MX2008004557A - Pigmento organico quimico con agente de liberacion ligado covalentemente. - Google Patents
Pigmento organico quimico con agente de liberacion ligado covalentemente.Info
- Publication number
- MX2008004557A MX2008004557A MX2008004557A MX2008004557A MX2008004557A MX 2008004557 A MX2008004557 A MX 2008004557A MX 2008004557 A MX2008004557 A MX 2008004557A MX 2008004557 A MX2008004557 A MX 2008004557A MX 2008004557 A MX2008004557 A MX 2008004557A
- Authority
- MX
- Mexico
- Prior art keywords
- group
- organic pigment
- monomer
- pigment composition
- release agent
- Prior art date
Links
- 239000000126 substance Substances 0.000 title claims abstract description 32
- 239000000203 mixture Substances 0.000 claims abstract description 90
- 239000000178 monomer Substances 0.000 claims abstract description 74
- 229920005989 resin Polymers 0.000 claims abstract description 70
- 239000011347 resin Substances 0.000 claims abstract description 70
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 41
- 229920000642 polymer Polymers 0.000 claims abstract description 20
- 239000004615 ingredient Substances 0.000 claims abstract description 9
- 239000012860 organic pigment Substances 0.000 claims description 107
- 239000002245 particle Substances 0.000 claims description 49
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 46
- 239000000049 pigment Substances 0.000 claims description 41
- 239000000839 emulsion Substances 0.000 claims description 39
- -1 ethoxy, propoxy Chemical group 0.000 claims description 36
- 238000000034 method Methods 0.000 claims description 26
- 230000008569 process Effects 0.000 claims description 23
- 238000004220 aggregation Methods 0.000 claims description 22
- 230000002776 aggregation Effects 0.000 claims description 22
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 22
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 21
- 239000001257 hydrogen Substances 0.000 claims description 20
- 229910052739 hydrogen Inorganic materials 0.000 claims description 20
- 150000002431 hydrogen Chemical group 0.000 claims description 16
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 16
- 150000003839 salts Chemical class 0.000 claims description 13
- 229920000858 Cyclodextrin Polymers 0.000 claims description 12
- FSAJWMJJORKPKS-UHFFFAOYSA-N octadecyl prop-2-enoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)C=C FSAJWMJJORKPKS-UHFFFAOYSA-N 0.000 claims description 12
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 11
- HFHDHCJBZVLPGP-UHFFFAOYSA-N schardinger α-dextrin Chemical group O1C(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(O)C2O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC2C(O)C(O)C1OC2CO HFHDHCJBZVLPGP-UHFFFAOYSA-N 0.000 claims description 11
- 239000000463 material Substances 0.000 claims description 10
- 125000002843 carboxylic acid group Chemical group 0.000 claims description 9
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 8
- 125000004106 butoxy group Chemical group [*]OC([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 claims description 8
- 239000003054 catalyst Substances 0.000 claims description 8
- 239000006185 dispersion Substances 0.000 claims description 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 8
- 239000001301 oxygen Substances 0.000 claims description 8
- 229910052760 oxygen Inorganic materials 0.000 claims description 8
