[0001] The present invention relates to the use as a soil release agent in a fabric softening
composition of a biodegradable quaternary ammonium material.
[0002] Rinse added fabric softener compositions are well known. Typically such compositions
contain a water insoluble quaternary ammonium fabric softening agent dispersed in
water at a level of softening agent up to 7% by weight in which case the compositions
are considered dilute, or at levels from 7% to 50% in which case the compositions
are considered concentrates. In addition to softening, fabric softening compositions
desirably have other benefits. One is the ability to confer soil release properties
to fabrics, particularly those woven from polyester fibres.
[0003] One of the problems associated with fabric softening compositions is the physical
instability of such compositions when stored. This problem is accentuated by having
a concentrated composition and by storage at low temperatures.
[0004] Concentrates and storage stability at low temperatures are, however, desired by the
consumer. Physical instability manifests itself as a thickening on storage of the
composition to a level where the composition is no longer pourable and can even lead
to the formation of an irreversible gel. The thickening is very undesirable since
the composition can no longer be conveniently used.
[0005] In the past physical stability of rinse added fabric softener compositions has been
improved by the addition of viscosity control agents or anti-gelling agents. For example
in EP 13780 (Procter and Gamble) viscosity control agents are added to certain concentrated
compositions. The agents may include C₁₀-C₁₈ fatty alcohols. More recently in EP 280550
(Unilever) it has been proposed to improve the physical stability of dilute compositions
comprising biodegradable, ester-linked quaternary ammonium compounds and fatty acid
by the addition of nonionic surfactants.
[0006] With concentrated compositions comprising biodegradable ester-linked quaternary ammonium
compounds the problem of physical instability is more acute than with traditional
quaternary ammonium compounds.
[0007] In EP 0 040 562 (Lesieur Cotelle) a nonionic emulsifier/stabiliser is added to a
concentrate comprising an ester-linked quaternary ammonium compound to form a viscous
gel. The stabiliser is a C₁₂ to C₁₄ alcohol ethoxylated with 9 molecules of ethylene
oxide. The degree of branching of the alcohol is not however mentioned.
[0008] Certain nonionic stabilising agents not only stabilise concentrated compositions
comprising biodegradable quaternary ammonium compounds but are also environmentally
friendly, in that they show acceptable biodegradability and are not substantially
toxic in aquatic systems.
[0009] Soil release properties are generally imparted to fabrics by the use of separate
soil-release agents, usually a high molecular weight polymer, in a detergent composition
or separate treatment. For example in EP 0 398 133A (Procter & Gamble) there is disclosed
a cationic polymeric soil release agent for use in a fabric conditioning composition.
[0010] A disadvantage of such compositions is that the soil release agent increases the
number of components in the formulation, increasing cost and making the product less
environmentally acceptable.
[0011] We have now found that fabric softening compositions comprising biodegradable ester-linked
quaternary ammonium compounds may confer soil release properties to fabrics without
the use of a separate soil release agent.
[0012] According to the invention there is provided the use as a soil release agent in a
fabric softening composition of a quaternary ammonium material comprising a compound
having two C₁₂₋₂₈ alkyl or alkenyl groups connected via an ester link to the quaternary
nitrogen atom.
[0013] Preferably the composition is a liquid comprising an aqueous base.
[0014] A preferred type of ester-linked quaternary ammonium material for use in the compositions
according to the invention can be represented by the formula

