GB2081760A - Improvements in or relating to organic compounds - Google Patents
Improvements in or relating to organic compounds Download PDFInfo
- Publication number
- GB2081760A GB2081760A GB8123583A GB8123583A GB2081760A GB 2081760 A GB2081760 A GB 2081760A GB 8123583 A GB8123583 A GB 8123583A GB 8123583 A GB8123583 A GB 8123583A GB 2081760 A GB2081760 A GB 2081760A
- Authority
- GB
- United Kingdom
- Prior art keywords
- additive
- wash
- washing
- programme
- fatty acid
- 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.)
- Granted
Links
- 150000002894 organic compounds Chemical class 0.000 title description 2
- 239000000654 additive Substances 0.000 claims abstract description 24
- 238000005406 washing Methods 0.000 claims abstract description 19
- 239000004753 textile Substances 0.000 claims abstract description 9
- 239000007795 chemical reaction product Substances 0.000 claims abstract description 7
- 150000001875 compounds Chemical class 0.000 claims abstract description 7
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 6
- 229930195729 fatty acid Natural products 0.000 claims abstract description 6
- 239000000194 fatty acid Substances 0.000 claims abstract description 6
- 150000004665 fatty acids Chemical class 0.000 claims abstract description 5
- 239000012948 isocyanate Substances 0.000 claims abstract description 4
- 150000002513 isocyanates Chemical class 0.000 claims abstract description 4
- 230000000996 additive effect Effects 0.000 claims description 15
- 238000000034 method Methods 0.000 claims description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 7
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical group CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 claims description 6
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 6
- 239000000203 mixture Substances 0.000 claims description 6
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 3
- 150000002191 fatty alcohols Chemical class 0.000 claims description 3
- YQEMORVAKMFKLG-UHFFFAOYSA-N glycerine monostearate Natural products CCCCCCCCCCCCCCCCCC(=O)OC(CO)CO YQEMORVAKMFKLG-UHFFFAOYSA-N 0.000 claims description 3
- SVUQHVRAGMNPLW-UHFFFAOYSA-N glycerol monostearate Natural products CCCCCCCCCCCCCCCCC(=O)OCC(O)CO SVUQHVRAGMNPLW-UHFFFAOYSA-N 0.000 claims description 3
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 claims description 3
- 239000006185 dispersion Substances 0.000 claims description 2
- LDVVTQMJQSCDMK-UHFFFAOYSA-N 1,3-dihydroxypropan-2-yl formate Chemical group OCC(CO)OC=O LDVVTQMJQSCDMK-UHFFFAOYSA-N 0.000 claims 1
- -1 C1424 fatty acid Chemical class 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 abstract description 4
- 239000000314 lubricant Substances 0.000 abstract description 2
- 239000000523 sample Substances 0.000 description 8
- 229920000742 Cotton Polymers 0.000 description 4
- 239000003599 detergent Substances 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 239000000047 product Substances 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 239000004677 Nylon Substances 0.000 description 2
- 238000004043 dyeing Methods 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 229920001778 nylon Polymers 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 229920002972 Acrylic fiber Polymers 0.000 description 1
- 229920004934 Dacron® Polymers 0.000 description 1
- 239000004902 Softening Agent Substances 0.000 description 1
- 125000004183 alkoxy alkyl group Chemical group 0.000 description 1
- OGBUMNBNEWYMNJ-UHFFFAOYSA-N batilol Chemical class CCCCCCCCCCCCCCCCCCOCC(O)CO OGBUMNBNEWYMNJ-UHFFFAOYSA-N 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- REZZEXDLIUJMMS-UHFFFAOYSA-M dimethyldioctadecylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCCCCCCCC REZZEXDLIUJMMS-UHFFFAOYSA-M 0.000 description 1
- 239000004664 distearyldimethylammonium chloride (DHTDMAC) Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000010409 ironing Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
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
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
- D06M13/184—Carboxylic acids; Anhydrides, halides or salts thereof
- D06M13/207—Substituted carboxylic acids, e.g. by hydroxy or keto groups; Anhydrides, halides or salts thereof
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/66—Non-ionic compounds
- C11D1/667—Neutral esters, e.g. sorbitan esters
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/26—Organic compounds containing nitrogen
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/37—Polymers
- C11D3/3703—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C11D3/3726—Polyurethanes
-
- 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
- D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
- D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
- D06M13/224—Esters of carboxylic acids; Esters of carbonic acid
-
- 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
- D06M15/564—Polyureas, polyurethanes or other polymers having ureide or urethane links; Precondensation products forming them
Abstract
The use of textile lubricants, which are fatty acid mono- or diglycerides or water-soluble or emulsifiable reaction products of isocyanates with alkoxylated compounds, as additives in a washing process can prevent crease formation in the washed goods.
