MXPA01000297A - Process for producing particles of amine reaction product - Google Patents

Abstract

There is provided a process for producing particles of amine reaction product by means of a carrier having a melting point between 30°C and 135°C, optionally followed by a coating step. Processed amine reaction products and finished compositions incorporating such processed product are also herein provided.

Description

PROCEDURE FOR PRODUCING AMINA REACTION PRODUCT PARTICLES FIELD OF THE INVENTION The present invention relates to a process for producing amine reaction product particles.

BACKGROUND OF THE INVENTION The perfumed products are well known in the art. However, consumer acceptance of such perfumed products such as laundry and cleaning products is determined not only by the performance achieved with these products, but also by the aesthetics associated therewith. Therefore, the perfume components are an important aspect of the successful formulation of such commercial products. Consumers also seek that the treated fabrics keep the fragrance pleasant over time. In fact, the perfume additives make the compositions more aesthetically pleasing to the consumer, and in some cases the perfume imparts a pleasant fragrance to the fabrics treated therewith. However, the amount of perfume carried from an aqueous laundry solution on the fabrics is often marginal and does not last long thereon. In addition, fragrance materials are often very expensive, and their inefficient use in cleaning and laundry compositions, and their inefficient release on fabrics, result in a very high cost, both for consumers and for product manufacturers. of cleaning and washing clothes. Therefore, the industry continues to urgently seek an efficient and effective mode of supply of fragrance in cleaning and laundry products, especially to improve the provision of long-lasting fragrance in fabrics. It has recently been found that an amine reaction product of a compound containing a primary amine functional group and a component containing active ketone or active aldehyde satisfies said need. The description of said compounds can be found in recently filed applications EP 98870227.0, EP 98870226.2, EP 99870026.4 and EP 99870025.6, all incorporated herein by reference. However, now a problem encountered with the use of this compound is its ease of incorporation into fully formulated compositions. Indeed, said amine reaction products are often viscous which makes their incorporation into these more completely formulated compositions more difficult. Therefore, an object of the invention is to provide amine reaction product in a form suitable for easy incorporation into fully formulated compositions.

It has been found that mixing the reaction product of amine with a vehicle having a specific melting point to form a particle satisfies said need. Preferably the obtained particle is then treated to form a coated particle. In addition, it has been advantageously found that the viscous and non-viscous amine reaction product when processed by the present invention exhibits better deposition and prolonged release than the amine reaction product that has not been processed according to this process. Without attempting to be limited by theory, it is believed that the mixture with said vehicle acts as a shell around the amine reaction product, protecting it from the aggressive washing solution as well as improving its deposition properties in fabrics. By "viscosoC" is meant a product having a viscosity of more than 1000 cps The viscosity is measured in a rheometer, TA Instrument CSL2100 at a temperature of 25 ° C with a space setting of 500 microns. the present has a melting point, measured at atmospheric pressure, of about 30 ° C to 135 ° C.

BRIEF DESCRIPTION OF THE INVENTION The present invention is a process for making amine reaction product particles of a compound containing a primary and / or secondary amine functional group and a component containing active ketone or aldehyde, and consisting of the steps of: a) providing the reaction product of amine, and b) mixing therewith a vehicle having a melting point of about 30 ° C to 135 ° C. In a preferred embodiment of the invention, the obtained particle is processed further to form a coated particle.

DETAILED DESCRIPTION OF THE INVENTION Starting materials 1) - Amine reaction product The amine reaction product to be used herein is a reaction product between a compound containing a primary and / or secondary amine functional group, and a component containing active ketone or aldehyde, hereinafter referred to as "amine reaction product". A typical description of amine reaction product suitable for use herein can be found in recently filed applications EP 98870227.0, EP 98870226.2, EP 99870026.4 and EP 99870025.6, all incorporated herein by reference.

A- Primary and secondary amine A "primary and / or secondary amine" means a component that has at least one primary and / or secondary amine and / or amide function. Preferably, the primary and / or secondary amine compound is also characterized by a lower Odor Intensity Index than that of a 1% methyl anthranilate solution in dipropylene glycol.

Odor Intensity Index Method By Odor Intensity Index it is understood that pure chemical substances were diluted 1% in dipropylene glycol, an odor-free solvent, used in perfumery. This percentage is more representative of the levels of use. Scent strips, or "teletas" were impregnated by immersion and presented to the expert panelist for evaluation. Expert panelists are trained counselors for at least six months in the qualification of odors and whose qualifications are reviewed for their accuracy and ability to reproduce against a reference on an ongoing basis. For each amine compound, two teletas were presented to the panelist: a reference (Me anthranilate, unknown to the panelists) and the sample. Panelists were asked to rank both strips for odor on an odor intensity scale of 0-5, with 0 for no detected odor and 5 for a very strong odor.

Results The following represents the Odor Intensity index of an amine compound suitable for use in the present invention and in accordance with the above procedure. In each case, the numbers are arithmetic averages among 5 expert panelists, and the results are statistically significantly different at 95% confidence level: Methyl anthranilate 1% (reference) 3.4 Ethyl 4-aminobenzoate (EAB) 1% 0.9 A general structure for the primary amine compound of the invention is as follows: B- (NH 2) n; wherein B is a carrier material, and n is an index whose value is at least 1. Compounds having a secondary amine group have a structure similar to the previous one, except that the compound comprises one or more -NH- groups in place of -NH2. In addition, the structure of the compound may also have one or more of both groups, -NH2 and -NH-. Preferred B vehicles are inorganic or organic vehicles. By "inorganic vehicle" is meant a vehicle that does not have or substantially does not have carbon-based base structures.

Preferred primary and / or secondary amines, among the inorganic carriers, are those selected from monomers or organic-organosilicon polymers or copolymers of amino-organosilane, siloxane, silazane, aluman, aluminosiloxane or aluminosilicate derivatives. Typical examples of such carriers are: organosiloxanes with at least one primary amine moiety such as the diaminoalkylsiloxane [H2NCH2 (CH3) 2Si] O, or the organoaminosilane (C6H5) 3SiNH2 described in "Chemistry and Technology of Silicone", W. Noli , Academic Press Inc. 1998, London, p. 209, 106. Preferred primary and / or secondary amines, among the organic carriers, are those selected from aminoaryl derivatives, polyamines, amino acids and derivatives thereof, amines and substituted amides, glucamines, dendrimers, polyvinylamines with a PM of around 600-50K; amino polyvinylalcohol substituted with a MW on the scale of 400-300,000; polyoxyethylene bis [amine]; polyoxyethylene bis [6-aminohexyl]; N, N'-bis- (3-aminopropyl) -1,3-propanediamir a linear or branched; 1,4-bis- (3-aminopropyl) piperazine, and mixtures thereof. Preferred aminoaryl derivatives are the aminobenzene derivatives including the alkyl esters of 4-aminobenzoate compounds, and preferably selected from ethyl 4-aminobenzoate, phenylethyl 4-aminobenzoate, phenyl 4-aminobenzoate, 4-amino-N '- (3 -aminopropyl) benzamide, and mixtures thereof.

Polyamines suitable for use in the present invention are polyethylene imines, poly [oxy (methyl-1,2-ethanediyl)], α- (2-aminomethylethyl) - [beta] (2-aminomethyl-ethoxy) polymers (= CAS No. 9046-10-0); poly [oxy (methyl-1,2-ethanediyl)], -hydro) -? - (2-aminomethylethoxy) -, ether with 2-ethyl-2- (hydroxymethyl) -1,3-propanediol (= CAS No. 39423 -51-3); commercially available under the brand name of Jeffamines T-403, D-230, D-400, D-2000; 2,2,, 2"-triaminotriethylamine, 2,2'-diamino-diethylamine, S.S'-diamino-dipropylamine, 1,3-bis-aminoethyl-cyclohexane, commercially available from Mitsibushi, and C12 commercially available Stemamines from Clariant such as Stemamin (propylenamine) n C12 with n = 3/4, and mixtures thereof. Preferred polyamines are polyethyleneimines commercially available under the trademark Lupasol such as Lupasol FG, G20wfv, PR8515, WF, FC, G20, G35, G100, HF, P, PS, SK, SNA. Preferred amino acids for use herein are selected from tyrosine, tryptophan, lysine, glutamic acid, glutamine, aspartic acid, arginine, asparagine, phenylalanine, proline, glycine, serine, histidine, threonine, nionthion and mixtures thereof, preferably they are selected from tyrosine, tryptophan and mixtures thereof. The preferred amino acid derivatives are selected from tyrosine ethylate, glycine methylate, tryptophan ethylate and mixtures thereof. Preferred substituted amines and amides for use herein are selected from nipecotamide, N-coco-1, 3-propenediamine, N-oleyl-1,3-propenyl diamine, N- (tallowalkyl) -1,3-propeny diamine, 1, 4-diamino-cyclohexane, 1, 2-diamino-cyclohexane, 1, 12-diaminododecane, and mixtures thereof. Other primary amine compounds suitable for use herein are glucamines, preferably selected from 2,3,4,5,6-pentamethoxy-glucamine, 6-acetylglucamine, glucamine, and mixtures thereof. Also preferred compounds are polyethylenimine and / or polypropyleneimine dendrimers, and commercially available dendrimers of polyamidoamines (PAMAM) Starburst®, G0-G10 generation of Dendritech, and dendrimers Astromols®, generation 1-5 of DSM being DiAminoButane polyamine DAB dendrimers (PA) x with x = 2nx4 and n being generally comprised between 0 and 4. Still other preferred primary and / or secondary amine containing compounds are the aminofunctional polymers. Preferred aminofunctional polymers for use in the present invention are selected from polyvinylamines, derivatives thereof, copolymers thereof, alkylene polyamine, polyamino acids and copolymers thereof, entangled polyamino acids, substituted amino polyvinyl alcohol, polyoxyethylene bis amine or bis aminoalkyl, aminoalkyl piperazine, and derivatives, linear or branched N, N'-bis- (3-aminopropyl) -1,3-propanediamine (TPTA), and mixtures thereof. The polyamino acid is a suitable and preferred class of amino-functional polymer. Polyamino acids are compounds that are composed of amino acids or chemically modified amino acids. They may contain alanine, serine, aspartic acid, arginine, valine, threonine, glutamic acid, leucine, cysteine, histidine, lysine, isoleucine, tyrosine, asparagine, methionine, proline, tryptophan, phenylalanine, glutamine, glycine, or mixtures thereof. In chemically modified amino acids, the amine or acid function of the amino acid has reacted with a chemical reagent. This is often done to protect these chemical functions of amine and acid from the amino acid in a subsequent reaction, or to give special properties to amino acids, such as improved solubility. Examples of such chemical modifications are benzyloxycarbonyl, aminobutyric acid, butyl ester and pyroglutamic acid. More examples of common modifications of amino acids and small fragments of amino acids can be found in Bachem, 1996, Peptides and Biochemicals Catalog. Preferred polyamino acids are polylysines, polyarginine, polyglutamine, polyasparagine, polyhistidine, polytryptophan, or mixtures thereof. More preferred are polylysines or polyamino acids where more than 50% of the amino acids are lysine, since the primary amine function in the side chain of lysine is the most reactive amine of all amino acids. The preferred polyamino acid has a molecular weight of 500 to 10,000,000, more preferably between 5,000 and 750,000. The polyamino acid may be interlaced. The entanglement can be obtained, for example, by condensation of the amine group in the side chain of an amino acid such as lysine, with the carboxyl function in the amino acid, or with protein crosslinkers such as PEG derivatives. The crosslinked polyamino acids still need to have free primary and / or secondary amino groups to react with the active ingredient. The preferred crosslinked polyamino acid has a molecular weight of 20,000 to 10,000,000, more preferably between 200,000 and 2,000,000. The polyamino acid or amino acid can be copolymerized with other reagents such as, for example, acids, amides or acyl chlorides. More specifically, with aminocaproic acid, adipic acid, ethylhexanoic acid, caprolactam, or mixtures thereof. The molar ratio used in these copolymers ranges from 1: 1 (reactive / amino acid (lysine)) to 1: 20, more preferably from 1: 1 to 1: 10. The polyamino acid such as polylysine can be partially ethoxylated. Examples and sources of polyamino acids containing lysine, arginine, glutamine or asparagine are given in Bachem 1996, Peptides and Biochemicals Catalog. The polyamino acid can be obtained before the reaction with the active ingredient, in a salt form. For example, polylysine can be supplied as polylysine hydrobromide. Polylysine hydrobromide is commercially available from Sigma, Applichem, Bachem and Fluka. Examples of suitable aminofunctional polymers containing at least one primary and / or secondary amine group for the purpose of the present invention are: -Polivinylamine with a molecular weight of about 300-2.10E6; -alkoxylated polyvinylamine with a molecular weight of approximately 600, 1200 or 3000, and an ethoxylation degree of 0.5; - Polyvinylamine - vinyl alcohol - molar ratio of 2: 1, polyvinylaminovinylformamide - molar ratio of 1: 2 and polyvinylamine - vinylformamide - molar ratio of 2: 1; -Triethylenetetraamine, diethylenetriamine, tetraethylenepentaamine; -Bis-aminopropylpiperazine; - Polyamino acid (L-lysine / lauric acid at a molar ratio of /1), polyamino acid (L-lysine / aminocaproic acid / adipic acid at a molar ratio of 5/5/1), polyamino acid (L-lysine / aminocaproic acid / ethylhexanoic acid at a molar ratio of 5/3/1) , polyamino acid (polylysine-cocaprolactam); polylysine hydrobromide, interlaced polylysine; -Apolylic amino alcohol substituted with a molecular weight ranging from 400-300,000; - Polyoxyethylene bisfamine] available, for example, from Sigma; - Polyoxyethylene bis [6-aminohexyl] available, for example, from Sigma; -N, N'-bis- (3-aminopropyl) -1,3-propanediamine linear or branched (TPTA); and -1,4-bis- (3-aminopropyl) piperazine (BNPP).

