US3907496A - Dry cleaning various articles - Google Patents

Dry cleaning various articles Download PDF

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Publication number
US3907496A
US3907496A US469364A US46936474A US3907496A US 3907496 A US3907496 A US 3907496A US 469364 A US469364 A US 469364A US 46936474 A US46936474 A US 46936474A US 3907496 A US3907496 A US 3907496A
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United States
Prior art keywords
grams
moles
copolymer
alkyl
dry cleaning
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Expired - Lifetime
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US469364A
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English (en)
Inventor
Jean Neel
Bernard Papillon
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.)
Rhone Progil SA
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Rhone Progil SA
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Classifications

    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06FLAUNDERING, DRYING, IRONING, PRESSING OR FOLDING TEXTILE ARTICLES
    • D06F43/00Dry-cleaning apparatus or methods using volatile solvents
    • D06F43/007Dry cleaning methods
    • 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
    • D06L1/04Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods using organic solvents combined with specific additives

Definitions

  • ABSTRACT A bath for dry cleaning solid articles. consisting essen tially of at least one usual hydrocarbon dry cleaning solvent having 2 to 8 carbon atoms. which contains per liter 0.5 to 50 grams of water.
  • the invention relates to an improvement to drycleaning various articles, inter alia textile articles, i.e. the washing of textile or other fibres or articles with nonaqueous solvents.
  • the invention relates more par ticularly to the use of a novel kind of adjuvant which improves cleaning and gives better stain removal and whiteness.
  • the invention comprises a novel agent which prevents soil redepositionon an article from which stains have been removed in an organic solvent bath.
  • the invention also relates to baths containing the aforementioned agent.
  • Dry-cleaning is very widely used at present, and its usefulness is becoming more evident every day. Whether, the solvent used is dry or contains a little water, it is usually necessary to add surface-active agents soluble in the given solvent to the cleaning bath, in order to improve stain removal. It has thus become conventional to mix the solvents with intensifiers, more particularly agents such as amine alkyl-arylsulphonates ethoxylated derivatives or amines or of aliphatic alcohols, or alkyl-polyethoxy phenols. In spite of these admixtures, which are often accompanied by optical bluing agents and bleaching agents, the degree of stain removal or whiteness of washed articles is often reduced because dirt in the baths is redeposited on the washing. To obviate this disadvantage, the invention provides a novel means which can give much better cleaning than can be obtained with conventional baths.
  • intensifiers more particularly agents such as amine alkyl-arylsulphonates ethoxylated derivatives or amines
  • the novel anti-redeposition agent for dry-cleaning baths comprises one or more polymers of acrylic or methacrylic acid or a copolymer of one of the aforementioned acids with an acrylic or methacrylic ester which is soluble in or at least swells considerably in wa ter.
  • esters which can form copolymcrs with acrylic and/or methacrylic acids are aliphatic; in practice they are usuallyalkyl esters containing from 1 to 8 carbon atoms and, more particularly, methyl, ethyl. propyl, isopropyl, butyl, isobutyl and tert-butyl acrylates and/or methacrylates.
  • the polymers according to the invention preferably have a molecular weight of between 2,000 and 100,000, or preferably between 5,000 and 50,000.
  • ther e should be at least 10 molecules of acrylic and/6r methacrylic acid per 100 molecules ofmonomer which it contains.
  • acrylic polymers according to the invention containing from 10 to 100 acid groups per 100 acrylic or methacrylic groups have the most effective anti-redeposition action when the organic solvent contains between 0.5 and 50 g of water per liter.
  • the adjuvant according to the invention is used with one or more other additives of known kind,
  • the proportion of the adjuvant is small compared with the proportion of intensifier; it may be eg as low as 1% of the weight of the intensifier and is preferably between 2 and 20%.
  • the quantity of the adjuvant according to the invention may advantageously vary between 0.05 and 10 gliter; of course, these figures are approximate and the proportion may vary outside the afore-mentioned limits depending on the nature of the solvent, the water content, the nature and proportion of the intensifier and the particular nature of the chosen anti-redeposition agent.
