C303/04—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof by substitution of hydrogen atoms by sulfo or halosulfonyl groups
    • C07C303/06—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof by substitution of hydrogen atoms by sulfo or halosulfonyl groups by reaction with sulfuric acid or sulfur trioxide
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C11/00—Aliphatic unsaturated hydrocarbons
    • C07C11/02—Alkenes
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
    • C07C2/02—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
    • C07C2/54—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition of unsaturated hydrocarbons to saturated hydrocarbons or to hydrocarbons containing a six-membered aromatic ring with no unsaturation outside the aromatic ring
    • C07C2/64—Addition to a carbon atom of a six-membered aromatic ring
    • C07C2/66—Catalytic processes
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
    • C07C29/14—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of a —CHO group
    • C07C29/141—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of a —CHO group with hydrogen or hydrogen-containing gases
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
    • C07C2523/02—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of the alkali- or alkaline earth metals or beryllium
    • C07C2523/04—Alkali metals

Abstract

Production of 12, 16, 20, 24 C aliphatic compounds comprises preparing 50-100 (wt.)% linear, 4 C olefin mixture of 50-100% butenes and butadienes with olefin/diene molar ratio (1-10):1; catalytic addition of butenes to dienes to increase carbon number by 4; catalytic isomerization to conjugated dienes with same carbon number; separating dienes with 4n C atoms; selective hydrogenation to olefins or conversion to amines, aldehydes or alcohols. Production of aliphatic olefins, amines, aldehydes or alcohols with 4n carbon (C) atoms, where n = 3, 4, 5 or 6, comprises (a1) preparing a 4 C olefin mixture containing (wt.%) 50-100 % butenes and butadienes with 50-100 % linear olefins, and passing this mixture, optionally mixed with buta-1,3-diene to an olefin/diene molar ratio of (1-10):1, to (b1); (b1) addition of the butenes to the dienes to increase the C number by 4 in the presence of a basic catalyst and passing the mixture to (c1); (c1) isomerization of the dienes in the mixture to conjugated dienes with unchanged C number on an isomerization catalyst and passing the mixture to (d1); (d1) separating the dienes with 4n C atoms from the mixture and passing them to (e1) and (partly) recycling the remaining dienes in the mixture with butenes to (b1); (e1) selective hydrogenation of the dienes to olefins or reaction to amines, aldehydes or alcohols. An independent claim is also included for production of aliphatic 12 C olefins, amines, aldehydes or alcohols.
DE2003146532 2003-10-07 2003-10-07 Production of aliphatic olefin, amine, aldehyde and alcohol and alkylaryl compounds and sulfonate useful in detergents involves catalytic addition of butenes to butadienes and isomerization to conjugated diene with same carbon number Withdrawn DE10346532A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DE2003146532 DE10346532A1 (en) 2003-10-07 2003-10-07 Production of aliphatic olefin, amine, aldehyde and alcohol and alkylaryl compounds and sulfonate useful in detergents involves catalytic addition of butenes to butadienes and isomerization to conjugated diene with same carbon number

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE2003146532 DE10346532A1 (en) 2003-10-07 2003-10-07 Production of aliphatic olefin, amine, aldehyde and alcohol and alkylaryl compounds and sulfonate useful in detergents involves catalytic addition of butenes to butadienes and isomerization to conjugated diene with same carbon number

Publications (1)

Publication Number Publication Date
DE10346532A1 true DE10346532A1 (en) 2005-05-12

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DE2003146532 Withdrawn DE10346532A1 (en) 2003-10-07 2003-10-07 Production of aliphatic olefin, amine, aldehyde and alcohol and alkylaryl compounds and sulfonate useful in detergents involves catalytic addition of butenes to butadienes and isomerization to conjugated diene with same carbon number

Country Status (1)

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DE (1) DE10346532A1 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2011006594A1 (en) * 2009-07-14 2011-01-20 Lurgi Gmbh Method and apparatus for producing synthetic fuels

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2011006594A1 (en) * 2009-07-14 2011-01-20 Lurgi Gmbh Method and apparatus for producing synthetic fuels
CN102471179A (en) * 2009-07-14 2012-05-23 卢尔吉有限公司 Method and apparatus for producing synthetic fuels
RU2509070C2 (en) * 2009-07-14 2014-03-10 Лурги Гмбх Method and apparatus for producing synthetic fuel
CN102471179B (en) * 2009-07-14 2015-02-25 卢尔吉有限公司 Method and apparatus for producing synthetic fuels
US9028567B2 (en) 2009-07-14 2015-05-12 Lurgi Gmbh Method and apparatus for producing synthetic fuels

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