CH256764A - Process for the production of a new half-ester. - Google Patents

Process for the production of a new half-ester.

Info

Publication number
CH256764A
CH256764A CH256764DA CH256764A CH 256764 A CH256764 A CH 256764A CH 256764D A CH256764D A CH 256764DA CH 256764 A CH256764 A CH 256764A
Authority
CH
Switzerland
Prior art keywords
ester
new half
production
mol
water
Prior art date
Application number
Other languages
German (de)
Inventor
Aktiengesellschaft Ciba
Original Assignee
Ciba Geigy
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 Ciba Geigy filed Critical Ciba Geigy
Publication of CH256764A publication Critical patent/CH256764A/en

Links

Classifications

    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/10Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
    • D06M13/224Esters of carboxylic acids; Esters of carbonic acid
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00Preparation of carboxylic acid esters
    • C07C67/08Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/52Esters of acyclic unsaturated carboxylic acids having the esterified carboxyl group bound to an acyclic carbon atom
    • C07C69/593Dicarboxylic acid esters having only one carbon-to-carbon double bond
    • C07C69/60Maleic acid esters; Fumaric acid esters
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/76Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
    • C07C69/80Phthalic acid esters
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/402Amides imides, sulfamic acids

Description

  

  Zusatzpatent zum Hauptpatent Nr. 248209.    Verfahren     zur    Herstellung eines neuen     Halbesters.       Es wurde gefunden,     ,dass    man zu einem  neuen Halbester gelangt, wenn man 1     Mol          'L'-(_f-Oxyäthyl)-ölsäureamid    mit 1     Mol        Malein-          säure    oder     iXaleinsäureanhydrid    umsetzt.  



  Es ist vorteilhafter,     Maleinsäureanhydrid     als     Maleinsäure    selbst zu verwenden.  



  Die Umsetzung     wird    zweckmässig in der  Wärme, z. B. bei 90 bis 120 , vorgenommen.  Wenn man     Maleinsäure    als Ausgangsstoff  verwendet, ist es vorteilhaft, unter Zusatz  einer geringen Menge einer starken     Säure    mit  dem     N-(f-Oxyäthyl)-ölsäureamid    zu erhitzen.  bis 1     Mol    Wasser abgespalten ist.  



  Das     Natriumsalz    des neuen Halbesters bil  det eine feste Masse, die von Wasser zu einer  klaren, schäumenden Lösung aufgenommen  wird. Es kann als Textilhilfsmittel, z. B. als       Weichmachungsmittel    für     Cellulosefasern,     verwendet werden.    <I>Beispiel:</I>  32,5 Teile N-     (fl-        Oxyäthyl)    -     ölsäureamid     und 9,8 Teile     Maleinsäureanhydrid    werden  bei 95 bis 100  so lange verrührt, bis sich    eine     mitNatriumhydro@xydlösung    neutralisierte  Probe klar in Wasser löst, was nach einigen  Stunden der Fall ist.

   Man löst den erhaltenen  Halbester der     Maleinsäure    in Äthylalkohol;  neutralisiert mit     Natriumhydroxydlösung    und  dampft zur Trockne ein: Der so erhaltene  Rückstand bildet eine feste Masse, die von  Wasser zu einer klaren, schäumenden Lösung  aufgenommen wird. Das neue     Natriumsalz     kann als Textilhilfsmittel, z. B. als Weich  machungsmittel für     Cellülosefa@sern,    verwen  det werden.



  Additional patent to main patent No. 248209. Process for the production of a new half-ester. It has been found that a new half-ester is obtained if 1 mol of 'L' - (_ f-oxyethyl) oleic acid amide is reacted with 1 mol of maleic acid or iXaleic anhydride.



  It is more beneficial to use maleic anhydride than maleic acid itself.



  The implementation is expediently in the heat, for. B. at 90 to 120 made. If maleic acid is used as the starting material, it is advantageous to heat with the N- (f-oxyethyl) oleic acid amide with the addition of a small amount of a strong acid. until 1 mole of water has been split off.



  The sodium salt of the new half ester forms a solid mass that is absorbed by water to form a clear, foaming solution. It can be used as a textile auxiliary, e.g. B. can be used as a softener for cellulose fibers. <I> Example: </I> 32.5 parts of N- (fl- oxyethyl) - oleic acid amide and 9.8 parts of maleic anhydride are stirred at 95 to 100 until a sample neutralized with sodium hydroxide solution dissolves clearly in water, which is the case after a few hours.

