IP Library Granted Patent US 11,267,923
Granted Patent B2
US 11,267,923 · App. 16/655,475 · Granted Mar 8, 2022

Multiblock amphiphilic polymers

Inventors: Simon Harrisson (Toulouse, FR); James Wilson (Coye-la-Foret, FR)
Assignee: RHODIA OPERATIONS
C08F293/005C08F2/22C08F2/26C08F2/38C08F220/56C08F293/00
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Quick Facts
Patent No.
US 11,267,923
App. No.
16/655,475
Granted
Mar 8, 2022
Kind
B2
Abstract

The present invention relates to a process for preparing a polymer with a mass Mw of less than 300 000 g/mol (especially between 1000 and 300 000 g/mol), comprising a step (E) of controlled radical polymerization in which the following are placed in contact in an aqueous medium in which are dispersed surfactant micelles: ethylenically unsaturated hydrophilic monomers predominantly present in the aqueous medium; partially water-soluble ethylenically unsaturated hydrophobic monomers different from the preceding monomers, at least partly present in the surfactant micelles, and having a solubility in the aqueous medium at least equal to that of hexyl acrylate; at least one radical polymerization initiator; and at least one radical polymerization control agent.

Claims (29)

1. A process for preparing a polymer, the process comprising a polymerization step (E) in which the following are placed in contact in an aqueous medium (M) containing dispersed surfactant micelles:

ethylenically unsaturated monomers M1 predominantly present in the aqueous medium, referred to as “hydrophilic monomer”;

ethylenically unsaturated monomers M2 different from the hydrophylic monomers, at least partly present in the surfactant micelles, and having a solubility in the aqueous medium (M) between 500 ppm and 20,000 ppm at the implementation temperature of step (E), referred to as “partially water-soluble hydrophobic monomers”;

at least one radical polymerization initiator; and

at least one radical polymerization control agent.

2. The process as claimed in claim 1 , wherein the radical polymerization control agent is a compound which comprises at least one thiocarbonylthio group —S(C═S)—.

3. The process according to claim 2 , wherein the thiocarbonylthio group is a xanthate.

4. The process as claimed in claim 1 , wherein the radical polymerization control agent is a prepolymer bearing at least one thiocarbonylthio group —S(C═S)— obtained on conclusion of a step (E 0 ), prior to step (E), said step (E 0 ) placing in contact

monomers M0 bearing hydrophilic groups;

a radical polymerization initiator; and

a control agent bearing at least one thiocarbonylthio group —S(C═S)—.

5. The process as claimed in claim 4 , wherein the monomers (M0) are (meth)acrylic acid monomers, whereby the control agent is a poly(meth)acrylic acid bearing at least one xanthate group and the polymer having the specific structure obtained according to step (E) also with a poly(meth)acrylic acid block linked at one of its ends.

6. The process according to claim 4 , wherein the monomers M0 bearing hydrophilic groups are identical to the hydrophilic monomers of step (E).

7. The process according to claim 4 , wherein the at least one thiocarbonylthio group —S(C═S)— of the control agent is a xanthate.

8. The process as claimed in claim 1 , wherein the radical polymerization control agent is a water-soluble or water-dispersible oligomer bearing a thiocarbonylthio group —S(C═S)—, which

is soluble or dispersible in the aqueous medium (M) used in step (E); and/or

is not capable of penetrating into the micelles of the micellar solution.

9. The process as claimed in claim 1 , wherein the hydrophilic monomers of step (E) are 2-acryloylamino-2-methylpropane-1-sulfonic acids (AMPS) or acrylamide or acrylic acid.

10. The process as claimed in claim 1 , wherein the hydrophilic monomers of step (E) are 2-acryloylamino-2-methylpropane-1-sulfonic acids (AMPS) or acrylamide or acrylic acid.

11. The process as claimed in claim 1 , wherein the partially water-soluble hydrophobic monomers of step (E) comprise acrylate monomers.

12. The process according to claim 11 , wherein the acrylate monomers are selected from the group consisting of ethyl (meth)acrylate, ethyl ethacrylate, n-propyl (meth)acrylate, isopropyl (meth)acrylate, n-butyl (meth)acrylate, sec-butyl (meth)acrylate, tert-butyl (meth)acrylate, tert-butyl ethacrylate and n-hexyl acrylate.

13. The process according to claim 1 , wherein the at least one radical polymerization initiator is water-soluble or water-dispersible.

14. The process according to claim 1 , wherein the polymer is a multiblock polymer having alternating hydrophobic and hydrophilic zones, wherein the hydrophilic zones comprise a plurality of hydrophobic units dispersed therein.

15. A polymer with a weight-average molecular mass M w of greater than 100 000 g/mol and less than 300 000 g/mol obtained according to the process of claim 1 .

16. A method

for modifying a liquid/liquid, liquid/solid or liquid/gas interface;

for regulating the rheology of a liquid medium; and/or

for dispersing organic or mineral pigments

comprising using the polymer as claimed in claim 15 .

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 26, 2024
From: RHODIA OPERATIONS
To: SPECIALTY OPERATIONS FRANCE
Reel/Frame 066374/0642 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 7, 2023
From: RHODIA OPERATIONS
To: SPECIALTY OPERATIONS FRANCE
Reel/Frame 065488/0365 →