GB1111827A - Preparation of substituted aziridines and polymers thereof - Google Patents
Preparation of substituted aziridines and polymers thereofInfo
- Publication number
- GB1111827A GB1111827A GB4237865A GB4237865A GB1111827A GB 1111827 A GB1111827 A GB 1111827A GB 4237865 A GB4237865 A GB 4237865A GB 4237865 A GB4237865 A GB 4237865A GB 1111827 A GB1111827 A GB 1111827A
- Authority
- GB
- United Kingdom
- Prior art keywords
- aziridines
- polar solvent
- aziridine
- strong base
- allylic
- 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
- C07D—HETEROCYCLIC COMPOUNDS
- C07D203/00—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom
- C07D203/04—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
- C07D203/06—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D203/08—Heterocyclic compounds containing three-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring nitrogen atom
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F26/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen
- C08F26/02—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen by a single or double bond to nitrogen
-
- 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
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/02—Polyamines
- C08G73/0206—Polyalkylene(poly)amines
- C08G73/0213—Preparatory process
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L63/00—Compositions of epoxy resins; Compositions of derivatives of epoxy resins
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
Abstract
Homopolymers of aziridines containing the recurring unit <FORM:1111827/C3/1> where n is 0 to 4 are obtained by polymerization of the appropriate N-allylaziridines in the presence of an acid or an acidic salt capable of opening the aziridine ring. The polymers can be further reacted through the allylic groups to give cross-linked products. Example 12 describes the polymerization of N-allylaziridine in the presence of dilute HCl. Other specified monomers are N-methallyl- and N-ethallylaziridine.ALSO:N-allylaziridines are prepared by reacting at least one mole of an aziridine having a replaceable imino hydrogen atom with one mole of an allylic halide of the formula <FORM:1111827/C2/1> where R1-3 are hydrogen or C1-4 alkyl groups and X is Cl, Br or I, in a polar solvent and in at least 1 mol of a strong base per mol of allylic halide. A polar solvent is defined as a solvent having a dielectric constant of at least 5 at 20 DEG C., e.g. water, nitrobenzene, acetonitrile, dimethylformamide and lower alkanols. By a strong base is meant any base which can be used in the general reaction between a secondary amine and an alkyl halide, e.g. hydroxides, oxides and alkoxides of alkali metals, and alkaline earth metals, ammonina and tertiary amines. Specified aziridines include those substituted on one or more carbon atoms by methyl, cyclohexyl, phenyl and benzyl groups. The polar solvent may be provided by excess aziridine or by the tertiary amine which is employed as the strong base. Examples relate to the preparation of N-allyl-and N-methallyl-aziridines. The aziridines can be polymerized to polyethylene-imines (see Division C3).
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL6513984A NL6513984A (en) | 1965-10-28 | 1965-10-28 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1111827A true GB1111827A (en) | 1968-05-01 |
Family
ID=19794498
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4237865A Expired GB1111827A (en) | 1965-10-28 | 1965-10-06 | Preparation of substituted aziridines and polymers thereof |
Country Status (2)
| Country | Link |
|---|---|
| GB (1) | GB1111827A (en) |
| NL (1) | NL6513984A (en) |
-
1965
- 1965-10-06 GB GB4237865A patent/GB1111827A/en not_active Expired
- 1965-10-28 NL NL6513984A patent/NL6513984A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| NL6513984A (en) | 1967-05-02 |
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