ALKOXYLATED SECONDARY ALCOHOL
Patent Information
- Application Number
- FR2017060586
- Authority / Receiving Office
- FR · FR
- Patent Type
- Patents
- Current Assignee / Owner
- Filing Date
- 2017-11-10
- Publication Date
- 2025-09-19
- Estimated Expiration
- 2037-11-10
Abstract
Claims
CLAIMS 1. Compound of the following formula (I): in which: - the groups Ri and R2, identical or different, represent, independently of one another, a linear, branched or cyclic, saturated or unsaturated hydrocarbon group, comprising from 1 to 6 carbon atoms, it being understood that the sum of the carbon atoms of the groups Ri and Ri ranges from 2 to 7; the groups RI and R2 can also form together and with the carbon atom which carries them, a cycle with 6, 7 or 8 vertices, - n is an integer between, inclusive, 1 and 100, preferably between 2 and 100, more preferably between 3 and 100, particularly between 4 and 100, more particularly between 5 and 100, preferably between 6 and 100, more preferably between 7 and 100, preferably between 8 and 100, even more preferably between 9 and 100 and very preferably between 10 and 100, - A represents a sequence of one or more units chosen from ethylene oxide, propylene oxide, butylene oxide units and their mixtures, - the group formed by Ri, R2 and the carbon atom, to which Ri and R2 are attached, has a degree of branching equal to 0, 1 or 2.
2. Compound according to claim 1, characterized in that the group formed by Ri, R2 and the carbon atom to which Ri and R2 are attached has a branching degree of 1 or 2.
3. Compound according to any one of the preceding claims, characterized in that the group formed by Ri, R2 and the carbon atom, to which Ri and R2 are attached, is chosen from 2-octyl radical and the 4-methyl-2-pentyl radical, more particularly, the 2-octyl radical.
4. Process for the preparation of a compound of formula (I) as defined in any one of claims 1 to 3, comprising the following successive steps: (a) reacting a secondary alcohol of the following formula (II): RiCH(OH)R2 (II), in which Ri and R2 are as defined in claim 1, with n ethylene oxide(s), where n is as defined in claim 1, in the presence of at least one catalyst of dimetallic cyanide type; (b) reacting the product from step (a) with one or more oxides chosen from ethylene oxide, propylene oxide, butylene oxide and mixtures thereof, in the presence of at least one catalyst of the double metal cyanide type.
5. Process according to claim 4, characterized in that the secondary alcohol of formula (II) has a weight-average molar mass ranging from 70 to 200 g / mol, preferably from 80 to 180 g / mol.
6. Process according to claim 4 or 5, characterized in that the secondary alcohol of formula (II) is chosen from 2-octanol and methylisobutylcarbinol, preferably 2-octanol.
7. Process according to any one of claims 4 to 6, characterized in that the dimetallic cyanide type catalyst is zinc hexacyanocobaltate.
8. Process according to any one of claims 4 to 7, characterized in that the content of dimetallic cyanide type catalyst ranges from 1 to 1000 ppm relative to the content of secondary alcohol of formula (II), preferably from 2 to 300 ppm, more preferably from 5 to 200 ppm.
9. Process according to any one of claims 4 to 8, characterized in that the molar ratio of ethylene oxide / secondary alcohol of formula (II) ranges from 2 to 100, preferably from 3 to 100, more preferably from 4 to 100, particularly from 5 to 100, more particularly from 6 to 100, more preferably from 7 to 100, more preferably more preferably from 8 to 100, preferably from 9 to 100, and preferably from 10 to 100.
10. Use of a dimetallic cyanide catalyst to carry out the alkoxylation of 2-octanol.
11. Use of the compound of formula (I) as defined in any one of claims 1 to 3, as a non-ionic surfactant, low foaming surfactant, wetting agent, foaming agent, hydrotrope, detergent, solvent, reactive solvent, coalescing agent, compatibilizer, emulsifying agent, dispersant, chemical intermediate, corrosion inhibitor, demulsifier, plasticizer, sequestrant, mineral deposit inhibitor, ionic liquid, stabilizer, lubricant, bitumen additive, deinking additive, gelling agent in oils, flotation collector for ores, processing aid in the manufacture of plastic articles, antistatic agent, additive for fertilizer coatings, for plant protection, for textile treatment and for enhanced oil recovery, for the production of electrodes and electrolytes for batteries.
12. Composition comprising at least one compound of formula (I) as defined in any one of claims 1 to 3, and one or more aqueous, organic, hydro-organic solvents, with optionally one or more additives and fillers.