GB2201433A

GB2201433A - Conditioning fabrics with quaternary ammonium polyalkyl siloxanes

Info

Publication number: GB2201433A
Application number: GB08803761A
Authority: GB
Inventors: Dr Zia Haq
Original assignee: Unilever PLC
Current assignee: Unilever PLC
Priority date: 1987-02-20
Filing date: 1988-02-18
Publication date: 1988-09-01
Also published as: ZA881180B; GB8704002D0; GB8803761D0; EP0288137A2; JPS63243377A; EP0288137A3

Description

1 2 2 0 1 '4353 C. 3162 Method of conditioning fabrics and compositions

therefor This invention relates to a method of conditioning fabrics and to compositions suitable for use in such methods.

_It is known to condition fabrics, particularly during or immediately following a fabric washing process, to improve the properties of the treated fabrics. Usually this treatment includes the treatment with a fabric softening agent intended to soften and reduce the harshness of washed fabrics. The fabric.softening agent may be included in a fabric washing composition, in a composition intended to be added to the rinse subsequent to washing the fabrics or included in a composition intended to be added with wet fabrics to a hot air dryer.

In all cases the conditioning process takes place in an aqueous environment.

1 R 1 R---Si- 0 1 R R 1 -Si--0 1 R R nL A 1+ _R2 R!- N C. 3162 A number of fabric conditioning materials are known, including soap, smectite clays, quaternary ammonium salts and fatty amines. All these materials have been commercially used but suffer from a variety of disadvantages. For example quaternary ammonium salts, which have been most widely used, are difficult to incorporate in liquid products except at relatively low concentrations, are not easily dispersed in cold water and may, if used in excess, render the treated fabrics water 10 repellant.

We have now discovered a class of fabric conditioning agents having particularly advantageous properties, and the invention is therefore characterised in that the is fabric conditioning agent is an organofunctional polyalkyl siloxane having the general formula (I) - R - 1 -- si-c 1!n L x R 1 ------S i -R -jp 1 - 1 3 - (I) R (Z) wherein each R is independently an alkyl group containing 1 to 4 carbon atoms, each of R 1, R 2, and R 3 ' is independently an alkyl group containing 1 to 24 carbon atoms or R 3 is the group (CH 2)q COO-where q is 0 to 10, A is a divalent hydrocarbon group interrupted by or substituted with one or more oxygen containing groups, X is an alkoxylated group,- Z is a-monovalent anion or the equivalent tlereof, n and m are positive integers, p is a 3 - C. 3162 positive integer and r is a positive integer or zero such as to render the siloxane electrically neutral.

We are aware of British Patent No. 1 549 180 (Procter and Gamble) which discloses the combination of a cationic softener and a selected siloxane of general formula (1), except that A is a divalent hydrocarbon group.

- European Patent Application No. 166 122 (Goldschmidt) 10 discloses siloxanes of general formula (I) in which the substituent R 3 is the group (CH 2)qCOO - and q is 1. Their preparation and their use in hair conditioning compositions is also disclosed.

The organosilicone compounds within the general formula (I) can be prepared by a variety of methods. For example, one may use as a starting material a polysilicone compound having hydrogenatoms in the side chain, ie a compound of the general formula (II) R 1 i R- Si-0 _Si-C 1 R R Si-O R Jn H R 1 si 1 m+p R (II) and such materials are commercially available. By reaction with a suitable alkoxylated omega unsaturated alcohol, a suitable allyl epoxy ether and the acid salt of a tertiary amine, the compound of general formula (I) is obtained. Thus, starting with a polysilicone of general formula (II) in which R is methyl, n is. 75 and m plus p is 7, reaction with suitable quantities of an alkoxylated unsaturated alcohol of the formula 4 1 CH 2 =CH-CH 2-O(C3 H 6 0) 11 (C 2 H 4 0) 2 H, an allyl epoxy ether of the formula C. 3162 CH =-CH -CH-O-CH -CH-CH 2 2 2 \ 0 1 2 and the acid salt of a tertiary amine of the formula (CH 3)2 N CH(CH 3)2 HOAC where 0Ac is acetate, will lead to the material S2 referred to below.

When the substituent R 3 is the group (CH 2)q COO-, then the preparation may include the procedure described in German Patent Application DE 3417912 (Th. Goldschmidt AG).