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 8
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 7
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 6
- 239000002243 precursor Substances 0.000 claims description 6
- 238000009826 distribution Methods 0.000 claims description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
- 230000000379 polymerizing effect Effects 0.000 claims description 2
- 239000001993 wax Substances 0.000 description 35
- 239000004816 latex Substances 0.000 description 32
- 229920000126 latex Polymers 0.000 description 32
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 24
- 239000000975 dye Substances 0.000 description 19
- 239000004094 surface-active agent Substances 0.000 description 16
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 12
- 239000003945 anionic surfactant Substances 0.000 description 12
- 239000008367 deionised water Substances 0.000 description 12
- 229910021641 deionized water Inorganic materials 0.000 description 12
- 238000000576 coating method Methods 0.000 description 10
- 239000003086 colorant Substances 0.000 description 10
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 239000011248 coating agent Substances 0.000 description 9
- 239000012071 phase Substances 0.000 description 9
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 8
- 239000004793 Polystyrene Substances 0.000 description 8
- 238000002156 mixing Methods 0.000 description 8
- 229920002223 polystyrene Polymers 0.000 description 8
- 229920001897 terpolymer Polymers 0.000 description 8
- 239000000701 coagulant Substances 0.000 description 7
- 238000002844 melting Methods 0.000 description 7
- 230000008018 melting Effects 0.000 description 7
- 238000002360 preparation method Methods 0.000 description 7
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 6
- 239000004698 Polyethylene Substances 0.000 description 6
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 6
- 239000012986 chain transfer agent Substances 0.000 description 6
- 238000004132 cross linking Methods 0.000 description 6
- 239000003999 initiator Substances 0.000 description 6
- 229910052757 nitrogen Inorganic materials 0.000 description 6
- 229920000573 polyethylene Polymers 0.000 description 6
- CYUZOYPRAQASLN-UHFFFAOYSA-N 3-prop-2-enoyloxypropanoic acid Chemical compound OC(=O)CCOC(=O)C=C CYUZOYPRAQASLN-UHFFFAOYSA-N 0.000 description 5
- 239000004743 Polypropylene Substances 0.000 description 5
- 239000002253 acid Substances 0.000 description 5
- 239000000654 additive Substances 0.000 description 5
- 230000004927 fusion Effects 0.000 description 5
- 238000006116 polymerization reaction Methods 0.000 description 5
- 229920001155 polypropylene Polymers 0.000 description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 4
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 4
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 230000002209 hydrophobic effect Effects 0.000 description 4
- 230000006872 improvement Effects 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 239000002736 nonionic surfactant Substances 0.000 description 4
- 229920000058 polyacrylate Polymers 0.000 description 4
- 239000011541 reaction mixture Substances 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N titanium dioxide Inorganic materials O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 4
