Oral care compositions

Patent metadata

Field	Value
Publication number	US-2017216191-A1
Application number	US-201515302873-A
Country	US
Kind code	A1
Filing date	Apr 7, 2015
Priority date	Apr 10, 2014
Publication date	Aug 3, 2017
Grant date	—

Abstract

The application relates to oral care compositions comprising substantive polyesteramides formed from polyols, polycarboxylic acids (or esters, anhydrides or halides thereof) and arginine. The formed polyesteramides are active in biofilm inhibition, biofilm dissolution and retarding or preventing acid production from oral bacteria.

First claim

1 . An oral care composition comprising:
a polymer formed from the condensation of:
a polyol;
a polycarboxylic acid, anhydride, ester or acid halide thereof; and
arginine;
wherein the formed polymer is distributed in an orally acceptable carrier.

2 . The oral care composition according to claim 1 , wherein the polymer formed is defined by formula (I)

wherein L is branched or unbranched C 1 -C 20 alkylene, a branched or unbranched C 2 -C 20 alkylene interrupted by one or more oxygens, C 3 -C 12 cycloaliphatic, a monosaccharide radical, oligosaccharide radical or a polyether, which branched or unbranched C 1 -C 20 alkylene, C 2 -C 20 or C 3 -C 12 cycloaliphatic may be substituted or unsubstituted by OH;
A is a linear or branched unsubstituted C 1 -C 20 alkylene or a linear or branched C 1 -C 20 alkylene substituted by C(O)OR 1 , C(O)O − or OH; A is a linear or branched unsubstituted C 1 -C 20 alkylene interrupted by one or more —O— or NR 2 —; or a linear or branched C 1 -C 20 alkylene substituted by C(O)OR 1 , C(O)O − or OH;
wherein R 1 is hydrogen, unsubstituted linear or branched C 1 -C 20 alkylene, linear or branched C 1 -C 20 substituted by C(O)OR 1 , C(O)O − or OH; and
R 2 is hydrogen or linear or branched C 1 -C 20 alkylene substituted by C(O)OH or OH;
X is any organic or inorganic orally acceptable anion;
and n is an integer ranging from 2 to 5000;
wherein the formed polymer is distributed in an orally acceptable carrier.

3 . The oral care composition according to claim 1 , wherein the polyols may be selected from the group of linear or branched aliphatic alcohols having OH functionality of at least 2 for example the group consisting of ethylene glycol, 1,2-propanediol, 1,3-propanediol, 1,3-butanediol, 1,4-butanediol, 1,6-hexanediol, diethylene glycol, 1,4-cyclohexanediol, 1,4-cyclohexanedimethanol, neopentyl glycol, glycerol, trimethylolpropane, pentaerythritol, sorbitol, mannitol, inositol, xylitol, threitol, erythritol, adonitol(ribitol), arabitol(lyxitol), dulcitol(galactitol), maltitol, isomalt, polyethyleneoxide and polypropyleneoxide.

4 . The oral care composition according to claim 1 , wherein the polyol is at least a dihydric polyol defined by formula (II)
HO-L-OH   (II)
wherein L is branched or unbranched C 1 -C 20 alkylene, C 3 -C 12 cycloaliphatic, sugar alcohols, a monosaccharide, oligosaccharide or a polyether, which branched or unbranched C 2 —C alkylene may be interrupted or uninterrupted by one or more nonconsecutive oxygens and/or substituted or unsubstituted by one or more OH.

5 . The oral care composition according to claim 1 , wherein the polycarboxylic acids, anhydrides, acid halides or esters thereof are defined by formula (III)

wherein A is a linear or branched unsubstituted C 1 -C2o alkylene or a linear or branched C 1 -C 20 alkylene substituted by C(O)OR 1 , C(O)O − or OH, or A is a linear or branched unsubstituted C 1 -C 20 alkylene interrupted by —O— or NR 2 — or a linear or branched C 1 -C 20 alkylene interrupted by —O— or NR 2 substituted by C(O)OR 1 , C(O)O − or OH;
wherein R 1 is hydrogen, unsubstituted linear or branched C 1 -C 20 alkylene, linear or branched C 1 -C 20 alkylene substituted by C(O)OH, C(O)O − or OH; and
R 2 is hydrogen or linear or branched C 1 -C 20 alkylene substituted by C(O)OH or OH;
m and p are 1 or 2; and
R 3 and R 4 are independently OH, halogen, OR 5 , —OC(O), which —OC(O) may be bound to A to form an anhydride, or R 3 is oxygen and R 4 is a bond to the oxygen of R 3 , and
R 5 is a C 1 -C 4 alkyl or a substituted or unsubstituted phenyl.