Description
SPECIFICATION
Improvements in or relating to organic compounds
This invention relates to the prevention of creasing during washing of textiles in domestic and industrial drum washing machines.
It is well known that the washing of textile materials in domestic or industrial drum washing machines very often causes crease formation and fibre damage, which make subsequent ironing or pressing operations very difficult. This is particularly prevalent when large quantities of textile material are treated in a small amount of wash liquor, for example in overloaded washing machines.
It is conventional, after the actual washing process, to aftertreat textiles with cationic softening agents in order to obtain the desired soft handle. Examples of such additives are quaternary ammonium compounds, particularly distearyldimethylammonium chloride and its alkoxyalkyl derivatives, and dialkylimidazolinium compounds. Although these products improve the handle of the goods, they generally have no effect upon crease formation.
It has now been found that when certain textile lubricants, known as additives in dyeing processes, are added to the wash liquor, textile goods can be washed in drum machines without crease formation and at the same time with retention of a soft handle.
According to the present invention, therefore, there is provided a process for washing textile goods in the presence of an additive selected from i) fatty acid mono- or diglycerides; ii) watersoluble or emulsifiable reaction products of isocyanates with alkoxylated compounds; and iii) mixtures of i) and ii).
The additives for use in the process according to the invention are known and certain of them are commercially available as dyeing assistants.
Suitable products are those having a water solubility or dispersability of at least 1 g/l, preferably at least 25 g/l at 200C, the solution or dispersion being stable for at least 1 2 hours at room temperature. The viscosity of a 0.5% solution should not exceed 100 cp at 200 C.
The preferred additives are fatty acid mono- or diglycerides, particularly monoglycerides of C,4~24, preferably C16~,8 fatty acids. The solubility or dispersability of these compounds in water may be improved by the addition of non-ionic surfactants, for example alkoxylated fatty alcohols.
Preferably, the additives are used in the form of a mixture with up to 30% by weight of a C,6~24 fatty alcohol alkoxylated with from 5 to 50 moles, preferably 20 to 30 moles, of ethylene oxide.
A further group of additives according to the invention are the reaction products of isocyanates with alkoxylated compounds having free hydroxy end groups. Particularly preferred compounds are those described in British Patent 1,583,795, especially the product of Example 14, which is the reaction product of toluene diisocyanate and an
ethylene oxide adduct of triethanolamine.
The additives are preferably used in the
washing process according to the invention in a
concentration of from 0.5 g/l to 50 g/l, more
preferably from 0.5 g/l to 30 g/l, particularly
1-5 g/l of the wash liquor.
The additives may be added to the washing
machine separately from the detergent, or may be
incorporated into a solid washing powder or a
liquid detergent composition.
The following Examples illustrate the
invention.
EXAMPLES 1 TO 4
Washing Conditions
The washing machine used was a Schulthess
Super 4 fully automatic drum machine with a drum volume of 38 1. The wash programme was controlled by programme cards. The capacity was
1.2 kg dry weight of goods and 22 1 cold water (approx. 11 0 hardness). The liquor to goods ratio was approx. 16:1 during washing and approx.
