RU2701874C2 - Металло-иономерные полимеры - Google Patents
Металло-иономерные полимеры Download PDFInfo
- Publication number
- RU2701874C2 RU2701874C2 RU2016116040A RU2016116040A RU2701874C2 RU 2701874 C2 RU2701874 C2 RU 2701874C2 RU 2016116040 A RU2016116040 A RU 2016116040A RU 2016116040 A RU2016116040 A RU 2016116040A RU 2701874 C2 RU2701874 C2 RU 2701874C2
- Authority
- RU
- Russia
- Prior art keywords
- poly
- styrene
- acrylate
- methacrylate
- butadiene
- Prior art date
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- 229920000554 ionomer Polymers 0.000 title claims abstract description 59
- 229920000642 polymer Polymers 0.000 title description 49
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims abstract description 173
- 239000002131 composite material Substances 0.000 claims abstract description 102
- 239000000178 monomer Substances 0.000 claims abstract description 101
- 229920005989 resin Polymers 0.000 claims abstract description 93
- 239000011347 resin Substances 0.000 claims abstract description 93
- 239000002105 nanoparticle Substances 0.000 claims abstract description 55
- 239000004816 latex Substances 0.000 claims abstract description 49
- 229920000126 latex Polymers 0.000 claims abstract description 49
- 229910052751 metal Inorganic materials 0.000 claims abstract description 42
- 239000002184 metal Substances 0.000 claims abstract description 42
- 229910021645 metal ion Inorganic materials 0.000 claims abstract description 40
- SJNNZXIPFSRUJB-UHFFFAOYSA-N 4-[2-[2-[2-(4-formylphenoxy)ethoxy]ethoxy]ethoxy]benzaldehyde Chemical compound C1=CC(C=O)=CC=C1OCCOCCOCCOC1=CC=C(C=O)C=C1 SJNNZXIPFSRUJB-UHFFFAOYSA-N 0.000 claims abstract description 30
- 229920000058 polyacrylate Polymers 0.000 claims abstract description 23
- 239000002952 polymeric resin Substances 0.000 claims abstract description 13
- 229910052709 silver Inorganic materials 0.000 claims description 55
- 239000004332 silver Substances 0.000 claims description 54
- -1 poly (aryl methacrylate Chemical compound 0.000 claims description 53
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 claims description 43
- 238000006116 polymerization reaction Methods 0.000 claims description 25
- PQCHENNROHVIHO-UHFFFAOYSA-M silver;2-methylprop-2-enoate Chemical compound [Ag+].CC(=C)C([O-])=O PQCHENNROHVIHO-UHFFFAOYSA-M 0.000 claims description 18
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims description 14
- 239000004925 Acrylic resin Substances 0.000 claims description 10
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 9
- 239000002174 Styrene-butadiene Substances 0.000 claims description 9
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 claims description 9
- 239000011115 styrene butadiene Substances 0.000 claims description 9
- 229920003048 styrene butadiene rubber Polymers 0.000 claims description 9
- 125000000217 alkyl group Chemical group 0.000 claims description 8
- ROGIWVXWXZRRMZ-UHFFFAOYSA-N 2-methylbuta-1,3-diene;styrene Chemical compound CC(=C)C=C.C=CC1=CC=CC=C1 ROGIWVXWXZRRMZ-UHFFFAOYSA-N 0.000 claims description 7
- HOIWWOKSBHULCU-UHFFFAOYSA-N butyl prop-2-enoate;2-methylbuta-1,3-diene Chemical compound CC(=C)C=C.CCCCOC(=O)C=C HOIWWOKSBHULCU-UHFFFAOYSA-N 0.000 claims description 6
- IYCOKCJDXXJIIM-UHFFFAOYSA-N butyl prop-2-enoate;prop-2-enoic acid;styrene Chemical compound OC(=O)C=C.C=CC1=CC=CC=C1.CCCCOC(=O)C=C IYCOKCJDXXJIIM-UHFFFAOYSA-N 0.000 claims description 6
- NRDDLSFHZLETFD-UHFFFAOYSA-N 2-methylbuta-1,3-diene;methyl 2-methylprop-2-enoate Chemical compound CC(=C)C=C.COC(=O)C(C)=C NRDDLSFHZLETFD-UHFFFAOYSA-N 0.000 claims description 5