The most preferred compounds are ethyl 4-aminobenzoate, polyethylene imine polymers commercially available under the tradename Lupasol such as Lupasol FG G20, wfv, PR8515, WF, FC, G20, G35, G100, HF, P, PS, SK, SNA; glucamine; the diamidebutane jdendrimers Astramol®, polyvinylamines with a molecular weight that varies between 600, 1200, 3K, 20K, 25K or 50K; polyvinyl amino alcohol substituted with a molecular weight on the scale of 400-300,000; polyoxyethylene bis [amine]; polyoxyethylene bis [6-aminohexyl]; polyamino acid, interlaced polyamino acid, N, N'-bis- (3-aminopropyl) -1,3-propanediamine linear or branched; 1,4-bis- (3-aminopropyl) piperazine, and mixtures thereof. The most preferred primary and / or secondary amine compounds are selected from ethyl 4-aminobenzoate, polyethylene imine polymers commercially available under the tradename Lupasol as Lupasol FG G20, wfv, PR8515, WF, FC, G20, G35, G100, HF. , P, PS, SK, SNA; the diaminobutane dendrimers Astramol®, N, N'-bis- (3-aminopropyl) -1,3-propanediamine linear or branched; 1,4-bis- (3-aminopropyl) piperazine, and mixtures thereof. The most preferred primary and / or secondary amine compounds are selected from ethyl 4-aminobenzoate, polyethylene imine polymers commercially available under the tradename Lupasol as Lupasol FG G20, wfv, PR8515, WF, FC, G20, G35, G100. , HF, P, PS, SK, SNA; Linear or branched N, N'-bis- (3-aminopropyl) -1,3-propanediamine; 1, 4-bis- (3-aminopropyl) piperazine, polylysine, crosslinked polylysine and mixtures thereof.

Advantageously, said more preferred primary and / or secondary amine compounds also provide appearance benefits to the fabrics, in particular benefit of appearance of colors, by providing an amine reaction product with the dual properties of appearance benefit to the fabrics. and delayed release of the asset. In addition, when the primary and / or secondary amine compound has more than one primary and / or secondary free amine group, various active ingredients (aldehyde and / or ketone) can be linked to the amine compound.

B- Active ketone and / or aldehyde Preferably, for the above-mentioned compounds, active ketone or active aldehyde is understood to be any chain containing at least 1 carbon atom, preferably at least 5 carbon atoms. Preferably, the active ketone or active aldehyde is respectively selected from a ketone or aldehyde flavor ingredient, a ketone or aldehyde pharmaceutical active, a ketone or aldehyde biocontrol agent, a ketone or aldehyde perfume component. , and mixtures thereof; most preferably a ketone and / or aldehyde perfume. Flavor ingredients include spices, flavor improvers that contribute to the perception of overall flavor. Pharmaceutical actives include drugs.

Biocontrol agents include biocides, antimicrobials, bactericides, fungicides, algaecides, mildew, disinfectants, sanitizers such as bleach, antiseptics, insecticides, insect repellents and / or moths, vermicides, plant growth hormones. Typical antimicrobials include glutaraldehyde, cinnamaldehyde, and mixtures thereof. Insect repellents and / or moths are perfume ingredients, such as citronellal, citral, N, N-diethyl meta-toluamide, Rotundial, 8-acetoxycarvotanacenone, and mixtures thereof. Other examples of insect repellents and / or moths for use herein are described in US Pat. No. 4,449,987, 4,693,860, 4696,676, 4,933,371, ,030,660, 5,196,200 and "Semio Activity of Flavor and Fragrance molecules on various Insect Species7 B.D. Mookherjee et al., Published in Bioactive Volatile Compounds from Plants. ASC Symposium Series 525, R. Teranishi, R.G.

Buttery, and H. Sugisawa, 1993, pp. 35-48. A typical description of suitable ketones and / or aldehydes used tradi '. finally in perfumery, you can find it in "Perfume and Flavor Chemicals, "Vol. I and II, S. Arctander, Allured Publishing, 1994, ISBN 0-931710-35-5 The components of ketone perfumes include components having odoriferous properties, preferably, for the aforementioned compounds, the Ketone perfume is selected from bucoxime, isojasmone, methyl-beta-naphthyl ketone, indanone from moss, tonalid / moss plus, alpha-damascone, beta-damascone, delta-damascone, iso-damascone, damarose, methyl-dihydrojasmonate, menthone , Carvona, Camphor, Fenchona, Alfa-Lonona, Beta-lonona, Lonona Denominated Gamma-Methyl, Fleuramone, Dihydrojasmone, Cis-Jasmone, Iso-E-Super, Methyl-Cedrenyl-Ketone or Methyl-Cedrilone, Acetophenone, Methyl-Acetophenone , Para-Methoxy-Acetophenone, Methyl-Beta-Naphthyl-Ketone, Benzyl-Acetone, Benzophenone, Para-Hydroxy-Phenyl-Butanone, Celery Ketone or Livescona, 6-lsopropyldecahydro-2-Naphthone, Dimethyl-Octenone, Freskomenta, 4- (1-Ethoxyvinyl) -3,3,5,5, -Tetramethyl-Cyclohexanone, Methyl-Heptenone, 2- (2- (4-Methyl-3-Cyclohexen-1-ll) Propyl ) -Cyclopentanone, 1- (P-Menten-6 (2) -ll) -1-Propanone, 4- (4-Hydroxy-3-Methoxyphenyl) -2-Butanone, 2-Acetyl-3,3-Dimethyl-Norbomann , 6,7-Dihydro-1, 1, 2,3,3-Pentamethyl-4 (5h) -lndanone, 4-Damascol, Dulcinil O Cassiona, Gelsone, Hexalon, Isociclene E, Methyl Cyclocitrona, Methyl-Lavender-Ketone, Orivon, Para-Ter-Butyl-Cyclohexanone, Verdone, Delphona, Muscona, Neobutenone, Plicatone, Veloutone, 2,4,4,7-Tetramethyl-oct-6-en-3-one, Tetrameran, hedione and mixtures thereof . Preferably, for the above-mentioned compounds, the preferred ketones are selected from alpha-damascone, from α-damascone, iso-damascone, carvone, gamma-methyl-ionone, Iso-E-Super, 2,4,4, 7- tetramethyl-oct-6-en-one, benzylacetone, beta-damascone, damascenone, methyl dihydrojasmonate, methyl cedrilone, hedione, and mixtures thereof. The components of aldehyde perfumes include components having odoriferous properties.Preferably, for the above mentioned compounds, the aldehyde perfume is selected from adoxal; anisic aldehyde; cimal; ethyl vanillin; florhidral; helional; heliotropin; hydroxy citronellal; koavona; lauric aldehyde; liral; methylnonylacetaldehyde; P. bucinal; phenylacetaldehyde; undecylenic aldehyde; vanillin; 2,6,10-trimethyl-9-undecenal, 3-dodecen-1-al, alpha-n-amylcinnamic aldehyde, 4-methoxybenzaldehyde, benzaldehyde, 3- (4-4 (2,6,6-trimethyl-2 ( 1) -cyclohexen-1-yl) butanal, 3-phenyl-2-propenal, cis- / trans-3,7-dimentyl-2,6-octadien-1 -al, 3,7-dimethyl-6-octen- 1 -al, [(3,7-Dimentyl-6-octenyl) oxy] acetaldehyde, 4-isopropylbenzaldehyde, 1, 2,3,4,5,6,7,8-octahydro-8,8-dimethyl- 2-naphthaldehyde, 2,4-dimethyl-3-cyclohexen-1-carboxaldehyde, 2-methyl-3- (1-propylphenyl) propanal, 1-deacanal, decyl aldehyde, 2,6-dimethyl-5-heptenal, 4- (tricyclic [5.2.1.0 (2,6)] - decylidene-8) -butanal, octahydro-4,7-methane-1 H-indenecarboxaldehyde, 3-ethoxy-4-hydroxy benzaldehyde, para-ethyl-alpha, alpha-dimethyl- hydrocinnamaldehyde, alpha-methyl-3,4- (methylenedioxy) -hydrocinnamaldehyde, 3,4-methylenedioxybenzaldehyde, alpha-n-hexyl cinnamic aldehyde, m-cymene-7-carboxaldehyde, alpha-methylphenylacetaldehyde, 7-hydroxy-3,7-dimethyloctanal , Undecenal, 2,4,6-trimethyl-3-cyclohexene-1-carboxaldehyde, 4- (3) (4-methyl-3-pentenyl) -3-cyclohexen-ca rboxaldehyde, 1 -dodecanal, 2,4-dimethylcyclohexen-3-carboxaldehyde, 4- (4-hydroxy-4-methylpentyl) -3-cyclohexene-1-carboxaldehyde, 7-methoxy-3,7-dimethyloctane-1-al, 2-methylundecanal, 2-methyldecanal, 1 -nonanal, 1-octanal, 2,6,10-trimethyl-5,9-undecadienal, 2-methyl-3- (4-terbutyl) propanal, dihydrocinnamic aldehyde, 1-methyl- 4- (4-methyl-3-pentenyl) -3-cyclohexene-1-carboxaldehyde, 5 or 6-methoxy-hexahydro-4,7-methanoindan-1 or 2-carboxaldehyde, 3,7-dimethyloctane-1-al, 1-undecanal , 10-undecen-1-al, 4-hydroxy-3-methoxybenzaldehyde, 1-methyl-3- (4-methylpentyl) -3-cyclohexenecarboxaldehyde, 7-hydroxy-3,7-dimethyl-octanal, trans-4 -decenal, 2,6-nonadienal, para-tolylacetaldehyde; 4-methylphenylacetaldehyde, 2-methyl-4- (2,6,6-trimethyl-1-cyclohexen-1-yl) -2-butenal, ortho-methoxycinnamic aldehyde, 3,5,6-trimethyl-3-cyclohexencarboxaldehyde, , 7-dimethyl-2-methylene-6-octenal, phenoxyacetaldehyde, 5,9-dimethyl-4,8-decadienal, peony aldehyde (6,10-dimethyl-3-oxa-5,9-undecadien-1 -al) , hexahydro-4,7-methanoindan-1 -carboxyaldehyde, 2-methyloctanal, alpha-methyl-4- (1-methylethyl) benzeneacetaldehyde, 6,6-dimethyl-2-norpinen-2-propionaldehyde, para-methyl-phenoxyacetaldehyde, 2-methyl-3-phenyl-2-propen-1-al, 3,5,5-trimethylhexanal, Hexahydro-8,8-dimethyl-2'-naphthaldehyde, 3-propyl-bicyclo [2.2.1] -hept-5 -in-2-carbaldehyde, 9-decane, 3-methyl-5-phenyl-1-pentanal, methynyl-acetaldehyde, 1-p-menthane-q-carboxaldehyde, citral, lilial and mixtures thereof. The most preferred aldehydes are selected from 1 -decanal, benzaldehyde, florhidral, 2,4-dimethyl-3-cyclohf-xen-1-carboxaldehyde; cis / trans-3,7-dimethyl-2,6-octadien-1-al; heliotropin; 2,4,6-trimethyl-3-cyclohexen-1-carboxaldehyde; 2,6-nonadienal; alpha-n-amylcinnamic aldehyde, alpha-n-hexyl cinnamic aldehyde, P.T. Bucinal, liral, cimal, methyl-nonyl-acetaldehyde, trans-2-nonenal, lilial, and mixtures thereof. In the above list of perfume ingredients, some are commercial names conventionally known to those skilled in the art and also include isomers. Such isomers are also suitable for use in the present invention. In another embodiment, for the purposes of the present invention, perfume compounds are particularly suitable, preferably perfumes of active ketones or aldehydes characterized by having a low Odor Detection Threshold. Said Odor Detection Threshold (ODT) should be less than or equal to 1 ppm, preferably less than or equal to 10 ppb -measured under controlled conditions of Gas Chromatography (GC) such as those described hereinafter. This parameter refers to the value commonly used in the perfumery techniques and which is the lowest concentration at which significant detection of some odorous present material takes place. See for example "Compilation of Odor and Taste Theshold Valué Data" (ASTM DS 48A), edited by F.A. Fazzalari, International Business Machines, Hopwell Junction, New York, and Calkin and others, "Perfumery, Practice and Principies", John Wiley & amp; amp;; Sons, Inc. page 243 et seq. (1994). For the purposes of the present invention, the Odor Detection Threshold is measured according to the following method: The gas chromatograph is characterized to determine the exact volume of material injected by the syringe, the precise separation ratio, and the response of hydrocarbon using a hydrocarbon standard of known chain length concentration and distribution. The air flow velocity is exactly measured, and the volume sampled is calculated assuming that the duration of a human inhalation is 0.02 minutes.

