GB647063A - Improvements in or relating to phenolic condensation products and process of preparing same - Google Patents

Improvements in or relating to phenolic condensation products and process of preparing same

Info

Publication number
GB647063A
GB647063A GB26479/47A GB2647947A GB647063A GB 647063 A GB647063 A GB 647063A GB 26479/47 A GB26479/47 A GB 26479/47A GB 2647947 A GB2647947 A GB 2647947A GB 647063 A GB647063 A GB 647063A
Authority
GB
United Kingdom
Prior art keywords
mercapto
phenol
acids
acid
acetone
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
GB26479/47A
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.)
Goodrich Corp
Original Assignee
BF Goodrich Corp
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 BF Goodrich Corp filed Critical BF Goodrich Corp
Publication of GB647063A publication Critical patent/GB647063A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C37/00Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • C07C37/11Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms
    • C07C37/20Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms using aldehydes or ketones
    • 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
    • C08G8/02Condensation polymers of aldehydes or ketones with phenols only of ketones
    • 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
    • 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)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • General Chemical & Material Sciences (AREA)
  • Phenolic Resins Or Amino Resins (AREA)

Abstract

A resinous product is prepared by the condensation of an aldehyde or ketone with a phenol in an acidic medium in the presence of a mercapto-substituted aliphatic carboxylic acid or a mercaptol or mercaptal thereof. The mercapto acids specified include mercaptoacetic and thiolactic acids, and particularly b -mercaptopropionic acids. Phenols mentioned include cresols, phenol, chlorophenols and nitrophenols; carbonyl compounds specified include formaldehyde, acetone, methylethylketone, cyclohexanone, benzaldehyde, acetophenone, acetonylacetone and acetaldehyde. In an example (10), phenol is treated with formaldehyde under the above conditions to give a resinous product.ALSO:A phenolic condensation product is prepared by condensing a phenol with an aldehyde or ketone in an acidic medium in the presence of a mercapto-substituted aliphatic carboxylic acid or mercaptol or mercaptal thereof. Mercapto acids specified are mercaptoacetic acid, thiolactic acid, a -, b - and g -mercaptobutyric acids, a : b - dimercaptobutyric acid, mercapto-substituted myristic, oleic, adipic, succinic and aconitic acids, and particularly b -mercapto-propronic acid; salts, esters, or other hydrolysable derivatives may also be used. The acidic medium may be produced by any acid substance, e.g. hydrogen chloride, with or without calcium chloride; excess phenol, e.g. 4-8 mols., is preferably used. The percentage of mercapto-acid may be as high as 10 per cent, but is preferably 0.01 to 0.5 mols. An inert solvent may be used. Increased pressure may be employed at a temperature, e.g. of 20-50 DEG C. Phenols mentioned include cresols, a - and b -naphthol, o-chlorophenol and other halogenated phenols, and nitrophenols. Ketones mentioned include methyl ethyl ketone, mesityl oxide, acetonylacetone, acetophenone, cyclohexanone, and aldehydes are represented, for examples, by acetaldehyde and benzaldehyde. Ketones are the preferred reactants. In the examples, (1-7) 2 : 2-bis-(41-hydroxyphenyl) - propane is prepared from phenol and acetone in acidic solution in the presence of mercapto-acetic and propionic acids, their salts and esters, and of acetone di-(b -carboxyethyl) - mercaptol; (8) o - cresol is used in place of phenol; (9) methyl ethyl ketone is used in place of acetone, and (10) phenol is treated with formaldehyde to give bis-p-hydroxyphenylmethane.
GB26479/47A 1946-10-19 1947-10-01 Improvements in or relating to phenolic condensation products and process of preparing same Expired GB647063A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US647063XA 1946-10-19 1946-10-19

Publications (1)

Publication Number Publication Date
GB647063A true GB647063A (en) 1950-12-06

Family

ID=22057754

Family Applications (1)

Application Number Title Priority Date Filing Date
GB26479/47A Expired GB647063A (en) 1946-10-19 1947-10-01 Improvements in or relating to phenolic condensation products and process of preparing same

Country Status (1)

Country Link
GB (1) GB647063A (en)

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