IP Library Granted Patent US 9,067,874
Granted Patent B2
US 9,067,874 · App. 13/582,786 · Granted Jun 30, 2015

Method for producing polyether polyols

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Quick Facts
Patent No.
US 9,067,874
App. No.
13/582,786
Granted
Jun 30, 2015
Kind
B2
Abstract

The present invention relates to is coupling process for the preparation of polyether polyols starting from highly functional starter compounds that are solid or highly viscous under reaction conditions and monofunctional starter compounds that are liquid under reaction conditions with Zerewitinoff-active hydrogen atoms.

Claims (27)

1. A process for the preparation of a first polyether polyol A and of a second, monofunctional polyether polyol B comprising:

(i) preparing a solution or dispersion of one or more starter compounds (S-1), each having at least four Zerewitinoff-active hydrogen atoms, in one or more monofunctional starter compounds (S-2) at a weight ratio of S-1 to S-2 of from 20:80 to 85:15,

(ii) reacting the solution or dispersion from step (i) with one or more alkylene oxides, optionally after addition of a catalyst, to form a reaction mixture that includes polyether polyol A that is a reaction product of the at least one starter compound (S-1) with one or more alkylene oxides and polyether polyol B that is a reaction product of the at least one monofunctional starter compound (S-2) with one or more alkylene oxides,

(iii) optionally, removing any catalyst present from the reaction mixture formed in (ii), and

(iv) separating the monofunctional polyether polyol B from the reaction mixture by distillation under reduced pressure or by stripping with inert gas or water to generate a residue containing polyether polyol A and up to 15 wt. % (in each case based on the sum of the wt. % of polyether polyol A and of the monofunctional polyether polyol B) monofunctional polyether polyol B.

2. The process of claim 1 in which the weight ratio of S-1 to S-2 is from 60:40 to 85:15.

3. The process of claim 1 in which the starter compound (S-1) is at least one compound selected from the group consisting of mono-, oligo- and poly-saccharides, pentaerythritol, dipentaerythritol, tripentaerythritol, sorbitol, cyclic polyols, polyamines, and isomers and isomer mixtures of toluenediamine.

4. The process of claim 3 in which the monofunctional starter compound (S-2) is at least one compound selected from the group consisting of monofunctional alcohols, short-chained monofunctional monoalkyl ethers of glycols, higher monofunctional fatty alcohols, monofunctional amines and monofunctional alkanolamines.

5. The process of claim 1 in which the starter compound (S-1) is sucrose and/or pentaerythritol and the monofunctional starter compound (S-2) is at least one compound selected from the group consisting of methanol, ethanol, propanol, butanol, pentanol and hexanol.

6. The process of claim 1 in which a catalyst selected from the group consisting of double metal cyanide compounds (DMC compounds), alkali metal hydrides, alkali metal carboxylates, alkali metal hydroxides, alkali metal alkoxides and amines is used in step (ii).

7. The process of claim 4 in which a catalyst selected from the group consisting of double metal cyanide compounds (DMC compounds), alkali metal hydrides, alkali metal carboxylates, alkali metal hydroxides, alkali metal alkoxides and amines is used in step (ii).

8. The process of claim 1 in which a catalyst selected from the group consisting of alkali metal hydroxides, alkali metal alkoxides of a monofunctional alcohol, imidazole and alkyl-substituted imidazole derivatives is used.

9. The process of claim 1 in which potassium methanolate is the catalyst used in step (ii).

10. The process of claim 1 in which the residue contains from 95 to 100 wt. % polyether polyol A and from 0 to 5 wt. % (in each case based on the sum of the wt. % of the polyether polyol A and of the monofunctional polyether polyol B) monofunctional polyether polyol B.

11. The process of claim 1 in which

(i) the weight ratio of S-1 to S-2 is from 20:80 to 85:15,

(ii) the solution or dispersion resulting from step (i) is reacted with the one or more alkylene oxides in the presence of a basic catalyst,

(iii) the reaction mixture from (ii) is not freed of catalyst,

(iv) the monofunctional polyether polyol B is separated from the reaction mixture by distillation under reduced pressure or by stripping with inert gas or water and the residue remaining contains polyether polyol A and up to 15 wt. % (in each case based on the sum of the wt. % of the polyether polyol A and of the monofunctional polyether polyol B) monofunctional polyether polyol B, and

(v) the residue containing polyether polyol A and up to 15 wt. % (in each case based on the sum of the wt. % of the polyether polyol A and of the monofunctional polyether polyol B) monofunctional polyether polyol B, optionally after addition of a catalyst, is reacted with one or more alkylene oxides, to form polyether polyol C.

12. The process of claim 11 in which (vi) the monofunctional polyether polyol B, optionally after addition of further catalyst, is reacted with one or more alkylene oxides to form polyether polyol D.

13. The process of claim 1 in which

(i) the weight ratio of S-1 to S-2 is from 20:80 to 85:15,

(ii) the solution or dispersion resulting from step (i) is reacted with the one or more alkylene oxides in the presence of a basic catalyst,

(iii) the reaction mixture from (ii) is not freed of catalyst,

(iv) the monofunctional polyether polyol B is separated from the reaction mixture by distillation under reduced pressure or by stripping with inert gas or water and the residue remaining contains polyether polyol A and up to 15 wt. % (in each case based on the sum of the wt. % of the polyether polyol A and of the monofunctional polyether polyol B) monofunctional polyether polyol B, and

(vi) the monofunctional polyether polyol B, optionally after addition of further catalyst, is reacted with one or more alkylene oxides to form polyether polyol D.

Assignments (4)
CHANGE OF NAME Recorded Apr 6, 2016
From: BAYER MATERIALSCIENCE AG
To: COVESTRO DEUTSCHLAND AG
Reel/Frame 038370/0892 →
CHANGE OF NAME Recorded Mar 21, 2016
From: BAYER MATERIALSCIENCE AG
To: COVESTRO DEUTSCHLAND AG
Reel/Frame 038188/0842 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 9, 2016
From: BAYER INTELLECTUAL PROPERTY GMBH
To: BAYER MATERIALSCIENCE AG
Reel/Frame 038045/0298 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 14, 2012
From: LORENZ, KLAUS
To: BAYER INTELLECTUAL PROPERTY GMBH
Reel/Frame 029293/0718 →