US 12,441,963 B2
Low-molecular gelling agent as fragrant substance dispensing system
Filiz Yapici, Duesseldorf (DE); Peter Schmiedel, Duesseldorf (DE); Boray Torun, Duesseldorf (DE); Danuta Bedrunka, Dormagen (DE); Daniel Harms, Grossefehn (DE); Mahdis Hesami, Duesseldorf (DE); and Anja Von Kathen, Wuppertal (DE)
Assigned to Henkel AG & Co. KGaA, Düsseldorf (DE)
Appl. No. 17/781,381
Filed by Henkel AG & Co. KGaA, Duesseldorf (DE)
PCT Filed Dec. 15, 2020, PCT No. PCT/EP2020/086238
§ 371(c)(1), (2) Date Jun. 1, 2022,
PCT Pub. No. WO2021/122608, PCT Pub. Date Jun. 24, 2021.
Claims priority of application No. 19218999 (EP), filed on Dec. 20, 2019.
Prior Publication US 2023/0066457 A1, Mar. 2, 2023
Int. Cl. C11D 3/50 (2006.01); A61K 8/06 (2006.01)
CPC C11D 3/505 (2013.01) 18 Claims
 
1. A perfume oil storage composition comprising:
at least one low-molecular gelling agent;
at least one perfume oil; and
water,
wherein the composition is a dispersion, the dispersed phase of which comprises the at least one low-molecular gelling agent and the at least one perfume oil, and
wherein the at least one low-molecular gelling agent is selected from the group consisting of:
A) compounds selected from the group consisting of benzylidene alditols of formula (I):

OG Complex Work Unit Chemistry
wherein
each * represents a covalent single bond between an oxygen atom of the alditol backbone and the provided group;
n is 0 or 1;
m is 0 or 1;
R1, R2 and R3 are each, independently, hydrogen, halogen, C1-C4 alkyl, cyano, nitro, amino, carboxyl, hydroxyl, —C(═O)—NH—NH2, —NH—C(═O)—(C2-C4 alkyl), C1-C4 alkoxy, or (C1-C4 alkoxy) (C2-C4 alkyl), wherein two of R1, R2 and R3 are capable of forming, together with the remainder of the molecule, a 5-membered or 6-membered ring; and
R4, R5 and R6 are each, independently, hydrogen, halogen, C1-C4 alkyl, cyano, nitro, amino, carboxyl, hydroxyl, —C(═O)—NH—NH2, —NH—C(═O)—(C2-C4 alkyl), C1-C4 alkoxy, or (C1-C4 alkoxy) (C2-C4 alkyl), wherein two of R4, R5 and R6 are capable of forming, together with the remainder of the molecule, a 5-membered or 6-membered ring;
B) hydrogenated castor oil;
C) compounds selected from the group consisting of diarylamidocystines of formula (II):

OG Complex Work Unit Chemistry
wherein
each X′ is, independently, hydrogen or an equivalent of a cation; and
R1, R2, R3 and R4 are each, independently, hydrogen, halogen, C1-C4 alkyl, C1-C4 alkoxy, C2-C4 hydroxyalkyl, hydroxyl, amino, —N—(C1-C4 alkyl), —N,N-di(C1-C4 alkyl) amino, —N—(C2-C4 hydroxyalkyl) amino, or —N,N-di(C2-C4 hydroxyalkyl) amino,
or R1 with R2 or R3 with R4 forms a 5- or 6-membered annulated ring, which can optionally be substituted with at least one group selected from the group consisting of C1-C4 alkyl, C1-C4 alkoxy, C2-C4 hydroxyalkyl, hydroxyl, amin, —N—(C1-C4 alkyl) amino, —N,N-di(C1-C4 alkyl) amino, —N—(C2-C4 hydroxyalkyl) amino, and —N,N-di(C2-C4 hydroxyalkyl) amino;
D) compounds selected from the group consisting of N-alkylgluconamides of formula (III):

