EP0479146B1 - Verwendung von Propylenglykolmonomethylether zur Trockenreinigung - Google Patents

Verwendung von Propylenglykolmonomethylether zur Trockenreinigung Download PDF

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Publication number
EP0479146B1
EP0479146B1 EP19910116518 EP91116518A EP0479146B1 EP 0479146 B1 EP0479146 B1 EP 0479146B1 EP 19910116518 EP19910116518 EP 19910116518 EP 91116518 A EP91116518 A EP 91116518A EP 0479146 B1 EP0479146 B1 EP 0479146B1
Authority
EP
European Patent Office
Prior art keywords
solvent
water
dry cleaning
soluble
propylene glycol
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 - Lifetime
Application number
EP19910116518
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English (en)
French (fr)
Other versions
EP0479146A2 (de
EP0479146A3 (en
Inventor
Ken Kazama
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.)
Mihama Corp
Original Assignee
Mihama Corp
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
Application filed by Mihama Corp filed Critical Mihama Corp
Publication of EP0479146A2 publication Critical patent/EP0479146A2/de
Publication of EP0479146A3 publication Critical patent/EP0479146A3/en
Application granted granted Critical
Publication of EP0479146B1 publication Critical patent/EP0479146B1/de
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06LDRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
    • D06L1/00Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods
    • D06L1/02Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods using organic solvents

