Resin composition, binder resin for toner and toner

Abstract

The invention is [1] a resin composition comprising a resin obtained by polymerizing cyclopentadiene or the like and a specific styrene resin, [2] a resin composition comprising (a) a polystyrene-type polymer component and (b) a specific petroleum resin-based polymer component, and [3] a toner binder resin for development of an electrostatically charged image comprising (A) a terpene resin or the like and (B) a styrene resin and/or a polyester resin. Further, it is a toner binder resin for development of an electrostatically charged image containing these resin compositions as a main component, and a toner for development of an electrostatically charged image comprising the toner binder resin and a coloring material.

1 . A resin composition comprising a resin (component A) obtained by polymerizing at least one monomer selected from cyclopentadiene, dicyclopentadiene and dihydrodicyclopentadiene and a styrene resin (component B) in which a content of a structural unit derived from styrene is 70% by weight or more.  
     
     
         2 . A toner binder resin for development of an electrostatically charged image using a resin composition comprising a resin (component A) obtained by polymerizing at least one monomer selected from cyclopentadiene, dicyclopentadiene and dihydrodicyclopentadiene and a styrene resin (component B) in which a content of a structural unit derived from styrene is 70% by weight or more.  
     
     
         3 . A toner binder resin for development of an electrostatically charged image using a resin composition in which component A is a resin obtained by subjecting at least one monomer selected from cyclopentadiene, dicyclopentadiene and dihydrodicyclopentadiene to cationic polymerization, heat polymerization or radical polymerization and/or a resin obtained by hydrogenating a part or the whole of a carbon-carbon unsaturated bond and/or an aromatic ring of these copolymers and component B is a styrene resin in which a content of a structural unit derived from styrene is 70% by weight or more and which has a weight-average molecular weight of 15,000 to 1,000,000 and a number-average molecular weight of 1,400 to 300,000.  
     
     
         4 . A toner binder resin for development of an electrostatically charged image using a resin composition in which component A is a copolymer resin obtained by copolymerizing (a) at least one monomer selected from cyclopentadiene, dicyclopentadiene and dihydrodicyclopentadiene and (b) at least one aromatic vinyl compound selected from styrene, α-methylstyrene, vinyltoluene, isopropenyltoluene, indene, alkyl-substituted indene, allylbenzene, allyltoluene, tert-butylstyrene and tert-butylallylbenzene and/or a resin obtained by hydrogenating a part or the whole of a carbon-carbon unsaturated bond and/or an aromatic ring of these copolymers and component B is a styrene resin in which a content of a structural unit derived from styrene is 70% by weight or more and which has a weight-average molecular weight of 15,000 to 1,000,000 and a number-average molecular weight of 1,400 to 300,000.  
     
     
         5 . A toner binder resin for development of an electrostatically charged image using a resin composition in which component A is a copolymer resin obtained by copolymerizing (a) at least one monomer selected from cyclopentadiene, dicyclopentadiene and dihydrodicyclopentadiene and (b) at least one conjugated diolefin selected from isoprene, butadiene and 1,3-pentadiene and/or a resin obtained by hydrogenating a part or the whole of a carbon-carbon unsaturated bond and/or an aromatic ring of these copolymer resins and component B is a styrene resin in which a content of a structural unit derived from styrene is 70% by weight or more and which has a weight-average molecular weight of 15,000 to 1,000,000 and a number-average molecular weight of 1,400 to 300,000.  
     
     
         6 . The toner binder resin for development of an electrostatically charged image as claimed in any of  claims 2  to  5 , wherein the content [A/(A+B)] of component A is 0.3 to 0.99.  
     
     
         7 . The toner binder resin for development of an electrostatically charged image as claimed in any of  claims 2  to  5 , wherein the content [A/(A+B)] of component A is 0.71 to 0.99.  
     
     
         8 . The toner binder resin for development of an electrostatically charged image as claimed in any of  claims 2  to  7 , which toner binder resin has brittleness that as a break mark in exerting load according to a micro-Vickers hardness meter on a plate obtained by subjecting the resin to hot press molding and having a thickness of 400 to 450 μm, a visible crack having a length of 2 mm or more occurs at most once only in 10 tests under load of 300 gf and a visible crack having a length of 2 mm or more occurs at least eight times in 10 tests under load of 1,000 gf.  
     
     
         9 . A toner for development of an electrostatically charged image, containing the binder resin as claimed in any of  claims 2  to  8  as a toner binder resin for development of an electrostatically charged image.  
     
