US3696044A - Sequestrant compositions - Google Patents

Sequestrant compositions Download PDF

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Publication number
US3696044A
US3696044A US52088A US3696044DA US3696044A US 3696044 A US3696044 A US 3696044A US 52088 A US52088 A US 52088A US 3696044D A US3696044D A US 3696044DA US 3696044 A US3696044 A US 3696044A
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US
United States
Prior art keywords
acid
sequestering
acids
carbon atoms
polyhydroxy
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
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US52088A
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English (en)
Inventor
Thomas F Rutledge
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.)
Zeneca Inc
Original Assignee
Atlas Chemical Industries Inc
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Filing date
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Publication of US3696044A publication Critical patent/US3696044A/en
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Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/20Organic compounds containing oxygen
    • C11D3/2075Carboxylic acids-salts thereof
    • C11D3/2086Hydroxy carboxylic acids-salts thereof
    • CCHEMISTRY; METALLURGY
    • C02TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02FTREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02F5/00Softening water; Preventing scale; Adding scale preventatives or scale removers to water, e.g. adding sequestering agents
    • C02F5/08Treatment of water with complexing chemicals or other solubilising agents for softening, scale prevention or scale removal, e.g. adding sequestering agents
    • C02F5/10Treatment of water with complexing chemicals or other solubilising agents for softening, scale prevention or scale removal, e.g. adding sequestering agents using organic substances

Definitions

  • sequestrant compositions comprising a mixture of (l) a compound selected from the group consisting of citric acid, tartaric acid, polyhydroxy monocarboxylic acids containing from 6 to 8 carbon atoms, and the water soluble salts of said acids and (2) a compound selected from the group consisting of polyhydroxy dicarboxylic acids containing from 5 to 8 carbon atoms and polyhydroxy monocarboxylic ketoacids containing from 6 to 8 carbon atoms and the water-soluble salts of said acids.
  • This invention relates to new compositions of matter. More particularly, this invention relates to novel sequestrant compositions comprising a mixture of sequestering agents.
  • Polyhydroxy acids such as gluconic acid
  • gluconic acid sodium gluconate in the basic medium
  • Gluconic acid is a good sequestrant for calcium ions, but it is not nearly as good as alpha-ketoglucom'c acid and the polyhydroxy polycarboxylic acids such as saccharic acid and mucic acid.
  • novel compositions of the present invention comprise a mixture of (1) a compound selected from the group consisting of citric acid, tartaric acid, polyhydroxy monocarboxylic acids containing from 6 to 8 carbon atoms, and the water soluble salts of said acids and 3,696,044 Patented Oct. 3, 1972 ice (2) a compound selected from the group consisting of polyhydroxy dicarboxylic acids containing from 5 to 8 carbon atoms, polyhdroxy monocarboxylic ketoacids containing from 6 to 8 carbon atoms, and the water soluble salts of said acids.
  • a preferred class of polyhydroxy monocarboxylic acids and water-soluble salts thereof which may be used as a component of the sequestering compositions of this invention includes the compounds characterized by the following generalized formula COO-X (CHOHL;
  • polyhydroxy monocarboxylic ketoacids includeZ-ketogulonic acid, 2-ketogluconic acid, S-ketogluconic acid, Z-ketoglucoheptanoic acid, 3-ketogluconic acid, 4-ketogluconic acid, 3-ketogulonic acid, and 4-ketogulonic acid.
  • a preferred keto acid is 2-ketogluconic acid.
  • sequestering agents are employed in the free acid form or in the salt form.
  • compounds (1) and (2) described above may be employed in free acid form or as a water soluble salt.
