ZA200109568B - Fabric softening compositions. - Google Patents

Fabric softening compositions. Download PDF

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Publication number
ZA200109568B
ZA200109568B ZA200109568A ZA200109568A ZA200109568B ZA 200109568 B ZA200109568 B ZA 200109568B ZA 200109568 A ZA200109568 A ZA 200109568A ZA 200109568 A ZA200109568 A ZA 200109568A ZA 200109568 B ZA200109568 B ZA 200109568B
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South Africa
Prior art keywords
000cst
silicone
composition according
emulsion
viscosity
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Application number
ZA200109568A
Inventor
David Ellis Clarke
Serge Firmin Alain Creutz
Benoit Henault
Samantha Small
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Unilever Plc
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Publication of ZA200109568B publication Critical patent/ZA200109568B/en

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Description

FABRIC SOFTENING COMPOSITIONS
Technical Field
The present invention relates to fabric softening compositions which provide additional benefits to the fabric, particularly improved crease reduction and/or ease of ironing.
Background and Prior Art
Fabric softener compositions, especially those added in the rinse, are well known. It is also known to incorporate one or more additional materials such as silicones, to reduce wrinkling of the fabric during the rinsing and drying stages ’ of the wash. For example WO-A-96/15309 discloses the use of a combination of a silicone and a film-forming polymer for this purpose. Typical silicones in this application are polydiorganosiloxanes. Nevertheless, there remains a need in fabric softening compositions to formulate with additives which not only reduce the appearance of wrinkles or creases before ironing, but also make ironing easier.
In many prior art compositions, the silicones are incorporated in the form of an emulsion, which is a micro- emulsion, that is to say the silicone is present as liquid droplets having a droplet size less than the wavelength of visible light and so the emulsion is substantially transparent. However, in a few cases, they are macro- emulsions (e.g. WO-A-97/31997 and 98). The silicones before emulsification are those having relatively low viscosities, because it is assumed that those with higher viscosities are more difficult to handle during the process } of manufacturing the product and are less suited for anti- creasing performance. WO-A-95/24460 discloses a fabric softening composition which contains from about 0.2% to about 20% of a polydimethyl siloxane having a viscosity from about 2 to 5,000 centi-Stokes (cSt).
It has now been discovered that, surprisingly, good anti- creasing and/or ease of ironing can be achieved by formulating with a silicone which is incorporated in the form of a macro-emulsion and which silicone has a viscosity of from 10,000cSt to 1,000,000cSt, and/or the emulsified silicone has a median droplet size of at least 0.2um and is oo 15 emulsified with at least one cationic surfactant.
Co Definition of the Invention
Thus according to a first aspect of the invention there is provided a fabric softening composition comprising: - (a) a cationic fabric softening agent; and (b) an emulsified silicone; wherein the viscosity of the silicone before emulsification is from 10,000cSt to 1,000,000cSt, preferably from 30,000cSt to 750,000cSt, more preferably from 40,000cSt to 400,000cSt, most preferably 45,000cSt to 250,000cSt, eg, 45,000cSt to 200,000cSt, and the emulsion is a macro-emulsion.
A second aspect of the present invention provides a fabric softening composition comprising: - (a) a cationic fabric softening agent; and
- 3 =~ (b) an emulsified silicone; wherein the median droplet size of the silicone in the emulsion is 0.2um, preferably at least 0.25um, more preferably at least 0.39um, preferably also no greater than 25um and is emulsified with an emulsifier comprising one or more cationic surfactants.
A third aspect of the present invention provides a method of manufacturing a fabric softening composition, the method comprising obtaining a macro-emulsion of a silicone having a viscosity of from 10,000cSt to 1,000,000cSt and admixing said macro-emulsion with a cationic fabric softening agent.
