US2927840A - Process for the treatment of fibrous materials - Google Patents

Process for the treatment of fibrous materials Download PDF

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Publication number
US2927840A
US2927840A US594381A US59438156A US2927840A US 2927840 A US2927840 A US 2927840A US 594381 A US594381 A US 594381A US 59438156 A US59438156 A US 59438156A US 2927840 A US2927840 A US 2927840A
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US
United States
Prior art keywords
bath
nitrile
treatment
fabric
washing
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
US594381A
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English (en)
Inventor
Dithmar Karl
Naujoks Elfriede
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Evonik Operations GmbH
Original Assignee
Degussa GmbH
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Filing date
Publication date
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Publication of US2927840A publication Critical patent/US2927840A/en
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Classifications

    • 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
    • C11D9/00—Compositions of detergents based essentially on soap
    • C11D9/04—Compositions of detergents based essentially on soap containing compounding ingredients other than soaps
    • C11D9/42—Per-compounds
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
    • D06L4/00—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
    • D06L4/10—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs using agents which develop oxygen
    • D06L4/12—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs using agents which develop oxygen combined with specific additives

Definitions

  • the present invention relates to improvements in the treatment of natural or synthetic fibers and textiles produced therefrom with peroxidic compounds, such as hyf drogen'peroxide, perborates, percarbonates and perpyro- I '70" 'C.,"unless boilers are used.
  • peroxidic compounds such as hyf drogen'peroxide, perborates, percarbonates and perpyro- I '70" 'C.
  • nitriles are added to the washing liquid containing peroxidic compounds. Very good results are obtained with stoichiometric portions of the nitrilesand the peroxidic compounds, that is, 1 mol mononitrile per mol of peroxide. Diand polynitriles as a result havean increased action corresponding to the number of nitrile groups contained therein.
  • the invention is not limited to this molar relationship, as the regulation of the washing velocity must be more suited to the practical requirements than to the chemical requirements.
  • nitriles are suitable for the purposes of the invention, as long as they still can be dissolved or suspended in water and are not absolutely insoluble. They can be of aliphatic, aromatic," aliphatic-aromatic, or hydroaromatic nature and the C chains or rings of such compounds may be interrupted by heteroatoms. tained with organic nitriles. containing a plurality of nitrile groups which are not separated too far from'each "other. The activity increases to a certain extent with increase in nitrile group content. On the other hand, cy-anides, that is, salts of hydrocyanic acid, are not suitable, as they tend to discolor textiles.
  • Example 1 An aqueous washing bath was prepared which, per
  • Example 4 Active oxygen containing substances.
  • Example 5 The nitriles according to the invention are also suited for the activation of finished packed powdered perborate washing compositions. While they promote the liberation of oxygen when the washing compositions containing them are dissolved in water they do not cause a. decomposition of the perborate in the dry compositions.
  • Soap shavings (85%) 150 Sodium pyrophosphate 40 Sodium perborate I0 Nitrilotriacetic acid nitrile 4 On the day of production, such composition contained 0.55% of active oxygen and after 10 months storage it still was 0.55%.
  • the liberation of the oxygen and the bleach was ac- 30 60mm 120 celerated by the presence of the activator, as can be 65 seen from the following table: (0) gi; 32 o a) so 40 14 Active oxygen content'of (b) n 37 27 u bathatter- Bath 30 45 P
  • the pH values of the baths at the beginning of the I tests were above 9.7 and at the end about 9.3.
  • the withmflvflmmmmum 'f; P 5. acceleration of the oxygen liberation in the baths conwithout act!vator.,..-. Jerusalem-.;-,. 95 94 taining' the accelerators intensified the bleaching action liter was prepared:
  • Example 8 A cotton fabric soiled with fruit juice was washed at 60 C. at a fabric-bath ratio of 1:20 for 2 hours in a bath which contained 10 g. Marseilles soap 2 g. sodium pyrophosphate 0.5 gsodium perborate 0.3 g. phthalonitrile per liter.
  • Example 9 Work pieces of Bemberg silk (cuprammonium rayon) which had been soiled with tea were washedfor 2 hours at 60 C.'at a fabric to bath ratio of 1:25 in a bath containing 10 g. Marseilles soap 2 g. sodium pyrophosphate 0.5 g. sodium perborate 0.3 g. tetramethylene dinitrile perliter.
  • Example 10 A wash bath containing 10 g. Marseilles soap 2 g. sodium pyrophosphate 0.5 g. sodium perborate 0.2 g. methylene-bis-iminoacetonitrile per liter was prepared and rayon staple fiber fabric soiled with red wine placed therein and treated therein for 45 minutes at 65 C. ata fabric to bath ratio of 1:50. The cleaning effect obtained was satisfactory, 56% of the active xygen content of the bath was consumed during the treatment. 0n the other hand, in a bath of the same composition but omitting the methylenebis-iminoacetonitrile only 6% of the active oxygen was consumed.
  • Example 11 Cotton nettle cloth which had been lightly soiled with chocolate milk was treated for 2 hours at 60 C; in an aqueous bath containing 5.70 g. Marseilles soap 1.50 g. calc. soda 0.75 g. sodium pyrophosphate 0.75 g. sodium tripolyphosphate 0.70 g. dry waterglass 0.60 g. sodium perborate 0.30 g. dimethyl-diamino-succinic acid dinitrile per liter. 1
  • the soil was removed to a much greater extent in the activated bath than in the unactivated bath.
  • Example 12 Swatches of fabric which were soiled with a copying pencil were treated at 60 C. with occasional movement in a washing and bleaching bath containing 10 g. Marseilles soap 7 2 g. sodium pyrophosphate 2 g. hydrogen peroxide (30%) 0.3 g. nitrilotriacetic acid nitrile per liter. The ratio of fabric to bath was 1:50. A comparative test was carried out with the same bath but omitting the nitrilotriacetic acid nitrile under boil wash conditions. The degree of lightening of the fabric was the same in the bath containing the nitrilotriacetic acid nitrile at 60 C. as was obtained in the boil wash in the absenceof such activator.
  • a bleaching composition comprisingan inorganic peroxidic bleaching compound and an organic nitrile compound possessing at least limited solubility in water.