As it is known the precise concentration in the detector at any point of time, we know the mass by volume inhaled and therefore the concentration of material. To determine the ODT of a perfume material, solutions are provided in the sniffing portal at the retrocalculated concentration. A panelist sniffs the effluent from the GC and identifies the retention time when he perceives the odor. The average of all the panelists determines the perception threshold. The necessary amount of analyte is injected into the column to reach a certain concentration in the detector, for example 10 ppb. The typical parameters of the gas chromatograph are listed below to determine the odor detection thresholds. GC: 5890 Series II with Autosampler 7673 FID detector Column: J &W Scientific DB-1 30 meters in length, ID 0.25 mm, film thickness of 1 miera. Method: Separation injection: Separation ratio 17/1 Autosampler: 1.13 microliters per injection. Flow of the column: 1.10 ml / minute. Air flow: 345 ml / minute. Entry temperature: 245 ° C. Detector temperature: 285 ° C. Temperature information Initial temperature: 50 ° C. Speed: 5 ° C / minute. Final temperature: 280 ° C. Final time: 6 minutes. Load assumptions: 0.02 minutes per sniff. The GC air helps to dilute the sample. Examples of preferred perfume components are selected from: 2-methyl-2- (para-iso-propylphenyl) propionaldehyde, 1, (2,6,6-trimethyl-2-cyclohexane-1-yl) -2- buten-1-one and / or para-methoxy-acetophenone. Most preferred are the following compounds that have an ODT < 10 ppb, measured by the method described above: undecylenic aldehyde, gamma-undecalactone, heliotropin, gamma-dodecalactone, p-anisic aldehyde, para-hydroxy-phenyl-butanone, cimary, benzylacetone, alpha-ionone, p.t. bucinal, damascenone, beta-ionone and methyl-nonyl-ketone. Typically, the level of active agents is from 10 to 90%, preferably from 30 to 85%, preferably from 45 to 80% by weight of the amine reaction product. The amine reaction products are those that have a Dry Surface Odor Index as presented in copending application EP 98870155.3 on page 29, line 26 to page 32, line 29, where the unscented bases specified for surfaces of fabrics and hard surfaces are respectively as follows: The most preferred reaction products of amine are those which gin from the polyethyleneimine polymer reaction as polymers of Lupasol, with one or more of the following: Alfa-Damascona, Delta-Damascona, Carvona, Hediona, Florhidral, Lilial, Heliotropina, Gamma-Methyl-lonona and 2,4-dimethyl-3-cyclohexen-1 -carboxaldehyde. Other preferred amine reaction products are those that originate from the reaction of Astramol dendrimers with carvone, as well as those that originate from the reaction of ethyl 4-aminobenzoate with one or more of the following 2,4-dimethyl -3-cyclohexen-1 -carboxaldehyde, and trans-2-nonenal. Still other amine reaction products are those resulting from the reaction of polylysine with one or more of the following: Alpha-Damascone, Delta-Damascone, Carvone and 2,4-dimethyl-3-cyclohexen-1-carboxaldehyde. The most preferred reaction products of amine are those of the reaction of Lupasol HF with delta-damascone; Lupasol G35 with alpha-damascone; Lupasol G100 with 2,4-dimethyl-3-cyclohexen-1 -carboxaldehyde, BNPP or TPTA with alpha and delta damascone; Ethyl 4-aminobenzoate with 2,4-dimethyl-3-cyclohexen-1-carboxaldehyde. 2) Vehicle Another essential ingredient of the process of the invention is a vehicle having a melting point between 30 ° C and 135 ° C, preferably between 45 ° C and 85 ° C. By this vehicle, the particles of the amine reaction product will be produced. A suitable vehicle for use in the process of the invention are the components such as organic polymeric compounds, waxes, paraffins, oils, glycerides, monoglycerides, diglycerides, triglycerides, anionic surfactants.; nonionic surfactants, cationic surfactants, zwitterionic surfactants, and mixtures thereof, preferably selected from an organic polymeric compound, nonionic surfactants, and mixtures thereof. Preferred organic polymeric compounds suitable for mixing with primary and / or secondary amine compound herein include polyethylene glycols, and derivatives thereof, particularly those having a molecular weight of 1000-10000, very particularly from 2000 to 8000 and most preferably around of 4000. Essentially any nonionic surfactant useful for detersive purposes can be included in the compositions with the proviso that their melting point is between 30 ° C and 135 ° C. Non-limiting classes, examples of useful non-ionic surfactants are listed below.

Non-ionic surfactant of polyhydroxy fatty acid amide The polyhydroxy fatty acid amides suitable for use herein are those having the structural formula R2CONR1Z, wherein: R1 is H, C4-C4-hydrocarbyl, 2-hydroxyethyl, 2-hydroxypropyl, or a mixture thereof, preferably C-? -C4 alkyl, most preferably CrC2 alkyl, still, most preferably alkyl Ci (ie, methyl); and R2 is a C5-C3 hydrocarbyl, preferably straight-chain C5-C9 alkyl or alkenyl, most preferably C9-C alkyl or alkenyl? straight chain, still most preferably straight chain Cn-C-? 7 alkyl or alkenyl, or a mixture thereof; and Z is a polyhydroxyhydrocarbyl having a linear hydrocarbyl chain with at least 3 hydroxyls directly connected to the chain, or an alkoxylated derivative (preferably ethoxylated or propoxylated) thereof. Z will preferably be derived from a reducing sugar in a reductive amination reaction; most preferably Z is glycityl.

Non-ionic condensates of alkylphenols The condensates of polyethylene oxide, polypropylene and polybutylene of alkylphenols are suitable for use herein. In general, polyethylene oxide condensates are preferred. These compounds include the condensation products of alkylphenols having an alkyl group containing from about 6 to about 18 carbon atoms in a straight or branched chain configuration having the alkylene oxide from about 1 to about 150 moles of alkylene oxide per mole of alcohol.

Non-ionic surfactant of ethoxylated alcohol Alkylethylated condensation products of aliphatic alcohols with from about 1 to about 150 moles of ethylene oxide are suitable for use herein. The alkyl chain of the aliphatic alcohol may be straight or branched, primary or secondary, and generally contains from 6 to 22 carbon atoms. Particularly preferred are the condensation products of alcohols having an alkyl group containing from 8 to 20 carbon atoms with from about 25 to about 150 moles of ethylene oxide per mole of alcohol, preferably from 50 to 100, most preferably 80 moles. of ethylene oxide per mole of alcohol. The preferred nonionic ethoxylated alcohol surfactants are selected from tallow ethoxylated alcohol (C16-C18) with 25, 50, 80 or 100 moles of ethylene oxide commercially available under the Lutensol brand from BASF, Empilan from Albright and Wilson, and Clariant's Genapol. The most preferred ethoxylated alcohol nonionic surfactant is tallow ethoxylated alcohol (Ciß-Ciß) with 80 moles of ethylene oxide and commercially available under the tradename Lutensol 80/80 from BASF, Emplian KM 80 from Albright and Wilson, or Genapol T800 by Clariant.

Non-ionic ethoxylated / propoxylated fatty alcohol surfactant The ethoxylated fatty alcohols of CT-C22 and the mixed ethoxylated / propoxylated fatty alcohols of Cß-C22 are suitable surfactants for use herein, particularly when they are soluble in water. Preferably, the ethoxylated fatty alcohols are ethoxylated fatty alcohols of C?-C22 with a degree of ethoxylation of about 25 to 150, most preferably these are the ethoxylated fatty alcohols of C ?2-C?? With a degree of ethoxylation 50 to 80. Preferably ethoxylated / propoxylated mixed fatty alcohols have an alkyl chain length of 10 to about 18 carbon atoms with an ethoxylation degree of 3 to 30 and a degree of propoxylation of 1 to 30.

EO / PO nonionic condensates with propylene glycol The condensation products of ethylene oxide with a hydrophobic base formed by the condensation of propylene oxide with propylene glycol are suitable for use herein. The hydrophobic portion of these compounds preferably has a molecular weight of from about 1500 to about 1800 and exhibits insolubility in water.

Examples of compounds of this type include certain of the commercially available surfactants Pluronic ™ marketed by BASF.

EO nonionic condensation products with propylene oxide / ethylene diamine adducts The condensation products of ethylene oxide with the product resulting from the reaction of propylene oxide and ethylenediamine are suitable for use herein. The hydrophobic portion of these products consists of the reaction product of ethylenediamine and excess propylene oxide, and generally has a molecular weight of about 2500 to about 3000. Examples of this type of nonionic surfactants include some of the compounds commercially available Tetronic ™ marketed by BASF.

Non-ionic surfactant of algilpolysaccharide The alkylpolysaccharides suitable for use herein are described in US Pat. No. 4,565,647 Filling, issued January 21, 1986, having a hydrophobic group containing from about 6 to about 30 carbon atoms, preferably from about 10 to about 16 carbon atoms and a polysaccharide, eg, a polyglucoside. , hydrophilic group containing from about 1.3 to about 10, preferably about 1.3 to about 3, most preferably about 1.3 to about 2.7 units of saccharide. Any reducing saccharide containing 5 to 6 carbon atoms can be used, for example, glucose, galactose and galactosyl portions can be substituted for the glucosyl moieties. (Optionally, the hydrophobic group binds at positions 2-, 3-, 4-, etc., thus giving a glucose or galactose as opposed to a glycoside or galactoside). Inter-saccharide bonds can, for example, be between position one of the additional saccharide units and positions 2-, 3-, 4-, and / or 6- in the preceding saccharide units. Preferred alkyl polyglycosides have the formula: R2O ((CnH2n) O) t (glucosyl) x wherein R2 is selected from the group consisting of alkyl, alkylphenyl, hydroxyalkyl, hydroxyalkylphenyl, and mixtures thereof, wherein the alkyl groups contain from 10 to 18, preferably from 12 to 14, carbon atoms; n is 2 or 3; t is from 0 to 10, preferably 0, and X is from 1.3 to 8, preferably from 1.3 to 3, most preferably from 1.3 to 2.7. The glucosyl is preferably derived from glucose.

Non-ionic fatty acid amide surfactant The fatty acid amide surfactants suitable for use herein are those having the formula R6CON (R7) 2 wherein R6 is an alkyl group containing from 7 to 21, preferably from 9 to 17 carbon atoms and each R7 is selected from the group consisting of hydrogen, CrC4 alkyl, hydroxyalkyl of C? -C4, and - (C2H40)? H, wherein x is on the scale of 1 to 3 The preferred carrier materials are selected from non-ionic ethoxylated alcohol surfactants. Typically when the amine reaction product is only mixed with a vehicle but not further processed, the amine reaction product will be presented in an amount of 1 to 75%, preferably 10 to 60%, most preferably 15 to 45%. % by weight of the reaction product processed in the particle produced. In this case, the amount of vehicle will be enough to add up to 100%. Of course, the particle also contains minor components but in amounts that will not exceed the amount of the vehicle material. Typically the vehicle will be presented in an amount of from 3 to 95%, preferably from 15 to 80% and most preferably from 25 to 75%, by weight of the particles produced in the processed amine reaction product. The processing of the reaction product of amine with the vehicle is carried out by thoroughly mixing the amine reaction product with the vehicle. Advantageously, there is no need for additional ingredients to provide a resulting substantially homogeneous mixture. This mixing is done at the lowest possible temperature, that is, slightly above the melting point of the vehicle. The mixing step is carried out until a completely homogenous mixture is obtained. "Homogeneous" means that compositions having similar appearance to the resulting composition of 20 g of amine reaction product mixed with 80 g of TAE80 for 5 minutes by an Ultra Turrax, the mixing temperature being ds about 70 ° C .