A fourth aspect of the present invention provides a method of manufacturing a fabric softening composition, the method ’ comprising obtaining the emulsion in the form of an emulsion of a silicone having a viscosity of from 10,000cSt to 1,000,000cSt, preferably from 30,000cSt to 750,000cSt, more preferably from 40,000cSt to 400,000cSt, most preferably 45,000cSt to 250,000cSt, eg 45,000cSt to 200,000cSt the median droplet size of the silicone in the emulsion being at least 0.2um, preferably at least 0.25um, more preferably at least 0.39um, preferably also no greater than 25um and is emulsified with an emulsifier comprising one or more cationic surfactants, and admixing said emulsion with a cationic fabric softening agent.
Compositions according to the present invention may optionally embody both the first and second aspects of the present invention and processes for their manufacture optionally may embody the third and fourth aspects. A method of using a composition according to the first and/or second aspects of the present invention by applying it to a fabric or textile for softening the fabric or textile, constitutes another aspect of the invention.
For the avoidance of doubt, in the context of the present invention, the term emulsified silicone means that the silicone is in emulsion form prior to incorporation in the fabric softening composition and does not necessarily remain in that form in the final product. : The caticnic fabric softening agent may comprise one or more cationic fabric softening materials and the emulsified silicone may comprise one or more individual silicone materials. oo Detailed Description of the Invention
Cationic Fabric Softening Agents
Preferably, the cationic fabric softening agent is a quaternary ammonium material or a quaternary ammonium material containing at least one ester group. The quaternary ammonium compounds containing at least one ester group are referred to herein as ester-linked quaternary ammonium compounds.
As used herein the term ester group , when used as a group in the quaternary ammonium material, includes an ester group which is a linking group in the molecule.
It is preferred for the ester-linked quaternary ammonium compounds to contain two or more ester groups. In both monoester and the diester quaternary ammonium compounds it is preferred if the ester group(s) is a linking group between the nitrogen atom and an alkyl group. The ester group (s) is preferably attached to the nitrogen atom via another hydrocarbyl group.
Also preferred are quaternary ammonium compounds containing at least one ester group, preferably two, wherein at least one higher molecular weight group containing at least one ester group and two or three lower molecular weight groups are linked to a common nitrogen atom to produce a cation and wherein the electrically balancing anion is a halide, acetate or lower alkosulphate ion, such as chloride or methosulphate. The higher molecular weight substituent on the nitrogen is preferably a higher alkyl group, containing 12 to 28, preferably 12 to 22, e.g. 12 to 20 carbon atoms, such as coco-alkyl, tallowalkyl, hydrogenated tallowalkyl or substituted higher alkyl, and the lower molecular weight substituents are preferably lower alkyl of 1 to 4 carbon atoms, such as methyl or ethyl, or substituted lower alkyl.
One or more of the said lower molecular weight substituents may include an aryl moiety or may be replaced by an aryl, such as benzyl, phenyl or other suitable substituents.
Preferably the quaternary ammonium material is a compound having two Ci2-Cz2 alkyl or alkenyl groups connected to a quaternary ammonium head group via at least one ester link, preferably two ester links or a compound comprising a single long chain with an average chain length equal to or greater than Cap.
More preferably, the guaternary ammonium material comprises a compound having two long chain alkyl or alkenyl chains with an average chain length equal to or greater than Ci,.
Even more preferably each chain has an average chain length equal to or greater than C;¢. Most preferably at least 50% of each long chain alkyl or alkenyl group has a chain length of Cig. It is preferred if the long chain alkyl or alkenyl groups are predominantly linear.
The most preferred type of ester-linked guaternary ammonium oo. material that can be used in compositions according to the invention is represented by the formula (A): oocr? 1 + - (A) (R")3N - (CHz)p —— CH X 2
CH,00CR wherein each R' group is independently selected from Cj.4 alkyl, hydroxyalkyl or Cz.4 alkenyl groups; and wherein each 2 . .
R° group is independently selected from Cg-2g alkyl or alkenyl groups; X is any suitable counter-ion, i.e. a halide, acetate or lower alkosulphate ion, such as chloride or methosulphate.
n is an integer from 1-5 or is 0
