Compositions with pH responsive copolymer containing MAEP and/or MAHP and method for using same

Patent metadata

Field	Value
Publication number	US-9228041-B2
Application number	US-201314132685-A
Country	US
Kind code	B2
Filing date	Dec 18, 2013
Priority date	Dec 21, 2012
Publication date	Jan 5, 2016
Grant date	Jan 5, 2016

Abstract

Disclosed is a pH responsive polymer made with mono-[2-(methacryloyloxy)ethyl]phthalate and/or mono-[2-(methacryloyloxy)ethyl hexahydro]phthalate. Also disclosed is an aqueous coating composition including at least one latex polymer derived from at least one monomer copolymerized or blended with alkali swellable acrylate copolymer. Also provided is an aqueous coating composition including at least one latex polymer derived from at least one monomer blended with alkali swellable acrylate copolymer, at least one pigment, and water. Also provided is a method of preparing an aqueous coating composition such as a latex paint including the above components. Also provided are methods of preparing mono-[2-(methacryloyloxy)ethyl]phthalate. Also provided are compositions and methods using the polymer in hydraulic fracturing, personal care and or home and industrial cleaners.

First claim

That which is claimed:

1. A HASE pH responsive copolymer of unsaturated copolymerizable monomers which is a water soluble thickener, said unsaturated copolymerizable monomers consisting of, based on total weight of monomers:
A. about 10-70 weight percent first acidic monomer selected from at least one member of the group consisting of mono-[2-(methacryloyloxy)ethyl]phthalate having the structure A.I:

and mono-[2-(Methacryloyloxy)ethyl hexahydro]phthalate having the structure A.II

B. about 0-45 weight percent of at least one C3-C8 alpha beta-ethylenically unsaturated second acidic monomer;
C. about 15-70 weight percent of at least one nonionic, copolymerizable C2-C12 alpha, beta-ethylenically unsaturated monomer; and
D. about 0.05 to 30 weight percent of at least one nonionic ethylenically unsaturated hydrophobic monomer, wherein the hydrophobic monomer comprises one or more compounds according to structure (D.XXV):

wherein
R 21 is linear C 5 -C 50 alkyl, hydroxyalkyl, alkoxyalkyl, aryl, or arylalkyl,
R 25 is methyl or ethyl, and
p is 2,
q is 2 to 5,
r is an integer of from 1 to about 80,
s is 0
t is 1.

2. The pH responsive copolymer of claim 1 , consists of, based on total weight of monomers:
A. about 10-70 weight percent first acid monomer selected from at least one member of the group consisting of mono-[2-(methacryloyloxy)ethyl]phthalate and mono-[2-(Methacryloyloxy)ethyl hexahydro]phthalate,
B. about 5 to 30 weight percent of at least one C3-C8 alpha beta-ethylenically unsaturated second acidic monomer;
C. about 15-70 weight percent of at least one non-ionic, copolymerizable C2-C12 alpha, beta-ethylenically unsaturated monomer; and
D. about 0.05 to 30 weight percent at least one nonionic ethylenically unsaturated hydrophobic monomer.

3. The copolymer of claim 1 , wherein the first acidic monomer is mono-[2-(methacryloyloxy)ethyl]phthalate.

4. The copolymer of claim 1 , wherein the first acidic monomer is mono-[2-(methacryloyloxy)ethyl hexahydro]phthalate.

5. The copolymer of claim 1 , wherein the carboxylic acid monomer is present from about 25 weight percent to about 60 weight percent based on total monomer weight.

6. The copolymer of claim 1 , wherein the second acidic monomer is selected from a group consisting of methacrylic acid, acrylic acid and a combination thereof.

7. The copolymer of claim 1 , wherein the nonionic, copolymerizable C2-C12 alpha, beta-ethylenically unsaturated monomer is alkyl acrylate.

8. An aqueous composition, comprising water and the pH responsive copolymer of claim 1 .

9. The aqueous composition of claim 8 , further comprising an emulsifier, wherein the aqueous composition is a pH responsive composition.

10. The aqueous composition of claim 9 , having an average particle size of about 500 to about 3000 angstroms and a Brookfield viscosity of about 100 to about 500,000, cps as a 1 percent aqueous solution in ammonium salt at pH 9.0 and 25 degrees C.