   The half-ester of maleic acid obtained is dissolved in ethyl alcohol; neutralized with sodium hydroxide solution and evaporated to dryness: the residue obtained in this way forms a solid mass which is taken up by water to form a clear, foaming solution. The new sodium salt can be used as a textile auxiliary, e.g. B. as a plasticizing agent for Cellülosefa @ fibers, are used.

 

Claims (1)

PATENTANSPRUCH: Zerfahren zur Herstellung eines neuen Halbesters, dadurch gekennzeichnet, dass man 1 Mol N-(ss-Oxyäthyl)-ölsäureamid mit 1 Mol Maleinsäure oder Maleinsäureanhydrid um setzt. Das Natriumsalz des neuen Halbesters bil det eine feste Masse, die von Wasser zu einer klaren, schäumenden Lösung aufgenommen wird. Es kann als Textilhilfsmittel, z. B. als Weichmachungsmittel für Cellulosefasern, verwendet werden. PATENT CLAIM: Process for the production of a new half-ester, characterized in that 1 mol of N- (ß-oxyethyl) oleic acid amide is reacted with 1 mol of maleic acid or maleic anhydride. The sodium salt of the new half ester forms a solid mass that is absorbed by water to form a clear, foaming solution. It can be used as a textile auxiliary, e.g. B. can be used as a softener for cellulose fibers.
CH256764D 1945-04-09 1945-04-09 Process for the production of a new half-ester. CH256764A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH248209T 1945-04-09

Publications (1)

Publication Number Publication Date
CH256764A true CH256764A (en) 1948-08-31

Family

ID=4466750

Family Applications (6)

Application Number Title Priority Date Filing Date
CH248209D CH248209A (en) 1945-04-09 1945-04-09 Process for the production of a new half-ester.
CH256765D CH256765A (en) 1945-04-09 1945-04-09 Process for the production of a new half-ester.
CH256764D CH256764A (en) 1945-04-09 1945-04-09 Process for the production of a new half-ester.
CH256767D CH256767A (en) 1945-04-09 1946-02-27 Process for the production of a new half-ester.
CH256763D CH256763A (en) 1945-04-09 1946-02-27 Process for the production of a new half-ester.
CH256766D CH256766A (en) 1945-04-09 1946-02-27 Process for the production of a new half-ester.

Family Applications Before (2)

Application Number Title Priority Date Filing Date
CH248209D CH248209A (en) 1945-04-09 1945-04-09 Process for the production of a new half-ester.
CH256765D CH256765A (en) 1945-04-09 1945-04-09 Process for the production of a new half-ester.

Family Applications After (3)

Application Number Title Priority Date Filing Date
CH256767D CH256767A (en) 1945-04-09 1946-02-27 Process for the production of a new half-ester.
CH256763D CH256763A (en) 1945-04-09 1946-02-27 Process for the production of a new half-ester.
CH256766D CH256766A (en) 1945-04-09 1946-02-27 Process for the production of a new half-ester.

Country Status (2)

Country Link
CH (6) CH248209A (en)
ES (1) ES173132A1 (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1039057B (en) * 1951-11-08 1958-09-18 Pittsburgh Coke & Chemical Com Process for the preparation of fungicidally active alkyl esters of N- (phenyl) maleamic acids
US3528939A (en) * 1968-01-22 1970-09-15 Sinclair Research Inc Water dispersible half esters of styrenemaleic anhydride copolymers with n-hydroxy alkyl amides of unsaturated fat acids

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN117285692A (en) * 2023-09-14 2023-12-26 广州敬信高聚物科技有限公司 Modified TPU material with good flexibility, preparation method and application thereof

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1039057B (en) * 1951-11-08 1958-09-18 Pittsburgh Coke & Chemical Com Process for the preparation of fungicidally active alkyl esters of N- (phenyl) maleamic acids
US3528939A (en) * 1968-01-22 1970-09-15 Sinclair Research Inc Water dispersible half esters of styrenemaleic anhydride copolymers with n-hydroxy alkyl amides of unsaturated fat acids

Also Published As

Publication number Publication date
ES173132A1 (en) 1946-05-16
CH248209A (en) 1947-04-30
CH256767A (en) 1948-08-31
CH256765A (en) 1948-08-31
CH256766A (en) 1948-08-31
CH256763A (en) 1948-08-31

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