wherein R₁, n and R₂ are as defined above.
[0015] Preferred materials of this class and their method of preparation are, for example,
described in US 4 137 180 (Lever Brothers). Preferably these materials comprise small
amounts of the corresponding monoester as described in US 4 137 180 for example 1-tallowoxy,
2-hydroxytrimethyl ammonium propane chloride.
[0016] Preferably the level of ester linked quaternary ammonium compounds is at least 1%
by weight of the composition, more preferably more than 3% by weight of the composition;
especially interesting are concentrated compositions which comprise more than 7% of
ester-linked quaternary ammonium compound. The level of ester-linked quaternary ammonium
compounds preferably is between 1% and 80% by weight, more preferably 3% to 50%, most
preferably 8% to 50%.
[0017] The softening composition may be stabilised at low temperatures by the addition of
nonionic stabilisers. Suitable nonionic stabilisers which can be used include the
condensation products of C₈ - C₂₂ primary linear alcohols with 10 to 20 moles of ethylene
oxide. The alcohols may be saturated or unsaturated. In particular Genapol T-110,
Genapol T-150, Genapol T-200, Genapol C-200 all ex Hoeschst AG, Lutensol AT18 ex BASF,
Genapol 0-100 and Genapol 0-150 ex Hoechst, or fatty alcohols for example Laurex CS,
ex Albright and Wilson or Adol 340 ex Sherex. Preferably the nonionic stabiliser has
an HLB of between 10 and 20, more preferably 12 and 20.
[0018] Advantageously the nonionic stabiliser is biodegradable and has low aquatic toxicity.
Use of less than 10 moles of ethylene oxide results in an acceptable acute aquatic
toxicity value of > 1 mg/l EC₅₀ 48 hours for daphnia and algae and EC₅₀ 96 hours for
fish, especially if the HLB of the nonionic is less than 12.
[0019] Preferably, the level of nonionic stabiliser is within the range from 0.1 to 10%
by weight, more preferably from 0.5 to 5% by weight, most preferably from 1 to 4%
by weight. The mole ratio of the quaternary ammonium compound to the nonionic stabilising
agent is within the range from 40:1 to about 1:1, preferably within the range from
18:1 to about 3:1.
[0020] The composition can also contain fatty acids for example C₈ - C₂₄ alkyl or alkenyl
monocarboxylic acids or polymers thereof. Preferably saturated fatty acids are used,
in particular, hardened tallow C₁₆-C₁₈ fatty acids. Preferably the fatty acid is non-saponified,
more preferably the fatty acid is free for example oleic acid, lauric acid or tallow
fatty acid.
[0021] The level of fatty acid material is preferably more than 0.1% by weight, more preferably
more than 0.2% by weight. Especially preferred are concentrates comprising from 0.5
to 20% by weight of fatty acid, more preferably 1% to 10% by weight. The weight ratio
of quaternary ammonium material to fatty acid material is preferably from 10:1 to
1:10.
[0022] The compositions of the invention preferably have a pH of more than 2.0, more preferably
less than 5.
[0023] The composition can also contain one or more optional ingredients, selected from
non-aqueous solvents, pH buffering agents, perfumes, perfume carriers, fluorescers,
colourants, hydrotropes, antifoaming agents, antiredeposition agents, enzymes, optical
brightening agents, opacifiers, anti-shrinking agents, anti-wrinkle agents, anti-spotting
agents, germicides, fungicides, anti-oxidants, anti-corrosion agents, drape imparting
agents, antistatic agents and ironing aids.
[0024] The composition may also contain nonionic fabric softening agents such as lanolin
and derivatives thereof.
[0025] The invention will now be illustrated by the following non-limiting examples. In
the examples all percentages are expressed by weight.
Example 1
[0026] Liquid fabric softening compositions were made as follows.
[0027] The cationic fabric softening agent, fatty acid and nonionic stabilising agent where
appropriate were premixed and heated together to form a clear melt. The molten mixture
thus formed was added over a period of at least one minute, to water at 70°C to 80°C
with constant stirring to form a dispersion. The soil release properties imparted
to polyester test pieces by treatment with the compositions was assessed by measuring
the change in reflectance following staining and a subsequent wash in a proprietary
detergent composition. The pieces were first rinsed for 5 minutes in 1 litre of 14°FH
water containing 0.67 ml of either composition. The pieces were then line dried and
stained with 100 micro litres of olive oil containing 0.06% sudan red dye. The stain
was allowed to spread for a minimum of two days following which the reflectance of
the stained piece (R₁) was measured using an ICS micromatch. The pieces were then
washed, rinsed and line dried using 5q/1 New System Persil Automatic in. 14°FH water
for a 15 minute wash cycle. The reflectance of the pretreated, washed piece (R₂) was
measured and the percentage detergency calculated according to the following equation:


[0028] The higher the percentage detergency, the greater the soil release benefit.

[0029] These results show that known compositions comprising conventional quaternary ammonium
compositions (Composition B) show a smaller soil release benefit than compositions
according to the invention (Composition A).
Example 2
[0030] Liquid fabric softening compositions as given below were made as described in Example
1. The soil release properties of the compositions were measured as described in Example
1 excepting that the pieces were first rinsed in 1 litre of 14°FH water containing
2ml of either composition.

[0031] These results show that compositions comprising ester-linked quaternaries show a
soil release benefit greater than that obtained from compositions comprising conventional
quaternary and that the benefit is seen in the absence of a nonionic stabilising agent.
Example 3
[0032] Example 2 was repeated with a composition which did not contain any nonionic to show
that the improved soil release benefit is due entirely to the use of the biodegradable
ester linked quaternary ammonium compound.

[0033] This example clearly demonstrates the superior soil release behaviour of use of the
softening composition according to the invention. The difference is statistically
significant; P<0.05.
1. Use as a soil release agent in a fabric softening composition of at least 1% by weight
of a quaternary ammonium material comprising a compound having two C₁₂₋₂₈ alkyl or
alkenyl groups connected via an ester link to a hydrocarbon chain which is connected
to the quaternary nitrogen atom.
2. Use of a quaternary ammonium material as claimed in claim 1 wherein the fabric softening
composition comprises a nonionic stabilising agent which is
i. a linear C₈ to C₂₂ alcohol alkoxylated with 10 to 20 moles of alkylene oxide or
ii. a C₁₀ to C₂₀ alcohol or mixtures thereof.
3. Use of a quaternary ammonium material as claimed in claim 1 or claim 2 wherein the
fabric softening composition comprises a fatty acid material.
4. Use of a quaternary ammonium material as claimed in claim 2 wherein the composition
comprises from 0.1 to 10% by weight of the nonionic stabilising agent.
5. Use of a quaternary ammonium material as claimed in claim 3 wherein the composition
also comprises more than 0.1% by weight of a fatty acid material.
6. Use of a quaternary ammonium material as claimed in any preceding claim wherein the
composition comprises from 3% to 50% by weight of the quaternary ammonium material,
from 0.5% to 5% by weight of the nonionic stabilising agent and from 0.5 to 20% by
weight of fatty acid material.
7. Use of a quaternary ammonium material as claimed in any one of claims 2 to 6 wherein
the nonionic stabilising agent has an HLB of between 10 and 20.
8. Use of a quaternary ammonium material as claimed in claim 7 wherein the nonionic stabilising
agent has an HLB of between 12 and 20.
9. Use of a quaternary ammonium material as claimed in any preceding claim wherein the
quaternary ammonium material is represented by the formula:

wherein R₁, n and R₂ are as defined above.