GB658422A - A process for the preparation of polyamines - Google Patents
A process for the preparation of polyaminesInfo
- Publication number
- GB658422A GB658422A GB18291/48A GB1829148A GB658422A GB 658422 A GB658422 A GB 658422A GB 18291/48 A GB18291/48 A GB 18291/48A GB 1829148 A GB1829148 A GB 1829148A GB 658422 A GB658422 A GB 658422A
- Authority
- GB
- United Kingdom
- Prior art keywords
- ammonia
- hydrogen
- hydrogenation
- mixture
- polyamines
- 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
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/60—Preparation of compounds containing amino groups bound to a carbon skeleton by condensation or addition reactions, e.g. Mannich reaction, addition of ammonia or amines to alkenes or to alkynes or addition of compounds containing an active hydrogen atom to Schiff's bases, quinone imines, or aziranes
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/10—Compounds containing silicon
- C10M2201/105—Silica
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M2215/04—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/26—Amines
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2217/04—Macromolecular compounds from nitrogen-containing monomers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2217/046—Polyamines, i.e. macromoleculars obtained by condensation of more than eleven amine monomers
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2217/06—Macromolecular compounds obtained by functionalisation op polymers with a nitrogen containing compound
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Polyamines such as 1.3-alkanediamines and/or polyalkylene polyamines are prepared by reacting in the liquid state a a ,b - unsaturated aldehyde with ammonia or a primary aliphatic mono-amine present in a proportion of at least 4, preferably from 4 to 100, mols. of ammonia or amine per mol. of the unsaturated aldehyde, and subsequently subjecting the mixture to catalytic hydrogenation under conditions of temperature and pressure of hydrogen which favour the hydrogenation reaction. The general reaction when ammonia is employed is represented by the equation <FORM:0658422/IV (b)/1> in which R represents either a hydrogen atom or an organic group such as alkyl and aralkyl, alkaryl or cycloalkyl group. Depending on the particular conditions of the reaction, particularly on the amount of excess ammonia present during the hydrogenation stage, varying amounts of polyalkylene polyamines containing small amounts of oxygen may also be formed. Primary amines, preferably primary aliphatic mono-amines, may be used instead of ammonia. Preferred starting materials are those with the formula <FORM:0658422/IV (b)/2> where R1 represents either a hydrogen atom or an alkyl group and are, for example, acrolein, methacrolein, a -ethylacrolein, a -propylacrolein, a -isopropylacrolein and a -butylacroleins. The reaction between the unsaturated aldehyde and the ammonia or primary amine may be effected by dissolving either or both of the reactants in an inert organic solvent such as alcohol, an ether or a saturated or aromatic hydrocarbon. A limited amount of water may be present in the mixture. The temperature during the first step of the process should be such that both reactants can exist in the liquid phase. Hydrogenation catalysts, which may be used in the second step, are Ni, Co, Fe, Mn, V, Sb, Ti, Te, Sn and Pb. The free metals or mixtures or alloys thereof or their oxides or sulphides may be used. The catalyst may be supported on kieselguhr, pumice or carbon. The preferred catalyst is Raney nickel catalyst. The treatment with molecular hydrogen is effected at a temperature in the range 50-200 DEG C. under super-atmospheric pressure of hydrogen. When the treatment with hydrogen is complete the organic components of the mixture may be separated by fractional distillation or other suitable means. The 1,3-alkane diamines are useful as wetting agents, antioxidants, gas absorbents and as biological agents. The polyalkylene polyamines may be reacted with higher fatty acids, e.g. oleic acid, to form adhesive and binding agents for asphalt emulsions, and they may be used for the preparation of stabilizing agents for synthetic greases. In the examples acrolein is treated with ammonia or isopropylamine and then hydrogenated. Specification 365,214 and U.S.A. Specifications 1,966,478 and 2,045,574 are referred to.ALSO:Polyamines, prepared by reacting in the liquid state a a ,b -unsaturated aldehyde with ammonia or a primary aliphatic monoamine present in a large excess over the amount theoretically required and subsequently subjecting the mixture to hydrogenation, are used in the preparation of stabilizing agents for synthetic greases, e.g. silica gel greases.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US658422XA | 1947-07-07 | 1947-07-07 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB658422A true GB658422A (en) | 1951-10-10 |
Family
ID=22065489
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB18291/48A Expired GB658422A (en) | 1947-07-07 | 1948-07-07 | A process for the preparation of polyamines |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB658422A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3118729A1 (en) * | 1980-05-21 | 1982-05-13 | Elzett Müvek, Budapest | Manual fire-extinguishing apparatus and a pressure display device, which is mainly intended for use with such fire extinguishers |
-
1948
- 1948-07-07 GB GB18291/48A patent/GB658422A/en not_active Expired
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3118729A1 (en) * | 1980-05-21 | 1982-05-13 | Elzett Müvek, Budapest | Manual fire-extinguishing apparatus and a pressure display device, which is mainly intended for use with such fire extinguishers |
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