GB2201696A - Conditioning fabrics with quaternary ammonium polyalkyl siloxanes - Google Patents
Conditioning fabrics with quaternary ammonium polyalkyl siloxanes Download PDFInfo
- Publication number
- GB2201696A GB2201696A GB08803770A GB8803770A GB2201696A GB 2201696 A GB2201696 A GB 2201696A GB 08803770 A GB08803770 A GB 08803770A GB 8803770 A GB8803770 A GB 8803770A GB 2201696 A GB2201696 A GB 2201696A
- Authority
- GB
- United Kingdom
- Prior art keywords
- fabric
- fabrics
- siloxane
- conditioning agent
- organofunctional
- 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.)
- Pending
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Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
- D06M15/6436—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain containing amino groups
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- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Silicon Polymers (AREA)
Description
2 2 0A. G 9 6 1 9 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.
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 repellant.
We have now discovered a class of fabric conditioning agents having particularly advantageous properties, and. the invention is therefore characterised in that the fabric conditioning agent is an organofunctional polyalkyl siloxane having the general formula (I) R 1 R - Si- 0 - R R 1 S i-O 1 _ n 1 1+ 2 R N -R R R 1 1 Si-O -- si- R 1 1 A _m R 13 - (I) R (Z)r 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, Z is a monovalent anion or the equivalent thereof, n and m In 1 1 are positive integers 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 (I), except that A is a divalent hydrocarbon.
German Patent Application 3 542 725 (Hoffman's) describes fabric treatment compositions containing a polyalkyl siloxane with a quaternary nitrogen group, a cationic fatty acid condensation product and a cationic film former. Such compositions are hereby declared to be outside the scope of the present invention.
Organosilicone compounds within the general fo&ula (I), are commercially available, ex Th. Goldschmidt AG, Essen, Germany. Thus in the commercially available material ABIL (Registered Trade Mark) B9905, R,R 1 and R 2 are methyl groups, R 3 is an isopropyl group, A is the group - OCH 2 CH(OH)CH 2 -and X is methosulphate. ABIL B9950 from the same supplier, is similar with the group R being -CH 2 -COO and r being correspondingly zero. These materials are marketed as hair conditioning agents.
A composition for use in the method according to the invention containing the siloxane material of general formula (I) may take a variety of forms. It 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 composition for use according to the invention may be in the form of a rinse conditioning composition, for example a liquid rinse conditioning 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 composition 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 composition for use according to the invention may be in a form suitable for 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 -9 Application 59 502 (Procter and Gamble) incorporated herein by reference.
When the compositions for use according to the invention, are in the form of rinse conditioning compositions, the total level of the polyalkylsiloxa.ne and nonionic fabric softener, if present, lies between 3 to 30% by weight of the composition. In use such compositions are added to water 10 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 in the liquor will be between about 20 ppm and 500 ppm.
is The invention will now be further described in the following non-limiting examples.
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; S1: a polysiloxane of general formula (1) in which R, R 1 and R 2 are methyl, R 3 is isopropyl, A is the group -(CH 2)3 OCH 2 CH(OH)CH 2, n is 53, m is 5 and Z is actetate; k SlA SlB Brij 72 GMS Tween 60:
identical o S1 except n is 83; identical to S1 except n is 38; a C 18 alcohol ethoxylated with 2E0 groups; glycerol monostearate; a polyoxyethylene sorbitan monostearate containing 20 ethylene oxide groups per molecule.
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 containin g 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 5 PWK 0.1% 6.5 - 6 PWK 0.2% 4 7 PWK 0.4% 4 8 S1 0.1% 6.5 9 S1 0.2% 4 10 S1 0.4% 4 Examples 1 to 7 are comparative. Examples 8 to 10 are according to the invention.
i The rewetability of the treated polyester cotton test cloths was then assessed using a modified Draves test (CA. Draves, Am. Dyestuff 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
3 4 6 7 9 Rewetability (seconds) 360 more than 600 2 3 1 1 These results demonstrate that the softening materials according to the invention provide fabric softening effects which are comparable with known 20 softening materials, but also provide improved rewetability effects, especially in comparison with other silicone materials.
EXAMPLES 11-13 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 701C and cooled to room temperature.
The softness and rewetability of the treated polyester cotton cloths were tested as described above. 35 The results obtained are as follows - i k Example Tested composition % on fabric ranking Softness Rewetability (seconds) 11 3% Brij 72 0.2 4.3 3.6 12% SlA 12 3 % GMS 0.2 6% S1A 6% Petroleum jelly 3% Tween 60 13 8-10% of conventional 0.2 cationic softener 6.1 2.9 > 120 If the S1A in Example 12 is replaced by S1B similar results may be obtained.
A non-treated fabric had a softness ranking of 8.
Examples 11, 12, with 6% S1B, rather than 6% S1A, and 13 were 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 _100C. The composition was then allowed to thaw at ambient temperature for 8 hours.
The state of each composition was assessed visually after 1 freezelthaw cycle.
1 1 Example
State of Composition 11 Product was thicker than normal but was pourable 12 No visual difference between products before and after one freeze/thaw cycle 13 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 materials.
