CA2056411A1 - Peroxyacid manufacture - Google Patents

Peroxyacid manufacture

Info

Publication number
CA2056411A1
CA2056411A1 CA002056411A CA2056411A CA2056411A1 CA 2056411 A1 CA2056411 A1 CA 2056411A1 CA 002056411 A CA002056411 A CA 002056411A CA 2056411 A CA2056411 A CA 2056411A CA 2056411 A1 CA2056411 A1 CA 2056411A1
Authority
CA
Canada
Prior art keywords
acid
carboxylic acid
range
acid solution
around
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.)
Granted
Application number
CA002056411A
Other languages
French (fr)
Other versions
CA2056411C (en
Inventor
Nicholas Arador Troughton
Graham Carr
Alun Pryce James
John Phillip Sankey
Andrew John Willson
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.)
Solvay Interox Ltd
Original Assignee
Nicholas Arador Troughton
Graham Carr
Alun Pryce James
John Phillip Sankey
Andrew John Willson
Interox Chemicals Limited
Solvay Interox Limited
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 Nicholas Arador Troughton, Graham Carr, Alun Pryce James, John Phillip Sankey, Andrew John Willson, Interox Chemicals Limited, Solvay Interox Limited filed Critical Nicholas Arador Troughton
Publication of CA2056411A1 publication Critical patent/CA2056411A1/en
Application granted granted Critical
Publication of CA2056411C publication Critical patent/CA2056411C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/44—Iso-indoles; Hydrogenated iso-indoles
    • C07D209/48—Iso-indoles; Hydrogenated iso-indoles with oxygen atoms in positions 1 and 3, e.g. phthalimide
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C407/00—Preparation of peroxy compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C407/00—Preparation of peroxy compounds
    • C07C407/003—Separation; Purification; Stabilisation; Use of additives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C409/00—Peroxy compounds
    • C07C409/24—Peroxy compounds the —O—O— group being bound between a >C=O group and hydrogen, i.e. peroxy acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C409/00—Peroxy compounds
    • C07C409/40—Peroxy compounds containing nitrogen atoms

Abstract

In one class of processes for making poorly soluble organic peroxyacids the corresponding carboxylic acid is reacted with hydrogen peroxide in a reaction medium containing a high concentration of sulphuric acid. The presence of such constituents in the reaction mixture and the manner of the reactants and the way in which they are brought into contact, can result in the processes being hazardous. In the present invention, hazard problems are reduced or eliminated by first dissolving the carboxylic acid in concentrated sulphuric acid, secondly forming a Caro's acid solution containing a complementary amount of sulphuric acid and hydrogen peroxide within a predetermined range, and then introducing the carboxylic acid solution at a controlled rate into the Caro's acid solution, often over a period of from about 30 to 90 minutes, with agitation and temperature control. The compositions of the two reactant solutions are precalculated relative to each other such that the A value (weight ratio of sulphuric acid to the the combined weight of it and water) either increases during addition of the carboxylic acid solution or if the latter is relatively less insoluble, stays the same or increases. The solutions are preferably formulated to provide an A value at the end of the reaction period selected in the range of around 0.7 to around 0.8, at a temperature of around 20 to 45°C, the more soluble tending towards the lower end of each range and the less soluble towards the upper end of each range. The process is especially suitable for making poorly soluble aliphatic mono or diperoxycarboxylic acids such as peroxynonanoic acid or diperoxydodecanedioic acid, or for aromatic group substituted peroxyacids in which the peroxydation occurs in a primarily aliphatic environment, such as phthalimidoperoxyhexanoic acid. In another aspect, the present invention provides the peroxyacid 6,6'-terephthal-di(amidoperoxyhexanoic) acid and a process for preparing this compound.
CA002056411A 1989-05-24 1990-05-21 Peroxyacid manufacture Expired - Fee Related CA2056411C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
GB8911957.2 1989-05-24
GB898911957A GB8911957D0 (en) 1989-05-24 1989-05-24 Peroxyacid manufacture
PCT/GB1990/000793 WO1990014336A1 (en) 1989-05-24 1990-05-21 Peroxyacid manufacture

