Process for producing particles of amine reaction products

Details Process for producing particles of amine reaction products Process for producing particles of amine reaction products

2001-12-21

2004-05-25

Hardee, John (Department: 1751)

Synthetic resins or natural rubbers -- part of the class 520 ser

Synthetic resins

Mixing of two or more solid polymers; mixing of solid...

C525S540000, C528S424000, C510S101000

Reexamination Certificate

active

06740713

ABSTRACT:

FIELD OF THE INVENTION
The present invention relates to a process for producing particles of amine reaction product.
BACKGROUND OF THE INVENTION
Perfumed products are well-known in the art. However, consumer acceptance of such perfumed products like laundry and cleaning products is determined not only by the performance achieved with these products but also by the aesthetics associated therewith. The perfume components are therefore an important aspect of the successful formulation of such commercial products.
It is also desired by consumers for treated fabrics to maintain the pleasing fragrance over time. Indeed, perfume additives make such compositions more aesthetically pleasing to the consumer, and in some cases the perfume imparts a pleasant fragrance to fabrics treated therewith. However, the amount of perfume carried-over from an aqueous laundry bath onto fabrics is often marginal and does not last long on the fabric. Furthermore, fragrance materials are often very costly and their inefficient use in laundry and cleaning compositions and ineffective delivery to fabrics results in a very high cost to both consumers and laundry and cleaning manufacturers. Industry, therefore, continues to seek with urgency for more efficient and effective fragrance delivery in laundry and cleaning products, especially for improvement in the provision of long-lasting fragrance to the fabrics.
It has recently been found that an amine reaction product of a compound containing a primary amine functional group and an active ketone or aldehyde containing component fulfills such a need. Disclosure of such 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, a problem now encountered with the use of these compound is their ease of incorporation into fully formulated compositions. Indeed, such amine reaction products are often viscous which renders their incorporation into these fully formulated compositions more cumbersome.
It is therefore an object of the invention to provide amine reaction product in a form suitable for easy incorporation into fully formulated composition.
It has now been found that the mixing of the amine reaction product with a carrier having specific melting point to form a particle fulfills such a need. Depending on the property of the carrier, the obtained particle is thereafter treated to form a coated particle.
Further, it has also been advantageously found that both viscous and non-viscous amine reaction product when processed by the present invention exhibit better deposition and long lasting release than amine reaction product which have not been processed according to this process. Not to be bound by theory, it is believed that the mixing with such carrier acts as a shell around the amine reaction product, thus protecting it from the aggressive wash liquor as well as enhancing its fabric deposition properties.
By “viscous”, it is meant a product which has a viscosity higher than 1000 cps. The viscosity is measured on a rheometer, TA Instrument CSL
2
100
at a temperature of 25C with a gap setting of 500 microns.
The carrier for use herein has a melting point, measured at atmospheric pressure, of less than 30° C.
SUMMARY OF THE INVENTION
The present invention is a process for making particles of amine reaction product of a compound containing a primary and/or secondary amine functional group and an active ketone or aldehyde containing component, and which comprises the steps of:
a)-providing the amine reaction product, and
b)-mixing therewith a carrier having a melting point of less than 30° C.
In a preferred embodiment of the invention, the processed amine reaction product is further processed to form a coated particle.
In another aspect of the invention, the processed amine reaction product or coated particle is incorporated in a finished composition.
DETAILED DESCRIPTION OF THE INVENTION
Starting Materials
1)-Amine Reaction Product
The amine reaction product for use herein is a product of reaction between a compound containing a primary and/or secondary amine functional group and an active ketone or aldehyde containing component, so called hereinafter “amine reaction product”.
A typical disclosure 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/or Secondary Amine
By “primary and/or secondary amine”, it is meant a component which carries at least one primary and/or secondary amine and/or amide function.
Preferably, the primary and/or secondary amine compound is also characterized by an Odour Intensity Index of less than that of a 1% solution of methyl anthranilate in dipropylene glycol.
Odour Intensity Index Method
By Odour Intensity Index, it meant that the pure chemicals were diluted at 1% in Dipropylene Glycol, odor-free solvent used in perfumery. This percentage is more representative of usage levels. Smelling strips, or so called “blotters”, were dipped and presented to the expert panellist for evaluation. Expert panellists are assessors trained for at least six months in odor grading and whose gradings are checked for accuracy and reproducibility versus a reference on an on-going basis. For each amine compound, the panellist was presented two blotters: one reference (Me Anthranilate, unknown from the panellist) and the sample. The panellist was asked to rank both smelling strips on the 0-5 odor intensity scale, 0 being no odor detected, 5 being very strong odor present.
Results:
The following represents Odour Intensity Index of an amine compound suitable for use in the present invention and according to the above procedure. In each case, numbers are arithmetic averages among 5 expert panellists and the results are statistically significantly different at 95% confidence level:
Methylanthranilate 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-(NH2)
n
;
wherein B is a carrier material, and n is an index of value of at least 1. Compounds containing a secondary amine group have a structure similar to the above excepted that the compound comprises one or more —NH— groups instead of —NH2. Further, the compound structure may also have one or more of both —NH2 and —NH— groups.
Preferred B carriers are inorganic or organic carriers.
By inorganic carrier, it is meant carrier which are non-or substantially non carbon based backbones.
Preferred primary and/or secondary amines, among the inorganic carriers, are those selected from mono or polymers or organic-organosilicon copolymers of amino derivatised organo silane, siloxane, silazane, alumane, aluminum siloxane, or aluminum silicate compounds. Typical examples of such carrers are: organosiloxanes with at least one primary amine moiety like the diaminoalkylsiloxane [H2NCH2(CH3)2Si]O, or the organoaminosilane (C6H5) 3SiNH2 described in: Chemistry and Technology of Silicone, W. Noll, Academic Press Inc. 1998, London, pp 209,106).
Preferred primary and/or secondary amines, among the organic carriers, are those selected from aminoaryl derivatives, polyamines, amino acids and derivatives thereof, substituted amines and amides, glucamines, dendrimers, polyvinylamines and derivatives thereof, and/or copolymer thereof, alkylene polyamine, polyaminoacid and copolymer thereof, cross-linked polyaminoacids, amino substituted polyvinylalcohol, polyoxyethylene bis amine or bis aminoalkyl, aminoalkyl piperazine and derivatives thereof, bis (amino alkyl) alkyl diamine linear or branched, and mixtures thereof.
Preferred aminoaryl derivatives are the amino-benzene derivatives including the alkyl esters of 4-amino benzoate compounds, and more preferably selected from ethyl-4-amino benzoate, phenylethyl-4-aminobenzoate, phenylaminobenzoate, 4-amino-N′-(3-aminopropyly)benzamide, and mixtures thereof.
Polyamines suitable for use in the present invention are polyethyle

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