Sulphur-bridged compounds, use thereof and process for production thereof

Patent metadata

Field	Value
Publication number	US-10000718-B2
Application number	US-201414254026-A
Country	US
Kind code	B2
Filing date	Apr 16, 2014
Priority date	Apr 24, 2013
Publication date	Jun 19, 2018
Grant date	Jun 19, 2018

Abstract

The present invention relates to novel sulphur-bridged compounds, in which within the molecule there is at least one fatty acid bonded by way of at least one sulphur bridge to at least one polyalkylene glycol ester, the reaction product of a fatty acid with a polyalkylene glycol, and these have from 8 to 29% by weight sulphur content, to use of these as sulphur carrier and lubricant additive and to production of the said compounds.

First claim

What is claimed is:

1. Sulphur-bridged compounds comprising at least one fatty acid bonded by way of at least one sulphur bridge to at least one polyalkylene glycol ester, wherein the polyalkylene glycol ester is the reaction product of at least one fatty acid with a polyalkylene glycol, and the sulphur-bridged compounds have 8 to 29% by weight sulphur content.

2. The sulphur-bridged compounds according to claim 1 , wherein the polyalkylene glycol ester is polyethylene glycol ester, polypropylene glycol ester, polybutylene glycol ester and/or polyalkylene glycol esters in which the ethylene oxide units, propylene oxide units and/or butylene oxide units are in random and/or blockwise arrangement.

3. The sulphur-bridged compounds according to claim 1 or 2 , wherein the sulphur-bridged compounds have the following formulae:

where a, b, c, d, e, f, g, h, p, q, r, s, t, u, v and w correspond mutually independently to values of 3 to 29,
n, k, j and y correspond mutually independently to values of 2 to 10,
m=4 to 20, and
x=1 to 10.

4. A mixture comprising at least one sulphur-bridged compound according to claim 3 , and at least one of lubricant additives and carrier liquids.

5. A process for the production of the sulphur-bridged compounds according to claim 1 , the process comprising:
reacting the unsaturated fatty acid with sulphur and/or hydrogen sulphide to give the sulphur-bridged fatty acid, and
reacting the sulphur-bridged fatty acid with the polyalkylene glycol in such a way that at least one carboxylic acid unit of the fatty acid is present within the sulphur-bridged compounds.

6. A process for the production of the sulphur-bridged compounds according to claim 1 , the process comprising:
reacting a molar excess of unsaturated fatty acid with polyalkylene glycol to give an intermediate product composed of unsaturated polyalkylene glycol ester and unsaturated fatty acid, and
reacting the intermediate product with sulphur and/or hydrogen sulphide in such a way that at least one carboxylic acid unit of the fatty acid is present within the sulphur-bridged compounds.

7. A process for the production of the sulphur-bridged compounds according to claim 1 , the process comprising:
mixing the unsaturated fatty acid with at least one unsaturated fatty acid polyalkylene glycol ester, and
reacting the mixture with sulphur and/or hydrogen sulphide in such a way that at least one carboxylic acid unit of the fatty acid is present within the sulphur-bridged compounds of the invention.

8. The process according to any of claims 5 to 7 , wherein the unsaturated fatty acids are at least one of unsaturated monocarboxylic acids having a carbon-chain length of from 6 to 32 C atoms, and mixtures of unsaturated fatty acids.

9. The process according to any of claims 5 to 7 , the sulphur is elemental sulphur.

10. The process according to any of claims 5 to 7 , wherein the polyalkylene glycol comprises bifunctional polyethylene glycol.

11. The sulphur-bridged compounds according to claim 1 , wherein the polyalkylene glycol ester is polyethylene glycol ester.

12. The sulphur-bridged compounds according to claim 3 , wherein:
a, b, c, d, e, f, g, h, p, q, r, s, t, u, v and w correspond mutually independently to values of 5 to 12,
n, k, j and y correspond mutually independently to values of 4 to 8,
m=8 to 16, and
x=2 to 4.

13. A mixture comprising at least one of sulphur-bridged compound according to claim 1 or 2 , and at least one of lubricant additives and carrier liquids.

14. The sulphur-bridged compounds according to claim 1 , wherein the sulphur-bridged compounds have greater than 10% to 29% by weight sulphur content.

15. Sulphur-bridged compounds comprising at least one fatty acid bonded to at least one polyalkylene glycol ester via at least one sulphur bridge, wherein the sulphur-bridged compounds have at least 8% by weight sulphur content.

16. The sulphur-bridged compounds according to claim 15 , wherein:
the at least one fatty acid comprises unsaturated monocarboxylic acids having a carbon-chain length of from 6 to 32 C atoms; and
the polyalkylene glycol ester is polyethylene glycol ester, polypropylene glycol ester, polybutylene glycol ester and/or polyalkylene glycol esters.

Assignees

• Rhein Chemie Rheinau Gmbh
• Lanxess Deutschland Gmbh

Inventors

• Larem David
• Horstmann Sandra
• Rossrucker Thomas
• Kuilder Markus
• Koenig Michael

Classifications

• C10M2219/024

  of esters, e.g. fats · CPC title

• C10N2070/00

  Specific manufacturing methods for lubricant compositions · CPC title

• C08G75/16 Primary

  by polycondensation of organic compounds with inorganic polysulfides · CPC title

• C10M2221/041

  involving sulfurisation of macromolecular compounds, e.g. polyolefins · CPC title

• C07C323/52

  the carbon skeleton being acyclic and saturated · CPC title