GB471968A - Improvements in the manufacture and production of watersoluble condensation products - Google Patents

Improvements in the manufacture and production of watersoluble condensation products

Info

Publication number
GB471968A
GB471968A GB389936A GB389936A GB471968A GB 471968 A GB471968 A GB 471968A GB 389936 A GB389936 A GB 389936A GB 389936 A GB389936 A GB 389936A GB 471968 A GB471968 A GB 471968A
Authority
GB
United Kingdom
Prior art keywords
formaldehyde
heated
acid
cresol
sodium bisulphite
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
GB389936A
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.)
IG Farbenindustrie AG
Original Assignee
IG Farbenindustrie AG
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 IG Farbenindustrie AG filed Critical IG Farbenindustrie AG
Priority to GB389936A priority Critical patent/GB471968A/en
Publication of GB471968A publication Critical patent/GB471968A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C14SKINS; HIDES; PELTS; LEATHER
    • C14CCHEMICAL TREATMENT OF HIDES, SKINS OR LEATHER, e.g. TANNING, IMPREGNATING, FINISHING; APPARATUS THEREFOR; COMPOSITIONS FOR TANNING
    • C14C3/00Tanning; Compositions for tanning
    • C14C3/02Chemical tanning
    • C14C3/08Chemical tanning by organic agents
    • C14C3/18Chemical tanning by organic agents using polycondensation products or precursors thereof
    • C14C3/20Chemical tanning by organic agents using polycondensation products or precursors thereof sulfonated

