Dentifrices containing amino alkyl silicones

• US 5,427,770 A
• Filed: 01/14/1993
• Issued: 06/27/1995
• Est. Priority Date: 11/28/1988
• Status: Expired due to Fees

• Current Assignee: Chesebrough-Pond'S Usa Co., Division Of Conopco, Inc.
• Original Assignee: Chesebrough-Pond'S Usa Co., Division Of Conopco, Inc.
• Inventors: Lin, Samuel, Domke, Todd, Viccaro, John P., Ziemkiewicz, Alexander G.
• Primary Examiner(s): Page, Thurman K.
• Assistant Examiner(s): AZPURU, CARLOS A
• Application Number:
  US08/004,489
• Time in Patent Office: 894 Days
• Field of Search: 106/35, 424/49, 424/54, 424/52, 433/216, 523/105, 528/28, 528/38, 556/424
• US Class Current: 424/54
• CPC Class Codes: A61K 8/41 Amines
• CPC Class Codes: A61K 8/43 Guanidines
• CPC Class Codes: A61K 8/731 Cellulose; Quaternized cellulose derivatives
• CPC Class Codes: A61K 8/732 Starch; Amylose; Amylopectin; Derivatives thereof
• CPC Class Codes: A61K 8/733 Alginic acid; Salts thereof
• CPC Class Codes: A61K 8/898 containing nitrogen, e.g. amodimethicone, trimethyl silyl amodimethicone or dimethicone propyl PG-betaine
• CPC Class Codes: A61K 8/90 Block copolymers A61K8/89 takes precedence
• CPC Class Codes: A61Q 11/00 Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses

Abstract

Dentifrices, including toothpaste creams and gels, and mouthwashes, are provided including aminoalkyl silicones. In the mouth, the aminoalkyl silicones form a lasting hydrophobic film on the teeth for prevention of cavities and stain. Antimicrobial compounds such as chlorhexidine may be included.

Claims

1. A dentifrice comprising (a) a noncyclic, hydrophobic aminoalkyl silicone with a molecular weight of 5,000-1,000,000 of a formula comprised of two basic units:

space="preserve" listing-type="equation">R.sup.1.sub.m R.sub.n SiO(4-m-n)/2 (1)

wherein 1≦

m+n≦

3, 1≦

n≦

3, 0≦

m≦

2, and m and n are integers and

space="preserve" listing-type="equation">R.sup.1.sub.a R.sub.b.sup.2 SiO(4-a-b)/2 (2)

wherein 1≦

a+b≦

3, and a and b are integers

wherein R¹ and R² are hydrocarbons or fluorinated hydrocarbons of 1 to 10 carbons, hydroxyl, alkoxyl, hydrogen or acetoxy, and R is ##STR19## wherein R³ is a divalent alkylene of 1-20 carbons or a hydrocarbon of 1-20 carbon atoms containing 0 atoms, R⁴, R⁵ and R⁶ may be different or the same and are selected from the group consisting of H, hydrocarbons of 1-20 carbons, and hydrocarbons of 1-20 carbons containing N and/or 0 atoms, and X^- is a monovalent anion, said aminoalkyl silicone including 60% or fewer by repeat unit of unit (1); and

(b) an abrasive selected from the group consisting of alumina, hydrates thereof, magnesium trisilicate, magnesium carbonate, aluminosilicates, calcium carbonate, zirconium silicate, polymethylmethacrylate, powdered polyethylene, and silica, and

(c) a humectant selected from the group consisting of glycerol, polyol, sorbitol, polyethylene glycols and propylene glycol.

2. The dentifrice according to claim 1 wherein R³ is selected from the group consisting of:

--(CH₂)₃ --NH₂ and --(CH₂)₃ --NHCH₂ CH₂ NH₂.

3. The dentifrice of claim 1 wherein R¹ is selected from the group consisting of:

##STR20##

4. The toothpaste of claim 3 comprising from 0.1 to 20% by weight amino alkyl silicone, from 1 to 70% by weight abrasive, from 1 to 80% by weight humectant, from 0.1 to 3% by weight binder and from 0 to 3,000 ppm fluoride ion.

5. The dentifrice of claim 1 wherein the aminoalkyl silicone is an amodimethicone.

6. The dentifrice of claim 1 wherein from 5 to 30% of the repeating units are unit (1).

8. Dentifrice of claim 1 wherein the molecular weight is from 5,000 to 30,000.

15. The dentifrice of claim 1, in the form of an emulsion.

16. The dentifrice according to claim 1 wherein the abrasives are selected from the group consisting of alpha alumina trihydrate, calcined aluminum silicate and aluminum silicate.

