Ionic liquid systems

Patent metadata

Field	Value
Publication number	US-2016376522-A1
Application number	US-201615187829-A
Country	US
Kind code	A1
Filing date	Jun 21, 2016
Priority date	Jun 23, 2015
Publication date	Dec 29, 2016
Grant date	—

Abstract

The present invention relates to an ionic liquid system comprising for enhanced delivery and/or deposition of a perfume raw material onto a substrate, particularly fabric, hard surfaces, soft surfaces, skin, or hair. The invention also relates to consumer products comprising the ionic liquid systems, and processes for making and methods of using such ionic liquid systems and consumer products.

First claim

What is claimed is:

1 . An ionic liquid system comprising one or more ionic liquids, each comprising of a cation and an anion, wherein at least one of the cations is the conjugate acid of a perfume raw material which has a pKa from 0 to about 14, preferably from about 7 to about 14, or more preferably from about 8 to about 14.

2 . The ionic liquid system according to claim 1 , wherein each ionic liquid comprises an anion independently selected from the group consisting of:
[R 1 —O—C(O).CH(SO 3 )R 3 —C(O).O—R 2 ] −   (I)
(i) wherein:
R 1 and R 2 are independently selected from the group consisting of alkyl and alkenyl, provided that the alkyl is not substituted with nitro, azido or halide; and
R 3 is alkylene, heteroarylene, arylene, or cycloalkylene;
(ii)

wherein:
R 4 is selected from the group consisting of hydrogen, cyano, alkyl, alkoxy and alkoxyalkyl;

(iii)

bistriflamide and combinations thereof;
wherein:
each R 5 and R 6 are independently selected from the group consisting of hydrogen, alkyl, alkenyl, alkynyl, alkoxyalkyl, cycloalkyl, cycloalkylalkyl, aryl, aralkyl, heterocyclyl, heterocyclyalkyl, heteroaryl and heteroarylalkyl; and
(iv) combinations thereof.

3 . The ionic liquid system according to claim 2 , wherein the anion is selected from the group consisting of: 1,4-bis(2-ethylhexoxy)-1,4-dioxobutane-2-sulfonate; 6-methyl-3,4-dihydro-1,2,3-oxathiazin-4-one 2,2-dioxide; and combinations thereof.

4 . The ionic liquid according to claim 1 , wherein at least one of the cations is the conjugate acid of a perfume raw material having a clogP value between 0 and about 7, preferably between 0 and about 3.

5 . The ionic liquid system according to claim 4 , wherein at least one of the cations is the conjugate acid of a perfume raw material selected from the group consisting of the materials in Table 1.

6 . The ionic liquid system according to claim 1 , wherein the system comprises two, three, four, five or more ionic liquids.

7 . The ionic liquid system according to claim 6 , wherein at least one of the ionic liquids comprises cations which are not conjugate acids of perfume raw materials, and are independently selected from the group consisting of:

and combinations thereof;
X is CH 2 or O;
each R 1a , R 3a , and R 4a are independently selected from hydrogen, C 1 -C 20 alkyl, C 1 -C 20 alkenyl, C 1 -C 20 alkynyl, C 1 -C 20 alkoxy, C 1 -C 20 alkoxyC 1 -C 20 alkyl, C 3 -C 7 cycloalkyl, C 3 -C 7 cycloalkylC 1 -C 4 alkyl, C 2 -C 20 heterocyclyl, C 6 -C 10 aryl, C 6 - C 10 arylC 1 -C 10 alkyl, C 1 -C 10 heteroaryl, halo, haloC 1 -C 20 alkyl, hydroxyl, hydroxyC 1 -C 20 alkyl, or —N(R 6a ) 2 ;
each R 2a is independently selected from hydrogen, C 1 -C 20 alkyl, C 1 -C 20 alkenyl, or C 1 -C 20 alkynyl;
each R 5a is independently selected from hydrogen, C 1 -C 20 alkyl, C 1 -C 20 alkenyl, C 1 -C 20 alkynyl, —R 7a —OR 8a , or —R 7a —OR 7a —OR 8a ;
each R 6a is independently selected from hydrogen, alkyl, alkenyl, alkynyl, haloalkyl, alkoxyalkyl, cycloalkyl, cycloalkylalkyl, aryl, aralkyl, heterocyclyl, heterocyclyalkyl, heteroaryl, or heteroarylalkyl;
each R 7a is independently selected from a direct bond, alkylene chain, alkenylene chain, or alkynylene chain; and
each R 8a is independently selected from a hydrogen, alkylene chain, alkenylene chain, or alkynylene chain.