  • Illustrative examples of such salts include the alkali metal and ammonium salts.
  • a preferred class of salts includes the sodium and potassium salts.
  • the amounts of compounds (1) and (2) described above which may be employed in the sequestering compositions of this invention may vary a wide range and will depend somewhat on the sepcific combination of sequestering agent used, on the cost of the sequestering agent, and on the particular system in which the the sequestering composition is employed.
  • the weight ratio of compound 1) to compound (2) is not more than about 100 and at least about 0.05 and preferably at least about 1.
  • a particularly preferred weight ratio of compound (1) to compound (2) is from about 2 to about 10.
  • a preferred composition of this invention comprises a mixture of about parts by weight of gluconic acid or water-soluble salt thereof and about 25 parts by weight of saccharic acid or water-soluble salt thereof.
  • the calcium sequestering ability of the various compositions is determined by the titration of 0.2 gram of the active material with one percent calcium acetate solution and three percent caustic solution in accordance with a modified version of a test described by Mchevretter et al., Industrial Engineering Chemistry, 45,2782 (1953).
  • a two percent stock solution of the sequestring agent is prepared, and ten ml. of this stock solution are diluted with ml. of a six percent sodium hydroxide solution and two ml. of two percent sodium oxalate solution.
  • the diluted solution is mechanically stirred, and a standard one percent calcium acetate solution is added from a syringe attached to a constant speed syringe pump until a slight haze is observed in the solution.
  • the amount of calcium ion added is a measure of the sequestering power of the sequestering agent under test.
  • Sodium gluconate a standard of the industry, is arbitrarily assigned a calcium ion sequestering index of 1.00.
  • the calcium ion sequestering power of the other sequestrants are calculated based on sodium gluconate.
  • disodium saccharate has an index of 2.72 which indicates that disodium saccharate is 2.72 times as effective as sodium gluconate.
  • the calculated calcium ion sequestering power is determined by adding the theoretical calcium ion sequestering power of each component of the sequestering composition.
  • the sequestering compositions of this invention may be used in any of the numerous ways known in the art for using sequestering agents.
  • the sequestering compositions may be used alone or in combination with wetting agents, surfactants, detergent builders, detergent compositions, and other ingredients which are used in the art in combination with sequestering agents.
  • a composition comprising a mixture of (1) a compound selected from the group consisting of citric acid, tartaric acid, polyhydroxy monocarboxylic acids containing from 6 to 8 carbon atoms, and the water soluble salts of said acids and (2) a compound selected from the group consisting of polyhydroxy dicarboxylic acids containing from 5 to 8 carbon atoms, polyhydroxy monocarboxylic ketoacids containing from 6 to 8 carbon atoms, and the water soluble salts of said acids.
  • composition of claim 1 wherein the polyhydroxy monocarboxylic acid containing from 6 to 8 carbon atoms 2D has the formula COOX wherein n is an integer from 4 to 6 and wherein X is hydrogen or a cation.
  • composition of claim 2 wherein the weight ratio r of compound 1) to compound (2) is at least one. 4. A composition of claim 3 wherein compound (1) has the formula HOH 40 HzOH POWER OF SODIUM SACCHARATE, SODIUM GLUCONATE, AND
  • n is an integer having a value of from 4 to 6 and X is hydrogen or cation and wherein compound (2) has the formula wherein m is 3 or 4 and Q and D are independently hydrogen or cation.
  • composition of claim 2 wherein the ratio of compound (1) to compound (2) is from 2 to 10.
  • composition of claim 8 wherein the ratio of compound (1) to compound (2) is from 2 to 10.

