US3860391A - Bleaching of cellulose containing textile fiber material with a silicate-free stabilized peroxide bleaching bath - Google Patents

Bleaching of cellulose containing textile fiber material with a silicate-free stabilized peroxide bleaching bath Download PDF

Info

Publication number
US3860391A
US3860391A US338863A US33886373A US3860391A US 3860391 A US3860391 A US 3860391A US 338863 A US338863 A US 338863A US 33886373 A US33886373 A US 33886373A US 3860391 A US3860391 A US 3860391A
Authority
US
United States
Prior art keywords
bleaching
bath
acid
fiber material
silicate
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
US338863A
Other languages
English (en)
Inventor
Alfred Kling
Viktor Specht
Carmen Hofstetter
Gundolf Eisenberg
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.)
BK Ladenburg GmbH
Original Assignee
Benckiser Knapsack GmbH
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 Benckiser Knapsack GmbH filed Critical Benckiser Knapsack GmbH
Application granted granted Critical
Publication of US3860391A publication Critical patent/US3860391A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Images

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
    • C07F9/40—Esters thereof
    • C07F9/4003—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
    • C07F9/4006—Esters of acyclic acids which can have further substituents on alkyl
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
    • C01B15/00—Peroxides; Peroxyhydrates; Peroxyacids or salts thereof; Superoxides; Ozonides
    • C01B15/01—Hydrogen peroxide
    • C01B15/037—Stabilisation by additives
    • 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

