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GB1092793A - Phosphorus-containing aminoplasts, process for their preparation and their use - Google Patents

Phosphorus-containing aminoplasts, process for their preparation and their use

Info

Publication number
GB1092793A
GB1092793A GB14366A GB14366A GB1092793A GB 1092793 A GB1092793 A GB 1092793A GB 14366 A GB14366 A GB 14366A GB 14366 A GB14366 A GB 14366A GB 1092793 A GB1092793 A GB 1092793A
Authority
GB
United Kingdom
Prior art keywords
aminoplast
araliphatic
cycloaliphatic
interrupted
oxygen atoms
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
GB14366A
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 GB1092793A publication Critical patent/GB1092793A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L61/00—Compositions of condensation polymers of aldehydes or ketones; Compositions of derivatives of such polymers
    • C08L61/20—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
    • C08L61/32—Modified amine-aldehyde condensates
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G12/00—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
    • C08G12/02—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes
    • C08G12/40—Chemically modified polycondensates
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G79/00—Macromolecular compounds obtained by reactions forming a linkage containing atoms other than silicon, sulfur, nitrogen, oxygen, and carbon with or without the latter elements in the main chain of the macromolecule
    • C08G79/02—Macromolecular compounds obtained by reactions forming a linkage containing atoms other than silicon, sulfur, nitrogen, oxygen, and carbon with or without the latter elements in the main chain of the macromolecule a linkage containing phosphorus
    • C08G79/04—Phosphorus linked to oxygen or to oxygen and carbon
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/244—Treating 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 sulfur or phosphorus
    • D06M13/282—Treating 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 sulfur or phosphorus with compounds containing phosphorus
    • D06M13/288—Phosphonic or phosphonous acids or derivatives thereof
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/39—Aldehyde resins; Ketone resins; Polyacetals
    • D06M15/423—Amino-aldehyde resins
    • D06M15/43—Amino-aldehyde resins modified by phosphorus compounds
    • D06M15/431—Amino-aldehyde resins modified by phosphorus compounds by phosphines or phosphine oxides; by oxides or salts of the phosphonium radical
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/39—Aldehyde resins; Ketone resins; Polyacetals
    • D06M15/423—Amino-aldehyde resins
    • D06M15/43—Amino-aldehyde resins modified by phosphorus compounds
    • D06M15/432—Amino-aldehyde resins modified by phosphorus compounds by phosphonic acids or derivatives thereof

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)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Phenolic Resins Or Amino Resins (AREA)

