GB879873A - Stable aminoplast precondensation products and process for preparing them - Google Patents

Stable aminoplast precondensation products and process for preparing them

Info

Publication number
GB879873A
GB879873A GB3473/58A GB347358A GB879873A GB 879873 A GB879873 A GB 879873A GB 3473/58 A GB3473/58 A GB 3473/58A GB 347358 A GB347358 A GB 347358A GB 879873 A GB879873 A GB 879873A
Authority
GB
United Kingdom
Prior art keywords
acid
formaldehyde
condensate
melamine
sodium
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
GB3473/58A
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.)
Hoechst AG
Original Assignee
Hoechst AG
Farbwerke Hoechst 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 Hoechst AG, Farbwerke Hoechst AG filed Critical Hoechst AG
Publication of GB879873A publication Critical patent/GB879873A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G12/00Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
    • C08G12/02Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G12/00Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
    • C08G12/02Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes
    • C08G12/04Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with acyclic or carbocyclic compounds
    • C08G12/24Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with acyclic or carbocyclic compounds with sulfonic acid amides
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G12/00Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
    • C08G12/02Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes
    • C08G12/40Chemically modified polycondensates
    • C08G12/42Chemically modified polycondensates by etherifying
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/10Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
    • D06M13/144Alcohols; Metal alcoholates
    • D06M13/148Polyalcohols, e.g. glycerol or glucose
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/39Aldehyde resins; Ketone resins; Polyacetals
    • D06M15/423Amino-aldehyde resins

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • General Chemical & Material Sciences (AREA)
  • Emergency Medicine (AREA)
  • Coloring (AREA)
  • Phenolic Resins Or Amino Resins (AREA)

Abstract

Aminoplasts are formed in the presence of an N-sulphonic acid salt and a polyhydroxy compound at a pH between 7 and 8,5. Suitable aminoplast-formers are melamine, urea, dicyandiamide, guanylurea or ethylene diurea and formaldehyde, acetaldehyde, furfural, acrolein, glyoxal or benzaldehyde or mixtures thereof. These bodies may be reacted together alone and the product then reacted, with the sulphonate and, simultaneously or subsequently with the polyhydroxy compound. Alternatively the sulphonate may be included in the initial reaction of the aminoplast formers and the product reacted with the polyhydroxy compound. Suitable sulphonates are metal, especially alkali metal salts of melamine-N-sulphonic acid; benzamide-N-sulphonic acid; acetamide-N-sulphonic acid; hydrazine-N-sulphonic acid; or amidosulphonic acid. Suitable salts can also be formed by reacting chlorsulphonic acid in pyridine with an aminoplast-former. Suitable polyhydroxy compounds are glycol, diglycol, glycerine, trimethylol propane, 1,4-butanediol, sorbitol, glucose, glycerine-mono-benzyl ether, glycerine-monophenyl ether, triethanolamine, bis-[di-b -hydroxyethyl)-amino]-diethyl ether or the ether of triethanolamine having the formula: <FORM:0879873/IV (a)/1> The products are stable in neutral or alkaline solution, or in acid solution at room temperature. Heated in neutral or acid medium above 100 DEG C. if desired in presence of a catalyst, e.g. an ammonium salt they lose sulpho groups and give water-insoluble products. They are useful for treating furs, skins, leather, textiles or paper if desired together with other textile finishing agents. They are also good dispersing agents for pigments, e.g. copper phthalocyanine, TiO2 or soot. In examples condensation products are formed from sodium amidosulphonate, melamine and formaldehyde with (1) trimethylol propane, (2) glycerine, (3) sorbitol, (4) glycol, (5) 1, 4-butanediol, (7) triethanolamine (in this example the product was after-treated with dimethyl sulphate). In Example (6) the condensate is formed from sodium amidosulphonate, 1, 4-butanediol-bis-urethane, formaldehyde and 1, 4-butane-diol. In Example (8) the condensate was prepared from sodium amidosulphonate, urea, formaldehyde and glycol.ALSO:Modified aminoplasts containing sulpho groups (see Group IV(a)), stable in neutral or alkaline solution and in acidic textile treating baths at room temperature, may be used, if desired in conjunction with other known textile finishing agents, to treat textiles. Heating above 100 DEG C. under acid or neutral conditions then drives off sulpho groups and leaves a waterresistant finish. The process may produce antishrinking, anti-felting, stiffening, embossing or similar effects. The products are also good dispersing agents for pigments, e.g. copper phthalocyanine, TiO2 or soot, to produce printing pastes which, after heating, give water-resistant prints. They may also be used for dyestuff fixing on furs, skins, leather or textiles. In Example (4) a bath containing an aqueous condensate from sodium amido sulphonate, melamine, formaldehyde and glycol in admixture with polyvinyl acetate and ammonium nitrate is padded on to cotton fabric which is then dried and heated to give a water-resistant stiffening. Alternatively the condensate solution may be mixed with ammonium caseinate, or glycollic acid, or ammonium sulphate and octadecyl ethylene urea, or a water-soluble cellulose ether before being used to treat textiles. A dyestuff printing paste is prepared from the condensate with a press cake of copper phthalocyanine, ammonium nitrate and a kerosene emulsion as thickener. In Example (7) a condensate from sodium amidosulphonate, melamine, formaldehyde and triethanolamine is after-treated with dimethyl sulphate, and the solution of the product is added to a bath of direct dyestuff, acidified with acetic or glycollic acid. Fabric dyed in the bath and heated has increased resistance to water.
GB3473/58A 1957-02-01 1958-02-03 Stable aminoplast precondensation products and process for preparing them Expired GB879873A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE879873X 1957-02-01

Publications (1)

Publication Number Publication Date
GB879873A true GB879873A (en) 1961-10-11

Family

ID=6819188

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3473/58A Expired GB879873A (en) 1957-02-01 1958-02-03 Stable aminoplast precondensation products and process for preparing them

Country Status (1)

Country Link
GB (1) GB879873A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1873176A1 (en) * 2006-06-23 2008-01-02 Lanxess Deutschland GmbH Dialdehyde condensation products containing acid groups
CN112830886A (en) * 2021-01-06 2021-05-25 齐河力厚化工有限公司 Liquid sulfonating agent and preparation method and application thereof

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1873176A1 (en) * 2006-06-23 2008-01-02 Lanxess Deutschland GmbH Dialdehyde condensation products containing acid groups
CN112830886A (en) * 2021-01-06 2021-05-25 齐河力厚化工有限公司 Liquid sulfonating agent and preparation method and application thereof

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