CA2172395C - Fabric conditioning composition - Google Patents

Fabric conditioning composition Download PDF

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Publication number
CA2172395C
CA2172395C CA002172395A CA2172395A CA2172395C CA 2172395 C CA2172395 C CA 2172395C CA 002172395 A CA002172395 A CA 002172395A CA 2172395 A CA2172395 A CA 2172395A CA 2172395 C CA2172395 C CA 2172395C
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CA
Canada
Prior art keywords
fabric
alkyl
formula
softening agent
quaternary ammonium
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Fee Related
Application number
CA002172395A
Other languages
French (fr)
Other versions
CA2172395A1 (en
Inventor
Stuart Bernard Fraser
William Frederick Soutar Neillie
Jeremy Nicholas Ness
Jacqueline Marie Thorpe
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Sun Products Corp
Original Assignee
Unilever PLC
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from GB939323268A external-priority patent/GB9323268D0/en
Application filed by Unilever PLC filed Critical Unilever PLC
Publication of CA2172395A1 publication Critical patent/CA2172395A1/en
Application granted granted Critical
Publication of CA2172395C publication Critical patent/CA2172395C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/88Ampholytes; Electroneutral compounds
    • C11D1/94Mixtures with anionic, cationic or non-ionic compounds
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005Other compounding ingredients characterised by their effect
    • C11D3/001Softening compositions
    • C11D3/0015Softening compositions liquid
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38Cationic compounds
    • C11D1/62Quaternary ammonium compounds
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/88Ampholytes; Electroneutral compounds
    • C11D1/90Betaines

Abstract

A concentrated fabric conditioning composition comprising greater than 7 wt. % of a cationic softening agent and a zwitterionic compound of formula (I), wherein R is a C7-C27 alkyl or alkenyl group; R1 and R2 are independently selected from C1-14 alkyl groups; Z is O or NH; a is an integer from 0 to 1; b and c are independently selected from integers from 1 to 4; and x- is a compatible anion. The composition can tolerate high levels of perfume and recovers quickly to a liquid state when frozen.

Description

WO 95/13346 i-PCTlEP94/03388 Fabric conditioning coimosition Field of the Invention The present invention relates to a fabric conditioning composition, in particular the invention relates to aqueous dispersions of fabric conditioning compositions comprising a water insoluble quaternary ammonium material and a zwitterionic compound suitable for a rinse-added fabric softener compositions.
Backaround of the Invention Rinse added fabric conditioning composition are known.
Typically such compositions contain a water insoluble quaternary ammonium fabric softening agent dispersed in water at a level of softening agent up to a:bout 7 wt%, in which case the compositions are considered dilute, or at levels from 7 wto to 50 wt%, in which case the compositions are known as concentrates.

In US 4 137 180 (Lever Brothers Company) discloses cationic di-esters of the formula CH-CH .-NRiR,R3 X
/

wherein R1, R, and R3are each an alkyl or hydroxyalkyl group containing from 1 to 4 carbon atoms, or a benzyl group, R9 and Rsare each alkyl chains containing from 11 to 23 carbon atoms and X- is a water soluble anion.
2172395' One of the problems associated with many fabric conditioning compositions including those containing cationic di-esters as disclosed in US 4 137 180 is the physical instability of these compounds, the problem is aggravated at high and low temperatures and by the addition of perfume. When a fabric conditioner is in concentrated form the stability issue is further exacerbated and for this reason concentrated conditioners with high levels of perfume are rarely marketed.
Even when_,the perfume is encapsulated in a solid matrix, stability problems can occur due to leakage of the capsules.
A further problem that arises in colder climates is when a fabric conditioner is transported or stored in a cold place the product gels to form a solid. In some cases.the product does not recover and in others the time taken to thaw back to a liquid product frequently takes a couple<.of days. This~poses a problem to supermarkets whom can not place the frozen product directly onto supermarket shelves.

EP 280 550 and EP 507 478 (Unilever) disclose the use of selected nonionic stabilising agents to overcome the poor stability. However no mention is made of the instability o~,,xthe formulation when perfume is added.