20:1 during rinsing. The load consisted of three pieces of each type of sample material, each 40 x 30 cm. The sample pieces were cut with serrated shears and (for synthetic and mixed fabrics) the edges were melted to prevent fraying.
Pieces of bleached and mercerised cotton poplin, 105 g/m2, 40 x 30 cm in size, were used as ballast material. In loading the machine, first the ballast material, then the sample pieces, each lightly balled up, where thrown into the drum, the position of each sample piece within the drum being quite random.
Washing was carried out using either a 600C or a 930C wash programme. In each case the additive according to the invention was added both during the pre-wash and during the main wash cycle, in an amount of 2 g/l. The additive was in each case added to the incoming water simultaneously with the detergent. The detergent was a conventional commercial washing powder, added in the concentration of approx. 1 g/l.
The washing programme was carried out as specified in DIN 53920. For the 600 wash (programme No. 4) the pre-wash temperature was 40"C, the main wash was at 600 for 10 min.
During the wash cycle the drum rotated in the "fine wash" mode (approx. 9 sec. rotation, approx.
6 sec. stationary) and during rinse cycles in normal mode (approx. 13.5 sec. rotation, approx. 1.5 sec.
stationary}. After an initial continuous rinse, three normal rinse cycles were carried out. The rinse water of the last cycle was not automatically pumped out. The duration of the programme was approx. 84 min.
The 930 wash programme (programme No. 2) had a pre-wash temperature of 400 C, followed by 930C for 10 min. Up to 800C and during the afterwash period the drum rotation was in the 'fine wash' mode, otherwise in the normal mode. The rinse cycle was as for programme 4 and the duration of the programme was approx. 120 min.
In both cases, the final rinse water was pumped out, and the drum was spun at 400 rpm for
approx. 16 sec. The sample pieces were then hung to dry at room temperature.
EXAMPLE 1
Programme 4 (600 wash)
The sample pieces used were of nylon satin,
nylon, dacron 54, orlon 75, 50/50
polyester/cotton and 67/33 polyester/cotton, all .wash and wear finished. The additive used was
glycerol monostearate.
EXAMPLE 2 Prograrnme 4 (600 wash)
Example 1 was repeated using as additive the
reaction product of toluenediisocyanate with an
ethylene oxide adduct of triethanolamine (Ex. 14 of British Patent No. 1,583,795).
EXAMPLE 3
Programme 2 (930 wash)
The sample pieces were wash and wear finished cotton poplin. The additive used was a
mixture of 75% wt. glycerol monostearate and
25% wt. oleylpolyglycol ether (22 ethylene oxide
units).
EXAMPLE 4
Programme 2 (930 wash)
Example 3 was repeated using the additive of
Example 2.
Evaluation
The washed and dried sample pieces were visually evaluated for the number and sharpness of creases as well as for snags and fibre breakages and for overall smoothness of appearance. The effectiveness of the treatment was evaluated on the basis of comparison with control samples and on the basis of the 5-step Monsanto standard.
The results from each of Examples 1 to 4 were good.
Claims (9)
1. A process for washing textile goods in the presence of an additive selected from i) fatty acid mono- or diglycerides; ii) water-soluble or emulsifiable reaction products of isocyanates with alkoxylated compounds; and iii) mixtures of i) and ii).
2. A process as claimed in Claim 1 in which the additive used has a water solubility or dispersability of at least 1 g/l at 200C to give a solution or dispersion stable for at least 12 hours at room temperature, and having a viscosity in 0.5% solution of not more than 100 cp at 200C. C.
3. A process as claimed in Claim 1 in which the additive is monoglyceride of a C1424 fatty acid.
4. A process as claimed in Claim 3 in which the & additive is glycerol monostearate.
5. A process as claimed in Claim 3 or Claim 4 in which the additive is used in the form of a mixture with up to 30% by weight of a C,6~24 fatty alcohol alkoxylated with from 5 to 50 moles of ethylene oxide.
