JP5748115B1 - 電子写真トナー用ポリエステル樹脂組成物及び電子写真トナー - Google Patents
電子写真トナー用ポリエステル樹脂組成物及び電子写真トナー Download PDFInfo
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- JP5748115B1 JP5748115B1 JP2014561601A JP2014561601A JP5748115B1 JP 5748115 B1 JP5748115 B1 JP 5748115B1 JP 2014561601 A JP2014561601 A JP 2014561601A JP 2014561601 A JP2014561601 A JP 2014561601A JP 5748115 B1 JP5748115 B1 JP 5748115B1
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- polyester resin
- electrophotographic toner
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- XPPKVPWEQAFLFU-UHFFFAOYSA-J diphosphate(4-) Chemical compound [O-]P([O-])(=O)OP([O-])([O-])=O XPPKVPWEQAFLFU-UHFFFAOYSA-J 0.000 description 4
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- 239000012752 auxiliary agent Substances 0.000 description 1
- 239000000987 azo dye Substances 0.000 description 1
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 description 1
- IRERQBUNZFJFGC-UHFFFAOYSA-L azure blue Chemical compound [Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Na+].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[Al+3].[S-]S[S-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-].[O-][Si]([O-])([O-])[O-] IRERQBUNZFJFGC-UHFFFAOYSA-L 0.000 description 1
- 238000010923 batch production Methods 0.000 description 1
- CUSQEGUGRNCRHL-UHFFFAOYSA-N benzene-1,3-diol;propan-2-one Chemical compound CC(C)=O.OC1=CC=CC(O)=C1 CUSQEGUGRNCRHL-UHFFFAOYSA-N 0.000 description 1
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 1
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 229920006026 co-polymeric resin Polymers 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 150000004696 coordination complex Chemical class 0.000 description 1
- XCJYREBRNVKWGJ-UHFFFAOYSA-N copper(II) phthalocyanine Chemical compound [Cu+2].C12=CC=CC=C2C(N=C2[N-]C(C3=CC=CC=C32)=N2)=NC1=NC([C]1C=CC=CC1=1)=NC=1N=C1[C]3C=CC=CC3=C2[N-]1 XCJYREBRNVKWGJ-UHFFFAOYSA-N 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- BYYQOWAAZOHHFN-UHFFFAOYSA-N dioctylphosphane Chemical compound CCCCCCCCPCCCCCCCC BYYQOWAAZOHHFN-UHFFFAOYSA-N 0.000 description 1
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical compound C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- BYRBYEZLJWXGTQ-UHFFFAOYSA-N ethene;phosphane Chemical group P.C=C BYRBYEZLJWXGTQ-UHFFFAOYSA-N 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- ANSXAPJVJOKRDJ-UHFFFAOYSA-N furo[3,4-f][2]benzofuran-1,3,5,7-tetrone Chemical compound C1=C2C(=O)OC(=O)C2=CC2=C1C(=O)OC2=O ANSXAPJVJOKRDJ-UHFFFAOYSA-N 0.000 description 1
