Preparation of polyglycerols

Patent metadata

Field	Value
Publication number	US-9956547-B2
Application number	US-201515117557-A
Country	US
Kind code	B2
Filing date	Feb 12, 2015
Priority date	Feb 13, 2014
Publication date	May 1, 2018
Grant date	May 1, 2018

Abstract

The invention relates to a method for preparing polyglycerol, comprising —providing a catalyst salt on a support, the catalyst salt having catalytic activity with respect to an etherification reaction of a polyol selected from the group of glycerol and oligoglycerols, —contacting the catalyst salt on the support with a fluid phase comprising a polyol selected from the group of glycerol and oligoglycerols, —and subjecting the polyol in the fluid phase to an etherification reaction in the presence of the catalyst salt, thereby forming the polyglycerol.

First claim

The invention claimed is:

1. A method for preparing polyglycerol, comprising:
providing a catalyst salt on a support, the catalyst salt having catalytic activity with respect to an etherification reaction of a polyol selected from the group of glycerol and oligoglycerols, and wherein the support is a release material, which when brought into contact with the fluid phase, releases the catalyst salt in the form of colloidal particles into the fluid phase;
contacting the catalyst salt on the support with a fluid phase comprising a polyol selected from the group of glycerol and oligoglycerols; and
subjecting the polyol in the fluid phase to an etherification reaction in the presence of the catalyst salt, thereby forming the polyglycerol.

2. The method according to claim 1 , wherein the fluid phase is heated to a temperature of 180-260° C. and the colloidal particles of the catalyst salt are released from the support upon heating.

3. The method according to claim 1 , wherein the support is a carbon nanofiber.

4. The method according to claim 1 , wherein the support is activated carbon.

5. The method according to claim 1 , wherein the catalyst salt is a salt selected from the group of alkaline earth metal salts and alkali metal salts.

6. A polyglycerol mixture having a hydroxyl value in the range of 846-1072 mg KOH/g, as determined by DIN 53240; and a Gardner colour number, as determined by DIN ISO 4630, of 2 or less; and wherein the polyglycerol mixture consists of at least 85 wt. % polyglycerols.

7. The polyglycerol mixture according to claim 6 , wherein the polyglycerol mixture comprises at least 30 wt. % linear polyglycerols, based on total polyglycerols.

8. The polyglycerol mixture according to claim 6 , which is essentially free of acrolein and essentially free of glycidol.

9. The polyglycerol mixture according to claim 6 wherein the calcium content is 0-2000 ppm by weight.

10. A method for preparing a polyglycerol derivative, comprising reacting a polyglycerol mixture according to claim 6 with a substance having reactivity with a hydroxyl group of the polyglycerol.

11. A polyglycerol derivative obtainable by a method according to claim 10 , wherein the reaction is an esterification reaction with a carboxylic acid or a transesterification with another ester.

12. A pharmaceutical product, a cosmetic product, a textile product, a food product or a feed product, comprising a polyglycerol mixture according to claim 6 and one or more other ingredients for any of said products.

13. A method for preparing a pharmaceutical product, a cosmetic product, a textile product, a food product or a feed product, comprising combining a polyglycerol mixture according to claim 6 with one or more other ingredients for any of said products.

14. A catalyst salt on a support, the catalyst salt having catalytic activity with respect to an etherification reaction of a polyol selected from the group of glycerol and oligoglycerols, wherein the support comprises 1-15 wt. % catalyst salt, based on the total weight of the catalyst salt and support, wherein the salt is a calcium salt and the support is a carbon support material, which carbon support material is selected from the group consisting of carbon nanofibers and activated carbon.

15. The catalyst salt on a support according to claim 14 , wherein the calcium salt is a calcium oxide.

16. The catalyst salt on a support according to claim 14 , wherein the carbon support material is a carbon nanofiber.

17. A method for preparing polyglycerol, comprising:
providing a catalyst salt on a support, the catalyst salt having catalytic activity with respect to an etherification reaction of a polyol selected from the group of glycerol and oligoglycerols, and wherein the support comprises 1-15 wt. % catalyst salt, based on the total weight of the catalyst salt and support;
contacting the catalyst salt on the support with a fluid phase comprising a polyol selected from the group of glycerol and oligoglycerols; and
subjecting the polyol in the fluid phase to an etherification reaction in the presence of the catalyst salt, thereby forming the polyglycerol.

Assignees

• Clariant Int Ltd
• Univ Utrecht Holding Bv

Inventors

• Kaiser Anton
• Weckhuysen Bert Marc
• Leinweber Dirk
• Kirby Fiona
• Scherl Franz Xaver
• Metz Hans Joachim
• Bruijnincx Pieter Cornelis Antonius

Classifications

• D06M15/53

  Polyethers (polyacetals D06M15/39) · CPC title

• C08G65/34

  from hydroxy compounds or their metallic derivatives {(C08G65/26 takes precedence)} · CPC title

• C07C41/09

  by dehydration of compounds containing hydroxy groups · CPC title

• B01J37/088

  Decomposition of a metal salt · CPC title

• B01J37/033

  Using Hydrolysis · CPC title