Bright rice bran wax oxidated with high esterane content

Patent metadata

Field	Value
Publication number	US-12435220-B2
Application number	US-202017768238-A
Country	US
Kind code	B2
Filing date	Oct 5, 2020
Priority date	Oct 15, 2019
Publication date	Oct 7, 2025
Grant date	Oct 7, 2025

Abstract

The invention relates to rice bran wax oxidates with an average acid value, to a process for their production and to their use for agricultural or forestry purposes, as an additive in plastics processing, in care products, in printing inks and/or in paints, and to saponified rice bran wax oxidates produced by saponifying the claimed rice bran wax oxidates.

First claim

The invention claimed is:

1. A process for producing rice bran wax oxidates (O) having an acid number of greater than 45 mg KOH/g and less than 70 mg KOH/g, comprising the steps of:
i.) providing a rice bran wax (R) containing less than 5% by weight, based on the total weight of the rice bran wax (R), of polyesters formed from polyhydric alcohols and aliphatic carboxylic acids having 8 to 20 carbon atoms;
ii.) providing a mixture (M) of chromium trioxide and sulfuric acid;
iii.) performing an oxidation of the rice bran wax (R) by reacting the rice bran wax (R) with the mixture (M) while stirring and at a temperature of 90 to 150° C., in order to obtain a reaction mixture containing a rice bran wax oxidate (O);
iv.) stopping the reaction and leaving the reaction mixture obtained in step iii) to stand until an organic phase has separated from an aqueous phase;
v.) separating off the organic phase;
vi.) optionally removing residues containing chromium compounds from the organic phase, in order to obtain the rice bran wax oxidate (O) in purified form; and
vii.) optionally repeating the sequence of steps ii) to vi) up to two times, using the rice bran wax oxidate (O), optionally in purified form, rather than the rice bran wax (R),

wherein the oxidation in step iii) is performed over a period of 1 to 8 hours.

2. The process according to claim 1 , wherein a weight ratio of the total amount of chromium trioxide used to rice bran wax (R) used is from 5:4 to 2:1.

3. The process according to claim 1 , wherein the removing of residues containing chromium compounds in step vi) is performed and comprises the washing of the organic phase with an aqueous solution of oxalic acid and/or sulfuric acid.

4. The process according to claim 1 , wherein the removing of residues containing chromium compounds in step vi) is performed and comprises the washing of the organic phase with water.

5. The process according to claim 1 , wherein the removing of residues containing chromium compounds in step vi) is performed and comprises centrifuging of the organic phase.

6. The process according to claim 1 , wherein chromium trioxide is present in the mixture (M) at a concentration of from 50 to 200 g/L.

7. The process according to claim 1 , wherein the oxidation in step iii) is performed over a period of 2 to 5 hours.

8. The process according to claim 1 , wherein the stirrer speed in step iii) is between 100 and 500 rpm.

9. The process according to claim 1 , wherein no additional oxidation promoters are added to the reaction mixture.

10. A rice bran wax oxidate (O) having an acid number of greater than 45 mg KOH/g and less than 70 mg KOH/g, prepared by the process according to claim 1 .

11. The rice bran wax oxidate (O) according to claim 10 having a proportion of polyesters formed from polyhydric alcohols and aliphatic carboxylic acids having 22 to 36 carbon atoms of is less than 5% by weight, based on the total weight of the rice bran wax oxidate (O).

12. A rice bran wax oxidate (O) having an acid number of greater than 45 mg KOH/g and less than 70 mg KOH/g and having a proportion of polyesters formed from polyhydric alcohols and aliphatic acids having 22 to 36 carbon atoms of less than 5% by weight, based on the total weight of the rice bran wax oxidate (O).

13. The rice bran wax oxidate (O) according to claim 11 comprising:
a) 10% to 40% by weight, based on the total weight of the rice bran wax oxidate (O), of free aliphatic carboxylic acids having 8 to 36 carbon atoms;
b) 0% to 5% by weight, based on the total weight of the rice bran wax oxidate (O), of free aliphatic alcohols having 24 to 36 carbon atoms;
c) 0% to 10% by weight, based on the total weight of the rice bran wax oxidate (O), of free aliphatic dicarboxylic acids having 10 to 30 carbon atoms;
d) 45% to 90% by weight, based on the total weight of the rice bran wax oxidate (O), of genuine esters having 42 to 64 carbon atoms; and
e) 0% to 15% by weight, based on the total weight of the rice bran wax oxidate (O), of further natural constituents present in the rice bran wax.

14. The rice bran wax oxidate (O) according to claim 10 containing not more than 10% by weight, based on the total weight of the rice bran wax oxidate (O), of lignoceric acid.

15. A saponified rice bran wax oxidate produced by saponifying the rice bran wax oxidate (O) according to claim 1 with a basic metal salt.

16. The rice bran wax oxidate (O) according to claim 12 comprising:
a) 10% to 40% by weight, based on the total weight of the rice bran wax oxidate (O), of free aliphatic carboxylic acids having 8 to 36 carbon atoms;
b) 0% to 5% by weight, based on the total weight of the rice bran wax oxidate (O), of free aliphatic alcohols having 24 to 36 carbon atoms;
c) 0% to 10% by weight, based on the total weight of the rice bran wax oxidate (O), of free aliphatic dicarboxylic acids having 10 to 30 carbon atoms;
d) 45% to 90% by weight, based on the total weight of the rice bran wax oxidate (O), of genuine esters having 42 to 64 carbon atoms; and
e) 0% to 15% by weight, based on the total weight of the rice bran wax oxidate (O), of further natural constituents present in the rice bran wax.

17. A saponified rice bran wax oxidate produced by saponifying the rice bran wax oxidate (O) according to claim 12 with a basic metal salt.

18. The process according to claim 1 , wherein a weight ratio of the total amount of chromium trioxide used to rice bran wax (R) used is from 13:10 to 17:10.

19. The rice bran wax oxidate (O) according to claim 12 having a proportion of polyesters formed from polyhydric alcohols and aliphatic carboxylic acids having 22 to 36 carbon atoms of less than 3% by weight, based on the total weight of the rice bran wax oxidate (O).

20. The rice bran wax oxidate (O) according to claim 12 having a proportion of polyesters formed from polyhydric alcohols and aliphatic carboxylic acids having 22 to 36 carbon atoms of less than 1% by weight, based on the total weight of the rice bran wax oxidate (O).

Assignees

• Clariant Int Ltd

Inventors

• Kratzer Philipp
• Broehmer Manuel
• Fell Rainer

Classifications

• C09D191/06

  Waxes · CPC title

• C09D11/12

  based on waxes or bitumen · CPC title

• C08L91/06 Primary

  Waxes · CPC title