GB771082A - Quaternary ammonium compounds - Google Patents

Quaternary ammonium compounds

Info

Publication number
GB771082A
GB771082A GB649/55A GB64955A GB771082A GB 771082 A GB771082 A GB 771082A GB 649/55 A GB649/55 A GB 649/55A GB 64955 A GB64955 A GB 64955A GB 771082 A GB771082 A GB 771082A
Authority
GB
United Kingdom
Prior art keywords
anion
trialkylamine
trimethylamine
exchange resin
mols
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
GB649/55A
Inventor
Bruno Vassel
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.)
International Minerals and Chemical Corp
Original Assignee
International Minerals and Chemical Corp
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 International Minerals and Chemical Corp filed Critical International Minerals and Chemical Corp
Priority to GB649/55A priority Critical patent/GB771082A/en
Publication of GB771082A publication Critical patent/GB771082A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C227/38—Separation; Purification; Stabilisation; Use of additives
    • C07C227/40—Separation; Purification
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C229/04—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
    • C07C229/06—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton
    • C07C229/10—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton the nitrogen atom of the amino group being further bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings
    • C07C229/12—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton the nitrogen atom of the amino group being further bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings to carbon atoms of acyclic carbon skeletons

Landscapes

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

Abstract

A process for the synthesis of a betaine hydrate comprises reacting an aqueous solution containing at least two mols. of a water-soluble trialkylamine having a boiling point below 100 DEG C. per mol. of halo-acetic acid with haloacetic acid, subjecting the solution to treatment with a strong anion-exchange resin, distilling the trialkylamine from the effluent from the anion exchange material and crystallizing the betaine hydrate from the resulting aqueous residue. Suitably 2 to 3 mols. especially 2.2 mols. of trialkylamine per mol. of haloacetic acid, are employed. Excess trialkylamine may be distilled from the reaction mixture before the treatment with the anion-exchange resin and from the effluent from the anion-exchange treatment. The combined distillates may then be recycled as a 20 per cent solution for reaction with further haloacetic acid or admixed with sodium hydroxide solution, followed by distillation, the distillate of trialkylamine being recycled and the sodium hydroxide residue being used to regenerate the anion-exchange resin. Resins referred to are reaction products of aromatic amines and formaldehyde or a polyamine, a phenol and formaldehyde, or polystyrene divinyl-benzene resins containing quaternary amines. In examples: (1) chloracetic acid (1 mol.) and aqueous trimethylamine (2.2 mols.) are reacted together, free trimethylamine is distilled off and the mixture after dilution is passed over an "Amberlite" IRA 410 (Registered Trade Mark) anion exchange resin. Trimethylamine is distilled from the effluent, which is further concentrated and betaine hydrate then crystallizes out. The trimethylamine distillates are heated with sodium hydroxide, trimethylamine is distilled off the mixture into water, giving a 20 per cent solution suitable for reaction in a subsequent batch, and the sodium hydroxide solution remaining is used, after dilution, for regeneration of the anion-exchange material; (2) a similar reaction is effected using triethylamine and omitting the separation of excess triethyl amine before the anion-exchange resin treatment.
GB649/55A 1955-01-08 1955-01-08 Quaternary ammonium compounds Expired GB771082A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB649/55A GB771082A (en) 1955-01-08 1955-01-08 Quaternary ammonium compounds

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB649/55A GB771082A (en) 1955-01-08 1955-01-08 Quaternary ammonium compounds

Publications (1)

Publication Number Publication Date
GB771082A true GB771082A (en) 1957-03-27

Family

ID=9708066

Family Applications (1)

Application Number Title Priority Date Filing Date
GB649/55A Expired GB771082A (en) 1955-01-08 1955-01-08 Quaternary ammonium compounds

Country Status (1)

Country Link
GB (1) GB771082A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1994020452A1 (en) * 1993-03-12 1994-09-15 Henkel Kommanditgesellschaft Auf Aktien Method of processing betaines and amphoteric surfactants

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1994020452A1 (en) * 1993-03-12 1994-09-15 Henkel Kommanditgesellschaft Auf Aktien Method of processing betaines and amphoteric surfactants
US5962709A (en) * 1993-03-12 1999-10-05 Henkel Kommanditgesellschaft Auf Aktien (Kgaa) Process for the aftertreatment of betaines and amphoteric surfactants

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