Coating agents When a vehicle with a melting point between 35 and 135 ° C is used for mixing with the amine reaction product, it is preferred to further process the mixture to form a coated particle, for example, by absorption of the mixture. in a solid, preferably porous coating. The resulting coated particles may be in any form that is suitable for incorporation into liquids or powders, preferably powders, such as agglomerates, pellets, tablets, or mixtures thereof. Suitable coating agents for both solid mixtures, including pastes, and liquid mixtures are solid binders substantially soluble in water or agglomerating agents. "Substantially soluble in water" refers to a material that is soluble in distilled water (or equivalent), at 25 ° C, at a concentration of 0.2% by weight, and is preferably soluble at 1.0% by weight. A "solid" is defined as a material that is solid at ambient temperatures, and therefore the binder substantially soluble in water or the agglomerating agent should have a melting point of at least 30 ° C, and preferably at least 40 ° C. Suitable water-soluble binders or agglomerating agents include the water-soluble organic polymer compounds, the water-soluble monomeric polycarboxylates or their acid forms, homo- or copolymeric polycarboxylic acids or their salts wherein the polycarboxylic acid comprises at least two carboxylic radicals separated from each other by no more than two carbon atoms, carbonates, bicarbonates, borates, phosphates, sulfate salts such as sodium magnesium sulfate, inorganic perhydrate salts including perborate such as perborate monohydrate, percarbonate, silicates, starch, cyclodextrin, and mixtures of the previous ones.

Organic polymeric compounds suitable as coating agents include cellulose derivatives such as methylcellulose, carboxymethylcellulose, hydroxypropylcellulose and hydroxyethylcellulose, as well as carbohydrates such as pectins and gums. Other compounds are carbohydrates and derivatives such as fructose, xylose, galactose, galacturonic acid or glucose-based polymers such as inulin, dextran, xyloglucan, pectin or gums. Suitable polycarboxylates contain a carboxy group and include lactic acid, glycolic acid and ether derivatives thereof, such as those described in Belgian patents Nos. 831, 368, 821, 369 and 821, 370. Polycarboxylates containing two carboxy groups include the water-soluble salts of succinic acid, malonic acid (ethylenedioxy) diacetic acid, maleic acid, diglycolic acid, tartaric acid, tartronic acid and fumaric acid, as well as the ether carboxylates described in German Patent 2,446,686 and 2,446,687 and in the US patent No. 3,935,257, and the sulfinyl carboxylates described in Belgian Patent No. 840,623. The polycarboxylates q < "e contain three carboxy groups include, in particular, the water-soluble citrates, aconitrates and citraconates, as well as the succinate derivatives such as the carboxymethyloxysuccinates described in British Patent No. 1, 379,241, the lactoxysuccinates described in the Dutch application 7205873 , and oxypolycarboxylate materials such as 2-oxa-1, 1-3-propane tricarboxylates described in British Patent No. 1, 387,447.

Polycarboxylates containing four carboxy groups include the oxydisuccinates described in British Patent No. 1, 261, 829, 1, 1, 2,2-ethane tetracarboxylates, 1, 1, 3,3-propane tetracarboxylates and 1, 1, 2 , 3-propane tetracarboxylates. Polycarboxylates containing sulfo substituents include the sulfosuccinate derivatives described in British Patents Nos. 1, 398,421 and 1, 398,422, and in the US patent. No. 3,936,448, as well as the sulfonated pyrolysed citrates described in British Patent No. 1, 082,179, while polycarboxylates containing phosphone substituents are described in British Patent No. 1439,000. The alicyclic and heterocyclic polycarboxylates include cyclopentan-cis.cis.cis-tetracarboxylates, cyclopentadienide pentacarboxylates, 2,3,4,5-tetrahydrofuran-cis, cis, cis-tetracarboxylates, 2,5-tetrahydriturans-cis -dicarboxylates, , 2,5,5-tetrahydrofuran-tetracarboxylates, 1, 2,3,4,5,6-hexan-hexacarboxylates and carboxymethyl derivatives of polyhydric alcohols such as sorbitol, mannitol and xylitol. Aromatic polycarboxylates include mellitic acid, pyromellitic acid and the phthalic acid derivatives described in British Patent No. 1, 425, 433. Of the above, preferred polycarboxylates are hydroxycarboxylates containing up to three carboxy groups per molecule, most particularly citrates. Borate, as well as detergency builders containing borate-forming materials that can produce borate under detergent washing or storage conditions can also be used but are not preferred under wash conditions of less than about 50 ° C, especially less than about of 40 ° C. Examples of carbonates are the alkali metal and alkaline earth metal carbonates, including sodium carbonate and sesqu i-carbonate and mixtures thereof with ultrafine calcium carbonate as described in German Patent Application No. 2,321,001, published on November 15. from 1973. Specific examples of water-soluble phosphates are the alkali metal tp pol-phosphates, sodium, potassium and ammonium pyrophosphate, potassium and sodium ammonium pyrophosphate, potassium and sodium orthophosphate, polymeta / sodium phosphate where the degree of polymerization varies between 6 and 21, and salts of phytic acid. Suitable silicates include water-soluble sodium silicates with a SiO 2: Na 2 O ratio of about 1.0 to 2 8, with ratios of about 1.6 to 2.4 being preferred and 2.0 being the most preferred ratio. The silicates may be in the form of the anhydrous salt or a hydrated salt. Sodium silicate with a Si02: Na20 ratio of about 2.0 is the most preferred silicate. A typical description of cyclodextrin derivatives is described in WO96 / 05358, patents of E.U.A. Nos. 3,426,011, Parmerter et al., Issued February 4, 1969; 3,453,257; 3,453,258; 3,453,259; Y 3,453,260, all in the name of Parmerter et al., And all issued on July 1, 1969; 3,459,731, Gramera et al., Issued August 5, 1969; 3,553,191, Parmerter et al., Issued January 5, 1971; 3,565,887, Parmerter et al., Issued February 23, 1971; 4,535,152, Szejtli et al., Issued August 13, 1985; 4,616,008, Hirai et al, issued October 7, 1986; 4,678,598, Ogino et al., Issued July 7, 1987; 4,638,058, Brandt et al., Issued January 20, 1987; and 4,746,734, Tsuchiyama et al., issued May 24, 1988; All of the above patents are incorporated herein by reference. Although less preferred for use herein because of their lower solubility, partially water soluble coating agents can also be used as coating agents. These compounds are actually less preferred because during the washing cycle the amine reaction product will be at least partially coated and therefore will not be able to exhibit its full functionality of prolonged freshness on dry fabrics or hard surfaces. Examples of partially water soluble coating agents include crystalline layered silicates. Examples of water insoluble builders include sodium aluminosilicates. The crystalline stratified sodium silicates have the general formula: NaMSi? O? +? and H 2 O wherein M is sodium or hydrogen, x is a number from 1.9 to 4 and y is a number from 0 to 20. Crystalline layered sodium silicates of this type are described in EP-A-0164514 and methods for their preparation are described in DE-A-3417649 and DE-A-3742043. For the purpose of the present invention, x in the above general formula has a value of 2, 3 or 4 and is preferably 2. The most preferred material is d-Na2Si2O5, available from Hoechst AG as NaSKS-6. Suitable alumino silicate zeolites have the unit cell formula Naz [(AI02) z (SiO2) y]. XH20 where z and y are at least 6; the molar ratio of zay is from 1.0 to 0.5 and x is at least 5, preferably from 7.5 to 276, most preferably from 10 to 264. The aluminosilicate material is in hydrated form and is preferably crystalline, containing from 10 to 28% , most preferably from 18% to 22% water in bound form. The aluminosilicate ion exchange materials may be naturally occurring materials, but preferably are synthetically derived. Synthetic crystalline aluminosilicate ion exchange materials are available under the designations Zeolite A, Zeolite B, Zeolite P, Zeolite X, Zeolite MAP, Zeolite HS, and mixtures thereof. Zeolite A has the formula Na? 2 [AI02)? 2 (SiO2)? 2]. XH2O wherein X is from 20 to 30, especially 27. Zeolite X has the formula Na86 [(AIO2) 86 (SiO2) 106] .276 H2O. Typically when the amine reaction product is mixed with a carrier and further processed to form a coated particle, the amine reaction product will be present in an amount of about 1 to 75%, preferably from 5 to 30%, most preferably from 6 to 25% by weight of the reaction product processed in the particle produced. Typically the coating agent will be present in an amount of 10% to 95%, preferably 30 to 90%, most preferably 50 to 75% by weight of the particle of the processed amine reaction product. In this case, the amount of vehicle will be enough to add 100%. Of course, the coated particle may also comprise minor ingredients but in amounts that do not exceed the amount of the carrier material or the amount of the coating agent. The preferred coating materials are selected from carbonate, starch, cyclodextrin, and mixtures thereof. The surface treatment of the particle can be carried out in different ways using equipment known in the art and the process can be carried out in batches or continuously. A method for applying the coating material involves agglomeration. Any conventional agglomerator / mixer can be used including, but not limited to containers, rotating drums and types of vertical mixers. The molten coating compositions can also be applied either by pouring, or by spray-spraying in a moving bed of the mixture of the amine reaction product with vehicle. Another method for applying the coating is to pour the obtained mixture (called particle), as described above, onto the coating material and agglomerate it in a Braun mixer. The temperature during the mixing step and / or coating must be taken care of so that it does not substantially exceed the melting point of the vehicle material. For example, 150 g of a mixture containing TAE80 and 20% of the amine reaction product is poured at 60 ° C into a Braun blender containing 300 g of carbonate. The mixture of the ingredients is carried out for 5 minutes. It must also be ensured that the temperature during the coating does not exceed 65 ° C. The agglomerated particle can be used as it is for incorporation into the finished composition. Also, a processed amine reaction product is provided as obtained by the process of the invention. If desired, the coated particle may also comprise one or more additional ingredients as a surfactant for improved solubility or dispersibility. Typical surfactants are those of anionic, nonionic, or cationic type. Preferably, the weight ratio of said additional ingredients to the coating agent is up to 1: 1. In another preferred marketing embodiment, an additional coating on the coated particle may be provided, which depending on the nature of that additional coating will give storage stability, flowability and / or substantivity of improved fabrics of the coated particle. A typical example is polyvinyl alcohol.

Incorporation into the finished composition The finished compositions of the invention, including laundry compositions, hard surface cleaning compositions, personal cleansing compositions, comprise the incorporation of the processed amine reaction product described hereinabove together with one or more laundry or cleaning ingredients in a finished composition. As mentioned above, the incorporation of the processed amine reaction product is conveniently performed depending on its final form either by spraying when it is in a sprayable liquid form, or by dry addition when it is in coated form. Laundry compositions comprise laundry detergent compositions, including liquid, solid, powder-type, tablets as well as softening compositions including softening composition that is added during rinsing as well as softening compositions that are added in the dryer. A conventional description of softening ingredients to be used in the softening composition of the invention can be found in EP 98870227.0, incorporated herein by reference. Preferably, the finished composition is a detergent composition, most preferably in solid form.

The finished compositions incorporating the processed amine reaction product will typically comprise from 0.1 to 25%, most preferably from 0.2 to 10%, and still most preferably from 0.5 to 5% of the processed product based on the weight of the composition. The preferred detergent composition, embodiment of the invention, will preferably comprise a bleach precursor, a source of alkaline hydrogen peroxide necessary to form a peroxy bleach species in the wash solution and preferably also comprise other conventional components in the detergent compositions. Therefore, the preferred detergent compositions will incorporate one or more surfactants, organic and inorganic builders, dirt suspending agents and anti-redeposition agents, suds suppressors, enzymes, fluorescent whitening agents, photoactivated whiteners, perfumes, colors, clay softening agents, effervescent, and mixtures thereof. A typical description of said components can be found in EP-A-0,659, 876 and in European patent application No. 98870226.2, both incorporated herein by reference.

