Fulgimide derivatives

A fulgimide derivative of the formula:

• ##STR39## wherein R.sup.1, R.sup.2 and R.sup.3 are independently a hydrogen atom, a halogen atom, a C.sub.1-4 alkyl group which may be substituted with one or more hydroxyl groups, C.sub.1-4 alkoxy groups or halogen atoms;
• a C.sub.1-4 alkoxy group, a C.sub.3-6 cycloalkyl group, a C.sub.6-12 aryl group, a C.sub.7-17 aralkyl group or a C.sub.6-16 aryloxy group, and R.sup.2 and R.sup.3 may be bonded to each other to form an adamantyl or norbornyl group;
• R.sup.4 is a group of the formula:
• ##STR40## wherein R.sup.1 ' is a hydrogen atom, a halogen atom, a C.sub.1-4 alkyl group or a C.sub.1-4 alkoxy group;
• R.sup.2 ', R.sup.3 ', R.sup.4 ', and R.sup.5 ' are independently a hydrogen atom, a C.sub.1-4 alkyl group, a C.sub.1-4 alkoxy group, a C.sub.6-12 aryl group, a C.sub.7-17 aralkyl group, a C.sub.6-16 aryloxy group or a halogen atom;
• W' is an oxygen atom, a sulfur atom, a selenium atom, or >N-R.sup.6 ';
• R.sup.6 ' is C.sub.1-4 alkyl group;
• X is an alkylene group;
• and R is a hydroxyl group, a formyl group, a carboxyl group, a sulfonic acid group, an acetal group, a halogen atom, or an amino group which may be substituted with one or more C.sub.1-4 alkyl groups, hydroxyalkyl groups, sulfoalkyl groups, or acyl groups having 2-16 carbon atoms.

A fulgimide of the formula:

• ##STR48## wherein R is a hydroxy alkyl group, a formyl group, a carboxyl group, a sulfonic acid group, an acetal group, a halogen atom, ##STR49## an amino group which may be substituted with one or more C.sub.1-4 alkyl groups, hydroxyl groups, sulfoalkyl groups, and acyl groups having 2-16 carbon atoms;
• R' is a hydrogen atom or a C.sub.1-4 alkyl group;
• R.sup.1, R.sup.2, R.sup.3, R.sup.1 ' and R.sup.6 ' are C.sub.1-4 alkyl groups;
• and
• R.sup.2 ', R.sup.3 ', and R.sup.5 ' are independently a hydrogen atom, a C.sub.1-4 alkyl group, a C.sub.1-4 alkoxy group, a C.sub.6-12 aryl group, a C.sub.7-17 aralkyl group, a C.sub.6-16 aryloxy group or a halogen atom.

A mineral acid or organic acid salt of a fulgimide derivative of the formula:

• ##STR50## wherein R.sup.1, R.sup.2 and R.sup.3 are independently a hydrogen atom, a halogen atom, a C.sub.1-4 alkyl group which may be substituted with one or more hydroxyl groups, C.sub.1-4 alkoxy groups or halogen atoms;
• a C.sub.1-4 alkoxy group, a C.sub.3-6 cycloalkyl group, a C.sub.6-12 aryl group, a C.sub.7-17 aralkyl group or a C.sub.6-16 aryloxy group, and R.sub.2 and R.sup.3 may be bonded to each other to form an adamantyl or norbornyl group;
• R.sup.4 is a group of the formula:
• ##STR51## wherein R.sup.1 ' is a hydrogen atom, a halogen atom, a C.sub.1-4 alkyl group or a C.sub.1-4 alkoxy group;
• R.sup.2 ', R.sup.3 ', R.sup.4 ', and R.sup.5 ' are independently a hydrogen atom, a C.sub.1-4 alkyl group, a C.sub.1-4 alkoxy group, a C.sub.6-12 aryl group, a C.sub.7-17 aralkyl group, a C.sub.6-16 aryloxy group or a halogen atom, W' is an oxygen atom, a sulfur atom, a selenium atom or >N-R.sup.6 ';
• R.sup.6 'is a C.sub.1-4 alkyl group, X is an arylene group, a group of the formula ##STR52## wherein Y' is an alkylene group, or a group of the formula:
• ##STR53## wherein Z' is an oxygen atom, a sulfur atom or a sulfonyl group;
• and R is an amino group which may be substituted with one or more C.sub.1-4 alkyl groups, hydroxyalkyl groups, sulfoalkyl groups or acyl groups having 2 to 16 carbon atoms.