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Textile Engineering (AREA)
  • Detergent Compositions (AREA)
US594381A 1955-07-08 1956-06-28 Process for the treatment of fibrous materials Expired - Lifetime US2927840A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DED20836A DE1018181B (de) 1955-07-08 1955-07-08 Verfahren zum Behandeln von Fasern, Garnen, Geweben, Gewirken, Textilwaren u. dgl. aus natuerlichen oder synthetischen Faserstoffen

Publications (1)

Publication Number Publication Date
US2927840A true US2927840A (en) 1960-03-08

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US594381A Expired - Lifetime US2927840A (en) 1955-07-08 1956-06-28 Process for the treatment of fibrous materials

Country Status (7)

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US (1) US2927840A (en))
BE (1) BE548769A (en))
CH (1) CH348681A (en))
DE (1) DE1018181B (en))
FR (1) FR1154622A (en))
GB (1) GB802035A (en))
NL (1) NL208181A (en))

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3525695A (en) * 1965-09-23 1970-08-25 Colgate Palmolive Co Laundry washing process
US3882035A (en) * 1973-03-21 1975-05-06 American Cyanamid Co Iminodiacetonitrile derivatives as peroxygen bleach activators
US3986972A (en) * 1975-10-24 1976-10-19 American Cyanamid Company Acyl nitrile compounds as peroxygen bleach activators
US4128494A (en) * 1976-09-01 1978-12-05 Produits Chimiques Ugine Kuhlmann Activators for percompounds
US4199466A (en) * 1978-08-21 1980-04-22 Shell Oil Company Activated bleaching process and compositions therefor
US4243391A (en) * 1977-10-03 1981-01-06 Henkel Kommanditgesellschaft Auf Aktien (Henkel Kgaa) Process for bleaching textiles in the mechanical laundry drier
US4756845A (en) * 1985-05-28 1988-07-12 Lion Corporation Bleaching compositions
US4915863A (en) * 1987-08-14 1990-04-10 Kao Corporation Bleaching composition
US5591378A (en) * 1994-07-06 1997-01-07 The Clorox Company Substituted benzonitriles and compositions useful for bleaching
US5620563A (en) * 1994-10-31 1997-04-15 Pulp Paper Res Inst Process for delignification and bleaching of chemical wood pulps with hydrogen peroxide and a dicyandiamide activator
US5869440A (en) * 1994-08-31 1999-02-09 S. C. Johnson & Son, Inc. Peroxide activation method and peroxide composition