  • ABSTRACT Cellulose fibers or mixtures thereof with synthetic fibers, especially with polyester fibers, are advantageously bleached by means of peroxide or agents capable of splitting off peroxide by adding to a peroxide containing silicate-free bleaching bath as stabilizer amino lower alkylene polyphosphonates and/or bydroxy alkane phosphonates together with hydroxy compounds or polyhydroxy compounds having 2 to 6 carbon atoms in their carbon chain and, if required, with polyamino carboxylic acids.
  • the process accord ing to the present invention has the advantage that de posit formation on the bleaching equipment as well as on the bleached goods is considerably reduced.
  • the decrease in the average degree of polymerization which always takes place on bleaching is less when using the bleaching bath according to the present invention than when using silicate-containing bleaching baths and the degree of whiteness is at least as high as that achieved with silicate-containing bleaching baths while the ash values are considerably reduced, in contrast to those obtained with said silicate-containing baths.
  • the amount of phosphonic acid can be considerably reduced.
  • the present invention relates to a process of bleaching cellulose fibers and more particularly to an improved process of bleaching cellulose fibers or mixtures thereof with synthetic fibers, especially with polyester fibers, by means of bleaching compositions containing phosphonic acids, to a bleaching composition useful in said process, and to the resulting bleached cellulose fibers or mixtures thereof with synthetic fibers.
  • Cellulose fibers and especially cotton, linen, nettle, jute fibers are usually bleached by means of hydrogen peroxide or of compounds capable of splitting off of hydrogen peroxide.
  • Bleaching is effected either in a long liquor with the goods to be bleached being placed, for instance, on reels or in a short liquor similar to the baths used in impregnating processes.
  • Bleaching with hydrogen peroxide or the like can be carried out at a low temperature by the so-called cold bleaching process in which the goods to be bleached remain in the bleaching bath for a prolonged period of time. Shortening of the bleaching time has been achieved by heating the goods to be bleached and impregnated with the bleaching bath in an I-box or similar apparatus to a temperature up to 100 C.
  • Another object of the present invention is to provide a peroxide containing silicate-free bleaching composition for carrying out the new process of bleaching cellulose fibers and the like.
  • a further object of this invention is to provide cellulose fibers or their mixtures with synthetic fibers which have been bleached by the process according to the present invention.
  • the process of the present invention which overcomes the disadvantages of the known processes mentioned hereinabove, comprises the addition of, as stabilizer, amino lower alkylene polyphosphonates and/or hydroxy lower alkane phosphonates together with aliphatic hydroxy or polyhydroxy compounds with 2 to 6 carbon atoms in their carbon chain and, if desired, with polyamino carboxylic acids to the bleaching bath which contains, as bleaching agent, hydrogen peroxide or agents capable of splitting off hydrogen peroxide in the usual concentration.
  • Suitable amino lower alkylene phosphonic acids are those which are derived from aliphatic or alicyclic hydrocarbons containing 1 to 6 carbon atoms. Especially useful have proved to be amino di-(methylene phosphonic acid), amino tris-(methylene phosphonic acid), diethylene triamino penta-(methylene phosphonic acid), 1,2 or 1,3-propylidene diamino tetra- (methylene phosphonic acid), ethylene diamino tetra- (methylene phosphonic acid), 1,2-cyclohexane diamino tetra-(methylene phosphonic acid), l-amino methyl cyclopcntylamino-(ZHetra-(methylene phosphonic acid).
  • Useful hydroxy alkane phosphonic acids are those which are dervied from aliphatic or alicyclic hydrocarbons having 1 to 4 carbon atoms. Especially suitable have proved to be hydroxy ethane-1,1-diphosphonic acid and l-hydroxy propane-1,1,3 -triphosphonic acid.
  • Hydroxy compounds or, respectively, polyhydroxy compounds such as gluconic acid, citric acid, erythritol, pentaerythritol, sorbitol, and triethanolamine can be used advantageously.
  • Ethylene diamino tetra-acetic acid, diethylene triamino penta-acetic acid and nitrilo tri-acetic acid can be used as polyamino carboxylic acid additives.
  • the bleaching agent is preferably hydrogen peroxide in 30% to 35% solution.
  • hydrogen peroxide there can also be used agents which are capable of splitting off oxygen.
  • the amount of the stabilizer added is preferably within the range of 2% to 30% and most advantageously between 6% and 15% calculated for 35% hydrogen peroxide solution.
  • Bleaching is carried out in an alkaline medium at a pH value between about 9.0 and 12.0. As a result of such an alkaline reaction the phosphonic acids are present in the bleaching bath in the form of their corresponding salts.
