GB598602A - Method of producing copolymer resins and products derived therefrom - Google Patents

Method of producing copolymer resins and products derived therefrom

Info

Publication number
GB598602A
GB598602A GB12904/45A GB1290445A GB598602A GB 598602 A GB598602 A GB 598602A GB 12904/45 A GB12904/45 A GB 12904/45A GB 1290445 A GB1290445 A GB 1290445A GB 598602 A GB598602 A GB 598602A
Authority
GB
United Kingdom
Prior art keywords
phenol
aldehyde
solution
formaldehyde
resin
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
GB12904/45A
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 GB598602A publication Critical patent/GB598602A/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
    • C08G8/00Condensation polymers of aldehydes or ketones with phenols only
    • C08G8/04Condensation polymers of aldehydes or ketones with phenols only of aldehydes
    • C08G8/08Condensation polymers of aldehydes or ketones with phenols only of aldehydes of formaldehyde, e.g. of formaldehyde formed in situ
    • C08G8/24Condensation polymers of aldehydes or ketones with phenols only of aldehydes of formaldehyde, e.g. of formaldehyde formed in situ with mixtures of two or more phenols which are not covered by only one of the groups C08G8/10 - C08G8/20

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Adhesives Or Adhesive Processes (AREA)

Abstract

Permanently fusible resinous masses are made by forming an undehydrated reaction product by heating under reflux conditions and in the presence of an acid catalyst a monohydric phenol with an aldehyde, substantially all the latter being reacted with the former, the ratio of the aldehyde to the phenol being maintained to produce a permanently fusible resin, separately dissolving a polyhydroxy phenol in an aldehyde, while controlling the temperature so that it substantially inhibits any reaction between said constituents during the solution step, the ratio of the aldehyde to the polyhydroxy phenol being maintained to produce a permanently fusible resin, adding said solution to the undehydrated reaction product while the latter is maintained at an elevated temperature, thereby reacting the constituents of said solution in the presence of the acid catalyst and in the presence of said monohydric phenol-aldehyde reaction product until substantially all the aldehyde is combined with said polyhydroxy phenol, and dehydrating the resulting reaction mass. Heat-reactive compositions may be made by mixing the products with formaldehyde or a substance yielding formaldehyde on heating, such as hexamethylene tetramine. Monohydric phenols specified are phenol, cresol, cresylic acid, oxylenols; and polyhydroxy phenols are catechol, resorcin, hydroquinone, orcinol, phloroglucinol, pyrogallol. In an example, phenol is refluxed with 37 per cent formaldehyde solution and oxalic acid, to the hot reaction mixture is added a cooled solution of resorcinol in formalin, the whole is refluxed for a further period, and water and unreacted phenol removed by vacuum distillation. The proportion of mono-or poly-hydric phenol to aldehyde may vary from .5-.9 mols. of aldehyde. Other catalysts which may be used are citric, tartaric, acetic, hydrochloric, sulphuric, phosphoric, and boric acids, and other aldehydes are acetaldehyde, paraldehyde, propylaldehyde, the butyl aldehydes, the furfuraldehydes, or mixtures of aldehydes. The molar proportion of mono-or poly-hydric phenol to total phenol employed may range from 1-99 per cent; 8-12 per cent of hexamethylene tetramine, which may be in solution, may be added to the resin to give a heat-reactive composition, and alternatives to hexamethylene tetramine are the oxymethylenes, paraformaldehyde and reactive methylol compounds, e.g. that formed from phenol and excess formaldehyde in presence of an alkaline catalyst. An example is given of a low-temperature curing composition comprising the resin, water, glycerine, and formaldehyde solution, which is poured into moulds and hardened at 75-80 DEG C. Solvents for such compositions are denatured alcohol or acetone. The reactive compositions may be used for gluing sheets of wood, leather, and cardboard, and for bonding abrasive articles. Moulding compositions may contain the resin, a dye, a lubricant, and a filler which may be woodflour, calcium carbonate, kieselguhr, or a cellulosic filler. Specification 582,448 is referred to.
GB12904/45A 1942-08-12 1945-05-23 Method of producing copolymer resins and products derived therefrom Expired GB598602A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US598602XA 1942-08-12 1942-08-12

Publications (1)

Publication Number Publication Date
GB598602A true GB598602A (en) 1948-02-23

Family

ID=22025748

Family Applications (1)

Application Number Title Priority Date Filing Date
GB12904/45A Expired GB598602A (en) 1942-08-12 1945-05-23 Method of producing copolymer resins and products derived therefrom

Country Status (1)

Country Link
GB (1) GB598602A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4281090A (en) * 1978-01-16 1981-07-28 Acme Resin Corporation Catechol resins for the shell process
US4333513A (en) * 1979-11-01 1982-06-08 Acme Resin Corporation Catechol resins for the shell process

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4281090A (en) * 1978-01-16 1981-07-28 Acme Resin Corporation Catechol resins for the shell process
US4333513A (en) * 1979-11-01 1982-06-08 Acme Resin Corporation Catechol resins for the shell process

Similar Documents

Publication Publication Date Title
US2437710A (en) Production of resins from a methylol monohydric phenol and a polyhydric phenol
US2385373A (en) Method of producing a resin and product derived therefrom
US2385372A (en) Production of resin
US2432544A (en) Resorcinol-aldehyde combined with aromatic amine-aldehyde resin
US3471443A (en) Curing phenol-aldehyde novolak resins employing aniline or aniline hcl
US4337334A (en) Process for production of phenolic resin from bisphenol-A by-products
RU2298018C2 (en) Clear aqueous solutions of phenol-formaldehyde resol (variations), method for preparation thereof (variations), binding resin, hardness-imparting resin, and transparent resin
GB598602A (en) Method of producing copolymer resins and products derived therefrom
US2732368A (en) Type hi phenolic resins and their
US2621165A (en) Phenol phthalaldehyde resins and process of preparing same
US2715114A (en) Phenolic resins
US1737121A (en) Phenol-furfural resin and method of making same
US1717600A (en) Phenol-resin composition
US2385370A (en) Production of resinous compositions
US2524079A (en) Production of a copolymer monohydric phenol-dihydric phenol-aldehyde resin in the presence of an alkaline catalyst
US2265688A (en) Phenol-aldehyde-benzoylsulphimide condensation product
US2263290A (en) Nitrourea-phenol-aldehyde condensation products
US3640932A (en) Compositions for sand core mold elements
US1933124A (en) Preparation of ester-aldehyde condensation products
US2154969A (en) Resinous compositions
US2951058A (en) Resinous curing process using tetrahydro-1 h-oxazolo-(3, 4, c)-oxazole-7 a-methanol
US1592296A (en) Resinous bodies from a phenol, furfural, and another aldehyde and process of making the same
US2817386A (en) Plasticized nuclear alkylphenol-formaldehyde resins and paper laminates prepared therefrom
US2150137A (en) Alpha-ethyl beta-propyl acrolein resins
DE2356703C2 (en) Binders and their use for the manufacture of foundry molds and cores