CH248209A - Process for the production of a new half-ester. - Google Patents

Process for the production of a new half-ester.

Info

Publication number
CH248209A
CH248209A CH248209DA CH248209A CH 248209 A CH248209 A CH 248209A CH 248209D A CH248209D A CH 248209DA CH 248209 A CH248209 A CH 248209A
Authority
CH
Switzerland
Prior art keywords
ester
new half
production
water
sodium salt
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 CH248209A publication Critical patent/CH248209A/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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Polysaccharides And Polysaccharide Derivatives (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Description

  

      Verfahren    zur Herstellung eines neuen     Halbesters.       Es     wurde    gefunden, dass man zu einem  neuen     Halbester        gelangt,    wenn man 1     Mol          N-(ss-Ozyäthyl)-stearinsäureamid    mit 1     Mol          Maleinsäure    oder     Maleinsäureanhydrid    um  setzt.  



  Es ist vorteilhafter,     Maleinsäureanhydrid     als     Maleinsäure    selbst zu verwenden.  



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



  Das     Natriumsalz    des neuen     Halbesters    ist  ein annähernd farbloses Pulver, das von Was  ser zu einer klaren, schäumenden Lösung  aufgenommen wird. Es kann als     Textilhilfs-          stoff,    z. B. als     Weichmachungsmittel,    An  wendung finden.  



       Beispiel:     82,5 Teile     N-(ss-Oxyäthyl)-stearinsäure-          amid    und 9,8 Teile     Maleinsäureanhydrid    wer  den bei     95-100"    so lange verrührt, bis sieh  eine mit     Natriumhydroxydlösung    neutrali  sierte Probe in Wasser klar löst. Dies ist nach  etwa     ä    Stunden der Fall.

   Der so     erhaltene     saure Ester der     Maleinsäure    wird anschlie  ssend durch     Neutralisieren    mit     Natriumhydro-          xyd    oder     Natriumcarbonat    in das Natrium-    salz     übergeführt,        vorteilhaft    nach vorheri  gem Lösen     in        Äthylalkohol.    Nach dem Trock  nen bildet das     Natriumsalz    des neuen     Halb-          esters    ein annähernd farbloses Pulver, das  von Wasser zu einer klaren,

   schäumenden  Lösung aufgenommen     wird.    Es kann als     Tex-          tilhilfsstoff,    z. B. als sehr     wirksames    Weich  machungsmittel für     Zellulosefasern,    verwen  det werden. Für diesen Zweck eignet sich  z. B.     eine        Mischung    aus 70 Teilen des obigen       Natriumsalzes    und 30 Teilen     Dinatriumsalz     der     N-Benzyl-,u-hepta,decyl-benzimidazol-di-          sulfonsäure.  



      Process for the production of a new half-ester. It has been found that a new half-ester is obtained if 1 mole of N- (ss-Ozyäthyl) stearic acid amide is reacted with 1 mole of maleic acid or maleic anhydride.



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



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



  The sodium salt of the new half ester is an almost colorless powder that is absorbed by water to form a clear, foaming solution. It can be used as a textile auxiliary, e.g. B. as a plasticizer, to find application.



       Example: 82.5 parts of N- (ss-oxyethyl) stearic acid amide and 9.8 parts of maleic anhydride are stirred at 95-100 "until a sample neutralized with sodium hydroxide solution dissolves clearly in water. This is after the case for about a hour.

   The acid ester of maleic acid obtained in this way is then converted into the sodium salt by neutralization with sodium hydroxide or sodium carbonate, advantageously after prior dissolution in ethyl alcohol. After drying, the sodium salt of the new half-ester forms an almost colorless powder that changes from water to a clear,

   foaming solution is added. It can be used as a textile auxiliary, e.g. B. can be used as a very effective plasticizing agent for cellulose fibers. For this purpose z. B. a mixture of 70 parts of the above sodium salt and 30 parts of the disodium salt of N-benzyl-, u-hepta, decyl-benzimidazole-disulfonic acid.

 

Claims (1)

PATENTANSPRUCU Verfahren zur Herstellung eines neuen Halbesters, dadurch gekennzeichnet, dass man 1 Mol N-(ss-Oxyäthyl)-stearinsäureamid mit 1 Mol Maleinsäure oder Maleinsäureanhydrid umsetzt. Das Natriumsalz des neuen Halbesters ist ein annähernd farbloses Pulver, das von Was ser zu einer klaren, schäumenden Lösung auf genommen wird. Es kann als Textilhilfsstoff, z. B. als Weichmachungsmittel, Anwendung finden. PATENT claim Process for the production of a new half-ester, characterized in that 1 mol of N- (β-oxyethyl) -stearic acid amide is reacted with 1 mol of maleic acid or maleic anhydride. The sodium salt of the new half ester is an almost colorless powder, which is taken from water to a clear, foaming solution. It can be used as a textile auxiliary, e.g. B. as a plasticizer, use. UNTERANSPRUCH: Verfahren nach Patentanspruch, dadurch gekennzeichnet, dass man die Umsetzung bei 90-120 ausführt. SUBCLAIM: Method according to claim, characterized in that the implementation is carried out at 90-120.
CH248209D 1945-04-09 1945-04-09 Process for the production of a new half-ester. CH248209A (en)

Applications Claiming Priority (1)

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

Publications (1)

Publication Number Publication Date
CH248209A true CH248209A (en) 1947-04-30

Family

ID=4466750

Family Applications (6)

Application Number Title Priority Date Filing Date
CH256764D CH256764A (en) 1945-04-09 1945-04-09 Process for the production of a new half-ester.
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.
CH256766D CH256766A (en) 1945-04-09 1946-02-27 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.

Family Applications Before (1)

Application Number Title Priority Date Filing Date
CH256764D CH256764A (en) 1945-04-09 1945-04-09 Process for the production of a new half-ester.

Family Applications After (4)

Application Number Title Priority Date Filing Date
CH256765D CH256765A (en) 1945-04-09 1945-04-09 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.
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.

Country Status (2)

Country Link
CH (6) CH256764A (en)
ES (1) ES173132A1 (en)

Cited By (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

Families Citing this family (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

Cited By (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

Also Published As

Publication number Publication date
CH256766A (en) 1948-08-31
CH256765A (en) 1948-08-31
CH256767A (en) 1948-08-31
CH256764A (en) 1948-08-31
ES173132A1 (en) 1946-05-16
CH256763A (en) 1948-08-31

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