1 -
Claims (4)
1. A method of conditioning fabrics which comprises the step of contacting fabrics in an 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 1 R -Si-0 - R - 1 i- j s 0 1 R 1 - Si- 0 1 A R 1 M R -Si- -R 1 1+ R N-R 3 (Z r (I) 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, Z is a monovalent anion or the equivalent thereof, n and m are positive integers and r is a positive integer or zero such as to render the siloxane electrically neutral.
J.
0
2. A method according to Claim 1 characterised in that the fabric conditioning agent further comprises a nonionic fabric softener.
3. A method according to Claims 1 or 2 characterised in that the organofunctional polyalkyl siloxane is selected from organofunctional polyalkyl siloxanes of formula (I) in which 1 (i) m is 5, n is 53; (ii) m is 5, n is 83; and (iii)m is 5, n is 38.
4. A method according to any of Claims 1 to characterised in that the organofunctional polysiloxane is such that R, R 1 and R 2 are each methyl, R 3 is isopropyl, A is -(CH 2)3 OCH 2 CH(OH)CH 2- and Z is acetate.
published 1988 at The Patent Office, State House, 88/71 High Holborn, London WCJR 4TP- Further copies may be obtained from The Patent Office, Sales Branch, St Mary Cray, Orpington, Kent BR5 3RD. Printed by Multiplex techniques ltd, St Mary Cray, Kent. Com 1/87.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB878704001A GB8704001D0 (en) | 1987-02-20 | 1987-02-20 | Conditioning fabrics & compositions |
Publications (2)
Publication Number | Publication Date |
---|---|
GB8803770D0 GB8803770D0 (en) | 1988-03-16 |
GB2201696A true GB2201696A (en) | 1988-09-07 |
Family
ID=10612644
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB878704001A Pending GB8704001D0 (en) | 1987-02-20 | 1987-02-20 | Conditioning fabrics & compositions |
GB08803770A Pending GB2201696A (en) | 1987-02-20 | 1988-02-18 | Conditioning fabrics with quaternary ammonium polyalkyl siloxanes |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB878704001A Pending GB8704001D0 (en) | 1987-02-20 | 1987-02-20 | Conditioning fabrics & compositions |
Country Status (4)
Country | Link |
---|---|
EP (1) | EP0287199A3 (en) |
JP (1) | JPS63243376A (en) |
GB (2) | GB8704001D0 (en) |
ZA (1) | ZA881179B (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2670221A1 (en) * | 1990-12-06 | 1992-06-12 | Rhone Poulenc Chimie | Process for softening a textile material and making it hydrophilic, in which a composition including a polyorganosiloxane is employed |
GB2357302A (en) * | 1999-12-16 | 2001-06-20 | Reckitt & Colman France | Laundry compositions comprising quaternary ammonium polymers |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1549180A (en) * | 1975-07-16 | 1979-08-01 | Procter & Gamble | Textile treating compositions |
EP0230565A1 (en) * | 1985-12-03 | 1987-08-05 | Hoffmann's Stärkefabriken AG | Laundry aftertreating agent |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3272905D1 (en) * | 1981-10-03 | 1986-10-02 | Dow Corning | Treating textile fibres |
DE3417912C1 (en) * | 1984-05-15 | 1985-07-25 | Goldschmidt Ag Th | Siloxanes containing betaine groups, their production and use in cosmetic preparations |
-
1987
- 1987-02-20 GB GB878704001A patent/GB8704001D0/en active Pending
-
1988
- 1988-02-18 JP JP63036445A patent/JPS63243376A/en active Pending
- 1988-02-18 GB GB08803770A patent/GB2201696A/en active Pending
- 1988-02-18 EP EP88301345A patent/EP0287199A3/en not_active Withdrawn
- 1988-02-19 ZA ZA881179A patent/ZA881179B/en unknown
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1549180A (en) * | 1975-07-16 | 1979-08-01 | Procter & Gamble | Textile treating compositions |
EP0230565A1 (en) * | 1985-12-03 | 1987-08-05 | Hoffmann's Stärkefabriken AG | Laundry aftertreating agent |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2670221A1 (en) * | 1990-12-06 | 1992-06-12 | Rhone Poulenc Chimie | Process for softening a textile material and making it hydrophilic, in which a composition including a polyorganosiloxane is employed |
EP0546231A1 (en) * | 1990-12-06 | 1993-06-16 | Rhone-Poulenc Chimie | Process for softening and providing hydrophilic textile material using a composition containing polyorganisiloxane |
US5277968A (en) * | 1990-12-06 | 1994-01-11 | Rhone-Poulenc Chimie | Polyorganosiloxane softening/hydrophilizing of textile substrates |
GB2357302A (en) * | 1999-12-16 | 2001-06-20 | Reckitt & Colman France | Laundry compositions comprising quaternary ammonium polymers |
Also Published As
Publication number | Publication date |
---|---|
JPS63243376A (en) | 1988-10-11 |
GB8803770D0 (en) | 1988-03-16 |
GB8704001D0 (en) | 1987-03-25 |
ZA881179B (en) | 1989-10-25 |
EP0287199A2 (en) | 1988-10-19 |
EP0287199A3 (en) | 1990-01-17 |
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