Additives for oilfield and industrial applications
The present invention relates to new ether carboxylic acids as high temperature stable rheology modifier, viscosifier, lubricant or emulsifier additives in oilfield and industrial applications. In particular, the invention relates to an ether carboxylic acid or a derivative thereof obtainable by reacting a branched polyol alkoxylate with a halogen carboxylic acid or a halogen carboxylic acid derivative. Further aspects of the invention relate to a lubricant composition comprising an ether carboxylic acid of the invention and the use of said ether carboxylic acid.
1. An ether carboxylic acid, wherein said ether carboxylic acid is obtainable by reacting
(a) a polyol alkoxylate, obtainable by alkoxylating a polyol, with
(b) a halogen carboxylic acid or a halogen carboxylic acid derivative;
wherein said polyol is a C18-C54 diol or a C18-C54 triol or a mixture thereof; and
wherein said diol and said triol are branched polyols comprising only primary OH-groups, wherein the halogen carboxylic acid or a halogen carboxylic acid derivative is selected from the group consisting of a salt of said carboxylic acid, an ester of said carboxylic acid, and an amide of said carboxylic acid.
2. The ether carboxylic acid according to claim 1 , wherein the ether carboxylic acid is a aliphatic ether polycarboxylic acid.
3. The ether carboxylic acid according to claim 1 , wherein the ether carboxylic acid is an ether monocarboxylic acid, an ether dicarboxylic acid or an ether tricarboxylic acid.
4. The ether carboxylic acid according to claim 1 , wherein the diol is a C36 dimer diol and said triol is a C54 trimer triol.
5. The ether carboxylic acid according to claim 1 , wherein the alkoxylated polyol comprises in total at most 50 alkoxy radicals.
6. The ether carboxylic acid according to claim 1 , wherein said polyol is ethoxylated and/or propoxylated.
7. The ether carboxylic acid according to claim 1 , wherein the polyol is an aliphatic alcohol, optionally comprising a ring structure, or an aromatic alcohol.
8. The ether carboxylic acid according to claim 1 , wherein the polyol has a general formula selected from the following group:
wherein
n, o, p, q and r are each individually selected from an integer of between 3 and 12; and
ring B can be aromatic or aliphatic.
9. The ether carboxylic acid according to claim 8 , wherein
n is 4 or 7;
o is 5, 7 or 8;
p is 3 or 4; and
q is 5.
10. The ether carboxylic acid according to claim 8 , wherein said polyol comprises or consists of the following dimer diol:
11. The ether carboxylic acid according to claim 1 , wherein the halogen carboxylic acid is selected from sodium monochloroacetate, sodium 1-monochloropropionate and sodium 2-monochloropropionate.
12. A lubricant composition comprising
(i) an ether carboxylic acid as defined in claim 1 ; and optionally
(ii) an additive that is different from said ether carboxylic acid and said derivative thereof and that is selected from the group consisting of a lubricant, a viscosity modifier, a friction modifier, an ashless detergent, a cloud point depressant, a pour point depressant, a demulsifier, a flow improver, an anti-static agent, an ashless antioxidant, an antifoam agent, a corrosion inhibitor, an antiwear agent, a seal swell agent, a lubricity aid, an antimisting agent, an organic solvent, a gel-breaking surfactant and mixtures thereof.
13. The lubricant composition according to claim 12 , wherein said lubricant composition comprises a lubricant selected from the group consisting of a paraffin, an ester, canola oil, castor oil, palm oil, sunflower seed oil, rapeseed oil, Tall oil, lanolin, olefin, polyalkylene glycol (PAG), a phosphate ester, an alkylated naphthalene (AN), a silicate ester and an ionic fluid.
14. The lubricant composition according to claim 12 , wherein said lubricant composition is an oil drilling fluid.
15. A lubricant comprising an ether carboxylic acid as defined in claim 1 .
16. The lubricant according to claim 15 , wherein the ether carboxylic acid or a derivative thereof is used as a rheology modifier, viscosifier additive, as a lubricant additive or as an emulsifier additive for a lubricant selected from the group consisting of engine oil, oil drilling fluid, hydraulic oil, compressor oil, gear oil, bearing oil, low temperature lubricant and turbine oil.
17. The ether carboxylic acid according to claim 2 , wherein the ether carboxylic acid is an ether monocarboxylic acid, an ether dicarboxylic acid or an ether tricarboxylic acid.
18. The ether carboxylic acid according to claim 2 , wherein the diol is a C36 dimer diol and said triol is a C54 trimer triol.
19. The ether carboxylic acid according to claim 2 , wherein the alkoxylated polyol comprises in total at most 50 alkoxy radicals.
20. The ether carboxylic acid according to claim 2 , wherein said polyol is ethoxylated and/or propoxylated.