Novel deordorising compositions and deodorising products containing same
AssigneeRobertet S.A.
InventorsAndré Casazza, Raymond Kerverdo, Lydia Ziegler, Hugues Brevard
Life of this patent
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Abstract
The invention relates to novel deodorant compositions containing at least one compound of the family of acetylenic ketones and the deodorant products containing them. A particularly preferred composition according to the invention comprises at least one compound of the family of the α-acetylenic ketones and a mixture of aldehydes chosen from two different families.
Claims13
1-26. (canceled)
A method for destroying malodorous molecules using a deodorant composition, wherein said deodorant composition comprises at least one compound of the family of the α-acetylenic ketones corresponding to general formula 1
- R—(CO)k—C≡C-(A)-(C≡C)m—(CO)n—R1 (1)
- in which
- R and R1 can represent, independently or simultaneously, a radical selected from the group consisting of
- an alkyl chain comprising from 1 to 9, preferentially from 3 to 7 carbon atoms, linear or branched, substituted or unsubstituted,
- a cycloalkane comprising from 3 to 8, preferentially from 5 or 6 carbon atoms, substituted or unsubstituted;
- a furan ring, saturated or unsaturated, substituted or unsubstituted;
- a pyran ring, saturated or unsaturated, substituted or unsubstituted;
- an aromatic ring comprising from 6 to 8 carbon atoms, substituted or unsubstituted;
- and
- a hydrogen atom,
- A represents a group selected from the group consisting of —(CH2)x with x representing an integer with a value from 0 to 6, preferentially from 0 to 4, (—CO)1 with 1 representing an integer with a value of 0 or 1, or also a (CH2)y—O—(CH2)z— chain formation with y and z representing, simultaneously or independently, an integer with a value from 0 to 6, preferentially from 0 to 4, wherein x+y does not exceed the value of 6;
- k, m and n are, simultaneously or independently, an integer with a value of 0 or 1, wherein k and n do not simultaneously have a value of 0 if 1 is equal to 0;
- with the exception of 2-methyl-4-nonyn-3-one of formula C4H9—C≡C—CO—CH(CH3)2 in a deodorant composition.
Deodorant composition comprising at least one compound of the family of the α-acetylenic ketones corresponding to general formula 1
- R—(CO)k—C≡C-(A)-(C≡C)m—(CO)n—R1 (1)
- selected from the group consisting of
- 1-octyn-3-one of formula C5H11—CO—C≡CH;
- 3-octyn-2-one of formula C4H9—C≡C—CO—CH3;
- 4-octyn 3-one of formula C3H7—C≡C—CO—C2H5;
- 4-nonyn-3-one of formula C3H7—CH2—C≡C—CO—C2H5;
- 2-nonyn-4-one of formula CH3—C≡C—CO—O5H11;
- 5-nonyn-4-one of formula C3H7—CO—C≡C—CH2—C2H5;
- 1-decyn-3-one of formula C7H15—CO—C≡CH;
- 4-decyn-3-one of formula C5H11—C≡C—CO—C2H5;
- 6-decyn-5-one of formula C3H7—C≡C—CO—C4H9;
- 5-decyn-4-one of formula C4H9—C≡C—CO—C3H7;
- 1-cyclopropyl-2-heptyn-1-one of formula C4H9—C≡C—CO—C3H5 cyclopropyl);
- 2-methyl-5-decyn-4-one of formula C4H9—C≡C—CO—CH2—CH(CH3)2;
- 9-methyl-5-decyn-4-one of formula C3H7—CO—C≡C—CH2—CH2—CH(CH3)2;
- 2-methyl-4-octyn-3-one of formula C3H7—C≡C—CO—CH(CH3)2;
- 4-phenyl-3-butyn-2-one of formula C6H5—C≡C—CO—CH3;
- 5-phenyl-4-pentyn-3-one of formula C6H5—C≡C—CO—C2H5;
- 1-phenyl-1-heptyn-3-one of formula C6H5—C≡C—CO—C4H9;
- 1-cyclopropyl-4-methyl-1-hexyn-3-one of formula C3H5—C≡C—CO—CH(C2H5)—CH3(cyclopropyl);