US 3 984 335 (Ciko et al) discloses compositions containing a quaternised fatty amine and a fatty acid zwitterionic compound as a softening agent.
-Zwitterionic softening agents such as amine oxides are disclosed in EP 0 332 270 . (Unilever) in combination with cationic softening agents and an amine, and in EP - 326 213 in combination with a co-active material.
The problem of forming a concentrated fabric conditioner with relatively high levels of perfume is mitigated by the present invention.

E DED E
Furthermore the present invention aids recovery of a liquid fabric conditioner from a frozen state to a homogeneous liquid.
Description of the Invention The present invention claims an aqueous dispersion of a fabric conditioning composition comprising greater than 7 wt% of a water insoluble biodegradable quaternary ammonium with at least one ester link, fabric softening agent, and between 0.5 wt% and 3.0 wt% of a perfume characterized in that the composition further comprises from 0.1 to 8 wt% of a zwitterionic compound of the formula:

R (COZ)a(CHz)y - N (CHz)c~X
R
wherein R is an C7_27 alkyl or alkenyl group; R' and R2 are independently selected from Cz_4 alkyl groups; a is an integer from 0 to 1; b and c are independently selected from integers from 1 to 4; Z is oxygen or nitrogen and X is a compatible anion.
At low pH's the anion may be protonated.

The invention also discloses the use of an alkyl amido propyl dimethyl amino acetic acid betaine of the formula:
R CONH ( CHZ ) 3 N* ( CH,) 3 COO Na~

wherein R is a C11_17 alkyl chain or mixtures thereof, to stabilize an aqueous dispersion of a perfumed fabric conditioner or to form an aqueous dispersion of a concentrated fabric conditioner, both comprising greater than 7 wt% of a fabric softening agent which is a water insoluble biodegradable quaternary ammonium with at least one ester link and between 0.5 wt% and 3.0 wt% of a perfume.

The cationic active used in the present invention comprises a water insoluble cationic fabric softening agent comprising a biodegradable quaternary ammonium material with at least one ester link. Preferred materials are water insoluble cationic fabric softening agents comprising a compound having two C12-28 alkyl or alkenyl groups connected to a quaternary nitrogen via an ester link.

Of particular interest with the present invention are softening compouhds having the formula:

Rl ( CHZ ) n-T-R3 ~
~
x"
Rl ( CHz ) n-T-R~
in which R1 is a C1-C4 alkyl groups, R 2 and R3 are the same or different C12-C22 alkyl or alkenyl groups and T is the same or different II -0 or -0-II- or -0-1-0 groups and X- is a water soluble anion.
It is especially preferred if the quaternary ammonium material is of the formula:

RaCOOCHz \CH-CH2-NRRZ R3 X
R,COO

wherein R1, R2 and R3 are each an alkyl or hydroxyalkyl group containing from 1 to 4 carbon atoms, or an alkenyl with 2 to 4 carbon atoms, or a benzyl group, R4 and R5 are each alkyl chains containing from 8 to 28 carbon atoms and X- is a water soluble anion.

It is further preferred if the water insoluble cationic active is N,N-dihardened(tallowoyl-oxy)N,N-trimethyl ammoniopropane chloride.
Preferred materials and their method of preparation are 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-tallow, 2-hydroxytrimethyl ammonium propane chloride.

The level of ester linked ammonium compound is above 7% by weight of the composition; more preferably above 15% by weight of the composition; most preferably from 15% to 40%
by weight of the composition.

It is advantageous if the zwitterionic material used in the present invention is an alkyl amido propyl dimethyl amino acetic acid betaine of the formula:

CH, R CONH (CH2) a N' (CH2) , COO' Na' CH~
wherein R is a C11-17 alkyl chain or mixtures thereof.

The level of zwitterionic material is preferably from 0.1 wt% to B wt% of the composition; more preferably from 0.4 wt% to 5 wt% of the total composition.

The fabric conditioning composition may be formed from any base but it is especially preferred if the base is aqueous.
The composition may also contain long chain fatty acid material 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.

