UST892025I4 - Process for preparation of - Google Patents

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Publication number
UST892025I4
UST892025I4 US892025DH UST892025I4 US T892025 I4 UST892025 I4 US T892025I4 US 892025D H US892025D H US 892025DH US T892025 I4 UST892025 I4 US T892025I4
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US
United States
Prior art keywords
aldehyde
aldol
formaldehyde
inert gas
catalyst
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Publication of UST892025I4 publication Critical patent/UST892025I4/en
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    • 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
    • C07C45/783—Separation; Purification; Stabilisation; Use of additives by gas-liquid treatment, e.g. by gas-liquid absorption
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
    • C07C29/14—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of a —CHO group
    • C07C29/141—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of a —CHO group with hydrogen or hydrogen-containing gases
    • 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
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • C07C45/72—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups
    • C07C45/75—Reactions with formaldehyde
    • 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
    • C07C45/80—Separation; Purification; Stabilisation; Use of additives by liquid-liquid treatment

Definitions

  • the aldehyde is present in a ratio of from 1 to 3 moles of aldehyde per mole of formaldehyde.
  • the reaction is conducted at a temperature of from 0 C. to 40 C. to form an aldol.
  • the alcohol, salts and catalyst residue are removed by Water washing.
  • Other dissolved impurities and unreacted reagents are removed by stripping with a heated inert gas.
  • the purified aldol is reduced with hydrogen in the presence of a barium-promoted copper-chromium oxide catalyst and subsequently stripped of reduction by-products with an inert gas to yield the essentially pure diol.

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

Abstract

A PROCESS FOR PREPARING 2,2-DIALKYLPROPANE-1,3-DIOLS BY CONTACTING AN ALCHOLIC SOLUTION OF AN ALDEHYDE HAVING A SINGLE ALPHA-HYDROGEN ATOM AND FROM 5 TO 23 CARBON ATOMS WITH FORMALDEHYDE IN THE PRESENCE OF A CAUSTIC ALDOL CONDENSATION CATALYST. THE ALDEHYDE IS PRESENT IN A RATIO OF FROM 1 TO 3 MOLES OF ALDEHYDE PER MOLE OF FORMALDEHYDE. THE REACTION IS CONDUCTED AT A TEMPERATURE OF FROM 0* C. TO 40* C. TO FORM AN ALDOL. THE ALCOHOL, SALTS AND CATALYST RESIDUE ARE REMOVED BY WATER WASHING. OTHER DISSOLVED IMPURITIES AND UNREACTED RE-

AGENTS ARE REMOVED BY STRIPPING WITH A HEATED INERT GAS. THE PURIFIED ALDOL IS REDUCED WITH HYDROGEN IN THE PRESENCE OF A BARIUM-PROMOTED COPPER-CHROMIUM OXIDE CATALYST AND SUBSEQUENTLY STRIPPED OF REDUCTION BY-PRODUCTS WITH AN INERT GAS TO YIELD THE ESSENTIALLY PURE DIOL.

Description

DEFENSE/E PULlGATlN UNITED STATES PATENT OFFICE Published at the request of the applicant or owner in accordance with the Notice of Dec. 16, 1069, 869 O.G. 687. The abstracts of Defensive Publication applications are identified by distinctly numbered series and are arranged chronologically. The heading of each abstract indicates the number of pages of specification, including claims and sheets of drawings contained in the application as originally filed. The files of these applications are available to the public for inspection and reproduction may he purchased for 30 cents a sheet.
/ Defensive Publication applications have not been examined as to the merits of alleged invention. The Patent Oflice makes no assertion as to the novelty of the disclosed subject matter.
PUBLISHED NOVEMBER 30, 1971 nmzmrm: srnwpma COLUMN 7 HEAT 4 mums I g cxrmcno COLUMN (I z SOLVENT necevsm newt-m g PRODUCT :aLuuN PUMP ' g ALCOHOL cowl-m A process for preparing 2,2-dialkylpropane-1,3-diols by contacting an alcoholic solution of an aldehyde having a single alpha-hydrogen atom and from 5 to 23 carbon atoms with formaldehyde in the presence of a caustic aldol condensation catalyst. The aldehyde is present in a ratio of from 1 to 3 moles of aldehyde per mole of formaldehyde. The reaction is conducted at a temperature of from 0 C. to 40 C. to form an aldol. The alcohol, salts and catalyst residue are removed by Water washing. Other dissolved impurities and unreacted reagents are removed by stripping with a heated inert gas. The purified aldol is reduced with hydrogen in the presence of a barium-promoted copper-chromium oxide catalyst and subsequently stripped of reduction by-products with an inert gas to yield the essentially pure diol.
Nov. 130, 1971 PROCESS FOR PREPARATION OF 2,2-DIALKYLPROPANIl-fl.,5-DIOL H. J. AGEMEYER, JR., L
Original Filed May 27, 1968 Nwmoo 'IOHOCHV 5'2" NWFIIOO SNIddIHlS SHEIIOS MO'I HOLOVEIH NWI'TIOO SNIddIHiS HGAHBG'IV AT ORNEYS
US892025D 1970-08-24 1970-08-24 Process for preparation of Pending UST892025I4 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US6663870A 1970-08-24 1970-08-24

Publications (1)

Publication Number Publication Date
UST892025I4 true UST892025I4 (en) 1971-11-30

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Family Applications (1)

Application Number Title Priority Date Filing Date
US892025D Pending UST892025I4 (en) 1970-08-24 1970-08-24 Process for preparation of

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0006460A1 (en) * 1978-06-24 1980-01-09 Chemische Werke Hüls Ag Process for obtaining pure neopentyl glycol

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0006460A1 (en) * 1978-06-24 1980-01-09 Chemische Werke Hüls Ag Process for obtaining pure neopentyl glycol

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