     
         10 . A toner binder resin for fixation with a heating roll using the toner binder resin for development of an electrostatically charged image as claimed in any of  claims 2  to  8 .  
     
     
         11 . A toner for fixation with a heating roll using the toner for development of an electrostatically charged image as claimed in  claim 9 .  
     
     
         12 . A resin composition comprising (a) 1 to 99% by weight of a polystyrene-type polymer component and (b) 1 to 99% by weight of a petroleum resin-based polymer component in which when the petroleum resin-based polymer forms a resin composition with the polystyrene-type polymer at a weight ratio of 1:1, total light transmission measured according to JIS K 7105 on a film-like molded product of the resin composition having a thickness of 3 mm is 60% or more of a quantity of incident light.  
     
     
         13 . The resin composition as claimed in  claim 12 , wherein when the petroleum resin-based polymer as component (b) forms a resin composition with the polystyrene-type polymer as component (a) at a weight ratio of 1:1, total light transmission measured according to JIS K 7105 on a film-like molded product of the resin composition having a thickness of 3 mm is 60% or more of a quantity of incident light, and haze measured according to JIS K 7105 is 40% or less.  
     
     
         14 . The resin composition as claimed in claims  12  or  13 , which comprises (a) 10 to 65% by weight of the polystyrene-type polymer component and (b) 35 to 90% by weight of the petroleum resin-based polymer component.  
     
     
         15 . The resin composition as claimed in  claim 12  or  13 , which comprises (a) 10 to 49% by weight of the polystyrene-type polymer component and (b) 51 to 90% by weight of the petroleum resin-based polymer component.  
     
     
         16 . The resin composition as claimed in any of  claims 12  to  15 , wherein the polystyrene-type polymer component (a) is a styrene homopolymer and/or a styrene-unsaturated carboxylic ester copolymer in which a ratio of a content of a styrene unit to a content of an unsaturated carboxylic ester unit is 1.1 or more in terms of a molar ratio.  
     
     
         17 . The resin composition as claimed in any of  claims 12  to  16 , wherein the petroleum resin-based polymer component (b) is a petroleum resin-based polymer having a softening temperature of 130° C. or less.  
     
     
         18 . The resin composition as claimed in any of  claims 12  to  17 , wherein the petroleum resin-based polymer component (b) is an aromatic petroleum resin.  
     
     
         19 . The resin composition as claimed in any of  claims 12  to  18 , wherein the petroleum resin-based polymer component (b) is a polymer or a copolymer of one or more selected from the group consisting of vinyltoluene, α-methylstyrene, isopropenyltoluene and indene.  
     
     
         20 . The resin composition as claimed in any of  claims 12  to  19 , wherein the petroleum resin-based polymer component (b) is an ester group-containing dicyclopentadiene polymer-based petroleum resin having a saponification value of 10 to 400 mg KOH/g.  
     
     
         21 . The resin composition as claimed in any of  claims 12  to  20 , wherein the petroleum resin-based polymer component (b) is a hydroxyl group-containing dicyclopentadiene polymer-based petroleum resin having a hydroxyl value of 10 to 400 mg KOH/g.  
     
     
         22 . The resin composition as claimed in any of  claims 12  to  21 , wherein the petroleum resin-based polymer component (b) is one in which a part or the whole of the unsaturated bond and/or the aromatic ring is hydrogenated.  
     
     
         23 . The resin composition as claimed in any of  claims 12  to  22 , wherein the petroleum resin-based polymer component (b) is a petroleum resin-based polymer having weight loss of 1% by weight or less as measured at 150° C. by thermogravimetry.  
     
     
         24 . The resin composition as claimed in any of  claims 12  to  23 , wherein the petroleum resin-based polymer component (b) is a petroleum resin-based polymer having a Gardener color number of 3 or less as measured in a molten condition according to JIS K 5400.  
     
     
         25 . The resin composition as claimed in any of  claims 12  to  24 , wherein the petroleum resin-based polymer component (b) is a petroleum resin-based polymer having a Hazen color number of 250 or less as measured according to JIS K 6901.  
     
     
         26 . A toner binder resin for development of an electrostatically charged image, containing the resin composition as claimed in any of  claims 12  to  25  as a main component.  
     
     
         27 . A toner for development of an electrostatically charged image, comprising 100 parts by weight of the toner binder resin as claimed in  claim 26  and 0.1 to 100 parts by weight of a coloring material.  
     
