Patent GB-401535-A (GB)
Title: Manufacture of artificial masses
IPC: C08L61/10
Filed: 1933-02-06
Abstract: An aromatic amine or oxyamine base containing two or more nuclei, these nuclei being directly or indirectly linked together by fewer than 2 mol of substituted or non-substituted methylene groups for each 2 mol of aromatic residue and the substance produced containing at least as many amino and oxy groups as coupled nuclei is treated with an aldehyde or a substance yielding an aldehyde in order to obtain a condensation product capable of being moulded.  Suitable bases include aminobenzylaniline and its higher molecular homo ogues and analogues; p-diaminodiphenylmethane and its derivatives, oxybenzylarylamines obtained by condensation of mono- or polymethylolphenols with primary aromatic bases or of Schiff's bases with phenols; or derivatives produced by substituting other aldehydes, such as furfurol, acrolein, or crotonaldehyde for the formaldehyde used in the synthesis of the above bodies.  Suitable aldehydes include formaldehyde, furfurol, polymethylolphenols and acrolein.  The condensation may take place under any desired conditions to obtain directly infusible insoluble resins or intermediate compounds that are capable of being hardened.  Acid catalysts may be used. The products may be used in the manufacture of moulding powders in conjunction with fillers such as wood-meal or asbestos powder and the speed of hardening may be influenced by acid or basic catalysts.  In examples (1) a mixture of aminobenzylaniline (German Specification 87934) and furfurol is mixed and heated with wood meal.  The dried ground product, mixed if desired with stearic acid, is a moulding powder.  (2) Anhydroformaldehydeaniline prepared from aniline and formaldehyde is treated with hydrochloric acid and finally with more anhydroformaldehydeaniline.  The base thus obtained is neutralised with aqueous sodium carbonate, dissolved in a mixture of benzene and alcohol and kneaded with wood meal.  To the mixture is added stearic acid and formaldehyde and the whole is heated, dried and ground.  (3) o-Toluidine is dissolved in a mixture of anhydroformaldehydeaniline and glacial acetic acid and the product is neutralised with sodium carbonate.  The base is then dissolved in a mixture of benzene and alcohol, mixed with wood-meal and treated with formaldehyde in the presence of glacial acetic acid and the product is dried and ground with furfural and zinc stearate to give a moulding powder.  (4) Aminobenzylaniline, prepared by reducing p-nitrobenzylaniline is condensed with formaldehyde in the presence of hydrochloric acid and the product, neutralised with caustic soda is dried.  (5) The base obtained in Example (2) is dissolved in a mixture of alcohol and acetic acid and treated with formaldehyde. The resin is precipitated by addition of water, dissolved in a mixture of benzene and alcohol and used to impregnate woven fabric. Layers of the dried and hardened material may be compressed together. (6) Aniline hydrochloride is condensed with formaldehyde in the presence of steam and the product, dissolved in a mixture of alcohol and benzene, is heated with acetic acid and crotonaldehyde, dried and ground.  (7) The base obtained in Example (2), dissolved in a mixture of alcohol and benzene, is mixed with acetic acid, wood-meal and acrolein.  The dried product is ground with paraformaldehyde and salicylic acid to yield a moulding powder.  (8) Diaminodiphenylmethane is treated with formaldehyde in the presence of hydrochloric acid to yield a moulding powder.  (9) Diaminodiphenylmethane dissolved in alcohol is treated with formaldehyde and the product is treated with aniline and acetic acid. The base thus obtained is dissolved in benzene and mixed and heated with salicylic acid, wood-meal and formaldehyde to yield a moulding powder.  (10) m-Phenylenediamine is heated with alcohol and benzylchloride to obtain a monobenzylphenylenediamine which is dissolved in alcohol and benzene and mixed and heated with acetic acid, wood meal and formaldehyde to obtain a moulding powder.  (11) A furfural colour base is dissolved in a mixture of benzene and alcohol kneaded with wood-meal and mixed and heated with phthalic acid and furfural to yield a black powder.  (12) A solution of aniline in alcohol is first treated with acrolein and then with aniline in the presence of hydrochloric acid.  The product dissolved in alcohol and benzene is mixed and heated with wood-meal, salicylic acid and formaldehyde to yield a moulding powder.  (13) A solution of phenol in caustic soda is treated with formaldehyde and then with aniline in the presence of acetic acid to obtain a mixture of oxybenzylanilines which are dissolved in a mixture of alcohol and benzene, mixed and heated with wood meal, formaldehyde and acetic acid and ground with zinc stearate to yield a moulding powder. Lime may be added to the powder.  (14) A solution of cresol in caustic soda is treated with formaldehyde and the product is treated with aniline and hardened in the presence or absence of furfurol, paraformaldehyde, hexamethylenetetramine or other aldehyde or substance yielding an aldehyde to yield a moulding powder.  The resin may be formed in the presence of a filling agent such as wood-meal.  (15) The polymethylolphenol of Example 13 is treated with aniline hydrochloride and hydrochloric acid and precipitated to yield a resin capable of being hardened with an aldehyde or treated in solution with aqueous formaldehyde to yield a moulding powder.  (16) The base of Example 2 dissolved in benzene and alcohol is treated with the polymethylolcresol of Example 13 to yield a moulding powder. Specifications 342,325, 342,723, 342,767, 372,075, 372,076, 373,358, and 404,469 are referred to.ALSO:An aromatic amine or oxyamine base containing two or more nuclei, these nuclei being directly or indirectly linked together by fewer than 2 mol of substituted or non-substituted methylene groups for each 2 mol of aromatic residue and the substance produced containing at least as many amino and oxy groups as coupled nuclei is treated with an aldehyde or a substance yielding an aldehyde in order to obtain a condensation product capable of being moulded.  Suitable bases include aminobenzylaniline and its higher molecular homologues and analogues; p-diaminodiphenyl-methane and its derivatives, oxybenzylarylamines obtained by condensation of mono- or polymethylolphenols with primary aromatic bases or of Schiff's bases with phenols, or derivatives produced by substituting other aldehydes, such as furfurol, acrolein, or crotonaldehyde for the formaldehyde used in the synthesis of the above bodies.  Suitable aldehydes include formaldehyde, furfurol, polymethylolphenols and acrolein.  The condensation may take place under any desired conditions to obtain directly infusible insoluble resins or intermediate compounds that are capable of being hardened. Acid catalysts may be used. The products may be used in the manufacture of moulding powders in conjunction with fillers such as wood meal or asbestos powder and the speed of hardening may be influenced by acid or basic catalysts.  In examples (1) a mixture of aminobenzylaniline (German Specification 87934) and furfurol is mixed and heated with wood meal.  The dried ground product, mixed if desired with stearic acid, is a moulding powder.  (2) Anhydroformaldehydeaniline prepared from aniline and formaldehyde is treated with hydrochloric acid and finally with more anhydroformaldehydeaniline.  The base thus obtained is neutralised with aqueous sodium carbonate, dissolved in a mixture of benzene and alcohol and kneaded with wood-meal.  To the mixture is added stearic acid and formaldehyde and the whole is heated, dried and ground.  (3) o-Toluidine is dissolved in a mixture of anhydroformaldehydeaniline and glacial acetic acid and the product is neutralised with sodium carbonate.  The base is then dissolved in a mixture of benzene and alcohol, mixed with wood-meal and treated with formaldehyde in the presence of glacial acetic acid and the product is dried and ground with furfurol and zinc stearate to give a moulding powder.  (4) Aminobenzylaniline, prepared by reducing p-nitrobenzylaniline is condensed with formaldehyde in the presence of hydrochloric acid and the product, neutralised with caustic soda is dried.  (5) The base obtained in example (2) is dissolved in a mixture of alcohol and acetic acid and treated with formaldehyde.  The resin is precipitated by addition of water, dissolved in a mixture of benzene and alcohol and used to impregnate woven fabric.  Layers of the dried and hardened material may be compressed together.  (6) Aniline hydrochloride is condensed with formaldehyde in the presence of steam and the product, dissolved in a mixture of alcohol and benzene, is heated with acetic acid and crotonaldehyde, dried and ground.  (7) The base obtained in example (2), dissolved in a mixture of alcohol and benzene, is mixed with acetic acid, wood-meal and acrolein.  The dried product is ground with paraformaldehyde and salicylic acid to yield a moulding powder. (8) Diaminodiphenylmethane is treated with formaldehyde in the presence of hydrochloric acid to yield a moulding powder.  (9) Diaminodiphenylmethane dissolved in alcohol is treated with formaldehyde and the product is treated with aniline and acetic acid.  The base thus obtained is dissolved in benzene and mixed and heated with salicylic acid, wood-meal and formaldehyde to yield a moulding powder.  (10) m-Phenylenediamine is heated with alcohol and benzylchloride to obtain a monobenzylphenylenediamine which is dissolved in alcohol and benzene and mixed and heated with acetic acid, wood meal and formaldehyde to obtain a moulding powder.  (11) A furfurol colour base is dissolved in a mixture of benzene and alcohol, kneaded with wood meal and mixed and heated with phthalic acid and furfurol to yield a black powder.  (12) A solution of aniline in alcohol is first t