Publications (2)

Publication Number Publication Date
CA2056411A1 true CA2056411A1 (en) 1990-11-25
CA2056411C CA2056411C (en) 2002-10-15

Family

ID=10657285

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002056411A Expired - Fee Related CA2056411C (en) 1989-05-24 1990-05-21 Peroxyacid manufacture

Country Status (9)

Country Link
US (2) US5220052A (en)
EP (2) EP0473637B1 (en)
JP (2) JP3116136B2 (en)
CA (1) CA2056411C (en)
DD (1) DD300103A5 (en)
DE (2) DE69030274T2 (en)
ES (1) ES2073025T3 (en)
GB (1) GB8911957D0 (en)
WO (1) WO1990014336A1 (en)

Families Citing this family (26)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5292447A (en) * 1988-06-14 1994-03-08 Ausimont S.R.L. Heterocyclic peroxides having n-amidic heteroatoms
IT1245308B (en) * 1990-12-13 1994-09-19 Ausimont Spa PROCESS FOR THE PRODUCTION OF AN ARYL-IMMIDO-PER-ALCANOIC ACID
GB9027975D0 (en) * 1990-12-22 1991-02-13 Interox Chemicals Ltd Peroxycarboxylic acid
IT1254619B (en) * 1992-02-21 1995-09-28 Ausimont Spa PROCEDURE FOR THE PURIFICATION OF PHTALIMID-PEROXICAPROIC ACID (PAP) FROM IMPURITIONS OF CHLORINATED SOLVENTS
IT1254240B (en) * 1992-03-10 1995-09-14 Ausimont Spa PROCEDURE FOR SEPARATION OF PEROXYCAPROIC PHTALIMMID ACID FROM ORGANIC SOLVENT SOLUTIONS
US5268003A (en) * 1992-03-31 1993-12-07 Lever Brothers Company, Division Of Conopco, Inc. Stable amido peroxycarboxylic acids for bleaching
US5589032A (en) * 1992-09-21 1996-12-31 North Carolina State University Process for preparing a bleaching liquor containing percarboxylic acid and caro's acid
US5429769A (en) * 1993-07-26 1995-07-04 Lever Brothers Company, Division Of Conopco, Inc. Peroxycarboxylic acids and manganese complex catalysts
US5397501A (en) * 1993-07-26 1995-03-14 Lever Brothers Company, Division Of Conopco, Inc. Amido peroxycarboxylic acids for bleaching
US5413733A (en) * 1993-07-26 1995-05-09 Lever Brothers Company, Division Of Conopco, Inc. Amidooxy peroxycarboxylic acids and sulfonimine complex catalysts
US5672295A (en) * 1993-07-26 1997-09-30 Lever Brothers Company, Division Of Conopco, Inc. Amido peroxycarboxylic acids for bleaching
US5441660A (en) * 1993-11-12 1995-08-15 Lever Brothers Company Compositions comprising capsule comprising oil surrounding hydrophobic or hydrophilic active and polymeric shell surrounding oil
US5434069A (en) * 1993-11-12 1995-07-18 Lever Brothers Company, Division Of Conopco, Inc. Capsule comprising oil surrounding hydrophobic or hydrophilic active and polymeric shell surrounding oil
US5410076A (en) * 1993-11-12 1995-04-25 Lever Brothers Company, Division Of Conopco, Inc. Process for the preparation of bis(amidocarboxylic acid)
US5393902A (en) * 1994-04-26 1995-02-28 Lever Brothers Company, Division Of Conopco, Inc. Process for the preparation of bis(amidocarboxylic acids)
GB9408946D0 (en) * 1994-05-05 1994-06-22 Solvay Interox Ltd Process for the production of peroxyacids
GB9408947D0 (en) * 1994-05-05 1994-06-22 Solvay Interox Ltd Process for peracid manufacture
EP1155684A1 (en) * 1994-08-22 2001-11-21 Unilever N.V. Oral composition with an improved teeth whitening effect
GB9417723D0 (en) * 1994-09-03 1994-10-19 Solvay Interox Ltd Process for solid peracid manufacture
US5616282A (en) * 1995-05-11 1997-04-01 Lever Brothers Company, Division Of Conopco, Inc. Amido peroxycarboxylic acid enhanced bleaching through combination with a fatty amide substituted sugar
US6010729A (en) 1998-08-20 2000-01-04 Ecolab Inc. Treatment of animal carcasses
WO2000027965A1 (en) * 1998-11-10 2000-05-18 The Procter & Gamble Company Bleaching compositions
US8075857B2 (en) * 2006-10-18 2011-12-13 Ecolab Usa Inc. Apparatus and method for making a peroxycarboxylic acid
US7547421B2 (en) 2006-10-18 2009-06-16 Ecolab Inc. Apparatus and method for making a peroxycarboxylic acid
ES2559505T3 (en) 2009-05-01 2016-02-12 Promega Corporation Synthetic Oplophorus luciferases with greater light emission
CN102924361A (en) * 2012-11-07 2013-02-13 山东润科化工股份有限公司 Synthetic method for N,N-Ethylene-Bis(bromophthalimide)

