Toner and method for producing toner
A toner has a toner particle including a binder resin, the binder resin includes a polymer A, the polymer A contains a first monomer unit derived from a first polymerizable monomer and a second monomer unit derived from a second polymerizable monomer, the first polymerizable monomer is selected from (meth)acrylic acid esters having an alkyl group having 18 to 36 carbon atoms, the content of the first monomer unit in the polymer A is 5.0 mol % to 60.0 mol %, the content of the second monomer unit in the polymer A is 20.0 mol % to 95.0 mol %, the SP value of the first monomer unit and the SP value of the second monomer unit satisfy a predetermined relationship, the polymer A includes a predetermined polyvalent metal, and the content of the polyvalent metal is 25 ppm to 500 ppm.
1. A toner comprising a toner particle including a binder resin, wherein
the binder resin includes a polymer A,
the polymer A contains
a first monomer unit derived from a first polymerizable monomer, and
a second monomer unit derived from a second polymerizable monomer different from the first polymerizable monomer;
the first polymerizable monomer is at least one selected from the group consisting of (meth)acrylic acid esters having an alkyl group having 18 to 36 carbon atoms;
a content of the first monomer unit in the polymer A is 5.0 mol % to 60.0 mol %, based on the total number of moles of all the monomer units in the polymer A;
a content of the second monomer unit in the polymer A is 20.0 mol % to 95.0 mol %, based on the total number of moles of all the monomer units in the polymer A;
where an SP value of the first monomer unit is denoted by SP 11 (J/cm 3 ) 0.5 and an SP value of the second monomer unit is denoted by SP 21 (J/cm 3 ) 0.5 , following formulas (1) and (2) are satisfied;
the polymer A includes a polyvalent metal;
the polyvalent metal is at least one selected from the group consisting of Mg, Ca, Al, and Zn; and
a content of the polyvalent metal in the toner particle is 25 ppm to 500 ppm on a mass basis,
3.00≤( SP 21 −SP 11 )≤25.00 (1), and
21.00≤ SP 21 (2).
2. The toner according to claim 1 , wherein the content of the second monomer unit in the polymer A is 40.0 mol % to 95.0 mol %, based on the total number of moles of all the monomer units in the polymer A.
3. The toner according to claim 1 , wherein the content of the polyvalent metal in the toner particle and the content of the second monomer unit in the polymer A satisfy a formula (3) below,
(Content of the polyvalent metal in the toner particle)/(Content of the second monomer unit in the polymer A )≥0.5 (ppm/mol %) (3).
4. The toner according to claim 1 , wherein the first polymerizable monomer is at least one selected from the group consisting of (meth)acrylic acid esters having a linear alkyl group having 18 to 36 carbon atoms.
5. The toner according to claim 1 , wherein the second polymerizable monomer is at least one selected from the group consisting of compounds represented by following formulas (A) and (B):
in the formula (A), X represents a single bond or an alkylene group having 1 to 6 carbon atoms,
R 1 is
a nitrile group (—C≡N),
an amide group (—C(═O)NHR 10 (R 10 is a hydrogen atom or an alkyl group having 1 to 4 carbon atoms)),
a hydroxy group,
—COOR 11 (R 11 is an alkyl group having 1 to 6 carbon atoms or a hydroxyalkyl group having 1 to 6 carbon atoms),
a urethane group (—NHCOOR 12 (R 12 is an alkyl group having 1 to 4 carbon atoms)),
a urea group (—NH—C(═O)—N(R 13 ) 2 (R 13 independently represent a hydrogen atom or an alkyl group having 1 to 6 carbon atoms)),
—COO(CH 2 ) 2 NHCOOR 14 (R 14 is an alkyl group having 1 to 4 carbon atoms), or
—COO(CH 2 ) 2 —NH—C(═O)—N(R 15 ) 2 (R 15 independently represent a hydrogen atom or an alkyl group having 1 to 6 carbon atoms), and R 3 represents a hydrogen atom or a methyl group;
in the formula (B), R 2 represents an alkyl group having 1 to 4 carbon atoms, and
R 3 represents a hydrogen atom or a methyl group.
6. The toner according to claim 1 , wherein the amount of the polymer A in the binder resin is 50.0% by mass or more.
7. The toner according to claim 1 , wherein
the polymer A includes a monovalent metal, and
the monovalent metal is at least one selected from the group consisting of Na, Li, and K.
8. The toner according to claim 7 , wherein the amount of the monovalent metal is 50% by mass to 90% by mass based on the total of the amount of the polyvalent metal and the amount of the monovalent metal.
9. The toner according to claim 7 , wherein a domain diameter of at least one of the polyvalent metal and the monovalent metal in a cross section of the toner particle is 10 nm to 50 nm.
10. The toner according to claim 1 , wherein
a complex elastic modulus at 65° C. is 1.0×10 7 Pa to 5.0×10 7 Pa, and a complex elastic modulus at 85° C. is 1.0×10 5 Pa or less.
11. The toner according to claim 1 , wherein in a concentration distribution of the polyvalent metal in a cross section of the toner particle, the polyvalent metal concentration in a region from the surface of the toner particle to a depth of 0.4 μm is lower than the polyvalent metal concentration in a region deeper than 0.4 μm from the surface of the toner particle.
