# US 2023/0272129 A1 · Polymer of 2-acrylamido-2-methylpropane sulfonic acid or the salts thereof

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- Number: US 2023/0272129 A1
- Document ID: US20230272129A1
- Status: Published application
- Kind: A1
- Application number: 18/044,926
- Filed: 2021-08-19
- Published: 2023-08-31
- Earliest claimed: 2020-09-11
- Assignees: Snf Group
- Applicants: SNF Group
- Inventors: Cédrick FAVERO; Johann KIEFFER; Benoît LEGRAS
- Web page: https://patentgrep.com/patent/US20230272129A1

## CPC

- C08F 20/58: containing oxygen in addition to the carbonamido oxygen {, e.g. N-methylolacrylamide, N-acryloylmorpholine}
- A61K 8/8158: {Homopolymers or copolymers of amides or imides, e.g. (meth) acrylamide; Compositions of derivatives of such polymers}
- A61Q 19/00: Preparations for care of the skin
- C02F 1/285: {using synthetic organic sorbents}
- C02F 1/56: Macromolecular compounds
- C08F 2/10: Aqueous solvent
- C08F 220/56: Acrylamide; Methacrylamide
- C09K 8/588: characterised by the use of specific polymers {(polymeric surfactants C09K8/584)}
- C11D 3/378: {(Co)polymerised monomers containing sulfur, e.g. sulfonate}
- D21H 17/37: Polymers of unsaturated acids or derivatives thereof, e.g. polyacrylates
- A61K 2800/48: Thickener, Thickening system
- A61K 2800/49: Solubiliser, Solubilising system
- C09K 2208/28: Friction or drag reducing additives
- C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- A61K: PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES (devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms A61J3/00; chemical aspects of, or use of materials for deodorisation of air, for disinfection or sterilisation, or for bandages, dressings, absorbent pads or surgical articles A61L; soap compositions C11D)
- A61Q: SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- C02F: TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE (separation in general B01D; special arrangements on waterborne vessels of installations for treating water, waste water or sewage, e.g. for producing fresh water, B63J; adding materials to water to prevent corrosion C23F; treating radioactively-contaminated liquids G21F9/04; regeneration of reactants for recirculation into processes, see the relevant places for the processes)
- C09K: MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C11D: DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- D21H: PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR

## Abstract

The present invention relates to a polymer obtained at least from a quantity A of 2-acrylamido-2-methylpropane sulfonic acid, in acid and/or salified form, characterized in that the quantity A of 2-acrylamido-2-methylpropane sulfonic acid contains 250 to 20,000 ppm by weight of 2-methyl-2-propenyl-sulfonic acid, in acid and/or salified form. The present invention also relates to the use of this polymer as a flocculant, viscosity reducing agent, thickener, absorbent, friction reducing agent or plasticizer or superplasticizer, in particular in a field chosen from among oil and gas recovery, water treatment, sludge treatment, paper manufacture, construction, mining, cosmetic product formulation, detergent formulation, textile manufacture and agriculture.

## Claims

### Claim 1

A polymer obtained at least from a quantity A of 2-acrylamido-2-methylpropane sulfonic acid, in acid and/or salified form, characterized in that quantity A of 2-acrylamido-2-methylpropane acid sulfonic acid contains 250 to 20,000 ppm by weight of 2-methyl-2-propenyl-sulfonic acid, in acid and/or salified form.

### Claim 2 (depends on 1)

The polymer according to claim 1, characterized in that quantity A of 2-acrylamido-2-methylpropane sulfonic acid, in acid and/or salified form, contains 300 to 20,000 ppm of 2-methyl-2-propenyl-sulfonic, in acid and/or salified form.

### Claim 3 (depends on 1)

The polymer according to claim 1, characterized in that quantity A of 2-acrylamido-2-methylpropanesulfonic acid, in acid and/or salified form, contains 300 to 10,000 ppm of 2-methyl-2-propenylsulfonic acid, in acid and/or salified form.

### Claim 4 (depends on 1)

The polymer according to claim 1, characterized in that the polymer is further obtained from a quantity B of 2-acrylamido-2-methylpropane sulfonic acid, in acid and/or salified form, containing strictly less than 200 ppm by weight of 2-methyl-2-propenyl sulfonic acid, in acid and/or salified form.