Abstract

Curable and water-soluble aminoplasts contain at least one group of the formula -CH2OR where R is hydrogen, methyl or ethyl and at least one group of formula <FORM:1092793/C3/1> linked with amide nitrogen. R1 and R2 are each monovalent aliphatic, cycloaliphatic, araliphatic or aromatic residues which may be substituted with halogen or interrupted with oxygen atoms. R1 and R2 together may also represent a bivalent aliphatic residue. A is a bivalent aliphatic, cycloaliphatic, araliphatic or aromatic residue which may be halogen substituted or interrupted by oxygen atoms. Preferred examples are derived from pentamethylolmelamine or hexamethylolmelamine in which 4 or 5 of the methylol groups are replaced by the above phosphorus containing radicals. The aminoplasts may be prepared by first condensing an aminoplast former (e.g. melamine or urea) with HCHO, the resultant methylol compound may be partially or completely etherified by a C1 or C2 alcohol. The resultant aminoplast contains at least 2 and preferably 5 or 6 -CH2OR groups where R = H, Me or Et. It is further condensed with a phosphonamide. <FORM:1092793/C3/2> where R1, R2 and A have the meanings defined above. The aminoplast former, formaldehyde and the phosphonamide may also be reacted together in a single stage. In an example, pentamethylolmelamine or hexamethylolmelamine is reacted with 4 moles of 3-(dimethylphosphono) propionamide with heating. Reaction may be conducted in the presence of an acid catalyst, e.g. p-toluenesulphonic acid.ALSO:Organic fibrous materials especially those based on natural or regenerated cellulose are rendered flame-proof by treating with a water soluble curable phosphorus-containing aminoplast; the latter contains at least one group -CH2OR where R=H, Me or Et and at least one group of formula: <FORM:1092793/D1-D2/1> R1 and R2 are each monovalent aliphatic, cycloaliphatic, araliphatic or aromatic residues which may be halogen substituted or interrupted with oxygen atoms or R1 and R2 together may represent a bivalent aliphatic residue. A is a bivalent aliphatic, cycloaliphatic, araliphatic or aromatic residue which may be halogen substituted or interrupted by oxygen atoms. Preferred examples are derived from penta- or hexa-methylol melamine in which 4 or 5 of the methylol groups are replaced by the above phosphorus containing radicals. Impregnating solutions may also contain known aminoplasts and acid or latently acid curing accelerators. Condensation preferably takes place in the presence of water, i.e. by using superheated steam instead of hot air. Hydrogen peroxide may also be present as a condensation catalyst. From 10 to 50% by wt. of resin may be applied to the fibrous material. Treatment may also be carried out by a "two-bath process" the material being separately treated with the phosphorus containing aminoplast and another soluble aminoplast in either order of succession; it is advantageous to treat the material to a warm fixation before entering the second bath.
GB14366A 1965-02-04 1966-01-03 Phosphorus-containing aminoplasts, process for their preparation and their use Expired GB1092793A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH154065A CH430645A (en) 1965-02-04 1965-02-04 Process for making organic textile material flame-resistant

Publications (1)

Publication Number Publication Date
GB1092793A true GB1092793A (en) 1967-11-29

Family

ID=4212796

Family Applications (1)

Application Number Title Priority Date Filing Date
GB14366A Expired GB1092793A (en) 1965-02-04 1966-01-03 Phosphorus-containing aminoplasts, process for their preparation and their use

Country Status (5)

Country Link
BE (1) BE675995A (en)
CH (1) CH430645A (en)
DE (1) DE1594947C3 (en)
FR (1) FR1466744A (en)
GB (1) GB1092793A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5341278B1 (en) * 1971-02-27 1978-11-01
EP0042813A2 (en) * 1980-06-16 1981-12-30 Ciba-Geigy Ag Anionic absorbents, process for their preparation and their use in removing cationic agents and heavy-metal ions from aqueous solutions

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3556840A (en) * 1968-03-15 1971-01-19 Stevens & Co Inc J P Method for improving the flame retardant properties of a cellulosic material
CH485869A4 (en) * 1969-03-31 1970-08-31
DE3682906D1 (en) * 1986-08-20 1992-01-23 Dainippon Ink & Chemicals FIRE RETARDANT AGENT FOR WOODEN FABRICS.
DE4105576A1 (en) * 1991-02-22 1992-08-27 Pfersee Chem Fab AQUEOUS COMPOSITIONS FOR TREATING FIBER MATERIALS

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5341278B1 (en) * 1971-02-27 1978-11-01
EP0042813A2 (en) * 1980-06-16 1981-12-30 Ciba-Geigy Ag Anionic absorbents, process for their preparation and their use in removing cationic agents and heavy-metal ions from aqueous solutions
EP0042813A3 (en) * 1980-06-16 1982-01-06 Ciba-Geigy Ag Anionic absorbents, process for their preparation and their use in removing cationic agents and heavy-metal ions from aqueous solutions

Also Published As

Publication number Publication date
CH154065A4 (en) 1966-08-31
CH430645A (en) 1967-08-15
DE1594947A1 (en) 1969-12-11
DE1594947B2 (en) 1974-12-12
DE1594947C3 (en) 1975-07-10
FR1466744A (en) 1967-01-20
BE675995A (en) 1966-08-03

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