- 239000001052 yellow pigment Substances 0.000 description 4
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 4
- CKRJGDYKYQUNIM-UHFFFAOYSA-N 3-fluoro-2,2-dimethylpropanoic acid Chemical compound FCC(C)(C)C(O)=O CKRJGDYKYQUNIM-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 239000001116 FEMA 4028 Substances 0.000 description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 3
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 3
- 239000001361 adipic acid Substances 0.000 description 3
- 235000011037 adipic acid Nutrition 0.000 description 3
- WHGYBXFWUBPSRW-FOUAGVGXSA-N beta-cyclodextrin Chemical compound OC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1CO WHGYBXFWUBPSRW-FOUAGVGXSA-N 0.000 description 3
- 235000011175 beta-cyclodextrine Nutrition 0.000 description 3
- 229960004853 betadex Drugs 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 230000000903 blocking effect Effects 0.000 description 3
- 239000001055 blue pigment Substances 0.000 description 3
- KAKZBPTYRLMSJV-UHFFFAOYSA-N butadiene group Chemical group C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 238000004581 coalescence Methods 0.000 description 3
- SMQZZQFYHUDLSJ-UHFFFAOYSA-L disodium;1-dodecylnaphthalene;sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O.C1=CC=C2C(CCCCCCCCCCCC)=CC=CC2=C1 SMQZZQFYHUDLSJ-UHFFFAOYSA-L 0.000 description 3
- GVGUFUZHNYFZLC-UHFFFAOYSA-N dodecyl benzenesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GVGUFUZHNYFZLC-UHFFFAOYSA-N 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 150000004820 halides Chemical class 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- WNWZKKBGFYKSGA-UHFFFAOYSA-N n-(4-chloro-2,5-dimethoxyphenyl)-2-[[2,5-dimethoxy-4-(phenylsulfamoyl)phenyl]diazenyl]-3-oxobutanamide Chemical compound C1=C(Cl)C(OC)=CC(NC(=O)C(N=NC=2C(=CC(=C(OC)C=2)S(=O)(=O)NC=2C=CC=CC=2)OC)C(C)=O)=C1OC WNWZKKBGFYKSGA-UHFFFAOYSA-N 0.000 description 3
- 229910052759 nickel Inorganic materials 0.000 description 3
- 229910017604 nitric acid Inorganic materials 0.000 description 3
- 150000002894 organic compounds Chemical class 0.000 description 3
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 239000001054 red pigment Substances 0.000 description 3
- 229940083575 sodium dodecyl sulfate Drugs 0.000 description 3
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 3
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 3
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 3
- 230000007704 transition Effects 0.000 description 3
- 239000004160 Ammonium persulphate Substances 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- OWYWGLHRNBIFJP-UHFFFAOYSA-N Ipazine Chemical compound CCN(CC)C1=NC(Cl)=NC(NC(C)C)=N1 OWYWGLHRNBIFJP-UHFFFAOYSA-N 0.000 description 2
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 125000002947 alkylene group Chemical group 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 2
- 235000019395 ammonium persulphate Nutrition 0.000 description 2
- 239000012874 anionic emulsifier Substances 0.000 description 2
- CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 2
- 239000006229 carbon black Substances 0.000 description 2
- 235000019241 carbon black Nutrition 0.000 description 2
- ZLFVRXUOSPRRKQ-UHFFFAOYSA-N chembl2138372 Chemical compound [O-][N+](=O)C1=CC(C)=CC=C1N=NC1=C(O)C=CC2=CC=CC=C12 ZLFVRXUOSPRRKQ-UHFFFAOYSA-N 0.000 description 2
