Malodor counteracting compositions

Patent metadata

Field	Value
Publication number	US-10226544-B2
Application number	US-201514731865-A
Country	US
Kind code	B2
Filing date	Jun 5, 2015
Priority date	Jun 5, 2015
Publication date	Mar 12, 2019
Grant date	Mar 12, 2019

Abstract

A malodor counteracting composition contains a malodor counteractant that is capable of neutralizing a malodor and a stabilizer that is capable of decreasing or preventing self-polymerization of the malodor counteractant. The malodor counteractant has a backbone and one or more reactive end groups that are covalently attached to the backbone, the backbone has a molecular weight of 100 to 50,000 Daltons, and the one or more reactive end groups each have an α,β-unsaturated carbonyl group. Also disclosed are consumer, industrial or textile products containing the malodor counteracting composition and methods of neutralizing malodor using the composition.

First claim

What is claimed is:

1. A malodor counteracting composition comprising a malodor counteractant that is capable of neutralizing a malodor and a stabilizer that is methyl-3-(3,5-di-tert -butyl-4-hydroxyphenyl)propanoate, wherein the malodor counteractant has a backbone and one or more reactive end groups that are covalently attached to the backbone, the backbone has a molecular weight of 100 to 50,000 Daltons, the backbone is selected from the group consisting of a poly(ethylene oxide), poly(propylene oxide), poly(ethylene oxide-co-propylene oxide), and combinations thereof, and the one or more reactive end groups each have an α,β-unsaturated carbonyl group.

2. The malodor counteracting composition of claim 1 , further comprising an end solvent selected from the group consisting of ethanol, methanol, ethyl acetate, propylene glycol, diphenyl phthalate, dipropylene glycol, tripropylene glycol, water, ethylene glycol, diethyl phthalate, 1-methoxy-2-propanol, 2-methoxy-1-methylethyl acetate, tripropylene glycol methyl ether, dipropylene glycol methyl ether, dipropylene glycol n-butyl ether, dipropylene glycol methyl ether acetate, triacetin, 1-methyl-4-isopropylidene-1-cyclohexene, 2-(4-methyl-1-cyclohex-3-enyl)propan-2-ol, and a combination thereof.

3. The malodor counteracting composition of claim 1 , wherein the composition contains acrylic acid at a level of 2000 ppm or less.

4. The malodor counteracting composition of claim 1 , wherein the α,β-unsaturated carbonyl group is an ionone moiety, an irone moiety, a damascone moiety, an acryloxy moiety, a methacryloxy moiety, an acrylamide moiety, a methacrylamide moiety, or a crotonate moiety.

5. The malodor counteracting composition of claim 4 , wherein the α,β-unsaturated carbonyl group is an acryloxy moiety, a methacryloxy moiety, an acrylamide moiety, or a methacrylamide moiety.

6. The malodor counteracting composition of claim 1 , wherein the malodor counteractant is a compound of Formula I:

in which each of W, X, Y, and Z, independently, is H, halo, nitro, cyano, C 1 -C 10 alkyl, C 1 -C 10 alkoxy, C 2 -C 10 alkenyl, C 2 -C 10 alkynyl, C 3 -C 10 cycloalkyl, C 1 -C 10 heterocycloalkyl, C 1 -C 10 alkylamino, C 1 -C 20 dialkylamino, or -Q-P, provided that at least one of W, X, Y, and Z is-Q -P, P being a polymer moiety selected from the group consisting of a poly(ethylene oxide), poly(propylene oxide), poly(ethylene oxide-co-propylene oxide), and combinations thereof, Q being a bond, O, S, NR 1 , or CR 2 R 3 , in which each of R 1 , R 2 , and R 3 , independently, is H, halo, OH, nitro, cyano, C 1 -C 10 alkyl, C 1 -C 10 alkoxy, C 2 -C 10 alkenyl, C 2 -C 10 alkynyl, C 3 -C 10 cycloalkyl, C 1 -C 10 heterocycloalkyl, C 1 -C 10 alkylamino, or C 1 -C 20 dialkylamino; R 1 together with the nitrogen atom to which it attaches is a C 1 -C 10 heterocycloalkyl or heteroaryl; or R 2 and R 3 , together with the carbon atom to which they are attached, are C 3 -C 10 cycloalkyl, C 1 -C 10 heterocycloalkyl, aryl, or heteroaryl.

7. The malodor counteracting composition of claim 6 , wherein Q is NH and P has an average molecular weight of 1,000 to 10,000.

8. The malodor counteracting composition of claim 6 , wherein the composition contains acrylic acid at a level of 2000 ppm or less.

9. The malodor counteracting composition of claim 6 , wherein each of X, Y, and Z, independently, is H or methyl.

10. The malodor counteracting composition of claim 9 , wherein P is poly(ethylene oxide-co-propylene oxide) and has a molecular weight of 200 to 5000 Daltons.

11. A malodor counteracting composition comprising a malodor counteractant that is capable of neutralizing a malodor and a stabilizer that is methyl-3-(3,5-di-tert-butyl-4-hydroxyphenyl)propanoate, wherein the malodor counteractant is:

y1 being 1 to 50 and x1+z1 being 0 to 100
each of R 11 , R 12 , R 13 , R 14 , R 15 , R 16 , R 17 , R 18 , R 19 , and R 20 , independently,
being H, CH 3 , or CH 2 CH 3

y1 being 1 to 50 and x1+z1 being 0 to 100

y1 being 1 to 50 and x1+z1 being 0 to 100

x2 being 0 to 50 and y2 being 0 to 50

x3+y3+z3 being 1 to 200, n3 being 0 to 10, and R a being H, CH 3 , or C 2 H 5

n4 being 1 to 400

n5 being 1 to 400

x6 being 1 to 80, y6 being 1 to 80, and R b being H, CH 3 , or CH 2 CH 3

x7 being 1 to 80

x9 being 1 to 18 and y9 being 5 to 25

each of R c , R d , R e , and R f , independently, being

in which each of m10 and n10, independently, is 1 to 80

n11 being 10 to 100,000

n12 being 10 to 100,000

n13 being 10 to 100,000

n14 being 1 to 80 and m14 being 4 to 24

n15 being 300 to 40,000

n16 being 300 to 40,000

each of m17 and n17, independently, being 300 to 40,000

each of m18 and n18, independently, being 300 to 40,000

each of m19, n19, and p19, independently, being 1 to 100

m20 being 6 to 24

n21 being 10 to 50

n22 being 14 to 50

Assignees

• Sasaki Takashi
• Pluyter Johan G L
• Veliath Elizabeth
• Int Flavors & Fragrances Inc

Inventors

• Sasaki Takashi
• Pluyter Johan G L
• Veliath Elizabeth

Classifications

• B01D2257/306

  Organic sulfur compounds, e.g. mercaptans · CPC title

• B01D2257/30

  Sulfur compounds · CPC title

• A61L9/01 Primary

  Deodorant compositions {(compositions released by contact with a liquid A61L9/05)} · CPC title

• A23L5/27

  by chemical treatment, by adsorption or by absorption · CPC title

• D06M15/21

  Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds · CPC title