Family Cites Families (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2813896A (en) * 1952-12-12 1957-11-19 Bayer Ag Process for preparing organic peracids
GB1184618A (en) * 1967-12-15 1970-03-18 Akad Wissenschaften Ddr Peroxy-Carbamic Acids and Derivatives Thereof.
US4119660A (en) * 1976-08-27 1978-10-10 The Procter & Gamble Company Method for making diperoxyacids
US4233235A (en) * 1979-02-26 1980-11-11 The Procter & Gamble Company Method for making diperoxyacids
US4244884A (en) * 1979-07-12 1981-01-13 The Procter & Gamble Company Continuous process for making peroxycarboxylic acids
US4314949A (en) * 1980-07-23 1982-02-09 The Procter & Gamble Company Process for making peroxycarboxylic acids
US4634551A (en) * 1985-06-03 1987-01-06 Procter & Gamble Company Bleaching compounds and compositions comprising fatty peroxyacids salts thereof and precursors therefor having amide moieties in the fatty chain
US4686063A (en) * 1986-09-12 1987-08-11 The Procter & Gamble Company Fatty peroxyacids or salts thereof having amide moieties in the fatty chain and low levels of exotherm control agents
US4852989A (en) * 1987-05-08 1989-08-01 The Procter & Gamble Company Bleaching compounds and compositions comprising fatty peroxyacids salts thereof and precursors therefor having amide moieties in the fatty chain
GB8830235D0 (en) * 1988-12-24 1989-02-22 Interox Chemicals Ltd Percarboxylic acids
DE4016980A1 (en) * 1990-05-25 1991-11-28 Hoechst Ag UREIDOPEROXICARBONIC ACIDS, METHOD FOR THE PRODUCTION AND USE THEREOF
US5268003A (en) * 1992-03-31 1993-12-07 Lever Brothers Company, Division Of Conopco, Inc. Stable amido peroxycarboxylic acids for bleaching

Also Published As

Publication number Publication date
CA2056411C (en) 2002-10-15
EP0473637B1 (en) 1995-03-22
EP0612726B1 (en) 1997-03-19
DE69030274D1 (en) 1997-04-24
ES2073025T3 (en) 1995-08-01
WO1990014336A1 (en) 1990-11-29
EP0473637A1 (en) 1992-03-11
JP2000080076A (en) 2000-03-21
DE69018071T2 (en) 1995-07-27
DD300103A5 (en) 1992-05-21
EP0612726A1 (en) 1994-08-31
JP3116136B2 (en) 2000-12-11
DE69018071D1 (en) 1995-04-27
JPH04506067A (en) 1992-10-22
US5326904A (en) 1994-07-05
DE69030274T2 (en) 1997-09-18
GB8911957D0 (en) 1989-07-12
US5220052A (en) 1993-06-15
JP3172837B2 (en) 2001-06-04

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Legal Events

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