CA2145838A1 - Process for separating methanol and methyl acrylate or methyl methacrylate - Google Patents

Process for separating methanol and methyl acrylate or methyl methacrylate

Info

Publication number
CA2145838A1
CA2145838A1 CA002145838A CA2145838A CA2145838A1 CA 2145838 A1 CA2145838 A1 CA 2145838A1 CA 002145838 A CA002145838 A CA 002145838A CA 2145838 A CA2145838 A CA 2145838A CA 2145838 A1 CA2145838 A1 CA 2145838A1
Authority
CA
Canada
Prior art keywords
methanol
methyl methacrylate
methyl acrylate
methyl
mixture
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.)
Granted
Application number
CA002145838A
Other languages
French (fr)
Other versions
CA2145838C (en
Inventor
Seiji Miyazaki
Yasutaka Nakashima
Toshihiro Satoh
Tadao Ida
Etsuji Sato
Akio Tani
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.)
Osaka Organic Chemical Industry Co Ltd
Mitsubishi Rayon Co Ltd
Original Assignee
Osaka Organic Chemical Industry Co Ltd
Mitsubishi Rayon Co 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
Application filed by Osaka Organic Chemical Industry Co Ltd, Mitsubishi Rayon Co Ltd filed Critical Osaka Organic Chemical Industry Co Ltd
Priority to CA002145838A priority Critical patent/CA2145838C/en
Publication of CA2145838A1 publication Critical patent/CA2145838A1/en
Application granted granted Critical
Publication of CA2145838C publication Critical patent/CA2145838C/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • 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
    • C07C29/74—Separation; Purification; Use of additives, e.g. for stabilisation
    • C07C29/76—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment
    • C07C29/80—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment by distillation
    • C07C29/82—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment by distillation by azeotropic distillation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C31/00—Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C31/02—Monohydroxylic acyclic alcohols
    • C07C31/04—Methanol
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/48—Separation; Purification; Stabilisation; Use of additives
    • C07C67/52—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation
    • C07C67/54—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
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/62—Halogen-containing esters
    • C07C69/65—Halogen-containing esters of unsaturated acids
    • C07C69/653—Acrylic acid esters; Methacrylic acid esters; Haloacrylic acid esters; Halomethacrylic acid esters

Abstract

A distillation process is used to separate methanol from a mixture of methanol with methyl acrylate or methyl methacrylate, as well as from a mixture of methanol and water with methyl acrylate or methyl methacrylate with the use of an azeotropic solvent, which forms an azeotropic mixture with methanol. In distilling such a mixture by the use of a distillation column:
(1) part of the condensate of vapors distilled over from the top of the distillation column top is returned to the top of the column;
(2) the remaining condensate is separated into two layers;
(3) the upper layer essentially composed of an azeotropic solvent from the two separated layers is fed to an intermediate portion of the distillation column;
(4) the lower layer essentially composed of methanol from the above two separated layers is withdrawn from the distillation system; and (5) methyl acrylate or methyl methacrylate, or else, methyl acrylate or methyl methacrylate and water, are recovered from the bottom of the column.
Water may be added to the remaining condensate at the time of separation into two layers. The amount of water added is 0.1-10 times the weight of methanol.
CA002145838A 1995-03-29 1995-03-29 Process for separating methanol and methyl acrylate or methyl methacrylate Expired - Lifetime CA2145838C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CA002145838A CA2145838C (en) 1995-03-29 1995-03-29 Process for separating methanol and methyl acrylate or methyl methacrylate

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CA002145838A CA2145838C (en) 1995-03-29 1995-03-29 Process for separating methanol and methyl acrylate or methyl methacrylate

Publications (2)

Publication Number Publication Date
CA2145838A1 true CA2145838A1 (en) 1996-09-30
CA2145838C CA2145838C (en) 2006-05-23

Family

ID=4155529

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002145838A Expired - Lifetime CA2145838C (en) 1995-03-29 1995-03-29 Process for separating methanol and methyl acrylate or methyl methacrylate

Country Status (1)

Country Link
CA (1) CA2145838C (en)

Also Published As

Publication number Publication date
CA2145838C (en) 2006-05-23

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Legal Events

Date Code Title Description
EEER Examination request
MKEX Expiry

Effective date: 20150330