Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal
Patent
1975-04-07
1977-05-24
Horwitz, D.
Chemistry of carbon compounds
Miscellaneous organic carbon compounds
C-metal
260649F, C07C 2518
Patent
active
040255697
ABSTRACT:
New chemical compounds useful as intermediates are 5-(1-methyl-3,4,5,6,7,7-hexahalo-norborn-4-ene-1)-isophthalic acid and 4-(1-methyl 3,4,5,6,7,7-hexahalo-norborn-4-ene-1)-orthophthalic acid, formed by oxidation of the primary or secondary alkyl groups containing from one to ten carbon atoms on the benzene ring of the Diels-Alder adduct of equimolecular amounts of hexahalocyclopentadiene and either 3,5-dialkyl-.alpha.-methyl-styrene and 3,4-dialkyl-.alpha.-methylstyrene. The acyl derivatives of these intermediates do not burn or support combustion and are also useful as extreme-pressure additives in lubricating oils. The following acyl derivatives of 5-(1-methyl-3,4,5,6,7,7-hexachloro-norborn-4-ene-1)-isophthalic acid have been prepared: the dichloride, diamide, dianilide, diethylester, polyphenylester, poly(chlorophenyl) ester, poly-ethylene glycol ester, diphenylthioester, di-methallylester, and unsaturated polyester. Also, the co-polyphenylesters of 5-(1-methyl-3,4,5,6,7,7-hexachloro-norborn-4-ene-1)-isophthalic acid and terephthalic or adipic acid; the polyamide of 5-(1-methyl-3,4,5,6,7,7-hexachloro-norborn-4-ene-1)-isophthalic acid and 1,6-hexanediamine; the copolyamides of 5-(1-methyl-3,4,5,6,7,7-hexachloronorborn-4-ene-1) isophthalic acid and 1,6-hexanediamine and terephthalic acid or adipic acid; the co-polyethylene glycol ester of 5-(1-methyl-3,4,5,6,7,7-hexachloro-norborn-4-ene-1) isophthalic acid and terephthalic acid; and a phosphorus adduct of 5-(1-methyl-3,4,5,6,7,7-hexachloro-norborn-4-ene-1) have been prepared.
REFERENCES:
patent: 2606910 (1952-08-01), Herzfeld et al.
patent: 2901510 (1959-08-01), Molotsky et al.
patent: 2952712 (1960-09-01), Roberts et al.
Fields Ellis K.
Steitz, Jr., deceased Alfred
Gilkes Arthur G.
Horwitz D.
Magidson William H.
McClain William T.
Standard Oil Company (Indiana)
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