The level of fatty acid material is preferably more than 0.1%, more preferably more than 0.2% by weight. Especially preferred are dilutes in which the fatty acid material is present from 0.25 wt% to 20 wt%. The weight ratio of quaternary ammonium compound to fatty acid material is preferably from 1:10 to 10:1.

The composition can also contain one or more optional ingredients, selected from the group consisting of nonaqueous solvents, pH buffering agents, perfume carriers, inorganic salts, fluorescers, colorants, hydrotopes, antifoaming agents, antiredeposition agents, enzymes, optical brighteners, opacifiers, antishrinking agents, drape imparting agents, antistatic agents and ironing aids and concentrating agents such as glycerol monostearate.
It is also preferable if ethoxylated fatty alcohols are present in the composition. It is especially advantageous if they are present from 0.5 wt% to 2 wt% of the total composition.
The perfume may be encapsulated or free. The level of perfume in the product is between 0.5 wt% and 3.0 wt%.

The composition may also contain nonionic fabric softening agents such as lanolin and derivatives thereof.

It is desirable if the viscosities of these fabric compositions lie in the range from 15 mPa.s to 120 mPa.s at a shear rate of 110s-1.

The compositions of the invention preferably have a pH of more than 2, more preferably between 2 and 5.

The invention will now be illustrated by the following nonlimiting examples.

EXAMPLES
In the examples all percentages are expressed by weight.
Comparative examples are represented by a letter while examples of the invention are represented by a number.

Preparation of Fabric Conditioning Composition Liquid fabric softening agents were made up as follows:
The cationic fabric softening agent and nonionic stabilizing agent 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 ambient temperature with constant stirring to form a dispersion.
Perfume was added to the aqueous mixture. Addition of the zwitterionic material occurred either a) to the molten melt b) to the aqueous mixture prior to or with the additon of the perfume.

Examples 1,2,3,A,B,C,D,E and F

O O N

G4 N I -I .-1 1 O
tn N O O
W N I 0 .-i I N
0 ~+
N O O N
tr A N ! O .-t O
O !f1 N o N
y U N 1 O .-1 IO

~ O dP
3 ~ IA o N 4j LI1 N l o i -1 0 O '{
d 'n O N 0 R,' N I O rl I O ~

m O
N fn r{ 'i I

O

t0 1l1 O N I
N N O O I e-I q O
lI! !A O N
.
ry N O O -1 1 p O7 fA ~
ri y t aa +~ a Ea~ U ~
X~ ~ GE 3 0 O 5~
Wu o~ w oo 000 0o a~'i tJ1 01 u k -4 U W U U W ~1 r1 a.i ~0+ x E A a E~ r~i U t~6 nOi U u 3 HT TMAPC is 1,2 dihardened tallowyloxy trimethyl ammoniopropane chloride ex Hoescht.

Tego betaine L is Alkyl amido propyl dimethyl amino acetic acid betaine ex Shell.

The Examples were prepared according to method a) or b) above.
Examples A, B, E and F flocculated within 12 hours at ambient temperature Examples 1,2, and 3 remained stable for several months at ambient temperature.

Storage results for Examples C and D were as follows:
Table 2 Example Time taken for flocculation to occur.

C 4 weeks 1 day 3 months D 4 weeks 1 day 3 months Examples 4 and G

Table 3 Example wt%
Composition 4 G

Tego betaine 0.6 -Perfume 0.8 0.4 Tallow alcohol 1.0 1.0 Calcium chloride 0.2 0.2 Water --- to 100 wt% ---Both Example 4 and Example G flocculated on addition of perfume. However, Example 4 needed twice as much perfume to flocculate as Example G.
Example H

Table 4 Composition % wt Example H
Dihardened tallow dimethyl ammonium chloride 10.8 Dihardened tallow fatty acid 2.7 Ethylene glycol 9.0 Tallow alcohol 35 EO 1.0 Tego betaine -Water -- to 100 --Examples 1,2,4, A to D, G and H were frozen.
Examples 1,2, and example 4 recovered from freezing within 1 to 2 hours.
Examples A to D and example G recovered from freezing within 2 to 4 days.
Example H recovered from freezing within 4 hours.

