申请人:GULF RESEARCH & DEVELOPMENT COMPANY
公开号:EP0052929A1
公开(公告)日:1982-06-02
There are provided novel sulfonated Group Va ylides defined by the following Formula I:
wherein R1, R2, R3, and R4 are either alike or different members selected from the group consisting of hydrogen, alkyl radicals having from about one to about 24 carbon atoms, preferably from about one to about 10 carbon atoms; aryl radicals having from about six to about 20 carbon atoms, preferably from about six to about 10 carbon atoms; alkenyl radicals having from about two to about 30 carbons atoms, preferably from about two to about 20 carbon atoms; cycloalkyl radicals having from about three to about 40 carbon atoms, preferably from about three to about 30 carbon atoms; aralkyl and alkaryl radicals having from about six to about 40 carbon atoms, preferably from about six to about 30 carbon atoms; a halogen radical selected from the group consisting of fluorine, chlorine, bromine and iodine, preferably chlorine; a hydroxyl group; an alkoxy or aryloxy group; a hydrocarbyl group, such as defined above, carrying halogen, hydroxyl, alkoxy or aryloxy; and a sulfonato group (SO3-) or an alkyl, aryl,-alkenyl, cycloalkyl, aralkyl or alkaryl group carrying a sulfonato group; M is sulfur or oxygen, preferably oxygen; F is phosphorus, arsenic or antimony, preferably phosphorus; and A is the cationic residue of a base selected from the group consisting of an alkali metal hydroxide, an alkyl or aryl lithium, an alkoxide and a hydrocarbyl-substituted ammonium hydroxide.
The process for preparing these sulfonated ylides comprises sulfonating an ylide defined by the following Formula II:
to obtain the sulfonated ylide defined by the following Formula III:
wherein R1, R2, R3, R4, F and M are as defined above. The sulfonated ylide is reacted with a base selected from the group consisting of an alkali metal hydroxide, an alkyl or aryl lithium, an alkoxide and a hydrocarbyl-substituted ammonium hydroxide to obtain the ylide defined by Formula I.
本发明提供了由下式 I 定义的新型磺化 Va 族醯化物:
具有约 2 至约 30 个碳原子,最好是约 2 至约 20 个碳原子的烯基; 具有约 3 至约 40 个碳原子,最好是约 3 至约 30 个碳原子的环烷基; 具有约 6 至约 40 个碳原子,最好是约 6 至约 30 个碳原子的芳基和烷芳基;卤素基,选自由氟、氯、溴和碘(最好是氯)组成的组;羟基;烷氧基或芳氧基;烃基,如上文所定义,带有卤素、羟基、烷氧基或芳氧基;以及磺酸基(SO3-)或带有磺酸基的烷基、芳基、烯基、环烷基、芳烷基或烷芳基;M 是硫或氧,最好是氧;F 是磷、砷或锑,最好是磷;A 是选自碱金属氢氧化物、烷基或芳基锂、烷氧化物和烃基取代的氢氧化铵的碱的阳离子残基。
制备这些磺化醯胺的工艺包括磺化下式 II 所定义的醯胺,以获得磺化醯胺:
得到下式 III 所定义的磺化酰亚胺
其中 R1、R2、R3、R4、F 和 M 如上定义。磺化的醯胺与选自碱金属氢氧化物、烷基或芳基锂、烷氧化物和烃基取代的氢氧化铵所组成的组中的碱反应,得到式 I 所定义的醯胺。