- HNJKLOSHGNUTBM-UHFFFAOYSA-N 2-methylbuta-1,3-diene;methyl prop-2-enoate Chemical compound CC(=C)C=C.COC(=O)C=C HNJKLOSHGNUTBM-UHFFFAOYSA-N 0.000 claims description 5
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 5
- VMMVQEIZBCZSNG-UHFFFAOYSA-N buta-1,3-diene prop-1-enylbenzene Chemical compound C=CC=C.CC=CC1=CC=CC=C1 VMMVQEIZBCZSNG-UHFFFAOYSA-N 0.000 claims description 5
- WOYXYXOSUAZDIA-UHFFFAOYSA-N buta-1,3-diene;butyl 2-methylprop-2-enoate Chemical compound C=CC=C.CCCCOC(=O)C(C)=C WOYXYXOSUAZDIA-UHFFFAOYSA-N 0.000 claims description 5
- YIEXROAWVNRRMJ-UHFFFAOYSA-N buta-1,3-diene;butyl prop-2-enoate Chemical compound C=CC=C.CCCCOC(=O)C=C YIEXROAWVNRRMJ-UHFFFAOYSA-N 0.000 claims description 5
- UWWYTVDAXIVRAJ-UHFFFAOYSA-N buta-1,3-diene;ethyl 2-methylprop-2-enoate Chemical compound C=CC=C.CCOC(=O)C(C)=C UWWYTVDAXIVRAJ-UHFFFAOYSA-N 0.000 claims description 5
- UCPLVEOTDDIMJD-UHFFFAOYSA-N buta-1,3-diene;ethyl prop-2-enoate Chemical compound C=CC=C.CCOC(=O)C=C UCPLVEOTDDIMJD-UHFFFAOYSA-N 0.000 claims description 5
- KLIYQWXIWMRMGR-UHFFFAOYSA-N buta-1,3-diene;methyl 2-methylprop-2-enoate Chemical compound C=CC=C.COC(=O)C(C)=C KLIYQWXIWMRMGR-UHFFFAOYSA-N 0.000 claims description 5
- LRTQWXGNPCHTFW-UHFFFAOYSA-N buta-1,3-diene;methyl prop-2-enoate Chemical compound C=CC=C.COC(=O)C=C LRTQWXGNPCHTFW-UHFFFAOYSA-N 0.000 claims description 5
- XPRLOFXIQNKWMK-UHFFFAOYSA-N buta-1,3-diene;propyl prop-2-enoate Chemical compound C=CC=C.CCCOC(=O)C=C XPRLOFXIQNKWMK-UHFFFAOYSA-N 0.000 claims description 5
- TUZBYYLVVXPEMA-UHFFFAOYSA-N butyl prop-2-enoate;styrene Chemical compound C=CC1=CC=CC=C1.CCCCOC(=O)C=C TUZBYYLVVXPEMA-UHFFFAOYSA-N 0.000 claims description 5
- RXQXUXZUWNFWJV-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate;2-methylbuta-1,3-diene Chemical compound CC(=C)C=C.CCOC(=O)C(C)=C RXQXUXZUWNFWJV-UHFFFAOYSA-N 0.000 claims description 5
- REYZQLSIADJXGD-UHFFFAOYSA-N ethyl prop-2-enoate;2-methylbuta-1,3-diene Chemical compound CC(=C)C=C.CCOC(=O)C=C REYZQLSIADJXGD-UHFFFAOYSA-N 0.000 claims description 5
- OIMDJNFWDDTLOZ-UHFFFAOYSA-N propyl prop-2-enoate;styrene Chemical compound CCCOC(=O)C=C.C=CC1=CC=CC=C1 OIMDJNFWDDTLOZ-UHFFFAOYSA-N 0.000 claims description 5
- XXEJNJYARCWPGC-UHFFFAOYSA-N 2-methylbuta-1,3-diene;propyl 2-methylprop-2-enoate Chemical compound CC(=C)C=C.CCCOC(=O)C(C)=C XXEJNJYARCWPGC-UHFFFAOYSA-N 0.000 claims description 4
- ISCIUIIRLMFIQC-UHFFFAOYSA-N C=CC=C.C=CC#N.OC(=O)C=C.C=CC1=CC=CC=C1 Chemical compound C=CC=C.C=CC#N.OC(=O)C=C.C=CC1=CC=CC=C1 ISCIUIIRLMFIQC-UHFFFAOYSA-N 0.000 claims description 4
- LKAVYBZHOYOUSX-UHFFFAOYSA-N buta-1,3-diene;2-methylprop-2-enoic acid;styrene Chemical compound C=CC=C.CC(=C)C(O)=O.C=CC1=CC=CC=C1 LKAVYBZHOYOUSX-UHFFFAOYSA-N 0.000 claims description 4
- NACNINIZJRIDPK-UHFFFAOYSA-N buta-1,3-diene;propyl 2-methylprop-2-enoate Chemical compound C=CC=C.CCCOC(=O)C(C)=C NACNINIZJRIDPK-UHFFFAOYSA-N 0.000 claims description 4
- QQIMXPLXJVRMNX-UHFFFAOYSA-N butyl 2-methylprop-2-enoate;2-methylbuta-1,3-diene Chemical compound CC(=C)C=C.CCCCOC(=O)C(C)=C QQIMXPLXJVRMNX-UHFFFAOYSA-N 0.000 claims description 4
- VMRHCZNACCBXEJ-UHFFFAOYSA-N butyl 2-methylprop-2-enoate;butyl prop-2-enoate Chemical compound CCCCOC(=O)C=C.CCCCOC(=O)C(C)=C VMRHCZNACCBXEJ-UHFFFAOYSA-N 0.000 claims description 4
- PSJCFABZBPCBNQ-UHFFFAOYSA-N butyl 2-methylprop-2-enoate;prop-2-enoic acid;styrene Chemical compound OC(=O)C=C.C=CC1=CC=CC=C1.CCCCOC(=O)C(C)=C PSJCFABZBPCBNQ-UHFFFAOYSA-N 0.000 claims description 4
