[0001] The present invention relates to a detergent compatible granular fabric softening
composition comprising a water-soluble quaternary ammonium compound and a clay having
an ion-exchange capacity of at least 50 meq/100 grams. This softening composition
is known from European Patent Specification No. 0 026 529. It is incorporated into
detergent compositions containing an anionic surfactant. In said specification a solution
is proposed to the problem of formulating a detergent compostion having good cleaning
and softening properties. In this way it should be tried to prevent the quaternary
ammonium compound from interacting with the anionic surfactant which is usually present
in conventional detergent compositions. It is true that by applying this softening
system better cleaning and softening results can be obtained. Although the detergent
compositions wherein such softening compositions are included, show relatively improved
cleaning and softening characteristics, there is still a need for further improvement
of the softening characteristics, without detracting from the present level of cleaning
properties.
[0002] Extensive research and experimentation have resulted in such a desired further improved
detergent-compatible granular fabric softening system, which is characterized in that
it further comprises one or more amides, imides and urea derivatives selected from
the group consisting of compounds having the formula:

wherein A represents a methylene or a carbonyl group, wherein y represents 1 or 0,
wherein R₁, R₂ are the same or different and represent C₁-C₂₂ alkyl groups, wherein
R₂ can represent additionally hydrogen, wherein R₃ represents hydrogen, C₁-C₂₂ alkyl,
-(C₂H₄O)
xH or -(C₃H₆O)
xH, where x has a value of 1 to 25 with the proviso that the sum of the carbon atoms
of two radicals of R₁, R₂ or R₃ is at least 16.

[0003] wherein two of the groups R₅, R₆, R₇ and R₈ are the same or different and represent
C₈-C₂₂ alkyl groups and two of the groups R₅, R₆, R₇ and R₈ are the same or different
and represent hydrogen, C₁-C₂₂ alkyl, -(C₂H₄O)
xH or -(C₃H₆O)
xH, where x has a value of 1 to 25.

[0004] wherein R₅, R₆, R₇ and R₈ have the same meaning as given under b, B represents C₄-C₁₀
alkylene-1,3 phenylene, 1,4 phenylene, 1,3-cyclohexylene or 1,4-cyclohexylene and
wherein p being 0 or 1.

[0005] wherein Z represents C₁-C₁₂ alkylene, 1,3-phenylene, 1,4-phenylene, 1,3-cyclohexylene
or 1,4-cyclohexylene, R₉ and R₁₀ are the same or different and represent C₁-C₂₁ alkyl
groups, R₁₁ and R₁₂ are the same or different and represent hydrogen, C₁-C₂₂ alkyl,
-(C₂H₄O)
xH or (C₃H₆O)
xH, wherein x has a value of 1 to 25, or form together with the moiety -N-Z-N- a heterocyclic
ring structure such as piperazinylene or imidazolidinylene.
[0006] With the term alkyl in the definitions of all groups of the formulae I-IV is meant
alkyl groups which are linear, branched, saturated, unsaturated, unsubstituted or
substituted by e.g. a hydroxyl group.
[0007] It should be noted that US 3 231 508 and US 3 285 856 disclose the use of N-C₁-C₂₂
alkyl fatty acid amides as foam suppressors in anionic detergents. No mention is made
however of the present three-component softening formulation.
It should be further noted that US 4 497 715 discloses the use of a N-C
1-18 alkylisostearamide adsorbed onto a Bentonite® clay in an anionic detergent composition.
The compositions disclosed in this patent are meant to be an alternative and an improvement
to the quaternary ammonium compounds. The present invention however provides a three
component system, which shows improved fabric softening properties as compared with
those of the additives described in US 4 497 715.
[0008] From British patent publication GB 2160.886A solid detergent bar articles having
a softening action are known. These detergent bar articles contain besides a great
number of different ingredients, a long-chain aliphatic amide. This amide is clearly
meant to serve as a lathering agent in the form of a fatty acid alkanolamide and is
clearly not suggestive at all to persons skilled in the art of the attractive softening
properties of the present three-component system.
[0009] European patent Specification 0 026 528 suggests using a three-component softening
composition, the third component being an insoluble tertiary amine instead of the
presently proposed amides, imides and/or urea derivatives. As to these prior art compositions
containing an insoluble tertiary amine those of the present invention contain amides,
imides and urea derivatives, which possess more attractive physiological and physical
properties in that they do not show the unpleasant fishy odour and are less irritant
to skin and eyes. In addition the amines, which were practically used for prior art
compositions have melting points which are generally below 40°C, whereas many representatives
of the amides, imides and urea derivatives to be applied according to the present
invention melt at higher temperatures. This diminishes the risk of caking of the complete
detergent composition wherein the amide, imide or urea derivative has been finally
incorporated.
[0010] In particular, the present softening composition should consist of at least three
components selected from:
a) a water-soluble quaternary ammonium compound
b) a clay having an ion-exchange capacity of at least 50 meq./100 grams of clay and
c) the amide, imide or urea derivative as specified above.
[0011] The water soluble quaternary ammonium compound should consist of one or more members
selected from the group consisting of compounds of the formulae a-d;