- VDQQXEISLMTGAB-UHFFFAOYSA-N chloramine T Chemical compound [Na+].CC1=CC=C(S(=O)(=O)[N-]Cl)C=C1 VDQQXEISLMTGAB-UHFFFAOYSA-N 0.000 description 2
- 238000004140 cleaning Methods 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 229910052802 copper Inorganic materials 0.000 description 2
- 239000010949 copper Substances 0.000 description 2
- 230000003247 decreasing effect Effects 0.000 description 2
- 238000001938 differential scanning calorimetry curve Methods 0.000 description 2
- FDENMIUNZYEPDD-UHFFFAOYSA-L disodium [2-[4-(10-methylundecyl)-2-sulfonatooxyphenoxy]phenyl] sulfate Chemical compound [Na+].[Na+].CC(C)CCCCCCCCCc1ccc(Oc2ccccc2OS([O-])(=O)=O)c(OS([O-])(=O)=O)c1 FDENMIUNZYEPDD-UHFFFAOYSA-L 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 229920002313 fluoropolymer Polymers 0.000 description 2
- 239000004811 fluoropolymer Substances 0.000 description 2
- 239000001530 fumaric acid Substances 0.000 description 2
- GDSRMADSINPKSL-HSEONFRVSA-N gamma-cyclodextrin Chemical compound OC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1CO GDSRMADSINPKSL-HSEONFRVSA-N 0.000 description 2
- 229940080345 gamma-cyclodextrin Drugs 0.000 description 2
- 229910052742 iron Inorganic materials 0.000 description 2
- SZVJSHCCFOBDDC-UHFFFAOYSA-N iron(II,III) oxide Inorganic materials O=[Fe]O[Fe]O[Fe]=O SZVJSHCCFOBDDC-UHFFFAOYSA-N 0.000 description 2
- 238000011068 loading method Methods 0.000 description 2
- 230000001050 lubricating effect Effects 0.000 description 2
- 229910044991 metal oxide Inorganic materials 0.000 description 2
- 150000004706 metal oxides Chemical class 0.000 description 2
- 125000005395 methacrylic acid group Chemical group 0.000 description 2
- 229920000609 methyl cellulose Polymers 0.000 description 2
- 239000001923 methylcellulose Substances 0.000 description 2
- 235000010981 methylcellulose Nutrition 0.000 description 2
- VKWNTWQXVLKCSG-UHFFFAOYSA-N n-ethyl-1-[(4-phenyldiazenylphenyl)diazenyl]naphthalen-2-amine Chemical compound CCNC1=CC=C2C=CC=CC2=C1N=NC(C=C1)=CC=C1N=NC1=CC=CC=C1 VKWNTWQXVLKCSG-UHFFFAOYSA-N 0.000 description 2
- 229920001542 oligosaccharide Polymers 0.000 description 2
- 238000010926 purge Methods 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000010935 stainless steel Substances 0.000 description 2
- 229910001220 stainless steel Inorganic materials 0.000 description 2
- 150000003871 sulfonates Chemical class 0.000 description 2
- 229910000859 α-Fe Inorganic materials 0.000 description 2
- YZOUYRAONFXZSI-SBHWVFSVSA-N (1S,3R,5R,6R,8R,10R,11R,13R,15R,16R,18R,20R,21R,23R,25R,26R,28R,30R,31S,33R,35R,36R,37S,38R,39S,40R,41S,42R,43S,44R,45S,46R,47S,48R,49S)-5,10,15,20,25,30,35-heptakis(hydroxymethyl)-37,39,40,41,42,43,44,45,46,47,48,49-dodecamethoxy-2,4,7,9,12,14,17,19,22,24,27,29,32,34-tetradecaoxaoctacyclo[31.2.2.23,6.28,11.213,16.218,21.223,26.228,31]nonatetracontane-36,38-diol Chemical group O([C@@H]([C@H]([C@@H]1OC)OC)O[C@H]2[C@@H](O)[C@@H]([C@@H](O[C@@H]3[C@@H](CO)O[C@@H]([C@H]([C@@H]3O)OC)O[C@@H]3[C@@H](CO)O[C@@H]([C@H]([C@@H]3OC)OC)O[C@@H]3[C@@H](CO)O[C@@H]([C@H]([C@@H]3OC)OC)O[C@@H]3[C@@H](CO)O[C@@H]([C@H]([C@@H]3OC)OC)O3)O[C@@H]2CO)OC)[C@H](CO)[C@H]1O[C@@H]1[C@@H](OC)[C@H](OC)[C@H]3[C@@H](CO)O1 YZOUYRAONFXZSI-SBHWVFSVSA-N 0.000 description 1
