Silicon based quaternary ammonium functional compositions and their applications

• US 6,607,717 B1
• Filed: 10/24/2001
• Issued: 08/19/2003
• Est. Priority Date: 10/24/2001
• Status: Expired due to Term

• Current Assignee: Dow Silicones Corporation (Dow, Inc.)
• Original Assignee: Dow, Inc.
• Inventors: Lin, Feifei, Kennan, John Joseph, Johnson, Bethany K.
• Primary Examiner(s): VENKAT, JYOTHSNA A
• Application Number:
  US10/001,753
• Time in Patent Office: 664 Days
• Field of Search: 424/70.1, 424/70.12, 424/70.27, 424/70.19, 424/401, 424/70.2, 514/937
• US Class Current: 424/70.12
• CPC Class Codes: A61K 8/898 containing nitrogen, e.g. amodimethicone, trimethyl silyl amodimethicone or dimethicone propyl PG-betaine
• CPC Class Codes: A61Q 19/00 Preparations for care of the skin
• CPC Class Codes: A61Q 5/02 Preparations for cleaning the hair
• CPC Class Codes: A61Q 5/12 Preparations containing hair conditioners
• CPC Class Codes: C08L 83/08 containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
• CPC Class Codes: C11D 1/62 Quaternary ammonium compounds
• CPC Class Codes: C11D 1/66 Non-ionic compounds C11D1/002, C11D1/004, C11D1/008 take precedence
• CPC Class Codes: C11D 1/835 Mixtures of non-ionic with cationic compounds
• CPC Class Codes: C11D 3/373 containing silicones
• CPC Class Codes: C11D 3/3742 Nitrogen containing silicones

Abstract

There are disclosed novel quaternary ammonium functional silicone based emulsions and other formulations, as well as methods to make such emulsions and formulations. These materials have uses in personal care and other applications.

Claims

1. A quaternary ammonium functional silicone based composition comprising:

(A) a silicone having the formula;

where R²¹, R²², R²³, R³⁰ and R³¹ are independently hydroxy, phenoxy, alkoxy or monovalent hydrocarbon groups having 1-20 carbon atoms;

R²⁴, R²⁵ and R²⁷ are independently monovalent hydrocarbon groups having 1-20 carbon atoms;

R²⁸ is a monovalent hydrocarbon group having 1-20 carbon atoms, or contains nitrogen and may at least in part represent a group or groups of the form —

R¹—

Z—

Q³;

R²⁶ and R²⁹ contain nitrogen and where present represent, at least in part, a group or groups of the form —

R¹—

Z—

Q³;

—

R¹—

is either a divalent hydrocarbon group having 1-20 carbon atoms, that may optionally incorporate ether or ester functionality, or —

R¹⁷N(Q¹)R¹⁸—

;

—

R¹⁷— and

—

R¹⁸—

are independently divalent hydrocarbon groups having 1-20 carbon atoms that may optionally incorporate ether or ester functionality;

—

Q¹ is —

CH₂CH(OH)CH₂N⁺(R⁴)(R⁵)(R⁶) X⁻

, hydrogen or a monovalent hydrocarbon group having 1-20 carbon atoms that may optionally incorporate hydroxy, diol, amide, ether or ester functionality;

R⁴, R⁵ and R⁶ are independently monovalent hydrocarbon groups having 1-20 carbon atoms;

X⁻

is a counter ion;

—

Z—

is —

N(Q²)—

;

—

Q³ and —

Q² are independently —

CH₂CH(OH)CH₂N⁺(R⁴)(R⁵)(R⁶) X⁻

, hydrogen or a monovalent hydrocarbon group having 1-20 carbon atoms that may optionally incorporate hydroxy, diol, amide, ether or ester functionality;

a, b, d, e and g are all greater than or equal to zero;

a=0 to 2+g;

b=0 to 2+g;

d=0 to 500;

e=0 to 100;

g=0 to 100;

a+b is greater than or equal to 2; and

e+b>

0,

with the proviso that at least a portion of Q¹, Q², and Q³ present in the composition is —

CH₂CH(OH)CH₂N⁺(R⁴)(R⁵)(R⁶) X⁻

;

(B) a surface active agent; and

(C) water.

2. The composition of claim 1 wherein (B) is selected from the group consisting of glyceryl esters, fatty alcohols, nonionic surfactants and mixtures thereof.

3. The composition of claim 2 further comprising (D) a conditioning agent selected from the group consisting of cationic polymers, cationic surfactants, proteins, natural oils, silicones other than quaternary ammonium functional silicones, a hydrocarbon other than a wax, an anionic surfactant, an amphoteric surfactant and mixtures thereof.

4. The composition of claim 1 wherein (B) is selected from the group consisting of nonionic surfactants, anionic surfactants, amphoteric surfactants and mixtures thereof.

5. The composition of claim 4 further comprising (E), a cosurfactant selected from the group consisting of betaines, monoalkyl alkanolamides, dialkyl alkanolamides, amine oxides, amine glycinates, amine propionates, amine sultaines and mixtures thereof, with the proviso that the specific materials selected for (B) and (E) be distinct.

6. The composition of claim 5 further comprising (F) a conditioning agent selected from the group consisting of cationic polymers, cationic surfactants, proteins, waxes, natural oils, silicones other than quaternary ammonium functional silicones, a hydrocarbon other than a wax and a mixtures thereof.

7. The composition of claim 1 further comprising (G) a polyhydric alcohol, and wherein component (B) is selected from the group consisting of silicone polyoxyalkylene copolymers, nonionic surfactants, anionic surfactants and mixtures thereof, with the proviso that the specific materials selected for (B) and (G) are distinct.

8. The composition of claim 7 further comprising (H) a material selected from the group consisting of a hydrocarbon other than a wax, a natural oil, a cationic surfactant, an amphoteric surfactant and mixtures thereof.

9. The composition of claim 8 further comprising (J) a conditioning agent selected from the group consisting of cationic polymers, cationic surfactants, proteins, natural oils, silicones other than quaternary ammonium functional silicones and mixtures thereof.