  • known amine alkyl-arylsulphonates may be associated with the acrylic homopolymers or copolymersaccording to the invention.
  • the agents according to the invention can be used with all solvents commonly used for drycleaning, inter alia chlorinated, fluorinated or chlorofluorinated hy drocarbons, more particularly aliphatic hydrocarbons, and especially trichloroethylene and perchloroethylene; benzene hydrocarbons, inter alia benzene, toluene or xylene; or aliphatic hydrocarbons such as hexane, heptane, octane, petroleum distillate, petroleum ether, etc.
  • the agents according to the invention can be used in cold or hot cleaning and are of use in all known methods of cleaning with organic solvents, provided that the latter contain a certain proportion of water as explained hereinbefore.
  • the bath comprised 500 ml perchloroethylene in which the quantities stated in each example of the intensifier and acrylic polymer according to the invention had been dissolved.
  • Cleaning was performed at 22C for 30 minutes, with agitation at reciprocations per minute. The operations were performed in a machine known as a Tergotometer (standardised), containing 4 tubs for making 4 tests simultaneously.
  • the whiteness of the previously soiled strip and of the accompanying clean strip were determined in known manner with an Elrepho apparatus having a number 8 filter.
  • the whiteness of the first strip after washing shows the degree of cleaning, whereas the whiteness of the second strip shows the extent to which soil redeposition has beenreduced.
  • use is made of the two aforementioned parameters and their sum is also noted, since this is important in showing the total effect of the adjuvant tested.
  • TS soiled cloth
  • TP clean cloth
  • DBSI isopropylamine-dodecyl-benzene sulphonate
  • ABSA another amine aryl alkyl sulphonate
  • GIL an agent according to the invention comprising a copolymer of 50 mols of acrylic acid with 50 mls of isopropyl acrylate and having a molecular weight of approx. 10,000.
  • EXAMPL S 1 to i The perchloroethylcnc bath contained 6 g of water per liter and 5 g/l of an intensifier, which was DBSl in Examples 1 to 3 and ABSA in Examples 4 and 5.
  • an intensifier which was DBSl in Examples 1 to 3 and ABSA in Examples 4 and 5.
  • ABSA 0.3 g/l (ill. (14.4 110.7 145.1
  • Example 13 compared with the other results. shows that the optimum content of GIL acrylic polymer was about 0.1 g/l under the test conditions.
  • a bath for dry cleaning solid articles consisting essentially of at least one usual hydrocarbon dry cleaning solvent having 2 to 8 carbon atoms. which contains per liter 0.5 to 5.0 grams of water. 1 to 20 grams of isopropylamine-dodecyl-benzene sulfonate. and 0.05 to 10 grams of a.copolymer of at least 10 moles of a first monomer selectionfrom the group consisting of acrylic acid and methaerylic acid with at most moles of a second-monomer and consisting of alkyl acrylate and alkyl methacrylate the alkyl of which has 1 to 8 carbon atoms, the molecular weight of the copolymer being 2,000 to 100,000.
  • a bath for dry cleaning solid articles consisting essentially of at least one usual hydrocarbon dry cleaning solvent having 2 to 8 carbon atoms. which contains per liter 0.5 to 50 grams of water. 1 to 20 grams of a surface active agent which is isopropyl-amine dodecyl-benzene sulfonate. and 0.05 to 10 grams of a copolymer of 50 moles of acrylic acid with 50 moles of isopropyl acrylate.
  • a bath for dry cleaning solid articles consisting essentially of at least one usual hydrocarbon dry cleaning solvent which is trichloroethylenc. which contains per liter 0.5 to 50 grams of water. 1 to 20 grams of a surface active agent selected from the group consisting of amine alkyl-aryl-sulfonates. and 0.05 to 10 grams of a copolymer of at least 10 moles of a first monomer selection from the group consisting of acrylic acid and mcthacrylic acid with at most'90 moles of a second monomer and consisting of alkyl acrylate and alkyl methacrylate the alkyl of which has 1 to 8 carbon atoms. the molecular weight of the copolymer being 5,000 to 50.000.
  • a bath for dry cleaning solid articles consisting essentially of at least one usual hydrocarbon dry cleaning solvent which is'perchloroethylene. which contains per liter 0.5 to 50 grams of water. 1 to 20 grams of a surface active agent selected from the group consisting of amine alkyl-aryl-sulfonates. and 0.05 to 10 grams of a copolymer of atleast 10 moles of a first monomer selection from the group consisting of' acrylic acid and methacrylic acid with at most 90 moles of a second monomer and consisting of alkyl aerylate and alkyl methacrylate the alkyl of which has 1 to- 8 carbon atoms. the molecular weight of the copolymer being 5.000 to 50.000.