- 230000014509 gene expression Effects 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- RBTKNAXYKSUFRK-UHFFFAOYSA-N heliogen blue Chemical compound [Cu].[N-]1C2=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=NC([N-]1)=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=N2 RBTKNAXYKSUFRK-UHFFFAOYSA-N 0.000 description 1
- ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical compound CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 description 1
- 239000001023 inorganic pigment Substances 0.000 description 1
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 1
- 125000003253 isopropoxy group Chemical group [H]C([H])([H])C([H])(O*)C([H])([H])[H] 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 239000006233 lamp black Substances 0.000 description 1
- MOUPNEIJQCETIW-UHFFFAOYSA-N lead chromate Chemical compound [Pb+2].[O-][Cr]([O-])(=O)=O MOUPNEIJQCETIW-UHFFFAOYSA-N 0.000 description 1
- 150000002611 lead compounds Chemical class 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 238000000691 measurement method Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 239000006082 mold release agent Substances 0.000 description 1
- WIBFFTLQMKKBLZ-SEYXRHQNSA-N n-butyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCCCC WIBFFTLQMKKBLZ-SEYXRHQNSA-N 0.000 description 1
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
- CRSOQBOWXPBRES-UHFFFAOYSA-N neopentane Chemical compound CC(C)(C)C CRSOQBOWXPBRES-UHFFFAOYSA-N 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- QTDSLDJPJJBBLE-PFONDFGASA-N octyl (z)-octadec-9-enoate Chemical compound CCCCCCCCOC(=O)CCCCCCC\C=C/CCCCCCCC QTDSLDJPJJBBLE-PFONDFGASA-N 0.000 description 1
- 239000012860 organic pigment Substances 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- UWJJYHHHVWZFEP-UHFFFAOYSA-N pentane-1,1-diol Chemical compound CCCCC(O)O UWJJYHHHVWZFEP-UHFFFAOYSA-N 0.000 description 1
- 125000002080 perylenyl group Chemical group C1(=CC=C2C=CC=C3C4=CC=CC5=CC=CC(C1=C23)=C45)* 0.000 description 1
- CSHWQDPOILHKBI-UHFFFAOYSA-N peryrene Natural products C1=CC(C2=CC=CC=3C2=C2C=CC=3)=C3C2=CC=CC3=C1 CSHWQDPOILHKBI-UHFFFAOYSA-N 0.000 description 1
- JPYKDIMLXREUBW-UHFFFAOYSA-N phosphane titanium Chemical class P.[Ti] JPYKDIMLXREUBW-UHFFFAOYSA-N 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- 229920001610 polycaprolactone Polymers 0.000 description 1
- 239000004632 polycaprolactone Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 1
- 239000004810 polytetrafluoroethylene Substances 0.000 description 1