7. A dentifrice comprising (a) a noncyclic, hydrophobic aminoalkyl silicone with a molecular weight of 5,000-1,000,000 of a formula comprised of two basic units:

(1) R¹ mRnSiO(4-m-n)/2 wherein 1≦

m+n≦

3, 1≦

n≦

3, 0≦

m≦

2, and m and n are integers and

(2) R¹ aR² bSiO(4-a-b)/2 wherein 1≦

a+b≦

3, and a and b are integers

wherein R¹ and R² are hydrocarbons or fluorinated hydrocarbons of 1 to 10 carbons, hydroxyl, alkoxyl, hydrogen or acetoxy, and R is ##STR21## wherein R³ is a divalent alkylene of 1-20 carbons or a hydrocarbon of 1-20 carbon atoms containing O atoms, R⁴, R⁵ and R⁶ may be different or the same and are selected from the group consisting of H, hydrocarbons of 1-20 carbons, and hydrocarbons of 1-20 carbons containing N and/or O atoms, and X^- is a monovalent anion, said aminoalkyl silicone including 60% or fewer by repeat unit of unit (1); and

(b) an abrasive selected from the group consisting of alumina, hydrates thereof, magnesium trisilicate, magnesium carbonate, aluminosilicates, calcium carbonate, zirconium silicate, polymethylmethacrylate, powdered polyethylene, and silica and

(c) a humectant selected from the group consisting of glycerol, polyol, sorbitol, polyethylene glycols and propylene glycol.

17. The dentifrice according to claim 7 wherein the abrasives are selected from the group consisting of alpha alumina trihydrate, calcined aluminum silicate and aluminum silicate.

9. A dentifrice which comprises a mixture of (i) a noncyclic, hydrophobic organosiloxane polymer with a molecular weight of 5,000-1,000,000 which includes:

(a) at least one unit of the formula (3), ##STR22## wherein;

a is from 0-2 and n is from 0-5,

R⁷ is a monovalent radical,

R⁸ is a divalent hydrocarbon radical,

R⁹, R¹⁰, and R¹¹ may be the same or different and are selected from the group consisting of R¹², where R¹² is a monovalent hydrocarbon or hydrogen, and

(b) at least one unit of the formula 4,

space="preserve" listing-type="equation">R.sub.a.sup.13 R.sub.c.sup.14 SiO(4-a-c)/2 (4)

wherein R¹³ and R¹⁴ are the same or different monovalent radicals, a and c are integers of the group selected from 0,1,2 and 3 and a plus c is 0,1,2 or 3, and (ii) an orally acceptable antimicrobial compound, said organosiloxane polymer including 60% or fewer by repeat units of unit (3); and

(iii) an abrasive selected from the group consisting of alumina, hydrates thereof, magnesium trisilicate, magnesium carbonate, aluminosilicates, calcium carbonate, zirconium silicate, polymethylmethacrylate, powdered polyethylene, and silica and

(iv) a humectant selected from the group consisting of glycerol, polyol, sorbitol, polyethylene glycols and propylene glycol.

10. The dentifrice of claim 9 wherein the organosiloxane polymer has a molecular weight of between 5000 and 100,000.

11. The dentifrice of claim 9 wherein the organopolysiloxane includes from 5 to 30% by repeat unit of formula (3).

12. A dentifrice which comprises a mixture of (i) a noncyclic, hydrophobic organosiloxane polymer with a molecular weight of 5,000-1,000,000 which includes:

(a) at least one unit of the formula (3), ##STR23## wherein;

a is from 0-2 and n is from 0-5,

R⁷ is a monovalent radical,

R⁸ is a divalent hydrocarbon radical,

R⁹, R¹⁰, and R¹¹ may be the same or different and are selected from the group consisting of R¹², where R¹² is a monovalent hydrocarbon or hydrogen, and

(b) at least one unit of the formula (4),

space="preserve" listing-type="equation">R.sub.a.sup.13 R.sub.c.sup.14 SiO(4-a-c)/2 (4)

wherein R13 and R14 are the same or different monovalent radicals, a and c are integers of the group selected from 0,1,2 and 3 and a plus c is 0,1,2 or 3, and (ii) an orally acceptable antimicrobial compound, said organosiloxane polymer including 60% or fewer by repeat units of unit (3); and

(iii) a humectant selected from the group consisting of glycerol, polyol, sorbitol, polyethylene glycols and propylene glycol.

