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    • 20. 发明授权
    • Diels-Alder adducts of hexahalocyclopentadiene and
dialkyl-alphamethylstyrene
    • 六氢环戊二烯和二烷基 - α-甲基苯乙烯的Diels-Alder加合物
    • US4025569A
    • 1977-05-24
    • US565846
    • 1975-04-07
    • Ellis K. FieldsAlfred Steitz, Jr., deceased
    • Ellis K. FieldsAlfred Steitz, Jr., deceased
    • C07C23/30C08G63/682C08G69/42C07C25/18
    • C08G63/6828C07C23/30C08G69/42
    • 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.
    • 可用作中间体的新化合物是5-(1-甲基-3,4,5,6,7,7-六氢降冰片-4-烯-1) - 间苯二甲酸和4-(1-甲基3,4, 5,6,7,7-六氢降冰片-4-烯-1) - 邻苯二甲酸,其通过在Diels-Alder加合物的苯环上氧化含有1至10个碳原子的伯或仲烷基而形成 等分子量的六氢环戊二烯和3,5-二烷基-α-甲基 - 苯乙烯和3,4-二烷基-α-甲基苯乙烯。 这些中间体的酰基衍生物不燃烧或支持燃烧,也可用作润滑油中的极压添加剂。 制备了以下5-(1-甲基-3,4,5,6,7,7-六氯 - 降冰片-4-烯-1) - 间苯二甲酸的酰基衍生物:二氯化物,二酰胺,二酰苯胺,二乙酯, 聚苯基酯,聚(氯苯基)酯,聚乙二醇酯,二苯硫酯,二 - 甲代烯丙基酯和不饱和聚酯。 此外,5-(1-甲基-3,4,5,6,7,7-六氯 - 降冰片-4-烯-1) - 间苯二甲酸和对苯二甲酸或己二酸的共聚苯酯; 5-(1-甲基-3,4,5,6,7,7-六氯 - 降冰片-4-烯-1) - 间苯二甲酸和1,6-己二胺的聚酰胺; 5-(1-甲基-3,4,5,6,7,7-六氯乙烯-4-烯-1)间苯二甲酸和1,6-己二胺和对苯二甲酸或己二酸的共聚酰胺; 5-(1-甲基-3,4,5,6,7,7-六氯 - 降冰片-4-烯-1)间苯二甲酸和对苯二甲酸的共聚乙二醇酯; 并制备了5-(1-甲基-3,4,5,6,7,7-六氯 - 降冰片-4-烯-1)的磷加成物。