Dry toner, method for producing dry toner, and method for forming an image

A method for producing a dry toner, comprising:

• a phthalocyanine treatment step of mixing at least (iii) at least one of metallophthalocyanine and a metallophthalocyanine derivative having a central metal selected from the group consisting of Cr, Fe, Co, Zn, and Mn and (iv) at least one of (a) a polymer containing 0.5 to 20% by mass of a base unit derived from a polymerizable monomer represented by the following structural formula (1), (b) a polymer containing 0.5 to 20% by mass of a base unit derived from a polymerizable monomer represented by the following structural formula (2), and (c) a polymer containing 0.5 to 20% by mass each of a base unit derived from a polymerizable monomer represented by the following structural formula (3) and a vinyl monomer having a carboxyl group, in such a manner that an absorbance of the highest absorption peak in visible absorption spectra exhibited by the metallophthalocyanine and/or the metallophthalocyanine derivative after the mixing is 5 or more times as high as that before mixing:
• (wherein, R1 represents a hydrogen atom or a methyl group;
• R2 and R3 each represent independently a hydrogen atom, an aryl group, a C1 to C10 alkyl group, a C1 to C10 alkenyl group, or a C1 to C10 alkoxy group;
• X1 represents a hydrogen atom, an alkali metal atom, an alkaline earth metal atom, or a quaternary ammonium salt;
• and n represents an integer of 1 to 10)
• (wherein, R4 represents a hydrogen atom or a methyl group;
• R5 to R8 each represent independently a hydrogen atom, an aryl group, an aromatic group, a C1 to C10 alkyl group, a C1 to C10 alkenyl group, or a C1 to C10 alkoxy group but at least one of R5 to R8 represents an unsubstituted or substituted aromatic group;
• and X2 represents a hydrogen atom, an alkali metal atom, an alkaline earth metal atom, or a quaternary ammonium salt)
• (wherein, R9 represents a hydrogen atom or a methyl group;
• R10 and R11 each represent independently a hydrogen atom, an aryl group, a C1 to C20 alkyl group, a C1 to C20 alkenyl group, or a C1 to C20 alkoxy group and R10 and R11 may be coupled together to form a nonaromatic organic group having different atoms except a carbon atom and a cyclic structure of C4 to C20).

A method for producing a dry toner comprising the steps of:

• obtaining a polymerizable monomer composition by mixing (i) a monomer which constitutes a binder resin, (ii) a colorant, (iii) at least one of metallophthalocyanine and a metallophthalocyanine derivative having a central metal selected from the group consisting of Cr, Fe, Co, Zn, and Mn;
• and (iv) at least one of (a) a polymer containing 0.5 to 20% by mass of a base unit derived from a polymerizable monomer represented by the following structural formula (1), (b) a polymer containing 0.5 to 20% by mass of a base unit derived from a polymerizable monomer represented by the following structural formula (2), and (c) a polymer containing 0.5 to 20% by mass each of a base unit derived from a polymerizable monomer represented by the following structural formula (3) and a vinyl monomer having a carboxyl group, in such a manner that an absorbance of the highest absorption peak in visible absorption spectra exhibited by the metallophthalocyanine and/or the metallophthalocyanine derivative after the mixing is 5 or more times as high as that before mixing;
• granulating the polymerizable monomer composition into particles having a size according to a desired toner particle diameter;
• and
• obtaining the toner by polymerizing the granulated polymerizable monomer composition:
• (wherein, R1 represents a hydrogen atom or a methyl group;
• R2 and R3 each represent independently a hydrogen atom, an aryl group, a C1 to C10 alkyl group, a C1 to C10 alkenyl group, or a C1 to C10 alkoxy group;
• X1 represents a hydrogen atom, an alkali metal atom, an alkaline earth metal atom, or a quaternary ammonium salt;
• and n represents an integer of 1 to 10)
• (wherein, R4 represents a hydrogen atom or a methyl group;
• R5 to R8 each represent independently a hydrogen atom, an aryl group, an aromatic group, a C1 to C10 alkyl group, a C1 to C10 alkenyl group, or a C1 to C10 alkoxy group but at least one of R5 to R8 represents an unsubstituted or substituted aromatic group;
• and X2 represents a hydrogen atom, an alkali metal atom, an alkaline earth metal atom, or a quaternary ammonium salt)
• (wherein, R9 represents a hydrogen atom or a methyl group;
• R10 and R11 each represent independently a hydrogen atom, an aryl group, a C1 to C20 alkyl group, a C1 to C20 alkenyl group, or a C1 to C20 alkoxy group and R10 and R11 may be coupled together to form a nonaromatic organic group having different atoms except a carbon atom and a cyclic structure of C4 to C20).

A method for producing a dry toner comprising the steps of:

• obtaining a mixture by mixing (iii) at least one of a metallophthalocyanine and a metallophthalocyanine derivative having a central metal selected from the group consisting of Cr, Fe, Co, Zn, and Mn, and (iv) at least one of (a) a polymer containing 0.5 to 20% by mass of a base unit derived from a polymerizable monomer represented by the following structural formula (1), (b) a polymer containing 0.5 to 20% by mass of a base unit derived from a polymerizable monomer represented by the following structural formula (2), and (c) a polymer containing 0.5 to 20% by mass each of a base unit derived from a polymerizable monomer represented by the following structural formula (3) and a vinyl monomer having a carboxyl group, in such a manner that an absorbance of the highest absorption peak in visible absorption spectra expressed by the metallophthalocyanine and/or the metallophthalocyanine derivative after the mixing is 5 or more times as high as that before mixing;
• obtaining the polymerizable monomer composition by adding (i) a monomer constituting a binder resin and (ii) a colorant to the mixture;
• granulating the polymerizable monomer composition into particles having a size according to a desired toner particle diameter;
• and
• obtaining the toner by polymerizing the granulated polymerizable monomer composition, wherein
• (wherein, R1 represents a hydrogen atom or a methyl group;
• R2 and R3 each represent independently a hydrogen atom, an aryl group, a C1 to C10 alkyl group, a C1 to C10 alkenyl group, or a C1 to C10 alkoxy group;
• X1 represents a hydrogen atom, an alkali metal atom, an alkaline earth metal atom, or a quaternary ammonium salt;
• and n represents an integer of 1 to 10)
• (wherein, R4 represents a hydrogen atom or a methyl group;
• R5 to R8 each represent independently a hydrogen atom, an aryl group, an aromatic group, a C1 to C10 alkyl group, a C1 to C10 alkenyl group, or a C1 to C10 alkoxy group but at least one of R5 to R8 represents an unsubstituted or substituted aromatic group;
• and X2 represents a hydrogen atom, an alkali metal atom, an alkaline earth metal atom, or a quaternary ammonium salt)
• (wherein, R9 represents a hydrogen atom or a methyl group;
• R10 and R11 each represent independently a hydrogen atom, an aryl group, a C1 to C20 alkyl group, a C1 to C20 alkenyl group, or a C1 to C20 alkoxy group and R10 and R11 may be coupled together to form a nonaromatic organic group having different atoms except a carbon atom and a cyclic structure of C4 to C20).