Clay The compositions of the invention may preferably contain a clay, preferably present at a level of from 0.05% to 40%, preferably from 0.5% to 30%, preferably from 2% to 20% by weight of the composition. For clarity, it is to be noted that the term "mineral clay compound", as used herein, excludes sodium aluminosilicate zeolite builder compounds, which however may be included in the compositions of the invention as optional components. A preferred clay may be a bentonite clay. The highly preferred smectite clays are described, for example, in US Pat. Nos. 3,862,058, 3,948,790, 3,954,632 and 4,062,647, and European Patents Nos. EP-A-299,575 and EP-A-313,146, all in the name of the Procter and Gamble Company. The term "smectite clays" includes both clays in which aluminum oxide is present in a silicate network, and clays in which magnesium oxide is present in a silicate network.

Smectite clays tend to adopt a three-layer expandable structure. Specific examples of suitable smectite clays include those selected from the classes of montmorillonites, hectorites, volchonskoites, nontronites, saponites and sauconites, particularly those having an alkali metal or alkaline earth metal ion within the lattice structure of the crystal. Sodium or calcium montmorillonite is particularly preferred. Suitable smectite clays, particularly montmorillonites, are sold by several suppliers including English China Clays, Laviosa, Georgia Kaolin and Colin Stewart Minerals.

The clays for use herein preferably have a particle size of 10 nm to 800 nm, preferably 20 nm to 500 nm, preferably 50 nm to 200 nm. Particles of the clay mineral compound can be included as components of agglomerated particles containing other detergent compounds. When such components are present, the term "largest particle size" of the clay mineral compound refers to the largest dimension of the mineral clay component as such, and not to the agglomerated particle as a whole. Substituting small cations such as protons, sodium ions, potassium ions, magnesium ions and calcium ions, and certain organic molecules including those with positively charged functional groups can typically occur within the lattice structure of the crystal smectite clays. A clay can be chosen for its ability to preferentially absorb a type of cation, said capacity being determined by measurements of relative ion exchange capacity. Smectite clays suitable herein typically have a cation exchange capacity of at least 50 meq / 100 g. The patent of E.U.A. No. 3,954,632 discloses a method for measuring cation exchange capacity. The crystal lattice structure of the clay mineral compounds may have, in a preferred embodiment, a cationic fabric softening agent substituted therein. Said substituted clays have been called "hydrophobically activated" clays. The cationic fabric softening agents are typically present in a weight ratio of cationic fabric softening agent to clay, from 1: 200 to 1: 10, preferably from 1: 100 to 1: 20. Suitable cationic fabric softening agents include the water-insoluble tertiary amines or the long-chain diamide materials which are described in GB-A-1 514 276 and EP-B-0 011 340. A "hydrophobically activated" clay commercially available is a bentonite clay containing about 40% by weight of a quaternary ammonium salt of dimethyldisebo, sold under the trade name Claytone EM of English Clays International. In a highly preferred embodiment of the invention, the clay is present in an intimate mixture or in a particle with a humectant and a hydrophobic compound, preferably a wax or oil, such as paraffin oil. Suitable humectants are organic compounds including propylene glycol, ethylene glycol, dimers or glycol trimers, preferably glycerol. Preferably, the particle is an agglomerate. Alternatively, the particle may be such that the wax or oil and optionally the humectant, form an encapsulate on the clay, or alternatively, the clay may be an encapsulant for the wax or the oil and the humectant. It may be preferred that the particle comprises an organic salt or silica or silicate. However, in another embodiment of the invention, the clay is preferably mixed with one or more surfactants and optionally builders, and optionally water, in which case the mixture is preferably subsequently dried. Preferably, said mixture is further treated in a spray-drying method to obtain a spray-dried particle comprising the clay. It may be preferable that the flocculating agent is also comprised in the particle or granule comprising the clay. It may also be preferable that the intimate mixture comprises a chelating agent.

Flocculating agent The compositions of the invention may contain a clay flocculating agent, preferably present at a level of 0.005% to 10%, preferably 0.05% to 5%, preferably 0.1% to 2% by weight of the composition. The clay flocculating agent works to bind the clay compound particles in the solution of washing and therefore to help in its deposition on the surface of the fabrics in the wash. This functional requirement is therefore different from that of clay dispersing compounds that are commonly added to laundry detergent compositions to aid in the removal of clay soils from fabrics and allow their dispersion in the wash solution. The preferred clay flocculating agents herein are organic polymeric materials having an average weight of 100, 000 to 10,000,000, preferably 150,000 to 5,000,000, preferably 200,000 to 2,000,000. Suitable organic polymeric materials comprise homopolymers or copolymers containing monomer units selected from alkylene oxide, particularly ethylene oxide, acrylamide, acrylic acid, vinyl alcohol, vinylpyrrolidone, and ethylene imine. Homopolymers in particular of ethylene oxide, but also acrylamide and acrylic acid are preferred. European Patent Nos. EP-A-299,575 and EP-A-313,146, in the name of the Procter and Gamble Company, describe preferred organic flocculating clay polymeric agents for use herein. The weight ratio of clay to the flocculating polymer is preferably from 1000: 1 to 1: 1, preferably from 500: 1 to 1: 1, preferably from 300: 1 to 1: 1, or is most preferred from 80: 1 to 10: 1, or in certain applications even from 60: 1 to 20: 1. Also suitable here are inorganic clay flocculating agents, typical examples of which include lime and alum. The flocculating agent is preferably present in a detergent base granule such as a detergent agglomerate, extruded or spray dried particle, generally comprising one or more surfactants and builders.

Effervescent media Optionally, effervescent media can also be used in the compositions of the invention. As defined herein, effervescence means the evolution of gas bubbles from a liquid as a result of a chemical reaction between a soluble source of acid and an alkali metal carbonate, to produce gaseous carbon dioxide, that is: C6H807 + 3NaHC03? Na3C6H507 + 3C02 t + 3H20 Additional examples of acid and carbonate sources and other effervescent systems can be found in: "Pharmaceutical Dosage Forms: Tablets", volume 1, pages 287 to 291.

Carbonate salts The inorganic alkali metal and / or alkaline earth metal carbonate salts herein include carbonate and carbonate, potassium, lithium, sodium acid and the like, among which sodium and potassium carbonate are preferred. Suitable bicarbonates for use herein include any alkali metal salt of bicarbonate, such as lithium, sodium, potassium and the like, among which sodium and potassium bicarbonate are preferred. However, the choice of carbonate or bicarbonate or mixtures thereof may be made, depending on the pH desired in the aqueous medium in which the granules are to be dissolved. For example, when a relatively high pH is desired in the aqueous medium (for example above pH 9.5), it may be preferred to use carbonate alone or to use a carbonate-bicarbonate combination in which the carbonate level is greater than the level of bicarbonate. The inorganic alkali metal and / or alkaline earth metal carbonate salt of the compositions of the invention preferably comprises a potassium salt, or most preferably a sodium, carbonate and / or bicarbonate salt. Preferably, the carbonate salt comprises sodium carbonate, optionally also a sodium bicarbonate. The inorganic carbonate salts are preferably present at a level of at least 20% by weight of the composition. Preferably, they are present at a level of at least 23%, or even 25%, or up to 30% by weight, preferably up to about 60% by weight or more; preferably up to 55% by weight, or even 50% by weight. They can be added completely or partially as a separate component, granular or powder; or as cogranulates with other detergent ingredients, for example other salts or surfactants. In the solid detergent compositions of the invention, they may also be present completely or partially in detergent granules such as agglomerates or spray-dried granules. In one embodiment of the invention, a source of effervescence is present which preferably comprises an organic acid such as carboxylic acid or amino acid, and a carbonate. It may then be preferred to premix a part or all of the carbonate salt with the organic acid and thus be present in a separate granular component.

The preferred effervescence source is selected from compressed citric acid and carbonate particles, optionally with a binder; and particles of carbonate, bicarbonate and malic or maleic acid in weight proportions of 4: 2: 4. The dry added form of citric acid and carbonate is preferably used. The carbonate can have any particle size. In one embodiment, particularly when the carbonate salt is present in a granule and not as a separately added compound, the carbonate salt preferably has a mean particle size in volume of 5 to 375 microns, with which preferably at least 60%, preferably at least 70%, or even at least 80%, or at least 90% by volume, has a particle size of 1 to 425 microns. Preferably, the carbon dioxide source has a mean particle size in volume of from 10 to 250, with which preferably at least 60%, or even at least 70%, or up to at least 80%, or up to At least 90% by volume, has a particle size of 1 to 375 microns, or even preferably a mean particle size in volume of 10 to 200 microns, with which preferably at least 60%, preferably at least 70%, or up to at least 80%, or up to at least 90% in volume, it has a particle size of 1 to 250 microns. In particular, when the carbonate salt is added as a separate component, i.e., "dry aggregate", or mixed with the other detergent ingredients, the carbonate can have any particle size, including the particle sizes specified above, but preferably it has a volume average particle size of at least 200 microns, or up to 250 microns, or up to 300 microns. It may be preferred to obtain the carbon dioxide source of the required particle size by grinding a material of larger particle size, optionally followed by selection of the material with the required particle size by any suitable method. Although percarbonate salts may be present in the compositions of the invention as a bleaching agent, said salts are not included in the carbonate salts defined herein. Other preferred optional ingredients include enzyme stabilizers, polymeric soil removal agents, materials effective to inhibit the transfer of dyes from one fabric to another during the cleaning operation (i.e., dye transfer inhibiting agents), polymeric dispersing agents, foam suppressors, optical brighteners or other brightening or bleaching agents, antistatic agents or other active ingredients, vehicles, hydrotropes, processing aids, dyes or pigments, solvents for liquid formulations and solid fillers for stick compositions. In another aspect of the invention, a packaged composition comprising the processed product of the invention or composition of the invention is provided. Preferably, the packaged composition is a closed packing system having a moisture vapor transmission rate of less than 20 g / m2 / 24 hours. The typical description of such packaging can be found in WO 98/40464. In still another embodiment of the invention, the package is a dispensing means. A typical description of said spray dispenser can be found in WO 96/04940, page 19 line 21 to page 22 line 27.

Method of use A method is also provided herein for providing a delayed release of an active ketone or aldehyde, comprising the step of contacting the surface to be treated with a compound or composition of the invention, and then contacting the surface treated with a material, preferably an aqueous medium such as moisture or any other means capable of releasing the perfume of the amine reaction product. By "surface" is meant any surface on which the compound can be deposited. Typical examples of such materials are fabrics, hard surfaces such as tableware, floors, bathrooms, toilets, kitchens and other surfaces that require a delayed release of a ketone and / or aldehyde perfume, such as stretcher objects such as stretchers for animals. Preferably, the surface is selected from a fabric, a tile, a ceramic; preferably it is a fabric. By "delayed release" is meant release of the active component (e.g., perfume) for a longer period than with the use of the active component (e.g., perfume) alone. In another aspect of the invention, the use of the product of the invention is provided for the manufacture of a cleaning and laundry composition to supply residual fragrance and care of the fabrics, in particular care of the color, in the fabrics in which it is applied. The following are examples of synthesis of the compounds defined in the present invention.

I. Synthesis of ethyl 4-aminobenzoate with 2,4-dimethyl-3-cyclohexen-1-carboxaldehyde To a stirred, ice-cooled solution of 10 g of 2,4-dimethyl-3-cyclohexen-1-carboxaldehyde (0.07 moles) in 35 ml of EtOH and molecular sieves (4 A, 20 g), 1 eq. of the amine by means of an addition funnel. The reaction mixture was stirred under a nitrogen atmosphere and protected from light. After 6 days, the mixture was filtered and the solvent was removed. The yield of imine formation was approximately 90%. Similar results were obtained when 2,4-dimethyl-3-cyclohexen-1 -carboxaldehyde was replaced with bourgeonal, or trans-2-nonenal, or trans-2-hexenal.

