Oral care compositions comprising phosphono-phosphate and anionic group containing polymers

Patent metadata

Field	Value
Publication number	US-11370863-B2
Application number	US-202017087651-A
Country	US
Kind code	B2
Filing date	Nov 3, 2020
Priority date	Dec 11, 2017
Publication date	Jun 28, 2022
Grant date	Jun 28, 2022

Abstract

Disclosed are oral care compositions of novel phosphono-phosphate and anionic group containing polymer compositions that have targeted uses with divalent cations and surfaces having divalent cations. These compounds can be used to deliver anionic character to surfaces such as calcium hydroxyapatite for use in oral care applications.

First claim

What is claimed is:

1. An oral care composition comprising a polymer comprising a phosphono-phosphate group and an anionic group, wherein said polymer has the structure:

wherein:
R 1 is selected from the group consisting of —H, alkyl, alkanediyl-alkoxy, metal salt having Na, K, Ca, Mg, Mn, Zn, Fe, or Sn cation, amine cation salt, and a structure of Formula 2:

wherein:
θ is the site of attachment to Formula 23,
R 4 and R 5 are independently selected from the group consisting of —H, alkyl, alkanediyl-alkoxy, metal salt having Na, K, Ca, Mg, Mn, Zn, Fe, or Sn cation, and amine cation salt;

R 2 is selected from the group consisting of —H, alkyl, alkanediyl-alkoxy, metal salt having Na, K, Ca, Mg, Mn, Zn, Fe, or Sn cation, amine cation salt, and a structure of Formula 3:

wherein:
θ is the site of attachment to Formula 23,
R 6 , and R 7 are independently selected from the group consisting of —H, alkyl, alkanediyl-alkoxy, metal salt having Na, K, Ca, Mg, Mn, Zn, Fe, or Sn cation, and amine cation salt, and
n is an integer from 1 to 22; and

R 3 is selected from the group consisting of —H, alkyl, alkanediyl-alkoxy, metal salt having Na, K, Ca, Mg, Mn, Zn, Fe, or Sn cation, and amine cation salt, and said anionic group is covalently bound to the polymer backbone, side group, or side chain and is selected from the chemical group consisting of phosphate, phosphonate, phosphinate, sulfate, sulfonate, sulfinate, mercapto, carboxylate, hydroxyamino, amine oxide, and hydroxamate,
R 8 is selected from the group consisting of —H and —CH 3 ;
L 1 is selected from the group consisting of a chemical bond, arenediyl, and a structure of Formula 5:

wherein:
α is the site of attachment to the polymer backbone;
β is the site of attachment to the phosphono-phosphate;
X is selected from the group consisting of the structures in Formulas 6-12;

wherein:
R 9 is selected from the group consisting of —H, alkyl (C1-8) , phosphonoalkyl, and phosphono(phosphate)alkyl; and
Y is selected from the group consisting of alkanediyl, alkoxydiyl, alkylaminodiyl and alkenediyl,

R 11 is selected from the group consisting of —H and —CH 3 ;
δ is the site of attachment to the anionic group;
L 3 is selected from a chemical bond, arenediyl, and a structure of Formula 15;

wherein:
γ is the site of attachment to the polymer backbone;
δ is the site of attachment to the anionic group;
W is selected from the structures in Formulas 16-22:

wherein:
R 12 is selected from the group consisting of —H and alkyl (C1-8) ; and
V is selected from the group consisting of alkanediyl, alkoxydiyl, alkylaminodiyl or alkenediyl;

R 13 is a chemical group resulting from polymer initiation;
R 14 is a chemical group resulting chain termination;
m is an integer from 2 to 450; and
p is an integer from 2 to 450.

2. The oral care composition of claim 1 wherein R 2 is a group having a structure:

wherein:
θ is the site of attachment to Formula 23,
R 6 , and R 7 are independently selected from the group consisting of —H, alkyl, alkanediyl-alkoxy, metal salt having Na, K, Ca, Mg, Mn, Zn, Fe, or Sn cation, and amine cation salt, and
n is an integer from 1 to 3.

3. The oral care composition of claim 1 wherein R 8 is H.

4. The oral care composition of claim 1 wherein L 1 is a group having the structure:

wherein:
α is the site of attachment to the polymer backbone;
β is the site of attachment to the phosphono-phosphate;
X is selected from the group consisting of the structures:

wherein:
R 9 is selected from the group consisting of —H, alkyl (C1-8) , phosphonoalkyl, and phosphono(phosphate)alkyl; and
Y is selected from the group consisting of alkanediyl, alkoxydiyl, alkylaminodiyl and alkenediyl.

5. The oral care composition of claim 1 wherein said anionic group is selected from the group consisting of phosphate, phosphonate, sulfate, sulfonate, and carboxylate.

6. The oral care composition of claim 1 wherein R 11 is H.

7. The oral care composition of claim 1 wherein L 3 is a group having the structure:

wherein:
W is selected from the group consisting of the structures:

8. The oral care composition of claim 1 wherein R 13 is selected from the group consisting of the structures:

wherein:
R 15 is selected from the group consisting of —H, Na, K and amine cation salt;
τ is the site of attachment to polymer backbone; and
Q is the non-olefin residue of a monomer used in polymerization.

9. The oral care composition of claim 8 wherein Q has the structure:

wherein κ denotes the site of attachment to Formula 28.

10. The oral care composition of claim 8 wherein Q has the structure:

wherein κ denotes the site of attachment to Formula 28.

11. The oral care composition of claim 1 wherein R 14 is —H.

12. The oral care composition of claim 1 wherein R 14 is another polymer chain with a head to head attachment.

13. The oral care composition of claim 1 wherein:
R 1 , R 2 , and R 3 are independently selected from the group consisting of H, Na salt, K salt and amine cation salt;
R 8 is H;
L 1 is a covalent bond;
L 3 is a covalent bond;
the anionic group is sulfonate;
R 13 has the structure:

wherein τ is the site of attachment to polymer backbone; and
Q has a structure selected from the group consisting of:

wh

Assignees

• Procter & Gamble

Inventors

• West Ryan Michael
• Cron Scott Leroy
• Jin Yingkun
• Glandorf William Michael

Classifications

• C07F9/6587

  having two phosphorus atoms as ring hetero atoms in the same ring · CPC title

• C07F9/657181

  the ring phosphorus atom and, at least, one ring oxygen atom being part of a (thio)phosphonic acid derivative · CPC title

• C08G81/025

  containing polyether sequences · CPC title

• C08F299/024

  the unsaturation being in acrylic or methacrylic groups · CPC title

• C08F8/40

  Introducing phosphorus atoms or phosphorus-containing groups · CPC title