It is advantageous for environmental reasons if the quaternary ammonium material is biologically degradable. s
Preferred materials of this class such as 1,2 bisl[hardened tallowoyloxy] -3-trimethylammonium propane chloride and their method of preparation are, for example, described in US-A-4 137 180. Preferably these materials comprise small amounts of the corresponding monoester as described in
US-A-4 137 180 for example l-hardened tallow-oyloxy-2- hydroxy-3-trimethylammonium propane chloride.
Another class of preferred ester-linked quaternary ammonium materials for use in compositions according to the invention , can be represented by the formula (B): r! 1 2 - (B) RW —— N° ——— (CH) p-T-R X 2 (CH) n-T-R . 1 - . wherein R™, n, RZ and X are as defined above. 0 0 and T is -0-C- or -C-0-; and
It is especially preferred that each rR group is methyl and each n is 2.
Of the compounds of formula (B), Di-(tallowyloxyethyl) - dimethyl ammonium chloride, available from Hoechst, is the most preferred. Di- (hardened tallowyloxyethyl)dimethyl ammonium chloride, ex Hoechst and di- (tallowyloxyethyl) - methyl hydroxyethyl methosulphate are also preferred.
Another preferred class of quaternary ammonium cationic fabric softening agent is defined by formula (C):-
R
1 2 . (C) R — N —R X
K where RY, Rr? and X are as hereinbefore defined.
A preferred material of formula (C) is di-hardened tallow- diethyl ammonium chloride, sold under the Trademark Arquad 2HT.
The optionally ester-linked quaternary ammonium material may contain optional additional components, as known in the art, in particular, low molecular weight solvents, for instance isopropanol and/or ethanol, and co-actives such as nonionic softeners, for example fatty acid or sorbitan esters.
The fabric softening agent is present in the composition preferably in a total amount of 0.5% - 50% by weight based upon the total weight of the composition, more preferably
S 0.5% to 35%, more preferably 1-30%, more preferably 3-25%, most preferably 3-20%, eg 8-20%.
Emulsified Silicone
According to the first and third aspects of the present invention, in the emulsified silicone, the silicone droplets are incorporated to be in the form of a macro-emulsion, that is to say the droplets have a median size in the wavelength range corresponding to the visible spectrum, or even larger.
Preferably, the emulsion is an oil-in-water emulsion. The term median size refers to the number average. The visible spectrum is 0.39%um to 0.77pm. In the emulsion, the : silicone droplets are then preferably from 0.39um to 25um.
In the second and fourth aspects of the present invention, in the emulsion, the silicone droplets have a median size of at least 0.2um, preferably at least 0.25um. The droplet size may be determined based on measurements of median DVO0S using a Malvern X Mastersizer.
The silicone may be of any structure which gives rise to one or more of the desired benefits in use of the fabric softener formulation. Preferably, it has a linear structure. It is preferably a non-functional silicone, especially one which is non-amino functional. Typical silicones are siloxanes which have the general formula
RzSiO(4-a)/2 wherein each R is the same or different and is selected from hydrocarbon and hydroxyl groups, ‘a’ being from 0 to 3 and in the bulk material; ‘a’ has an average value of from 1.85-2.2.
Most preferably, the silicone is a polydi-C).galkyl (preferably a polydimethyl) siloxane end-terminated either by tri-Ci-g alkylsilyl (e.g. trimethylsilyl) or hydroxy-di-
Ci1-g alkylsilyl (e.g. hydroxy-dimethylsilyl) groups, or by both.
Certainly, in the case of compositions according to the first and third aspects of the present invention and preferably, in the case of compositions according to the second and fourth aspects, the silicone has a viscosity before emulsification (as measured on a Brookfield RV4 viscometer at 25°C using spindle No.4 at 100 rpm) of from 10,000cSt to 1,000,000cSt, preferably from 30,000cSt to ) 750,000cSt, more preferably from 40,000cSt to 400,000cSt, most preferably 45,000cSt to 250,000cSt, eg 45,000cSt to 200,000 cSt.
Preferably, in compositions according to the first and third { aspects of the present invention and certainly in those according to the second and fourth aspects of the invention, emulsification is effected using one or more cationic surfactants, preferably having a non-halogen counter-ion.
The cationic emulsifiers are believed to enhance deposition of the silicone during use of the fabric softening composition. Preferred counter-ions include methosulphate,

