AQUEOUS POLYMER COMPOSITION AND COPOLYMER

Abstract

The invention relates to an aqueous composition comprising a copolymer obtained by a particular polymerization reaction using an anionic monomer comprising a polymerizable olefinic unsaturation and a carboxylic acid function and a monomer of formula (I):

##STR00001##

the invention also relates to this copolymer per se, and to a method for the preparation thereof and to the use thereof as a superplasticizer.

Claims

1: An aqueous composition, comprising at least one copolymer, wherein the at least one copolymer has a polymolecularity index P.sub.I of less than 3 and is obtained by at least one radical polymerization reaction, implemented in water and at a temperature ranging from 10 to 90 C., of: (a) at least one anionic monomer comprising at least one polymerizable olefinic unsaturation and at least one carboxylic acid group or a salt thereof, and (b) at least one monomer of formula (I): ##STR00007## wherein: R.sup.1 and R.sup.2 each independently represents H or CH.sub.3, each L.sup.1 independently represents a group selected from the group consisting of C(O), CH.sub.2, CH.sub.2CH.sub.2 and OCH.sub.2CH.sub.2CH.sub.2CH.sub.2, and each L.sup.2 independently represents a group selected from the group consisting of (CH.sub.2CH.sub.2O).sub.x, (CH.sub.2CH(CH.sub.3)O).sub.y, (CH(CH.sub.3)CH.sub.2O).sub.z and combinations thereof, wherein x, y and z each independently is an integer or decimal in a range of from 0 to 150 and x+y+z is in a range of from 10 to 150; in the presence of: (i) at least one compound comprising phosphorus in the I oxidation state; and (ii) at least one radical-generating compound selected from the group consisting of hydrogen peroxide, ammonium persulphate, an alkali metal persulphate, and mixtures thereof or the respective associations thereof with ammonium bisulphite, with an alkali metal bisulphite or with an ion selected from the group consisting of Fe.sup.11, Fe.sup.III, Cu.sup.I, and Cu.sup.III.

2: The aqueous composition of claim 1, comprising no homopolymer of the at least one anionic monomer (a) or comprising a reduced amount of homopolymer of the at least one anionic monomer (a) with respect to an amount by dry weight of copolymer.

3: The aqueous composition of claim 1, wherein the at least one polymerization reaction comprises: from 1 to 25% by weight of the at least one anionic monomer (a); and from 75 to 99% by weight of the at least one monomer (b).

4: The aqueous composition of claim 1, wherein the at least one copolymer comprises: from 1 to 25% by weight of the at least one anionic monomer (a); and from 75 to 99% by weight of the at least one monomer (b).

5: The aqueous composition of claim 1, comprising less than 2,000 ppm by weight of residual at least one anionic monomer (a) with respect to an amount by dry weight of copolymer.

6: The aqueous composition of claim 1, wherein the at least one radical polymerization reaction comprises a mineral compound or hypophosphorus acid (H.sub.3PO.sub.2) or a derivative of hypophosphorus acid (H.sub.3PO.sub.2).

7: The aqueous composition of claim 1, wherein the at least one radical polymerization reaction further comprises another anionic monomer.

8: The aqueous composition of claim 1, wherein the at least one monomer (b) is selected from the group consisting of compounds satisfying the following formulae (Ia), (Ib), (Ic) and (Id): ##STR00008## wherein: R.sup.1 and R.sup.2 each independently represents H or CH.sub.3, and each L.sup.2 independently represents a group selected from the group consisting of (CH.sub.2CH.sub.2O).sub.x, (CH.sub.2CH(CH.sub.3)O).sub.y, (CH(CH.sub.3)CH.sub.2O).sub.z and combinations thereof, wherein x, y and z each independently is an integer or decimal in a range of from 0 to 150 and x+y+z is in a range of from 10 to 150.

9: The aqueous composition of claim 1, wherein x is strictly greater than y+z.

10: The aqueous composition of claim 1, wherein the at least one radical polymerization reaction is implemented at a temperature ranging from 30 to 85 C.