- 9-hexadecyn-8-one of formula C6H13—C≡C—CO—C7H15;
- 5-ethyl-11-methyl-7-dodecyn-6-one of formula (CH3)2CH—C2H4—C≡C—CO—CH(C2H5)—C4H9;
- 7-tetradecyn-6-one of formula C6H13—C≡C—CO—C5H11;
- 1-cyclohexyl-4-ethyl-1-hexyn-3-one of formula C6H11—C≡C—CO—CH(C2H5)2(cyclohexyl);
- 1-cyclopentyl-4-nonyn-3-one of formula C4H9—C≡C—CO—C2H4—C5H9(cyclopentyl);
- 1-cyclohexyl-2-heptyn-1-one of formula C4H9—C≡C—CO—C6H11(cyclohexyl);
- 2,2,8-trimethyl-4-nonyn-3-one of formula (CH3)2CH—C2H4—C≡C—CO—C(CH3)3;
- 2,2-dimethyl-4-hexyn-3-one of formula CH3—C≡C—CO—C(CH3)3;
- 3-hexyn-2,5-dione of formula CH3—CO—C≡C—CO—CH3;
- 4-octyn-3,6-dione of formula C2H5—CO—C≡C—CO—C2H5;
- 2,7-dimethyl-4-octyn-3,6-dione of formula (CH3)2CH—CO—C≡C—CO—CH(CH3)2;
- 2,7-dimethyl-4-octyn-3-one of formula (CH3)2CH—CH2—C≡C—CO—CH(CH3)2;
- 4,7-undecadiyn-6-one of formula C3H7—C≡C—CO—C≡C—C3H7;
- 5-decyn-4,7-dione of formula C3H7—CO—C≡C—CO—C3H7;
- 2,9-dimethyl-5-decyn-4,7-dione of formula (CH3)2CH—CH2—CO—C≡C—CO—CH2—CH(CH3)2;
- 2,11-dimethyl-6-dodecyn-5,8-dione of formula (CH3)2CH—C2H4—CO—C≡C—CO—(CH2)2—CH(CH3);
- 2,9-dimethyl-5-decyn-4-one of formula (CH3)2CH—C2H4—C≡C—CO—CH2—CH(CH3)2;
- 7-tetradecyn-6,9-dione of formula C5H11—CO—C≡C—CO—C5H11;
- 4,10-undecadiyn-3-one of formula HC≡C—C4H8—C≡C—CO—C2H5;
- 2,12-dimethyl-7-oxa-4,9-tridecadiyn-3,11-dione of formula (CH3)2—CO—C≡C—CH2—O—CH2—C≡C—CO—CH(CH3)2;
- and
- 4,10-tetradecadiyn-3,12-dione of formula C2H5—CO—C≡C—C4H8—C≡C—CO—C2H5.
Deodorant composition comprising at least one compound of formula 1
- R—(CO)k—C≡C-(A)-(C≡C)m—(CO)n—R1 (1)
- selected from the group consisting of the pairs
- 1-phenyl-2-propyn-1-one/1-decyn-3-one;
- 1-(2-furyl)-2-octyn-1-one/1-decyn-3-one;
- 1-(2-furyl)-3-phenyl-2-propyn-1-one/1-decyn-3-one;
- 1-octyn-3-one/1-decyn-3-one;
- 1-(p-tolyl)-2-butyn-1-one/1-decyn-3-one;
- 2,5-heptadiyn-4-one/1-decyn-3-one;
- 1-(p-methoxyphenyl)-2-propyn-1-one/1-decyn-3-one;
- 1,4-diphenyl-2-butyn-1,4-dione/1-decyn-3-one;
- 4,7-undecadiyn-6-one/1-decyn-3-one;
- 1-(2-furyl)-2-octyn-1-one/1-phenyl-2-propyn-1-one;
- 1-(2-furyl)-3-phenyl-2-propyn-1-one/1-phenyl-2-propyn-1-one;
- 1-octyn-3-one/1-phenyl-2-propyn-1-one;
- 1-(p-tolyl)-2-butyn-1-one/1-phenyl-2-propyn-1-one;
- 2,5-heptadiyn-4-one/1-phenyl-2-propyn-1-one;
- 1-(p-methoxyphenyl)-2-propyn-1-one/1-phenyl-2-propyn-1-one;
- 1,4-diphenyl-2-butyn-1,4-dione/1-phenyl-2-propyn-1-one;
- 4,7-undecadiyn-6-one/1-phenyl-2-propyn-1-one;
- 1-(2-furyl)-3-phenyl-2-propyn-1-one/1-(2-furyl)-2-octyn-1-one;
- 1-octyn-3-one/1-(2-furyl)-2-octyn-1-one 1-(p-tolyl)-2-butyn-1-one;
- 2,5-heptadiyn-4-one/1-(2-furyl)-2-octyn-1-one;
- 1-(p-methoxyphenyl)-2-propyn-1-one/1-(2-furyl)-2-octyn-1-one
- 1,4-diphenyl-2-butyn-1,4-dione/1-(2-furyl)-2-octyn-1-one;
- 4,7-undecadiyn-6-one/1-(2-furyl)-2-octyn-1-one;
- 1-octyn-3-one/1-(2-furyl)-3-phenyl-2-propyn-1-one;
- 1-(p-tolyl)-2-butyn-1-one/1-(2-furyl)-3-phenyl-2-propyn-1-one;
- 2,5-heptadiyn-4-one/1-(2-furyl)-3-phenyl-2-propyn-1-one;
- 1-(p-methoxyphenyl)-2-propyn-1-one/1-(2-furyl)-3-phenyl-2-propyn-1-one;
- 1,4-diphenyl-2-butyn-1,4-dione/1-(2-furyl)-3-phenyl-2-propyn-1-one;
- 4,7-undecadiyn-6-one/1-(2-furyl)-3-phenyl-2-propyn-1-one;
- 1-(p-tolyl)-2-butyn-1-one/1-octyn-3-one;
- 2,5-heptadiyn-4-one/1-octyn-3-one;
- 1-(p-methoxyphenyl)-2-propyn-1-one/1-octyn-3-one;
- 1,4-diphenyl-2-butyn-1,4-dione/1-octyn-3-one;
- 4,7-undecadiyn-6-one/1-octyn-3-one;
