GB662548A - Process for the manufacture of condensation products derived from aminotriazines andmethylolamide compounds - Google Patents

Process for the manufacture of condensation products derived from aminotriazines andmethylolamide compounds

Info

Publication number
GB662548A
GB662548A GB5857/49A GB585749A GB662548A GB 662548 A GB662548 A GB 662548A GB 5857/49 A GB5857/49 A GB 5857/49A GB 585749 A GB585749 A GB 585749A GB 662548 A GB662548 A GB 662548A
Authority
GB
United Kingdom
Prior art keywords
methylol
parts
water
acid
benzene
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
GB5857/49A
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.)
BASF Schweiz AG
Original Assignee
Ciba 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 Ciba AG filed Critical Ciba AG
Publication of GB662548A publication Critical patent/GB662548A/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • D06M16/00Biochemical treatment of fibres, threads, yarns, fabrics, or fibrous goods made from such materials, e.g. enzymatic
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/09Preparation of carboxylic acids or their salts, halides or anhydrides from carboxylic acid esters or lactones
    • 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
    • C08G12/26Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds
    • C08G12/34Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds and acyclic or carbocyclic compounds
    • 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)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Microbiology (AREA)
  • Polymers & Plastics (AREA)
  • Medicinal Chemistry (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Abstract

Textile finishing and proofing agents comprise aminotriazine derivatives made by reacting a methylol compound of an aminotriazine or an ether thereof with a methylol amide compound containing the group -CO-N-CH2OH, and wherein at least one of the two residues to which this group is bound contains at least one carbon atom, the reaction being carried out in an organic solvent and if desired in presence of a condensing agent, and at temperatures of 50-100 DEG C., at which the water and alcoholic compounds formed during the reaction are removed. Condensing agents specified are boric acid or HCl, and toluene, benzene, &c. aromatic hydrocarbons are suitable solvents. Methylol derivatives of melamine, melam, melem, ammeline, ammelide, or halogen substituted aminotriazine and methylol ethers with monohydric alcohols containing not more than 4 carbon atoms are specified. Methylolamide compounds specified are stearoylamide and amides of ammonia and primary amines or aniline with carboxylic acids such as acetic, chloracetic, butyric, oleic, capric, lauric, behenic, a -bromo-lauric, naphthenic and resinic acids; urethanes, N : N1-diacylated alkylene or arylene diamines. The textiles &c. are preferably treated with the condensate in the form of a salt of an acid, e.g. salts of acetic or formic acid, water-soluble aluminium or zirconium salts, zirconium dioxide brine, or a dispersion of paraffin wax; hydrotropic substances, e.g. urea or thiourea, may be added. In examples: (1) 200 parts methylolated hexamethylol melamine and 150 parts benzene are distilled under reflux with separation of water and return of benzene to the reaction vessel; 162 parts stearic acid N-methylolamide are added and the bath heated to 80-85 DEG C. at 510 mm. pressure for 4 hours with removal of 10 parts water. The distillation is continued under reduced pressure until the mass sets. 180 parts of the product are melted and dissolved in 72 parts water and further diluted with 108 parts water, whereupon on addition of formic acid an opalescent solution is obtained. Wool is impregnated with the solution containing monochloracetic acid, squeezed, dried and heated to 80 DEG C. for 2 hours. The wool has a soft feel and shrinks less on washing. Cotton is rendered water-repellent by similar treatment. Samples furnished describe similar condensation products obtained from methoxy methylol melamines and (1) octadecyl-methylol urethane; (2) coconut fatty acid-N-methylol amide.ALSO:Textile finishing and proofing agents comprise amino-triazine derivatives made by reacting a methylol compound of an aminotriazine or an ether thereof with a methylol amide compound containing the group -CO-N-CH2OH, and wherein at least one of the two residues to which this group is bound contains at least one carbon atom, the reaction being carried out in an organic solvent and if desired