- LNAZSHAWQACDHT-XIYTZBAFSA-N (2r,3r,4s,5r,6s)-4,5-dimethoxy-2-(methoxymethyl)-3-[(2s,3r,4s,5r,6r)-3,4,5-trimethoxy-6-(methoxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6r)-4,5,6-trimethoxy-2-(methoxymethyl)oxan-3-yl]oxyoxane Chemical compound CO[C@@H]1[C@@H](OC)[C@H](OC)[C@@H](COC)O[C@H]1O[C@H]1[C@H](OC)[C@@H](OC)[C@H](O[C@H]2[C@@H]([C@@H](OC)[C@H](OC)O[C@@H]2COC)OC)O[C@@H]1COC LNAZSHAWQACDHT-XIYTZBAFSA-N 0.000 description 1
- FFJCNSLCJOQHKM-CLFAGFIQSA-N (z)-1-[(z)-octadec-9-enoxy]octadec-9-ene Chemical compound CCCCCCCC\C=C/CCCCCCCCOCCCCCCCC\C=C/CCCCCCCC FFJCNSLCJOQHKM-CLFAGFIQSA-N 0.000 description 1
- WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 description 1
- RHNJVKIVSXGYBD-UHFFFAOYSA-N 10-prop-2-enoyloxydecyl prop-2-enoate Chemical compound C=CC(=O)OCCCCCCCCCCOC(=O)C=C RHNJVKIVSXGYBD-UHFFFAOYSA-N 0.000 description 1
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- 239000011115 styrene butadiene Substances 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- 125000003011 styrenyl group Chemical group [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 229940124530 sulfonamide Drugs 0.000 description 1
- 150000003456 sulfonamides Chemical class 0.000 description 1
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000010557 suspension polymerization reaction Methods 0.000 description 1
- JVYCFGPPVMLAAL-UHFFFAOYSA-N triacontyl prop-2-enoate Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCOC(=O)C=C JVYCFGPPVMLAAL-UHFFFAOYSA-N 0.000 description 1
- 229910052905 tridymite Inorganic materials 0.000 description 1
- QQQSFSZALRVCSZ-UHFFFAOYSA-N triethoxysilane Chemical compound CCO[SiH](OCC)OCC QQQSFSZALRVCSZ-UHFFFAOYSA-N 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 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
- G03G9/08702—Binders for toner particles comprising macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- G03G9/08726—Polymers of unsaturated acids or derivatives thereof
- G03G9/08728—Polymers of esters
-
- 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
- G03G9/0802—Preparation methods
- G03G9/0804—Preparation methods whereby the components are brought together in a liquid dispersing medium
- G03G9/0806—Preparation methods whereby the components are brought together in a liquid dispersing medium whereby chemical synthesis of at least one of the toner components takes place
-
- 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
- G03G9/08702—Binders for toner particles comprising macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- G03G9/08706—Polymers of alkenyl-aromatic compounds
- G03G9/08708—Copolymers of styrene
- G03G9/08711—Copolymers of styrene with esters of acrylic or methacrylic acid
-
- 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
- G03G9/08702—Binders for toner particles comprising macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- G03G9/08726—Polymers of unsaturated acids or derivatives thereof
-
- 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
- G03G9/08702—Binders for toner particles comprising macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- G03G9/08726—Polymers of unsaturated acids or derivatives thereof
- G03G9/08733—Polymers of unsaturated polycarboxylic acids
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Developing Agents For Electrophotography (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Polymerisation Methods In General (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US11/733,367 US7901859B2 (en) | 2007-04-10 | 2007-04-10 | Chemical toner with covalently bonded release agent |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| MX2008004557A true MX2008004557A (es) | 2009-02-27 |