II. Synthesis of 1,4-bis- (3-aminopropyl) -piperazine with Damascus To replace both primary amine groups with a perfume, 2 equivalents of perfume were used per one amino-functional polymer equivalent. To a stirred and ice-cooled solution of 1 mmol of a-Damascona in 6 ml of EtOH and molecular sieves (4Á, 20 g), 0.5 equivalents of 1,4-bis- (3-aminopropyl) were added via an addition funnel. ) -piperazine. The reaction mixture was stirred under a nitrogen atmosphere and protected from light. After the disappearance of the absorption peak of the NMR spectrum of the free perfume raw material (from 3 to 16 hours), the mixture was filtered and the solvent was removed by vacuum distillation. The yield of β-amino ketone formation is about 90%. Similar results were obtained, in which a-Damascona was replaced by 2,4-dimethyl-3-cyclohexen-1-carboxaldehyde, vertocitral, bourgeonal, d-damascone or citronellal. In these cases, Schiff bases are formed.

III. Synthesis of Lupasol with Damasconas and 2,4-dimethyl-3-cyclohexen-1-carboxaldehyde The ß-amino ketone of Lupasol G100 (commercially available from BASF, containing 50% water, 50% Lupasol G100, (MW 5000 )) and a-damascone (or d-damascone) using any of the three different procedures described below: Commercially available Lupasol G100 was dried using the following procedure: 20 g of the Lupasol solution was dried on the rotary evaporator for several hours. The residue obtained, still containing 4.5 g of H20, was azeotropically distilled in the rotary evaporator using toluene. The residue was then placed in the desiccator and dried at 60 ° C (using P2Os as water absorbing material). Based on the weight obtained, the authors concluded that the oil contained less than 10% H2O. Based on the NMR spectrum they concluded that this is probably less than 5%. This dry mixture was then used in the preparation of β-amino ketones. 1.38 g of the dried Lupasol G100 obtained above was dissolved, in 7 ml of ethanol. The solution was gently stirred with a magnetic stirrer for a few minutes before adding 2 g of Na2SO4 (anhydrous). After stirring again for a few minutes, 2.21 g of a-damascone was added over a period of 1 minute.

After two days of reaction, the mixture was filtered on a Celite filter (see above), and the residue was washed thoroughly with ethanol. Approximately 180 ml of a clear foaming filtrate were obtained. This was concentrated to dryness using a rotary evaporator, and dried over P2Os in a desiccator at room temperature. Approximately 3.5 of a colorless oil was obtained. 4.3 g of Lupasol G 100 was dissolved, without drying, in 10 ml of ethanol. The solution was stirred with a magnetic stirrer for a few minutes before adding 3.47 g of a-damascone over a period of 1.5 minutes. After 2 days of reaction at room temperature, the reaction mixture was filtered over Celite (see above) and the residue was washed thoroughly with ethanol. The filtrate (200 ml, light foaming) was concentrated in the evaporator and dried in a desiccator.

(P205 as drying agent) at room temperature. Approximately 5.9 g of a colorless oil was obtained. 3. To 3.0 g of Lupasol G100 solution (used as such), it was added 2. 41 g of a-damascone. the mixture was stirred without using solvent. After stirring for 4 days, the obtained oil was dissolved in 100 ml of THF, dried with MgSO4, filtered and the filtrate was concentrated on the rotary evaporator. After drying in the desiccator (P2Os) at room temperature, approximately 4.1 g of a colorless oil was obtained. This oil still contained approximately 13% (w / w) THF, even after prolonged drying (3 days). The product obtained from the three procedures had identical NMR spectra. Similar results were obtained when Lupasol G35 or Lupasol HF was used instead of Lupasol G100. Similar results were obtained when 2,4-dimethyl-3-cyclohexen-1-carboxaldehyde was replaced with a-damascone. Another possible synthesis route is using Lupasol P. The ß-amino ketone of Lupasol P and a-damascone was prepared using the procedure described below: 1.8 g of Lupasol P solution was dissolved (50% H2O, 50% Lupasol PM 750000, obtained from BASF) in 7 ml of ethanol; the solution was stirred for a few minutes with a magnetic stirrer before adding 1.44 g of a-Damascona. After 3 days, the reaction mixture was filtered on a Celite filter (see above) and the residue was washed thoroughly with ethanol. After concentrating the filtrate and drying the oil obtained in the desiccator (P2O5) at room temperature, approximately 3 g of the reaction product between Lupasol and a-Damascona was obtained.

Processing method The processing of the reaction product of amine with the vehicle is carried out as described above. In particular, 20 g of amine reaction product as synthesized above, are mixed in an Ultra Turrax containing 80 g of vehicle, for example, TAE80 for 5 minutes, the mixing temperature being 70 ° C, and the speed of the mixer sufficient to maintain said temperature substantially constant. The temperature and time will depend on the nature of the vehicle but are a conventional step for those skilled in the art. The resulting mixture is maintained at a temperature substantially equal to the melting point of the carrier material. Once the mixture is at a suitable temperature, it is poured into the coating material and agglomerated in an electric mixer such as a Braun Mixer. It should also be ensured that the temperature during the mixing time does not substantially exceed the melting point of the vehicle material. For example, 150 g of a mixture containing TAE80 and 20% of the amine reaction product is poured at 60 ° C into a Braun mixer containing 300 g of carbonate. The mixing of the ingredients is carried out for 5 minutes. Care should be taken that the temperature during mixing does not exceed 65 ° C. Again, the temperature and time will depend on the nature of the coating agent but are a conventional step for those skilled in the art.

Abbreviations used in the examples of laundry and cleaning compositions In the laundry and cleaning compositions, the identifications of the abbreviated components have the following meanings: DEQA: Di- (tallowoxyethyl) dimethylammonium chloride DTDMAC: Dimethylammonium Dichloride Chloride DEQA (2): Di- (tallowyloxyethyl-soft) hydroxyethylmethylammonium methylsulfate DTDMAMS: Distemyl dimethylammonium methylsulfate SDASA: Stearyl dimethyl amine 1: 2 ratio: stearic acid pressed three times Fatty acid: Stearic acid IV = 0 Electrolyte : Calcium chloride PEG: Polyethylene glycol 4000 Neodol 45-13: Alcohol primary linear ethoxylate of CH-CI5, sold by Shell Chemical Co. Silicone antifoam: Controller of polydimethylsiloxane foam with siloxane-oxyalkylene copolymer as a dispersing agent with a ratio from said controller to said dispersing agent from 10: 1 to 100: 1 PEI: Polyethyleneimine with an average molecular weight of 1800 and an average degree of ethoxylation of 7 ethyleneoxy residues per nitrogen HEDP: 1, 1-hydroxyethanediphosphonic acid LAS: Sodium linear alkyl benzene sulfonate of C- | 1_- | 3 TAS: Sodium tallow alkyl sulfate CxyAS: Sodium alkylsulfate of C- | x-C- | y? C46SAS Secondary C14-C16 sodium alkyl sulfate (2,3) CxyEzS: Sodium Alkylsulfate of C < | x-C? and condensed with z moles of ethylene oxide CxyEz: Primary alcohol of C- | xC- | and predominantly linear, condensed with an average of z moles of ethylene oxide QAS: R2.N + (CH3) 2 (C2H4OH) with R2 = C- | 2-C < | 4 QAS 1: R2.N + (CH3) 2 (C2H4? H) with R2 = C8-Cn APA: Amidopropyldimethylamine of CS-CI Q Soap: Linear sodium alkylcarboxylate derived from a mixture of 80/20 tallow and coconut oils STS: Sodium toluene sulphonate CFAA: (Coco) C-2-Cu alkyl-N-methylglucamide TFAA: Alkyl-N-methylglucamide from C < | 6-C "| 8 TPKFA: C12-C14 whole cut fatty acids STPP: Anhydrous sodium tripolyphosphate TSPP: Tetrasodium pyrophosphate Zeolite A: Hydrated sodium aluminosilicate of formula Na? 2 (AIO2S¡O2)? 2.27H2O a primary particle size on the scale of 0.1 to 10 microns (weight expressed on an anhydrous basis) Na-SKS-6: Crystalline layered silicate of the formula d-Na2Si205 Citric acid: Anhydrous citric acid Borate: Sodium borate Carbonate: Anhydrous sodium carbonate with a particle size between 200 μm and 900 μm Bicarbonate: Anhydrous sodium bicarbonate with a particle size between 400 μm and 1200 μm Silicate: Silicate of amorphous sodium (S¡O2: Na2O = 2.0: 1) Sulfate: Anhydrous sodium sulfate Mg sulfate: Magnesium sulfate anhydrous Citrate: Trisodium citrate dihydrate of 86.4% activity with a particle size distribution of between 425 μm and 850 μm MA / AA: Maleic / acrylic acid 1: 4 copolymer, average molecular weight of approximately 70,000 MA / AA (1): Acrylate / maleate 6: 4 copolymer, average molecular weight of approximately 10,000 AA: Polyacrylate polymer sodium with an average molecular weight of 4,500 CMC: Sodium carboxymethylcellulose Cellulose ether: Methylcellulose ether with a degree of polymerization of 650, available from Shin Etsu Chemicals Protease: Enzyme prot eolytic, 3.33% by weight of active enzyme, sold under the trade name Savinase by Novo Industries A / S. Protease Proteolytic Enzyme, 4% by weight of active enzyme, sold by Genencor Int. Inc., described in WO95 / 10591 Alcalase: Proteolytic enzyme, 5.3% by weight of active enzyme, sold by Novo Industries A / S Cellulase: Cellulite enzyme, 0.23% by weight of active enzyme, sold under the trade name Carezyme by NOVO Industries A / S Amylase: Amylolytic enzyme, 1.6% by weight of active enzyme, sold under the trade name Termamyl 120T by NOVO Industries A / S Lipase: Lipolytic enzyme, 2.0% by weight of active enzyme, sold under the trade name Lipolase by NOVO Industries A / S Lipase (1) : Lipolytic enzyme, 2.0% by weight of active enzyme, sold under the tradename Lipolase Ultra by NOVO Industries A / S Endolase: Enzyme endoglucanase, 1.5% by weight of active enzyme sold by NOVO Industries A / S PB4: Sodium perborate tetrahydrated of nominal formula NaB02.3H2O.H202 PB1: Anhydrous sodium orate with nominal formula NaB02.H 0 Percarbonate: Anhydrous sodium percarbonate of nominal formula 2Na2C03.3H202 NOBS: Nonanoyloxybenzenesulfonate in the form of the sodium salt NAC-OBS: (6-nonamidocaproyl) oxybenzenesulfonate TAED: Tetraacetylethylenediamine DTPA: Diethylenetriaminepentaacetic acid DTPMP: Diethylenetriaminpenta (methylenephosphonate), marketed by Monsanto under the trade name Dequest 2060. EDDS: Ethylenediamine-NN-disuccinic acid, isomer [S, S] in the form of its sodium salt. Photoactivated bleach (1): Sulfonated zinc phthalocyanine encapsulated in dextrin-soluble polymer Photoactivated bleach (2) Sulfonated aluminum phthalocyanine encapsulated in dextrin-soluble polymer Brightening 1: 4,4'-bis (2-sulphotrisyl) biphenyl disodium Brightener 2: Disodium 4,4'-bis (4-anilino-6-morpholino-1, 3,5-triazin-2-yl) stilbene-2,2'-disulfonate HEDP: 1, 1-hydroxyethanediphosphonic acid PEGx Polyethylene glycol, with a molecular weight of x (typically 4,000) PEO: Polyethylene oxide, with an average molecular weight of 50,000 TEPAE: Ethoxylated tetraethylene pentaamine PVI: Polyvinylimidisol, with an average molecular weight of 20,000 PVP: Polyvinylpyrrolidone polymer, with an average molecular weight of 60,000 PVNO : Polyvinylpyridine N-oxide polymer, with an average molecular weight of 50,000 PVPVI: Copolymer of polyvinylpyrrolidone and vinylimidazole, with an average molecular weight of 20,000 QEA: bis ((C2H5?) (C2H4? N) (CH3) -N + - C6H1 2-N + - (CH3) bis ((C2H5?) - (C2H4? N), where n = from 20 to 30 SRP 1: Anionically blocked polyesters at the ends SRP 2: Poly (1, 2) short block polymer -propyleneterephthalate) diethoxylated PEI Polyethylenimine with an average molecular weight of 1800 and an average degree of ethoxylation of 7 ethyleneoxy residues per nitrogen Silicone anti-foam: Polydimethylsiloxane foam controller with siloxane-oxyalkylene copolymer as dispersion agent with a ratio of controller to said dispersion agent from 10: 1 to 100: 1 Oparator: Mix of water-based monostyrene latex sold by BASF Aktiengesellschaft under the trade name Lytron 621 Wax: Paraffin wax PA30: Polyacrylic acid of average molecular weight between 4,500 and 8,000, approximately 480N: Acrylate / methacrylate random copolymer 7: 3, average molecular weight 3,500 approximately Poligel / carbopol: High molecular weight crosslinked polyacrylates Metasilicate : Sodium metasilicate (ratio Si02: Na20 = 1.0) Non-ionic: Fatty alcohol of C? 3-C? 5 mixed ethoxylated / propoxylated with an average degree of ethoxylation of 3.8 and an average degree of propoxylation of 4.5 MnTACN: Manganese-1, 4,7-trimethyl-1, 4,7-triazacyclononane PAAC: Cobalt pentaamineacetate salt (III) Paraffin: Paraffin oil sold under the Winog 70 brand by Wintershall NaBz: Sodium benzoate BzP: Peroxide of benzoyl SCS: Sodium cumene sulphonate BTA: Benzotriazole pH: Measured as a 1% solution in distilled water at 20 ° C PARP1: Reaction product of ethyl 4-aminobenzoate amine with 2,4-dimethyl-3-cyclohexen- 1 -carboxaldehyde, prepared as in synthesis example I, mixed with vehicle TAE80 and agglomerated with a coating agent according to the processing method described above. PARP2: Amine reaction product of Lupasol G35 with a-damascone, prepared as in Synthesis Example III, mixed with TAE100 vehicle and agglomerated with a coating agent according to the processing method described above. PARP3: Amine reaction product of Lupasol HF with d-damascone, prepared as in Synthesis Example III, mixed with TAE80 vehicle and agglomerated with a coating agent according to the processing method described above. PARP4: Reaction product of BNPP amine with d-damascone, prepared as in the example of synthesis II, mixed with PEG4000 vehicle and agglomerated with a coating agent according to the processing method described above. PARP5: Lupasol G100 amine reaction product with 2,4-dimethyl-3-cyclohexen-1-carboxaldehyde, prepared according to Synthesis Example III, mixed with TAE80 vehicle and agglomerated with a coating agent in accordance with processing method described above. PARP6: Reaction product of ethyl 4-aminobenzoate with trans-2-nonenal, prepared as in Synthesis Example I, mixed with TAE80 vehicle and agglomerated with a coating agent according to the processing method described above. PARP7: Reaction product of ethyl 4-aminobenzoate with trans-2-hexenal, prepared as in Synthesis Example I, mixed with TAE80 vehicle and agglomerated with a coating agent according to the processing method described above. Clay 1: Clay bentonite Clay 2: Clay smectite Flocculant agent I: Polyethylene oxide of average molecular weight between 200,000 and 400,000 Flocculant agent II Polyethylene oxide of average molecular weight between 400,000 and 1,000,000 Flocculating agent Acrylamide polymer and / or acrylic acid of average molecular weight of 200,000 and 400,000 DOBS: Decanoiloxybenzenesulfonate in the form of the sodium salt SRP 3: Polysaccharide dirt remover polymer SRP 4: Non-ionically blocked polyesters at the end Polymer: Polyvinylpyrrolidone K90 available from BASF under the name commercial Luviskol K90 Dye fixation: Dye fixation commercially available from Clariant under the tradename Cartafix CB Polyamine: 1,4-Bis- (3-aminopropyl) piperazine Bayhibit AM: 2-phosphonobutane-1, 2,4-tricarboxylic acid commercially available Available from Bayer Active fabric softener: Di- (canoloyl-oxy-ethyl) hydroxyethylmethyl ammonium methylsulfate HPBDC: Hydroxypropyl beta-cyclodextrin RAMEB: randomly methylated beta-cyclodextrin Bardac 2050: Dioctyl dimethyl ammonium chloride, 50% solution Bardac 22250: Didecyldimethylammonium chloride, 50% solution Genamin C100: Coconut fatty amine ethoxylated with 10 moles of ethylene oxide and commercially available from Clariant Genapol V4463: Coconut alcohol ethoxylated with 10 moles of ethylene oxide and commercially available from Clariant Silwet 7604: Polyalkyleneoxide polysiloxanes of PM 4000 of formula R- (CH 3) 2 SiO - [(CH 3) 2 SiO] a- [ (CH3) (R) SiO] b-Si (CH3) 2-R, where the sum of a + b is 21, and commercially available from Osi Specialties, Inc., Danbury, Connecticut Silwet 7600: PM Polyalkyleneoxide polysiloxanes 4000 of formula R- (CH3) 2SiO - [(CH3) 2SiO] a - [(CH3) (R) SiO] b-Si (CH3) 2-R, where the sum of a + b is 11, and commercially available from Osi Specialties, Inc., Danbury, Connecticut In the following formulation examples, all levels are noted as% by weight of the composition, unless otherwise mentioned, and the incorporation of the amine reaction product hereinafter referred to as "PARP" in the composition completely formulated, is carried out by dry addition (d), in the composition as defined above. The term in brackets for the PARP in the formulation examples refers to the type of coating (c) for carbonate coating and (s) for coating of starch.

