Waxy oxidation products of rice bran

Patent metadata

Field	Value
Publication number	US-9447279-B2
Application number	US-201314436624-A
Country	US
Kind code	B2
Filing date	Oct 11, 2013
Priority date	Oct 20, 2012
Publication date	Sep 20, 2016
Grant date	Sep 20, 2016

Abstract

The invention relates to waxy oxidation products of rice bran, which are characterized by an acid number measured according to DIN ISO 2114 of at least 70 mg KOH/g, preferably at least 100 mg KOH/g, most preferably at least 140 mg KOH/g, and their use for producing synthetic ester waxes by esterification with one or more mono- or polyvalent alcohols.

First claim

The invention claimed is:

1. A waxy oxidation product of rice bran, wherein the waxy oxidation product has an acid number measured according to DIN ISO 2114 of at least 70 mg KOH/g.

2. The waxy oxidation product of rice bran as claimed in claim 1 , comprising at least 85% by weight the following components:
a) 40 to 97% by weight of free aliphatic carboxylic acids C 3 -C 36 ,
b) 0 to 50% by weight of free aliphatic fatty alcohols C 24 -C 36 ,
c) 3 to 15% by weight of free aliphatic diacids C 10 -C 30 ,
d) 0 to 65% by weight of genuine esters C 44 -C 62 , and
e) 0 to 12% by weight of further natural constituents present in the rice wax.

3. The waxy oxidation product of rice bran as claimed in claim 1 , comprising at least 85% by weight the following components:
a) 60 to 97% by weight of free aliphatic carboxylic acids C 8 -C 36 ,
b) 0 to 20% by weight of free aliphatic fatty alcohols C 24 -C 36 ,
c) 5 to 15% by weight of free aliphatic diacids C 10 -C 30 ,
d) 0 to 50% by weight of genuine esters C 44 -C 62 , and
e) 0 to 12% by weight of further natural constituents present in the rice wax.

4. The waxy oxidation product of rice bran as claimed in claim 1 , comprising at least 85% by weight the following components:
a) 70 to 97% by weight of free aliphatic carboxylic acids C 8 -C 36 ,
b) 0 to 5% by weight of free aliphatic fatty alcohols C 24 -C 36 ,
c) 5 to 12% by weight of free aliphatic diacids C 10 -C 30 ,
d) 0 to 40% by weight of genuine esters C 44 -C 62 , and
e) 0 to 12% by weight of further natural constituents present in the rice wax.

5. The waxy oxidation product of rice bran as claimed in claim 1 , further comprising natural constituents in the rice wax from crude or refined rice bran wax raw material, and also optionally oxidation products arising therefrom in concentrations of not more than 15% by weight.

6. The waxy oxidation product of rice bran as claimed in claim 1 , wherein the waxy oxidation product comprises lignoceric acid (C 24 acid) to at least 10% by weight.

7. The waxy oxidation product of rice bran as claimed in claim 1 , wherein the weight ratios of lignoceric acid C 24 , behenic acid C 22 and melissic acid C 30 form the following characteristic ratios:
a) for the waxy oxidation products of rice bran according to the invention behenic acid to lignoceric acid C 22 :C 24 is at 1.0:2.0 to 1:2.8,
b) in the case of the waxy oxidation products of rice bran according to the invention, behenic acid to melissic acid C 22 :C 30 is between 1.0:0.8 to 1:1.2.

8. The waxy oxidation product of rice bran according to claim 1 , wherein a fraction of genuine esters (C 46 -C 62 ) is in amounts less than 65% by weight.

9. The waxy oxidation product of rice bran according to claim 1 , wherein it has a dropping point measured according to DIN ISO 2176 between 70° C. and 90° C.

10. The waxy oxidation product of rice bran as claimed in claim 1 , wherein it has an iodine color number measured in accordance with DIN 6162 of less than 20.

11. A process for producing a waxy oxidation product of rice bran having an acid number measured according to DIN ISO 2114 of at least 70 mg KOH/g, by oxidation with chromosulfuric acid of crude or refined rice bran wax, with an increase in a saponification number and simultaneous use of small amounts of at most 10% by weight of one or more oxidation promoters, based on the amount of starting wax.

12. The process as claimed in claim 11 , wherein the saponification number measured according to DIN ISO 3681 is increased by a minimum of 50%.

13. The process as claimed in claim 11 , wherein, if desired, further substances oxidizable with chromosulfuric acid are added in minor amounts to a starting raw material.

14. The process as claimed in claim 11 , wherein an end product is washed and optionally further processed.

15. The process as claimed in claim 11 , wherein an end product is freed from any chromium soaps still present.

16. The process as claimed in claim 11 , wherein a starting raw material comprises at most 50% by weight of rice bran oil.

17. A process for producing synthetic ester waxes by esterification of at least one waxy oxidation product of rice bran, wherein the at least one waxy oxidation product has an acid number measured according to DIN ISO 2114 of at least 70 mg KOH/g, with one or more mono- or polyvalent alcohols.

18. The process as claimed in claim 17 , wherein further aliphatic or aromatic mono- or dicarboxylic acids are added to the at least one waxy oxidation product of rice bran prior to the esterification.

19. The process as claimed in claim 17 , wherein the synthetic ester waxes have an iodine color number of less than 10.

20. The process as claimed in claim 17 for producing completely saponified rice bran wax derivatives by saponification with basic metal hydroxides, metal carbonates or with aqueous alkaline solutions.

21. The process as claimed in claim 17 for producing partially saponified rice bran wax esters by partial esterification with one or more polyvalent alcohols and subsequent saponification with basic metal hydroxides, metal carbonates or with aqueous alkaline solutions.

22. The process as claimed in claim 21 , wherein further aliphatic or aromatic mono- or dicarboxylic acids are added to the waxy oxidation products of rice bran prior to the esterification.

23. The process as claimed in claim 21 , wherein the esterification products have an iodine color number of less than 10.

24. A process for producing a waxy oxidation product having an acid number measured according to DIN ISO 2114 of at least 70 mg KOH/g, by oxidation with chromosulfuric acid of sunflower wax and sugar cane wax with an increase in the saponification number and simultaneous use of small amounts of at most 10% by weight of one or more oxidation promoters, based on the amount of starting wax.

Assignees

• Herrlich Timo
• Wolf Stefanie
• Fell Rainer
• Hohner Gerd
• Clariant Int Ltd

Inventors

• Herrlich Timo
• Wolf Stefanie
• Fell Rainer
• Hohner Gerd

Classifications

• C11C3/006

  by oxidation · CPC title

• C08L91/06 Primary

  Waxes · CPC title