Preparation of polyglycerols

Patent metadata

Field	Value
Publication number	US-2016354768-A1
Application number	US-201515117557-A
Country	US
Kind code	A1
Filing date	Feb 12, 2015
Priority date	Feb 13, 2014
Publication date	Dec 8, 2016
Grant date	—

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

1 . 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.

2 . Method according to claim 1 , 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.

3 . Method according to claim 2 , wherein the fluid phase is heated to a temperature of 180-260° C., preferably to a temperature of 180-240° C., more preferably to a temperature of 200-225° C. and the colloidal particles of the catalyst salt are released from the support upon heating.

4 . (canceled)

5 . Method according to any of the preceding claims, wherein the support is a carbon nanofiber.

6 . Method according to any of the preceding claims, wherein the support is activated carbon.

7 . Method according to any of the preceding claims, wherein the catalyst salt is a salt selected from the group of alkaline earth metal salts and alkali metal salts, preferably an alkaline earth metal salt, in particular an alkaline earth metal salt selected from the group of calcium oxide, magnesium oxide, barium oxide, strontium oxide, calcium hydroxide, calcium carbonate, magnesium hydroxide, barium hydroxide and strontium hydroxide, more preferably from the group of calcium oxide, magnesium oxide, calcium hydroxide, calcium carbonate and magnesium hydroxide, and even more preferably calcium oxide.

8 . Method according to any of the preceding claims, wherein the support comprises 1-15 wt. % catalyst salt, in particular 2-10 wt. % catalyst salt, based on the total weight of the catalyst salt and support.

9 .- 11 . (canceled)

12 . Polyglycerol mixture, in particular a mixture obtainable by a method according to the invention, 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, preferably a Gardner colour number, as determined by DIN ISO 4630, of 1.5 or less.

13 . (canceled)

14 . Polyglycerol mixture according to claim 8 , wherein the polyglycerol mixture comprises at least 30 wt. % linear polyglycerols, based on total polyglycerols, preferably at least 50 wt. % linear polyglycerols, based on total polyglycerols, more preferably at least 70 wt. % linear polyglycerols, based on total polyglycerols.

15 . (canceled)

16 . (canceled)

17 . Polyglycerol mixture according to claim 12 or 14 , which is essentially free of acrolein and essentially free of glycidol.

18 . Polyglycerol mixture according to any of the claim 12 , 14 or 17 , wherein the calcium content is 0-2000 ppm by weight, preferably 0-1000 ppm by weight.

19 . (canceled)

20 . Method for preparing a polyglycerol derivative, comprising reacting the polyglycerol obtained in a method according to any of the claim 1 - 3 or 5 - 8 or a polyglycerol mixture according to any of the claim 12 , 14 , 17 or 18 with a substance having reactivity with a hydroxyl group of the polyglycerol.

21 . (canceled)

22 . Polyglycerol derivative obtainable by a method according to claim 20 , wherein the reaction is an esterification reaction with a carboxylic acid or a transesterification with another ester, preferably a glyceride.

23 . Pharmaceutical product, a cosmetic product, a textile product, a food product or a feed product, comprising (i) a polyglycerol mixture obtained in a method according to any of the claim 1 - 3 or 5 - 8 , a polyglycerol mixture according to any of the claim 12 , 14 , 17 or 18 , or a polyglycerol derivative obtainable in a method according to claim 22 , and (ii) one or more other ingredients for any of said products.

24 . Method for preparing a pharmaceutical product, a cosmetic product, a textile product, a food product or a feed product, comprising combining a polyglycerol mixture obtained in a method according to any of the claims 1 - 3 or 5 - 8 , a polyglycerol mixture according to any of the claim 12 , 14 , 17 or 18 , or a polyglycerol derivative obtainable in a method according to claim 22 with one or more other ingredients for any of said products.

25 . 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 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.

26 . Catalyst salt on a support according to claim 25 , wherein the calcium salt is a calcium oxide.

27 . Catalyst salt on a support according to claim 25 or 26 , wherein the carbon support material is a carbon nanofiber.

28 . (canceled)

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

• B01J21/18

  Carbon · CPC title

• B01J37/088

  Decomposition of a metal salt · CPC title

• C08G65/34

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

• B01J37/033

  Using Hydrolysis · CPC title

• B01J37/0201

  Impregnation · CPC title