GB755478A - Water-soluble organic nitrogen compounds - Google Patents
Water-soluble organic nitrogen compoundsInfo
- Publication number
- GB755478A GB755478A GB2242253A GB2242253A GB755478A GB 755478 A GB755478 A GB 755478A GB 2242253 A GB2242253 A GB 2242253A GB 2242253 A GB2242253 A GB 2242253A GB 755478 A GB755478 A GB 755478A
- Authority
- GB
- United Kingdom
- Prior art keywords
- biguanide
- bis
- hydrogen atom
- formula
- water
- 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
-
- 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
- C07C279/20—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups containing any of the groups, X being a hetero atom, Y being any atom, e.g. acylguanidines
- C07C279/24—Y being a hetero atom
- C07C279/26—X and Y being nitrogen atoms, i.e. biguanides
- C07C279/265—X and Y being nitrogen atoms, i.e. biguanides containing two or more biguanide groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
- Coloring (AREA)
Abstract
Water-soluble organic nitrogen condensation products are obtained by heating, e.g. from 70 DEG C. to 200 DEG C., in the absence of water a salt of a biguanide of the formula A[NXC(NH). NH.C(NH).NH2]p, wherein p is 1 or 2, Z is a hydrogen atom or an alkyl, alkylene, aralkyl, aryl or arylene radical, which may contain 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 NH2, OH or a halogen, n is 2 to 6 inclusive and m is an integer. Reactants specified are (a) salts, e.g. hydrochlorides, sulphates, acetates or carbonates, of biguanide, phenyl biguanide, m-phenylene - bis - biguanide, p - hydroxyphenylbiguanide, p - chlorophenylbiguanide, 1 : 1 - di-methylbiguanide and p-methoxyphenylbiguanide; (b) diethylene triamine, triethylene tetramine, tetraethylene pentamine, bis-hexamethylene triamine, 1 : 2 - bis - (omega - aminohexyl-amino)-ethane, and polyethyleneimines obtained by polymerizing ethyleneimine in the presence of hydrochloric acid, or derivatives thereof, e.g. the carbonates. The reaction may be effected in a solvent, e.g. butanol, b -ethoxyethanol or b -butoxyethanol. Examples are given. The new compounds which are viscous liquids are useful for treating cellulosic and polyamide textiles or fibres to improve their dyeability.ALSO:Water-soluble organic nitrogen condensation products are obtained by heating, e.g. from 70 DEG to 200 DEG C., in the absence of water a salt of a biguanide of the formula A[NXC(NH).NH.C (NH).NH2]p, wherein p is 1 or 2, A is a hydrogen atom or an alkyl, alkylene, aralkyl, aryl or arylene radical, which may contain one or more neutral or basic constituents, and X is a hydrogen atom or an alkyl radical, with a linear polyalkyleneimine of the formula Y[CH2)n.NH-]m -(CH2)n.NH2, wherein Y is NH2, OH or a halogen, n is 2 to 6 inclusive and m is an integer. Reactants specified are (a) salts, e.g. hydrochlorides, sulphates, acetates or carbonates of biguanide, phenyl biguanide, m-phenylene-bis-biguanide, p-hydroxyphenylbiguanide, p-chlorophenyl - biguanide, 1:1 - dimethyl - biguanide and p-methoxyphenyl-biguanide; (b) diethylene triamine, triethylene tetramine, tetraethylene pentamine, bis-hexamethylene triamine, 1:2-bis(omega-amino-hexyl-amino)-ethane, and polyethyleneimines obtained by polymerizing ethyleneimine in the presence of HCl, or derivatives thereof, e.g. the carbonates. The reaction may be effected in a solvent, e.g. butanol, b -ethoxy ethanol or b -butoxy ethanol. Examples are given. The new compounds which are viscous liquids are useful for treating cellulose and polyamide textiles or fibres to improve their dyeability.ALSO:Water-soluble organic nitrogen compounds obtained by condensation of a salt of a biguanide of the formula A[NXC(NH) NH C(NH)NH2]p, wherein p is 1 or 2, A is a hydrogen atom or an alkyl, alkylene, aralkyl, aryl arylene radical, which may contain one or more neutral or basic substituents, and X is a hydrogen atom or an alkyl radical, with a linear polyalkyleneimine of the formula Y[CH2)n NH-]m -(CH2)n NH2, wherein Y is NH2, OH or a halogen, n is 2 to 6 inclusive and m is a 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 above compounds, applied e.g. from aqueous solution at 50 DEG to 100 DEG C., cellulosic textiles can be dyed with acid and chrome dyestuffs; polyamide materials so treated take up much more dyestuffs that are solubilized by means of anionic groups than the untreated materials. The compounds can also be used for aftertreating direct cotton dyeing, if desired in conjunction with metal salts, e.g. copper salts, to enhance the fastness of the dyeings. Examples are given.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB2242253A GB755478A (en) | 1953-08-14 | 1953-08-14 | Water-soluble organic nitrogen compounds |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB2242253A GB755478A (en) | 1953-08-14 | 1953-08-14 | Water-soluble organic nitrogen compounds |
Publications (1)
Publication Number | Publication Date |
---|---|
GB755478A true GB755478A (en) | 1956-08-22 |
Family
ID=10179107
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB2242253A Expired GB755478A (en) | 1953-08-14 | 1953-08-14 | Water-soluble organic nitrogen compounds |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB755478A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3234025A (en) * | 1959-08-04 | 1966-02-08 | Gevaert Photo Prod Nv | Prevention of dye-diffusion in photographic image bearing colloid layers |
EP2468927A1 (en) * | 2010-12-21 | 2012-06-27 | Basf Se | Composition for metal electroplating comprising leveling agent |
-
1953
- 1953-08-14 GB GB2242253A patent/GB755478A/en not_active Expired
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3234025A (en) * | 1959-08-04 | 1966-02-08 | Gevaert Photo Prod Nv | Prevention of dye-diffusion in photographic image bearing colloid layers |
EP2468927A1 (en) * | 2010-12-21 | 2012-06-27 | Basf Se | Composition for metal electroplating comprising leveling agent |
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