The compositions for use in the method according to the invention may take a variety of forms. They may for example be a liquid or solid fabric washing product which, in addition to the fabric conditioning agent, may comprise surfactants selected from anionic, nonionic and cationic surfactant materials, mixtures thereof or with other surfactant materials, detergency builder materials such as water-soluble precipitating or sequestering builder materials or ion-exchange builder materials, bleaches such as peroxybleaches, optionally together with bleach activators., alkaline materials such as sodium silicate, fillers such as sodium sulphate and also the other conventional ingredients of such compositions.

Alternatively the compositions for use according to the invention mas, be in the form of a rinse conditioning composition, for example a liquid rinse conditioning 1 4 i p 1; 7i e C. 3162 composition which in'addition to the fabric conditioning agent may comprise electrolytes, emulsifiers, viscosity modifying agents, thickeners, colourants and also the other conventional ingredients of such compositions.

Still further, the compositions for use in the method according to the invention may be in the form of a product for use in a hot air rotary dryer, for example in the form of a powder contained within a dispensing device or in the form of a coating on, or impregnation of, a flexible substrate material, which may be in sheet form.

Also the compositions for use according to the invention may be in a form suitable tor direct application to fabric, such as in the form of an aerosol spray containing at least the fabric conditioning agent and a suitable propellant.

Any of the above products may contain, in addition to the siloxane conditioning agent, other fabric conditioning agents such as other fabric softeners (especially water-insoluble cationic and nonionic softeners), anti-static agents (especially water-soluble cationic materials), perfumes. drape imparting agents, crease resistance imparting agents and ironing aids.

Suitable water-insoluble cationic and nonionic softeners are disclosed in European Patent Application 122 141 (Unilever) and European Patent Application 59 502 (Procter and Gamble) incorporated herein by reference.

When the compositions are in the form of rinse conditioning compositions, the total level of the polyalkylsiloxane and nonionic fabric softener, if present, lies between 3 to 30% by weight of the composition. In use such compositions are added to water 1 C. 3162 to form a liquor with which the fabrics to be treated are contacted. Generally, the total concentration of the polyalkyl siloxane and nonionic fabric softener will be between about 20 ppm and 500 ppm.

c The invention will now be further described in the following non-limiting examples.

P I C. 3162 EXAMPLES 1-10

In these examples the following materials are referred to:

S929 a commercially available material Silicone 929 (ex Dow Corning) containing amine side groups; PWK: a commercially available cationic fabric softener Prepagen WK, which is approximately dihardened tallow dimethyl ammonium chloride;. - -15 S2 a polysiloxane of general formula I-in 1 2 3 which R, R and R -are methyl, R. is isopropyl, A is the group -(CH 2)3 OCH 2 CH(OH)CH 2-' X is a randomly distributed group -O(C 3 H 6 0) 11 (C 2 H 4 0) 2 H, n is 75, m is ' 5, p is 2 and Z is actetate; S2A identical to S2 except that n is 94, m is 5 and p is 2; S2B: identical to S2 except that n is 75, m is and p is 4; GMS: glycerol monostearate; Tween 60: polyoxyethylene sorbitan monostearate containing 20 ethylene oxide groups per molecule;, 1 - 8 - C. 3162 1 Tween 65 polyoxylethylene sorbitan tristearate containing 20 ethylene oxide groups per molecule; Span 80: sorbitan monooleate.

In the following experiments, the softening performance.of these materials was tested and compared with a water-only treatment.

In a laboratory scale apparatus, one 50g piece of 67/33 polyester cotton measuring about 15cm x 15cm was rinsed in 1 litre of a rinse liquor containing 0.1%, 0.2% or 0.4% of the tested material based on the weight of the fabric. After treatment the tested cloths were line dried and the terry towelling pieces were assessed for softness against standards. A softness ranking was given to each test cloth. The results obtained were as follows, lower softness numbers indicating better softness.

Example No Tested material % on fabric softness ranking 1 nil (water) - 9 2 S 929 0.1% 6 3 S 929 0.2% 4 4 S 929 0.4% 3 PWK 0.1% 6.5 6 PWK 0.2% 4 7 PWK 0.4% 4 8 S2 0.1% 7.5 9 S2 0.2% 5.5 S2 0.4% 5.0 "' 5 J C C. 3162 t Examples 1 to 7 are comparative. Examples 8 to 10 are according to the invention.