- 229920005749 polyurethane resin Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- 238000010298 pulverizing process Methods 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 229920005604 random copolymer Polymers 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 238000000646 scanning calorimetry Methods 0.000 description 1
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical group [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 1
- 239000007790 solid phase Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 229920001909 styrene-acrylic polymer Polymers 0.000 description 1
- 239000001384 succinic acid Substances 0.000 description 1
- HMXCZSOLWMJNGA-UHFFFAOYSA-N titanium(4+);tetraphosphite Chemical class [Ti+4].[Ti+4].[Ti+4].[O-]P([O-])[O-].[O-]P([O-])[O-].[O-]P([O-])[O-].[O-]P([O-])[O-] HMXCZSOLWMJNGA-UHFFFAOYSA-N 0.000 description 1
- VXUYXOFXAQZZMF-UHFFFAOYSA-N titanium(IV) isopropoxide Chemical compound CC(C)O[Ti](OC(C)C)(OC(C)C)OC(C)C VXUYXOFXAQZZMF-UHFFFAOYSA-N 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 description 1
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
- 235000013799 ultramarine blue Nutrition 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- XOSXWYQMOYSSKB-LDKJGXKFSA-L water blue Chemical compound CC1=CC(/C(\C(C=C2)=CC=C2NC(C=C2)=CC=C2S([O-])(=O)=O)=C(\C=C2)/C=C/C\2=N\C(C=C2)=CC=C2S([O-])(=O)=O)=CC(S(O)(=O)=O)=C1N.[Na+].[Na+] XOSXWYQMOYSSKB-LDKJGXKFSA-L 0.000 description 1
- 150000003752 zinc compounds Chemical class 0.000 description 1
- 150000003755 zirconium compounds Chemical class 0.000 description 1
Classifications
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- G03G9/00—Developers
- G03G9/08—Developers with toner particles
- G03G9/087—Binders for toner particles
- G03G9/08742—Binders for toner particles comprising macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- G03G9/08755—Polyesters
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
- C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
- C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/40—Polyesters derived from ester-forming derivatives of polycarboxylic acids or of polyhydroxy compounds, other than from esters thereof
- C08G63/42—Cyclic ethers; Cyclic carbonates; Cyclic sulfites; Cyclic orthoesters
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/66—Polyesters containing oxygen in the form of ether groups
- C08G63/668—Polyesters containing oxygen in the form of ether groups derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/672—Dicarboxylic acids and dihydroxy compounds
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- G03G9/00—Developers
- G03G9/08—Developers with toner particles
- G03G9/087—Binders for toner particles