  • An especially noteworthy advantage of the bleaching process according to the present invention is to be seen in the fact that the decrease in the average degree of polymerization of the cellulose which always takes place on bleaching is less pronounced than, and the degree of whiteness is as high as, when using silicatecontaining bleaching baths, but the ash content of the bleached cellulose is considerably lower.
  • Wetting agents can be added to the bleaching bath in order to effect more rapid wetting of the goods to be bleached.
  • all conventional wetting agents can be used which are effective in an alkaline medium and which are compatible with the phosphonic acid and the other components of the stabilizer addition.
  • Suitable wetting agents are those of the anionactive and non-ionogenic wetting agent type as well as mixtures thereof.
  • Preferred anion-active wetting agents are, for instance, alkyl aryl sulfonates, fatty acid condensation products, protein degradation products, and others as well as their salts.
  • Non-ionogenic compounds are, for instance, the compounds obtained by addition of ethylene oxide to fatty alcohols, fatty acid amides, alkyl phenols, and others.
  • the bleaching process according to the present invention can be carried out at room temperature according to the cold bleaching process as well as at a higher temperature and especially according to the socalled high temperature process at temperatures ex ceeding 100 C. and preferably between 110 C. and 145 C.
  • the proportion of phosphonic acid to the other components of the stabilizer can vary in wide limits. Excellent results are achieved by using compositions in which the proportion of phosphonic acid to the hydroxy compounds or, respectively, to the polyhydroxy compounds is between 1:1 and :1.
  • the combination according to the present invention permits to keep the amount of phosphonic acid in the stabilizer relatively low, thus improving the economy of the process.
  • Example 1 Pre-wetted crude cotton (squeezing effect: 60 is impregnated with the bleaching bath (squeezing effect: 100 in a conventional wide bleaching equipment of the Artos type.
  • the impregnated cotton fabric is heated to 95 C. in a steam shaft oven and is bleached at said temperature for 30 minutes.
  • the following impregnating baths were used for bleaching:
  • a wetting agent consisting of a mixture of a phenyl sulfonate with an ethoxylated fatty alcohol
  • Bleaching bath according to the present invention 4.0 g./l. of the same wetting agent as given under 1 8.0 ml./l. of sodium hydroxide solution 50 Be;
  • the bleaching equipment When carrying out the bleaching process with the composition of Example 1a, the bleaching equipment shows a very high deposit of silicate and the ash content of the bleached goods is relatively high.
  • Example 2 Bucked cotton fabric was impregnated with the bleaching bath according to the present invention and was then heated in a pilot plant high temperature steaming equipment (Type Hoechst System Kleincwefers) at 140 C. for 60 seconds. The bleached cotton fabric was subsequently washed with hot water and finally with cold water.
  • Type Hoechst System Kleincwefers Type Hoechst System Kleincwefers
  • Cotton fabric was bleached at C. in an AI-IIBA- type laboratory equipment with a proportion of fabric to bath of 1:40 for 1 hour.
  • the active oxygen content of the bleaching bath was determined in samples taken from the bath by titration according to the iodidethiosulfate method. Tap water of 17 German hardness was used for preparing the bleaching bath.
  • 4 mg./l. of ferric ions were added. Bleaching was effected with the following bleaching bath:
  • Bleaching bath 3b (according to the present invention:
  • FIGS. 1 and 2 illustrate the results achieved with the above-indicated bleaching baths.
  • the amount of activated oxygen in mg. per 100 ml. of bleaching bath (ordinate)
  • the symbols given on the abscissa represent the following data:
  • the Elrepho apparatus with filter R 46 used for determining the degree of whiteness is an electric remission photometer of the firm Carl Zeiss with a band elimination filter having its optimum transmission at 460 nm.
  • the activated oxygen content of the bleaching bath 3b according to the present invention as shown by the solid line curve of FIG. 2 was diminished only to an extent corresponding to the actual consumption of oxygen due to the bleaching effect.
  • the decrease in activated oxygen was slightly greater but still within such limits as they correspond to an ideal bleaching procedure. This is clearly demonstrated by the degree of whiteness of 80.0 or, respectively, 81.5 in the presence of ferric ions.