11: The aqueous composition of claim 1, wherein the at least one radical polymerization reaction further comprises another monomer (c) selected from the group consisting of: another anionic monomer; a non-ionic monomer comprising at least one polymerisable olefinic unsaturation; another monomer, different from the at least one monomer (b), and selected from the group consisting of compounds satisfying the following formulae (I), (Ia), (Ib), (Ic) and (Id): ##STR00009## wherein: R.sup.1 and R.sup.2 each independently represents H or CH.sub.3, and L.sup.1 and L.sup.2 represent (CH.sub.2CH.sub.2O).sub.x, wherein x is 1; another monomer, different from the at least one monomer (b), and selected from the group consisting of compounds satisfying formulae (I), (Ia), (Ib), (Ic) and (Id), wherein: R.sup.1 and R.sup.2 each independently represents H or CH.sub.3, and L.sup.1 and L.sup.2 each independently represents a group selected from the group consisting of (CH.sub.2CH(CH.sub.3)O).sub.y, (CH(CH.sub.3)CH.sub.2O).sub.z and combinations thereof, wherein y+z is 1 or 2; and 2-acrylamido-2-methylpropanesulphonic acid, a salt of 2-acrylamido-2-methylpropanesulphonic acid, 2-(methacryloyloxy)ethanesulphonic acid, a salt of 2-(methacryloyloxy)ethanesulphonic acid, sodium methallyl sulphonate, styrene sulphonate and mixtures thereof.

12: The aqueous composition of claim 1, wherein the at least one radical polymerization reaction is also implemented in the presence of (iii) from 0.05 to 5% by weight, with respect to an amount of monomers, of at least one compound of formula (II): ##STR00010## wherein: each X independently represents H, Na or K, and each R independently represents a C.sub.1-C.sub.5-alkyl group.

13: A copolymer, which has a polymolecularity index P.sub.I of less than 3 and is obtained by at least one radical polymerization reaction, implemented in water and at a temperature ranging from 10 to 90 C., of: (a) at least one anionic monomer comprising at least one polymerizable olefinic unsaturation and at least one carboxylic acid group or a salt thereof, and (b) at least one monomer of formula (I): ##STR00011## wherein: each of R.sup.1 and R.sup.2 independently represents H or CH.sub.3, each L.sup.1 independently represents a group selected from the group consisting of C(O), CH.sub.2, CH.sub.2CH.sub.2 and OCH.sub.2CH.sub.2CH.sub.2CH.sub.2, and each L.sup.2 independently represents a group selected from the group consisting of (CH.sub.2CH.sub.2O).sub.x, (CH.sub.2CH(CH.sub.3)O).sub.y, (CH(CH.sub.3)CH.sub.2O).sub.z and combinations thereof, wherein x, y and z independently represent an integer or decimal in a range of from 0 to 150 and x+y+z is in a range of from 10 to 150; in the presence of: (i) at least one compound comprising phosphorus in the I oxidation state; and (ii) of at least one radical-generating compound selected from the group consisting of hydrogen peroxide, ammonium persulphate, an alkali metal persulphate, and mixtures thereof or the respective associations thereof with ammonium bisulphite, with an alkali metal bisulphite or with an ion selected from the group consisting of Fe.sup.II, Fe.sup.III, Cu.sup.I, and Cu.sup.II.

14: The copolymer of claim 13, comprising: from 1 to 25% by weight of the at least one anionic monomer (a); and from 75 to 99% by weight of the at least one monomer (b).

15: A formulation, comprising: at least one aqueous composition of claim 1, or the at least one copolymer; at least one hydraulic binder; optionally water; optionally at least one aggregate; and optionally at least one admixture.

16: The formulation of claim 15, comprising: from 0.01 to 5% by dry weight of copolymer, respectively in the form of the at least one aqueous composition or the at least one copolymer per se; and from 95 to 99.9% by dry weight of the at least one hydraulic binder.

17: The formulation of claim 15, comprising water in an amount by weight, with respect to an amount by weight of the at least one hydraulic binder, of less than 0.7.

18: A method for changing the rheology of a hydraulic formulation, the method comprising adding at least one aqueous composition of claim 1 or the at least one copolymer to the hydraulic formulation.

19: A method for controlling the workability of a hydraulic formulation, the method comprising adding at least one aqueous composition of claim 1 or the at least one copolymer to the hydraulic formulation.

20: The method of claim 19, wherein the workability of the hydraulic formulation is kept constant for at least 1 hour.

21: A method for reducing a setting time of a hydraulic formulation, the method comprising adding at least one aqueous composition of claim 1 or the at least one copolymer to the hydraulic formulation.

Description

EXAMPLE 1: PREPARATION OF COPOLYMERS ACCORDING TO THE INVENTION AND OF A COMPARATIVE COPOLYMER

EXAMPLE 1.1: COPOLYMER (P1) ACCORDING TO THE INVENTION

[0251] Water (80 g), a 60% by mass solution of monomer (b7b) with a molecular mass of 2,400 g/mol in water (380.37 g) and sodium hypophosphite monohydrate (1.02 g) are placed in a stirred reactor. The reactor is heated to 652 C.

