GB755519A - Water-soluble organic nitrogen compounds - Google Patents
Water-soluble organic nitrogen compoundsInfo
- Publication number
- GB755519A GB755519A GB2242353A GB2242353A GB755519A GB 755519 A GB755519 A GB 755519A GB 2242353 A GB2242353 A GB 2242353A GB 2242353 A GB2242353 A GB 2242353A GB 755519 A GB755519 A GB 755519A
- Authority
- GB
- United Kingdom
- Prior art keywords
- water
- bis
- compounds
- organic nitrogen
- formula
- 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
Links
Classifications
-
- 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
- D06M13/322—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 nitrogen
- D06M13/402—Amides imides, sulfamic acids
- D06M13/432—Urea, thiourea or derivatives thereof, e.g. biurets; Urea-inclusion compounds; Dicyanamides; Carbodiimides; Guanidines, e.g. dicyandiamides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C279/00—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups
- C07C279/28—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of guanidine groups bound to cyano groups, e.g. cyanoguanidines, dicyandiamides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Coloring (AREA)
Abstract
Water-soluble organic nitrogen condensation products are obtained by heating e.g. at 70 DEG to 200 DEG C. in the absence of water an N-substituted dicyandiamide of the formula A[NX.C (NH).NH.CN],p where p is 1 or 2, A is an alkyl, alkylene, aralkyl aryl or arylene radical with or without one or more neutral or basic substituents and X is a hydrogen atom or alkyl radical, with a linear polyalkyleneimine of the formula Y[(CH2)n NH-]m-(CH2)n.NH2, where in Y is OH, NH2 or halogen, n is 2 to 6 inclusive and m is an integer. Reactants specified are (a) ethylene - bis - p - chlorophenyl -, hexamethylene - bis -, cyclohexyl - and phenyl - dicyandiamides; and (b) diethylenetriamine, triethylenetetramine, tetraethylenepentamine, bishexamethylene triamine, 1 : 2 - bis - (omegaaminohexylamino)-ethane, and polyethyleneimines obtained by polymerizing ethyleneimine in the presence of hydrochloric acid, or their derivatives, e.g. the carbonates. Reaction may be effected in solution, e.g. in butanol, b -ethoxyethanol or b -biustoxyethanol. The compounds or their salts may be reacted in aqueous solution with metal salts, e.g. copper chloride, sulphate, formate or acetate, chromium acetate or chloride, nickel nitrate and cobalt nitrate, and isolating the resulting metal complex by evaporation. Examples are given. The compounds are useful for treating cellulosic and polyamide textile materials or fibres to improve their dyeability. Specifications 522,539, 576,401, 599,713, 599,722 and 657,753, [Group IV (b)], are referred to.ALSO:Water-soluble organic nitrogen compounds are obtained by heating, e.g. at 70 DEG to 200 DEG C. in the absence of water an N-substituted dicyandiamide of the formula A[NXC(NH).NH.CN]p, where p is 1 or 2, A is an alkyl, alkylene, aralkyl, aryl or arylene radical, with or without one or more neutral or basic substituents, and X is a hydrogen atom or alkyl radical, with a linear polyalkyleneimine of the formula Y[(CH2).nNH-]m-(CH2)n.NH2 wherein Y is OH, NH2 or halogen, n is 2 to 6 inclusive and m is an integer. Reactants specified are (a) ethylene-bis-, p-chlorophenyl-, cyclohexyl-, hexamethylene-bis- and phenyl-dicyandiamides; and (b) diethylenetriamine, triethylenetetramine, tetraethylenepentamine, bis-hexamethylenetriamine, 1:2 - bis - (omega-aminohexylamino)-ethane and polyethyleneimines obtained by polymerizing ethyleneimine in the presence of hydrochloric acid, or their derivatives, e.g. the carbonates. Reaction may be effected in solution, e.g. in butanol, b -ethoxyethanol or b -butoxyethanol. The compounds or their salts may be reacted in aqueous solution with metal salts, e.g. copper chloride, sulphate, formate or acetate, chromium acetate or chloride, nickel nitrate and cobalt nitrate, and isolating the resulting metal complex by evaporation. Examples are given. The compounds are useful for treating cellulosic and polyamide textile materials and fibres to improve their dyeability. Specifications 522,539, 576,401, 599,713, 599,722 and 657,753 are referred to.ALSO:Water-soluble organic nitrogen compounds obtained by condensation of an N-substituted dicyandiamide of the formula A[NXC (NH) NH CN]p, where p is 1 or 2, A is an alkyl, alkylene, aralkyl, aryl or arylene radical, with or without one or more neutral or basic substituents, and X is a hydrogen atom or alkyl radical, with a linear polyalkyleneimine of the formula Y[(CH2)n-NH-]m-(CH2)n NH2, wherein Y is OH, NH2 or halogen, n is 2 to 6 inclusive and m is an integer (see Group IV(a)) are useful for the treatment of cellulosic and polyamide textile materials or fibres to improve their dyeability. After treatment with the organic nitrogen compounds, applied e.g. from aqueous solutions at 50 DEG to 100 DEG C., cellulosic textiles can be dyed with acid and chrome dyestuffs, and polyamide textiles so treated take up more dyestuffs which have been solubilized by means of anionic groups than the untreated materials. The compounds can also be used for after-treating direct cotton dyeings, if desired in conjunction with metal salts either by using an aqueous solution of (1) the organic compound, the metal salt and a mild alkali, e.g. sodium bicarbonate, soda or ammonia, or (2) a water-soluble metal-containing organic nitrogen compound obtained by reacting the organic nitrogen compound or a salt thereof in aqueous solution with a water-soluble metal salt, e.g. copper chloride, sulphate, formate or acetate, chromium acetate or chloride, nickel nitrate or cobalt nitrate, and isolating the resulting metal complex by evaporation. Examples are given. Specifications 522,539 [Group IV] and 657,753 are referred to.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB2242353A GB755519A (en) | 1953-08-14 | 1953-08-14 | Water-soluble organic nitrogen compounds |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB2242353A GB755519A (en) | 1953-08-14 | 1953-08-14 | Water-soluble organic nitrogen compounds |
Publications (1)
Publication Number | Publication Date |
---|---|
GB755519A true GB755519A (en) | 1956-08-22 |
Family
ID=10179122
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB2242353A Expired GB755519A (en) | 1953-08-14 | 1953-08-14 | Water-soluble organic nitrogen compounds |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB755519A (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1116393B (en) * | 1959-11-14 | 1961-11-02 | Rhodiaceta Ag | Process for increasing the lightfastness of molded polyamides |
US3198595A (en) * | 1965-08-03 | Step-wise process for coloring anb fin- ishing cellulose materials wherein a cationic dye-fixing agent is employed with the resin finishing agent | ||
WO1993010168A1 (en) * | 1991-11-12 | 1993-05-27 | Allied-Signal Inc. | Bis-dicyandiamides as curing agents for epoxy resins |
-
1953
- 1953-08-14 GB GB2242353A patent/GB755519A/en not_active Expired
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3198595A (en) * | 1965-08-03 | Step-wise process for coloring anb fin- ishing cellulose materials wherein a cationic dye-fixing agent is employed with the resin finishing agent | ||
DE1116393B (en) * | 1959-11-14 | 1961-11-02 | Rhodiaceta Ag | Process for increasing the lightfastness of molded polyamides |
WO1993010168A1 (en) * | 1991-11-12 | 1993-05-27 | Allied-Signal Inc. | Bis-dicyandiamides as curing agents for epoxy resins |
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