GB1020811A - Alkylene imine copolymerization products and process of making same - Google Patents
Alkylene imine copolymerization products and process of making sameInfo
- Publication number
- GB1020811A GB1020811A GB2523762A GB2523762A GB1020811A GB 1020811 A GB1020811 A GB 1020811A GB 2523762 A GB2523762 A GB 2523762A GB 2523762 A GB2523762 A GB 2523762A GB 1020811 A GB1020811 A GB 1020811A
- Authority
- GB
- United Kingdom
- Prior art keywords
- imine
- epichlorhydrin
- ethylene imine
- acid
- per cent
- 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
- 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
- C08G73/022—Preparatory process from polyamines and epihalohydrins
-
- 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
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/02—Polycondensates containing more than one epoxy group per molecule
- C08G59/10—Polycondensates containing more than one epoxy group per molecule of polyamines with epihalohydrins or precursors thereof
-
- 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
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
- C08G59/4007—Curing agents not provided for by the groups C08G59/42 - C08G59/66
- C08G59/4014—Nitrogen containing compounds
- C08G59/4042—Imines; Imides
-
- 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
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/26—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
- Paper (AREA)
Abstract
Alkylene imines are copolymerized with 0.05-10 mole per cent of alkyl halohydrins, or epihalohydrins, or polyepoxides, or compounds convertible into these under the reaction conditions. These compounds must have more than one halohydrin or epoxy group present or formed during the reaction, and at least one halogen atom which will react with the alkylene imine, or an acid may be provided for the latter purpose. Suitable compounds include, among others listed, epichlorhydrin, 1,2-halo-3-hydroxy propane, 2,3; 4,5 - diepoxy - 1,6 - dichlorohexane - 1,2 - epoxy - 3 - hydroxy - 4 - chloro - butane, and 2 - hydroxy - 1,3 - propane disulphuric acid ester, and the diepoxides butadiene diepoxide, vinyl cyclohexene diepoxide and N,N1-bis-(2,3-epoxy-propyl)-urea, in conjunction with an acid. The initial solution of the reactants should contain not more than 45% by weight of the imine. Any solvent for the monomers which is insert towards them is suitable, though water is preferred. The products are cationic, many-branched, polyamines giving stable water solutions not degenerating on storing. Spontaneous polymerization does not occur below about 40 DEG C., so that the imine and comonomer may be mixed in the reaction vessel, or immediately before entering it, then heated to polymerization temperature in a "batch reaction," or may be run, as a "continuous batch," into a mixture already at polymerization temperature, which the heat of polymerization helps to maintain. Examples describe the reactions of ethylene imine with 0.7 to 1.4 mole per cent of epichlorhydrin, and compares the products with acid-catalyzed polyimines of the prior art. Also described are reactions of 2-methyl ethylene imine, N-methyl ethylene imine, 2-ethyl ethylene imine, and N-n-butylethylene imine with epichlorhydrin in water, methanol, or isobutanol, or mixtures of methanol, isobutanol or benzene with water, and the reactions of ethylene imine with vinyl cyclohexene diepoxide and limonene diepoxide in hydrochloric acid.ALSO:Paper may be treated with a resin obtained by copolymerizing an alkyline imine with .05-10 mol per cent of an alkyl halohydrin or epihalohydrin (see Division C3). Addition of the resin improves the freeness and drainage, and the flocculation and filler retention of paper pulp slurries, and the wet strength and drying properties of sheet paper, and improves the adhesion of plastic films and of inks thereto. In an Example paper hand sheets are prepared containing .1 or .5 weight per cent of various ethylene imine-epichlorhydrin cocondensates.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US17048962A | 1962-02-01 | 1962-02-01 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1020811A true GB1020811A (en) | 1966-02-23 |
Family
ID=22620051
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB2523762A Expired GB1020811A (en) | 1962-02-01 | 1962-07-02 | Alkylene imine copolymerization products and process of making same |
Country Status (2)
Country | Link |
---|---|
DE (1) | DE1495246B2 (en) |
GB (1) | GB1020811A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3520774A (en) * | 1967-09-28 | 1970-07-14 | Dow Chemical Co | Epichlorodydrin-polyethyleneimine wet strength additive for paper |
DE3237663A1 (en) * | 1982-10-07 | 1984-04-12 | Gosudarstvennyj institut prikladnoj chimii, Leningrad | Process for the preparation of branched polyethylenimine |
-
1962
- 1962-07-02 GB GB2523762A patent/GB1020811A/en not_active Expired
- 1962-07-24 DE DE19621495246 patent/DE1495246B2/en active Pending
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3520774A (en) * | 1967-09-28 | 1970-07-14 | Dow Chemical Co | Epichlorodydrin-polyethyleneimine wet strength additive for paper |
DE3237663A1 (en) * | 1982-10-07 | 1984-04-12 | Gosudarstvennyj institut prikladnoj chimii, Leningrad | Process for the preparation of branched polyethylenimine |
US4467115A (en) * | 1982-10-07 | 1984-08-21 | Institut Neftekhimicheskogo Sinteza Imeni A.V. Toncheva Akademii Nauk Sssr | Method for preparing branched polyethylenimine |
Also Published As
Publication number | Publication date |
---|---|
DE1495246A1 (en) | 1970-10-08 |
DE1495246B2 (en) | 1974-02-07 |
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