[0252] Then, for 2 hours, a mixture of water (50 g) and acrylic acid (41.95 g), a mixture of water (50 g) and sodium hypophosphite monohydrate (9.18 g), and a mixture of water (60 g) and sodium persulphate (4.09 g) are simultaneously injected into the reactor.

[0253] The reactor is kept at a temperature of 652 C. for 1 hour.

[0254] The product is cooled and then partially neutralised by adding an aqueous solution of sodium hydroxide at 50% by mass (44.5 g). The aqueous polymeric solution comprises less than 1 ppm of residual dry acrylic acid with respect to the total amount of dry copolymer.

[0255] A copolymer (P1) comprising 15.5% by weight of acrylic acid and 84.5% by weight of monomer (b7b) is obtained. It has a molecular mass M.sub.W of 33,300 g/mol and a polymolecularity index P.sub.I of 1.9.

EXAMPLE 1.2: COPOLYMER (P2) ACCORDING TO THE INVENTION

[0256] Water (150 g), iron sulphate heptahydrate (0.214 g), copper sulphate pentahydrate (0.030 g) and a 60% by mass solution of monomer (b7b) with a molecular mass of 2,400 g/mol in water (456.87 g) are placed in a stirred reactor. The reactor is heated to 652 C.

[0257] Then, for 2 hours, a mixture of water (50 g) and acrylic acid (50.4 g), a mixture of water (65 g) and sodium hypophosphite monohydrate (25.6 g), and a mixture of water (50 g) and a 35% by mass solution of hydrogen peroxide in an aqueous solution (20.5 g) are simultaneously injected into the reactor.

[0258] The reactor is kept at a temperature of 652 C. for 1 hour.

[0259] The product is cooled and then partially neutralised by adding an aqueous solution of sodium hydroxide at 50% by mass (7.9 g). The aqueous polymeric solution comprises less than 1 ppm of residual dry acrylic acid with respect to the total amount of dry copolymer.

[0260] A copolymer (P2) comprising 15.5% by weight of acrylic acid and 84.5% by weight of monomer (b7b) is obtained. It has a molecular mass M.sub.W of 26,700 g/mol and a polymolecularity index P.sub.I of 2.0.

EXAMPLE 1.3: COPOLYMER (P3) ACCORDING TO THE INVENTION

[0261] Water (100 g), a 60% by mass solution of monomer (b7b) with a molecular mass of 2,400 g/mol in water (380.37 g) and sodium hypophosphite monohydrate (2.04 g) are placed in a stirred reactor. The reactor is heated to 552 C.

[0262] Then, for 2 hours, a mixture of water (50 g) and acrylic acid (41.95 g), a mixture of water (50 g) and sodium hypophosphite monohydrate (18.36 g) and a mixture of water (60 g) and sodium persulphate (8.17 g) are simultaneously injected into the reactor.

[0263] The reactor is kept at a temperature of 552 C. for 1 hour.

[0264] The product is cooled and then partially neutralised by adding an aqueous solution of sodium hydroxide at 50% by mass (44.3 g). The aqueous polymeric solution comprises less than 115 ppm of residual dry acrylic acid with respect to the total amount of dry copolymer.

[0265] A copolymer (P3) comprising 15.5% by weight of acrylic acid and 84.5% by weight of monomer (b7b) is obtained. It has a molecular mass M.sub.W of 16,700 g/mol and a polymolecularity index P.sub.I of 2.0.

EXAMPLE 1.4: COPOLYMER (P4) ACCORDING TO THE INVENTION

[0266] Water (10 g), a 60% by mass solution of monomer (b7b) with a molecular mass of 2,400 g/mol in water (684.67 g) and sodium hypophosphite monohydrate (1.84 g) are placed in a stirred reactor. The reactor is heated to 752 C.

[0267] Then, for 2 hours, a mixture of water (10 g) and acrylic acid (75.51 g), a mixture of water (90 g) and sodium hypophosphite monohydrate (16.52 g) and a mixture of water (70 g) and sodium persulphate (7.36 g) are simultaneously injected into the reactor.

[0268] The reactor is kept at a temperature of 752 C. for 1 hour.

[0269] The product is cooled and then partially neutralised by adding an aqueous solution of sodium hydroxide at 50% by mass (81.5 g). The aqueous polymeric solution comprises less than 2 ppm of residual dry acrylic acid with respect to the total amount of dry copolymer.