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Environmental & Geological Engineering (AREA)
  • Hydrology & Water Resources (AREA)
  • Water Supply & Treatment (AREA)
  • General Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Detergent Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
US52088A 1970-07-02 1970-07-02 Sequestrant compositions Expired - Lifetime US3696044A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US5208870A 1970-07-02 1970-07-02

Publications (1)

Publication Number Publication Date
US3696044A true US3696044A (en) 1972-10-03

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US52088A Expired - Lifetime US3696044A (en) 1970-07-02 1970-07-02 Sequestrant compositions

Country Status (7)

Country Link
US (1) US3696044A (de)
JP (1) JPS5343908B1 (de)
CA (1) CA946598A (de)
DE (1) DE2132509A1 (de)
FR (1) FR2100198A5 (de)
GB (1) GB1304979A (de)
IT (1) IT1000014B (de)

Cited By (32)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3969134A (en) * 1971-02-12 1976-07-13 Henkel & Cie G.M.B.H. Process for using clear rinsing agents in mechanical dishwashing
US4000083A (en) * 1974-05-06 1976-12-28 B°V° Chemie Combinatie Amsterdam C°C°A° Sequestering agents
US4032460A (en) * 1975-10-28 1977-06-28 Union Oil Company Of California Inhibition of scale deposition in high temperature wells
US4049547A (en) * 1976-04-08 1977-09-20 International Minerals & Chemical Corporation Use of chelating agents for enhancing the settling of slimes
US4210550A (en) * 1978-07-14 1980-07-01 Akzo N.V. Detergent composition containing an alkali carbonate
US4244792A (en) * 1980-02-26 1981-01-13 Hixson Metal Finishing Method for stripping anodized aluminum and aluminum alloys
US4264418A (en) * 1978-09-19 1981-04-28 Kilene Corp. Method for detersifying and oxide coating removal
US4277359A (en) * 1979-04-04 1981-07-07 Mogul Corporation Water treatment to inhibit corrosion and scale and process
US4317735A (en) * 1980-03-18 1982-03-02 The Dow Chemical Company Method of inhibiting crosslinking of aqueous xanthan gums in the presence of ferric acid ions
US4662827A (en) * 1984-04-25 1987-05-05 Facet Enterprises, Inc. Wet motor geroter fuel pump
US4724083A (en) * 1987-05-15 1988-02-09 International Minerals & Chemical Corp. Method of preventing precipitation of metal compounds
US4929364A (en) * 1987-06-19 1990-05-29 Nalco Chemical Company Amine/gallic acid blends as oxygen scavengers
US4941925A (en) * 1988-02-26 1990-07-17 Nalco Chemical Company Cleaner for high pressure cleaning of ferrous and non-ferrous material
US4968438A (en) * 1987-09-18 1990-11-06 Nalco Chemical Company Gallic acid as an oxygen scavenger
US5344590A (en) * 1993-01-06 1994-09-06 W. R. Grace & Co.-Conn. Method for inhibiting corrosion of metals using polytartaric acids
US5368740A (en) * 1993-04-23 1994-11-29 Betz Paperchem, Inc. Methods of controlling scale formation in the presence of metal ions in aqueous systems
US5468393A (en) * 1993-04-23 1995-11-21 Betz Paperchem, Inc. Methods of controlling scale formation in the presence of metal ions in aqueous systems
US5948267A (en) * 1994-10-07 1999-09-07 Kay Chemical Company Composition and method for inhibiting chloride-Induced corrosion and limescale formation on ferrous metals and alloys
US6042742A (en) * 1994-10-07 2000-03-28 Whittemore; Michael Composition and method for inhibiting chloride-induced corrosion of and limescale formation on ferrous metals and alloys
US6506258B1 (en) * 1998-02-20 2003-01-14 Cooperatie Cosun U.A. Process for controlling scale in the sugar process
US20030203707A1 (en) * 1998-12-04 2003-10-30 Farrow Nigel Richard Method for removing surface coatings
US20050129644A1 (en) * 2003-03-25 2005-06-16 L'oreal S.A. Use of hydroxycarboxylic acids and salts thereof as complexing agents in reducing compositions for bleaching or permanently reshaping keratin fibres
US7267696B2 (en) 2003-03-25 2007-09-11 L'oreal S.A. Composition for dyeing keratinous fibers, comprising a hydroxycarboxylic acid or a salt, ready-to-use composition comprising it, implementation process and device
US20100111756A1 (en) * 2008-10-31 2010-05-06 General Electric Company Compositions and methods for inhibiting corrosion in aqueous media
US20100111757A1 (en) * 2008-10-31 2010-05-06 General Electric Company Methods for inhibiting corrosion in aqueous media
US7935665B2 (en) 2002-04-25 2011-05-03 Fujifilm Electronic Materials U.S.A., Inc. Non-corrosive cleaning compositions for removing etch residues
US9315624B2 (en) 2007-11-15 2016-04-19 The University Of Montana Hydroxypolyamide gel forming agents
US9346736B2 (en) 2013-03-13 2016-05-24 Rivertop Renewables, Inc. Oxidation process
US9347024B2 (en) 2011-04-21 2016-05-24 Rivertop Renewables, Inc. Calcium sequestering composition
US9404188B2 (en) 2010-11-11 2016-08-02 Rivertop Renewables Corrosion inhibiting composition
US9670124B2 (en) 2013-03-13 2017-06-06 Rivertop Renewables, Inc. Nitric acid oxidation process
US9758462B2 (en) 2013-03-13 2017-09-12 Rivertop Renewables, Inc. Nitric acid oxidation processes

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2852828A1 (fr) * 2003-03-25 2004-10-01 Oreal Composition de traitement des matieres keratiniques comprenant un acide hydroxycarboxylique et un agent protecteur ou conditionneur
JP5934341B2 (ja) * 2011-04-21 2016-06-15 リバートツプ・リニユーアブルズ・インコーポレイテツド カルシウム封鎖組成物