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Detergent Compositions (AREA)
US469364A 1971-01-18 1974-05-13 Dry cleaning various articles Expired - Lifetime US3907496A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7101434A FR2126919B1 (es) 1971-01-18 1971-01-18

Publications (1)

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US3907496A true US3907496A (en) 1975-09-23

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US469364A Expired - Lifetime US3907496A (en) 1971-01-18 1974-05-13 Dry cleaning various articles

Country Status (9)

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US (1) US3907496A (es)
BE (1) BE778069A (es)
BR (1) BR7200229D0 (es)
DE (1) DE2202017B2 (es)
ES (1) ES399154A1 (es)
FR (1) FR2126919B1 (es)
GB (1) GB1378907A (es)
IT (1) IT954873B (es)
NL (1) NL7200672A (es)

Cited By (24)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4115061A (en) * 1976-02-02 1978-09-19 Henkel Kommanditgesellschaft Auf Aktien Combination method for cleaning greatly soiled textiles
US4118344A (en) * 1976-05-21 1978-10-03 The Dow Chemical Company Drycleaning detergent solution
US5547476A (en) * 1995-03-30 1996-08-20 The Procter & Gamble Company Dry cleaning process
US5591236A (en) * 1995-03-30 1997-01-07 The Procter & Gamble Company Polyacrylate emulsified water/solvent fabric cleaning compositions and methods of using same
US5630847A (en) * 1995-03-30 1997-05-20 The Procter & Gamble Company Perfumable dry cleaning and spot removal process
US5630848A (en) * 1995-05-25 1997-05-20 The Procter & Gamble Company Dry cleaning process with hydroentangled carrier substrate
US5632780A (en) * 1995-03-30 1997-05-27 The Procter & Gamble Company Dry cleaning and spot removal proces
US5681355A (en) * 1995-08-11 1997-10-28 The Procter & Gamble Company Heat resistant dry cleaning bag
US5687591A (en) * 1995-06-20 1997-11-18 The Procter & Gamble Company Spherical or polyhedral dry cleaning articles
US5762648A (en) * 1997-01-17 1998-06-09 The Procter & Gamble Company Fabric treatment in venting bag
US5789368A (en) * 1996-01-26 1998-08-04 The Procter & Gamble Company Fabric care bag
US5804548A (en) * 1995-03-30 1998-09-08 The Procter & Gamble Company Dry cleaning process and kit
US5840675A (en) * 1996-02-28 1998-11-24 The Procter And Gamble Company Controlled released fabric care article
US5849039A (en) * 1997-01-17 1998-12-15 The Procter & Gamble Company Spot removal process
US5872090A (en) * 1996-10-25 1999-02-16 The Procter & Gamble Company Stain removal with bleach
US5891197A (en) * 1996-08-02 1999-04-06 The Proctor & Gamble Company Stain receiver for dry cleaning process
US5912408A (en) * 1995-06-20 1999-06-15 The Procter & Gamble Company Dry cleaning with enzymes
US5942484A (en) * 1995-03-30 1999-08-24 The Procter & Gamble Company Phase-stable liquid fabric refreshment composition
US5965504A (en) * 1998-10-13 1999-10-12 Reynolds; Rayvon E. Dry-cleaning article, composition and methods
US5976194A (en) * 1993-01-15 1999-11-02 Silk & Clean International Ab Method and means for cleaning
US6233771B1 (en) 1996-01-26 2001-05-22 The Procter & Gamble Company Stain removal device
WO2004113483A1 (en) * 2003-06-13 2004-12-29 The Procter & Gamble Company Compositions for treating shoes and methods and articles employing same
WO2005001013A1 (en) * 2003-06-13 2005-01-06 The Procter & Gamble Company Compositions for treating shoes and methods and articles employing same
US6855172B2 (en) 1998-10-13 2005-02-15 Dry, Inc. Dry-cleaning article, composition and methods

