GB1043507A - Cyclo-aliphatic diols and process for their preparation - Google Patents

Cyclo-aliphatic diols and process for their preparation

Info

Publication number
GB1043507A
GB1043507A GB775064A GB775064A GB1043507A GB 1043507 A GB1043507 A GB 1043507A GB 775064 A GB775064 A GB 775064A GB 775064 A GB775064 A GB 775064A GB 1043507 A GB1043507 A GB 1043507A
Authority
GB
United Kingdom
Prior art keywords
octyl
hydroxy
dimer
acids
atoms
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
GB775064A
Inventor
Adolf Koebner
Alan Logan
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.)
Marchon Products Ltd
Original Assignee
Marchon Products 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 Marchon Products Ltd filed Critical Marchon Products Ltd
Priority to GB775064A priority Critical patent/GB1043507A/en
Publication of GB1043507A publication Critical patent/GB1043507A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C35/00Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring
    • C07C35/02Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring monocyclic
    • C07C35/08Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring monocyclic containing a six-membered rings
    • C07C35/14Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring monocyclic containing a six-membered rings with more than one hydroxy group bound to the ring

Abstract

Dimer glycols containing 36, 40 or 44 carbon atoms in the molecule, esterified with, e.g., saturated dicarboxylic acids such as adipic or sebacic are stated to be suitable as lubricants.ALSO:Novel cycloaliphatic diols of the formula <FORM:1043507/C2/1> wherein R1 to R4 have a total of 30, 34 or 38 C atoms and are each a straight chain having at least 5 C atoms with two of these alkyl groups reacting a "dimer acid" having 36, 40 or 44 C atoms or an ester thereof, with hydrogen, at at least 100 ats. in the presence of a high pressure hydrogenation catalyst, especially copper chromite. Dimer acids are condensation products of poly-unsaturated fatty acids heated in the presence of alkaline or mildly acid catalysts, apparently by a Diels-Alder reaction, i.e. starting from C18, 20 or 22 carboxylic acids. Non-dimerized starting acids or esters thereof may be removed prior to hydrogenation by forming the urea inclusion complex, or the monohydric alcohol in a product may also be similarly removed from the hydrogenated product. Other suitable catalysts are stated to be copper/zinc oxides, copper and aluminium Raney nickel, palladium and platinum. The examples describe the use as starting material methyl esters and a polyester using the product as the glycol component. Named products include 1,2 - bis - (81 - hydroxy) octyl - 3 - octyl-4 - hexyl cyclohexane; 1,3 - bis - (81 - hydroxy) octyl - 2 - octyl - 4 - hexyl - cyclohexane; 1-(81-hydroxy) octyl - 2(101 - hydroxy) decyl - 3,4-dihexyl cyclohexane; 1 - (81 - hydroxy) octyl-2,4 - dihexyl - 3 - (101 - hydroxy) decyl - cyclo - hexane.ALSO:In Example 5 a "dimer acid" is reacted with a dimer diol, each having 36 to 44 carbon atoms in the molecule, the dimer diol having been prepared by hydrogenolysis of the dimer acid.
GB775064A 1964-02-25 1964-02-25 Cyclo-aliphatic diols and process for their preparation Expired GB1043507A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB775064A GB1043507A (en) 1964-02-25 1964-02-25 Cyclo-aliphatic diols and process for their preparation

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB775064A GB1043507A (en) 1964-02-25 1964-02-25 Cyclo-aliphatic diols and process for their preparation

Publications (1)

Publication Number Publication Date
GB1043507A true GB1043507A (en) 1966-09-21

Family

ID=9838997

Family Applications (1)

Application Number Title Priority Date Filing Date
GB775064A Expired GB1043507A (en) 1964-02-25 1964-02-25 Cyclo-aliphatic diols and process for their preparation

Country Status (1)

Country Link
GB (1) GB1043507A (en)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4740638A (en) * 1986-06-19 1988-04-26 Imperial Chemical Industries Plc Cyclic hydroxy compounds
US4851593A (en) * 1987-10-13 1989-07-25 Sherex Chemical Company Dihydroxy or polyhydroxy compounds and process for producing same
WO1996026710A1 (en) * 1995-03-02 1996-09-06 Henkel Kommanditgesellschaft Auf Aktien Cosmetic and/or pharmaceutical preparations
US6100370A (en) * 1998-05-08 2000-08-08 Ems-Chemie Ag Softener-free polyamide and molding composition and use thereof
WO2010151431A1 (en) 2009-06-25 2010-12-29 Dow Global Technologies Inc. Natural oil based polymer polyols and polyurethane products made therefrom
US8178645B2 (en) 2007-07-12 2012-05-15 Dow Global Technologies Llc Room temperature curable polymers and precursors thereof

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4740638A (en) * 1986-06-19 1988-04-26 Imperial Chemical Industries Plc Cyclic hydroxy compounds
USRE33307E (en) * 1986-06-19 1990-08-21 Imperial Chemical Industries Plc Cyclic hydroxy compounds
US4851593A (en) * 1987-10-13 1989-07-25 Sherex Chemical Company Dihydroxy or polyhydroxy compounds and process for producing same
WO1996026710A1 (en) * 1995-03-02 1996-09-06 Henkel Kommanditgesellschaft Auf Aktien Cosmetic and/or pharmaceutical preparations
US6100370A (en) * 1998-05-08 2000-08-08 Ems-Chemie Ag Softener-free polyamide and molding composition and use thereof
US8178645B2 (en) 2007-07-12 2012-05-15 Dow Global Technologies Llc Room temperature curable polymers and precursors thereof
WO2010151431A1 (en) 2009-06-25 2010-12-29 Dow Global Technologies Inc. Natural oil based polymer polyols and polyurethane products made therefrom

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