Dispersant copolymers having high compatibility with surfactants

Patent metadata

Field	Value
Publication number	US-9688947-B2
Application number	US-201314649980-A
Country	US
Kind code	B2
Filing date	Dec 4, 2013
Priority date	Dec 19, 2012
Publication date	Jun 27, 2017
Grant date	Jun 27, 2017

Abstract

A polymeric dispersant comprising: (a) from 50 to 95 wt % polymerized residues of monomer (A):

wherein R 1 is hydrogen, methyl, ethyl or COOX; R 2 is hydrogen, methyl or ethyl;

R 3 is hydrogen, methyl or ethyl; and X is hydrogen, sodium, potassium, ammonium or a combination thereof;

(b) from 1 to 20 wt % polymerized residues of monomer (B):

wherein R 4 , R 5 , and R 6 are independently hydrogen, methyl or ethyl; R 7 is C 8 -C 30 alkyl or C 8 -C 30 aralkyl; and (c) from 3 to 30 wt % polymerized residues of monomer (C):

wherein R 8 , R 9 , and R 10 are independently hydrogen, methyl or ethyl; R 11 and R 12 are independently hydrogen, C 1 -C 8 alkyl or hydroxymethyl; and

n is an integer from 1 to 3.

First claim

The invention claimed is:

1. A polymeric dispersant comprising:
(a) from 50 to 95 wt % polymerized residues of monomer (A):

wherein R 1 is hydrogen, methyl, ethyl or COOX; R 2 is hydrogen, methyl or ethyl;
R 3 is hydrogen, methyl or ethyl; and X is hydrogen, sodium, potassium, ammonium or a combination thereof;
(b) from 1 to 20 wt % polymerized residues of monomer (B):

wherein R 4 , R 5 , and R 6 independently are hydrogen, methyl or ethyl; R 7 is C 8 -C 30 alkyl or C 8 -C 30 aralkyl; and
(c) from 3 to 30 wt % polymerized residues of monomer (C):

wherein R 8 , R 9 , and R 10 independently are hydrogen, methyl or ethyl; R 11 and R 12 independently are hydrogen, C 1 -C 8 alkyl or hydroxymethyl; and n is an integer from 1 to 3.

2. The polymeric dispersant of claim 1 in which R 1 is hydrogen, methyl or COOX; R 2 and R 3 independently are hydrogen or methyl; R 4 , R 5 , and R 6 independently are hydrogen or methyl; R 7 is C 12 -C 30 alkyl or C 12 -C 30 aralkyl; R 8 and R 9 are hydrogen; R 10 is hydrogen or methyl; R 11 and R 12 independently are hydrogen, C 1 -C 4 alkyl or hydroxymethyl; and n is 1 or 2.

3. The polymeric dispersant of claim 2 having from 55 to 90 wt % polymerized residues of monomer (A), 4 to 18 wt % polymerized residues of monomer (B) and 5 to 30 wt % polymerized residues of monomer (C).

4. The polymeric dispersant of claim 3 having M n from 1,200 to 4,000.

5. The polymeric dispersant of claim 4 in which R 1 and R 2 are hydrogen; R 3 is hydrogen or methyl; R 4 and R 5 are hydrogen; R 6 is hydrogen or methyl; R 7 is C 16 -C 22 alkyl; R 8 and R 9 are hydrogen; R 10 is hydrogen or methyl; R 11 and R 12 independently are hydrogen, methyl or hydroxymethyl.

6. The polymeric dispersant of claim 5 in which the polymeric dispersant has from 60 to 85 wt % polymerized residues of monomer (A), 6 to 15 wt % polymerized residues of monomer (B) and 6 to 25 wt % polymerized residues of monomer (C).

