US 12,668,517 B2Granted

Functionalized phosphonates, and water-soluble salts and N-oxide derivatives thereof, and method of use thereof as scale inhibitor

AssigneeDorf Ketal Brasil Ltda, Brazil

InventorsChun Te Huang, Rubens Bisatto, Fernanda Fiegenbaum, Carlos Rodolfo Wolf

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Abstract

The present invention relates to a composition comprising functionalized phosphonate, and water-soluble salt and N-oxide derivatives thereof, and method of use thereof as scale inhibitor. Particularly, the present invention relates to a composition comprising functionalized methylene phosphate of amino-terminated 52xyalkylated, a water-soluble salt thereof, a N-oxide salt thereof, or a water-soluble N-oxide salt thereof as scale inhibitor to prevent scales formed due to deposition of alkaline earth metal cations comprising (including) calcium, barium, strontium, magnesium, or a mixture thereof along with anions comprising (including) sulfate, carbonate, bicarbonate, phosphate, silicate, sulfide, or a mixture thereof, particularly to prevent scales formed due to deposition of calcium carbonate, calcium sulfate, barium sulfate, strontium sulfate, magnesium sulfate, or a mixture thereof at a different temperature and pressure in high salinity medium including brine environment. Particularly, the present invention also relates to method of use of a composition comprising functionalized methylene phosphonate of amino-terminated oxyalkylate, a water-soluble salt thereof, a N-oxide salt thereof, or a water-soluble N-oxide salt thereof as scale inhibitor to prevent scales formed due to deposition of alkaline earth metal cations comprising (including) calcium, barium, strontium, magnesium, or a mixture thereof along with anions comprising (including) sulfate, carbonate, bicarbonate, phosphate, silicate, sulfide, or a mixture thereof, particularly to prevent scales formed due to deposition of calcium carbonate, calcium sulfate, barium sulfate, strontium sulfate, magnesium sulfate, or a mixture thereof at a different temperature and pressure in high salinity medium including brine environment.

Claims20

Dependent claims

A composition comprising functionalized methylene phosphonate of amino-terminated oxyalkylate,

wherein the functionalized methylene phosphonate of amino-terminated oxyalkylate has a general Formula-I:
wherein:
Z is selected from hydrogen atom, etheric oxygen atom, hydroxyl, alkyl, aryl, cycloalkyl, heretocyclyl, hydrocarbylene, heterocarbylene, or an organoheteryl having from 1 to 6 carbons;
n is an integer or fractional integer;
A is a lower alkylene group;
a is a lower alkylene group;
x is integer having a value from 1 to 4;
R1 and R2 are independently selected from hydrogen, —CH2PO3M2, and a functional group;
wherein n defines the number of oxyalkylene units in the functionalized methylene phosphonate of amino-terminated oxyalkylate;
wherein A is selected from methylene, ethylene, propylene, butylene, methyl ethylene, or a combination thereof;
wherein a is selected from methylene, ethylene, propylene, butylene, methyl ethylene, or ethyl ethylene;
characterized in that
wherein the R1 and R2 of the functionalized methylene phosphonate of amino-terminated oxyalkylate having a general Formula-I has at least combination of —CH2PO3M2 with one or more functional group, and the remaining is hydrogen;
wherein the functional group is selected from —YCO2M, —YSO3M, —YCONM2, —YCN, or a combination thereof;
wherein Y in the functional group is independently selected from an hydrocarbylene, arylene or heterocarbylene selected from methylene, ethylene, propylene, propenyl, 2-methyl-propylene, butylene or 2-hydroxy-propyl, 2-methyl-2-(propionamido) propane, phenylene;
wherein M is independently selected from hydrogen, an alkali metal, alkaline earth metal, ammonium salt, ammonium derivative or lower alkyl group, or a combination thereof;
wherein the R1 and R2 comprises:
a) from 15 mol % to 80 mol % of the —CH2PO3M2 based on the total mol percent (mol %) of the R1 and the R2;
b) from 15 mol % to 50 mol % of the functional group based on the total mol percent (mol %) of the R1 and the R2;
and
c) the remaining is the hydrogen.

18 more elements

A composition comprising N-oxide salt of a functionalized methylene phosphonate of amino-terminated oxyalkylate having a general Formula-I, wherein the N-oxide salt has a general Formula-II:

wherein
Z is selected from hydrogen atom, etheric oxygen atom, hydroxyl, alkyl, aryl, cycloalkyl, heretocyclyl, hydrocarbylene, heterocarbylene, or an organoheteryl having from 1 to 6 carbons;
n is an integer or fractional integer;
A is a lower alkylene group;
a is a lower alkylene group;
x is integer having a value from 1 to 4;
R1 and R2 are independently selected from hydrogen, —CH2PO3M2, and a functional group;
wherein n defines the number of oxyalkylene units in the functionalized methylene phosphonate of amino-terminated oxyalkylate;
wherein A is selected from methylene, ethylene, propylene, butylene, methyl ethylene, or a combination thereof;
wherein a is selected from methylene, ethylene, propylene, butylene, methyl ethylene, or ethyl ethylene;
characterized in that
wherein the R1 and R2 has at least combination of —CH2PO3M2 with one or more functional group, and the remaining is hydrogen;
wherein the functional group is selected from —YCO2M, —YSO3M, —YCONM2, —YCN, or a combination thereof;
wherein the Y in the functional group is independently selected from an hydrocarbylene, arylene or heterocarbylene selected from methylene, ethylene, propylene, propenyl, 2-methyl-propylene, butylene or 2-hydroxy-propyl, 2-methyl-2-(propionamido) propane, phenylene;
and
wherein M is independently selected from hydrogen, an alkali metal, alkaline earth metal, ammonium salt, ammonium derivative or lower alkyl group, or a combination thereof.

13 more elements

Dependencies are inferred from the claim text.

Facts

Application: 18/683,601Filed 10 Aug 2022
Priority: IN 20211103691714 Aug 2021
Published: US 2024/0351930 A124 Oct 2024
Granted: 30 Jun 2026
Term ends: Not estimatedThe source records don’t support an estimate.

Classification5 codes

C02F 5/14
Using organic substances: containing phosphorus
C02F 2103/023
Non-contaminated water, e.g. for industrial water supply: water in cooling circuits
C02F 2103/365
From the manufacture of organic compounds: from petrochemical industry
C02F 2303/22
Specific treatment goals: eliminating or preventing deposits, scale removal, scale prevention