- DFYKHEXCUQCPEB-UHFFFAOYSA-N butyl 2-methylprop-2-enoate;styrene Chemical compound C=CC1=CC=CC=C1.CCCCOC(=O)C(C)=C DFYKHEXCUQCPEB-UHFFFAOYSA-N 0.000 claims description 4
- HIZDLVPIKOYIOY-UHFFFAOYSA-N butyl prop-2-enoate;2-methylprop-2-enoic acid;styrene Chemical compound CC(=C)C(O)=O.C=CC1=CC=CC=C1.CCCCOC(=O)C=C HIZDLVPIKOYIOY-UHFFFAOYSA-N 0.000 claims description 4
- QMRMTRCBDHFTIV-UHFFFAOYSA-N butyl prop-2-enoate;prop-2-enenitrile;prop-2-enoic acid Chemical compound C=CC#N.OC(=O)C=C.CCCCOC(=O)C=C QMRMTRCBDHFTIV-UHFFFAOYSA-N 0.000 claims description 4
- WWPXOMXUMORZKI-UHFFFAOYSA-N butyl prop-2-enoate;prop-2-enenitrile;styrene Chemical compound C=CC#N.C=CC1=CC=CC=C1.CCCCOC(=O)C=C WWPXOMXUMORZKI-UHFFFAOYSA-N 0.000 claims description 4
- LONCJFPVKZBTLG-UHFFFAOYSA-N 2-methylbuta-1,3-diene prop-1-enylbenzene Chemical compound CC(=C)C=C.CC=CC1=CC=CC=C1 LONCJFPVKZBTLG-UHFFFAOYSA-N 0.000 claims description 3
- CVEPFOUZABPRMK-UHFFFAOYSA-N 2-methylprop-2-enoic acid;styrene Chemical class CC(=C)C(O)=O.C=CC1=CC=CC=C1 CVEPFOUZABPRMK-UHFFFAOYSA-N 0.000 claims description 3
- PLOYJEGLPVCRAJ-UHFFFAOYSA-N buta-1,3-diene;prop-2-enoic acid;styrene Chemical compound C=CC=C.OC(=O)C=C.C=CC1=CC=CC=C1 PLOYJEGLPVCRAJ-UHFFFAOYSA-N 0.000 claims description 3
- KGVITRZHZPHLOI-UHFFFAOYSA-N butyl 2-methylprop-2-enoate;prop-2-enoic acid Chemical compound OC(=O)C=C.CCCCOC(=O)C(C)=C KGVITRZHZPHLOI-UHFFFAOYSA-N 0.000 claims description 3
- UPMATSCYHGMGSE-UHFFFAOYSA-N butyl prop-2-enoate;prop-2-enenitrile;prop-2-enoic acid;styrene Chemical compound C=CC#N.OC(=O)C=C.C=CC1=CC=CC=C1.CCCCOC(=O)C=C UPMATSCYHGMGSE-UHFFFAOYSA-N 0.000 claims description 3
- 125000004386 diacrylate group Chemical group 0.000 claims description 3
- HXHCOXPZCUFAJI-UHFFFAOYSA-N prop-2-enoic acid;styrene Chemical class OC(=O)C=C.C=CC1=CC=CC=C1 HXHCOXPZCUFAJI-UHFFFAOYSA-N 0.000 claims description 3
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 claims description 2
- 238000004040 coloring Methods 0.000 claims description 2
- OIWOHHBRDFKZNC-UHFFFAOYSA-N cyclohexyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OC1CCCCC1 OIWOHHBRDFKZNC-UHFFFAOYSA-N 0.000 claims description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 2
- 239000011246 composite particle Substances 0.000 claims 1
- 238000000034 method Methods 0.000 abstract description 30
- 239000000463 material Substances 0.000 abstract description 17
- 230000003287 optical effect Effects 0.000 abstract description 8
- 239000000126 substance Substances 0.000 abstract description 7
- 150000002739 metals Chemical class 0.000 abstract description 6
- 239000002904 solvent Substances 0.000 abstract description 6
- 238000013500 data storage Methods 0.000 abstract description 2
- 239000007850 fluorescent dye Substances 0.000 abstract description 2
- 230000000694 effects Effects 0.000 abstract 1
- 238000003384 imaging method Methods 0.000 abstract 1
- 239000002245 particle Substances 0.000 description 68
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 53
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- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 26
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- 229910052757 nitrogen Inorganic materials 0.000 description 13
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- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 10
- 239000012986 chain transfer agent Substances 0.000 description 10
- 238000006243 chemical reaction Methods 0.000 description 10
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 9
- 210000004027 cell Anatomy 0.000 description 9
