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GB1036344A - Improvements in or relating to production of methylene dicarboxylates - Google Patents

Improvements in or relating to production of methylene dicarboxylates

Info

Publication number
GB1036344A
GB1036344A GB972064A GB972064A GB1036344A GB 1036344 A GB1036344 A GB 1036344A GB 972064 A GB972064 A GB 972064A GB 972064 A GB972064 A GB 972064A GB 1036344 A GB1036344 A GB 1036344A
Authority
GB
United Kingdom
Prior art keywords
methylene
dicarboxylate
anhydride
dicarboxylates
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.)
Expired
Application number
GB972064A
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.)
Tenneco Chemicals Inc
Original Assignee
Tenneco Chemicals Inc
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 Tenneco Chemicals Inc filed Critical Tenneco Chemicals Inc
Publication of GB1036344A publication Critical patent/GB1036344A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2/00—Addition polymers of aldehydes or cyclic oligomers thereof or of ketones; Addition copolymers thereof with less than 50 molar percent of other substances
    • C08G2/06—Catalysts
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2/00—Addition polymers of aldehydes or cyclic oligomers thereof or of ketones; Addition copolymers thereof with less than 50 molar percent of other substances
    • C08G2/08—Polymerisation of formaldehyde
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2/00—Addition polymers of aldehydes or cyclic oligomers thereof or of ketones; Addition copolymers thereof with less than 50 molar percent of other substances
    • C08G2/18—Copolymerisation of aldehydes or ketones
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2/00—Addition polymers of aldehydes or cyclic oligomers thereof or of ketones; Addition copolymers thereof with less than 50 molar percent of other substances
    • C08G2/30—Chemical modification by after-treatment
    • C08G2/32—Chemical modification by after-treatment by esterification

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

Methylene dicarboxylates of the formula R.CO.OCH2O.CO.R1, wherein R and R1 represent a C1- 17 alkyl group, or a mono- or bi-nuclear aryl group, or a cycloalkyl group, are made by a process comprising (i) heating an a -polyoxy-methylene with a stoichiometric equivalent of a monocarboxylic acid anhydride at 140-200 DEG C. in the presence of an acidic esterification catalyst, which is less volatile than the methylene dicarboxylate, to form a reaction mixture comprising a methylene dicarboxylate, a monocarboxylic acid and the anhydride thereof and the catalyst, (ii) distilling the mixture to obtain a distillate containing the dicarboxylate, the acid and the anhydride, (ii) fractionally distilling said mixture to obtain a product containing at 98% by weight of the dicarboxylate. Specified catalysts are H2SO4, H3PO4 and ZnCl2 which may be used in, e.g., amounts of 0.5-3.0% by weight of polyoxymethylene. The distillations may be effected at sub- or atmospheric pressures, preferably at 50-200 mm. absolute. Examples relate to methylene diacetate
GB972064A 1963-03-26 1964-03-06 Improvements in or relating to production of methylene dicarboxylates Expired GB1036344A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US26793663A 1963-03-26 1963-03-26

Publications (1)

Publication Number Publication Date
GB1036344A true GB1036344A (en) 1966-07-20

Family

ID=23020750

Family Applications (1)

Application Number Title Priority Date Filing Date
GB972064A Expired GB1036344A (en) 1963-03-26 1964-03-06 Improvements in or relating to production of methylene dicarboxylates

Country Status (2)

Country Link
DE (1) DE1468027A1 (en)
GB (1) GB1036344A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3931412A (en) 1972-06-28 1976-01-06 Chevron Research Company Fungus and bacteria control with di-carboxylic acid esters
US4012526A (en) 1974-05-09 1977-03-15 Chevron Research Company Oxymethylene di-carboxylic acid esters as anti-fungal agents and animal growth promoters

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3931412A (en) 1972-06-28 1976-01-06 Chevron Research Company Fungus and bacteria control with di-carboxylic acid esters
US4012526A (en) 1974-05-09 1977-03-15 Chevron Research Company Oxymethylene di-carboxylic acid esters as anti-fungal agents and animal growth promoters

Also Published As

Publication number Publication date
DE1468027A1 (en) 1968-12-19

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