Patent GB-340102-A (GB)
Title: The manufacture and use of new synthetic resins
IPC: C08G12/24
Filed: 1929-11-18
Abstract: Resinous products prepared by condensing furfural with an aromatic sulphonamide, e.g. benzenesulphonamide or a toluene- or xylene-sulphonamide, in the presence or absence of other synthetic resin components, e.g. formaldehyde, acetone, urea, phenol, or aniline, are used as ingredients of lacquers and varnishes having a basis of cellulose ester or ether.  The lacquers &c. may include also other synthetic resins, e.g. fusible and soluble phenol-formaldehyde resins, diphenylolpropane-formaldehyde resins, preferably those prepared in the presence of an acid catalyst, phenol-furfural resins, and toluenesulphonamide - formaldehyde resins, semi-synthetic resins, e.g. ester gum, natural resins, e.g. acaroid resins, manila, pontianak, kauri, dammar, resin and shellac, plasticisers, e.g. diphenylolpropane, xylenemonomethylsulphonamide, o- or m-tolueneethylsulphonamide, fire-retardents, e.g. bromtricresyl phosphates, and the usual pigments &c.  Solvents that may be used in applying the resins as described above include acetone, ethyl alcohol, benzene, ethylene dichloride, ethyl acetate and lactate, tetrachlorethane, benzyl alcohol, and diacetone alcohol.  Examples are given describing (1) a coating composition comprising cellulose acetate, toluenesulphonamide-furfural resin, and acetone; (2) a coating composition comprising cellulose acetate, toluenesulphonamide-furfural resin, acetone, benzene, ethyl alcohol, and diacetone alcohol; (3) a coating composition comprising cellulose nitrate, camphor, diethyl phthalate, toluenesulphonamide-furfural resin, benzene, ethyl and butyl alcohols, and ethyl and butyl acetates; (4) a lacquer comprising cellulose acetate, toluenesulphonamide-furfural resin, diphenylolpropane, pigment, acetone, ethyl acetate and lactate, benzene, and toluene.  The solvents used may be anhydrous, or a small amount of water may be included, e.g. if a cellulose acetate is used that is more soluble in aqueous acetone than in acetone alone.  The manufacture of products having a basis of cellulose formate, propionate, or butyrate, or of methyl, ethyl, or benzyl cellulose is referred to.  Specifications 315,807, 315,808, [both in Class 2 (iii), Dyes &c.], and 340,101 also are referred to.ALSO:Condensation products of furfural with aromatic sulphonamides.-Resinous products are prepared by condensing furfural with an aromatic sulphonamide, e.g. benzenesulphonamide or a toluene-or xylenesulphonamide.  Complex products may be obtained by including in the reaction mixture other synthetic resin components, e.g. formaldehyde, acetone, urea, phenol, or aniline.  The condensation may be effected in the absence of a catalyst or in the presence of an acid or alkaline catalyst.  In an example, equimolecular proportions of p-toluenesulphonamide and furfural are heated under reflux at 150 DEG  C. in the presence of an alkaline catalyst such as soda ash, and the resinous product is washed with water and dried in the air or by distillation.  The products so obtained are useful as ingredients of compositions having a basis of cellulose ester or ether.  Thus, lacquers, varnishes, plastic masses &c. may be made from a cellulose ester or ether and a resin prepared as described above; such lacquers &c. may include also other synthetic resins, e.g. fusible and soluble phenolformaldehyde resins, diphenylolpropane-formaldehyde resins, preferably those prepared in the presence of an acid catalyst, phenol-furfural resins, and toluenesulphonamide-formaldehyde resins, semi-synthetic resins, e.g. ester gum, natural resins, e.g. acaroid resins, manila, pontianak, kauri, dammar, rosin, and shellac, plasticizers, e.g. diphenylolpropane, xylenemonomethylsulphonamide, o- or m-tolueneethyl-sulphonamide, fire retardants, e.g. bromtricresyl phosphates, and the usual pigments &c.  Solutions comprising a cellulose derivative and a resin prepared as described above may also be used for the manufacture of artificial filaments by dry or wet spinning, or for the manufacture of films, or as adhesives, particularly for the manufacture of laminated glass.  