IP Library Granted Patent US 11,453,735
Granted Patent B2
US 11,453,735 · App. 16/766,926 · Granted Sep 27, 2022

Water-soluble copolymer composition with neutral pH

Inventors: Anne-Laure Brocas (Peyrehorade, FR); Sylvie Cazaumayou (Dax, FR); Sylvain Bourrigaud (Morlanne, FR); Guillaume Decrevoisier (Boulogne Billancourt, FR)
Assignee: Arkema France
C08F220/06B33Y70/00C08F212/22C08F212/30C08F2438/01C08F2438/02C08F2438/03
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 11,453,735
App. No.
16/766,926
Granted
Sep 27, 2022
Kind
B2
Abstract

The present invention relates to the field of copolymers which are water-soluble or water-dispersible at neutral pH or near-neutral pH, that is to say between 5.5 and 9.5, comprising at least one random copolymer comprising methacrylic acid, butyl acrylate, styrene and a monomer chosen from styrenesulfonic acid or salts thereof, vinylbenzoic acid or salts thereof, 2-acrylamido-2-methanesulfonic acid or salts thereof, N-vinylpyrrolidone, alone or in combination.

Claims (26)

1. A composition comprising a random copolymer, where the random copolymer comprises the following monomers:

1 to 45% by weight of styrene, limits included;

35 to 45% by weight of methacrylic acid, limits included;

15 to 35% by weight of butyl acrylate, limits included;

1 to 45% of a monomer chosen from styrenesulfonic acid or salts thereof, vinylbenzoic acid or salts thereof, 2-acrylamido-2-methanesulfonic acid or salts thereof, N-vinylpyrrolidone, alone or in combination, limits included,

wherein the weight % is relative to the total weight of the random copolymer, and

wherein the random copolymer has a weight-average molecular weight of between 30,000 and 300,000 g/mol.

2. The composition as claimed in claim 1 , wherein the random copolymer is prepared by controlled radical polymerization.

3. The composition as claimed in claim 1 , wherein the glass transition temperature of the copolymer as measured by DMA is greater than 60° C.

4. The composition as claimed in claim 2 , wherein the polymerization is carried out by RAFT controlled radical polymerization.

5. The composition as claimed in claim 2 , wherein the polymerization is carried out by ATRP controlled radical polymerization.

6. The composition as claimed in claim 1 , wherein the polymerization is carried out by NMP controlled radical polymerization.

7. The composition as claimed in claim 6 , wherein the nitroxide from the NMP is from alkoxyamines derived from the stable radical of formula (1):

wherein R L has a molar mass of greater than 15.0342 g/mol.

8. The composition as claimed in claim 7 , wherein the alkoxyamines are derived from the following stable radicals:

N-(tert-butyl)-1-phenyl-2-methylpropyl nitroxide,

N-(tert-butyl)-1-(2-naphthyl)-2-methylpropyl nitroxide,

N-(tert-butyl)-1-dibenzylphosphono-2,2-dimethylpropyl nitroxide,

N-phenyl-1-diethylphosphono-2,2-dimethylpropyl nitroxide,

N-phenyl-1-diethylphosphono-1-methylethyl nitroxide,

N-(1-phenyl-2-methylpropyl)-1-diethylphosphono-1-methylethyl nitroxide,

4-oxo-2,2,6,6-tetramethyl-1-piperidinyloxy,

2,4,6-tri-tert-butylphenoxy nitroxide,

N-(tert-butyl)-1-diethylphosphono-2,2-dimethylpropyl nitroxide.

9. The composition as claimed in claim 8 , wherein the alkoxyamines are derived from N-(tert-butyl)-1-diethylphosphono-2,2-dimethylpropyl nitroxide.

10. A filament extruded from a composition as claimed in claim 1 .

Assignments (2)
CHANGE OF ADDRESS Recorded Jul 4, 2025
From: ARKEMA FRANCE
To: ARKEMA FRANCE
Reel/Frame 071814/0739 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 2, 2020
From: BROCAS, ANNE-LAURE; CAZAUMAYOU, SYLVIE; BOURRIGAUD, SYLVAIN; DECREVOISIER, GUILLAUME
To: ARKEMA FRANCE
Reel/Frame 053109/0164 →