- 239000006185 dispersion Substances 0.000 description 9
- 238000003786 synthesis reaction Methods 0.000 description 9
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 8
- 239000003153 chemical reaction reagent Substances 0.000 description 8
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- 230000002829 reductive effect Effects 0.000 description 7
- GGCZERPQGJTIQP-UHFFFAOYSA-N sodium;9,10-dioxoanthracene-2-sulfonic acid Chemical compound [Na+].C1=CC=C2C(=O)C3=CC(S(=O)(=O)O)=CC=C3C(=O)C2=C1 GGCZERPQGJTIQP-UHFFFAOYSA-N 0.000 description 7
- 241000894006 Bacteria Species 0.000 description 6
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 6
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- FOIXSVOLVBLSDH-UHFFFAOYSA-N Silver ion Chemical compound [Ag+] FOIXSVOLVBLSDH-UHFFFAOYSA-N 0.000 description 6
- 239000000654 additive Substances 0.000 description 6
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- 239000007864 aqueous solution Substances 0.000 description 6
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- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 6
- 230000008569 process Effects 0.000 description 6
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- 229920003002 synthetic resin Polymers 0.000 description 5
- ZGHFDIIVVIFNPS-UHFFFAOYSA-N 3-Methyl-3-buten-2-one Chemical compound CC(=C)C(C)=O ZGHFDIIVVIFNPS-UHFFFAOYSA-N 0.000 description 4
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 4
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 4
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- 238000010521 absorption reaction Methods 0.000 description 4
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium peroxydisulfate Substances [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 4
- VAZSKTXWXKYQJF-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)OOS([O-])=O VAZSKTXWXKYQJF-UHFFFAOYSA-N 0.000 description 4
- 229910001870 ammonium persulfate Inorganic materials 0.000 description 4
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- 125000003118 aryl group Chemical group 0.000 description 4
- 229910052802 copper Inorganic materials 0.000 description 4
- 239000010949 copper Substances 0.000 description 4
- 239000002537 cosmetic Substances 0.000 description 4
- 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 4
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- KLWOORLBKQYYQC-UHFFFAOYSA-N 2-methylbuta-1,3-diene propyl prop-2-enoate Chemical compound CC(=C)C=C.CCCOC(=O)C=C KLWOORLBKQYYQC-UHFFFAOYSA-N 0.000 description 3
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- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 3
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 3
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- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 3
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- 239000008187 granular material Substances 0.000 description 3
- 238000010348 incorporation Methods 0.000 description 3
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- KTZVZZJJVJQZHV-UHFFFAOYSA-N 1-chloro-4-ethenylbenzene Chemical compound ClC1=CC=C(C=C)C=C1 KTZVZZJJVJQZHV-UHFFFAOYSA-N 0.000 description 2
- OZCMOJQQLBXBKI-UHFFFAOYSA-N 1-ethenoxy-2-methylpropane Chemical compound CC(C)COC=C OZCMOJQQLBXBKI-UHFFFAOYSA-N 0.000 description 2
- RCSKFKICHQAKEZ-UHFFFAOYSA-N 1-ethenylindole Chemical compound C1=CC=C2N(C=C)C=CC2=C1 RCSKFKICHQAKEZ-UHFFFAOYSA-N 0.000 description 2
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Classifications