Definitions

  • This invention relates to the use of a solvent consisting of propylene glycol monomethyl ether and water for dry cleaning.
  • 1,1,1-Trichloroethane and perchloroethylene which have been used in the prior art as solvents for dry cleaning, have the problem of polluting underground water, while some kinds of chlorofluorcarbons have the problem of destroying the ozone layer, and therefore there is currently a great need for rapid investigation of alternative substances.
  • US-A-3,701,627 discloses a process for chemical cleaning of textiles with a solvent mixture consisting essentially of a halogenated hydrocarbon, an alcohol (optionally ethyleneglycol monomethylether) and water.
  • JP-A-62 201977 reports a liquid for erasing a printing on a cloth, e.g., a hotel name, a hospital name etc. printed on various linens used in hospitals, hotels etc.
  • the liquid is propyleneglycol monomethylether in combination with a reductive or oxidative bleaching agent such as hypochlorite, oxalic acid or citric acid.
  • the present inventor has previously investigated the dry cleaning capabilities of 81 kinds of solvents (Journal of the Japan Research Association for textile End-use 27, 8 (1986), 352 - 359), but there was no solvent which met all requirements.
  • a solvent for dry cleaning must meet several requirements such as detergency, handleability, safety, etc. More specifically, detergency is measured according to "solubility" and "dispersibility" of various types of soil, including oil-soluble soils such as skin fat, fat and oil, oil mist, etc.; water-soluble soils such as sweat, water-soluble foods; dirts such as sludge, dust, etc., the degree of "counter-contamination", that is, soil washed from clothing migrating back from the cleaning liquid to the clothing, and the degree of small surface tension of the solvent penetrating into the clothing and between the soils.
  • oil-soluble soils such as skin fat, fat and oil, oil mist, etc.
  • water-soluble soils such as sweat, water-soluble foods
  • dirts such as sludge, dust, etc.
  • counter-contamination that is, soil washed from clothing migrating back from the cleaning liquid to the clothing, and the degree of small surface tension of the solvent penetrating into the clothing and between the
  • "handleability” is measured by easy drying of the article to be washed, long life, easy distillation and recovery of the solvent, suitability for machines with no corrosion of metals, easy workability and management with low odor, no remaining odor on the article to be washed, etc.
  • "Safety” is measured by the degree of collapse of form of the article to be washed, denaturation of the article to be washed such as by yellow discoloration, run-off of dye, dissolution of auxiliary items such as buttons, high ignition point and flash point, low toxicity, etc.
  • PM Propylene glycol monomethyl ether
  • the present invention relates to dry cleaning by using a solvent consisting of PM and water.
  • the water content is not more than 50 %, preferably 0.4 % to 25 % with respect to the total volume of the solvent for dry cleaning. It is preferable that the water content is not more than 25 %, since the shrinkage of a weft of a cotton remains by 5 %. It will be seen from the various test results described below that PM has vast possibilities.
  • PM has both oil solubility and water solubility, and therefore is as effective on oil-soluble soils as the solvent of the prior art, and exhibits relatively better solubility for water-soluble soils, although inferior to water.
  • the chlorine type solvents of the prior art use soap to aid in dissolving performance for water-soluble soils
  • PM exhibited good detergency for water-soluble soils on its own.
  • PM has a surface tension of 27.7, which is greater than that of petroleum (18 - 19) and CFC-113 (17.3), and comparable to perchloroethylene (32.3) and 1,1,1-trichloroethane (25.6).
  • a solvent with little counter-contamination is good in the finishing of dry cleaning, and can clean even with a liquid containing a great deal of contamination, and the number of distillations may be economically reduced.
  • Counter-contamination is determined in consideration of the type of contamination (solute), the solvent and the kind of clothing, and therefore, the following test was carried out: as the water-soluble solute soy sauce (0.5 ml) and coffee (0.5 g) were used; as the dispersible solute carbon black (0.04 g) was used; as the oil-soluble solute waste oil after prolonged usage of gear oil (2 g) was used and, as the miscible solute, distillation residue of cleaning (0.04g) was employed.
  • the test was conducted by immersing and stirring a cloth strip of 2.5 x 2.5 cm in 75 ml of a solvent containing each solute dissolved therein, and soaking it for 5 minutes. After air drying the reflectance of each cloth strip was measured by UV-200, and counter-contamination ratio was determined using the following formula. The results are shown in Table 2.
  • Soy sauce is precipitated with a chlorine type solvent to float as a sol.
  • the sol is hydrophilic, and therefore firmly adheres onto cotton, having a hydrophilic surface. It did not adhere to the wool or polyester, which have hydrophobic surfaces.
  • soy sauce was completely dissolved in water and PM, no dying or counter-contamination was exhibited.
  • Coffee In a chlorine type solvent and PM, the solute floats as solid fine particles. The particles adhered selectively with perchloroethylene and CFC-113. They did not adhere with trichloroethane and PM. On the other hand, dyeability was great with water.
  • Carbon black This was not dissolved, but rather dispersed in all of the solvents, and there was no significant difference depending on the solvent.
  • Waste oil This was completely dissolved in a chlorine type solvent, without counter-contamination. On the other hand, in water and PM the oil floated like a sol in the solution and since the sol is lipophilic it adhered onto the wool and polyester which have lipophilic surfaces.
  • Distillation residue This is a mixture of water-soluble, dispersible and oil-soluble residues and further contains a soap for charge and therefore may be considered to approximate the conditions of practical dry cleaning.
  • a chlorine type solvent counter-contamination on wool and cotton was marked, while the results with water were good. With PM, the results were between those of water and chlorine type solvents.
  • PM exhibits low counter-contamination for all kinds of contamination and clothing, and therefore can be evaluated as an excellent solvent for dry cleaning.
  • a specific feature of dry cleaning is that water absorptive fibres are prevented from form collapsing or shrinkage of washed products by swelling resulting from water washing. Shrinkage of the clothing when washed with PM or mixtures consisting of PM and water was tested.
  • the flash point of PM is 36 to 38 °C and readiness of combustion is approximately equal to that of petroleum solvents.
  • the flash point of a mixture with 50% water is 62 to 64 °C, showing that elevation of the flash point can be effected by mixing with water.
  • test strip 1 x 2 cm each of iron, aluminium, and stainless steel was dipped in the solvent at room temperature for one week and then taken out and left to stand in air for 3 months for judgement of the degree of oxidation. In PM no change was observed at all for any of the test strips.

Landscapes

  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Detergent Compositions (AREA)
  • Cleaning Or Drying Semiconductors (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Claims (6)

  1. Verwendung eines Lösungsmittels, welches aus Propylenglykol-Monomethyläther und Wasser besteht, zum Trockenreinigen.
  2. Verwendung nach Anspruch 1, wobei das Wasser in einer Konzentration von 0,4 bis 50 vol.-% des Lösungsmittels vorliegt.
  3. Verwendung nach Anspruch 2, wobei das Wasser in einer Konzentration von 25 vol.-% des Lösungsmittels vorliegt.
  4. Verfahren zum Trockenreinigen, welches das Einweichen des zu reinigenden Gegenstandes mit einem Lösungsmittel umfaßt, das aus Propylenglykol-Monomethyläther und Wasser besteht, sowie das darauf folgende Trocknen des Gegenstandes.
  5. Verfahren nach Anspruch 4, wobei das Lösungsmittel Wasser in einer Konzentration von 0,4 bis 50 vol.-%, vorzugsweise von 0,4 bis 25 Vol.-%, des Lösungsmittels enthält.
  6. Verfahren nach Anspruch 4 oder 5, bei dem der Gegenstand 5 bis 45 Minuten lang mit dem Lösungsmittel eingeweicht wird.
EP19910116518 1990-10-02 1991-09-27 Verwendung von Propylenglykolmonomethylether zur Trockenreinigung Expired - Lifetime EP0479146B1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP263002/90 1990-10-02
JP26300290A JP2970933B2 (ja) 1990-10-02 1990-10-02 ドライクリーニング用洗浄剤