8 . The ionic liquid system according to claim 7 , wherein the cations which are not conjugate acids of perfume raw materials are independently selected from the group consisting of: 1-butyl-3-methylimidazolium; (N-ethyl-2-(2-methoxyethoxy)-N,N-dimethylethanaminium); 2-(2-ethoxyethoxy)-N-ethyl-N,N-dimethylethanaminium; N-benzyl-N,N-dimethyloctan-1-aminium; N-benzyl-N,N-dimethylnonan-1 -aminium; and combinations thereof.

9 . The ionic liquid system according to claim 1 , wherein the ionic liquid system further comprises a perfume microcapsule comprising from about 1% w/w to about 90% w/w, based on the total perfume microcapsule weight, of one or more encapsulated perfume raw materials.

10 . The ionic liquid system according to claim 9 , wherein the encapsulated perfume raw materials comprise materials selected from the group consisting of:
(a) a perfume composition having a clogP of less than 4.5; (b) a perfume composition comprising, based on total perfume composition weight, 60% perfume materials having a clogP of less than 4.0; (c) a perfume composition comprising, based on total perfume composition weight, 35% perfume materials having a clog P of less than 3.5; (d) a perfume composition comprising, based on total perfume composition weight, 40% perfume materials having a clog P of less than 4.0 and at least 1% perfume materials having a clog P of less than 2.0; (e) a perfume composition comprising, based on total perfume composition weight, 40% perfume materials having a clog P of less than 4.0 and at least 15% perfume materials having a clog P of less than 3.0; (f) a perfume composition comprising, based on total perfume composition weight, at least 1% butanoate esters and at least 1% of pentanoate esters; (g) a perfume composition comprising, based on total perfume composition weight, at least 2% of an ester comprising an allyl moiety and at least 10% of another perfume comprising an ester moiety; (h) a perfume composition comprising, based on total perfume composition weight, at least 1% of an aldehyde comprising an alkyl chain moiety; (i) a perfume composition comprising, based on total perfume composition weight, at least 2% of a butanoate ester; (j) a perfume composition comprising, based on total perfume composition weight, at least 1% of a pentanoate ester; (k) a perfume composition comprising, based on total perfume composition weight, at least 3% of an ester comprising an allyl moiety and 1% of an aldehyde comprising gan alkyl chain moiety; (l) a perfume composition comprising, based on total perfume composition weight, at least 25% of a perfume comprising an ester moiety and 1% of an aldehyde comprising an alkyl chain moiety; (m)a perfume composition comprising, based on total perfume composition weight, at least 2% of a material selected from the group consisting of 4-(2,6,6-trimethyl-1-cyclohexenyl)-3-buten-2-one; 4-(2,6,6-trimethyl-2-cyclohexenyl)-3-buten-2-one; 3-buten-2-one,3-methyl-4-(2,6,6-trimethyl-1-cyclohexen-2-yl)-; and mixtures thereof; (n) a perfume composition comprising, based on total perfume composition weight, at least 0.1% of tridec-2-enonitrile; mandaril; or mixtures thereof; (o) a perfume composition comprising, based on total perfume composition weight, at least 2% of a material selected from 3,7-dimethyl-6-octenenitrile; 2-cyclohexylidene-2-phenylacetonitrile; or mixtures thereof; (p) a perfume composition comprising, based on total perfume composition weight, at least 80% of one or more perfumes comprising a moiety selected from the group consisting of esters, aldehydes, ionones, nitriles, ketones and combinations thereof; (q) a perfume composition comprising, based on total perfume composition weight, at least 3% of an ester comprising an allyl moiety; a perfume composition comprising, based on total perfume composition weight, at least 20% of a material selected from the group consisting of: 1-methylethyl-2-methylbutanoate; ethyl-2-methyl pentanoate; 1,5-dimethyl-1-ethenylhexyl-4-enyl acet

Assignees

• Procter & Gamble

Inventors

• Bianchetti Giulia Ottavia
• Seddon Kenneth Richard
• Gunaratne Harambage Quintus Nimal

Classifications

• C11D3/505

  encapsulated or adsorbed on a carrier, e.g. zeolite or clay · CPC title

• A61K8/466

  containing sulfonic acid derivatives; Salts · CPC title

• A61Q5/02

  Preparations for cleaning the hair · CPC title

• C11D11/0017

  Chemistry & Metallurgy · mapped topic

• A61Q5/12

  Preparations containing hair conditioners · CPC title