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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 process

Info

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
Application number
GB31549/52A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Individual
Original Assignee
Individual
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Individual filed Critical Individual
Publication of GB772475A publication Critical patent/GB772475A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G12/00Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
    • C08G12/02Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes
    • C08G12/40Chemically modified polycondensates
    • C08G12/42Chemically modified polycondensates by etherifying
    • C08G12/421Chemically modified polycondensates by etherifying of polycondensates based on acyclic or carbocyclic compounds
    • C08G12/422Chemically modified polycondensates by etherifying of polycondensates based on acyclic or carbocyclic compounds based on urea or thiourea
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G12/00Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
    • C08G12/02Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes
    • C08G12/04Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with acyclic or carbocyclic compounds
    • C08G12/10Condensation 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
    • C08G12/12Ureas; Thioureas
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G12/00Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
    • C08G12/02Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes
    • C08G12/40Chemically modified polycondensates
    • C08G12/42Chemically modified polycondensates by etherifying
    • C08G12/424Chemically modified polycondensates by etherifying of polycondensates based on heterocyclic compounds
    • C08G12/425Chemically modified polycondensates by etherifying of polycondensates based on heterocyclic compounds based on triazines
    • C08G12/427Melamine

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.
GB31549/52A 1951-12-13 1952-12-12 Process for the manufacture of thermosetting condensation products and new products produced by this process Expired GB772475A (en)

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)

* Cited by examiner, † Cited by third party
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

Cited By (5)

* Cited by examiner, † Cited by third party
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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