US 12,325,839 B2
Pro-perfume compositions
Gary Womack, Plainsboro, NJ (US); and Andreas Herrmann, Satigny (CH)
Assigned to FIRMENICH SA, Satigny (CH)
Appl. No. 17/755,686
Filed by FIRMENICH SA, Satigny (CH)
PCT Filed Dec. 18, 2020, PCT No. PCT/EP2020/086995
§ 371(c)(1), (2) Date May 5, 2022,
PCT Pub. No. WO2021/123144, PCT Pub. Date Jun. 24, 2021.
Claims priority of provisional application 62/951,028, filed on Dec. 20, 2019.
Claims priority of application No. 20155108 (EP), filed on Feb. 3, 2020.
Prior Publication US 2023/0024269 A1, Jan. 26, 2023
Int. Cl. C11B 9/00 (2006.01); A61K 8/35 (2006.01)
CPC C11B 9/0034 (2013.01) [C11B 9/0015 (2013.01); C11B 9/0019 (2013.01); C11B 9/0061 (2013.01)] 6 Claims
 
1. A perfuming composition comprising at least two pro-perfume compounds comprising a first pro-perfume compound and a second pro-perfume compound, wherein the at least two pro-perfume compounds are selected from the group consisting of
a pro-perfume compound releasing a perfume compound upon exposure to light,
a pro-perfume compound releasing a perfume compound upon exposure to air/oxygen,
a pro-perfume compound releasing a perfume compound upon exposure to heat,
a pro-perfume compound releasing a perfume compound upon exposure to moisture and
a pro-perfume compound releasing a perfume compound upon exposure to enzymes,
wherein the first pro-perfume compound is a compound of formula:

OG Complex Work Unit Chemistry
wherein R represents a C1-C20 alkyl or alkenyl group,
or wherein the first pro-perfume compound is a linear polysiloxane co-polymer comprising at least one repeating unit of formula

OG Complex Work Unit Chemistry
wherein the double hatched lines indicate the bonding to another repeating unit; and
wherein the second pro-perfume compound is a compound of formula

OG Complex Work Unit Chemistry
wherein
R9 represents a C1-15 alkyl, C2-15 alkenyl, C3-15 cycloalkyl or C5-15 cycloalkenyl group, each optionally substituted with one or more of a C1-15 alkyl, C1-15 alkoxy, C3-15 cycloalkyl, C5-15 cycloalkenyl, C6-10 aryl and/or C6-10 aryloxy group, each optionally substituted with one or more of a C1-8 alkyl, C1-8 alkoxy, hydroxy, carboxylic acid and/or C1-4 carboxylic ester group;
R10 represents a hydrogen atom, a C1-15 alkyl group or a OR10′ wherein R10′ represents a C1-12 alkyl group, a C3-12 alkenyl group, a phenethyl group or a benzyl group;
R9 and R10, when taken together, form a C5-15 cycloalkyl, C5-15 cycloalkenyl, C4-14 heterocycloalkyl or C4-14 heterocycloalkenyl group, each optionally substituted with one or more of a C1-15 alkyl, C1-15 alkoxy, C3-15 cycloalkyl, C5-15 cycloalkenyl or C6-10 aryl group, each optionally substituted with one or more of a C1-8 alkyl, C1-8 alkoxy, carboxylic acid and/or C1-4 carboxylic ester group,
wherein the heteroatom represents one or more of an oxygen;
R11 represents a hydrogen, a C1-15 alkyl, C2-15 alkenyl, C3-15 cycloalkyl, C5-15 cycloalkenyl or C6-10 aryloxy group, each optionally substituted with one or more a C1-15 alkyl, C1-15 alkoxy, C3-15 cycloalkyl, C5-15 cycloalkenyl, C6-10 aryl and/or C6-10 aryloxy group, each optionally substituted with one or more of a C1-8 alkyl, C1-8 alkoxy, carboxylic acid and/or C1-4 carboxylic ester group; and
R12, each independently, represent a hydrogen or a C1-5 alkyl group; and
R11 and R12′, when taken together, form a C3-15 cycloalkyl, C5-15 cycloalkenyl or C6-10 aryl group, each optionally substituted with one or more of a C1-15 alkyl, C2-10 alkenyl, C1-15 alkoxy, C3-15 cycloalkyl, C5-15 cycloalkenyl, C6-10 aryl and/or C6-10 aryloxy group, each optionally substituted with one or more of a C1-8 alkyl, C1-8 alkoxy, carboxylic acid and/or C1-4 carboxylic ester group;
R9 and R12, when taken together, form a C3-15 cycloalkyl, C5-15 cycloalkenyl group or C6-10 aryl group, each optionally substituted with one or more of a C1-15 alkyl, C2-10 alkenyl, C1-15 alkoxy, C3-15 cycloalkyl, C5-15 cycloalkenyl, C6-10 aryl and/or C6-10 aryloxy group, each optionally substituted with one or more of a C1-8 alkyl, C1-8 alkoxy, carboxylic acid and/or C1-4 carboxylic ester group; and
the dotted line represent a single bond when n is 1 or the dotted line represent a double bond when n is 0 provided that the dotted line is a double bond when R9 and R12 and/or R11 and R12′ are taken together to form C6-10 aryl.