in presence of a condensing agent, and at temperatures of 50-100 DEG C., at which the water and alcoholic compounds formed during the reaction are removed. Condensing agents specified are boric acid or HCl and toluene, benzene &c. aromatic hydrocarbons are suitable solvents. Methylol derivatives of melamine, melam, melem, ammeline, ammelide, or halogen-substituted aminotriazines and methylol ethers with monohydric alcohols containing not more than 4 C atoms are specified. Methylolamide compounds specified are stearoylamide and amides of ammonia and primary amines or aniline with carboxylic acids such as acetic, chloracetic, butyric, oleic, capric, lauric, behenic, a -bromolauric, naphthenic and resinic acids; urethanes, N : N1-diacylated alkylene or arylene diamines. 200 parts methylolated hexamethylol melamine and 150 parts benzene are distilled under reflux with separation of water and return of benzene to the reaction vessel, 162 parts stearic acid N-methylolamide are added and the bath heated to 80-85 DEG C. at 510 mm. pressure for 4 hours with removal of 10 parts water. The distillation is continued under reduced pressure until the mass sets. 180 parts of the product are melted and dissolved in 72 parts water and further diluted with 108 parts water, whereupon on addition of formic acid an opalescent solution is obtained. Samples furnished describe similar condensation products obtained from methoxy methylol melamines and (1) octadecyl-methylol urethane, (2) coconut fatty acid-N-methylol amide.ALSO:Textile finishing and shrinkproofing agents comprise amino-triazine derivatives made by reacting a methylol compound of an aminotriazine or an ether thereof with a methylol amide compound containing the group -CO-N-CH2OH and wherein at least one of the two residues to which this group is bound contains at least one carbon atom (see Group IV (b)). Methylol derivatives of melamine, melam, melem, ammeline, ammelide, or halogen substituted aminotriazines and methylol ethers with monohydric alcohols containing not more than 4 carbon atoms are specified. Methylolamide compounds specified are stearoylamide and amides of ammonia and primary amines or aniline with carboxylic acids such as acetic, chloracetic, butyric, oleic, capric, lauric, behenic, a -bromo-lauric, naphthenic and resinic acids; urethanes, N : N1-diacylated alkylene or arylene diamines. The textiles are preferably treated with the condensate in the form of a salt of an acid, e.g. salts of acetic or formic acid; water-soluble aluminium or zirconium salts, zirconium dioxide brine, or a dispersion of paraffin wax; hydrotropic substances, e.g. urea or thiourea may be added. In examples: (1) 200 parts methylolated hexamethylol melamine and 150 parts benzene are distilled under reflux with separation of water and return of benzene to the reaction vessel; 162 parts stearic acid N-methylolamide are added and the bath heated to 80-85 DEG C. at 510 mm. pressure for 4 hours with removal of 10 parts water. The distillation is continued under reduced pressure until the mass sets. 180 parts of the product are melted and dissolved in 72 parts water and further diluted with 108 parts water whereupon on addition of formic acid an opalescent solution is obtained. Wool is impregnated with the solution containing monochloracetic acid, squeezed, dried and heated to 80 DEG C. for 2 hours. The wool has a soft feel and shrinks less on washing. Cotton is rendered water repellent by similar treatment. Samples furnished describe similar condensation products obtained from methoxy methylol melamines and (1) octadecyl-methylol urethane; (2) coconut fatty acid-N-methylol amide.
GB5857/49A 1948-03-04 1949-03-03 Process for the manufacture of condensation products derived from aminotriazines andmethylolamide compounds Expired GB662548A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH662548X 1948-03-04

Publications (1)

Publication Number Publication Date
GB662548A true GB662548A (en) 1951-12-05

Family

ID=4527026

Family Applications (1)

Application Number Title Priority Date Filing Date
GB5857/49A Expired GB662548A (en) 1948-03-04 1949-03-03 Process for the manufacture of condensation products derived from aminotriazines andmethylolamide compounds

Country Status (3)

Country Link
CH (2) CH272992A (en)
FR (1) FR981701A (en)
GB (1) GB662548A (en)

Also Published As

Publication number Publication date
FR981701A (en) 1951-05-30
CH268532A (en) 1950-05-31
CH272992A (en) 1951-01-15

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