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH651581A5 (de) * 1981-03-10 1985-09-30 Ciba Geigy Ag Waessrige zusammensetzungen enthaltend polymere auf acrylsaeurebasis, sowie verfahren zu deren herstellung.
GB2233339A (en) * 1989-06-23 1991-01-09 Lancashire Polytechnic Stain removing composition

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US1976679A (en) * 1930-05-26 1934-10-09 Ig Farbenindustrie Ag Production of dispersions
US2669546A (en) * 1949-12-23 1954-02-16 Alrose Chemical Company Detergents containing imidazoline lactates
US3310498A (en) * 1963-07-26 1967-03-21 Stamford Chemical Ind Inc Novel detergent compositions
US3310409A (en) * 1964-01-13 1967-03-21 Gen Foods Corp Production of flavor-enhanced apple and prune concentrates
US3523088A (en) * 1966-12-13 1970-08-04 Procter & Gamble Novel antiredeposition agent and built detergent compositions containing said antiredeposition agent
US3535258A (en) * 1967-12-04 1970-10-20 Grace W R & Co Machine dishwashing composition and process
US3628911A (en) * 1967-12-08 1971-12-21 Henkel & Cie Gmbh Textile chemical cleaning processes

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US1976679A (en) * 1930-05-26 1934-10-09 Ig Farbenindustrie Ag Production of dispersions
US2669546A (en) * 1949-12-23 1954-02-16 Alrose Chemical Company Detergents containing imidazoline lactates
US3310498A (en) * 1963-07-26 1967-03-21 Stamford Chemical Ind Inc Novel detergent compositions
US3310409A (en) * 1964-01-13 1967-03-21 Gen Foods Corp Production of flavor-enhanced apple and prune concentrates
US3523088A (en) * 1966-12-13 1970-08-04 Procter & Gamble Novel antiredeposition agent and built detergent compositions containing said antiredeposition agent
US3535258A (en) * 1967-12-04 1970-10-20 Grace W R & Co Machine dishwashing composition and process
US3628911A (en) * 1967-12-08 1971-12-21 Henkel & Cie Gmbh Textile chemical cleaning processes