     
         28 . A toner for development of an electrostatically charged image, comprising 100 parts by weight of the toner binder resin as claimed in  claim 26 , 0.1 to 100 parts by weight of a coloring material and 0.1 to 10 parts by weight of a charge control agent.  
     
     
         29 . The toner for development of an electrostatically charged image as claimed in  claim 27  or  28 , wherein wax is further added in an amount of 0.1 to 10 parts by weight per 100 parts by weight of the toner binder resin.  
     
     
         30 . The toner particles for development of an electrostatically charged image as claimed in any of  claims 27  to  29 , wherein a volume-average particle diameter is 5 to 15 μm.  
     
     
         31 . A method for producing the toner particles for development of an electrostatically charged image as claimed in  claim 30 , wherein a kneaded product of the toner as claimed in any of  claims 27  to  29  is ground, and particles having a volume-average particle diameter of 5 to 15 μm are classified.  
     
     
         32 . A toner binder resin for development of an electrostatically charged image, containing at least one resin selected from (a) a terpene resin, (b) a rosin resin and (c) a hydrogenated aromatic petroleum resin.  
     
     
         33 . The toner binder resin for development of an electrostatically charged image as claimed in  claim 32 , wherein the content of at least one resin selected from (a) a terpene resin, (b) a rosin resin and (c) a hydrogenated aromatic petroleum resin is 5 to 100% by weight.  
     
     
         34 . A toner binder resin for development of an electrostatically charged image, containing (A) at least one resin selected from (a) a terpene resin, (b) a rosin resin and (c) a hydrogenated aromatic petroleum resin, and (B) a styrene resin and/or a polyester resin.  
     
     
         35 . The toner binder resin for development of an electrostatically charged image as claimed in  claim 34 , wherein the weight ratio ((A)/(B)) of component (A) and component (B) is 90/10 to 15/85.  
     
     
         36 . The toner binder resin for development of an electrostatically charged image as claimed in  claim 34  or  35 , wherein the styrene resin (B) is polystyrene and/or a styrene/unsaturated carbonyl compound copolymer resin.  
     
     
         37 . The toner binder resin for development of an electrostatically charged image as claimed in many of  claims 32  to  36 , wherein the terpene resin (a) contains a component derived from at least one selected from α-pinene, β-pinene and dipentene.  
     
     
         38 . The toner binder resin for development of an electrostatically charged image as claimed in any of  claims 32  to  37 , wherein the terpene resin (a) is a copolymer of a terpene and an aromatic vinyl compound.  
     
     
         39 . The toner binder resin for development of an electrostatically charged image as claimed in any of  claims 32  to  37 , wherein the terpene resin (a) is a copolymer of a terpene and a phenolic compound.  
     
     
         40 . The toner binder resin for development of an electrostatically charged image as claimed in any of  claims 32  to  39 , wherein the terpene resin (a) is one in which a part or the whole of the aliphatic unsaturated bond and/or the aromatic ring is hydrogenated.  
     
     
         41 . The toner binder resin for development of an electrostatically charged image as claimed in any of claims  32  to  40 , wherein the rosin resin (b) is a rosin ester resin.  
     
     
         42 . The toner binder resin for development of an electrostatically charged image as claimed in any of  claims 32  to  40 , wherein the rosin resin (b) is a rosin-modified maleic acid resin.  
     
     
         43 . The toner binder resin for development of an electrostatically charged image as claimed in  claim 41  or  42 , wherein the rosin resin (b) is one in which a part or the whole of the aliphatic unsaturated bond and/or the aromatic ring is hydrogenated.  
     
     
         44 . The toner binder resin for development of an electrostatically charged image as claimed in any of  claims 32  to  43 , wherein the hydrogenated aromatic petroleum resin (c) is one obtained by hydrogenating a part or the whole of an aromatic ring in a resin formed by polymerizing or copolymerizing at least one monomer selected from α-methylstyrene, vinyltoluene, isopropenyltoluene and indene.  
     
     
         45 . A toner for development of an electrostatically charged image, containing the binder resin as claimed in any of  claims 32  to  44  as a toner binder resin for development of an electrostatically charged image.  
     
     
         46 . A toner binder resin for fixation with a heating roll using the toner binder resin for development of an electrostatically charged image as claimed in any of  claims 32  to  44 .  
     
     
         47 . A toner for fixation with a heating roll using the toner for development of an electrostatically charged image as claimed in  claim 45.