[0270] A copolymer (P4) comprising 15.5% by weight of acrylic acid and 84.5% by weight of monomer (b7b) is obtained. It has a molecular mass M.sub.W of 25,900 g/mol and a polymolecularity index P.sub.I of 1.8.

EXAMPLE 1.5: COPOLYMER (P5) ACCORDING TO THE INVENTION

[0271] Water (157 g), a monomer (b7d) with a molecular mass of 2,400 g/mol (201 g) and sodium hypophosphite monohydrate (0.57 g) are placed in a stirred reactor. The reactor is heated to 652 C.

[0272] Then, for 2 hours, a mixture of water (50 g) and acrylic acid (21.23 g), a mixture of water (50 g) and sodium hypophosphite monohydrate (5.3 g) and a mixture of water (40 g) and sodium persulphate (2.28 g) are simultaneously injected into the reactor.

[0273] The reactor is kept at a temperature of 652 C. for 1 hour.

[0274] The product is cooled and then partially neutralised by adding an aqueous solution of sodium hydroxide at 50% by mass until pH 7 is reached. The aqueous polymeric solution comprises less than 10 ppm of residual dry acrylic acid with respect to the total amount of dry copolymer.

[0275] A copolymer (P5) with a weight-average molecular mass of 38,430 g/mol and a polymolecularity index P.sub.I of 1.9 is obtained.

EXAMPLE 1.6: COPOLYMER (P6) ACCORDING TO THE INVENTION

[0276] Water (40 g), a 60% solution of monomer (b3b) in which x=42 and y+z=15.5, with a molecular mass of 3,000 g/mol (368 g) and sodium hypophosphite monohydrate (0.63 g) are placed in a stirred reactor. The reactor is heated to 652 C.

[0277] Then, for 2 hours, a mixture of water (50 g) and acrylic acid (23.34 g), a mixture of water (50 g) and sodium hypophosphite monohydrate (5.64 g) and a mixture of water (40 g) and sodium persulphate (2.51 g) are simultaneously injected into the reactor.

[0278] The reactor is kept at a temperature of 652 C. for 1 hour.

[0279] The product is cooled and then partially neutralised by adding an aqueous solution of sodium hydroxide at 50% by mass until pH 7.1 is reached. The aqueous polymeric solution comprises 880 ppm of residual dry acrylic acid with respect to the total amount of dry copolymer.

[0280] A copolymer (P6) with a weight-average molecular mass of 49,890 g/mol and a polymolecularity index P.sub.I of 1.2 is obtained.

EXAMPLE 1.7: COPOLYMER (P7) ACCORDING TO THE INVENTION

[0281] Water (40 g), a 60% solution of monomer (b3b) in which x=42 and y+z=15.5, with a molecular mass of 3,000 g/mol (478 g) and sodium hypophosphite monohydrate (0.63 g) are placed in a stirred reactor. The reactor is heated to 652 C.

[0282] Then, for 2 hours, a mixture of water (50 g) and acrylic acid (20.97 g), a mixture of water (50 g) and sodium hypophosphite monohydrate (5.64 g) and a mixture of water (40 g) and sodium persulphate (2.51 g) are simultaneously injected into the reactor.

[0283] The reactor is kept at a temperature of 652 C. for 1 hour.

[0284] The product is cooled and then partially neutralised by adding an aqueous solution of sodium hydroxide at 50% by mass until pH 7.4 is reached. The aqueous polymeric solution comprises 850 ppm of residual dry acrylic acid with respect to the total amount of dry copolymer.

[0285] A copolymer (P7) with a weight-average molecular mass of 44,880 g/mol and a polymolecularity index P.sub.I of 2 is obtained.

EXAMPLE 1.8: COPOLYMER (P8) ACCORDING TO THE INVENTION

[0286] Water (40 g), a 60% solution of monomer (b3b) in which x=52 and y+z=11, with a molecular mass of 3,000 g/mol (368 g) and sodium hypophosphite monohydrate (0.63 g) are placed in a stirred reactor. The reactor is heated to 652 C.

[0287] Then, for 2 hours, a mixture of water (50 g) and acrylic acid (23.34 g), a mixture of water (50 g) and sodium hypophosphite monohydrate (5.64 g) and a mixture of water (40 g) and sodium persulphate (2.51 g) are simultaneously injected into the reactor.

[0288] The reactor is kept at a temperature of 652 C. for 1 hour.

