Aspects of the resorcinol-formaldehyde condensation
- Authors: Waldron, Ronald Augustus Frank
- Date: 1954
- Subjects: Resorcinol , Formaldehyde
- Language: English
- Type: Thesis , Masters , MSc
- Identifier: vital:4514 , http://hdl.handle.net/10962/d1013460
- Description: An attempt was made to producea -β or Ϫ - resorcinyl alcohol from disubstituted resorcinyls. To accomplish this 3,5-dibromo-β-resorcylic acid was reacted with lithium aluminium hybride, a mild reducing agent, in an attempt to reduce the acid group to the alcohol group. This disubstituted resorcinol was recovered unchanged. 3,5-dibromo-β-resorcyl-aldehyde was reduced by lithium aluminium hydride, but, instead of the alcohol forming, resinification took place. 2-methyl- 4-ethylresorcinol and 4,6-diethyrecorinol were reacted with formaldehyde under alkaline and acidic conditions. In each case a resin formed. The above experlments indicated that condensation took place in the meta position of the resorcinol molecule. Trimethylresorcinol was therefore reacted with formaldehyde under alkaline conditions, resulting in a small quantity ot the alcohol derivative. A better yield of the alcohol derivative was obtained by the hydrolysis or the chloromathyl derivative. In pursuing this line, a seres of new compounds and their derivatives were prepared. The condensation of the alcohol derivative with trimethylresorcinol and also with resorcinol was investigated.
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- Date Issued: 1954
Attempted synthesis of a [beta] or [gamma] resorcinyl alcohol
- Authors: Ryding, William Wallace
- Date: 1952
- Subjects: Alcohol -- Synthesis , Resorcinol
- Language: English
- Type: Thesis , Masters , MSc
- Identifier: vital:4517 , http://hdl.handle.net/10962/d1014134
- Description: The ultimate objective of this research is the elucidation of the mechanism of the resorcinol-formaldehyde condensation. Whilst a vast literature has been built up about the phenol- formaldehyde condensation, that of resorcinol has received but scant attention, probably because the high reactivity of resorcinol rendered the following of the condensation extremely difficult. The earliest observation concerning the resorcinol-formaldehyde condensation was due to Baeyer who, in 1872, condensed resorcinol with various aldehydes. When the aldehyde was relatively inactive crystalline compounds were obtalned but with acetaldehyde or formaldehyde a resinous product resulted. In 1892 Caro condensed an excess ot resorcinol with formaldehyde in the presence of dilute hydrochloric acid; the product obtained recrystallised from alcohol as white microsoopic crystals, decomposed without melting at 250° and was stated to be bis (2- 4 dihydroxyphenyl) methane ... In decidlng upon the most suitable lines of attack it would seem that a survey of the literature relating to the phenol-formaldehyde concentration which might be expected to be closely related to that of resorcinol, would be of value. Summary of p. 1-5
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- Date Issued: 1952