GB926898A - New polyether carboxylic acids and process for their manufacture - Google Patents

New polyether carboxylic acids and process for their manufacture

Info

Publication number
GB926898A
GB926898A GB3012659A GB3012659A GB926898A GB 926898 A GB926898 A GB 926898A GB 3012659 A GB3012659 A GB 3012659A GB 3012659 A GB3012659 A GB 3012659A GB 926898 A GB926898 A GB 926898A
Authority
GB
United Kingdom
Prior art keywords
phenol
tripropylene
cresol
nonyl
isobutylene
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
GB3012659A
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.)
Sandoz AG
Original Assignee
Sandoz AG
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 Sandoz AG filed Critical Sandoz AG
Publication of GB926898A publication Critical patent/GB926898A/en
Expired legal-status Critical Current

Links

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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • C11D1/04—Carboxylic acids or salts thereof
    • C11D1/06—Ether- or thioether carboxylic acids
    • 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
    • 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
    • C07C59/40—Unsaturated compounds
    • C07C59/58—Unsaturated compounds containing ether groups, groups, groups, or groups
    • C07C59/64—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings
    • C07C59/66—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings the non-carboxylic part of the ether containing six-membered aromatic rings
    • C07C59/68—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings the non-carboxylic part of the ether containing six-membered aromatic rings the oxygen atom of the ether group being bound to a non-condensed six-membered aromatic ring

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Detergent Compositions (AREA)

Abstract

The invention comprises compounds of the formula <FORM:0926898/IV(a)/1> wherein n is a whole number from 8 to 15, m is 0 or 1, x and y are alkyl radicals containing 8 or 9 carbon atoms deriving from diisobutylene or tripropylene and M is a cation including the hydrogen ion, and a process for their preparation by adding 8-15 mols of ethylene oxide to one mol of a dialkylated phenol or cresol obtainable by dialkylation of phenol or of a cresol with di-isobutylene or tripropylene and by carboxymethylating the product thus obtained. The oxyethylation may be carried out at 140-200 DEG C. in the presence of a caustic alkali and the carboxymethylation by stirring the poly-glycol ether with 1 mol of caustic alkali and adding an alkali metal salt of monochloracetic acid. The phenolic reactant may contain up to about 60% of the corresponding monoalkylated phenol or cresol. Examples describe the preparation of compounds of the above formula (in the form of sodium salts) where the phenolic reactant is di-octyl phenol, di-nonyl phenol, mono- and dioctyl or nonyl phenols, mono- and di-nonyl cresol and octylnonylphenol. Potassium, ammonium, amine and ethanolamine salts are said, like the sodium salt, to be useful in washing wool. 2-Octyl-4-nonyl-phenol is prepared by alkylating phenol consecutively with tripropylene and di-isobutylene.ALSO:Compounds of the formula <FORM:0926898/IV(a)/1> wherein n is a whole number from 8 to 15, m is 0 or 1, x and y are alkyl radicals containing 8-9 carbon atoms deriving from di-isobutylene or tripropylene and M denotes a cation including the hydrogen ion, are used for washing wool. Examples illustrate the use of aqueous solutions of sodium salts of the acids.
GB3012659A 1958-09-04 1959-09-03 New polyether carboxylic acids and process for their manufacture Expired GB926898A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH6358558A CH385237A (en) 1958-09-04 1958-09-04 Process for the production of polyether carboxylic acids or their water-soluble salts

Publications (1)

Publication Number Publication Date
GB926898A true GB926898A (en) 1963-05-22

Family

ID=4525094

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3012659A Expired GB926898A (en) 1958-09-04 1959-09-03 New polyether carboxylic acids and process for their manufacture

Country Status (6)

Country Link
BE (1) BE582203A (en)
CH (1) CH385237A (en)
DE (1) DE1117879B (en)
FR (1) FR1238505A (en)
GB (1) GB926898A (en)
NL (1) NL242967A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2554013A1 (en) * 1983-10-28 1985-05-03 Chevron Res POLYETHYLENE-OXY GROUP STABLE EMULSIFIER AND SUCCINIC ANHYDRIDE COMPOSITION SUBSTITUTE CONTAINING THE SAME
US4759931A (en) * 1983-04-20 1988-07-26 501 Stamicarbon B.V. Novel liquid iodophors
US4960536A (en) * 1989-03-09 1990-10-02 Sandoz Ltd. Carboxyalkylated derivatives of alkyl and alkenyl catechol ethoxylates and detergent compositions containing same

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3103292A1 (en) * 1981-01-31 1982-08-26 Cassella Ag, 6000 Frankfurt STABLE DYE PREPARATIONS, THEIR PRODUCTION AND USE

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2174761A (en) * 1935-04-13 1939-10-03 Ig Farbenindustrie Ag Condensation products derived from hydroxy compounds and method of producing them

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4759931A (en) * 1983-04-20 1988-07-26 501 Stamicarbon B.V. Novel liquid iodophors
FR2554013A1 (en) * 1983-10-28 1985-05-03 Chevron Res POLYETHYLENE-OXY GROUP STABLE EMULSIFIER AND SUCCINIC ANHYDRIDE COMPOSITION SUBSTITUTE CONTAINING THE SAME
US4960536A (en) * 1989-03-09 1990-10-02 Sandoz Ltd. Carboxyalkylated derivatives of alkyl and alkenyl catechol ethoxylates and detergent compositions containing same

Also Published As

Publication number Publication date
BE582203A (en) 1960-02-29
NL242967A (en)
CH385237A (en) 1964-12-15
DE1117879B (en) 1961-11-23
FR1238505A (en) 1960-08-12

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