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

1 . 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;

R 1 and R 2 are independently selected from hydrogen, —CH 2 PO 3 M 2 , 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 R 1 and R 2 of the functionalized methylene phosphonate of amino-terminated oxyalkylate having a general Formula-I has at least combination of —CH 2 PO 3 M 2 with one or more functional group, and the remaining is hydrogen;

wherein the functional group is selected from —YCO 2 M, —YSO 3 M, —YCONM 2 , —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 R 1 and R 2 comprises:

a) from 15 mol % to 80 mol % of the —CH 2 PO 3 M 2 based on the total mol percent (mol %) of the R 1 and the R 2 ;

b) from 15 mol % to 50 mol % of the functional group based on the total mol percent (mol %) of the R 1 and the R 2 ; and

c) the remaining is the hydrogen.

2 . The composition as claimed in claim 1 , wherein the functional group is selected from —YCO 2 M, —YSO 3 M, or a combination thereof.

3 . The composition as claimed in claim 1 , wherein the n on average varies from about 0.25 to about 75.

4 . The composition as claimed in claim 1 , wherein the n defines number of the oxyalkylene units in the functionalized methylene phosphonate of amino-terminated oxyalkylate.

5 . The composition as claimed in claim 1 , wherein the composition comprises the functionalized methylene phosphonate of amino-terminated oxyalkylate having a general Formula-I as its water-soluble salt as claimed in claim 1 .

6 . The composition as claimed in claim 5 , wherein the water-soluble salt is prepared by neutralizing acid groups of the —CH 2 PO 3 M 2 and the functional group with a stoichiometric amount of a base salt.

7 . The composition as claimed in claim 6 , wherein the base salt comprises alkali metal, alkaline earth metal, ammonium, or ammonium derivative.

8 . 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;

R 1 and R 2 are independently selected from hydrogen, —CH 2 PO 3 M 2 , 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 R 1 and R 2 has at least combination of —CH 2 PO 3 M 2 with one or more functional group, and the remaining is hydrogen;

wherein the functional group is selected from —YCO 2 M, —YSO 3 M, —YCONM 2 , —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.

9 . The composition as claimed in claim 8 , wherein the composition comprises the functionalized methylene phosphonate of amino-terminated oxyalkylate having a general Formula-I as its water-soluble salt of N-oxide as claimed in claim 8 and has a general Formula-II:

wherein Z, n, A, a, x, R 1 and R 2 , and functional group and the Y and M, and combination of —CH 2 PO 3 M 2 with one or more functional group are same as of the general Formula-I.

10 . The composition as claimed in claim 9 , wherein the water-soluble salt of N-oxide is obtained by neutralizing the —CH 2 PO 3 M 2 and the functional group with a stoichiometric amount of a base salt.

11 . The composition as claimed in claim 10 , wherein the base salt comprises alkali metal, alkaline earth metal, ammonium, or ammonium derivative.

12 . The composition as claimed in claim 1 , wherein the composition comprises a one or more of a compound of a structural Formula 3 to 5, and 7 to 23, wherein the compound is:

having a structural Formula-3 having —YSO 3 H as a functionalized group:

having a structural Formula-4 having —YSO 3 Na as a functionalized group:

having a structural Formula-5 having —YCO 2 H as a functionalized group:

having a structural Formula-7 having —YSO 3 Na as a functionalized group:

having a structural Formula-8 having —YCO 2 H as a functionalized group:

having a structural Formula-9 having —YSO 3 Na as a functionalized group:

having a structural Formula-10 having —YCO 2 H as a functionalized group:

having a structural Formula-11 having —YCO 2 H and —YSO 3 Na as functionalized groups:

having a structural Formula-12 having —YCO 2 H and —YSO 3 Na as functionalized groups:

having a structural Formula-13 having —YCO 2 H as a functionalized group:

having a structural Formula-14 having —YSO 3 H as a functionalized group:

having a structural Formula-15 having —YCO 2 H as a functionalized group:

having a structural Formula-16 having —YCO 2 H as a functionalized group:

having a structural Formula-17 having —YSO 3 H as a functionalized group:

having a structural Formula-18 having —YSO 3 Na as a functionalized group:

having a structural Formula-19 having —YSO 3 Na as a functionalized group:

having a structural Formula-20 having —YSO 3 H as a functionalized group:

having a structural Formula-21 having —YCO 2 H as a functionalized group:

having a structural Formula-22 having —YSO 3 H as a functionalized group:

having a structural Formula-23 having —YSO 3 H as a functionalized group:

13 . A method for eliminating or at least reducing formation of scales, wherein the method comprises a step of adding a composition comprising:

(a) the functionalized methylene phosphonate of amino-terminated oxyalkylate as claimed in claim 1 ;

(b) a water-soluble salt of the functionalized methylene phosphonate of amino-terminated oxyalkylate;

(c) a N-oxide salt of the functionalized methylene phosphonate of amino-terminated oxyalkylate; or

(d) a water-soluble salt of N-oxide of the functionalized methylene phosphonate of amino-terminated oxyalkylate;

wherein the composition is added to a medium in an amount sufficient to eliminate or to reduce formation of the scales; and

wherein the composition is added as a scale inhibitor for eliminating or at least reducing formation of the scales.

14 . The method as claimed in claim 13 , wherein the scales are formed due to deposition of alkaline earth metal cations comprising calcium, barium, strontium, magnesium, or a mixture thereof along with anions comprising sulfate, carbonate, bicarbonate, phosphate, silicate, sulfide, or a mixture thereof.

15 . The method as claimed in claim 13 , wherein the scales are formed due to deposition of calcium carbonate, calcium sulfate, barium sulfate, strontium sulfate, magnesium sulfate, or a mixture thereof.

16 . The method as claimed in claim 13 , wherein the medium comprises alkaline earth metal cation comprising calcium, barium, strontium, magnesium, or a mixture thereof along with anion comprising sulfate, carbonate, bicarbonate, phosphate, silicate, sulfide, or a mixture thereof.

17 . A method for using a composition comprising:

(a) the functionalized methylene phosphonate of amino-terminated oxyalkylate as claimed in claim 1 ;

(b) a water-soluble salt of the functionalized methylene phosphonate of amino-terminated oxyalkylate;

(c) a N-oxide salt of the functionalized methylene phosphonate of amino-terminated oxyalkylate; or

(d) a water-soluble salt of N-oxide of the functionalized methylene phosphonate of amino-terminated oxyalkylate;

as a threshold scale inhibitor, a chelation agent, or a sequestration agent in oilfield application;

wherein the composition is added to a medium in an amount sufficient to inhibit scale or to reduce formation of the scales, or to form chelate complex, or to form a water-soluble complex with a metal; and

wherein the composition is added as a threshold scale inhibitor, a chelation agent, or a sequestration agent.

18 . A method for using a composition comprising:

(a) the functionalized methylene phosphonate of amino-terminated oxyalkylate as claimed in claim 1 ;

(b) a water-soluble salt of the functionalized methylene phosphonate of amino-terminated oxyalkylate;

(c) a N-oxide salt of the functionalized methylene phosphonate of amino-terminated oxyalkylate; or

(d) a water-soluble salt of N-oxide of the functionalized methylene phosphonate of amino-terminated oxyalkylate;

as a dispersant in industrial cooling water, boiler water, oil well process water and other process waters;

wherein the method comprises a step of adding the composition as a dispersant to the industrial cooling water, the boiler water, the oil well process water, or the other process waters in an amount effective to disperse scales so as to avoid formation of insoluble precipitates and maintain system cleanliness.

19 . A method for using a composition comprising:

(a) the functionalized methylene phosphonate of amino-terminated oxyalkylate as claimed in claim 1 ;

(b) a water-soluble salt of the functionalized methylene phosphonate of amino-terminated oxyalkylate;

(c) a N-oxide salt of the functionalized methylene phosphonate of amino-terminated oxyalkylate; or

(d) a water-soluble salt of N-oxide of the functionalized methylene phosphonate of amino-terminated oxyalkylate;

as a bivalent ion tolerance;

wherein the method comprises a step of adding the composition as the bivalent ion tolerant agent to a medium containing bivalent ions in an amount effective to maintain solubility and prevent precipitation in the presence of the bivalent ions.

20 . The method as claimed in claim 19 , wherein the bivalent ion is selected from a group comprising: calcium (Ca), strontium (Sr), barium (Ba), magnesium (Mg), or a mixture thereof.