Family
ID=39539565
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MX2008004557A MX2008004557A (es) | 2007-04-10 | 2008-04-04 | Pigmento organico quimico con agente de liberacion ligado covalentemente. |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US7901859B2 (enExample) |
| EP (1) | EP1980914B1 (enExample) |
| JP (1) | JP5596274B2 (enExample) |
| KR (1) | KR101459349B1 (enExample) |
| CN (2) | CN101286020A (enExample) |
| BR (1) | BRPI0800962B1 (enExample) |
| CA (1) | CA2628425C (enExample) |
| MX (1) | MX2008004557A (enExample) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20100079830A (ko) * | 2008-12-31 | 2010-07-08 | 삼성정밀화학 주식회사 | 입도 분포가 좁은 토너의 제조방법 |
| US8178269B2 (en) * | 2010-03-05 | 2012-05-15 | Xerox Corporation | Toner compositions and methods |
| US9213248B2 (en) * | 2013-07-23 | 2015-12-15 | Xerox Corporation | Latex comprising colorant and methods of making the same |
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|---|---|---|---|---|
| US3847604A (en) | 1971-06-10 | 1974-11-12 | Xerox Corp | Electrostatic imaging process using nodular carriers |
| US4699966A (en) | 1984-01-30 | 1987-10-13 | Loctite (Ireland) Ltd. | Polymer bound calixarenes |
| US4937166A (en) | 1985-10-30 | 1990-06-26 | Xerox Corporation | Polymer coated carrier particles for electrophotographic developers |
| US4935326A (en) | 1985-10-30 | 1990-06-19 | Xerox Corporation | Electrophotographic carrier particles coated with polymer mixture |
| JPS63197544A (ja) | 1986-10-14 | 1988-08-16 | Kanebo Ltd | ウラン吸着剤 |
| JPS647837A (en) | 1987-06-30 | 1989-01-11 | Nec Corp | Carrier lock detecting circuit |
| WO1989008092A1 (en) | 1988-02-29 | 1989-09-08 | The Flinders University Of South Australia | Removal of organic compounds from fluids |
| IT1237521B (it) | 1989-11-28 | 1993-06-08 | Tecnopart Srl | Processo per l'estrazione da fluidi di microinquinanti organici, utilizzando macrocicli sintetici riattivabili |
| US5290654A (en) | 1992-07-29 | 1994-03-01 | Xerox Corporation | Microsuspension processes for toner compositions |
| US5278020A (en) | 1992-08-28 | 1994-01-11 | Xerox Corporation | Toner composition and processes thereof |
| JP3233753B2 (ja) * | 1992-10-30 | 2001-11-26 | 株式会社日本触媒 | トナーおよびその製造方法 |
| US5308734A (en) | 1992-12-14 | 1994-05-03 | Xerox Corporation | Toner processes |
| US5346797A (en) | 1993-02-25 | 1994-09-13 | Xerox Corporation | Toner processes |
| US5348832A (en) | 1993-06-01 | 1994-09-20 | Xerox Corporation | Toner compositions |
| US5418108A (en) | 1993-06-25 | 1995-05-23 | Xerox Corporation | Toner emulsion aggregation process |
| US5403693A (en) | 1993-06-25 | 1995-04-04 | Xerox Corporation | Toner aggregation and coalescence processes |
| US5344738A (en) | 1993-06-25 | 1994-09-06 | Xerox Corporation | Process of making toner compositions |
| US5405728A (en) | 1993-06-25 | 1995-04-11 | Xerox Corporation | Toner aggregation processes |
| US5364729A (en) | 1993-06-25 | 1994-11-15 | Xerox Corporation | Toner aggregation processes |
| US5370963A (en) | 1993-06-25 | 1994-12-06 | Xerox Corporation | Toner emulsion aggregation processes |
| US5366841A (en) | 1993-09-30 | 1994-11-22 | Xerox Corporation | Toner aggregation processes |