Publications (3)

Publication Number Publication Date
EP0479146A2 EP0479146A2 (de) 1992-04-08
EP0479146A3 EP0479146A3 (en) 1992-11-19
EP0479146B1 true EP0479146B1 (de) 1996-12-18

Family

ID=17383531

Family Applications (1)

Application Number Title Priority Date Filing Date
EP19910116518 Expired - Lifetime EP0479146B1 (de) 1990-10-02 1991-09-27 Verwendung von Propylenglykolmonomethylether zur Trockenreinigung

Country Status (4)

Country Link
EP (1) EP0479146B1 (de)
JP (1) JP2970933B2 (de)
DE (1) DE69123683T2 (de)
ES (1) ES2097173T3 (de)

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6670317B2 (en) 2000-06-05 2003-12-30 Procter & Gamble Company Fabric care compositions and systems for delivering clean, fresh scent in a lipophilic fluid treatment process
US6706076B2 (en) 2000-06-05 2004-03-16 Procter & Gamble Company Process for separating lipophilic fluid containing emulsions with electric coalescence
US6818021B2 (en) 2000-06-05 2004-11-16 Procter & Gamble Company Domestic fabric article refreshment in integrated cleaning and treatment processes
US6840069B2 (en) 2000-06-05 2005-01-11 Procter & Gamble Company Systems for controlling a drying cycle in a drying apparatus
US6840963B2 (en) 2000-06-05 2005-01-11 Procter & Gamble Home laundry method
US6855172B2 (en) 1998-10-13 2005-02-15 Dry, Inc. Dry-cleaning article, composition and methods
US6855173B2 (en) 2000-06-05 2005-02-15 Procter & Gamble Company Use of absorbent materials to separate water from lipophilic fluid
US6898951B2 (en) 2000-06-05 2005-05-31 Procter & Gamble Company Washing apparatus
US6930079B2 (en) 2000-06-05 2005-08-16 Procter & Gamble Company Process for treating a lipophilic fluid
US6939837B2 (en) 2000-06-05 2005-09-06 Procter & Gamble Company Non-immersive method for treating or cleaning fabrics using a siloxane lipophilic fluid
US7345016B2 (en) 2003-06-27 2008-03-18 The Procter & Gamble Company Photo bleach lipophilic fluid cleaning compositions
US7365043B2 (en) 2003-06-27 2008-04-29 The Procter & Gamble Co. Lipophilic fluid cleaning compositions capable of delivering scent

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6036727A (en) * 1995-06-05 2000-03-14 Creative Products Resource, Inc. Anhydrous dry-cleaning compositions containing polysulfonic acid, and dry-cleaning kits for delicate fabrics
US5712237A (en) * 1995-11-27 1998-01-27 Stevens; Edwin B. Composition for cleaning textiles
US6273919B1 (en) 1997-04-04 2001-08-14 Rynex Holdings Ltd. Biodegradable ether dry cleaning solvent
US7008458B2 (en) 1997-04-04 2006-03-07 Hayday William A Biodegradable ether dry cleaning solvent
US5888250A (en) * 1997-04-04 1999-03-30 Rynex Holdings Ltd. Biodegradable dry cleaning solvent
WO2000050145A1 (en) 1999-02-26 2000-08-31 Rynex Holdings, Ltd Solvent purifying system
MXPA01010456A (es) * 1999-04-16 2002-03-27 Dow Chemical Co Metodo y composicion para cuidado de lavanderia con dano por agua reducido.
CA2388913C (en) * 1999-10-15 2004-04-13 Timothy L. Racette Cleaning system utilizing an organic cleaning solvent and a pressurized fluid solvent
US6706677B2 (en) 2000-06-05 2004-03-16 Procter & Gamble Company Bleaching in conjunction with a lipophilic fluid cleaning regimen
US6673764B2 (en) 2000-06-05 2004-01-06 The Procter & Gamble Company Visual properties for a wash process using a lipophilic fluid based composition containing a colorant
US6564591B2 (en) 2000-07-21 2003-05-20 Procter & Gamble Company Methods and apparatus for particulate removal from fabrics