[0289] The product is cooled and then partially neutralised by adding an aqueous solution of sodium hydroxide at 50% by mass until pH 7.6 is reached. The aqueous polymeric solution comprises 1,670 ppm of residual dry acrylic acid with respect to the total amount of dry copolymer.

[0290] A copolymer (P8) with a weight-average molecular mass of 31,330 g/mol and a polymolecularity index P.sub.I of 1.2 is obtained.

EXAMPLE 1.9: COPOLYMER (P9) ACCORDING TO THE INVENTION

[0291] Water (157 g), a monomer (b7d) with a molecular mass of 2,400 g/mol (220 g) and sodium hypophosphite monohydrate (0.63 g) are placed in a stirred reactor.

[0292] The reactor is heated to 652 C.

[0293] Then, for 2 hours, a mixture of water (50 g), acrylic acid (18.67 g) and methacrylic acid (4.67 g), a mixture of water (50 g) and sodium hypophosphite monohydrate (5.64 g) and a mixture of water (40 g) and sodium persulphate (2.28 g) are simultaneously injected into the reactor.

[0294] The reactor is kept at a temperature of 652 C. for 1 hour.

[0295] The product is cooled and then partially neutralised by adding an aqueous solution of sodium hydroxide at 50% by mass until pH 7.1 is reached. The aqueous polymeric solution comprises less than 50 ppm of residual dry methacrylic acid and 2 ppm of dry methacrylic acid with respect to the total amount of dry copolymer.

[0296] A copolymer (P9) with a weight-average molecular mass of 38,585 g/mol and a polymolecularity index P.sub.I of 1.4 is obtained.

EXAMPLE 1.10: COPOLYMER (P10) ACCORDING TO THE INVENTION

[0297] Water (80 g), a monomer (b3b) in which x=42 and y+z=15.5, with a molecular mass of 3,000 g/mol (45.64 g), a 60% solution of monomer (b7d) with a molecular mass of 2,400 g/mol (274 g) and sodium hypophosphite monohydrate (1.02 g) are placed in a stirred reactor. The reactor is heated to 652 C.

[0298] Then, for 2 hours, a mixture of water (50 g), of acrylic acid (42 g), a mixture of water (50 g) and sodium hypophosphite monohydrate (9.2 g) and a mixture of water (40 g) and sodium persulphate (4.09 g) are simultaneously injected into the reactor.

[0299] The reactor is kept at a temperature of 652 C. for 1 hour.

[0300] The product is cooled and then partially neutralised by adding an aqueous solution of sodium hydroxide at 50% by mass until pH 7.2 is reached. The aqueous polymeric solution comprises less than 2 ppm of residual dry acrylic acid with respect to the total amount of dry copolymer.

[0301] A copolymer (PI) with a weight-average molecular mass of 51,720 g/mol and a polymolecularity index P.sub.I of 1.8 is obtained.

EXAMPLE 1.11: COPOLYMER (P11) ACCORDING TO THE INVENTION

[0302] Water (320 g), a monomer (b7d) with a molecular mass of 3,500 g/mol (294.8 g) and sodium hypophosphite monohydrate (1.02 g) are placed in a stirred reactor. The reactor is heated to 652 C.

[0303] Then, for 2 hours, a mixture of water (50 g) and acrylic acid (41.95 g), a mixture of water (50 g) and sodium hypophosphite monohydrate (9.18 g) and a mixture of water (40 g) and sodium persulphate (4.09 g) are simultaneously injected into the reactor.

[0304] The reactor is kept at a temperature of 652 C. for 1 hour.

[0305] The product is cooled and then partially neutralised by adding an aqueous solution of sodium hydroxide at 50% by mass until pH 7 is reached. The aqueous polymeric solution comprises less than 10 ppm of residual dry acrylic acid with respect to the total amount of dry copolymer.

[0306] A copolymer (P11) with a weight-average molecular mass of 36,610 g/mol and a polymolecularity index P.sub.r of 1.7 is obtained.

EXAMPLE 1.12: COMPARATIVE COPOLYMER

[0307] Water (50 g), iron sulphate heptahydrate (0.11 g), a 60% by mass solution of monomer (b7b) with a molecular mass of 2,400 g/mol in water (264.56 g) and DMDO (1,8-dimercapto-3,6-dioxaoctane) (0.62 g) are placed in a stirred reactor. The reactor is heated to 372 C. Hydrogen peroxide is added in an aqueous solution at 35% by mass (5.6 g).