wherein R₁₃ represents C₈-C₁₈ alkyl being saturated and/or unsaturated, or 2-(C₈-C₁₈-acyloxy)ethyl,
wherein R₁₄, R₁₅ and R₁₆ are the same or different and represent C₁-C₄ alkyl benzyl,
2 methoxy-2-oxoethyl, 2-ethoxy-2-oxoethyl, -(C₂H₄O)
xH or -(C₃H₆O)
xH wherein x has a value from 1 to 5, Q is an anion, e.g. a halide, preferably bromide
or chloride, methosulphate or ethosulphate. Of the groups R₁₄, R₁₅ and R₁₆ not more
than one may be benzyl, 2-methoxy-2-oxoethyl or 2-ethoxy-2-oxoethyl.
[0012] Examples of suitable representatives of this group (a) are:
1. coco-alkyl trimethyl ammonium chloride
2. coco-alkyl trimethyl ammonium bromide
3. coco-alkyl methyl bis(2-hydroxyethyl)ammonium chloride
4. coco-alkyl methyl bis(2-hydroxyethyl)ammonium bromide
5. myristyl trimethyl ammonium methosulphate
6. lauryl dimethyl benzyl ammonium chloride
7. lauryl methyl (ethenoxy)₄ ammonium bromide
8. palmityl trimethyl ammonium chloride
9. palmityl trimethyl ammonium bromide
10. tallow-alkyl trimethyl ammonium chloride
11. stearyl trimethyl ammonium bromide
12. tallow-alkyl methyl bis(2-hydroxyethyl)ammonium chloride
13. 2-(coco-acyloxy)ethyl trimethyl ammonium chloride
14. 2-(coco-acyloxy)ethyl methyl bis(2-hydroxyethyl)ammonium chloride
15. coco-alkyl dimethyl(2-methoxy-2-oxoethyl)ammonium chloride

[0013] wherein R₁₇ and R₁₈ are the same or different and represent C₆-C₁₀ alkyl (both R₁₇
and R₁₈), C₈-C₁₈ alkyl (R₁₇) and C₆-C₁₀ branched alkyl (R₁₈)
wherein R₁₉ and R₂₀ are the same or different and represent C₁-C₄ alkyl, benzyl, -(C₂H₄O)
xH or (C₃H₆O)
xH wherein x has a value from 1 to 5
wherein Q is an anion such as halide (preferably chloride or bromide), methosulphate
or ethosulphate.
Of R₁₉ and R₂₀ not more than one may be benzyl.
[0014] Examples of suitable representatives of this group (b) are:
1. dioctyl dimethyl ammonium chloride
2. hexyl decyl dimethyl ammonium chloride
3. didecyl dimethyl ammonium bromide
4. coco-alkyl 2-ethylhexyl dimethyl ammonium chloride
5. tallow-alkyl 2-ethylhexyl dimethyl ammonium chloride

