Granted Patent B2

US 12,331,147 · App. 18/873,206 · Granted Jun 17, 2025

Inventors: Gatien Faucher (Andrezieux Boutheon, FR); Damien Fougerouse (Andrezieux Boutheon, FR); Bastien Martel (Andrezieux Boutheon, FR); Cyril Barriere (Andrezieux Boutheon, FR)

Assignee: SNF GROUP

C08F285/00D21H17/45

Abstract

Claims (59)

1. A polyvinylamine polymer resulting from the Hofmann Degradation reaction of a base polymer comprising:

at least one cationic monomer A;

at least one non-ionic monomer B selected from acrylamide, acrylonitrile, methacrylamide and mixtures thereof;

at least one structuring system comprising:

(i) at least one compound I, selected from: allylsulfonic acid, methallylsulfonic acid, allyldisulfonic acid, methallyldisulfonic acid, salts and mixtures thereof;

(ii) at least one compound II of formula (1):

R 1 and R 2 being, independently of each other, a hydrogen atom, a methyl group, an ethyl group, an isopropyl group or a CH 2 —OH group;

R 1 and R 2 not both being a hydrogen atom;

said polymer lacking an anionic monomer other than compound I;

said polyvinylamine polymer being obtained according to the following steps:

a) formation of a solution (S1) comprising at least a first fraction (F1) containing (1) at least one monomer selected from monomers A and B and (2) at least one compound selected from compounds I and II;

b) polymerization 1 (PO1) of the fraction F1 to form a solution of a solution of a first gradient polymer (PG1);

c) addition, to the solution comprising PG1, of a second fraction (F2) containing (1) at least one monomer selected from monomers A and B and (2) at least one compound selected from compounds I and II;

d) polymerization 2 (PO2) of the fraction F2 on PG1 in order to form a solution of a second gradient polymer (PG2);

e) addition, to the solution comprising PG2 of a third fraction (F3) containing (1) at least one monomer selected from monomers A and B and (2) at least one compound selected from compounds I and II;

f) polymerization 3 (PO3) of fraction F3 on PG2 in order to form a solution comprising a base polymer;

g) dilution of the solution comprising this base polymer and Hofmann degradation reaction on the base polymer in order to obtain a polyvinylamine polymer and

at least one of the fractions F1, F2 or F3 contains at least one monomer A,

at least one of the fractions F1, F2 or F3 contains at least one monomer B,

at least one of the fractions F1, F2 or F3 contains at least one compound I and

at least one of the fractions F1, F2 or F3 contains at least one compound II.

2. The polyvinylamine polymer according to claim 1 , wherein the at least one cationic monomer A is selected from dimethyldiallyl ammonium chloride, acrylamide propyltrimethyl ammonium chloride, methacrylamide propyltrimethyl ammonium chloride and mixtures thereof.

3. The polyvinylamine polymer according to claim 1 , wherein the base polymer comprises between 500 and 50,000 ppm of compound I, based on the total weight of monomers A and B.

4. The polyvinylamine polymer according to claim 1 , wherein the base polymer comprises between 500 and 50,000 ppm of compound II, based on the total weight of monomers A and B.

5. The polyvinylamine polymer according to claim 1 , wherein compound II is selected from: N,N-dimethylacrylamide, N,N-diethylacrylamide, N,N-isopropylacrylamide, N-methylolacrylamide and mixtures thereof.

6. The polyvinylamine polymer according to claim 1 , wherein the mass ratio between compound I and compound II is comprised between 0.01 and 100.

7. The polyvinylamine polymer according to claim 1 , wherein at least one of fraction F1, F2 or F3 is different from the other fractions.

