GB807666A - Polyoxyethylene glycol carboxylic acids - Google Patents

Polyoxyethylene glycol carboxylic acids

Info

Publication number
GB807666A
GB807666A GB1052857A GB1052857A GB807666A GB 807666 A GB807666 A GB 807666A GB 1052857 A GB1052857 A GB 1052857A GB 1052857 A GB1052857 A GB 1052857A GB 807666 A GB807666 A GB 807666A
Authority
GB
United Kingdom
Prior art keywords
acid
chloroform
oxidation
glycols
chromic
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
Application number
GB1052857A
Inventor
Denis Coleman
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.)
Imperial Chemical Industries Ltd
Original Assignee
Imperial Chemical Industries Ltd
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
Priority to NL220724D priority Critical patent/NL220724A/xx
Application filed by Imperial Chemical Industries Ltd filed Critical Imperial Chemical Industries Ltd
Priority to GB1052857A priority patent/GB807666A/en
Priority to DEI13694A priority patent/DE1047442B/en
Priority to FR1182617D priority patent/FR1182617A/en
Publication of GB807666A publication Critical patent/GB807666A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C59/235—Saturated compounds containing more than one carboxyl group
    • C07C59/305—Saturated compounds containing more than one carboxyl group containing ether groups, groups, groups, or groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C59/125—Saturated compounds having only one carboxyl group and containing ether groups, groups, groups, or groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Polyethers (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Heat Treatment Of Water, Waste Water Or Sewage (AREA)

Abstract

Mono- or di-carboxylic acids of polyoxy-ethylene glycols are obtained by oxidation of the polyglycols by means of chromic acid. Preferably alkali chromates and hydrochloric or sulphuric acid are used. Glycols having a m.w. above 600 are preferred but those of lower m.w. may also be treated. The oxidation is carried out at from 15-50 DEG C. Up to 2.7 molar proportions of chromic acid to glycol are used to obtain the monocarboxylic acid and from 5-5.5 to get the dicarboxylic acid. The acid is recovered by precipitating the chromic salt by means of water-soluble carbonates, extracting the product from the aqueous filtrate by chloroform and distilling off the chloroform or by addition of baryta and treatment with CO2. In examples: (1) polyethylene glycol of m.w. 4000 is treated at 25-30 DEG C. with potassium dichromate in 2,5N.H2SO4, the product is treated with boiling K2CO3, filtered and extracted with chloroform. In Example (3) a mixture of chromium trioxide and H2SO4 is used, barium hydroxide is added to the product and CO2 passed through.ALSO:Mono- or di-carboxylic acids of polyoxyethylene glycols are obtained by oxidation of the polyglycols by means of chromic acid. Preferably alkali chromates and hydrochloric or sulphuric acid are used. Glycols having a m.w. above 600 are preferred but those of lower m.w. may also be treated. The oxidation is preferably carried out at from 15-50 DEG C. Up to 2.7 molar proportions chromic acid to glycol are used to obtain the monocarboxylic acid and from 5-5.5 mols. to get the dicarboxylic acid. The acid is recovered by precipitating the chromic salt by means of water-soluble carbonates, extracting the product from the aqueous filtrate by chloroform and distilling off the chloroform or by addition of baryta and treatment with CO2. Examples are given for the oxidation of polyethylene glycols of molecular weight 1000, 1500, 5000 and 4000 respectively to form the dicarboxylic acids and of a polyethylene glycol of molecular weight 4000 to form the monocarboxylic acid.
GB1052857A 1957-04-01 1957-04-01 Polyoxyethylene glycol carboxylic acids Expired GB807666A (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
NL220724D NL220724A (en) 1957-04-01
GB1052857A GB807666A (en) 1957-04-01 1957-04-01 Polyoxyethylene glycol carboxylic acids
DEI13694A DE1047442B (en) 1957-04-01 1957-09-09 Process for the production of polyethylene glycol mono- or dicarboxylic acids
FR1182617D FR1182617A (en) 1957-04-01 1957-09-11 Oxidation process of polyoxyethylene glycols

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB1052857A GB807666A (en) 1957-04-01 1957-04-01 Polyoxyethylene glycol carboxylic acids

Publications (1)

Publication Number Publication Date
GB807666A true GB807666A (en) 1959-01-21

Family

ID=9969483

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1052857A Expired GB807666A (en) 1957-04-01 1957-04-01 Polyoxyethylene glycol carboxylic acids

Country Status (4)

Country Link
DE (1) DE1047442B (en)
FR (1) FR1182617A (en)
GB (1) GB807666A (en)
NL (1) NL220724A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0302007A1 (en) * 1987-07-14 1989-02-01 Ciba-Geigy Ag Hydroxyether-carboxylic acids and lactones thereof, process for their production and their use as corrosion inhibitors

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0302007A1 (en) * 1987-07-14 1989-02-01 Ciba-Geigy Ag Hydroxyether-carboxylic acids and lactones thereof, process for their production and their use as corrosion inhibitors
US5055230A (en) * 1987-07-14 1991-10-08 Ciba-Geigy Corporation Corrosion inhibiting compositions

Also Published As

Publication number Publication date
NL220724A (en)
DE1047442B (en) 1958-12-24
FR1182617A (en) 1959-06-26

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