GB731490A - Improvements in and relating to methylol phenyl compounds - Google Patents

Improvements in and relating to methylol phenyl compounds

Info

Publication number
GB731490A
GB731490A GB15842/53A GB1584253A GB731490A GB 731490 A GB731490 A GB 731490A GB 15842/53 A GB15842/53 A GB 15842/53A GB 1584253 A GB1584253 A GB 1584253A GB 731490 A GB731490 A GB 731490A
Authority
GB
United Kingdom
Prior art keywords
dimethylol
butene
acid
phenoxy
treated
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
GB15842/53A
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.)
General Electric Co
Original Assignee
General Electric Co
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 General Electric Co filed Critical General Electric Co
Publication of GB731490A publication Critical patent/GB731490A/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
    • C08G8/28Chemically modified polycondensates

Landscapes

  • Chemical & Material Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

A heat-treated condensation product is obtained by heating bis-1,4-(2,6-dimethylol-4 methyl phenoxy)butene-2 (see Group IV(b)) in the presence of an acid catalyst. Acid catalysts mentioned are sulphuric, hydrochloric and p-toluene sulphonic acids. Sulphamic acid in methanol is employed as catalyst in the example. The product is useful in moulding and laminating operations. Fillers mentioned include wood flour, asbestos flakes and glass fibres and dyes and pigments may also be incorporated in the molten phenoxy butene derivative.ALSO:The invention comprises bis-1,4-(2,6-dimethylol-4-methylphenoxy)butene-2. The compound is prepared by heating in acetone a mixture comprising 2,6-dimethylol-4-methylphenol and 1,4-dichlorobutene-2 in the presence of potassium carbonate and thereafter isolating the desired compound. A heat-treated condensation product is obtained by heating bis-1,4-(2,6-dimethylol-4-methylphenoxy)butene-2 in the presence of an acid catalyst (see Group IV (a)). In the example 2,6-dimethylol-4-methylphenol, prepared by mixing p-cresol dissolved in aqueous sodium hydroxide with aqueous formaldehyde and maintaining the mixture at a slightly elevated temperature and acidifying the sodium salt produced, is refluxed with 1,4-dichlorobutene-2 and potassium carbonate in the presence of acetone to obtain the desired product which is recrystallized from toluene. The phenoxy butene derivative is treated with sulphonic acid in methanol to obtain condensation products.
GB15842/53A 1952-06-12 1953-06-09 Improvements in and relating to methylol phenyl compounds Expired GB731490A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US731490XA 1952-06-12 1952-06-12

Publications (1)

Publication Number Publication Date
GB731490A true GB731490A (en) 1955-06-08

Family

ID=22112015

Family Applications (1)

Application Number Title Priority Date Filing Date
GB15842/53A Expired GB731490A (en) 1952-06-12 1953-06-09 Improvements in and relating to methylol phenyl compounds

Country Status (1)

Country Link
GB (1) GB731490A (en)

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