GB583021A - Improvements relating to the production of condensation products of the furylmethane derivative type - Google Patents

Improvements relating to the production of condensation products of the furylmethane derivative type

Info

Publication number
GB583021A
GB583021A GB2990339A GB2990339A GB583021A GB 583021 A GB583021 A GB 583021A GB 2990339 A GB2990339 A GB 2990339A GB 2990339 A GB2990339 A GB 2990339A GB 583021 A GB583021 A GB 583021A
Authority
GB
United Kingdom
Prior art keywords
aromatic
compound
hydro
furylmethane
reaction
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
GB2990339A
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.)
JAN HOYTE VAN HOBOKEN
PIET CORNELIS KRUYFF
Original Assignee
JAN HOYTE VAN HOBOKEN
PIET CORNELIS KRUYFF
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 JAN HOYTE VAN HOBOKEN, PIET CORNELIS KRUYFF filed Critical JAN HOYTE VAN HOBOKEN
Priority to GB2990339A priority Critical patent/GB583021A/en
Publication of GB583021A publication Critical patent/GB583021A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D307/40—Radicals substituted by oxygen atoms
    • C07D307/46—Doubly bound oxygen atoms, or two oxygen atoms singly bound to the same carbon atom
    • C07D307/48—Furfural
    • C07D307/50—Preparation from natural products
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D307/40—Radicals substituted by oxygen atoms
    • C07D307/46—Doubly bound oxygen atoms, or two oxygen atoms singly bound to the same carbon atom
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Engineering & Computer Science (AREA)
  • Biochemistry (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Furan Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

In the production of water-insoluble condensation products of the furylmethane derivative type obtained by reacting aromatic or hydro-aromatic compounds having one or more free or substituted hydroxyl or amino groups with carbohydrates in the presence of acids or an acid-forming compound capable of causing the conversion of the carbohydrate to furfural, the temperature is kept constant throughout the reaction and only so much furfural compound is formed at any time as can actually combine with the aromatic or hydro-aromatic compound (a) by maintaining the aromatic or hydro-aromatic compound in excess throughout the reaction, or (b) by feeding the carbohydrate and acid in molar ratio and maintaining the feed of aromatic compound in molar ratio to the amount of furfural derivative thus formed. Carbohydrates specified are glycose, mannose, dextrine starch, hexoses and polyoses while aromatic or hydro-aromatic compounds comprise phenol, cresol, quinol, resorcinol, aniline, mono- or di-methyl-aniline, aminophenols, hydroaniline or mono- or di-methylhydroaniline. The furylmethane derivatives may be further reacted with (a) formaldehyde, hexamine or alkali to give a thermosetting resin, (b) by sulphonation to give dyeing or tanning agents. In examples: (1) a diphenyl-furyl-methane compound is obtained by dissolving resorcinol in hydrochloric acid and reacting at 50 DEG C. or 90 DEG C. with fructose or glucose. The red solid obtained is soluble in alcohol or benzene, but not in benzene and can be converted to a thermosetting resin by reaction with formaldehyde or to a water-soluble substance by sulphonation; (2)-(5) sulphonated phenols are reacted with glucose, sucrose and saccharose; (6) dimethylaniline and sucrose are reacted in presence of phosphorus oxychloride.
GB2990339A 1939-11-11 1939-11-11 Improvements relating to the production of condensation products of the furylmethane derivative type Expired GB583021A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB2990339A GB583021A (en) 1939-11-11 1939-11-11 Improvements relating to the production of condensation products of the furylmethane derivative type

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2990339A GB583021A (en) 1939-11-11 1939-11-11 Improvements relating to the production of condensation products of the furylmethane derivative type

Publications (1)

Publication Number Publication Date
GB583021A true GB583021A (en) 1946-12-05

Family

ID=10299067

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2990339A Expired GB583021A (en) 1939-11-11 1939-11-11 Improvements relating to the production of condensation products of the furylmethane derivative type

Country Status (1)

Country Link
GB (1) GB583021A (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2776948A (en) * 1953-08-03 1957-01-08 Dendrol Inc Synthetic resins derived from hydroxymethylfurfural and phenols
US2875180A (en) * 1953-08-03 1959-02-24 Dendrol Inc Synthetic resins derived from hydroxymethylfurfural and ketones
US2937158A (en) * 1956-06-28 1960-05-17 Francis H Snyder And Associate Process for forming resins from phenols and hydropyrolysis products of lignocellulose
EP4389790A1 (en) 2022-12-23 2024-06-26 Lignum Technologies AG Method for the production of aminoplast resin, aminoplast resin, method for the production of composite materials and composite material

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2776948A (en) * 1953-08-03 1957-01-08 Dendrol Inc Synthetic resins derived from hydroxymethylfurfural and phenols
US2875180A (en) * 1953-08-03 1959-02-24 Dendrol Inc Synthetic resins derived from hydroxymethylfurfural and ketones
US2937158A (en) * 1956-06-28 1960-05-17 Francis H Snyder And Associate Process for forming resins from phenols and hydropyrolysis products of lignocellulose
EP4389790A1 (en) 2022-12-23 2024-06-26 Lignum Technologies AG Method for the production of aminoplast resin, aminoplast resin, method for the production of composite materials and composite material

Similar Documents

Publication Publication Date Title
ES8104334A1 (en) Phenol formaldehyde condensates, their preparation and use as dispersing agents, liquefiers, and tanning agents.
GB583021A (en) Improvements relating to the production of condensation products of the furylmethane derivative type
GB1412240A (en) Process for the preparation of 3- o,o-diethyldithiophosphorylmethyl -6-chlorobenzoxazolone
GB592827A (en) Improvements in or relating to the manufacture of phenoxyalkylcarboxylic compounds
GB1220018A (en) New formaldehyde condensation products and their use
GB1449712A (en) Manufacture of phenol/formaldehyde resins
US2837489A (en) Process for preparation of condensation products of carbohydrates, sulfurous acid or its derivatives, formaldehyde, and phenol
US2501865A (en) Pentaerythritol
US1757400A (en) Sulphurized compounds of phenols
GB679676A (en) Improved method for the production of salts of aromatic-oxy-aliphatic carboxylic acids
GB648281A (en) Improvements in or relating to the production of water-insoluble cation active phenol formaldehyde condensation products
GB805322A (en) Improvements relating to the preparation of cation-exchange resins
DE844444C (en) Process for the production of condensation products
GB649516A (en) Process of manufacturing synthetic tannin from aromatic sulphonic acids
GB362797A (en) Improvements relating to tanning substances
GB817139A (en) Preparation of 5-hydroxymethyl 2-furfural
GB1536229A (en) Condensation products useful in the production of paper and board
AT221702B (en) Process for the production of condensation products with a tanning effect
GB683918A (en) Improvements in or relating to the production of melamine-formaldehyde condensation products
GB1033700A (en) Production of modified phenol-formaldehyde condensation products
GB153796A (en) Improvements relating to the production of phenol resin condensates
GB723628A (en) Improvements relating to condensation products, being more especially tanning agents, and their use
GB703235A (en) Improvements in or relating to the gluing of wood and similar materials without using high temperatures
GB347892A (en) Manufacture of aromatic condensation products
GB761044A (en) Manufacture and use of acid-base indicator dyestuffs