Preparing ether carboxylates
AssigneeBASF SE
InventorsRobert Baumann, Markus Christian Biel, Andreas Deckers, Alfred Oftring, Frank Rittig, Wolfgang Staffel
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Abstract
The present invention relates to a process for preparing ether carboxylates.
Claims13
A process for preparing an ether carboxylate of formula I
- comprising reacting the corresponding alkoxylate of formula II
- where independently
- R1 is a C1- to C50-alkyl, mono-, di-, tri-, . . . polyamine,
- X is O, COO, CH2—NH—O for q=1 and r=0 or N,
- N(CH2)tO for q=2 and r=0 to 20,
- r is an integer from 0 to 50,
- R2 is H or C1- to C10-alkyl,
- R3 is H or C1- to C10-alkyl,
- R4 is H or C1- to C10-alkyl,
- M is H or a metal, preferably alkali, alkaline earth, ammonium, organic base,
- n is from 0 to 50,
- m is from 0 to 40,
- p is from 0 to 40,
- q is from 1 to 2,
- s is 0 or 1,
- t is from 0 to 20,
- provided that n+m+p is at least 1 and
- R is C1- to C50-alkyl, C1- to C50-alkenyl, C1- to C50-alkynyl, C6- to C50-aryl, C6- to C50-alkylaryl, H or a metal, preferably alkali, alkaline earth,
- with a base by using a transition metal catalyst, wherein the pressure in the reaction vessel is less than 10 bar.
A process for preparing an ether carboxylate of formula III
- comprising reacting the corresponding alkoxylate of formula IV
- where independently
- R is C1- to C50-alkyl, C1- to C50-alkenyl, C1- to C50-alkynyl, C6- to C50-aryl, C6- to C50-alkylaryl, H or a metal, preferably alkali, alkaline earth,
- X is O, COO, CH2—NH—O for q=1 or N,
- N(CH2)tO for q=2,
- R2 is H or C1- to C10-alkyl,
- R3 is H or C1- to C10-alkyl,
- R4 is H or C1- to C10-alkyl,
- M is H or a metal, preferably alkali, alkaline earth, ammonium, organic base,
- n is from 0 to 50,
- m is from 0 to 40,
- p is from 0 to 40,
- q is from 1 to 2,
- t is from 1 to 10,
- provided that n+m+p is at least 1,
- with a base by using a transition metal catalyst, wherein the pressure in the reaction vessel is less than 10 bar.
A process for preparing an ether carboxylate of formula V
- comprising reacting the corresponding alkoxylate of formula VI
- where independently
- R is C1- to C50-alkyl, C1- to C50-alkenyl, C1- to C50-alkynyl, C6- to C50-aryl, C6- to C50-alkylaryl, H or a metal, preferably alkali, alkaline earth,
- X is 0,
- R2 is H or C1- to C10-alkyl,
- R3 is H or C1- to C10-alkyl,
- R4 is H or C1- to C10-alkyl,
- M is H or a metal, preferably alkali, alkaline earth,
- n is from 0 to 50,
- m is from 0 to 40,
- p is from 0 to 40,
- provided that n+m+p is at least 1,
- with a base by using a transition metal catalyst, wherein the pressure in the reaction vessel is less than 10 bar.
The process according to any preceding claim wherein the base is selected from the group consisting of NaOH, KOH, Mg(OH)2, Ca(OH)2, ammonium hydroxide, choline hydroxide and hydrotalcite.
The process according to any preceding claim wherein the base is added to the reaction mixture at 2 to 10 000 times.
The process according to any preceding claim wherein the base is added to the reaction mixture over a period of more than 30 minutes.
The process according to any preceding claim wherein the transition metal catalyst comprises at least one metal selected from the group consisting of Fe, Cu, Co and Ni.
The process according to any preceding claim wherein the reaction temperature is in the range from 140° C. to 220° C.
Dependencies are inferred from the claim text.