6. A process as claimed in Claim 1 in which the additive is the reaction product of toluene diisocyanate and an ethylene oxide adduct of triethanolamine.
7. A process as claimed in any one of Claims 1 to 6 in which the additive is used in a concentration of from 0.5 g/l to 50 g/l of the wash liquor.
8. A process as claimed in Claim 7 in which the additive is used in a concentration of from 2 to 5 g/l of the wash liquor.
9. A washing process as described in any one of the examples.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19803029400 DE3029400A1 (en) | 1980-08-02 | 1980-08-02 | AGENT FOR HOUSEHOLD LAUNDRY AND METHOD |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| GB2081760A true GB2081760A (en) | 1982-02-24 |
| GB2081760B GB2081760B (en) | 1984-04-11 |
Family
ID=6108772
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB8123583A Expired GB2081760B (en) | 1980-08-02 | 1981-07-31 | Improvements in or relating to organic compounds |
Country Status (6)
| Country | Link |
|---|---|
| BE (1) | BE889715A (en) |
| CH (1) | CH649590A5 (en) |
| DE (1) | DE3029400A1 (en) |
| FR (1) | FR2487873A1 (en) |
| GB (1) | GB2081760B (en) |
| IT (1) | IT1209882B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1994010274A1 (en) * | 1992-10-26 | 1994-05-11 | Henkel Kommanditgesellschaft Auf Aktien | Liquid detergent |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU3394971A (en) * | 1970-10-20 | 1973-04-05 | Colgate Palmolive Co | Conditioning of fabrics |
| US3763047A (en) * | 1971-05-03 | 1973-10-02 | Procter & Gamble | Detergent compositions |
| BE779630R (en) * | 1972-02-21 | 1972-08-21 | Unilever Nv | Detergent compsns - contg non-ionic detergents and aliphatic esters as solvents |
| DE2412175B2 (en) * | 1974-03-14 | 1979-06-28 | Chemische Fabrik Kreussler & Co Gmbh, 6200 Wiesbaden | Process for finishing textiles during dry cleaning |
| AU2101577A (en) * | 1976-01-09 | 1978-07-13 | Procter & Gamble Company, The | Fabric treatment processes and compositions |
| CH644732GA3 (en) * | 1976-11-17 | 1984-08-31 | Wet treatment of textile material using polyurethane as lubricant | |
| DE2805230A1 (en) * | 1978-02-08 | 1979-08-09 | Sandoz Ag | Hydroxyalkyl gp-contg. polyurethane used as textile lubricant - is prepd. by reacting poly:isocyanate with oxyalkylated amine, amide or poly:ol |
-
1980
- 1980-08-02 DE DE19803029400 patent/DE3029400A1/en not_active Withdrawn
-
1981
- 1981-07-17 CH CH4712/81A patent/CH649590A5/en not_active IP Right Cessation
- 1981-07-22 FR FR8114379A patent/FR2487873A1/en active Granted
- 1981-07-23 BE BE1/10279A patent/BE889715A/en not_active IP Right Cessation
- 1981-07-24 IT IT8148965A patent/IT1209882B/en active
- 1981-07-31 GB GB8123583A patent/GB2081760B/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1994010274A1 (en) * | 1992-10-26 | 1994-05-11 | Henkel Kommanditgesellschaft Auf Aktien | Liquid detergent |
Also Published As
| Publication number | Publication date |
|---|---|
| BE889715A (en) | 1982-01-25 |
| FR2487873B1 (en) | 1984-11-09 |
| IT8148965A0 (en) | 1981-07-24 |
| FR2487873A1 (en) | 1982-02-05 |
| GB2081760B (en) | 1984-04-11 |
| CH649590A5 (en) | 1985-05-31 |
| IT1209882B (en) | 1989-08-30 |
| DE3029400A1 (en) | 1982-04-29 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PCNP | Patent ceased through non-payment of renewal fee |