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- 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
- G03G9/10—Developers with toner particles characterised by carrier particles
- G03G9/113—Developers with toner particles characterised by carrier particles having coatings applied thereto
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/04—Acids; Metal salts or ammonium salts thereof
- C08F220/06—Acrylic acid; Methacrylic acid; Metal salts or ammonium salts thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
- C08F220/1804—C4-(meth)acrylate, e.g. butyl (meth)acrylate, isobutyl (meth)acrylate or tert-butyl (meth)acrylate
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Inorganic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Dispersion Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Crystallography & Structural Chemistry (AREA)
- Graft Or Block Polymers (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Developing Agents For Electrophotography (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US14/706,027 US9574036B2 (en) | 2015-05-07 | 2015-05-07 | Metallo ionomer polymers |
| US14/706,027 | 2015-05-07 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| RU2016116040A RU2016116040A (ru) | 2017-10-30 |
| RU2016116040A3 RU2016116040A3 (OSRAM) | 2019-07-30 |
| RU2701874C2 true RU2701874C2 (ru) | 2019-10-02 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2016116040A RU2701874C2 (ru) | 2015-05-07 | 2016-04-25 | Металло-иономерные полимеры |
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|---|---|
| US (1) | US9574036B2 (OSRAM) |
| JP (1) | JP6656066B2 (OSRAM) |
| KR (1) | KR102414512B1 (OSRAM) |
| CN (1) | CN106256838B (OSRAM) |
| BR (1) | BR102016009422B1 (OSRAM) |
| CA (1) | CA2926276C (OSRAM) |
| DE (1) | DE102016207302A1 (OSRAM) |
| IL (1) | IL245251A0 (OSRAM) |
| MX (1) | MX388065B (OSRAM) |
| RU (1) | RU2701874C2 (OSRAM) |
| TW (1) | TW201639628A (OSRAM) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9840626B2 (en) * | 2015-07-23 | 2017-12-12 | Xerox Corporation | Anti-bacterial aqueous ink compositions comprising metal ion composite ionomer resins |
| US10563308B2 (en) * | 2016-07-12 | 2020-02-18 | Lawrence Livermore National Security | Metal-containing photopolymer resins generated by reduction of dissolved metal salts |
| WO2018224137A1 (en) * | 2017-06-07 | 2018-12-13 | Hp Indigo B.V. | Electrostatic ink(s) |
| US12285799B2 (en) | 2018-12-04 | 2025-04-29 | Jabil Inc. | Apparatus, system and method of coating organic and inorganic print materials |
| US12226954B2 (en) | 2018-12-06 | 2025-02-18 | Jabil Inc. | Apparatus, system and method of using additive manufacturing to form shoe sole foam |
| US12233605B2 (en) | 2018-12-06 | 2025-02-25 | Jabil Inc. | Apparatus, system and method of using sacrificial microspheres to form additively manufactured foam |
| JP7623288B2 (ja) * | 2019-03-01 | 2025-01-28 | ダウ グローバル テクノロジーズ エルエルシー | 粘着付与剤組成物 |
| US11732409B2 (en) | 2020-10-01 | 2023-08-22 | Xerox Corporation | Textiles custom printed with antimicrobial nanoparticles |
| US12422762B2 (en) * | 2021-11-09 | 2025-09-23 | Xerox Corporation | Antimicrobial toner particles |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EA012114B1 (ru) * | 2005-01-24 | 2009-08-28 | Синвеншен Аг | Способ получения металлсодержащего композиционного материала и полученный материал |
| US8084174B2 (en) * | 2008-07-25 | 2011-12-27 | Canon Kabushiki Kaisha | Toner |
| US8703377B2 (en) * | 2011-02-04 | 2014-04-22 | Xerox Corporation | Emulsion aggregation toner compositions |