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1162967B (de) * 1959-06-19 1964-02-13 Konink Ind Mij Voorheen Noury Wasch- und/oder Bleichmittel
NL282587A (en)) * 1961-08-31
DE3304848A1 (de) * 1983-02-12 1984-08-16 Henkel KGaA, 4000 Düsseldorf Organische cyanamidverbindungen als aktivatoren fuer anorganische perverbindungen
DE3531563A1 (de) * 1985-09-04 1987-03-05 Benckiser Knapsack Gmbh Holzstoffbleiche
JP3827022B2 (ja) * 1995-03-09 2006-09-27 三菱瓦斯化学株式会社 漂白剤組成物
JP3859779B2 (ja) * 1996-08-20 2006-12-20 ジョンソン株式会社 漂白剤組成物
DE19746290A1 (de) * 1997-10-20 1999-04-22 Clariant Gmbh Verwendung von Aminonitril-N-oxiden als Bleichaktivatoren
US7614812B2 (en) 2005-09-29 2009-11-10 Kimberly-Clark Worldwide, Inc. Wiper with encapsulated agent

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2152520A (en) * 1934-08-22 1939-03-28 Henkel & Cie Gmbh Bleaching, washing, cleansing, and rinsing agents
US2205995A (en) * 1937-01-20 1940-06-25 Ig Farbenindustrie Ag Production of amino carboxylic acid nitriles
CH211283A (de) * 1935-10-30 1940-09-15 Ig Farbenindustrie Ag Mischung zur Behandlung von Werkstoffen.
US2706178A (en) * 1951-02-10 1955-04-12 Du Pont Preparation of hydrated perborate products
US2730428A (en) * 1950-10-21 1956-01-10 Tepha Ges Fur Pharmazeutische Method and composition for washing and bleaching fibrous materials

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2152520A (en) * 1934-08-22 1939-03-28 Henkel & Cie Gmbh Bleaching, washing, cleansing, and rinsing agents
CH211283A (de) * 1935-10-30 1940-09-15 Ig Farbenindustrie Ag Mischung zur Behandlung von Werkstoffen.
US2205995A (en) * 1937-01-20 1940-06-25 Ig Farbenindustrie Ag Production of amino carboxylic acid nitriles
US2730428A (en) * 1950-10-21 1956-01-10 Tepha Ges Fur Pharmazeutische Method and composition for washing and bleaching fibrous materials
US2706178A (en) * 1951-02-10 1955-04-12 Du Pont Preparation of hydrated perborate products

Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3525695A (en) * 1965-09-23 1970-08-25 Colgate Palmolive Co Laundry washing process
US3882035A (en) * 1973-03-21 1975-05-06 American Cyanamid Co Iminodiacetonitrile derivatives as peroxygen bleach activators
US3986972A (en) * 1975-10-24 1976-10-19 American Cyanamid Company Acyl nitrile compounds as peroxygen bleach activators
US4128494A (en) * 1976-09-01 1978-12-05 Produits Chimiques Ugine Kuhlmann Activators for percompounds
US4243391A (en) * 1977-10-03 1981-01-06 Henkel Kommanditgesellschaft Auf Aktien (Henkel Kgaa) Process for bleaching textiles in the mechanical laundry drier
US4199466A (en) * 1978-08-21 1980-04-22 Shell Oil Company Activated bleaching process and compositions therefor
US4756845A (en) * 1985-05-28 1988-07-12 Lion Corporation Bleaching compositions
US4915863A (en) * 1987-08-14 1990-04-10 Kao Corporation Bleaching composition
US4978770A (en) * 1987-08-14 1990-12-18 Kao Corporation Quaternary ammonium salts of dicyano substituted teriary alkylene diamines as bleach activators
US5591378A (en) * 1994-07-06 1997-01-07 The Clorox Company Substituted benzonitriles and compositions useful for bleaching
US5707542A (en) * 1994-07-06 1998-01-13 The Clorox Company Substituted benzonitriles and compositions useful for bleaching
US5869440A (en) * 1994-08-31 1999-02-09 S. C. Johnson & Son, Inc. Peroxide activation method and peroxide composition
US5620563A (en) * 1994-10-31 1997-04-15 Pulp Paper Res Inst Process for delignification and bleaching of chemical wood pulps with hydrogen peroxide and a dicyandiamide activator

Also Published As

Publication number Publication date
FR1154622A (fr) 1958-04-14
CH348681A (de) 1960-09-15
GB802035A (en) 1958-09-24
NL208181A (en))
DE1018181B (de) 1957-10-24
BE548769A (en))

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