EXAMPLE 1 The following high density granular laundry detergent compositions A to G were prepared according to the invention: EXAMPLE 2 The following granular laundry detergent compositions for particular use under washing conditions in European machines were prepared according to the invention: EXAMPLE 3 The following detergent formulations of particular use under washing conditions in European machines were prepared according to the invention: EXAMPLE 4 The following granular detergent formulations were prepared according to the invention: EXAMPLE 5 The following detergent formulations that do not contain bleach of particular use in the washing of colored laundry, were prepared according to the present invention: EXAMPLE 6 The following granular detergent formulations were prepared according to the invention: EXAMPLE 7 The following granular detergent compositions were prepared according to the invention: EXAMPLE 8 The following detergent compositions were prepared according to the present invention: EXAMPLE 9 The following detergent formulations were prepared according to the present invention: EXAMPLE 10 The following liquid detergent formulations were prepared according to the present invention (the levels are given as parts by weight): EXAMPLE 11 The following liquid detergent formulations were prepared according to the present invention (the levels are given as parts by weight) EXAMPLE 12 The following liquid detergent compositions were prepared according to the present invention (the levels are given as parts by weight) EXAMPLE 13 The following is a composition in the form of a tablet, bar, extruded material or granule according to the present invention.

EXAMPLE 14 The following laundry detergent compositions were prepared according to the invention (the levels are given in parts by weight).

EXAMPLE 15 The following detergent additive compositions were prepared according to the present invention: A B C LAS - 5.0 5.0 STPP 30.0 - 20.0 Zeolite A - 35.0 20.0 PB1 20.0 15.0 -TAED 10.0 8.0 -PARP1 10.0 (c) - 5.0 (c) PARP3 - 4.0 (c) 2.0 (c) Protease - 0.3 0.3 Amylase - 0.06 0.06 Ingredients Minors, water Up to 100% miscellaneous EXAMPLE 16 The following compact high density dishwashing detergent compositions (0.96 kg / l) were prepared according to the present invention: A B c D E F G H STPP - - 54.3 51.4 51.4 - - 50.9 Citrate 35.0 17.0 - - - 46.1 40.2 - Carbonate - 15.0 12.0 14.0 4.0 - 7.0 31.1 Bicarbonate - - - - - 25.4 - - Silicate 32.0 14.8 14.8 10.0 10.0 1.0 25.0 3.1 Metasilicate - 2.5 - 9.0 9.0 - - - PB1 1.9 9.7 7.8 7.8 7.8 - - - PB4 8.6 - - - - - - - Percarbonate - - - - - 6.7 11.8 4.8 Non-ionic 1.5 2.0 1.5 1.7 1.5 2.6 1.9 5.3 TAED 5.2 2.4 - - - 2.2 - 1.4 HEDP - 1.0 - - - - - - DTPMP - 0.6 - - - - - - MnTACN - - - - - - 0.008 - PAAC - - 0.008 0.01 0.007 - - - BzP - - - - 1.4 - - - Paraffin 0.05 0.5 0.5 0.5 0.5 0.6 - - PARP3 2 (0 4 (c) 2 (c) 1 (0 - - - o.5 (c; PARP1 - - - - 10 (0 3 (s) 2 (c) - Protease .072 0.072 0.029 .0.053 0.046 0.026 0.059 0.06 Amylase 0.012 0.012 0.006 0.012 0.013 0.009 0.017 0.03 Lipasa - 0.001 - 0.005 - - - - BTA 0.3 0.3 0.3 0.03 0.3 -0.03 MA / AA 0.3 0.3 0.3 0.3 0.3 - 0.3 0.3 480N 3.3 6.0 - - - - - 0.9 Perfume 0.2 0.2 0.2 0.2 0.2 0.2 0.1 0.1 Sulfate 7.0 20.0 5.0 2.2 0.8 12.0 4.6 - PH 10.8 11.0 10.8 11.3 11.3 9.6 10.8 10.9 Miscellaneous and Up to 100% Water EXAMPLE 17 The following granular dishwashing detergent compositions of 1.02 kg / l agglomerated density were prepared according to the present invention: A B C D E F G H STPP 30.0 30.0 33.0 34.2 29.6 31.1 26.6 17.6 Carbonate 29.5 30.0 29.0 24.0 15.0 36.0 2.1 38.0 Silicate 7.4 7.4 7.5 7.2 13.3 3.4 43.7 12.4 Metasilicate - - 4.5 5.1 - - - - Percarbonate - - - - - 4.0 - - PB1 4.4 4.2 4.5 4.5 - - - - NADCC - - - - 2.0 - 1.6 1.0 non ionic 1.2 1.0 0.7 0.8 1.9 0.7 0.6 0.3 TAED 1.0 - - - - 0.8 - - PAAC - 0.004 0.004 0.004 - - - - BzP - - - 1.4 - - - - Paraffin 0.25 0.25 0.25 0.25 - - - - PARP3 1.0 (c) 0.5 (c) 4.0 (s) 8.0 (c) - - 1.0 (c) 0.5 (c) PARP1 - - - - 10 (c) 5.0 (c) 2.0 (c) 8.0 (s) Protease 0.036 0.015 0.03 0.028 - 0.03 - - Amylase 0.003 0.003 0.01 0.006 - 0.01 - - Lipase 0.005 - 0.001 - - - - - BTA 0.15 0.15 0.15 0.15 - - - - Perfume 0.2 0.2 0.2 0.2 0.1 0.2 0.2 - Sulfate 23.4 25.0 22.0 18.5 30.1 19.3 23.1 23.6 PH 10.8 10.8 11.3 11.3 10.7 11.5 12.7 10.9 Miscellaneous and Up to 100% Water - *, *** »(& b EXAMPLE 18 The following tablet detergent compositions were prepared according to the present invention by compressing a granular dishwashing detergent composition at a pressure of 13 KN / cm2 using a standard 12-head rotary press: A B C D E F STPP - 48.8 49.2 38.8 - 46.8 Citrate 26.4 - - - 31.1 - Carbonate - 4.0 12.0 14.4 10.0 20.0 Silicate 26.4 14.8 15.0 12.6 17.7 2.4 PARP1 3.0 (c) - - - 5.0 (c) - PARP2 - 2.0 (c) - - - 4.0 (c) PARP3 - - 2.0 (c) 1 (s) - - Protease 0.058 0.072 0.041 0.033 0.052 0.013 Amylase 0.01 0.03 0.012 0.007 0.016 0.002 Lipase 0.005 - - - - - PB1 1.6 7.7 12.2 10.6 15.7 - PB4 6.9 - - - - 14.4 Non-ionic 1.5 2.0 1.5 1.65 0.8 6.3 PAAC - - 0.02 0.009 - - MnTACN - - - - 0.007 - TAED 4.3 2.5 - - 1.3 1.8 HEDP 0.7 - - 0.7 - 0.4 DTPMP 0.65 - - - - * Paraffin 0.4 0.5 0.5 0.55 - * _ _ BTA 0.2 0.3 0.3 0.3 - - PA30 3.2 - - - - - MA / AA - - - - 4.5 0.55 Perfume - - 0.05 0.05 0.2 0.2 Sulfate 24.0 13.0 2.3 - 10.7 3.4 Weight of 25g 25g 20g 30g 18g 20g tablet pH 10.6 10.6 10.7 10.7 10.9 11.2 Miscellaneous and Up to 100% water EXAMPLE 19 The following liquid dishwashing detergent compositions of density 1.40 kg / l were prepared according to the present invention: A B C D STPP 17.5 17.5 17.2 16.0 Carbonate 2.0 - 2.4 - Silicate 5.3 6.1 14.6 15.7 NaOCI 1.15 1.15 1.15 1.25 Poligen / carbopol 1.1 1.0 1.1 1.25 Non-ionic * - 0.1 - NaBz 0.75 0.75 - - PARP3 4.0 (c) 2.0 (c) 1.0 (0 0.5 (c) NaOH - 1.9 - 3.5 KOH 2.8 3.5 3.0 - pH 11.0 11.7 10.9 11.0 Sulfate, miscellaneous Up to 100% and water EXAMPLE 20 The following liquid rinse aid compositions according to the present invention: ABC Nonionic 12.0 - 14.5 Nonionic mixture - 64.0 - Citrus 3.2 - 6.5 HEDP 0.5 - - PEG - 5.0 - SCS 4.8 - 7.0 Ethanol 6.0 8.0 - PARP5 6.0 (c) - 3.0 (c) PARP3 - 2.0 (c) 1.0 ( c) pH of the liquid 2.0 7.5 / Miscellaneous and water Up to 100% EXAMPLE 21 The following liquid dishwashing compositions were prepared according to the present invention: A B C D E C17ES 28.5 27.4 19.2 34.1 34.1 Amine oxide 2.6 5.0 2.0 3.0 3.0 C12 glucosamide - - 6.0 - - Betaine 0.9 - - 2.0 2.0 Xylene sulfonate 2.0 4.0 - 2.0 - Neodol C11 E9 - - 5.0 - - Polyhydroxylic acid amine - - - 6.5 6.5 Fatty Diethylene pentaacetate - - 0.03 - - (40%) TAED - - - 0.06 0.06 Sucrose - - - 1.5 1.5 Ethanol 4.0 5.5 5.5 9.1 9.1 Disulfonate oxide of - - - - 2.3 alkyldiphenyl Ca formmate - - - 0.5 1.1 Ammonium Citrate 0.06 0.1 - - - Chloride of Na - 1.0 - - - Chloride of Mg 3.3 - 0.7 - - Chloride of Ca - - 0.4 - - Sulfate of Na - - 0.06 - - Sulfate of Mg 0.08 - - - - Hydroxide of Mg - - - 2.2 2.2 Na hydroxide - - - 1.1 1.1 Hydrogen peroxide 200ppm 0.16 0.006 - - PARP3 4.0 (c) - 2.0 (c) - 0.25 (0 PARP1 - 6.0 (c) - 4.0 (C) 3 (0 Protease 0.017 0.005 .0035 0.003 0.002 Perfume 0.18 0.09 0.09 0.2 0.2 Water and minor components Up to 100% EXAMPLE 22 The following liquid compositions for cleaning hard surfaces were prepared according to the present invention: A B C D E PARP1 8.0 (c) - 6.0 (c) - 4.0 (c) PARP3 - 2.0 (c) -?.? (C) 0.5 (c) Amylase 0.01 0.002 0.005 - - Protease 0.05 0.01 0.02 - - Hydrogen peroxide - - - 6.0 6.8 Acetyltriethyl citrate - - - 2.5 - DTPA - - - 0.2 - Butylhydroxy toluene - - - 0.05 - EDTA * 0.05 0.05 0.05 - - Citrus / citrate 2.9 2.9 2.9 1.0 - LAS 0.5 0.5 0.5 - - C12 AS 0.5 0.5 0.5 - - C10AS - - - - 1.7 C12 (E) S 0.5 0.5 0.5 - - C12.13 E6.5 non-ionic 7.0 7.0 7.0 - - Neodol 23-6.5 - - - 12.0 - Dobanol 23-3 - - - - 1.5 Dobanol 91-10 - - - - 1.6 C25AE1.8S - - - 6.0 Paraffinsulfonate Na - - - 6.0 Perfume 1.0 1.0 1.0 0.5 0.2 Propanediol - - - 1.5 Tetraethylenepentaimine - - - 1.0 ethoxylated 2, butyl octanol - - - - 0.5 Hexyl carbitol ** 1.0 1.0 1.0 - - SCS 1.3 1.3 1.3 - - pH adjusted to 7-12 7-12 7-12 4 - Miscellaneous and water Up to 100% * Ethylenediamine diacetic acid Na4 ** Diethylene glycol monohexyl ether EXAMPLE 23 The following spray composition for hard surface cleaning and removal of domestic fungi was prepared in accordance with the present invention: PARP3 4.0 (c) Amylase 0.01 Protease 0.01 Oct Napolysate 2.0 Na 4.0 Dodecyl Sulfate Na Hydroxide 0.8 Silicate 0.04 Butyl carbitol * 4.0 Perfume 0.35 Water / minor components Up to 100% monobutyl diethylene glycol EXAMPLE 24 The following sanitary cleaning compositions were prepared according to the present invention: A B C Fatty alcohol of C16-18 / 50EO 7.0 - - LAS - - 80.0 No - ion - 25.0 - Copolymer of vinylmethyl ether and anhydride 5.0 - - partially esterified maleic, viscosity 0.1-0.5 Polyethylene glycol PM 8000 - 38.0 - Water-soluble K polyacrylate PM 4000- - 12.0 - 8000 Na-acrylamide copolymer soluble in - 19.00 - water (70% ) and acrylic acid (30%) PM low Na Trifosphate 10.0 - - Carbonate - - - PARP5 8.0 (c) - 6.0 (c) PARP3 - 2.0 (c) 0.5 (c) Coloring 2.5 1.0 1.0 Perfume 3.0 - 7.0 KOH / HCL solution pH 6-11 EXAMPLE 25 The following toilet cleaning composition was prepared in accordance with the present invention A B Linear alcohol 7EO C14-15 2.0 10.0 Citric acid 10.0 5.0 PARP2 • 0 (0 - PARP3 - 4.0 (c) DTPMP - 1.0 Colorant 2.0 3.0 NaOH pH 6-11 Water and components Up to 100% lower EXAMPLE 26 The following fabric softening compositions are in accordance with the present invention.