- G03G9/08742—Binders for toner particles comprising macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- G03G9/08753—Epoxyresins
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- G03G9/00—Developers
- G03G9/08—Developers with toner particles
- G03G9/087—Binders for toner particles
- G03G9/08784—Macromolecular material not specially provided for in a single one of groups G03G9/08702 - G03G9/08775
- G03G9/08797—Macromolecular material not specially provided for in a single one of groups G03G9/08702 - G03G9/08775 characterised by their physical properties, e.g. viscosity, solubility, melting temperature, softening temperature, glass transition temperature
Landscapes
- Chemical & Material Sciences (AREA)
- Physics & Mathematics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Spectroscopy & Molecular Physics (AREA)
- General Physics & Mathematics (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Developing Agents For Electrophotography (AREA)
- Polyesters Or Polycarbonates (AREA)
- Epoxy Resins (AREA)
Abstract
Description
・tanδ250=[250℃における損失弾性率G”]/[250℃における貯蔵弾性率G’] (1)
・tanδ100=[100℃における損失弾性率G”]/[100℃における貯蔵弾性率G’] (2)
測定機器:HAAKE RS600
測定条件:歪制御モード
昇温速度4℃/min、周波数1Hz、Strain5%、測定温度80〜250℃
測定機器:セイコー電子工業株式会社製DSC220C
測定条件:10℃/min,試料:アルミ容器に試料を10mg程度入れ、ふたをする。
測定方法:DSC(示唆走査熱量分析)法
測定機器:株式会社島津製作所製CFT−500D
測定条件:昇温速度6℃/min、ノズル1.0mmΦ×10mm、荷重10kgf、試料量1.5g
ここで、軟化点(T1/2)とは高化式フローテスター〔株式会社島津製作所製CFT−500D〕においてプランジャー(ピストン)が流出開始から流出終了までの工程において中間点にきたときの温度をいう。
測定機器:トレックジャパン株式会社製 210HS−2A ブローオフ帯電量測定機器
測定条件:25℃/RH60%
測定方法:樹脂1.5gとフェライトキャリアMF−100(日本鉄粉社製)48.5gの混合物を50mlのポリ容器にて1分間、10分間、30分間、60分間ミキサーにて混合し帯電量測定機器によって測定した。
エチレングリコール512g、ネオペンチルグリコール809g、ネオデカン酸グリシジルエステル(一分子あたりのエポキシ基の平均の数:1)4g、およびクレゾールノボラック型エポキシ樹脂(一分子あたりのエポキシ基の平均の数:7.6)60gを5リットルの4つ口フラスコに入れ、加熱溶解させた後、テレフタル酸2478g、アジピン酸:77g、およびパラターシャルブチル安息香酸60gを加え、ジイソプロポキシチタン・ビスジオクチルホスフェート2gを投入し窒素気流下にて徐々に昇温させ250℃で7時間反応させて、系内がクリアであることを確認した後、更に減圧下、5時間反応させ、酸価:10、軟化点(T1/2):149℃、ガラス転移点:58℃、ゲル分率:41%のポリエステル樹脂(A−1)を得た。なお、酸価は滴定法、ガラス転移点(Tg)、軟化点(T1/2)および粘弾性値は本文記載の方法で測定した。
合成例1で用いた原料を第1表の原料および仕込み量にした以外は合成例1と同様にしてポリエステル樹脂(A2〜A3)を得た。
合成例1で用いた原料を第1表の原料および仕込み量にした以外は合成例1と同様にして比較対照用ポリエステル樹脂(A’1〜A’5)を得た。
ポリエステル樹脂(A−1)90部、カーボンブラックMA−11(三菱化学製)5部、ボントロンS34(オリエント化学製 帯電制御剤)1部及びカルナウバワックス4部をヘンシェルミキサ−で混合し、本発明の電子写真トナー用ポリステル樹脂組成物を得た後、2軸混練機で混練し、混練物を得た。このようにして得られた混練物をAFG100/ATP50(ホソカワミクロン社製 ジェットミル兼分級機)で微粉砕、分級した。分級後のトナーにシリカR972(日本アエロジル製)1部をヘンシェルミキサーで混合後、篩かけをして混合物を得た。得られた混合物5部とキャリア(シリコン樹脂被覆フェライトキャリア)95部を混合攪拌して電子写真用トナー(1)を調製した。電子写真用トナー(1)について、下記評価方法に従って評価した。評価結果を表に示す。
ポリエステル樹脂(A−1)の代わりに、合成例2〜8で得られたポリエステル樹脂を用いる以外は、実施例1と同様にして、実施例2〜3、比較例1〜5の電子写真トナーを調製し、各項目について評価した。結果を表2に示す。