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Tanning-agents are obtained by condensing together, in an alkaline medium, (a) a cyclic sulphonic acid containing a hydroxyl group, (b) an unsulphonated hydroxy compound of the benzene series, and (c) an addition product of a sulphite and an aldehyde, a ketone, an aldehyde-alcohol, a keto-alcohol, an aldehyde-acid or a keto-acid, with or without (d) an organic sulphonic acid. The components of type (a) preferably contain a nuclear hydroxy group; the sulphonic group in the components of type (a) may be linked either to the nucleus or to an aliphatic side chain. Specified components of type (a) are (1) phenol- or cresol-sulphonic acids or their substitution products or their condensation products with aldehydes, ketones containing up to three carbon atoms, acetylene or sulphur; such condensation products may be made from the parent phenol or cresol, and the sulphonic group may be introduced before, during or after the condensation; specified sulphonated condensation products are di-(p-hydroxyphenyl)-dimethylmethane disulphonic acid, the products obtainable by addition of formaldehyde-bisulphite to phenol-acetaldehyde resins or to dihydroxy-diarylmethanes such as di(hydroxyphenyl)-dimethylmethane, sulphonated resinic residues from the purification of cresol, sulphonated phenol-acetylene resins, and condensation products from cresolsulphonic acid and formaldehyde; (2) sulphonation products of humic acids or of humous materials such as lignite or peat; the reaction products of humic acids with formaldehyde-bisulphite are particularly suitable; (3) lignin sulphonic acid. The components of type (b) may be phenols, their halogen, nitro or amino substitution products, or their condensation products with aldehydes such as formaldehyde or acetaldehyde or with ketones, acetylene or sulphur; specified components are phenol, cresols, xylenols, chlorophenols, resorcinol, dihydroxydiphenylmethanes, di-(p-hydroxyphenyl)-dimethylmethane, and alkali-soluble condensation products of phenol with formaldehyde, acetaldehyde, acetone, acetophenone, acetylene or sulphur. Specified components of type (c) are the addition products of sulphites with formaldehyde, acetaldehyde, chloral, aldol, glycerine aldehyde, acetone, pyroracemic acid, glucose, benzaldehyde, salicyl aldehyde, and acetophenone; the sulphite and the aldehyde or ketone may be added as such to the reaction mixture. Specified components of type (d) are benzenesulphonic acids, naphthalenesulphonic acids, anthracenesulphonic acids, phenolsulphonic acids, cresolsulphonic acids, the condensation products of these with aldehydes or ketones, the reaction products of formaldehyde-bisulphite with dihydroxydiaryl sulphones or dihydroxydiarylmethanes, and the products from formaldehyde-bisulphite and humous materials such as humous coals or peat. The amount of component (a) must exceed that of component (b). The reaction temperature may be 80--100 DEG C., and the pressure may be atmospheric or above. The reaction mixture may be made alkaline by means of calcium or barium hydroxide, and the products may be after-treated to eliminate calcium or barium. In the examples, (1) sulphite cellulose lye and cresol are heated in aqueous caustic soda with sodium bisulphite and formaldehyde; (2) sulphite cellulose lye and di - (p - hydroxyphenyl) - dimethylmethane (or a phenol-acetaldehyde condensation product) are heated in aqueous caustic soda with sodium bisulphite and formaldehyde; (3) sulphite cellulose lye and resorcinol are treated in alkaline solution with sodium bisulphite and formaldehyde; (4) sulphite cellulose lye and di - (p - hydroxyphenyl) - dimethylmethane are heated in aqueous alkaline solution with formaldehyde, and the product is further heated with sodium sulphite and formaldehyde; (5) an alkaline solution of sulphite cellulose lye and cresol is heated with sodium bisulphite and acetaldehyde or acetone; (6) an alkaline solution of sulphite cellulose lye and cresol is heated with glucose and sodium bisulphite or (example 7) with aldol and sodium bisulphite or (example 8) with salicyl aldehyde and sodium bisulphite; (9) a condensation product from cresolsulphonic acid (or b -naphthalenesulphonic acid) and formaldehyde is heated with cresol, sulphite cellulose lye and caustic soda are added, and the mixture is heated with sodium bisulphite and formaldehyde; (10) a condensation product from cresolsulphonic acid and formaldehyde is heated in aqueous caustic soda with cresol, formaldehyde and sodium bisulphite, and the mixture is further heated after addition of sulphite cellulose lye, formaldehyde, and sodium bisulphite; (11) a mixture of cresol and cresolsulphonic acid is heated in aqueous caustic soda with sulphite cellulose lye, formaldehyde, and sodium bisulphite; (12) a condensation product from cresolsulphonic acid and formaldehyde is heated in aqueous caustic soda with cresol and formaldehyde, and heating is continued after addition of sulphite cellulose lye, aldol, and sodium bisulphite; (13) a condensation product from formaldehyde-bisulphite and 4 : 4<1>-dihydroxydiphenyl sulphone is heated in aqueous caustic soda with 4 : 4<1>-dihydroxydiphenyldimethylmethane, and heating is continued after addition of sulphite cellulose lye, sodium bisulphite and formaldehyde; (14) a mixture of cresol and cresolsulphonic acid is heated in aqueous caustic soda with formaldehyde and sodium bisulphite; (15) a condensation product from cresolsulphonic acid and formaldehyde is heated in aqueous calcium hydroxide with cresol, formaldehyde and sodium bisulphite, and the product is freed from calcium by addition of sulphuric acid and ammonium sulphate; (16) a condensation product from 4 : 4<1>-dihydroxydiphenyl sulphone and formaldehyde-bisulphite is heated in aqueous caustic soda with cresol, formaldehyde and sodium bisulphite; (17) a condensation product from phenol-p-sulphonic acid and acetone is heated in aqueous caustic soda with cresol, formaldehyde and sodium bisulphite; (18) a condensation product from cresolsulphonic acid and formaldehyde is heated in aqueous caustic soda with 4 : 4<1>-dihydroxydiphenyldimethylmethane, formaldehyde and sodium bisulphite; (19) a condensation product from cresolsulphonic acid and formaldehyde is heated in aqueous caustic soda with cresol, aldol and sodium bisulphite.
GB389936A 1936-02-08 1936-02-08 Improvements in the manufacture and production of watersoluble condensation products Expired GB471968A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB389936A GB471968A (en) 1936-02-08 1936-02-08 Improvements in the manufacture and production of watersoluble condensation products

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB389936A GB471968A (en) 1936-02-08 1936-02-08 Improvements in the manufacture and production of watersoluble condensation products

Publications (1)

Publication Number Publication Date
GB471968A true GB471968A (en) 1937-09-08

Family

ID=9766959

Family Applications (1)

Application Number Title Priority Date Filing Date
GB389936A Expired GB471968A (en) 1936-02-08 1936-02-08 Improvements in the manufacture and production of watersoluble condensation products

Country Status (1)

Country Link
GB (1) GB471968A (en)

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