OG Complex Work Unit Chemistry
wherein
R1 is linear or branched, substituted or unsubstituted C4-C12 alkyl, wherein each substituent is independently selected from the group consisting of F, Cl, Br and I; and
R2 is hydrogen or a substituted or unsubstituted benzoyl group, wherein each substituent is independently selected from the group consisting of F, Cl, Br, I, C1-C3 alkyl and C1-C3 alkoxy;
E) compounds selected from the group consisting of 2,5-diketopiperazines of formula (IV):

OG Complex Work Unit Chemistry
wherein
R1, R2, R3 and R4 are each, independently, hydrogen, hydroxyl, (C1-C6) alkyl, (C2-C6) alkenyl, (C2-C6) acyl, (C2-C6) acyloxy, (C1-C6) alkoxy, amino, (C2-C6) acylamino, (C1-C6) alkylaminocarbonyl, aryl, aroyl, aroyloxy, aryloxy, aryl-(C1-C4) alkyloxy, aryl-(C1-C3) alkyl, heteroaryl, heteroaryl-(C1-C3) alkyl, (C1-C4) hydroxyalkyl, (C1-C4) aminoalkyl, or carboxy-(C1-C3) alkyl, wherein at least two of R1, R2, R3 and R4 are capable of forming, together with the remainder of the molecule, a 5-membered or 6-membered ring; and
R5 is hydrogen, linear (C1 to C6) alkyl, branched (C3 to C10) alkyl, (C3 to C6) cycloalkyl, (C2-C6) alkenyl, (C2-C6) alkynyl, (C1-C4) hydroxyalkyl, (C1-C4) alkoxy-(C1-C4) alkyl, (C1-C4) acyloxy-(C1-C4) alkyl, aryloxy-(C1-C4) alkyl, O-(aryl-(C1-C4) alkyl)oxy-(C1-C4) alkyl, (C1-C4) alkylsulfanyl-(C1-C4) alkyl, aryl group, aryl-(C1-C3) alkyl, heteroaryl, heteroaryl-(C1-C3) alkyl, (C1-C4) hydroxyalkyl, (C1-C4) aminoalkyl, —N—(C1-C4) alkylamino-(C1-C4) alkyl, —N,N—(C1-C4) dialkylamino-(C1-C4) alkyl, —N—(C2-C8) acylamino-(C1-C4) alkyl, —N—(C2-C8) acyl-N—(C1-C4) alkylamino-(C1-C4) alkyl, —N—(C2-C8) aroyl-N—(C1-C4) alkylamino-(C1-C4) alkyl, —N,N—(C2-C8) diacylamino-(C1-C4) alkyl, —N-(aryl-(C1-C4)alkyl)amino-(C1-C4) alkyl, —N,N-di(aryl-(C1-C4)alkyl)amino-(C1-C4) alkyl, (C1-C4) carboxyalkyl, (C1-C4) alkoxycarbonyl-(C1-C3) alkyl, (C1-C4) acyloxy-(C1-C3) alkyl, guanidino-(C1-C3) alkyl, aminocarbonyl (C1-C4) alkyl, —N—(C1-C4) alkylaminocarbonyl-(C1-C4) alkyl, —N,N-di ((C1-C4)alkyl)aminocarbonyl-(C1-C4) alkyl, —N—(C2-C8) acylaminocarbonyl-(C1-C4) alkyl, —N,N—(C2-C8) diacylaminocarbonyl-(C1-C4) alkyl, —N—(C2-C8) acyl-N—(C1-C4) alkylaminocarbonyl-(C1-C4) alkyl, —N-(aryl-(C1-C4) alkyl) aminocarbonyl-(C1-C4) alkyl, —N-(aryl-(C1-C4) alkyl)-N—(C1-C6) alkylaminocarbonyl-(C1-C4) alkyl or —N,N-di(aryl-(C1-C4)alkyl)aminocarbonyl-(C1-C4) alkyl group; and
F) compounds selected from the group consisting of glucosamines of formula (V):

OG Complex Work Unit Chemistry
wherein
R1 is a vinyl containing group; and
R2 is hydrogen or a substituted or unsubstituted C1-C10 hydrocarbon group.