GB420883A - Process for the manufacture of new reaction products of acid amides - Google Patents

Process for the manufacture of new reaction products of acid amides

Info

Publication number
GB420883A
GB420883A GB28945/34A GB2894534A GB420883A GB 420883 A GB420883 A GB 420883A GB 28945/34 A GB28945/34 A GB 28945/34A GB 2894534 A GB2894534 A GB 2894534A GB 420883 A GB420883 A GB 420883A
Authority
GB
United Kingdom
Prior art keywords
acid
glycide
hydroxyethylamide
sulphonic
amide
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
GB28945/34A
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.)
IG Farbenindustrie AG
Original Assignee
IG Farbenindustrie 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 IG Farbenindustrie AG filed Critical IG Farbenindustrie AG
Publication of GB420883A publication Critical patent/GB420883A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00Carboxylic acid amides
    • C07C233/01Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/16Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Materials useful as auxiliary agents in the textile and other industries are prepared by reacting glycide with organic compounds containing one or more carboxylic acid amide and/or sulphonic acid amide groups, at least two molecular proportions of glycide being present for each of the amide groups. The products may subsequently be etherified or esterified, e.g. with inorganic or organic acids or their acid chlorides or anhydrides, chlorethane sulphonic acid, benzyl chloride sulphonic acid, ethylene sulphonic acid, alkylene oxides and epichlorhydrin. The products are useful as emulsifying, cleansing, wetting, dispersing, impregnating and softening agents in the textile, leather, caoutchouc, lacquer and paper industries, as protective colloids in the dye industry, and in the cosmetic and pharmaceutical industries for preparing creams and salves. An example is given of the treatment of coconut oil fatty acid hydroxyethylamide with glycide to give a wetting and dispersing agent. Other starting materials mentioned are butyric acid ethylamide, lactic acid hydroxyethylamide, oleylamide, palmitic acid hydroxyethylamide, linoleic acid anilide, ricinoleic acid dihydroxypropylamide, benzoic acid butylamide, salicyclic acid naphthylamide, phthalimide, phthalamic acid, p-toluenesulphonic acid cyclohexylamide and laurylethylenediamine. The samples are prepared by (1) reacting benzylsulphonamide with glycide; (2) treating the reaction product of p-toluenesulphonic acid cyclohexylamide and glycide with concentrated sulphuric acid at 30--35 DEG C., or ethylene oxide at 180--185 DEG C.; (3) heating the reaction product of coconut oil fatty acid ethanolamide and glycide with concentrated sulphuric acid at 35 DEG C. The Specification as open to inspection under Sect. 91 is not restricted to the above proportions of the reactants and states that the amount of the glycide used may be such as to lead to an incomplete conversion of the amide starting material. The formul of the products given therein contain only one glycide residue. This subject-matter does not appear in the Specification as accepted.ALSO:Materials prepared by reacting glycide with organic compounds containing one or more carboxylic acid amide and/or sulphonic acid amide groups, at least two molecular proportions of glycide being present for each of the amide groups, are stated to be useful as emulsifying and dispersing agents in the textile, leather, caoutchouc, lacquer and paper industries, and as protective colloids in the dye industry. The products may subsequently be etherified or esterified, e.g. with inorganic or organic acids or their acid chlorides or anhydrides, chlorethane sulphonic acid, benzyl chloride sulphonic acid, ethylene sulphonic acid, alkylene oxides and epichlorhydrin. An example is given of the treatment of coconut oil fatty acid hydroxyethylamide with glycide to give a dispersing agent. Other starting materials mentioned are butyric acid ethylamide, lactic acid hydroxyethylamide, oleylamide, palmitic acid hydroxyethylamide, linoleic acid anilide, ricinoleic acid dihydroxypropylamide, benzoic acid butylamide, salicylic acid naphthylamide, phthalimide, phthalamic acid, p-toluenesulphonic acid cyclohexylamide and laurylethylene-diamine. The samples are prepared by (1) reacting benzylsulphonamide with glycide; (2) treating the reaction product of p-toluene sulphonic acid cyclohexylamide and glycide with concentrated sulphuric acid at 30--35 DEG C., or ethylene oxide at 180--185 DEG C., (3) heating the reaction product of coconut oil fatty acid ethanolamide and glycide with concentrated sulphuric acid at 35 DEG C. The Specification as open to inspection under Sect. 91 is not restricted to the above proportions of the reactants and states that the amount of the glycide used may be such as to lead to an incomplete conversion of the amide starting material. The formulae of the products given therein contain only one glycide residue. This subject-matter does not appear in the Specification as accepted.ALSO:Materials useful in the preparation of salves are prepared by reacting glycide with organic compounds containing one or more carboxylic acid amide and/or sulphonic acid amide groups, at least two molecular proportions of glycide being present for each of the amide groups. The products may subsequently be etherified or esterified, e.g. with inorganic or organic acids or their acid chlorides or anhydrides, chlorethane sulphonic acid, benzyl chloride sulphonic acid, ethylene sulphonic acid, alkylene oxides and epichlorhydrin. An example is given of the treatment of coconut oil fatty acid hydroxyethylamide with glycide. Other starting materials mentioned are butyric acid ethylamide, lactic acid hydroxyethylamide, oleylamide, palmitic acid hydroxyethylamide, linoleic acid anilide, ricinoleic acid dihydroxypropylamide, benzoic acid butylamide, salicylic acid naphthylamide, phthalimide, phthalamic acid, p-toluenesulphonic acid cyclohexylamide and laurylethylenediamine. The samples are prepared by (1) reacting benzylsulphonamide with glycide; (2) treating the reaction product of p-toluenesulphonic acid cyclohexylamide and glycide with concentrated sulphuric acid at 30-35 DEG C., or ethylene oxide at 180-185 DEG C., (3) heating the reaction product of coconut oil fatty acid ethanolamide and glycide with concentrated sulphuric acid at 35 DEG C. The Specification as open to inspection under Sect. 91 is not restricted to the above proportions of the reactants and states that the amount of the glycide used may be such as to lead to an incomplete conversion of the amide starting material. The formul of the products given therein contain only one glycide residue. This subject-matter does not appear in the Specification as accepted.
GB28945/34A 1932-03-02 1933-03-02 Process for the manufacture of new reaction products of acid amides Expired GB420883A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE420883X 1932-03-02

