GB578229A - New resinous condensation products - Google Patents

New resinous condensation products

Info

Publication number
GB578229A
GB578229A GB190244A GB190244A GB578229A GB 578229 A GB578229 A GB 578229A GB 190244 A GB190244 A GB 190244A GB 190244 A GB190244 A GB 190244A GB 578229 A GB578229 A GB 578229A
Authority
GB
United Kingdom
Prior art keywords
butanol
acid
solution
dialcohol
product
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
GB190244A
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
Priority to BE467858D priority Critical patent/BE467858A/xx
Priority to NL63270D priority patent/NL63270C/xx
Application filed by Imperial Chemical Industries Ltd filed Critical Imperial Chemical Industries Ltd
Priority to GB190244A priority patent/GB578229A/en
Publication of GB578229A publication Critical patent/GB578229A/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
    • C08G14/00Condensation polymers of aldehydes or ketones with two or more other monomers covered by at least two of the groups C08G8/00 - C08G12/00
    • C08G14/02Condensation polymers of aldehydes or ketones with two or more other monomers covered by at least two of the groups C08G8/00 - C08G12/00 of aldehydes
    • C08G14/04Condensation polymers of aldehydes or ketones with two or more other monomers covered by at least two of the groups C08G8/00 - C08G12/00 of aldehydes with phenols
    • C08G14/06Condensation polymers of aldehydes or ketones with two or more other monomers covered by at least two of the groups C08G8/00 - C08G12/00 of aldehydes with phenols and monomers containing hydrogen attached to nitrogen
    • C08G14/10Melamines
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L61/00Compositions of condensation polymers of aldehydes or ketones; Compositions of derivatives of such polymers
    • C08L61/34Condensation polymers of aldehydes or ketones with monomers covered by at least two of the groups C08L61/04, C08L61/18 and C08L61/20

Landscapes

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

Abstract

Resinous condensation products are produced by a process which comprises heating together in the presence of acid condensing agents an etherified melamine-formaldehyde condensation product and an etherified phenolformaldehyde condensation product obtainable by etherification of a product obtained by condensing in presence of alkaline condensing agents formaldehyde and a phenol in which two of the positions o, o and p to the hydroxyl group are unsubstituted. The etherified melamine-formaldehyde condensation product may be made by reacting a methylol melamine or a methylated methylol melamine with a suitable alcohol, e.g. methanol, ethanol, propanol, n-butanol, amyl alcohol, benzyl alcohol, cyclohexanol, or b -ethoxyethanol. Suitable phenols are o-cresol, p-cresol, p-ethylphenol, p-tert.-butyl phenol, p-cyclohexylphenol, or p-phenylphenol. Suitable alcohols for etherifying the phenolic condensation product are propanol, n-butanol, amyl alcohol, benzyl alcohol, cyclohexanol or b -ethoxyethanol. Suitable acidic condensing agents are phosphoric acid, hydrogen halides, sulphuric acid, camphor sulphonic acid, phthalic acid or stannic chloride. The reaction may be performed in a suitable liquid medium, e.g. excess of one of the alcohols used for etherification. It may be performed in two stages, the first below the boiling point of any liquid present, but preferably as high as 100 DEG C. and lasting for a few minutes to several hours. In the second stage, the liquid reaction medium is distilled off, if desired with the aid of reduced pressure or a current of inert gas, e.g. carbon dioxide or nitrogen. The products may be soluble in drying oils, giving varnishes, or may be used, preferably together with a plasticiser, e.g. a castor oil-modified alkyd resin, in solution in lacquer solvents, e.g. xylene or butanol. Examples describe a number of ways of carrying the invention into effect. In each case, a solution of methoxymethyl melamine in n-butanol is employed with phosphoric acid as the catalyst. The times and temperatures of the two stages of the heating treatment and the proportions of catalyst are varied and products of varying solubilities are obtained. Example 1 employs as phenolic material a product obtained by condensing in alkaline solution p-tertiary butyl phenol and formaldehyde, removing the upper aqueous layer and distilling the product with butanol, xylene and phosphoric acid to yield a butanol-xylene solution of the butyl ether. Examples 4 and 5 use a butanol solution of the similarly obtained product from butanol, p-hydroxydiphenyl and formaldehyde. Example 6 employs p-cresol dialcohol as starting material; example 7 p-cyclohexylphenol dialcohol; example 8 p-ethylphenol dialcohol; example 9 o-cresol dialcohol; examples 2, 3, 10, 11, 12 and 13 a p-tertiary butyl - phenol - dialcohol. In each case the phenolic condensates are etherified with n-butanol. Samples have been furnished under Sect. 2 (5) of the Acts. In one case, a butanol-xylene solution of a butylated p-tert.-butyl phenolformaldehyde condensation product is heated for 1 hour at 100 DEG C. with a butanol solution of hexamethoxy-methylmelamine and phthalic acid. The temperature is then raised to 170 DEG C. and solvents distilled off. A light brown resin soluble in tung oil or tung oil-linseed oil results. In the second case, sulphuric acid is used as the acid catalyst. In the third case, p-tertiary butyl phenol dialcohol is etherified with n-propanol and a butanol-xylene solution of the product is heated with hexaethoxymethyl melamine in presence of oxalic acid.
GB190244A 1944-02-02 1944-02-02 New resinous condensation products Expired GB578229A (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
BE467858D BE467858A (en) 1944-02-02
NL63270D NL63270C (en) 1944-02-02
GB190244A GB578229A (en) 1944-02-02 1944-02-02 New resinous condensation products

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB190244A GB578229A (en) 1944-02-02 1944-02-02 New resinous condensation products

Publications (1)

Publication Number Publication Date
GB578229A true GB578229A (en) 1946-06-20

Family

ID=9730034

Family Applications (1)

Application Number Title Priority Date Filing Date
GB190244A Expired GB578229A (en) 1944-02-02 1944-02-02 New resinous condensation products

Country Status (3)

Country Link
BE (1) BE467858A (en)
GB (1) GB578229A (en)
NL (1) NL63270C (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2807744A1 (en) * 1978-02-23 1979-09-06 Basf Ag METHOD FOR MANUFACTURING MODIFIED AMINOPLASTIC RESINS

Also Published As

Publication number Publication date
BE467858A (en)
NL63270C (en) 1900-01-01

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