[0308] Then, for 1 hour and 15 minutes, a mixture of water (30 g) and acrylic acid (32.49 g), a mixture of water (25 g), a 60% by mass solution of monomer (b7b) with a molecular mass of 2,400 g/mol in water (32.7 g) and DMDO (4.93 g), along with a mixture of water

(55 g) and a 40% by mass solution of sodium bisulphite in water (5.64 g), are simultaneously injected into the reactor, with this latter mixture injected in 1 hour and 40 minutes.

[0309] The reactor is kept at a temperature of 372 C. for 1 hour and 30 minutes.

[0310] The product is cooled and then partially neutralised by adding an aqueous solution of sodium hydroxide at 50% by mass (36.6 g). The aqueous polymeric solution comprises more than 12,000 ppm of residual dry acrylic acid with respect to the total amount of dry copolymer. Moreover, nearly 20% by weight of monomer (b7b) did not react.

EXAMPLE 1.13: COMPARATIVE COPOLYMER

[0311] Water (400 g) is placed in a stirred reactor and heated to 652 C.

[0312] Then, for 3 hours, a mixture of water (40 g), acrylic acid (49.35 g) and monomer (b3a) with a molecular mass of 3,000 g/mol (312.81 g), a mixture of water (30 g), DMDO (1.80 g) and monomer (b12) with a molecular mass of 3,000 g/mol (50.00 g), along with a mixture of water (84.9 g) and ammonium persulphate (1.51 g) are simultaneously injected into the reactor.

[0313] The reactor is kept at a temperature of 652 C. for 1 hour and 30 minutes.

[0314] The product is cooled and then partially neutralised by adding an aqueous solution of sodium hydroxide at 50% by mass (4.1 g). The aqueous polymeric solution comprises more than 4,930 ppm of residual dry acrylic acid with respect to the total amount of dry copolymer.

EXAMPLE 2: ASSESSMENT OF WATER-REDUCING PROPERTIES IN MORTAR

[0315] Mortar formulations, the compositions of which are shown in Table 1, are prepared according to the following procedure: [0316] incorporating the admixture and the water in the bowl of an automatic Perrier mixer for standardised cements and mortars; [0317] incorporating all the fines (cement and/or hydraulic binders); [0318] mixing at a slow speed of 140 rpm; [0319] incorporating the sand after 30 seconds; [0320] mixing at a slow speed of 140 rpm for 60 seconds; [0321] pausing for 30 seconds to clean the sides of the bowl; [0322] mixing at a slow speed of 140 rpm for 90 seconds.

[0323] Similarly, a comparative formulation (CF) of mortar is prepared comprising no copolymer.

[0324] The water-reducing properties of the copolymers according to the invention are assessed using the mortar formulations.

[0325] The TO workability of the mortars formulated with the copolymers according to the invention was assessed by measuring the slump flow in accordance with standard EN 12350-2 adapted to mortar (Abrams mini-cone test).

[0326] To perform the slump flow test, the cone filled with formulated mortar is lifted perpendicular to a horizontal plate while rotating it one-quarter turn. The slump is measured with a ruler after 5 minutes across two 90 diameters. The result of the slump test is the average of the 2 values to 1 mm.

[0327] The tests are conducted at 20 C. The admixture content is determined such that a target slump of 220 mm5 mm can be reached. The content is expressed in % by dry weight with respect to the weight of the hydraulic binder or the mixture of hydraulic binders. The results are shown in table 1.

TABLE-US-00001 TABLE 1 F1-1 according to the Formulation CF invention AFNOR sand (g) 1,350 1,350 CEM I 52.5N VICAT cement (g) 450 450 Copolymer (% dry weight/dry weight of / P1 (0.10) cement) Anti-foaming agent (%/admixture) / 0.5 Water (g) 266 200 Water/cement weight ratio 0.59 0.44 T0 workability 220 215 Water reduction (%) 0 25

[0328] Implementing the copolymers according to the invention makes it possible to reduce the amount of water in the hydraulic formulation by 25% while maintaining an initial slump level (workability) similar to that of the comparative formulation comprising no copolymer.

[0329] The copolymers according to the invention can therefore be qualified as highly water-reducing agents according to French standard ADJUVANT NF EN 934-2. Indeed, they make it possible to reduce the water in the admixed mortar by at least 12% with respect to the control mortar.

[0330] Implementing the copolymers according to the invention would make it possible to obtain similar results in admixed concrete by reducing the amount of water by at least 12% with respect to a control concrete comprising no copolymer according to the invention.