An alkali metal or ammonium salt of a fulgimide derivative of the formula:

• ##STR54## wherein R.sup.1, R.sup.2 and R.sup.3 are independently a hydrogen atom, a halogen atom, a C.sub.1-4 alkyl group which may be substituted with one or more hydroxyl groups, C.sub.1-4 alkoxy groups or halogen atoms;
• a C.sub.1-4 alkoxy group, a C.sub.3-6 cycloalkyl group, a C.sub.6-12 aryl group, a C.sub.7-17 aralkyl group or C.sub.6-16 aryloxy group, and R.sub.2 and R.sup.3 may be bonded to each other to form an adamantyl group;
• R.sup.4 is a group of the formula:
• ##STR55## wherein R.sup.1 ' is a hydrogen atom, a halogen atom, a C.sub.1-4 akyl group or a C.sub.1-4 alkoxy group;
• R.sup.2 ', R.sup.3 ', R.sup.4 ', and R.sup.5 ' are independently a hydrogen atom, a C.sub.1-4 alkyl group, a C.sub.1-4 alkoxy group, a C.sub.6-12 aryl group, a C.sub.7-17 aralkyl group, a C.sub.6-16 aryloxy group or a halogen atom, W' is an oxygen atom, a sulfur atom, a selenium atom or >N-R.sup.6 ';
• R.sup.6 ' is a C.sub.1-4 alkyl group, X is an arylene group, a group of the formula ##STR56## wherein Y' is an alkylene group, or a group of the formula:
• ##STR57## wherein Z' is an oxygen atom, a sulfur atom or a sulfonyl group;
• and R is a carboxyl group or a sulfonic acid group.

A mineral acid or organic acid salt of a fulgimide derivative of the formula:

• ##STR58## wherein R.sup.1, R.sup.2 and R.sup.3 are independently a hydrogen atom, a halogen atom, a C.sub.1-4 alkyl group which may be substituted with one or more hydroxyl groups, C.sub.1-4 alkoxy groups or halogen atoms;
• a C.sub.1-4 alkoxy group, a C.sub.3-6 cycloalkyl group, a C.sub.6-12 aryl group, a C.sub.7-17 aralkyl group or a C.sub.6-16 aryloxy group, and R.sub.2 and R.sup.3 may be bonded to each other to form an adamantyl group or norbornyl group;
• R.sup.4 is a group of the formula:
• ##STR59## wherein R.sup.1 ' is a hydrogen atom, a halogen atom, a C.sub.1-4 alkyl group or a C.sub.1-4 alkoxy group;
• R.sup.2 ', R.sup.3 ', R.sup.4 ', and R.sup.5 ' are independently a hydrogen atom, a C.sub.1-4 alkyl group, a C.sub.1-4 alkoxy group, a C.sub.6-12 aryl group, a C.sub.7-17 aralkyl group, a C.sub.6-16 aryloxy group or a halogen atom, W' is an oxygen atom, a sulfur atom, a selenium atom or >N-R.sup.6 ';
• R.sup.6 ' is a C.sub.1-4 alkyl group, X is an alkylene group;
• and R is an amino acid which may be substituted with one or more C.sub.1-4 alkyl groups, hydroxyalkyl groups, sulfoalkyl groups or acyl groups having 2-16 carbon atoms.

An alkali metal or ammonium salt of a fulgimide derivative of the formula:

• ##STR60## wherein R.sup.1, R.sup.2 and R.sup.3 are independently a hydrogen atom, a halogen atom, a C.sub.1-4 alkyl group which may be substituted with one or more hydroxyl groups, C.sub.1-4 alkoxy groups or halogen atoms;
• a C.sub.1-4 alkoxy group, a C.sub.3-6 cycloalkyl group, a C.sub.6-12 aryl group, a C.sub.7-17 aralkyl group or a C.sub.6-16 aryloxy group, and R.sub.2 and R.sup.3 may be bonded to each other to form an adamantyl group or norbornyl group;
• R.sup.4 is a group of the formula:
• ##STR61## wherein R.sup.1 ' is a hydrogen atom, a halogen atom, a C.sub.1-4 alkyl group or a C.sub.1-4 alkoxy group;
• R.sup.2 ', R.sup.3 ', R.sup.4 ' and R.sup.5 ' are independently a hydrogen atom, a C.sub.1-4 alkyl group, a C.sub.1-4 alkoxy group, a C.sub.6-12 aryl group, a C.sub.7-17 aralkyl group, a C.sub.6-16 aryloxy group or a halogen atom, W' is an oxygen atom, a sulfur atom, a selenium atom or >N-R.sup.6 ';
• R.sup.6 ' is a C.sub.1-4 alkyl group, X is an alkylene group;
• and R is a carboxyl group or a sulfonic acid group.