- 2,5-heptadiyn-4-one/1-(p-tolyl)-2-butyn-1-one;
- 1-(p-methoxyphenyl)-2-propyn-1-one/1-(p-tolyl)-2-butyn-1-one;
- 1,4-diphenyl-2-butyn-1,4-dione/1-(p-tolyl)-2-butyn-1-one;
- 4,7-undecadiyn-6-one/1-(p-tolyl)-2-butyn-1-one;
- 1-(p-methoxyphenyl)-2-propyn-1-one/2,5-heptadiyn-4-one;
- 1,4-diphenyl-2-butyn-1,4-dione/2,5-heptadiyn-4-one;
- 4,7-undecadiyn-6-one/2,5-heptadiyn-4-one;
- 1,4-diphenyl-2-butyn-1,4-dione/1-(p-methoxyphenyl)-2-propyn-1-one;
- 4,7-undecadiyn-6-one/1-(p-methoxyphenyl)-2-propyn-1-one;
- and
- 4,7-undecadiyn-6-one/1,4-diphenyl-2-butyn-1,4-dione.
Deodorant composition comprising at least one compound of formula 1
- R—(CO)k—C≡C-(A)-(C≡C)m—(CO)n—R1 (1)
- in which
- R and R1 can represent, independently or simultaneously, a radical selected from the group consisting of
- an alkyl chain comprising from 1 to 9, preferentially from 3 to 7 carbon atoms, linear or branched, substituted or unsubstituted, or
- a cycloalkane comprising from 3 to 8, preferentially from 5 or 6 carbon atoms, substituted or unsubstituted;
- or
- a furan ring, saturated or unsaturated, substituted or unsubstituted;
- or
- a pyran ring, saturated or unsaturated, substituted or unsubstituted;
- or
- an aromatic ring comprising from 6 to 8 carbon atoms, substituted or unsubstituted;
- and
- a hydrogen atom,
- A represents a group selected from the group consisting of —(CH2)x with x representing an integer with a value from 0 to 6, preferentially from 0 to 4, (—CO)1 with 1 representing an integer with a value of 0 or 1, and a —(CH2)y—O—(CH2)z— chain formation with y and z representing, simultaneously or independently, an integer with a value from 0 to 6, preferentially from 0 to 4, wherein x+y does not exceed the value of 6;
- k, m and n are, simultaneously or independently, an integer with a value of 0 or 1, wherein k and n do not simultaneously have a value of 0 if 1 is equal to 0;
- with the exception of 2-methyl-4-nonyn-3-one of formula C4H9—C≡C—CO—CH(CH3)2 and at least one aldehyde selected from the group consisting of acyclic and non-terpenic aliphatic aldehydes, the non-terpenic alicyclic aldehydes, the terpenic aldehydes, the aliphatic aldehydes substituted by an aromatic group, the bifunctional aldehydes, the aldehydes possessing a non-aromatic unsaturation borne by the carbon in the alpha position of the aldehyde function, the aldehydes possessing an unsaturation in the alpha position of the aldehyde function conjugated with an aromatic ring and the aldehydes the function of which is borne by an aromatic ring, and even more preferentially in a deodorant composition comprising a mixture of at least one first aldehyde (aldehyde of class A) selected from the group consisting of the acyclic and non-terpenic aliphatic aldehydes, the non-terpenic alicyclic aldehydes, the terpenic aldehydes, the aliphatic aldehydes substituted by an aromatic group and the bifunctional aldehydes and at least one second aldehyde (aldehyde of class B) selected from the group consisting of aldehydes possessing a non-aromatic unsaturation borne by the carbon in the alpha position of the aldehyde function, the aldehydes possessing an unsaturation in the alpha position of the aldehyde function conjugated with an aromatic ring and the aldehydes the function of which is borne by an aromatic ring.
Dependencies are inferred from the claim text.