[0015] wherein R₂₁ is C₈-C₁₈ alkyl (saturated and/or unsaturated), wherein R₂₂, R₂₃ and
R₂₄ represent C₁-C₄ alkyl, -(C₂H₄O)
xH, or -(C₃H₆O)
xH wherein x has a value from 1 to 5,
and wherein R₂₅ and R₂₆ represent C₁-C₄ alkyl; Q is an anion e.g. halide (preferably
chloride or bromide), methosulphate or ethosulphate.
[0016] Examples of suitable representatives of this group (c) are:
1. 1,3-propane diaminium, N,N,N,Nʹ,Nʹ-pentamethyl Nʹ-coco alkyl dibromide
2. 1,3-propane diaminium, N,N,N,Nʹ,Nʹ-pentamethyl Nʹ-coco alkyl dichloride
3. 1,3-propane diaminium, N,N,Nʹ-tris(2-hydroxyethyl)-N,Nʹ-dimethyl-Nʹ-coco alkyl
dichloride
4. 1,3-propane diaminium, N,N,Nʹ-tris(2-hydroxyethyl)-N,Nʹ-dimethyl-Nʹ-coco alkyl
dibromide
5. 1,3-propane diaminium, N,N,Nʹ-tris(2-hydroxyethyl)-N,Nʹdimethyl-Nʹ-tallow alkyl
dichloride
6. 1,3-propane diaminium, N,N,Nʹ-tris(2-hydroxyethyl)-N,Nʹ-dimethyl-Nʹ-tallow alkyl
dibromide