11 The rewetability of the treated polyester cotton test cloths was-then asses,sed using a modified Draves test (CA. Draves, Am. Dyestu.ff Reporter 28, 421-1939) in which the time in seconds is measured for a small piece of treated fabric placed on the surface of water to sink.

The results were as follows:

Example No

Rewetability (seconds) 3 4 6 7 10 360 more than 600 2 3 0 These results demonstrate that the softening materials according to the invention provide fabric softening effects which are comparable with known softening materials, but also provide improved rewetability effects, especially in comparison with other silicone materials.

EXAMPLES 11-14.

In these examples, compositions containing a nonionic fabric softener and a polysiloxane were prepared according to the formulations given-below. The compositions were prepared by melting the active ingredients at 700C. The molten mixture thus formed was dispersed into hot water at 701IC-and cooled to room temperature.

k i C. 3162 The softness and rewetability of the treated polyester cotton cloths were tested as described above. The results obtained are as follows - Example Tested % on composition fabric So.ftness Rewetability ranking (seconds) 3 % GMS 0.2 6.1 3.6 6% S2A 6% Petroleum jelly 3% Tween 60 12 6% Span 80 0.2 4.6 3.4 1% Tween 65 9% S2A 13 9% Span 80 0.2 5.7 3.1 2% Tween 65 6% S2B 14 -8-10% 0.2 >120 conventional cationic softener A non-treated fabric had a softness ranking of 8.

Examples 11-14 w ere subjected to the following freeze/thaw test.

The test composition was stored in a screw-capped polyethylene bottle for 16 hours at a temperature of about -10"C. The composition was then allowed to thaw at ambient temperatures for 8 hours.

The state of each composition wc.s assessed visually after one freeze/thaw cycle.

i - 11 - C. 3162 i Example

State 11 No visual difference between products before and after one freezelthaw cycle 12 As for Example 11 13 Product was thicker than normal but was Pourable 14 Product had gelled These results show that the combination of the conditioning materials according to the invention with a nonionic fabric softener provide improved rewetability effects and are more freeze/thaw stable than compositions containing conventional cationic rinse conditioners.

1 C.3162

Claims

C L A I M S -1. A method of conditioning fabrics which comprises the step

of contacting fabrics in aii aqueous environment with a fabric conditioning agent, characterised in that the fabric conditioning agent is an organofunctinal polyalkyl siloxane having the general formula (I) R R X- 1 i-0- 1 i- 0 S s 1 1 - R R - R - - 1 --si- C 1 hL A i- C - Si-R 1 Jm L A JP 1 - R - 1 R 1 1+ R2:--N - 13 R (Z wherein each R is independently an alkyl group containing 1 to 4 carbon atoms, each of R 1, R 2, and R 3 is independently an alkyl group containing 1 to 24 carbon atoms, or R 3 is the group (CH 2)qCOO- where q is 0 to 10, A is divalent hydrocarbon group interrupted by or substituted with one or more oxygen containing groups, X is an alkoxylated group, Z is a monovalent anion or the equivalent thereof, n and m are positive integers, p is a positive integer and r is a positive integer or zero such 30 as to render the siloxane electrically neutral.
2. A method of conditioning fabrics according to Claim 1 characterised in that the fabric conditioning agent further comprises a nonionic fabric softener.
3. A method of conditioning fabrics according to Claims 1 or 2 characterised in that the organofunctional polyalkyl siloxane is selected from the group consisting of organofunctional polyalkyl siloxanes of formula (I) in which (i) m is. 5, n is 75, p is 2; (ii) m is 5, n is 94, p is 2; and (iii)m is 5, n is 75, p is 4.
4. A method of conditioning fabrics according to any of Claims 1 to 3 characterised in that the organofunctional polysiloxane is such that R, R' and R 2 are each methyl, R 3 is isopropyl, Z is acetate, A is -(CH 2)OCH 2 CH(OH)CH 2 - and X is -O(C 3 H 6 0) 11 (C 2 c 4 0) 2 H.

m Published 1988 at The Patent Office, State House, 86/71 High Holborn, London WClR 4TP. Further copies may be obtained from The Patent office, Sales Branch, St Maxy Cray, Orpington, Kent BR5 3RD. Printed by Multiplex techniques ltd, St Mary Oray, Kent, Con. 1/87.