IP Library Granted Patent US 9,068,151
Granted Patent B2
US 9,068,151 · App. 14/140,604 · Granted Jun 30, 2015

Photolabile pro-fragrances

Inventors: Thomas Gerke (Duesseldorf, DE); Christian Kropf (Hilden, DE); Ursula Huchel (Cologne, DE); Axel Griesbeck (Cologne, DE); Olga Mayer (Mannheim, DE)
Assignee: Henkel AG & Co. KGaA
C11D3/507C07C2101/16C07C45/69C07C49/798C07C49/15
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Quick Facts
Patent No.
US 9,068,151
App. No.
14/140,604
Granted
Jun 30, 2015
Kind
B2
Abstract

Fragrances having a fresh character are usually very volatile and therefore not very economical in typical applications such as washing or cleaning processes for example. For that reason they have to be used in relatively large amounts in order to bring about appropriate effects. The present invention describes photolabile pro-fragrances that allow for a greatly improved persistence of the fragrance impression, in particular one having a fresh character, in typical applications. A more economical use of the fragrances in question can be ensured in this way.

Claims (16)

1. A ketone of the general formula (I),

wherein at least two of the residues R in formula (I), in each case independently, denote the residue b shown in square brackets,

wherein the residue R4 denotes an optionally substituted hydrocarbon residue having at least 5 C atoms;

and wherein the remaining residues R in formula (I), independently of one another, each denote hydrogen, a halogen atom, —NO2, a linear or branched, substituted or unsubstituted alkoxy group having 1 to 15 C atoms, a linear or branched, substituted or unsubstituted alkyl group having 1 to 15 C atoms, an aryl residue, a cycloalkyl residue, acyl residue, —OH, —NH alkyl, —NH 2 or —N(alkyl) 2 .

2. The ketone according to claim 1 , wherein the residue b, in each case independently, corresponds to one of the following residues b1 to b5

3. A washing or cleaning agent comprising at least one ketone according to the general formula (I),

wherein at least two of the residues R in formula (I) denote the residue a shown in square brackets,

and wherein the remaining residues R in formula (I), independently of one another, each denote hydrogen, a halogen atom, —NO 2 , a linear or branched, substituted or unsubstituted alkoxy group having 1 to 15 C atoms, a linear or branched, substituted or unsubstituted alkyl group having 1 to 15 C atoms, an aryl residue, a cycloalkyl residue, acyl residue, —OH, —NH alkyl, —NH 2 or —N(alkyl) 2 ,

and wherein for each residue a set in square brackets, independently of one another, R2 denotes a substituted h drocarbon residue having at least one C═O group, R1 and R3, independently of one another, each denote hydrogen, a halogen atom, —NO 2 , a linear or branched, substituted or unsubstituted alkoxy group having 1 to 15 C atoms, a linear or branched, substituted or unsubstituted alkyl group having 1 to 15 C atoms, an aryl residue, a cycloalkyl residue, acyl residue, —OH, —NH alkyl, —NH 2 or —N(alkyl) 2 ;

wherein said ketone is contained in amounts of between 0.0001 and 5 wt. % relative to the total agent.

4. The washing or cleaning agent according to claim 3 , wherein it contains at least one surfactant selected from the group consisting of anionic, cationic, non-ionic, zwitterionic, amphoteric surfactants or mixtures thereof.

5. The washing or cleaning agent according to claim 3 , wherein it is in solid or liquid form.

6. A method for the lasting fragrancing of surfaces, wherein a ketone according to the general formula (I),

wherein at least two of the residues R in formula (I) denote the residue a shown in square brackets,

and wherein the remaining residues R in formula (I), independently of one another, each denote hydrogen, a halogen atom, —NO 2 , a linear or branched, substituted or unsubstituted alkoxy group having 1 to 15 C atoms, a linear or branched, substituted or unsubstituted alkyl group having 1 to 15 C atoms, an aryl residue, a cycloalkyl residue, acyl residue, —OH, —NH alkyl, —NH 2 or —N(alkyl) 2 ,

and wherein for each residue a set in square brackets, independently of one another, R2 denotes a substituted hydrocarbon residue having at least one C═O group, R1 and R3, independently of one another, each denote hydrogen, a halogen atom, —NO 2 , a linear or branched, substituted or unsubstituted alkoxy group having 1 to 15 C atoms a linear or branched substituted or unsubstituted alk rou havin 1 to 15 C atoms, an aryl residue, a cycloalkyl residue, acyl residue, —OH, —NH alkyl, —NH 2 or —N(alkyl) 2 is applied to a surface and said surface is then exposed to electromagnetic radiation.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 31, 2014
From: GERKE, THOMAS; KROPF, CHRISTIAN; HUCHEL, URSULA; GRIESBECK, AXEL; MAYER, OLGA
To: HENKEL AG & CO. KGAA
Reel/Frame 032558/0233 →
Priority Claims (1)
DE 10 2011 078 416 · Jun 30, 2011 · national
Continuity (2)
Continuation PCTEP2012060471 · Jun 4, 2012
Related Publication 20140113849A1 · Apr 24, 2014