Carboxyl group-containing polymer and composition containing the same

Patent metadata

Field	Value
Publication number	US-9834632-B2
Application number	US-201214424328-A
Country	US
Kind code	B2
Filing date	Aug 31, 2012
Priority date	Aug 31, 2012
Publication date	Dec 5, 2017
Grant date	Dec 5, 2017

Abstract

The present invention provides a carboxyl group-containing polymer and a composition containing the polymer which exhibit excellent anti-soil redeposition ability in fabric washing. The carboxyl group-containing polymer includes specific ratios of a structure unit (a) derived from an ether bond-containing monomer (A), a structure unit (b) derived from a sulfonic acid group-containing monomer (B), and a structure unit (c) derived from an acrylic acid-based monomer (C), and has a specific weight average molecular weight. The carboxyl group-containing polymer composition contains the carboxyl group-containing polymer and a specific amount of a hydrogen sulfite adduct of the acrylic acid-based monomer (C).

First claim

The invention claimed is:

1. A carboxyl group-containing polymer comprising:
a structure unit (a) derived from an ether bond-containing monomer (A);
a structure unit (b) derived from a sulfonic acid group-containing monomer (B); and
a structure unit (c) derived from an acrylic acid-based monomer (C),
wherein the structure unit (a) represented by the formula (1):

where R 0 represents a hydrogen atom or a methyl group; R 1 represents a CH 2 group, a CH 2 CH 2 group, or a direct bond; X represents a hydroxyl group or a group represented by the formula (2) or (3):

where R 2 in the formula (2) and the formula (3) may be the same or different; R 2 represent a C2-C4 alkylene group; n represents an average addition number of moles of an oxyalkylene group (—O—R 2 —) and is 0 to 2; and R 3 , R 4 and R 5 independently represent a C1-C4 alkyl group;
Y represents a hydroxyl group or a group represented by the formula (2) or (3); and one of X and Y is a hydroxyl group and the other is a group represented by the formula (2) or (3);
the structure unit (a) is present at a level of from 0.5 to 9% by mass based on 100% by mass of all structure units derived from all monomers in the carboxyl group-containing polymer;
the structure unit (b) is present at a level of from 0.5 to 30% by mass based on 100% by mass of all the structure units derived from all the monomers in the carboxyl group-containing polymer;
the structure unit (c) is present at a level of from 55 to 99% by mass based on 100% by mass of all the structure units derived from all the monomers in the carboxyl group-containing polymer; and
the carboxyl group-containing polymer has a weight average molecular weight of 20,000 to 60,000.

2. A carboxyl group-containing polymer composition comprising: the carboxyl group-containing polymer according to claim 1 ; and an adduct of a hydrogen sulfite to an acrylic acid-based monomer (C),
wherein the adduct is present at a level of 0.01 to 1.5% by mass based on 100% by mass of a solids content of the carboxyl group-containing polymer composition, and the adduct of a hydrogen sulfite to the acrylic acid-based monomer (C) is unpolymerized with the carboxyl group-containing polymer.

3. A method for preparing the carboxyl group-containing polymer of claim 1 , comprising copolymerization of monomer materials including 0.5 to 9% by mass of an ether bond-containing monomer (A), 0.5 to 30% by mass of a sulfonic acid group-containing monomer (B) and 55 to 99% by mass of an acrylic acid-based monomer (C) based on 100% by mass of all the monomers,
the ether bond-containing monomer (A) being represented by the formula (4):

wherein R 0 represents a hydrogen atom or a methyl group; le represents a CH 2 group, a CH 2 CH 2 group, or a direct bond; X represents a hydroxyl group or a group represented by the formula (2) or (3):

wherein R 2 s, which may be the same or different, represent a C2-C4 alkylene group; n represents an average addition number of moles of an oxyalkylene group (—O—R 2 —) and is 0 to 2; and R 3 , R 4 and R 5 independently represent a C1-C4 alkyl group;
Y represents a hydroxyl group or a group represented by the formula (2) or (3); and one of X and Y is a hydroxyl group and the other is a group represented by the formula (2) or (3),
the copolymerization being performed using 1 to 15 g of a hydrogen sulfite and/or a compound capable of producing a hydrogen sulfite per mol of all the monomers.

4. The carboxyl group-containing polymer of claim 1 , wherein the carboxyl group-containing polymer has a weight average molecular weight of 35,000-58,000 and an anti-soil redeposition ability in a range from 36.5%-45%.

5. The carboxyl group-containing polymer of claim 1 , wherein the carboxyl group-containing polymer has a weight average molecular weight of 35,000-50,000.

Assignees

• Yoneda Atsuro
• Michitaka Daisuke
• Wang Xiaoli
• Loughnane Brian Joseph
• Dupont Jeffrey Scott
• Nippon Catalytic Chem Ind

Inventors

• Yoneda Atsuro
• Michitaka Daisuke
• Wang Xiaoli
• Loughnane Brian Joseph
• Dupont Jeffrey Scott

Classifications

• C11D3/378

  (Co)polymerised monomers containing sulfur, e.g. sulfonate · CPC title

• C08F216/1475

  Monomers containing sulfur and oxygen · CPC title

• C11D3/3765

  in liquid compositions · CPC title

• C11D3/0057

  Oven-cleaning compositions · CPC title

• C08F220/06

  Acrylic acid; Methacrylic acid; Metal salts or ammonium salts thereof · CPC title