[0017] wherein R₂₇ represents a C₇-C₁₇ alkyl (saturated and/or unsaturated) R₂₈, R₂₉ and
R₃₀ are the same or different and represent C₁-C₄ alkyl, benzyl, -(C₂H₄O)
xH or -(C₃H₆O)
xH, wherein x has a value from 1 to 5, Q is an anion such as halide (preferably chloride
or bromide) methosulphate or ethosulphate while of R₂₈, R₂₉ and R₃₀ not more than
one may represent benzyl.
[0018] Examples of suitable representatives of this group (d) are:
1. N-(3-lauramido propyl)-N,N,N-trimethyl ammonium bromide
2. N-(3-lauramido propyl)-N,N,N-trimethyl ammonium chloride
3. N-(3-cocoamido propyl)-N,N,N-trimethyl ammonium chloride
4. N-(3-cocoamido propyl)-N,N-dimethyl-N-(2-hydroxyethyl) ammonium bromide
[0019] The composition of the quaternary ammonium compounds to be used for the present fabric
softening compositions may be prepared by the following methods:
[0020] The exemplified compounds 1-12 and 15 of the group a can be prepared from the corresponding
tertiary amines which are commercially available (e.g. Armeen®, Ethomeen®) viz. by
quaternisation with methylchloride, methylbromide, dimethyl sulphate, benzyl chloride,
methyl chloroacetate or ethyl chloroacetate.
[0021] Such quaternisation reaction is usually carried out at 50°-110°C, using water or
2-propanol or mixtures thereof as an optional solvent.
[0022] The exemplified compounds 13, 14 of the group a can be prepared by quaternisation
as described hereinbefore of tertiary amines, which are obtained by esterification
of 1 mole of fatty acid (e.g. coconut fatty acids) with 1 mole of N,N-dimethyl ethanolamine,
or 1 mole of N-methyl diethanolamine or of 1 mole of triethanolamine. Such esterification
can be performed at 150°-200°C.
[0023] The exemplified compounds 1-5 of the group b can be prepared from the corresponding
secondary amines (R₁₇R₁₈NH) using, per mole of amine, 1 mole of methylation agent
(methyl chloride, methyl bromide) in the presence of 1 mole of sodium hydroxide to
convert the secondary amine into the tertary amine, and subsequently another 1 mole
of the same methylation agent for conversion into the quaternary ammonium compound.
These reactions are usually carried out at 50°-100°C, applying water or 2-propanol
or mixtures thereof as the solvent.
The secondary amines can be obtained via several routes the choice of which partly
depends on the structure of the end product required. These routes are, e.g.:
- hydrogenation of the corresponding alkylnitrile over a hydrogenation catalyst while
venting off ammonia
- alkylation of ammonia by the corresponding alkanols, using hydrogen and a hydrogenation
catalyst
- from a corresponding primary amine and a corresponding aldehyde; the imine formed
from those is subsequently hydrogenated over a hydrogenation catalyst. Such a procedure
is described in U.S. Patent 4,569,800.
[0024] The exemplified representatives 1-6 of the group c may be prepared from the corresponding
diamines (Duomeen®) or ethoxylated diamines (Ethoduomeen®), viz. by methylation with
methyl chloride or methylbromide at 50°-110°C.
[0025] The exemplified quaternary ammonium compounds 1-4 of the group d can be prepared
by quaternisation of amido-amines which are obtained from N,N-dimethyl-1,3-propanediamine
in a condensation reaction with the corresponding fatty acid at 170°-220°C. The quaternisation
can be achieved by using methyl chloride or methyl bromide at 50°-110°C (ex. 1-3),
or by using ethylene oxide and an equimolar amount of acid (e.g. HBr, ex. 4) at 40°-90°C.
[0026] The clays which may be suitably applied in the softening systems of the present invention
may be selected from clay materials known for this purpose from e.g. British patent
publication no. 2020 689 and European patent publication 0026 529. Use is preferably
made of the clays of the impalpable smectite type, having an ion exchange capacity
of at least 50 meq./100g clay and preferably at least 70 meq./100g clay and having
a particle size range from 5 micron to 50 micron (µm).
Examples of such clays are alkalimetal montmorillonites (such as sodium montmorillonite),
alkali metal saponites (such as sodium saponite), alkali metal hectorites (such as
sodium or lithium hectorite) and alkaline earth metal compounds of these minerals,
such as calcium montmorillonite. Examples of preferably used smectite clays are Gelwhite
GP®, Volclay BC®, Imvite K® and Bentonite DT-X®.
[0027] The smectite type clay may be present in the softening composition in such an amount
