Hodogaya Chemical Co., Ltd.

Osamu Mukudai

Kayoko Watanabe

Mitsutoshi Anzai

Yuji Matsuura

Miki Kanno

Hideyuki Otsuka

Masaki Okubo

Isao Niimura

Yuuji Matsuura

Keiko Iwasa

A modified charge control agent composition comprising a metal compound (A) of aromatic hydroxycarboxylic acid bonded with a metal atom selected from a zirconium atom, a calcium atom, an aluminum atom, a chromium atom, a boron atom, and a zinc atom via at least one of an ionic bond, a covalent bond, and a coordinate bond; and at least one inorganic pigment (B), wherein the pigment (B) is contained in an amount of fromtoparts by mass inparts by mass of the composition. The modified charge control agent composition exhibits a high charge-imparting effect, and an electrostatic image developing toner that contains the charge control agent composition will have a high electrostatic charge amount and a high environmental stability.

Charge control agent composition and toner utilizing the same

The present invention provides an electrophotographic toner free of metal such as chromium. A novel electrostatic image developing toner is provided, comprising as a charge-controlling agent one or more selected from the group consisting of compounds represented by formulae (I) and (II): ##STR1## wherein A, B and R are as defined in the specification.

Electrostatic image developing toner

An electrophotographic toner containing a compound of the following formula (1): ##STR1## wherein X is a wherein A is an electron attractive group, and each of R.sub.1 and R.sub.2 which are independent of each other, is a hydrogen atom, a halogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, an aryl group, an aralkyl group or a hydroxyl group, or R.sub.1 and R.sub.2 together form a ring), ##STR2## wherein A, R.sub.1 and R.sub.2 are as defined above), or ##STR3## wherein A, R.sub.1 and R.sub.2 are as defined above), and Y is a hydrogen atom, an alkyl group or an aryl group.

An electrostatic image developing toner containing a compound of the following formula (1): ##STR1## wherein X is ##STR2## (wherein D is a hydrogen atom or an electron donating group, and each of R.sub.1 and R.sub.2 which are independent of each other, is a hydrogen atom, an alkyl group, a cycloalkyl group, an alkoxy group, an aryl group, an aralkyl group, a hydroxyl group, an amino group, a dialkylamino group, a diarylamino group, a diaralkylamino group, a halogen atom, a halogen-substituted alkyl group, a halogen-substituted aryl group, a cyano group, a formyl group, a carboxyl group, a carbamoyl group, an N-substituted carbamoyl group, an alkoxycarbonyl group, an acyloxy group, an acyl group, an arylcarbonyl group, a nitro group, a sulfonic acid group, an alkylsulfonyl group, a substituted sulfonyl group, a sulfamoyl group, an N-substituted sulfamoyl group or a substituted sulfinyl group, provided that when D is a hydrogen atom, R.sub.1 and R.sub.2 are not simultaneously hydrogen atoms and at least one substituent other than a hydrogen atom is substituted at the 2-position, or R.sub.1 and R.sub.2 together form a ring), ##STR3## (wherein D, R.sub.1 and R.sub.2 are as defined above, or ##STR4## (wherein D, R.sub.1 and R.sub.2 are as defined above.

An electrostatic image developing toner containing at least one compound selected from the group consisting of sulfonylurea compounds of the following formula (1): ##STR1## wherein A is a phenyl group which may have a substituent, or a naphthyl group which may have a substituent, and each of B and C which are independent of each other, is a hydrogen atom, an alkyl group, a phenyl group which may have a substituent, or a naphthyl group which may have a substituent, or B and C together form a ring; or the following formula (2):

An electrophotographic toner containing a compound of the following formula (I): ##STR1## wherein each of X and Y which are independent of each other, is a hydrogen atom, ##STR2## (wherein each of D.sub.1 and D.sub.2 is a hydrogen atom or an electron donating group, provided that D.sub.1 and D.sub.2 are not simultaneously hydrogen atoms, R.sub.1 is a hydrogen atom, a halogen atom, an alkyl group, a cycloalkyl group, an aralkyl group, an aryl group, an acyl group, a nitro group, a cyano group or R.sub.2 SO.sub.2 -- (wherein R.sub.2 is a hydroxyl group, an amino group, an alkyl-substituted amino group, an alkyl group, a cycloalkyl group, an aralkyl group, an aryl group or an alkoxy group), and n is 0, 1 or 2, provided that when n is 2, the plurality of R.sub.1 may be the same or different), ##STR3## (wherein D.sub.3 is an electron donating group, and R.sub.1 and n are as defined above), ##STR4## (wherein D.sub.3, R.sub.1 and n are as defined above), ##STR5## (wherein D.sub.3, R.sub.1 and n are as defined above) or ##STR6## wherein D.sub.3 is as defined above, and each of R.sub.3 and R.sub.4 is a hydrogen atom, a halogen atom, an alkyl group, a cycloalkyl group, an aralkyl group, an aryl group, an acyl group, a nitro group or a cyano group), provided that X and Y are not simultaneously hydrogen atoms, and Z is a hydrogen atom, an alkyl group or an aryl group.

Electrophotographic toner

An electrophotographic toner containing a compound of the following formula (I): ##STR1## wherein each of X and Y which are independent of each other, is a hydrogen atom, ##STR2## (wherein each of A.sub.1 and A.sub.2 is a hydrogen atom or an electron attracting group, provided that A.sub.1 and A.sub.2 are not simultaneously hydrogen atoms, R.sub.1 is a hydrogen atom, a halogen atom, an alkyl group, a cycloalkyl group, an aralkyl group, an aryl group, an alkoxy group, a dialkylamino group, a diarylamino group, a diaralkylamino group or a hydroxyl group, and n is 0, 1 or 2, provided that when n is 2, the plurality of R.sub.1 may be the same or different), ##STR3## (wherein A.sub.3 is an electron attracting group, and R.sub.1 and n are as defined above), ##STR4## (wherein A.sub.3, R.sub.1 and n are as defined above), ##STR5## (wherein A.sub.3, R.sub.1 and n are as defined above) or ##STR6## (wherein A.sub.3 is as defined above, and each of R.sub.2 and R.sub.3 is a hydrogen atom, an alkyl group, a cycloalkyl group, an aralkyl group, an aryl group, an alkoxy group or a hydroxyl group), provided that X and Y are not simultaneously hydrogen atoms, and Z is a hydrogen atom, an alkyl group or an aryl group.

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Tsukuba, Japan

Osamu Mukudai