Patent GB-375843-A (GB)
Title: Process for manufacturing condensation products
IPC: C08G12/24
Filed: 1931-03-27
Abstract: Aldehydes such as formaldehyde, which may be used as a gas, solution, polymer or as a substance that will yield formaldehyde such as hexamethylenetetramine, or other aldehydes such as furfurol, are condensed or polymerized with aromatic sulphonamides containing, besides the sulphamido group at least one substituted or unsubstituted amino group, other than a carbamido group, or groups or mixtures of such groups.  Such compounds may be aniline or phenylenediamine into which a sulphamido group has been introduced, di, tri- or polysulphamides and they may be polynuclear such as naphthalene derivatives and other compounds which contain besides one sulphamido group at least a further amino group such as multisulphamitated sulphones and multisulphamidated benzophenones. The bodies may be condensed in the presence of the catalysts employed in the manufacture of phenolor urea-formaldehyde resinous products, strong acids or strong bases being preferred, and in the absence or presence of solvents such as aqueous or organic liquids.  Initial compounds such as methylol or methylene derivatives in crystalline or amorphous form may be first made and the products may be converted into resins by heating in solution or in the absence of solvents such as by fusing.  The first stage may be conducted in a neutral or alkaline medium such as in caustic potash or hexamethylenetetramino to first form the methylol compounds and the second stage may be conducted in acid medium using acids, salts or esters or prolonged heating or oxidizing agents may be used.  The acid may be removed by neutralization.  The intermediate products are soluble in organic solvents to water-clear lacquers giving glass-like final products which may be worked up with or without fillers.  Before, during or after the condensation, formaldehyde-binding substances such as phenols, urea, thiourea, amines or sulphamides containing carbamido groups may be added to the reaction mixture and mono-amides, such as p-toluene sulphamide, which, with formaldehyde, do not form resins capable of being hardened, may also be added.  Other natural or artificial resins, cellulose esters or ethers or other plastic masses may be added giving products which can be worked up into lacquers with oils or cellulose derivatives.  The condensation products can be moulded, if desired in powder form, with or without the addition of fillers, in the usual manner with heat and pressure.  In examples: (1) Benzene m-disulphamide is boiled with a solution of formaldehyde to give a condensation product which separates on cooling yielding a clear lacquer when dissolved in alcohol; the resin, before hardening, may be freed from water by heating in vacuo; tougher products are obtained by continuing the condensation.  (2) Benzene-m-disulphamide and aqueous formaldehyde are condensed in the presence of hydrochloric acid.  (3) Caustic potash is used in the condensation in example 1; caustic potash, if added to the lacquer or compressed mixture, acts as a hardening accelerator; pyridine may also be used. (4) Benzene-m-disulphamide and phenol are mixed with formaldehyde in the presence of caustic soda and after cooling phosphoric acid is added to separate the product into layers the lower of which is worked up to a lacquer or an artificial mass.  (5) Benzene-m-disulphamide and paraformaldehyde are added to alcoholic potash and acetone is added to the heated and acidulated solution to give a lacquer.  (6) Xylene-disulphamide is condensed with formaldehyde.  (7) Formaldehyde and benzene-m-disulphamide are added to alcoholic potash and a water soluble resin gradually separates in the cold.  (8) 1-Chlor-2 : 4-disulphamido-benzene or dichlorobenzen-p-disulphamide may replace benzene-m-disulphamide in the previous examples.  (9) 1-Methyl-2 : 4-disulphamido-benzene is condensed with formaldehyde.  (10) 1-Amino-2 : 4 : 6-trisulphamido-benzene, aniline-p-sulphamide or acetyl compounds are condensed with formaldehyde.  (11) Dimethyleneaniline trisulphamide may be formed in the cold from 1-amino-2 : 4 : 6-trisulphamidobenzene and formaldehyde and 1-methyl-4-amino-2 : 5-disulphamidobenzene and formaldehyde give a crystalline body; the intermediate bodies, by further heating with formaldehyde give resins.  (12) Benzene-m-disulphamide is condensed with formaldehyde and shortly before completion of the reaction a further quantity of benzene-m-disulphamide is added. (13) Benzene-m-disulphamide is dissolved in formaldehyde and caustic potash and hydrochloric acid added to precipitate the resin as a white amorphous powder which yields a spirit varnish or may be moulded with heat alone or with fillers such as cellulose. (14) 1-Oxy-2 : 4-disulphamidobenzene is condensed with formaldehyde.  (15) The lacquer prepared by dissolving an intermediate condensation product of benzene-m-disulphamide and formaldehyde is absorbed by cellulose and after hardening the product is pulverized and compressed; fillers such as paper or colouring materials may be introduced at the beginning of the condensation process.  (16) A mixture of benzene-m-disulphamide and toluene-p-monosulphamide is condensed with formaldehyde. (17) Benzene-m-disulphamide is condensed with formaldehyde with the addition of thiourea at intervals.  (18) Benzene-m-disulphamide is condensed with furfurol.  (19) Benzene-m-disulphamide is condensed with benzaldehyde. Specification 359,522 is referred to.  Xylene disulphamide is prepared from technical arylene. Dichlorbenzene-p-disulphamide is prepared by heating p-dichlorbenzene with chlorsulphonic acid to form dichlorbenzene-p-disulphochloride and then treating this with ammonia.ALSO:Condensation products of aldehydes with aromatic sulphamides containing besides the sulphamide group at least one substituted or unsubstituted amino group, other than a carbamido group, may be worked up with fillers such as other natural or synthetic resins, cellulose esters or ethers or other plastic masses.  In an example a lacquer prepared by dissolving the intermediate condensation product of benzene-m-disulphamide and formaldehyde in acetone is absorbed by cellulose and the hardened product is pulverized and compressed to give a hard transparent product of horn-like appearance or a white compressed product of porcelain-like nature.