that it will occur in the complete detergent composition, wherein the present softening
compositions have been included, in an amount of from 1,5% to 45% by weight of the
composition preferably from 2% to 15% and more preferably from 4% to 12% by weight.
[0028] As indicated hereinbefore the fabric softener composition should further contain
one or more amides, imides or urea derivatives according to the general formula I-IV.
[0029] Preferred compounds according to formula I are those, wherein at least one of the
groups R₁ and R₃ is a long-chain alkyl group, i.e. either R₁ is C₇-C₂₁ alkyl or R₃
is C₈-C₂₂ alkyl or both represent such an alkyl group and wherein y = 1.
[0030] Examples of compounds wherein A represents a carbonyl group are:
- di)hydrogenated tallow) imide
- N-acetyl-N-stearylstearamide
[0031] More preferably, A should represent a methylene group.
Examples of such compounds are:
- N,N-di(hydrogenated tallow) acetamide
- N,N-di(hydrogenated tallow) pelargonamide
- N-coco stearamide
- N-hydrogenated tallow cocamide
[0032] Most preferably R₁ represents C₁₁-C₂₁ alkyl groups, R₂ represents C₁₁-C₂₁ alkyl groups
(A being methylene) and R₃ is hydrogen.
Examples of these preferred N-alkyl fatty amides are:
- N-stearyl stearamide
- N-oleyl palmitamide
- N-stearyl erucamide
- 12-hydroxy-N-octadecyl octadecanamide
- N tallow oleamide
[0033] Particularly preferred amides are N-stearyl stearamide and N-oleylpalmitamide. The
N-alkyl fatty amides can be prepared by reacting the corresponding fatty acid and
fatty primary amine in a 1:1 molar ratio at 170°C-220°C during 5-10 hours while distilling
off water from the condensation reaction mixture.
[0034] The preferred compounds of the group according formula II are those in which R₅ and
R₇ represent C₁₂-C₂₂ alkyl groups and in which R₆ and R₈ are hydrogen.
Examples of such compounds are:
- N-(hydrogenated tallow)-Nʹ-octadecyl urea
- N,Nʹ-dioctadecyl urea
- N-dodecyl-Nʹ-octadecyl urea
- N,Nʹ-didodecyl urea
- N-(13-docosenyl)-Nʹ-octadecyl urea
[0035] These urea derivatives can be prepared by reacting the corresponding alkyl isocyanate
and alkyl amine at 25°-67°C in tetrahydrofuran from which reaction mixture the urea
derivative precipitates and can be isolated by filtration in 90-98% yield.
[0036] Preferred compounds of the group represented by formula III are those wherein R₅
and R₆ represent C₁₂-C₂₂ alkyl groups and wherein R₆ and R₈ represent hydrogen.
[0037] Examples of preferred representatives of this group are:
- N,Nʹ-dioctadecyl adipamide
- N,Nʹ-dioctadecyl azelaic amide
- N,Nʹ-dioctadecyl-1,4-cyclohexane dicarboxamide
[0038] The compounds according to the formula III can be prepared by reacting the corresponding
dicarboxylic acid and alkyl amine in a molar ratio of 1:2 at 170°-220°C for 5-10 hours,
while distilling off water from the condensation reaction mixture. Alternatively,
these compounds can be prepared by reacting the corresponding dicarboxylic acid with
the alkyl isocyanate until all the carbon dioxide has evolved, controlling the temperature
at max. 150°C.
[0039] Preferred representatives of the group of compounds according to formula IV are those
wherein R₉ and R₁₀ represent C₁₁-C₂₁ alkyl groups and wherein R₁₁ and R₁₂ are hydrogen.
[0040] Examples of preferred compounds are:
- ethylene bis-stearamide
- methylene bis-stearamide
- hexamethylene bis-lauramide
- p-phenylene bis-palmitamide
[0041] Most of these compounds can be prepared from the corresponding diamines in a condensation
reaction at 170°-220°C with 2 moles of fatty acid (per mole of diamine). Instead of
diamines, the corresponding di-isocyanates if available can be used in a reaction
at more moderate temperatures. Methylene bis-stearamide can be prepared from stearonitrile
(e.g. Arneel HT®) and formaldehyde (e.g. 1,3,5-trioxane) in the presence of water
and an excess of strong acid (e.g. sulphuric acid) at temperatures below 50°C.
[0042] In the fabric softening composition the weight ratio between the amide and the water
soluble quaternary ammonium compound should be in the range of from 10:1 to 1:3 and
preferably of from 7:1 to 1:1 and most preferably of from 6:1 to 2:1.
The weight ratio of the amide together with the soluble quaternary ammonium compound
to the clay should be in the range of from 4:1 to 1:4 and preferably of from 2:1
to 1:2.
[0043] According to a preferred embodiment of the present invention, the softening composition
further comprises an insoluble quaternary ammonium compound of the formula:

wherein R₃₁ and R₃₂ are the same or different and represent C₁₂-C₂₂ alkyl, groups
wherein R₃₃ and R₃₄ are the same or different and represent C₁-C₄ alkyl groups, -(C₂H₄O)
xH or (C₃H₆O)
xH wherein x has a value of 1 to 5 and wherein Q represents a halide ion (preferably
bromide or chloride ion), methosulphate or ethosulphate.
[0044] Examples of these compounds are:
- di(hydrogenated tallow) dimethyl ammonium chloride
- di tallow dimethyl ammonium chloride
- di tallow-2-hydroxypropyl methyl ammonium chloride
- di(hydrogenated tallow)-2-hydroxyethyl methyl ammonium chloride
- di(hydrogenated tallow)-2-hydroxyethyl methyl ammonium bromide
- di(hydrogenated tallow) dimethyl ammonium methosulphate
- di(hydrogenated tallow) ethyl methyl ammonium ethosulphate
[0045] The insoluble quaternary ammonium compound, if present in the softening composition,
replaces the amide(s), imide(s) or urea derivative(s) to a certain extent. More preferably,
the insoluble quaternary ammonium compound is present in a weight ratio of 1:2 to
2:1 relative to e.g. the amide, the total amount of insoluble quaternary ammonium
and of the amide present in the composition being in a ratio of 10:1 to 1:3 and preferably
from 7:1 to 1:1 relative to the soluble quaternary ammonium. Furthermore, the total
of insoluble quaternary ammonium, the imide or urea derivative and the soluble quaternary
ammonium are in a weight ratio to the clay of 4:1 to 1:4 and preferably from 2:1 to
1:2. The insoluble quaternary ammonium compound, if used, is usually present in an
amount of 5-30% by weight, calculated on the softening composition.
[0046] A preferred composition consist e.g.
1-2 parts by weight of di(hydrogenated tallow) dimethyl ammonium chloride
4-6 parts by weight of clay (Bentonite® DTX)
1-2 parts by weight of N-stearylstearamide
0,7-1,5 parts by weight of coco-alkyl trimethyl ammonium chloride
[0047] The detergent compositions which include the fabric softening composition can be
prepared in various ways, as appropriate to their physical form, i.e. by mixing the
components into a slurry followed by spray drying or other means of granulation, or
by dispersing them in an appropriate liquid. The fabric softening composition which
forms an independent feature of the present invention is prepared separately in the
form of a granular powder, which may subsequently be admixed into the detergent base
composition.
[0048] As to the preparation of the separate fabric softening composition, several ways
of processing the three or four components into a granular powder are possible in
principle. It is possible to mix the clay intensively with powdered amide, e.g. in
a Nauta-mixer, and subsequentlyto add aqueous soluble quaternary ammonium at 50°C
over a period of 2 hours, and allowing excess water to evaporate. A suitable powder
can then be obtained by grinding and sieving through 0,5 mm.
[0049] Alternatively, clay, aqueous soluble quaternary ammonium and insoluble quaternary
ammonium can be homogenized in a stirred reactor, the slurry obtained can be extruded
(e.g. 4,5 mm), the extrudate dried at 100°C and ground. Powdered amide can then be
added, followed by additional grinding and sieving through 0,5 mm.
[0050] Another possibility is to mix aqueous soluble quaternary (and optionally: insoluble
quaternary) into the clay in a Nauta-mixer at 95°C allowing excess water to evaporate.
Subsequently, molten amide, imide or urea derivative can be added at 100°C. After
further mixing and cooling, the granulate can be ground and sieved through 0,5 mm.
It is also possible to prepare a powdered mixture of soluble quaternary and insoluble
quaternary by spray-drying, and to mix these powders with clay and with e.g. powdered
amide. Grinding and sieving through 0,5 mm gives a suitable powder. The preferred
method of processing is to make a hot dispersion of amide or the like and aqueous
soluble quaternary (or optionally: insoluble quaternary) at 80°-100°C, and to add
this dispersion to clay at 20°-60°C in a Nauta-mixer. Mixing is continued for 2 hours
at 40°-60°C, after which the cooled granulate is ground and sieved through 0,5 mm.
[0051] The present softening system may be incorporated into usual detergent compositions
in an amount of 0,5 to 50% by weight, calculated on the complete detergent composition.
Preferably the softening composition is present in an amount of 2 to 20% and more
preferably 4 to 10% by weight, calculated on the complete detergent composition.
[0052] The complete detergent compositions of the present invention may of course include
additional components that are usually found in laundry detergents as is known e.g.
from European Patent Specification no. 0026 529. These components include an anionic
surfactant, in an amount of 3 to 40% by weight, calculated on the complete detergent
composition, builder salts in amounts usually from 10 to 80% by weight, calculated
on the complete composition and more preferably 30 to 60% by weight, bleaching agents
in an amount usually from 5-35% by weight, calculated on the complete composition,
bleach stabilizers, suds controlling or suppression agents, soil suspending and anti
redeposition agents, enzymes, optical brighteners, colouring agents and perfumes in
minor amounts ≦ 0,5% by weight, calculated on the complete composition.
[0053] The invention will be illustrated by the following examples, however without any
restriction of the scope of the invention to these specific embodiments.
Example 1
[0054] Several test detergent compositions, containing softening compositions were prepared
from a standard detergent composition consisting of:
linear sodium alkyl benzene sulphonate 6,4%
mean length of alkane chain 11,5 ethoxylated tallow alcohol (14 E.O.) 2,3%
sodium soap 2,8%
chain length C
12-16:13-26%
C
18-22:74-87%
sodium triphosphate 35%
sodium silicate (SiO₂:Na₂O=3:3:1) 6,0%
magnesium silicate 1,5%
carboxymethylcellulose 1,0%
sodiumethylenediaminetetraacetate 0,2%
optical whitener for cotton (stilbene type) 0,2%
sodium sulphate 16,8%
water 7,8%
sodium perborate tetrahydrate 20,0%
[0055] Starting from this basic composition final testformulations were prepared, comprising:

[0056] In these compositions as amide was respectively used stearic stearyl amide, palmitic
oleyl amide, erucic-hydrogenated tallow amide, 12 OH-stearic-hydrogenated tallow
amide and pelargonic acid-dihydrogenated tallow amide.
[0057] The final compositions were then used to wash terry towels in an amount of 4 kg wash
load at a 95°C program, 18°dH in a Miele WS 1504 washing machine with a dosage of
260 g of testdetergent.
[0058] For softening evaluation treated towels are line dried for 24 hours and cut into
swatches of 10 x 20 cm size and graded by a test panel relative to the basic IEC-testdetergent
and commercially available softergents as reference.
[0059] With these tests a significant superiority as to softening was found relative to
the standard IEC testdetergent and a comparable softening as to commercially available
softergents.
1. A detergent compatible granular fabric softening composition comprising a water
soluble quaternary ammonium compound and a clay having an ion-exchange capacity of
at least 50 meq/100 grams, characterized in that it further comprises one or more
amides imides and urea derivatives selected from the group consisting of compounds
having the formula:

wherein A represents a methylene or a carbonyl group wherein y represents 1 or 0,
wherein R₁, R₂ are the same or different and represent C₁-C₂₂ alkyl groups, wherein
R₂ can represent additionally hydrogen and wherein R₃ represents hydrogen, C₁-C₂₂
alkyl, -(C₂H₄O)
xH or -(C₃H₆O)
xH, where x has a value of 1 to 25 with the proviso that the sum of the carbon atoms
of two radicals of R₁, R₂ or R₃ is at least 16.

wherein two of the groups R₅, R₆, R₇ and R₈ are the same or different and represent
C₈-C₂₂ alkyl groups and two of the groups R₅, R₆, R₇ and R₈ are the same or different
and represent hydrogen, C₁-C₂₂ alkyl, -(C₂H₄O)
xH or -(C₃H₆O)
xH, where x has a value of 1 to 25.

wherein R₅, R₆, R₇ and R₈ have the same meaning as given under b, B represents C₄-C₁₀
alkylene, 1,3-phenylene, 1,4-phenylene, 1,3-cyclohexylene or 1,4-cyclohexylene and
wherein p being 0 or 1.

wherein Z represents C₁-C₁₂ alkylene, 1,3 phenylene, 1,4 phenylene, 1,3-cyclohexylene
or 1,4-cyclohexylene, R₉ and R₁₀ are the same or different and represent C₁-C₂₁ alkyl
groups, R₁₁ and R₁₂ are the same or different and represent hydrogen, C₁-C₂₂ alkyl,
-(C₂H₄O)
xH or (C₃H₆O)
xH, wherein x has a value of 1 to 25, or form together with the moiety -N-Z-N- a heterocyclic
ring structure such as piperazinylene or imidazolidinylene.
2. A fabric softening composition according to claim 1 characterized in that the amide
is of the formula

wherein R₁, R₂ and R₃ have the meaning as indicated.
3. A fabric softening composition according to claim 2, characterized in the R₁ and
R₂ are the same or different and represent C₁₁-C₂₁-alkyl groups and R₃ is hydrogen.
4. A fabric softening composition according to claim 3, characterized in that the
amide is N-stearylstearamide or N-oleylpalmitamide.
5. A fabric softening composition according to any one of the preceding claims, characterized
in that the weight ratio of the amide, imide or urea derivative to the soluble quaternary
ammonium compound is in the range of 10:1 to 1:3, preferably from 7:1 to 1:1.
6. A fabric softening composition according to claim 5 characterized in that the weight
ratio of the amide imide or urea derivative to the soluble quaternary ammonium compound
is in the range from 6:1 to 2:1.
7. A fabric softening composition according to any one of the preceding claims, characterized
in that the weight ratio of the amide plus the soluble quaternary ammonium compound
to the clay is in the range from 4:1 to 1:4, preferably from 2:1 to 1:2.
8. A fabric softening composition according to any one of the preceding claim, characterized
in that it further comprises an insoluble quaternary ammonium compound of the formula

wherein R₃₁ and R₃₂ are the same or different and represent C₁₂-C₂₂ alkyl, groups
R₃₃ and R₃₄ are the same or different and represent C₁-C₄ alkyl groups, -(C₂H₄O)
xH or (C₃H₆O)
xH wherein x has a value of 1 to 5 and wherein Q represents a halide ion, methosulphate
or ethosulphate.
9. A detergent composition comprising 0,5 to 50 percent by weight of the fabric softening
composition according to anyone of the preceding claims.
10. A detergent composition according to claim 9, characterized in that it contains
3 to 40 percent by weight of anionic surfactant and 2 to 20 percent by weight of the
fabric softening composition.
11. A detergent composition according to claim 9 or 10, characterized in that it contains
4 to 10 percent of the fabric softening composition.