Claims (44)

1. A fabric softening composition comprising:- (a) a cationic fabric softening agent; and (b) an emulsified silicone; wherein the viscosity of the silicone before ‘emulsification is from 10,000cSt to 1,000,000cSt (0.01 to 1.0 m?/s) and the emulsion is a macro-emulsion. :
2. A composition according to claim 1, wherein the viscosity of the silicone before emulsification is from 30,000cSt to 750,000cSt (0.03 to 0.75 m?/s).
3. A composition according to claim 2, wherein the viscosity of the silicone before emulsification is from 40,000cSt to 400,000cSt (0.04 to 0.4 m?/s).
4. A composition according to claim 3, wherein the viscosity of the silicone before emulsification is from 45,000cSt to 250,000cSt (0.045 to 0.25 m?/s).
5. A composition according to claim 4, wherein the viscosity of the silicone before emulsification is from 45,000cSt to 200,000cSt (0.045 to 0.2 m%/s).
6. A composition according to any preceding claim, wherein, in the emulsified silicone, the median droplet size is from
0.3%um to 25um.
7. A composition according to any preceding claim, wherein the silicone is emulsified with an emulsifier comprising from one or more cationic surfactants.
8. A composition according to claim 7, in which the cationic surfactant(s) is/are selected from those having having a non-halogen counter-ion and/or selected from alkyl Amended Sheet 19/07/2002 tri-methylammonium methosulphates and derivatives in which at least two of the methyl groups on the nitrogen atom are replaced by (poly) alkoxylated groups.
9. A fabric softening composition comprising:- (a) a cationic fabric softening agent; and (b) an emulsified silicone; wherein the median droplet size of the silicone in the emulsion is at least 0.2um and is emulsified with an emulsifier comprising one or more cationic surfactants.
10. A composition according to claim 9, wherein the median droplet size of the silicone in the emulsion is at least
0.25um.
11. A composition according to claim 10, wherein the median droplet size of the silicone in the emulsion is at least
0.3%um.
12. A composition according to any one of claims 9 to 11, wherein the median droplet size of the silicone in the emulsion is no greater than 25um.
13. A composition according to any one of claims 9 to 12, wherein the viscosity of the silicone before emulsification is from 10,000cSt to 1,000,000cSt (0.01 to 1.0 m?/s).
14. A composition according to claim 13, wherein the viscosity of the silicone before emulsification is from 30,000cSt to 750,000cSt (0.03 to 0.75 m/s).
15. A composition according to claim 14, wherein the viscosity of the silicone before emulsification is from 40,000cSt to 400,000cSt (0.04 to 0.4 m/s). Amended Sheet 19/07/2002
16. A composition according to claim 15, wherein the viscosity of the silicone before emulsification is from 45,000cSt to 250,000cSt (0.045 to 0.25 m?/s).
17. A composition according to claim 16, wherein the viscosity of the silicone before emulsification is from 45,000cSt to 200,000cSt (0.045 to 0.2 m?/s).
18. A composition according to any one of claims 9 to 17, in which the cationic surfactant (s) is/are selected from those having a non-halogen counter-ion and/or selected from those in which at least two of the methyl groups on the nitrogen atom are replaced by (poly)alkoxylated groups.
19. A composition according to any preceding claim, wherein in the emulsion, the total amount of emulsifying surfactant is from 0.5% to 20% by weight of the total compositiocn.
20. A composition according to claim 19, wherein the total amount of the emulsifying surfactant is from 2% to 12% by weight of the total composition.
21. A composition according to claim 20, wherein the total amount of the emulsifying surfactant is from 3% to 10% by weight of the total composition.
22. A composition according to any one of claims 19 to 21, wherein the weight ratio of silicone to total emulsifying surfactant is from 2.3:1 to 120:1.
23. A composition according to claim 22, wherein the weight ratio of silicone to total emulsifying surfactant is from 3:1 to 120:1.
24. A composition according to any preceding claim, wherein the cationic fabric softening agent is selected from Amended Sheet 19/07/2002 quaternary ammonium and ester-linked quaternary ammonium compounds.
25. A composition according to claim 24, wherein the cationic fabric softening agent is selected from 1,2 bis[hardened-tallowoxy]-3-trimethylammonium propane chloride, diethoxy ester (tallow)dimethyl ammoniumchloride, dihardened- tallow-dimethyl ammoniumchloride and di- (tallowyloxyethyl)methyl hydroxyethyl methosulphate, and mixtures thereof.
