IP Library Granted Patent US 11,548,904
Granted Patent B2
US 11,548,904 · App. 16/761,652 · Granted Jan 10, 2023

Secondary alcohol phosphate ester

Inventors: Juan Antonio Gonzalez Leon (Lyons, FR); Jean-Philippe Gillet (Brignais, FR); Gilles Barreto (Messimy, FR); Carl Bouret (Chateauroux, FR)
Assignee: Arkema France
C07F9/091
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Quick Facts
Patent No.
US 11,548,904
App. No.
16/761,652
Granted
Jan 10, 2023
Kind
B2
Abstract

The invention relates to a compound of following formula (I), and also to the addition salts thereof with an organic or mineral base, the solvates such as hydrates and the mixtures thereof; to the use thereof as a surfactant, wetting agent, detergent, emulsifier, dispersant, corrosion inhibitor, plasticizer, sequestering agent, ionic liquid, stabilizer, lubricant, bitumen additive, gelling agent in oils, flotation collector for ores, adjuvant in the manufacture of plastic objects, anti-static agent, additive for fertiliser coverings and for enhanced oil recovery, and also to the compositions comprising at least one compound of formula (I) and/or a salt thereof, alone or as a mixture.

Claims (40)

1. A salt of a compound of formula (I) below:

wherein:

the group formed by R 1 , R 2 and the carbon atom to which R 1 and R 2 are attached is selected from a 2-octyl radical and a 4-methyl-2-pentyl radical;

n is an integer between, limits inclusive, 1 and 100;

A represents a sequence of one or more units chosen from ethylene oxide, propylene oxide and butylene oxide units, and mixtures thereof;

G denotes the group —O—[B] p —R 5 ;

R 5 represents a group chosen from a hydrogen atom or a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based group, comprising from 1 to 30 carbon atoms;

B represents a sequence of one or more units chosen from ethylene oxide, propylene oxide and butylene oxide units, and mixtures thereof;

p denotes an integer ranging from 0 to 100;

J denotes the group —O-[E] s -R 6 ,

R 6 represents a group chosen from a hydrogen atom or a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based group, comprising from 1 to 30 carbon atoms;

E represents a sequence of one or more units chosen from ethylene oxide, propylene oxide and butylene oxide units, and mixtures thereof;

s denotes an integer ranging from 0 to 100;

m denotes an integer ranging from 1 to 3; and

q and r denote integers ranging from 0 to 2,

where m+q+r=3,

wherein the compound is in ammonium salt form or in organic amine salt form, the organic amine being chosen from alkylamines, alkyldiamines, cycloalkylamines, alkylamido(poly)amines, aromatic amines and alkanolamines, the amine optionally being primary, secondary or tertiary, and also optionally being alkoxylated, and also from heterocyclic amines, urea, and mixtures thereof.

2. The salt as claimed in claim 1 , wherein n is between, limits inclusive, 1 and 75.

3. The salt as claimed in claim 1 , wherein p and s, independently of each other, are between, limits inclusive, 0 and 75.

4. A composition comprising at least one salt of a compound of formula (I) at least one compound of formula (I) as defined in claim 1 , with one or more aqueous, organic or aqueous-organic solvents, and optionally one or more additives and fillers.

5. A salt of a compound of forumla (I) below:

wherein:

the group formed by R 1 , R 2 and the carbon atom to which R 1 and R 2 are attached is selected from a 2-octyl radical and a 4-methyl-2-pentyl radical;

n is an integer between, limits inclusive, 1 and 100;

A represents a sequence of one or more units chosen from ethylene oxide, propylene oxide and butylene oxide units, and mixtures thereof;

G denotes the group —O—[B] p —R 5 ;

R 5 represents a group chosen from a hydrogen atom or a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based group, comprising from 1 to 30 carbon atoms;

B represents a sequence of one or more units chosen from ethylene oxide, propylene oxide and butylene oxide units, and mixtures thereof;

p denotes an integer ranging from 0 to 100;

J denotes the group —O-[E]s-R 6 ,

R 6 represents a group chosen from a hydrogen atom or a linear, branched or cyclic, saturated or unsaturated hydrocarbon-based group, comprising from 1 to 30 carbon atoms;

E represents a sequence of one or more units chosen from ethylene oxide, propylene oxide and butylene oxide units, and mixtures thereof;

s denotes an integer ranging from 0 to 100;

m denotes an integer ranging from 1 to 3; and

q and r denote integers ranging from 0 to 2,

where m+q+r=3,

wherein the compound is in the form of an inorganic salt chosen from the elements from column 1 of the Periodic Table of the Elements; the elements from column 2 of the Periodic Table of the Elements, the elements from columns 3 to 12 of the Periodic Table of the Elements, the elements from column 13 of the Periodic Table of the Elements, and mixtures thereof.

6. The salt as claimed in claim 5 , wherein n is between, limits inclusive, 1 and 75.

7. The salt as claimed in claim 5 , wherein p and s, independently of each other, are between, limits inclusive, 0 and 75.

8. A composition comprising at least one salt of a compound of formula (I) as defined in claim 5 , with one or more aqueous, organic or aqueous-organic solvents, and optionally one or more additives and fillers.

Assignments (2)
CHANGE OF ADDRESS Recorded Jul 4, 2025
From: ARKEMA FRANCE
To: ARKEMA FRANCE
Reel/Frame 071814/0739 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 6, 2020
From: GONZALEZ LEON, JUAN ANTONIO; GILLET, JEAN-PHILIPPE; BARRETO, GILLES; BOURET, CARL
To: ARKEMA FRANCE
Reel/Frame 052589/0219 →