Patent GB-705663-A (GB)
Title: Improvements in the production of condensation products from alpha-hydroxycarbonyl compounds
IPC: C14C3/20
Filed: 1950-08-03
Abstract: Water-soluble condensation products containing carbinol groups are made by condensing the addition compounds of water-soluble salts of sulphurous acid, especially bisulphites, with a -hydroxy carbonyl compounds, in particular saccharides and sugar-like polysaccharides, with formaldehyde and phenols or chlorinated and/or nitrated phenols, or with formaldehyde-condensation products of the phenols, a -hydroxycarbonyl compounds specified are d-glucose, d-fructose, saccharose, formose, acetylated-, methylated- and esterifiedsugars, glucosides, aminosugars, methyl monoses, e.g. rhamnose, b - methylglycerinealdehyde, 2-keto-butane diol-1:4, and raw materials containing sugar, e.g. p  starch syrup, wood saccharification products and molasses.  The products may be modified by condensation, with elimination of water, with mono-or polyhydric phenols (e.g. phenol, cresol, resorcinol and pyrocatechol), chlorinated and/or nitrated phenols, naphthols (e.g. b -naphthol), hydroxyaryl carboxylic acids (e.g. salicylic acid), arylsulphonamides (e.g. sulphanilamide), arylsulphones (e.g. dihydroxy-diphenylsulphone urea, phenol-aldehyde condensates (e.g. phenolformaldehyde resins, dihydroxydiphenyldimethane and dihydroxy-dinaphthylmethane) or phenolsulphur resins.  The products may be further modified by esterification or etherification.  In examples, a cresol-phenol-formaldehyde condensate is reacted with (1, 2) a glucose-bisulphite compound, (4, 5) a formosebisulphite compound (6, 9, 10) a saccharosebisulphite compound, and (7) a 2-ketobutane-1:4-diol-bisulphite compound; (11) a 4-nitro-2:5-dichloro-phenol formaldehyde condensate is reacted with a 2-ketone-butane-1:4-diol-bisulphite compound; (13)-the reaction product of formalin, phenol and a glucose -bisulphite compound is reacted with p-amino-benzenesulphonamide; (3, 8) the products of examples 2, 7 are further reacted with a phenol-cresol mixture, and that of example 10 is reacted with o-chlorophenol. The products may be used as tanning agents, intermediates for dyestuffs, in the textile industry, for reserving wool and for formation of colour lakes, and for the preparation of disinfectants, preservatives and chemotherapeuticals.ALSO:Water-soluble condensation products containing carbinol groups are made by condensing the addition compounds of water-soluble salts of sulphurous acid, especially bisulphites, with a -hydroxy carbonyl compounds, in particular, saccharides and sugar-like polysaccharides, with formaldehyde and phenols or chlorinated and/or nitrated phenols, or with formaldehyde-condensation products of the phenol. a -hydroxy carbonyl compounds specified are d-glucose, d-fructose, saccharose, formose, acetylated-, methylated- and esterified sugars, glucosides, amino-sugars, methyl-monoses, e.g. rhamnose, b -methyl-glycerine-aldehyde, 2-ketobutane diol- 1:4, and raw materials containing sugar, e.g. starch syrup, wood saccharification products and molasses.  The products may be modified by condensation, with elimination of water, with mono- or polyhydric phenols (e.g. phenol, cresol, resorcinol and pyrocatechol), chlorinated and/or nitrated phenols, naphthols (e.g. b -naphthol), hydroxy -aryl carboxylic acids (e.g. salicylic acid), acylsulphonamides (e.g. sulphanilamide), urea or phenol-aldehyde condensates (e.g. dihydroxyphenyldimethylmethane and dihydroxy dinaphthylmethane).  The products may be further modified by esterification or etherification. In examples, a cresol-phenol-formaldehyde condensate is reacted with (1, 2) a glucose-bisulphite compound, (4, 5) a formose-bisulphite compound, (6, 9, 10) a saccharose-bisulphite compound, and (7) a 2-keto-butane -1:4- diolbisulphite compound; (11) a 4-nitro -2:5- dichlorophenol-formaldehyde condensate is reacted with a 2-ketobutane- 1:4-diolbisulphite compound; (13) the reaction product of formalin, phenol and a glucose-bisulphite compound is reacted with p-amino-benzenesulphonamide; (3, 8) the products of examples 2, 7 are further reacted with a phenol-cresol mixture, and that of example 10 is reacted with o-chlorophenol.ALSO:Solutions of water-soluble condensation products made by condensing the addition compounds of water-soluble salts of sulphurous acid, especially bisulphites, with a-hydroxy carbonyl compounds, in particular saccharides and sugar-like polysaccharides, with formaldehyde and phenols or chlorinated and/or nitrated phenols, or with formaldehyde-condensation products of the phenols (see Group IV(a)), are used as disinfectants, preservatives, or bactericides.  In examples aqueous, aqueous acetic acid or alcoholic solutions of the reaction products of (3) a glucose bisulphite compound with a cresol-phenol-formaldehyde condensate, and modified by further reaction with a cresol-phenol mixture, (6,9) a saccharose-bisulphite compound with a cresolphenol-formaldehyde condensate, (8) a 2-ketobutane-diol-1:4-bisulphite compound with a cresol-phenol-formaldehyde condensate and modified by further reaction with a cresol-phenol mixture, (10) a saccharose-bisulphite compound with a cresol-phenol-formaldehyde condensate and modified by further reaction with o-chlorophenol, (11) 2-ketobutane-diol-1:4-bisulphite compound with a 4-nitro-2:5-dichlorophenol-formaldehyde condensate, and (12) a glucose-bisulphite compound with a cresol-phenol-formaldehyde condensate and modified by further reaction with 4:6-dinitro-2:5-dichlorophenol, are suitable as disinfectants, bactericides or preservatives, e.g. for fishing nets.