12. The toner according to claim 1 , wherein the polymer A is a vinyl polymer.
13. The toner according to claim 1 , wherein the second polymerizable monomer is at least one selected from the group consisting of compounds represented by following formulas (A) and (B):
in the formula (A), X represents a single bond or an alkylene group having 1 to 6 carbon atoms,
R 1 is
a nitrile group (—C≡N),
an amide group (—(═O)NHR 10 (R 10 is a hydrogen atom or an alkyl group having 1 to 4 carbon atoms)),
a hydroxy group,
—COOR 11 (R 11 is an alkyl group having 1 to 6 carbon atoms or a hydroxyalkyl group having 1 to 6 carbon atoms),
a urea group (—NH—C(═O)—N(R 13 ) 2 (R 13 independently represent a hydrogen atom or an alkyl group having 1 to 6 carbon atoms)),
—COO(CH 2 ) 2 NHCOOR 14 (R 14 is an alkyl group having 1 to 4 carbon atoms), or
—COO(CH 2 ) 2 —NH—C(═O)—N(R 15 ) 2 (R 15 independently represent a hydrogen atom or an alkyl group having 1 to 6 carbon atoms), and R 3 represents a hydrogen atom or a methyl group;
in the formula (B), R 2 represents an alkyl group having 1 to 4 carbon atoms, and
R 3 represents a hydrogen atom or a methyl group.
14. The toner according to claim 1 , wherein
the polymer A has a third monomer unit derived from a third polymerizable monomer different from the first polymerizable monomer and the second polymerizable monomer; and
the third polymerizable monomer is at least one selected from the group consisting of styrene, methyl methacrylate and methyl acrylate.
15. A toner comprising a toner particle including a binder resin, wherein the binder resin includes a polymer A,
the polymer A is a polymer of a composition including:
a first polymerizable monomer, and
a second polymerizable monomer different from the first polymerizable monomer;
the first polymerizable monomer is at least one selected from the group consisting of (meth)acrylic acid esters having an alkyl group having 18 to 36 carbon atoms;
a content of the first polymerizable monomer in the composition is 5.0 mol % to 60.0 mol %, based on the total number of moles of all the polymerizable monomers in the composition;
a content of the second polymerizable monomer in the composition is 20.0 mol % to 95.0 mol %, based on the total number of moles of all the polymerizable monomers in the composition;
where an SP value of the first polymerizable monomer is denoted by SP 12 (J/cm 3 ) 0.5 and an SP value of the second polymerizable monomer is denoted by SP 22 (J/cm 3 ) 0.5 , following formulas (4) and (5) are satisfied;
the polymer A includes a polyvalent metal;
the polyvalent metal is at least one selected from the group consisting of Mg, Ca, Al, and Zn; and
a content of the polyvalent metal in the toner particle is 25 ppm to 500 ppm on a mass basis,
0.60≤( SP 22 −SP 12 )≤15.00 (4), and
18.30≤ SP 22 (5).
16. The toner according to claim 15 , wherein the content of the second polymerizable monomer in the composition is 40.0 mol % to 95.0 mol %, based on the total number of moles of all the polymerizable monomers in the composition.
17. The toner according to claim 15 , wherein the content of the polyvalent metal in the toner particle and the content of the second polymerizable monomer in the composition satisfy a formula (6) below,
(Content of the polyvalent metal in the toner particle)/(Content of the second polymerizable monomer in the composition)≥0.5 (ppm/mol %) (6).
18. The toner according to claim 15 , wherein the polymer A contains
a first monomer unit derived from a first polymerizable monomer, and
a second monomer unit derived from a second polymerizable monomer different from the first polymerizable monomer;
a content of the first monomer unit in the polymer A is 5.0 mol % to 60.0 mol %, based on the total number of moles of all the monomer units in the polymer A;
a content of the second monomer unit in the polymer A is 20.0 mol % to 95.0 mol %, based on the total number of moles of all the monomer units in the polymer A;
where an SP value of the first monomer unit is denoted by SP 11 (J/cm 3 ) 0.5 and an SP value of the second monomer unit is denoted by SP 21 (J/cm 3 ) 0.5 , following formulas (1) and (2) are satisfied, and
the content of the polyvalent metal in the toner particle and the content of the second polymerizable monomer in the composition satisfy a formula (6) below;
3.00≤( SP 21 −SP 11 )≤25.00 (1)
21.00≤ SP 21 (2) and
(Content of the polyvalent metal in the toner particle)/(Content of the second polymerizable monomer in the composition)≥0.5 (ppm/mol %) (6).
19. A method for producing a toner, comprising:
a step of preparing a resin fine particle-dispersed solution including a binder resin;
a step of adding a flocculant to the resin fine particle-dispersed solution to form aggregated particles; and
a step of heating and fusing the aggregated particles to obtain a dispersion solution including toner particles, wherein
the binder resin includes a polymer A,
the polymer A is a polymer of a composition including:
a first polymerizable monomer, and
a second polymerizable monomer different from the first polymerizable monomer;
the first polymerizable monomer is at least one selected from the group consisting of (meth)acrylic acid esters having an alkyl group having 18 to 36 carbon atoms;
a content of the first polymerizable monomer in the composition is 5.0 mol % to 60.0 mol %, based on the total number of moles of all the polymerizable monomers in the composition;
a content of the second polymerizable monomer in the composition is 20.0 mol % to 95.0 mol %, based on the total number of moles of all the polymerizable monomers in the composition;
where an SP value of the first polymerizable monomer is denoted by SP 12 (J/cm 3 ) 0.5 and an SP value of the second polymerizable monomer is denoted by SP 22 (J/cm 3 ) 0.5 , following formulas (4) and (5) are satisfied;
the flocculant includes a polyvalent metal;
the polyvalent metal is at least one selected from the group consisting of Mg, Ca, Al, and Zn; and
a content of the polyvalent metal in the toner particle is 25 ppm to 500 ppm on a mass basis,
0.60≤( SP 22 −SP 12 )≤15.00 (4), and
18.30≤ SP 22 (5).
20. The method according to claim 19 , further comprising a step of adding a chelating compound having a chelating ability with respect to a metal ion to the dispersion solution including the toner particles.