IP Library Granted Patent US 9,358,195
Granted Patent B2
US 9,358,195 · App. 10/512,528 · Granted Jun 7, 2016

Stabilized body care products, household products, textiles and fabrics

Inventors: Joseph Anthony Lupia (Reinach, CH); Joseph Suhadolnik (Yorktown Heights, NY)
Assignee: BASF SE
A61K8/41A61K8/416A61K8/4926A61Q5/008A61Q5/02A61Q5/06A61Q19/00A61K2800/52
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 9,358,195
App. No.
10/512,528
Granted
Jun 7, 2016
Kind
B2
Abstract

Disclosed are stabilized body care products, household products, textiles and fabrics which comprise certain hindered nitroxyl, hydroxylamine and hydroxylamine salt compounds. Dyed products and articles are effectively stabilized against color degradation. The products are for example skin-care products, hair-care products, dentifrices, cosmetics, laundry detergents and fabric softeners, non-detergent based fabric care products, household cleaners and textile-care products.

Claims (49)

1. A stabilized composition comprising

(a) a body care product, household cleaning product, wherein the body care product is selected from the group consisting of:

skin-care product,

which skin-care products are selected from the group consisting of body oils, body lotions, body gels, treatment creams, skin protection ointments, shaving preparation and skin powders, bath and shower product, preparations containing fragrances and odoriferous substances,

hair-care products which hair-care products are selected from the group consisting of shampoos for humans and animals, hair conditioners, 2 in 1 conditioners, leave in and rinse off conditioners, products for styling and treating hair, perming agents, hair sprays and lacquers, hair gels, hair fixatives, relaxants, hair dyeing systems, permanent, demi-permanent, semi-permanent and temporary hair dyeing systems, and hair bleaching agents, dentifrices, deodorizing and antiperspirant preparations,

cosmetic formulations containing active ingredients, which active ingredients are selected from the group consisting of hormone preparations, vitamin preparations, vegetable extract preparations and antibacterial preparations,

decorative preparations which decorative preparations are selected from the group consisting of lipsticks, nail varnishes, eye shadows, mascaras, dry and moist make-up, rouge, powders, depilatory agents and suntan lotions,

and

the household cleaning product is selected from the group consisting of liquid cleansing and scouring agents, glass detergents, bathroom cleaners, washing, rinsing and dishwashing agents, kitchen and oven cleaners, clear rinsing agents, dishwasher detergents, shoe polishes, polishing waxes, floor detergents and polishes, metal, glass and ceramic cleaners, furniture and multipurpose polishes and leather and vinyl dressing agent and solid and liquid air fresheners,

(b) an effective stabilizing amount of 5 to about 10000 ppm, based on the total composition,

at least one compound selected from the group consisting of

(iii) hindered hydroxylamine salt compounds of formula

where

in formula A*,

n is 1 or 2,

when n is 1,

R 1 is hydrogen, alkyl of 1 to 18 carbon atoms, alkenyl of 2-18 carbon atoms, propargyl, glycidyl, alkyl of 2 to 50 carbon atoms interrupted by one to twenty oxygen atoms, said alkyl substituted by one to ten hydroxyl groups or both interrupted by said oxygen atoms and substituted by said hydroxyl groups, or

R 1 is alkyl of 1 to 4 carbon atoms substituted by a carboxy group or by —COOZ where Z is hydrogen, alkyl of 1 to 4 carbon atoms or phenyl, or where Z is said alkyl substituted by —(COO − ) n M n+ where n is 1-3 and M is a metal ion from the 1st, 2nd or 3rd group of the periodic table or is Zn, Cu, Ni or Co, or M is a group N n+ (R 2 ) 4 where R 2 is alkyl of 1 to 8 carbon atoms or benzyl,

when n is 2,

R 1 is alkylene of 1 to 12 carbon atoms, alkenylene of 4 to 12 carbon atoms, xylylene or alkylene of 1 to 50 carbon atoms interrupted by one to twenty oxygen atoms, substituted by one to ten hydroxyl groups or both interrupted by said oxygen atoms and substituted by said hydroxyl groups,

R is hydrogen or methyl;

X is an inorganic or organic anion, and

where the total charge of cations h is equal to the total charge of anions j

and

d) a dye.

2. A composition according to claim 1 where X is phosphate, phosphonate, carbonate, bicarbonate, nitrate, chloride, bromide, bisulfite, sulfite, bisulfate, sulfate, borate, formate, acetate, benzoate, citrate, oxalate, tartrate, acrylate, polyacrylate, fumarate, maleate, itaconate, glycolate, gluconate, malate, mandelate, tiglate, ascorbate, polymethacrylate, a carboxylate of nitrilotriacetic acid, hydroxyethylethylenediaminetriacetic acid, ethylenediaminetetraacetic acid or of diethylenetriaminepentaacetic acid, a diethylenetriaminepentamethylenephosphonate, an alkylsulfonate or an arylsulfonate.