11. The aqueous composition of claim 8 , wherein the composition comprises, based on 100 parts by weight of the composition, from about 0.05 parts by weight to about 20 parts by weight of the pH responsive polymer.

12. The aqueous composition of claim 8 , wherein the composition is an emulsion comprising an effective amount of the pH responsive compound, and further comprises an emulsifier and a film forming polymer latex, wherein the pH responsive copolymer is present in an amount effective for modifying the rheological properties of the emulsion.

13. The composition of claim 10 , further comprising one or more of a pigment, a filler, or an extender.

14. The aqueous composition of claim 12 , wherein the emulsion is selected from the group consisting of a latex paint, a latex coating, a cosmetic, a detergent/cleanser, and an oilfield drilling fluid.

15. The aqueous composition of claim 14 , wherein the emulsion is a latex paint, further comprising at least one additive selected from the group consisting of dispersants, surfactants, rheology modifiers, defoamers, thickeners, biocides, mildewcides, colorants, waxes, perfumes and co-solvents to a mixture comprising the latex polymer and water.

16. The aqueous composition of claim 8 , wherein the composition is a personal care composition and further comprises one or more surfactants and a personal care benefit agent.

17. The aqueous composition of claim 16 , wherein the one or more surfactants comprise at least one anionic surfactant and the composition further comprises a structuring agent for the anionic surfactant.

18. The aqueous composition of claim 8 , wherein the composition is a particle dispersion and further comprises particles dispersed in the composition.

19. A method for handling particles, comprising dispersing the particles in a composition according to claim 18 , to form an aqueous particle dispersion.

20. The method of claim 19 , further comprising transporting the aqueous particle dispersion by pumping the aqueous particle dispersion through a conduit.

21. The aqueous composition of claim 8 , wherein the composition is a hydraulic fracturing composition and further comprises a proppant.

22. A method for fracturing a geologic formation, comprising directing a stream of the composition of claim 21 at a surface of the formation at a pressure and flow rate at least sufficient to initiate, extend, or initiate and extend one or more fractures in the formation.

23. A method for thickening an aqueous emulsion, comprising: forming a blend by blending with the aqueous emulsion an amount of the pH-responsive composition of claim 6 effective to thicken the aqueous emulsion when pH of the blend is adjusted to a pH in the range of about 6.5 to about 11.

24. A method for promoting personal care comprising applying the copolymer of claim 1 to skin or hair of a user.

25. A home care or industrial cleaning composition for cleaning fabrics or hard surfaces comprising, the copolymer of claim 1 and a surfactant and a home care or industrial cleaner benefit agent.

26. A method for cleaning a substrate selected from the group consisting of a hard surface and a fabric, comprising applying the composition of claim 25 to the substrate.

27. The copolymer of claim 1 , wherein the copolymer comprises the hydrophobic monomer, wherein the hydrophobic monomeric units each independently comprise, per monomeric unit, at least one group according to structure (D.XXI):
—R 23 —R 22 —R 21   (D.XXI)

wherein:
R 21 is C 5 -C 50 linear alkyl, hydroxyalkyl, alkoxyalkyl, aryl, or aryalkyl,
R 22 is a bivalent polyether group,
R 23 is absent or is a bivalent linking group.

28. The copolymer of claim 1 , wherein the at least one nonionic, copolymerizable C2-C12 alpha, beta-ethylenically unsaturated monomer is selected from one or more compounds according to the structure (C.III):
R 43 —R 42 —R 41   (C.III)

wherein:

R 41 is alkyl, hydroxyalkyl, alkoxyalkyl, cycloalkyl, aryl, arylalkyl, or aryloxy, and

Assignees

• Rhodia Operations

Inventors

• Martinez-Castro Nemesio
• Mcguire Jennie
• Adam Herve
• Woods James

Classifications

• A61K8/8194

  Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, at least one having two or more carbon-to-carbon double bonds; Compositions of derivatives of such polymers · CPC title

• C09D5/024

  characterised by the additives · CPC title

• C09D7/43

  Thickening agents · CPC title

• A61K2800/48

  Thickener, Thickening system · CPC title

• A61K8/86

  Polyethers · CPC title