  • Example 4 15.0 g. of desized cotton fabric were bleached with the compositions given hereinafter in a laboratory equipment of the Multicolor" type of the firm Pretema A.G. whereby the proportion of fabric to bleaching bath was 1:30, after heating the fabric in said bath to a temperature of 125 C. within 30 minutes and then continuing heating at said temperature for 30 more minutes.
  • the water used for preparing the bleaching bath corresponds to a magnesium hardness of 5 German hardness.
  • the residual oxygen content of the baths was determined after the test was completed.
  • Composition 4A is a composition having Composition 4A:
  • Composition 4 c
  • Composition 4 d
  • amino alkylene phosphonic acids used in the preceding examples, there may be employed corresponding amounts of other amino alkylene phosphonic acids and/or hydroxy alkane phosphonic acids.
  • suitable amino alkylene phosphonic acids correspond to the following Formula I R OH ⁇ CH P'O I wherein x indicates the numerals 2 and 3; y indicates the numerals to 4; while R and R both are the group of the Formula on CH2 P 0 one of R and R is the group of the Formula and the other one is hydrogen or both R and R indicate hydrogen; or C.
  • R indicates the group of the Formula OH CH P -O or d.
  • the group of the Formula olt (III, e J '-O Oll (CI-I, s (ca, w n
  • hydroxy alkane diphosphonic acids correspond to the following Formula II:
  • R is hydrogen, hydroxyl, the amino group, a lower alkylamino group, a di-lower alkyl amino group, or lower alkyl with l to 8 carbon atoms, and
  • R is hydrogen or lower alkyl with I to 10 carbon atoms.
  • 1,3-diamino-2-propanol tetra-(methylene phos- R indicates the group of the Formula phonic acid
  • R and R together with the two carbon atoms to which they are attached, form a cycloalkyl ring, preferably with four to six carbon atoms such as cyclobutyl, cyclopentyl, or cyclohexyl, while 0 and 2 indicate one of the numerals 0 and l, and R indicates hydrogen or the group of the Formula and others. Mixtures of such phosphonic acids can, of course, also be used.
  • N-hydroxy ethyl ethylene diamino tri-acetic acid N,N-(Z-hydroxy ethyl) glycine, 1,3-
  • the preferred bleaching agent is hydrogen peroxide which is used, depending upon the proportion of goods to be bleached to bleaching bath, in a concentration in the bleaching bath between about 1 g./l. and about 35 g./l. and preferably between about 3 g./l. and about 15 g./l. calculated for 100 hydrogen peroxide.
  • hydrogen peroxide there can also be employed alkali metal peroxides such as sodium peroxide, alkali metal perborates, percarbonates, or perphosphates.
  • the preferred bleaching agent how ever, is hydrogen peroxide.
  • Example 1 It has been pointed out hereinabove in Example 1, that when adding water glass to the bleaching bath, the bleaching equipment must be cleaned and bleaching must be interrupted every 8 to 14 days in order to remove silicate deposits on the bleaching equipment. Usually this interruption lasts for 3 to 8 hours. In contrast thereto, when bleaching with a bleaching bath according to the present invention, no such repeated and time consuming cleaning of the equipment is required.
  • the degree of polymerization is reduced, for instance, when proceeding according to Example 2, to a value of about 1,000, i.e., to only about 50 of the initial degree of polymerization of the fabric to be bleached.
  • ferric ions are added, for instance, in Examples 3 and 4 in the form of ferric chloride.
  • a peroxide-containing bleaching bath free of silicate and adjusted to a pH between about 9.0 and about 12.0; 2. adding to said bath a stabilizing agent consisting of a mixture of a. an aliphatic hydroxy compound with 2 to 6 carbon atoms in its hydrocarbon chain, and b. a phosphonic acid compound selected from the group consisting of an amino alkylene phos phonic acid, a hydroxy alkane phosphonic acid, a water soluble salt of said phosphonic acids, and mixtures thereof, and
  • the stabilizing hydroxy compound is a compound selected from the group consisting of gluconic acid, citric acid, erythritol, pentaerythritol, sorbitol, and triethanolamine.
  • polyamino carboxylic acid is an acid selected from the group consisting of ethylene diamino tetra-acetic acid, nitrilo triacetic acid, and diethylene triamirno penta-acetic acid.
  • the cellulosecontaining textile fiber material is a fiber material containing cellulose fibers in mixture with synthetic fibers.
  • the cellulose containing textile fiber material is a fiber material containing cellulose fibers in mixture with polyester fibers.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Inorganic Chemistry (AREA)
  • Detergent Compositions (AREA)
  • Paper (AREA)
US338863A 1972-03-10 1973-03-07 Bleaching of cellulose containing textile fiber material with a silicate-free stabilized peroxide bleaching bath Expired - Lifetime US3860391A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE2211578A DE2211578C3 (de) 1972-03-10 1972-03-10 Verfahren zur Stabilisierung von Bleichflotten