### Claim 5 (depends on 1)

The polymer according to claim 1, characterized in that the polymer is a water-soluble polymer or a superabsorbent polymer.

### Claim 6 (depends on 1)

The polymer according to claim 1, characterized in that the polymer is water-soluble and has a weight-average molecular weight greater than 100,000 g/mol and less than or equal to 40 million g/mol.

### Claim 7 (depends on 1)

The polymer according to claim 1, characterized in that the polymer is a homopolymer of 2-acrylamido-2-methylpropane sulfonic acid, in acid and/or salified form, or a copolymer of 2-acrylamido-2-methylpropane sulfonic acid, in acid and/or salified form, further comprising at least one monomer chosen from the group comprising nonionic monomers, anionic monomers, cationic monomers, zwitterionic monomers, and mixtures thereof.

### Claim 8 (depends on 1)

The polymer according to claim 1, characterized in that the polymer is obtained at least from 2-acrylamido-2-methylpropane sulfonic acid, in acid and/or salified form, the total quantity of which contains strictly less than 20,000 ppm by weight of 2-methyl-2-propenyl sulfonic acid, in acid and/or salified form.

### Claim 9 (depends on 1)

The polymer according to claim 1, characterized in that the polymer is water-soluble and in that the proportion D of quantity A relative to the total quantity of 2-acrylamido-2-methylpropane sulfonic acid, in acid and/or salified form, is determined from the ratio R defined according to the following equation (1):
R
=
10
14
[
IBSA
]
2
*
C
2
⁢
Mw
(
1
)
wherein,
[IBSA] is the concentration in ppm by weight in quantity A of 2-methyl-2-propenyl-1-sulfonic acid;
Mw is the weight-average molecular weight of the polymer expressed in g/mol;
C is a coefficient equal to 0.2 when Mw is less than or equal to 1 million, equal to 0.6 when Mw is strictly greater than 1 million and less than or equal to 10 million, and equal to 0.8 when Mw is strictly greater than 10 million;
when R is strictly greater than 100, D is between 1 and 100%;
when R is strictly greater than 50 and less than or equal to 100, D is between 1 and 90%;
when R is strictly greater than 10 and less than or equal to 50, D is between 1 and 80%;
when R is strictly greater than 5 and less than or equal to 10, D is between 1 and 60%;
when R is strictly greater than 1 and less than or equal to 5, D is between 1 and 50%;
when R is strictly greater than 0.1 and less than or equal to 1, D is between 1 and 30%;
when R is strictly greater than 0.01 and less than or equal to 0.1, D is between 1 and 10%;
when R is less than or equal to 0.01, D is between 1 and 5%.

### Claim 10 (depends on 9)

The polymer according to claim 9, characterized in that
when R is strictly greater than 100, D is between 25 and 95%;
when R is strictly greater than 50 and less than or equal to 100, D is between 25 and 85%;
when R is strictly greater than 10 and less than or equal to 50, D is between 25 and 75%;
when R is strictly greater than 5 and less than or equal to 10, D is between 2 and 50%;
when R is strictly greater than 1 and less than or equal to 5, D is between 2 and 40%;
when R is strictly greater than 0.1 and less than or equal to 1, D is between 2 and 25%;
when R is strictly greater than 0.01 and less than or equal to 0.1, D is between 1 and 8%;
when R is less than or equal to 0.01, D is between 1 and 4%.

### Claim 11 (depends on 9)

The polymer according to claim 9, characterized in that
when R is strictly greater than 100, D is between 50 and 90%;
when R is strictly greater than 50 and less than or equal to 100, D is between 50 and 80%;
when R is strictly greater than 10 and less than or equal to 50, D is between 50 and 70%;
when R is strictly greater than 5 and less than or equal to 10, D is between 5 and 40%;
when R is strictly greater than 1 and less than or equal to 5, D is between 4 and 30%;
when R is strictly greater than 0.1 and less than or equal to 1, D is between 3 and 20%;
when R is strictly greater than 0.01 and less than or equal to 0.1, D is between 1 and 6%;
when R is less than or equal to 0.01, D is between 1 and 3%.

### Claim 12 (depends on 1)

The polymer according to claim 1, characterized in that quantity A of 2-acrylamido-2-methylpropane sulfonic acid, in acid and/or salified form, additionally contains between 300 and 10,000 ppm by weight 2-methylidene-1,3-propylenedisulfonic acid.