| US5521266A (en) * | 1994-10-28 | 1996-05-28 | Rohm And Haas Company | Method for forming polymers |
| EP0716344A1 (en) | 1994-12-05 | 1996-06-12 | Konica Corporation | Light-sensitive composition and light-sensitive lithographic printing plate using the same |
| US5501935A (en) | 1995-01-17 | 1996-03-26 | Xerox Corporation | Toner aggregation processes |
| US5977210A (en) | 1995-01-30 | 1999-11-02 | Xerox Corporation | Modified emulsion aggregation processes |
| US5527658A (en) | 1995-03-13 | 1996-06-18 | Xerox Corporation | Toner aggregation processes using water insoluble transition metal containing powder |
| US5496676A (en) | 1995-03-27 | 1996-03-05 | Xerox Corporation | Toner aggregation processes |
| CA2177103A1 (en) | 1995-05-23 | 1996-11-24 | Masatomi Funato | Toner for two component magnetic developing agent |
| JPH08320595A (ja) * | 1995-05-26 | 1996-12-03 | Mita Ind Co Ltd | 二成分系磁性現像剤用トナー及び現像剤 |
| US5565296A (en) | 1995-07-03 | 1996-10-15 | Xerox Corporation | Coated carriers by aggregation processes |
| EP0786703B9 (en) | 1995-08-11 | 2002-10-09 | Nippon Shokubai Co., Ltd. | Binder resin for toners and toner for electrostatic charge development prepared therefrom |
| JPH09138521A (ja) * | 1995-09-11 | 1997-05-27 | Sekisui Chem Co Ltd | トナー用樹脂組成物及びトナー |
| US5585215A (en) | 1996-06-13 | 1996-12-17 | Xerox Corporation | Toner compositions |
| US5650255A (en) | 1996-09-03 | 1997-07-22 | Xerox Corporation | Low shear toner aggregation processes |
| US5723252A (en) | 1996-09-03 | 1998-03-03 | Xerox Corporation | Toner processes |
| US5683848A (en) | 1996-10-02 | 1997-11-04 | Xerox Corporation | Acrylonitrile-modified toner composition and processes |
| US5650256A (en) | 1996-10-02 | 1997-07-22 | Xerox Corporation | Toner processes |
| US5763133A (en) | 1997-03-28 | 1998-06-09 | Xerox Corporation | Toner compositions and processes |
| US5827633A (en) | 1997-07-31 | 1998-10-27 | Xerox Corporation | Toner processes |
| US5766818A (en) | 1997-10-29 | 1998-06-16 | Xerox Corporation | Toner processes with hydrolyzable surfactant |
| US5840462A (en) | 1998-01-13 | 1998-11-24 | Xerox Corporation | Toner processes |
| US5916725A (en) | 1998-01-13 | 1999-06-29 | Xerox Corporation | Surfactant free toner processes |
| US5869215A (en) | 1998-01-13 | 1999-02-09 | Xerox Corporation | Toner compositions and processes thereof |
| US5910387A (en) | 1998-01-13 | 1999-06-08 | Xerox Corporation | Toner compositions with acrylonitrile and processes |
| US5853944A (en) | 1998-01-13 | 1998-12-29 | Xerox Corporation | Toner processes |
| US5919595A (en) | 1998-01-13 | 1999-07-06 | Xerox Corporation | Toner process with cationic salts |
| US5863698A (en) | 1998-04-13 | 1999-01-26 | Xerox Corporation | Toner processes |
| JP3394708B2 (ja) * | 1998-06-12 | 2003-04-07 | 株式会社巴川製紙所 | 静電荷現像用トナー及びその製造方法 |
| JP3067761B1 (ja) * | 1999-03-04 | 2000-07-24 | 富士ゼロックス株式会社 | 静電荷像現像用トナ―及びその製造方法、静電荷像現像用現像剤並びに画像形成方法 |
| US6447974B1 (en) | 2001-07-02 | 2002-09-10 | Xerox Corporation | Polymerization processes |
| US6576389B2 (en) | 2001-10-15 | 2003-06-10 | Xerox Corporation | Toner coagulant processes |
| US6638677B2 (en) | 2002-03-01 | 2003-10-28 | Xerox Corporation | Toner processes |
| US6656658B2 (en) | 2002-03-25 | 2003-12-02 | Xerox Corporation | Magnetite toner processes |
| US6627373B1 (en) | 2002-03-25 | 2003-09-30 | Xerox Corporation | Toner processes |