8. A method of sequential preparation of a polyvinylamine polymer, comprising the following steps:

a) formation of a solution (S1) comprising at least a first fraction (F1) containing (1) at least one monomer selected from monomers A and B and (2) at least one compound selected from compounds I and II;

the at least one monomer A being a cationic monomer;

the at least one monomer B being a non-ionic monomer selected from acrylamide, acrylonitrile, methacrylamide and mixtures thereof;

the at least one compound I being selected from allylsulfonic acid, methallysulfonic acid, allyl disulfonic acid, methallyl disulfonic acid, salts and mixtures thereof;

the at least one compound II being of formula (1):

R 1 and R 2 being, independently of each other, a hydrogen atom, a methyl group, an ethyl group, an isopropyl group or a CH 2 —OH group;

R 1 and R 2 not both being a hydrogen atom;

said polymer is free of anionic monomer other than compound I;

b) polymerization 1 (PO1) of a fraction F1 to form a solution of a first gradient polymer (PG1);

c) addition, to the solution comprising PG1, of a second fraction (F2) containing (1) at least one monomer selected from monomers A and B and (2) at least one compound selected from compounds I and II;

d) polymerization 2 (PO2) of the fraction F2 on PG1 in order to form a solution of a second gradient polymer (PG2);

e) addition, to the solution comprising PG2 of a third fraction (F3) containing (1) at least one monomer selected from monomers A and B and (2) at least one compound selected from compounds I and II;

f) polymerization 3 (PO3) of the fraction F3 on PG2, in order to form a solution comprising a base polymer;

g) dilution of the solution comprising the base polymer and Hofmann degradation reaction on the base polymer in order to obtain the polyvinylamine polymer.

9. The method according to claim 8 , wherein at least one of fraction F1, F2 or F3 is different from the other fractions.

10. The method according to claim 8 , wherein an initiator is added continuously throughout the polymerization process.

11. The method according to claim 8 , wherein, after step f) of polymerization (PO3), and prior to step g), the method comprises a step of aging from 10 minutes to 100 minutes.

12. The method according to claim 8 ,

wherein the Hofmann degradation reaction comprises at least the following steps:

g1) dilution of the solution comprising the base polymer in order to obtain a diluted solution of the base polymer (SD1);

g2) addition of an alkaline or alkaline earth metal hypohalite and of an alkaline or alkaline earth metal hydroxide in order to obtain a diluted solution (SD2);

g3) reaction between the base polymer, the alkaline metal or alkaline earth hypohalite and the alkaline metal or alkaline earth metal hydroxide;

g4) obtaining a solution comprising a polyvinylamine polymer (SD3).

13. A paper or cardboard manufacturing method comprising adding a polyvinylamine polymer according to claim 1 to an aqueous suspension of fibers and forming a sheet of paper or cardboard.

14. A method for the recovery of hydrocarbons; in the drilling or cementing of wells; in the stimulation of hydrocarbon wells; in the treatment of water in open, closed or semi-closed circuit; in the treatment of fermentation musts; in the treatment of sludges; in construction; in lumber processing; in the treatment of hydraulic composition; in the mining industry; in the formulation of cosmetic products; in the formulation of detergents; in textile manufacturing; in the geothermal sector; in the manufacture of sanitary napkins; or in agriculture; said method comprising adding the polyvinylamine polymer according to claim 1 to an aqueous solution, and using the resultant solution in the method.

15. A composition comprising the polyvinylamine polymer according to claim 1 , wherein said composition is a flocculant, coagulant, binding agent, fixing agent, viscosity-reducing agent, thickening agent, absorption agent, friction-reducing agent, drainage agent, charge-retaining agent, dehydrating agent, conditioning agent, stabilizing agent, fixing agent, film-forming agent, sizing gent, superplasticizer agent, clay inhibitor or dispersant.

16. The polyvinylamine polymer according to claim 2 , wherein the base polymer comprises between 500 and 50,000 ppm of compound I, based on the total weight of monomers A and B.

17. The polyvinylamine polymer according to claim 16 , wherein the base polymer comprises between 500 and 50,000 ppm of compound II, based on the total weight of monomers A and B.

18. The polyvinylamine polymer according to claim 17 , wherein compound II is selected from: N,N-dimethylacrylamide, N,N-diethylacrylamide, N,N-isopropylacrylamide, N-methylolacrylamide and mixtures thereof.

19. The polyvinylamine polymer according to claim 18 , wherein the mass ratio between compound I and compound II is comprised between 0.01 and 100.

20. The polyvinylamine polymer according to claim 19 , wherein at least one of fraction F1, F2 or F3 is different from the other fractions.

Assignments (1)

Priority Claims (1)

Continuity (1)

References Cited (18)