It is thus demonstrated that the presence of a zwitterionic material aids recovery from freezing. The recovery from freezing is most enhanced with materials containing an ester link.
Example I

Table 5 Composition % wt Example I

lauryldimethyl amine oxide 1 Perfume 0.5 Tallow alcohol 35E0 1.0 Calcium chloride 0.2 Water --- to 100 wt% ---Example I was prepared according to method a or b.
Flocculation occurred within 1 week at room temperature no matter what method or preparation was used. It is thus shown that not all amphoteric compounds are suitable for use with this invention.

Claims (9)

1. An aqueous dispersion of a fabric conditioning composition comprising greater than 7 wt% of a fabric softening agent which is a water insoluble biodegradable quaternary ammonium with at least one ester link between 0.5 wt% and 3.0 wt% of a perfume characterized in that the composition further comprises 0.1 to 8 wt% of a zwitterionic compound of the formula:

wherein R is an C7-27 alkyl or alkenyl group, R1 and R2 are independently selected from C1-4 alky groups; a is an integer from 0 to 1; b and c are independently selected from integers from 1 to 4; Z is oxygen or nitrogen and X is a compatible anion.
2. A fabric conditioning composition according to claim 1 in which the biodegradable quaternary ammonium fabric softening agent comprises a compound having two C12-28 alkyl or alkenyl groups connected to a quaternary nitrogen via an ester link.
3. A fabric conditioning composition according to claim 2 in which the biodegradable quaternary ammonium fabric softening agent is of the formula:

wherein R1, R2 and R3 are each an alkyl or hydroxyalkyl group containing from 1 to 4 carbon atoms, or an alkenyl with 2 to 4 carbon atoms, or a benzyl group, R4 and R5 are each alkyl chains containing from 8 to 28 carbon atoms and X is a water soluble anion.
4. A fabric conditioning composition according to any one of claims 1 to 3 in which the zwitterionic material is an alkyl amido propyl dimethyl amino acetic acid betaine of the formula:

wherein R is a C11-17 alkyl chain or mixtures thereof.
5. A fabric conditioning composition according to any one of claims 1 to 4 in which the level of zwitterionic material is from 0.4 wt% to 5 wt%.
6. A fabric conditioner according to any one of claims 1 to 5 which comprises an aqueous base.
7. A composition according to any one of claims 1 to 6 which further comprises a fatty acid.
8. Use of an alkyl amido propyl dimethyl amino acetic acid betaine of the formula:

wherein R is a C11-17 alkyl chain or mixtures thereof, to stabilize an aqueous dispersion of a perfumed fabric conditioner comprising greater than 7 wt% of a fabric softening agent which is a water insoluble biodegradable quaternary ammonium with at least one ester link and between 0.5 wt% and 3.0 wt% of a perfume.
9. Use of an alkyl amido propyl dimethyl amino acetic acid betaine of the formula:

wherein R is a C11-17 alkyl chain or mixtures thereof, to form an aqueous dispersion of a concentrated fabric conditioner comprising greater than 7 wt% of a fabric softening agent which is a water insoluble biodegradable quaternary ammonium with at least one ester link and between 0.5 wt% and 3.0 wt% of a perfume.
CA002172395A 1993-11-11 1994-10-13 Fabric conditioning composition Expired - Fee Related CA2172395C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
GB939323268A GB9323268D0 (en) 1993-11-11 1993-11-11 Fabric comditioning composition
GB9323268.4 1993-11-11
PCT/EP1994/003388 WO1995013346A1 (en) 1993-11-11 1994-10-13 Fabric conditioning composition

Publications (2)

Publication Number Publication Date
CA2172395A1 CA2172395A1 (en) 1995-05-18
CA2172395C true CA2172395C (en) 2007-10-09

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Family Applications (1)

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CA002172395A Expired - Fee Related CA2172395C (en) 1993-11-11 1994-10-13 Fabric conditioning composition

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CA2172395A1 (en) 1995-05-18

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