Publications (1)

Publication Number Publication Date
GB420883A true GB420883A (en) 1934-12-03

Family

ID=6454461

Family Applications (1)

Application Number Title Priority Date Filing Date
GB28945/34A Expired GB420883A (en) 1932-03-02 1933-03-02 Process for the manufacture of new reaction products of acid amides

Country Status (1)

Country Link
GB (1) GB420883A (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2577256A (en) * 1949-04-09 1951-12-04 Wyandotte Chemicals Corp Polyoxypropylene-benzenesulfonamides
DE767071C (en) * 1939-01-28 1952-11-17 Ig Farbenindustrie Ag Process for the manufacture of condensation products
US2649478A (en) * 1949-06-22 1953-08-18 American Cyanamid Co Long-chain alkylbenzenesulfonamide-ethylene oxide condensation products
US5198210A (en) * 1990-10-22 1993-03-30 Elizabeth Arden Company, Division Of Conopco, Inc. Cosmetic composition
US5206020A (en) * 1991-01-15 1993-04-27 Elizabeth Arden Company, Division Of Conopco, Inc. Synthetic pseudoceramide and cosmetic compositions thereof

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE767071C (en) * 1939-01-28 1952-11-17 Ig Farbenindustrie Ag Process for the manufacture of condensation products
US2577256A (en) * 1949-04-09 1951-12-04 Wyandotte Chemicals Corp Polyoxypropylene-benzenesulfonamides
US2649478A (en) * 1949-06-22 1953-08-18 American Cyanamid Co Long-chain alkylbenzenesulfonamide-ethylene oxide condensation products
US5198210A (en) * 1990-10-22 1993-03-30 Elizabeth Arden Company, Division Of Conopco, Inc. Cosmetic composition
US5326565A (en) * 1990-10-22 1994-07-05 Elizabeth Arden Co. Cosmetic composition
US5206020A (en) * 1991-01-15 1993-04-27 Elizabeth Arden Company, Division Of Conopco, Inc. Synthetic pseudoceramide and cosmetic compositions thereof

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