| US6617092B1 (en) | 2002-03-25 | 2003-09-09 | Xerox Corporation | Toner processes |
| US6673505B2 (en) | 2002-03-25 | 2004-01-06 | Xerox Corporation | Toner coagulant processes |
| US6656657B2 (en) | 2002-03-25 | 2003-12-02 | Xerox Corporation | Toner processes |
| US6664017B1 (en) | 2002-08-20 | 2003-12-16 | Xerox Corporation | Document security processes |
| US7005225B2 (en) | 2002-11-12 | 2006-02-28 | Samsung Electronics Company | Organosol including amphipathic copolymeric binder having crystalline material, and use of the organosol to make dry tones for electrographic applications |
| US6808851B2 (en) | 2003-01-15 | 2004-10-26 | Xerox Corporation | Emulsion aggregation toner containing a mixture of waxes incorporating an improved process to prevent wax protrusions and coarse particles |
| EP1455237B1 (en) * | 2003-03-07 | 2011-05-25 | Canon Kabushiki Kaisha | Toner and two-component developer |
| JP4518753B2 (ja) | 2003-03-10 | 2010-08-04 | 富士ゼロックス株式会社 | 画像形成方法 |
| US7029813B2 (en) * | 2003-07-30 | 2006-04-18 | Canon Kabushiki Kaisha | Toner |
| US6962764B2 (en) | 2003-08-19 | 2005-11-08 | Xerox Corporation | Toner fabrication process |
| KR100532115B1 (ko) * | 2004-01-20 | 2005-11-29 | 삼성전자주식회사 | 결정성 고분자가 공중합된 안료 함유 라텍스의 제조방법 |
| JP3930873B2 (ja) * | 2004-06-18 | 2007-06-13 | シャープ株式会社 | 二成分現像剤およびそれを用いる二成分現像装置 |
| US7615327B2 (en) * | 2004-11-17 | 2009-11-10 | Xerox Corporation | Toner process |
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| US8283097B2 (en) | 2004-11-22 | 2012-10-09 | Mitsubishi Chemical Corporation | Process for producing toner for electrostatic charge image development toner for electrostatic charge image development |
| JP4321446B2 (ja) * | 2004-11-26 | 2009-08-26 | 富士ゼロックス株式会社 | 静電潜像現像用トナー、その製造方法、静電潜像現像剤及び画像形成方法 |
| JP2006227288A (ja) * | 2005-02-17 | 2006-08-31 | Fuji Xerox Co Ltd | 静電潜像現像用トナー、その製造方法、静電潜像現像剤及び画像形成方法 |
| JP2006276248A (ja) * | 2005-03-28 | 2006-10-12 | Sekisui Chem Co Ltd | 樹脂微粒子、樹脂微粒子の製造方法及び静電荷像現像用トナー |
| JP2007052294A (ja) * | 2005-08-18 | 2007-03-01 | Fuji Xerox Co Ltd | 離型剤粒子分散液の製造方法および静電荷現像用トナー |
-
2007
- 2007-04-10 US US11/733,367 patent/US7901859B2/en active Active
-
2008
- 2008-03-03 EP EP08152195.7A patent/EP1980914B1/en active Active
- 2008-04-03 CA CA2628425A patent/CA2628425C/en active Active
- 2008-04-04 MX MX2008004557A patent/MX2008004557A/es active IP Right Grant
- 2008-04-08 JP JP2008100409A patent/JP5596274B2/ja active Active
- 2008-04-09 CN CNA2008100924108A patent/CN101286020A/zh active Pending
- 2008-04-09 BR BRPI0800962A patent/BRPI0800962B1/pt active IP Right Grant
- 2008-04-09 CN CN201510511185.7A patent/CN105068390B/zh active Active
- 2008-04-10 KR KR1020080033280A patent/KR101459349B1/ko active Active
Also Published As
| Publication number | Publication date |
|---|---|
| JP2008262200A (ja) | 2008-10-30 |
| BRPI0800962B1 (pt) | 2018-12-04 |
| BRPI0800962A2 (pt) | 2008-11-25 |
| KR20080092287A (ko) | 2008-10-15 |
| KR101459349B1 (ko) | 2014-11-07 |
| CN105068390A (zh) | 2015-11-18 |
| CA2628425C (en) | 2012-02-14 |
| US7901859B2 (en) | 2011-03-08 |
| EP1980914B1 (en) | 2015-09-23 |
| CN101286020A (zh) | 2008-10-15 |
| JP5596274B2 (ja) | 2014-09-24 |
| CN105068390B (zh) | 2020-01-10 |
| EP1980914A1 (en) | 2008-10-15 |
| CA2628425A1 (en) | 2008-10-10 |
| US20080254381A1 (en) | 2008-10-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FG | Grant or registration |