熱ロールの設定温度を5℃きざみに120℃から140℃まで変化させ、ベタ印刷を行った。ベタ印刷部分に堅牢度試験を行い試験前後の画像濃度をマクベス濃度計(RD−918)で測定し、その試験前の値に対する剥離後の濃度値の比率を%で表示した場合に、その値が80%以上となる温度を定着開始温度とした。この温度が低いほど低温定着性の良好な電子写真用トナーである。低温定着性の評価基準は下記の通りとした。尚、堅牢度試験は学振型摩擦堅牢度試験機(荷重:200g、擦り操作:5ストローク)を用いて行った。
◎;定着開始温度が120℃未満の場合
○;定着開始温度が120℃以上、125℃未満の場合
△;定着開始温度が125℃以上、130℃未満の場合
×;定着開始温度が130℃以上の場合
熱ロールの設定温度を5℃きざみに160℃から210℃まで変化させたときに、ベタ印刷部分が再び同じ用紙にオフセットし、目視で確認できる最低の温度で表示した。この温度が高いほど耐オフセット性が良好であることを示す。
◎;オフセット開始温度が230℃以上の場合
○;オフセット開始温度が215℃以上、230℃未満の場合
△;オフセット開始温度が190℃以上、215℃未満の場合
×;オフセット開始温度が190℃未満の場合
ただし、高温でオフセットしない場合でも、樹脂自体がワックスとして作用し印刷媒体への定着性が悪いものは×の評価とした。
ロール材質:上;ポリテトラフルオロエチレン、下;シリコーン
上ロール荷重:7Kg/350mm
ニップ幅:4mm
紙通し速度:90mm/sec
トレックジャパン株式会社製210HS−2Aブローオフ帯電量測定機器を用い、AFG100/ATP50(ホソカワミクロン社製 ジェットミル兼分級機)で微粉砕、分級したポリエステル樹脂1.5gとフェライトキャリアMF−100(日本鉄粉社製)48.5gの混合物を50mlのポリ容器にて1分間、10分間、30分間、60分間ターブラシェイカーミキサーにて混合し帯電量測定機器によって測定した。それらの平均値をとったものを帯電量とした。また、前記10分間、30分間及び60分間ターブラシェイカーミキサーにて混合し帯電量測定機器によって測定した帯電量において、最大帯電量と最小帯電量の差を求め、この値を帯電安定性の評価とした。この値が小さいほど帯電安定性に優れることを表す。
帯電量の評価基準
◎:−50μC/g以上
○:−45μC/g以上、−50μC/g未満
△:−40μC/g以上、−45μC/g未満
×:−35μC/g以上、−40μC/g未満
××:−35μC/g未満
◎:最大帯電量と最小帯電量の差が−3μC/g未満
○:最大帯電量と最小帯電量の差が−3μC/g以上、−6μC/g未満
△:最大帯電量と最小帯電量の差が−6μC/g以上、−9μC/g未満
×:最大帯電量と最小帯電量の差が−9μC/g以上
Claims (12)
- 一塩基酸(a1)、多塩基酸(a2)、多価アルコール(a3)、モノエポキシ化合物(a4)、及び4個以上のエポキシ基を有するポリエポキシ化合物(a5)と、を反応して得られるポリエステル樹脂(A)を含有することを特徴とする電子写真トナー用ポリエステル樹脂組成物。
- 前記一塩基酸(a1)が芳香族モノカルボン酸である請求項1記載の電子写真トナー用ポリエステル樹脂組成物。
- 前記芳香族モノカルボン酸が、安息香酸又はp−置換安息香酸である請求項2記載の電子写真トナー用ポリエステル樹脂組成物。
- 前記ポリエステル樹脂(A)のゲル分率が10〜70質量%の範囲である請求項1〜3の何れか1項記載の電子写真トナー用ポリエステル樹脂組成物。
- 前記ポリエステル樹脂(A)の粘弾性測定結果において、
下記式(1)
tanδ250=[250℃における損失弾性率G”]/[250℃における貯蔵弾性率G’] (1)
で表される250℃におけるtanδ値(tanδ250)と、
下記式(2)
tanδ100=[100℃における損失弾性率G”]/[100℃における貯蔵弾性率G’] (2)
で表される100℃におけるtanδ値(tanδ100)
との差〔tanδ250−tanδ100〕が1.00以下である請求項1〜4の何れか1項記載の電子写真トナー用ポリエステル樹脂組成物。 - 一塩基酸(a1)と前記多塩基酸(a2)との使用割合(a1)/(a2)が1/99〜30/70(質量比)である請求項1〜5の何れか1項記載の電子写真トナー用ポリエステル樹脂組成物。
- 前記4個以上のエポキシ基を有するポリエポキシ化合物(a5)が、4〜10個のエポキシ基を有するノボラック型エポキシ樹脂である請求項1〜6の何れか1項記載の電子写真トナー用ポリエステル樹脂組成物。
- 記モノエポキシ化合物(a4)と4個以上のエポキシ基を有するポリエポキシ化合物(a5)の合計質量が、全仕込み原料の総質量に対して0.5〜10質量%の範囲である請求項1〜7の何れか1項記載の電子写真トナー用ポリエステル樹脂組成物。
- 前記一塩基酸(a1)に対し、モノエポキシ化合物(a4)及び4個以上のエポキシ基を有するポリエポキシ化合物(a5)の合計質量の比〔a1/[a4+a5]〕が3/97〜70/30の範囲である請求項1〜8の何れか1項記載の電子写真トナー用ポリエステル樹脂組成物。
- 前記一塩基酸(a1)に対し、モノエポキシ化合物(a4)及び4個以上のエポキシ基を有するポリエポキシ化合物(a5)の合計質量の比〔a1/[a4+a5]〕が33/67〜49/51の範囲である請求項1〜8の何れか1項記載の電子写真トナー用ポリエステル樹脂組成物。
- 前記ポリエステル樹脂(A)が、原料である一塩基酸(a1)、多塩基酸(a2)、多価アルコール(a3)、モノエポキシ化合物(a4)、及び4個以上のエポキシ基を有するポリエポキシ化合物(a5)を溶解混合した後、ここにエステル化触媒を加えてから昇温して反応させて得られるものである請求項1〜10の何れか1項記載の電子写真トナー用ポリエステル樹脂組成物。
- 請求項1〜11の何れか1項記載の電子写真トナー用ポリエステル樹脂組成物を含有することを特徴とする電子写真トナー。
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