Publications (1)

Publication Number Publication Date
US3860391A true US3860391A (en) 1975-01-14

Family

ID=5838503

Family Applications (1)

Application Number Title Priority Date Filing Date
US338863A Expired - Lifetime US3860391A (en) 1972-03-10 1973-03-07 Bleaching of cellulose containing textile fiber material with a silicate-free stabilized peroxide bleaching bath

Country Status (11)

Country Link
US (1) US3860391A (de)
JP (1) JPS49577A (de)
AT (1) AT348480B (de)
BE (1) BE795085A (de)
CA (1) CA995410A (de)
CH (2) CH567606B5 (de)
DE (1) DE2211578C3 (de)
ES (1) ES411119A1 (de)
FR (1) FR2175922B1 (de)
IT (1) IT973308B (de)
NL (1) NL170653C (de)

Cited By (42)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3996151A (en) * 1975-02-18 1976-12-07 Basf Aktiengesellschaft Alkaline peroxide bleach liquor
US4034064A (en) * 1976-02-02 1977-07-05 Ppg Industries, Inc. Hydrogen peroxide stabilization with triamides of phosphorus
DE2703876A1 (de) * 1976-02-25 1977-09-01 Solvay Verfahren zur stabilisierung von zum bleichen verwendeten loesungen von peroxidverbindungen
JPS52150317A (en) * 1976-06-09 1977-12-14 Fmc Corp Uranium carbonate leaching process
US4239643A (en) * 1979-01-02 1980-12-16 Monsanto Company Peroxide stabilization
US4294575A (en) * 1979-01-02 1981-10-13 Monsanto Company Peroxide stabilization
DE3112854A1 (de) * 1980-04-01 1982-01-07 Interox Chemicals Ltd., London "fluessiges bleichmittel"
US4337214A (en) * 1979-08-22 1982-06-29 Benckiser-Knapsack Gmbh N-(Hydroxy methyl)-1-amino alkane-1,1-diphosphonic acids, process of making same, and composition for and method of using same as stabilizing agents in peroxide-containing bleaching baths
US4384970A (en) * 1980-11-04 1983-05-24 L'air Liquide, Societe Anonyme Pour L'etude Et L'exploitation Des Procedes Georges Claude Stabilizing compositions for peroxide products
FR2522675A1 (fr) * 1982-03-04 1983-09-09 Colgate Palmolive Co Composition de blanchiment sans silicate et procede utilisant cette composition
FR2522676A1 (fr) * 1982-03-04 1983-09-09 Colgate Palmolive Co Composition de blanchiment sans silicate et procede utilisant une telle composition
US4470919A (en) * 1982-02-03 1984-09-11 The Procter & Gamble Company Oxygen-bleach-containing liquid detergent compositions
US4487655A (en) * 1981-06-10 1984-12-11 Benckiser-Knapsack Gmbh Process of and composition for de-inking waste paper as well as paper reclaimed by said process
US4497725A (en) * 1980-04-01 1985-02-05 Interox Chemicals Ltd. Aqueous bleach compositions
US4515597A (en) * 1982-12-10 1985-05-07 Ciba Geigy Corporation Magnesium complexes of oligomeric phosphonic acid esters, a process for their preparation and their use as stabilizers in alkaline, peroxide-containing bleach liquors
US4515596A (en) * 1982-07-27 1985-05-07 Ciba-Geigy Corporation Process for aftertreating dyed fibrous material made of or containing cellulose
US4525291A (en) * 1980-04-01 1985-06-25 Interox Chemicals Limited Liquid detergent compositions
US4529534A (en) * 1982-08-19 1985-07-16 The Procter & Gamble Company Peroxyacid bleach compositions
US4614646A (en) * 1984-12-24 1986-09-30 The Dow Chemical Company Stabilization of peroxide systems in the presence of alkaline earth metal ions
US4725281A (en) * 1985-07-19 1988-02-16 Ciba-Geigy Corporation Aqueous alkaline, silicate-containing composition and the use thereof for bleaching cellulosic fiber materials in the presence of per compounds
US4732650A (en) * 1986-09-15 1988-03-22 The Dow Chemical Company Bleaching of cellulosic pulps using hydrogen peroxide
GB2206903A (en) * 1987-06-26 1989-01-18 Sandoz Ltd Stabilisers for peroxide-containing bleaching liquors
US4880566A (en) * 1985-12-23 1989-11-14 Henkel Kommanditgesellschaft Auf Aktien Silicate-and magnesium-free stabilizer mixtures
US4889689A (en) * 1986-10-14 1989-12-26 Ciba-Geigy Corporation Method of disinfecting a soft contact lens with a diethylene triamine penta(methylenephosphonic acid) stabilized hydrogen peroxide solution
US4963157A (en) * 1987-04-17 1990-10-16 Nippon Peroxide Co., Ltd. Method for bleaching cellulosic fiber material with hydrogen peroxide
US5013404A (en) * 1989-11-15 1991-05-07 The Dow Chemical Company Process for alkaline peroxide bleaching of wood pulp using a quaternary amine as additive
US5102575A (en) * 1988-06-13 1992-04-07 Atochem Stabilization of H2 O2 bleaching and bleaching/desizing baths
US5145558A (en) * 1989-11-15 1992-09-08 The Dow Chemical Company Composition for alkaline peroxide bleaching of wood pulp using a quaternary amine as additive
US5205907A (en) * 1991-11-25 1993-04-27 Macmillan Bloedel Limited Removal of manganese from pulp using a chelating agent and magnesium sulphate
US5223091A (en) * 1991-11-25 1993-06-29 Macmillan Bloedel Limited Method of brightening mechanical pulp using silicate-free peroxide bleaching
US5464563A (en) * 1993-08-25 1995-11-07 Burlington Chemical Co., Inc. Bleaching composition
US5482516A (en) * 1993-05-24 1996-01-09 Surry Chemicals, Inc. Process for bleaching textiles
US5510055A (en) * 1992-02-10 1996-04-23 Bayer Aktiengesellschaft Bleaching regulator compositions and bleaching processes using them
US5616280A (en) * 1993-08-25 1997-04-01 Burlington Chemical Co., Inc. Bleaching composition
US5759440A (en) * 1989-07-20 1998-06-02 Interox (Societe Anonyme) Stabilized aqueuous solution of hydrogen peroxide and process for stabilizing an aqueous solution of hydrogen peroxide
US5855622A (en) * 1996-11-05 1999-01-05 Clariant International Ltd. Hydrogen peroxide-containing bleach liquor and bleaching method thereby
US5885953A (en) * 1996-11-29 1999-03-23 Eka Chemicals Ab Chemical composition
US5914304A (en) * 1994-07-01 1999-06-22 Warwick International Group, Ltd. Bleaching compositions
US5955415A (en) * 1997-08-04 1999-09-21 Lever Brothers Company, Division Of Conopco, Inc. Detergent compositions containing polyethyleneimines for enhanced peroxygen bleach stability
WO2005075350A1 (en) * 2004-02-04 2005-08-18 Philip Adolf Van Geetruy Hydrogen peroxide solution
US8802613B2 (en) 2007-12-13 2014-08-12 Akzo Nobel N.V. Stabilized hydrogen peroxide solutions
US20210061659A1 (en) * 2016-11-21 2021-03-04 Diversey, Inc. Novel peroxide stabilizers

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FI64639C (fi) * 1978-09-27 1983-12-12 Unilever Nv Bleknings- och rengoeringskomposition
DE3168426D1 (en) * 1980-04-01 1985-03-07 Interox Chemicals Ltd Liquid detergent compositions, their manufacture and their use in washing processes
US4812173A (en) * 1987-05-01 1989-03-14 Ciba-Geigy Corporation Stabilized hydrogen peroxide contact lens disinfecting solution
FR2685711B1 (fr) * 1991-12-26 1995-05-12 Protex Manuf Prod Chimiq Nouveau procede de teinture et de blanchiment d'articles textiles constitues d'un melange de fibres cellulosiques ou keratiniques et de fibres synthetiques.
JPH0681999U (ja) * 1993-05-06 1994-11-25 二和商事株式会社 濃縮飲料分与装置
DE4344029A1 (de) * 1993-12-23 1995-06-29 Grillo Werke Ag Copolymerisate ungesättigter Carbonsäuren, Verfahren zur Herstellung und ihre Verwendung

Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2927082A (en) * 1956-01-19 1960-03-01 Du Pont Peroxide bleaching compositions and their use
US3234140A (en) * 1964-06-05 1966-02-08 Monsanto Co Stabilization of peroxy solutions
US3388069A (en) * 1964-01-04 1968-06-11 Henkel & Cie Gmbh Liquid active oxygen detergent bleaching concentrate
US3645666A (en) * 1969-12-11 1972-02-29 Us Plywood Champ Papers Inc Method for uniforming the color of wood and wood articles
US3681022A (en) * 1970-05-01 1972-08-01 Fmc Corp Manufacture of stable hydrogen peroxide solutions
US3687627A (en) * 1970-06-25 1972-08-29 Du Pont Stabilized hydrogen peroxide solutions
US3701825A (en) * 1970-10-23 1972-10-31 Fmc Corp Stabilization of hydrogen peroxide with ethylenediamine tetra (methylenephosphonic acid)
US3740187A (en) * 1971-06-03 1973-06-19 Monsanto Co Processes for bleaching textiles

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1545425A (fr) * 1966-11-29 1968-11-08 Hooker Chemical Corp Sequestrant de métaux
FR2017950A1 (en) * 1968-07-22 1970-05-29 Monsanto Co Inhibiting agents
JPS4930233B2 (de) * 1971-11-15 1974-08-10

Patent Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2927082A (en) * 1956-01-19 1960-03-01 Du Pont Peroxide bleaching compositions and their use
US3388069A (en) * 1964-01-04 1968-06-11 Henkel & Cie Gmbh Liquid active oxygen detergent bleaching concentrate
US3234140A (en) * 1964-06-05 1966-02-08 Monsanto Co Stabilization of peroxy solutions
US3645666A (en) * 1969-12-11 1972-02-29 Us Plywood Champ Papers Inc Method for uniforming the color of wood and wood articles
US3681022A (en) * 1970-05-01 1972-08-01 Fmc Corp Manufacture of stable hydrogen peroxide solutions
US3687627A (en) * 1970-06-25 1972-08-29 Du Pont Stabilized hydrogen peroxide solutions
US3701825A (en) * 1970-10-23 1972-10-31 Fmc Corp Stabilization of hydrogen peroxide with ethylenediamine tetra (methylenephosphonic acid)
US3740187A (en) * 1971-06-03 1973-06-19 Monsanto Co Processes for bleaching textiles

