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US 9,068,044 B2Granted
Alkoxylation products and process for preparing them by means of DMC catalysts
AssigneeEvonik Degussa GmbH
InventorsFrank Schubert, Wilfried Knott
Life of this patent
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Abstract
Novel alkoxylation products containing lateral hydroxyl groups or bearing lateral C—C double bonds and a process for preparing them by means of an alkoxylation reaction of halogenated alkylene oxides using double metal cyanide (DMC) catalysts and subsequent elimination of chlorine.
Claims14
A compound which includes:
- a structural element [—CH2—CH(CH2OH)—O—] and/or a structural element [—CH2—C(═CH2)—O—];
- wherein the compound has the formula (I):
- A-[O—(CH2—CHR—O—)n—(CH2—CH(CH2OH)—O—)m1—(CH2—C(═CH2)—O—)m2—(CH2—CH(CH3)—O—)o—H]a1 (I)
- where a1 is from 1 to 8;
- where A is either hydrogen, or a radical, of an organic starter compound, having at least one carbon atom;
- where the radicals R are each, independently of one another, either hydrogen, CH2—Cl, an alkyl group having 2-18 carbon atoms, or an aromatic radical;
- where (a1×m1) is from 0 to 50;
- where (a1×m2) is from 0 to 50;
- where (a1×n) is from 0 to 200;
- where (a1×o) is from 1 to 1000;
- where the sum (a1×(m1+m2)) is from 2 to 50;
- and
- where (a1×m1) is 2 or greater than 2 when (a1×m2) is zero.
10 more elements
A process for preparing compounds comprising the structural element [—CH2—CH(CH2OH)—O—] and/or the structural element [—CH2—C(═CH2)—O—] using double metal cyanide catalysts, the process comprising:
- process step 1, which includes:
- reacting:
- (a) one or more compounds of the formula (II):
- A—OH (II)
- where A=hydrogen or an organic radical having at least one carbon atom;
- with:
- (b) epichlorohydrin and propylene oxide and optionally one or more further alkylene oxides having from 2 to 18 carbon atoms;
- in the presence of:
- (c) a double metal cyanide catalyst ;
- at a temperature of from 60 to 250° C. and a pressure of from 0.02 bar to 100 bar (absolute) to give an alkoxylation product having one or more chemically bound chlorine atoms;
- and
- process step (2), which includes:
- reacting the chlorinated alkoxylation product obtained in process step 1), with one or more metal hydroxide or metal alkoxide compounds, at a temperature of 30-200° C. with complete or partial elimination of the organically bound chlorine;
- wherein the reacting optionally takes place in the presence of water;
- wherein the reacting optionally takes place in the presence of organic solvents;
- and
- wherein the reacting optionally takes place in the presence of phase transfer catalysts;
- wherein the process optionally further comprises process (3), which includes:
- work-up of the reaction product by at least one of:
- (a) neutralization by means of an inorganic or organic acid;
- (b) distillation of water and/or solvent;
- (c) removal of chloride salts by phase separation;
- and
- (d) filtration.
21 more elements
Dependencies are inferred from the claim text.