Cited By (33)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4115061A (en) * 1976-02-02 1978-09-19 Henkel Kommanditgesellschaft Auf Aktien Combination method for cleaning greatly soiled textiles
US4118344A (en) * 1976-05-21 1978-10-03 The Dow Chemical Company Drycleaning detergent solution
US5976194A (en) * 1993-01-15 1999-11-02 Silk & Clean International Ab Method and means for cleaning
US5804548A (en) * 1995-03-30 1998-09-08 The Procter & Gamble Company Dry cleaning process and kit
US5547476A (en) * 1995-03-30 1996-08-20 The Procter & Gamble Company Dry cleaning process
US5591236A (en) * 1995-03-30 1997-01-07 The Procter & Gamble Company Polyacrylate emulsified water/solvent fabric cleaning compositions and methods of using same
US5630847A (en) * 1995-03-30 1997-05-20 The Procter & Gamble Company Perfumable dry cleaning and spot removal process
US5632780A (en) * 1995-03-30 1997-05-27 The Procter & Gamble Company Dry cleaning and spot removal proces
US5942484A (en) * 1995-03-30 1999-08-24 The Procter & Gamble Company Phase-stable liquid fabric refreshment composition
US5630848A (en) * 1995-05-25 1997-05-20 The Procter & Gamble Company Dry cleaning process with hydroentangled carrier substrate
US5912408A (en) * 1995-06-20 1999-06-15 The Procter & Gamble Company Dry cleaning with enzymes
US5687591A (en) * 1995-06-20 1997-11-18 The Procter & Gamble Company Spherical or polyhedral dry cleaning articles
US5681355A (en) * 1995-08-11 1997-10-28 The Procter & Gamble Company Heat resistant dry cleaning bag
US6233771B1 (en) 1996-01-26 2001-05-22 The Procter & Gamble Company Stain removal device
US5789368A (en) * 1996-01-26 1998-08-04 The Procter & Gamble Company Fabric care bag
US5840675A (en) * 1996-02-28 1998-11-24 The Procter And Gamble Company Controlled released fabric care article
US5891197A (en) * 1996-08-02 1999-04-06 The Proctor & Gamble Company Stain receiver for dry cleaning process
US5872090A (en) * 1996-10-25 1999-02-16 The Procter & Gamble Company Stain removal with bleach
US5762648A (en) * 1997-01-17 1998-06-09 The Procter & Gamble Company Fabric treatment in venting bag
US5849039A (en) * 1997-01-17 1998-12-15 The Procter & Gamble Company Spot removal process
US7446083B2 (en) 1998-10-13 2008-11-04 Dry, Inc. Dry-cleaning article, composition and methods
US6190420B1 (en) 1998-10-13 2001-02-20 Dry, Inc. Dry-cleaning article, composition and methods
US6855172B2 (en) 1998-10-13 2005-02-15 Dry, Inc. Dry-cleaning article, composition and methods
US20050192198A1 (en) * 1998-10-13 2005-09-01 Reynolds Rayvon E. Dry-cleaning article, composition and methods
US7300467B2 (en) 1998-10-13 2007-11-27 Dry, Inc. Dry-cleaning article, composition and methods
US20080076691A1 (en) * 1998-10-13 2008-03-27 Reynolds Rayvon E Dry-cleaning article, composition and methods
US5965504A (en) * 1998-10-13 1999-10-12 Reynolds; Rayvon E. Dry-cleaning article, composition and methods
US20090056033A1 (en) * 1998-10-13 2009-03-05 Dry, Inc. Dry-cleaning article, composition and methods
US7744654B2 (en) 1998-10-13 2010-06-29 Dry, Inc. Dry-cleaning article, composition and methods
US7959686B2 (en) 1998-10-13 2011-06-14 Dry, Inc. Dry-cleaning article, composition and methods
US8398721B2 (en) 1998-10-13 2013-03-19 Dry, Inc. Dry-cleaning article, composition and methods
WO2004113483A1 (en) * 2003-06-13 2004-12-29 The Procter & Gamble Company Compositions for treating shoes and methods and articles employing same
WO2005001013A1 (en) * 2003-06-13 2005-01-06 The Procter & Gamble Company Compositions for treating shoes and methods and articles employing same

Also Published As

Publication number Publication date
BR7200229D0 (pt) 1973-06-07
GB1378907A (en) 1974-12-27
FR2126919B1 (es) 1976-07-23
DE2202017B2 (de) 1973-09-20
IT954873B (it) 1973-09-15
NL7200672A (es) 1972-07-20
BE778069A (fr) 1972-07-14
DE2202017A1 (de) 1972-08-03
FR2126919A1 (es) 1972-10-13
ES399154A1 (es) 1974-12-01

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