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GB752163A - Preparation of purified formaldehyde - Google Patents

Preparation of purified formaldehyde

Info

Publication number
GB752163A
GB752163A GB19815/54A GB1981554A GB752163A GB 752163 A GB752163 A GB 752163A GB 19815/54 A GB19815/54 A GB 19815/54A GB 1981554 A GB1981554 A GB 1981554A GB 752163 A GB752163 A GB 752163A
Authority
GB
United Kingdom
Prior art keywords
formaldehyde
alcohol
methyl
cyclohexanol
reaction 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
GB19815/54A
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.)
EIDP Inc
Original Assignee
EI Du Pont de Nemours and 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 EI Du Pont de Nemours and Co filed Critical EI Du Pont de Nemours and Co
Publication of GB752163A publication Critical patent/GB752163A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/78—Separation; Purification; Stabilisation; Use of additives
    • C07C45/81—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation
    • C07C45/82—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation by distillation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/51—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition
    • C07C45/511—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition involving transformation of singly bound oxygen functional groups to >C = O groups
    • C07C45/515—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition involving transformation of singly bound oxygen functional groups to >C = O groups the singly bound functional group being an acetalised, ketalised hemi-acetalised, or hemi-ketalised hydroxyl group
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/78—Separation; Purification; Stabilisation; Use of additives
    • C07C45/85—Separation; Purification; Stabilisation; Use of additives by treatment giving rise to a chemical modification

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Anhydrous monomeric formaldehyde is made by reacting aqueous formaldehyde with a saturated alcohol having a boiling point of at least 100 DEG C. whose molecule consists of carbon, hydrogen and oxygen and is free from carbonyl groups, removing water from the reaction product, which comprises a mixture of a hemifornal, water polyhemiformals and unreacted starting materials, and thermally decomposing the product to give a mixture of formaldehyde and alcohol vapour, from which the formaldehyde is separated by partially condensing the vapours. Preferably 30 to 60 per cent aqueous formaldehyde is reacted with a saturated alcohol having a boiling point of above 110 DEG C., such as an aliphatic or cycloaliphatic alcohol of 5 to 10 carbon atoms, e.g. cyclohexanol; the reaction product is dehydrated by distillation to a water content of not more than 0.5 per cent and is then sparged with nitrogen or other inert gas at a temperature of 10 DEG to 75 DEG C. until the concentrations of methyl formate and carbon dioxide are each below 0.01 per cent of the available formaldehyde; the formaldehyde-alcohol reaction product is decomposed at a temperature between 85 DEG C. and the boiling point of the alcohol and the formaldehyde and alcohol vapours are condensed at a temperature of 0 DEG to 25 DEG C. at atmospheric pressure. A continuous process for carrying out the reaction is also described. Specified alcohols which may be used in the formation of the alcohol-formaldehyde (hemiformal) addition product include 3-methyl-1-butanol, 1 - hexanol, 2 - methyl - 1 - pentanol, 4 - methyl - 2 - pentanol, methyl hexanol, 1-heptanol, cyclopentanol, cyclohexanol, cycloheptanol, methyl cyclohexanol, ethylene glycol, propylene glycol, diethylene glycol, triethylene glycol monomethyl ether, 2-ethoxy ethanol, 2-butoxy ethanol, 2:2-dimethyl propanol-1 and 2-methyl butanol-2. In examples (1)-(6) aqueous formaldehyde and cyclohexanol are reacted together and the resulting cyclohexyl hemiformal mixture is decomposed to give formaldehyde, and (7) and (8) the reaction product of diethylene glycol monoethyl ether is formed and decomposed to give formaldehyde.
GB19815/54A 1953-07-16 1954-07-06 Preparation of purified formaldehyde Expired GB752163A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US752163XA 1953-07-16 1953-07-16

Publications (1)

Publication Number Publication Date
GB752163A true GB752163A (en) 1956-07-04

Family

ID=22124300

Family Applications (1)

Application Number Title Priority Date Filing Date
GB19815/54A Expired GB752163A (en) 1953-07-16 1954-07-06 Preparation of purified formaldehyde

Country Status (4)

Country Link
BE (1) BE560841A (en)
DE (1) DE1057086B (en)
FR (1) FR1108793A (en)
GB (1) GB752163A (en)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1138752B (en) * 1958-12-19 1962-10-31 Hoechst Ag Process for the production of pure formaldehyde
US7338579B2 (en) 1998-06-05 2008-03-04 Lucite International Uk Limited Dewatering process
CN103339094A (en) * 2011-01-26 2013-10-02 宝理塑料株式会社 Method for producing hemiformal concentrate and method for producing formaldehyde gas
CN104725203A (en) * 2015-03-24 2015-06-24 江苏凯茂石化科技有限公司 Process device and method for synthesizing polymethoxyl dimethyl ether and deacidifying by formaldehyde gas
CN104725202A (en) * 2015-03-24 2015-06-24 江苏凯茂石化科技有限公司 Process device and method for production of poly methoxy dimethyl ether raw material
CN110885439A (en) * 2019-11-22 2020-03-17 山东蓝星东大有限公司 Method for reducing content of volatile organic compounds in polyether polyol

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1139825B (en) * 1958-12-27 1962-11-22 Farbwerke Hoechst Aktiengesellschaft vormals Meister Lucius & Bruning Frankfurt/M Process for the preparation of pure alcohol-free formaldehyde.
DE1109660B (en) * 1959-01-07 1961-06-29 Degussa Process for drying monomeric, gaseous formaldehyde
US3128313A (en) * 1960-12-22 1964-04-07 Du Pont Preparation of concentrated formaldehyde
GB1005439A (en) * 1960-12-28 1965-09-22 Du Pont Removal of formic acid from aqueous formaldehyde solutions containing an alcohol and/or the formal thereof
DE1151250B (en) * 1961-06-01 1963-07-11 Leuna Werke Iawalter Ulbrichti Process for the production of anhydrous high purity formaldehyde
DE1249846B (en) * 1966-06-20 1967-09-14 Leuna Werke Veb Process for the production of monomeric formaldehyde

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1138752B (en) * 1958-12-19 1962-10-31 Hoechst Ag Process for the production of pure formaldehyde
US7338579B2 (en) 1998-06-05 2008-03-04 Lucite International Uk Limited Dewatering process
CN103339094A (en) * 2011-01-26 2013-10-02 宝理塑料株式会社 Method for producing hemiformal concentrate and method for producing formaldehyde gas
CN104725203A (en) * 2015-03-24 2015-06-24 江苏凯茂石化科技有限公司 Process device and method for synthesizing polymethoxyl dimethyl ether and deacidifying by formaldehyde gas
CN104725202A (en) * 2015-03-24 2015-06-24 江苏凯茂石化科技有限公司 Process device and method for production of poly methoxy dimethyl ether raw material
CN104725203B (en) * 2015-03-24 2016-05-11 江苏凯茂石化科技有限公司 Process unit and the method for the synthetic polymethoxy dimethyl ether of a kind of gas formaldehyde and depickling
CN110885439A (en) * 2019-11-22 2020-03-17 山东蓝星东大有限公司 Method for reducing content of volatile organic compounds in polyether polyol
CN110885439B (en) * 2019-11-22 2022-03-04 山东蓝星东大有限公司 Method for reducing content of volatile organic compounds in polyether polyol

Also Published As

Publication number Publication date
DE1057086B (en) 1959-05-14
FR1108793A (en) 1956-01-17
BE560841A (en)

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