GB746824A - Resins derived from phenol-formaldehyde condensates and epichlorohydrin - Google Patents

Resins derived from phenol-formaldehyde condensates and epichlorohydrin

Info

Publication number
GB746824A
GB746824A GB1953052A GB1953052A GB746824A GB 746824 A GB746824 A GB 746824A GB 1953052 A GB1953052 A GB 1953052A GB 1953052 A GB1953052 A GB 1953052A GB 746824 A GB746824 A GB 746824A
Authority
GB
United Kingdom
Prior art keywords
hydroxyl groups
phenolic
average
reacted
epichlorhydrin
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
GB1953052A
Inventor
Norman William Hanson
Richard Michael Ringwald
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.)
Imperial Chemical Industries Ltd
Original Assignee
Imperial Chemical Industries Ltd
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 Imperial Chemical Industries Ltd filed Critical Imperial Chemical Industries Ltd
Priority to GB1953052A priority Critical patent/GB746824A/en
Publication of GB746824A publication Critical patent/GB746824A/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
    • C08G59/00Polycondensates 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
    • C08G59/02Polycondensates containing more than one epoxy group per molecule
    • C08G59/04Polycondensates containing more than one epoxy group per molecule of polyhydroxy compounds with epihalohydrins or precursors thereof
    • C08G59/06Polycondensates containing more than one epoxy group per molecule of polyhydroxy compounds with epihalohydrins or precursors thereof of polyhydric phenols
    • C08G59/08Polycondensates containing more than one epoxy group per molecule of polyhydroxy compounds with epihalohydrins or precursors thereof of polyhydric phenols from phenol-aldehyde condensates

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Epoxy Compounds (AREA)
  • Phenolic Resins Or Amino Resins (AREA)

Abstract

An epoxy resin is made by reacting epichlorhydrin in the presence of an alkali with a partially oxyalkylated derivative of a nonheat-hardenable phenol-formaldehyde condensation product, the oxyalkylated derivative containing an average of at least 1.0 but less than 3.0 phenolic hydroxyl groups and an average of from 3-8 benzene nuclei per molecule. The products are useful as resins and plasticizers and may be esterified with unsaturated drying oil acids to yield esters, preferably of molecular weight 1000-3000, having film-forming properties. Oxyalkylation may be effected by an alkylene oxide (e.g. ethylene or propylene oxide) or a 1-chloro-2-hydroxy alkane. In examples: (1)-(3) a cresol-formaldehyde resin having an average of 4 benzene nuclei and 4 phenolic hydroxyl groups was reacted with propylene oxide to convert 2 of the phenolic groups into alcoholic hydroxyl groups. The resultant phenol alcohol was then heated with epichlorhydrin first alone and then in presence of sodium hydroxide; a resin was extracted from the mixture by butyl acetate, a mixture of butanol and xylene or methyl cyclohexanol. (4) A cresol-formaldehyde resin having an average of 4 benzene nuclei and 4 phenolic nuclei was treated with propylene oxide to convert 3 phenolic groups into alcoholic hydroxyl groups; the phenol alcohol was reacted with epichlorhydrin as in (1). (5) A pxylenol-formaldehyde resin having an average of 4 benzene nuclei and 4 phenolic hydroxyl groups per molecule was reacted with propylene oxide to convert 2 of the phenolic groups into alcoholic hydroxyl groups; the phenol alcohol was reacted with epichlorhydrin as in (1). (6)-(10) The products of examples (1), (2), (4) and (5) were heated at 230-235 DEG C. in an atmosphere of CO2 with groundnut fatty acids, linseed oil fatty acids or whale oil fatty acids. The resulting resinous esters when dissolved in xylol or a mixture of butanol and xylene and, if desired, containing metallic driers, are coating compositions.
GB1953052A 1952-08-01 1952-08-01 Resins derived from phenol-formaldehyde condensates and epichlorohydrin Expired GB746824A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB1953052A GB746824A (en) 1952-08-01 1952-08-01 Resins derived from phenol-formaldehyde condensates and epichlorohydrin

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB1953052A GB746824A (en) 1952-08-01 1952-08-01 Resins derived from phenol-formaldehyde condensates and epichlorohydrin

Publications (1)

Publication Number Publication Date
GB746824A true GB746824A (en) 1956-03-21

Family

ID=10130918

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1953052A Expired GB746824A (en) 1952-08-01 1952-08-01 Resins derived from phenol-formaldehyde condensates and epichlorohydrin

Country Status (1)

Country Link
GB (1) GB746824A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3218288A (en) * 1961-08-17 1965-11-16 Gen Electric Methyl nadic and hexahydrophthalic anhydride as curing agents for epoxidized novolac resins
GB2137629A (en) * 1983-04-07 1984-10-10 Dow Chemical Co A process for reducing the hydrolyzable chloride content of an epoxidation process

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3218288A (en) * 1961-08-17 1965-11-16 Gen Electric Methyl nadic and hexahydrophthalic anhydride as curing agents for epoxidized novolac resins
GB2137629A (en) * 1983-04-07 1984-10-10 Dow Chemical Co A process for reducing the hydrolyzable chloride content of an epoxidation process

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