| US20140194547A1 (en) * | 2013-01-07 | 2014-07-10 | Sumitomo Rubber Industries, Ltd. | Surface modification method and surface-modified elastic body |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5302486A (en) | 1992-04-17 | 1994-04-12 | Xerox Corporation | Encapsulated toner process utilizing phase separation |
| JPH09136808A (ja) * | 1995-11-14 | 1997-05-27 | Nippon Shokubai Co Ltd | 抗菌性樹脂 |
| US6294306B1 (en) | 2000-02-22 | 2001-09-25 | Xerox Corporation | Method of making toners |
| JP2009175215A (ja) * | 2008-01-22 | 2009-08-06 | Konica Minolta Business Technologies Inc | 電子写真用トナー、電子写真用現像剤、電子写真用トナーの製造方法、及び、画像形成方法 |
| US7985526B2 (en) | 2009-08-25 | 2011-07-26 | Xerox Corporation | Supercritical fluid microencapsulation of dye into latex for improved emulsion aggregation toner |
| US8383310B2 (en) | 2010-04-27 | 2013-02-26 | Xerox Corporation | Toner compositions |
| CN102400312B (zh) * | 2010-09-08 | 2013-07-31 | 泉州红瑞兴纺织有限公司 | 一种含球形聚合物刷还原纳米银抗菌整理剂及其制备方法 |
| US8324294B2 (en) * | 2011-03-07 | 2012-12-04 | Xerox Corporation | Solvent-based inks comprising silver nanoparticles |
| FI20115816L (fi) | 2011-08-22 | 2013-02-23 | Silverphase Oy | Antimikrobinen ionomeerikoostumus sekä sen käyttösovellukset |
| US20130071143A1 (en) | 2011-09-19 | 2013-03-21 | Thomas Nelson Blanton | Antibacterial and antifungal protection for toner image |
| CN104474552A (zh) * | 2014-11-24 | 2015-04-01 | 浙江大学 | 多功能多层微/纳米核壳结构的制备方法 |
-
2015
- 2015-05-07 US US14/706,027 patent/US9574036B2/en active Active
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2016
- 2016-04-05 CA CA2926276A patent/CA2926276C/en active Active
- 2016-04-08 TW TW105111099A patent/TW201639628A/zh unknown
- 2016-04-15 JP JP2016082488A patent/JP6656066B2/ja active Active
- 2016-04-15 MX MX2016004890A patent/MX388065B/es unknown
- 2016-04-19 CN CN201610244802.6A patent/CN106256838B/zh active Active
- 2016-04-21 IL IL245251A patent/IL245251A0/en unknown
- 2016-04-22 KR KR1020160049128A patent/KR102414512B1/ko active Active
- 2016-04-25 RU RU2016116040A patent/RU2701874C2/ru active
- 2016-04-27 BR BR102016009422-4A patent/BR102016009422B1/pt active IP Right Grant
- 2016-04-28 DE DE102016207302.8A patent/DE102016207302A1/de active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EA012114B1 (ru) * | 2005-01-24 | 2009-08-28 | Синвеншен Аг | Способ получения металлсодержащего композиционного материала и полученный материал |
| US8084174B2 (en) * | 2008-07-25 | 2011-12-27 | Canon Kabushiki Kaisha | Toner |
| US8703377B2 (en) * | 2011-02-04 | 2014-04-22 | Xerox Corporation | Emulsion aggregation toner compositions |
| US20140194547A1 (en) * | 2013-01-07 | 2014-07-10 | Sumitomo Rubber Industries, Ltd. | Surface modification method and surface-modified elastic body |
Also Published As
| Publication number | Publication date |
|---|---|
| JP6656066B2 (ja) | 2020-03-04 |
| BR102016009422A2 (pt) | 2017-02-07 |
| MX2016004890A (es) | 2016-11-07 |
| US9574036B2 (en) | 2017-02-21 |
| BR102016009422B1 (pt) | 2022-10-11 |
| RU2016116040A (ru) | 2017-10-30 |
| DE102016207302A1 (de) | 2016-11-10 |
| CN106256838B (zh) | 2019-08-30 |
| IL245251A0 (en) | 2016-11-30 |
| TW201639628A (zh) | 2016-11-16 |
| US20160326284A1 (en) | 2016-11-10 |
| KR20160131891A (ko) | 2016-11-16 |
| MX388065B (es) | 2025-03-19 |
| KR102414512B1 (ko) | 2022-06-30 |
| CA2926276A1 (en) | 2016-11-07 |
| JP2016210970A (ja) | 2016-12-15 |
| CN106256838A (zh) | 2016-12-28 |
| RU2016116040A3 (OSRAM) | 2019-07-30 |
| CA2926276C (en) | 2018-06-26 |
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