GB772475A - Process for the manufacture of thermosetting condensation products and new products produced by this process - Google Patents
Process for the manufacture of thermosetting condensation products and new products produced by this processInfo
- Publication number
- GB772475A GB772475A GB31549/52A GB3154952A GB772475A GB 772475 A GB772475 A GB 772475A GB 31549/52 A GB31549/52 A GB 31549/52A GB 3154952 A GB3154952 A GB 3154952A GB 772475 A GB772475 A GB 772475A
- Authority
- GB
- United Kingdom
- Prior art keywords
- water
- mixture
- urea
- added
- formaldehyde
- 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
- C08G12/00—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
- C08G12/02—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes
- C08G12/40—Chemically modified polycondensates
- C08G12/42—Chemically modified polycondensates by etherifying
- C08G12/421—Chemically modified polycondensates by etherifying of polycondensates based on acyclic or carbocyclic compounds
- C08G12/422—Chemically modified polycondensates by etherifying of polycondensates based on acyclic or carbocyclic compounds based on urea or thiourea
-
- 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
- C08G12/00—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
- C08G12/02—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes
- C08G12/04—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with acyclic or carbocyclic compounds
- C08G12/10—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with acyclic or carbocyclic compounds with acyclic compounds having the moiety X=C(—N<)2 in which X is O, S or —N
- C08G12/12—Ureas; Thioureas
-
- 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
- C08G12/00—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
- C08G12/02—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes
- C08G12/40—Chemically modified polycondensates
- C08G12/42—Chemically modified polycondensates by etherifying
- C08G12/424—Chemically modified polycondensates by etherifying of polycondensates based on heterocyclic compounds
- C08G12/425—Chemically modified polycondensates by etherifying of polycondensates based on heterocyclic compounds based on triazines
- C08G12/427—Melamine
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Mold Materials And Core Materials (AREA)
- Phenolic Resins Or Amino Resins (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
Resins suitable for casting, lacquers, textile finishing, or as adhesives, are prepared by heating 1 mol. of urea melamine or a mixture of urea and melamine, hexamethylolmelamine, phenol, cresol, or a phenol-cresol mixture, with 2-2.4 mols. of formaldehyde, at an initial pH of 6.9-8.0 for 1-9 hours, the pH during heating being kept between 6.1 and 6.85 (measured at 18 DEG C. twenty minutes after sampling), removing most of the water in the precondensate, reducing the pH below 5.1, adding an alcohol with at least three carbon atoms and etherifying and further condensing in vacuo. Part of the formaldehyde may be replaced by acetaldehyde, acrylaldehyde or glyoxal. A precondensate from urea and/or melamine may be mixed before the pH is reduced below 5.1 with a separately prepared substantially dehydrated phenol - formaldehyde condensate. The pH during heating may be maintained at the desired value by use as catalyst of finely pulverized Pb, CoO, Cd, Zn, ZnO, or Mn2O3 containing traces of iron salts, or by heating in an oxygen-free atmosphere, e.g. of CO, H2 or N2, or by addition of a buffer, e.g. a mixture of primary potassium phosphate with secondary sodium phosphate or of sodium acetate with acetic acid. When using a catalyst, as above, the heating may be done under a pressure of up to 4 atmospheres. Up to 25 per cent by weight of thiourea based on the weight of urea may be added to the reaction product before the removal of water or before lowering the pH below 5.1. Part of the water remaining in the resins may be removed in vacuo at 30-50 DEG C. The resin may then be cast in a mould permeable to water, vapour (see Group V), water being allowed to evaporate and diffuse at 20-65 DEG C., or the cast resin may be heated in the mould at 20-65 DEG C. until it reaches the plastic gel state, when it is removed from the mould and the remainder of the water evaporated. Reduction of the pH below 5.1 may be effected by addition of formic, lactic, acrylic, methacrylic, succinic, benzoic hydroxybenzoic or aminobenzoic acid, acetic or maleic anhydride or aluminium sulphate or iron chloride. Alcohols suitable for the etherification are n-butyl, n-amyl, benzyl, hydroxybenzyl, or polyvinyl or glycerol. Plasticizers, e.g. o- or p-toluene sulphonamide, or formaldehyde condensates thereof, or borneol, camphor, turpentine oil, or methyl or ethyl esters of abietic or dihydroabietic acid may be added to the resins. Some alcohol may be added to the initial reaction mixture to ensure solubility of the ingredients. In Example 1 the pH of formaldehyde solution is adjusted to 7 with ammonia. Urea, cadmium dust and n-butanol are added and the mixture brought to boiling in about 1 hour and boiled for 4 hours (pH 6.4). The catalyst is filtered off and water removed in vacuo. Acetic anhydride and butanol are added and the mixture condensed and etherified in vacuo. Other examples illustrate some of the modifications referred to above.ALSO:Articles may be made from modified aminoplasts (see Group IV(a)) by casting them in forms permeable to water-vapour, water in the resin being allowed to evaporate and diffuse at 20 DEG -65 DEG C. The cast product may alternatively be heated in forms at 20 DEG -65 DEG C. until it reaches the plastic gel state, then removed and the water evaporated. Suitable materials for the forms are terracotta, plaster of paris, concrete, wood, cellulose, cellulose derivatives, polyvinyl chloride, polyvinyl acetate, polyethylene or polyethyleneoxide. They may be perforated or very thin to permit evaporation or diffusion of water. The forms may be coated with nitrocellulose to permit the resin to be removed more easily.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE772475X | 1951-12-13 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB772475A true GB772475A (en) | 1957-04-17 |
Family
ID=6681536
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB31549/52A Expired GB772475A (en) | 1951-12-13 | 1952-12-12 | Process for the manufacture of thermosetting condensation products and new products produced by this process |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB772475A (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0171530A2 (en) * | 1984-07-13 | 1986-02-19 | American Cyanamid Company | Low formaldehyde release reactant |
CN103691092A (en) * | 2013-12-02 | 2014-04-02 | 陈媛媛 | High-efficiency formaldehyde elimination agent and preparation method thereof |
EP4393973A1 (en) | 2022-12-28 | 2024-07-03 | Prefere Resins Holding GmbH | Low emission phenolic resins |
-
1952
- 1952-12-12 GB GB31549/52A patent/GB772475A/en not_active Expired
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0171530A2 (en) * | 1984-07-13 | 1986-02-19 | American Cyanamid Company | Low formaldehyde release reactant |
EP0171530A3 (en) * | 1984-07-13 | 1987-05-27 | American Cyanamid Company | Low formaldehyde release reactant |
CN103691092A (en) * | 2013-12-02 | 2014-04-02 | 陈媛媛 | High-efficiency formaldehyde elimination agent and preparation method thereof |
CN103691092B (en) * | 2013-12-02 | 2016-01-27 | 陈媛媛 | A kind of High-efficiency formaldehyde elimination agent and preparation method thereof |
EP4393973A1 (en) | 2022-12-28 | 2024-07-03 | Prefere Resins Holding GmbH | Low emission phenolic resins |
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