WO2011110349A3 - Process for the preparation of dicarboxylic acids or dicarboxylic acid esters by metathesis - Google Patents

Process for the preparation of dicarboxylic acids or dicarboxylic acid esters by metathesis Download PDF

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Publication number
WO2011110349A3
WO2011110349A3 PCT/EP2011/001187 EP2011001187W WO2011110349A3 WO 2011110349 A3 WO2011110349 A3 WO 2011110349A3 EP 2011001187 W EP2011001187 W EP 2011001187W WO 2011110349 A3 WO2011110349 A3 WO 2011110349A3
Authority
WO
WIPO (PCT)
Prior art keywords
dicarboxylic acid
preparation
catalyst
reactants
acid esters
Prior art date
Application number
PCT/EP2011/001187
Other languages
French (fr)
Other versions
WO2011110349A2 (en
Inventor
Alfred Westfechtel
Arno Behr
Jessica PÉREZ GOMES
Original Assignee
Emery Oleochemicals Gmbh
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Emery Oleochemicals Gmbh filed Critical Emery Oleochemicals Gmbh
Publication of WO2011110349A2 publication Critical patent/WO2011110349A2/en
Publication of WO2011110349A3 publication Critical patent/WO2011110349A3/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/475—Preparation of carboxylic acid esters by splitting of carbon-to-carbon bonds and redistribution, e.g. disproportionation or migration of groups between different molecules
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
    • C07C51/353—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by isomerisation; by change of size of the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
    • C07C67/333—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by isomerisation; by change of size of the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
    • C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
    • C08G63/16—Dicarboxylic acids and dihydroxy compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
    • C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
    • C08G69/26—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from polyamines and polycarboxylic acids

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The present invention relates to a process for the preparation of dicarboxylic acids or dicarboxylic acid esters comprising the following process steps: A 1 provision of at least the following reactants: a1 a first aliphatic compound having 5 to 40 carbon atoms with in each case at least one functional group of the general formula (I) and (II), and a2 at least one further aliphatic compound chosen from the group consisting of a compound of formula (III) and a compound of formula (III) (IV), wherein n, R1, R2, R3, R4 and R4 are as defined in the specification A2 provision of at least one organometallic catalyst based on ruthenium; A3 bringing into contact of the reactants and the catalyst to obtain a product mixture and the catalyst; A4 separating off of the catalyst; A5 optionally division of the product mixture into products Pi, i being a natural number, and the reactants which remain; the process being a metathesis reaction, and the dicarboxylic acid obtainable therefrom and the dicarboxylic acid ester obtainable therefrom, a process for the preparation of a polymer and the polymer obtainable by this process.
PCT/EP2011/001187 2010-03-10 2011-03-10 Process for the preparation of dicarboxylic acids or dicarboxylic acid esters by metathesis WO2011110349A2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE201010010984 DE102010010984A1 (en) 2010-03-10 2010-03-10 Process for the preparation of dicarboxylic acids or dicarboxylic esters by metathesis
DE102010010984.3 2010-03-10

Publications (2)

Publication Number Publication Date
WO2011110349A2 WO2011110349A2 (en) 2011-09-15
WO2011110349A3 true WO2011110349A3 (en) 2013-03-07

Family

ID=44041682

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2011/001187 WO2011110349A2 (en) 2010-03-10 2011-03-10 Process for the preparation of dicarboxylic acids or dicarboxylic acid esters by metathesis

Country Status (2)

Country Link
DE (1) DE102010010984A1 (en)
WO (1) WO2011110349A2 (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US11073522B2 (en) 2016-10-03 2021-07-27 Lincoln Memorial University Structural validation of very long chain dicarboxylic acids

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2000009586A1 (en) * 1998-08-12 2000-02-24 Dsm N.V. Process for obtaining a polyamide product from the smelt at a high production rate
US20080274355A1 (en) * 2007-05-03 2008-11-06 Ems-Patent Ag Semiaromatic polyamide molding compositions and their use
WO2008140468A2 (en) * 2006-10-13 2008-11-20 Elevance Renewable Sciences, Inc. METHODS OF MAKING α, ω -DICARBOXYLIC ACID ALKENE DERIVATIVES BY METATHESIS
FR2921363A1 (en) * 2007-09-20 2009-03-27 Arkema France PROCESSES FOR THE SYNTHESIS OF FATTY DIACIDES BY METATHESIS OF UNSATURATED DIACIDS OBTAINED BY FERMENTATION OF NATURAL FATTY ACIDS
US7534917B1 (en) * 2006-04-27 2009-05-19 The United States Of America As Represented By The Secretary Of Agriculture Method of producing dicarboxylic acids
WO2010085712A2 (en) * 2009-01-22 2010-07-29 Draths Corporation Methods for producing dodecanedioic acid and derivatives thereof

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2427275C2 (en) * 1974-06-06 1982-02-25 Bayer Ag, 5090 Leverkusen Unsaturated polyester resins that are difficult to saponify
DE19638549A1 (en) 1996-09-20 1998-03-26 Zimmer Ag Zeolite catalyst for polycondensation of polyester
DE102008002090A1 (en) * 2008-05-30 2009-12-03 Evonik Degussa Gmbh Unsaturated dicarboxylic acids from unsaturated cyclic hydrocarbons and acrylic acid by metathesis, their use as monomers for polyamides, polyesters, polyurethanes and further conversion to diols and diamines
EP2157076A1 (en) * 2008-08-21 2010-02-24 Cognis IP Management GmbH Process for the preparation of unsaturated alpha, omega dicarboxylic acid diesters

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2000009586A1 (en) * 1998-08-12 2000-02-24 Dsm N.V. Process for obtaining a polyamide product from the smelt at a high production rate
US7534917B1 (en) * 2006-04-27 2009-05-19 The United States Of America As Represented By The Secretary Of Agriculture Method of producing dicarboxylic acids
WO2008140468A2 (en) * 2006-10-13 2008-11-20 Elevance Renewable Sciences, Inc. METHODS OF MAKING α, ω -DICARBOXYLIC ACID ALKENE DERIVATIVES BY METATHESIS
US20080274355A1 (en) * 2007-05-03 2008-11-06 Ems-Patent Ag Semiaromatic polyamide molding compositions and their use
FR2921363A1 (en) * 2007-09-20 2009-03-27 Arkema France PROCESSES FOR THE SYNTHESIS OF FATTY DIACIDES BY METATHESIS OF UNSATURATED DIACIDS OBTAINED BY FERMENTATION OF NATURAL FATTY ACIDS
WO2010085712A2 (en) * 2009-01-22 2010-07-29 Draths Corporation Methods for producing dodecanedioic acid and derivatives thereof

Also Published As

Publication number Publication date
DE102010010984A1 (en) 2011-09-15
WO2011110349A2 (en) 2011-09-15

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