13. The dentifrice of claim 12 comprising a mouthwash including:

a) from 0.5 to 3% aminoalkyl silicone;

b) from 50 to 65% glycerol;

c) from 0 to 2% ethanol

wherein said mouthwash is clear.

14. A dentifrice comprising (a) a noncyclic, hydrophobic aminoalkyl silicone with a molecular weight of 5,000-1,000,000 of a formula comprised of two basic units:

space="preserve" listing-type="equation">R.sub.m.sup.1 R.sub.n SiO(4-m-n)/2 (1)

wherein 1≦

m+n≦

3, 1≦

[,]n≦

3, 0≦

m≦

2, and m and n are integers

space="preserve" listing-type="equation">R.sub.a.sup.1 R.sub.b.sup.2 SiO(4-a-b)/2 (2)

wherein 1≦

a+b≦

3, and a and b are integers

wherein R¹ and R² are hydrocarbons or fluorinated hydrocarbons of 1 to 10 carbons, hydroxyl, alkoxyl, hydrogen or acetoxy, and R is ##STR24## wherein R³ is a divalent alkylene of 1-20 carbons or a hydrocarbon of 1-20 carbon atoms containing O atoms, R⁴, R⁵ and R⁶ may be different or the same and are selected from the group consisting of H, hydrocarbons of 1-20 carbons, and hydrocarbons of 1-20 carbons containing N and/or O atoms, and X^- is a monovalent anion, said aminoalkyl silicone including 60% or fewer by repeat unit of unit (1); and

(b) a humectant selected from the group consisting of glycerol, polyol, sorbitol, polyethylene glycols and propylene glycol.

18. A dentifrice which comprises a mixture of (1) a noncyclic, hydrophobic organosiloxane polymer with a molecular weight of 5,000-1,000,000 which includes:

(a) at least one unit of the formula (3), ##STR25## wherein;

a is from 0-2 and n is from 0-5,

R⁷ is a monovalent radical,

R⁸ is a divalent hydrocarbon radical,

R⁹, R¹⁰, and R¹¹ may be the same or different and are selected from the group consisting of R¹², where R¹² is a monovalent hydrocarbon or hydrogen, and

(b) at least one unit of the formula 4,

space="preserve" listing-type="equation">R.sup.13 aR.sup.14 cSiO(4-a-c)/2 (4)

wherein R13 and R14 are the same or different monovalent radicals, a and c are integers of the group selected from 0,1,2 and 3 and a plus c is 0,1,2 or 3, and (ii) an orally acceptable antimicrobial compound, said organosiloxane polymer including 60% or fewer by repeat units of unit (3); and

(iii) a humectant which is selected from the group consisting of glycerol, polyol, sorbitol, polyethylene glycols and propylene glycol.

19. The dentifrice according to claim 18 further comprising an abrasive selected from the group consisting of alumina, hydrates thereof, magnesium trisilicate, magnesium carbonate, aluminosilicates, calcium carbonate, zirconium silicate, polymethylmethacrylate, powdered polyethylene, and silica.

20. A dentifrice comprising (a) a noncyclic, hydrophobic aminoalkyl silicone with a molecular weight of 5,000-1,000,000 of a formula comprised of two basic units:

(1) R¹ mRnSiO(4-m-n)/2 wherein 1≦

m+n≦

3, 1≦

n≦

3, 0≦

m≦

2, and m and n are integers and

(2) R¹ aR² bSiO(4-a-b)/2 wherein 1≦

a+b≦

3, and a and b are integers

wherein R¹ and R² are hydrocarbons or fluorinated hydrocarbons of 1 to 10 carbons, hydroxyl, alkoxyl, hydrogen or acetoxy, and R is ##STR26## wherein R³ is a divalent alkylene of 1-20 carbons or a hydrocarbon of 1-20 carbon atoms containing O atoms, R⁴, R⁵ and R⁶ may be different or the same and are selected from the group consisting of H, hydrocarbons of 1-20 carbons, and hydrocarbons of 1-20 carbons containing N and/or O atoms, and X^- is a monovalent anion, said aminoalkyl silicone including 60% or fewer by repeat unit of unit (1); and

(b) a humectant which is selected from the group consisting of glycerol, polyol, sorbitol, polyethylene glycols and propylene glycol.