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EP-4734921-A1 - ORAL CARE COMPOSITIONS COMPRISING HOPS BETA ACIDS

EP4734921A1EP 4734921 A1EP4734921 A1EP 4734921A1EP-4734921-A1

Abstract

An oral care composition is provided and includes hops, residual iron, and a stabilization system comprising a polydentate polyphosphate having at least two functional groups, a polycarboxylate having at least three carboxylate groups, or a combination thereof.

Inventors

  • ST. JOHN, SAMUEL JAMES
  • BAIG, ARIF ALI
  • STRAND, ROSS
  • ZHU, Hanjiang

Assignees

  • The Procter & Gamble Company

Dates

Publication Date
20260506
Application Date
20240627

Claims (15)

  1. An oral care composition comprising: hops acid, wherein the hops acid comprises hops alpha acid, hops beta acid, or a combination thereof; about 1 to about 1,000 μg per gram of the oral care composition of residual iron; and a stabilization system comprising an iron metal ion chelate, wherein the iron metal ion chelate comprises a polydentate polyphosphate having at least two functional groups, a polycarboxylate having at least three carboxylate groups, or a combination thereof.
  2. The oral care composition of claim 1, wherein the iron metal ion chelate has an affinity for ferrous (II) or ferric (III) iron ions, preferably wherein the iron metal ion chelate is an iron (II) metal ion chelate having a log K1 greater than about 2 or is an iron (III) metal ion chelate having a log K1 greater than about 10.
  3. The oral care composition of claim 1 or 2, wherein the composition has an improved color stability compared to the composition without the stabilization system.
  4. The oral care composition of any one of claims 1-3, wherein the composition is free of a stannous ion source.
  5. The oral care composition of any one of claims 1-3, further comprising a stannous ion source.
  6. The oral care composition of any one of the preceding claims, further comprising from about 0.01%to about 10%, by weight of the composition, of a metal ion source, preferably wherein the metal ion source comprises a zinc ion source.
  7. The oral care composition of any one of the preceding claims, wherein the iron metal ion chelate comprises the polydentate polyphosphate, and the polydentate polyphosphate comprises pyrophosphate or phytate.
  8. The oral care composition of any one of the preceding claims, wherein the iron metal ion chelate comprises the polycarboxylate, and the polycarboxylate comprises citrate, preferably wherein the citrate comprises zinc citrate, sodium citrate, or a combination thereof.
  9. The oral care composition of any one of the three preceding claims, wherein the stabilization system further comprises gluconate.
  10. The oral care composition of any one of the preceding claims, further comprising an abrasive comprising a silica abrasive or a calcium abrasive, preferably wherein the abrasive comprises the calcium abrasive, more preferably wherein the calcium abrasive comprises calcium carbonate.
  11. The oral care composition of any one of the preceding claims, wherein: the oral care composition is essentially free of, substantially free of, or free of silica; the oral care composition is essentially free of, substantially free of, or free of fluoride; or a combination thereof.
  12. The oral care composition of any one of claims 1-10, further comprising a fluoride ion source.
  13. The oral care composition of any one of the preceding claims, wherein the hops acid comprises only non-hydrogenated hops acid.
  14. The oral care composition of any one of the preceding claims, wherein the oral care composition comprises from about 0.05%to about 10%, preferably from about 0.05%to about 5%, or more preferably from about 0.05%to about 2%, by weight of the composition, of the hops beta acid or wherein the oral care composition comprises from about 0.05%to about 10%, preferably from about 0.05%to about 5%, or more preferably from about 0.05%to about 2%, by weight of the composition, of the hops alpha acid.
  15. The oral care composition of any one of the preceding claims, wherein the oral care composition comprises from about 0.1%to about 10%, preferably from about 0.1%to about 5%, or more preferably from about 1%to about 4%, by weight of the composition, of the stabilization system.