26. A composition according to any preceding claim, wherein the total amount of cationic fabric softening agent is from
0.5% to 35% by weight of the total composition.
27. A composition according to claim 26, wherein the total amount of cationic fabric softening agent is from 1% to 30% by weight of the total composition.
28. A composition according to claim 27, wherein the total amount of cationic fabric softening agent is from 3% to 25% by weight of the total composition.
29. A composition according to any preceding claim, wherein the silicone is a poly-di-C,.g¢alkylsiloxane end-terminated by tri-Ci-galkylsilyl groups or by hydroxy-di-C;.galkylsilyl groups or a mixture of both.
30. A composition according to claim 29, wherein the silicone is a polydimethylsiloxane end-terminated by trimethylsilyl or hydroxy-dimethylsilyl groups or a mixture of both.
31. A composition according to any preceding claim, wherein the weight ratio of total fabric softening agent to total silicone is from 1:1 to 70:1. Amended Sheet 19/07/2002
32. A composition according to claim 31, wherein the weight ratio of the total fabric softening agent to total silicone is from 1.5:1 to 25:1.
33. A method of manufacturing a composition according to any preceding claim, the method comprising obtaining the emulsion in the form of a macro-emulsion of a silicone having a viscosity of from 10,000cSt to 1,000,000cSt (0.01 to 1.0 m?/s) and admixing it with the cationic fabric softening agent, and optionally with any other component (s).
34. A method of manufacturing a fabric softening composition according to any of claims 1-32, the method comprising obtaining the emulsion in the form of an emulsion of a silicone having a viscosity of from 10,000cSt to 1,000, 000cSt
(0.01 to 1.0 m?/s), the median droplet size of the silicone in the emulsion being at least 0.2um, and is emulsified with an emulsifier comprising one or more cationic surfactants, and admixing said emulsion with the cationic fabric softening agent, and optionally with any other component (s).
35. A method according to claim 34, wherein the viscosity of the silicone is from 30,000cSt to 750,000cSt (0.03 to
0.75 m/s) .
36. A method according to claim 35, wherein the viscosity of the silicone is from 40,000cSt to 400,000cSt (0.04 to
0.4 m’/s).
37. A method according to claim 36, wherein the viscosity of the silicone is from 45,000cSt to 250,000cSt (0.045 to
0.25 m’/s).
38. A method according to claim 37, wherein the viscosity of the silicone is from 45,000cSt to 200,000cSt (0.045 to
0.2 m*/s). Amended Sheet 19/07/2002
39. A method according to any one of claims 34 to 38, wherein the median droplet size of the silicone in the emulsion is at least 0.25um.
40. A method according to claim 39, wherein the median droplet size of the silicone in the emulsion is at least
0.3%um.
41. A method according to any one of claims 34 to 40, wherein the median droplet size of the silicone in the emulsion is no greater than 25um.
42. A method of softening a fabric, the method comprising applying to that fabric, a composition according to any of claims 1-32.
43. A composition according to claim 1 or claim 9 substantially as herein described with reference to any one of the illustrative Examples.
44, A method of manufacturing a composition according to claim 1 or claim 9 substantially as herein described with reference to any one of the illustrative Examples. Amended Sheet 19/07/2002
ZA200109568A 1999-05-21 2001-11-20 Fabric softening compositions. ZA200109568B (en)

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GBGB9911942.2A GB9911942D0 (en) 1999-05-21 1999-05-21 Fabric softening compositions

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Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BR112012000402A2 (en) * 2009-07-09 2019-09-24 Colgate Palmolive Co method for reducing wrinkles from a heavy fabric garment in laundry, and anti-wrinkle fabric conditioner for a heavy fabric garment.
US20110172137A1 (en) * 2010-01-13 2011-07-14 Francesc Corominas Method Of Producing A Fabric Softening Composition
WO2014018989A1 (en) * 2012-07-27 2014-01-30 The Procter & Gamble Company Absorbent articles comprising organopolysiloxane conditioning polymers

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RU2230142C2 (en) 2004-06-10
ES2361823T3 (en) 2011-06-22

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