7. A method for making a polymeric dispersant comprising:
(a) from 50 to 95 wt % polymerized residues of monomer (A):

wherein R 1 is hydrogen, methyl, ethyl or COOX; R 2 is hydrogen, methyl or ethyl;
R 3 is hydrogen, methyl or ethyl; and X is hydrogen, sodium, potassium, ammonium or a combination thereof;
(b) from 1 to 20 wt % polymerized residues of monomer (B):

wherein R 4 , R 5 , and R 6 independently are hydrogen, methyl or ethyl; R 7 is C 8 -C 30 alkyl or C 8 -C 30 aralkyl; and
(c) from 3 to 30 wt % polymerized residues of monomer (C):

wherein R 8 , R 9 , and R 10 independently are hydrogen, methyl or ethyl; R 11 and R 12 independently are hydrogen, C 1 -C 8 alkyl or hydroxymethyl; and n is an integer from 1 to 3;
said method comprising combining a monomer of structure (A) and a monomer of structure (B) in a solvent mixture comprising an organic polyol and water, wherein the organic polyol has formula (I):

wherein R 13 and R 14 independently are hydrogen, C 1 -C 8 alkyl or hydroxymethyl; and n is an integer from 1 to 3.

8. The method of claim 7 in which R 1 is hydrogen, methyl or COOX; R 2 and R 3 independently are hydrogen or methyl; R 4 , R 5 , and R 6 independently are hydrogen or methyl; R 7 is C 12 -C 30 alkyl or C 12 -C 30 aralkyl; R 8 and R 9 independently are hydrogen or methyl; R 10 is hydrogen or methyl; R 11 and R 12 independently are hydrogen, C 1 -C 4 alkyl or hydroxymethyl; R 13 and R 14 independently are hydrogen, C 1 -C 4 alkyl or hydroxymethyl; and n is 1 or 2; wherein the polymeric dispersant has from 55 to 90 wt % polymerized residues of monomer (A), 4 to 18 wt % polymerized residues of monomer (B) and 5 to 30 wt % polymerized residues of monomer (C).

9. The method of claim 8 in which monomers and a free-radical initiator are fed into the solvent mixture in a stirred reactor over a period of 1-6 hours, temperature of the reactor contents is maintained from 50-130° C. and a ratio of water:organic polyol is from 1:6 to 1:100.

10. The method of claim 9 in which R 1 and R 2 are hydrogen; R 3 is hydrogen or methyl; R 4 and R 5 are hydrogen; R 6 is hydrogen or methyl; R 7 is C 16 -C 22 alkyl; R 8 and R 9 are hydrogen; R 10 is hydrogen or methyl; R 11 and R 12 independently are hydrogen, methyl or hydroxymethyl; and R 13 and R 14 independently are hydrogen, methyl or hydroxymethyl; wherein the polymeric dispersant has from 60 to 85 wt % polymerized residues of monomer (A), 6 to 15 wt % polymerized residues of monomer (B) and 6 to 25 wt % polymerized residues of monomer (C).

11. A detergent composition comprising:
(a) from 10 to 55 wt % surfactant;
(b) from 40 to 80 wt % water; and
(c) from 0.4 to 10 wt % of a polymeric dispersant comprising:
(i) from 50 to 95 wt % polymerized residues of monomer (A):

wherein R 1 is hydrogen, methyl, ethyl or COOX; R 2 is hydrogen, methyl or ethyl;
R 3 is hydrogen, methyl or ethyl; and X is hydrogen, sodium, potassium, ammonium or a combination thereof;
(ii) from 1 to 20 wt % polymerized residues of monomer (B):

wherein R 4 , R 5 , and R 6 independently are hydrogen, methyl or ethyl; R 7 is C 8 -C 30 alkyl or C 8 -C 30 aralkyl; and
(iii) from 3 to 30 wt % polymerized residues of monomer (C):

wherein R 8 , R 9 , and R 10 independently are hydrogen, methyl or ethyl; R 11 and R 12 independently are hydrogen, C 1 -C 8 alkyl or hydroxymethyl; and n is an integer from 1 to 3.

Assignees

• Rohm & Haas
• Dow Global Technologies Llc

Inventors

• Creamer Marianne P
• Shulman Jan E
• Wasserman Eric P

Classifications

• C08F222/10

  Esters · CPC title

• C11D3/3757 Primary

  (Co)polymerised carboxylic acids, -anhydrides, -esters in solid and liquid compositions · CPC title

• C08F8/14

  Esterification · CPC title

• C08F2/06

  Organic solvent · CPC title

• C08F220/06

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