Description

ORAL CARE COMPOSITIONS COMPRISING HOPS BETA ACIDS TECHNICAL FIELD The disclosure relates generally present invention is directed to oral care compositions and, more particularly, relates to oral care compositions comprising hops with improved hops stability. BACKGROUND Oral care compositions, such as toothpaste and/or dentifrice compositions, can be applied to the oral cavity to clean and/or maintain the aesthetics and/or health of the teeth, gums, and/or tongue. Additionally, many oral care compositions are used to deliver active ingredients directly to oral care surfaces. Natural compounds with antibacterial activity, such as hops, can be incorporated into oral care compositions to provide antibacterial and/or anticavity activity. Natural antibacterial agents, such as hops, can include mixtures of active compounds, oils, flavonoids, and/or other flavor compounds. The use of hops beta acid extract in oral care compositions has the potential to delivered enhanced oral care benefits. Incorporating natural compounds into oral care compositions may affect the shelf-stability of the compositions. There is a need for oral care compositions with improved physical and chemical shelf-stability. SUMMARY An oral care composition is provided and includes hops acid, wherein the hops acid comprises hops alpha acid, hops beta acid, or a combination thereof, about 1 to about 1,000 μg per gram of the oral care composition of residual iron, and a stabilization system comprising a polydentate polyphosphate having at least two functional groups, a polycarboxylate having at least three carboxylate groups, or a combination thereof. BRIEF DESCRIPTION OF THE DRAWINGS The patent or application file contains at least one drawing executed in color. Copies of this patent or patent application publication with color drawing (s) will be provided by the Office upon request and payment of the necessary fee. FIGS. 1A and 1B are photographs in color and grayscale, respectively, showing discoloration of example composition Ex. 1 following storage in a tube at 40 ℃ for one month. FIGS. 2A and 2B are photographs in color and grayscale, respectively, showing the discoloration of various oral care compositions in a toothpaste tube following storage in a tube at room 20 ℃ for seven days. FIGS. 3A and 3B are photographs in color and grayscale, respectively, showing the color of the centrifuged supernatant of various oral care compositions described in TABLE 4A. FIG. 4 is a chart showing the color change of a toothpaste base due to the addition of hops. DETAILED DESCRIPTION Compositions comprising hops beta acid extract can experience color change over the product shelf life that make it unappealing for the consumer. Not wishing to be bound by theory, it is believed that the color change is related to the complexation of hops beta acids with ferric and ferrous ions in the composition that can further catalyze oxidation reactions in the presence of oxygen and browning reactions of those oxidative products. Importantly, there is a need to prevent the interaction of hops beta acids with ferrous and ferric ions in an oral care composition. While not wishing to be bound by theory, it is believed that hops beta acids are susceptible to oxidative degradation yielding oxidation products, including 3-methyl-2-butental and 5, 5-dimthyldimthyl-2 (5H) -furanone. Since 5-dimthyl-2 (5H) -furanone is further susceptible to a browning reaction, the oxidation of hops beta acids could sequentially impact the appearance stability of oral care compositions comprising hops beta acid extract. Another reaction pathway that can impact the color of oral care compositions comprising hops beta acid extract is complexation with ferrous or ferric ions. Iron is a known impurity from silica raw material. Iron can further be incorporated through abrasion of stainless-steel processing equipment in oral care compositions comprising silica or other dental abrasives. Hops beta acid complexes with ferrous or ferric ions have strong absorption in visible light region and can produce a brown to reddish to pinkish color in oral care compositions comprising both. This means the presence of iron impurity in oral care compositions comprising hops beta acid extract could risk color stability throughout the shelf life of the product potentially yielding a consumer unacceptable product. Embodiments of the present invention are directed to oral care compositions comprising iron metal ion chelates to help reduce the interaction with hops beta acids with iron metal ions thus reducing the color change of the oral care composition or slowing the oxidative degradation of hops beta acids. Examples of the iron metal ion chelates include, for example, citrate-iron, bicarbonate-iron, carbonate-iron, EDTA-iron, polyphosphate-iron, such as pyrophosphate-iron, phytate-iron, and combinations thereof. The formation of these iron metal ion chelates can lead to reduce color change of oral care compositions co