EXAMPLE 27 The following fabric conditioning compositions that are added to the dryer were prepared in accordance with the present invention.

EXAMPLE 28 The following are non-limiting examples of conditioning compositions of pre-soaking fabrics and / or fabric improver compositions according to the present invention that can be used appropriately in the wash cycle of lavandepa.

EXAMPLE 29 The following are non-limiting examples of odor absorbing compositions suitable for spray applications.

The perfumes 1, 2, and 3 have the following compositions:

Claims (24)

NOVELTY OF THE INVENTION CLAIMS

1. - A process for making amine reaction product particles of a compound containing a primary and / or secondary amine functional group and a component containing active ketone or active aldehyde, and comprising the steps of: a) providing a product of amine reaction, and b) mixing therewith a vehicle having a melting point between 30 ° C and 135 ° C.

2. A method according to claim 1, further characterized in that said particle is treated to form a coated particle.

3. A process according to claim 1 or 2, further characterized in that the amine reaction product has a viscosity of more than 1000 cps.

4. A process according to any of claims 1-3, further characterized in that the primary and / or secondary amine is selected from aminoaryl derivatives, polyamines, amino acids and derivatives thereof, polyamino acids, interlaced polyamino acids, amines and amides substituted, glucamines, dendrimers, polyvinylamines with a MW of about 600-50K; amino polyvinylalcohol substituted with a MW on the scale of 400-300,000; polyoxyethylene bis [amine]; polyoxyethylene bis [6-aminohexyl]; Linear or branched N, N'-bis- (3-aminopropyl) -1,3-propanediamine; 1,4-bis- (3-aminopropyl) piperazine, and mixtures thereof; preferably selected from ethyl 4-aminobenzoate, polyethyleneimine polymers; glucamine; the diaminobutane dendrimers, polyvinylamines with a molecular weight varying between 600, 1200, 3K, 20K, 25K or 50K; polyvinyl amino alcohol substituted with a molecular weight on the scale of 400-300,000; polyoxyethylene bis [amine]; polyoxyethylene bis [6-aminohexyl]; polyamino acid, interlaced polyamino acid, N, N'-bis- (3-aminopropyl) -1,3-propanediamine linear or branched; 1,4-bis- (3-aminopropyl) piperazine, and mixtures thereof; more preferably, they are selected from ethyl 4-aminobenzoate, polyethyleneimine polymers; the dendrimers of diaminobutane, N, N'-bis- (3-aminopropyl) -1,3-propanediamine linear or branched; 1,4-bis- (3-aminopropyl) piperazine, and mixtures thereof, which are most preferred are selected from ethyl 4-aminobenzoate, polyethyleneimine polymers; polylysine, entangled polylysine, N, N'-bis- (3-aminopropyl) -1,3-propanediamine linear or branched, 1,4-bis- (3-aminopropyl) piperazine, and mixtures thereof.

5. A process according to any of claims 1-4, further characterized in that the active is selected from a ketone or aldehyde flavor ingredient, a ketone or aldehyde pharmaceutical active, a ketone or aldehyde biocontrol agent, a perfume component of ketone or aldehyde, a freshness agent of ketone or aldehyde and / or mixtures thereof.

6. - A method according to any of claims 1-4, further characterized in that said active component is an insect repellent and / or moth, which is preferably selected from citronellal, citral, N, N-diethylmetololuamide, rotundial, 8-acetoxycarvotanacenone, and mixtures thereof.

7. A method according to any of claims 1-4, further characterized in that said active component is an antimicrobial, which is preferably selected from glutaraldehyde, cinnamaldehyde, and mixtures thereof.

8. A method according to any of claims 1-4, further characterized in that the active is a perfume, which is preferably selected from alpha-damascone, delta-damascone, carvone, gamma-methyl-ionone; damascenone, hedion, 2,4-dimethyl-3-cyclohexen-1-carboxaldehyde, florhidral, lilial, heliotropin, trans-2-nonenal, citral, and mixtures thereof.

9. A process according to any of claims 1-8, further characterized in that the amount of reaction product of amine is in the range of 1 to 75%, preferably 5 to 30%, by weight of the reaction product of processed amine.

10. A method according to any of claims 1-9, further characterized in that the vehicle has a melting point between 45 ° C and 85 ° C. 11.- A procedure in accordance with any of the JXi m ??. claims 1-10, further characterized in that said carrier is selected from organic polymeric compounds, waxes, paraffins, oils, glycerides, monoglycerides, diglycerides, triglycerides, anionic surfactants; nonionic surfactants, cationic surfactants, zwitterionic surfactants, and mixtures thereof, is preferably selected from organic polymeric compounds, nonionic surfactants and mixtures thereof, most preferably nonionic surfactants selected from nonionic ethoxylated alcohols. 12. A method according to any of claims 1-11, further characterized in that the amount of vehicle material varies between 3 to 95%, preferably 15 to 80%, and most preferably 25 to 75%, by weight of the particles produced from the reaction product of processed amine. 13. A method according to any of claims 1-12, further characterized in that the coating is made of agglomeration agent soluble in water. 14. A process according to claim 13, further characterized in that the water-soluble agglomerating agent is selected from water-soluble organic polymer compounds, the water-soluble monomeric polycarboxylates, or their acid forms, homo- or copolymeric polycarboxylic acids or their salts wherein the polycarboxylic acid comprises at least two carboxylic radicals separated from each other by not more than two carbon atoms, carbonates, bicarbonates, borates, phosphates, sulfate salts, inorganic perhydrate salts, silicates, starch, cyclodextrin, and Mixtures of the above are preferably selected from starch, carbonate, cyclodextrin and mixtures thereof. 15. A process according to any of claims 1-14, further characterized in that the amount of amine reaction product is in the range of 1 to 75%, preferably 5 to 30%, by weight of the coated particle . 16. A processed amine reaction product as obtainable by the process according to claims 1-15. 17. A method for incorporating an amine reaction product according to claim 15 into a finished product. 18. A finished composition comprising one or more ingredients for cleaning or laundry, and an amine reaction product processed in accordance with claim 16. 19. A composition according to claim 18, further characterized in that said composition it is selected from a laundry composition, a hard surface cleaning composition, a personal cleaning composition. 20. A composition according to claim 19, further characterized in that the composition is a detergent composition comprising a clay. 21. A method for delivering residual fragrance to a surface comprising the steps of contacting said surface with a processed product in accordance with claim 16, or composition according to any of claims 18-20, and then putting in contact the treated surface with a material so that the perfume is released. 22. The use of a product as claimed in claim 16, for the manufacture of a composition for washing clothes and / or cleaning to supply residual fragrance on a surface in which it is applied. 23. The use of a product as claimed in claim 16, for the manufacture of a composition for washing clothes and / or cleaning to supply residual fragrance and care of the fabrics in the fabrics in which it is applied. 24. A packaged composition comprising the product processed according to claim 14 or composition according to any of claims 18-20.