### Claim 13 (depends on 1)

Use of the polymer of claim 1 in a field selected from oil and gas recovery, water treatment, sludge treatment, papermaking, construction, mining, cosmetic formulation, detergent formulation, textile manufacturing, and agriculture.

### Claim 14 (depends on 1)

Use of the polymer according to claim 1 as a flocculant, viscosity-reducing agent, thickening agent, absorbing agent, friction-reducing agent or plasticizer or superplasticizer.

### Claim 15 (depends on 3)

The polymer according to claim 3, characterized in that the polymer is further obtained from a quantity B of 2-acrylamido-2-methylpropane sulfonic acid, in acid and/or salified form, containing strictly less than 200 ppm by weight of 2-methyl-2-propenyl sulfonic acid, in acid and/or salified form.

### Claim 16 (depends on 15)

The polymer according to claim 15, characterized in that the polymer is water-soluble and has a weight-average molecular weight greater than 100,000 g/mol and less than or equal to 40 million g/mol.

### Claim 17 (depends on 16)

The polymer according to claim 16, characterized in that the polymer is a homopolymer of 2-acrylamido-2-methylpropane sulfonic acid, in acid and/or salified form, or a copolymer of 2-acrylamido-2-methylpropane sulfonic acid, in acid and/or salified form, further comprising at least one monomer chosen from the group comprising nonionic monomers, anionic monomers, cationic monomers, zwitterionic monomers, and mixtures thereof.

### Claim 18 (depends on 17)

The polymer according to claim 17, characterized in that the polymer is obtained at least from 2-acrylamido-2-methylpropane sulfonic acid, in acid and/or salified form, the total quantity of which contains strictly less than 20,000 ppm by weight of 2-methyl-2-propenyl sulfonic acid, in acid and/or salified form.

### Claim 19 (depends on 18)

The polymer according to claim 18, characterized in that the proportion D of quantity A relative to the total quantity of 2-acrylamido-2-methylpropane sulfonic acid, in acid and/or salified form, is determined from the ratio R defined according to the following equation (1):
R
=
10
14
[
IBSA
]
2
*
C
2
⁢
Mw
(
1
)
wherein,
[IBSA] is the concentration in ppm by weight in quantity A of 2-methyl-2-propenyl-1-sulfonic acid;
Mw is the weight-average molecular weight of the polymer expressed in g/mol;
C is a coefficient equal to 0.2 when Mw is less than or equal to 1 million, equal to 0.6 when Mw is strictly greater than 1 million and less than or equal to 10 million, and equal to 0.8 when Mw is strictly greater than 10 million;
when R is strictly greater than 100, D is between 1 and 100%;
when R is strictly greater than 50 and less than or equal to 100, D is between 1 and 90%;
when R is strictly greater than 10 and less than or equal to 50, D is between 1 and 80%;
when R is strictly greater than 5 and less than or equal to 10, D is between 1 and 60%;
when R is strictly greater than 1 and less than or equal to 5, D is between 1 and 50%;
when R is strictly greater than 0.1 and less than or equal to 1, D is between 1 and 30%;
when R is strictly greater than 0.01 and less than or equal to 0.1, D is between 1 and 10%;
when R is less than or equal to 0.01, D is between 1 and 5%.

### Claim 20 (depends on 19)

The polymer according to claim 19, characterized in that quantity A of 2-acrylamido-2-methylpropane sulfonic acid, in acid and/or salified form, additionally contains between 300 and 10,000 ppm by weight 2-methylidene-1,3-propylenedisulfonic acid; and
when R is strictly greater than 100, D is between 50 and 90%;
when R is strictly greater than 50 and less than or equal to 100, D is between 50 and 80%;
when R is strictly greater than 10 and less than or equal to 50, D is between 50 and 70%;
when R is strictly greater than 5 and less than or equal to 10, D is between 5 and 40%;
when R is strictly greater than 1 and less than or equal to 5, D is between 4 and 30%;
when R is strictly greater than 0.1 and less than or equal to 1, D is between 3 and 20%;
when R is strictly greater than 0.01 and less than or equal to 0.1, D is between 1 and 6%;
when R is less than or equal to 0.01, D is between 1 and 3%.