Cited By (35)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3969134A (en) * 1971-02-12 1976-07-13 Henkel & Cie G.M.B.H. Process for using clear rinsing agents in mechanical dishwashing
US4000083A (en) * 1974-05-06 1976-12-28 B°V° Chemie Combinatie Amsterdam C°C°A° Sequestering agents
US4032460A (en) * 1975-10-28 1977-06-28 Union Oil Company Of California Inhibition of scale deposition in high temperature wells
US4049547A (en) * 1976-04-08 1977-09-20 International Minerals & Chemical Corporation Use of chelating agents for enhancing the settling of slimes
US4210550A (en) * 1978-07-14 1980-07-01 Akzo N.V. Detergent composition containing an alkali carbonate
US4264418A (en) * 1978-09-19 1981-04-28 Kilene Corp. Method for detersifying and oxide coating removal
US4277359A (en) * 1979-04-04 1981-07-07 Mogul Corporation Water treatment to inhibit corrosion and scale and process
US4244792A (en) * 1980-02-26 1981-01-13 Hixson Metal Finishing Method for stripping anodized aluminum and aluminum alloys
US4317735A (en) * 1980-03-18 1982-03-02 The Dow Chemical Company Method of inhibiting crosslinking of aqueous xanthan gums in the presence of ferric acid ions
US4662827A (en) * 1984-04-25 1987-05-05 Facet Enterprises, Inc. Wet motor geroter fuel pump
US4724083A (en) * 1987-05-15 1988-02-09 International Minerals & Chemical Corp. Method of preventing precipitation of metal compounds
US4929364A (en) * 1987-06-19 1990-05-29 Nalco Chemical Company Amine/gallic acid blends as oxygen scavengers
US4968438A (en) * 1987-09-18 1990-11-06 Nalco Chemical Company Gallic acid as an oxygen scavenger
US4941925A (en) * 1988-02-26 1990-07-17 Nalco Chemical Company Cleaner for high pressure cleaning of ferrous and non-ferrous material
US5344590A (en) * 1993-01-06 1994-09-06 W. R. Grace & Co.-Conn. Method for inhibiting corrosion of metals using polytartaric acids
US5468393A (en) * 1993-04-23 1995-11-21 Betz Paperchem, Inc. Methods of controlling scale formation in the presence of metal ions in aqueous systems
US5368740A (en) * 1993-04-23 1994-11-29 Betz Paperchem, Inc. Methods of controlling scale formation in the presence of metal ions in aqueous systems
US5948267A (en) * 1994-10-07 1999-09-07 Kay Chemical Company Composition and method for inhibiting chloride-Induced corrosion and limescale formation on ferrous metals and alloys
US6042742A (en) * 1994-10-07 2000-03-28 Whittemore; Michael Composition and method for inhibiting chloride-induced corrosion of and limescale formation on ferrous metals and alloys
US6506258B1 (en) * 1998-02-20 2003-01-14 Cooperatie Cosun U.A. Process for controlling scale in the sugar process
US20030203707A1 (en) * 1998-12-04 2003-10-30 Farrow Nigel Richard Method for removing surface coatings
US7935665B2 (en) 2002-04-25 2011-05-03 Fujifilm Electronic Materials U.S.A., Inc. Non-corrosive cleaning compositions for removing etch residues
US20050129644A1 (en) * 2003-03-25 2005-06-16 L'oreal S.A. Use of hydroxycarboxylic acids and salts thereof as complexing agents in reducing compositions for bleaching or permanently reshaping keratin fibres
US7267696B2 (en) 2003-03-25 2007-09-11 L'oreal S.A. Composition for dyeing keratinous fibers, comprising a hydroxycarboxylic acid or a salt, ready-to-use composition comprising it, implementation process and device
US9315624B2 (en) 2007-11-15 2016-04-19 The University Of Montana Hydroxypolyamide gel forming agents
US9505882B2 (en) 2007-11-15 2016-11-29 The University Of Montana Hydroxypolyamide gel forming agents
US20100111757A1 (en) * 2008-10-31 2010-05-06 General Electric Company Methods for inhibiting corrosion in aqueous media
US8021607B2 (en) 2008-10-31 2011-09-20 General Electric Company Methods for inhibiting corrosion in aqueous media
US8025840B2 (en) 2008-10-31 2011-09-27 General Electric Company Compositions and methods for inhibiting corrosion in aqueous media
US20100111756A1 (en) * 2008-10-31 2010-05-06 General Electric Company Compositions and methods for inhibiting corrosion in aqueous media
US9404188B2 (en) 2010-11-11 2016-08-02 Rivertop Renewables Corrosion inhibiting composition
US9347024B2 (en) 2011-04-21 2016-05-24 Rivertop Renewables, Inc. Calcium sequestering composition
US9346736B2 (en) 2013-03-13 2016-05-24 Rivertop Renewables, Inc. Oxidation process
US9670124B2 (en) 2013-03-13 2017-06-06 Rivertop Renewables, Inc. Nitric acid oxidation process
US9758462B2 (en) 2013-03-13 2017-09-12 Rivertop Renewables, Inc. Nitric acid oxidation processes

Also Published As

Publication number Publication date
IT1000014B (it) 1976-03-30
DE2132509A1 (de) 1972-01-05
CA946598A (en) 1974-05-07
GB1304979A (de) 1973-01-31
JPS5343908B1 (de) 1978-11-24
FR2100198A5 (de) 1972-03-17

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