6 . The oral care composition according to claim 5 , wherein A is a linear or branched unsubstituted C1-C10 or a linear or branched C 1 -C 10 alkylene substituted by C(O)OR1, C(O)O − or OH, or
A is a linear or branched unsubstituted C 2 -C 10 alkylene interrupted by NR 2 or a linear or branched C 2 -C 10 alkylene interrupted by NR 2 substituted by C(O)OR 1 , C(O)O − or OH; and
R 2 is hydrogen or linear or branched C—C alkylene substituted by C(O)OH or OH.

7 . The oral care composition according to claim 6 , wherein A is a linear or branched unsubstituted C 1 -C 8 alkylene or a linear or branched C 1 -C 8 alkylene substituted by C(O)OR 1 , C(O)O − and OH, or
A is a linear or branched C 1 -C 8 interrupted by NR 2 , and R 2 is C 2 -C 8 alkylene substituted by C(O)OH.

8 . The oral care composition according to claim 1 , wherein the polycarboxylic acid are selected from the group consisting of malonic acid, succinic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, sebacic acid, azelaic acid, citric acid, diglycolic acid, 1,2,3-propanetricarboxylic acid, 1,1,3,3-propanetetracarboxylic acid, 1,1,2,2-ethane tetracarboxylic acid, 1,2,3,4-butanetetracarboxylic acid, 1,2,2,3 propanetetracarboxylic acid, 1,3,3,5 pentanetetracarboxylic acid, ethylenediaminetetraacetic dianhydride, malic acid, tartronic acid, isocitric acid, tartaric acid, mucic acid gluconic acid, ethylenediamine tetraacetic acid, ethyleneglycolbis-tetraacetic acid, diglycolic acid, ethylenediamine tetrapropionic acid, iminodiacetic acid, 1,2-propylenediaminetetraacetic acid, Nmethyl, -ethyl, -propyl and -butyl iminodiacetic acid, 1,3-propylenediaminetetraacetic acid, N-hydroxyethylethylenediaminetriacetic acid, triethylenetetraminehexaacetic acid and diethylenetriaminepentaacetic acid and C1-C4 alkyl esters, substituted or unsubstituted phenyl esters, acid halides or anhydrides thereof.

9 . The oral care composition according to claim 1 , wherein the formed polymer is:
Polyester amides of xylitol, arginine and succinic acid terpolymers; Polyester amides of xylitol, arginine and ethylenediaminetetraacetic acid (or dianhydride thereof) terpolymers; Polyester amides of xylitol, arginine and citric acid terpolymers; Polyester amides of ethylene glycol, arginine and ethylenediaminetetraacetic acid (or dianhydride thereof) terpolymers; Polyester amides of mannitol, arginine and citric acid terpolymers; Polyester amides of sorbitol, arginine and ethylenediaminetetraacetic acid (or dianhydride thereof) terpolymers; Polyester amides of sorbitol, arginine and citric acid terpolymers; Polyester amides of mannitol, arginine and ethylenediaminetetraacetic acid (or dianhydride thereof) terpolymers; Polyester amides of pentaerythritol, arginine and citric acid terpolymers.

10 . The oral care composition according to claim 1 , wherein the arginine makes up from about 3 to about 90 or about 95 wt. % of the total weight of the formed polymer.

11 . The oral care composition according to claim 1 , wherein the formed polymer has a Mw ranging from about Mw from about 500 to about 1,000,000.

12 . The oral care composition according to claim 1 , wherein the oral care composition comprises at least one ingredient selected from the group consisting of surfactants, desensitizing agents, chelating agents, whitening agents, tartar control agents, antibacterial agents, abrasives including silica, binders and thickening agents, detergents, adhesion agents, foam modulators, pH modifying agents, mouth-feel agents, sweeteners, flavoring agents, colorants, preservatives and combinations thereof.

13 . The oral care composition according to claim 12 , wherein the ingredient is an antibacterial agent selected from the group

Assignees

• Basf Se

Inventors

• Deisenroth Ted
• Cunkle Glen Thomas
• Junker Lauren
• Kuepfert Michael
• Odorisio Paul
• Saunders Steven N
• Ramnarine Vishal
• Abraham Neethu

Classifications

• A61P1/02

  Stomatological preparations, e.g. drugs for caries, aphtae, periodontitis · CPC title

• C08G63/668

  derived from polycarboxylic acids and polyhydroxy compounds · CPC title

• A61Q11/00

  Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses · CPC title

• C08B11/12

  substituted with carboxylic radicals {, e.g. carboxymethylcellulose [CMC]} · CPC title

• C08L1/286

  substituted with acid radicals, e.g. carboxymethyl cellulose [CMC] (C08L1/282 takes precedence) · CPC title