Cited By (53)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3996151A (en) * 1975-02-18 1976-12-07 Basf Aktiengesellschaft Alkaline peroxide bleach liquor
US4034064A (en) * 1976-02-02 1977-07-05 Ppg Industries, Inc. Hydrogen peroxide stabilization with triamides of phosphorus
US4363699A (en) * 1976-02-25 1982-12-14 Solvay & Cie. Process for stabilizing solutions of peroxidic compounds used for bleaching
DE2703876A1 (de) * 1976-02-25 1977-09-01 Solvay Verfahren zur stabilisierung von zum bleichen verwendeten loesungen von peroxidverbindungen
JPS52150317A (en) * 1976-06-09 1977-12-14 Fmc Corp Uranium carbonate leaching process
US4239643A (en) * 1979-01-02 1980-12-16 Monsanto Company Peroxide stabilization
US4294575A (en) * 1979-01-02 1981-10-13 Monsanto Company Peroxide stabilization
US4526582A (en) * 1979-08-22 1985-07-02 Benckiser-Knapsack Gmbh Method for bleaching cellulose fibers with N-(hydroxy methyl)-1-amino alkane-1,1-diphosphonic acid stabilized peroxide-containing bleaching baths
US4337214A (en) * 1979-08-22 1982-06-29 Benckiser-Knapsack Gmbh N-(Hydroxy methyl)-1-amino alkane-1,1-diphosphonic acids, process of making same, and composition for and method of using same as stabilizing agents in peroxide-containing bleaching baths
US4347149A (en) * 1980-04-01 1982-08-31 Interox Chemicals Limited Aqueous bleach compositions
DE3112854A1 (de) * 1980-04-01 1982-01-07 Interox Chemicals Ltd., London "fluessiges bleichmittel"
US4525291A (en) * 1980-04-01 1985-06-25 Interox Chemicals Limited Liquid detergent compositions
US4497725A (en) * 1980-04-01 1985-02-05 Interox Chemicals Ltd. Aqueous bleach compositions
US4384970A (en) * 1980-11-04 1983-05-24 L'air Liquide, Societe Anonyme Pour L'etude Et L'exploitation Des Procedes Georges Claude Stabilizing compositions for peroxide products
US4487655A (en) * 1981-06-10 1984-12-11 Benckiser-Knapsack Gmbh Process of and composition for de-inking waste paper as well as paper reclaimed by said process
US4470919A (en) * 1982-02-03 1984-09-11 The Procter & Gamble Company Oxygen-bleach-containing liquid detergent compositions
FR2522676A1 (fr) * 1982-03-04 1983-09-09 Colgate Palmolive Co Composition de blanchiment sans silicate et procede utilisant une telle composition
US4443352A (en) * 1982-03-04 1984-04-17 Colgate-Palmolive Company Silicate-free bleaching and laundering composition
US4430244A (en) 1982-03-04 1984-02-07 Colgate-Palmolive Company Silicate-free bleaching and laundering composition
FR2522675A1 (fr) * 1982-03-04 1983-09-09 Colgate Palmolive Co Composition de blanchiment sans silicate et procede utilisant cette composition
US4515596A (en) * 1982-07-27 1985-05-07 Ciba-Geigy Corporation Process for aftertreating dyed fibrous material made of or containing cellulose
US4529534A (en) * 1982-08-19 1985-07-16 The Procter & Gamble Company Peroxyacid bleach compositions
US4515597A (en) * 1982-12-10 1985-05-07 Ciba Geigy Corporation Magnesium complexes of oligomeric phosphonic acid esters, a process for their preparation and their use as stabilizers in alkaline, peroxide-containing bleach liquors
US4614646A (en) * 1984-12-24 1986-09-30 The Dow Chemical Company Stabilization of peroxide systems in the presence of alkaline earth metal ions
US4725281A (en) * 1985-07-19 1988-02-16 Ciba-Geigy Corporation Aqueous alkaline, silicate-containing composition and the use thereof for bleaching cellulosic fiber materials in the presence of per compounds
US4880566A (en) * 1985-12-23 1989-11-14 Henkel Kommanditgesellschaft Auf Aktien Silicate-and magnesium-free stabilizer mixtures
US4732650A (en) * 1986-09-15 1988-03-22 The Dow Chemical Company Bleaching of cellulosic pulps using hydrogen peroxide
AU600756B2 (en) * 1986-09-15 1990-08-23 Dow Chemical Company, The Improved process for the bleaching of cellulosic pulps using hydrogen peroxide
US4889689A (en) * 1986-10-14 1989-12-26 Ciba-Geigy Corporation Method of disinfecting a soft contact lens with a diethylene triamine penta(methylenephosphonic acid) stabilized hydrogen peroxide solution
US4963157A (en) * 1987-04-17 1990-10-16 Nippon Peroxide Co., Ltd. Method for bleaching cellulosic fiber material with hydrogen peroxide
US5000874A (en) * 1987-06-26 1991-03-19 Sandoz Ltd. Concentrated compositions and their use as stabilizers for peroxide-containing alkaline liquors
GB2206903B (en) * 1987-06-26 1991-03-20 Sandoz Ltd Concentrated compositions and their use as stabilizers for peroxide-containing alkaline liquors
GB2206903A (en) * 1987-06-26 1989-01-18 Sandoz Ltd Stabilisers for peroxide-containing bleaching liquors
US5102575A (en) * 1988-06-13 1992-04-07 Atochem Stabilization of H2 O2 bleaching and bleaching/desizing baths
US5759440A (en) * 1989-07-20 1998-06-02 Interox (Societe Anonyme) Stabilized aqueuous solution of hydrogen peroxide and process for stabilizing an aqueous solution of hydrogen peroxide
US5013404A (en) * 1989-11-15 1991-05-07 The Dow Chemical Company Process for alkaline peroxide bleaching of wood pulp using a quaternary amine as additive
US5145558A (en) * 1989-11-15 1992-09-08 The Dow Chemical Company Composition for alkaline peroxide bleaching of wood pulp using a quaternary amine as additive
US5205907A (en) * 1991-11-25 1993-04-27 Macmillan Bloedel Limited Removal of manganese from pulp using a chelating agent and magnesium sulphate
US5223091A (en) * 1991-11-25 1993-06-29 Macmillan Bloedel Limited Method of brightening mechanical pulp using silicate-free peroxide bleaching
US5510055A (en) * 1992-02-10 1996-04-23 Bayer Aktiengesellschaft Bleaching regulator compositions and bleaching processes using them
US5482516A (en) * 1993-05-24 1996-01-09 Surry Chemicals, Inc. Process for bleaching textiles
US5912404A (en) * 1993-05-24 1999-06-15 Surry Chemicals Incorporated Bleached textiles
US6117358A (en) * 1993-05-24 2000-09-12 Surry Chemicals, Inc. Composition for bleaching textiles
US5616280A (en) * 1993-08-25 1997-04-01 Burlington Chemical Co., Inc. Bleaching composition
US5464563A (en) * 1993-08-25 1995-11-07 Burlington Chemical Co., Inc. Bleaching composition
US5914304A (en) * 1994-07-01 1999-06-22 Warwick International Group, Ltd. Bleaching compositions
US5855622A (en) * 1996-11-05 1999-01-05 Clariant International Ltd. Hydrogen peroxide-containing bleach liquor and bleaching method thereby
US5885953A (en) * 1996-11-29 1999-03-23 Eka Chemicals Ab Chemical composition
US5955415A (en) * 1997-08-04 1999-09-21 Lever Brothers Company, Division Of Conopco, Inc. Detergent compositions containing polyethyleneimines for enhanced peroxygen bleach stability
WO2005075350A1 (en) * 2004-02-04 2005-08-18 Philip Adolf Van Geetruy Hydrogen peroxide solution
BE1016047A3 (nl) * 2004-02-04 2006-02-07 Geetruy Philip Adolf Van Waterstofperoxide-oplossing.
US8802613B2 (en) 2007-12-13 2014-08-12 Akzo Nobel N.V. Stabilized hydrogen peroxide solutions
US20210061659A1 (en) * 2016-11-21 2021-03-04 Diversey, Inc. Novel peroxide stabilizers

