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GB390000A - Manufacture of resinous condensation products from aromatic amines and formaldehyde - Google Patents

Manufacture of resinous condensation products from aromatic amines and formaldehyde

Info

Publication number
GB390000A
GB390000A GB11491/32A GB1149132A GB390000A GB 390000 A GB390000 A GB 390000A GB 11491/32 A GB11491/32 A GB 11491/32A GB 1149132 A GB1149132 A GB 1149132A GB 390000 A GB390000 A GB 390000A
Authority
GB
United Kingdom
Prior art keywords
mol
formaldehyde
mixture
aniline
treated
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
GB11491/32A
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.)
BASF Schweiz AG
Original Assignee
Gesellschaft fuer Chemische Industrie in Basel CIBA
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 Gesellschaft fuer Chemische Industrie in Basel CIBA filed Critical Gesellschaft fuer Chemische Industrie in Basel CIBA
Publication of GB390000A publication Critical patent/GB390000A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G12/00Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
    • C08G12/02Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes
    • C08G12/04Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with acyclic or carbocyclic compounds
    • C08G12/06Amines
    • C08G12/08Amines aromatic

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Paper (AREA)
  • Paints Or Removers (AREA)

Abstract

In a modification of the process of Specification 266,358, [Class 2 (iii), Dyes &c.], for the production of condensation products useful as substitutes for bone or horn, &c., an aromatic amine or a salt thereof is condensed in an acid medium with about an equivalent amount of formaldehyde, (i.e. with about 1 mol. of formaldehyde for each primary amino group in the amine), and after cooling the mixture to about atmospheric temperature a further amount of formaldehyde is added, and the reaction is allowed to proceed until the mixture gelatinizes; the gel is then treated with an acid-binding agent and dried. Mixtures of aromatic amines or their salts may be used, and a solvent or diluent may be present. Substances yielding formaldehyde may be used instead of formaldehyde. To either or both of the components, or to the reaction mixture at any stage, there may be added other substances such as softeners or fillers; specified additional substances are glycerine, ethylglycol, cellulose, paper pulp, sawdust, ground leather, powdered cork, heavy spars, asbestos, and talc; a dyestuff such as nigrosine, indigo or eosin may also be included. The final products may be treated with impregnating agents such as linseed oil. In the examples, (1) a solution of aniline (1 mol.) in aqueous hydrochloric acid (1 mol.) is treated with formaldehyde (1 mol.), and after cooling the solution formaldehyde (0,75 mol.) is added and the mixture is poured into moulds; after gelatinization, the product is immersed in caustic soda solution and then washed and dried; homologues of aniline, such as m-toluidine, or a - or b -naphthylamine, or mixtures thereof, advantageously with aniline, may be used instead of aniline; (2) a solution of m-toluidine (1 mol.) in aqueous alcoholic hydrochloric acid (1 mol.) is treated with formaldehyde (1 mol.) and the mixture treated after cooling with formaldehyde (0,75 mol.); the gel obtained is pressed, immersed in caustic soda solution, washed, and dried; (3) a mixture of m-toluidine (0,5 mol.) and aniline (0,5 mol.), or (4) a mixture of aniline (0,9 mol.) and benzidine (0,05 mol.) is used instead of toluidine as in example (2); (5) a solution of aniline (0,9 mol.) and a -naphthylamine (0,1 mol.) in aqueous alcoholic hydrochloric acid is used instead of aniline as in example (1); (6) glycerine and alcohol, or (7) ethyl glycol, are included in the reaction mixture of example (1). Reference is made to the use of sulphuric, acetic, or formic acid instead of hydrochloric acid.ALSO:In a modification of the process of Specification 266,358, [Class 22, Cements &c.], for the production of condensation products useful as substitutes for bone or horn, &c., an aromatic amine or a salt thereof is condensed in an acid medium with about an equivalent amount of formaldehyde, (i.e. with about 1 mol. of formaldehyde for each primary amino group in the amine), and after cooling the mixture to about atmospheric temperature a further amount of formaldehyde is added, and the reaction is allowed to proceed until the mixture gelatinizes; the gell is then treated with an acidbinding agent and dried. Mixtures of aromatic amines or their salts may be used, and a solvent or diluent may be present. Substances yielding formaldehyde may be used instead of formaldehyde, To either or both of the components, or to the reaction mixture at any stage, there may be added other substances such as softeners, or fillers; specified additional substances are glycerine, ethylglycol, cellulose, paper pulp, sawdust, ground leather, powdered cork, heavy spars, asbestos, and talc; a dyestuff such as nigrosine, indigo or eosin may also be included. The final products may be treated with impregnating agents such as linseed oil. Examples of the manufacture of the condensation products are given.
GB11491/32A 1931-04-23 1932-04-21 Manufacture of resinous condensation products from aromatic amines and formaldehyde Expired GB390000A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH390000X 1931-04-23

Publications (1)

Publication Number Publication Date
GB390000A true GB390000A (en) 1933-03-30

Family

ID=4513914

Family Applications (1)

Application Number Title Priority Date Filing Date
GB11491/32A Expired GB390000A (en) 1931-04-23 1932-04-21 Manufacture of resinous condensation products from aromatic amines and formaldehyde

Country Status (1)

Country Link
GB (1) GB390000A (en)

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