GB1026635A - Hexahydroterephthalic acid derivative - Google Patents

Hexahydroterephthalic acid derivative

Info

Publication number
GB1026635A
GB1026635A GB22167/64A GB2216764A GB1026635A GB 1026635 A GB1026635 A GB 1026635A GB 22167/64 A GB22167/64 A GB 22167/64A GB 2216764 A GB2216764 A GB 2216764A GB 1026635 A GB1026635 A GB 1026635A
Authority
GB
United Kingdom
Prior art keywords
hydroxyethyl
bis
hexahydroterephthalate
effected
hydrogenation
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
GB22167/64A
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 GB1026635A publication Critical patent/GB1026635A/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
    • C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
    • C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
    • C08G63/16—Dicarboxylic acids and dihydroxy compounds
    • C08G63/18—Dicarboxylic acids and dihydroxy compounds the acids or hydroxy compounds containing carbocyclic rings
    • C08G63/199—Acids or hydroxy compounds containing cycloaliphatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
    • C07C67/303—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by hydrogenation of unsaturated carbon-to-carbon bonds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14—The ring being saturated

Landscapes

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

Abstract

The invention relates to bis(b -hydroxyethyl)-hexahydroterephthalate and to its preparation by hydrogenating bis(b - hydroxyethyl)terephthalate in the presence of a catalyst comprising a Group VIII metal having an atomic number of at least 28. Preferably, the hydrogenation is effected in an aqueous medium at 40-80 DEG C. under a pressure of 50-500 lb. per square inch. However, the hydrogenation may also be effected without a solvent or in the presence of preformed product or in an organic solvent. The catalyst may be used as such or on a support, preferably carbon, and is preferably ruthenium, palladium, platinum or rhodium. Examples are given. The product is useful in the manufacture of condensation polymers (see Division C3).ALSO:Bis - (b - hydroxyethyl) hexahydroterephthalate (see Division C2) is used in the manufacture of condensation polymers containing hexahydroterephthalate units. The compound may be used alone or in association with other compounds capable of polycondensation to a polyester. In a comparative example, copolymers are prepared from (a) bis-(hydroxyethyl) terephthalate and dimethyl hexahydroterephthalate and (b) bis-(hydroxyethyl) hexahydroterephthalate and bis-(hydroxyethyl)-terephthate; in each case the reaction is effected at 215 DEG C. in the presence of antimony trioxide under a pressure which is gradually reduced from atmospheric to about 1 mm.
GB22167/64A 1963-05-29 1964-05-28 Hexahydroterephthalic acid derivative Expired GB1026635A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US28401163A 1963-05-29 1963-05-29

Publications (1)

Publication Number Publication Date
GB1026635A true GB1026635A (en) 1966-04-20

Family

ID=23088516

Family Applications (1)

Application Number Title Priority Date Filing Date
GB22167/64A Expired GB1026635A (en) 1963-05-29 1964-05-28 Hexahydroterephthalic acid derivative

Country Status (4)

Country Link
FR (1) FR1396848A (en)
GB (1) GB1026635A (en)
LU (1) LU46194A1 (en)
NL (1) NL6405867A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5286898A (en) * 1993-06-15 1994-02-15 Eastman Kodak Company Low pressure process for the hydrogenation of dimethyl benzenedicarboxylates to the corresponding dimethyl cyclohexanedicarboxlates
US5319129A (en) * 1993-06-15 1994-06-07 Eastman Kodak Company Preparation of dimethyl cyclohexanedicarboxylates
US7855340B2 (en) 2001-09-25 2010-12-21 Exxonmobil Chemical Patents Inc. Plasticised polyvinyl chloride

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP6372765B2 (en) * 2016-10-28 2018-08-15 株式会社シンテック Process for producing bis (2-hydroxyethyl) 1,4-cyclohexanedicarboxylate

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5286898A (en) * 1993-06-15 1994-02-15 Eastman Kodak Company Low pressure process for the hydrogenation of dimethyl benzenedicarboxylates to the corresponding dimethyl cyclohexanedicarboxlates
US5319129A (en) * 1993-06-15 1994-06-07 Eastman Kodak Company Preparation of dimethyl cyclohexanedicarboxylates
US7855340B2 (en) 2001-09-25 2010-12-21 Exxonmobil Chemical Patents Inc. Plasticised polyvinyl chloride

Also Published As

Publication number Publication date
FR1396848A (en) 1965-04-23
NL6405867A (en) 1964-11-30
LU46194A1 (en) 1972-01-01

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