Solvents that may be used in applying the resins as described above include acetone, ethyl alcohol, benzene, ethylene dichloride, ethyl acetate and lactate, tetrachlorethane, benzyl alcohol, and diacetone alcohol. Examples are given describing (1) a coating composition comprising cellulose acetate, toluenesulphonamide-furfural resin, and acetone; (2) a coating composition comprising cellulose acetate, toluenesulphonamide-furfural resin, acetone, benzene, ethyl alcohol, and diacetone alcohol; (3) a coating composition comprising cellulose nitrate, camphor, diethyl phthalate, toluenesulphonamide-furfural resin, benzene, ethyl and butyl alcohols, and ethyl and butyl acetates; (4) an adhesive, useful in making laminated glass, comprising cellulose acetate, toluenesulphonamide-furfural resin, acetone, and ethyl acetate and lactate; (5) a like adhesive, comprising cellulose nitrate, camphor, dibutyl phthalate, toluenesulphonamide-furfural resin, benzene, ethyl and butyl alcohols, and ethyl and butyl acetates; (6) a plastic composition comprising cellulose acetate, toluenesulphonamide-furfural resin, xylenemonomethylsulphonamide, ethyl alcohol, and benzene; (7) a solution for the manufacture of artificial filaments by dry spinning comprising cellulose acetate, toluenesulphonamide-furfural resin, and acetone; (8) a lacquer comprising cellulose acetate, toluenesulphonamide-furfural resin, diphenylolpropane, pigment, acetone, ethyl acetate and lactate, benzene, and toluene.  The solvents used may be anhydrous, or a small amount of water may be included, e.g. if a cellulose acetate is used that is more soluble in aqueous acetone than in acetone alone.  The manufacture of products having a basis of cellulose formate, propionate, or butyrate, or of methyl, ethyl, or benzyl cellulose is referred to.  Specifications 315,807, 315,808, [both in Class 2 (iii), Dyes &c.], and 340,101 also are referred to.ALSO:Mixed resinous products are prepared by condensing furfural with an aromatic sulphonamide, e.g. benzenesulphonamide or a toluene- or xylenesulphonamide, in the presence or absence of other synthetic resin components, e.g. formaldehyde, acetone, urea, phenol, or aniline.  The condensation may be effected in the absence of a catalyst or in the presence of an acid or alkaline catalyst.  The products so obtained are used as ingredients of compositions having a basis of cellulose ester or ether.  Thus, plastic masses &c. may be made from a cellulose ester or ether and a resin prepared as described above.  Such masses may include also other synthetic resins, e.g. fusible and soluble phenol-formaldehyde resins, diphenylolpropaneformaldehyde resins, preferably those prepared in the presence of an acid catalyst, phenol-furfural resins, and toluenesulphonamide - formaldehyde resins, semi-synthetic resins, e.g. ester gum, natural resins, e.g. acaroid resins, manila, pontianak, kauri, dammar, resin, and shellac, plasticizers, e.g. diphenylolpropane, xylenemonomethylsulphonamide, o- or m-tolueneethylsulphonamide, fire-retardants, e.g. bromtricresyl phosphates, and pigments &c. Solutions comprising a cellulose derivative and a resin prepared as described above may be used as adhesives, particularly for the manufacture of laminated glass. Solvents that may be used in so applying the resins as described above include acetone, ethyl alcohol, benzene, ethylene dichloride, ethyl acetate and lactate, tetrachlorethane, benzyl alcohol, and diacetone alcohol.  Examples are given describing adhesives, useful in making laminated glass, comprising (1) cellulose acetate, toluenesulphonamide-furfural resin, acetone, and ethyl acetate and lactate; (2) cellulose nitrate, camphor, dibutyl phthalate, toluenesulphonamidefurfural resin, benzene, ethyl and butyl alcohols, and ethyl and butyl acetates; a plastic composition comprising cellulose acetate, toluenesulphonamide-furfural resin, xylenemonomethylsulphonamide, ethyl alcohol, and benzene.  The solvents used may be anhydrous, or a small amount of water may be included, e.g. if a cellulose acetate is used that is more soluble in aqueous acetone than in acetone alone.  The manufacture of products having a basis of cellulose formate, propionate, or butyrate, or of methyl, ethyl, or benzyl cellulose is referred to. Specifications 315,807, 315,808, [both in Class 2 (iii), Dyes &c.], and 340,101 also are referred to.