3. A composition according to claim 1 where the compounds of component (b) are

R is hydrogen,

in formula A*

n is 1 or 2,

when n is 1,

R 1 is hydrogen, alkyl of 1 to 6 carbon atoms, alkenyl of 2 to 6 carbon atoms, propargyl, glycidyl, alkyl of 2 to 20 carbon atoms interrupted by one to ten oxygen atoms, said alkyl substituted by one to five hydroxyl groups or both interrupted by said oxygen atoms and substituted by said hydroxyl groups, or

R 1 is alkyl of 1 to 4 carbon atoms substituted by a carboxy group or by —COOZ where Z is hydrogen or alkyl of 1 to 4 carbon atoms,

when n is 2,

R 1 is alkylene of 1 to 8 carbon atoms, alkenylene of 4 to 8 carbon atoms, alkylene of 1 to 20 carbon atoms interrupted by one to ten oxygen atoms, substituted by one to five hydroxyl groups or both interrupted by said oxygen atoms and substituted by said hydroxyl groups.

4. A composition according to 1 where the compounds of component (b) are

R is hydrogen,

in formula A*,

h is 1,

R 1 is hydrogen, alkyl of 1 to 4 carbon atoms, glycidyl, alkyl of 2 to 4 carbon atoms interrupted by one or two oxygen atoms, said alkyl substituted by one or two hydroxyl groups or both interrupted by said oxygen atoms and substituted by said hydroxyl groups, or

R 1 is alkyl of 1 to 4 carbon atoms substituted by —COOZ where Z is hydrogen or alkyl of 1 to 4 carbon atoms.

5. A composition according to claim 1 where the compounds of component (b) are selected from the group consisting of

1-hydroxyl-2,2,6,6-tetramethyl-4-methoxy-piperidinium acetate; 1-hydroxy-2,2,6,6-tetramethyl-4-propoxy-piperidinium acetate; 1-hydroxy-2,2,6,6-tetramethyl-4-(2-hydroxy-4-oxapentoxy)piperidinium acetate; 1-hydroxy-2,2,6,6-tetramethyl-4-hydroxpiperidinium chloride; 1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium acetate; 1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium bisulfate; 1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium citrate; bis(1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium) citrate; tris(1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium) citrate; tetra(1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium)ethylenediaminetetraacetate; penta(1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium) diethylenetriaminepentaacetate; tri(1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium) nitrilotriacetate; penta(1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium) diethylenetriaminepentamethylenephosphonate.

6. A composition according to claim 1 where the compounds of component (b) are selected from the group consisting of 1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium chloride; 1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium bisulfate; 1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium citrate; bis(1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium) citrate; tris(1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium) citrate; tetra(1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium) ethylenediaminetetraacetate; penta(1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium) diethylenetriaminepentaacetate.

7. A composition according to claim 1 in which the compounds of component (b) are selected from the group consisting of 1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium citrate; bis(1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium) citrate; tris(1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium) citrate; 1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium DTPA; bis(1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium) DTPA; tris(1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium) DTPA; tetrakis(1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium) DTPA; pentakis(1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium) DTPA; 1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium EDTA; bis(1-hydroxy-2,2,6,6-tetramethyl-4-hydroxpiperidinium) EDTA; tris(1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium) EDTA; tetrakis(1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium) EDTA; and (1-hydroxy-2,2,6,6-tetramethyl-4-hydroxypiperidinium) EDTA.

8. A composition according to claim 1 further comprising (c) at least one compound selected from the group consisting of the ultraviolet light absorbers, antioxidants, tocopherol, tocopherol acetate, hindered amine light stabilizers, complex formers, optical brighteners, surfactants, and polyorganosiloxanes.

9. A composition according to claim 8 where the ultraviolet light absorbers are selected from group consisting of the 2H-benzotriazoles, the s-triazines, the benzophenones, the α-cyanoacrylates, the oxanilides, the benzoxazinones, the benzoates and the α-alkyl cinnamates.

10. A composition according to claim 1 where the compounds of component (b) are present in a concentration of about 10 to about 5000 ppm.

11. A composition according to claim 1 wherein the preparations containing fragrances and olfactory substances are selected from scents, perfumes, toilet waters and shaving lotions.

Assignments (3)
CHANGE OF NAME Recorded Apr 12, 2016
From: CIBA SPECIALTY CHEMICALS CORPORATION
To: CIBA CORPORATION
Reel/Frame 038254/0681 →
ASSET TRANSFER AGREEMENT Recorded Apr 12, 2016
From: CIBA CORPORATION
To: BASF SE
Reel/Frame 038411/0246 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 5, 2005
From: LUPIA, JOSEPH ANTHONY; SUHADOLNIK, JOSEPH
To: CIBA SPECIALTY CHEMICALS CORP.
Reel/Frame 016740/0223 →
Continuity (2)
Provisional Application 60377381 · May 2, 2002
Related Publication 20050220727A1 · Oct 6, 2005