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1544834A (fr) * 1967-09-29 1968-11-08 Geigy Ag J R Compositions nettoyantes
DE2004232C3 (de) * 1970-01-30 1978-10-05 Henkel Kgaa, 4000 Duesseldorf Verfahren zur Chemisch-Reinigung von Textilien

Cited By (25)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6855172B2 (en) 1998-10-13 2005-02-15 Dry, Inc. Dry-cleaning article, composition and methods
US8398721B2 (en) 1998-10-13 2013-03-19 Dry, Inc. Dry-cleaning article, composition and methods
US7959686B2 (en) 1998-10-13 2011-06-14 Dry, Inc. Dry-cleaning article, composition and methods
US7744654B2 (en) 1998-10-13 2010-06-29 Dry, Inc. Dry-cleaning article, composition and methods
US7446083B2 (en) 1998-10-13 2008-11-04 Dry, Inc. Dry-cleaning article, composition and methods
US7300467B2 (en) 1998-10-13 2007-11-27 Dry, Inc. Dry-cleaning article, composition and methods
US7033985B2 (en) 2000-06-05 2006-04-25 Procter & Gamble Company Domestic fabric article refreshment in integrated cleaning and treatment processes
US7275400B2 (en) 2000-06-05 2007-10-02 The Procter & Gamble Company Washing apparatus
US6898951B2 (en) 2000-06-05 2005-05-31 Procter & Gamble Company Washing apparatus
US6930079B2 (en) 2000-06-05 2005-08-16 Procter & Gamble Company Process for treating a lipophilic fluid
US6939837B2 (en) 2000-06-05 2005-09-06 Procter & Gamble Company Non-immersive method for treating or cleaning fabrics using a siloxane lipophilic fluid
US6998377B2 (en) 2000-06-05 2006-02-14 Procter & Gamble Company Process for treating a lipophilic fluid
US6670317B2 (en) 2000-06-05 2003-12-30 Procter & Gamble Company Fabric care compositions and systems for delivering clean, fresh scent in a lipophilic fluid treatment process
US7063750B2 (en) 2000-06-05 2006-06-20 The Procter & Gamble Co. Domestic fabric article refreshment in integrated cleaning and treatment processes
US7129200B2 (en) 2000-06-05 2006-10-31 Procter & Gamble Company Domestic fabric article refreshment in integrated cleaning and treatment processes
US6855173B2 (en) 2000-06-05 2005-02-15 Procter & Gamble Company Use of absorbent materials to separate water from lipophilic fluid
US6840963B2 (en) 2000-06-05 2005-01-11 Procter & Gamble Home laundry method
US6706076B2 (en) 2000-06-05 2004-03-16 Procter & Gamble Company Process for separating lipophilic fluid containing emulsions with electric coalescence
US6818021B2 (en) 2000-06-05 2004-11-16 Procter & Gamble Company Domestic fabric article refreshment in integrated cleaning and treatment processes
US7439216B2 (en) 2000-06-05 2008-10-21 The Procter & Gamble Company Composition comprising a silicone/perfluoro surfactant mixture for treating or cleaning fabrics
US6840069B2 (en) 2000-06-05 2005-01-11 Procter & Gamble Company Systems for controlling a drying cycle in a drying apparatus
US7704937B2 (en) 2000-06-05 2010-04-27 The Procter & Gamble Company Composition comprising an organosilicone/diol lipophilic fluid for treating or cleaning fabrics
US6828292B2 (en) 2000-06-05 2004-12-07 Procter & Gamble Company Domestic fabric article refreshment in integrated cleaning and treatment processes
US7365043B2 (en) 2003-06-27 2008-04-29 The Procter & Gamble Co. Lipophilic fluid cleaning compositions capable of delivering scent
US7345016B2 (en) 2003-06-27 2008-03-18 The Procter & Gamble Company Photo bleach lipophilic fluid cleaning compositions

Also Published As

Publication number Publication date
EP0479146A2 (de) 1992-04-08
DE69123683T2 (de) 1997-05-28
JP2970933B2 (ja) 1999-11-02
ES2097173T3 (es) 1997-04-01
DE69123683D1 (de) 1997-01-30
EP0479146A3 (en) 1992-11-19
JPH04142398A (ja) 1992-05-15

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