Also Published As

Publication number Publication date
BE795085A (fr) 1973-05-29
AT348480B (de) 1979-02-26
DE2211578A1 (de) 1973-09-13
DE2211578B2 (de) 1975-05-22
FR2175922B1 (de) 1976-11-05
JPS49577A (de) 1974-01-07
CH334173A4 (de) 1975-04-15
ATA209273A (de) 1978-07-15
FR2175922A1 (de) 1973-10-26
NL170653B (nl) 1982-07-01
CH567606B5 (de) 1975-10-15
NL170653C (nl) 1982-12-01
IT973308B (it) 1974-06-10
NL7303286A (de) 1973-09-12
ES411119A1 (es) 1975-12-01
CA995410A (en) 1976-08-24
DE2211578C3 (de) 1980-04-10

Similar Documents

Publication Publication Date Title
US3860391A (en) Bleaching of cellulose containing textile fiber material with a silicate-free stabilized peroxide bleaching bath
US3740187A (en) Processes for bleaching textiles
US3234140A (en) Stabilization of peroxy solutions
US4725281A (en) Aqueous alkaline, silicate-containing composition and the use thereof for bleaching cellulosic fiber materials in the presence of per compounds
US5464563A (en) Bleaching composition
US4526582A (en) Method for bleaching cellulose fibers with N-(hydroxy methyl)-1-amino alkane-1,1-diphosphonic acid stabilized peroxide-containing bleaching baths
US4880566A (en) Silicate-and magnesium-free stabilizer mixtures
US4195974A (en) Desizing and bleaching of textile goods
US5616280A (en) Bleaching composition
US4496472A (en) Process for bleaching cellulosic fibre materials using oligomers of phosphonic acid esters as stabilizers in alkaline, peroxide-containing bleaching liquors
US5103522A (en) Sequential oxidative and reductive bleaching in a multicomponent single liquor system
US4384970A (en) Stabilizing compositions for peroxide products
US4751023A (en) Aqueous alkaline, silicate-containing composition for bleaching cellulosic fibre materials in the presence of per compounds
KR890002376B1 (ko) 퍼옥시산 표백제 및 세탁제 조성물 및 표백방법
US4515597A (en) Magnesium complexes of oligomeric phosphonic acid esters, a process for their preparation and their use as stabilizers in alkaline, peroxide-containing bleach liquors
US2820690A (en) Process of bleaching cotton with hydrogen peroxide bleach stabilized with calcium ormagnesium orthophosphate
US3833517A (en) Agent for the treatment of cellulosic fiber materials and process
US5855622A (en) Hydrogen peroxide-containing bleach liquor and bleaching method thereby
US3954401A (en) Agent for the treatment of cellulosic fiber materials and process
US4959075A (en) Silicate- and magnesium-free stabilizer hydrogen peroxide mixtures for bleaching processes
US6056787A (en) Process for the pretreatment of fibers
US4961752A (en) Sequential oxidative and reductive bleaching in a multicomponent single liquor system
US5000874A (en) Concentrated compositions and their use as stabilizers for peroxide-containing alkaline liquors
JPH0434595B2 (de)
JPH0354159B2 (de)